Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3) Show 3 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:38 UTC

HMDB ID

HMDB0014481

Secondary Accession Numbers

HMDB14481

Metabolite Identification

Common Name

Pimecrolimus

Description

Pimecrolimus, also known as ASM 981 or elidel, belongs to the class of organic compounds known as macrolide lactams. These are cyclic polyketides containing both a cyclic amide and a cyclic ester group. Pimecrolimus is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

337
  Mrv0541 02231214362D          

 58 61  0  0  1  0            999 V2000
    9.4257   -1.0135    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.1327   -1.2176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9555   -2.3949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0047   -1.9361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9192   -0.4207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8030    1.2013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9297   -0.2643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7122    0.6115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7715   -0.0362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0919    2.8015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5176    1.6138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9451    2.8513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9465    0.7888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3358   -1.0040    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9424   -1.4411    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5434   -1.8160    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3521   -2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7161   -0.6342    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7524   -1.5874    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9555   -1.3739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7420   -0.5769    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7409   -1.6486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5130   -0.8477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5297    0.5774    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2320    1.2013    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3050    0.8596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3866   -0.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9370    0.3293    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9451   -0.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9465   -0.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0185   -0.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7937   -0.4831    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2320    2.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6610    1.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8030    2.0263    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0885    2.4388    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9465    2.4388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6610    2.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3933   -1.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8977    1.1078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0853    1.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3741    2.0263    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5176    0.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3617   -0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1629   -3.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9328   -2.7580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6596    2.4388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9451    1.2013    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8030    2.8513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3617    0.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5549    0.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9451    2.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0795    0.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1232    1.1294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3442    0.0812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1724   -0.3646    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1176    0.5513    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 32  1  1  1  0  0  0
  2 14  1  0  0  0  0
  2 18  1  0  0  0  0
 16  3  1  6  0  0  0
  3 45  1  0  0  0  0
 19  4  1  1  0  0  0
  4 46  1  0  0  0  0
 18  5  1  6  0  0  0
  6 35  1  0  0  0  0
  6 43  1  0  0  0  0
  7 23  2  0  0  0  0
 28  8  1  1  0  0  0
  8 55  1  0  0  0  0
  9 30  2  0  0  0  0
 42 10  1  1  0  0  0
 11 43  2  0  0  0  0
 12 52  2  0  0  0  0
 13 25  1  0  0  0  0
 13 30  1  0  0  0  0
 13 34  1  0  0  0  0
 14 16  1  0  0  0  0
 14 19  1  0  0  0  0
 14 57  1  6  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 15 22  1  6  0  0  0
 16 17  1  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 29  1  0  0  0  0
 21 39  1  6  0  0  0
 23 30  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
 24 40  1  1  0  0  0
 25 33  1  0  0  0  0
 25 43  1  0  0  0  0
 25 58  1  1  0  0  0
 26 28  1  0  0  0  0
 27 31  1  0  0  0  0
 28 32  1  0  0  0  0
 29 44  1  0  0  0  0
 31 32  1  0  0  0  0
 33 37  1  0  0  0  0
 34 38  1  0  0  0  0
 35 36  1  0  0  0  0
 35 41  1  1  0  0  0
 36 42  1  0  0  0  0
 36 49  1  6  0  0  0
 37 38  1  0  0  0  0
 40 41  2  0  0  0  0
 41 51  1  0  0  0  0
 42 47  1  0  0  0  0
 44 50  2  0  0  0  0
 44 53  1  0  0  0  0
 47 52  1  0  0  0  0
 48 50  1  0  0  0  0
 48 52  1  0  0  0  0
 48 54  1  6  0  0  0
 54 56  1  0  0  0  0
M  END

HMDB0014481
     RDKit          3D
Pimecrolimus
124127  0  0  0  0  0  0  0  0999 V2000
   -0.9839   -6.7722    1.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3626   -5.7222    0.2997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3576   -4.5645    0.1552 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5730   -5.1405   -0.4564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7550   -4.7050   -0.0722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9689   -5.5709   -0.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9593   -3.3487    0.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6865   -2.4512   -0.4316 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7165   -2.9697   -1.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0452   -1.0775   -0.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1502   -0.0580   -0.2354 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5140    0.2964   -1.5231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8083   -0.0777   -1.8586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7405    1.1394    0.5885 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3314    1.2262    0.7132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0608    2.3252    1.4922 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1471    2.4043    2.4122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8561    2.2469    2.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9027    1.4134    3.2965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6165    2.9904    2.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2238    3.7319    3.1779 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2599    3.0270    1.0730 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6886    4.3215    0.5341 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5662    4.2144   -0.9712 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7710    3.3652   -1.3926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0772    2.3403   -0.3131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8233    1.8651    0.3893 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1956    0.7712    1.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0810    1.0872    2.5545 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6041   -0.4160    0.9408 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6406   -1.0673    0.3256 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0108   -0.5301    0.5875 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3894   -0.3542    2.0078 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8570   -0.1790   -0.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1993    0.3453   -0.2185 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9948    0.2122    0.9992 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4848    0.0761    0.5598 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7833    1.0508   -0.5403 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.3710    1.7797   -0.1993 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.7784    2.1801   -0.6095 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9646    3.0826    0.4252 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4075    4.3245    0.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3676    1.7419   -0.7859 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3709   -1.3973   -1.1237 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0856   -2.7172   -1.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8731   -1.7639   -1.1694 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4973   -1.6947   -2.5055 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6688   -3.1742   -0.6703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7789   -3.4797   -0.6775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5104   -2.8215   -1.3863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1472    3.5651    0.6477 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7964    4.6609    1.4926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0840    3.2876   -0.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2259    2.3820   -0.0831 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0429    3.1108    0.7660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3286    3.2933    0.3218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9351   -6.4210    1.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1917   -7.7208    0.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2962   -6.9573    2.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1642   -6.1603   -0.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5752   -5.3328    0.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5487   -4.2392    1.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5378   -5.9224   -1.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8923   -4.9687   -0.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0842   -6.2416    0.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8806   -6.2192   -1.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0338   -2.8892    0.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6057   -3.5191    1.4265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7672   -2.3931   -0.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0142   -3.8094   -1.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7251   -3.3761   -2.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5322   -2.1411   -2.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3296   -1.0117    0.5065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4923   -0.9020   -1.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0410   -0.5720    0.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9715   -1.1792   -1.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0813    0.2261   -2.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5346    0.3717   -1.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2004    0.9981    1.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0090    1.7191    3.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7680    4.5073    0.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1429    5.1794    0.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3270    3.6035   -1.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5681    5.1932   -1.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6332    4.0623   -1.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6401    2.9055   -2.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5927    1.5176   -0.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7594    2.7711    0.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0861    1.5086   -0.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6833   -2.0963    0.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4032   -0.2386    2.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7842   -1.2893    2.4821 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9124    0.5621    2.2544 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4495   -0.3041   -1.3767 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7883   -0.2762   -1.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0640    1.1780    1.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8272   -0.6709    1.6373 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6136   -0.9465    0.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1635    0.2110    1.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8805    0.5390   -1.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0580    2.7491   -1.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3959    4.1466   -0.5069 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7631    4.7797   -0.7729 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6175    5.0175    0.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6959    2.4744   -0.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0612    1.6792   -1.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5703   -0.6119   -1.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9055   -3.3727   -0.5337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1754   -2.6218   -1.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7386   -3.1847   -2.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2983   -1.0950   -0.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2849   -1.9450   -3.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0837   -3.2848    0.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1356   -3.9356   -1.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1714    3.8907    0.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1266    5.5639    1.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7373    5.0305    1.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0490    4.3130    2.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5042    4.2497   -0.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5672    2.7825   -1.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8452    2.1069   -0.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2597    3.8412   -0.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8970    2.3667    0.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9036    3.9986    0.9672 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 38 40  1  0
 40 41  1  0
 41 42  1  0
 40 43  1  0
 31 44  1  0
 44 45  1  0
 44 46  1  0
 46 47  1  0
 46 48  1  0
 48 49  1  0
 49 50  2  0
 16 51  1  0
 51 52  1  0
 51 53  1  0
 53 54  1  0
 54 55  1  0
 55 56  1  0
 49  3  1  0
 54 14  1  0
 27 22  1  0
 43 35  1  0
  1 57  1  0
  1 58  1  0
  1 59  1  0
  2 60  1  0
  2 61  1  0
  3 62  1  1
  4 63  1  0
  6 64  1  0
  6 65  1  0
  6 66  1  0
  7 67  1  0
  7 68  1  0
  8 69  1  1
  9 70  1  0
  9 71  1  0
  9 72  1  0
 10 73  1  0
 10 74  1  0
 11 75  1  1
 13 76  1  0
 13 77  1  0
 13 78  1  0
 14 79  1  1
 17 80  1  0
 23 81  1  0
 23 82  1  0
 24 83  1  0
 24 84  1  0
 25 85  1  0
 25 86  1  0
 26 87  1  0
 26 88  1  0
 27 89  1  6
 31 90  1  1
 33 91  1  0
 33 92  1  0
 33 93  1  0
 34 94  1  0
 35 95  1  6
 36 96  1  0
 36 97  1  0
 37 98  1  0
 37 99  1  0
 38100  1  6
 40101  1  6
 42102  1  0
 42103  1  0
 42104  1  0
 43105  1  0
 43106  1  0
 44107  1  6
 45108  1  0
 45109  1  0
 45110  1  0
 46111  1  1
 47112  1  0
 48113  1  0
 48114  1  0
 51115  1  6
 52116  1  0
 52117  1  0
 52118  1  0
 53119  1  0
 53120  1  0
 54121  1  6
 56122  1  0
 56123  1  0
 56124  1  0
M  END

337
  Mrv0541 02231214362D          

 58 61  0  0  1  0            999 V2000
    9.4257   -1.0135    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.1327   -1.2176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9555   -2.3949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0047   -1.9361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9192   -0.4207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8030    1.2013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9297   -0.2643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7122    0.6115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7715   -0.0362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0919    2.8015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5176    1.6138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9451    2.8513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9465    0.7888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3358   -1.0040    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9424   -1.4411    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5434   -1.8160    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3521   -2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7161   -0.6342    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7524   -1.5874    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9555   -1.3739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7420   -0.5769    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7409   -1.6486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5130   -0.8477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5297    0.5774    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2320    1.2013    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3050    0.8596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3866   -0.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9370    0.3293    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9451   -0.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9465   -0.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0185   -0.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7937   -0.4831    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2320    2.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6610    1.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8030    2.0263    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0885    2.4388    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9465    2.4388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6610    2.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3933   -1.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8977    1.1078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0853    1.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3741    2.0263    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5176    0.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3617   -0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1629   -3.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9328   -2.7580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6596    2.4388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9451    1.2013    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8030    2.8513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3617    0.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5549    0.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9451    2.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0795    0.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1232    1.1294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3442    0.0812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1724   -0.3646    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1176    0.5513    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 32  1  1  1  0  0  0
  2 14  1  0  0  0  0
  2 18  1  0  0  0  0
 16  3  1  6  0  0  0
  3 45  1  0  0  0  0
 19  4  1  1  0  0  0
  4 46  1  0  0  0  0
 18  5  1  6  0  0  0
  6 35  1  0  0  0  0
  6 43  1  0  0  0  0
  7 23  2  0  0  0  0
 28  8  1  1  0  0  0
  8 55  1  0  0  0  0
  9 30  2  0  0  0  0
 42 10  1  1  0  0  0
 11 43  2  0  0  0  0
 12 52  2  0  0  0  0
 13 25  1  0  0  0  0
 13 30  1  0  0  0  0
 13 34  1  0  0  0  0
 14 16  1  0  0  0  0
 14 19  1  0  0  0  0
 14 57  1  6  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 15 22  1  6  0  0  0
 16 17  1  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 29  1  0  0  0  0
 21 39  1  6  0  0  0
 23 30  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
 24 40  1  1  0  0  0
 25 33  1  0  0  0  0
 25 43  1  0  0  0  0
 25 58  1  1  0  0  0
 26 28  1  0  0  0  0
 27 31  1  0  0  0  0
 28 32  1  0  0  0  0
 29 44  1  0  0  0  0
 31 32  1  0  0  0  0
 33 37  1  0  0  0  0
 34 38  1  0  0  0  0
 35 36  1  0  0  0  0
 35 41  1  1  0  0  0
 36 42  1  0  0  0  0
 36 49  1  6  0  0  0
 37 38  1  0  0  0  0
 40 41  2  0  0  0  0
 41 51  1  0  0  0  0
 42 47  1  0  0  0  0
 44 50  2  0  0  0  0
 44 53  1  0  0  0  0
 47 52  1  0  0  0  0
 48 50  1  0  0  0  0
 48 52  1  0  0  0  0
 48 54  1  6  0  0  0
 54 56  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014481

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12O[C@](O)([C@H](C)C[C@@H]1OC)C(=O)C(=O)N1CCCC[C@@]1([H])C(=O)O[C@@H]([C@@H](C)[C@@H](O)CC(=O)[C@H](CC)\C=C(C)/C[C@H](C)C[C@@H]2OC)C(\C)=C\[C@@H]1CC[C@H](Cl)[C@@H](C1)OC

> <INCHI_IDENTIFIER>
InChI=1S/C43H68ClNO11/c1-10-30-18-24(2)17-25(3)19-36(53-8)39-37(54-9)21-27(5)43(51,56-39)40(48)41(49)45-16-12-11-13-32(45)42(50)55-38(28(6)33(46)23-34(30)47)26(4)20-29-14-15-31(44)35(22-29)52-7/h18,20,25,27-33,35-39,46,51H,10-17,19,21-23H2,1-9H3/b24-18-,26-20+/t25-,27+,28-,29-,30+,31-,32-,33-,35+,36-,37-,38+,39+,43+/m0/s1

> <INCHI_KEY>
KASDHRXLYQOAKZ-KDCWXYOMSA-N

> <FORMULA>
C43H68ClNO11

> <MOLECULAR_WEIGHT>
810.453

> <EXACT_MASS>
809.44808973

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
87.86845296794988

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,9S,12S,13S,14S,17R,18Z,21S,23S,24R,25S,27R)-12-[(1E)-1-[(1R,3R,4S)-4-chloro-3-methoxycyclohexyl]prop-1-en-2-yl]-17-ethyl-1,14-dihydroxy-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.0⁴,⁹]octacos-18-ene-2,3,10,16-tetrone

> <ALOGPS_LOGP>
4.36

> <JCHEM_LOGP>
6.808131370666668

> <ALOGPS_LOGS>
-5.73

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.66327647637415

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.955625146449202

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9370881455248625

> <JCHEM_POLAR_SURFACE_AREA>
158.13000000000002

> <JCHEM_REFRACTIVITY>
214.02620000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.52e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
elidel

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014481
     RDKit          3D
Pimecrolimus
124127  0  0  0  0  0  0  0  0999 V2000
   -0.9839   -6.7722    1.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3626   -5.7222    0.2997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3576   -4.5645    0.1552 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5730   -5.1405   -0.4564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7550   -4.7050   -0.0722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9689   -5.5709   -0.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9593   -3.3487    0.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6865   -2.4512   -0.4316 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7165   -2.9697   -1.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0452   -1.0775   -0.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1502   -0.0580   -0.2354 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5140    0.2964   -1.5231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8083   -0.0777   -1.8586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7405    1.1394    0.5885 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3314    1.2262    0.7132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0608    2.3252    1.4922 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1471    2.4043    2.4122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8561    2.2469    2.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9027    1.4134    3.2965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6165    2.9904    2.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2238    3.7319    3.1779 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2599    3.0270    1.0730 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6886    4.3215    0.5341 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5662    4.2144   -0.9712 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7710    3.3652   -1.3926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0772    2.3403   -0.3131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8233    1.8651    0.3893 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1956    0.7712    1.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0810    1.0872    2.5545 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6041   -0.4160    0.9408 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6406   -1.0673    0.3256 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0108   -0.5301    0.5875 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3894   -0.3542    2.0078 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8570   -0.1790   -0.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1993    0.3453   -0.2185 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9948    0.2122    0.9992 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4848    0.0761    0.5598 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7833    1.0508   -0.5403 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.3710    1.7797   -0.1993 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.7784    2.1801   -0.6095 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9646    3.0826    0.4252 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4075    4.3245    0.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3676    1.7419   -0.7859 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3709   -1.3973   -1.1237 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0856   -2.7172   -1.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8731   -1.7639   -1.1694 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4973   -1.6947   -2.5055 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6688   -3.1742   -0.6703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7789   -3.4797   -0.6775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5104   -2.8215   -1.3863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1472    3.5651    0.6477 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7964    4.6609    1.4926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0840    3.2876   -0.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2259    2.3820   -0.0831 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0429    3.1108    0.7660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3286    3.2933    0.3218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9351   -6.4210    1.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1917   -7.7208    0.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2962   -6.9573    2.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1642   -6.1603   -0.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5752   -5.3328    0.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5487   -4.2392    1.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5378   -5.9224   -1.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8923   -4.9687   -0.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0842   -6.2416    0.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8806   -6.2192   -1.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0338   -2.8892    0.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6057   -3.5191    1.4265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7672   -2.3931   -0.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0142   -3.8094   -1.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7251   -3.3761   -2.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5322   -2.1411   -2.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3296   -1.0117    0.5065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4923   -0.9020   -1.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0410   -0.5720    0.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9715   -1.1792   -1.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0813    0.2261   -2.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5346    0.3717   -1.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2004    0.9981    1.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0090    1.7191    3.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7680    4.5073    0.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1429    5.1794    0.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3270    3.6035   -1.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5681    5.1932   -1.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6332    4.0623   -1.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6401    2.9055   -2.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5927    1.5176   -0.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7594    2.7711    0.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0861    1.5086   -0.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6833   -2.0963    0.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4032   -0.2386    2.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7842   -1.2893    2.4821 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9124    0.5621    2.2544 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4495   -0.3041   -1.3767 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7883   -0.2762   -1.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0640    1.1780    1.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8272   -0.6709    1.6373 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6136   -0.9465    0.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1635    0.2110    1.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8805    0.5390   -1.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0580    2.7491   -1.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3959    4.1466   -0.5069 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7631    4.7797   -0.7729 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6175    5.0175    0.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6959    2.4744   -0.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0612    1.6792   -1.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5703   -0.6119   -1.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9055   -3.3727   -0.5337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1754   -2.6218   -1.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7386   -3.1847   -2.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2983   -1.0950   -0.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2849   -1.9450   -3.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0837   -3.2848    0.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1356   -3.9356   -1.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1714    3.8907    0.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1266    5.5639    1.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7373    5.0305    1.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0490    4.3130    2.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5042    4.2497   -0.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5672    2.7825   -1.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8452    2.1069   -0.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2597    3.8412   -0.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8970    2.3667    0.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9036    3.9986    0.9672 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 38 40  1  0
 40 41  1  0
 41 42  1  0
 40 43  1  0
 31 44  1  0
 44 45  1  0
 44 46  1  0
 46 47  1  0
 46 48  1  0
 48 49  1  0
 49 50  2  0
 16 51  1  0
 51 52  1  0
 51 53  1  0
 53 54  1  0
 54 55  1  0
 55 56  1  0
 49  3  1  0
 54 14  1  0
 27 22  1  0
 43 35  1  0
  1 57  1  0
  1 58  1  0
  1 59  1  0
  2 60  1  0
  2 61  1  0
  3 62  1  1
  4 63  1  0
  6 64  1  0
  6 65  1  0
  6 66  1  0
  7 67  1  0
  7 68  1  0
  8 69  1  1
  9 70  1  0
  9 71  1  0
  9 72  1  0
 10 73  1  0
 10 74  1  0
 11 75  1  1
 13 76  1  0
 13 77  1  0
 13 78  1  0
 14 79  1  1
 17 80  1  0
 23 81  1  0
 23 82  1  0
 24 83  1  0
 24 84  1  0
 25 85  1  0
 25 86  1  0
 26 87  1  0
 26 88  1  0
 27 89  1  6
 31 90  1  1
 33 91  1  0
 33 92  1  0
 33 93  1  0
 34 94  1  0
 35 95  1  6
 36 96  1  0
 36 97  1  0
 37 98  1  0
 37 99  1  0
 38100  1  6
 40101  1  6
 42102  1  0
 42103  1  0
 42104  1  0
 43105  1  0
 43106  1  0
 44107  1  6
 45108  1  0
 45109  1  0
 45110  1  0
 46111  1  1
 47112  1  0
 48113  1  0
 48114  1  0
 51115  1  6
 52116  1  0
 52117  1  0
 52118  1  0
 53119  1  0
 53120  1  0
 54121  1  6
 56122  1  0
 56123  1  0
 56124  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 337                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0      17.595  -1.892   0.000  0.00  0.00          Cl+0
HETATM    2  O   UNK     0      11.448  -2.273   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       9.250  -4.470   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       7.475  -3.614   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      11.049  -0.785   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      10.832   2.242   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      12.935  -0.493   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      18.129   1.141   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      16.373  -0.068   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       7.638   5.229   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      12.166   3.012   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       5.498   5.322   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0      14.833   1.472   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       9.960  -1.874   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.959  -2.690   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.348  -3.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.857  -3.801   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.537  -1.184   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.871  -2.963   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.384  -2.565   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.985  -1.077   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.450  -3.077   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.024  -1.582   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      14.055   1.078   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.500   2.242   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.503   1.605   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.788  -0.439   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      16.682   0.615   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.498  -1.476   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.833  -0.068   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      14.968  -1.429   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      16.415  -0.902   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      13.500   3.782   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      16.167   2.242   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      10.832   3.782   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       9.499   4.552   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      14.833   4.552   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      16.167   3.782   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       6.334  -2.473   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      12.876   2.068   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      11.359   2.335   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       8.165   3.782   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      12.166   1.472   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       4.409  -0.387   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       9.637  -5.961   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       7.341  -5.148   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       6.831   4.552   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       5.498   2.242   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      10.832   5.322   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       4.409   1.153   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      10.369   1.155   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       5.498   3.782   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       3.882   1.060   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       3.963   2.108   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      19.309   0.152   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       3.080   3.370   0.000  0.00  0.00           C+0
HETATM   57  H   UNK     0       9.655  -0.681   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0      13.286   1.029   0.000  0.00  0.00           H+0
CONECT    1   32                                                            
CONECT    2   14   18                                                       
CONECT    3   16   45                                                       
CONECT    4   19   46                                                       
CONECT    5   18                                                            
CONECT    6   35   43                                                       
CONECT    7   23                                                            
CONECT    8   28   55                                                       
CONECT    9   30                                                            
CONECT   10   42                                                            
CONECT   11   43                                                            
CONECT   12   52                                                            
CONECT   13   25   30   34                                                  
CONECT   14    2   16   19   57                                             
CONECT   15   17   18   22                                                  
CONECT   16    3   14   17                                                  
CONECT   17   15   16                                                       
CONECT   18    2    5   15   23                                             
CONECT   19    4   14   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   29   39                                                  
CONECT   22   15                                                            
CONECT   23    7   18   30                                                  
CONECT   24   26   27   40                                                  
CONECT   25   13   33   43   58                                             
CONECT   26   24   28                                                       
CONECT   27   24   31                                                       
CONECT   28    8   26   32                                                  
CONECT   29   21   44                                                       
CONECT   30    9   13   23                                                  
CONECT   31   27   32                                                       
CONECT   32    1   28   31                                                  
CONECT   33   25   37                                                       
CONECT   34   13   38                                                       
CONECT   35    6   36   41                                                  
CONECT   36   35   42   49                                                  
CONECT   37   33   38                                                       
CONECT   38   34   37                                                       
CONECT   39   21                                                            
CONECT   40   24   41                                                       
CONECT   41   35   40   51                                                  
CONECT   42   10   36   47                                                  
CONECT   43    6   11   25                                                  
CONECT   44   29   50   53                                                  
CONECT   45    3                                                            
CONECT   46    4                                                            
CONECT   47   42   52                                                       
CONECT   48   50   52   54                                                  
CONECT   49   36                                                            
CONECT   50   44   48                                                       
CONECT   51   41                                                            
CONECT   52   12   47   48                                                  
CONECT   53   44                                                            
CONECT   54   48   56                                                       
CONECT   55    8                                                            
CONECT   56   54                                                            
CONECT   57   14                                                            
CONECT   58   25                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  122    0
END

COMPND    HMDB0014481
HETATM    1  C1  UNL     1      -0.984  -6.772   1.182  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.363  -5.722   0.300  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.358  -4.564   0.155  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.573  -5.140  -0.456  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.755  -4.705  -0.072  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.969  -5.571  -0.211  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.959  -3.349   0.515  1.00  0.00           C  
HETATM    8  C8  UNL     1      -4.687  -2.451  -0.432  1.00  0.00           C  
HETATM    9  C9  UNL     1      -4.717  -2.970  -1.854  1.00  0.00           C  
HETATM   10  C10 UNL     1      -4.045  -1.077  -0.343  1.00  0.00           C  
HETATM   11  C11 UNL     1      -5.150  -0.058  -0.235  1.00  0.00           C  
HETATM   12  O1  UNL     1      -5.514   0.296  -1.523  1.00  0.00           O  
HETATM   13  C12 UNL     1      -6.808  -0.078  -1.859  1.00  0.00           C  
HETATM   14  C13 UNL     1      -4.740   1.139   0.588  1.00  0.00           C  
HETATM   15  O2  UNL     1      -3.331   1.226   0.713  1.00  0.00           O  
HETATM   16  C14 UNL     1      -3.061   2.325   1.492  1.00  0.00           C  
HETATM   17  O3  UNL     1      -4.147   2.404   2.412  1.00  0.00           O  
HETATM   18  C15 UNL     1      -1.856   2.247   2.318  1.00  0.00           C  
HETATM   19  O4  UNL     1      -1.903   1.413   3.296  1.00  0.00           O  
HETATM   20  C16 UNL     1      -0.617   2.990   2.179  1.00  0.00           C  
HETATM   21  O5  UNL     1      -0.224   3.732   3.178  1.00  0.00           O  
HETATM   22  N1  UNL     1       0.260   3.027   1.073  1.00  0.00           N  
HETATM   23  C17 UNL     1       0.689   4.321   0.534  1.00  0.00           C  
HETATM   24  C18 UNL     1       0.566   4.214  -0.971  1.00  0.00           C  
HETATM   25  C19 UNL     1       1.771   3.365  -1.393  1.00  0.00           C  
HETATM   26  C20 UNL     1       2.077   2.340  -0.313  1.00  0.00           C  
HETATM   27  C21 UNL     1       0.823   1.865   0.389  1.00  0.00           C  
HETATM   28  C22 UNL     1       1.196   0.771   1.314  1.00  0.00           C  
HETATM   29  O6  UNL     1       1.081   1.087   2.555  1.00  0.00           O  
HETATM   30  O7  UNL     1       1.604  -0.416   0.941  1.00  0.00           O  
HETATM   31  C23 UNL     1       2.641  -1.067   0.326  1.00  0.00           C  
HETATM   32  C24 UNL     1       4.011  -0.530   0.587  1.00  0.00           C  
HETATM   33  C25 UNL     1       4.389  -0.354   2.008  1.00  0.00           C  
HETATM   34  C26 UNL     1       4.857  -0.179  -0.335  1.00  0.00           C  
HETATM   35  C27 UNL     1       6.199   0.345  -0.219  1.00  0.00           C  
HETATM   36  C28 UNL     1       6.995   0.212   0.999  1.00  0.00           C  
HETATM   37  C29 UNL     1       8.485   0.076   0.560  1.00  0.00           C  
HETATM   38  C30 UNL     1       8.783   1.051  -0.540  1.00  0.00           C  
HETATM   39 CL1  UNL     1      10.371   1.780  -0.199  1.00  0.00          CL  
HETATM   40  C31 UNL     1       7.778   2.180  -0.610  1.00  0.00           C  
HETATM   41  O8  UNL     1       7.965   3.083   0.425  1.00  0.00           O  
HETATM   42  C32 UNL     1       8.407   4.325   0.013  1.00  0.00           C  
HETATM   43  C33 UNL     1       6.368   1.742  -0.786  1.00  0.00           C  
HETATM   44  C34 UNL     1       2.371  -1.397  -1.124  1.00  0.00           C  
HETATM   45  C35 UNL     1       3.086  -2.717  -1.437  1.00  0.00           C  
HETATM   46  C36 UNL     1       0.873  -1.764  -1.169  1.00  0.00           C  
HETATM   47  O9  UNL     1       0.497  -1.695  -2.506  1.00  0.00           O  
HETATM   48  C37 UNL     1       0.669  -3.174  -0.670  1.00  0.00           C  
HETATM   49  C38 UNL     1      -0.779  -3.480  -0.677  1.00  0.00           C  
HETATM   50  O10 UNL     1      -1.510  -2.821  -1.386  1.00  0.00           O  
HETATM   51  C39 UNL     1      -3.147   3.565   0.648  1.00  0.00           C  
HETATM   52  C40 UNL     1      -3.796   4.661   1.493  1.00  0.00           C  
HETATM   53  C41 UNL     1      -4.084   3.288  -0.506  1.00  0.00           C  
HETATM   54  C42 UNL     1      -5.226   2.382  -0.083  1.00  0.00           C  
HETATM   55  O11 UNL     1      -6.043   3.111   0.766  1.00  0.00           O  
HETATM   56  C43 UNL     1      -7.329   3.293   0.322  1.00  0.00           C  
HETATM   57  H1  UNL     1      -1.935  -6.421   1.637  1.00  0.00           H  
HETATM   58  H2  UNL     1      -1.192  -7.721   0.640  1.00  0.00           H  
HETATM   59  H3  UNL     1      -0.296  -6.957   2.054  1.00  0.00           H  
HETATM   60  H4  UNL     1      -0.164  -6.160  -0.705  1.00  0.00           H  
HETATM   61  H5  UNL     1       0.575  -5.333   0.743  1.00  0.00           H  
HETATM   62  H6  UNL     1      -1.549  -4.239   1.213  1.00  0.00           H  
HETATM   63  H7  UNL     1      -2.538  -5.922  -1.224  1.00  0.00           H  
HETATM   64  H8  UNL     1      -5.892  -4.969  -0.311  1.00  0.00           H  
HETATM   65  H9  UNL     1      -5.084  -6.242   0.672  1.00  0.00           H  
HETATM   66  H10 UNL     1      -4.881  -6.219  -1.128  1.00  0.00           H  
HETATM   67  H11 UNL     1      -3.034  -2.889   0.894  1.00  0.00           H  
HETATM   68  H12 UNL     1      -4.606  -3.519   1.426  1.00  0.00           H  
HETATM   69  H13 UNL     1      -5.767  -2.393  -0.117  1.00  0.00           H  
HETATM   70  H14 UNL     1      -4.014  -3.809  -1.929  1.00  0.00           H  
HETATM   71  H15 UNL     1      -5.725  -3.376  -2.139  1.00  0.00           H  
HETATM   72  H16 UNL     1      -4.532  -2.141  -2.553  1.00  0.00           H  
HETATM   73  H17 UNL     1      -3.330  -1.012   0.506  1.00  0.00           H  
HETATM   74  H18 UNL     1      -3.492  -0.902  -1.284  1.00  0.00           H  
HETATM   75  H19 UNL     1      -6.041  -0.572   0.201  1.00  0.00           H  
HETATM   76  H20 UNL     1      -6.971  -1.179  -1.799  1.00  0.00           H  
HETATM   77  H21 UNL     1      -7.081   0.226  -2.870  1.00  0.00           H  
HETATM   78  H22 UNL     1      -7.535   0.372  -1.127  1.00  0.00           H  
HETATM   79  H23 UNL     1      -5.200   0.998   1.608  1.00  0.00           H  
HETATM   80  H24 UNL     1      -4.009   1.719   3.109  1.00  0.00           H  
HETATM   81  H25 UNL     1       1.768   4.507   0.827  1.00  0.00           H  
HETATM   82  H26 UNL     1       0.143   5.179   0.904  1.00  0.00           H  
HETATM   83  H27 UNL     1      -0.327   3.603  -1.201  1.00  0.00           H  
HETATM   84  H28 UNL     1       0.568   5.193  -1.480  1.00  0.00           H  
HETATM   85  H29 UNL     1       2.633   4.062  -1.424  1.00  0.00           H  
HETATM   86  H30 UNL     1       1.640   2.905  -2.372  1.00  0.00           H  
HETATM   87  H31 UNL     1       2.593   1.518  -0.842  1.00  0.00           H  
HETATM   88  H32 UNL     1       2.759   2.771   0.446  1.00  0.00           H  
HETATM   89  H33 UNL     1       0.086   1.509  -0.360  1.00  0.00           H  
HETATM   90  H34 UNL     1       2.683  -2.096   0.826  1.00  0.00           H  
HETATM   91  H35 UNL     1       3.403  -0.239   2.574  1.00  0.00           H  
HETATM   92  H36 UNL     1       4.784  -1.289   2.482  1.00  0.00           H  
HETATM   93  H37 UNL     1       4.912   0.562   2.254  1.00  0.00           H  
HETATM   94  H38 UNL     1       4.450  -0.304  -1.377  1.00  0.00           H  
HETATM   95  H39 UNL     1       6.788  -0.276  -1.012  1.00  0.00           H  
HETATM   96  H40 UNL     1       7.064   1.178   1.590  1.00  0.00           H  
HETATM   97  H41 UNL     1       6.827  -0.671   1.637  1.00  0.00           H  
HETATM   98  H42 UNL     1       8.614  -0.947   0.157  1.00  0.00           H  
HETATM   99  H43 UNL     1       9.164   0.211   1.397  1.00  0.00           H  
HETATM  100  H44 UNL     1       8.881   0.539  -1.522  1.00  0.00           H  
HETATM  101  H45 UNL     1       8.058   2.749  -1.541  1.00  0.00           H  
HETATM  102  H46 UNL     1       9.396   4.147  -0.507  1.00  0.00           H  
HETATM  103  H47 UNL     1       7.763   4.780  -0.773  1.00  0.00           H  
HETATM  104  H48 UNL     1       8.617   5.018   0.823  1.00  0.00           H  
HETATM  105  H49 UNL     1       5.696   2.474  -0.321  1.00  0.00           H  
HETATM  106  H50 UNL     1       6.061   1.679  -1.867  1.00  0.00           H  
HETATM  107  H51 UNL     1       2.570  -0.612  -1.840  1.00  0.00           H  
HETATM  108  H52 UNL     1       2.905  -3.373  -0.534  1.00  0.00           H  
HETATM  109  H53 UNL     1       4.175  -2.622  -1.494  1.00  0.00           H  
HETATM  110  H54 UNL     1       2.739  -3.185  -2.362  1.00  0.00           H  
HETATM  111  H55 UNL     1       0.298  -1.095  -0.522  1.00  0.00           H  
HETATM  112  H56 UNL     1       1.285  -1.945  -3.048  1.00  0.00           H  
HETATM  113  H57 UNL     1       1.084  -3.285   0.357  1.00  0.00           H  
HETATM  114  H58 UNL     1       1.136  -3.936  -1.359  1.00  0.00           H  
HETATM  115  H59 UNL     1      -2.171   3.891   0.256  1.00  0.00           H  
HETATM  116  H60 UNL     1      -3.127   5.564   1.529  1.00  0.00           H  
HETATM  117  H61 UNL     1      -4.737   5.031   1.035  1.00  0.00           H  
HETATM  118  H62 UNL     1      -4.049   4.313   2.511  1.00  0.00           H  
HETATM  119  H63 UNL     1      -4.504   4.250  -0.855  1.00  0.00           H  
HETATM  120  H64 UNL     1      -3.567   2.783  -1.348  1.00  0.00           H  
HETATM  121  H65 UNL     1      -5.845   2.107  -0.956  1.00  0.00           H  
HETATM  122  H66 UNL     1      -7.260   3.841  -0.663  1.00  0.00           H  
HETATM  123  H67 UNL     1      -7.897   2.367   0.115  1.00  0.00           H  
HETATM  124  H68 UNL     1      -7.904   3.999   0.967  1.00  0.00           H  
CONECT    1    2   57   58   59
CONECT    2    3   60   61
CONECT    3    4   49   62
CONECT    4    5    5   63
CONECT    5    6    7
CONECT    6   64   65   66
CONECT    7    8   67   68
CONECT    8    9   10   69
CONECT    9   70   71   72
CONECT   10   11   73   74
CONECT   11   12   14   75
CONECT   12   13
CONECT   13   76   77   78
CONECT   14   15   54   79
CONECT   15   16
CONECT   16   17   18   51
CONECT   17   80
CONECT   18   19   19   20
CONECT   20   21   21   22
CONECT   22   23   27
CONECT   23   24   81   82
CONECT   24   25   83   84
CONECT   25   26   85   86
CONECT   26   27   87   88
CONECT   27   28   89
CONECT   28   29   29   30
CONECT   30   31
CONECT   31   32   44   90
CONECT   32   33   34   34
CONECT   33   91   92   93
CONECT   34   35   94
CONECT   35   36   43   95
CONECT   36   37   96   97
CONECT   37   38   98   99
CONECT   38   39   40  100
CONECT   40   41   43  101
CONECT   41   42
CONECT   42  102  103  104
CONECT   43  105  106
CONECT   44   45   46  107
CONECT   45  108  109  110
CONECT   46   47   48  111
CONECT   47  112
CONECT   48   49  113  114
CONECT   49   50   50
CONECT   51   52   53  115
CONECT   52  116  117  118
CONECT   53   54  119  120
CONECT   54   55  121
CONECT   55   56
CONECT   56  122  123  124
END

HMDB0014481
     RDKit          3D
Pimecrolimus
124127  0  0  0  0  0  0  0  0999 V2000
   -0.9839   -6.7722    1.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3626   -5.7222    0.2997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3576   -4.5645    0.1552 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5730   -5.1405   -0.4564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7550   -4.7050   -0.0722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9689   -5.5709   -0.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9593   -3.3487    0.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6865   -2.4512   -0.4316 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7165   -2.9697   -1.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0452   -1.0775   -0.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1502   -0.0580   -0.2354 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5140    0.2964   -1.5231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8083   -0.0777   -1.8586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7405    1.1394    0.5885 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3314    1.2262    0.7132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0608    2.3252    1.4922 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1471    2.4043    2.4122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8561    2.2469    2.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9027    1.4134    3.2965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6165    2.9904    2.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2238    3.7319    3.1779 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2599    3.0270    1.0730 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6886    4.3215    0.5341 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5662    4.2144   -0.9712 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7710    3.3652   -1.3926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0772    2.3403   -0.3131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8233    1.8651    0.3893 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1956    0.7712    1.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0810    1.0872    2.5545 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6041   -0.4160    0.9408 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6406   -1.0673    0.3256 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0108   -0.5301    0.5875 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3894   -0.3542    2.0078 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8570   -0.1790   -0.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1993    0.3453   -0.2185 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9948    0.2122    0.9992 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4848    0.0761    0.5598 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7833    1.0508   -0.5403 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.3710    1.7797   -0.1993 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.7784    2.1801   -0.6095 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9646    3.0826    0.4252 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4075    4.3245    0.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3676    1.7419   -0.7859 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3709   -1.3973   -1.1237 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0856   -2.7172   -1.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8731   -1.7639   -1.1694 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4973   -1.6947   -2.5055 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6688   -3.1742   -0.6703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7789   -3.4797   -0.6775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5104   -2.8215   -1.3863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1472    3.5651    0.6477 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7964    4.6609    1.4926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0840    3.2876   -0.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2259    2.3820   -0.0831 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0429    3.1108    0.7660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3286    3.2933    0.3218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9351   -6.4210    1.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1917   -7.7208    0.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2962   -6.9573    2.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1642   -6.1603   -0.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5752   -5.3328    0.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5487   -4.2392    1.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5378   -5.9224   -1.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8923   -4.9687   -0.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0842   -6.2416    0.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8806   -6.2192   -1.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0338   -2.8892    0.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6057   -3.5191    1.4265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7672   -2.3931   -0.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0142   -3.8094   -1.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7251   -3.3761   -2.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5322   -2.1411   -2.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3296   -1.0117    0.5065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4923   -0.9020   -1.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0410   -0.5720    0.2008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9715   -1.1792   -1.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0813    0.2261   -2.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5346    0.3717   -1.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2004    0.9981    1.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0090    1.7191    3.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7680    4.5073    0.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1429    5.1794    0.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3270    3.6035   -1.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5681    5.1932   -1.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6332    4.0623   -1.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6401    2.9055   -2.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5927    1.5176   -0.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7594    2.7711    0.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0861    1.5086   -0.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6833   -2.0963    0.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4032   -0.2386    2.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7842   -1.2893    2.4821 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9124    0.5621    2.2544 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4495   -0.3041   -1.3767 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7883   -0.2762   -1.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0640    1.1780    1.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8272   -0.6709    1.6373 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6136   -0.9465    0.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1635    0.2110    1.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8805    0.5390   -1.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0580    2.7491   -1.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3959    4.1466   -0.5069 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7631    4.7797   -0.7729 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6175    5.0175    0.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6959    2.4744   -0.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0612    1.6792   -1.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5703   -0.6119   -1.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9055   -3.3727   -0.5337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1754   -2.6218   -1.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7386   -3.1847   -2.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2983   -1.0950   -0.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2849   -1.9450   -3.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0837   -3.2848    0.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1356   -3.9356   -1.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1714    3.8907    0.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1266    5.5639    1.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7373    5.0305    1.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0490    4.3130    2.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5042    4.2497   -0.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5672    2.7825   -1.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8452    2.1069   -0.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2597    3.8412   -0.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8970    2.3667    0.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9036    3.9986    0.9672 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 38 40  1  0
 40 41  1  0
 41 42  1  0
 40 43  1  0
 31 44  1  0
 44 45  1  0
 44 46  1  0
 46 47  1  0
 46 48  1  0
 48 49  1  0
 49 50  2  0
 16 51  1  0
 51 52  1  0
 51 53  1  0
 53 54  1  0
 54 55  1  0
 55 56  1  0
 49  3  1  0
 54 14  1  0
 27 22  1  0
 43 35  1  0
  1 57  1  0
  1 58  1  0
  1 59  1  0
  2 60  1  0
  2 61  1  0
  3 62  1  1
  4 63  1  0
  6 64  1  0
  6 65  1  0
  6 66  1  0
  7 67  1  0
  7 68  1  0
  8 69  1  1
  9 70  1  0
  9 71  1  0
  9 72  1  0
 10 73  1  0
 10 74  1  0
 11 75  1  1
 13 76  1  0
 13 77  1  0
 13 78  1  0
 14 79  1  1
 17 80  1  0
 23 81  1  0
 23 82  1  0
 24 83  1  0
 24 84  1  0
 25 85  1  0
 25 86  1  0
 26 87  1  0
 26 88  1  0
 27 89  1  6
 31 90  1  1
 33 91  1  0
 33 92  1  0
 33 93  1  0
 34 94  1  0
 35 95  1  6
 36 96  1  0
 36 97  1  0
 37 98  1  0
 37 99  1  0
 38100  1  6
 40101  1  6
 42102  1  0
 42103  1  0
 42104  1  0
 43105  1  0
 43106  1  0
 44107  1  6
 45108  1  0
 45109  1  0
 45110  1  0
 46111  1  1
 47112  1  0
 48113  1  0
 48114  1  0
 51115  1  6
 52116  1  0
 52117  1  0
 52118  1  0
 53119  1  0
 53120  1  0
 54121  1  6
 56122  1  0
 56123  1  0
 56124  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
ASM 981	HMDB
SDZ ASM 981	HMDB
33-Epi-chloro-33-desoxyascomycin	HMDB
Elidel	HMDB
Novartis brand OF pimecrolimus	HMDB
SDZ-ASM-981	HMDB
Pimecrolimus	MeSH

Chemical Formula

C₄₃H₆₈ClNO₁₁

Average Molecular Weight

810.453

Monoisotopic Molecular Weight

809.44808973

IUPAC Name

(1R,9S,12S,13S,14S,17R,18Z,21S,23S,24R,25S,27R)-12-[(1E)-1-[(1R,3R,4S)-4-chloro-3-methoxycyclohexyl]prop-1-en-2-yl]-17-ethyl-1,14-dihydroxy-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.0⁴,⁹]octacos-18-ene-2,3,10,16-tetrone

Traditional Name

elidel

CAS Registry Number

137071-32-0

SMILES

[H][C@]12O[C@](O)([C@H](C)C[C@@H]1OC)C(=O)C(=O)N1CCCC[C@@]1([H])C(=O)O[C@@H]([C@@H](C)[C@@H](O)CC(=O)[C@H](CC)\C=C(C)/C[C@H](C)C[C@@H]2OC)C(\C)=C\[C@@H]1CC[C@H](Cl)[C@@H](C1)OC

InChI Identifier

InChI=1S/C43H68ClNO11/c1-10-30-18-24(2)17-25(3)19-36(53-8)39-37(54-9)21-27(5)43(51,56-39)40(48)41(49)45-16-12-11-13-32(45)42(50)55-38(28(6)33(46)23-34(30)47)26(4)20-29-14-15-31(44)35(22-29)52-7/h18,20,25,27-33,35-39,46,51H,10-17,19,21-23H2,1-9H3/b24-18-,26-20+/t25-,27+,28-,29-,30+,31-,32-,33-,35+,36-,37-,38+,39+,43+/m0/s1

InChI Key

KASDHRXLYQOAKZ-KDCWXYOMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolide lactams. These are cyclic polyketides containing both a cyclic amide and a cyclic ester group.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolide lactams

Sub Class

Not Available

Direct Parent

Macrolide lactams

Alternative Parents

Substituents

Macrolide lactam
Alpha-amino acid ester
Macrolide
Alpha-amino acid or derivatives
Cyclohexyl halide
Oxane
Piperidine
Tertiary carboxylic acid amide
Carboxamide group
Carboxylic acid ester
Hemiacetal
Ketone
Lactam
Lactone
Secondary alcohol
Cyclic ketone
Organoheterocyclic compound
Azacycle
Monocarboxylic acid or derivatives
Oxacycle
Carboxylic acid derivative
Dialkyl ether
Ether
Organochloride
Alkyl halide
Alkyl chloride
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organohalogen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0014481)
Membrane (HMDB: HMDB0014481)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0015 g/L	Not Available
LogP	4.4	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0015 g/L	ALOGPS
logP	4.36	ALOGPS
logP	6.81	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	9.96	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	158.13 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	214.03 m³·mol⁻¹	ChemAxon
Polarizability	87.87 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	304.468	30932474
DeepCCS	[M+Na]+	278.242	30932474
AllCCS	[M+H]+	270.1	32859911
AllCCS	[M+H-H2O]+	269.5	32859911
AllCCS	[M+NH4]+	270.7	32859911
AllCCS	[M+Na]+	270.8	32859911
AllCCS	[M-H]-	260.2	32859911
AllCCS	[M+Na-2H]-	267.0	32859911
AllCCS	[M+HCOO]-	274.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pimecrolimus	[H][C@]12O[C@](O)([C@H](C)C[C@@H]1OC)C(=O)C(=O)N1CCCC[C@@]1([H])C(=O)O[C@@H]([C@@H](C)[C@@H](O)CC(=O)[C@H](CC)\C=C(C)/C[C@H](C)C[C@@H]2OC)C(\C)=C\[C@@H]1CC[C@H](Cl)[C@@H](C1)OC	5933.1	Standard polar	33892256
Pimecrolimus	[H][C@]12O[C@](O)([C@H](C)C[C@@H]1OC)C(=O)C(=O)N1CCCC[C@@]1([H])C(=O)O[C@@H]([C@@H](C)[C@@H](O)CC(=O)[C@H](CC)\C=C(C)/C[C@H](C)C[C@@H]2OC)C(\C)=C\[C@@H]1CC[C@H](Cl)[C@@H](C1)OC	4799.2	Standard non polar	33892256
Pimecrolimus	[H][C@]12O[C@](O)([C@H](C)C[C@@H]1OC)C(=O)C(=O)N1CCCC[C@@]1([H])C(=O)O[C@@H]([C@@H](C)[C@@H](O)CC(=O)[C@H](CC)\C=C(C)/C[C@H](C)C[C@@H]2OC)C(\C)=C\[C@@H]1CC[C@H](Cl)[C@@H](C1)OC	5419.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Pimecrolimus GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pimecrolimus GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pimecrolimus GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pimecrolimus GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pimecrolimus 10V, Positive-QTOF	splash10-03dl-0200001930-f4bb642a4d4f486c209a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pimecrolimus 20V, Positive-QTOF	splash10-0596-1600005910-9dd8c9e2bff41ccbfc12	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pimecrolimus 40V, Positive-QTOF	splash10-05fr-9200008700-0fe27d0204e5557d9f2b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pimecrolimus 10V, Negative-QTOF	splash10-0a4i-0000000390-3929233ab0243446a3b2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pimecrolimus 20V, Negative-QTOF	splash10-052f-0000000920-7452e58c70586e87e40a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pimecrolimus 40V, Negative-QTOF	splash10-03dl-4000001900-5bee15aff2ef0290c7bb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pimecrolimus 10V, Negative-QTOF	splash10-0a4i-0000000190-f926d21ad4c14e2a5e9a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pimecrolimus 20V, Negative-QTOF	splash10-0a4i-1000000960-0fca3bfc5ce1d40d5f70	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pimecrolimus 40V, Negative-QTOF	splash10-0532-1300008920-c6c7778a86de0fae977f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pimecrolimus 10V, Positive-QTOF	splash10-03di-0200001790-ffc173ba0e1f13f4fdbe	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pimecrolimus 20V, Positive-QTOF	splash10-03di-0200000950-8f0c6efeed9be08a63e3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pimecrolimus 40V, Positive-QTOF	splash10-0fai-3500000900-062c1f27c7506c5aa803	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00337	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00337	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pimecrolimus

METLIN ID

Not Available

PubChem Compound

17753757

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Grassberger M, Baumruker T, Enz A, Hiestand P, Hultsch T, Kalthoff F, Schuler W, Schulz M, Werner FJ, Winiski A, Wolff B, Zenke G: A novel anti-inflammatory drug, SDZ ASM 981, for the treatment of skin diseases: in vitro pharmacology. Br J Dermatol. 1999 Aug;141(2):264-73. [PubMed:10468798 ]

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Zollinger M, Waldmeier F, Hartmann S, Zenke G, Zimmerlin AG, Glaenzel U, Baldeck JP, Schweitzer A, Berthier S, Moenius T, Grassberger MA: Pimecrolimus: absorption, distribution, metabolism, and excretion in healthy volunteers after a single oral dose and supplementary investigations in vitro. Drug Metab Dispos. 2006 May;34(5):765-74. Epub 2006 Feb 7. [PubMed:16467136 ]

Enzyme Details

2. Serine/threonine-protein kinase mTOR

General function:: Involved in binding
Specific function:: Kinase subunit of both mTORC1 and mTORC2, which regulate cell growth and survival in response to nutrient and hormonal signals. mTORC1 is activated in response to growth factors or amino-acids. Amino-acid-signaling to mTORC1 is mediated by Rag GTPases, which cause amino-acid-induced relocalization of mTOR within the endomembrane system. Growth factor-stimulated mTORC1 activation involves AKT1-mediated phosphorylation of TSC1-TSC2, which leads to the activation of the RHEB GTPase that potently activates the protein kinase activity of mTORC1. Activated mTORC1 up-regulates protein synthesis by phosphorylating key regulators of mRNA translation and ribosome synthesis. mTORC1 phosphorylates EIF4EBP1 and releases it from inhibiting the elongation initiation factor 4E (eiF4E). mTORC1 phosphorylates and activates S6K1 at 'Thr-421', which then promotes protein synthesis by phosphorylating PDCD4 and targeting it for degradation. mTORC2 is also activated by growth factors, but seems to be nutrient- insensitive. mTORC2 seems to function upstream of Rho GTPases to regulate the actin cytoskeleton, probably by activating one or more Rho-type guanine nucleotide exchange factors. mTORC2 promotes the serum-induced formation of stress-fibers or F-actin. mTORC2 plays a critical role in AKT1 'Ser-473' phosphorylation, which may facilitate the phosphorylation of the activation loop of AKT1 on 'Thr-308' by PDK1 which is a prerequisite for full activation. mTORC2 regulates the phosphorylation of SGK1 at 'Ser-422'. mTORC2 also modulates the phosphorylation of PRKCA on 'Ser-657'
Gene Name:: MTOR
Uniprot ID:: P42345
Molecular weight:: 288889.0

References

Reitamo S, Remitz A, Kyllonen H, Saarikko J: Topical noncorticosteroid immunomodulation in the treatment of atopic dermatitis. Am J Clin Dermatol. 2002;3(6):381-8. [PubMed:12113647 ]

Enzyme Details

3. Peptidyl-prolyl cis-trans isomerase FKBP1A

General function:: Involved in protein folding
Specific function:: May play a role in modulation of ryanodine receptor isoform-1 (RYR-1), a component of the calcium release channel of skeletal muscle sarcoplasmic reticulum. There are four molecules of FKBP12 per skeletal muscle RYR. PPIases accelerate the folding of proteins. It catalyzes the cis-trans isomerization of proline imidic peptide bonds in oligopeptides
Gene Name:: FKBP1A
Uniprot ID:: P62942
Molecular weight:: 11950.7

References

Reitamo S, Remitz A, Kyllonen H, Saarikko J: Topical noncorticosteroid immunomodulation in the treatment of atopic dermatitis. Am J Clin Dermatol. 2002;3(6):381-8. [PubMed:12113647 ]

Showing metabocard for Pimecrolimus (HMDB0014481)

MOL for HMDB0014481 (Pimecrolimus)

3D MOL for HMDB0014481 (Pimecrolimus)

3D SDF for HMDB0014481 (Pimecrolimus)

3D-SDF for HMDB0014481 (Pimecrolimus)

PDB for HMDB0014481 (Pimecrolimus)

3D PDB for HMDB0014481 (Pimecrolimus)

SMILES for HMDB0014481 (Pimecrolimus)

INCHI for HMDB0014481 (Pimecrolimus)

Structure for HMDB0014481 (Pimecrolimus)

3D Structure for HMDB0014481 (Pimecrolimus)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References