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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-09 16:08:18 UTC

Update Date

2021-09-14 15:43:35 UTC

HMDB ID

HMDB0060936

Secondary Accession Numbers

HMDB60936

Metabolite Identification

Common Name

2-trans-Hydroxycyclohexyl glyburide

Description

2-trans-Hydroxycyclohexyl glyburide is a metabolite of glyburide. Glibenclamide, also known as glyburide (USAN), is an antidiabetic drug in a class of medications known as sulfonylureas, closely related to sulfa drugs. It was developed in 1966 in a cooperative study between Boehringer Mannheim (now part of Roche) and Hoechst (now part of Sanofi-Aventis). (Wikipedia)

Structure

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

  Mrv0541 07091309082D          

 34 36  0  0  0  0            999 V2000
    5.7158   14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   16.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   14.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5737    6.6000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1447   14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   16.0875    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   13.2000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    6.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    7.8375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   13.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6052    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2552    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   14.4375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    8.6625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  2  0  0  0  0
 11  8  2  0  0  0  0
 13 12  1  0  0  0  0
 15  6  2  0  0  0  0
 15  7  1  0  0  0  0
 15 12  1  0  0  0  0
 16  8  1  0  0  0  0
 16 14  2  0  0  0  0
 17  9  2  0  0  0  0
 17 10  1  0  0  0  0
 18 14  1  0  0  0  0
 19  4  1  0  0  0  0
 20  5  1  0  0  0  0
 20 19  1  0  0  0  0
 21 11  1  0  0  0  0
 21 18  2  0  0  0  0
 22 18  1  0  0  0  0
 24 16  1  0  0  0  0
 25 13  1  4  0  0  0
 25 22  2  0  0  0  0
 19 26  1  6  0  0  0
 26 23  2  0  0  0  0
 27 23  1  0  0  0  0
 20 28  1  1  0  0  0
 29 22  1  0  0  0  0
 23 30  1  4  0  0  0
 33  1  1  0  0  0  0
 33 21  1  0  0  0  0
 34 17  1  0  0  0  0
 34 27  1  0  0  0  0
 34 31  2  0  0  0  0
 34 32  2  0  0  0  0
M  END

HMDB0060936
     RDKit          3D
2-trans-Hydroxycyclohexyl glyburide
 62 64  0  0  0  0  0  0  0  0999 V2000
    7.4664    1.9400    1.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6482    0.9894    0.5899 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9405    0.3474   -0.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1038    0.6042   -1.2894 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4423   -0.0085   -2.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5384   -0.9180   -2.9635 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8635   -1.7525   -4.4607 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.3692   -1.1931   -2.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0502   -0.5683   -1.1080 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7767   -0.8730   -0.4126 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9825   -1.8542   -1.0830 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4090   -0.3983    0.5736 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1621    0.2557    1.7041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8355   -0.0873    2.4102 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7614    0.2527    1.4228 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2350    1.5274    1.3911 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2444    1.8949    0.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2666    0.9879   -0.4001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5222    1.4822   -1.5342 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.3253    2.8945   -1.9755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3423    0.6200   -2.7530 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0913    1.3245   -0.8656 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6410    0.0589   -0.4379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7398   -0.9104    0.0606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7947   -0.1501   -0.5045 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1140   -0.4139   -0.5709 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3772   -1.8883   -0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6720   -2.1433    0.3858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6952   -1.1794   -0.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3604    0.1958    0.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8832    0.4611    0.4036 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6824    1.7810    0.0015 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2514   -0.2882   -0.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2560   -0.6596    0.5227 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8033    2.5567    1.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8767    2.6099    0.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2566    1.5172    1.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8062    1.3397   -0.8726 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3746    0.2307   -2.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6770   -1.9260   -2.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1891   -2.8418   -0.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9568    0.0290    2.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1952    1.3831    1.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6862    0.4971    3.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8809   -1.1660    2.6304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6363    2.2513    2.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1588    2.9160    0.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6827    2.1592   -0.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4870   -1.7042   -0.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5508   -0.2169   -1.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3885   -2.4431   -1.2747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5337   -2.3487    0.2825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5368   -2.0767    1.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9895   -3.1858    0.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6896   -1.5113    0.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6271   -1.1858   -1.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7330    0.2563    1.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9309    0.9420   -0.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4565    0.3627    1.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9219    1.8920   -0.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1443   -1.0052   -1.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6634   -1.6623    0.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  3
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  2  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  3
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 18 33  1  0
 33 34  2  0
  9  3  1  0
 34 15  1  0
 31 26  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  4 38  1  0
  5 39  1  0
  8 40  1  0
 11 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 16 46  1  0
 17 47  1  0
 22 48  1  0
 24 49  1  0
 26 50  1  6
 27 51  1  0
 27 52  1  0
 28 53  1  0
 28 54  1  0
 29 55  1  0
 29 56  1  0
 30 57  1  0
 30 58  1  0
 31 59  1  1
 32 60  1  0
 33 61  1  0
 34 62  1  0
M  END

  Mrv0541 07091309082D          

 34 36  0  0  0  0            999 V2000
    5.7158   14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   16.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   14.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5737    6.6000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1447   14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   16.0875    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   13.2000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    6.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    7.8375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   13.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6052    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2552    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   14.4375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    8.6625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  2  0  0  0  0
 11  8  2  0  0  0  0
 13 12  1  0  0  0  0
 15  6  2  0  0  0  0
 15  7  1  0  0  0  0
 15 12  1  0  0  0  0
 16  8  1  0  0  0  0
 16 14  2  0  0  0  0
 17  9  2  0  0  0  0
 17 10  1  0  0  0  0
 18 14  1  0  0  0  0
 19  4  1  0  0  0  0
 20  5  1  0  0  0  0
 20 19  1  0  0  0  0
 21 11  1  0  0  0  0
 21 18  2  0  0  0  0
 22 18  1  0  0  0  0
 24 16  1  0  0  0  0
 25 13  1  4  0  0  0
 25 22  2  0  0  0  0
 19 26  1  6  0  0  0
 26 23  2  0  0  0  0
 27 23  1  0  0  0  0
 20 28  1  1  0  0  0
 29 22  1  0  0  0  0
 23 30  1  4  0  0  0
 33  1  1  0  0  0  0
 33 21  1  0  0  0  0
 34 17  1  0  0  0  0
 34 27  1  0  0  0  0
 34 31  2  0  0  0  0
 34 32  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060936

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(C=C(Cl)C=C1)C(O)=NCCC1=CC=C(C=C1)S(=O)(=O)NC(O)=N[C@H]1CCCC[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C23H28ClN3O6S/c1-33-21-11-8-16(24)14-18(21)22(29)25-13-12-15-6-9-17(10-7-15)34(31,32)27-23(30)26-19-4-2-3-5-20(19)28/h6-11,14,19-20,28H,2-5,12-13H2,1H3,(H,25,29)(H2,26,27,30)/t19-,20-/m0/s1

> <INCHI_KEY>
PASKIAZVROHUGZ-PMACEKPBSA-N

> <FORMULA>
C23H28ClN3O6S

> <MOLECULAR_WEIGHT>
510.003

> <EXACT_MASS>
509.13873404

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
52.04365469256883

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-chloro-N-(2-{4-[({[(1S,2S)-2-hydroxycyclohexyl]-C-hydroxycarbonimidoyl}amino)sulfonyl]phenyl}ethyl)-2-methoxybenzene-1-carboximidic acid

> <ALOGPS_LOGP>
3.24

> <JCHEM_LOGP>
4.355414695

> <ALOGPS_LOGS>
-4.65

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
6.709109108459412

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.60998883994489

> <JCHEM_PKA_STRONGEST_BASIC>
3.3469196363843876

> <JCHEM_POLAR_SURFACE_AREA>
140.81

> <JCHEM_REFRACTIVITY>
129.38499999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.14e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-chloro-N-{2-[4-({[(1S,2S)-2-hydroxycyclohexyl]-C-hydroxycarbonimidoyl}aminosulfonyl)phenyl]ethyl}-2-methoxybenzenecarboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060936
     RDKit          3D
2-trans-Hydroxycyclohexyl glyburide
 62 64  0  0  0  0  0  0  0  0999 V2000
    7.4664    1.9400    1.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6482    0.9894    0.5899 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9405    0.3474   -0.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1038    0.6042   -1.2894 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4423   -0.0085   -2.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5384   -0.9180   -2.9635 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8635   -1.7525   -4.4607 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.3692   -1.1931   -2.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0502   -0.5683   -1.1080 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7767   -0.8730   -0.4126 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9825   -1.8542   -1.0830 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4090   -0.3983    0.5736 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1621    0.2557    1.7041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8355   -0.0873    2.4102 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7614    0.2527    1.4228 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2350    1.5274    1.3911 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2444    1.8949    0.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2666    0.9879   -0.4001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5222    1.4822   -1.5342 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.3253    2.8945   -1.9755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3423    0.6200   -2.7530 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0913    1.3245   -0.8656 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6410    0.0589   -0.4379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7398   -0.9104    0.0606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7947   -0.1501   -0.5045 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1140   -0.4139   -0.5709 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3772   -1.8883   -0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6720   -2.1433    0.3858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6952   -1.1794   -0.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3604    0.1958    0.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8832    0.4611    0.4036 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6824    1.7810    0.0015 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2514   -0.2882   -0.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2560   -0.6596    0.5227 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8033    2.5567    1.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8767    2.6099    0.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2566    1.5172    1.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8062    1.3397   -0.8726 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3746    0.2307   -2.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6770   -1.9260   -2.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1891   -2.8418   -0.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9568    0.0290    2.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1952    1.3831    1.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6862    0.4971    3.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8809   -1.1660    2.6304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6363    2.2513    2.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1588    2.9160    0.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6827    2.1592   -0.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4870   -1.7042   -0.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5508   -0.2169   -1.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3885   -2.4431   -1.2747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5337   -2.3487    0.2825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5368   -2.0767    1.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9895   -3.1858    0.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6896   -1.5113    0.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6271   -1.1858   -1.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7330    0.2563    1.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9309    0.9420   -0.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4565    0.3627    1.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9219    1.8920   -0.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1443   -1.0052   -1.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6634   -1.6623    0.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  3
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  2  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  3
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 18 33  1  0
 33 34  2  0
  9  3  1  0
 34 15  1  0
 31 26  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  4 38  1  0
  5 39  1  0
  8 40  1  0
 11 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 16 46  1  0
 17 47  1  0
 22 48  1  0
 24 49  1  0
 26 50  1  6
 27 51  1  0
 27 52  1  0
 28 53  1  0
 28 54  1  0
 29 55  1  0
 29 56  1  0
 30 57  1  0
 30 58  1  0
 31 59  1  1
 32 60  1  0
 33 61  1  0
 34 62  1  0
M  END

HEADER    PROTEIN                                 09-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUL-13         0                                  
HETATM    1  C   UNK     0      10.669  27.720   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.004   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.338  10.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.671  10.010   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.338  11.550   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669  20.020   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.337  20.020   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.671  30.030   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.669  18.480   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.337  18.480   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.337  29.260   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.003  22.330   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.337  23.100   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.004  27.720   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.003  20.790   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.004  29.260   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.003  17.710   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.671  26.950   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.671  11.550   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      16.004  12.320   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.337  27.720   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.671  25.410   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.337  13.860   0.000  0.00  0.00           C+0
HETATM   24 Cl   UNK     0      17.338  30.030   0.000  0.00  0.00          Cl+0
HETATM   25  N   UNK     0      13.337  24.640   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0      13.337  12.320   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0      12.003  14.630   0.000  0.00  0.00           N+0
HETATM   28  O   UNK     0      16.004  13.860   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      16.004  24.640   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      14.671  14.630   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      10.463  16.170   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      13.543  16.170   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      12.003  26.950   0.000  0.00  0.00           O+0
HETATM   34  S   UNK     0      12.003  16.170   0.000  0.00  0.00           S+0
CONECT    1   33                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2   19                                                       
CONECT    5    3   20                                                       
CONECT    6    9   15                                                       
CONECT    7   10   15                                                       
CONECT    8   11   16                                                       
CONECT    9    6   17                                                       
CONECT   10    7   17                                                       
CONECT   11    8   21                                                       
CONECT   12   13   15                                                       
CONECT   13   12   25                                                       
CONECT   14   16   18                                                       
CONECT   15    6    7   12                                                  
CONECT   16    8   14   24                                                  
CONECT   17    9   10   34                                                  
CONECT   18   14   21   22                                                  
CONECT   19    4   20   26                                                  
CONECT   20    5   19   28                                                  
CONECT   21   11   18   33                                                  
CONECT   22   18   25   29                                                  
CONECT   23   26   27   30                                                  
CONECT   24   16                                                            
CONECT   25   13   22                                                       
CONECT   26   19   23                                                       
CONECT   27   23   34                                                       
CONECT   28   20                                                            
CONECT   29   22                                                            
CONECT   30   23                                                            
CONECT   31   34                                                            
CONECT   32   34                                                            
CONECT   33    1   21                                                       
CONECT   34   17   27   31   32                                             
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

COMPND    HMDB0060936
HETATM    1  C1  UNL     1       7.466   1.940   1.213  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.648   0.989   0.590  1.00  0.00           O  
HETATM    3  C2  UNL     1       6.941   0.347  -0.601  1.00  0.00           C  
HETATM    4  C3  UNL     1       8.104   0.604  -1.289  1.00  0.00           C  
HETATM    5  C4  UNL     1       8.442  -0.009  -2.478  1.00  0.00           C  
HETATM    6  C5  UNL     1       7.538  -0.918  -2.963  1.00  0.00           C  
HETATM    7 CL1  UNL     1       7.863  -1.752  -4.461  1.00  0.00          CL  
HETATM    8  C6  UNL     1       6.369  -1.193  -2.296  1.00  0.00           C  
HETATM    9  C7  UNL     1       6.050  -0.568  -1.108  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.777  -0.873  -0.413  1.00  0.00           C  
HETATM   11  O2  UNL     1       3.983  -1.854  -1.083  1.00  0.00           O  
HETATM   12  N1  UNL     1       4.409  -0.398   0.574  1.00  0.00           N  
HETATM   13  C9  UNL     1       4.162   0.256   1.704  1.00  0.00           C  
HETATM   14  C10 UNL     1       2.836  -0.087   2.410  1.00  0.00           C  
HETATM   15  C11 UNL     1       1.761   0.253   1.423  1.00  0.00           C  
HETATM   16  C12 UNL     1       1.235   1.527   1.391  1.00  0.00           C  
HETATM   17  C13 UNL     1       0.244   1.895   0.504  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.267   0.988  -0.400  1.00  0.00           C  
HETATM   19  S1  UNL     1      -1.522   1.482  -1.534  1.00  0.00           S  
HETATM   20  O3  UNL     1      -1.325   2.895  -1.976  1.00  0.00           O  
HETATM   21  O4  UNL     1      -1.342   0.620  -2.753  1.00  0.00           O  
HETATM   22  N2  UNL     1      -3.091   1.324  -0.866  1.00  0.00           N  
HETATM   23  C15 UNL     1      -3.641   0.059  -0.438  1.00  0.00           C  
HETATM   24  O5  UNL     1      -2.740  -0.910   0.061  1.00  0.00           O  
HETATM   25  N3  UNL     1      -4.795  -0.150  -0.504  1.00  0.00           N  
HETATM   26  C16 UNL     1      -6.114  -0.414  -0.571  1.00  0.00           C  
HETATM   27  C17 UNL     1      -6.377  -1.888  -0.310  1.00  0.00           C  
HETATM   28  C18 UNL     1      -7.672  -2.143   0.386  1.00  0.00           C  
HETATM   29  C19 UNL     1      -8.695  -1.179  -0.152  1.00  0.00           C  
HETATM   30  C20 UNL     1      -8.360   0.196   0.371  1.00  0.00           C  
HETATM   31  C21 UNL     1      -6.883   0.461   0.404  1.00  0.00           C  
HETATM   32  O6  UNL     1      -6.682   1.781   0.001  1.00  0.00           O  
HETATM   33  C22 UNL     1       0.251  -0.288  -0.377  1.00  0.00           C  
HETATM   34  C23 UNL     1       1.256  -0.660   0.523  1.00  0.00           C  
HETATM   35  H1  UNL     1       6.803   2.557   1.884  1.00  0.00           H  
HETATM   36  H2  UNL     1       7.877   2.610   0.421  1.00  0.00           H  
HETATM   37  H3  UNL     1       8.257   1.517   1.850  1.00  0.00           H  
HETATM   38  H4  UNL     1       8.806   1.340  -0.873  1.00  0.00           H  
HETATM   39  H5  UNL     1       9.375   0.231  -2.984  1.00  0.00           H  
HETATM   40  H6  UNL     1       5.677  -1.926  -2.720  1.00  0.00           H  
HETATM   41  H7  UNL     1       4.189  -2.842  -0.873  1.00  0.00           H  
HETATM   42  H8  UNL     1       4.957   0.029   2.495  1.00  0.00           H  
HETATM   43  H9  UNL     1       4.195   1.383   1.603  1.00  0.00           H  
HETATM   44  H10 UNL     1       2.686   0.497   3.316  1.00  0.00           H  
HETATM   45  H11 UNL     1       2.881  -1.166   2.630  1.00  0.00           H  
HETATM   46  H12 UNL     1       1.636   2.251   2.105  1.00  0.00           H  
HETATM   47  H13 UNL     1      -0.159   2.916   0.498  1.00  0.00           H  
HETATM   48  H14 UNL     1      -3.683   2.159  -0.755  1.00  0.00           H  
HETATM   49  H15 UNL     1      -2.487  -1.704  -0.520  1.00  0.00           H  
HETATM   50  H16 UNL     1      -6.551  -0.217  -1.597  1.00  0.00           H  
HETATM   51  H17 UNL     1      -6.389  -2.443  -1.275  1.00  0.00           H  
HETATM   52  H18 UNL     1      -5.534  -2.349   0.283  1.00  0.00           H  
HETATM   53  H19 UNL     1      -7.537  -2.077   1.486  1.00  0.00           H  
HETATM   54  H20 UNL     1      -7.990  -3.186   0.159  1.00  0.00           H  
HETATM   55  H21 UNL     1      -9.690  -1.511   0.196  1.00  0.00           H  
HETATM   56  H22 UNL     1      -8.627  -1.186  -1.243  1.00  0.00           H  
HETATM   57  H23 UNL     1      -8.733   0.256   1.418  1.00  0.00           H  
HETATM   58  H24 UNL     1      -8.931   0.942  -0.200  1.00  0.00           H  
HETATM   59  H25 UNL     1      -6.457   0.363   1.422  1.00  0.00           H  
HETATM   60  H26 UNL     1      -6.922   1.892  -0.959  1.00  0.00           H  
HETATM   61  H27 UNL     1      -0.144  -1.005  -1.082  1.00  0.00           H  
HETATM   62  H28 UNL     1       1.663  -1.662   0.541  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3
CONECT    3    4    4    9
CONECT    4    5   38
CONECT    5    6    6   39
CONECT    6    7    8
CONECT    8    9    9   40
CONECT    9   10
CONECT   10   11   12   12
CONECT   11   41
CONECT   12   13
CONECT   13   14   42   43
CONECT   14   15   44   45
CONECT   15   16   16   34
CONECT   16   17   46
CONECT   17   18   18   47
CONECT   18   19   33
CONECT   19   20   20   21   21
CONECT   19   22
CONECT   22   23   48
CONECT   23   24   25   25
CONECT   24   49
CONECT   25   26
CONECT   26   27   31   50
CONECT   27   28   51   52
CONECT   28   29   53   54
CONECT   29   30   55   56
CONECT   30   31   57   58
CONECT   31   32   59
CONECT   32   60
CONECT   33   34   34   61
CONECT   34   62
END

HMDB0060936
     RDKit          3D
2-trans-Hydroxycyclohexyl glyburide
 62 64  0  0  0  0  0  0  0  0999 V2000
    7.4664    1.9400    1.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6482    0.9894    0.5899 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9405    0.3474   -0.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1038    0.6042   -1.2894 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4423   -0.0085   -2.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5384   -0.9180   -2.9635 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8635   -1.7525   -4.4607 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.3692   -1.1931   -2.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0502   -0.5683   -1.1080 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7767   -0.8730   -0.4126 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9825   -1.8542   -1.0830 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4090   -0.3983    0.5736 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1621    0.2557    1.7041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8355   -0.0873    2.4102 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7614    0.2527    1.4228 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2350    1.5274    1.3911 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2444    1.8949    0.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2666    0.9879   -0.4001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5222    1.4822   -1.5342 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.3253    2.8945   -1.9755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3423    0.6200   -2.7530 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0913    1.3245   -0.8656 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6410    0.0589   -0.4379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7398   -0.9104    0.0606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7947   -0.1501   -0.5045 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1140   -0.4139   -0.5709 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3772   -1.8883   -0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6720   -2.1433    0.3858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6952   -1.1794   -0.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3604    0.1958    0.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8832    0.4611    0.4036 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6824    1.7810    0.0015 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2514   -0.2882   -0.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2560   -0.6596    0.5227 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8033    2.5567    1.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8767    2.6099    0.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2566    1.5172    1.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8062    1.3397   -0.8726 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3746    0.2307   -2.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6770   -1.9260   -2.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1891   -2.8418   -0.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9568    0.0290    2.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1952    1.3831    1.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6862    0.4971    3.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8809   -1.1660    2.6304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6363    2.2513    2.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1588    2.9160    0.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6827    2.1592   -0.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4870   -1.7042   -0.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5508   -0.2169   -1.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3885   -2.4431   -1.2747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5337   -2.3487    0.2825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5368   -2.0767    1.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9895   -3.1858    0.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6896   -1.5113    0.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6271   -1.1858   -1.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7330    0.2563    1.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9309    0.9420   -0.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4565    0.3627    1.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9219    1.8920   -0.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1443   -1.0052   -1.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6634   -1.6623    0.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  3
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  2  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  3
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 18 33  1  0
 33 34  2  0
  9  3  1  0
 34 15  1  0
 31 26  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  4 38  1  0
  5 39  1  0
  8 40  1  0
 11 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 16 46  1  0
 17 47  1  0
 22 48  1  0
 24 49  1  0
 26 50  1  6
 27 51  1  0
 27 52  1  0
 28 53  1  0
 28 54  1  0
 29 55  1  0
 29 56  1  0
 30 57  1  0
 30 58  1  0
 31 59  1  1
 32 60  1  0
 33 61  1  0
 34 62  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₃H₂₈ClN₃O₆S

Average Molecular Weight

510.003

Monoisotopic Molecular Weight

509.13873404

IUPAC Name

5-chloro-N-(2-{4-[({[(1S,2S)-2-hydroxycyclohexyl]-C-hydroxycarbonimidoyl}amino)sulfonyl]phenyl}ethyl)-2-methoxybenzene-1-carboximidic acid

Traditional Name

5-chloro-N-{2-[4-({[(1S,2S)-2-hydroxycyclohexyl]-C-hydroxycarbonimidoyl}aminosulfonyl)phenyl]ethyl}-2-methoxybenzenecarboximidic acid

CAS Registry Number

Not Available

SMILES

COC1=C(C=C(Cl)C=C1)C(O)=NCCC1=CC=C(C=C1)S(=O)(=O)NC(O)=N[C@H]1CCCC[C@@H]1O

InChI Identifier

InChI=1S/C23H28ClN3O6S/c1-33-21-11-8-16(24)14-18(21)22(29)25-13-12-15-6-9-17(10-7-15)34(31,32)27-23(30)26-19-4-2-3-5-20(19)28/h6-11,14,19-20,28H,2-5,12-13H2,1H3,(H,25,29)(H2,26,27,30)/t19-,20-/m0/s1

InChI Key

PASKIAZVROHUGZ-PMACEKPBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzenesulfonamides

Direct Parent

Benzenesulfonamides

Alternative Parents

Substituents

Benzenesulfonamide
Benzenesulfonyl group
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Chlorobenzene
Halobenzene
Cyclohexanol
Sulfonylurea
Aryl chloride
Aryl halide
Cyclic alcohol
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Sulfonyl
Aminosulfonyl compound
Secondary alcohol
Carboximidic acid
Carboximidic acid derivative
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Ether
Organosulfur compound
Organic oxygen compound
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organohalogen compound
Organochloride
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060936)

Organ

Kidney (HMDB: HMDB0060936)
Liver (HMDB: HMDB0060936)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060936)

Cellular substructure

Cytoplasm (HMDB: HMDB0060936)
Membrane (HMDB: HMDB0060936)

Source

Endogenous

Endogenous (HMDB: HMDB0060936)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.011 g/L	ALOGPS
logP	3.24	ALOGPS
logP	4.36	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	5.61	ChemAxon
pKa (Strongest Basic)	3.35	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	140.81 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	129.38 m³·mol⁻¹	ChemAxon
Polarizability	52.04 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	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+H]+	212.068	30932474
DeepCCS	[M-H]-	209.673	30932474
DeepCCS	[M-2H]-	242.652	30932474
DeepCCS	[M+Na]+	217.981	30932474
AllCCS	[M+H]+	213.5	32859911
AllCCS	[M+H-H2O]+	211.9	32859911
AllCCS	[M+NH4]+	215.0	32859911
AllCCS	[M+Na]+	215.5	32859911
AllCCS	[M-H]-	205.1	32859911
AllCCS	[M+Na-2H]-	206.4	32859911
AllCCS	[M+HCOO]-	208.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-trans-Hydroxycyclohexyl glyburide	COC1=C(C=C(Cl)C=C1)C(O)=NCCC1=CC=C(C=C1)S(=O)(=O)NC(O)=N[C@H]1CCCC[C@@H]1O	5522.0	Standard polar	33892256
2-trans-Hydroxycyclohexyl glyburide	COC1=C(C=C(Cl)C=C1)C(O)=NCCC1=CC=C(C=C1)S(=O)(=O)NC(O)=N[C@H]1CCCC[C@@H]1O	3574.8	Standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide	COC1=C(C=C(Cl)C=C1)C(O)=NCCC1=CC=C(C=C1)S(=O)(=O)NC(O)=N[C@H]1CCCC[C@@H]1O	4285.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-trans-Hydroxycyclohexyl glyburide,1TMS,isomer #1	COC1=CC=C(Cl)C=C1C(=NCCC1=CC=C(S(=O)(=O)NC(O)=N[C@H]2CCCC[C@@H]2O)C=C1)O[Si](C)(C)C	4271.7	Semi standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,1TMS,isomer #2	COC1=CC=C(Cl)C=C1C(O)=NCCC1=CC=C(S(=O)(=O)NC(=N[C@H]2CCCC[C@@H]2O)O[Si](C)(C)C)C=C1	4234.2	Semi standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,1TMS,isomer #3	COC1=CC=C(Cl)C=C1C(O)=NCCC1=CC=C(S(=O)(=O)NC(O)=N[C@H]2CCCC[C@@H]2O[Si](C)(C)C)C=C1	4269.8	Semi standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,1TMS,isomer #4	COC1=CC=C(Cl)C=C1C(O)=NCCC1=CC=C(S(=O)(=O)N(C(O)=N[C@H]2CCCC[C@@H]2O)[Si](C)(C)C)C=C1	4229.3	Semi standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,2TMS,isomer #1	COC1=CC=C(Cl)C=C1C(=NCCC1=CC=C(S(=O)(=O)NC(=N[C@H]2CCCC[C@@H]2O)O[Si](C)(C)C)C=C1)O[Si](C)(C)C	4109.5	Semi standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,2TMS,isomer #2	COC1=CC=C(Cl)C=C1C(=NCCC1=CC=C(S(=O)(=O)NC(O)=N[C@H]2CCCC[C@@H]2O[Si](C)(C)C)C=C1)O[Si](C)(C)C	4102.8	Semi standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,2TMS,isomer #3	COC1=CC=C(Cl)C=C1C(=NCCC1=CC=C(S(=O)(=O)N(C(O)=N[C@H]2CCCC[C@@H]2O)[Si](C)(C)C)C=C1)O[Si](C)(C)C	4047.0	Semi standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,2TMS,isomer #4	COC1=CC=C(Cl)C=C1C(O)=NCCC1=CC=C(S(=O)(=O)NC(=N[C@H]2CCCC[C@@H]2O[Si](C)(C)C)O[Si](C)(C)C)C=C1	4089.9	Semi standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,2TMS,isomer #5	COC1=CC=C(Cl)C=C1C(O)=NCCC1=CC=C(S(=O)(=O)N(C(=N[C@H]2CCCC[C@@H]2O)O[Si](C)(C)C)[Si](C)(C)C)C=C1	4067.9	Semi standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,2TMS,isomer #6	COC1=CC=C(Cl)C=C1C(O)=NCCC1=CC=C(S(=O)(=O)N(C(O)=N[C@H]2CCCC[C@@H]2O[Si](C)(C)C)[Si](C)(C)C)C=C1	4061.2	Semi standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,3TMS,isomer #1	COC1=CC=C(Cl)C=C1C(=NCCC1=CC=C(S(=O)(=O)NC(=N[C@H]2CCCC[C@@H]2O[Si](C)(C)C)O[Si](C)(C)C)C=C1)O[Si](C)(C)C	3983.1	Semi standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,3TMS,isomer #2	COC1=CC=C(Cl)C=C1C(=NCCC1=CC=C(S(=O)(=O)N(C(=N[C@H]2CCCC[C@@H]2O)O[Si](C)(C)C)[Si](C)(C)C)C=C1)O[Si](C)(C)C	3962.1	Semi standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,3TMS,isomer #3	COC1=CC=C(Cl)C=C1C(=NCCC1=CC=C(S(=O)(=O)N(C(O)=N[C@H]2CCCC[C@@H]2O[Si](C)(C)C)[Si](C)(C)C)C=C1)O[Si](C)(C)C	3951.2	Semi standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,3TMS,isomer #4	COC1=CC=C(Cl)C=C1C(O)=NCCC1=CC=C(S(=O)(=O)N(C(=N[C@H]2CCCC[C@@H]2O[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C)C=C1	3948.2	Semi standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,4TMS,isomer #1	COC1=CC=C(Cl)C=C1C(=NCCC1=CC=C(S(=O)(=O)N(C(=N[C@H]2CCCC[C@@H]2O[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C)C=C1)O[Si](C)(C)C	3890.2	Semi standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,4TMS,isomer #1	COC1=CC=C(Cl)C=C1C(=NCCC1=CC=C(S(=O)(=O)N(C(=N[C@H]2CCCC[C@@H]2O[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C)C=C1)O[Si](C)(C)C	3743.3	Standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,4TMS,isomer #1	COC1=CC=C(Cl)C=C1C(=NCCC1=CC=C(S(=O)(=O)N(C(=N[C@H]2CCCC[C@@H]2O[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C)C=C1)O[Si](C)(C)C	5175.3	Standard polar	33892256
2-trans-Hydroxycyclohexyl glyburide,1TBDMS,isomer #1	COC1=CC=C(Cl)C=C1C(=NCCC1=CC=C(S(=O)(=O)NC(O)=N[C@H]2CCCC[C@@H]2O)C=C1)O[Si](C)(C)C(C)(C)C	4485.3	Semi standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,1TBDMS,isomer #2	COC1=CC=C(Cl)C=C1C(O)=NCCC1=CC=C(S(=O)(=O)NC(=N[C@H]2CCCC[C@@H]2O)O[Si](C)(C)C(C)(C)C)C=C1	4440.6	Semi standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,1TBDMS,isomer #3	COC1=CC=C(Cl)C=C1C(O)=NCCC1=CC=C(S(=O)(=O)NC(O)=N[C@H]2CCCC[C@@H]2O[Si](C)(C)C(C)(C)C)C=C1	4479.7	Semi standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,1TBDMS,isomer #4	COC1=CC=C(Cl)C=C1C(O)=NCCC1=CC=C(S(=O)(=O)N(C(O)=N[C@H]2CCCC[C@@H]2O)[Si](C)(C)C(C)(C)C)C=C1	4454.7	Semi standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,2TBDMS,isomer #1	COC1=CC=C(Cl)C=C1C(=NCCC1=CC=C(S(=O)(=O)NC(=N[C@H]2CCCC[C@@H]2O)O[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C	4493.9	Semi standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,2TBDMS,isomer #2	COC1=CC=C(Cl)C=C1C(=NCCC1=CC=C(S(=O)(=O)NC(O)=N[C@H]2CCCC[C@@H]2O[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C	4509.2	Semi standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,2TBDMS,isomer #3	COC1=CC=C(Cl)C=C1C(=NCCC1=CC=C(S(=O)(=O)N(C(O)=N[C@H]2CCCC[C@@H]2O)[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C	4483.4	Semi standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,2TBDMS,isomer #4	COC1=CC=C(Cl)C=C1C(O)=NCCC1=CC=C(S(=O)(=O)NC(=N[C@H]2CCCC[C@@H]2O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C1	4506.4	Semi standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,2TBDMS,isomer #5	COC1=CC=C(Cl)C=C1C(O)=NCCC1=CC=C(S(=O)(=O)N(C(=N[C@H]2CCCC[C@@H]2O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	4477.1	Semi standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,2TBDMS,isomer #6	COC1=CC=C(Cl)C=C1C(O)=NCCC1=CC=C(S(=O)(=O)N(C(O)=N[C@H]2CCCC[C@@H]2O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	4512.8	Semi standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,3TBDMS,isomer #1	COC1=CC=C(Cl)C=C1C(=NCCC1=CC=C(S(=O)(=O)NC(=N[C@H]2CCCC[C@@H]2O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C	4541.6	Semi standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,3TBDMS,isomer #2	COC1=CC=C(Cl)C=C1C(=NCCC1=CC=C(S(=O)(=O)N(C(=N[C@H]2CCCC[C@@H]2O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C	4570.1	Semi standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,3TBDMS,isomer #3	COC1=CC=C(Cl)C=C1C(=NCCC1=CC=C(S(=O)(=O)N(C(O)=N[C@H]2CCCC[C@@H]2O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)O[Si](C)(C)C(C)(C)C	4570.7	Semi standard non polar	33892256
2-trans-Hydroxycyclohexyl glyburide,3TBDMS,isomer #4	COC1=CC=C(Cl)C=C1C(O)=NCCC1=CC=C(S(=O)(=O)N(C(=N[C@H]2CCCC[C@@H]2O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	4571.2	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 - 2-trans-Hydroxycyclohexyl glyburide GC-MS (Non-derivatized) - 70eV, Positive	splash10-044j-5914400000-74027cc2d84983f5b100	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-trans-Hydroxycyclohexyl glyburide GC-MS (2 TMS) - 70eV, Positive	splash10-0083-9145007000-fdaa184a50e7606cd112	2017-10-06	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 - 2-trans-Hydroxycyclohexyl glyburide 10V, Positive-QTOF	splash10-0296-0309640000-253e0cab350178fcf88f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-trans-Hydroxycyclohexyl glyburide 20V, Positive-QTOF	splash10-02ta-3904000000-655eff0643051fab9cc5	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-trans-Hydroxycyclohexyl glyburide 40V, Positive-QTOF	splash10-01ox-3900000000-9311ea9e5562fdcfd180	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-trans-Hydroxycyclohexyl glyburide 10V, Negative-QTOF	splash10-0a4i-0509580000-bbebd055d7a637a097ff	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-trans-Hydroxycyclohexyl glyburide 20V, Negative-QTOF	splash10-014l-1319000000-c3b08f627ec04c23e73e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-trans-Hydroxycyclohexyl glyburide 40V, Negative-QTOF	splash10-029x-4915000000-e015795ea00e4d6726ea	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-trans-Hydroxycyclohexyl glyburide 10V, Positive-QTOF	splash10-03di-1901030000-0ac88a38ffced26ef102	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-trans-Hydroxycyclohexyl glyburide 20V, Positive-QTOF	splash10-014i-0319000000-fdd8f5454e902fdfff02	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-trans-Hydroxycyclohexyl glyburide 40V, Positive-QTOF	splash10-00di-0931000000-0a532c77c4d5e94d1ee7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-trans-Hydroxycyclohexyl glyburide 10V, Negative-QTOF	splash10-0a4i-1203390000-f624b3ede39aa1687b7d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-trans-Hydroxycyclohexyl glyburide 20V, Negative-QTOF	splash10-001i-9000000000-39ead41d6103415b26fe	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-trans-Hydroxycyclohexyl glyburide 40V, Negative-QTOF	splash10-001i-9413000000-a460b6401982204be7d6	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

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	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

Not Available

METLIN ID

Not Available

PubChem Compound

131770000

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

Not Available

Showing metabocard for 2-trans-Hydroxycyclohexyl glyburide (HMDB0060936)

MOL for HMDB0060936 (2-trans-Hydroxycyclohexyl glyburide)

3D MOL for HMDB0060936 (2-trans-Hydroxycyclohexyl glyburide)

3D SDF for HMDB0060936 (2-trans-Hydroxycyclohexyl glyburide)

3D-SDF for HMDB0060936 (2-trans-Hydroxycyclohexyl glyburide)

PDB for HMDB0060936 (2-trans-Hydroxycyclohexyl glyburide)

3D PDB for HMDB0060936 (2-trans-Hydroxycyclohexyl glyburide)

SMILES for HMDB0060936 (2-trans-Hydroxycyclohexyl glyburide)

INCHI for HMDB0060936 (2-trans-Hydroxycyclohexyl glyburide)

Structure for HMDB0060936 (2-trans-Hydroxycyclohexyl glyburide)

3D Structure for HMDB0060936 (2-trans-Hydroxycyclohexyl glyburide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra