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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-22 19:52:47 UTC

Update Date

2021-09-14 15:18:18 UTC

HMDB ID

HMDB0061178

Secondary Accession Numbers

HMDB61178

Metabolite Identification

Common Name

Trandolapril-d5 Diketopiperazine

Description

Trandolapril-d5 Diketopiperazine belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids. Trandolapril-d5 Diketopiperazine is a metabolite of trandolapril. Trandolapril-d5 Diketopiperazine is an extremely weak basic (essentially neutral) compound (based on its pKa). Trandolapril is an ACE inhibitor used to treat high blood pressure, it may also be used to treat other conditions. It is marketed by Abbott Laboratories with the brand name Mavik.

Structure

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


  Mrv0541 07221312522D          

 33 36  0  0  0  0            999 V2000
    1.2274   -1.9774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0343   -2.1475    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1411   -1.1570    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6143   -2.5280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4468   -1.4340    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4468   -2.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8948   -0.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1704   -2.2731    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7858   -3.3350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2719   -1.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2719   -2.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3419   -1.4697    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6844   -2.1475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1852   -1.1582    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2140   -0.3363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8849   -1.5954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7949    0.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6133   -1.2081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8561   -2.4199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3926    0.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2264   -1.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8158    1.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5695    0.9903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0111   -1.5051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4135    2.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1672    1.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5904    2.4199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5494   -2.8149    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7824   -0.6798    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2707   -0.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7832   -2.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1411   -0.3320    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0806   -0.1143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  2 28  1  1  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  5  7  1  0  0  0  0
  5 29  1  6  0  0  0
  6 11  1  0  0  0  0
  8 12  1  0  0  0  0
 10 13  1  0  0  0  0
 11 13  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  1  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  2  0  0  0  0
 17 20  1  0  0  0  0
 18 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  2  0  0  0  0
 21 24  1  0  0  0  0
 22 25  2  0  0  0  0
 23 26  1  0  0  0  0
 25 27  1  0  0  0  0
 26 27  2  0  0  0  0
 12 30  1  0  0  0  0
  3 30  1  0  0  0  0
 12 14  1  0  0  0  0
  8 31  1  6  0  0  0
  3 32  1  1  0  0  0
 30 33  2  0  0  0  0
M  END

HMDB0061178
     RDKit          3D
Trandolapril-d5 Diketopiperazine
 62 65  0  0  0  0  0  0  0  0999 V2000
    0.8650   -5.0502   -1.4982 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0231   -4.2596   -0.9355 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5187   -3.0160   -0.4536 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3199   -2.0561    0.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5424   -2.3188    0.2160 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8442   -0.7555    0.6408 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8283    0.3659    0.5400 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3278    0.7556   -0.7836 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2846    1.8808   -0.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7778    3.1623   -0.6219 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5928    4.2707   -0.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9579    4.0860   -0.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4366    2.7917   -0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6359    1.6836   -0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4867   -0.4194    0.3238 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4790   -0.3996    1.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3779   -1.1827    2.3687 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6219    0.5571    1.3819 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6633    0.1991    2.3936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9312    0.0409    1.6252 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1228    0.6987    2.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1782    0.8653    1.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9385    0.0007   -0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6138    0.2819   -0.6953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6311    0.7867    0.3245 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2711    0.3639    0.0729 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5134   -0.1353   -0.9936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0913   -0.6380   -1.9782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0421   -0.0760   -0.9719 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4931   -0.8594   -2.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6328   -4.6907   -2.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2179   -6.0964   -1.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0092   -5.0600   -0.8486 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7996   -4.1326   -1.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4320   -4.7878   -0.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8522   -0.9594    1.7828 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7024    0.1341    1.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3446    1.2514    1.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5602    1.1218   -1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8880   -0.0277   -1.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7171    3.3403   -0.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1720    5.2663   -0.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5842    4.9550   -0.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4940    2.6121   -0.0861 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0117    0.6883   -0.3837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2202    1.5634    1.5027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3908   -0.6890    2.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7846    1.0700    3.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1165   -1.0105    1.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8113    1.7278    2.5466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4906    0.1827    3.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2861    1.9117    0.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1386    0.5153    1.6305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7277    0.2464   -0.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0428   -1.0813    0.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2879   -0.6454   -1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7320    1.0919   -1.4592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7144    1.8644    0.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1823    1.0126   -1.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2159   -0.2540   -3.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0837   -1.7984   -2.2723 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5703   -0.9468   -2.1720 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  6 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 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  2  0
 27 29  1  0
 29 30  1  0
 14  9  1  0
 29 15  1  0
 26 18  1  0
 25 20  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  6 36  1  1
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 18 46  1  1
 19 47  1  0
 19 48  1  0
 20 49  1  6
 21 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 24 57  1  0
 25 58  1  1
 29 59  1  6
 30 60  1  0
 30 61  1  0
 30 62  1  0
M  END


  Mrv0541 07221312522D          

 33 36  0  0  0  0            999 V2000
    1.2274   -1.9774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0343   -2.1475    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1411   -1.1570    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6143   -2.5280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4468   -1.4340    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4468   -2.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8948   -0.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1704   -2.2731    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7858   -3.3350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2719   -1.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2719   -2.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3419   -1.4697    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6844   -2.1475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1852   -1.1582    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2140   -0.3363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8849   -1.5954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7949    0.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6133   -1.2081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8561   -2.4199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3926    0.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2264   -1.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8158    1.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5695    0.9903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0111   -1.5051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4135    2.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1672    1.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5904    2.4199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5494   -2.8149    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7824   -0.6798    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2707   -0.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7832   -2.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1411   -0.3320    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0806   -0.1143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  2 28  1  1  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  5  7  1  0  0  0  0
  5 29  1  6  0  0  0
  6 11  1  0  0  0  0
  8 12  1  0  0  0  0
 10 13  1  0  0  0  0
 11 13  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  1  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  2  0  0  0  0
 17 20  1  0  0  0  0
 18 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  2  0  0  0  0
 21 24  1  0  0  0  0
 22 25  2  0  0  0  0
 23 26  1  0  0  0  0
 25 27  1  0  0  0  0
 26 27  2  0  0  0  0
 12 30  1  0  0  0  0
  3 30  1  0  0  0  0
 12 14  1  0  0  0  0
  8 31  1  6  0  0  0
  3 32  1  1  0  0  0
 30 33  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061178

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12C[C@]3([H])N(C(=O)[C@H](C)N([C@H](CCC4=CC=CC=C4)C(=O)OCC)C3=O)[C@@]1([H])CCCC2

> <INCHI_IDENTIFIER>
InChI=1S/C24H32N2O4/c1-3-30-24(29)20(14-13-17-9-5-4-6-10-17)25-16(2)22(27)26-19-12-8-7-11-18(19)15-21(26)23(25)28/h4-6,9-10,16,18-21H,3,7-8,11-15H2,1-2H3/t16-,18+,19-,20+,21-/m0/s1

> <INCHI_KEY>
AKUCMKAPHCGRFV-OSTWSGHESA-N

> <FORMULA>
C24H32N2O4

> <MOLECULAR_WEIGHT>
412.5219

> <EXACT_MASS>
412.236207522

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
46.319967299460586

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl (2R)-2-[(3S,5aS,9aR,10aS)-3-methyl-1,4-dioxo-dodecahydropiperazino[1,2-a]indol-2-yl]-4-phenylbutanoate

> <ALOGPS_LOGP>
2.97

> <JCHEM_LOGP>
3.3585612510000002

> <ALOGPS_LOGS>
-3.65

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.624526063041

> <JCHEM_PKA_STRONGEST_BASIC>
-2.975943616852335

> <JCHEM_POLAR_SURFACE_AREA>
66.92

> <JCHEM_REFRACTIVITY>
112.71

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.13e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl (2R)-2-[(3S,5aS,9aR,10aS)-3-methyl-1,4-dioxo-octahydro-3H-piperazino[1,2-a]indol-2-yl]-4-phenylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061178
     RDKit          3D
Trandolapril-d5 Diketopiperazine
 62 65  0  0  0  0  0  0  0  0999 V2000
    0.8650   -5.0502   -1.4982 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0231   -4.2596   -0.9355 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5187   -3.0160   -0.4536 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3199   -2.0561    0.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5424   -2.3188    0.2160 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8442   -0.7555    0.6408 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8283    0.3659    0.5400 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3278    0.7556   -0.7836 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2846    1.8808   -0.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7778    3.1623   -0.6219 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5928    4.2707   -0.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9579    4.0860   -0.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4366    2.7917   -0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6359    1.6836   -0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4867   -0.4194    0.3238 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4790   -0.3996    1.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3779   -1.1827    2.3687 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6219    0.5571    1.3819 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6633    0.1991    2.3936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9312    0.0409    1.6252 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1228    0.6987    2.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1782    0.8653    1.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9385    0.0007   -0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6138    0.2819   -0.6953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6311    0.7867    0.3245 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2711    0.3639    0.0729 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5134   -0.1353   -0.9936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0913   -0.6380   -1.9782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0421   -0.0760   -0.9719 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4931   -0.8594   -2.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6328   -4.6907   -2.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2179   -6.0964   -1.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0092   -5.0600   -0.8486 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7996   -4.1326   -1.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4320   -4.7878   -0.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8522   -0.9594    1.7828 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7024    0.1341    1.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3446    1.2514    1.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5602    1.1218   -1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8880   -0.0277   -1.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7171    3.3403   -0.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1720    5.2663   -0.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5842    4.9550   -0.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4940    2.6121   -0.0861 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0117    0.6883   -0.3837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2202    1.5634    1.5027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3908   -0.6890    2.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7846    1.0700    3.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1165   -1.0105    1.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8113    1.7278    2.5466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4906    0.1827    3.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2861    1.9117    0.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1386    0.5153    1.6305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7277    0.2464   -0.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0428   -1.0813    0.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2879   -0.6454   -1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7320    1.0919   -1.4592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7144    1.8644    0.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1823    1.0126   -1.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2159   -0.2540   -3.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0837   -1.7984   -2.2723 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5703   -0.9468   -2.1720 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  6 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 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  2  0
 27 29  1  0
 29 30  1  0
 14  9  1  0
 29 15  1  0
 26 18  1  0
 25 20  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  6 36  1  1
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 18 46  1  1
 19 47  1  0
 19 48  1  0
 20 49  1  6
 21 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 24 57  1  0
 25 58  1  1
 29 59  1  6
 30 60  1  0
 30 61  1  0
 30 62  1  0
M  END

HEADER    PROTEIN                                 22-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUL-13         0                                  
HETATM    1  N   UNK     0       2.291  -3.691   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       3.797  -4.009   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.130  -2.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.147  -4.719   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.567  -2.677   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.567  -5.342   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.537  -1.537   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.318  -4.243   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.467  -6.225   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.108  -2.677   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.108  -5.342   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -0.638  -2.743   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       6.878  -4.009   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.212  -2.162   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.266  -0.628   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.518  -2.978   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.350   0.485   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -4.878  -2.255   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -3.465  -4.517   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.600   1.831   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.023  -3.286   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.389   3.153   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.063   1.849   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -7.487  -2.810   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.639   4.500   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.312   3.195   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.102   4.517   0.000  0.00  0.00           C+0
HETATM   28  H   UNK     0       2.892  -5.254   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0       5.194  -1.269   0.000  0.00  0.00           H+0
HETATM   30  C   UNK     0       0.505  -1.712   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.462  -5.274   0.000  0.00  0.00           C+0
HETATM   32  H   UNK     0       2.130  -0.620   0.000  0.00  0.00           H+0
HETATM   33  O   UNK     0       0.150  -0.213   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6   28                                             
CONECT    3    1    7   30   32                                             
CONECT    4    1    8    9                                                  
CONECT    5    2   10    7   29                                             
CONECT    6    2   11                                                       
CONECT    7    3    5                                                       
CONECT    8    4   12   31                                                  
CONECT    9    4                                                            
CONECT   10    5   13                                                       
CONECT   11    6   13                                                       
CONECT   12    8   30   14                                                  
CONECT   13   10   11                                                       
CONECT   14   15   16   12                                                  
CONECT   15   14   17                                                       
CONECT   16   14   18   19                                                  
CONECT   17   15   20                                                       
CONECT   18   16   21                                                       
CONECT   19   16                                                            
CONECT   20   17   22   23                                                  
CONECT   21   18   24                                                       
CONECT   22   20   25                                                       
CONECT   23   20   26                                                       
CONECT   24   21                                                            
CONECT   25   22   27                                                       
CONECT   26   23   27                                                       
CONECT   27   25   26                                                       
CONECT   28    2                                                            
CONECT   29    5                                                            
CONECT   30   12    3   33                                                  
CONECT   31    8                                                            
CONECT   32    3                                                            
CONECT   33   30                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0061178
HETATM    1  C1  UNL     1       0.865  -5.050  -1.498  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.023  -4.260  -0.936  1.00  0.00           C  
HETATM    3  O1  UNL     1       1.519  -3.016  -0.454  1.00  0.00           O  
HETATM    4  C3  UNL     1       2.320  -2.056   0.124  1.00  0.00           C  
HETATM    5  O2  UNL     1       3.542  -2.319   0.216  1.00  0.00           O  
HETATM    6  C4  UNL     1       1.844  -0.755   0.641  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.828   0.366   0.540  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.328   0.756  -0.784  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.285   1.881  -0.596  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.778   3.162  -0.622  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.593   4.271  -0.456  1.00  0.00           C  
HETATM   12  C10 UNL     1       5.958   4.086  -0.259  1.00  0.00           C  
HETATM   13  C11 UNL     1       6.437   2.792  -0.238  1.00  0.00           C  
HETATM   14  C12 UNL     1       5.636   1.684  -0.401  1.00  0.00           C  
HETATM   15  N1  UNL     1       0.487  -0.419   0.324  1.00  0.00           N  
HETATM   16  C13 UNL     1      -0.479  -0.400   1.400  1.00  0.00           C  
HETATM   17  O3  UNL     1      -0.378  -1.183   2.369  1.00  0.00           O  
HETATM   18  C14 UNL     1      -1.622   0.557   1.382  1.00  0.00           C  
HETATM   19  C15 UNL     1      -2.663   0.199   2.394  1.00  0.00           C  
HETATM   20  C16 UNL     1      -3.931   0.041   1.625  1.00  0.00           C  
HETATM   21  C17 UNL     1      -5.123   0.699   2.243  1.00  0.00           C  
HETATM   22  C18 UNL     1      -6.178   0.865   1.183  1.00  0.00           C  
HETATM   23  C19 UNL     1      -5.938   0.001  -0.031  1.00  0.00           C  
HETATM   24  C20 UNL     1      -4.614   0.282  -0.695  1.00  0.00           C  
HETATM   25  C21 UNL     1      -3.631   0.787   0.325  1.00  0.00           C  
HETATM   26  N2  UNL     1      -2.271   0.364   0.073  1.00  0.00           N  
HETATM   27  C22 UNL     1      -1.513  -0.135  -0.994  1.00  0.00           C  
HETATM   28  O4  UNL     1      -2.091  -0.638  -1.978  1.00  0.00           O  
HETATM   29  C23 UNL     1      -0.042  -0.076  -0.972  1.00  0.00           C  
HETATM   30  C24 UNL     1       0.493  -0.859  -2.126  1.00  0.00           C  
HETATM   31  H1  UNL     1       0.633  -4.691  -2.536  1.00  0.00           H  
HETATM   32  H2  UNL     1       1.218  -6.096  -1.623  1.00  0.00           H  
HETATM   33  H3  UNL     1      -0.009  -5.060  -0.849  1.00  0.00           H  
HETATM   34  H4  UNL     1       2.800  -4.133  -1.689  1.00  0.00           H  
HETATM   35  H5  UNL     1       2.432  -4.788  -0.053  1.00  0.00           H  
HETATM   36  H6  UNL     1       1.852  -0.959   1.783  1.00  0.00           H  
HETATM   37  H7  UNL     1       3.702   0.134   1.190  1.00  0.00           H  
HETATM   38  H8  UNL     1       2.345   1.251   1.008  1.00  0.00           H  
HETATM   39  H9  UNL     1       2.560   1.122  -1.494  1.00  0.00           H  
HETATM   40  H10 UNL     1       3.888  -0.028  -1.333  1.00  0.00           H  
HETATM   41  H11 UNL     1       2.717   3.340  -0.774  1.00  0.00           H  
HETATM   42  H12 UNL     1       4.172   5.266  -0.481  1.00  0.00           H  
HETATM   43  H13 UNL     1       6.584   4.955  -0.131  1.00  0.00           H  
HETATM   44  H14 UNL     1       7.494   2.612  -0.086  1.00  0.00           H  
HETATM   45  H15 UNL     1       6.012   0.688  -0.384  1.00  0.00           H  
HETATM   46  H16 UNL     1      -1.220   1.563   1.503  1.00  0.00           H  
HETATM   47  H17 UNL     1      -2.391  -0.689   2.997  1.00  0.00           H  
HETATM   48  H18 UNL     1      -2.785   1.070   3.079  1.00  0.00           H  
HETATM   49  H19 UNL     1      -4.116  -1.011   1.329  1.00  0.00           H  
HETATM   50  H20 UNL     1      -4.811   1.728   2.547  1.00  0.00           H  
HETATM   51  H21 UNL     1      -5.491   0.183   3.152  1.00  0.00           H  
HETATM   52  H22 UNL     1      -6.286   1.912   0.831  1.00  0.00           H  
HETATM   53  H23 UNL     1      -7.139   0.515   1.630  1.00  0.00           H  
HETATM   54  H24 UNL     1      -6.728   0.246  -0.764  1.00  0.00           H  
HETATM   55  H25 UNL     1      -6.043  -1.081   0.190  1.00  0.00           H  
HETATM   56  H26 UNL     1      -4.288  -0.645  -1.184  1.00  0.00           H  
HETATM   57  H27 UNL     1      -4.732   1.092  -1.459  1.00  0.00           H  
HETATM   58  H28 UNL     1      -3.714   1.864   0.513  1.00  0.00           H  
HETATM   59  H29 UNL     1       0.182   1.013  -1.216  1.00  0.00           H  
HETATM   60  H30 UNL     1       0.216  -0.254  -3.050  1.00  0.00           H  
HETATM   61  H31 UNL     1      -0.084  -1.798  -2.272  1.00  0.00           H  
HETATM   62  H32 UNL     1       1.570  -0.947  -2.172  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   34   35
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7   15   36
CONECT    7    8   37   38
CONECT    8    9   39   40
CONECT    9   10   10   14
CONECT   10   11   41
CONECT   11   12   12   42
CONECT   12   13   43
CONECT   13   14   14   44
CONECT   14   45
CONECT   15   16   29
CONECT   16   17   17   18
CONECT   18   19   26   46
CONECT   19   20   47   48
CONECT   20   21   25   49
CONECT   21   22   50   51
CONECT   22   23   52   53
CONECT   23   24   54   55
CONECT   24   25   56   57
CONECT   25   26   58
CONECT   26   27
CONECT   27   28   28   29
CONECT   29   30   59
CONECT   30   60   61   62
END

HMDB0061178
     RDKit          3D
Trandolapril-d5 Diketopiperazine
 62 65  0  0  0  0  0  0  0  0999 V2000
    0.8650   -5.0502   -1.4982 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0231   -4.2596   -0.9355 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5187   -3.0160   -0.4536 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3199   -2.0561    0.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5424   -2.3188    0.2160 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8442   -0.7555    0.6408 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8283    0.3659    0.5400 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3278    0.7556   -0.7836 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2846    1.8808   -0.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7778    3.1623   -0.6219 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5928    4.2707   -0.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9579    4.0860   -0.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4366    2.7917   -0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6359    1.6836   -0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4867   -0.4194    0.3238 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4790   -0.3996    1.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3779   -1.1827    2.3687 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6219    0.5571    1.3819 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6633    0.1991    2.3936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9312    0.0409    1.6252 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1228    0.6987    2.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1782    0.8653    1.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9385    0.0007   -0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6138    0.2819   -0.6953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6311    0.7867    0.3245 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2711    0.3639    0.0729 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5134   -0.1353   -0.9936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0913   -0.6380   -1.9782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0421   -0.0760   -0.9719 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4931   -0.8594   -2.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6328   -4.6907   -2.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2179   -6.0964   -1.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0092   -5.0600   -0.8486 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7996   -4.1326   -1.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4320   -4.7878   -0.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8522   -0.9594    1.7828 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7024    0.1341    1.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3446    1.2514    1.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5602    1.1218   -1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8880   -0.0277   -1.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7171    3.3403   -0.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1720    5.2663   -0.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5842    4.9550   -0.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4940    2.6121   -0.0861 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0117    0.6883   -0.3837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2202    1.5634    1.5027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3908   -0.6890    2.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7846    1.0700    3.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1165   -1.0105    1.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8113    1.7278    2.5466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4906    0.1827    3.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2861    1.9117    0.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1386    0.5153    1.6305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7277    0.2464   -0.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0428   -1.0813    0.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2879   -0.6454   -1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7320    1.0919   -1.4592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7144    1.8644    0.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1823    1.0126   -1.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2159   -0.2540   -3.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0837   -1.7984   -2.2723 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5703   -0.9468   -2.1720 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  6 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 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  2  0
 27 29  1  0
 29 30  1  0
 14  9  1  0
 29 15  1  0
 26 18  1  0
 25 20  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  6 36  1  1
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 18 46  1  1
 19 47  1  0
 19 48  1  0
 20 49  1  6
 21 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
 24 57  1  0
 25 58  1  1
 29 59  1  6
 30 60  1  0
 30 61  1  0
 30 62  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₄H₃₂N₂O₄

Average Molecular Weight

412.5219

Monoisotopic Molecular Weight

412.236207522

IUPAC Name

ethyl (2R)-2-[(3S,5aS,9aR,10aS)-3-methyl-1,4-dioxo-dodecahydropiperazino[1,2-a]indol-2-yl]-4-phenylbutanoate

Traditional Name

ethyl (2R)-2-[(3S,5aS,9aR,10aS)-3-methyl-1,4-dioxo-octahydro-3H-piperazino[1,2-a]indol-2-yl]-4-phenylbutanoate

CAS Registry Number

Not Available

SMILES

[H][C@@]12C[C@]3([H])N(C(=O)[C@H](C)N([C@H](CCC4=CC=CC=C4)C(=O)OCC)C3=O)[C@@]1([H])CCCC2

InChI Identifier

InChI=1S/C24H32N2O4/c1-3-30-24(29)20(14-13-17-9-5-4-6-10-17)25-16(2)22(27)26-19-12-8-7-11-18(19)15-21(26)23(25)28/h4-6,9-10,16,18-21H,3,7-8,11-15H2,1-2H3/t16-,18+,19-,20+,21-/m0/s1

InChI Key

AKUCMKAPHCGRFV-OSTWSGHESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acid esters

Alternative Parents

Substituents

Alpha-amino acid ester
Indole or derivatives
Dioxopiperazine
2,5-dioxopiperazine
Fatty acid ester
N-alkylpiperazine
Monocyclic benzene moiety
1,4-diazinane
Piperazine
Benzenoid
Fatty acyl
Tertiary carboxylic acid amide
Pyrrolidine
Carboxamide group
Lactam
Carboxylic acid ester
Organoheterocyclic compound
Azacycle
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

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	0.091 g/L	ALOGPS
logP	2.97	ALOGPS
logP	3.36	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	19.62	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	66.92 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	112.71 m³·mol⁻¹	ChemAxon
Polarizability	46.32 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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
DarkChem	[M+H]+	194.228	31661259
DarkChem	[M-H]-	189.366	31661259
DeepCCS	[M-2H]-	231.825	30932474
DeepCCS	[M+Na]+	206.853	30932474
AllCCS	[M+H]+	201.9	32859911
AllCCS	[M+H-H2O]+	199.7	32859911
AllCCS	[M+NH4]+	203.9	32859911
AllCCS	[M+Na]+	204.5	32859911
AllCCS	[M-H]-	196.2	32859911
AllCCS	[M+Na-2H]-	196.9	32859911
AllCCS	[M+HCOO]-	197.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Trandolapril-d5 Diketopiperazine	[H][C@@]12C[C@]3([H])N(C(=O)[C@H](C)N([C@H](CCC4=CC=CC=C4)C(=O)OCC)C3=O)[C@@]1([H])CCCC2	4429.6	Standard polar	33892256
Trandolapril-d5 Diketopiperazine	[H][C@@]12C[C@]3([H])N(C(=O)[C@H](C)N([C@H](CCC4=CC=CC=C4)C(=O)OCC)C3=O)[C@@]1([H])CCCC2	3091.2	Standard non polar	33892256
Trandolapril-d5 Diketopiperazine	[H][C@@]12C[C@]3([H])N(C(=O)[C@H](C)N([C@H](CCC4=CC=CC=C4)C(=O)OCC)C3=O)[C@@]1([H])CCCC2	3255.5	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 - Trandolapril-d5 Diketopiperazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00nf-9807000000-75db03bb966150a9dfbe	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trandolapril-d5 Diketopiperazine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - Trandolapril-d5 Diketopiperazine 10V, Positive-QTOF	splash10-03di-0003900000-33bb7d7761b6aa0e20d6	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trandolapril-d5 Diketopiperazine 20V, Positive-QTOF	splash10-000i-3339100000-d1d882cce077dd869bce	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trandolapril-d5 Diketopiperazine 40V, Positive-QTOF	splash10-00e9-9811000000-150f94604cea84202cf2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trandolapril-d5 Diketopiperazine 10V, Negative-QTOF	splash10-03xr-1108900000-44aeef12fe21c4f7feb9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trandolapril-d5 Diketopiperazine 20V, Negative-QTOF	splash10-044s-4694200000-8ee33fd2700ef38bc4f3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trandolapril-d5 Diketopiperazine 40V, Negative-QTOF	splash10-0fdy-8940000000-5a01020b837b063d6d6a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trandolapril-d5 Diketopiperazine 10V, Negative-QTOF	splash10-03di-1007900000-66e0a74a0087400e32c5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trandolapril-d5 Diketopiperazine 20V, Negative-QTOF	splash10-01bc-3169200000-9d979c45a5f4e43f14d1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trandolapril-d5 Diketopiperazine 40V, Negative-QTOF	splash10-05ai-0290100000-fc3e303e43ad7f310d00	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trandolapril-d5 Diketopiperazine 10V, Positive-QTOF	splash10-03xr-0009800000-48795c5854c68ab0fba1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trandolapril-d5 Diketopiperazine 20V, Positive-QTOF	splash10-03k9-2849600000-f76a32c994e59728cf3d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trandolapril-d5 Diketopiperazine 40V, Positive-QTOF	splash10-01b9-2910000000-946b16fb3745a9be37f4	2021-09-25	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

71752645

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 Trandolapril-d5 Diketopiperazine (HMDB0061178)

MOL for HMDB0061178 (Trandolapril-d5 Diketopiperazine)

3D MOL for HMDB0061178 (Trandolapril-d5 Diketopiperazine)

3D SDF for HMDB0061178 (Trandolapril-d5 Diketopiperazine)

3D-SDF for HMDB0061178 (Trandolapril-d5 Diketopiperazine)

PDB for HMDB0061178 (Trandolapril-d5 Diketopiperazine)

3D PDB for HMDB0061178 (Trandolapril-d5 Diketopiperazine)

SMILES for HMDB0061178 (Trandolapril-d5 Diketopiperazine)

INCHI for HMDB0061178 (Trandolapril-d5 Diketopiperazine)

Structure for HMDB0061178 (Trandolapril-d5 Diketopiperazine)

3D Structure for HMDB0061178 (Trandolapril-d5 Diketopiperazine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra