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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-06-15 17:07:22 UTC

Update Date

2021-09-14 15:40:14 UTC

HMDB ID

HMDB0060583

Secondary Accession Numbers

HMDB60583

Metabolite Identification

Common Name

Trandolaprilat

Description

Trandolaprilat belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. It is marketed by Abbott Laboratories with the brand name Mavik. Trandolaprilat is a very strong basic compound (based on its pKa). In humans, trandolaprilat is involved in trandolapril metabolism pathway. Trandolapril is an ACE inhibitor used to treat high blood pressure, it may also be used to treat other conditions. Trandolaprilat is a metabolite of trandolapril.

Structure

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


  Mrv0541 06151310072D          

 29 31  0  0  0  0            999 V2000
    4.3982   -2.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6031   -0.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6031   -1.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1114   -0.3524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3412    0.9462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0863    0.1616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1114   -2.0024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8259   -0.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1482    1.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6383   -0.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5403   -2.0024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2548   -1.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5252    0.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3982   -2.0024    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8259   -1.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7002    0.5046    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9693   -2.0024    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4453   -0.2800    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7801   -0.2800    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1127   -1.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9693   -2.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5648   -0.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6838   -1.5899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1127   -0.7649    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8272   -2.0024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6838   -3.2399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2548   -3.2399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1779    0.0171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7363   -1.3419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  6  5  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 12 11  1  0  0  0  0
 14  1  1  6  0  0  0
 15  7  2  0  0  0  0
 15  8  1  0  0  0  0
 15 11  1  0  0  0  0
 16  9  1  0  0  0  0
 16 13  1  6  0  0  0
 17 12  1  0  0  0  0
 18 10  1  0  0  0  0
 18 16  1  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21 17  1  0  0  0  0
 19 22  1  1  0  0  0
 23 14  1  0  0  0  0
 17 23  1  6  0  0  0
 18 24  1  1  0  0  0
 24 19  1  0  0  0  0
 24 20  1  0  0  0  0
 25 20  2  0  0  0  0
 26 21  2  0  0  0  0
 27 21  1  0  0  0  0
 28 22  2  0  0  0  0
 29 22  1  0  0  0  0
M  END

HMDB0060583
     RDKit          3D
Trandolaprilat
 59 61  0  0  0  0  0  0  0  0999 V2000
   -0.2218    0.2463   -1.9612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1393    0.7026   -0.5062 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7368   -0.1405    0.2318 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9616   -0.5112   -0.3703 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1592   -0.4429    0.5088 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3424   -0.9656   -0.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6611   -0.4580    0.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9260   -0.1762    1.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0561    0.4520    1.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0266    0.6902    0.9401 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8379    0.3654   -0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6148   -0.1959   -0.7539 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9349   -1.8830   -0.9716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1878   -2.1488   -2.1365 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5874   -2.8905   -0.0761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4900    0.6205    0.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5870    0.1057    1.3317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7299    1.0042   -0.3895 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3324    2.2951   -0.1948 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4794    3.1568    0.6747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5474    2.7583    1.3957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7041    4.5236    0.6223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6542    1.9168    0.5334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5740    0.4162    0.6094 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8471   -0.3103    0.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5029   -1.7830    0.7274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0429   -2.0564    0.5189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4345   -1.3306   -0.6357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8150    0.1264   -0.7279 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2060   -0.8354   -1.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1317    0.6264   -2.4107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6619    0.7134   -2.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2089    1.7397   -0.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2531   -0.9156    0.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2110    0.2088   -1.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9927   -1.2297    1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3015    0.4951    1.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2070   -0.6040   -1.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3516   -2.0669   -0.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2222   -0.4897    2.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1809    0.8378    2.9088 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9156    1.2573    1.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5371    0.6066   -1.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4438   -0.4083   -1.7653 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8827   -3.8377   -0.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6117    2.8240   -1.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4811    4.9383    0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5295    2.1763   -0.0619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6534    2.4230    1.4915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9614    0.0350    1.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5998    0.0481    1.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2480   -0.2653   -0.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7146   -1.9686    1.8110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1765   -2.4431    0.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9607   -3.1531    0.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4422   -1.9373    1.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3415   -1.4374   -0.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8014   -1.8144   -1.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4412    0.3896   -1.5654 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  4 13  1  0
 13 14  2  0
 13 15  1  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 19 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 12  7  1  0
 29 18  1  0
 29 24  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  6
  3 34  1  0
  4 35  1  6
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
 12 44  1  0
 15 45  1  0
 19 46  1  6
 22 47  1  0
 23 48  1  0
 23 49  1  0
 24 50  1  1
 25 51  1  0
 25 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 27 56  1  0
 28 57  1  0
 28 58  1  0
 29 59  1  6
M  END


  Mrv0541 06151310072D          

 29 31  0  0  0  0            999 V2000
    4.3982   -2.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6031   -0.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6031   -1.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1114   -0.3524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3412    0.9462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0863    0.1616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1114   -2.0024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8259   -0.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1482    1.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6383   -0.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5403   -2.0024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2548   -1.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5252    0.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3982   -2.0024    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8259   -1.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7002    0.5046    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9693   -2.0024    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4453   -0.2800    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7801   -0.2800    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1127   -1.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9693   -2.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5648   -0.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6838   -1.5899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1127   -0.7649    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8272   -2.0024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6838   -3.2399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2548   -3.2399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1779    0.0171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7363   -1.3419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  6  5  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 12 11  1  0  0  0  0
 14  1  1  6  0  0  0
 15  7  2  0  0  0  0
 15  8  1  0  0  0  0
 15 11  1  0  0  0  0
 16  9  1  0  0  0  0
 16 13  1  6  0  0  0
 17 12  1  0  0  0  0
 18 10  1  0  0  0  0
 18 16  1  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21 17  1  0  0  0  0
 19 22  1  1  0  0  0
 23 14  1  0  0  0  0
 17 23  1  6  0  0  0
 18 24  1  1  0  0  0
 24 19  1  0  0  0  0
 24 20  1  0  0  0  0
 25 20  2  0  0  0  0
 26 21  2  0  0  0  0
 27 21  1  0  0  0  0
 28 22  2  0  0  0  0
 29 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060583

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@H](N[C@@H](CCC1=CC=CC=C1)C(O)=O)C(=O)N1[C@H]2CCCC[C@@H]2C[C@H]1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H30N2O5/c1-14(23-17(21(26)27)12-11-15-7-3-2-4-8-15)20(25)24-18-10-6-5-9-16(18)13-19(24)22(28)29/h2-4,7-8,14,16-19,23H,5-6,9-13H2,1H3,(H,26,27)(H,28,29)/t14-,16+,17-,18-,19-/m0/s1

> <INCHI_KEY>
AHYHTSYNOHNUSH-HXFGRODQSA-N

> <FORMULA>
C22H30N2O5

> <MOLECULAR_WEIGHT>
402.484

> <EXACT_MASS>
402.21547208

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
42.90528358574583

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3aR,7aS)-1-[(2S)-2-{[(1S)-1-carboxy-3-phenylpropyl]amino}propanoyl]-octahydro-1H-indole-2-carboxylic acid

> <ALOGPS_LOGP>
0.77

> <JCHEM_LOGP>
0.1896937804330505

> <ALOGPS_LOGS>
-3.68

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.8759663896411847

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1266220171021994

> <JCHEM_PKA_STRONGEST_BASIC>
8.037072990492819

> <JCHEM_POLAR_SURFACE_AREA>
106.94000000000001

> <JCHEM_REFRACTIVITY>
106.27009999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.34e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3aR,7aS)-1-[(2S)-2-{[(1S)-1-carboxy-3-phenylpropyl]amino}propanoyl]-octahydroindole-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060583
     RDKit          3D
Trandolaprilat
 59 61  0  0  0  0  0  0  0  0999 V2000
   -0.2218    0.2463   -1.9612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1393    0.7026   -0.5062 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7368   -0.1405    0.2318 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9616   -0.5112   -0.3703 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1592   -0.4429    0.5088 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3424   -0.9656   -0.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6611   -0.4580    0.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9260   -0.1762    1.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0561    0.4520    1.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0266    0.6902    0.9401 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8379    0.3654   -0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6148   -0.1959   -0.7539 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9349   -1.8830   -0.9716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1878   -2.1488   -2.1365 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5874   -2.8905   -0.0761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4900    0.6205    0.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5870    0.1057    1.3317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7299    1.0042   -0.3895 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3324    2.2951   -0.1948 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4794    3.1568    0.6747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5474    2.7583    1.3957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7041    4.5236    0.6223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6542    1.9168    0.5334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5740    0.4162    0.6094 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8471   -0.3103    0.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5029   -1.7830    0.7274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0429   -2.0564    0.5189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4345   -1.3306   -0.6357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8150    0.1264   -0.7279 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2060   -0.8354   -1.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1317    0.6264   -2.4107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6619    0.7134   -2.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2089    1.7397   -0.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2531   -0.9156    0.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2110    0.2088   -1.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9927   -1.2297    1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3015    0.4951    1.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2070   -0.6040   -1.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3516   -2.0669   -0.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2222   -0.4897    2.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1809    0.8378    2.9088 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9156    1.2573    1.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5371    0.6066   -1.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4438   -0.4083   -1.7653 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8827   -3.8377   -0.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6117    2.8240   -1.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4811    4.9383    0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5295    2.1763   -0.0619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6534    2.4230    1.4915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9614    0.0350    1.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5998    0.0481    1.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2480   -0.2653   -0.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7146   -1.9686    1.8110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1765   -2.4431    0.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9607   -3.1531    0.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4422   -1.9373    1.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3415   -1.4374   -0.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8014   -1.8144   -1.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4412    0.3896   -1.5654 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  4 13  1  0
 13 14  2  0
 13 15  1  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 19 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 12  7  1  0
 29 18  1  0
 29 24  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  6
  3 34  1  0
  4 35  1  6
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
 12 44  1  0
 15 45  1  0
 19 46  1  6
 22 47  1  0
 23 48  1  0
 23 49  1  0
 24 50  1  1
 25 51  1  0
 25 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 27 56  1  0
 28 57  1  0
 28 58  1  0
 29 59  1  6
M  END

HEADER    PROTEIN                                 15-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-JUN-13         0                                  
HETATM    1  C   UNK     0       8.210  -5.278   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.126  -1.428   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.126  -2.968   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.208  -0.658   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.237   1.766   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.761   0.302   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.208  -3.738   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.542  -1.428   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.743   2.086   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.791  -0.843   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.875  -3.738   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.209  -2.968   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.314   0.942   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.210  -3.738   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.542  -2.968   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.774   0.942   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.543  -3.738   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.298  -0.523   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.790  -0.523   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.544  -2.968   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.543  -5.278   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.254  -0.998   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       6.876  -2.968   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0       9.544  -1.428   0.000  0.00  0.00           N+0
HETATM   25  O   UNK     0      10.877  -3.738   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.876  -6.048   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.209  -6.048   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      13.399   0.032   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      12.574  -2.505   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2    3    4                                                       
CONECT    3    2    7                                                       
CONECT    4    2    8                                                       
CONECT    5    6    9                                                       
CONECT    6    5   10                                                       
CONECT    7    3   15                                                       
CONECT    8    4   15                                                       
CONECT    9    5   16                                                       
CONECT   10    6   18                                                       
CONECT   11   12   15                                                       
CONECT   12   11   17                                                       
CONECT   13   16   19                                                       
CONECT   14    1   20   23                                                  
CONECT   15    7    8   11                                                  
CONECT   16    9   13   18                                                  
CONECT   17   12   21   23                                                  
CONECT   18   10   16   24                                                  
CONECT   19   13   22   24                                                  
CONECT   20   14   24   25                                                  
CONECT   21   17   26   27                                                  
CONECT   22   19   28   29                                                  
CONECT   23   14   17                                                       
CONECT   24   18   19   20                                                  
CONECT   25   20                                                            
CONECT   26   21                                                            
CONECT   27   21                                                            
CONECT   28   22                                                            
CONECT   29   22                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

COMPND    HMDB0060583
HETATM    1  C1  UNL     1      -0.222   0.246  -1.961  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.139   0.703  -0.506  1.00  0.00           C  
HETATM    3  N1  UNL     1       0.737  -0.140   0.232  1.00  0.00           N  
HETATM    4  C3  UNL     1       1.962  -0.511  -0.370  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.159  -0.443   0.509  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.342  -0.966  -0.294  1.00  0.00           C  
HETATM    7  C6  UNL     1       5.661  -0.458   0.222  1.00  0.00           C  
HETATM    8  C7  UNL     1       5.926  -0.176   1.476  1.00  0.00           C  
HETATM    9  C8  UNL     1       7.056   0.452   1.941  1.00  0.00           C  
HETATM   10  C9  UNL     1       8.027   0.690   0.940  1.00  0.00           C  
HETATM   11  C10 UNL     1       7.838   0.365  -0.364  1.00  0.00           C  
HETATM   12  C11 UNL     1       6.615  -0.196  -0.754  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.935  -1.883  -0.972  1.00  0.00           C  
HETATM   14  O1  UNL     1       2.188  -2.149  -2.137  1.00  0.00           O  
HETATM   15  O2  UNL     1       1.587  -2.891  -0.076  1.00  0.00           O  
HETATM   16  C13 UNL     1      -1.490   0.620   0.123  1.00  0.00           C  
HETATM   17  O3  UNL     1      -1.587   0.106   1.332  1.00  0.00           O  
HETATM   18  N2  UNL     1      -2.730   1.004  -0.390  1.00  0.00           N  
HETATM   19  C14 UNL     1      -3.332   2.295  -0.195  1.00  0.00           C  
HETATM   20  C15 UNL     1      -2.479   3.157   0.675  1.00  0.00           C  
HETATM   21  O4  UNL     1      -1.547   2.758   1.396  1.00  0.00           O  
HETATM   22  O5  UNL     1      -2.704   4.524   0.622  1.00  0.00           O  
HETATM   23  C16 UNL     1      -4.654   1.917   0.533  1.00  0.00           C  
HETATM   24  C17 UNL     1      -4.574   0.416   0.609  1.00  0.00           C  
HETATM   25  C18 UNL     1      -5.847  -0.310   0.506  1.00  0.00           C  
HETATM   26  C19 UNL     1      -5.503  -1.783   0.727  1.00  0.00           C  
HETATM   27  C20 UNL     1      -4.043  -2.056   0.519  1.00  0.00           C  
HETATM   28  C21 UNL     1      -3.435  -1.331  -0.636  1.00  0.00           C  
HETATM   29  C22 UNL     1      -3.815   0.126  -0.728  1.00  0.00           C  
HETATM   30  H1  UNL     1      -0.206  -0.835  -1.983  1.00  0.00           H  
HETATM   31  H2  UNL     1      -1.132   0.626  -2.411  1.00  0.00           H  
HETATM   32  H3  UNL     1       0.662   0.713  -2.484  1.00  0.00           H  
HETATM   33  H4  UNL     1       0.209   1.740  -0.479  1.00  0.00           H  
HETATM   34  H5  UNL     1       0.253  -0.916   0.683  1.00  0.00           H  
HETATM   35  H6  UNL     1       2.211   0.209  -1.238  1.00  0.00           H  
HETATM   36  H7  UNL     1       2.993  -1.230   1.326  1.00  0.00           H  
HETATM   37  H8  UNL     1       3.302   0.495   1.015  1.00  0.00           H  
HETATM   38  H9  UNL     1       4.207  -0.604  -1.323  1.00  0.00           H  
HETATM   39  H10 UNL     1       4.352  -2.067  -0.326  1.00  0.00           H  
HETATM   40  H11 UNL     1       5.222  -0.490   2.275  1.00  0.00           H  
HETATM   41  H12 UNL     1       7.181   0.838   2.909  1.00  0.00           H  
HETATM   42  H13 UNL     1       8.916   1.257   1.202  1.00  0.00           H  
HETATM   43  H14 UNL     1       8.537   0.607  -1.146  1.00  0.00           H  
HETATM   44  H15 UNL     1       6.444  -0.408  -1.765  1.00  0.00           H  
HETATM   45  H16 UNL     1       1.883  -3.838  -0.173  1.00  0.00           H  
HETATM   46  H17 UNL     1      -3.612   2.824  -1.091  1.00  0.00           H  
HETATM   47  H18 UNL     1      -3.481   4.938   0.132  1.00  0.00           H  
HETATM   48  H19 UNL     1      -5.530   2.176  -0.062  1.00  0.00           H  
HETATM   49  H20 UNL     1      -4.653   2.423   1.491  1.00  0.00           H  
HETATM   50  H21 UNL     1      -3.961   0.035   1.436  1.00  0.00           H  
HETATM   51  H22 UNL     1      -6.600   0.048   1.235  1.00  0.00           H  
HETATM   52  H23 UNL     1      -6.248  -0.265  -0.537  1.00  0.00           H  
HETATM   53  H24 UNL     1      -5.715  -1.969   1.811  1.00  0.00           H  
HETATM   54  H25 UNL     1      -6.177  -2.443   0.167  1.00  0.00           H  
HETATM   55  H26 UNL     1      -3.961  -3.153   0.281  1.00  0.00           H  
HETATM   56  H27 UNL     1      -3.442  -1.937   1.459  1.00  0.00           H  
HETATM   57  H28 UNL     1      -2.342  -1.437  -0.592  1.00  0.00           H  
HETATM   58  H29 UNL     1      -3.801  -1.814  -1.572  1.00  0.00           H  
HETATM   59  H30 UNL     1      -4.441   0.390  -1.565  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3   16   33
CONECT    3    4   34
CONECT    4    5   13   35
CONECT    5    6   36   37
CONECT    6    7   38   39
CONECT    7    8    8   12
CONECT    8    9   40
CONECT    9   10   10   41
CONECT   10   11   42
CONECT   11   12   12   43
CONECT   12   44
CONECT   13   14   14   15
CONECT   15   45
CONECT   16   17   17   18
CONECT   18   19   29
CONECT   19   20   23   46
CONECT   20   21   21   22
CONECT   22   47
CONECT   23   24   48   49
CONECT   24   25   29   50
CONECT   25   26   51   52
CONECT   26   27   53   54
CONECT   27   28   55   56
CONECT   28   29   57   58
CONECT   29   59
END

HMDB0060583
     RDKit          3D
Trandolaprilat
 59 61  0  0  0  0  0  0  0  0999 V2000
   -0.2218    0.2463   -1.9612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1393    0.7026   -0.5062 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7368   -0.1405    0.2318 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9616   -0.5112   -0.3703 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1592   -0.4429    0.5088 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3424   -0.9656   -0.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6611   -0.4580    0.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9260   -0.1762    1.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0561    0.4520    1.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0266    0.6902    0.9401 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8379    0.3654   -0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6148   -0.1959   -0.7539 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9349   -1.8830   -0.9716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1878   -2.1488   -2.1365 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5874   -2.8905   -0.0761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4900    0.6205    0.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5870    0.1057    1.3317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7299    1.0042   -0.3895 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3324    2.2951   -0.1948 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4794    3.1568    0.6747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5474    2.7583    1.3957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7041    4.5236    0.6223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6542    1.9168    0.5334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5740    0.4162    0.6094 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8471   -0.3103    0.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5029   -1.7830    0.7274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0429   -2.0564    0.5189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4345   -1.3306   -0.6357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8150    0.1264   -0.7279 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2060   -0.8354   -1.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1317    0.6264   -2.4107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6619    0.7134   -2.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2089    1.7397   -0.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2531   -0.9156    0.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2110    0.2088   -1.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9927   -1.2297    1.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3015    0.4951    1.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2070   -0.6040   -1.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3516   -2.0669   -0.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2222   -0.4897    2.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1809    0.8378    2.9088 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9156    1.2573    1.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5371    0.6066   -1.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4438   -0.4083   -1.7653 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8827   -3.8377   -0.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6117    2.8240   -1.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4811    4.9383    0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5295    2.1763   -0.0619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6534    2.4230    1.4915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9614    0.0350    1.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5998    0.0481    1.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2480   -0.2653   -0.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7146   -1.9686    1.8110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1765   -2.4431    0.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9607   -3.1531    0.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4422   -1.9373    1.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3415   -1.4374   -0.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8014   -1.8144   -1.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4412    0.3896   -1.5654 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  4 13  1  0
 13 14  2  0
 13 15  1  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 19 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 12  7  1  0
 29 18  1  0
 29 24  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  6
  3 34  1  0
  4 35  1  6
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
 12 44  1  0
 15 45  1  0
 19 46  1  6
 22 47  1  0
 23 48  1  0
 23 49  1  0
 24 50  1  1
 25 51  1  0
 25 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 27 56  1  0
 28 57  1  0
 28 58  1  0
 29 59  1  6
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(2-((1-Carboxy-3-phenylpropyl)amino)-1-oxopropyl)octahydro-1H-indole-2-carboxylic acid	HMDB
Trandolaprilat, (2S-(1R(r)),2alpha,3aalpha,7abeta)-isomer	HMDB
Trandolaprilate	HMDB
Trandolaprilat, (2S-(1(s(r)),2alpha,3aalpha,7abeta))-isomer	HMDB
Trandolaprilat, (2S-(1(r(r)),2alpha,3abeta,7abeta))-isomer	HMDB

Chemical Formula

C₂₂H₃₀N₂O₅

Average Molecular Weight

402.484

Monoisotopic Molecular Weight

402.21547208

IUPAC Name

(2S,3aR,7aS)-1-[(2S)-2-{[(1S)-1-carboxy-3-phenylpropyl]amino}propanoyl]-octahydro-1H-indole-2-carboxylic acid

Traditional Name

(2S,3aR,7aS)-1-[(2S)-2-{[(1S)-1-carboxy-3-phenylpropyl]amino}propanoyl]-octahydroindole-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

C[C@H](N[C@@H](CCC1=CC=CC=C1)C(O)=O)C(=O)N1[C@H]2CCCC[C@@H]2C[C@H]1C(O)=O

InChI Identifier

InChI=1S/C22H30N2O5/c1-14(23-17(21(26)27)12-11-15-7-3-2-4-8-15)20(25)24-18-10-6-5-9-16(18)13-19(24)22(28)29/h2-4,7-8,14,16-19,23H,5-6,9-13H2,1H3,(H,26,27)(H,28,29)/t14-,16+,17-,18-,19-/m0/s1

InChI Key

AHYHTSYNOHNUSH-HXFGRODQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Indole or derivatives
N-acylpyrrolidine
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Aralkylamine
Benzenoid
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Tertiary carboxylic acid amide
Pyrrolidine
Amino acid or derivatives
Carboxamide group
Amino acid
Secondary amine
Azacycle
Organoheterocyclic compound
Carboxylic acid
Secondary aliphatic amine
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Organonitrogen compound
Amine
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Kidney (HMDB: HMDB0060583)
Liver (HMDB: HMDB0060583)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060583)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060583)

Cellular substructure

Cytoplasm (HMDB: HMDB0060583)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Trandolapril Action Pathway (PathBank: SMP0000157)

Metabolic pathway

Trandolapril Metabolism Pathway (PathBank: SMP0000599)

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	0.083 g/L	ALOGPS
logP	0.77	ALOGPS
logP	0.19	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	3.13	ChemAxon
pKa (Strongest Basic)	8.04	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	106.94 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	106.27 m³·mol⁻¹	ChemAxon
Polarizability	42.91 Å³	ChemAxon
Number of Rings	3	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]+	192.838	31661259
DarkChem	[M-H]-	190.472	31661259
DeepCCS	[M+H]+	189.535	30932474
DeepCCS	[M-H]-	187.139	30932474
DeepCCS	[M-2H]-	220.022	30932474
DeepCCS	[M+Na]+	195.447	30932474
AllCCS	[M+H]+	198.6	32859911
AllCCS	[M+H-H2O]+	196.3	32859911
AllCCS	[M+NH4]+	200.7	32859911
AllCCS	[M+Na]+	201.3	32859911
AllCCS	[M-H]-	193.5	32859911
AllCCS	[M+Na-2H]-	194.1	32859911
AllCCS	[M+HCOO]-	195.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Trandolaprilat	C[C@H](N[C@@H](CCC1=CC=CC=C1)C(O)=O)C(=O)N1[C@H]2CCCC[C@@H]2C[C@H]1C(O)=O	4403.4	Standard polar	33892256
Trandolaprilat	C[C@H](N[C@@H](CCC1=CC=CC=C1)C(O)=O)C(=O)N1[C@H]2CCCC[C@@H]2C[C@H]1C(O)=O	3001.6	Standard non polar	33892256
Trandolaprilat	C[C@H](N[C@@H](CCC1=CC=CC=C1)C(O)=O)C(=O)N1[C@H]2CCCC[C@@H]2C[C@H]1C(O)=O	3291.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Trandolaprilat,1TMS,isomer #1	C[C@H](N[C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C)C(=O)N1[C@H](C(=O)O)C[C@H]2CCCC[C@@H]21	3027.8	Semi standard non polar	33892256
Trandolaprilat,1TMS,isomer #2	C[C@H](N[C@@H](CCC1=CC=CC=C1)C(=O)O)C(=O)N1[C@H](C(=O)O[Si](C)(C)C)C[C@H]2CCCC[C@@H]21	3056.7	Semi standard non polar	33892256
Trandolaprilat,1TMS,isomer #3	C[C@@H](C(=O)N1[C@H](C(=O)O)C[C@H]2CCCC[C@@H]21)N([C@@H](CCC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	3102.7	Semi standard non polar	33892256
Trandolaprilat,2TMS,isomer #1	C[C@H](N[C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C)C(=O)N1[C@H](C(=O)O[Si](C)(C)C)C[C@H]2CCCC[C@@H]21	3017.6	Semi standard non polar	33892256
Trandolaprilat,2TMS,isomer #2	C[C@@H](C(=O)N1[C@H](C(=O)O)C[C@H]2CCCC[C@@H]21)N([C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3047.9	Semi standard non polar	33892256
Trandolaprilat,2TMS,isomer #3	C[C@@H](C(=O)N1[C@H](C(=O)O[Si](C)(C)C)C[C@H]2CCCC[C@@H]21)N([C@@H](CCC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	3061.4	Semi standard non polar	33892256
Trandolaprilat,3TMS,isomer #1	C[C@@H](C(=O)N1[C@H](C(=O)O[Si](C)(C)C)C[C@H]2CCCC[C@@H]21)N([C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3080.5	Semi standard non polar	33892256
Trandolaprilat,3TMS,isomer #1	C[C@@H](C(=O)N1[C@H](C(=O)O[Si](C)(C)C)C[C@H]2CCCC[C@@H]21)N([C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3123.0	Standard non polar	33892256
Trandolaprilat,3TMS,isomer #1	C[C@@H](C(=O)N1[C@H](C(=O)O[Si](C)(C)C)C[C@H]2CCCC[C@@H]21)N([C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3954.7	Standard polar	33892256
Trandolaprilat,1TBDMS,isomer #1	C[C@H](N[C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)N1[C@H](C(=O)O)C[C@H]2CCCC[C@@H]21	3297.6	Semi standard non polar	33892256
Trandolaprilat,1TBDMS,isomer #2	C[C@H](N[C@@H](CCC1=CC=CC=C1)C(=O)O)C(=O)N1[C@H](C(=O)O[Si](C)(C)C(C)(C)C)C[C@H]2CCCC[C@@H]21	3315.5	Semi standard non polar	33892256
Trandolaprilat,1TBDMS,isomer #3	C[C@@H](C(=O)N1[C@H](C(=O)O)C[C@H]2CCCC[C@@H]21)N([C@@H](CCC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3354.5	Semi standard non polar	33892256
Trandolaprilat,2TBDMS,isomer #1	C[C@H](N[C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)N1[C@H](C(=O)O[Si](C)(C)C(C)(C)C)C[C@H]2CCCC[C@@H]21	3489.7	Semi standard non polar	33892256
Trandolaprilat,2TBDMS,isomer #2	C[C@@H](C(=O)N1[C@H](C(=O)O)C[C@H]2CCCC[C@@H]21)N([C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3547.7	Semi standard non polar	33892256
Trandolaprilat,2TBDMS,isomer #3	C[C@@H](C(=O)N1[C@H](C(=O)O[Si](C)(C)C(C)(C)C)C[C@H]2CCCC[C@@H]21)N([C@@H](CCC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3557.8	Semi standard non polar	33892256
Trandolaprilat,3TBDMS,isomer #1	C[C@@H](C(=O)N1[C@H](C(=O)O[Si](C)(C)C(C)(C)C)C[C@H]2CCCC[C@@H]21)N([C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3742.8	Semi standard non polar	33892256
Trandolaprilat,3TBDMS,isomer #1	C[C@@H](C(=O)N1[C@H](C(=O)O[Si](C)(C)C(C)(C)C)C[C@H]2CCCC[C@@H]21)N([C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3717.6	Standard non polar	33892256
Trandolaprilat,3TBDMS,isomer #1	C[C@@H](C(=O)N1[C@H](C(=O)O[Si](C)(C)C(C)(C)C)C[C@H]2CCCC[C@@H]21)N([C@@H](CCC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4134.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Trandolaprilat GC-MS (Non-derivatized) - 70eV, Positive	splash10-053r-9527000000-a643d41bd64e07adba5a	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trandolaprilat GC-MS (2 TMS) - 70eV, Positive	splash10-00su-9222430000-0069ccf8184bd033698c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trandolaprilat 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 - Trandolaprilat 10V, Positive-QTOF	splash10-0k9i-0239400000-ab8bb14e56c9f83e8e16	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trandolaprilat 20V, Positive-QTOF	splash10-0a4i-1953000000-fdf35cfce0f13a2da0fa	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trandolaprilat 40V, Positive-QTOF	splash10-08ml-3910000000-249f7038306c9dfa5c02	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trandolaprilat 10V, Negative-QTOF	splash10-0zfr-0009500000-926c6ad77a5d3f549f5b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trandolaprilat 20V, Negative-QTOF	splash10-0rl0-0519100000-4bede66895662526d830	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trandolaprilat 40V, Negative-QTOF	splash10-01b9-1900000000-99dcb0b8ac33262690fd	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trandolaprilat 10V, Positive-QTOF	splash10-0udi-0004900000-86ea00e1726806b2e12c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trandolaprilat 20V, Positive-QTOF	splash10-0r6r-1924100000-8ec17a909156436e97bd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trandolaprilat 40V, Positive-QTOF	splash10-014i-2900000000-aff52d5f6fcb564c6305	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trandolaprilat 10V, Negative-QTOF	splash10-0udi-0003900000-aa8d32acfe381a17f46b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trandolaprilat 20V, Negative-QTOF	splash10-0ue9-1942300000-0b762c05765866d55156	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trandolaprilat 40V, Negative-QTOF	splash10-0i03-3900000000-6b6ee1d22a0b4eb4677a	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Name	SMPDB/PathBank	KEGG
Trandolapril Action Pathway		Not Available
Trandolapril Metabolism Pathway		Not Available

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

5464097

PDB ID

X93

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 Trandolaprilat (HMDB0060583)

MOL for HMDB0060583 (Trandolaprilat)

3D MOL for HMDB0060583 (Trandolaprilat)

3D SDF for HMDB0060583 (Trandolaprilat)

3D-SDF for HMDB0060583 (Trandolaprilat)

PDB for HMDB0060583 (Trandolaprilat)

3D PDB for HMDB0060583 (Trandolaprilat)

SMILES for HMDB0060583 (Trandolaprilat)

INCHI for HMDB0060583 (Trandolaprilat)

Structure for HMDB0060583 (Trandolaprilat)

3D Structure for HMDB0060583 (Trandolaprilat)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra