trandolapril   Click here for help

GtoPdb Ligand ID: 6453

Synonyms: CI-907 | indolapril | Mavik® | RU-44570
Approved drug
trandolapril is an approved drug (FDA (1996))
Compound class: Synthetic organic
Comment: Metabolized to its biologically active diacid (drug) trandolaprilat in the liver.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 95.94
Molecular weight 430.25
XLogP 3.45
No. Lipinski's rules broken 0
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Canonical SMILES CCOC(=O)C(NC(C(=O)N1C2CCCCC2CC1C(=O)O)C)CCc1ccccc1
Isomeric SMILES CCOC(=O)[C@@H](N[C@H](C(=O)N1[C@H]2CCCC[C@@H]2C[C@H]1C(=O)O)C)CCc1ccccc1
InChI InChI=1S/C24H34N2O5/c1-3-31-24(30)19(14-13-17-9-5-4-6-10-17)25-16(2)22(27)26-20-12-8-7-11-18(20)15-21(26)23(28)29/h4-6,9-10,16,18-21,25H,3,7-8,11-15H2,1-2H3,(H,28,29)/t16-,18+,19-,20-,21-/m0/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1996))
Is prodrug? Yes
Active form trandolaprilat
IUPAC Name Click here for help
(2S,3aR,7aS)-1-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
5746 trandolapril
Synonyms Click here for help
CI-907 | indolapril | Mavik® | RU-44570
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9619015
Reactome Reaction Reactome logo R-HSA-9619024
Other databases
CAS Registry No. 87679-37-6 (source: PubChem)
ChEMBL Ligand CHEMBL1519
DrugBank Ligand DB00519
DrugCentral Ligand 2712, 2712
GtoPdb PubChem SID 178103069
PubChem CID 5484727
Search Google for chemical match using the InChIKey VXFJYXUZANRPDJ-WTNASJBWSA-N
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UniChem Compound Search for chemical match using the InChIKey VXFJYXUZANRPDJ-WTNASJBWSA-N
UniChem Connectivity Search for chemical match using the InChIKey VXFJYXUZANRPDJ-WTNASJBWSA-N
Wikipedia Trandolapril