captopril   Click here for help

GtoPdb Ligand ID: 5158

Synonyms: Capoten® | SQ-14225
Approved drug PDB Ligand
captopril is an approved drug (FDA (1981))
Compound class: Synthetic organic
Comment: Captopril is a potent, competitive angiotensin-converting enzyme (ACE) inhibitor, and is one of few that that is not a prodrug.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 96.41
Molecular weight 217.08
XLogP 0.64
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES SCC(C(=O)N1CCCC1C(=O)O)C
Isomeric SMILES SC[C@H](C(=O)N1CCC[C@H]1C(=O)O)C
InChI InChI=1S/C9H15NO3S/c1-6(5-14)8(11)10-4-2-3-7(10)9(12)13/h6-7,14H,2-5H2,1H3,(H,12,13)/t6-,7+/m1/s1
InChI Key FAKRSMQSSFJEIM-RQJHMYQMSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1981))
IUPAC Name Click here for help
(2S)-1-[(2S)-2-methyl-3-sulfanylpropanoyl]pyrrolidine-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
4373 captopril
Synonyms Click here for help
Capoten® | SQ-14225
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9614832
Reactome Reaction Reactome logo R-HSA-9614933
Other databases
CAS Registry No. 62571-86-2
ChEBI CHEBI:3380
ChEMBL Ligand CHEMBL1560
DrugBank Ligand DB01197
DrugCentral Ligand 484
GtoPdb PubChem SID 178101850
PubChem CID 44093
RCSB PDB Ligand X8Z
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Search PubMed clinical trials captopril
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Search UniChem for chemicals with the same backbone FAKRSMQSSFJEIM
SynPHARM 78463 (in complex with Angiotensin-converting enzyme)
Wikipedia Captopril

Product suppliers

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Tocris
Captopril
Cat. No. 4455