ramiprilat   Click here for help

GtoPdb Ligand ID: 6344

Approved drug
ramiprilat is an approved drug (FDA (1991))
Compound class: Synthetic organic
Comment: Generated in the liver from metabolic transformation of the pro-drug ramapril
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 106.94
Molecular weight 388.2
XLogP 2.14
No. Lipinski's rules broken 0
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Canonical SMILES OC(=O)C(NC(C(=O)N1C2CCCC2CC1C(=O)O)C)CCc1ccccc1
Isomeric SMILES OC(=O)[C@@H](N[C@H](C(=O)N1[C@H]2CCC[C@H]2C[C@H]1C(=O)O)C)CCc1ccccc1
InChI InChI=1S/C21H28N2O5/c1-13(22-16(20(25)26)11-10-14-6-3-2-4-7-14)19(24)23-17-9-5-8-15(17)12-18(23)21(27)28/h2-4,6-7,13,15-18,22H,5,8-12H2,1H3,(H,25,26)(H,27,28)/t13-,15-,16-,17-,18-/m0/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1991))
Prodrug ramipril
IUPAC Name Click here for help
(2S,3aS,6aS)-1-[(2S)-2-[[(2S)-1-hydroxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[d]pyrrole-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
5713 ramiprilat
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9619013, R-ALL-9614963
Reactome Reaction Reactome logo R-HSA-9614933, R-HSA-9619034
Other databases
CAS Registry No. 87269-97-4 (source: Scifinder)
ChEMBL Ligand CHEMBL1201365
GtoPdb PubChem SID 178102962
PubChem CID 5464096
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UniChem Compound Search for chemical match using the InChIKey KEDYTOTWMPBSLG-HILJTLORSA-N
UniChem Connectivity Search for chemical match using the InChIKey KEDYTOTWMPBSLG-HILJTLORSA-N