spiraprilat   Click here for help

GtoPdb Ligand ID: 6576

Synonyms: SCH-33861
Approved drug
spiraprilat is an approved drug (FDA (1994))
Compound class: Synthetic organic
Comment: ACE inhibitor drug metobolically generated from spirapril prodrug
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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 157.54
Molecular weight 438.13
XLogP 2.23
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC(C(=O)N1CC2(CC1C(=O)O)SCCS2)NC(C(=O)O)CCc1ccccc1
Isomeric SMILES C[C@@H](C(=O)N1CC2(C[C@H]1C(=O)O)SCCS2)N[C@H](C(=O)O)CCc1ccccc1
InChI InChI=1S/C20H26N2O5S2/c1-13(21-15(18(24)25)8-7-14-5-3-2-4-6-14)17(23)22-12-20(28-9-10-29-20)11-16(22)19(26)27/h2-6,13,15-16,21H,7-12H2,1H3,(H,24,25)(H,26,27)/t13-,15-,16-/m0/s1
InChI Key FMMDBLMCSDRUPA-BPUTZDHNSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1994))
Prodrug spirapril
IUPAC Name Click here for help
(7S)-8-[(2S)-2-[[(2S)-1-hydroxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-1,4-dithia-8-azaspiro[4.4]nonane-7-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
6357 spiraprilat
Synonyms Click here for help
SCH-33861
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9619049, R-ALL-9614961
Reactome Reaction Reactome logo R-HSA-9614933, R-HSA-9619034
Other databases
CAS Registry No. 83602-05-5 (source: PubChem)
ChEMBL Ligand CHEMBL579
GtoPdb PubChem SID 178103190
PubChem CID 3033702
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Search UniChem for chemical match using the InChIKey FMMDBLMCSDRUPA-BPUTZDHNSA-N
Search UniChem for chemicals with the same backbone FMMDBLMCSDRUPA
Wikipedia Spiraprilat