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
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
Click here for help
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
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
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)
GtoPdb PubChem SID 178103190
PubChem CID 3033702
Search Google for chemical match using the InChIKey FMMDBLMCSDRUPA-BPUTZDHNSA-N
Search Google for chemicals with the same backbone FMMDBLMCSDRUPA
Search PubMed clinical trials spiraprilat
Search PubMed titles spiraprilat
Search PubMed titles/abstracts spiraprilat
UniChem Compound Search for chemical match using the InChIKey FMMDBLMCSDRUPA-BPUTZDHNSA-N
UniChem Connectivity Search for chemical match using the InChIKey FMMDBLMCSDRUPA-BPUTZDHNSA-N
Wikipedia Spiraprilat