KS8

fosinoprilat

Created:	2019-06-19
Last modified:	2019-11-13

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3 entries where KS8 is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	64
Chiral Atom Count	2
Bond Count	66
Aromatic Bond Count	6

2D diagram of KS8

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Chemical Component Summary
Name	fosinoprilat
Systematic Name (OpenEye OEToolkits)	(2~{S},4~{S})-4-cyclohexyl-1-[2-[oxidanyl(4-phenylbutyl)phosphoryl]ethanoyl]pyrrolidine-2-carboxylic acid
Formula	C₂₃ H₃₄ N O₅ P
Molecular Weight	435.494
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	CACTVS	3.385	OC(=O)[CH]1C[CH](CN1C(=O)C[P](O)(=O)CCCCc2ccccc2)C3CCCCC3
SMILES	OpenEye OEToolkits	2.0.7	c1ccc(cc1)CCCCP(=O)(CC(=O)N2CC(CC2C(=O)O)C3CCCCC3)O
Canonical SMILES	CACTVS	3.385	OC(=O)[C@@H]1C[C@H](CN1C(=O)C[P](O)(=O)CCCCc2ccccc2)C3CCCCC3
Canonical SMILES	OpenEye OEToolkits	2.0.7	c1ccc(cc1)CCCCP(=O)(CC(=O)N2C[C@@H](C[C@H]2C(=O)O)C3CCCCC3)O
InChI	InChI	1.03	InChI=1S/C23H34NO5P/c25-22(17-30(28,29)14-8-7-11-18-9-3-1-4-10-18)24-16-20(15-21(24)23(26)27)19-12-5-2-6-13-19/h1,3-4,9-10,19-21H,2,5-8,11-17H2,(H,26,27)(H,28,29)/t20-,21+/m1/s1
InChIKey	InChI	1.03	WOIWWYDXDVSWAZ-RTWAWAEBSA-N

Drug Info: DrugBank

DrugBank ID	DB14207
Name	Fosinoprilat
Groups	experimental
Description	Fosinoprilat is the active phosphinic acid metabolite of prodrug [fosinopril], which is activated by esterases in vivo. It binds zinc with phosphinic acid group.
Synonyms	Fosinoprilatum Fosinopril diacid Fosinoprilat Fosinoprilic acid
Categories	Agents Acting on the Renin-Angiotensin System Agents causing angioedema Agents causing hyperkalemia Amino Acids Amino Acids, Cyclic Amino Acids, Peptides, and Proteins Angiotensin-Converting Enzyme Inhibitors Antiarrhythmic agents Antihypertensive Agents Cardiovascular Agents Enzyme Inhibitors Imino Acids Organophosphorus Compounds Phosphinic Acids Prodrugs Protease Inhibitors
CAS number	95399-71-6

Related Resource References

Resource Name	Reference
Pharos	CHEMBL581
PubChem	62956
ChEMBL	CHEMBL581
ChEBI	CHEBI:116962

RCSB PDB Core Operations are funded by the U.S. National Science Foundation (DBI-2321666), the US Department of Energy (DE-SC0019749), and the National Cancer Institute, National Institute of Allergy and Infectious Diseases, and National Institute of General Medical Sciences of the National Institutes of Health under grant R01GM157729.