Metabolite Fosinoprilat

Name

Fosinoprilat

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 435.4935
Monoisotopic: 435.217459715

Chemical Formula

C₂₃H₃₄NO₅P

InChI Key

WOIWWYDXDVSWAZ-RTWAWAEBSA-N

InChI

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

IUPAC Name

(2S,4S)-4-cyclohexyl-1-{2-[hydroxy(4-phenylbutyl)phosphoryl]acetyl}pyrrolidine-2-carboxylic acid

SMILES

OC(=O)[C@@H]1C[C@H](CN1C(=O)CP(O)(=O)CCCCC1=CC=CC=C1)C1CCCCC1

Reactions

Fosinopril

Fosinoprilat

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-000l-7988000000-d947cc5fbac3f2a79b76
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-000i-0113900000-1d6ce414645d1abd04ad
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-001i-0103900000-1e2fd56d7995bd609320
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-01bl-0749400000-442aea94ce61a2a470ca
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0536-1598500000-387a241c7e8b66ba006f
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-05fr-2492100000-d83cb8f85fd2380e9a24
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0016-6942200000-060162010ddc457b6e28
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-000i-0113900000-1d6ce414645d1abd04ad
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-001i-0103900000-1e2fd56d7995bd609320
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-01bl-0749400000-442aea94ce61a2a470ca
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0536-1598500000-387a241c7e8b66ba006f
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-05fr-2492100000-d83cb8f85fd2380e9a24
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0016-6942200000-060162010ddc457b6e28
Predicted 1H NMR Spectrum	1D NMR	Not Applicable
Predicted 13C NMR Spectrum	1D NMR	Not Applicable

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	221.4183273	predicted	DarkChem Lite v0.1.0
[M-H]-	190.16655	predicted	DeepCCS 1.0 (2019)
[M-H]-	221.4183273	predicted	DarkChem Lite v0.1.0
[M-H]-	190.16655	predicted	DeepCCS 1.0 (2019)
[M+H]+	222.8385273	predicted	DarkChem Lite v0.1.0
[M+H]+	192.56213	predicted	DeepCCS 1.0 (2019)
[M+H]+	222.8385273	predicted	DarkChem Lite v0.1.0
[M+H]+	192.56213	predicted	DeepCCS 1.0 (2019)
[M+Na]+	222.5266273	predicted	DarkChem Lite v0.1.0
[M+Na]+	198.77486	predicted	DeepCCS 1.0 (2019)
[M+Na]+	222.5266273	predicted	DarkChem Lite v0.1.0
[M+Na]+	198.77486	predicted	DeepCCS 1.0 (2019)

External Links

ChemSpider: 56667
BindingDB: 50018849
ChEBI: 116962
ChEMBL: CHEMBL581
ZINC: ZINC000004213382
PDBe Ligand: KS8
Wikipedia: Fosinopril

Predicted Properties

Property	Value	Source
Water Solubility	0.00447 mg/mL	ALOGPS
logP	3.7	ALOGPS
logP	3.34	Chemaxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	1.76	Chemaxon
pKa (Strongest Basic)	-4.7	Chemaxon
Physiological Charge	-2	Chemaxon
Hydrogen Acceptor Count	5	Chemaxon
Hydrogen Donor Count	2	Chemaxon
Polar Surface Area	94.91 Å²	Chemaxon
Rotatable Bond Count	9	Chemaxon
Refractivity	116.03 m³·mol^-1	Chemaxon
Polarizability	47.35 Å³	Chemaxon
Number of Rings	3	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	Yes	Chemaxon
Ghose Filter	Yes	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	Yes	Chemaxon

Metabolite Fosinoprilat

Structure for Fosinoprilat

Collision Cross Sections (CCS)