IUPAC name
(2S,4S)-4-cyclohexyl-1-(2-{[2-methyl-1-(propanoyloxy)propoxy](4-phenylbutyl)phosphoryl}acetyl)pyrrolidine-2-carboxylic acid
SMILES
CCC(=O)OC(OP(=O)(CCCCC1=CC=CC=C1)CC(=O)N1C[C@@H](C[C@H]1C(O)=O)C1CCCCC1)C(C)C
Compound class
Angiotensin-Converting Enzyme Inhibitors; Antihypertensive Agents; Cardiovascular System; Agents Acting on the Renin-Angiotensin System; ACE Inhibitors, Plain; ACE Inhibitors and Diuretics;
Therapeutic area
For treating mild to moderate hypertension, use as an adjunct in treating congestive heart failure, and may be used to slow the rate of progression of renal disease in hypertensive individuals with diabetes mellitus and microalbuminuria or overt nephropathy.
Common name
Fosinopril
IUPAC name
(2S,4S)-4-cyclohexyl-1-(2-{[2-methyl-1-(propanoyloxy)propoxy](4-phenylbutyl)phosphoryl}acetyl)pyrrolidine-2-carboxylic acid
SMILES
CCC(=O)OC(OP(=O)(CCCCC1=CC=CC=C1)CC(=O)N1C[C@@H](C[C@H]1C(O)=O)C1CCCCC1)C(C)C
INCHI
InChI=1S/C30H46NO7P/c1-4-28(33)37-30(22(2)3)38-39(36,18-12-11-15-23-13-7-5-8-14-23)21-27(32)31-20-25(19-26(31)29(34)35)24-16-9-6-10-17-24/h5,7-8,13-14,22,24-26,30H,4,6,9-12,15-21H2,1-3H3,(H,34,35)/t25-,26+,30?,39?/m1/s1
FORMULA
C30H46NO7P
Common name
Fosinopril
IUPAC name
(2S,4S)-4-cyclohexyl-1-(2-{[2-methyl-1-(propanoyloxy)propoxy](4-phenylbutyl)phosphoryl}acetyl)pyrrolidine-2-carboxylic acid
Molecular weight
563.663
clogP
4.756
clogS
-5.264
HBond Acceptor
7
HBond Donor
1
Total Polar Surface Area
110.21
Number of Rings
3
Rotatable Bond
16
| Drug ID | Common name | Structure CAS | SMILE | Frequency |
|---|---|---|---|---|
| FDBF00102 | methyl propanoate |
|
C(C)C(=O)OC | 0.0096 |
| FDBF00141 | ethylbenzene |
|
c1(ccccc1)CC | 0.0371 |
| FDBF00355 | cyclohexane |
|
C1CCCCC1 | 0.0127 |
| FDBF01073 | methylphosphonous acid |
|
P(O)(O)C | 0.0021 |
| FDBF01074 | (2S,4R)-4-cyclohexyl-1-formyl-pyrrolidine-2-carboxylic acid |
|
O=CN1CC(CC1C(=O)O)C2CCCCC2 | 0.0003 |
| FDBF01075 | (2S)-1-acetylpyrrolidine-2-carboxylic acid |
|
O=C(N1CCCC1C(=O)O)C | 0.0007 |
| FDBF01078 | ethylphosphonous acid |
|
P(O)(O)CC | 0.0007 |
| FDBF01081 | propylphosphonous acid |
|
P(O)(O)CCC | 0.0007 |
| FDBF01084 | butyl(methyl)phosphinic acid |
|
P(=O)(O)(C)CCCC | 0.0007 |
| FDBF01086 | (2S)-1-formylpyrrolidine-2-carboxylic acid |
|
O=CN1CCCC1C(=O)O | 0.0014 |
