Marvin  03171010152D          

 31 33  0  0  1  0            999 V2000
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    6.8436   -2.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5414   -1.0599    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1225   -2.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2048   -1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3006   -0.2765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4802   -0.2517    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3240   -1.2971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5435   -2.7798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9257   -0.7412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5084   -2.1060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4802    0.5733    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7658    0.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0513    1.3984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3368    0.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3368    0.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0513   -0.2517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7658    0.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4080   -2.3329    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.4080   -1.5079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6935   -2.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9791   -2.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2646   -2.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5501   -2.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8357   -2.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1212   -2.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4067   -2.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4067   -3.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1212   -3.9830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8357   -3.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6215   -3.1298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  1  1  0  0  0  0
  6  3  1  0  0  0  0
  7  5  1  0  0  0  0
  3  8  1  1  0  0  0
  9  2  2  0  0  0  0
 10  8  1  0  0  0  0
 11  8  2  0  0  0  0
  7  6  1  0  0  0  0
  7 12  1  1  0  0  0
  7 13  1  0  0  0  0
 17 13  1  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 14 18  1  0  0  0  0
  4 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 24  1  0  0  0  0
 26 27  2  0  0  0  0
 26 25  1  0  0  0  0
 30 25  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 19 31  1  0  0  0  0
M  END
> <ID>
CHEBI:116962

> <NAME>
fosinoprilat

> <DEFINITION>
A phosphinic acid-containing N-acyl derivative of (4S)-cyclohexyl-L-proline. An inhibitor of angiotensin converting enzyme (ACE), it is used as the phosphinate ester pro-drug fosinopril for treatment of hypertension and chronic heart failure.

> <STAR>
3

> <SYNONYM>
fosinoprilic acid; fosinopril diacid; 4-Cyclohexyl-1-{2-[hydroxy-(4-phenyl-butyl)-phosphinoyl]-acetyl}-pyrrolidine-2-carboxylic acid; (4S)-4-cyclohexyl-1-((hydroxy(4-phenylbutyl)phosphinyl)acetyl)-L-proline; (2S,4S)-4-cyclohexyl-1-{2-[hydroxy-(4-phenyl-butyl)-phosphinoyl]-acetyl}-pyrrolidine-2-carboxylic acid; (2S,4S)-4-cyclohexyl-1-{2-[hydroxy(4-phenylbutyl)phosphoryl]acetyl}pyrrolidine-2-carboxylic acid

> <IUPAC_NAME>
(4S)-4-cyclohexyl-1-{[hydroxy(4-phenylbutyl)phosphoryl]acetyl}-L-proline

> <INN>
fosinoprilatum; fosinoprilat; fosinoprilat; fosinoprilat

> <FORMULA>
C23H34NO5P

> <MASS>
435.49350

> <MONOISOTOPIC_MASS>
435.21746

> <CHARGE>
0

> <SMILES>
[H][C@]1(C[C@H](N(C1)C(=O)CP(O)(=O)CCCCc1ccccc1)C(O)=O)C1CCCCC1

> <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

> <INCHIKEY>
WOIWWYDXDVSWAZ-RTWAWAEBSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
6492772

> <CAS_REGISTRY_NUMBER>
95399-71-6

> <REAXYS_REGISTRY_NUMBER>
6492772

> <CHEMIDPLUS>
95399-71-6

> <KEGG_DRUG_ACCESSION>
D03772

> <PUBMED_CITATION>
10606834; 17482898; 7751424; 9549638

$$$$