Responsive image

Common name


Enalapril

IUPAC name


(2S)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]pyrrolidine-2-carboxylic acid

SMILES


CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N1CCC[C@H]1C(O)=O

Compound class


Angiotensin-Converting Enzyme Inhibitors; Antihypertensive Agents; Cardiovascular System; Agents Acting on the Renin-Angiotensin System; ACE Inhibitors, Plain; ACE Inhibitors and Diuretics; ACE Inhibitors and Calcium Channel Blockers; CYP3A4 Inhibitors;

Therapeutic area


For the treatment of essential or renovascular hypertension and symptomatic congestive heart failure. It may be used alone or in combination with thiazide diuretics.

Common name


Enalapril

IUPAC name


(2S)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]pyrrolidine-2-carboxylic acid

SMILES


CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N1CCC[C@H]1C(O)=O

INCHI


InChI=1S/C20H28N2O5/c1-3-27-20(26)16(12-11-15-8-5-4-6-9-15)21-14(2)18(23)22-13-7-10-17(22)19(24)25/h4-6,8-9,14,16-17,21H,3,7,10-13H2,1-2H3,(H,24,25)/t14-,16-,17-/m0/s1

FORMULA


C20H28N2O5

Responsive image

Common name


Enalapril

IUPAC name


(2S)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]pyrrolidine-2-carboxylic acid

Molecular weight


376.447

clogP


2.216

clogS


-2.946

HBond Acceptor


5

HBond Donor


2

Total Polar
Surface Area


95.94

Number of Rings


2

Rotatable Bond


11

Drug ID Common name Structure CAS SMILE Frequency
FDBF00023 toluene Responsive image c1(ccccc1)C 0.1268
FDBF00068 N-methylethanamine Responsive image N(CC)C 0.0429
FDBF00070 N-ethylethanamine Responsive image N(CC)CC 0.0240
FDBF00103 ethyl acetate Responsive image O(C(=O)C)CC 0.0127
FDBF00141 ethylbenzene Responsive image c1(ccccc1)CC 0.0371
FDBF00191 ethyl 2-aminoacetate Responsive image C(N)C(=O)OCC 0.0041
FDBF01086 (2S)-1-formylpyrrolidine-2-carboxylic acid Responsive image O=CN1CCCC1C(=O)O 0.0014
FDBF01308 (2S)-1-propanoylpyrrolidine-2-carboxylic acid Responsive image O=C(N1C(CCC1)C(=O)O)CC 0.0010
18 , 2