Enalapril

C₂₀H₂₈N₂O₅CAS 75847-73-3376.45 g/mol

Open in Covalent MOL file

Amide Carboxylic acid Ester Secondary amine

Properties

Molecular formula: C₂₀H₂₈N₂O₅
Molar mass: 376.45 g/mol
Exact mass: 376.1998 Da
Melting point: 143–144 °C
pKa: 2.3 (carboxylic acid), 3 (carboxylic acid), 3.4 (caboxylic acid), 5.5 (secondary amide)
logP: 1.60Crippen estimate
Polar surface area: 95.9 Å²
H-bond donors / acceptors: 2 / 5
Rotatable bonds: 9
Stereocentres: S, S, Sin SMILES atom order

Hazards

Warning

H317 May cause an allergic skin reaction100% of notifiers
H361 Suspected of damaging fertility or the unborn child100% of notifiers

Aggregated from 39 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P203, P261, P272, P280, P302+P352, P318, P321, P333+P317, P362+P364, P405, P501

Identifiers

CAS number

75847-73-3

SMILES

CCOC(=O)[C@H](CCc1ccccc1)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)O

InChIKey

GBXSMTUPTTWBMN-XIRDDKMYSA-N

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

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

4 names

L-Proline, N-[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]-L-alanyl-
L-Proline, 1-[N-[1-(ethoxycarbonyl)-3-phenylpropyl]-L-alanyl]-, (S)-
N-[(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanyl-L-proline
Enarenal

Work with Enalapril

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Enalapril maleate76095-16-4Salt

Similar compounds

Enalaprilat76420-72-978 % similar Quinapril85441-61-877 % similar N-[(1S)-1-Carboxy-3-phenylpropyl]-L-alanyl-L-proline hydrate (1:2)84680-54-674 % similar Quinapril hydrochloride82586-55-874 % similar Cilazapril88768-40-572 % similar N-[1(S)-Ethoxycarbonyl-3-phenylpropyl]-L-alanine82717-96-271 % similar Ramipril87333-19-571 % similar Trandolapril87679-37-671 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

PubChem CAS Common Chemistry NIST WebBook