Lisinopril

C₂₁H₃₁N₃O₅CAS 76547-98-3405.50 g/mol

Open in Covalent MOL file

Amide Carboxylic acid Primary amine Secondary amine

Properties

Molecular formula: C₂₁H₃₁N₃O₅
Molar mass: 405.50 g/mol
Exact mass: 405.2264 Da
Melting point: 162–165 °C
logP: 1.24Crippen estimate
Polar surface area: 133.0 Å²
H-bond donors / acceptors: 4 / 5
Rotatable bonds: 12
Stereocentres: S, S, Sin SMILES atom order

Hazards

Danger

H315 Causes skin irritation28.6% of notifiers
H319 Causes serious eye irritation71.4% of notifiers
H360 May damage fertility or the unborn child42.9% of notifiers
H360D May damage the unborn child14.3% of notifiers
H361 Suspected of damaging fertility or the unborn child28.6% of notifiers
H362 May cause harm to breast-fed children28.6% of notifiers
H373 May causes damage to organs through prolonged or repeated exposure42.9% of notifiers

Aggregated from 7 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P203, P260, P263, P264, P264+P265, P270, P280, P302+P352, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P405, P501

Identifiers

CAS number

76547-98-3

SMILES

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

InChIKey

RLAWWYSOJDYHDC-BZSNNMDCSA-N

InChI

InChI=1S/C21H31N3O5/c22-13-5-4-9-16(19(25)24-14-6-10-18(24)21(28)29)23-17(20(26)27)12-11-15-7-2-1-3-8-15/h1-3,7-8,16-18,23H,4-6,9-14,22H2,(H,26,27)(H,28,29)/t16-,17-,18-/m0/s1

Weigh it out

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

Names and synonyms

48 names · show all

L-Proline, N2-[(1S)-1-carboxy-3-phenylpropyl]-L-lysyl-
L-Proline, 1-[N2-(1-carboxy-3-phenylpropyl)-L-lysyl]-, (S)-
N2-[(1S)-1-Carboxy-3-phenylpropyl]-L-lysyl-L-proline
MK 521
N-(1(S)-Carboxy-3-phenylpropyl)-L-lysyl-L-proline
MK 522
Zestril
Prinivil
N2-[(S)-1-Carboxy-3-phenylpropyl]-L-lysyl-L-proline
Carace
Cipral
Cipril
Coric
Inopril
Acerbon
Alapril
Lipril
Lisipril
Lisoril
Lispril
Listril
Noperten
Novatec
Presiten
Prinil
Prinvil
Tensopril
Tensyn
Vivatec
Linopril
Linvas
Lisopril
Lizonoton
Nanopril
Diroton
Longes
Lisitec
Loril
Skopryl
Amicor
Irumed
Laaven
Lizinopril
Optimon
Vitopril
Lisigamma
Lisinopril sandoz
Ranolip

Work with Lisinopril

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.

Lisinopril dihydrate83915-83-7Hydrate

Similar compounds

Enalaprilat76420-72-969 % similar N-[(1S)-1-Carboxy-3-phenylpropyl]-L-alanyl-L-proline hydrate (1:2)84680-54-668 % similar Enalapril75847-73-355 % similar Cilazapril88768-40-553 % similar Cilazapril monohydrate92077-78-653 % similar Enalapril maleate76095-16-450 % similar Z-D-Lys-oh70671-54-449 % similar Ramiprilat87269-97-448 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue. All similar compounds

Elsewhere

PubChem CAS Common Chemistry NIST WebBook