Compound: quinapril
SMILES: O=C(O)[C@H]1N(C(=O)[C@@H](N[C@H](C(=O)OCC)CCc2ccccc2)C)Cc3ccccc3C1
InChIKey: JSDRRTOADPPCHY-HSQYWUDLSA-N
Synonyms: quinapril, 85441-61-8, Quinaprilum, C09AA06, (3S)-2-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-3,4-dihydro-1H-isoquinoline-3-carboxylic acid, RJ84Y44811, CHEBI:8713, DTXSID4023547, 3-Isoquinolinecarboxylic acid, 2-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)-1,2,3,4-tetrahydro-, (3S-(2(R*(R*)),3R*))-, 3-Isoquinolinecarboxylic acid, 2-[(2S)-2-[[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]-1,2,3,4-tetrahydro-, (3S)-, (3S)-2-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid, (3S)-2-((2S)-2-(((2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)amino)propanoyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid, (3S)-2-((2S)-2-(((2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)amino)propanoyl)-3,4-dihydro-1H-isoquinoline-3-carboxylic acid, 3-Isoquinolinecarboxylic acid, 2-((2S)-2-(((1S)-1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)-1,2,3,4-tetrahydro-, (3S)-, RefChem:57154, DTXCID303547, PD 1094522, PD 109452 2, PD 109,452 2, PD-109,452-2, Quinaprilum [Latin], Accuretic, Quinapril (INN), QUINAPRIL [INN], (3S)-2-{N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-L-alanyl}-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid, CI-906 (free acid), Quinapril [USP:INN:BAN], UNII-RJ84Y44811, Quinapril (Korec), Spectrum_001597, QUINAPRIL [MI], Spectrum2_000825, Spectrum3_001551, Spectrum4_000727, Spectrum5_001075, QUINAPRIL [VANDF], QUINAPRIL [WHO-DD], CHEMBL1592, SCHEMBL15813, BSPBio_003022, KBioGR_000994, KBioSS_002077, (3S)-2-{N-((S)-1-Ethoxycarbonyl-3-phenylpropyl)-L-alanyl}-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid, BIDD:GT0797, DivK1c_000710, SPBio_000749, GTPL6350, orb2945726, QUINAPRIL [USP IMPURITY], SCHEMBL29380303, HMS502D12, HY-B0477A, KBio1_000710, KBio2_002077, KBio2_004645, KBio2_007213, KBio3_002522, NINDS_000710, HMS2090L05, BDBM50368166, EBC-27099, AKOS015950821, DB00881, IDI1_000710, NCGC00167962-01, NCGC00167962-02, NCGC00167962-03, NCGC00167962-05, NCGC00167962-14, (3S)-2-(N-{(1S)-1-[(ethyloxy)carbonyl]-3-phenylpropyl}-L-alanyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid, (3S)-2-{(2S)-2-[(1S)-1-ethoxycarbonyl-3-phenylpropylamino]propanoyl}-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid, SBI-0051931.P002, NS00010368, C07398, D03752, AB00053714-07, AB00053714_08, AB00053714_09, Q596022, BRD-K72222507-003-03-6, BRD-K72222507-003-07-7, BRD-K72222507-003-15-0, BRD-K72222507-003-16-8, BRD-K72222507-003-17-6, (3S)-2-{N-[(2S)-1-ethoxycarbonyl-4-phenylbutan-2-yl]-L-alanyl}-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
Theoretical properties:
molecular_formula: C25H30N2O5
molecular_weight: 438.5 g/mol
exact_mass: 438.21547206 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 10
heavy_atom_count: 32
topological_polar_surface_area: 95.9 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 120-130 °C
solubility: 8.50e-03 g/L
Descriptions:
{"pubchem": "Quinapril is a member of the class of isoquinolines that is (3S)-2-L-alanyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid in which the alpha-amino group of the alanyl residue has been substituted by a 1-ethoxycarbonyl-4-phenylbutan-2-yl group (the all-S isomer). A prodrug for quinaprilat (by hydrolysis of the ethyl ester to the corresponding carboxylic acid), it is used as an angiotensin-converting enzyme inhibitor (ACE inhibitor) used (generally as the hydrochloride salt) for the treatment of hypertension and congestive heart failure. It has a role as an EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor, an antihypertensive agent and a prodrug. It is a tertiary carboxamide, an ethyl ester, a member of isoquinolines and a dicarboxylic acid monoester.", "chebi": "A member of the class of isoquinolines that is (3<i>S</i>)-2-<small>L</small>-alanyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid in which the \u03b1-amino group of the alanyl residue has been substituted by a 1-ethoxycarbonyl-4-phenylbutan-2-yl group (the <em>all</em>-<i>S</i> isomer). A prodrug for quinaprilat (by hydrolysis of the ethyl ester to the corresponding carboxylic acid), it is used as an angiotensin-converting enzyme inhibitor (ACE inhibitor) used (generally as the hydrochloride salt) for the treatment of hypertension and congestive heart failure.", "chembl": "QUINAPRIL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.", "wikipedia": "Quinapril, sold under the brand name Accupril by the Pfizer corporation, is a medication used to treat high blood pressure (hypertension), heart failure, and diabetic kidney disease. It is a first line treatment for high blood pressure. It is taken by mouth.\nCommon side effects include headaches, dizziness, feeling tired, and cough. Serious side effects may include liver problems, low blood pressure, angioedema, kidney problems, and high blood potassium. Use in pregnancy and breastfeeding is not recommended. It is among a class of drugs called ACE inhibitors and works by decreasing renin-angiotensin-aldosterone system activity.\nQuinapril was patented in 1980 and came into medical use in 1989. It is available as a generic medication. In 2020, it was the 253rd most commonly prescribed medication in the United States, with more than 1 million prescriptions."}