Compound: trandolapril
SMILES: O=C(O)[C@H]1N(C(=O)[C@@H](N[C@H](C(=O)OCC)CCc2ccccc2)C)[C@H]3CCCC[C@@H]3C1
InChIKey: VXFJYXUZANRPDJ-WTNASJBWSA-N
Synonyms: trandolapril, 87679-37-6, Mavik, Gopten, Odrik, Trandolaprilum [Latin], RU 44570, RU-44570, Trandolaprilum, Udrik, 1T0N3G9CRC, DTXSID2023692, RU44570, NSC-758939, CHEBI:9649, DTXCID003692, (2S,3aR,7aS)-1-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid, (2S,3aR,7aS)-1-((S)-N-((S)-1-Carboxy-3-phenylpropyl)alanyl)hexahydro-2-indolinecarboxylic acid, 1-ethyl ester, Trandolaprilum (Latin), 1H-Indole-2-carboxylic acid, 1-((2S)-2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)octahydro-, (2S,3aR,7aS)-, 1H-Indole-2-carboxylic acid, octahydro-1-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)-, (2S-(1(R*(R*)),2-alpha,3a-alpha,7a-beta))-, (2S,3aR,7aS)-1-((2S)-2-(((2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)amino)propanoyl)-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid, (2S,3aR,7aS)-1-[(S)-N-[(S)-1-Carboxy-3-phenylpropyl]alanyl]hexahydro-2-indolinecarboxylic acid, 1-ethyl ester, Trandolapril Tablets, 1-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)octahydro-1H-indol-2-carboxylic acid, RefChem:57068, C09AA10, (2S,3aR,7aS)-1-(((S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)-L-alanyl)octahydro-1H-indole-2-carboxylic acid, (2s,3ar,7as)-1-[(2s)-2-[[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]octahydro-1h-indole-2-carboxylic acid, NCGC00182079-02, Preran, Odric, (2S,3aR,7aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-octahydro-1H-indole-2-carboxylic acid, C24H34N2O5, (2S)-1-[(2R)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid, (2S,3aR,7aS)-1-((S)-2-(((S)-1-Ethoxy-1-oxo-4-phenylbutan-2-yl)amino)propanoyl)octahydro-1H-indole-2-carboxylic acid, (2S,3aR,7aS)-1-[(2S)-2-[[(1S)-1-Ethoxycarbonyl-3-phenyl-propyl]amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid, CAS-87679-37-6, CCRIS 6594, Mavik (TN), UNII-1T0N3G9CRC, Trandolapril [USP:INN:BAN], Trandolapril CRS, NCGC00095153-01, Trandolapril; (2S,3aR,7aS)-1-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl]amino]propanoyl]octahydro-1H-indole-2-carboxylic acid, Trandolapril (Standard), TRANDOLAPRIL [MI], TRANDOLAPRIL [INN], TRANDOLAPRIL [JAN], CHEMBL1519, TRANDOLAPRIL [VANDF], SCHEMBL16610, TRANDOLAPRIL [MART.], BIDD:GT0804, TRANDOLAPRIL [USP-RS], TRANDOLAPRIL [WHO-DD], Trandolapril (JAN/USP/INN), GTPL6453, orb1301883, HSDB 8392, HY-B0592R, GLXC-24182, HMS3262J10, TRANDOLAPRIL [ORANGE BOOK], TARKA COMPONENT TRANDOLAPRIL, TRANDOLAPRIL [EP MONOGRAPH], HY-B0592, MSK10691, Tox21_111453, Tox21_113152, Tox21_500924, TRANDOLAPRIL [USP MONOGRAPH], BDBM50369775, EBC-27075, s6468, AKOS015843316, AKOS015896050, CCG-222228, DB00519, FT28365, KS-1467, LP00924, NSC 758939, SDCCGSBI-0633768.P001, NCGC00182079-01, NCGC00182079-03, NCGC00182079-09, NCGC00261609-01, (2S,3aR,7aS)-1-(N-((1S)-1-((Ethyloxy)carbonyl)-3-phenylpropyl)-L-alanyl)octahydro-1H-indole-2-carboxylic Acid, NS00001070, Trandolapril, >=98% (HPLC), white powder, D00383, W18796, EN300-7481395, Q929420, SR-02000000917, SR-02000000917-2, BRD-K28550399-001-01-4, Trandolapril, European Pharmacopoeia (EP) Reference Standard, Trandolapril, United States Pharmacopeia (USP) Reference Standard, (2S,3aR,7aS)-1-{N-[(2S)-1-Ethoxy-1-oxo-4-phenylbutan-2-yl]-L-alanyl}octahydro-1H-indole-2-carboxylic acid, 1H-INDOLE-2-CARBOXYLIC ACID, OCTAHYDRO N-((2S)-1-ETHOXY-1-OXO-4-PHENYLBUTAN-2-YL)-1-ALANYL (2S,3AR,7AS), 2S,3aR,7aS)-1-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]octahydro-1H-indole-2-carboxylic acid, Mavik
Theoretical properties:
molecular_formula: C24H34N2O5
molecular_weight: 430.5 g/mol
exact_mass: 430.24677219 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 10
heavy_atom_count: 31
topological_polar_surface_area: 95.9 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Colorless, crystalline solid
color: Colorless, crystalline solid
melting_point: 119-123 °C
solubility: Soluble in chloroform, dichloromethane, methanol
Descriptions:
pubchem: Trandolapril is a heterobicylic compound that is (2S,3aR,7aS)-1-[(2S)-2-aminopropanoyl]octahydro-1H-indole-2-carboxylic acid in which the hydrogen of the amino group is substituted by a (2R)-1-ethoxy-1-oxo-4-phenylbutan-2-yl group. It is a angiotensin-converting enzyme inhibitor and a prodrug used for the treatment of hypertension. 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, an organic heterobicyclic compound, a dicarboxylic acid monoester, a dipeptide and a secondary amino compound. It is functionally related to a trandolaprilat.
chebi: A heterobicylic compound that is (2<i>S</i>,3a<i>R</i>,7a<i>S</i>)-1-[(2<i>S</i>)-2-aminopropanoyl]octahydro-1<em>H</em>-indole-2-carboxylic acid in which the hydrogen of the amino group is substituted by a (2<i>R</i>)-1-ethoxy-1-oxo-4-phenylbutan-2-yl group. It is a angiotensin-converting enzyme inhibitor and a prodrug used for the treatment of hypertension.
chembl: TRANDOLAPRIL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Trandolapril is an ACE inhibitor used to treat high blood pressure. It may also be used to treat other conditions. It is similar in structure to another ramipril but has a cyclohexane group. It is a prodrug that must be metabolized into its active form. It has a longer half-life when compared to other agents in this class.
It was patented in 1981 and approved for medical use in 1993. It is marketed by Abbott Laboratories under the brand name Mavik.