Compound: PERINDOPRIL
SMILES: O=C(O)[C@H]1N(C(=O)[C@@H](N[C@H](C(=O)OCC)CCC)C)[C@H]2CCCC[C@H]2C1
InChIKey: IPVQLZZIHOAWMC-QXKUPLGCSA-N
Synonyms: PERINDOPRIL, 82834-16-0, Perindoprilum, McN-A-2833, S-9490, Y5GMK36KGY, CHEBI:8024, DTXSID6023440, DTXCID303440, S 9490, (2S,3aS,7aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxopentan-2-yl]amino}propanoyl]octahydro-1H-indole-2-carboxylic acid, (2S,3aS,7aS)-1-((S)-N-((S)-1-Carboxybutyl)alanyl)hexahydro-2-indolinecarboxylic acid, 1-ethyl ester, (2S,3aS,7aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxopentan-2-yl]amino}propanoyl]-octahydro-1H-indole-2-carboxylic acid, 1H-Indole-2-carboxylic acid, 1-(2-((1-(ethoxycarbonyl)butyl)amino)-1-oxopropyl)octahydro-, (2S-(1(R*(R*)),2alpha,3abeta,7abeta))-, S9490, Pirindopril, (2S,3aS,7aS)-1-((2S)-2-(((2S)-1-ethoxy-1-oxopentan-2-yl)amino)propanoyl)-octahydro-1H-indole-2-carboxylic acid, (2S,3aS,7aS)-1-((2S)-2-(((2S)-1-ethoxy-1-oxopentan-2-yl)amino)propanoyl)octahydro-1H-indole-2-carboxylic acid, (2S,3aS,7aS)-1-[(S)-N-[(S)-1-Carboxybutyl]alanyl]hexahydro-2-indolinecarboxylic acid, 1-ethyl ester, Erbumine, Perindopril, RefChem:57071, C09AA04, S 94903, S 9490 3, S 9490-3, 1H-Indole-2-carboxylic acid, 1-(2-((1-(ethoxycarbonyl)butyl)amino)-1-oxopropyl)octahydro-, (2S,3aS,7aS)-1-[(2S)-2-[[(2S)-1-ethoxy-1-oxopentan-2-yl]amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid, (2S,3aS,7aS)-1-((S)-2-(((S)-1-Ethoxy-1-oxopentan-2-yl)amino)propanoyl)octahydro-1H-indole-2-carboxylic acid, Prestarium, Coverex, Coversum, Coverene Cor, CAS-82834-16-0, Perindoprilum [Latin], UNII-Y5GMK36KGY, Perindopril (USAN/INN), Perindopril [USAN:INN:BAN], Perindopril Acid, McN-A 2833, NCGC00159509-02, SED-9490, MFCD00865859, DW-7950, BRN 4300272, Spectrum_001948, PERINDOPRIL [MI], Spectrum2_001108, Spectrum3_001683, Spectrum4_000775, Spectrum5_001689, PERINDOPRIL [INN], PERINDOPRIL [USAN], PERINDOPRIL [VANDF], CHEMBL1581, PERINDOPRIL [MART.], SCHEMBL16205, BSPBio_003206, KBioGR_001190, KBioSS_002502, PERINDOPRIL [WHO-DD], MLS002154153, BIDD:GT0786, SPBio_001216, GTPL6367, orb1705037, KBio2_002494, KBio2_005062, KBio2_007630, KBio3_002426, IPVQLZZIHOAWMC-QXKUPLGCSA-N, HMS2098M04, HMS2232M24, HMS3715M04, EX-A6377, HY-B0130, MSK10411, Tox21_113087, BDBM50248096, BDBM50493988, EBC-26815, AKOS025311315, Tox21_113087_1, CCG-221101, CS-1903, DB00790, FP26845, NCGC00274070-01, (2S)-2-[(1S)-1-Carbethoxybutylamino]-1-oxopropyl-(2S,3aS,7aS)-perhydroindole-2-carboxylic acid, (2S,3aS,7aS)-1-[(2S)-2-[[(1S)-1-ethoxycarbonylbutyl]amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid, ethyl N-{(2S)-1-[(2S,3aS,7aS)-2-carboxyoctahydro-1H-indol-1-yl]-1-oxopropan-2-yl}-L-norvalinate, SMR001233453, SBI-0206736.P001, NS00117952, C07706, D03753, G78306, AB00918721_06, EN300-7481397, Q277785, S-90652, SR-01000841817, SR-01000841817-2, BRD-K92731339-227-02-3, BRD-K92731339-227-03-1, BRD-K92731339-227-04-9, (2S,3aS,7aS)-1-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)butyl]amino]-1-oxopropyl]octahydro-1H-indole-2-carboxylic Acid, (2S,3aS,7aS)-1-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)butyl]amino]propanoyl]octahydro-1H-indole-2-carboxylic Acid, (2s,3as,7as)-1-[(2s)-2-[[(2s)-1-ethoxy-1-oxo-2-pent-yl]amino]propanoyl]-octahydro-1h-indole-2-carboxylic acid, (2S,3aS,7aS)-1-{(2S)-2-[(1S)-1-(ethoxycarbonyl)butylamino]propionyl}octahydro-1H-indole-2-carboxylic acid, [2S-[1[R*(R*)],2a,3a- b,7a-b]]-1-[2-[[1-(Ethoxycarbonyl) butyl]amino]-1-oxopropyl]octahydro-1H-indole-2-carboxylic Acid, 11H-Indole-2-carboxylic acid, octahydro-1-(2-((1-ethoxycarbonyl)butyl)amino)-1-oxopropyl)-, (2S-(1(R*(R*)),2-alpha,3a-beta,7a-beta))-, 1H-INDOLE-2-CARBOXYLIC ACID, 1-(2-((1-(ETHOXYCARBONYL)BUTYL)AMINO)-1-OXOPROPYL)OCTAHYDRO-, (2S-(1(R*(R*)),2.ALPHA.,3A.BETA.,7A.BETA.))-
Theoretical properties:
molecular_formula: C19H32N2O5
molecular_weight: 368.5 g/mol
exact_mass: 368.23112213 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 9
heavy_atom_count: 26
topological_polar_surface_area: 95.9 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
solubility: 1.22e+00 g/L
Descriptions:
{"pubchem": "Perindopril is an alpha-amino acid ester that is the ethyl ester of N-{(2S)-1-[(2S,3aS,7aS)-2-carboxyoctahydro-1H-indol-1-yl]-1-oxopropan-2-yl}-L-norvaline. It has a role as an EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor and an antihypertensive agent. It is an ethyl ester, an organic heterobicyclic compound, a dicarboxylic acid monoester and an alpha-amino acid ester. It is a conjugate acid of a perindopril(1-).", "chebi": "An \u03b1-amino acid ester that is the ethyl ester of <em>N</em>-{(2<i>S</i>)-1-[(2<i>S</i>,3a<i>S</i>,7a<i>S</i>)-2-carboxyoctahydro-1<em>H</em>-indol-1-yl]-1-oxopropan-2-yl}-<small>L</small>-norvaline", "chembl": "PERINDOPRIL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.", "wikipedia": "Perindopril is a medication used to treat high blood pressure, heart failure, or stable coronary artery disease.\nAs a long-acting ACE inhibitor, perindopril works by inhibiting production of the vasoconstriction hormone, angiotensin, thereby relaxing blood vessels, increasing urine output, and decreasing blood volume, leading to a reduction of blood pressure. It also increases blood renin activity and decreases aldosterone secretion, causing increased urine production and excretion of sodium.\nAs a prodrug, perindopril is hydrolyzed in the liver to its active metabolite, perindoprilat. It was patented in 1980 and approved for medical use in 1988. Perindopril is taken in the form of perindopril arginine/amlodipine or perindopril erbumine. Both forms are therapeutically equivalent and interchangeable. The combination perindopril/amlodipine/indapamide is on the World Health Organization's List of Essential Medicines.\nPerindopril should not be used during pregnancy, as it may harm the fetus. Some people may have allergic reactions to perindopril, while common side-effects may include cough, \nheadache, dizziness, diarrhea, or upset stomach.\nIn Australia during 2023-24, it was the fourth-most prescribed drug."}