(3R)-2-[(2S)-2-{[(2S)-4-cyclohexyl-1-ethoxy-1-oxobutan-2-yl]amino}propanoyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

• ChemBase ID: 177274
• Molecular Formular: C25H36N2O5
• Molecular Mass: 444.56374
• Monoisotopic Mass: 444.26242226
• SMILES: c1ccc2c(c1)C[C@@H](N(C2)C(=O)[C@@H](N[C@H](C(=O)OCC)CCC1CCCCC1)C)C(=O)O
• Canonical SMILES: CCOC(=O)[C@@H](N[C@H](C(=O)N1Cc2ccccc2C[C@@H]1C(=O)O)C)CCC1CCCCC1
• InChI: InChI=1S/C25H36N2O5/c1-3-32-25(31)21(14-13-18-9-5-4-6-10-18)26-17(2)23(28)27-16-20-12-8-7-11-19(20)15-22(27)24(29)30/h7-8,11-12,17-18,21-22,26H,3-6,9-10,13-16H2,1-2H3,(H,29,30)/t17-,21-,22+/m0/s1
• InChIKey: BBNGRGSFEKFADW-BULFRSBZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-2-[(2S)-2-{[(2S)-4-cyclohexyl-1-ethoxy-1-oxobutan-2-yl]amino}propanoyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
• IUPAC Traditional name: (3R)-2-[(2S)-2-{[(2S)-4-cyclohexyl-1-ethoxy-1-oxobutan-2-yl]amino}propanoyl]-3,4-dihydro-1H-isoquinoline-3-carboxylic acid
• Synonyms: (3S)-2-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)-3-cyclohexylpropyl]amino]-1-oxopropyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic Acid; Quinapril Cyclohexyl Analogue

Database IDs

• PubChem SID: 164233184
• PubChem CID: 71751932

CALCULATED PROPERTIES

• Acid pKa: 3.6854215
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.054275
• LogD (pH = 7.4): 0.7874043
• Log P: 2.2253647
• Molar Refractivity: 121.0112 cm^3
• Polarizability: 47.880116 Å^3
• Polar Surface Area: 95.94 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - Q670020

Quinapril Cyclohexyl is an impurity of Quinapril (Q670000), as an analogue.