methyl 4-({[(1S)-1-(2-aminophenyl)-3-methylbutyl]carbamoyl}methyl)-2-ethoxybenzoate

• ChemBase ID: 166650
• Molecular Formular: C23H30N2O4
• Molecular Mass: 398.4953
• Monoisotopic Mass: 398.22055745
• SMILES: c1cccc(c1[C@@H](NC(=O)Cc1cc(c(cc1)C(=O)OC)OCC)CC(C)C)N
• Canonical SMILES: CCOc1cc(ccc1C(=O)OC)CC(=O)N[C@H](c1ccccc1N)CC(C)C
• InChI: InChI=1S/C23H30N2O4/c1-5-29-21-13-16(10-11-18(21)23(27)28-4)14-22(26)25-20(12-15(2)3)17-8-6-7-9-19(17)24/h6-11,13,15,20H,5,12,14,24H2,1-4H3,(H,25,26)/t20-/m0/s1
• InChIKey: PVUHDPKXECGXCZ-FQEVSTJZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 4-({[(1S)-1-(2-aminophenyl)-3-methylbutyl]carbamoyl}methyl)-2-ethoxybenzoate
• IUPAC Traditional name: methyl 4-({[(1S)-1-(2-aminophenyl)-3-methylbutyl]carbamoyl}methyl)-2-ethoxybenzoate
• Synonyms: 4-[2-[[(1S)-1-(2-Aminophenyl)-3-methylbutyl]amino]-2-oxoethyl]-2-ethoxybenzoic Acid Methyl Ester; 2-Despiperidyl-2-amino Repaglinide Methyl Ester

Database IDs

• PubChem SID: 162260783
• PubChem CID: 71315814

CALCULATED PROPERTIES

• Acid pKa: 15.249521
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.792808
• LogD (pH = 7.4): 3.796526
• Log P: 3.7965736
• Molar Refractivity: 114.727 cm^3
• Polarizability: 43.935745 Å^3
• Polar Surface Area: 90.65 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D297160

Intermediate in the preparation of Repaglinide metabolites.