3-(3S)-1-benzylpyrrolidin-3-yl 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

• ChemBase ID: 293817
• Molecular Formular: C27H29N3O6
• Molecular Mass: 491.53566
• Monoisotopic Mass: 491.20563566
• SMILES: O=C(C1=C(C)NC(=C(C(=O)OC)C1c1cccc([N+](=O)[O-])c1)C)O[C@@H]1CN(Cc2ccccc2)CC1
• Canonical SMILES: COC(=O)C1=C(C)NC(=C(C1c1cccc(c1)[N+](=O)[O-])C(=O)O[C@H]1CCN(C1)Cc1ccccc1)C
• InChI: InChI=1S/C27H29N3O6/c1-17-23(26(31)35-3)25(20-10-7-11-21(14-20)30(33)34)24(18(2)28-17)27(32)36-22-12-13-29(16-22)15-19-8-5-4-6-9-19/h4-11,14,22,25,28H,12-13,15-16H2,1-3H3/t22-,25?/m0/s1
• InChIKey: VXMOONUMYLCFJD-XADRRFQNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(3S)-1-benzylpyrrolidin-3-yl 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
• IUPAC Traditional name: barnidipine
• Synonyms: (S)-3-((S)-1-Benzylpyrrolidin-3-yl) 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

Database IDs

• CAS Number: 104713-75-9
• MDL Number: MFCD00871351
• PubChem SID: 180679348
• PubChem CID: 65884

CALCULATED PROPERTIES

• Acid pKa: 19.466343
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.87611085
• LogD (pH = 7.4): 2.650228
• Log P: 3.5068138
• Molar Refractivity: 136.3588 cm^3
• Polarizability: 51.66804 Å^3
• Polar Surface Area: 111.01 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 95+%