(2R)-N-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-1-[2-(1H-imidazol-1-yl)-6-methylpyrimidin-4-yl]pyrrolidine-2-carboxamide

• ChemBase ID: 4570
• Molecular Formular: C22H24N6O3
• Molecular Mass: 420.46436
• Monoisotopic Mass: 420.19098866
• SMILES: c1c2OCOc2ccc1CCNC(=O)[C@H]1CCCN1c1nc(nc(c1)C)n1ccnc1
• Canonical SMILES: O=C([C@H]1CCCN1c1cc(C)nc(n1)n1cncc1)NCCc1ccc2c(c1)OCO2
• InChI: InChI=1S/C22H24N6O3/c1-15-11-20(26-22(25-15)27-10-8-23-13-27)28-9-2-3-17(28)21(29)24-7-6-16-4-5-18-19(12-16)31-14-30-18/h4-5,8,10-13,17H,2-3,6-7,9,14H2,1H3,(H,24,29)/t17-/m1/s1
• InChIKey: LBCGUKCXRVUULK-QGZVFWFLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-N-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-1-[2-(1H-imidazol-1-yl)-6-methylpyrimidin-4-yl]pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2R)-N-[2-(2H-1,3-benzodioxol-5-yl)ethyl]-1-[2-(imidazol-1-yl)-6-methylpyrimidin-4-yl]pyrrolidine-2-carboxamide
• Synonyms: N-[2-(1,3-BENZODIOXOL-5-YL)ETHYL]-1-[2-(1H-IMIDAZOL-1-YL)-6-METHYLPYRIMIDIN-4-YL]-D-PROLINAMIDE

Database IDs

• PubChem SID: 99443387; 160968002
• PubChem CID: 16115747

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.843693
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 1.3838793
• LogD (pH = 7.4): 2.0718567
• Log P: 2.0983
• Molar Refractivity: 125.1746 cm^3
• Polarizability: 43.323605 Å^3
• Polar Surface Area: 94.4 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.24
• LOG S: -3.12
• Solubility (Water): 3.21e-01 g/l

DETAILS

DrugBank - DB06916

Drug information: experimental