1-(2,2-difluoro-2H-1,3-benzodioxol-5-yl)-N-{1-[(2R)-2,3-dihydroxypropyl]-6-fluoro-2-(1-hydroxy-2-methylpropan-2-yl)-1H-indol-5-yl}cyclopropane-1-carboxamide

• ChemBase ID: 312923
• Molecular Formular: C26H27F3N2O6
• Molecular Mass: 520.4975896
• Monoisotopic Mass: 520.18212125
• SMILES: c12ccc(cc1OC(O2)(F)F)C1(C(=O)Nc2c(cc3c(c2)cc(n3C[C@H](CO)O)C(CO)(C)C)F)CC1
• Canonical SMILES: OC[C@@H](Cn1c2cc(F)c(cc2cc1C(CO)(C)C)NC(=O)C1(CC1)c1ccc2c(c1)OC(O2)(F)F)O
• InChI: InChI=1S/C26H27F3N2O6/c1-24(2,13-33)22-8-14-7-18(17(27)10-19(14)31(22)11-16(34)12-32)30-23(35)25(5-6-25)15-3-4-20-21(9-15)37-26(28,29)36-20/h3-4,7-10,16,32-34H,5-6,11-13H2,1-2H3,(H,30,35)/t16-/m1/s1
• InChIKey: MJUVRTYWUMPBTR-MRXNPFEDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(2,2-difluoro-2H-1,3-benzodioxol-5-yl)-N-{1-[(2R)-2,3-dihydroxypropyl]-6-fluoro-2-(1-hydroxy-2-methylpropan-2-yl)-1H-indol-5-yl}cyclopropane-1-carboxamide
• IUPAC Traditional name: 1-(2,2-difluoro-1,3-benzodioxol-5-yl)-N-{1-[(2R)-2,3-dihydroxypropyl]-6-fluoro-2-(1-hydroxy-2-methylpropan-2-yl)indol-5-yl}cyclopropane-1-carboxamide
• Synonyms: VX-661

Database IDs

• CAS Number: 1152311-62-0

CALCULATED PROPERTIES

• Polar Surface Area: 113.18 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false
• Acid pKa: 11.538957
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 4.0255375
• LogD (pH = 7.4): 4.025508
• Log P: 4.025538
• Molar Refractivity: 125.5255 cm^3
• Polarizability: 49.252384 Å^3

PROPERTIES

Pharmacology Properties

• Target: CFTR

Product Information

• Salt Data: Free Base