(2S)-4-(2,5-difluorophenyl)-N-[(3R,4S)-3-fluoro-1-methylpiperidin-4-yl]-2-(hydroxymethyl)-N-methyl-2-phenyl-2,5-dihydro-1H-pyrrole-1-carboxamide

• ChemBase ID: 5665
• Molecular Formular: C25H28F3N3O2
• Molecular Mass: 459.5039296
• Monoisotopic Mass: 459.21336181
• SMILES: CN1CC[C@@H]([C@@H](C1)F)N(C)C(=O)N1CC(=C[C@@]1(CO)c1ccccc1)c1cc(ccc1F)F
• Canonical SMILES: OC[C@]1(C=C(CN1C(=O)N([C@H]1CCN(C[C@H]1F)C)C)c1cc(F)ccc1F)c1ccccc1
• InChI: InChI=1S/C25H28F3N3O2/c1-29-11-10-23(22(28)15-29)30(2)24(33)31-14-17(20-12-19(26)8-9-21(20)27)13-25(31,16-32)18-6-4-3-5-7-18/h3-9,12-13,22-23,32H,10-11,14-16H2,1-2H3/t22-,23+,25-/m1/s1
• InChIKey: MYBGWENAVMIGMM-GIFXNVAJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-4-(2,5-difluorophenyl)-N-[(3R,4S)-3-fluoro-1-methylpiperidin-4-yl]-2-(hydroxymethyl)-N-methyl-2-phenyl-2,5-dihydro-1H-pyrrole-1-carboxamide
• IUPAC Traditional name: (2S)-4-(2,5-difluorophenyl)-N-[(3R,4S)-3-fluoro-1-methylpiperidin-4-yl]-2-(hydroxymethyl)-N-methyl-2-phenyl-5H-pyrrole-1-carboxamide
• Synonyms: (2S)-4-(2,5-difluorophenyl)-N-[(3R,4S)-3-fluoro-1-methylpiperidin-4-yl]-2-(hydroxymethyl)-N-methyl-2-phenyl-2,5-dihydro-1H-pyrrole-1-carboxamide

Database IDs

• PubChem SID: 160969092; 99444508
• PubChem CID: 11655511

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.607827
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.4429665
• LogD (pH = 7.4): 2.7933795
• Log P: 2.9333737
• Molar Refractivity: 121.2096 cm^3
• Polarizability: 45.793472 Å^3
• Polar Surface Area: 47.02 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.4
• LOG S: -3.76
• Solubility (Water): 8.02e-02 g/l

DETAILS

DrugBank - DB08037

Drug information: experimental