5-chloro-N-[(3S,4S)-4-fluoro-1-({[2-fluoro-4-(2-oxo-1,2-dihydropyridin-1-yl)phenyl]carbamoyl}methyl)pyrrolidin-3-yl]thiophene-2-carboxamide

• ChemBase ID: 5770
• Molecular Formular: C22H19ClF2N4O3S
• Molecular Mass: 492.9260664
• Monoisotopic Mass: 492.08344561
• SMILES: Clc1ccc(s1)C(=O)N[C@@H]1[C@@H](F)CN(C1)CC(=O)Nc1c(F)cc(cc1)n1c(=O)cccc1
• Canonical SMILES: O=C(Nc1ccc(cc1F)n1ccccc1=O)CN1C[C@@H]([C@H](C1)F)NC(=O)c1ccc(s1)Cl
• InChI: InChI=1S/C22H19ClF2N4O3S/c23-19-7-6-18(33-19)22(32)27-17-11-28(10-15(17)25)12-20(30)26-16-5-4-13(9-14(16)24)29-8-2-1-3-21(29)31/h1-9,15,17H,10-12H2,(H,26,30)(H,27,32)/t15-,17-/m0/s1
• InChIKey: SXIYSYYSKHUTQQ-RDJZCZTQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-chloro-N-[(3S,4S)-4-fluoro-1-({[2-fluoro-4-(2-oxo-1,2-dihydropyridin-1-yl)phenyl]carbamoyl}methyl)pyrrolidin-3-yl]thiophene-2-carboxamide
• IUPAC Traditional name: 5-chloro-N-[(3S,4S)-4-fluoro-1-({[2-fluoro-4-(2-oxopyridin-1-yl)phenyl]carbamoyl}methyl)pyrrolidin-3-yl]thiophene-2-carboxamide
• Synonyms: 5-CHLORO-THIOPHENE-2-CARBOXYLIC ACID ((3S,4S)-4-FLUORO- 1-{[2-FLUORO-4-(2-OXO-2H-PYRIDIN-1-YL)-PHENYLCARBAMOYL]-METHYL}-PYRROLIDIN-3-YL)-AMIDE

Database IDs

• PubChem SID: 99444614; 160969197
• PubChem CID: 42628063

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.567108
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.8712027
• LogD (pH = 7.4): 2.8782463
• Log P: 2.8783655
• Molar Refractivity: 122.1183 cm^3
• Polarizability: 45.182335 Å^3
• Polar Surface Area: 81.75 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.37
• LOG S: -5.55
• Solubility (Water): 1.39e-03 g/l

DETAILS

DrugBank - DB08143

Drug information: experimental