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

• ChemBase ID: 5505
• Molecular Formular: C22H20ClFN4O3S
• Molecular Mass: 474.9356032
• Monoisotopic Mass: 474.09286742
• SMILES: Fc1cc(n2ccccc2=O)ccc1NC(=O)CN1C[C@@H](CC1)NC(=O)c1ccc(s1)Cl
• Canonical SMILES: O=C(Nc1ccc(cc1F)n1ccccc1=O)CN1CC[C@H](C1)NC(=O)c1ccc(s1)Cl
• InChI: InChI=1S/C22H20ClFN4O3S/c23-19-7-6-18(32-19)22(31)25-14-8-10-27(12-14)13-20(29)26-17-5-4-15(11-16(17)24)28-9-2-1-3-21(28)30/h1-7,9,11,14H,8,10,12-13H2,(H,25,31)(H,26,29)/t14-/m1/s1
• InChIKey: IYGIXVNAMZPBDK-CQSZACIVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-chloro-N-[(3R)-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-[(3R)-1-({[2-fluoro-4-(2-oxopyridin-1-yl)phenyl]carbamoyl}methyl)pyrrolidin-3-yl]thiophene-2-carboxamide
• Synonyms: 5-chloro-N-[(3R)-1-(2-{[2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl]amino}-2-oxoethyl)pyrrolidin-3-yl]thiophene-2-carboxamide

Database IDs

• PubChem SID: 160968933; 99444343
• PubChem CID: 42628060

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.56744
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.4827895
• LogD (pH = 7.4): 2.6744545
• Log P: 2.6775684
• Molar Refractivity: 122.7133 cm^3
• Polarizability: 45.38437 Å^3
• Polar Surface Area: 81.75 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.41
• LOG S: -5.39
• Solubility (Water): 1.95e-03 g/l

DETAILS

DrugBank - DB07872

Drug information: experimental