N-(5-chloropyridin-2-yl)-N'-[(1S,2R,4S)-4-(dimethylcarbamoyl)-2-{5-methyl-4H,5H,6H,7H-[1,3]thiazolo[5,4-c]pyridine-2-amido}cyclohexyl]ethanediamide

• ChemBase ID: 313143
• Molecular Formular: C24H30ClN7O4S
• Molecular Mass: 548.0575
• Monoisotopic Mass: 547.17685116
• SMILES: C(=O)(C(=O)Nc1ncc(cc1)Cl)N[C@@H]1[C@@H](C[C@H](CC1)C(=O)N(C)C)NC(=O)c1nc2c(s1)CN(CC2)C
• Canonical SMILES: CN1CCc2c(C1)sc(n2)C(=O)N[C@@H]1C[C@H](CC[C@@H]1NC(=O)C(=O)Nc1ccc(cn1)Cl)C(=O)N(C)C
• InChI: InChI=1S/C24H30ClN7O4S/c1-31(2)24(36)13-4-6-15(27-20(33)21(34)30-19-7-5-14(25)11-26-19)17(10-13)28-22(35)23-29-16-8-9-32(3)12-18(16)37-23/h5,7,11,13,15,17H,4,6,8-10,12H2,1-3H3,(H,27,33)(H,28,35)(H,26,30,34)/t13-,15-,17+/m0/s1
• InChIKey: HGVDHZBSSITLCT-JLJPHGGASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(5-chloropyridin-2-yl)-N'-[(1S,2R,4S)-4-(dimethylcarbamoyl)-2-{5-methyl-4H,5H,6H,7H-[1,3]thiazolo[5,4-c]pyridine-2-amido}cyclohexyl]ethanediamide
• IUPAC Traditional name: edoxaban
• Synonyms: DU-176b; Edoxaban

Database IDs

• CAS Number: 480449-70-5

CALCULATED PROPERTIES

• Acid pKa: 10.642168
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -0.23954096
• LogD (pH = 7.4): 0.83611375
• Log P: 0.90165955
• Molar Refractivity: 140.1434 cm^3
• Polarizability: 52.946907 Å^3
• Polar Surface Area: 136.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Target: Factor Xa

Product Information

• Salt Data: Free Base