(2Z)-but-2-enedioic acid; N-{2-hydroxy-6-[4-(2H3)methoxybenzamido]phenyl}-4-(4-methyl-1,4-diazepan-1-yl)benzamide

• ChemBase ID: 165411
• Molecular Formular: C31H34N4O8
• Molecular Mass: 590.62366
• Monoisotopic Mass: 590.23766407
• SMILES: c1(ccc(cc1)C(=O)Nc1c(cccc1O)NC(=O)c1ccc(cc1)OC)N1CCCN(CC1)C.C(=C\C(=O)O)\C(=O)O
• Canonical SMILES: OC(=O)/C=C\C(=O)O.COc1ccc(cc1)C(=O)Nc1cccc(c1NC(=O)c1ccc(cc1)N1CCCN(CC1)C)O
• InChI: InChI=1S/C27H30N4O4.C4H4O4/c1-30-15-4-16-31(18-17-30)21-11-7-19(8-12-21)27(34)29-25-23(5-3-6-24(25)32)28-26(33)20-9-13-22(35-2)14-10-20;5-3(6)1-2-4(7)8/h3,5-14,32H,4,15-18H2,1-2H3,(H,28,33)(H,29,34);1-2H,(H,5,6)(H,7,8)/b;2-1-
• InChIKey: WHMPMUVISXATBH-BTJKTKAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-but-2-enedioic acid; N-{2-hydroxy-6-[4-(^2H₃)methoxybenzamido]phenyl}-4-(4-methyl-1,4-diazepan-1-yl)benzamide
• IUPAC Traditional name: N-{2-hydroxy-6-[4-(^2H₃)methoxybenzamido]phenyl}-4-(4-methyl-1,4-diazepan-1-yl)benzamide; maleic acid
• Synonyms: N-[2-[[4-(Hexahydro-4-methyl-1H-1,4-diazepin-1-yl)benzoyl]amino]-3-hydroxyphenyl]-4-(methoxy-d3)benzamide (2Z)-2-Butenedioate; Darexaban-d3 Maleate

Database IDs

• PubChem SID: 162259544
• PubChem CID: 71315188

CALCULATED PROPERTIES

• Acid pKa: 8.317108
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 0.6742928
• LogD (pH = 7.4): 2.3450394
• Log P: 2.951411
• Molar Refractivity: 140.9132 cm^3
• Polarizability: 51.653347 Å^3
• Polar Surface Area: 94.14 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D193377

Labelled diazepane derivative used in the preparation of inhibitors of activated blood coagulation factor X.