(2R)-2-[3-(5-carbamimidoyl-1H-1,3-benzodiazol-2-yl)-5-(2-fluorophenyl)-4-hydroxyphenyl]butanedioic acid

• ChemBase ID: 1515
• Molecular Formular: C24H19FN4O5
• Molecular Mass: 462.4298632
• Monoisotopic Mass: 462.13394795
• SMILES: c1(ccc2c(c1)nc([nH]2)c1cc([C@H](C(=O)O)CC(=O)O)cc(c1O)c1c(cccc1)F)C(=N)N
• Canonical SMILES: OC(=O)C[C@H](c1cc(c2nc3c([nH]2)ccc(c3)C(=N)N)c(c(c1)c1ccccc1F)O)C(=O)O
• InChI: InChI=1S/C24H19FN4O5/c25-17-4-2-1-3-13(17)15-7-12(14(24(33)34)10-20(30)31)8-16(21(15)32)23-28-18-6-5-11(22(26)27)9-19(18)29-23/h1-9,14,32H,10H2,(H3,26,27)(H,28,29)(H,30,31)(H,33,34)/t14-/m1/s1
• InChIKey: XCOFROALSAFROV-CQSZACIVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[3-(5-carbamimidoyl-1H-1,3-benzodiazol-2-yl)-5-(2-fluorophenyl)-4-hydroxyphenyl]butanedioic acid
• IUPAC Traditional name: (2R)-2-[3-(5-carbamimidoyl-1H-1,3-benzodiazol-2-yl)-5-(2-fluorophenyl)-4-hydroxyphenyl]butanedioic acid
• Synonyms: CRA_17693

Database IDs

• PubChem SID: 162103324
• PubChem CID: 52949063

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.386603
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): 1.0921388
• LogD (pH = 7.4): -0.4927927
• Log P: 1.1829017
• Molar Refractivity: 141.2246 cm^3
• Polarizability: 48.201134 Å^3
• Polar Surface Area: 173.38 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 1.43
• LOG S: -4.95
• Solubility (Water): 6.23e-03 g/l

DETAILS

DrugBank - DB01741

Drug information: experimental