(2R)-2-{6-[(4-cyano-2-fluorophenyl)methoxy]naphthalene-2-sulfonamido}pentanedioic acid

• ChemBase ID: 5740
• Molecular Formular: C23H19FN2O7S
• Molecular Mass: 486.4695632
• Monoisotopic Mass: 486.08970018
• SMILES: N#Cc1ccc(c(c1)F)COc1ccc2c(c1)ccc(c2)S(=O)(=O)N[C@@H](C(=O)O)CCC(=O)O
• Canonical SMILES: N#Cc1ccc(c(c1)F)COc1ccc2c(c1)ccc(c2)S(=O)(=O)N[C@@H](C(=O)O)CCC(=O)O
• InChI: InChI=1S/C23H19FN2O7S/c24-20-9-14(12-25)1-2-17(20)13-33-18-5-3-16-11-19(6-4-15(16)10-18)34(31,32)26-21(23(29)30)7-8-22(27)28/h1-6,9-11,21,26H,7-8,13H2,(H,27,28)(H,29,30)/t21-/m1/s1
• InChIKey: IRJUSGUHNFMVCK-OAQYLSRUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{6-[(4-cyano-2-fluorophenyl)methoxy]naphthalene-2-sulfonamido}pentanedioic acid
• IUPAC Traditional name: (2R)-2-{6-[(4-cyano-2-fluorophenyl)methoxy]naphthalene-2-sulfonamido}pentanedioic acid
• Synonyms: N-({6-[(4-CYANO-2-FLUOROBENZYL)OXY]NAPHTHALEN-2-YL}SULFONYL)-D-GLUTAMIC ACID

Database IDs

• PubChem SID: 99444583; 160969167
• PubChem CID: 25058128

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.9684622
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -1.1935173
• LogD (pH = 7.4): -3.7395797
• Log P: 3.0516262
• Molar Refractivity: 117.9455 cm^3
• Polarizability: 47.04356 Å^3
• Polar Surface Area: 153.79 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.71
• LOG S: -5.03
• Solubility (Water): 4.53e-03 g/l

DETAILS

DrugBank - DB08112

Drug information: experimental