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

• ChemBase ID: 5736
• Molecular Formular: C23H20N2O7S
• Molecular Mass: 468.4791
• Monoisotopic Mass: 468.09912199
• SMILES: N#Cc1ccc(cc1)COc1ccc2c(c1)ccc(c2)S(=O)(=O)N[C@@H](C(=O)O)CCC(=O)O
• Canonical SMILES: N#Cc1ccc(cc1)COc1ccc2c(c1)ccc(c2)S(=O)(=O)N[C@@H](C(=O)O)CCC(=O)O
• InChI: InChI=1S/C23H20N2O7S/c24-13-15-1-3-16(4-2-15)14-32-19-7-5-18-12-20(8-6-17(18)11-19)33(30,31)25-21(23(28)29)9-10-22(26)27/h1-8,11-12,21,25H,9-10,14H2,(H,26,27)(H,28,29)/t21-/m1/s1
• InChIKey: PUHRQSFXADUGJW-OAQYLSRUSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 160969163; 99444579
• PubChem CID: 24755471

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.9684815
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -1.3361915
• LogD (pH = 7.4): -3.8822758
• Log P: 2.9089243
• Molar Refractivity: 117.7291 cm^3
• Polarizability: 47.31588 Å^3
• Polar Surface Area: 153.79 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.53
• LOG S: -4.75
• Solubility (Water): 8.25e-03 g/l

DETAILS

DrugBank - DB08108

Drug information: experimental