(2R)-2-{N-methyl-1-[2-(naphthalene-2-sulfonamido)-5-[(naphthalene-2-sulfonyl)oxy]phenyl]formamido}butanedioic acid

• ChemBase ID: 1648
• Molecular Formular: C32H26N2O10S2
• Molecular Mass: 662.68624
• Monoisotopic Mass: 662.10288704
• SMILES: CN([C@H](CC(=O)O)C(=O)O)C(=O)c1cc(OS(=O)(=O)c2ccc3ccccc3c2)ccc1NS(=O)(=O)c1ccc2ccccc2c1
• Canonical SMILES: OC(=O)C[C@@H](N(C(=O)c1cc(ccc1NS(=O)(=O)c1ccc2c(c1)cccc2)OS(=O)(=O)c1ccc2c(c1)cccc2)C)C(=O)O
• InChI: InChI=1S/C32H26N2O10S2/c1-34(29(32(38)39)19-30(35)36)31(37)27-18-24(44-46(42,43)26-14-11-21-7-3-5-9-23(21)17-26)12-15-28(27)33-45(40,41)25-13-10-20-6-2-4-8-22(20)16-25/h2-18,29,33H,19H2,1H3,(H,35,36)(H,38,39)/t29-/m1/s1
• InChIKey: JOAALZBSMWLOPQ-GDLZYMKVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{N-methyl-1-[2-(naphthalene-2-sulfonamido)-5-[(naphthalene-2-sulfonyl)oxy]phenyl]formamido}butanedioic acid
• IUPAC Traditional name: (2R)-2-{N-methyl-1-[2-(naphthalene-2-sulfonamido)-5-[(naphthalene-2-sulfonyl)oxy]phenyl]formamido}butanedioic acid
• Synonyms: (S)-2-{Methyl-[2-(Naphthalene-2-Sulfonylamino)-5-(Naphthalene-2-Sulfonyloxy)-Benzoyl]-Amino}-Succinicacid

Database IDs

• PubChem SID: 160965105; 46504961
• PubChem CID: 46936247

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.377262
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): 0.20230153
• LogD (pH = 7.4): -2.4527395
• Log P: 4.3596187
• Molar Refractivity: 166.1587 cm^3
• Polarizability: 67.68622 Å^3
• Polar Surface Area: 184.45 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 3.6
• LOG S: -6.17
• Solubility (Water): 4.44e-04 g/l

DETAILS

DrugBank - DB01879

Drug information: experimental