(2R)-3-[4-({[5-(dimethylamino)naphthalen-1-yl]sulfonyl}oxy)phenyl]-2-[5-(dimethylamino)naphthalene-1-sulfonamido]propanoic acid

• ChemBase ID: 2856
• Molecular Formular: C33H33N3O7S2
• Molecular Mass: 647.76102
• Monoisotopic Mass: 647.17599241
• SMILES: CN(C)c1cccc2c1cccc2S(=O)(=O)N[C@H](Cc1ccc(OS(=O)(=O)c2cccc3c2cccc3N(C)C)cc1)C(=O)O
• Canonical SMILES: OC(=O)[C@H](NS(=O)(=O)c1cccc2c1cccc2N(C)C)Cc1ccc(cc1)OS(=O)(=O)c1cccc2c1cccc2N(C)C
• InChI: InChI=1S/C33H33N3O7S2/c1-35(2)29-13-5-11-26-24(29)9-7-15-31(26)44(39,40)34-28(33(37)38)21-22-17-19-23(20-18-22)43-45(41,42)32-16-8-10-25-27(32)12-6-14-30(25)36(3)4/h5-20,28,34H,21H2,1-4H3,(H,37,38)/t28-/m1/s1
• InChIKey: LUBOPDUYHWABFG-MUUNZHRXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-3-[4-({[5-(dimethylamino)naphthalen-1-yl]sulfonyl}oxy)phenyl]-2-[5-(dimethylamino)naphthalene-1-sulfonamido]propanoic acid
• IUPAC Traditional name: (2R)-3-(4-{[5-(dimethylamino)naphthalen-1-ylsulfonyl]oxy}phenyl)-2-[5-(dimethylamino)naphthalene-1-sulfonamido]propanoic acid
• Synonyms: N,O-Didansyl-L-Tyrosine

Database IDs

• PubChem SID: 160966303; 46506313
• PubChem CID: 46936586

CALCULATED PROPERTIES

JChem

• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 3.4286563
• LogD (pH = 7.4): 2.4512432
• Log P: 3.7182055
• Molar Refractivity: 174.9501 cm^3
• Polarizability: 70.27425 Å^3
• Polar Surface Area: 133.32 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false
• Acid pKa: 2.8892236

ALOGPS 2.1

• Log P: 3.83
• LOG S: -5.81
• Solubility (Water): 9.95e-04 g/l

DETAILS

DrugBank - DB03157

Drug information: experimental