2-(3-{5-amino-1H-pyrrolo[3,2-b]pyridin-2-yl}-4-hydroxy-5-(3-nitrophenyl)phenyl)acetic acid

• ChemBase ID: 5857
• Molecular Formular: C21H16N4O5
• Molecular Mass: 404.37554
• Monoisotopic Mass: 404.11206963
• SMILES: c1(ccc2c(n1)cc([nH]2)c1cc(CC(=O)O)cc(c1O)c1cccc([N+](=O)[O-])c1)N
• Canonical SMILES: OC(=O)Cc1cc(c2cc3c([nH]2)ccc(n3)N)c(c(c1)c1cccc(c1)[N+](=O)[O-])O
• InChI: InChI=1S/C21H16N4O5/c22-19-5-4-16-18(24-19)10-17(23-16)15-7-11(8-20(26)27)6-14(21(15)28)12-2-1-3-13(9-12)25(29)30/h1-7,9-10,23,28H,8H2,(H2,22,24)(H,26,27)
• InChIKey: BVBGZXXLVHYBKI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3-{5-amino-1H-pyrrolo[3,2-b]pyridin-2-yl}-4-hydroxy-5-(3-nitrophenyl)phenyl)acetic acid
• IUPAC Traditional name: (3-{5-amino-1H-pyrrolo[3,2-b]pyridin-2-yl}-4-hydroxy-5-(3-nitrophenyl)phenyl)acetic acid
• Synonyms: {5-(5-AMINO-1H-PYRROLO[3,2-B]PYRIDIN-2-YL)-6-HYDROXY-3'-NITRO-BIPHENYL-3-YL]-ACETIC ACID

Database IDs

• PubChem SID: 160969284; 99444703
• PubChem CID: 10135836

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.7880247
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 1.5453639
• LogD (pH = 7.4): 0.39408877
• Log P: 1.624628
• Molar Refractivity: 110.3926 cm^3
• Polarizability: 44.322426 Å^3
• Polar Surface Area: 158.05 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.59
• LOG S: -4.34
• Solubility (Water): 1.85e-02 g/l

DETAILS

DrugBank - DB08232

Drug information: experimental