3-{9-hydroxy-1,3-dioxo-4-phenyl-1H,2H,3H,6H-pyrrolo[3,4-c]carbazol-6-yl}propanoic acid

• ChemBase ID: 4916
• Molecular Formular: C23H16N2O5
• Molecular Mass: 400.38354
• Monoisotopic Mass: 400.10592162
• SMILES: O=C(O)CCn1c2c(c3c1ccc(O)c3)c1c(=O)[nH]c(=O)c1c(c2)c1ccccc1
• Canonical SMILES: OC(=O)CCn1c2ccc(cc2c2c1cc(c1ccccc1)c1c2c(=O)[nH]c1=O)O
• InChI: InChI=1S/C23H16N2O5/c26-13-6-7-16-15(10-13)19-17(25(16)9-8-18(27)28)11-14(12-4-2-1-3-5-12)20-21(19)23(30)24-22(20)29/h1-7,10-11,26H,8-9H2,(H,27,28)(H,24,29,30)
• InChIKey: JDARUOOLJCFUOY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{9-hydroxy-1,3-dioxo-4-phenyl-1H,2H,3H,6H-pyrrolo[3,4-c]carbazol-6-yl}propanoic acid
• IUPAC Traditional name: 3-{9-hydroxy-1,3-dioxo-4-phenyl-2H-pyrrolo[3,4-c]carbazol-6-yl}propanoic acid
• Synonyms: 3-(9-HYDROXY-1,3-DIOXO-4-PHENYL-2,3-DIHYDROPYRROLO[3,4-C]CARBAZOL-6(1H)-YL)PROPANOIC ACID

Database IDs

• PubChem SID: 160968348; 99443736
• PubChem CID: 9978312

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.0738287
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.6536366
• LogD (pH = 7.4): -0.09561045
• Log P: 3.093395
• Molar Refractivity: 109.5268 cm^3
• Polarizability: 44.428764 Å^3
• Polar Surface Area: 108.63 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.09
• LOG S: -4.37
• Solubility (Water): 1.72e-02 g/l

DETAILS

DrugBank - DB07265

Drug information: experimental