3,4-bis(1H-indol-3-yl)-1H-pyrrole-2,5-dicarboxylic acid

• ChemBase ID: 5230
• Molecular Formular: C22H15N3O4
• Molecular Mass: 385.3722
• Monoisotopic Mass: 385.10625598
• SMILES: c12ccccc1[nH]cc2c1c(C(=O)O)[nH]c(C(=O)O)c1c1c2ccccc2[nH]c1
• Canonical SMILES: OC(=O)c1[nH]c(c(c1c1c[nH]c2c1cccc2)c1c[nH]c2c1cccc2)C(=O)O
• InChI: InChI=1S/C22H15N3O4/c26-21(27)19-17(13-9-23-15-7-3-1-5-11(13)15)18(20(25-19)22(28)29)14-10-24-16-8-4-2-6-12(14)16/h1-10,23-25H,(H,26,27)(H,28,29)
• InChIKey: FZDVNXHYGMEEDT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,4-bis(1H-indol-3-yl)-1H-pyrrole-2,5-dicarboxylic acid
• IUPAC Traditional name: 3,4-bis(1H-indol-3-yl)-1H-pyrrole-2,5-dicarboxylic acid
• Synonyms: 3,4-DI-1H-INDOL-3-YL-1H-PYRROLE-2,5-DICARBOXYLIC ACID

Database IDs

• PubChem SID: 160968659; 99444059
• PubChem CID: 11326613

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.2092218
• H Acceptors: 4
• H Donor: 5
• LogD (pH = 5.5): -0.17401
• LogD (pH = 7.4): -2.9882205
• Log P: 3.7002728
• Molar Refractivity: 107.5296 cm^3
• Polarizability: 45.08969 Å^3
• Polar Surface Area: 121.97 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.9
• LOG S: -5.19
• Solubility (Water): 2.52e-03 g/l

DETAILS

DrugBank - DB07588

Drug information: experimental