3,4-bis(7-chloro-1H-indol-3-yl)-1H-pyrrole-2,5-dicarboxylic acid

• ChemBase ID: 4609
• Molecular Formular: C22H13Cl2N3O4
• Molecular Mass: 454.26232
• Monoisotopic Mass: 453.02831127
• SMILES: Clc1cccc2c1[nH]cc2c1c(C(=O)O)[nH]c(C(=O)O)c1c1c[nH]c2c1cccc2Cl
• Canonical SMILES: OC(=O)c1[nH]c(c(c1c1c[nH]c2c1cccc2Cl)c1c[nH]c2c1cccc2Cl)C(=O)O
• InChI: InChI=1S/C22H13Cl2N3O4/c23-13-5-1-3-9-11(7-25-17(9)13)15-16(20(22(30)31)27-19(15)21(28)29)12-8-26-18-10(12)4-2-6-14(18)24/h1-8,25-27H,(H,28,29)(H,30,31)
• InChIKey: OAMCCJASDLMTOO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,4-bis(7-chloro-1H-indol-3-yl)-1H-pyrrole-2,5-dicarboxylic acid
• IUPAC Traditional name: dichlorochromopyrrolic acid
• Synonyms: 3,4-bis(7-chloro-1H-indol-3-yl)-1H-pyrrole-2,5-dicarboxylic acid

Database IDs

• PubChem SID: 99443426; 160968041
• PubChem CID: 25246329

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.2093868
• H Acceptors: 4
• H Donor: 5
• LogD (pH = 5.5): 1.0343692
• LogD (pH = 7.4): -1.7802477
• Log P: 4.908362
• Molar Refractivity: 117.1392 cm^3
• Polarizability: 48.77798 Å^3
• Polar Surface Area: 121.97 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.66
• LOG S: -5.83
• Solubility (Water): 6.74e-04 g/l

DETAILS

DrugBank - DB06955

Drug information: experimental