3-(2-carboxyethyl)-4,6-dichloro-1H-indole-2-carboxylic acid

• ChemBase ID: 3792
• Molecular Formular: C12H9Cl2NO4
• Molecular Mass: 302.11016
• Monoisotopic Mass: 300.99086313
• SMILES: OC(=O)CCc1c2c([nH]c1C(=O)O)cc(Cl)cc2Cl
• Canonical SMILES: OC(=O)CCc1c([nH]c2c1c(Cl)cc(c2)Cl)C(=O)O
• InChI: InChI=1S/C12H9Cl2NO4/c13-5-3-7(14)10-6(1-2-9(16)17)11(12(18)19)15-8(10)4-5/h3-4,15H,1-2H2,(H,16,17)(H,18,19)
• InChIKey: KNBSYZNKEAWABY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2-carboxyethyl)-4,6-dichloro-1H-indole-2-carboxylic acid
• IUPAC Traditional name: 3-(2-carboxyethyl)-4,6-dichloro-1H-indole-2-carboxylic acid
• Synonyms: Mdl-29951

Database IDs

• CAS Number: 101861-63-6
• PubChem SID: 46509090; 160967229
• PubChem CID: 446916

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.3651135
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.70255953
• LogD (pH = 7.4): -3.684368
• Log P: 2.9399981
• Molar Refractivity: 69.7964 cm^3
• Polarizability: 27.779852 Å^3
• Polar Surface Area: 90.39 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.46
• LOG S: -3.85
• Solubility (Water): 4.24e-02 g/l

DETAILS

DrugBank - DB04175

Drug information: experimental