6-(carboxyformamido)-1H-indole-5-carboxylic acid

• ChemBase ID: 3631
• Molecular Formular: C11H8N2O5
• Molecular Mass: 248.19162
• Monoisotopic Mass: 248.04332137
• SMILES: c12cc(c(cc1cc[nH]2)C(=O)O)NC(=O)C(=O)O
• Canonical SMILES: O=C(C(=O)O)Nc1cc2[nH]ccc2cc1C(=O)O
• InChI: InChI=1S/C11H8N2O5/c14-9(11(17)18)13-8-4-7-5(1-2-12-7)3-6(8)10(15)16/h1-4,12H,(H,13,14)(H,15,16)(H,17,18)
• InChIKey: AHWMERGBWWROMM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(carboxyformamido)-1H-indole-5-carboxylic acid
• IUPAC Traditional name: 6-(carboxyformamido)-1H-indole-5-carboxylic acid
• Synonyms: 6-(Oxalyl-Amino)-1h-Indole-5-Carboxylic Acid

Database IDs

• PubChem SID: 160967069; 46507416
• PubChem CID: 444763

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.3852303
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -3.4140656
• LogD (pH = 7.4): -5.3281436
• Log P: 1.5768952
• Molar Refractivity: 61.0586 cm^3
• Polarizability: 23.340717 Å^3
• Polar Surface Area: 119.49 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.67
• LOG S: -3.19
• Solubility (Water): 1.60e-01 g/l

DETAILS

DrugBank - DB04001

Drug information: experimental