5-[(3-carbamoylphenyl)methyl]-5H,6H,7H,8H,9H,10H-cyclohepta[b]indole-4-carboxylic acid

• ChemBase ID: 5575
• Molecular Formular: C22H22N2O3
• Molecular Mass: 362.42168
• Monoisotopic Mass: 362.16304257
• SMILES: OC(=O)c1c2c(c3CCCCCc3n2Cc2cc(C(=O)N)ccc2)ccc1
• Canonical SMILES: NC(=O)c1cccc(c1)Cn1c2CCCCCc2c2c1c(ccc2)C(=O)O
• InChI: InChI=1S/C22H22N2O3/c23-21(25)15-7-4-6-14(12-15)13-24-19-11-3-1-2-8-16(19)17-9-5-10-18(20(17)24)22(26)27/h4-7,9-10,12H,1-3,8,11,13H2,(H2,23,25)(H,26,27)
• InChIKey: GKBQRPKZHUFGOB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(3-carbamoylphenyl)methyl]-5H,6H,7H,8H,9H,10H-cyclohepta[b]indole-4-carboxylic acid
• IUPAC Traditional name: 5-[(3-carbamoylphenyl)methyl]-6H,7H,8H,9H,10H-cyclohepta[b]indole-4-carboxylic acid
• Synonyms: 5-(3-carbamoylbenzyl)-5,6,7,8,9,10-hexahydrocyclohepta[b]indole-4-carboxylic acid

Database IDs

• PubChem SID: 160969003; 99444416
• PubChem CID: 9863791

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.0918221
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.8110535
• LogD (pH = 7.4): 0.72666925
• Log P: 4.1892967
• Molar Refractivity: 105.1031 cm^3
• Polarizability: 40.367092 Å^3
• Polar Surface Area: 85.32 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.66
• LOG S: -5.05
• Solubility (Water): 3.25e-03 g/l

DETAILS

DrugBank - DB07945

Drug information: experimental