2-{5-[amino(iminiumyl)methyl]-1H-indol-2-yl}-6-phenylbenzen-1-olate

• ChemBase ID: 2858
• Molecular Formular: C21H17N3O
• Molecular Mass: 327.37918
• Monoisotopic Mass: 327.13716218
• SMILES: c1(ccc2c(c1)cc([nH]2)c1cccc(c1[O-])c1ccccc1)C(=[NH2+])N
• Canonical SMILES: [O-]c1c(cccc1c1cc2c([nH]1)ccc(c2)C(=[NH2+])N)c1ccccc1
• InChI: InChI=1S/C21H17N3O/c22-21(23)14-9-10-18-15(11-14)12-19(24-18)17-8-4-7-16(20(17)25)13-5-2-1-3-6-13/h1-12,24-25H,(H3,22,23)
• InChIKey: GAVRMVQHHVMXFD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{5-[amino(iminiumyl)methyl]-1H-indol-2-yl}-6-phenylbenzen-1-olate
• IUPAC Traditional name: 2-{5-[amino(iminio)methyl]-1H-indol-2-yl}-6-phenylbenzenolate
• Synonyms: CRA_8696

Database IDs

• PubChem SID: 160966305; 46508324
• PubChem CID: 447476

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.359379
• H Acceptors: 2
• H Donor: 3
• LogD (pH = 5.5): 1.4955572
• LogD (pH = 7.4): 1.8675766
• Log P: 3.491427
• Molar Refractivity: 122.2981 cm^3
• Polarizability: 41.97781 Å^3
• Polar Surface Area: 90.46 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.41
• LOG S: -6.28
• Solubility (Water): 1.98e-04 g/l

DETAILS

DrugBank - DB03159

Drug information: experimental