6-bromo-3-[(3E)-3-(hydroxyimino)-2,3-dihydro-1H-indol-2-ylidene]-2,3-dihydro-1H-indol-2-one

• ChemBase ID: 3122
• Molecular Formular: C16H10BrN3O2
• Molecular Mass: 356.1735
• Monoisotopic Mass: 354.99563858
• SMILES: c12/C(=N\O)/C(=C\3/C(=O)Nc4c3ccc(c4)Br)/Nc1cccc2
• Canonical SMILES: O/N=C\1/C(=C\2/C(=O)Nc3c2ccc(c3)Br)/Nc2c1cccc2
• InChI: InChI=1S/C16H10BrN3O2/c17-8-5-6-9-12(7-8)19-16(21)13(9)15-14(20-22)10-3-1-2-4-11(10)18-15/h1-7,18,22H,(H,19,21)/b15-13-,20-14+
• InChIKey: DDLZLOKCJHBUHD-WAVHTBQISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-bromo-3-[(3E)-3-(hydroxyimino)-2,3-dihydro-1H-indol-2-ylidene]-2,3-dihydro-1H-indol-2-one; 6-bromo-3-[(2Z,3E)-3-(hydroxyimino)-2,3-dihydro-1H-indol-2-ylidene]-2,3-dihydro-1H-indol-2-one
• IUPAC Traditional name: 6-bromo-3-[(3E)-3-(hydroxyimino)-1H-indol-2-ylidene]-1H-indol-2-one; 6-bromo-3-[(2Z,3E)-3-(hydroxyimino)-1H-indol-2-ylidene]-1H-indol-2-one
• Synonyms: (3e)-6'-Bromo-2,3'-Biindole-2',3(1h,1'h)-Dione 3-Oxime; GSK-3 Inhibitor IX; 6-bromoindirubin-3-oxime; BIO

Database IDs

• CAS Number: 667463-62-9
• PubChem SID: 160966566; 46507596
• PubChem CID: 5287844

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.838362
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.5611088
• LogD (pH = 7.4): 2.4288893
• Log P: 2.5630994
• Molar Refractivity: 90.4399 cm^3
• Polarizability: 32.187233 Å^3
• Polar Surface Area: 73.72 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.99
• LOG S: -4.02
• Solubility (Water): 3.41e-02 g/l

PROPERTIES

Pharmacology Properties

• Target: GSK-3

Product Information

• Salt Data: Free Base

DETAILS

DrugBank - DB03444

Drug information: experimental