3-(hydroxyimino)-5-nitro-1H,2H,3H,6H,7H,8H,9H-cyclohexa[g]indol-2-one

• ChemBase ID: 128674
• Molecular Formular: C12H11N3O4
• Molecular Mass: 261.23344
• Monoisotopic Mass: 261.07495585
• SMILES: O=C1Nc2c3c(CCCC3)c([N+](=O)[O-])cc2/C/1=N/O
• Canonical SMILES: O/N=C/1\C(=O)Nc2c1cc([N+](=O)[O-])c1c2CCCC1
• InChI: InChI=1S/C12H11N3O4/c16-12-11(14-17)8-5-9(15(18)19)6-3-1-2-4-7(6)10(8)13-12/h5,17H,1-4H2,(H,13,14,16)
• InChIKey: SCDBMLHUXJBJSS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(hydroxyimino)-5-nitro-1H,2H,3H,6H,7H,8H,9H-cyclohexa[g]indol-2-one
• IUPAC Traditional name: 3-(hydroxyimino)-5-nitro-1H,6H,7H,8H,9H-cyclohexa[g]indol-2-one
• Synonyms: 6,7,8,9-Tetrahydro-5-nitro-1H-benz[g]indole-2,3-dione 3-oxime; NS 102; NS102

Database IDs

• CAS Number: 136623-01-3
• PubChem SID: 24897529; 162222981
• PubChem CID: 5282252
• Wikipedia Title: NS102

CALCULATED PROPERTIES

• Acid pKa: 5.4117384
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.0080943
• LogD (pH = 7.4): 0.5096252
• Log P: 2.3532617
• Molar Refractivity: 69.1036 cm^3
• Polarizability: 24.35061 Å^3
• Polar Surface Area: 107.51 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: >3 mg/mL in DMSO; DMSO: >3 mg/mL; H2O: insoluble; Insoluble in water; methanol: insoluble
• Apperance: Yellow solid; yellow solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... GRIN1(2902), GRIN2A(2903), GRIN2B(2904), GRIN2C(2905), GRIN2D(2906), GRIN3A(116443), GRIN3B(116444), GRINA(2907)mouse ... GRIN1(14810), GRIN2A(14811), GRIN2B(14812), GRIN2C(14813), GRIN2D(14814), GRIN3A(242443), GRIN3B(170483), GRINA(66168)rat ... GRIN1(24408), GRIN2A(24409), GRIN2B(24410), GRIN2C(24411), GRIN2D(24412), GRIN3A(191573), GRIN3B(170796), GRINA(266668)

Product Information

• Empirical Formula (Hill Notation): C12H11N3O4

DETAILS

Sigma Aldrich - N179

Biochem/physiol Actions
Competitive glutamate receptor antagonist with high selectivity for the low-affinity [3H] kainate binding site.
Legal Information
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