ID: ALA54341
Chembl Id: CHEMBL54341
Cas Number: 187932-50-9
PubChem CID: 3714237
Max Phase: Preclinical
Molecular Formula: C15H8BrNO4
Molecular Weight: 346.14
Molecule Type: Small molecule
Associated Items:
Canonical SMILES: O=c1cc(-c2cccc([N+](=O)[O-])c2)oc2ccc(Br)cc12
Standard InChI: InChI=1S/C15H8BrNO4/c16-10-4-5-14-12(7-10)13(18)8-15(21-14)9-2-1-3-11(6-9)17(19)20/h1-8H
Standard InChI Key: IPHSQMSRIWZULE-UHFFFAOYSA-N
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| Natural Product: No | Oral: No | Chemical Probe: No | Parenteral: No |
| Molecule Type: Small molecule | Topical: No | First In Class: No | Black Box: No |
| Chirality: No | Availability: No | Prodrug: No |
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
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| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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| Molecular Weight: 346.14 | Molecular Weight (Monoisotopic): 344.9637 | AlogP: 4.13 | #Rotatable Bonds: 2 |
| Polar Surface Area: 73.35 | Molecular Species: NEUTRAL | HBA: 4 | HBD: ┄ |
| #RO5 Violations: ┄ | HBA (Lipinski): 5 | HBD (Lipinski): ┄ | #RO5 Violations (Lipinski): ┄ |
| CX Acidic pKa: ┄ | CX Basic pKa: ┄ | CX LogP: 3.68 | CX LogD: 3.68 |
| Aromatic Rings: 3 | Heavy Atoms: 21 | QED Weighted: 0.52 | Np Likeness Score: -0.53 |
| 1. Huang X, Liu T, Gu J, Luo X, Ji R, Cao Y, Xue H, Wong JT, Wong BL, Pei G, Jiang H, Chen K.. (2001) 3D-QSAR model of flavonoids binding at benzodiazepine site in GABAA receptors., 44 (12): [PMID:11384234] [10.1021/jm000557p] |
| 2. Marde M, Zinczuk J, Colombo MI, Wasowski C, Viola H, Wolfman C, Medina JH, Ruveda EA, Paladini AC. (1997) Synthesis of halogenated/nitrated flavone derivatives and evaluation of their affinity for the central benzodiazepine receptor, 7 (15): [10.1016/S0960-894X(97)00343-0] |
| 3. Viola H, Marder M, Wolfman C, Wasowski C, Medina JH, Paladini AC. (1997) 6-Bromo-3-nitroflavone, a new high affinity benzodiazepine receptor agonist recognizes two populations of cerebral cortical binding sites, 7 (3): [10.1016/S0960-894X(97)00020-6] |
| 4. Dekermendjian K, Kahnberg P, Witt MR, Sterner O, Nielsen M, Liljefors T.. (1999) Structure-activity relationships and molecular modeling analysis of flavonoids binding to the benzodiazepine site of the rat brain GABA(A) receptor complex., 42 (21): [PMID:10543878] [10.1021/jm991010h] |
| 5. Duchowicz PR, Vitale MG, Castro EA, Autino JC, Romanelli GP, Bennardi DO.. (2008) QSAR modeling of the interaction of flavonoids with GABA(A) receptor., 43 (8): [PMID:18158201] [10.1016/j.ejmech.2007.11.009] |
| 6. Singh M, Kaur M, Silakari O.. (2014) Flavones: an important scaffold for medicinal chemistry., 84 [PMID:25019478] [10.1016/j.ejmech.2014.07.013] |
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