ID: ALA84060
Chembl Id: CHEMBL84060
PubChem CID: 449156
Max Phase: Preclinical
Molecular Formula: C12H10FN3O4
Molecular Weight: 279.23
Molecule Type: Small molecule
Associated Items:
Canonical SMILES: NC(=O)[C@H]1C[C@]2(NC(=O)NC2=O)c2cc(F)ccc2O1
Standard InChI: InChI=1S/C12H10FN3O4/c13-5-1-2-7-6(3-5)12(4-8(20-7)9(14)17)10(18)15-11(19)16-12/h1-3,8H,4H2,(H2,14,17)(H2,15,16,18,19)/t8-,12+/m1/s1
Standard InChI Key: WAAPEIZFCHNLKK-PELKAZGASA-N
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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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: 279.23 | Molecular Weight (Monoisotopic): 279.0655 | AlogP: -0.50 | #Rotatable Bonds: 1 |
| Polar Surface Area: 110.52 | Molecular Species: NEUTRAL | HBA: 4 | HBD: 3 |
| #RO5 Violations: ┄ | HBA (Lipinski): 7 | HBD (Lipinski): 4 | #RO5 Violations (Lipinski): ┄ |
| CX Acidic pKa: 8.67 | CX Basic pKa: ┄ | CX LogP: -0.68 | CX LogD: -0.70 |
| Aromatic Rings: 1 | Heavy Atoms: 20 | QED Weighted: 0.60 | Np Likeness Score: -0.40 |
| 1. Oka M, Matsumoto Y, Sugiyama S, Tsuruta N, Matsushima M.. (2000) A potent aldose reductase inhibitor, (2S,4S)-6-fluoro-2', 5'-dioxospiro[chroman-4,4'-imidazolidine]-2-carboxamide (Fidarestat): its absolute configuration and interactions with the aldose reductase by X-ray crystallography., 43 (12): [PMID:10882376] [10.1021/jm990502r] |
| 2. El-Kabbani O, Darmanin C, Oka M, Schulze-Briese C, Tomizaki T, Hazemann I, Mitschler A, Podjarny A.. (2004) High-resolution structures of human aldose reductase holoenzyme in complex with stereoisomers of the potent inhibitor Fidarestat: stereospecific interaction between the enzyme and a cyclic imide type inhibitor., 47 (18): [PMID:15317464] [10.1021/jm0497794] |
| 3. El-Kabbani O, Carbone V, Darmanin C, Oka M, Mitschler A, Podjarny A, Schulze-Briese C, Chung RP.. (2005) Structure of aldehyde reductase holoenzyme in complex with the potent aldose reductase inhibitor fidarestat: implications for inhibitor binding and selectivity., 48 (17): [PMID:16107153] [10.1021/jm050412o] |
| 4. Ferrari AM, Degliesposti G, Sgobba M, Rastelli G.. (2007) Validation of an automated procedure for the prediction of relative free energies of binding on a set of aldose reductase inhibitors., 15 (24): [PMID:17870536] [10.1016/j.bmc.2007.08.019] |
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