| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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ID: ALA278522
Max Phase: Preclinical
Molecular Formula: C18H12N4O5S
Molecular Weight: 396.38
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: O=C(O)Cc1nn(Cc2nc3ccccc3s2)c(=O)c2ccc([N+](=O)[O-])cc12
Standard InChI: InChI=1S/C18H12N4O5S/c23-17(24)8-14-12-7-10(22(26)27)5-6-11(12)18(25)21(20-14)9-16-19-13-3-1-2-4-15(13)28-16/h1-7H,8-9H2,(H,23,24)
Standard InChI Key: UNRIONDDDLYYIB-UHFFFAOYSA-N
Associated Targets(Human)
Aldose reductase 1404 Activities
Associated Targets(non-human)
Sorbitol dehydrogenase 84 Activities
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Molecule Features
| 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 |
Drug Indications
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
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Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Properties
| Molecular Weight: 396.38 | Molecular Weight (Monoisotopic): 396.0528 | AlogP: 2.59 | #Rotatable Bonds: 5 |
| Polar Surface Area: 128.22 | Molecular Species: ACID | HBA: 8 | HBD: 1 |
| #RO5 Violations: 0 | HBA (Lipinski): 9 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: 3.63 | CX Basic pKa: 2.46 | CX LogP: 2.58 | CX LogD: -0.53 |
| Aromatic Rings: 4 | Heavy Atoms: 28 | QED Weighted: 0.41 | Np Likeness Score: -1.94 |
References
| 1. Mylari BL, Larson ER, Beyer TA, Zembrowski WJ, Aldinger CE, Dee MF, Siegel TW, Singleton DH.. (1991) Novel, potent aldose reductase inhibitors: 3,4-dihydro-4-oxo-3-[[5-(trifluoromethyl)-2-benzothiazolyl] methyl]-1-phthalazineacetic acid (zopolrestat) and congeners., 34 (1): [PMID:1899452] [10.1021/jm00105a018] |
Source
Source(1):