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ID: ALA407152
Max Phase: Preclinical
Molecular Formula: C17H10N4O3S2
Molecular Weight: 382.43
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: O=C1N/C(=N\c2nc3ccccc3s2)S/C1=C\c1cccc([N+](=O)[O-])c1
Standard InChI: InChI=1S/C17H10N4O3S2/c22-15-14(9-10-4-3-5-11(8-10)21(23)24)26-17(19-15)20-16-18-12-6-1-2-7-13(12)25-16/h1-9H,(H,18,19,20,22)/b14-9-
Standard InChI Key: YDBTWNSZSNEURJ-ZROIWOOFSA-N
Associated Targets(Human)
Cyclooxygenase-2 13999 Activities
Associated Targets(non-human)
Staphylococcus haemolyticus 1695 Activities
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Streptococcus agalactiae 1777 Activities
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Enterococcus faecalis 29875 Activities
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Enterococcus faecium 13803 Activities
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Streptococcus pyogenes 16140 Activities
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Haemophilus influenzae 8812 Activities
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Bacillus thuringiensis 718 Activities
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Bacillus subtilis 32866 Activities
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Priestia megaterium 1154 Activities
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Micrococcus luteus 7463 Activities
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Staphylococcus aureus 210822 Activities
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Staphylococcus epidermidis 22802 Activities
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Escherichia coli 133304 Activities
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Candida tropicalis 8381 Activities
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Aspergillus niger 16508 Activities
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Saccharomyces cerevisiae 19171 Activities
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Cyclooxygenase-1 5266 Activities
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Seed lipoxygenase-1 463 Activities
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Mus musculus 284745 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: 382.43 | Molecular Weight (Monoisotopic): 382.0194 | AlogP: 4.10 | #Rotatable Bonds: 3 |
| Polar Surface Area: 97.49 | Molecular Species: NEUTRAL | HBA: 7 | HBD: 1 |
| #RO5 Violations: 0 | HBA (Lipinski): 7 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: 10.62 | CX Basic pKa: | CX LogP: 4.68 | CX LogD: 4.68 |
| Aromatic Rings: 3 | Heavy Atoms: 26 | QED Weighted: 0.42 | Np Likeness Score: -2.20 |
References
| 1. Vicini P, Geronikaki A, Incerti M, Zani F, Dearden J, Hewitt M.. (2008) 2-Heteroarylimino-5-benzylidene-4-thiazolidinones analogues of 2-thiazolylimino-5-benzylidene-4-thiazolidinones with antimicrobial activity: synthesis and structure-activity relationship., 16 (7): [PMID:18299196] [10.1016/j.bmc.2008.02.001] |
| 2. Eleftheriou P, Geronikaki A, Hadjipavlou-Litina D, Vicini P, Filz O, Filimonov D, Poroikov V, Chaudhaery SS, Roy KK, Saxena AK.. (2012) Fragment-based design, docking, synthesis, biological evaluation and structure-activity relationships of 2-benzo/benzisothiazolimino-5-aryliden-4-thiazolidinones as cycloxygenase/lipoxygenase inhibitors., 47 [PMID:22119153] [10.1016/j.ejmech.2011.10.029] |
Source
Source(1):