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ID: ALA454057
Max Phase: Preclinical
Molecular Formula: C15H10N2O2
Molecular Weight: 250.26
Molecule Type: Small molecule
Associated Items:
Representations
Synonyms (1): NSC-341584
Synonyms from Alternative Forms(1):
Canonical SMILES: COc1ccc2c(c1)c1ccnc3ccc(=O)n2c31
Standard InChI: InChI=1S/C15H10N2O2/c1-19-9-2-4-13-11(8-9)10-6-7-16-12-3-5-14(18)17(13)15(10)12/h2-8H,1H3
Standard InChI Key: FDBMONUDUKGKGY-UHFFFAOYSA-N
Associated Targets(Human)
KB (17409 Activities)
HCC1395 (122 Activities)
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DU-145 (51482 Activities)
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Associated Targets(non-human)
Calf thymus DNA (4845 Activities)
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Saccharomyces cerevisiae (19171 Activities)
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Candida albicans (78123 Activities)
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Cryptococcus neoformans (21258 Activities)
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Trichophyton mentagrophytes (4846 Activities)
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Aspergillus fumigatus (16427 Activities)
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Staphylococcus aureus (210822 Activities)
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Bacillus cereus (7522 Activities)
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Bacillus subtilis (32866 Activities)
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Ralstonia solanacearum (520 Activities)
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Molecule Features
| Natural Product: Yes | 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: 250.26 | Molecular Weight (Monoisotopic): 250.0742 | AlogP: 2.45 | #Rotatable Bonds: 1 |
| Polar Surface Area: 43.60 | Molecular Species: NEUTRAL | HBA: 4 | HBD: 0 |
| #RO5 Violations: 0 | HBA (Lipinski): 4 | HBD (Lipinski): 0 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: | CX Basic pKa: 4.01 | CX LogP: 1.66 | CX LogD: 1.66 |
| Aromatic Rings: 4 | Heavy Atoms: 19 | QED Weighted: 0.52 | Np Likeness Score: 0.11 |
References
| 1. Arisawa M, Kinghorn AD, Cordell GA, Farnsworth NR.. (1983) Plant anticancer agents. XXIV. Alkaloid constituents of Simaba multiflora., 46 (2): [PMID:6875577] [10.1021/np50026a016] |
| 2. Soriano-Agatón F, Lagoutte D, Poupon E, Roblot F, Fournet A, Gantier JC, Hocquemiller R.. (2005) Extraction, hemisynthesis, and synthesis of canthin-6-one analogues. Evaluation of their antifungal activities., 68 (11): [PMID:16309303] [10.1021/np050250z] |
| 3. Pezzuto JM, Che CT, McPherson DD, Zhu JP, Topcu G, Erdelmeier CA, Cordell GA.. (1991) DNA as an affinity probe useful in the detection and isolation of biologically active natural products., 54 (6): [PMID:1812211] [10.1021/np50078a006] |
| 4. Cebrian-Torrejon G, Kahn SA, Ferreira ME, Thirant C, Rojas de Arias A, Figadere B, Fournet A, Chneiweiss H, Poupon E. (2012) Alkaloids from Rutaceae: activities of canthin-6-one alkaloids and synthetic analogues on glioblastoma stems cells, 3 (7): [10.1039/C2MD20047C] |
| 5. Dai J, Dan W, Zhang Y, He M, Wang J.. (2018) Design and synthesis of C10 modified and ring-truncated canthin-6-one analogues as effective membrane-active antibacterial agents., 28 (18): [PMID:30097370] [10.1016/j.bmcl.2018.06.001] |
| 6. Luo B, Song X.. (2021) A comprehensive overview of β-carbolines and its derivatives as anticancer agents., 224 [PMID:34332400] [10.1016/j.ejmech.2021.113688] |
Source
Source(1):