ID: ALA3314725
Chembl Id: CHEMBL3314725
PubChem CID: 118707727
Max Phase: Preclinical
Molecular Formula: C14H8O4S
Molecular Weight: 272.28
Molecule Type: Small molecule
Associated Items:
Canonical SMILES: CC(=O)c1cc2c(s1)C(=O)c1c(O)cccc1C2=O
Standard InChI: InChI=1S/C14H8O4S/c1-6(15)10-5-8-12(17)7-3-2-4-9(16)11(7)13(18)14(8)19-10/h2-5,16H,1H3
Standard InChI Key: SRWBROVNYMFWDM-UHFFFAOYSA-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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| 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 |
|---|
| Molecular Weight: 272.28 | Molecular Weight (Monoisotopic): 272.0143 | AlogP: 2.43 | #Rotatable Bonds: 1 |
| Polar Surface Area: 71.44 | Molecular Species: NEUTRAL | HBA: 5 | HBD: 1 |
| #RO5 Violations: ┄ | HBA (Lipinski): 4 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): ┄ |
| CX Acidic pKa: 7.73 | CX Basic pKa: ┄ | CX LogP: 2.87 | CX LogD: 2.70 |
| Aromatic Rings: 2 | Heavy Atoms: 19 | QED Weighted: 0.69 | Np Likeness Score: 0.49 |
| 1. Bannwitz S, Krane D, Vortherms S, Kalin T, Lindenschmidt C, Zahedi Golpayegani N, Tentrop J, Prinz H, Müller K.. (2014) Synthesis and structure-activity relationships of lapacho analogues. 2. Modification of the basic naphtho[2,3-b]furan-4,9-dione, redox activation, and suppression of human keratinocyte hyperproliferation by 8-hydroxynaphtho[2,3-b]thiophene-4,9-diones., 57 (14): [PMID:24964246] [10.1021/jm500754d] |
| 2. Lindenschmidt C, Krane D, Vortherms S, Hilbig L, Prinz H, Müller K.. (2016) 8-Halo-substituted naphtho[2,3-b]thiophene-4,9-diones as redox-active inhibitors of keratinocyte hyperproliferation with reduced membrane-damaging properties., 110 [PMID:26840368] [10.1016/j.ejmech.2016.01.040] |
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