ID: ALA3314716
Chembl Id: CHEMBL3314716
PubChem CID: 118707722
Max Phase: Preclinical
Molecular Formula: C12H5ClO2S
Molecular Weight: 248.69
Molecule Type: Small molecule
Associated Items:
Canonical SMILES: O=C1c2ccsc2C(=O)c2c(Cl)cccc21
Standard InChI: InChI=1S/C12H5ClO2S/c13-8-3-1-2-6-9(8)11(15)12-7(10(6)14)4-5-16-12/h1-5H
Standard InChI Key: QQLNKRKVCSZRIK-UHFFFAOYSA-N
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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: 248.69 | Molecular Weight (Monoisotopic): 247.9699 | AlogP: 3.18 | #Rotatable Bonds: ┄ |
| Polar Surface Area: 34.14 | Molecular Species: ┄ | HBA: 3 | HBD: ┄ |
| #RO5 Violations: ┄ | HBA (Lipinski): 2 | HBD (Lipinski): ┄ | #RO5 Violations (Lipinski): ┄ |
| CX Acidic pKa: ┄ | CX Basic pKa: ┄ | CX LogP: 3.44 | CX LogD: 3.44 |
| Aromatic Rings: 2 | Heavy Atoms: 16 | QED Weighted: 0.61 | Np Likeness Score: -0.45 |
| 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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