ID: ALA3314769
Chembl Id: CHEMBL3314769
PubChem CID: 101874284
Max Phase: Preclinical
Molecular Formula: C16H10N2O4S
Molecular Weight: 326.33
Molecule Type: Small molecule
Associated Items:
Canonical SMILES: CCc1noc(-c2cc3c(s2)C(=O)c2c(O)cccc2C3=O)n1
Standard InChI: InChI=1S/C16H10N2O4S/c1-2-11-17-16(22-18-11)10-6-8-13(20)7-4-3-5-9(19)12(7)14(21)15(8)23-10/h3-6,19H,2H2,1H3
Standard InChI Key: CQOGHQKGBYSQMD-UHFFFAOYSA-N
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| 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 |
|---|
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
| Molecular Weight: 326.33 | Molecular Weight (Monoisotopic): 326.0361 | AlogP: 2.84 | #Rotatable Bonds: 2 |
| Polar Surface Area: 93.29 | Molecular Species: NEUTRAL | HBA: 7 | HBD: 1 |
| #RO5 Violations: ┄ | HBA (Lipinski): 6 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): ┄ |
| CX Acidic pKa: 8.13 | CX Basic pKa: ┄ | CX LogP: 3.85 | CX LogD: 3.78 |
| Aromatic Rings: 3 | Heavy Atoms: 23 | QED Weighted: 0.61 | Np Likeness Score: -0.44 |
| 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] |
Source(1):
