ID: ALA596082
Chembl Id: CHEMBL596082
Cas Number: 233279-24-8
PubChem CID: 10333648
Max Phase: Preclinical
Molecular Formula: C14H12O6
Molecular Weight: 276.24
Molecule Type: Small molecule
Associated Items:
Synonyms: (-)-Thysanone | Thysanone|233279-24-8|(-)-Thysanone|(1R,3S)-1,7,9-trihydroxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromene-5,10-dione|CHEMBL596082|DTXSID70438311|CHEBI:168200|LMPK13030001
Canonical SMILES: C[C@H]1CC2=C(C(=O)c3c(O)cc(O)cc3C2=O)[C@H](O)O1
Standard InChI: InChI=1S/C14H12O6/c1-5-2-7-11(14(19)20-5)13(18)10-8(12(7)17)3-6(15)4-9(10)16/h3-5,14-16,19H,2H2,1H3/t5-,14+/m0/s1
Standard InChI Key: NNXPHSFVRRTOJM-OVZGEXIGSA-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 |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| 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 |
| 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: 276.24 | Molecular Weight (Monoisotopic): 276.0634 | AlogP: 0.90 | #Rotatable Bonds: ┄ |
| Polar Surface Area: 104.06 | Molecular Species: NEUTRAL | HBA: 6 | HBD: 3 |
| #RO5 Violations: ┄ | HBA (Lipinski): 6 | HBD (Lipinski): 3 | #RO5 Violations (Lipinski): ┄ |
| CX Acidic pKa: 7.33 | CX Basic pKa: ┄ | CX LogP: 1.27 | CX LogD: 0.93 |
| Aromatic Rings: 1 | Heavy Atoms: 20 | QED Weighted: 0.65 | Np Likeness Score: 2.25 |
| 1. Sperry J, Lorenzo-Castrillejo I, Brimble MA, Machín F.. (2009) Pyranonaphthoquinone derivatives of eleutherin, ventiloquinone L, thysanone and nanaomycin A possessing a diverse topoisomerase II inhibition and cytotoxicity spectrum., 17 (20): [PMID:19783445] [10.1016/j.bmc.2009.08.064] |
| 2. Schünemann K, Connelly S, Kowalczyk R, Sperry J, Wilson IA, Fraser JD, Brimble MA.. (2012) A simple solid phase, peptide-based fluorescent assay for the efficient and universal screening of HRV 3C protease inhibitors., 22 (15): [PMID:22763202] [10.1016/j.bmcl.2012.06.015] |
| 3. Young Jeong J, Sperry J, Taylor JA, Brimble MA.. (2014) Synthesis and evaluation of 9-deoxy analogues of (-)-thysanone, an inhibitor of HRV 3C protease., 87 [PMID:25259514] [10.1016/j.ejmech.2014.09.063] |
Source(1):
