| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA1823911
Max Phase: Preclinical
Molecular Formula: C23H29NO5S
Molecular Weight: 431.55
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: COc1ccc(S(=O)(=O)N(Cc2ccc3c(c2)C=CC(C)(C)O3)C(C)C)cc1OC
Standard InChI: InChI=1S/C23H29NO5S/c1-16(2)24(30(25,26)19-8-10-21(27-5)22(14-19)28-6)15-17-7-9-20-18(13-17)11-12-23(3,4)29-20/h7-14,16H,15H2,1-6H3
Standard InChI Key: YTQXBXMFEBDFCP-UHFFFAOYSA-N
Associated Targets(Human)
Hypoxia inducible factors; HIF-1-alpha, HIF-2-alpha 820 Activities
Molecule Features
| 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 |
Drug Indications
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
|---|
Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
Properties
| Molecular Weight: 431.55 | Molecular Weight (Monoisotopic): 431.1766 | AlogP: 4.49 | #Rotatable Bonds: 7 |
| Polar Surface Area: 65.07 | Molecular Species: NEUTRAL | HBA: 5 | HBD: 0 |
| #RO5 Violations: 0 | HBA (Lipinski): 6 | HBD (Lipinski): 0 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: | CX Basic pKa: | CX LogP: 4.11 | CX LogD: 4.11 |
| Aromatic Rings: 2 | Heavy Atoms: 30 | QED Weighted: 0.65 | Np Likeness Score: -0.02 |
References
| 1. Tan C, de Noronha RG, Devi NS, Jabbar AA, Kaluz S, Liu Y, Mooring SR, Nicolaou KC, Wang B, Van Meir EG.. (2011) Sulfonamides as a new scaffold for hypoxia inducible factor pathway inhibitors., 21 (18): [PMID:21831638] [10.1016/j.bmcl.2011.06.099] |
| 2. Mooring SR, Jin H, Devi NS, Jabbar AA, Kaluz S, Liu Y, Van Meir EG, Wang B.. (2011) Design and synthesis of novel small-molecule inhibitors of the hypoxia inducible factor pathway., 54 (24): [PMID:22032632] [10.1021/jm201018g] |
| 3. Mun J, Jabbar AA, Devi NS, Liu Y, Van Meir EG, Goodman MM.. (2012) Structure-activity relationship of 2,2-dimethyl-2H-chromene based arylsulfonamide analogs of 3,4-dimethoxy-N-[(2,2-dimethyl-2H-chromen-6-yl)methyl]-N-phenylbenzenesulfonamide, a novel small molecule hypoxia inducible factor-1 (HIF-1) pathway inhibitor and anti-cancer agent., 20 (14): [PMID:22682301] [10.1016/j.bmc.2012.04.064] |
Source
Source(1):