| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA1823898
Max Phase: Preclinical
Molecular Formula: C21H23Cl2NO3S
Molecular Weight: 440.39
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: CC(C)N(Cc1ccc2c(c1)C=CC(C)(C)O2)S(=O)(=O)c1cc(Cl)ccc1Cl
Standard InChI: InChI=1S/C21H23Cl2NO3S/c1-14(2)24(28(25,26)20-12-17(22)6-7-18(20)23)13-15-5-8-19-16(11-15)9-10-21(3,4)27-19/h5-12,14H,13H2,1-4H3
Standard InChI Key: VPTGVRIUIJTQRQ-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: 440.39 | Molecular Weight (Monoisotopic): 439.0776 | AlogP: 5.78 | #Rotatable Bonds: 5 |
| Polar Surface Area: 46.61 | Molecular Species: NEUTRAL | HBA: 3 | HBD: 0 |
| #RO5 Violations: 1 | HBA (Lipinski): 4 | HBD (Lipinski): 0 | #RO5 Violations (Lipinski): 1 |
| CX Acidic pKa: | CX Basic pKa: | CX LogP: 5.63 | CX LogD: 5.63 |
| Aromatic Rings: 2 | Heavy Atoms: 28 | QED Weighted: 0.59 | Np Likeness Score: -0.39 |
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. 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):