| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA4649243
Max Phase: Preclinical
Molecular Formula: C27H31N3O5S
Molecular Weight: 509.63
Molecule Type: Unknown
Associated Items:
Representations
Canonical SMILES: COc1cc(C(=O)N[C@@H]2C[C@H]3CCC[C@@H](C2)N3CC(=O)c2nc3ccccc3s2)cc(OC)c1OC
Standard InChI: InChI=1S/C27H31N3O5S/c1-33-22-11-16(12-23(34-2)25(22)35-3)26(32)28-17-13-18-7-6-8-19(14-17)30(18)15-21(31)27-29-20-9-4-5-10-24(20)36-27/h4-5,9-12,17-19H,6-8,13-15H2,1-3H3,(H,28,32)/t17-,18-,19+
Standard InChI Key: QLWKVOWKYWURTF-LDLYASANSA-N
Associated Targets(Human)
CXCR6 Tchem C-X-C chemokine receptor type 6 (264 Activities)
Molecule Features
| Natural Product: No | Oral: No | Chemical Probe: No | Parenteral: No |
| Molecule Type: Unknown | 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: 509.63 | Molecular Weight (Monoisotopic): 509.1984 | AlogP: 4.32 | #Rotatable Bonds: 8 |
| Polar Surface Area: 89.99 | Molecular Species: NEUTRAL | HBA: 8 | HBD: 1 |
| #RO5 Violations: 1 | HBA (Lipinski): 8 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): 1 |
| CX Acidic pKa: | CX Basic pKa: 6.28 | CX LogP: 3.32 | CX LogD: 3.29 |
| Aromatic Rings: 3 | Heavy Atoms: 36 | QED Weighted: 0.45 | Np Likeness Score: -0.98 |
References
| 1. Peddibhotla S, Hershberger PM, Jason Kirby R, Sugarman E, Maloney PR, Hampton Sessions E, Divlianska D, Morfa CJ, Terry D, Pinkerton AB, Smith LH, Malany S.. (2020) Discovery of small molecule antagonists of chemokine receptor CXCR6 that arrest tumor growth in SK-HEP-1 mouse xenografts as a model of hepatocellular carcinoma., 30 (4): [PMID:31882297] [10.1016/j.bmcl.2019.126899] |
Source
Source(1):