| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA1215885
Max Phase: Preclinical
Molecular Formula: C20H13BrF3NO3
Molecular Weight: 452.23
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: O=C(O)c1c(O)c(C2(c3ccc(Br)cc3)CC2)nc2c(C(F)(F)F)cccc12
Standard InChI: InChI=1S/C20H13BrF3NO3/c21-11-6-4-10(5-7-11)19(8-9-19)17-16(26)14(18(27)28)12-2-1-3-13(15(12)25-17)20(22,23)24/h1-7,26H,8-9H2,(H,27,28)
Standard InChI Key: GCNAFZVEBJYFGK-UHFFFAOYSA-N
Associated Targets(Human)
P-selectin glycoprotein ligand 1 134 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: 452.23 | Molecular Weight (Monoisotopic): 451.0031 | AlogP: 5.50 | #Rotatable Bonds: 3 |
| Polar Surface Area: 70.42 | Molecular Species: ACID | HBA: 3 | HBD: 2 |
| #RO5 Violations: 1 | HBA (Lipinski): 4 | HBD (Lipinski): 2 | #RO5 Violations (Lipinski): 1 |
| CX Acidic pKa: 3.31 | CX Basic pKa: 0.28 | CX LogP: 6.38 | CX LogD: 2.96 |
| Aromatic Rings: 3 | Heavy Atoms: 28 | QED Weighted: 0.55 | Np Likeness Score: -0.18 |
References
| 1. Huang A, Moretto A, Janz K, Lowe M, Bedard PW, Tam S, Di L, Clerin V, Sushkova N, Tchernychev B, Tsao DH, Keith JC, Shaw GD, Schaub RG, Wang Q, Kaila N.. (2010) Discovery of 2-[1-(4-chlorophenyl)cyclopropyl]-3-hydroxy-8-(trifluoromethyl)quinoline-4-carboxylic acid (PSI-421), a P-selectin inhibitor with improved pharmacokinetic properties and oral efficacy in models of vascular injury., 53 (16): [PMID:20718494] [10.1021/jm9013696] |
Source
Source(1):