| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA521286
Max Phase: Preclinical
Molecular Formula: C22H14ClF3N2O2
Molecular Weight: 430.81
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: Cc1ccc2oc(-c3cc(NC(=O)c4ccccc4C(F)(F)F)ccc3Cl)nc2c1
Standard InChI: InChI=1S/C22H14ClF3N2O2/c1-12-6-9-19-18(10-12)28-21(30-19)15-11-13(7-8-17(15)23)27-20(29)14-4-2-3-5-16(14)22(24,25)26/h2-11H,1H3,(H,27,29)
Standard InChI Key: AUJMYBVVKPOWGD-UHFFFAOYSA-N
Associated Targets(Human)
Prostaglandin E synthase 3082 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: 430.81 | Molecular Weight (Monoisotopic): 430.0696 | AlogP: 6.73 | #Rotatable Bonds: 3 |
| Polar Surface Area: 55.13 | Molecular Species: NEUTRAL | HBA: 3 | HBD: 1 |
| #RO5 Violations: 1 | HBA (Lipinski): 4 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): 1 |
| CX Acidic pKa: | CX Basic pKa: 0.34 | CX LogP: 6.43 | CX LogD: 6.43 |
| Aromatic Rings: 4 | Heavy Atoms: 30 | QED Weighted: 0.39 | Np Likeness Score: -1.96 |
References
| 1. Friesen RW, Mancini JA.. (2008) Microsomal prostaglandin E2 synthase-1 (mPGES-1): a novel anti-inflammatory therapeutic target., 51 (14): [PMID:18459759] [10.1021/jm800197b] |
| 2. Wang J, Limburg D, Carter J, Mbalaviele G, Gierse J, Vazquez M.. (2010) Selective inducible microsomal prostaglandin E(2) synthase-1 (mPGES-1) inhibitors derived from an oxicam template., 20 (5): [PMID:20144869] [10.1016/j.bmcl.2010.01.060] |
| 3. Arhancet GB, Walker DP, Metz S, Fobian YM, Heasley SE, Carter JS, Springer JR, Jones DE, Hayes MJ, Shaffer AF, Jerome GM, Baratta MT, Zweifel B, Moore WM, Masferrer JL, Vazquez ML.. (2013) Discovery and SAR of PF-4693627, a potent, selective and orally bioavailable mPGES-1 inhibitor for the potential treatment of inflammation., 23 (4): [PMID:23260349] [10.1016/j.bmcl.2012.11.109] |
| 4. Noha SM, Fischer K, Koeberle A, Garscha U, Werz O, Schuster D.. (2015) Discovery of novel, non-acidic mPGES-1 inhibitors by virtual screening with a multistep protocol., 23 (15): [PMID:26088337] [10.1016/j.bmc.2015.05.045] |
Source
Source(1):