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ID: ALA3897959
Max Phase: Preclinical
Molecular Formula: C24H16ClF5N4O3
Molecular Weight: 538.86
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: Cn1c(Nc2c(F)cccc2Cl)nc2cc(C(=O)Nc3cc(F)cc(C(F)(F)F)c3)c3c(c21)OCCO3
Standard InChI: InChI=1S/C24H16ClF5N4O3/c1-34-19-17(32-23(34)33-18-15(25)3-2-4-16(18)27)10-14(20-21(19)37-6-5-36-20)22(35)31-13-8-11(24(28,29)30)7-12(26)9-13/h2-4,7-10H,5-6H2,1H3,(H,31,35)(H,32,33)
Standard InChI Key: HOTSVKDMIYWWIY-UHFFFAOYSA-N
Associated Targets(Human)
Prostaglandin E synthase 3082 Activities
Cytochrome P450 1A2 26471 Activities
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Cytochrome P450 2D6 33882 Activities
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Cytochrome P450 3A4 53859 Activities
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Cytochrome P450 2C9 32119 Activities
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Cytochrome P450 2C19 29246 Activities
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Cyclooxygenase-1 9233 Activities
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Cyclooxygenase-2 13999 Activities
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Prostaglandin E synthase 2 329 Activities
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Prostaglandin-H2 D-isomerase 4 Activities
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Prostaglandin I2 synthase 104 Activities
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Thromboxane-A synthase 3355 Activities
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HERG 29587 Activities
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Transmembrane domain-containing protein TMIGD3 200 Activities
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Prostaglandin E synthase 3 11 Activities
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Associated Targets(non-human)
Prostaglandin E synthase 86 Activities
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Prostaglandin E synthase 11 Activities
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Peripheral-type benzodiazepine receptor 1942 Activities
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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
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Mechanisms of Action
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Properties
| Molecular Weight: 538.86 | Molecular Weight (Monoisotopic): 538.0831 | AlogP: 6.29 | #Rotatable Bonds: 4 |
| Polar Surface Area: 77.41 | Molecular Species: NEUTRAL | HBA: 6 | HBD: 2 |
| #RO5 Violations: 2 | HBA (Lipinski): 7 | HBD (Lipinski): 2 | #RO5 Violations (Lipinski): 2 |
| CX Acidic pKa: 13.22 | CX Basic pKa: 5.86 | CX LogP: 5.98 | CX LogD: 5.97 |
| Aromatic Rings: 4 | Heavy Atoms: 37 | QED Weighted: 0.30 | Np Likeness Score: -1.61 |
References
| 1. Muthukaman N, Deshmukh S, Sarode N, Tondlekar S, Tambe M, Pisal D, Shaikh M, Kattige VG, Honnegowda S, Karande V, Kulkarni A, Jadhav SB, Mahat MYA, Gudi GS, Khairatkar-Joshi N, Gharat LA.. (2016) Discovery of 2-((2-chloro-6-fluorophenyl)amino)-N-(3-fluoro-5-(trifluoromethyl)phenyl)-1-methyl-7,8-dihydro-1H-[1,4]dioxino[2',3':3,4]benzo[1,2-d]imidazole-5-carboxamide as potent, selective and efficacious microsomal prostaglandin E2 synthase-1 (mPGES-1) inhibitor., 26 (24): [PMID:27865703] [10.1016/j.bmcl.2016.10.079] |
Source
Source(1):