ID: ALA293277
Chembl Id: CHEMBL293277
Cas Number: 434-45-7
PubChem CID: 9905
Product Number: S47156
Max Phase: Preclinical
Molecular Formula: C8H5F3O
Molecular Weight: 174.12
Molecule Type: Small molecule
Associated Items:
Canonical SMILES: O=C(c1ccccc1)C(F)(F)F
Standard InChI: InChI=1S/C8H5F3O/c9-8(10,11)7(12)6-4-2-1-3-5-6/h1-5H
Standard InChI Key: KZJRKRQSDZGHEC-UHFFFAOYSA-N
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| 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 |
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
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| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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| Molecular Weight: 174.12 | Molecular Weight (Monoisotopic): 174.0292 | AlogP: 2.43 | #Rotatable Bonds: 1 |
| Polar Surface Area: 17.07 | Molecular Species: ┄ | HBA: 1 | HBD: ┄ |
| #RO5 Violations: ┄ | HBA (Lipinski): 1 | HBD (Lipinski): ┄ | #RO5 Violations (Lipinski): ┄ |
| CX Acidic pKa: ┄ | CX Basic pKa: ┄ | CX LogP: 2.66 | CX LogD: 2.66 |
| Aromatic Rings: 1 | Heavy Atoms: 12 | QED Weighted: 0.60 | Np Likeness Score: -0.69 |
| 1. Kawase M, Harada H, Saito S, Cui J, Tani S.. (1999) In vitro susceptibility of Helicobacter pylori to trifluoromethyl ketones., 9 (2): [PMID:10021926] [10.1016/s0960-894x(98)00726-4] |
| 2. Duran I, Parrilla A, Feixas J, Guerrero A. (1993) Inhibition of antennal esterases of the egyptian armyworm Spodoptera littoralis by trifluoromethyl ketones, 3 (12): [10.1016/S0960-894X(01)80722-8] |
| 3. Kawase M, Sakagami H, Kusama K, Motohashi N, Saito S.. (1999) Alpha-trifluoromethylated acyloins induce apoptosis in human oral tumor cell lines., 9 (21): [PMID:10560735] [10.1016/s0960-894x(99)00548-x] |
| 4. Hamada H, Nakajima N, Shisa Y, Funahashi M, Nakamura K. (1994) Enantioselective reduction of ethyl 3-methyl-2-oxobutanoate by an enzymatic system from callus of catharanthus roseus, 4 (7): [10.1016/S0960-894X(01)80261-4] |
| 5. Boger DL, Miyauchi H, Du W, Hardouin C, Fecik RA, Cheng H, Hwang I, Hedrick MP, Leung D, Acevedo O, Guimarães CR, Jorgensen WL, Cravatt BF.. (2005) Discovery of a potent, selective, and efficacious class of reversible alpha-ketoheterocycle inhibitors of fatty acid amide hydrolase effective as analgesics., 48 (6): [PMID:15771430] [10.1021/jm049614v] |
| 6. Wheelock CE, Nakagawa Y, Akamatsu M, Hammock BD.. (2003) Use of classical and 3-D QSAR to examine the hydration state of juvenile hormone esterase inhibitors., 11 (23): [PMID:14604674] [10.1016/j.bmc.2003.08.023] |
| 7. Depetter Y, Geurs S, Vanden Bussche F, De Vreese R, Franceus J, Desmet T, De Wever O, D'hooghe M.. (2018) Assessment of the trifluoromethyl ketone functionality as an alternative zinc-binding group for selective HDAC6 inhibition., 9 (6): [PMID:30108990] [10.1039/C8MD00107C] |
| 8. Martin JS, MacKenzie CJ, Fletcher D, Gilbert IH.. (2019) Characterising covalent warhead reactivity., 27 (10): [PMID:30975501] [10.1016/j.bmc.2019.04.002] |
| 9. Madden KS, Todd PMT, Urata K, Russell AJ, Vincent KA, Reeve HA.. (2023) A pharmacophore-based approach to demonstrating the scope of alcohol dehydrogenases., 83 [PMID:36966660] [10.1016/j.bmc.2023.117255] |
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