Lotilaner
3-methyl-N-[2-oxo-2-(2,2,2-trifluoroethylamino)ethyl]-5-[(5S)-5-(3,4,5-trichlorophenyl)-5-(trifluoromethyl)-4H-1,2-oxazol-3-yl]thiophene-2-carboxamide
Molecular Identity
Lotilaner
3-methyl-N-[2-oxo-2-(2,2,2-trifluoroethylamino)ethyl]-5-[(5S)-5-(3,4,5-trichlorophenyl)-5-(trifluoromethyl)-4H-1,2-oxazol-3-yl]thiophene-2-carboxamide
PubChem CID: 76959255
Lotilaner is a member of the class of isoxazoles that is 4,5-dihydro-1,2-oxazole substituted by 4-methyl-5-({2-oxo-2-[(2,2,2-trifluoroethyl)amino]ethyl}carbamoyl)thiophen-2-yl, trifluoromethyl, and 3,4,5-trichlorophenyl groups at positions 3, 5 and 5, respectively (the 5S-stereoisomer). It is a gamma-aminobutyric acid (GABA)-gated chloride channel inhibitor selective for mites, approved for the treatment of Demodex blepharitis. It has a role as an ectoparasiticide, a GABA-gated chloride channel antagonist and an ophthalmology drug. It is a secondary carboxamide, a member of thiophenes, a trichlorobenzene, an organofluorine compound and a member of isoxazoles.
2D Structure
Properties
C20H14Cl3F6N3O3S
Molecular Formula
596.80
Molecular Weight
g/mol
594.9726
Exact Mass
Da
6.6
XLogP
Above Lipinski threshold
108
TPSA
Good oral absorption (< 140 A²)
2
H-Bond Donors
11
H-Bond Acceptors
868
Complexity
SMILES
Canonical SMILES
SMILES: CC1=C(SC(=C1)C2=NOC(C2)(C3=CC(=C(C(=C3)Cl)Cl)Cl)C(F)(F)F)C(=O)NCC(=O)NCC(F)(F)FIsomeric SMILES
SMILES: CC1=C(SC(=C1)C2=NO[C@@](C2)(C3=CC(=C(C(=C3)Cl)Cl)Cl)C(F)(F)F)C(=O)NCC(=O)NCC(F)(F)FSynonyms(20)
Lotilaner1369852-71-0CredelioXDEMVYlotilanerumHEH4938D7KLotilaner (ema epar: veterinary)DTXSID7010275512-Thiophenecarboxamide, 5-((5S)-4,5-dihydro-5-(3,4,5-trichlorophenyl)-5-(trifluoromethyl)-3-isoxazolyl)-3-methyl-N-(2-oxo-2-((2,2,2-trifluoroethyl)amino)ethyl)-3-METHYI-N-(2-OXO-2-((2,2,2-TRIFLUOROETHYL)AMINO)ETHYL)-5-((55)-5-(3,4,5-TRICHLOROPHENYL)-5-(TRIFLUOROMETHYL)-4,5-DIHYDRO-1,2-OXAZOL-3-YL)THIOPHENE-2-CARBOXAMIDECredelio CATRefChem:58208Lotilaner ophthalmic solutionDTXCID901513142Lotilaner [INN]
Data from PubChem (NCBI)
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