3-(4-{[2,4-bis(trifluoromethyl)phenyl]methoxy}-3-methoxyphenyl)-2-cyano-N-[5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl]prop-2-enamide

• ChemBase ID: 153989
• Molecular Formular: C23H13F9N4O3S
• Molecular Mass: 596.4249488
• Monoisotopic Mass: 596.05646528
• SMILES: COc1cc(ccc1OCc1ccc(cc1C(F)(F)F)C(F)(F)F)/C=C(\C#N)/C(=O)Nc1nnc(s1)C(F)(F)F
• Canonical SMILES: N#C/C(=C\c1ccc(c(c1)OC)OCc1ccc(cc1C(F)(F)F)C(F)(F)F)/C(=O)Nc1nnc(s1)C(F)(F)F
• InChI: InChI=1S/C23H13F9N4O3S/c1-38-17-7-11(6-13(9-33)18(37)34-20-36-35-19(40-20)23(30,31)32)2-5-16(17)39-10-12-3-4-14(21(24,25)26)8-15(12)22(27,28)29/h2-8H,10H2,1H3,(H,34,36,37)
• InChIKey: HQFNFOOGGLSBBT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-{[2,4-bis(trifluoromethyl)phenyl]methoxy}-3-methoxyphenyl)-2-cyano-N-[5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl]prop-2-enamide
• IUPAC Traditional name: 3-(4-{[2,4-bis(trifluoromethyl)phenyl]methoxy}-3-methoxyphenyl)-2-cyano-N-[5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl]prop-2-enamide
• Synonyms: 3-[4-(2,4-Bis-trifluoromethylbenzyloxy)-3-methoxyphenyl]-2-cyano-N-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl)acrylamide; XCT790

Database IDs

• CAS Number: 725247-18-7
• MDL Number: MFCD08277031
• PubChem SID: 162248128; 24724669
• PubChem CID: 6918788

CALCULATED PROPERTIES

• Acid pKa: 10.0794525
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 6.261753
• LogD (pH = 7.4): 6.2609015
• Log P: 6.2617636
• Molar Refractivity: 126.1326 cm^3
• Polarizability: 43.926086 Å^3
• Polar Surface Area: 97.13 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: ≥10 mg/mL
• Apperance: yellow solid

Safety Information

• German water hazard class: 3
• GHS Hazard statements: H413
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C23H13F9N4O3S

DETAILS

Sigma Aldrich - X4753

Biochem/physiol Actions
XCT790 is a potent and specific inverse agonist of ERRα. XCT790 is selective; showing no significant antagonist activity on related nuclear receptors, such as ERRγ or ERα at concentrations below 10 μM. XCT790 inhibits the constitutive activity of ERRα in both biochemical and cell-based assays. The IC50 value is 300-500 nM in transient transfection assays using GAL4-ERR LBD or full-length ERR with the mSHP promoter.