2,2-diphenyl-N-(2,2,2-trichloro-1-{[(4-fluoro-3-nitrophenyl)carbamothioyl]amino}ethyl)acetamide

• ChemBase ID: 155954
• Molecular Formular: C23H18Cl3FN4O3S
• Molecular Mass: 555.8364232
• Monoisotopic Mass: 554.01492272
• SMILES: c1ccc(cc1)C(c1ccccc1)C(=O)NC(C(Cl)(Cl)Cl)NC(=S)Nc1ccc(c(c1)[N+](=O)[O-])F
• Canonical SMILES: S=C(NC(C(Cl)(Cl)Cl)NC(=O)C(c1ccccc1)c1ccccc1)Nc1ccc(c(c1)[N+](=O)[O-])F
• InChI: InChI=1S/C23H18Cl3FN4O3S/c24-23(25,26)21(30-22(35)28-16-11-12-17(27)18(13-16)31(33)34)29-20(32)19(14-7-3-1-4-8-14)15-9-5-2-6-10-15/h1-13,19,21H,(H,29,32)(H2,28,30,35)
• InChIKey: HLCDNLNLQNYZTK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2-diphenyl-N-(2,2,2-trichloro-1-{[(4-fluoro-3-nitrophenyl)carbamothioyl]amino}ethyl)acetamide
• IUPAC Traditional name: 2,2-diphenyl-N-(2,2,2-trichloro-1-{[(4-fluoro-3-nitrophenyl)carbamothioyl]amino}ethyl)acetamide
• Synonyms: 2,2-Diphenyl-n-(2,2,2-trichloro-1-[3-(4-fluoro-3-nitrophenyl)thioureido]ethyl)acetamide; CGK733; CGK 733

Database IDs

• CAS Number: 905973-89-9
• MDL Number: MFCD09038682
• PubChem SID: 162250092; 24724454
• PubChem CID: 6605258

CALCULATED PROPERTIES

• Acid pKa: 8.631788
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 6.507378
• LogD (pH = 7.4): 6.4849925
• Log P: 6.5076694
• Molar Refractivity: 140.4993 cm^3
• Polarizability: 52.77849 Å^3
• Polar Surface Area: 96.3 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: >5 mg/mL
• Apperance: off-white solid

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: ATM; ATR

Product Information

• Purity: ≥98% (HPLC)
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C23H18Cl3FN4O3S

DETAILS

Sigma Aldrich - C9867

Biochem/physiol Actions
Originally published as a selective ataxia telangiectasia-mutated (ATM) and ATM- and Rad3-related (ATR) kinase inhibitor, which causes reversible reprogramming of cellular lifespan, conferred robust growth to senescent cells that had ceased proliferation.