N-{3-[(4-{[3-(trifluoromethyl)phenyl]amino}pyrimidin-2-yl)amino]phenyl}cyclopropanecarboxamide

• ChemBase ID: 5189
• Molecular Formular: C21H18F3N5O
• Molecular Mass: 413.3957296
• Monoisotopic Mass: 413.14634488
• SMILES: O=C(C1CC1)Nc1cc(ccc1)Nc1nccc(n1)Nc1cc(C(F)(F)F)ccc1
• Canonical SMILES: O=C(C1CC1)Nc1cccc(c1)Nc1nccc(n1)Nc1cccc(c1)C(F)(F)F
• InChI: InChI=1S/C21H18F3N5O/c22-21(23,24)14-3-1-4-15(11-14)26-18-9-10-25-20(29-18)28-17-6-2-5-16(12-17)27-19(30)13-7-8-13/h1-6,9-13H,7-8H2,(H,27,30)(H2,25,26,28,29)
• InChIKey: RDTDWGQDFJPTPD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{3-[(4-{[3-(trifluoromethyl)phenyl]amino}pyrimidin-2-yl)amino]phenyl}cyclopropanecarboxamide
• IUPAC Traditional name: N-{3-[(4-{[3-(trifluoromethyl)phenyl]amino}pyrimidin-2-yl)amino]phenyl}cyclopropanecarboxamide
• Synonyms: N-{3-[(4-{[3-(TRIFLUOROMETHYL)PHENYL]AMINO}PYRIMIDIN-2-YL)AMINO]PHENYL}CYCLOPROPANECARBOXAMIDE; Aurora Kinase Inhibitor III; Cyclopropanecarboxylic acid {3-[4-(3-trifluoromethyl-phenylamino)-pyrimidin-2-ylamino]-phenyl}-amide

Database IDs

• CAS Number: 879127-16-9
• MDL Number: MFCD09265250
• PubChem SID: 24724434; 160968619; 99444016
• PubChem CID: 9549303

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.091278
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 4.9418607
• LogD (pH = 7.4): 5.0957866
• Log P: 5.0981855
• Molar Refractivity: 108.1901 cm^3
• Polarizability: 38.88331 Å^3
• Polar Surface Area: 78.94 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 4.35
• LOG S: -4.76
• Solubility (Water): 7.11e-03 g/l

PROPERTIES

Physical Property

• Solubility: DMSO: >7 mg/mL; H2O: <2 mg/mL
• Apperance: white solid

Safety Information

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

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C21H18F3N5O

DETAILS

DrugBank - DB07545

Drug information: experimental

Sigma Aldrich - C1368

Biochem/physiol Actions
ATP-competitive Aurora A kinase inhibitor with IC50 = 42 nM