4-N-{4-[(2R)-3-(dimethylamino)-2-hydroxypropoxy]phenyl}-6-N-[2-fluoro-5-(trifluoromethyl)phenyl]pyrimidine-4,6-diamine

• ChemBase ID: 4707
• Molecular Formular: C22H23F4N5O2
• Molecular Mass: 465.4439328
• Monoisotopic Mass: 465.17878788
• SMILES: c1(cc(ncn1)Nc1ccc(cc1)OC[C@@H](CN(C)C)O)Nc1c(ccc(c1)C(F)(F)F)F
• Canonical SMILES: CN(C[C@H](COc1ccc(cc1)Nc1ncnc(c1)Nc1cc(ccc1F)C(F)(F)F)O)C
• InChI: InChI=1S/C22H23F4N5O2/c1-31(2)11-16(32)12-33-17-6-4-15(5-7-17)29-20-10-21(28-13-27-20)30-19-9-14(22(24,25)26)3-8-18(19)23/h3-10,13,16,32H,11-12H2,1-2H3,(H2,27,28,29,30)/t16-/m1/s1
• InChIKey: OSCWQKTUILTARV-MRXNPFEDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-N-{4-[(2R)-3-(dimethylamino)-2-hydroxypropoxy]phenyl}-6-N-[2-fluoro-5-(trifluoromethyl)phenyl]pyrimidine-4,6-diamine
• IUPAC Traditional name: 4-N-{4-[(2R)-3-(dimethylamino)-2-hydroxypropoxy]phenyl}-6-N-[2-fluoro-5-(trifluoromethyl)phenyl]pyrimidine-4,6-diamine
• Synonyms: (2R)-1-(DIMETHYLAMINO)-3-{4-[(6-{[2-FLUORO-5-(TRIFLUOROMETHYL)PHENYL]AMINO}PYRIMIDIN-4-YL)AMINO]PHENOXY}PROPAN-2-OL

Database IDs

• PubChem SID: 160968139; 99443525
• PubChem CID: 448994

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.223986
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 1.2126508
• LogD (pH = 7.4): 3.050472
• Log P: 4.369691
• Molar Refractivity: 116.9566 cm^3
• Polarizability: 42.832596 Å^3
• Polar Surface Area: 82.54 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.73
• LOG S: -4.26
• Solubility (Water): 2.55e-02 g/l

DETAILS

DrugBank - DB07054

Drug information: experimental