4-N-(2,6-difluorophenyl)-6-N-{4-[(2S)-3-(dimethylamino)-2-hydroxypropoxy]phenyl}pyrimidine-4,6-diamine

• ChemBase ID: 5387
• Molecular Formular: C21H23F2N5O2
• Molecular Mass: 415.4364264
• Monoisotopic Mass: 415.18198144
• SMILES: c1c(ccc(c1)OC[C@H](CN(C)C)O)Nc1cc(ncn1)Nc1c(cccc1F)F
• Canonical SMILES: O[C@@H](CN(C)C)COc1ccc(cc1)Nc1ncnc(c1)Nc1c(F)cccc1F
• InChI: InChI=1S/C21H23F2N5O2/c1-28(2)11-15(29)12-30-16-8-6-14(7-9-16)26-19-10-20(25-13-24-19)27-21-17(22)4-3-5-18(21)23/h3-10,13,15,29H,11-12H2,1-2H3,(H2,24,25,26,27)/t15-/m0/s1
• InChIKey: ZVSBKYYVBCKDBO-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-N-(2,6-difluorophenyl)-6-N-{4-[(2S)-3-(dimethylamino)-2-hydroxypropoxy]phenyl}pyrimidine-4,6-diamine
• IUPAC Traditional name: 4-N-(2,6-difluorophenyl)-6-N-{4-[(2S)-3-(dimethylamino)-2-hydroxypropoxy]phenyl}pyrimidine-4,6-diamine
• Synonyms: (2S)-1-[4-({6-[(2,6-DIFLUOROPHENYL)AMINO]PYRIMIDIN-4-YL}AMINO)PHENOXY]-3-(DIMETHYLAMINO)PROPAN-2-OL

Database IDs

• PubChem SID: 99444222; 160968816
• PubChem CID: 445950

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.326036
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 0.49967256
• LogD (pH = 7.4): 2.3156567
• Log P: 3.6345444
• Molar Refractivity: 111.1993 cm^3
• Polarizability: 41.399933 Å^3
• Polar Surface Area: 82.54 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.45
• LOG S: -4.06
• Solubility (Water): 3.61e-02 g/l

DETAILS

DrugBank - DB07751

Drug information: experimental