5-bromo-2-N-{4-[(2S)-3-(dimethylamino)-2-hydroxypropoxy]phenyl}-4-N-phenylpyrimidine-2,4-diamine

• ChemBase ID: 5145
• Molecular Formular: C21H24BrN5O2
• Molecular Mass: 458.35156
• Monoisotopic Mass: 457.11133703
• SMILES: C(Oc1ccc(cc1)Nc1ncc(c(n1)Nc1ccccc1)Br)[C@H](CN(C)C)O
• Canonical SMILES: CN(C[C@@H](COc1ccc(cc1)Nc1ncc(c(n1)Nc1ccccc1)Br)O)C
• InChI: InChI=1S/C21H24BrN5O2/c1-27(2)13-17(28)14-29-18-10-8-16(9-11-18)25-21-23-12-19(22)20(26-21)24-15-6-4-3-5-7-15/h3-12,17,28H,13-14H2,1-2H3,(H2,23,24,25,26)/t17-/m0/s1
• InChIKey: MEIJADBULOETOV-KRWDZBQOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-bromo-2-N-{4-[(2S)-3-(dimethylamino)-2-hydroxypropoxy]phenyl}-4-N-phenylpyrimidine-2,4-diamine
• IUPAC Traditional name: 5-bromo-2-N-{4-[(2S)-3-(dimethylamino)-2-hydroxypropoxy]phenyl}-4-N-phenylpyrimidine-2,4-diamine
• Synonyms: (2S)-1-{4-[(4-ANILINO-5-BROMOPYRIMIDIN-2-YL)AMINO]PHENOXY}-3-(DIMETHYLAMINO)PROPAN-2-OL

Database IDs

• PubChem SID: 160968575; 99443972
• PubChem CID: 445958

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.6266985
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 1.1551131
• LogD (pH = 7.4): 2.8846688
• Log P: 4.2022214
• Molar Refractivity: 118.0218 cm^3
• Polarizability: 44.77229 Å^3
• Polar Surface Area: 82.54 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.83
• LOG S: -4.12
• Solubility (Water): 3.50e-02 g/l

DETAILS

DrugBank - DB07501

Drug information: experimental