5-[(3R)-3-[3-(2,6-dimethylphenyl)-5-methoxyphenyl]but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine

• ChemBase ID: 4797
• Molecular Formular: C24H26N4O
• Molecular Mass: 386.48944
• Monoisotopic Mass: 386.21066147
• SMILES: c1(c(C#C[C@H](C)c2cc(cc(c3c(C)cccc3C)c2)OC)c(C)nc(N)n1)N
• Canonical SMILES: COc1cc(cc(c1)c1c(C)cccc1C)[C@H](C#Cc1c(C)nc(nc1N)N)C
• InChI: InChI=1S/C24H26N4O/c1-14(9-10-21-17(4)27-24(26)28-23(21)25)18-11-19(13-20(12-18)29-5)22-15(2)7-6-8-16(22)3/h6-8,11-14H,1-5H3,(H4,25,26,27,28)/t14-/m0/s1
• InChIKey: XZXVRKHUCSXVBM-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(3R)-3-[3-(2,6-dimethylphenyl)-5-methoxyphenyl]but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
• IUPAC Traditional name: 5-[(3R)-3-[3-(2,6-dimethylphenyl)-5-methoxyphenyl]but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
• Synonyms: 5-[(3R)-3-(5-methoxy-2',6'-dimethylbiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine

Database IDs

• PubChem SID: 160968229; 99443615
• PubChem CID: 44144380

CALCULATED PROPERTIES

JChem

• Acid pKa: 17.613419
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.6030102
• LogD (pH = 7.4): 4.920944
• Log P: 5.165551
• Molar Refractivity: 118.5736 cm^3
• Polarizability: 45.463417 Å^3
• Polar Surface Area: 87.05 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 4.58
• LOG S: -5.25
• Solubility (Water): 2.17e-03 g/l

DETAILS

DrugBank - DB07144

Drug information: experimental