5-[(3S)-3-(3-methoxy-4-phenylphenyl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine

• ChemBase ID: 4503
• Molecular Formular: C22H22N4O
• Molecular Mass: 358.43628
• Monoisotopic Mass: 358.17936134
• SMILES: c1ccccc1c1c(cc(cc1)[C@H](C)C#Cc1c(C)nc(N)nc1N)OC
• Canonical SMILES: COc1cc(ccc1c1ccccc1)[C@@H](C#Cc1c(C)nc(nc1N)N)C
• InChI: InChI=1S/C22H22N4O/c1-14(9-11-18-15(2)25-22(24)26-21(18)23)17-10-12-19(20(13-17)27-3)16-7-5-4-6-8-16/h4-8,10,12-14H,1-3H3,(H4,23,24,25,26)/t14-/m1/s1
• InChIKey: YYCPXVRHQUEVAW-CQSZACIVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(3S)-3-(3-methoxy-4-phenylphenyl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
• IUPAC Traditional name: 5-[(3S)-3-(3-methoxy-4-phenylphenyl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
• Synonyms: 5-[(3S)-3-(2-methoxybiphenyl-4-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine

Database IDs

• PubChem SID: 160967935; 99443318
• PubChem CID: 25195365

CALCULATED PROPERTIES

JChem

• Acid pKa: 17.613419
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.5761673
• LogD (pH = 7.4): 3.8941014
• Log P: 4.1387086
• Molar Refractivity: 108.4912 cm^3
• Polarizability: 41.934452 Å^3
• Polar Surface Area: 87.05 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.96
• LOG S: -4.97
• Solubility (Water): 3.85e-03 g/l

DETAILS

DrugBank - DB06847

Drug information: experimental