4-({6-amino-5-bromo-2-[(4-cyanophenyl)amino]pyrimidin-4-yl}oxy)-3,5-bis(2H3)methyl(2H2)benzonitrile

• ChemBase ID: 168827
• Molecular Formular: C20H15BrN6O
• Molecular Mass: 435.2767
• Monoisotopic Mass: 434.04907113
• SMILES: n1c(c(c(nc1Nc1ccc(cc1)C#N)Oc1c(cc(cc1C)C#N)C)Br)N
• Canonical SMILES: N#Cc1ccc(cc1)Nc1nc(N)c(c(n1)Oc1c(C)cc(cc1C)C#N)Br
• InChI: InChI=1S/C20H15BrN6O/c1-11-7-14(10-23)8-12(2)17(11)28-19-16(21)18(24)26-20(27-19)25-15-5-3-13(9-22)4-6-15/h3-8H,1-2H3,(H3,24,25,26,27)
• InChIKey: PYGWGZALEOIKDF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-({6-amino-5-bromo-2-[(4-cyanophenyl)amino]pyrimidin-4-yl}oxy)-3,5-bis(^2H₃)methyl(^2H₂)benzonitrile
• IUPAC Traditional name: 4-({6-amino-5-bromo-2-[(4-cyanophenyl)amino]pyrimidin-4-yl}oxy)-3,5-bis(^2H₃)methyl(^2H₂)benzonitrile
• Synonyms: 4-[[6-Amino-5-bromo-2-[(4-cyanophenyl)amino]-4-pyrimidinyl]oxy]-3,5-(dimethyl)benzonitrile-d8; R 165335-d8; TMC 125-d8; Etravirine-d8

Database IDs

• CAS Number: 1142096-06-7
• PubChem SID: 162262959
• PubChem CID: 57661768

CALCULATED PROPERTIES

• Acid pKa: 12.491134
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 5.5185337
• LogD (pH = 7.4): 5.536277
• Log P: 5.5365114
• Molar Refractivity: 111.8711 cm^3
• Polarizability: 40.8811 Å^3
• Polar Surface Area: 120.64 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Off-White Solid
• Melting Point: 262-263°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - E937003

A novel labelled HIV reverse transcriptase inhibitor useful in treatment of HIV infection.

REFERENCES

• Scholler-Gyure, M., et al.: J. Clin. Pharmacol., 48, 322 (2008)
• Thakur, A., et al.: Eur. J. Med. Chem., 43, 471 (2008)