ethyl 2-{4-[6-({5-[(2-chloro-6-methylphenyl)carbamoyl]-1,3-thiazol-2-yl}amino)-2-methylpyrimidin-4-yl]piperazin-1-yl}acetate

• ChemBase ID: 165421
• Molecular Formular: C24H28ClN7O3S
• Molecular Mass: 530.04222
• Monoisotopic Mass: 529.16628647
• SMILES: c1ccc(c(c1C)NC(=O)c1cnc(s1)Nc1cc(nc(n1)C)N1CCN(CC1)CC(=O)OCC)Cl
• Canonical SMILES: CCOC(=O)CN1CCN(CC1)c1nc(C)nc(c1)Nc1ncc(s1)C(=O)Nc1c(C)cccc1Cl
• InChI: InChI=1S/C24H28ClN7O3S/c1-4-35-21(33)14-31-8-10-32(11-9-31)20-12-19(27-16(3)28-20)29-24-26-13-18(36-24)23(34)30-22-15(2)6-5-7-17(22)25/h5-7,12-13H,4,8-11,14H2,1-3H3,(H,30,34)(H,26,27,28,29)
• InChIKey: LTKNTZZGCSNLFZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 2-{4-[6-({5-[(2-chloro-6-methylphenyl)carbamoyl]-1,3-thiazol-2-yl}amino)-2-methylpyrimidin-4-yl]piperazin-1-yl}acetate
• IUPAC Traditional name: ethyl 2-{4-[6-({5-[(2-chloro-6-methylphenyl)carbamoyl]-1,3-thiazol-2-yl}amino)-2-methylpyrimidin-4-yl]piperazin-1-yl}acetate
• Synonyms: 4-[6-[[5-[[(2-Chloro-6-methylphenyl)amino]carbonyl]-2-thiazolyl]amino]-2-methyl-4-pyrimidinyl]-1-piperazineacetic Acid Ethyl Ester; Dasatinib Carboxylic Acid Ethyl Ester

Database IDs

• CAS Number: 910297-62-0
• PubChem SID: 162259554
• PubChem CID: 57940725

CALCULATED PROPERTIES

• Acid pKa: 8.472808
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 3.7008638
• LogD (pH = 7.4): 4.5978465
• Log P: 4.6658187
• Molar Refractivity: 142.3862 cm^3
• Polarizability: 52.61027 Å^3
• Polar Surface Area: 112.58 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dimethyl Formamide; Dimethyl Sulfoxide
• Apperance: White Solid

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D193615

Protected Dasatinib Carboxylic Acid (D193605). An oxidative metabolite of Dasatinib (M6 metabolite); used in the treatment of cancers and immune diseases.

REFERENCES

• Jaworski, T., et al.: Xenobiotica, 21, 1451 (1991)
• Shah, N., et al.: Science, 305, 399 (1991)
• O'Hare, T., et al.: Cancer Res., 65, 4500 (1991)
• Das, J., et al.: J. Med. Chem., 49, 6819 (1991)
• Christopher, L., et al.: Drug Metab. Dispos., 36, 1341 (2008