Responsive image

Common name


Osimertinib

IUPAC name


N-(2-{[2-(dimethylamino)ethyl](methyl)amino}-4-methoxy-5-{[4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl]amino}phenyl)prop-2-enamide

SMILES


COC1=C(NC2=NC=CC(=N2)C2=CN(C)C3=C2C=CC=C3)C=C(NC(=O)C=C)C(=C1)N(C)CCN(C)C

Compound class


Antineoplastic Agents; Protein Kinase Inhibitors; Cytochrome P-450 CYP1A2 Inhibitors; Cytochrome P-450 CYP1A2 Inducers; CYP3A4 Inhibitors;

Therapeutic area


Osimertinib is indicated for the treatment of patients with metastatic epidermal growth factor receptor (EGFR) T790M mutation-positive non-small cell lung cancer (NSCLC), as detected by an FDA- approved test, who have progressed on or after EGFR-TKI therapy.

Common name


Osimertinib

IUPAC name


N-(2-{[2-(dimethylamino)ethyl](methyl)amino}-4-methoxy-5-{[4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl]amino}phenyl)prop-2-enamide

SMILES


COC1=C(NC2=NC=CC(=N2)C2=CN(C)C3=C2C=CC=C3)C=C(NC(=O)C=C)C(=C1)N(C)CCN(C)C

INCHI


InChI=1S/C28H33N7O2/c1-7-27(36)30-22-16-23(26(37-6)17-25(22)34(4)15-14-33(2)3)32-28-29-13-12-21(31-28)20-18-35(5)24-11-9-8-10-19(20)24/h7-13,16-18H,1,14-15H2,2-6H3,(H,30,36)(H,29,31,32)

FORMULA


C28H33N7O2

Responsive image

Common name


Osimertinib

IUPAC name


N-(2-{[2-(dimethylamino)ethyl](methyl)amino}-4-methoxy-5-{[4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl]amino}phenyl)prop-2-enamide

Molecular weight


499.607

clogP


2.950

clogS


-6.865

HBond Acceptor


6

HBond Donor


2

Total Polar
Surface Area


87.55

Number of Rings


4

Rotatable Bond


10

Drug ID Common name Structure CAS SMILE Frequency
FDBF00066 N-methylmethanamine Responsive image N(C)C 0.0914
FDBF00790 pyrimidine Responsive image n1cnccc1 0.0161
FDBF01244 1-methylindole Responsive image n1(c2c(cc1)cccc2)C 0.0010
FDBF04405 1-methyl-3-pyrimidin-4-yl-indole Responsive image n1(c2c(c(c1)c3ncncc3)cccc2)C 0.0003
FDBF04407 N-[2-(methylamino)phenyl]prop-2-enamide Responsive image O=C(Nc1c(cccc1)NC)C=C 0.0003
36 , 4