Responsive image

Common name


Imatinib

IUPAC name


N-(4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}phenyl)-4-[(4-methylpiperazin-1-yl)methyl]benzamide

SMILES


CN1CCN(CC2=CC=C(C=C2)C(=O)NC2=CC(NC3=NC=CC(=N3)C3=CN=CC=C3)=C(C)C=C2)CC1

Compound class


Antineoplastic Agents; Immunosuppressive Agents; Protein Kinase Inhibitors; Antineoplastic and Immunomodulating Agents; Cytochrome P-450 CYP1A2 Inhibitors; Cytochrome P-450 CYP2C9 Inhibitors; Cytochrome P-450 CYP1A2 Inducers; Cytochrome P-450 CYP2C9 Inducers; Cytochrome P-450 CYP2C19 Inducers; CYP2D6 Inducers; CYP2D6 Inducers (strong); CYP3A4 Inhibitors; Combined Inhibitors of CYP3A4 and P-glycoprotein;

Therapeutic area


For the treatment of Philadelphia chromosome positive chronic myeloid leukemia (Ph+ CML), Ph+ acute lymphoblastic leukaemia, myelodysplastic/myeloproliferative diseases, aggressive systemic mastocytosis, hypereosinophilic syndrome and/or chronic eosinophilic leukemia (CEL), dermatofibrosarcoma protuberans, and malignant gastrointestinal stromal tumors (GIST).

Common name


Imatinib

IUPAC name


N-(4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}phenyl)-4-[(4-methylpiperazin-1-yl)methyl]benzamide

SMILES


CN1CCN(CC2=CC=C(C=C2)C(=O)NC2=CC(NC3=NC=CC(=N3)C3=CN=CC=C3)=C(C)C=C2)CC1

INCHI


InChI=1S/C29H31N7O/c1-21-5-10-25(18-27(21)34-29-31-13-11-26(33-29)24-4-3-12-30-19-24)32-28(37)23-8-6-22(7-9-23)20-36-16-14-35(2)15-17-36/h3-13,18-19H,14-17,20H2,1-2H3,(H,32,37)(H,31,33,34)

FORMULA


C29H31N7O

Responsive image

Common name


Imatinib

IUPAC name


N-(4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}phenyl)-4-[(4-methylpiperazin-1-yl)methyl]benzamide

Molecular weight


493.603

clogP


3.688

clogS


-7.705

HBond Acceptor


6

HBond Donor


2

Total Polar
Surface Area


86.28

Number of Rings


5

Rotatable Bond


7

Drug ID Common name Structure CAS SMILE Frequency
FDBF00003 formamide Responsive image C(=O)N 0.1240
FDBF00005 benzene Responsive image c1ccccc1 0.2824
FDBF01415 N-(p-tolyl)formamide Responsive image O=CNc1ccc(cc1)C 0.0010
FDBF01417 pyrimidin-2-amine Responsive image Nc1ncccn1 0.0024
FDBF01419 N-(o-tolyl)pyrimidin-2-amine Responsive image N(c1ncccn1)c2ccccc2C 0.0007
FDBF01420 4-methylbenzamide Responsive image O=C(N)c1ccc(cc1)C 0.0027
FDBF01423 N-(3-amino-4-methyl-phenyl)benzamide Responsive image Nc1cc(ccc1C)NC(=O)c2ccccc2 0.0003
FDBF01424 N-(3-amino-4-methyl-phenyl)-4-methyl-benzamide Responsive image Nc1cc(ccc1C)NC(=O)c2ccc(cc2)C 0.0003
19 , 2