Responsive image

Common name


Regorafenib

IUPAC name


4-[4-({[4-chloro-3-(trifluoromethyl)phenyl]carbamoyl}amino)-3-fluorophenoxy]-N-methylpyridine-2-carboxamide

SMILES


CNC(=O)C1=CC(OC2=CC(F)=C(NC(=O)NC3=CC=C(Cl)C(=C3)C(F)(F)F)C=C2)=CC=N1

Compound class


Antineoplastic Agents; Protein Kinase Inhibitors; Antineoplastic and Immunomodulating Agents; Cytochrome P-450 CYP2C9 Inhibitors; Cytochrome P-450 CYP2C8 Inhibitors; Cytochrome P-450 CYP2C9 Inducers; Cytochrome P-450 CYP2C19 Inducers; Cytochrome P-450 CYP2C8 Inducers; Cytochrome P-450 CYP2B6 Inducers; Cytochrome P-450 CYP2B6 Inhibitors; CYP2B6 Inhibitors (strong); CYP3A4 Inhibitors; Combined Inhibitors of CYP3A4 and P-glycoprotein;

Therapeutic area


Regorafenib is indicated for the treatment of patients with metastatic colorectal cancer (CRC) who have been previously treated with fluoropyrimidine-, oxaliplatin- and irinotecan-based chemotherapy, an anti-VEGF therapy, and, if KRAS wild type, an anti-EGFR therapy. Regorafenib is also indicated for the treatment of patients with locally advanced, unresectable or metastatic gastrointestinal stromal tumor (GIST) who have been previously treated with imatinib mesylate and sunitinib malate.

Common name


Regorafenib

IUPAC name


4-[4-({[4-chloro-3-(trifluoromethyl)phenyl]carbamoyl}amino)-3-fluorophenoxy]-N-methylpyridine-2-carboxamide

SMILES


CNC(=O)C1=CC(OC2=CC(F)=C(NC(=O)NC3=CC=C(Cl)C(=C3)C(F)(F)F)C=C2)=CC=N1

INCHI


InChI=1S/C21H15ClF4N4O3/c1-27-19(31)18-10-13(6-7-28-18)33-12-3-5-17(16(23)9-12)30-20(32)29-11-2-4-15(22)14(8-11)21(24,25)26/h2-10H,1H3,(H,27,31)(H2,29,30,32)

FORMULA


C21H15ClF4N4O3

Responsive image

Common name


Regorafenib

IUPAC name


4-[4-({[4-chloro-3-(trifluoromethyl)phenyl]carbamoyl}amino)-3-fluorophenoxy]-N-methylpyridine-2-carboxamide

Molecular weight


482.815

clogP


4.213

clogS


-7.500

HBond Acceptor


4

HBond Donor


3

Total Polar
Surface Area


92.35

Number of Rings


3

Rotatable Bond


6

Drug ID Common name Structure CAS SMILE Frequency
FDBF00016 chlorobenzene Responsive image c1ccc(cc1)Cl 0.0718
FDBF00177 fluoroform Responsive image FC(F)F 0.0704
FDBF00378 fluorobenzene Responsive image Fc1ccccc1 0.0237
FDBF00867 pyridin-4-ol Responsive image Oc1ccncc1 0.0007
FDBF00868 (4-chlorophenyl)urea Responsive image O=C(Nc1ccc(cc1)Cl)N 0.0010
FDBF00870 N-methylpyridine-2-carboxamide Responsive image O=C(NC)c1ncccc1 0.0007
FDBF00872 [4-chloro-3-(trifluoromethyl)phenyl]urea Responsive image O=C(Nc1cc(c(cc1)Cl)C(F)(F)F)N 0.0010
FDBF03785 3-fluorophenol Responsive image Fc1cccc(c1)O 0.0007
FDBF03786 (2-fluorophenyl)urea Responsive image Fc1c(cccc1)NC(=O)N 0.0003
FDBF03787 4-(3-fluorophenoxy)pyridine Responsive image Fc1cccc(c1)Oc2ccncc2 0.0003
13 , 2