AXITINIB


Trade Names	INLYTA
Synonyms	AG-013736 AG-13736 Axitinib Inlyta NSC-757441
Status
Molecule Category	Free-form
ATC	L01EK01
UNII	C9LVQ0YUXG
EPA CompTox	DTXSID3049049

Structure


InChI Key	RITAVMQDGBJQJZ-FMIVXFBMSA-N
Smiles	CNC(=O)c1ccccc1Sc1ccc2c(/C=C/c3ccccn3)n[nH]c2c1
InChI	InChI=1S/C22H18N4OS/c1-23-22(27)18-7-2-3-8-21(18)28-16-10-11-17-19(25-26-20(17)14-16)12-9-15-6-4-5-13-24-15/h2-14H,1H3,(H,23,27)(H,25,26)/b12-9+

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C22H18N4OS
Molecular Weight	386.48
AlogP	4.64
Hydrogen Bond Acceptor	4.0
Hydrogen Bond Donor	2.0
Number of Rotational Bond	5.0
Polar Surface Area	70.67
Molecular species	NEUTRAL
Aromatic Rings	4.0
Heavy Atoms	28.0

Pharmacology

Mechanism of Action	Action	Reference
Vascular endothelial growth factor receptor inhibitor	INHIBITOR	DailyMed

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme Kinase Protein Kinase CMGC protein kinase group CMGC protein kinase CDKL family	-	-	530	-	-
Enzyme Kinase Protein Kinase Other protein kinase group Other protein kinase AUR family	-	-	1.3-72	-	-
Enzyme Kinase Protein Kinase Other protein kinase group Other protein kinase NAK family	-	-	370	-	-
Enzyme Kinase Protein Kinase Other protein kinase group Other protein kinase PLK family	-	43-46	16	4.2-4.2	-
Enzyme Kinase Protein Kinase Other protein kinase group Other protein kinase ULK family	-	-	670	-	-
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE11 family	-	-	270	-	-
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE20 family STE protein kinase KHS subfamily	-	-	330-550	-	-
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE20 family STE protein kinase MSN subfamily	-	-	180-560	-	-
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE7 family	-	-	140	-	-
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Abl family	-	0.2-170	1.5-830	-	57
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Ack family	-	-	160	-	-
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Axl family	-	-	420	-	-
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Csk family	-	-	-	-	11
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase DDR family	-	-	340	-	-
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase FGFR family	-	-	110-380	-	-
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Met family	-	-	820-990	-	-
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase PDGFR family	-	-	0.49-330	-	-
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Ret family	-	-	100-120	-	-
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Src family	-	-	-	-	0-44
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Tec family	-	-	-	-	0
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Tie family	-	-	97-310	-	-
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase VEGFR family	-	0.1-39	5.8-170	-	-
Enzyme Kinase Protein Kinase TKL protein kinase group TKL protein kinase LRRK family	-	-	920-990	-	-
Membrane receptor	-	-	360	-	-

	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Homo sapiens	-	0.1-170	3.7-13	4.2-4.2	0-57

Target Conservation


Protein: Vascular endothelial growth factor receptor Description: Vascular endothelial growth factor receptor 1 Organism : Homo sapiens P17948 ENSG00000102755











Protein: Vascular endothelial growth factor receptor Description: Vascular endothelial growth factor receptor 3 Organism : Homo sapiens P35916 ENSG00000037280











Protein: Vascular endothelial growth factor receptor Description: Vascular endothelial growth factor receptor 2 Organism : Homo sapiens P35968 ENSG00000128052

Cross References

Resources	Reference
ChEBI	66910
ChEMBL	CHEMBL1289926
DrugBank	DB06626
DrugCentral	4225
FDA SRS	C9LVQ0YUXG
Guide to Pharmacology	5659
KEGG	D03218
PDB	AXI
PubChem	6450551
SureChEMBL	SCHEMBL172918
ZINC	ZINC000003816287

CONTENTS