U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C20H21F3N8O3S
Molecular Weight 510.493
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DEFACTINIB

SMILES

CNC(=O)C1=CC=C(NC2=NC=C(C(NCC3=NC=CN=C3N(C)S(C)(=O)=O)=N2)C(F)(F)F)C=C1

InChI

InChIKey=FWLMVFUGMHIOAA-UHFFFAOYSA-N
InChI=1S/C20H21F3N8O3S/c1-24-18(32)12-4-6-13(7-5-12)29-19-28-10-14(20(21,22)23)16(30-19)27-11-15-17(26-9-8-25-15)31(2)35(3,33)34/h4-10H,11H2,1-3H3,(H,24,32)(H2,27,28,29,30)

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including: http://adisinsight.springer.com/drugs/800029399 | https://www.cancer.gov/publications/dictionaries/cancer-drug?cdrid=746096

Defactinib is an oral, investigational drug candidate for the treatment of various solid tumors. Through dual inhibition of FAK and PYK2, defactinib targets key resistance mechanisms in the tumor microenvironment (TME), including limited local immune response, dense stroma, and resident cancer stem cells, that may limit the effectiveness of current and investigational treatments. Treatment-related adverse events are: unconjugated hyperbilirubinemia, fatigue and headache.

Originator

Curator's Comment: # Pfizer

Approval Year

Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Autophosphorylation of the focal adhesion kinase, pp125FAK, directs SH2-dependent binding of pp60src.
1994 Mar
Focal adhesion kinase as a marker of invasive potential in differentiated human thyroid cancer.
1996 Jan
Liver X receptors as regulators of macrophage inflammatory and metabolic pathways.
2011 Aug
Patents

Sample Use Guides

400 mg twice daily for 12, 21, or 35 days
Route of Administration: Oral
Defactinib produces potent in vitro inhibition of A431 epidermoid carcinoma cell-based FAK phosphorylation (IC50=3 nM).
Name Type Language
DEFACTINIB
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
N-METHYL-4-((4-(((3-METHYL(METHYLSULFONYL)AMINOPYRAZIN-2-YL)METHYL)AMINO)-5-(TRIFLUOROMETHYL)PYRIMIDIN-2-YL)AMINO)BENZAMIDE
Systematic Name English
DEFACTINIB [USAN]
Common Name English
Defactinib [WHO-DD]
Common Name English
PF-04554878
Code English
VS-6063
Code English
defactinib [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C129825
Created by admin on Sat Dec 16 01:27:16 GMT 2023 , Edited by admin on Sat Dec 16 01:27:16 GMT 2023
NCI_THESAURUS C1742
Created by admin on Sat Dec 16 01:27:16 GMT 2023 , Edited by admin on Sat Dec 16 01:27:16 GMT 2023
FDA ORPHAN DRUG 463514
Created by admin on Sat Dec 16 01:27:16 GMT 2023 , Edited by admin on Sat Dec 16 01:27:16 GMT 2023
NCI_THESAURUS C1967
Created by admin on Sat Dec 16 01:27:16 GMT 2023 , Edited by admin on Sat Dec 16 01:27:16 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL3137331
Created by admin on Sat Dec 16 01:27:16 GMT 2023 , Edited by admin on Sat Dec 16 01:27:16 GMT 2023
PRIMARY
CAS
1073154-85-4
Created by admin on Sat Dec 16 01:27:16 GMT 2023 , Edited by admin on Sat Dec 16 01:27:16 GMT 2023
PRIMARY
FDA UNII
53O87HA2QU
Created by admin on Sat Dec 16 01:27:16 GMT 2023 , Edited by admin on Sat Dec 16 01:27:16 GMT 2023
PRIMARY
SMS_ID
100000168455
Created by admin on Sat Dec 16 01:27:16 GMT 2023 , Edited by admin on Sat Dec 16 01:27:16 GMT 2023
PRIMARY
INN
9928
Created by admin on Sat Dec 16 01:27:16 GMT 2023 , Edited by admin on Sat Dec 16 01:27:16 GMT 2023
PRIMARY
PUBCHEM
25117126
Created by admin on Sat Dec 16 01:27:16 GMT 2023 , Edited by admin on Sat Dec 16 01:27:16 GMT 2023
PRIMARY
CAS
1345713-71-4
Created by admin on Sat Dec 16 01:27:16 GMT 2023 , Edited by admin on Sat Dec 16 01:27:16 GMT 2023
NO STRUCTURE GIVEN
EPA CompTox
DTXSID901025937
Created by admin on Sat Dec 16 01:27:16 GMT 2023 , Edited by admin on Sat Dec 16 01:27:16 GMT 2023
PRIMARY
EVMPD
SUB181837
Created by admin on Sat Dec 16 01:27:16 GMT 2023 , Edited by admin on Sat Dec 16 01:27:16 GMT 2023
PRIMARY
DRUG BANK
DB12282
Created by admin on Sat Dec 16 01:27:16 GMT 2023 , Edited by admin on Sat Dec 16 01:27:16 GMT 2023
PRIMARY
USAN
AB-92
Created by admin on Sat Dec 16 01:27:16 GMT 2023 , Edited by admin on Sat Dec 16 01:27:16 GMT 2023
PRIMARY
NCI_THESAURUS
C79809
Created by admin on Sat Dec 16 01:27:16 GMT 2023 , Edited by admin on Sat Dec 16 01:27:16 GMT 2023
PRIMARY