BEMCENTINIB

Investigational

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C30H34N8
Molecular Weight	506.6457
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

c1ccc-2c(c1)CCCc3cc(nnc32)-n4c(=N)nc(Nc5ccc6CC[C@@]([H])(CCc6c5)N7CCCC7)[nH]4

InChI

InChIKey=KXMZDGSRSGHMMK-VWLOTQADSA-N

InChI=1S/C30H34N8/c31-29-33-30(32-24-13-10-20-11-14-25(15-12-22(20)18-24)37-16-3-4-17-37)36-38(29)27-19-23-8-5-7-21-6-1-2-9-26(21)28(23)35-34-27/h1-2,6,9-10,13,18-19,25H,3-5,7-8,11-12,14-17H2,(H3,31,32,33,36)/t25-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C30H34N8
Molecular Weight	506.6457
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/20145120
Curator's Comment:: description was created based on several sources, including https://clinicaltrials.gov/ct2/show/NCT02424617 | https://clinicaltrials.gov/ct2/show/NCT02872259 | http://www.rigel.com/index.php/about-rigel/current-partners/bergenbio/

R428 (BGB324) is an inhibitor of Axl with IC50 of 14 nM. R428 was originated in Rigel Pharmaceuticals and was licensed to BerGenBio, which initiated clinical trials for the treatment of non-small cell lung cancer, metastatic melanoma and acute myeloid leukaemia.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Tyrosine-protein kinase receptor UFO 12 Target ID: CHEMBL4895 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20145120	Inhibitor 7728		14.0 nM [IC50]

Conditions

Condition	Modality	Highest Phase	Product
Breast cancer 411 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20145120	Primary	Preclinical	Unknown Approved Use Unknown
Non small cell lung cancer 7 Sources: https://clinicaltrials.gov/ct2/show/NCT02424617	Primary	Phase II 1101	Unknown Approved Use Unknown
Metastatic melanoma 5 Sources: https://clinicaltrials.gov/ct2/show/NCT02872259	Primary	Phase II 1101	Unknown Approved Use Unknown
Acute myeloid leukemia 128 Sources: https://www.ncbi.nlm.nih.gov/mesh/68015470	Primary	Phase I 409	Unknown Approved Use Unknown

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY34135	https://www.001chemical.com/chem/search?q=DY34135
1PlusChem LLC	1P008TZY	https://www.1pchem.com/search?query=1P008TZY
AChemBlock	M22535	http://www.achemblock.com/catalogsearch/result/?q=M22535
AK Scientific	SYN1131	https://aksci.com/item_detail.php?cat=SYN1131
ApexBio Technology	A8329	https://www.apexbt.com/catalogsearch/result/?q=A8329
AstaTech	43200	http://astatechinc.com/CPSResult.php?CRNO=43200
Axon MedChem	1946	https://www.axonmedchem.com/product/1946
Cayman Chemical	21523	http://www.caymanchem.com/app/template/Product.vm/catalog/21523
Chem Scene	CS-1046	http://www.chemscene.com/goproductList/searchProductList?productObj=CS-1046
ChemShuttle	109810	https://www.chemshuttle.com/catalogsearch/result/?q=109810
Excenen	EX-A1720	http://www.excenen.com/searchresultlist.php?id=EX-A1720
KeyOrganics	AS-16270	http://www.keyorganicsinc.com/bionet/catalogsearch/result?q=AS-16270
Lab Seeker	SC-90964	http://www.labseeker.com/search.php?keywords=SC-90964&category=0
LabSeeker	SC-90964	http://www.labseeker.com/search.php?keywords=SC-90964&category=0
MedChem Express	HY-15150	https://www.medchemexpress.com/search.html?q=HY-15150&ft=&fa=&fp=
MolPort	MolPort-028-600-022	https://www.molport.com/shop/molecule-link/MolPort-028-600-022
MolPort	MolPort-042-665-784	https://www.molport.com/shop/molecule-link/MolPort-042-665-784
MolPort	MolPort-046-593-360	https://www.molport.com/shop/molecule-link/MolPort-046-593-360
Molcore	MC34135	http://www.molcore.com/CatMC34135.html
Molnova	M10189	https://www.molnova.com/en/serch-list.html?keywords=M10189
MuseChem	I000223	https://www.musechem.com/product/I000223.html
Ryan Scientific	101-93968	https://ryansci.com/products?q=101-93968&list_q=&search_type=exact
ShangHai Biochempartner	BCP21180	http://www.biochempartner.com/search_BCP21180
TargetMol	T6269	https://www.targetmol.com/search?keyword=T6269
Toronto Research Chemicals	R060020	https://www.trc-canada.com/product-detail/?CatNum=R060020
eMolecules	168739684	https://orderbb.emolecules.com/search/#?query=168739684
eMolecules	300675948	https://orderbb.emolecules.com/search/#?query=300675948
eMolecules	43216034	https://orderbb.emolecules.com/search/#?query=43216034
eMolecules	44818040	https://orderbb.emolecules.com/search/#?query=44818040
eNovation Chemicals	D480307	https://www.enovationchem.com/Products.asp?SEARCHTEXT=D480307&searchbtn.x=0&searchbtn.y=0
mcule	MCULE-2324833574	https://mcule.com/MCULE-2324833574/
mcule	MCULE-4986142698	https://mcule.com/MCULE-4986142698/

PubMed

Title	Date	PubMed
R428, a selective small molecule inhibitor of Axl kinase, blocks tumor spread and prolongs survival in models of metastatic breast cancer.	2010 Feb 15	20145120

Patents

Sample Use Guides

In Vivo Use Guide

For treatment of metastatic melanoma R428 (BGB324) is administered in capsules, 400 mg once daily for 3 days, followed by 200 mg once daily pembrolizumab 2 mg/kg IV every 3

Route of Administration: Oral

In Vitro Use Guide

A five-point R428 dose titration was performed in radiometric in vitro kinase assays on 133 kinases at the KmATP for each kinase (Millipore). Axl, Mer, and Tyro3 (Carna Biosciences) assays were also performed using a fluorescence polarization protocol.

Substance Class	Chemical Created by `admin` on `Sat Jun 26 09:15:20 UTC 2021` Edited by `admin` on `Sat Jun 26 09:15:20 UTC 2021`
Record UNII	0ICW2LX8AS
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BEMCENTINIB

Official Name

English

BEMCENTINIB [WHO-DD]

Common Name

English

R-428

Code

English

1H-1,2,4-TRIAZOLE-3,5-DIAMINE, 1-(6,7-DIHYDRO-5H-BENZO(6,7)CYCLOHEPTA(1,2-C)PYRIDAZIN-3-YL)-N3-((7S)-6,7,8,9-TETRAHYDRO-7-(1-PYRROLIDINYL)-5H-BENZOCYCLOHEPTEN-2-YL)-

Systematic Name

English

BEMCENTINIB [USAN]

Common Name

English

BEMCENTINIB [INN]

Common Name

English

W-5845

Code

English

1-(6,7-DIHYDRO-5H-BENZO(6,7)CYCLOHEPTA(1,2-C)PYRIDAZIN-3-YL)-N3-((7S)-7-(PYRROLIDIN-1-YL)-6,7,8,9-TETRAHYDRO-5H-BENZO(7)ANNULEN-2-YL)-1H-1,2,4-TRIAZOLE-3,5-DIAMINE

Systematic Name

English

BGB-324

Code

English

KB-80319

Code

English

QC-11751

Code

English

HY-15150

Code

English

CS-1046

Code

English

R428

Code

English

BGB324

Code

English

SYN-1131

Code

English

Classification Tree Code System Code

FDA ORPHAN DRUG

452314