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Details

Stereochemistry ABSOLUTE
Molecular Formula C30H34N8
Molecular Weight 506.6446
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BEMCENTINIB

SMILES

NC1=NC(NC2=CC=C3CC[C@@H](CCC3=C2)N4CCCC4)=NN1C5=NN=C6C(CCCC7=C6C=CC=C7)=C5

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 506.6446
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
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

Rigel Pharmaceuticals
5
Curator's Comment: R428 was licensed to BerGenBio, where it is being developed under name of BGB324 http://www.rigel.com/index.php/about-rigel/current-partners/bergenbio/

Approval Year

Unknown
134361
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8228
 14.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Preclinical
Unknown

Approved Use

Unknown
Primary
Phase II
1144
Unknown

Approved Use

Unknown
Primary
Phase II
1144
Unknown

Approved Use

Unknown
Primary
Phase I
424
Unknown

Approved Use

Unknown
Sourcing

Sourcing

Vendor/AggregatorIDURL
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

PubMed

TitleDatePubMed
Patents

Patents

07709482
1
08168636
1
08618331
1
08741898
1
20080188455
2
20100168416
1
20100196511
1
20110098274
1
20120264740
1

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 Thu Jul 06 15:07:29 UTC 2023
Edited
by admin
on Thu Jul 06 15:07:29 UTC 2023
Record UNII
0ICW2LX8AS
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BEMCENTINIB
USAN   INN  
Official 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]
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
Bemcentinib [WHO-DD]
Common Name English
CS-1046
Code English
R428
Code English
BGB324
Code English
SYN-1131
Code English
Classification Tree Code System Code
FDA ORPHAN DRUG 452314
Created by admin on Thu Jul 06 15:07:29 UTC 2023 , Edited by admin on Thu Jul 06 15:07:29 UTC 2023
Code System Code Type Description
PUBCHEM
46215462
Created by admin on Thu Jul 06 15:07:29 UTC 2023 , Edited by admin on Thu Jul 06 15:07:29 UTC 2023
PRIMARY
SMS_ID
100000175775
Created by admin on Thu Jul 06 15:07:29 UTC 2023 , Edited by admin on Thu Jul 06 15:07:29 UTC 2023
PRIMARY
USAN
FG-190
Created by admin on Thu Jul 06 15:07:29 UTC 2023 , Edited by admin on Thu Jul 06 15:07:29 UTC 2023
PRIMARY
WIKIPEDIA
Bemcentinib
Created by admin on Thu Jul 06 15:07:29 UTC 2023 , Edited by admin on Thu Jul 06 15:07:29 UTC 2023
PRIMARY
NCI_THESAURUS
C121854
Created by admin on Thu Jul 06 15:07:29 UTC 2023 , Edited by admin on Thu Jul 06 15:07:29 UTC 2023
PRIMARY
ChEMBL
CHEMBL2023349
Created by admin on Thu Jul 06 15:07:29 UTC 2023 , Edited by admin on Thu Jul 06 15:07:29 UTC 2023
PRIMARY
FDA UNII
0ICW2LX8AS
Created by admin on Thu Jul 06 15:07:29 UTC 2023 , Edited by admin on Thu Jul 06 15:07:29 UTC 2023
PRIMARY
DRUG BANK
DB12411
Created by admin on Thu Jul 06 15:07:29 UTC 2023 , Edited by admin on Thu Jul 06 15:07:29 UTC 2023
PRIMARY
CAS
1037624-75-1
Created by admin on Thu Jul 06 15:07:29 UTC 2023 , Edited by admin on Thu Jul 06 15:07:29 UTC 2023
PRIMARY
EPA CompTox
DTXSID70673109
Created by admin on Thu Jul 06 15:07:29 UTC 2023 , Edited by admin on Thu Jul 06 15:07:29 UTC 2023
PRIMARY
INN
10631
Created by admin on Thu Jul 06 15:07:29 UTC 2023 , Edited by admin on Thu Jul 06 15:07:29 UTC 2023
PRIMARY
Related Record Type Details
TYROSINE-PROTEIN KINASE RECEPTOR UFO
TARGET -> INHIBITOR
COMPETITIVE INHIBITOR
IC50
Related Record Type Details
Structure of BEMCENTINIB
ACTIVE MOIETY
NIH
NCATS
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