BMS-863233

Investigational

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C14H12ClN3O2
Molecular Weight	289.717
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

ClC1=CC2=C(OC3=C2N=C(NC3=O)[C@@H]4CCCN4)C=C1

InChI

InChIKey=JJWLXRKVUJDJKG-VIFPVBQESA-N

InChI=1S/C14H12ClN3O2/c15-7-3-4-10-8(6-7)11-12(20-10)14(19)18-13(17-11)9-2-1-5-16-9/h3-4,6,9,16H,1-2,5H2,(H,17,18,19)/t9-/m0/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22560567
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/20647475

BMS-863233, also known as XL413, is a potent and selective cell division cycle 7 (CDC7) kinase inhibitor with potential antineoplastic activity. BMS-863233 binds to and inhibits the activity of CDC7, which may result in the inhibition of DNA replication and mitosis, the induction of tumor cell apoptosis, and the inhibition of tumor cell proliferation in CDC7-overexpressing tumor cells. CDC7, a serine-threonine kinase overexpressed in a variety of tumor cell types, plays an essential role in the initiation of DNA replication by activating origins of replication.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Cell division cycle 7-related protein kinase 5 Target ID: CHEMBL5443 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22560567	Inhibitor 8504	3.4 nM [IC50]
Casein kinase II alpha/beta 2 Target ID: CHEMBL3038477 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22560567	Inhibitor 8504	215.0 nM [IC50]
Serine/threonine-protein kinase PIM1 13 Target ID: CHEMBL2147 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22560567	Inhibitor 8504	42.0 nM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Refractory hematologic cancer 4 Sources: https://clinicaltrials.gov/ct2/show/NCT00838890	Primary		Phase I 438	BMS-63233 Approved Use Unknown
Advanced solid cancer 30 Sources: https://clinicaltrials.gov/ct2/show/study/NCT00886782	Primary		Phase I 438	BMS-63233 Approved Use Unknown

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY34539	https://www.001chemical.com/chem/search?q=DY34539
1PlusChem LLC	1P01EQNL	https://www.1pchem.com/search?query=1P01EQNL
Ambeed	A368616	http://www.ambeed.com/search/Search.html?keyword=A368616
ApexBio Technology	B1015	https://www.apexbt.com/catalogsearch/result/?q=B1015
ApexBio Technology	B1232	https://www.apexbt.com/catalogsearch/result/?q=B1232
AstaTech	44369	http://astatechinc.com/CPSResult.php?CRNO=44369
AstaTech	C14260	http://astatechinc.com/CPSResult.php?CRNO=C14260
Axon MedChem	2268	https://www.axonmedchem.com/product/2268
BLD Pharm	BD629944	http://www.bldpharm.com/search/Search.html?keyword=BD629944
Chem Scene	CS-1957	http://www.chemscene.com/goproductList/searchProductList?productObj=CS-1957
ChemShuttle	140571	https://www.chemshuttle.com/catalogsearch/result/?q=140571
Debye Scientific	DA-35012	https://www.debyesci.com/index.php?id=product&ext[cno]=DA-35012
Debye Scientific	DA-35013	https://www.debyesci.com/index.php?id=product&ext[cno]=DA-35013
eMolecules	266610527	https://orderbb.emolecules.com/search/#?query=266610527
eMolecules	295160079	https://orderbb.emolecules.com/search/#?query=295160079
eMolecules	295161378	https://orderbb.emolecules.com/search/#?query=295161378
eMolecules	295311815	https://orderbb.emolecules.com/search/#?query=295311815
eMolecules	49837446	https://orderbb.emolecules.com/search/#?query=49837446
eNovation Chemicals	D388307	https://www.enovationchem.com/Products.asp?SEARCHTEXT=D388307&searchbtn.x=0&searchbtn.y=0
eNovation Chemicals	D544555	https://www.enovationchem.com/Products.asp?SEARCHTEXT=D544555&searchbtn.x=0&searchbtn.y=0
Excenen	EX-A246	http://www.excenen.com/searchresultlist.php?id=EX-A246
KeyOrganics	AS-56982	http://www.keyorganicsinc.com/bionet/catalogsearch/result?q=AS-56982
Lab Network	LN01341960	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN01341960
mcule	MCULE-1626969379	https://mcule.com/MCULE-1626969379/
mcule	MCULE-2920977675	https://mcule.com/MCULE-2920977675/
mcule	MCULE-3588914228	https://mcule.com/MCULE-3588914228/
mcule	MCULE-8903194914	https://mcule.com/MCULE-8903194914/
MedChem Express	HY-15260A	https://www.medchemexpress.com/search.html?q=HY-15260A&ft=&fa=&fp=
Molcore	MC34539	http://www.molcore.com/CatMC34539.html
MolPort	MolPort-035-789-679	https://www.molport.com/shop/molecule-link/MolPort-035-789-679
MolPort	MolPort-046-033-687	https://www.molport.com/shop/molecule-link/MolPort-046-033-687
MuseChem	I000605	https://www.musechem.com/product/I000605.html
Selleck Chemicals	S7547	http://www.selleckchem.com/search.html?searchDTO.searchParam=S7547
ShangHai Biochempartner	BCP08741	http://www.biochempartner.com/search_BCP08741
ShangHai Biochempartner	BCP20703	http://www.biochempartner.com/search_BCP20703
Tocris	5493	https://www.tocris.com/search.php?Type=QuickSearch&Value=5493
Toronto Research Chemicals	A100823	https://www.trc-canada.com/product-detail/?CatNum=A100823

PubMed

Title	Date	PubMed
Discovery of XL413, a potent and selective CDC7 inhibitor.	2012-06-01	22560567

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Prolonged treatment with BMS-863233 (XL413) during 3 days inhibited the cell proliferation (IC50 = 2685 nM), decreased cell viability (IC50 = 2142 nM) and elicited the caspase 3/7 activity (EC50 = 2288 nM) in human colorectal adenocarcinoma Colo-205 cells.

Name

Type

Language

BMS-863233

Common Name

English

XL-413

Preferred Name

English

8-CHLORO-2-((2S)-PYRROLIDIN-2-YL)(1)BENZOFURO(3,2-D)PYRIMIDIN-4(3H)-ONE

Systematic Name

English

BENZOFURO(3,2-D)PYRIMIDIN-4(3H)-ONE, 8-CHLORO-2-((2S)-2-PYRROLIDINYL)-

Systematic Name

English

Code System Code Type Description

PUBCHEM

135564632