BMS-833923

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C30H27N5O
Molecular Weight	473.5683
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CNCC1=CC=C(C)C(NC(=O)C2=CC=C(NC3=NC4=C(C=CC=C4)C(=N3)C5=CC=CC=C5)C=C2)=C1

InChI

InChIKey=KLRRGBHZCJLIEL-UHFFFAOYSA-N

InChI=1S/C30H27N5O/c1-20-12-13-21(19-31-2)18-27(20)33-29(36)23-14-16-24(17-15-23)32-30-34-26-11-7-6-10-25(26)28(35-30)22-8-4-3-5-9-22/h3-18,31H,19H2,1-2H3,(H,33,36)(H,32,34,35)

HIDE SMILES / InChI

Molecular Formula	C30H27N5O
Molecular Weight	473.5683
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22177102 | https://www.ncbi.nlm.nih.gov/pubmed/23915072
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/24105601 | http://drugprofiles.informa.com/drug_profiles/14075-bms-833923

BMS-833923 was discovered by Exelixis and was out-licensed to Bristol-Myers Squibb. BMS-833923 is an orally bioavailable Smoothened antagonist. BMS-833923 reduces hedgehog pathway activity, decreases cell proliferation and induces apoptosis via the intrinsic pathway in esophageal adenocarcinoma (EAC) cell lines. BMS-833923 dose-dependently affects canonical and prostate hedgehog signature gene transcription in vitro. BMS-833923 is in phase II clinical trials for the treatment of chronic myeloid leukaemia.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Smoothened homolog 20 Target ID: CHEMBL5971 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25670876	Inhibitor 8297		21.0 nM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Chronic myeloid leukemia 25 Sources: https://clinicaltrials.gov/ct2/show/NCT01357655 http://adisinsight.springer.com/drugs/800027735	Primary		Phase II 1132	Unknown Approved Use Unknown

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY34211	https://www.001chemical.com/chem/search?q=DY34211
1PlusChem LLC	1P008TVA	https://www.1pchem.com/search?query=1P008TVA
AChemBlock	10333	http://www.achemblock.com/catalogsearch/result/?q=10333
AK Scientific	2281AH	https://aksci.com/item_detail.php?cat=2281AH
AOBIOUS INC	AOB87352	http://aobious.com/aobious/search?search_query=AOB87352
Aceschem	ACS019846	https://www.aceschem.com/catalog/search.do?q=ACS019846
Ambeed	A174690	http://www.ambeed.com/search/Search.html?keyword=A174690
Angene	AGN-PC-0WH9NX	http://www.angenechemical.com/productshow/AGN-PC-0WH9NX.html
ApexBio Technology	A3258	https://www.apexbt.com/catalogsearch/result/?q=A3258
AstaTech	40972	http://astatechinc.com/CPSResult.php?CRNO=40972
Axon MedChem	2356	https://www.axonmedchem.com/product/2356
BLD Pharm	BD559139	http://www.bldpharm.com/search/Search.html?keyword=BD559139
Capot Chemical	33970	https://www.capotchem.com/search.do?q=33970
Cayman Chemical	16240	http://www.caymanchem.com/app/template/Product.vm/catalog/16240
Chem Scene	CS-1464	http://www.chemscene.com/goproductList/searchProductList?productObj=CS-1464
ChemShuttle	111952	https://www.chemshuttle.com/catalogsearch/result/?q=111952
Debye Scientific	DA-35015	https://www.debyesci.com/index.php?id=product&ext[cno]=DA-35015
Excenen	EX-A789	http://www.excenen.com/searchresultlist.php?id=EX-A789
Hairui	HR32999	http://www.hairuichem.com/en/product/search.do?q=HR32999
KeyOrganics	AS-56170	http://www.keyorganicsinc.com/bionet/catalogsearch/result?q=AS-56170
Matrix Scientific	147273	http://www.matrixscientific.com/147273.html
MedChem Express	HY-13809	https://www.medchemexpress.com/search.html?q=HY-13809&ft=&fa=&fp=
MolPort	MolPort-035-395-837	https://www.molport.com/shop/molecule-link/MolPort-035-395-837
Molcore	MC34211	http://www.molcore.com/CatMC34211.html
Molnova	M17789	https://www.molnova.com/en/serch-list.html?keywords=M17789
MuseChem	I000303	https://www.musechem.com/product/I000303.html
PI Chemicals	PI-38379	http://www.pipharm.com/catalog_products/PI-38379.html
Ryan Scientific	Ibudilast	https://ryansci.com/products?q=Ibudilast&list_q=&search_type=exact
Selleck Chemicals	S7138	http://www.selleckchem.com/search.html?searchDTO.searchParam=S7138
ShangHai Biochempartner	BCP000921	http://www.biochempartner.com/search_BCP000921
ShangHai Biochempartner	BCP07837	http://www.biochempartner.com/search_BCP07837
TargetMol	T2299	https://www.targetmol.com/search?keyword=T2299
eMolecules	49383486	https://orderbb.emolecules.com/search/#?query=49383486
eNovation Chemicals	D372431	https://www.enovationchem.com/Products.asp?SEARCHTEXT=D372431&searchbtn.x=0&searchbtn.y=0
mcule	MCULE-2931196442	https://mcule.com/MCULE-2931196442/

PubMed

Title	Date	PubMed
Smoothened inhibition leads to decreased proliferation and induces apoptosis in esophageal adenocarcinoma cells.	2013 Aug	23915072

Patents

Sample Use Guides

In Vivo Use Guide

Oral capsules, 50-200 mg, depending on cohort (100 mg for those with CML-chronic phase; 140 mg for those with CML-advanced phase)

Route of Administration: Oral

In Vitro Use Guide

BMS-833923 (10 uM) decreased cell proliferation of cholangiocellular carcinoma cell line (EGI-1) up to 89.4% compared to the control.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 05:17:37 UTC 2023` Edited by `admin` on `Sat Dec 16 05:17:37 UTC 2023`
Record UNII	41J7ZJ239R
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

BMS-833923

Code

English

BMS-833923 [WHO-DD]

Common Name

English

XL139

Code

English

BMS-833923 FREE BASE ANHYDROUS

Code

English

XL-139

Code

English

N-(2-METHYL-5-((METHYLAMINO)METHYL)PHENYL)-4-((4-PHENYLQUINAZOLIN-2-YL)AMINO)BENZAMIDE

Systematic Name

English

Code System Code Type Description

CAS

1059734-66-5

Created by admin on Sat Dec 16 05:17:37 UTC 2023 , Edited by admin on Sat Dec 16 05:17:37 UTC 2023

PRIMARY

PUBCHEM

57662985

Created by admin on Sat Dec 16 05:17:37 UTC 2023 , Edited by admin on Sat Dec 16 05:17:37 UTC 2023

PRIMARY

FDA UNII

41J7ZJ239R

Created by admin on Sat Dec 16 05:17:37 UTC 2023 , Edited by admin on Sat Dec 16 05:17:37 UTC 2023

PRIMARY

Related Record Type Details


					483ONS63WN

BMS-833923 DIMESYLATE MONOHYDRATE

SALT/SOLVATE -> PARENT

Amount:


					AFZ53L1WQ4

SMOOTHENED HOMOLOG

TARGET -> INHIBITOR

Amount:

Related Record Type Details


					41J7ZJ239R

BMS-833923

ACTIVE MOIETY

Amount:

Details

SMILES

InChI

DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/22177102 | https://www.ncbi.nlm.nih.gov/pubmed/23915072Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/24105601 | http://drugprofiles.informa.com/drug_profiles/14075-bms-833923

Originator

Approval Year

Targets

Conditions

Approved Use

Sourcing

PubMed

Patents

Sample Use Guides