SERDEMETAN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C21H20N4
Molecular Weight	328.4103
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C(CC1=CNC2=C1C=CC=C2)NC3=CC=C(NC4=CC=NC=C4)C=C3

InChI

InChIKey=CEGSUKYESLWKJP-UHFFFAOYSA-N

InChI=1S/C21H20N4/c1-2-4-21-20(3-1)16(15-24-21)9-14-23-17-5-7-18(8-6-17)25-19-10-12-22-13-11-19/h1-8,10-13,15,23-24H,9,14H2,(H,22,25)

HIDE SMILES / InChI

Molecular Formula	C21H20N4
Molecular Weight	328.4103
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/21922647
Curator's Comment: Description was created based on several sources, including http://www.eurodiagnostico.com/media/pdf/JNJ%2026854165%20(Serdemetan).pdf http://adisinsight.springer.com/drugs/800014298

JNJ-26854165 (Serdemetan), a novel tryptamine derivative, was developed as an activator of p53, and its initially proposed mechanism of action involved preventing the association of HDM2 with the proteasome and thereby stabilizing HDM2 substrates such as p53. Consistent with this proposed mechanism, Serdemetan induced apoptosis in acute myeloid and lymphoid leukemia cell lines and in primary acute leukemia isolates. Serdemetan is currently being evaluated in Phase I clinical trials in patients with non-small cell lung cancer; prostate cancer; solid tumours.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
p53-binding protein Mdm-2 9 Target ID: CHEMBL5023 Sources: http://www.eurodiagnostico.com/media/pdf/JNJ%2026854165%20(Serdemetan).pdf	Antagonist 2778
NALM-6 1 Target ID: CHEMBL614187 Sources: http://www.eurodiagnostico.com/media/pdf/JNJ%2026854165%20(Serdemetan).pdf	Inhibitor 8297	0.32 µM [IC50]
REH 1 Target ID: CHEMBL2366320 Sources: http://www.eurodiagnostico.com/media/pdf/JNJ%2026854165%20(Serdemetan).pdf	Inhibitor 8297	0.44 µM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Cancer 592 Sources: https://clinicaltrials.gov/ct2/show/NCT00676910	Primary		Phase I 428	Unknown Approved Use Unknown

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
inhibitor 1587	inhibitor 1767	inhibitor 1852	inhibitor 1612

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer

Drug as perpetrator

Target	Modality	Activity
CYP2D6 1891	inhibitor 3277 Sources: https://pubchem.ncbi.nlm.nih.gov/bioassay/1645840#sid=363677242	yes [IC50 0.4772 uM]
CYP2C9 1819	inhibitor 3277 Sources: https://pubchem.ncbi.nlm.nih.gov/bioassay/1645842#sid=363677242	yes [IC50 2.6837 uM]
CYP3A4 1925	inhibitor 3277 Sources: https://pubchem.ncbi.nlm.nih.gov/bioassay/1645841#sid=363677242	yes [IC50 3.7908 uM]

Tox targets

Target	Modality	Activity	Metabolite	Clinical evidence
hERG 1647	inhibitor 1626 Sources: https://pubmed.ncbi.nlm.nih.gov/27116025/

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY114771	https://www.001chemical.com/chem/search?q=DY114771
1PlusChem LLC	1P008CTZ	https://www.1pchem.com/search?query=1P008CTZ
AChemBlock	O33888	http://www.achemblock.com/catalogsearch/result/?q=O33888
AK Scientific	X7539	https://aksci.com/item_detail.php?cat=X7539
AOBIOUS INC	AOB87702	http://aobious.com/aobious/search?search_query=AOB87702
Achemo Scientific Limited	AC-95357	http://www.achemo.com/search/?Keyword=AC-95357
Angene	AGN-PC-0WH8JD	http://www.angenechemical.com/productshow/AGN-PC-0WH8JD.html
ApexBio Technology	A4204	https://www.apexbt.com/catalogsearch/result/?q=A4204
Axon MedChem	1538	https://www.axonmedchem.com/product/1538
Axon MedChem	1586	https://www.axonmedchem.com/product/1586
Cayman Chemical	16259	http://www.caymanchem.com/app/template/Product.vm/catalog/16259
Chem Scene	CS-0166	http://www.chemscene.com/goproductList/searchProductList?productObj=CS-0166
ChemShuttle	106213	https://www.chemshuttle.com/catalogsearch/result/?q=106213
Combi-Blocks	QJ-2614	http://www.combi-blocks.com/cgi-bin/find.cgi?QJ-2614
Excenen	EX-A267	http://www.excenen.com/searchresultlist.php?id=EX-A267
KeyOrganics	AS-56263	http://www.keyorganicsinc.com/bionet/catalogsearch/result?q=AS-56263
Lab Network	LN00199398	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00199398
Matrix Scientific	96765	http://www.matrixscientific.com/096765.html
MedChem Express	HY-12025	https://www.medchemexpress.com/search.html?q=HY-12025&ft=&fa=&fp=
MolPort	MolPort-009-679-468	https://www.molport.com/shop/molecule-link/MolPort-009-679-468
MolPort	MolPort-042-665-719	https://www.molport.com/shop/molecule-link/MolPort-042-665-719
Molcore	MC114771	http://www.molcore.com/CatMC114771.html
Molnova	M16390	https://www.molnova.com/en/serch-list.html?keywords=M16390
MuseChem	I005297	https://www.musechem.com/product/I005297.html
PI Chemicals	PI-38506	http://www.pipharm.com/catalog_products/PI-38506.html
Ryan Scientific	GSK2578215A	https://ryansci.com/products?q=GSK2578215A&list_q=&search_type=exact
ShangHai Biochempartner	BCP000255	http://www.biochempartner.com/search_BCP000255
ShangHai Biochempartner	BCP02124	http://www.biochempartner.com/search_BCP02124
Toronto Research Chemicals	J211343	https://www.trc-canada.com/product-detail/?CatNum=J211343
W&J PharmaChem	50C1554821	http://wjpharmachem.com/new/searcht.php?keyword=50C1554821
eMolecules	32176499	https://orderbb.emolecules.com/search/#?query=32176499
eMolecules	84830266	https://orderbb.emolecules.com/search/#?query=84830266
eNovation Chemicals	D372313	https://www.enovationchem.com/Products.asp?SEARCHTEXT=D372313&searchbtn.x=0&searchbtn.y=0
mcule	MCULE-3208909455	https://mcule.com/MCULE-3208909455/

PubMed

Title	Date	PubMed

Patents

Sample Use Guides

In Vivo Use Guide

The maximum tolerated dose (MTD) of serdemetan was determined to be 350 mg once daily.

Route of Administration: Oral

In Vitro Use Guide

Serdemetan induced a dose-dependent inhibition of proliferation in both wild-type (wt) and mutant (mut) p53 cell lines, with IC50 values from 0.25 to 3 uM/L, in association with an S phase cell cycle arrest.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:15:33 GMT 2023` Edited by `admin` on `Fri Dec 15 17:15:33 GMT 2023`
Record UNII	ID6YB4W3V8
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SERDEMETAN

Official Name

English

JNJ-26854165

Code

English

Serdemetan [WHO-DD]

Common Name

English

N-(2-(1H-INDOL-3-YL)ETHYL)-N'-(PYRIDIN-4-YL)BENZENE-1,4-DIAMINE

Systematic Name

English

serdemetan [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C129839