DORAMAPIMOD HYDROCHLORIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C31H37N5O3.ClH
Molecular Weight	564.118
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.CC1=CC=C(C=C1)N2N=C(C=C2NC(=O)NC3=CC=C(OCCN4CCOCC4)C5=C3C=CC=C5)C(C)(C)C

InChI

InChIKey=WVPYACKQYUYZGC-UHFFFAOYSA-N

InChI=1S/C31H37N5O3.ClH/c1-22-9-11-23(12-10-22)36-29(21-28(34-36)31(2,3)4)33-30(37)32-26-13-14-27(25-8-6-5-7-24(25)26)39-20-17-35-15-18-38-19-16-35;/h5-14,21H,15-20H2,1-4H3,(H2,32,33,37);1H

HIDE SMILES / InChI

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

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

Molecular Formula	C31H37N5O3
Molecular Weight	527.6572
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/11896401
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/15755732 | https://www.ncbi.nlm.nih.gov/pubmed/11937566 | https://trials.boehringer-ingelheim.com/trial_results/clinical_trials_overview/clinical_trial_result.c=n.i=68.html

Doramapimod (BIRB-796) is a p38 MAPK inhibitor, relatively potent against alpha isoform. Oral doramapimod exerts anti-inflammatory potential in humans in vivo. Doramapimod has entered clinical trials for the treatment of autoimmune diseases.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
MAP kinase p38 alpha 35 Target ID: CHEMBL260 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11896401 \| https://www.ncbi.nlm.nih.gov/pubmed/15755732	Inhibitor 8297	0.1 nM [Kd]
MAP kinase p38 beta 11 Target ID: CHEMBL3961 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15755732	Inhibitor 8297	65.0 nM [IC50]
MAP kinase p38 gamma 2 Target ID: CHEMBL4674 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15755732	Inhibitor 8297	0.2 µM [IC50]
MAP kinase p38 delta 2 Target ID: CHEMBL2939 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15755732	Inhibitor 8297	0.52 µM [IC50]

Conditions

Condition	Modality	Highest Phase	Product
Rheumatoid arthritis 316 Sources: https://trials.boehringer-ingelheim.com/trial_results/clinical_trials_overview/clinical_trial_result.c=n.i=68.html https://clinicaltrials.gov/ct2/show/NCT02209779	Primary	Phase II 1132	Unknown Approved Use Unknown
Crohn's disease 42 Sources: https://trials.boehringer-ingelheim.com/trial_results/clinical_trials_overview/clinical_trial_result.c=n.i=68.html https://clinicaltrials.gov/ct2/show/NCT02209792	Primary	Phase II 1132	Unknown Approved Use Unknown
Psoriasis 84 Sources: https://trials.boehringer-ingelheim.com/trial_results/clinical_trials_overview/clinical_trial_result.c=n.i=68.html https://clinicaltrials.gov/ct2/show/NCT02209753	Primary	Phase II 1132	Unknown Approved Use Unknown

Sourcing

Vendor/Aggregator	ID	URL
1PlusChem LLC	1P002W9Z	https://www.1pchem.com/search?query=1P002W9Z
A2B Chem	AB34343	http://a2bchem.com/prod/AB34343
AK Scientific	X7401	https://aksci.com/item_detail.php?cat=X7401
AOBIOUS INC	AOB1672	http://aobious.com/aobious/search?search_query=AOB1672
Ambeed	A103377	http://www.ambeed.com/search/Search.html?keyword=A103377
ApexBio Technology	A5639	https://www.apexbt.com/catalogsearch/result/?q=A5639
AstaTech	41137	http://astatechinc.com/CPSResult.php?CRNO=41137
Axon MedChem	1358	https://www.axonmedchem.com/product/1358
BOC Sciences	285983-48-4	http://www.bocsci.com/description.asp?cas=285983-48-4
BioSynth	Q-101419	https://www.biosynth.com/en/products/life-science/other-biochemicals/products/Q-101419
Capot Chemical	18416	https://www.capotchem.com/search.do?q=18416
Cayman Chemical	10460	http://www.caymanchem.com/app/template/Product.vm/catalog/10460
Chem Scene	CS-0219	http://www.chemscene.com/goproductList/searchProductList?productObj=CS-0219
ChemShuttle	129033	https://www.chemshuttle.com/catalogsearch/result/?q=129033
Combi-Blocks	QJ-3549	http://www.combi-blocks.com/cgi-bin/find.cgi?QJ-3549
Hairui	HR114596	http://www.hairuichem.com/en/product/search.do?q=HR114596
KeyOrganics	AS-19375	http://www.keyorganicsinc.com/bionet/catalogsearch/result?q=AS-19375
Lab Seeker	SC-19868	http://www.labseeker.com/search.php?keywords=SC-19868&category=0
LabSeeker	SC-19868	http://www.labseeker.com/search.php?keywords=SC-19868&category=0
Matrix Scientific	90569	http://www.matrixscientific.com/090569.html
MedChem Express	HY-10320	https://www.medchemexpress.com/search.html?q=HY-10320&ft=&fa=&fp=
MolPort	MolPort-006-168-795	https://www.molport.com/shop/molecule-link/MolPort-006-168-795
Molnova	M13869	https://www.molnova.com/en/serch-list.html?keywords=M13869
MuseChem	I002974	https://www.musechem.com/product/I002974.html
Nanjing Raymon Biotech Co Ltd	R0013R	http://www.raymonbio.com/en/search.html?key=R0013R&type=code
ShangHai Biochempartner	BCP000174	http://www.biochempartner.com/search_BCP000174
ShangHai Biochempartner	BCP01896	http://www.biochempartner.com/search_BCP01896
TargetMol	T6277	https://www.targetmol.com/search?keyword=T6277
Tetrahedron	TS93639	http://www.thsci.com/search.do?q=TS93639
Toronto Research Chemicals	A633357	https://www.trc-canada.com/product-detail/?CatNum=A633357
Toronto Research Chemicals	D534250	https://www.trc-canada.com/product-detail/?CatNum=D534250
eMolecules	85163665	https://orderbb.emolecules.com/search/#?query=85163665
eMolecules	901477	https://orderbb.emolecules.com/search/#?query=901477
eNovation Chemicals	D501848	https://www.enovationchem.com/Products.asp?SEARCHTEXT=D501848&searchbtn.x=0&searchbtn.y=0
mcule	MCULE-9036074972	https://mcule.com/MCULE-9036074972/
mcule	MCULE-9717887012	https://mcule.com/MCULE-9717887012/

PubMed

Title	Date	PubMed
		252160078
The role of IFN-gamma in regulation of IFN-gamma-inducible protein 10 (IP-10) expression in lung epithelial cell and peripheral blood mononuclear cell co-cultures.	2007 Nov 8	17996064
Activation state-dependent binding of small molecule kinase inhibitors: structural insights from biochemistry.	2010 Nov 24	21095574
Comprehensive analysis of kinase inhibitor selectivity.	2011 Oct 30	22037378
Gene expression profiles in engineered cardiac tissues respond to mechanical loading and inhibition of tyrosine kinases.	2013 Oct	24303162

Patents

Sample Use Guides

In Vivo Use Guide

A randomised, parallel, double-blind, placebo-controlled study investigated efficacy and safety of different doses (5, 10, 20 and 30 mg) of doramapimod (BIRB-796) administered twice a day orally over 4 weeks in patients with active rheumatoid arthritis

Route of Administration: Oral

In Vitro Use Guide

1-1000 nM doramapimod (BIRB-796) inhibited LPS-induced phosphorylation of p38 MAPK in human peripheral blood mononuclear cells in a dose-related fashion

Substance Class	Chemical Created by `admin` on `Sat Dec 16 10:31:13 UTC 2023` Edited by `admin` on `Sat Dec 16 10:31:13 UTC 2023`
Record UNII	X9BAM4UVNT
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DORAMAPIMOD HYDROCHLORIDE

Common Name

English

UREA, N-(3-(1,1-DIMETHYLETHYL)-1-(4-METHYLPHENYL)-1H-PYRAZOL-5-YL)-N'-(4-(2-(4-MORPHOLINYL)ETHOXY)-1-NAPHTHALENYL)-, HYDROCHLORIDE (1:1)

Systematic Name

English

Code System Code Type Description

FDA UNII

X9BAM4UVNT

Created by admin on Sat Dec 16 10:31:13 UTC 2023 , Edited by admin on Sat Dec 16 10:31:13 UTC 2023

PRIMARY

CAS

1283526-53-3

Created by admin on Sat Dec 16 10:31:13 UTC 2023 , Edited by admin on Sat Dec 16 10:31:13 UTC 2023

PRIMARY

PUBCHEM

68107492

Created by admin on Sat Dec 16 10:31:13 UTC 2023 , Edited by admin on Sat Dec 16 10:31:13 UTC 2023

PRIMARY

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DORAMAPIMOD

ACTIVE MOIETY

Details

SMILES

InChI

Originator

Approval Year

Targets

Conditions

Approved Use

Approved Use

Approved Use

Sourcing

PubMed

Patents

Sample Use Guides