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Details

Stereochemistry ACHIRAL
Molecular Formula C31H37N5O3
Molecular Weight 527.6572
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DORAMAPIMOD

SMILES

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

InChI

InChIKey=MVCOAUNKQVWQHZ-UHFFFAOYSA-N
InChI=1S/C31H37N5O3/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)

HIDE SMILES / InChI
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
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

Boehringer Ingelheim
131
Curator's Comment: # Boehringer Ingelheim Pharmaceuticals

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
 0.1 nM [Kd]
Inhibitor
8297
 65.0 nM [IC50]
Inhibitor
8297
 0.2 µM [IC50]
Inhibitor
8297
 0.52 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Phase II
1132
Unknown

Approved Use

Unknown
Primary
Phase II
1132
Unknown

Approved Use

Unknown
Primary
Phase II
1132
Unknown

Approved Use

Unknown
Sourcing

Sourcing

Vendor/AggregatorIDURL
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

PubMed

TitleDatePubMed
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
Comprehensive analysis of kinase inhibitor selectivity.
2011 Oct 30
Patents

Patents

US20030118575
2
US20070203141
2
WO2005009367A2
2

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 Fri Dec 15 15:40:45 UTC 2023
Edited
by admin
on Fri Dec 15 15:40:45 UTC 2023
Record UNII
HO1A8B3YVV
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DORAMAPIMOD
INN   USAN   WHO-DD  
USAN   INN  
Official Name English
doramapimod [INN]
Common Name English
Doramapimod [WHO-DD]
Common Name English
UREA, N-(3-(1,1-DIMETHYLETHYL)-1-(4-METHYLPHENYL)-1H-PYRAZOL-5-YL)-N'-(4-(2-(4-MORPHOLINYL)ETHOXY)-1-NAPHTHALENYL)-
Systematic Name English
BIRB-796
Code English
BIRB-796 BS
Code English
BIRB 796 BS
Code English
1-[3-(1,1-Dimethylethyl)-1-(4-methylphenyl)-1H-pyrazol-5-yl]-3-[4-[2-(morpholin-4-yl)ethoxy]naphthalen-1-yl]urea
Systematic Name English
DORAMAPIMOD [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C2149
Created by admin on Fri Dec 15 15:40:45 UTC 2023 , Edited by admin on Fri Dec 15 15:40:45 UTC 2023
Code System Code Type Description
ChEMBL
CHEMBL103667
Created by admin on Fri Dec 15 15:40:45 UTC 2023 , Edited by admin on Fri Dec 15 15:40:45 UTC 2023
PRIMARY
INN
8325
Created by admin on Fri Dec 15 15:40:45 UTC 2023 , Edited by admin on Fri Dec 15 15:40:45 UTC 2023
PRIMARY
CHEBI
40953
Created by admin on Fri Dec 15 15:40:45 UTC 2023 , Edited by admin on Fri Dec 15 15:40:45 UTC 2023
PRIMARY
FDA UNII
HO1A8B3YVV
Created by admin on Fri Dec 15 15:40:45 UTC 2023 , Edited by admin on Fri Dec 15 15:40:45 UTC 2023
PRIMARY
DRUG BANK
DB03044
Created by admin on Fri Dec 15 15:40:45 UTC 2023 , Edited by admin on Fri Dec 15 15:40:45 UTC 2023
PRIMARY
NCI_THESAURUS
C76770
Created by admin on Fri Dec 15 15:40:45 UTC 2023 , Edited by admin on Fri Dec 15 15:40:45 UTC 2023
PRIMARY
PUBCHEM
156422
Created by admin on Fri Dec 15 15:40:45 UTC 2023 , Edited by admin on Fri Dec 15 15:40:45 UTC 2023
PRIMARY
USAN
NN-60
Created by admin on Fri Dec 15 15:40:45 UTC 2023 , Edited by admin on Fri Dec 15 15:40:45 UTC 2023
PRIMARY
SMS_ID
100000175118
Created by admin on Fri Dec 15 15:40:45 UTC 2023 , Edited by admin on Fri Dec 15 15:40:45 UTC 2023
PRIMARY
CAS
285983-48-4
Created by admin on Fri Dec 15 15:40:45 UTC 2023 , Edited by admin on Fri Dec 15 15:40:45 UTC 2023
PRIMARY
EPA CompTox
DTXSID2048957
Created by admin on Fri Dec 15 15:40:45 UTC 2023 , Edited by admin on Fri Dec 15 15:40:45 UTC 2023
PRIMARY
Related Record Type Details
MITOGEN-ACTIVATED PROTEIN KINASE 14
TARGET -> INHIBITOR
Structure of DORAMAPIMOD HYDROCHLORIDE
SALT/SOLVATE -> PARENT
MITOGEN-ACTIVATED PROTEIN KINASE 11
TARGET -> INHIBITOR
Related Record Type Details
Structure of DORAMAPIMOD
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