NAV

Doramapimod

Identification

Generic Name
Doramapimod
DrugBank Accession Number
DB03044
Background

Doramapimod is a P38 MAP kinase inhibitor.

Type
Small Molecule
Groups
Investigational
Structure
3D
Similar Structures
Weight
Average: 527.6572
Monoisotopic: 527.289640075
Chemical Formula
C31H37N5O3
Synonyms
  • Doramapimod
External IDs
  • BIRB 796
  • BIRB 796 BS
  • BIRB-796
  • BIRB-796 BS
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UMitogen-activated protein kinase 14Not AvailableHumans
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

Interactions

Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as phenylpyrazoles. These are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Azoles
Sub Class
Pyrazoles
Direct Parent
Phenylpyrazoles
Alternative Parents
Naphthalenes / Toluenes / Alkyl aryl ethers / Morpholines / Heteroaromatic compounds / Ureas / Trialkylamines / Oxacyclic compounds / Dialkyl ethers / Azacyclic compounds
show 4 more
Substituents
Alkyl aryl ether / Amine / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Carbonic acid derivative / Carbonyl group / Dialkyl ether / Ether / Heteroaromatic compound
show 17 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
HO1A8B3YVV
CAS number
285983-48-4
InChI Key
MVCOAUNKQVWQHZ-UHFFFAOYSA-N
InChI
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)
IUPAC Name
3-[3-tert-butyl-1-(4-methylphenyl)-1H-pyrazol-5-yl]-1-{4-[2-(morpholin-4-yl)ethoxy]naphthalen-1-yl}urea
SMILES
CC1=CC=C(C=C1)N1N=C(C=C1NC(=O)NC1=CC=C(OCCN2CCOCC2)C2=C1C=CC=C2)C(C)(C)C

References

General References
Not Available
KEGG Drug
D03736
PubChem Compound
156422
PubChem Substance
46506062
ChemSpider
137746
BindingDB
13533
ChEBI
40953
ChEMBL
CHEMBL103667
ZINC
ZINC000024044436
PDBe Ligand
B96
PDB Entries
1kv2 / 3fzs / 3npc / 4jvg / 4twn / 5n66 / 6gtt

Clinical Trials

Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
PhaseStatusPurposeConditionsCount
2CompletedTreatmentPsoriasis1
2TerminatedTreatmentRheumatoid Arthritis1
1CompletedTreatmentHealthy Subjects (HS)2

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00375 mg/mLALOGPS
logP5.32ALOGPS
logP6.37Chemaxon
logS-5.2ALOGPS
pKa (Strongest Acidic)11.32Chemaxon
pKa (Strongest Basic)6.78Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area80.65 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity157.01 m3·mol-1Chemaxon
Polarizability59.69 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.8737
Caco-2 permeable-0.532
P-glycoprotein substrateSubstrate0.8156
P-glycoprotein inhibitor IInhibitor0.8206
P-glycoprotein inhibitor IIInhibitor0.8018
Renal organic cation transporterNon-inhibitor0.6952
CYP450 2C9 substrateNon-substrate0.7781
CYP450 2D6 substrateNon-substrate0.7492
CYP450 3A4 substrateSubstrate0.7602
CYP450 1A2 substrateNon-inhibitor0.8708
CYP450 2C9 inhibitorInhibitor0.5409
CYP450 2D6 inhibitorNon-inhibitor0.8707
CYP450 2C19 inhibitorNon-inhibitor0.7406
CYP450 3A4 inhibitorInhibitor0.5858
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.6253
Ames testNon AMES toxic0.5569
CarcinogenicityNon-carcinogens0.7383
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.6340 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Strong inhibitor0.51
hERG inhibition (predictor II)Inhibitor0.7139
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0000090000-ed9deac1bb8fde147748
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-1170090000-496346e5656055020e2d
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0450490000-d535801fb5b9aeceeeb7
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-0792730000-3f651be32d778c343bdd
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0ul0-9251430000-219c9339def9088368e2
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-01pk-0379300000-6b6eb3199d0b39da5757
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-249.3472451
predicted
DarkChem Lite v0.1.0
[M-H]-217.16966
predicted
DeepCCS 1.0 (2019)
[M+H]+251.4470451
predicted
DarkChem Lite v0.1.0
[M+H]+219.56523
predicted
DeepCCS 1.0 (2019)
[M+Na]+250.2111451
predicted
DarkChem Lite v0.1.0
[M+Na]+225.47777
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Mitogen-activated protein kinase 14
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Protein serine/threonine kinase activity
Specific Function
Serine/threonine kinase which acts as an essential component of the MAP kinase signal transduction pathway. MAPK14 is one of the four p38 MAPKs which play an important role in the cascades of cellu...
Gene Name
MAPK14
Uniprot ID
Q16539
Uniprot Name
Mitogen-activated protein kinase 14
Molecular Weight
41292.885 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]

Drug created at June 13, 2005 13:24 / Updated at February 21, 2021 18:51