NAV

Dorsomorphin

Identification

Generic Name
Dorsomorphin
DrugBank Accession Number
DB08597
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 399.4882
Monoisotopic: 399.205910447
Chemical Formula
C24H25N5O
Synonyms
Not Available
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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
UActivin receptor type-1Not AvailableHumans
UPeptidyl-prolyl cis-trans isomerase FKBP1ANot 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
Not Available

Interactions

Drug Interactions
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 pyrazolo[1,5-a]pyrimidines. These are aromatic heterocyclic compounds containing a pyrazolo[3,4-d]pyrimidine ring system, which consists of a pyrazole ring fused to and sharing exactly one nitrogen atom with a pyrimidine ring.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Pyrazolopyrimidines
Sub Class
Pyrazolo[1,5-a]pyrimidines
Direct Parent
Pyrazolo[1,5-a]pyrimidines
Alternative Parents
Phenoxy compounds / Phenol ethers / Alkyl aryl ethers / Pyrimidines and pyrimidine derivatives / Pyridines and derivatives / Piperidines / Pyrazoles / Heteroaromatic compounds / Trialkylamines / Azacyclic compounds
show 2 more
Substituents
Alkyl aryl ether / Amine / Aromatic heteropolycyclic compound / Azacycle / Azole / Benzenoid / Ether / Heteroaromatic compound / Hydrocarbon derivative / Monocyclic benzene moiety
show 14 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
piperidines, aromatic ether, pyridines, ring assembly, pyrazolopyrimidine (CHEBI:78510)
Affected organisms
Not Available

Chemical Identifiers

UNII
10K52CIC1Z
CAS number
866405-64-3
InChI Key
XHBVYDAKJHETMP-UHFFFAOYSA-N
InChI
InChI=1S/C24H25N5O/c1-2-12-28(13-3-1)14-15-30-22-6-4-19(5-7-22)21-16-26-24-23(17-27-29(24)18-21)20-8-10-25-11-9-20/h4-11,16-18H,1-3,12-15H2
IUPAC Name
4-(6-{4-[2-(piperidin-1-yl)ethoxy]phenyl}pyrazolo[1,5-a]pyrimidin-3-yl)pyridine
SMILES
C(CN1CCCCC1)OC1=CC=C(C=C1)C1=CN2N=CC(=C2N=C1)C1=CC=NC=C1

References

General References
Not Available
PubChem Compound
11524144
PubChem Substance
99445068
ChemSpider
9698930
BindingDB
50262685
ChEBI
78510
ChEMBL
CHEMBL478629
ZINC
ZINC000013829435
PDBe Ligand
TAK
PDB Entries
3aqv / 3h9r / 3q4t / 4c02 / 6gvx / 7jhg / 7m74

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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 Solubility0.0148 mg/mLALOGPS
logP3.84ALOGPS
logP3.44Chemaxon
logS-4.4ALOGPS
pKa (Strongest Basic)8.81Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area55.55 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity128.51 m3·mol-1Chemaxon
Polarizability45.75 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9927
Caco-2 permeable-0.6108
P-glycoprotein substrateSubstrate0.6569
P-glycoprotein inhibitor IInhibitor0.6623
P-glycoprotein inhibitor IIInhibitor0.9217
Renal organic cation transporterInhibitor0.8216
CYP450 2C9 substrateNon-substrate0.8726
CYP450 2D6 substrateNon-substrate0.5888
CYP450 3A4 substrateSubstrate0.5562
CYP450 1A2 substrateInhibitor0.785
CYP450 2C9 inhibitorInhibitor0.6921
CYP450 2D6 inhibitorNon-inhibitor0.829
CYP450 2C19 inhibitorInhibitor0.6547
CYP450 3A4 inhibitorInhibitor0.67
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9129
Ames testNon AMES toxic0.6448
CarcinogenicityNon-carcinogens0.9059
BiodegradationNot ready biodegradable0.9972
Rat acute toxicity2.4667 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Strong inhibitor0.8187
hERG inhibition (predictor II)Inhibitor0.5228
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/MSsplash10-0udi-0200900000-68c47331ccf764918e30
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-0009000000-a0a84811fc01e5d9e97e
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-0233900000-d3c97b8eb592288c04f5
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-000b-2279000000-07ad049049becd1875a2
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0ue9-9502200000-e376a179cd2172b7ac56
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-1091000000-5ed065f99e7775e95a7e
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-196.54433
predicted
DeepCCS 1.0 (2019)
[M+H]+198.90233
predicted
DeepCCS 1.0 (2019)
[M+Na]+206.54712
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Activin receptor type-1
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Transmembrane receptor protein serine/threonine kinase activity
Specific Function
On ligand binding, forms a receptor complex consisting of two type II and two type I transmembrane serine/threonine kinases. Type II receptors phosphorylate and activate type I receptors which auto...
Gene Name
ACVR1
Uniprot ID
Q04771
Uniprot Name
Activin receptor type-1
Molecular Weight
57152.41 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Details2. Peptidyl-prolyl cis-trans isomerase FKBP1A
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Type i transforming growth factor beta receptor binding
Specific Function
Keeps in an inactive conformation TGFBR1, the TGF-beta type I serine/threonine kinase receptor, preventing TGF-beta receptor activation in absence of ligand. Recruites SMAD7 to ACVR1B which prevent...
Gene Name
FKBP1A
Uniprot ID
P62942
Uniprot Name
Peptidyl-prolyl cis-trans isomerase FKBP1A
Molecular Weight
11950.665 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]

Drug created at September 15, 2010 21:33 / Updated at June 12, 2020 16:52