ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL669
CHEMBL669
Compound Name CYCLOBENZAPRINE
ChEMBL Synonyms CYCLOBENZAPRINE HYDROCHLORIDE | MK-130 [AS THE BASE] | CYCLOBENZAPRINE | AMRIX | FLEXERIL | MK-130 | Flexeril
Max Phase 4 (Approved)
Trade Names AMRIX | FLEXERIL | CYCLOBENZAPRINE HYDROCHLORIDE
Molecular Formula C20H21N

Additional synonyms for CHEMBL669 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN(C)CCC=C1c2ccccc2C=Cc3ccccc13
Standard InChI InChI=1S/C20H21N/c1-21(2)15-7-12-20-18-10-5-3-8-16(18)13-14- ...
Download InChI
Standard InChI Key JURKNVYFZMSNLP-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • BindingDB Database
  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL669

Molecule Features

CHEMBL669 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Serotonin 2a (5-HT2a) receptor antagonist Serotonin 2a (5-HT2a) receptor PubMed PubMed
Serotonin 2c (5-HT2c) receptor antagonist Serotonin 2c (5-HT2c) receptor PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Migraine DisordersD008881EFO:0003821migraine disorder3ClinicalTrials
Muscle SpasticityD0091284DailyMed
PainD010146EFO:0003843pain3ClinicalTrials
Cerebral PalsyD002547EFO:1000632cerebral palsy4DailyMed
Spinal Cord DiseasesD0131184DailyMed
Liver CirrhosisD008103EFO:0001422cirrhosis of liver3ClinicalTrials
MyalgiaD063806HP:0003326Myalgia4DailyMed
Depressive DisorderD003866EFO:0003761unipolar depression1ClinicalTrials
SpasmD0130354DailyMed

Clinical Data

ClinicalTrials.gov CYCLOBENZAPRINE
The Cochrane Collaboration CYCLOBENZAPRINE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL669. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL3943 Histamine H1 receptor Cavia porcellus 0.999
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.997
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.979
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.973
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 0.948
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.909
CHEMBL2035 Muscarinic acetylcholine receptor M5 Homo sapiens 0.885
CHEMBL3650 Fibroblast growth factor receptor 1 Homo sapiens 0.704
CHEMBL2007 Platelet-derived growth factor receptor alpha Homo sapiens 0.610
CHEMBL1821 Muscarinic acetylcholine receptor M4 Homo sapiens 0.369
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 0.347
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 0.226



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL231 Histamine H1 receptor Homo sapiens 0.999
CHEMBL3943 Histamine H1 receptor Cavia porcellus 0.998
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.996
CHEMBL3650 Fibroblast growth factor receptor 1 Homo sapiens 0.975
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.888
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.882
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 0.882
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.835
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.678
CHEMBL2007 Platelet-derived growth factor receptor alpha Homo sapiens 0.533
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 0.324
CHEMBL1941 Histamine H2 receptor Homo sapiens 0.230
CHEMBL2041 Tyrosine-protein kinase receptor RET Homo sapiens 0.202

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
275.4 275.1674 4.55 3 3.24 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
1 0 0 1 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 9.15 6.19 4.45 2 21 0.68

Structural Alerts

There are 1 structural alerts for CHEMBL669. To view alerts please click here.

Compound Cross References

ATC M - MUSCULO-SKELETAL SYSTEM
M03 - MUSCLE RELAXANTS
M03B - MUSCLE RELAXANTS, CENTRALLY ACTING AGENTS
M03BX - Other centrally acting agents
M03BX08 - cyclobenzaprine

ChemSpider ChemSpider:JURKNVYFZMSNLP-UHFFFAOYSA-N
DailyMed cyclobenzaprine hydrochloride
PubChem SID: 11110649 SID: 11110650 SID: 174007219 SID: 4253288 SID: 50108641 SID: 50111010 SID: 90340629
Wikipedia Cyclobenzaprine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL669



ACToR 303-53-7
BindingDB 112774
Brenda 145050 104767 145964 9781
ChEBI 3996
DrugBank DB00924
DrugCentral 751
EPA CompTox Dashboard DTXSID0046933
FDA SRS 69O5WQQ5TI
Guide to Pharmacology 7152
Human Metabolome Database HMDB0015060
IBM Patent System 07123C80D1AFA465DB1A1C0F46FE685D
KEGG Ligand C06931
LINCS LSM-5537
MolPort MolPort-006-111-174
Nikkaji J5.490I
PharmGKB PA449160
PubChem 2895
PubChem: Thomson Pharma 14872814
SureChEMBL SCHEMBL38527
ZINC ZINC000000968263

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/JURKNVYFZMSNLP-UHFFFAOYSA-N spacer
spacer