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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL644
CHEMBL644
Compound Name TRIMIPRAMINE
ChEMBL Synonyms TRIMIPRAMINE | IL 6001 | TRIMEPROPRIMINE | SURMONTIL | Surmontil | TRIMIPRAMINE MALEATE | 7162 RP
Max Phase 4 (Approved)
Trade Names Surmontil | TRIMIPRAMINE MALEATE | SURMONTIL
Molecular Formula C20H26N2

Additional synonyms for CHEMBL644 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(CN(C)C)CN1c2ccccc2CCc3ccccc13
Standard InChI InChI=1S/C20H26N2/c1-16(14-21(2)3)15-22-19-10-6-4-8-17(19)12 ...
Download InChI
Standard InChI Key ZSCDBOWYZJWBIY-UHFFFAOYSA-N

Sources

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

Alternate Forms of Compound in ChEMBL


CHEMBL644

Molecule Features

CHEMBL644 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Adrenergic receptor alpha-1 antagonist Adrenergic receptor alpha-1 ISBN PubMed
Dopamine D2 receptor antagonist Dopamine D2 receptor ISBN
Histamine H1 receptor antagonist Histamine H1 receptor ISBN
Norepinephrine transporter inhibitor Norepinephrine transporter ISBN
Serotonin 2a (5-HT2a) receptor antagonist Serotonin 2a (5-HT2a) receptor ISBN PubMed
Serotonin 2c (5-HT2c) receptor antagonist Serotonin 2c (5-HT2c) receptor ISBN PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials
AnxietyD001007EFO:0005230anxiety3ClinicalTrials
DementiaD003704HP:0000726dementia3ClinicalTrials
Depressive DisorderD003866EFO:0003761unipolar depression4ATC
ClinicalTrials

Clinical Data

ClinicalTrials.gov TRIMIPRAMINE
The Cochrane Collaboration TRIMIPRAMINE

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 CHEMBL644. 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
CHEMBL2868 Vasopressin V1a receptor Rattus norvegicus 0.998
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.995
CHEMBL1808 Angiotensin-converting enzyme Homo sapiens 0.983
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 0.967
CHEMBL5503 Nuclear receptor subfamily 1 group I member 3 Homo sapiens 0.961
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.957
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 0.952
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.950
CHEMBL231 Histamine H1 receptor Homo sapiens 0.943
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.908
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 0.878
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.875
CHEMBL4777 Neuropeptide Y receptor type 1 Homo sapiens 0.816
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.792
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.765
CHEMBL228 Serotonin transporter Homo sapiens 0.684
CHEMBL222 Norepinephrine transporter Homo sapiens 0.659
CHEMBL2035 Muscarinic acetylcholine receptor M5 Homo sapiens 0.641
CHEMBL4074 Angiotensin-converting enzyme Oryctolagus cuniculus 0.640
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 0.623



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5503 Nuclear receptor subfamily 1 group I member 3 Homo sapiens 0.997
CHEMBL2868 Vasopressin V1a receptor Rattus norvegicus 0.996
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.991
CHEMBL4777 Neuropeptide Y receptor type 1 Homo sapiens 0.935
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.911
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 0.842
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 0.749
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.744
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.700
CHEMBL4074 Angiotensin-converting enzyme Oryctolagus cuniculus 0.597
CHEMBL231 Histamine H1 receptor Homo sapiens 0.593
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.573
CHEMBL1808 Angiotensin-converting enzyme Homo sapiens 0.513
CHEMBL5162 Neuropeptide S receptor Homo sapiens 0.510
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.490
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.440
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 0.353
CHEMBL5514 Huntingtin Homo sapiens 0.351
CHEMBL228 Serotonin transporter Homo sapiens 0.345
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.345

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
294.4 294.2096 4.12 4 6.48 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 0 0 2 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 9.38 4.71 2.77 2 22 0.84

Structural Alerts

There are no structural alerts for CHEMBL644

Compound Cross References

ATC N - NERVOUS SYSTEM
N06 - PSYCHOANALEPTICS
N06A - ANTIDEPRESSANTS
N06AA - Non-selective monoamine reuptake inhibitors
N06AA06 - trimipramine

ChemSpider ChemSpider:ZSCDBOWYZJWBIY-UHFFFAOYSA-N
DailyMed trimipramine maleate
PubChem SID: 50111256 SID: 90341093
Wikipedia Trimipramine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL644



ACToR 3564-66-7 3564-75-8 739-71-9
BindingDB 50240410
Brenda 210368
ChEBI 9738
DrugBank DB00726
DrugCentral 2758
EPA CompTox Dashboard DTXSID8023715
Guide to Pharmacology 7317
Human Metabolome Database HMDB0014864
IBM Patent System CC3F9F32961A6E5F764BAE6CD3064199
LINCS LSM-1371
Nikkaji J86.105G J6.960D J53.921J
NMRShiftDB 20147314
PharmGKB PA451791
PubChem 5584
PubChem: Thomson Pharma 14751475
SureChEMBL SCHEMBL35144

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