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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL445
CHEMBL445
Compound Name NORTRIPTYLINE
ChEMBL Synonyms AVENTYL HYDROCHLORIDE | ALLEGRON | NORTRIPTYLINE HYDROCHLORIDE | Psychostyl | MOTIVAL | AVENTYL | PAMELOR | NORTRIPTYLINE | 38489 | Pamelor | MOTIPRESS
Max Phase 4 (Approved)
Trade Names MOTIPRESS | PAMELOR | ALLEGRON | MOTIVAL | AVENTYL HYDROCHLORIDE | NORTRIPTYLINE HYDROCHLORIDE | Psychostyl | AVENTYL
Molecular Formula C19H21N

Additional synonyms for CHEMBL445 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CNCCC=C1c2ccccc2CCc3ccccc13
Standard InChI InChI=1S/C19H21N/c1-20-14-6-11-19-17-9-4-2-7-15(17)12-13-16- ...
Download InChI
Standard InChI Key PHVGLTMQBUFIQQ-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • BindingDB Database
  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • Drugs for Neglected Diseases Initiative (DNDi)
  • 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


CHEMBL445

Molecule Features

CHEMBL445 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:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Norepinephrine transporter inhibitor Norepinephrine transporter FDA
Serotonin transporter inhibitor Serotonin transporter FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Depressive DisorderD003866EFO:0003761unipolar depression4ATC
ClinicalTrials
PsoriasisD011565EFO:0000676psoriasis2ClinicalTrials
ClinicalTrials
DementiaD003704HP:0000726dementia3ClinicalTrials
Irritable Bowel SyndromeD043183EFO:0000555irritable bowel syndrome2ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials
GastroparesisD018589EFO:1000948gastroparesis3ClinicalTrials
ClinicalTrials
AnxietyD001007EFO:0005230anxiety3ClinicalTrials
Gastroesophageal RefluxD005764EFO:0003948gastroesophageal reflux disease3ClinicalTrials
Dermatitis, AtopicD003876EFO:0000274atopic eczema1ClinicalTrials
Temporomandibular Joint DisordersD013705EFO:0005279temporomandibular joint disorder2ClinicalTrials
Small Cell Lung CarcinomaD055752EFO:0000702small cell lung carcinoma1ClinicalTrials
Tobacco Use DisorderD014029EFO:0003768nicotine dependence2ClinicalTrials

Clinical Data

ClinicalTrials.gov NORTRIPTYLINE
The Cochrane Collaboration NORTRIPTYLINE

Metabolites for CHEMBL445

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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 CHEMBL445. 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
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 0.999
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.991
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.986
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.986
CHEMBL1850 Dopamine D5 receptor Homo sapiens 0.966
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 0.816
CHEMBL1821 Muscarinic acetylcholine receptor M4 Homo sapiens 0.650
CHEMBL3943 Histamine H1 receptor Cavia porcellus 0.522
CHEMBL2056 Dopamine D1 receptor Homo sapiens 0.460
CHEMBL2035 Muscarinic acetylcholine receptor M5 Homo sapiens 0.398
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.393
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 0.384
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 0.221



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL231 Histamine H1 receptor Homo sapiens 0.999
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 0.999
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.951
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.876
CHEMBL1850 Dopamine D5 receptor Homo sapiens 0.866
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.864
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.705
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.475
CHEMBL3943 Histamine H1 receptor Cavia porcellus 0.474
CHEMBL1916 Alpha-2c adrenergic receptor Homo sapiens 0.400
CHEMBL2056 Dopamine D1 receptor Homo sapiens 0.336
CHEMBL1821 Muscarinic acetylcholine receptor M4 Homo sapiens 0.279
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.264

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
263.4 263.1674 3.83 3 12.03 BASE


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 10 3.97 1.49 2 20 0.83

Structural Alerts

There are 2 structural alerts for CHEMBL445. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N06 - PSYCHOANALEPTICS
N06A - ANTIDEPRESSANTS
N06AA - Non-selective monoamine reuptake inhibitors
N06AA10 - nortriptyline

ChemSpider ChemSpider:PHVGLTMQBUFIQQ-UHFFFAOYSA-N
DailyMed nortriptyline hydrochloride
PubChem SID: 11110653 SID: 11110654 SID: 124878449 SID: 152146160 SID: 26747092 SID: 26747093 SID: 4253930 SID: 50100156 SID: 50104257 SID: 50104258 SID: 90340759
Wikipedia Nortriptyline

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL445



ACToR 72-69-5
BindingDB 112777
Brenda 145062 145976 75635 11504
ChEBI 7640
DrugBank DB00540
DrugCentral 1971
EPA CompTox Dashboard DTXSID9023384
FDA SRS BL03SY4LXB
Guide to Pharmacology 2404
Human Metabolome Database HMDB0014680
IBM Patent System C024134921CC1B08C3094ED048A8C359
KEGG Ligand C07274
LINCS LSM-4039
Metabolights MTBLC7640
Nikkaji J5.253A
PDBe 21B
PharmGKB PA450657
PubChem 4543
PubChem: Thomson Pharma 14799043
SureChEMBL SCHEMBL34527
ZINC ZINC000001530741

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