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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL83
CHEMBL83
Compound Name TAMOXIFEN
ChEMBL Synonyms ICI-46474 | NOLVADEX | TAMOXIFEN CITRATE | Nolvadex | TAMOXIFEN | SOLTAMOX | Zynoplex | Soltamox | Kessar | ICI 46,474
Max Phase 4 (Approved)
Trade Names NOLVADEX | SOLTAMOX | Tamoxifen citrate | Zynoplex | Kessar
Molecular Formula C26H29NO

Additional synonyms for CHEMBL83 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC\C(=C(/c1ccccc1)\c2ccc(OCCN(C)C)cc2)\c3ccccc3
Standard InChI InChI=1S/C26H29NO/c1-4-25(21-11-7-5-8-12-21)26(22-13-9-6-10- ...
Download InChI
Standard InChI Key NKANXQFJJICGDU-QPLCGJKRSA-N

Sources

  • British National Formulary
  • DrugMatrix
  • Open TG-GATEs
  • 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


CHEMBL83

Molecule Features

CHEMBL83 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Achiral Molecule Prodrug:Y Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Estrogen receptor alpha modulator Estrogen receptor alpha DailyMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
CARCINOMAD002277EFO:0000313CARCINOMA3ClinicalTrials
MUSCULAR DYSTROPHY, DUCHENNED020388Orphanet:98896DUCHENNE MUSCULAR DYSTROPHY1ClinicalTrials
GLIOMAD005910EFO:0000326CENTRAL NERVOUS SYSTEM CANCER2ClinicalTrials
HEREDITARY BREAST AND OVARIAN CANCER SYNDROMED061325Orphanet:145HEREDITARY BREAST AND OVARIAN CANCER SYNDROME2ClinicalTrials
URINARY BLADDER NEOPLASMSD001749EFO:0000292BLADDER CARCINOMA2ClinicalTrials
URINARY BLADDER NEOPLASMSD001749EFO:0000294BLADDER TUMOR2ClinicalTrials
HEMORRHAGED006470MP:0001914HEMORRHAGE2ClinicalTrials
AMYOTROPHIC LATERAL SCLEROSISD000690EFO:0000253AMYOTROPHIC LATERAL SCLEROSIS2ClinicalTrials
BREAST NEOPLASMS, MALED018567EFO:0006861MALE BREAST CARCINOMA3ClinicalTrials
OVARIAN NEOPLASMSD010051EFO:0001075OVARIAN CARCINOMA2ClinicalTrials
NEOPLASMSD009369EFO:0000311CANCER1ClinicalTrials
PAIND010146EFO:0003843PAIN2ClinicalTrials
BREAST NEOPLASMSD001943EFO:0000305BREAST CARCINOMA3ClinicalTrials
BREAST NEOPLASMSD001943EFO:0003869BREAST NEOPLASM3ClinicalTrials
HEPATITIS C, CHRONICD019698EFO:0004220CHRONIC HEPATITIS C INFECTION1ClinicalTrials
UTERINE CERVICAL NEOPLASMSD002583EFO:0001416CERVICAL ADENOCARCINOMA2ClinicalTrials
BIPOLAR DISORDERD001714EFO:0000289BIPOLAR DISORDER3ClinicalTrials
PROSTATIC NEOPLASMSD011471EFO:0001663PROSTATE CARCINOMA2ClinicalTrials

Clinical Data

ClinicalTrials.gov TAMOXIFEN
The Cochrane Collaboration TAMOXIFEN

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 CHEMBL83. 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
CHEMBL206 Estrogen receptor alpha Homo sapiens 1.000
CHEMBL264 Histamine H3 receptor Homo sapiens 0.995
CHEMBL242 Estrogen receptor beta Homo sapiens 0.993
CHEMBL231 Histamine H1 receptor Homo sapiens 0.990
CHEMBL4124 Histamine H3 receptor Rattus norvegicus 0.983
CHEMBL3764 Urotensin II receptor Homo sapiens 0.928
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.537
CHEMBL4618 Leukotriene A4 hydrolase Homo sapiens 0.237



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL206 Estrogen receptor alpha Homo sapiens 1.000
CHEMBL231 Histamine H1 receptor Homo sapiens 1.000
CHEMBL1941 Histamine H2 receptor Homo sapiens 0.999
CHEMBL3764 Urotensin II receptor Homo sapiens 0.999
CHEMBL264 Histamine H3 receptor Homo sapiens 0.997
CHEMBL242 Estrogen receptor beta Homo sapiens 0.984
CHEMBL4124 Histamine H3 receptor Rattus norvegicus 0.980
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.462
CHEMBL4618 Leukotriene A4 hydrolase Homo sapiens 0.249
CHEMBL3593 Lanosterol synthase Homo sapiens 0.203

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
371.5 371.2249 6.32 8 12.47 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 0 1 2 0 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 8.69 5.13 3.83 3 28 0.43

Structural Alerts

There are 2 structural alerts for CHEMBL83. To view alerts please click here.

Compound Cross References

ATC L - ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
L02 - ENDOCRINE THERAPY
L02B - HORMONE ANTAGONISTS AND RELATED AGENTS
L02BA - Anti-estrogens
L02BA01 - tamoxifen

ChemSpider ChemSpider:NKANXQFJJICGDU-QPLCGJKRSA-N
DailyMed tamoxifen citrate
PubChem SID: 11113844 SID: 144208441 SID: 144210857 SID: 26752017 SID: 26752018 SID: 50104683 SID: 50104684 SID: 50104685 SID: 50104686 SID: 56320712 SID: 90340643
Wikipedia Tamoxifen

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL83



ACToR 10540-29-1
Atlas tamoxifen
BindingDB 20607
Brenda 54572 78063 1629 36584
ChEBI 41774
DrugBank DB00675
DrugCentral 2561
eMolecules 594967
EPA CompTox Dashboard DTXSID1034187
FDA SRS 094ZI81Y45
Guide to Pharmacology 1016 5384
Human Metabolome Database HMDB0014813
IBM Patent System A520941DD0C956F6F08C1373489096F6
KEGG Ligand C07108
LINCS LSM-42959
Nikkaji J75.058A J238.685B J10.452C
PDBe CTX
PharmGKB PA451581
PubChem 2733526
PubChem: Thomson Pharma 14853108
SureChEMBL SCHEMBL4084
ZINC ZINC000001530689

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