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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1444
CHEMBL1444
Compound Name LETROZOLE
ChEMBL Synonyms LETROZOLE | FEMARA | CGS 20267
Max Phase 4 (Approved)
Trade Names FEMARA | LETROZOLE
Molecular Formula C17H11N5

Additional synonyms for CHEMBL1444 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES N#Cc1ccc(cc1)C(c2ccc(cc2)C#N)n3cncn3
Standard InChI InChI=1S/C17H11N5/c18-9-13-1-5-15(6-2-13)17(22-12-20-11-21-2 ...
Download InChI
Standard InChI Key HPJKCIUCZWXJDR-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Curated Drug Pharmacokinetic Data
  • DrugMatrix
  • 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


CHEMBL1444

Molecule Features

CHEMBL1444 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
Cytochrome P450 19A1 inhibitor Cytochrome P450 19A1 DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
AzoospermiaD053713EFO:0000279azoospermia3ClinicalTrials
Uterine NeoplasmsD014594EFO:0003859uterine neoplasm2ClinicalTrials
Carcinoma, Intraductal, NoninfiltratingD002285EFO:0000432ductal carcinoma in situ2ClinicalTrials
Carcinoma, Non-Small-Cell LungD002289EFO:0003060non-small cell lung carcinoma1ClinicalTrials
EndometriosisD004715EFO:0001065endometriosis2ClinicalTrials
LeiomyomaD007889EFO:0000731uterine fibroid1ClinicalTrials
Uterine Cervical NeoplasmsD002583EFO:0001416cervical adenocarcinoma2ClinicalTrials
Ovarian Hyperstimulation SyndromeD016471Orphanet:64739Ovarian hyperstimulation syndrome3ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma4ClinicalTrials
DailyMed
DailyMed
DailyMed
DailyMed
DwarfismD004392HP:0001510growth delay3ClinicalTrials
Endometrial NeoplasmsD016889EFO:1001512endometrial carcinoma3ClinicalTrials
InfertilityD007246EFO:0000545infertility3ClinicalTrials
MesotheliomaD008654EFO:0000588mesothelioma1ClinicalTrials
PregnancyD011247EFO:0002950pregnancy2ClinicalTrials
Brain NeoplasmsD001932EFO:0003833brain neoplasm0ClinicalTrials
Inflammatory Breast NeoplasmsD058922EFO:1000984inflammatory breast carcinoma2ClinicalTrials
Lymphoma, Non-HodgkinD008228EFO:0005952non-Hodgkins lymphoma1ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm4ATC
ClinicalTrials
Endometrial NeoplasmsD016889EFO:0004230endometrial neoplasm3ClinicalTrials
Hereditary Breast and Ovarian Cancer SyndromeD061325Orphanet:145Hereditary breast and ovarian cancer syndrome3ClinicalTrials
LymphangioleiomyomatosisD018192Orphanet:538Lymphangioleiomyomatosis2ClinicalTrials
Breast NeoplasmsD001943EFO:0003869breast neoplasm4ClinicalTrials
Fallopian Tube NeoplasmsD005185EFO:1000251Fallopian Tube Carcinoma2ClinicalTrials
LeiomyosarcomaD007890EFO:0000564leiomyosarcoma2ClinicalTrials
OsteoporosisD010024EFO:0003882osteoporosis3ClinicalTrials
Ovarian NeoplasmsD010051EFO:0001075ovarian carcinoma2ClinicalTrials
Polycystic Ovary SyndromeD011085EFO:0000660polycystic ovary syndrome3ClinicalTrials

Clinical Data

ClinicalTrials.gov LETROZOLE
The Cochrane Collaboration LETROZOLE

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 CHEMBL1444. 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
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 1.000
CHEMBL3859 Cytochrome P450 19A1 Rattus norvegicus 0.986
CHEMBL5141 Cytochrome P450 26A1 Homo sapiens 0.931

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 1.000
CHEMBL4135 Geranylgeranyl transferase type I beta subunit Homo sapiens 1.000
CHEMBL5141 Cytochrome P450 26A1 Homo sapiens 0.998
CHEMBL3859 Cytochrome P450 19A1 Rattus norvegicus 0.963
CHEMBL3559 Steryl-sulfatase Homo sapiens 0.407
CHEMBL1908 Cytochrome P450 11B1 Homo sapiens 0.355

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
285.3 285.1014 2.66 3 78.29 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 0 0 5 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 1.52 .43 .43 3 22 0.74

Structural Alerts

There are 1 structural alerts for CHEMBL1444. To view alerts please click here.

Compound Cross References

ATC L - ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
L02 - ENDOCRINE THERAPY
L02B - HORMONE ANTAGONISTS AND RELATED AGENTS
L02BG - Aromatase inhibitors
L02BG04 - letrozole

ChemSpider ChemSpider:HPJKCIUCZWXJDR-UHFFFAOYSA-N
DailyMed letrozole
PubChem SID: 11112889 SID: 124882709 SID: 144204270 SID: 144213877
Wikipedia Letrozole

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1444



ACToR 112809-51-5
BindingDB 13061
Brenda 18195
ChEBI 6413
ChemicalBook CB9286355
DrugBank DB01006
DrugCentral 1556
eMolecules 902038
EPA CompTox Dashboard DTXSID4023202
FDA SRS 7LKK855W8I
Guide to Pharmacology 5209
Human Metabolome Database HMDB0015141
IBM Patent System C13C1ADD98A4C8F1135CEF2996EFFAA2
KEGG Ligand C08163
LINCS LSM-3980
NIH Clinical Collection SAM001246649
Nikkaji J390.644B
PharmGKB PA450196
PubChem 3902
PubChem: Drugs of the Future 12014531
PubChem: Thomson Pharma 14799856
Selleck Letrozole
SureChEMBL SCHEMBL4331
ZINC ZINC000003778874

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