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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL81
CHEMBL81
Compound Name RALOXIFENE
ChEMBL Synonyms OSTIRAL | RAZYLAN | RALOXIFENE | LY-156758 | RALOXIFENE HYDROCHLORIDE | OPTRUMA | KEOXIFENE HYDROCHLORIDE | EVIREX | Evista | EVISTA
Max Phase 4 (Approved)
Trade Names EVIREX | EVISTA | OSTIRAL | RAZYLAN | RALOXIFENE HYDROCHLORIDE | OPTRUMA
Molecular Formula C28H27NO4S

Additional synonyms for CHEMBL81 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Oc1ccc(cc1)c2sc3cc(O)ccc3c2C(=O)c4ccc(OCCN5CCCCC5)cc4
Standard InChI InChI=1S/C28H27NO4S/c30-21-8-4-20(5-9-21)28-26(24-13-10-22(3 ...
Download InChI
Standard InChI Key GZUITABIAKMVPG-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • 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


CHEMBL81

Molecule Features

CHEMBL81 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N 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
Estrogen receptor beta modulator Estrogen receptor beta DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Breast NeoplasmsD001943EFO:0000305breast carcinoma3ClinicalTrials
ClinicalTrials
Psychotic DisordersD011618EFO:0005411schizoaffective disorder2ClinicalTrials
Osteoporosis, PostmenopausalD015663EFO:0003854postmenopausal osteoporosis3ClinicalTrials
Bone Diseases, MetabolicD001851HP:0000938osteopenia3ClinicalTrials
Endometrial NeoplasmsD016889EFO:0004230endometrial neoplasm2ClinicalTrials
Alzheimer DiseaseD000544EFO:0000249Alzheimers disease2ClinicalTrials
MenopauseD008593EFO:0003922menopause2ClinicalTrials
Prostatic NeoplasmsD011471EFO:0000673prostate adenocarcinoma2ClinicalTrials
ClinicalTrials
OsteoporosisD010024EFO:0003882osteoporosis3ClinicalTrials
Polycystic Ovary SyndromeD011085EFO:0000660polycystic ovary syndrome3ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials

Clinical Data

ClinicalTrials.gov RALOXIFENE
The Cochrane Collaboration RALOXIFENE

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 CHEMBL81. 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
CHEMBL242 Estrogen receptor beta Homo sapiens 1.000
CHEMBL2724 Estrogen receptor alpha Rattus norvegicus 1.000
CHEMBL3021 Estrogen receptor beta Rattus norvegicus 1.000
CHEMBL4618 Leukotriene A4 hydrolase Homo sapiens 0.927
CHEMBL4630 Serine/threonine-protein kinase Chk1 Homo sapiens 0.916
CHEMBL264 Histamine H3 receptor Homo sapiens 0.671
CHEMBL287 Sigma opioid receptor Homo sapiens 0.382
CHEMBL258 Tyrosine-protein kinase LCK Homo sapiens 0.272



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL206 Estrogen receptor alpha Homo sapiens 1.000
CHEMBL242 Estrogen receptor beta Homo sapiens 1.000
CHEMBL2724 Estrogen receptor alpha Rattus norvegicus 1.000
CHEMBL3021 Estrogen receptor beta Rattus norvegicus 1.000
CHEMBL4618 Leukotriene A4 hydrolase Homo sapiens 0.997
CHEMBL4630 Serine/threonine-protein kinase Chk1 Homo sapiens 0.944
CHEMBL264 Histamine H3 receptor Homo sapiens 0.663
CHEMBL287 Sigma opioid receptor Homo sapiens 0.375

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
473.6 473.1661 6.08 7 70 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 2 1 5 2 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
8.83 8.52 4.57 3.4 4 34 0.32

Structural Alerts

There are 1 structural alerts for CHEMBL81. To view alerts please click here.

Compound Cross References

ATC G - GENITO URINARY SYSTEM AND SEX HORMONES
G03 - SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
G03X - OTHER SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
G03XC - Selective estrogen receptor modulators
G03XC01 - raloxifene

ChemSpider ChemSpider:GZUITABIAKMVPG-UHFFFAOYSA-N
DailyMed raloxifene hydrochloride
PubChem SID: 104171230 SID: 11111733 SID: 11111734 SID: 144209801 SID: 174007256 SID: 26755239 SID: 50105675 SID: 90341181
Wikipedia Raloxifene

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL81



ACToR 84449-90-1
Atlas raloxifene
BindingDB 19441
Brenda 78064 4142
ChEBI 8772
DrugBank DB00481
DrugCentral 2351
eMolecules 902386
EPA CompTox Dashboard DTXSID3023550
FDA SRS YX9162EO3I
Guide to Pharmacology 2820
Human Metabolome Database HMDB0014624
IBM Patent System 094BA0DC32175BDA3191CE1DD71EF1D4
KEGG Ligand C07228
LINCS LSM-3425
Mcule MCULE-4598311006
Nikkaji J22.982B
PDBe RAL
PharmGKB PA451221
PubChem 5035
PubChem: Thomson Pharma 14834427
SureChEMBL SCHEMBL6144
ZINC ZINC000000538275

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