Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL1655

TOREMIFENE
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
CN(C)CCOc1ccc(/C(=C(/CCCl)c2ccccc2)c2ccccc2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1655
Name TOREMIFENE
Phase Approved
Structure Type MOL
InChI Key XFCLJVABOIYOMF-QPLCGJKRSA-N
Therapeutic ✓ Yes

Known Names

Acapodene Chlortamoxifen Farestone GTX-006 J33.157K Toremifene Toremifeno Toremiphene
9
Targets
36
Activities
4
Assay Types
1
PK Parameters
20
Publications
8
Known Names
10
Indications

Molecular Properties

406.0
MW (Da)
6.22
ALogP
2
HBA
0
HBD
12.5
PSA (Ų)
0.31
QED
1
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1996
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

Black Box Warning Natural Product
USAN Stem -ifene
USAN Year 1988

Extended Properties

Molecular Formula C26H28ClNO
MW 405.97
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -0.44

Indications

Breast Neoplasms Breast Neoplasms Fractures, Bone Mastodynia Neoplasms Prostatic Intraepithelial Neoplasia Desmoid Tumors Ovarian Neoplasms Prostatic Neoplasms, Castration-Resistant Severe Acute Respiratory Syndrome

ATC Classification

L02BA02
toremifene
Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
Level 2: ENDOCRINE THERAPY

Activity Summary

IC50 23 meas. best 7.58
EC50 7 meas. best 7.2
Kd 5 meas. best 4.8
Ki 1 meas. best 5.38

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Ebolavirus
CHEMBL4434621
 IC50 7.58 6.5292 26.0 12
Envelope glycoprotein
CHEMBL4105829
 EC50 7.2 7.2 62.8 2
Ebolavirus
CHEMBL4434621
 EC50 7.16 6.585 70.0 2
Zaire ebolavirus
CHEMBL4513181
 IC50 7.16 7.16 70.0 1
Unchecked
CHEMBL612545
 EC50 7.05 7.05 90.0 1
Unchecked
CHEMBL612545
 IC50 6.79 6.0975 162.0 4
Zaire ebolavirus
CHEMBL4513181
 EC50 6.17 6.17 670.0 1
Marburgvirus
CHEMBL4296577
 IC50 6.16 5.7167 700.0 3
Marburgvirus
CHEMBL4296577
 EC50 5.49 5.49 3250.0 1
SARS-CoV-2
CHEMBL4303835
 IC50 5.45 5.45 3580.0 1
5-hydroxytryptamine receptor 6
CHEMBL3371
 Ki 5.38 5.38 4125.0 1
MCF7
CHEMBL387
 IC50 5.16 5.16 7000.0 1
MDA-MB-231
CHEMBL400
 IC50 4.89 4.89 13000.0 1
Envelope glycoprotein
CHEMBL4105829
 Kd 4.8 4.8 16000.0 2
Unchecked
CHEMBL612545
 Kd 4.8 4.71 16000.0 3

Pharmacokinetic Data

Parameter Value Units Species
CL 31.0 mL.min-1.g-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Ebolavirus IC50 = 26.0 nM 7.58 Antiviral activity against Ebolavirus infected in human HepG2 cells assessed as ... 29272110
Envelope glycoprotein EC50 = 62.8 nM 7.2 Inhibition of HIV/EBOV GP T519V mutant infected in 293T cells assessed as reduct... 32490678
Envelope glycoprotein EC50 = 62.8 nM 7.2 Inhibition of HIV/EBOV GP Y517S mutant infected in 293T cells assessed as reduct... 32490678
Ebolavirus EC50 = 70.0 nM 7.16 Antiviral activity against pseudotyped Ebola virus infected in HeLa cells preinc... 37021830
Zaire ebolavirus IC50 = 70.0 nM 7.16 Antiviral activity against pseudotyped Ebola virus - Mayinga, Zaire infected in ... 32886512
Unchecked EC50 = 90.0 nM 7.05 Inhibition of pseudotyped HIV/EBOV GP infected in human A549 cells assessed as r... 32490678
Ebolavirus IC50 = 90.0 nM 7.05 Antiviral activity against HIV-1-derived Ebolavirus pseudoparticle infected in h... 30785281
Ebolavirus IC50 = 150.0 nM 6.82 Antiviral activity against Ebolavirus like particle harboring full length EBOV Z... 29741894
Ebolavirus IC50 = 162.0 nM 6.79 Antiviral activity against Ebolavirus infected in african green monkey Vero E6 c... 29272110
Ebolavirus IC50 = 162.0 nM 6.79 Antiviral activity against Ebolavirus expressing eGFP infected in African green ... 29741894
Ebolavirus IC50 = 162.0 nM 6.79 Antiviral activity against Ebola virus 34175537
Unchecked IC50 = 162.0 nM 6.79 Antiviral activity against pseudotyped Ebola virus assessed as inhibition of vir... 35872393
Ebolavirus IC50 = 162.0 nM 6.79 Antiviral activity against eGFP-EBOV infected in Vero E6 cells incubated for 48 ... 39248591
Unchecked IC50 = 170.0 nM 6.77 Inhibition of glycoprotein in luciferase expressing pseudotyped Ebola virus infe... 35872393
Ebolavirus IC50 = 200.0 nM 6.7 Antiviral activity against HIV-based lentiviral pseudotyped Ebolavirus harboring... 38889610
Ebolavirus IC50 = 566.0 nM 6.25 Antiviral activity against Ebolavirus like particle harboring EBOV VP40 assessed... 29741894
Zaire ebolavirus EC50 = 670.0 nM 6.17 Antiviral activity against Ebola virus 1976 Mayinga infected in human HeLa cells... 32490678
Marburgvirus IC50 = 700.0 nM 6.16 Antiviral activity against HIV-based lentiviral pseudotyped Marburgvirus harbori... 38889610
Ebolavirus IC50 = 700.0 nM 6.16 Antiviral activity against HIV-based lentiviral pseudotyped Ebolavirus harboring... 38889610
Unchecked IC50 = 840.0 nM 6.08 Antiviral activity against pseudotyped Ebola virus - Zaire (1995) Kikwit infecte... 32886512

Literature References

PubMed DOI Target Context # Activities
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
32886512 10.1021/acs.jmedchem.0c01001 Unchecked 8
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
38889610 10.1016/j.ejmech.2024.116596 Ebolavirus 7
26789657 10.1021/acs.jmedchem.5b01696 3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase 6
35872393 10.1016/j.ejmech.2022.114608 Unchecked 5
32490678 10.1021/acs.jmedchem.0c00463 Unchecked 4
26789657 10.1021/acs.jmedchem.5b01696 Delta(24)-sterol reductase 3
- 10.1101/2020.04.13.039917 SARS-CoV-2 3
38889610 10.1016/j.ejmech.2024.116596 ADMET 3
29741894 10.1021/acs.jmedchem.8b00350 Ebolavirus 3
32886512 10.1021/acs.jmedchem.0c01001 Ebolavirus 3
20014752 10.1021/tx900326k Hepatotoxicity 3
32832035 10.1021/acsmedchemlett.0c00298 Unchecked 2
30785281 10.1021/acs.jmedchem.8b01328 Ebolavirus 2
29272110 10.1021/acs.jmedchem.7b01249 Envelope glycoprotein 2
29272110 10.1021/acs.jmedchem.7b01249 Ebolavirus 2
29741894 10.1021/acs.jmedchem.8b00350 Envelope glycoprotein 2
30408747 10.1016/j.ejmech.2018.10.061 Ebolavirus 2

Data from ChEMBL 36 via Core Engine