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Compound Detail

CHEMBL141305

CYCLOFENIL
💊 Approved Drug
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💊 Approved Drug
CC(=O)Oc1ccc(C(=C2CCCCC2)c2ccc(OC(C)=O)cc2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL141305
Name CYCLOFENIL
Phase Approved
Structure Type MOL
InChI Key GVOUFPWUYJWQSK-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Ciclofenilo Cyclofenil F 6066 F-6066 ICI 48213 ICI-48213 Neoclym NSC-86464 Rehibin Sexovid
1
Targets
2
Activities
2
Assay Types
0
PK Parameters
20
Publications
10
Known Names
1
Mechanisms

Molecular Properties

364.4
MW (Da)
5.30
ALogP
4
HBA
0
HBD
52.6
PSA (Ų)
0.55
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Withdrawn
Chirality Achiral

Flags

Withdrawn

Extended Properties

Molecular Formula C23H24O4
MW 364.44
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness 0.12

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Estrogen receptor modulator MODULATOR Estrogen receptor ✓ ✓

ATC Classification

G03GB01
cyclofenil
Level 1: GENITO URINARY SYSTEM AND SEX HORMONES
Level 2: SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM

Drug Warnings

Withdrawn
hepatotoxicity
Hepatotoxicity
Country: France   Year: 1987
Withdrawn
hepatotoxicity
Hepatotoxicity
Country: France   Year: 1987

Activity Summary

EC50 1 meas. best 7.58
IC50 1 meas. best 7.57

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Estrogen receptor
CHEMBL206
 EC50 7.58 7.58 26.0 1
Estrogen receptor
CHEMBL206
 IC50 7.57 7.57 27.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Estrogen receptor EC50 = 26.0 nM 7.58 Selective estrogen receptor down-regulator activity at FLAG-tagged ERalpha (unkn... 30940565
Estrogen receptor IC50 = 27.0 nM 7.57 Antagonist activity at FLAG-tagged ERalpha (unknown origin) expressed in HEK293 ... 30940565

Literature References

PubMed DOI Target Context # Activities
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
30940565 10.1016/j.bmc.2019.03.042 Estrogen receptor 5
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
- 10.1101/2020.04.03.023846 SARS-CoV-2 1
14643352 10.1016/j.bmcl.2003.08.061 Estrogen receptor 1
37468498 10.1038/s41467-023-40064-9 D(1A) dopamine receptor 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent dopamine transporter 1
37468498 10.1038/s41467-023-40064-9 Estrogen receptor 1
37468498 10.1038/s41467-023-40064-9 Acetylcholinesterase 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent noradrenaline transporter 1
21624500 10.1016/j.drudis.2011.05.007 Hepatotoxicity 1
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 1
37468498 10.1038/s41467-023-40064-9 Mu-type opioid receptor 1
20020916 10.1080/15376510701857262 Phospholipidosis 1

Data from ChEMBL 36 via Core Engine