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Compound Detail

CHEMBL2355051

CLOMIPHENE
💊 Approved Drug
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💊 Approved Drug
CCN(CC)CCOc1ccc(C(=C(Cl)c2ccccc2)c2ccccc2)cc1

Basic Information

ChEMBL ID CHEMBL2355051
Name CLOMIPHENE
Phase Approved
Structure Type MOL
InChI Key GKIRPKYJQBWNGO-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Clomifene Clomifeno Clomiphene
8
Targets
10
Activities
3
Assay Types
0
PK Parameters
20
Publications
3
Known Names
3
Indications

Molecular Properties

406.0
MW (Da)
6.56
ALogP
2
HBA
0
HBD
12.5
PSA (Ų)
0.37
QED
1
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1967
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

Natural Product
USAN Year 1964

Extended Properties

Molecular Formula C26H28ClNO
MW 405.97
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -0.67

Indications

Hypogonadism Hypogonadism Anovulation

ATC Classification

G03GB02
clomifene
Level 1: GENITO URINARY SYSTEM AND SEX HORMONES
Level 2: SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM

Activity Summary

IC50 7 meas. best 6.66
EC50 2 meas. best 4.91
Ki 1 meas. best 5.71

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium berghei
CHEMBL612653
IC50 6.66 6.66 219.0 1
5-hydroxytryptamine receptor 6
CHEMBL3371
Ki 5.71 5.71 1956.0 1
NACHT, LRR and PYD domains-containing protein 3
CHEMBL1741208
IC50 5.62 5.075 2410.0 2
Unchecked
CHEMBL612545
IC50 5.36 5.36 4351.6 1
SARS-CoV-2
CHEMBL4303835
IC50 5.27 5.27 5360.0 1
HepG2
CHEMBL395
IC50 4.96 4.96 11000.0 1
Protein RecA
CHEMBL1741171
EC50 4.91 4.91 12400.0 1
Androgen receptor
CHEMBL3072
IC50 4.87 4.87 13489.6 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 15
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
26789657 10.1021/acs.jmedchem.5b01696 3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase 8
20014752 10.1021/tx900326k Hepatotoxicity 6
26789657 10.1021/acs.jmedchem.5b01696 Delta(24)-sterol reductase 5
- 10.6019/CHEMBL4651402 SARS-CoV-2 4
19487443 10.1128/aac.01564-08 Candida albicans 3
19487443 10.1128/aac.01564-08 Cryptococcus neoformans 3
- 10.1101/2020.04.13.039917 SARS-CoV-2 3
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
18327252 10.1038/nchembio.78 Drosophila 2
- 10.1101/2020.04.13.039917 Huh-7 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
22328583 10.1124/dmd.111.043505 Cytochrome P450 2J2 2
19487443 10.1128/aac.01564-08 Candida tropicalis 1
18027916 10.1021/jm070524a Sphingomyelin phosphodiesterase 1

Data from ChEMBL 36 via Core Engine