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Compound Detail

CHEMBL1201146

NORETHINDRONE ACETATE
💊 Approved Drug
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💊 Approved Drug
C#C[C@]1(OC(C)=O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@@H]4[C@H]3CC[C@@]21C

Basic Information

ChEMBL ID CHEMBL1201146
Name NORETHINDRONE ACETATE
Phase Approved
Structure Type MOL
InChI Key IMONTRJLAWHYGT-ZCPXKWAGSA-N
Therapeutic ✓ Yes
Active Moiety CHEMBL1162

Known Names

Aygestin Norethidrone acetate Norethindrone acetate Norethindrone acetate component of activella Norethindrone acetate component of combipatch Norethindrone acetate component of estrostep fe Norethindrone acetate component of femhrt Norethindrone acetate component of femlyv Norethindrone acetate component of lo loestrin fe Norethindrone acetate component of myfembree Norethindrone acetate component of oriahnn Norethindrone acetate component of taytulla +10 more
6
Targets
9
Activities
3
Assay Types
0
PK Parameters
20
Publications
22
Known Names
10
Indications
1
Mechanisms

Molecular Properties

340.5
MW (Da)
4.06
ALogP
3
HBA
0
HBD
43.4
PSA (Ų)
0.53
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1973
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral Parenteral Topical

Flags

Natural Product Prodrug

Extended Properties

Molecular Formula C22H28O3
MW 340.46
Aromatic Rings 0
Heavy Atoms 25
NP-Likeness 1.97

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Progesterone receptor agonist AGONIST Progesterone receptor

Indications

Acne Vulgaris Endometriosis Hypogonadism Breast Neoplasms Hemorrhage Menopause Pain Pregnancy Lymphoma Cystic Fibrosis

Activity Summary

IC50 4 meas. best 7.55
Ki 3 meas. best 8.44
EC50 2 meas. best 4.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Progesterone receptor
CHEMBL1909044
Ki 8.44 8.44 3.6 1
Progesterone receptor
CHEMBL1909044
IC50 7.55 7.55 28.0 1
Androgen receptor
CHEMBL3072
Ki 7.15 7.15 71.0 1
Androgen receptor
CHEMBL3072
IC50 6.97 6.97 106.0 1
Glucocorticoid receptor
CHEMBL2034
Ki 6.53 6.53 293.0 1
Glucocorticoid receptor
CHEMBL2034
IC50 6.19 6.19 646.0 1
Cytochrome P450 2C19
CHEMBL3622
IC50 6.1 6.1 800.0 1
Trypanosoma cruzi
CHEMBL368
EC50 4.77 4.77 17000.0 1
ADMET
CHEMBL612558
EC50 4.55 4.55 28000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 270
- 10.5281/zenodo.13943903 ADMET 65
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
20014752 10.1021/tx900326k Hepatotoxicity 3
926114 10.1021/jm00219a006 Progesterone receptor 3
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 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
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
- 10.6019/CHEMBL4513141 Pseudomonas aeruginosa 1
- 10.6019/CHEMBL4513141 Klebsiella pneumoniae 1
- 10.1101/2020.04.21.054387 SARS-CoV-2 1
20547819 10.1128/aac.01777-09 ADMET 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B3 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B1 1
20020916 10.1080/15376510701857262 Phospholipidosis 1

Data from ChEMBL 36 via Core Engine