Compound Detail
CHEMBL1162
NORETHINDRONE 💊 Approved Drug
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💊 Approved Drug
C#C[C@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@@H]4[C@H]3CC[C@@]21C
Basic Information
| ChEMBL ID | CHEMBL1162 |
| Name | NORETHINDRONE |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | VIKNJXKGJWUCNN-XGXHKTLJSA-N |
| Therapeutic | ✓ Yes |
10
Targets
23
Activities
4
Assay Types
2
PK Parameters
20
Publications
30
Known Names
13
Indications
1
Mechanisms
Molecular Properties
298.4
MW (Da)
3.49
ALogP
2
HBA
1
HBD
37.3
PSA (Ų)
0.70
QED
0
Ro5 Violations
0
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 1962 |
| Availability | Prescription |
| Chirality | Single Enantiomer |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Progesterone receptor agonist | AGONIST | Progesterone receptor | ✓ | ✓ |
Indications
Dysmenorrhea Endometriosis Menopause Pain Sexual Dysfunction, Physiological Hyperandrogenism Multiple Sclerosis, Chronic Progressive Multiple Sclerosis, Chronic Progressive Multiple Sclerosis, Relapsing-Remitting Reperfusion Injury Hepatitis C Neoplasms Neoplasms
ATC Classification
G03AC01
norethisterone
Level 1: GENITO URINARY SYSTEM AND SEX HORMONES
Level 2: SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
G03DC02
norethisterone
Level 1: GENITO URINARY SYSTEM AND SEX HORMONES
Level 2: SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
Drug Warnings
Black Box Warning
General Warning
Activity Summary
IC50 11 meas. best 8.49
Ki 8 meas. best 8.91
Kd 3 meas. best 9.4
EC50 1 meas. best 8.66
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Progesterone receptor CHEMBL208 | Kd | 9.4 | 9.4 | 0.4 | 1 |
| Estrogen receptor CHEMBL2094114 | Kd | 9.2 | 9.2 | 0.6 | 1 |
| Progesterone receptor CHEMBL1909044 | Ki | 8.91 | 8.91 | 1.2 | 1 |
| Progesterone receptor CHEMBL208 | Ki | 8.73 | 8.73 | 1.9 | 1 |
| Progesterone receptor CHEMBL208 | EC50 | 8.66 | 8.66 | 2.2 | 1 |
| Progesterone receptor CHEMBL208 | IC50 | 8.49 | 8.49 | 3.2 | 1 |
| Progesterone receptor CHEMBL1909044 | IC50 | 8.03 | 8.03 | 9.3 | 1 |
| Sex hormone-binding globulin CHEMBL3305 | Kd | 7.97 | 7.97 | 10.7 | 1 |
| Androgen receptor CHEMBL3072 | Ki | 7.82 | 7.82 | 15.0 | 1 |
| Androgen receptor CHEMBL3072 | IC50 | 7.66 | 7.29 | 22.0 | 2 |
| Glucocorticoid receptor CHEMBL2034 | Ki | 6.71 | 6.71 | 197.0 | 1 |
| Estrogen receptor CHEMBL206 | Ki | 6.64 | 6.64 | 231.0 | 1 |
| Glucocorticoid receptor CHEMBL2034 | IC50 | 6.36 | 6.36 | 433.0 | 1 |
| Estrogen receptor CHEMBL206 | IC50 | 6.09 | 6.09 | 808.0 | 1 |
| Sodium-dependent serotonin transporter CHEMBL228 | Ki | 5.62 | 5.62 | 2411.0 | 1 |
| Sodium-dependent serotonin transporter CHEMBL228 | IC50 | 5.34 | 5.34 | 4537.0 | 1 |
| Unchecked CHEMBL612545 | Ki | 4.96 | 4.91 | 10872.0 | 2 |
| Unchecked CHEMBL612545 | IC50 | 4.88 | 4.845 | 13343.0 | 2 |
| Bile salt export pump CHEMBL6020 | IC50 | 4.73 | 4.54 | 18460.0 | 2 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| F | 79.0 | % | Homo sapiens |
| F | 64.0 | % | Homo sapiens |
Activity Data Samples
Top measurements by pChEMBL value
Literature References
Data from ChEMBL 36 via Core Engine