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Compound Detail

CHEMBL2103774

TIBOLONE
🧪 Phase III
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🧪 Phase III
C#C[C@]1(O)CC[C@H]2[C@@H]3[C@H](C)CC4=C(CCC(=O)C4)[C@H]3CC[C@@]21C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2103774
Name TIBOLONE
Phase Phase III
Structure Type MOL
InChI Key WZDGZWOAQTVYBX-XOINTXKNSA-N
Therapeutic ✓ Yes

Known Names

Livial NSC-759898 ORG OD 14 ORG-OD 14 Tibolona Tibolone
5
Targets
9
Activities
2
Assay Types
0
PK Parameters
20
Publications
6
Known Names
5
Indications

Molecular Properties

312.4
MW (Da)
3.88
ALogP
2
HBA
1
HBD
37.3
PSA (Ų)
0.54
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -bol-; -olone
USAN Year 1969

Extended Properties

Molecular Formula C21H28O2
MW 312.45
Aromatic Rings 0
Heavy Atoms 23
NP-Likeness 1.90

Indications

Breast Neoplasms Menopause Osteoporosis Sexual Dysfunction, Physiological Depressive Disorder, Major

ATC Classification

G03CX01
tibolone
Level 1: GENITO URINARY SYSTEM AND SEX HORMONES
Level 2: SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM

Activity Summary

IC50 5 meas. best 7.04
Ki 4 meas. best 7.54

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Progesterone receptor
CHEMBL1909044
 Ki 7.54 7.54 28.7 1
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 7.32 7.32 48.2 1
Androgen receptor
CHEMBL3072
 Ki 7.12 7.12 75.4 1
Sodium-dependent serotonin transporter
CHEMBL228
 IC50 7.04 7.04 90.7 1
Androgen receptor
CHEMBL3072
 IC50 6.95 6.95 113.0 1
Estrogen receptor
CHEMBL206
 Ki 6.91 6.91 123.8 1
Progesterone receptor
CHEMBL1909044
 IC50 6.66 6.66 219.7 1
Estrogen receptor
CHEMBL206
 IC50 6.36 6.36 433.3 1
Cytochrome P450 2C19
CHEMBL3622
 IC50 5.52 5.52 3000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Progesterone receptor Ki = 28.7 nM 7.54 DRUGMATRIX: Progesterone radioligand binding (ligand: [3H] R-5020) -
Sodium-dependent serotonin transporter Ki = 48.2 nM 7.32 DRUGMATRIX: Transporter, Serotonin (5-Hydroxytryptamine) (SERT) radioligand bind... -
Androgen receptor Ki = 75.4 nM 7.12 DRUGMATRIX: Androgen (Testosterone) AR radioligand binding (ligand: [3H] Miboler... -
Sodium-dependent serotonin transporter IC50 = 90.7 nM 7.04 DRUGMATRIX: Transporter, Serotonin (5-Hydroxytryptamine) (SERT) radioligand bind... -
Androgen receptor IC50 = 113.0 nM 6.95 DRUGMATRIX: Androgen (Testosterone) AR radioligand binding (ligand: [3H] Miboler... -
Estrogen receptor Ki = 123.8 nM 6.91 DRUGMATRIX: Estrogen ERalpha radioligand binding (ligand: [3H] Estradiol) -
Progesterone receptor IC50 = 219.7 nM 6.66 DRUGMATRIX: Progesterone radioligand binding (ligand: [3H] R-5020) -
Estrogen receptor IC50 = 433.3 nM 6.36 DRUGMATRIX: Estrogen ERalpha radioligand binding (ligand: [3H] Estradiol) -
Cytochrome P450 2C19 IC50 = 3000.0 nM 5.52 DRUGMATRIX: CYP450, 2C19 enzyme inhibition (substrate: 3-Cyano-7-ethoxycoumarin) -

Literature References

PubMed DOI Target Context # Activities
37468498 10.1038/s41467-023-40064-9 Nuclear receptor subfamily 1 group I member 2 3
926114 10.1021/jm00219a006 Progesterone receptor 3
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 2
37468498 10.1038/s41467-023-40064-9 Beta-1 adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 2
- 10.6019/CHEMBL4513141 Acinetobacter baumannii 1
37468498 10.1038/s41467-023-40064-9 Voltage-dependent L-type calcium channel subunit alpha-1C 1
37468498 10.1038/s41467-023-40064-9 Voltage-gated inwardly rectifying potassium channel KCNH2 1
- 10.6019/CHEMBL4513141 Staphylococcus aureus 1
- 10.6019/CHEMBL4513141 Klebsiella pneumoniae 1
- 10.6019/CHEMBL4513141 Escherichia coli 1
- 10.6019/CHEMBL4513141 Candida albicans 1
- 10.1101/2020.04.21.054387 SARS-CoV-2 1
38318365 10.1016/j.isci.2024.108907 Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 1

Data from ChEMBL 36 via Core Engine