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Compound Detail

CHEMBL1800159

RELUGOLIX
💊 Approved Drug
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💊 Approved Drug
CONC(=O)Nc1ccc(-c2sc3c(c2CN(C)C)c(=O)n(-c2ccc(OC)nn2)c(=O)n3Cc2c(F)cccc2F)cc1

Basic Information

ChEMBL ID CHEMBL1800159
Name RELUGOLIX
Phase Approved
Structure Type MOL
InChI Key AOMXMOCNKJTRQP-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Orgovyx Relugolix Relugolix component of myfembree Tak-385
4
Targets
15
Activities
2
Assay Types
17
PK Parameters
14
Publications
4
Known Names
9
Indications
1
Mechanisms

Molecular Properties

623.6
MW (Da)
3.75
ALogP
11
HBA
2
HBD
132.6
PSA (Ų)
0.24
QED
2
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2019
Availability Prescription
Chirality Achiral

Routes of Administration

Oral
USAN Stem -golix
USAN Year 2015

Extended Properties

Molecular Formula C29H27F2N7O5S
MW 623.64
Aromatic Rings 5
Heavy Atoms 44
NP-Likeness -1.70

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Gonadotropin-releasing hormone receptor antagonist ANTAGONIST Gonadotropin-releasing hormone receptor

Indications

Neoplasms Prostatic Neoplasms Prostatic Neoplasms Prostatic Neoplasms Endometriosis Leiomyoma Pain Prostatic Neoplasms, Castration-Resistant Hypogonadism

ATC Classification

L02BX04
relugolix
Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
Level 2: ENDOCRINE THERAPY

Activity Summary

IC50 13 meas. best 10.1
Kd 2 meas. best 9.43

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Gonadotropin-releasing hormone receptor
CHEMBL1855
IC50 10.1 9.1271 0.1 7
Gonadotropin-releasing hormone receptor
CHEMBL3066
IC50 9.49 9.49 0.3 2
Unchecked
CHEMBL612545
IC50 9.48 6.7533 0.3 3
Gonadotropin-releasing hormone receptor
CHEMBL1855
Kd 9.43 9.255 0.4 2
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 5.38 5.38 4140.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 90.1 ng.hr.mL-1 Macaca fascicularis
AUC 533.1 ng.hr.mL-1 Macaca fascicularis
AUC 145.99 ng.hr.mL-1 Rattus norvegicus
AUC 211.98 ng.hr.mL-1 Rattus norvegicus
CL 5.22 mL.min-1.kg-1 Homo sapiens
CL 29.5 mL.min-1.kg-1 Rattus norvegicus
CL 78.33 mL.min-1.kg-1 Rattus norvegicus
Cmax 25.66 nM Macaca fascicularis
Cmax 180.87 nM Macaca fascicularis
Cmax 35.3 nM Rattus norvegicus
Cmax 543.6 nM Rattus norvegicus
F 5.7 % Rattus norvegicus
T1/2 3.88 hr Rattus norvegicus
T1/2 3.64 hr Rattus norvegicus
Tmax 2.7 hr Macaca fascicularis
Tmax 2.0 hr Macaca fascicularis
Tmax 0.33 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Gonadotropin-releasing hormone receptor IC50 = 0.08 nM 10.1 Displacement of [125I]leuprorelin from recombinant human GnRH receptor expressed... 21657270
Gonadotropin-releasing hormone receptor IC50 = 0.25 nM 9.6 Displacement of [1251][D-Trp6]-LH-RH from human GnRH-R expressed in Chem-1 cells... 35998545
Gonadotropin-releasing hormone receptor IC50 = 0.32 nM 9.49 Displacement of [125I]leuprorelin from rat GnRH receptor expressed in CHO cells ... 21657270
Gonadotropin-releasing hormone receptor IC50 = 0.32 nM 9.49 Displacement of [125I]leuprorelin from rat GnRH receptor expressed in CHO cells ... 21657270
Gonadotropin-releasing hormone receptor IC50 = 0.33 nM 9.48 Displacement of [125I]leuprorelin from recombinant human GnRH receptor expressed... 21657270
Gonadotropin-releasing hormone receptor IC50 = 0.33 nM 9.48 Antagonist activity at human GnRH receptor expressed in CHO cells assessed as in... 21657270
Unchecked IC50 = 0.33 nM 9.48 Displacement of [125I]leuprorelin from monkey GnRH receptor expressed in CHO cel... 21657270
Gonadotropin-releasing hormone receptor Kd = 0.372 nM 9.43 Inhibition of Tag-lite green-labeled agonist binding to terbium fluorophore-labe... 32960053
Gonadotropin-releasing hormone receptor IC50 = 0.82 nM 9.09 Antagonist activity at human GnRH receptor expressed in CHO cells assessed as in... 21657270
Gonadotropin-releasing hormone receptor Kd = 0.84 nM 9.08 Inhibition of Tag-lite green-labeled agonist binding to terbium fluorophore-labe... 32960053
Gonadotropin-releasing hormone receptor IC50 = 4.05 nM 8.39 Antagonist activity at human GnRH-R expressed in HEK293 cells assessed as change... 35998545
Gonadotropin-releasing hormone receptor IC50 = 18.0 nM 7.75 Antagonist activity at human GnRH receptor expressed in CHO cells assessed as in... 21657270
Unchecked IC50 = 1700.0 nM 5.77 Antagonist activity at monkey GnRH receptor expressed in CHO cells assessed as i... 21657270
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 4140.0 nM 5.38 Inhibition of human recombinant hERG expressed in CHO-K1 cells assessed as inhib... 35998545
Unchecked IC50 = 9800.0 nM 5.01 Displacement of [125I]leuprorelin from monkey GnRH receptor expressed in CHO cel... 21657270

Literature References

PubMed DOI Target Context # Activities
35998545 10.1016/j.ejmech.2022.114679 ADMET 18
21657270 10.1021/jm200216q Cynomolgus monkey 12
21657270 10.1021/jm200216q Gonadotropin-releasing hormone receptor 9
21657270 10.1021/jm200216q Unchecked 5
32960053 10.1021/acs.jmedchem.0c01076 Gonadotropin-releasing hormone receptor 5
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
35998545 10.1016/j.ejmech.2022.114679 Gonadotropin-releasing hormone receptor 2
21657270 10.1021/jm200216q No relevant target 1
21657270 10.1021/jm200216q Cytochrome P450 3A4 1
21657270 10.1021/jm200216q ADMET 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
35998545 10.1016/j.ejmech.2022.114679 Voltage-gated inwardly rectifying potassium channel KCNH2 1
35998545 10.1016/j.ejmech.2022.114679 Rattus norvegicus 1
35998545 10.1016/j.ejmech.2022.114679 No relevant target 1

Data from ChEMBL 36 via Core Engine