Compound Detail

CHEMBL502182

ELAGOLIX SODIUM

💊 Approved Drug

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💊 Approved Drug

COc1cccc(-c2c(C)n(Cc3c(F)cccc3C(F)(F)F)c(=O)n(C[C@H](NCCCC(=O)[O-])c3ccccc3)c2=O)c1F.[Na+]

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL502182
Name	ELAGOLIX SODIUM
Phase	Approved
Structure Type	MOL
InChI Key	DQYGXRQUFSRDCH-UQIIZPHYSA-M
Therapeutic	✓ Yes
Parent Compound	CHEMBL1208155
Active Moiety	CHEMBL1208155

Known Names

Elagolix sodium Elagolix sodium component of oriahnn Elagolix sodium salt NBI-56418 NA NBI-56418-NA Orilissa Orlissa

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

631.6

MW (Da)

5.54

ALogP

HBA

HBD

102.6

PSA (Å²)

0.16

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	2018
Availability	Prescription
Chirality	Single Enantiomer

Routes of Administration

Oral

Flags

First in Class

USAN Stem	-golix
USAN Year	2008

Extended Properties

Molecular Formula	C32H29F5N3NaO5
MW	653.58
Aromatic Rings	4
Heavy Atoms	45
NP-Likeness	-0.80

Mechanism of Action

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

Indications

Endometriosis

Activity Summary

EC50 6 meas. best 5.45

Ki 4 meas. best 9.05

IC50 2 meas. best 8.82

Kd 2 meas. best 8.92

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Gonadotropin-releasing hormone receptor CHEMBL1855	Ki	9.05	9.05	0.9	1
Gonadotropin-releasing hormone receptor CHEMBL1855	Kd	8.92	8.705	1.2	2
Gonadotropin-releasing hormone receptor CHEMBL1855	IC50	8.82	8.82	1.5	1
Gonadotropin-releasing hormone receptor CHEMBL5647	Ki	8.48	8.48	3.3	1
Kappa-type opioid receptor CHEMBL237	Ki	5.62	5.62	2383.4	1
Apelin receptor CHEMBL1628481	EC50	5.45	5.45	3575.1	1
Glucagon-like peptide 1 receptor CHEMBL1784	EC50	5.44	5.44	3635.7	1
Free fatty acid receptor 4 CHEMBL5339	EC50	5.44	5.44	3615.4	1
Gonadotropin-releasing hormone receptor CHEMBL3066	Ki	5.36	5.36	4400.0	1
Glucose-dependent insulinotropic receptor CHEMBL5652	EC50	5.35	5.35	4496.5	1
Beta-2 adrenergic receptor CHEMBL210	EC50	5.26	5.26	5480.6	1
CX3C chemokine receptor 1 CHEMBL4843	EC50	5.04	5.04	9206.4	1
Cytochrome P450 3A4 CHEMBL340	IC50	4.25	4.25	56000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	290.0	ng.hr.mL-1	Rattus norvegicus
AUC	326.0	ng.hr.mL-1	Mus musculus
AUC	699.0	ng.hr.mL-1	Macaca mulatta
AUC	80700.0	ng.hr.mL-1	Canis lupus familiaris
CL	33.3	mL.min-1.kg-1	Rattus norvegicus
CL	50.0	mL.min-1.kg-1	Mus musculus
CL	25.7	mL.min-1.kg-1	Macaca mulatta
CL	14.5	mL.min-1.kg-1	Canis lupus familiaris
Cmax	535.15	nM	Rattus norvegicus
Cmax	1173.21	nM	Mus musculus
Cmax	820.14	nM	Macaca mulatta
Cmax	22007.6	nM	Canis lupus familiaris
F	5.8	%	Rattus norvegicus
F	10.0	%	Mus musculus
F	11.0	%	Macaca mulatta
F	100.0	%	Canis lupus familiaris
T1/2	0.9	hr	Rattus norvegicus
T1/2	0.3	hr	Mus musculus
T1/2	1.1	hr	Macaca mulatta
T1/2	2.8	hr	Canis lupus familiaris
Tmax	0.25	hr	Rattus norvegicus
Tmax	0.25	hr	Mus musculus
Tmax	0.69	hr	Macaca mulatta
Tmax	2.0	hr	Canis lupus familiaris
Vd	2.6	L.kg-1	Rattus norvegicus
Vd	1.4	L.kg-1	Mus musculus
Vd	2.5	L.kg-1	Macaca mulatta
Vd	0.92	L.kg-1	Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Gonadotropin-releasing hormone receptor	Ki	=	0.9	nM	9.05	Displacement of [125I-Tyr5,DLeu6,NMeLeu7,Pro9-NEt-]GnRH from human GnRH receptor...	19006286
Gonadotropin-releasing hormone receptor	Kd	=	1.19	nM	8.92	Inhibition of Tag-lite green-labeled agonist binding to terbium fluorophore-labe...	32960053
Gonadotropin-releasing hormone receptor	IC50	=	1.5	nM	8.82	Antagonist activity at human GnRH receptor expressed in RBL1 cells assessed as i...	19006286
Gonadotropin-releasing hormone receptor	Kd	=	3.21	nM	8.49	Inhibition of Tag-lite green-labeled agonist binding to terbium fluorophore-labe...	32960053
Gonadotropin-releasing hormone receptor	Ki	=	3.3	nM	8.48	Displacement of [125I-Tyr5,DLeu6,NMeLeu7,Pro9-NEt-]GnRH from monkey GnRH recepto...	19006286
Kappa-type opioid receptor	Ki	=	2383.41	nM	5.62	PDSP Secondary Binding target: OPRK1 - Compounds are tested at 10 uM concentrati...	-
Apelin receptor	EC50	=	3575.08	nM	5.45	GPCR PRESTO-Tango dose-response in antagonist mode with target: APLNR	-
Free fatty acid receptor 4	EC50	=	3615.37	nM	5.44	GPCR PRESTO-Tango dose-response in antagonist mode with target: FFAR4	-
Glucagon-like peptide 1 receptor	EC50	=	3635.69	nM	5.44	GPCR PRESTO-Tango dose-response in antagonist mode with target: GLP1R	-
Gonadotropin-releasing hormone receptor	Ki	=	4400.0	nM	5.36	Displacement of [125I-Tyr5,DLeu6,NMeLeu7,Pro9-NEt-]GnRH from rat GnRH receptor e...	19006286
Glucose-dependent insulinotropic receptor	EC50	=	4496.51	nM	5.35	GPCR PRESTO-Tango dose-response in antagonist mode with target: GPR119	-
Beta-2 adrenergic receptor	EC50	=	5480.62	nM	5.26	GPCR PRESTO-Tango dose-response in antagonist mode with target: ADRB2	-
CX3C chemokine receptor 1	EC50	=	9206.41	nM	5.04	GPCR PRESTO-Tango dose-response in antagonist mode with target: CX3CR1	-
Cytochrome P450 3A4	IC50	=	56000.0	nM	4.25	Inhibition of CYP3A4	19006286

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL5724696	U2OS	24
-	10.6019/CHEMBL4689842	HEK-293T	10
-	10.6019/CHEMBL4689842	U2OS	9
19006286	10.1021/jm8006454	Rattus norvegicus	7
19006286	10.1021/jm8006454	Mus musculus	7
19006286	10.1021/jm8006454	Rhesus monkey	7
19006286	10.1021/jm8006454	Canis familiaris	7
-	10.6019/CHEMBL4689842	Fibroblast	6
32960053	10.1021/acs.jmedchem.0c01076	Gonadotropin-releasing hormone receptor	5
-	10.6019/CHEMBL5209801	Glucose-dependent insulinotropic receptor	5
-	10.6019/CHEMBL5209801	Sphingosine 1-phosphate receptor 1	5
-	10.6019/CHEMBL5209801	Beta-2 adrenergic receptor	5
-	10.6019/CHEMBL5209801	Alpha-2A adrenergic receptor	5
-	10.6019/CHEMBL5209801	Adhesion G-protein coupled receptor F1	5
-	10.6019/CHEMBL5209801	Glucagon-like peptide 1 receptor	5
-	10.6019/CHEMBL5209801	Free fatty acid receptor 4	5
-	10.6019/CHEMBL5209801	Type-1 angiotensin II receptor	5
-	10.6019/CHEMBL5209801	CX3C chemokine receptor 1	5
-	10.6019/CHEMBL5209801	N-formyl peptide receptor 2	5
-	10.6019/CHEMBL5209801	C5a anaphylatoxin chemotactic receptor 1	5

Data from ChEMBL 36 via Core Engine