Elagolix sodiumProduct ingredient for Elagolix

Name
Elagolix sodium
Drug Entry
Elagolix

Elagolix has been used in trials studying the basic science and treatment of Endometriosis, Folliculogenesis, Uterine Fibroids, Heavy Uterine Bleeding, and Heavy Menstrual Bleeding. As of 24 July 2018, however, the U.S. Food and Drug Administration (FDA) approved AbbVie's elagolix under the brand name Orilissa as the first and only oral gonadotropin-releasing hormone (GnRH) antagonist specifically developed for women with moderate to severe endometriosis pain 7.

It has been determined that endometriosis is one of the most common gynecologic disorders in the United States 4,5,6. In particular, estimates suggest that one in ten women of reproductive age is affected by endometriosis and experience debilitating pain symptoms 4,5,6. Moreover, women who are affected by this condition can suffer for up to six to ten years and visit multiple physicians before receiving a proper diagnosis 4,5,6. Subsequently, as Orilissa (elagolix) was approved by the FDA under priority review 7, this expedited new approval gives healthcare professionals another valuable option for treating the potentially unmet needs of women who are affected by endometriosis, depending on their specific type and severity of endometriosis pain.

Accession Number
DBSALT002117
Structure
Thumb
Synonyms
Not Available
UNII
5948VUI423
CAS Number
832720-36-2
Weight
Average: 653.582
Monoisotopic: 653.19250614
Chemical Formula
C32H29F5N3NaO5
InChI Key
DQYGXRQUFSRDCH-UQIIZPHYSA-M
InChI
InChI=1S/C32H30F5N3O5.Na/c1-19-28(21-11-6-14-26(45-2)29(21)34)30(43)40(18-25(20-9-4-3-5-10-20)38-16-8-15-27(41)42)31(44)39(19)17-22-23(32(35,36)37)12-7-13-24(22)33;/h3-7,9-14,25,38H,8,15-18H2,1-2H3,(H,41,42);/q;+1/p-1/t25-;/m0./s1
IUPAC Name
sodium 4-{[(1R)-2-[5-(2-fluoro-3-methoxyphenyl)-3-{[2-fluoro-6-(trifluoromethyl)phenyl]methyl}-4-methyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-1-yl]-1-phenylethyl]amino}butanoate
SMILES
[Na+].COC1=C(F)C(=CC=C1)C1=C(C)N(CC2=C(C=CC=C2F)C(F)(F)F)C(=O)N(C[C@H](NCCCC([O-])=O)C2=CC=CC=C2)C1=O
External Links
ChemSpider
23954980
ChEMBL
CHEMBL502182
Wikipedia
Elagolix
Predicted Properties
PropertyValueSource
Water Solubility0.00205 mg/mLALOGPS
logP4.84ALOGPS
logP3.14ChemAxon
logS-5.5ALOGPS
pKa (Strongest Acidic)3.86ChemAxon
pKa (Strongest Basic)9.04ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area102.01 Å2ChemAxon
Rotatable Bond Count12ChemAxon
Refractivity166.9 m3·mol-1ChemAxon
Polarizability59.11 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon