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
- Synonyms
- Elagolix sodium
- 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=CC=CC(=C1F)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
Property Value Source Water Solubility 0.00205 mg/mL ALOGPS logP 4.84 ALOGPS logP 3.14 Chemaxon logS -5.5 ALOGPS pKa (Strongest Acidic) 3.86 Chemaxon pKa (Strongest Basic) 9.04 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 102.01 Å2 Chemaxon Rotatable Bond Count 12 Chemaxon Refractivity 166.9 m3·mol-1 Chemaxon Polarizability 58.97 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon