Naloxegol oxalateProduct ingredient for Naloxegol
- Name
- Naloxegol oxalate
- Drug Entry
- Naloxegol
Naloxegol, for "PEGylated naloxol" is a peripherally-selective opioid antagonist developed by AstraZeneca. It was approved by the FDA in September 2014 and is indicated for the treatment of opioid-induced constipation (OIC) in adult patients with chronic non‑cancer pain. The advantage of naloxegol over the opioid antagonist naloxone is that its PEGylated structure allows for high selectivity for peripheral opioid receptors and lack of entry into the central nervous system through the blood-brain barrier.
- Accession Number
- DBSALT001245
- Structure
Structure for Naloxegol oxalate (DBSALT001245)
- Synonyms
- Not Available
- UNII
- 65I14TNM33
- CAS Number
- 1354744-91-4
- Weight
- Average: 741.828
Monoisotopic: 741.357170075 - Chemical Formula
- C36H55NO15
- InChI Key
- MNYIRXLCPODKLG-VUTNLTPYSA-N
- InChI
- InChI=1S/C34H53NO11.C2H2O4/c1-3-9-35-10-8-33-30-26-4-5-27(36)31(30)46-32(33)28(6-7-34(33,37)29(35)25-26)45-24-23-44-22-21-43-20-19-42-18-17-41-16-15-40-14-13-39-12-11-38-2;3-1(4)2(5)6/h3-5,28-29,32,36-37H,1,6-25H2,2H3;(H,3,4)(H,5,6)/t28-,29+,32-,33-,34+;/m0./s1
- IUPAC Name
- (1S,5R,13R,14S,17S)-14-(2,5,8,11,14,17,20-heptaoxadocosan-22-yloxy)-4-(prop-2-en-1-yl)-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7,9,11(18)-triene-10,17-diol; oxalic acid
- SMILES
- OC(=O)C(O)=O.COCCOCCOCCOCCOCCOCCOCCO[C@H]1CC[C@@]2(O)[C@H]3CC4=CC=C(O)C5=C4[C@@]2(CCN3CC=C)[C@H]1O5
- External Links
- ChemSpider
- 28651655
- ChEMBL
- CHEMBL2219416
- Wikipedia
- Naloxegol
- Predicted Properties
Property Value Source Water Solubility 0.0566 mg/mL ALOGPS logP 1.73 ALOGPS logP 1.36 Chemaxon logS -4.1 ALOGPS pKa (Strongest Acidic) 10.14 Chemaxon pKa (Strongest Basic) 8.54 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 12 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 126.77 Å2 Chemaxon Rotatable Bond Count 25 Chemaxon Refractivity 171.68 m3·mol-1 Chemaxon Polarizability 72.87 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon