naloxegol   Click here for help

GtoPdb Ligand ID: 7539

Synonyms: AZ-13337019 | AZ13337019 | Movantik® | Moventig® | NKTR-118
Approved drug
naloxegol is an approved drug (EMA & FDA (2014))
Compound class: Synthetic organic
Comment: Naloxegol is a PEGylated version of naloxol (α-naloxol PubChem CID 5492271; β-naloxol PubChem CID 5492293). PEGylation reduces the compound's ability to cross the blood-brain barrier, therefore restricting CNS penetration. Naloxegol is termed a peripherally acting μ-opioid receptor antagonist, or PAMORA. The synonyms suffixed with "oxalate " map to the salt as PubChem CID 56959086
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 2
Rotatable bonds 24
Topological polar surface area 126.77
Molecular weight 651.36
XLogP -0.36
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES COCCOCCOCCOCCOCCOCCOCCOC1CCC2(C34C1Oc1c4c(CC2N(CC3)CC=C)ccc1O)O
Isomeric SMILES COCCOCCOCCOCCOCCOCCOCCO[C@H]1CC[C@@]2([C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)CC=C)ccc1O)O
InChI InChI=1S/C34H53NO11/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/h3-5,28-29,32,36-37H,1,6-25H2,2H3/t28-,29+,32-,33-,34+/m0/s1
InChI Key XNKCCCKFOQNXKV-ZRSCBOBOSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (EMA & FDA (2014))
IUPAC Name Click here for help
(4R,4aS,7S,7aR,12bS)-7-[2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]-3-prop-2-enyl-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,9-diol
International Nonproprietary Names Click here for help
INN number INN
9434 naloxegol
Synonyms Click here for help
AZ-13337019 | AZ13337019 | Movantik® | Moventig® | NKTR-118
Database Links Click here for help
CAS Registry No. 854601-70-0 (source: Scifinder)
ChEMBL Ligand CHEMBL2219418
DrugCentral Ligand 4832
GtoPdb PubChem SID 187051840
PubChem CID 56959087
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Wikipedia Naloxegol