BUPRENORPHINE

/static/temp/default.svg Search structure
Synonyms
Status
Molecule Category Free-form
ATC N02AE01 N07BC01
UNII 40D3SCR4GZ
EPA CompTox DTXSID2022705

Structure

InChI Key RMRJXGBAOAMLHD-CTAPUXPBSA-N
Smiles CO[C@@]12CC[C@@]3(C[C@@H]1[C@](C)(O)C(C)(C)C)[C@H]1Cc4ccc(O)c5c4[C@@]3(CCN1CC1CC1)[C@H]2O5
InChI
InChI=1S/C29H41NO4/c1-25(2,3)26(4,32)20-15-27-10-11-29(20,33-5)24-28(27)12-13-30(16-17-6-7-17)21(27)14-18-8-9-19(31)23(34-24)22(18)28/h8-9,17,20-21,24,31-32H,6-7,10-16H2,1-5H3/t20-,21-,24-,26+,27-,28+,29+/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C29H41NO4
Molecular Weight 467.65
AlogP 4.41
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 4.0
Polar Surface Area 62.16
Molecular species BASE
Aromatic Rings 1.0
Heavy Atoms 34.0

Pharmacology

Mechanism of Action Action Reference
Kappa opioid receptor agonist AGONIST PubMed DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Opioid receptor
0.11-116 0.41-15 - 0.067-212 -
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Cavia porcellus
21-21 2-8.13 - 0.4-1.6 -
Homo sapiens
0.11-116 0.59-15 - 0.067-212 -
Macaca mulatta
- - - 0.08-0.82 -
Mus musculus
3.6 21.14 - - -
Rattus norvegicus
0.27-0.7 - - 0.13-0.48 -

Target Conservation

Protein: Mu opioid receptor
Description: Mu-type opioid receptor
Organism : Homo sapiens
P35372 ENSG00000112038
Protein: Kappa opioid receptor
Description: Kappa-type opioid receptor
Organism : Homo sapiens
P41145 ENSG00000082556

Cross References

Resources Reference
CAS NUMBER 52485-79-7
ChEMBL CHEMBL511142
FDA SRS 40D3SCR4GZ
SureChEMBL SCHEMBL15820
ZINC ZINC000100373348
CONTENTS