Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL140278

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
Oc1ccc2c3c1O[C@H]1[C@H](O)CC[C@@]4(O)[C@@H](C2)N(CC2CC2)CC[C@]314
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL140278
Phase Preclinical
Structure Type MOL
InChI Key JLVNEHKORQFVQJ-PYIJOLGTSA-N
6
Targets
20
Activities
3
Assay Types
0
PK Parameters
17
Publications
0
Known Names

Molecular Properties

343.4
MW (Da)
1.32
ALogP
5
HBA
3
HBD
73.2
PSA (Ų)
0.76
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H25NO4
MW 343.42
Aromatic Rings 1
Heavy Atoms 25
NP-Likeness 1.92

Activity Summary

IC50 16 meas. best 9.3
Ki 3 meas. best 9.72
EC50 1 meas. best 8.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mu-type opioid receptor
CHEMBL233
 Ki 9.72 9.72 0.2 1
Kappa-type opioid receptor
CHEMBL237
 Ki 9.32 9.32 0.5 1
Mu-type opioid receptor
CHEMBL4354
 IC50 9.3 8.895 0.5 4
Mu-type opioid receptor
CHEMBL233
 EC50 8.92 8.92 1.2 1
Kappa-type opioid receptor
CHEMBL3952
 IC50 8.74 8.1825 1.8 4
Opioid receptors; mu/kappa/delta
CHEMBL2095181
 IC50 8.22 8.02 6.0 4
Delta-type opioid receptor
CHEMBL236
 IC50 7.64 7.59 23.0 4
Delta-type opioid receptor
CHEMBL236
 Ki 7.28 7.28 53.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Mu-type opioid receptor Ki = 0.19 nM 9.72 Displacement of [3H]DAMGO form human mu opioid receptor expressed in CHO cells 19027293
Kappa-type opioid receptor Ki = 0.48 nM 9.32 Displacement of [3H]U69593 form human kappa opioid receptor expressed in CHO cel... 19027293
Mu-type opioid receptor IC50 = 0.5 nM 9.3 Tested for the binding affinity against the Mu opioid receptor in guinea pig bra... 7996538
Mu-type opioid receptor IC50 = 1.1 nM 8.96 Tested for the binding affinity against the Mu opioid receptor in guinea pig bra... 7996538
Mu-type opioid receptor EC50 = 1.2 nM 8.92 Inverse agonist activity at human recombinant mu opioid receptor expressed in CH... 22771010
Kappa-type opioid receptor IC50 = 1.8 nM 8.74 Tested for the binding affinity against the Kappa opioid receptor in guinea pig ... 7996538
Mu-type opioid receptor IC50 = 2.2 nM 8.66 Inhibition of opioid receptor mu by displacing 1 nM [3H]DAGO in guinea pig brain... 1335078
Mu-type opioid receptor IC50 = 2.2 nM 8.66 inhibition of 1.0 nM [3H]- DAGO binding to guinea pig brain membrane opioid rece... 1320121
Kappa-type opioid receptor IC50 = 2.6 nM 8.59 Tested for the binding affinity against the Kappa opioid receptor in guinea pig ... 7996538
Opioid receptors; mu/kappa/delta IC50 = 6.0 nM 8.22 Tested for the binding affinity against the opioid receptor in guinea pig brain ... 7996538
Opioid receptors; mu/kappa/delta IC50 = 8.3 nM 8.08 Tested for the binding affinity against the opioid receptor in guinea pig brain ... 7996538
Opioid receptors; mu/kappa/delta IC50 = 13.0 nM 7.89 Inhibition of 0.5 nM [3H]bremazocine binding to guinea pig brain membrane opioid... 1320121
Opioid receptors; mu/kappa/delta IC50 = 13.0 nM 7.89 Inhibition of total opioid receptor by displacing 0.5 nM [3H]bremazocine in guin... 1335078
Kappa-type opioid receptor IC50 = 20.0 nM 7.7 Displacement of 0.5 nM [3H]bremazocine from guinea pig brain membrane opioid rec... 1320121
Kappa-type opioid receptor IC50 = 20.0 nM 7.7 Inhibition of opioid receptor kappa by displacing 0.5 nM [3H]bremazocine in guin... 1335078
Delta-type opioid receptor IC50 = 23.0 nM 7.64 Inhibition of Opioid receptor delta 1 by displacing 1 nM [3H]DPDPE in guinea pig... 1335078
Delta-type opioid receptor IC50 = 23.0 nM 7.64 Inhibition of [3H]DPDPE binding to guinea pig brain membrane Opioid receptor del... 1320121
Delta-type opioid receptor IC50 = 26.0 nM 7.58 Tested for the binding affinity against the Delta opioid receptor in guinea pig ... 7996538
Delta-type opioid receptor IC50 = 32.0 nM 7.5 Tested for the binding affinity against the Delta opioid receptor in guinea pig ... 7996538
Delta-type opioid receptor Ki = 53.0 nM 7.28 Displacement of [3H]Naltrindole form human delta opioid receptor expressed in CH... 19027293

Literature References

PubMed DOI Target Context # Activities
7996538 10.1021/jm00051a003 Mu-type opioid receptor 2
22771010 10.1016/j.bmcl.2012.06.056 Mu-type opioid receptor 2
19027293 10.1016/j.bmcl.2008.10.134 Unchecked 2
7996538 10.1021/jm00051a003 Kappa-type opioid receptor 2
7996538 10.1021/jm00051a003 Delta-type opioid receptor 2
7996538 10.1021/jm00051a003 Opioid receptors; mu/kappa/delta 2
1335078 10.1021/jm00102a012 Opioid receptors; mu/kappa/delta 1
1335078 10.1021/jm00102a012 Mu-type opioid receptor 1
1335078 10.1021/jm00102a012 Kappa-type opioid receptor 1
1335078 10.1021/jm00102a012 Delta-type opioid receptor 1
1320121 10.1021/jm00091a005 Opioid receptors; mu/kappa/delta 1
1320121 10.1021/jm00091a005 Mu-type opioid receptor 1
1320121 10.1021/jm00091a005 Kappa-type opioid receptor 1
1320121 10.1021/jm00091a005 Delta-type opioid receptor 1
19027293 10.1016/j.bmcl.2008.10.134 Mu-type opioid receptor 1
19027293 10.1016/j.bmcl.2008.10.134 Delta-type opioid receptor 1
19027293 10.1016/j.bmcl.2008.10.134 Kappa-type opioid receptor 1

Data from ChEMBL 36 via Core Engine