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Compound Detail

CHEMBL147511

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O=C(CCCCCCCCC(=O)Oc1ccc2c(c1)[C@@]13CCCC[C@H]1[C@@H](C2)N(CC1CCC1)CC3)Oc1ccc2c(c1)[C@@]13CCCC[C@H]1[C@@H](C2)N(CC1CCC1)CC3
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL147511
Phase Preclinical
Structure Type MOL
InChI Key LWMXWHIOMHIBJP-SPKNWQAQSA-N
3
Targets
22
Activities
3
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

789.2
MW (Da)
11.04
ALogP
6
HBA
0
HBD
59.1
PSA (Ų)
0.10
QED
2
Ro5 Violations
15
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C52H72N2O4
MW 789.16
Aromatic Rings 2
Heavy Atoms 58
NP-Likeness 0.31

Activity Summary

Ki 14 meas. best 10.31
EC50 6 meas. best 9.07
IC50 2 meas. best 7.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Kappa-type opioid receptor
CHEMBL237
 Ki 10.31 10.31 0.0 5
Mu-type opioid receptor
CHEMBL233
 Ki 10.05 10.05 0.1 5
Kappa-type opioid receptor
CHEMBL237
 EC50 9.07 9.07 0.8 3
Mu-type opioid receptor
CHEMBL233
 EC50 8.89 8.89 1.3 3
Delta-type opioid receptor
CHEMBL236
 Ki 8.38 8.38 4.2 4
Mu-type opioid receptor
CHEMBL233
 IC50 7.8 7.8 16.0 2

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.7667 hr -
T1/2 1.833 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Kappa-type opioid receptor Ki = 0.049 nM 10.31 Displacement of [3H]U69593 from human kappa opioid receptor expressed in CHO cel... 26656913
Kappa-type opioid receptor Ki = 0.049 nM 10.31 Displacement of [3H]U69563 from human kappa-opioid receptor expressed in CHO cel... 21482470
Kappa-type opioid receptor Ki = 0.049 nM 10.31 Inhibitory activity against Opioid receptor kappa 1 in chinese Hamster Ovary (CH... 14613319
Kappa-type opioid receptor Ki = 0.049 nM 10.31 Displacement of [3H]U69593 from human kappa opioid receptor expressed in CHO cel... 16392810
Kappa-type opioid receptor Ki = 0.049 nM 10.31 Displacement of [3H]U69593 from human kappa opioid receptor expressed in CHO cel... 19634902
Mu-type opioid receptor Ki = 0.09 nM 10.05 Displacement of [3H]DAMGO from human mu opioid receptor expressed in CHO cell me... 26656913
Mu-type opioid receptor Ki = 0.09 nM 10.05 Displacement of [3H]DAMGO from human mu-opioid receptor expressed in CHO cells a... 21482470
Mu-type opioid receptor Ki = 0.09 nM 10.05 Displacement of [3H]DAMGO from human mu opioid receptor expressed in CHO cells a... 19634902
Mu-type opioid receptor Ki = 0.09 nM 10.05 Displacement of [3H]DAMGO from human mu opioid receptor expressed in CHO cells 16392810
Mu-type opioid receptor Ki = 0.09 nM 10.05 Inhibitory activity against Opioid receptor mu 1 in chinese Hamster Ovary (CHO) ... 14613319
Kappa-type opioid receptor EC50 = 0.85 nM 9.07 Agonist activity at human kappa opioid receptor expressed in CHO cells assessed ... 19634902
Kappa-type opioid receptor EC50 = 0.85 nM 9.07 Agonist activity at human kappa opioid receptor expressed in CHO cell membrane b... 26656913
Kappa-type opioid receptor EC50 = 0.85 nM 9.07 Inhibitory activity in stimulating [35S]-GTP-gamma S binding mediated by the Opi... 14613319
Mu-type opioid receptor EC50 = 1.3 nM 8.89 Partial agonist activity at human mu opioid receptor expressed in CHO cells by [... 26656913
Mu-type opioid receptor EC50 = 1.3 nM 8.89 Agonist activity at human mu opioid receptor expressed in CHO cells assessed as ... 19634902
Mu-type opioid receptor EC50 = 1.3 nM 8.89 Inhibitory activity in stimulating [35S]-GTP-gamma S binding mediated by the Opi... 14613319
Delta-type opioid receptor Ki = 4.2 nM 8.38 Inhibitory activity against Opioid receptor delta 1 in chinese Hamster Ovary (CH... 14613319
Delta-type opioid receptor Ki = 4.2 nM 8.38 Displacement of [3H]naltrindole from human delta opioid receptor expressed in CH... 16392810
Delta-type opioid receptor Ki = 4.2 nM 8.38 Displacement of [3H]naltrindole from human delta opioid receptor expressed in CH... 19634902
Delta-type opioid receptor Ki = 4.2 nM 8.38 Displacement of [3H]naltrindole from human delta-opioid receptor expressed in CH... 21482470

Literature References

PubMed DOI Target Context # Activities
14613319 10.1021/jm030139v Mu-type opioid receptor 5
19634902 10.1021/jm900379p Kappa-type opioid receptor 5
19634902 10.1021/jm900379p Mu-type opioid receptor 5
14613319 10.1021/jm030139v Kappa-type opioid receptor 4
26656913 10.1016/j.ejmech.2015.11.028 Kappa-type opioid receptor 3
19634902 10.1021/jm900379p Unchecked 2
21482470 10.1016/j.bmc.2011.03.052 Unchecked 2
26656913 10.1016/j.ejmech.2015.11.028 Mu-type opioid receptor 2
16392810 10.1021/jm050577x Mu-type opioid receptor 1
16392810 10.1021/jm050577x Delta-type opioid receptor 1
16392810 10.1021/jm050577x Kappa-type opioid receptor 1
16392810 10.1021/jm050577x Opioid receptors; mu & kappa 1
16392810 10.1021/jm050577x Opioid receptors; delta & kappa 1
14613319 10.1021/jm030139v Opioid receptors; delta & kappa 1
19634902 10.1021/jm900379p Delta-type opioid receptor 1
14613319 10.1021/jm030139v Opioid receptors; mu & kappa 1
19634902 10.1021/jm900379p No relevant target 1
19634902 10.1021/jm900379p ADMET 1
21482470 10.1016/j.bmc.2011.03.052 Delta-type opioid receptor 1
26656913 10.1016/j.ejmech.2015.11.028 Mus musculus 1

Data from ChEMBL 36 via Core Engine