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Compound Detail

CHEMBL58646

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C[C@H]1C2Cc3ccc(C(N)=O)cc3[C@@]1(C)CCN2CC1CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL58646
Phase Preclinical
Structure Type MOL
InChI Key FAVQVALXVLMHLE-BKBNBNODSA-N
5
Targets
24
Activities
3
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

298.4
MW (Da)
2.72
ALogP
2
HBA
1
HBD
46.3
PSA (Ų)
0.93
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H26N2O
MW 298.43
Aromatic Rings 1
Heavy Atoms 22
NP-Likeness 0.72

Activity Summary

Ki 16 meas. best 10.22
EC50 5 meas. best 8.59
IC50 3 meas. best 8.28

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Kappa-type opioid receptor
CHEMBL237
 Ki 10.22 10.22 0.1 3
Mu-type opioid receptor
CHEMBL233
 Ki 9.77 9.575 0.2 4
Mu-type opioid receptor
CHEMBL4354
 Ki 9.39 9.39 0.4 2
Kappa-type opioid receptor
CHEMBL3952
 Ki 9.28 9.28 0.5 2
Mu-type opioid receptor
CHEMBL233
 EC50 8.59 8.53 2.6 3
Kappa-type opioid receptor
CHEMBL237
 EC50 8.36 8.36 4.4 2
Mu-type opioid receptor
CHEMBL233
 IC50 8.28 8.07 5.2 3
Delta-type opioid receptor
CHEMBL236
 Ki 8.28 8.2 5.2 5

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Kappa-type opioid receptor Ki = 0.06 nM 10.22 Displacement of [3H]U-69593 from human kappa opioid receptor expressed in CHO ce... 16942039
Kappa-type opioid receptor Ki = 0.06 nM 10.22 Displacement of [3H]U-69593 from kappa opioid receptor expressed in CHO cells 17935988
Kappa-type opioid receptor Ki = 0.06 nM 10.22 Displacement of [3H]U69,593 from human kappa opioid receptor expressed in CHO ce... 18417347
Mu-type opioid receptor Ki = 0.17 nM 9.77 Opioid Receptor Binding Assay: The Ki (binding affinity) for opioid receptors wa... -
Mu-type opioid receptor Ki = 0.31 nM 9.51 Displacement of [3H]DAMGO from human mu opioid receptor expressed in CHO cells 18417347
Mu-type opioid receptor Ki = 0.31 nM 9.51 Displacement of [3H]DAMGO from mu opioid receptor expressed in CHO cells 17935988
Mu-type opioid receptor Ki = 0.31 nM 9.51 Displacement of [3H]DAMGO from human mu opioid receptor expressed in CHO cells 16942039
Mu-type opioid receptor Ki = 0.41 nM 9.39 Displacement of [3H]DAMGO from Opioid receptor mu 1 of guinea pig brain membrane... 11266156
Mu-type opioid receptor Ki = 0.41 nM 9.39 Binding affinity was determined towards opioid receptor mu1 using [3H]DAMGO as r... 12749896
Kappa-type opioid receptor Ki = 0.53 nM 9.28 Displacement of [3H]U-69593 from Opioid receptor kappa 1 of guinea pig brain mem... 11266156
Kappa-type opioid receptor Ki = 0.53 nM 9.28 Binding affinity was determined towards opioid receptor kappa 1 using [3H]U-6959... 12749896
Mu-type opioid receptor EC50 = 2.6 nM 8.59 Opioid Receptor Binding Assay: The Ki (binding affinity) for opioid receptors wa... -
Mu-type opioid receptor EC50 = 2.7 nM 8.57 Partial agonist activity at human mu opioid receptor expressed in CHO cell membr... 23434225
Mu-type opioid receptor EC50 = 3.7 nM 8.43 Antagonist activity against human mu opioid receptor expressed in CHO cells asse... 16942039
Kappa-type opioid receptor EC50 = 4.4 nM 8.36 Agonist activity at human kappa opioid receptor expressed in CHO cell membrane a... 23434225
Kappa-type opioid receptor EC50 = 4.4 nM 8.36 Antagonist activity against human kappa opioid receptor expressed in CHO cells a... 16942039
Mu-type opioid receptor IC50 = 5.2 nM 8.28 Opioid Receptor Binding Assay: The Ki (binding affinity) for opioid receptors wa... -
Delta-type opioid receptor Ki = 5.2 nM 8.28 Displacement of [3H]naltrindole from human delta opioid receptor expressed in CH... 16942039
Delta-type opioid receptor Ki = 5.2 nM 8.28 Displacement of [3H]naltrindole from delta opioid receptor expressed in CHO cell... 17935988
Delta-type opioid receptor Ki = 5.2 nM 8.28 Displacement of [3H]naltrindole from human delta opioid receptor expressed in CH... 18417347

Literature References

PubMed DOI Target Context # Activities
16942039 10.1021/jm060278n Kappa-type opioid receptor 5
16942039 10.1021/jm060278n Delta-type opioid receptor 5
16942039 10.1021/jm060278n Mu-type opioid receptor 5
23434225 10.1016/j.bmcl.2013.01.117 Mu-type opioid receptor 4
23434225 10.1016/j.bmcl.2013.01.117 Kappa-type opioid receptor 3
11266156 10.1016/s0960-894x(01)00014-2 Delta-type opioid receptor 1
11266156 10.1016/s0960-894x(01)00014-2 Kappa-type opioid receptor 1
16942039 10.1021/jm060278n Mus musculus 1
11266156 10.1016/s0960-894x(01)00014-2 Mu-type opioid receptor 1
12749896 10.1016/s0960-894x(03)00295-6 Kappa-type opioid receptor 1
12749896 10.1016/s0960-894x(03)00295-6 Delta-type opioid receptor 1
17935988 10.1016/j.bmcl.2007.09.082 Mu-type opioid receptor 1
17935988 10.1016/j.bmcl.2007.09.082 Delta-type opioid receptor 1
17935988 10.1016/j.bmcl.2007.09.082 Kappa-type opioid receptor 1
18417347 10.1016/j.bmc.2008.03.066 Mu-type opioid receptor 1
18417347 10.1016/j.bmc.2008.03.066 Delta-type opioid receptor 1
18417347 10.1016/j.bmc.2008.03.066 Kappa-type opioid receptor 1
12749896 10.1016/s0960-894x(03)00295-6 Mu-type opioid receptor 1

Data from ChEMBL 36 via Core Engine