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Compound Detail

CHEMBL4846243

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C/C=C1/CN2CC[C@@]34c5ccccc5N(C)[C@]35OC[C@@]4(C(=O)OC)[C@H]1C[C@H]25

Basic Information

ChEMBL ID CHEMBL4846243
Phase Preclinical
Structure Type MOL
InChI Key HAGBWVNSVWLTKY-ZFWLQQAWSA-N
6
Targets
17
Activities
3
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

366.5
MW (Da)
2.31
ALogP
5
HBA
0
HBD
42.0
PSA (Ų)
0.56
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C22H26N2O3
MW 366.46
Aromatic Rings 1
Heavy Atoms 27
NP-Likeness 2.17

Activity Summary

Ki 10 meas. best 6.48
IC50 5 meas. best 5.3
EC50 2 meas. best 5.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mu-type opioid receptor
CHEMBL233
Ki 6.48 6.2775 330.0 4
Kappa-type opioid receptor
CHEMBL237
Ki 5.65 5.625 2250.0 4
Mu-type opioid receptor
CHEMBL2858
EC50 5.3 5.29 5011.9 2
Mu-type opioid receptor
CHEMBL2858
IC50 5.3 5.29 5011.9 2
Kappa-type opioid receptor
CHEMBL4329
IC50 5.2 5.195 6309.6 2
Delta-type opioid receptor
CHEMBL236
Ki 5.1 5.09 7943.3 2
Delta-type opioid receptor
CHEMBL3222
IC50 4.02 4.02 95600.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Mu-type opioid receptor Ki = 330.0 nM 6.48 Displacement of [3H]DAMGO from mu opioid receptor (unknown origin) assessed as i... 36827198
Mu-type opioid receptor Ki = 590.0 nM 6.23 Displacement of [3H]-DAMGO from human mu opioid receptor expressed in CHO-K1 cel... 33326237
Mu-type opioid receptor Ki = 630.96 nM 6.2 Displacement of [3H]-DAMGO from human mu opioid receptor expressed in CHO-K1 cel... 33326237
Mu-type opioid receptor Ki = 630.96 nM 6.2 Displacement of [3H]DAMGO from mu opioid receptor (unknown origin) assessed as i... 36827198
Kappa-type opioid receptor Ki = 2250.0 nM 5.65 Displacement of [3H]-U69593 from kappa opioid receptor (unknown origin) assessed... 36827198
Kappa-type opioid receptor Ki = 2250.0 nM 5.65 Displacement of [3H]-U69593 from human kappa opioid receptor expressed in U2OS c... 33326237
Kappa-type opioid receptor Ki = 2511.89 nM 5.6 Displacement of [3H]-U69593 from kappa opioid receptor (unknown origin) assessed... 36827198
Kappa-type opioid receptor Ki = 2511.89 nM 5.6 Displacement of [3H]-U69593 from human kappa opioid receptor expressed in U2OS c... 33326237
Mu-type opioid receptor EC50 = 5011.87 nM 5.3 Agonist activity at HA-tagged mouse mu opioid receptor expressed in human HEK293... 36827198
Mu-type opioid receptor IC50 = 5011.87 nM 5.3 Agonist activity at mouse HA-tagged mu opioid receptor expressed in HEK293 cells... 33326237
Mu-type opioid receptor EC50 = 5240.0 nM 5.28 Agonist activity at HA-tagged mouse mu opioid receptor expressed in human HEK293... 36827198
Mu-type opioid receptor IC50 = 5240.0 nM 5.28 Agonist activity at mouse HA-tagged mu opioid receptor expressed in HEK293 cells... 33326237
Kappa-type opioid receptor IC50 = 6309.57 nM 5.2 Agonist activity at mouse FLAG-tagged kappa opioid receptor expressed in HEK293 ... 33326237
Kappa-type opioid receptor IC50 = 6460.0 nM 5.19 Agonist activity at mouse FLAG-tagged kappa opioid receptor expressed in HEK293 ... 33326237
Delta-type opioid receptor Ki = 7943.28 nM 5.1 Displacement of [3H]-DPDPE from human delta opioid receptor expressed in CHO-K1 ... 33326237
Delta-type opioid receptor Ki = 8370.0 nM 5.08 Displacement of [3H]-DPDPE from human delta opioid receptor expressed in CHO-K1 ... 33326237
Delta-type opioid receptor IC50 = 95600.0 nM 4.02 Agonist activity at mouse FLAG-tagged delta opioid receptor expressed in HEK293 ... 33326237

Literature References

PubMed DOI Target Context # Activities
36827198 10.1021/acs.jmedchem.2c01707 Mu-type opioid receptor 11
33326237 10.1021/acs.jnatprod.0c01036 Kappa-type opioid receptor 7
33326237 10.1021/acs.jnatprod.0c01036 Mu-type opioid receptor 6
33326237 10.1021/acs.jnatprod.0c01036 Mus musculus 6
33326237 10.1021/acs.jnatprod.0c01036 Delta-type opioid receptor 4
33326237 10.1021/acs.jnatprod.0c01036 D(1B) dopamine receptor 2
36827198 10.1021/acs.jmedchem.2c01707 Kappa-type opioid receptor 2
33326237 10.1021/acs.jnatprod.0c01036 Sodium-dependent serotonin transporter 1
33326237 10.1021/acs.jnatprod.0c01036 Histamine H3 receptor 1
36827198 10.1021/acs.jmedchem.2c01707 Unchecked 1

Data from ChEMBL 36 via Core Engine