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Compound Detail

CHEMBL292521

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CC[C@@H]1CN2CCc3c([nH]c4cccc(O)c34)[C@@H]2C[C@@H]1/C(=C\OC)C(=O)OC

Basic Information

ChEMBL ID CHEMBL292521
Phase Preclinical
Structure Type MOL
InChI Key IIRZCWUQUBSIPF-XZNUVMSOSA-N
7
Targets
9
Activities
2
Assay Types
5
PK Parameters
20
Publications
0
Known Names

Molecular Properties

384.5
MW (Da)
3.52
ALogP
5
HBA
2
HBD
74.8
PSA (Ų)
0.48
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C22H28N2O4
MW 384.48
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness 1.71

Activity Summary

Ki 7 meas. best 7.92
EC50 2 meas. best 6.37

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mu-type opioid receptor
CHEMBL4354
Ki 7.92 7.92 12.0 1
Mu-type opioid receptor
CHEMBL233
Ki 6.98 6.98 105.0 1
Mu-type opioid receptor
CHEMBL2858
Ki 6.67 6.67 216.2 1
Mu-type opioid receptor
CHEMBL2858
EC50 6.37 6.37 422.4 1
Kappa-type opioid receptor
CHEMBL4329
EC50 6.07 6.07 857.8 1
Kappa-type opioid receptor
CHEMBL4329
Ki 5.93 5.93 1177.2 1
Delta-type opioid receptor
CHEMBL3222
Ki 5.72 5.72 1882.4 1
Kappa-type opioid receptor
CHEMBL3952
Ki 5.53 5.53 2951.2 1
Delta-type opioid receptor
CHEMBL236
Ki 4.51 4.51 30903.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 0.2 mL.min-1.kg-1 Homo sapiens
CL 3.4 mL.min-1.kg-1 Homo sapiens
Fu 0.534 - Homo sapiens
Fu 0.027 - Homo sapiens
T1/2 3.018 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
31834797 10.1021/acs.jmedchem.9b01465 ADMET 7
11960505 10.1021/jm010576e Cavia porcellus 4
34783240 10.1021/acs.jmedchem.1c01111 Mu-type opioid receptor 3
34783240 10.1021/acs.jmedchem.1c01111 Kappa-type opioid receptor 3
31834797 10.1021/acs.jmedchem.9b01465 Kappa-type opioid receptor 3
31834797 10.1021/acs.jmedchem.9b01465 Delta-type opioid receptor 3
31834797 10.1021/acs.jmedchem.9b01465 Mu-type opioid receptor 3
31834797 10.1021/acs.jmedchem.9b01465 Alpha-1B adrenergic receptor 2
34467758 10.1021/acs.jmedchem.1c00726 5-hydroxytryptamine receptor 2C 2
34467758 10.1021/acs.jmedchem.1c00726 5-hydroxytryptamine receptor 3A 2
34467758 10.1021/acs.jmedchem.1c00726 5-hydroxytryptamine receptor 1B 2
31834797 10.1021/acs.jmedchem.9b01465 Nociceptin receptor 2
31834797 10.1021/acs.jmedchem.9b01465 Alpha-1A adrenergic receptor 2
31834797 10.1021/acs.jmedchem.9b01465 Alpha-1D adrenergic receptor 2
31834797 10.1021/acs.jmedchem.9b01465 Alpha-2A adrenergic receptor 2
31834797 10.1021/acs.jmedchem.9b01465 Alpha-2B adrenergic receptor 2
23517479 10.1021/jm400143z Unchecked 2
11960505 10.1021/jm010576e Kappa-type opioid receptor 2
11960505 10.1021/jm010576e Delta-type opioid receptor 2
11960505 10.1021/jm010576e Mu-type opioid receptor 2

Data from ChEMBL 36 via Core Engine