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Compound Detail

CHEMBL4461774

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O=C1N(c2cccnc2C(F)(F)F)CC2(CCN(CCc3ccccc3F)CC2)OC12CC2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4461774
Phase Preclinical
Structure Type MOL
InChI Key QNSPFRSAEHVDGL-UHFFFAOYSA-N
5
Targets
12
Activities
2
Assay Types
1
PK Parameters
20
Publications
0
Known Names

Molecular Properties

463.5
MW (Da)
4.21
ALogP
4
HBA
0
HBD
45.7
PSA (Ų)
0.64
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H25F4N3O2
MW 463.48
Aromatic Rings 2
Heavy Atoms 33
NP-Likeness -0.90

Activity Summary

Ki 9 meas. best 7.24
EC50 3 meas. best 6.71

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mu-type opioid receptor
CHEMBL233
 Ki 7.24 6.92 58.0 3
Sigma non-opioid intracellular receptor 1
CHEMBL287
 Ki 7.24 7.24 58.0 3
Sigma non-opioid intracellular receptor 1
CHEMBL4153
 Ki 6.76 6.76 175.0 1
Mu-type opioid receptor
CHEMBL233
 EC50 6.71 6.71 195.0 3
Alpha-1A adrenergic receptor
CHEMBL229
 Ki 6.33 6.33 470.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
 Ki 6.12 6.12 754.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 20.0 mL.min-1.g-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sigma non-opioid intracellular receptor 1 Ki = 58.0 nM 7.24 Displacement of [3H]-(+)-pentazocine from human sigma-1 receptor expressed in HE... 31743642
Sigma non-opioid intracellular receptor 1 Ki = 58.0 nM 7.24 Displacement of 3H](+)-pentazocine from human sigma1 receptor expressed in HEK29... 33064947
Mu-type opioid receptor Ki = 58.0 nM 7.24 Displacement of [3H]-DAMGO from human MOR expressed in CHO-K1 cell membranes inc... 35961067
Sigma non-opioid intracellular receptor 1 Ki = 58.0 nM 7.24 Antagonist activity at sigma1 receptor (unknown origin) 38015878
Mu-type opioid receptor Ki = 175.0 nM 6.76 Displacement of [3H]-DAMGO from human MOR expressed in CHOK1 cell membranes incu... 31743642
Mu-type opioid receptor Ki = 175.0 nM 6.76 Displacement of [3H]-DAMGO from human MOR expressed in CHOK1 cell membranes incu... 33064947
Sigma non-opioid intracellular receptor 1 Ki = 175.0 nM 6.76 Displacement of [3H](+)-pentazocine from sigma 1 receptor in guinea pig brain me... 35961067
Mu-type opioid receptor EC50 = 195.0 nM 6.71 Agonist activity at human MOR expressed in CHOK1 cells assessed as stimulation o... 31743642
Mu-type opioid receptor EC50 = 195.0 nM 6.71 Agonist activity at human MOR expressed in CHOK1 cells assessed as stimulation o... 33064947
Mu-type opioid receptor EC50 = 195.0 nM 6.71 Agonist activity at mu-opioid receptor (unknown origin) 38015878
Alpha-1A adrenergic receptor Ki = 470.0 nM 6.33 Displacement of [3H]-prazosin from human alpha1A adrenoreceptor expressed in enr... 31743642
5-hydroxytryptamine receptor 2B Ki = 754.0 nM 6.12 Inhibition of 5HT2B receptor (unknown origin) 31743642

Literature References

PubMed DOI Target Context # Activities
31743642 10.1021/acs.jmedchem.9b01256 No relevant target 4
31743642 10.1021/acs.jmedchem.9b01256 Mus musculus 4
33064947 10.1021/acs.jmedchem.0c01127 Mu-type opioid receptor 3
31743642 10.1021/acs.jmedchem.9b01256 Mu-type opioid receptor 3
31743642 10.1021/acs.jmedchem.9b01256 Voltage-gated inwardly rectifying potassium channel KCNH2 2
31743642 10.1021/acs.jmedchem.9b01256 Alpha-1A adrenergic receptor 2
33064947 10.1021/acs.jmedchem.0c01127 Voltage-gated inwardly rectifying potassium channel KCNH2 2
31743642 10.1021/acs.jmedchem.9b01256 Cytochrome P450 2D6 1
38015878 10.1021/acs.jmedchem.3c01637 Sigma non-opioid intracellular receptor 1 1
35961067 10.1016/j.ejmech.2022.114649 Mu-type opioid receptor 1
35961067 10.1016/j.ejmech.2022.114649 Sigma non-opioid intracellular receptor 1 1
33064947 10.1021/acs.jmedchem.0c01127 Sigma non-opioid intracellular receptor 1 1
33064947 10.1021/acs.jmedchem.0c01127 Alpha-1A adrenergic receptor 1
31743642 10.1021/acs.jmedchem.9b01256 Cytochrome P450 3A4 1
31743642 10.1021/acs.jmedchem.9b01256 Cytochrome P450 2E1 1
31743642 10.1021/acs.jmedchem.9b01256 Cytochrome P450 2C19 1
31743642 10.1021/acs.jmedchem.9b01256 Cytochrome P450 2C9 1
31743642 10.1021/acs.jmedchem.9b01256 Cytochrome P450 1A2 1
31743642 10.1021/acs.jmedchem.9b01256 ADMET 1
31743642 10.1021/acs.jmedchem.9b01256 5-hydroxytryptamine receptor 2B 1

Data from ChEMBL 36 via Core Engine