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Compound Detail

CHEMBL4551786

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CCOC(=O)N1CC/C(=C\C#Cc2cccc(C)n2)C1

Basic Information

ChEMBL ID CHEMBL4551786
Phase Preclinical
Structure Type MOL
InChI Key NDVDBJIRXMBDOD-VGOFMYFVSA-N
4
Targets
5
Activities
2
Assay Types
22
PK Parameters
17
Publications
0
Known Names

Molecular Properties

270.3
MW (Da)
2.53
ALogP
3
HBA
0
HBD
42.4
PSA (Ų)
0.74
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H18N2O2
MW 270.33
Aromatic Rings 1
Heavy Atoms 20
NP-Likeness -0.94

Activity Summary

IC50 4 meas. best 8.39
Ki 1 meas. best 8.46

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Metabotropic glutamate receptor 5
CHEMBL3227
Ki 8.46 8.46 3.5 1
Metabotropic glutamate receptor 5
CHEMBL3227
IC50 8.39 8.39 4.1 1
Cytochrome P450 1A2
CHEMBL3356
IC50 5.34 5.34 4520.0 1
Sodium channel protein type 5 subunit alpha
CHEMBL1980
IC50 4.91 4.91 12290.0 1
Voltage-dependent L-type calcium channel subunit alpha-1C
CHEMBL1940
IC50 4.79 4.79 16230.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1386.0 ng.hr.mL-1 Rattus norvegicus
AUC 2123.0 ng.hr.mL-1 Rattus norvegicus
AUC 228.0 ng.hr.mL-1 Canis lupus familiaris
AUC 1094.0 ng.hr.mL-1 Canis lupus familiaris
CL 0.39 mL.min-1.kg-1 Homo sapiens
CL 12.0 mL.min-1.kg-1 Rattus norvegicus
CL 88.0 mL.min-1.kg-1 Canis lupus familiaris
Cmax 1564.75 nM Canis lupus familiaris
Cmax 2041.95 nM Rattus norvegicus
Cmax 5981.58 nM Rattus norvegicus
Cmax 2160.32 nM Canis lupus familiaris
F 51.0 % Rattus norvegicus
F 100.0 % Canis lupus familiaris
T1/2 12.83 hr Homo sapiens
T1/2 0.47 hr Rattus norvegicus
T1/2 2.22 hr Rattus norvegicus
T1/2 0.91 hr Canis lupus familiaris
T1/2 2.02 hr Canis lupus familiaris
Tmax 0.25 hr Canis lupus familiaris
Tmax 0.08 hr Canis lupus familiaris
Tmax 1.0 hr Rattus norvegicus
Tmax 0.08 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
30624919 10.1021/acs.jmedchem.8b01226 ADMET 29
30624919 10.1021/acs.jmedchem.8b01226 Rattus norvegicus 5
30624919 10.1021/acs.jmedchem.8b01226 Metabotropic glutamate receptor 5 4
30624919 10.1021/acs.jmedchem.8b01226 Sodium channel protein type 5 subunit alpha 1
30624919 10.1021/acs.jmedchem.8b01226 Metabotropic glutamate receptor 1 1
30624919 10.1021/acs.jmedchem.8b01226 No relevant target 1
30624919 10.1021/acs.jmedchem.8b01226 Cytochrome P450 1A2 1
30624919 10.1021/acs.jmedchem.8b01226 Cytochrome P450 2D6 1
30624919 10.1021/acs.jmedchem.8b01226 Cytochrome P450 3A4 1
30624919 10.1021/acs.jmedchem.8b01226 Voltage-gated inwardly rectifying potassium channel KCNH2 1
30624919 10.1021/acs.jmedchem.8b01226 Cytochrome P450 2C9 1
30624919 10.1021/acs.jmedchem.8b01226 Voltage-dependent L-type calcium channel subunit alpha-1C 1
30624919 10.1021/acs.jmedchem.8b01226 HepG2 1
30624919 10.1021/acs.jmedchem.8b01226 ATP-dependent translocase ABCB1 1
30624919 10.1021/acs.jmedchem.8b01226 Cytochrome P450 2B6 1
30624919 10.1021/acs.jmedchem.8b01226 Cytochrome P450 2C8 1
30624919 10.1021/acs.jmedchem.8b01226 Cytochrome P450 2C19 1

Data from ChEMBL 36 via Core Engine