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Compound Detail

CHEMBL2204445

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COc1ccc(C#Cc2ccc(C(=O)N3CCC[C@@H](CO)C3)cc2)cc1

Basic Information

ChEMBL ID CHEMBL2204445
Phase Preclinical
Structure Type MOL
InChI Key VSLWUPHHCFQTDB-LJQANCHMSA-N

Known Names

(R)-VU0463597
1
Targets
3
Activities
1
Assay Types
7
PK Parameters
15
Publications
1
Known Names

Molecular Properties

349.4
MW (Da)
2.94
ALogP
3
HBA
1
HBD
49.8
PSA (Ų)
0.87
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 C22H23NO3
MW 349.43
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -0.80

Activity Summary

IC50 3 meas. best 6.18

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Metabotropic glutamate receptor 3
CHEMBL2888
IC50 6.18 5.9433 660.0 3

Pharmacokinetic Data

Parameter Value Units Species
CL 33.0 mL.min-1.kg-1 Rattus norvegicus
CL 571.8 mL.min-1.kg-1 Homo sapiens
CL 240.0 mL.min-1.kg-1 Rattus norvegicus
Fu 0.01 - Rattus norvegicus
Fu 0.02 - Homo sapiens
Fu 0.01 - Rattus norvegicus
T1/2 0.28 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
22607673 10.1016/j.bmcl.2012.04.112 Metabotropic glutamate receptor 3 5
22607673 10.1016/j.bmcl.2012.04.112 Metabotropic glutamate receptor 5 3
22607673 10.1016/j.bmcl.2012.04.112 Plasma 3
22607673 10.1016/j.bmcl.2012.04.112 Rattus norvegicus 3
22607673 10.1016/j.bmcl.2012.04.112 ADMET 2
22607673 10.1016/j.bmcl.2012.04.112 Brain 2
22607673 10.1016/j.bmcl.2012.04.112 Liver microsomes 2
22607673 10.1016/j.bmcl.2012.04.112 Nucleic Acid 1
22607673 10.1016/j.bmcl.2012.04.112 Unchecked 1
22607673 10.1016/j.bmcl.2012.04.112 Cytochrome P450 1A2 1
22607673 10.1016/j.bmcl.2012.04.112 Cytochrome P450 2D6 1
22607673 10.1016/j.bmcl.2012.04.112 Cytochrome P450 2C9 1
22607673 10.1016/j.bmcl.2012.04.112 Cytochrome P450 3A4 1
22607673 10.1016/j.bmcl.2012.04.112 Metabotropic glutamate receptor 2 1
23718281 10.1021/jm400439t Metabotropic glutamate receptor 3 1

Data from ChEMBL 36 via Core Engine