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Compound Detail

CHEMBL313041

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COc1ccc(C2=NNC(=O)C3CC=CCC23)cc1OC

Basic Information

ChEMBL ID CHEMBL313041
Phase Preclinical
Structure Type MOL
InChI Key MRBFFQVXMIGKST-UHFFFAOYSA-N
3
Targets
4
Activities
2
Assay Types
1
PK Parameters
14
Publications
0
Known Names

Molecular Properties

286.3
MW (Da)
2.12
ALogP
4
HBA
1
HBD
59.9
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 C16H18N2O3
MW 286.33
Aromatic Rings 1
Heavy Atoms 21
NP-Likeness -0.18

Activity Summary

IC50 2 meas. best 7.0
Ki 2 meas. best 8.2

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
3',5'-cyclic-AMP phosphodiesterase 4D
CHEMBL288
Ki 8.2 8.2 6.3 1
Phosphodiesterase 4
CHEMBL2093863
IC50 7.0 7.0 100.0 1
3',5'-cyclic-AMP phosphodiesterase 4D
CHEMBL288
IC50 6.67 6.67 213.0 1
3',5'-cyclic-AMP phosphodiesterase 4B
CHEMBL275
Ki 6.6 6.6 250.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 3.522 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
19256502 10.1021/jm8010993 Mus musculus 6
19014888 10.1016/j.bmc.2008.10.065 Sodium-dependent dopamine transporter 2
19014888 10.1016/j.bmc.2008.10.065 Sodium-dependent serotonin transporter 2
19014888 10.1016/j.bmc.2008.10.065 Sodium-dependent noradrenaline transporter 2
19256502 10.1021/jm8010993 Sodium-dependent dopamine transporter 2
19256502 10.1021/jm8010993 Sodium-dependent serotonin transporter 2
19256502 10.1021/jm8010993 Sodium-dependent noradrenaline transporter 2
12036361 10.1021/jm0110338 Phosphodiesterase 4 1
19014888 10.1016/j.bmc.2008.10.065 3',5'-cyclic-AMP phosphodiesterase 4D 1
19256502 10.1021/jm8010993 3',5'-cyclic-AMP phosphodiesterase 4D 1
19256502 10.1021/jm8010993 3',5'-cyclic-AMP phosphodiesterase 4B 1
19256502 10.1021/jm8010993 3',5'-cyclic-AMP phosphodiesterase 4A 1
19256502 10.1021/jm8010993 ADMET 1
19256502 10.1021/jm8010993 Liver microsomes 1

Data from ChEMBL 36 via Core Engine