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Compound Detail

CHEMBL442078

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C[C@@H]1CN(C(=O)c2ccccc2)CCN1C(=O)C(=O)c1c[nH]c2ncccc12

Basic Information

ChEMBL ID CHEMBL442078
Phase Preclinical
Structure Type MOL
InChI Key CCGWWGUXCYXFJW-CQSZACIVSA-N
5
Targets
7
Activities
2
Assay Types
1
PK Parameters
16
Publications
0
Known Names

Molecular Properties

376.4
MW (Da)
2.12
ALogP
4
HBA
1
HBD
86.4
PSA (Ų)
0.56
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 C21H20N4O3
MW 376.42
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -1.39

Activity Summary

IC50 4 meas. best 7.52
EC50 3 meas. best 8.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus 1
CHEMBL378
EC50 8.77 8.77 1.7 2
Unchecked
CHEMBL612545
EC50 8.77 8.77 1.7 1
Human immunodeficiency virus 1
CHEMBL378
IC50 7.52 7.52 30.0 1
Cytochrome P450 2C9
CHEMBL3397
IC50 5.1 5.1 7900.0 1
Cytochrome P450 2C19
CHEMBL3622
IC50 5.0 5.0 10000.0 1
Cytochrome P450 2D6
CHEMBL289
IC50 4.77 4.77 17000.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 49.5 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
19769332 10.1021/jm900843g No relevant target 2
19769332 10.1021/jm900843g Cytochrome P450 3A4 2
18052117 10.1021/jm070650e Human immunodeficiency virus 1 1
18052117 10.1021/jm070650e ADMET 1
19769332 10.1021/jm900843g Unchecked 1
19769332 10.1021/jm900843g Liver microsomes 1
19769332 10.1021/jm900843g MT2 1
19769332 10.1021/jm900843g Caco-2 1
19769332 10.1021/jm900843g Voltage-gated inwardly rectifying potassium channel KCNH2 1
19769332 10.1021/jm900843g Cytochrome P450 1A2 1
19769332 10.1021/jm900843g Cytochrome P450 2C19 1
19769332 10.1021/jm900843g Cytochrome P450 2C9 1
19769332 10.1021/jm900843g Cytochrome P450 2D6 1
23200254 10.1016/j.bmcl.2012.10.120 HeLa 1
23200254 10.1016/j.bmcl.2012.10.120 Human immunodeficiency virus 1 1
26116177 10.1016/j.bmc.2015.06.016 Human immunodeficiency virus 1 1

Data from ChEMBL 36 via Core Engine