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Compound Detail

CHEMBL585498

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C[C@@H]1CN(C(=O)c2ccccc2)CCN1C(=O)C(=O)c1c[nH]c2ccncc12

Basic Information

ChEMBL ID CHEMBL585498
Phase Preclinical
Structure Type MOL
InChI Key ZWGZFELFBFJIHY-CQSZACIVSA-N
4
Targets
5
Activities
2
Assay Types
1
PK Parameters
13
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 -1.27

Activity Summary

IC50 3 meas. best 5.03
EC50 2 meas. best 6.24

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus 1
CHEMBL378
EC50 6.24 6.24 580.0 1
Unchecked
CHEMBL612545
EC50 6.24 6.24 575.9 1
Cytochrome P450 3A4
CHEMBL340
IC50 5.03 4.89 9300.0 2
Cytochrome P450 2C19
CHEMBL3622
IC50 4.77 4.77 17000.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 100.0 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
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

Data from ChEMBL 36 via Core Engine