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Compound Detail

CHEMBL567570

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C[C@@H]1CN(C(=O)c2ccccc2)CCN1C(=O)C(=O)c1c[nH]c2ccccc12

Basic Information

ChEMBL ID CHEMBL567570
Phase Preclinical
Structure Type MOL
InChI Key KDUIBMLGMZJDAG-OAHLLOKOSA-N
5
Targets
8
Activities
2
Assay Types
1
PK Parameters
16
Publications
0
Known Names

Molecular Properties

375.4
MW (Da)
2.72
ALogP
3
HBA
1
HBD
73.5
PSA (Ų)
0.57
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 C22H21N3O3
MW 375.43
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -1.06

Activity Summary

EC50 5 meas. best 8.4
IC50 3 meas. best 5.58

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus 1
CHEMBL378
EC50 8.4 8.355 4.0 2
Unchecked
CHEMBL612545
EC50 8.4 8.37 4.0 3
Cytochrome P450 2C19
CHEMBL3622
IC50 5.58 5.58 2600.0 1
Cytochrome P450 2D6
CHEMBL289
IC50 5.32 5.32 4800.0 1
Cytochrome P450 2C9
CHEMBL3397
IC50 5.28 5.28 5200.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 16.9 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
19769332 10.1021/jm900843g Unchecked 2
19769332 10.1021/jm900843g No relevant target 2
19769332 10.1021/jm900843g Cytochrome P450 3A4 2
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
25203778 10.1016/j.ejmech.2014.09.012 Unchecked 1
30940396 10.1016/j.bmcl.2019.03.018 Human immunodeficiency virus 1 1
30940396 10.1016/j.bmcl.2019.03.018 MT2 1

Data from ChEMBL 36 via Core Engine