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Compound Detail

CHEMBL4586740

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O=C(CCCNCc1cc(Cl)c2cccnc2c1O)Nc1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4586740
Phase Preclinical
Structure Type MOL
InChI Key GPYUMRKOXLEEOM-UHFFFAOYSA-N
8
Targets
8
Activities
1
Assay Types
0
PK Parameters
9
Publications
0
Known Names

Molecular Properties

369.9
MW (Da)
4.10
ALogP
4
HBA
3
HBD
74.2
PSA (Ų)
0.55
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H20ClN3O2
MW 369.85
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -1.13

Activity Summary

IC50 8 meas. best 5.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
KG-1
CHEMBL612264
 IC50 5.8 5.8 1600.0 1
HL-60
CHEMBL383
 IC50 5.72 5.72 1900.0 1
K562
CHEMBL385
 IC50 5.72 5.72 1900.0 1
Matrix metalloproteinase-9
CHEMBL321
 IC50 5.5 5.5 3200.0 1
72 kDa type IV collagenase
CHEMBL333
 IC50 5.42 5.42 3800.0 1
PC-3
CHEMBL390
 IC50 5.11 5.11 7700.0 1
MCF7
CHEMBL387
 IC50 5.05 5.05 9000.0 1
A549
CHEMBL392
 IC50 4.77 4.77 17000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
KG-1 IC50 = 1600.0 nM 5.8 Antiproliferative activity against human KG1 cells assessed as reduction in cell... 31415980
HL-60 IC50 = 1900.0 nM 5.72 Antiproliferative activity against human HL60 cells assessed as reduction in cel... 31415980
K562 IC50 = 1900.0 nM 5.72 Antiproliferative activity against human K562 cells assessed as reduction in cel... 31415980
Matrix metalloproteinase-9 IC50 = 3200.0 nM 5.5 Inhibition of recombinant human MMP9 using thiopeptide as substrate preincubated... 31415980
72 kDa type IV collagenase IC50 = 3800.0 nM 5.42 Inhibition of recombinant human MMP2 using thiopeptide as substrate preincubated... 31415980
PC-3 IC50 = 7700.0 nM 5.11 Antiproliferative activity against human PC3 cells assessed as reduction in cell... 31415980
MCF7 IC50 = 9000.0 nM 5.05 Antiproliferative activity against human MCF7 cells assessed as reduction in cel... 31415980
A549 IC50 = 17000.0 nM 4.77 Antiproliferative activity against human A549 cells assessed as reduction in cel... 31415980

Literature References

PubMed DOI Target Context # Activities
31415980 10.1016/j.ejmech.2019.111563 72 kDa type IV collagenase 2
31415980 10.1016/j.ejmech.2019.111563 Matrix metalloproteinase-9 2
31415980 10.1016/j.ejmech.2019.111563 HL-60 1
31415980 10.1016/j.ejmech.2019.111563 K562 1
31415980 10.1016/j.ejmech.2019.111563 KG-1 1
31415980 10.1016/j.ejmech.2019.111563 A549 1
31415980 10.1016/j.ejmech.2019.111563 PC-3 1
31415980 10.1016/j.ejmech.2019.111563 MCF7 1
31415980 10.1016/j.ejmech.2019.111563 HUVEC 1

Data from ChEMBL 36 via Core Engine