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Compound Detail

CHEMBL4574404

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Cc1[nH]c2ccccc2c1CCNC(=O)CCCNCc1cc(Cl)c2cccnc2c1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4574404
Phase Preclinical
Structure Type MOL
InChI Key WPNHTKMCALCYSY-UHFFFAOYSA-N
8
Targets
8
Activities
1
Assay Types
0
PK Parameters
9
Publications
0
Known Names

Molecular Properties

451.0
MW (Da)
4.61
ALogP
4
HBA
4
HBD
90.0
PSA (Ų)
0.28
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H27ClN4O2
MW 450.97
Aromatic Rings 4
Heavy Atoms 32
NP-Likeness -0.86

Activity Summary

IC50 8 meas. best 6.16

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
KG-1
CHEMBL612264
 IC50 6.16 6.16 690.0 1
72 kDa type IV collagenase
CHEMBL333
 IC50 6.09 6.09 810.0 1
Matrix metalloproteinase-9
CHEMBL321
 IC50 5.89 5.89 1300.0 1
K562
CHEMBL385
 IC50 5.75 5.75 1800.0 1
HL-60
CHEMBL383
 IC50 5.4 5.4 4000.0 1
A549
CHEMBL392
 IC50 5.19 5.19 6400.0 1
MCF7
CHEMBL387
 IC50 5.11 5.11 7800.0 1
PC-3
CHEMBL390
 IC50 4.66 4.66 22000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
KG-1 IC50 = 690.0 nM 6.16 Antiproliferative activity against human KG1 cells assessed as reduction in cell... 31415980
72 kDa type IV collagenase IC50 = 810.0 nM 6.09 Inhibition of recombinant human MMP2 using thiopeptide as substrate preincubated... 31415980
Matrix metalloproteinase-9 IC50 = 1300.0 nM 5.89 Inhibition of recombinant human MMP9 using thiopeptide as substrate preincubated... 31415980
K562 IC50 = 1800.0 nM 5.75 Antiproliferative activity against human K562 cells assessed as reduction in cel... 31415980
HL-60 IC50 = 4000.0 nM 5.4 Antiproliferative activity against human HL60 cells assessed as reduction in cel... 31415980
A549 IC50 = 6400.0 nM 5.19 Antiproliferative activity against human A549 cells assessed as reduction in cel... 31415980
MCF7 IC50 = 7800.0 nM 5.11 Antiproliferative activity against human MCF7 cells assessed as reduction in cel... 31415980
PC-3 IC50 = 22000.0 nM 4.66 Antiproliferative activity against human PC3 cells assessed as reduction in cell... 31415980

Literature References

PubMed DOI Target Context # Activities
31415980 10.1016/j.ejmech.2019.111563 A549 17
31415980 10.1016/j.ejmech.2019.111563 72 kDa type IV collagenase 3
31415980 10.1016/j.ejmech.2019.111563 Matrix metalloproteinase-9 3
31415980 10.1016/j.ejmech.2019.111563 HUVEC 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 PC-3 1
31415980 10.1016/j.ejmech.2019.111563 MCF7 1

Data from ChEMBL 36 via Core Engine