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Compound Detail

CHEMBL5431071

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Nc1ccccc1NC(=O)c1ccc(CNC(=O)c2nn(-c3ccccc3Cl)nc2N)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5431071
Phase Preclinical
Structure Type MOL
InChI Key BPVZRJLWWCCMKG-UHFFFAOYSA-N
19
Targets
20
Activities
1
Assay Types
8
PK Parameters
20
Publications
0
Known Names

Molecular Properties

461.9
MW (Da)
3.27
ALogP
7
HBA
4
HBD
140.9
PSA (Ų)
0.32
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H20ClN7O2
MW 461.91
Aromatic Rings 4
Heavy Atoms 33
NP-Likeness -1.43

Activity Summary

IC50 20 meas. best 7.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
ES-2
CHEMBL5058622
 IC50 7.82 7.82 15.0 1
Histone deacetylase 1
CHEMBL325
 IC50 7.33 7.305 47.0 2
DOHH-2
CHEMBL2366181
 IC50 7.19 7.19 65.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 6.9 6.9 125.0 1
Jurkat
CHEMBL397
 IC50 6.9 6.9 126.0 1
PC-9
CHEMBL614102
 IC50 6.6 6.6 249.0 1
CAKI-1
CHEMBL614067
 IC50 6.6 6.6 252.0 1
MIA PaCa-2
CHEMBL614725
 IC50 6.53 6.53 297.0 1
K562
CHEMBL385
 IC50 6.46 6.46 345.0 1
MDA-MB-231
CHEMBL400
 IC50 6.37 6.37 425.0 1
Histone deacetylase 3
CHEMBL1829
 IC50 6.35 6.35 450.0 1
HCT-116
CHEMBL394
 IC50 6.25 6.25 560.0 1
NCI-N87
CHEMBL614197
 IC50 6.22 6.22 607.0 1
HeLa
CHEMBL399
 IC50 6.19 6.19 644.0 1
MC-38
CHEMBL612821
 IC50 6.18 6.18 660.0 1
ZR-75-1
CHEMBL614393
 IC50 5.95 5.95 1125.0 1
HEK293
CHEMBL614818
 IC50 5.9 5.9 1256.0 1
A549
CHEMBL392
 IC50 5.85 5.85 1425.0 1
PC-3
CHEMBL390
 IC50 5.78 5.78 1657.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 15278.0 ng.hr.mL-1 Mus musculus
AUC 5864.0 ng.hr.mL-1 Mus musculus
Cmax 20692.34 nM Mus musculus
Cmax 17598.67 nM Mus musculus
F 65.1 % Mus musculus
T1/2 2.49 hr Mus musculus
T1/2 0.85 hr Mus musculus
Tmax 0.42 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
ES-2 IC50 = 15.0 nM 7.82 Antiproliferative activity against human ES2 cells assessed as reduction of cell... 36934335
Histone deacetylase 1 IC50 = 47.0 nM 7.33 Inhibition of HDAC1 (unknown origin) assessed as release of fluorogenic AMC prei... 36934335
Histone deacetylase 1 IC50 = 52.0 nM 7.28 Inhibition of HDAC1 (unknown origin) 36934335
DOHH-2 IC50 = 65.0 nM 7.19 Antiproliferative activity against human DOHH-2 cells assessed as reduction of c... 36934335
Histone deacetylase 2 IC50 = 125.0 nM 6.9 Inhibition of HDAC2 (unknown origin) assessed as release of fluorogenic AMC prei... 36934335
Jurkat IC50 = 126.0 nM 6.9 Antiproliferative activity against human Jurkat cells assessed as reduction of c... 36934335
PC-9 IC50 = 249.0 nM 6.6 Antiproliferative activity against human PC-9 cells assessed as reduction of cel... 36934335
CAKI-1 IC50 = 252.0 nM 6.6 Antiproliferative activity against human CAKI-1 cells assessed as reduction of c... 36934335
MIA PaCa-2 IC50 = 297.0 nM 6.53 Antiproliferative activity against human MIA PaCa-2 cells assessed as reduction ... 36934335
K562 IC50 = 345.0 nM 6.46 Antiproliferative activity against human K562 cells assessed as reduction of cel... 36934335
MDA-MB-231 IC50 = 425.0 nM 6.37 Antiproliferative activity against human MDA-MB-231 cells assessed as reduction ... 36934335
Histone deacetylase 3 IC50 = 450.0 nM 6.35 Inhibition of HDAC3 (unknown origin) assessed as release of fluorogenic AMC prei... 36934335
HCT-116 IC50 = 560.0 nM 6.25 Antiproliferative activity against human HCT-116 cells assessed as reduction of ... 36934335
NCI-N87 IC50 = 607.0 nM 6.22 Antiproliferative activity against human NCI-N87 cells assessed as reduction of ... 36934335
HeLa IC50 = 644.0 nM 6.19 Antiproliferative activity against human HeLa cells assessed as reduction of cel... 36934335
MC-38 IC50 = 660.0 nM 6.18 Antiproliferative activity against mouse MC38 cells assessed as reduction of cel... 36934335
ZR-75-1 IC50 = 1125.0 nM 5.95 Antiproliferative activity against human ZR-75-1 cells assessed as reduction of ... 36934335
HEK293 IC50 = 1256.0 nM 5.9 Antiproliferative activity against human HEK293 cells assessed as reduction of c... 36934335
A549 IC50 = 1425.0 nM 5.85 Antiproliferative activity against human A549 cells assessed as reduction of cel... 36934335
PC-3 IC50 = 1657.0 nM 5.78 Antiproliferative activity against human PC-3 cells assessed as reduction of cel... 36934335

Literature References

PubMed DOI Target Context # Activities
36934335 10.1021/acs.jmedchem.2c01985 ADMET 14
36934335 10.1021/acs.jmedchem.2c01985 MC-38 11
36934335 10.1021/acs.jmedchem.2c01985 Unchecked 8
36934335 10.1021/acs.jmedchem.2c01985 HCT-116 7
36934335 10.1021/acs.jmedchem.2c01985 Histone deacetylase 4
36934335 10.1021/acs.jmedchem.2c01985 Histone deacetylase 1 2
36934335 10.1021/acs.jmedchem.2c01985 Histone deacetylase 3 1
36934335 10.1021/acs.jmedchem.2c01985 Histone deacetylase 4 1
36934335 10.1021/acs.jmedchem.2c01985 Histone deacetylase 5 1
36934335 10.1021/acs.jmedchem.2c01985 Histone deacetylase 6 1
36934335 10.1021/acs.jmedchem.2c01985 Histone deacetylase 7 1
36934335 10.1021/acs.jmedchem.2c01985 Histone deacetylase 8 1
36934335 10.1021/acs.jmedchem.2c01985 Histone deacetylase 9 1
36934335 10.1021/acs.jmedchem.2c01985 MDA-MB-231 1
36934335 10.1021/acs.jmedchem.2c01985 A549 1
36934335 10.1021/acs.jmedchem.2c01985 PC-9 1
36934335 10.1021/acs.jmedchem.2c01985 HeLa 1
36934335 10.1021/acs.jmedchem.2c01985 CAKI-1 1
36934335 10.1021/acs.jmedchem.2c01985 MIA PaCa-2 1
36934335 10.1021/acs.jmedchem.2c01985 PC-3 1

Data from ChEMBL 36 via Core Engine