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Compound Detail

CHEMBL5415232

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Nc1nn(-c2ccccc2)nc1C(=O)NCc1ccc(C(=O)NO)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5415232
Phase Preclinical
Structure Type MOL
InChI Key NRYKLRJVRBXJSZ-UHFFFAOYSA-N
25
Targets
26
Activities
1
Assay Types
4
PK Parameters
20
Publications
0
Known Names

Molecular Properties

352.4
MW (Da)
0.90
ALogP
7
HBA
4
HBD
135.2
PSA (Ų)
0.40
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H16N6O3
MW 352.35
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -1.34

Activity Summary

IC50 26 meas. best 8.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 1
CHEMBL325
 IC50 8.6 8.575 2.5 2
Histone deacetylase 6
CHEMBL1865
 IC50 8.57 8.57 2.7 1
Histone deacetylase 2
CHEMBL1937
 IC50 8.51 8.51 3.1 1
Histone deacetylase 3
CHEMBL1829
 IC50 8.22 8.22 6.0 1
DOHH-2
CHEMBL2366181
 IC50 7.44 7.44 36.0 1
Jurkat
CHEMBL397
 IC50 7.08 7.08 83.0 1
HCT-116
CHEMBL394
 IC50 7.05 7.05 90.0 1
CAKI-1
CHEMBL614067
 IC50 7.01 7.01 98.0 1
ES-2
CHEMBL5058622
 IC50 6.9 6.9 126.0 1
K562
CHEMBL385
 IC50 6.82 6.82 150.0 1
MIA PaCa-2
CHEMBL614725
 IC50 6.78 6.78 166.3 1
HeLa
CHEMBL399
 IC50 6.75 6.75 180.0 1
PC-9
CHEMBL614102
 IC50 6.75 6.75 179.0 1
NCI-N87
CHEMBL614197
 IC50 6.74 6.74 183.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 6.71 6.71 195.0 1
MDA-MB-231
CHEMBL400
 IC50 6.64 6.64 231.0 1
HEK293
CHEMBL614818
 IC50 6.58 6.58 261.0 1
PC-3
CHEMBL390
 IC50 6.55 6.55 282.0 1
MC-38
CHEMBL612821
 IC50 6.55 6.55 280.0 1
ZR-75-1
CHEMBL614393
 IC50 6.52 6.52 299.0 1
A549
CHEMBL392
 IC50 6.39 6.39 403.0 1
Histone deacetylase 7
CHEMBL2716
 IC50 6.12 6.12 751.0 1
Histone deacetylase 9
CHEMBL4145
 IC50 5.94 5.94 1138.0 1
Histone deacetylase 4
CHEMBL3524
 IC50 5.69 5.69 2056.0 1
Histone deacetylase 5
CHEMBL2563
 IC50 5.19 5.19 6418.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 2917.0 ng.hr.mL-1 Mus musculus
Cmax 7705.41 nM Mus musculus
T1/2 5.03 hr Mus musculus
Tmax 0.25 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 1 IC50 = 2.5 nM 8.6 Inhibition of HDAC1 (unknown origin) 36934335
Histone deacetylase 6 IC50 = 2.7 nM 8.57 Inhibition of HDAC6 (unknown origin) assessed as release of fluorogenic AMC prei... 36934335
Histone deacetylase 1 IC50 = 2.8 nM 8.55 Inhibition of HDAC1 (unknown origin) assessed as release of fluorogenic AMC prei... 36934335
Histone deacetylase 2 IC50 = 3.1 nM 8.51 Inhibition of HDAC2 (unknown origin) assessed as release of fluorogenic AMC prei... 36934335
Histone deacetylase 3 IC50 = 6.0 nM 8.22 Inhibition of HDAC3 (unknown origin) assessed as release of fluorogenic AMC prei... 36934335
DOHH-2 IC50 = 36.0 nM 7.44 Antiproliferative activity against human DOHH-2 cells assessed as reduction of c... 36934335
Jurkat IC50 = 83.0 nM 7.08 Antiproliferative activity against human Jurkat cells assessed as reduction of c... 36934335
HCT-116 IC50 = 90.0 nM 7.05 Antiproliferative activity against human HCT-116 cells assessed as reduction of ... 36934335
CAKI-1 IC50 = 98.0 nM 7.01 Antiproliferative activity against human CAKI-1 cells assessed as reduction of c... 36934335
ES-2 IC50 = 126.0 nM 6.9 Antiproliferative activity against human ES2 cells assessed as reduction of cell... 36934335
K562 IC50 = 150.0 nM 6.82 Antiproliferative activity against human K562 cells assessed as reduction of cel... 36934335
MIA PaCa-2 IC50 = 166.3 nM 6.78 Antiproliferative activity against human MIA PaCa-2 cells assessed as reduction ... 36934335
HeLa IC50 = 180.0 nM 6.75 Antiproliferative activity against human HeLa cells assessed as reduction of cel... 36934335
PC-9 IC50 = 179.0 nM 6.75 Antiproliferative activity against human PC-9 cells assessed as reduction of cel... 36934335
NCI-N87 IC50 = 183.0 nM 6.74 Antiproliferative activity against human NCI-N87 cells assessed as reduction of ... 36934335
Histone deacetylase 8 IC50 = 195.0 nM 6.71 Inhibition of HDAC8 (unknown origin) assessed as release of fluorogenic AMC prei... 36934335
MDA-MB-231 IC50 = 231.0 nM 6.64 Antiproliferative activity against human MDA-MB-231 cells assessed as reduction ... 36934335
HEK293 IC50 = 261.0 nM 6.58 Antiproliferative activity against human HEK293 cells assessed as reduction of c... 36934335
MC-38 IC50 = 280.0 nM 6.55 Antiproliferative activity against mouse MC38 cells assessed as reduction of cel... 36934335
PC-3 IC50 = 282.0 nM 6.55 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 MC-38 9
36934335 10.1021/acs.jmedchem.2c01985 ADMET 7
36934335 10.1021/acs.jmedchem.2c01985 Unchecked 6
36934335 10.1021/acs.jmedchem.2c01985 Histone deacetylase 4
36934335 10.1021/acs.jmedchem.2c01985 HCT-116 4
36934335 10.1021/acs.jmedchem.2c01985 Histone deacetylase 1 2
36934335 10.1021/acs.jmedchem.2c01985 MDA-MB-231 1
36934335 10.1021/acs.jmedchem.2c01985 PC-3 1
36934335 10.1021/acs.jmedchem.2c01985 MIA PaCa-2 1
36934335 10.1021/acs.jmedchem.2c01985 CAKI-1 1
36934335 10.1021/acs.jmedchem.2c01985 HeLa 1
36934335 10.1021/acs.jmedchem.2c01985 PC-9 1
36934335 10.1021/acs.jmedchem.2c01985 A549 1
36934335 10.1021/acs.jmedchem.2c01985 Histone deacetylase 2 1
36934335 10.1021/acs.jmedchem.2c01985 Histone deacetylase 9 1
36934335 10.1021/acs.jmedchem.2c01985 Histone deacetylase 8 1
36934335 10.1021/acs.jmedchem.2c01985 Histone deacetylase 7 1
36934335 10.1021/acs.jmedchem.2c01985 Histone deacetylase 6 1
36934335 10.1021/acs.jmedchem.2c01985 Histone deacetylase 5 1
36934335 10.1021/acs.jmedchem.2c01985 Histone deacetylase 4 1

Data from ChEMBL 36 via Core Engine