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Compound Detail

CHEMBL57818

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NC1=CC(=O)c2ccc(-c3ccccn3)nc2C1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL57818
Phase Preclinical
Structure Type MOL
InChI Key UMMNKCUSQIKSGP-UHFFFAOYSA-N
7
Targets
10
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

251.2
MW (Da)
1.37
ALogP
5
HBA
1
HBD
85.9
PSA (Ų)
0.83
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C14H9N3O2
MW 251.25
Aromatic Rings 2
Heavy Atoms 19
NP-Likeness 0.32

Activity Summary

IC50 6 meas. best 6.89
EC50 2 meas. best 6.4
Ki 2 meas. best 5.09

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Protein-arginine deiminase type-3
CHEMBL1909488
 IC50 6.89 6.89 130.0 1
Protein-arginine deiminase type-2
CHEMBL1909487
 IC50 6.5 6.5 320.0 1
U2OS
CHEMBL615023
 EC50 6.4 6.4 400.0 1
NIH3T3
CHEMBL614822
 EC50 6.22 6.22 600.0 1
Protein-arginine deiminase type-4
CHEMBL6111
 IC50 6.19 6.19 640.0 1
Protein-arginine deiminase type-1
CHEMBL1909486
 IC50 6.02 6.02 950.0 1
MDA-MB-468
CHEMBL614335
 IC50 5.28 5.0 5300.0 2
Protein-arginine deiminase type-2
CHEMBL1909487
 Ki 5.09 5.09 8080.0 1
Protein-arginine deiminase type-4
CHEMBL6111
 Ki 4.7 4.7 20100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Protein-arginine deiminase type-3 IC50 = 130.0 nM 6.89 Inhibition of recombinant wild-type PAD3 (unknown origin) using N-alpha-Benzoyl-... 24440480
Protein-arginine deiminase type-2 IC50 = 320.0 nM 6.5 Inhibition of recombinant wild-type PAD2 (unknown origin) using N-alpha-Benzoyl-... 24440480
U2OS EC50 = 400.0 nM 6.4 Cytotoxicity against human U2OS cells after 3 days by XTT-PMS assay 24440480
NIH3T3 EC50 = 600.0 nM 6.22 Cytotoxicity against mouse NIH/3T3 cells after 3 days by XTT-PMS assay 24440480
Protein-arginine deiminase type-4 IC50 = 640.0 nM 6.19 Inhibition of recombinant wild-type PAD4 (unknown origin) using N-alpha-Benzoyl-... 24440480
Protein-arginine deiminase type-1 IC50 = 950.0 nM 6.02 Inhibition of recombinant wild-type PAD1 (unknown origin) using N-alpha-Benzoyl-... 24440480
MDA-MB-468 IC50 = 5300.0 nM 5.28 Cytotoxicity against human MDA-MB-468 cells expressing NQO1 incubated for 2 hrs ... 23574193
Protein-arginine deiminase type-2 Ki = 8080.0 nM 5.09 Inhibition of recombinant wild-type PAD2 (unknown origin) using N-alpha-Benzoyl-... 24440480
MDA-MB-468 IC50 = 19000.0 nM 4.72 Cytotoxicity against NQO1-deficient human wild type MDA-MB-468 cells incubated f... 23574193
Protein-arginine deiminase type-4 Ki = 20100.0 nM 4.7 Inhibition of recombinant wild-type PAD4 (unknown origin) using N-alpha-Benzoyl-... 24440480

Literature References

PubMed DOI Target Context # Activities
24440480 10.1016/j.bmc.2013.12.064 Protein-arginine deiminase type-4 14
24440480 10.1016/j.bmc.2013.12.064 Protein-arginine deiminase type-2 8
24440480 10.1016/j.bmc.2013.12.064 Protein-arginine deiminase type-1 3
24440480 10.1016/j.bmc.2013.12.064 Protein-arginine deiminase type-3 3
23574193 10.1021/jm301689x MDA-MB-468 3
24440480 10.1016/j.bmc.2013.12.064 U2OS 2
24440480 10.1016/j.bmc.2013.12.064 NIH3T3 2
3656364 10.1021/jm00393a040 P388 1
23574193 10.1021/jm301689x NAD(P)H dehydrogenase [quinone] 1 1
3656364 10.1021/jm00393a040 Epidermoid carcinoma cell line 1
3656364 10.1021/jm00393a040 Staphylococcus aureus 1
3656364 10.1021/jm00393a040 B16 1
3656364 10.1021/jm00393a040 L1210 1
3656364 10.1021/jm00393a040 CCRF-CEM 1
3656364 10.1021/jm00393a040 Pseudomonas aeruginosa 1
3656364 10.1021/jm00393a040 Candida albicans 1
3656364 10.1021/jm00393a040 Mycolicibacterium smegmatis 1
3656364 10.1021/jm00393a040 Klebsiella pneumoniae 1
3656364 10.1021/jm00393a040 Salmonella enterica subsp. enterica serovar Gallinarum 1
3656364 10.1021/jm00393a040 Escherichia coli 1

Data from ChEMBL 36 via Core Engine