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Compound Detail

CHEMBL2336409

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Cc1cc(Nc2ccc(NC(=O)c3ccc(Nc4ccnc5ccccc45)cc3)cc2)nc(N)n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2336409
Phase Preclinical
Structure Type MOL
InChI Key QSYLKMKIVWJAAK-UHFFFAOYSA-N
19
Targets
43
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

461.5
MW (Da)
5.65
ALogP
7
HBA
4
HBD
117.8
PSA (Ų)
0.26
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H23N7O
MW 461.53
Aromatic Rings 5
Heavy Atoms 35
NP-Likeness -1.26

Activity Summary

IC50 39 meas. best 6.42
EC50 4 meas. best 6.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
DNA (cytosine-5)-methyltransferase 1
CHEMBL1993
 IC50 6.42 5.3363 382.0 8
K562
CHEMBL385
 IC50 6.22 6.08 600.0 2
THP-1
CHEMBL614245
 IC50 6.16 6.16 700.0 1
U-937
CHEMBL612794
 IC50 6.16 5.9133 700.0 3
DNA (cytosine-5)-methyltransferase 3A
CHEMBL1992
 IC50 6.05 5.575 900.0 2
DNA (cytosine-5)-methyltransferase 3A
CHEMBL1992
 EC50 6.05 6.05 900.0 1
HCT-116
CHEMBL394
 IC50 6.05 5.775 900.0 2
Raji
CHEMBL614628
 IC50 5.77 5.405 1700.0 2
KG-1
CHEMBL612264
 IC50 5.77 5.77 1700.0 1
MDA-MB-231
CHEMBL400
 IC50 5.77 5.545 1700.0 2
PC-3
CHEMBL390
 IC50 5.77 5.48 1700.0 2
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.77 5.77 1700.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 5.75 5.555 1800.0 2
DNMT3A2/3L complex
CHEMBL3137291
 IC50 5.72 5.36 1900.0 2
PBMC
CHEMBL613107
 IC50 5.7 5.16 2000.0 2
DU-145
CHEMBL613508
 IC50 5.47 5.47 3400.0 1
MAP2K3/Myc proto-oncogene protein
CHEMBL4888452
 IC50 5.42 5.1667 3800.0 3
DNA (cytosine-5)-methyltransferase 3B
CHEMBL6095
 IC50 5.12 5.12 7500.0 1
A549
CHEMBL392
 IC50 5.05 5.05 8900.0 1
DNA (cytosine-5)-methyltransferase 1
CHEMBL1993
 EC50 4.99 4.99 10200.0 1
Histone-lysine N-methyltransferase EHMT2
CHEMBL6032
 IC50 4.23 4.23 59000.0 1
Histone-lysine N-methyltransferase EHMT1
CHEMBL6031
 IC50 4.19 4.19 65000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
DNA (cytosine-5)-methyltransferase 1 IC50 = 382.0 nM 6.42 Inhibition of DNMT1 (unknown origin) 34052677
K562 IC50 = 600.0 nM 6.22 Antiproliferative activity against human K562 cells assessed as inhibition of ce... 36029561
THP-1 IC50 = 700.0 nM 6.16 Antiproliferative activity against human THP-1 cells assessed as inhibition of c... 36029561
U-937 IC50 = 700.0 nM 6.16 Antiproliferative activity against human U-937 cells assessed as inhibition of c... 36029561
DNA (cytosine-5)-methyltransferase 1 IC50 = 850.0 nM 6.07 Inhibition of human N-terminal 600 residues-deleted DNMT1 using poly(dI-dC) as s... 24387159
DNA (cytosine-5)-methyltransferase 3A EC50 = 900.0 nM 6.05 Inhibition of human C-terminal DNMT3A after 1 hr by fluorescence assay 26220519
DNA (cytosine-5)-methyltransferase 3A IC50 = 900.0 nM 6.05 Inhibition of human C-terminal DNMT3A (623 to 908 residues) using 5'-biotin labe... 32631516
HCT-116 IC50 = 900.0 nM 6.05 Antiproliferative activity against human HCT-116 cells assessed as inhibition of... 36029561
K562 IC50 = 1160.0 nM 5.94 Antiproliferative activity against human K562 cells after 72 hrs by MTT assay 28419930
U-937 IC50 = 1560.0 nM 5.81 Antiproliferative activity against human U937 cells after 72 hrs by MTT assay 28419930
MDA-MB-231 IC50 = 1700.0 nM 5.77 Cytotoxicity against human MDA-MB-231 cells 34655985
U-937 IC50 = 1700.0 nM 5.77 Cytotoxicity against human U-937 cells 34655985
KG-1 IC50 = 1700.0 nM 5.77 Cytotoxicity against human KG-1 cells 34655985
PC-3 IC50 = 1700.0 nM 5.77 Antiproliferative activity against human PC-3 cells 34655985
NON-PROTEIN TARGET IC50 = 1700.0 nM 5.77 Cytotoxicity against human U937 cells after 48 hrs by trypan blue exclusion assa... 24387159
Raji IC50 = 1700.0 nM 5.77 Cytotoxicity against human Raji cells 34655985
NON-PROTEIN TARGET EC50 = 1800.0 nM 5.75 Antiproliferative activity against human KARPAS299 cells after 2 to 4 days by AT... 26220519
DNMT3A2/3L complex IC50 = 1900.0 nM 5.72 Inhibition of N-terminal His-tagged human DNMT3A (623 to 912 residues)/N-termina... 36029561
PBMC IC50 = 2000.0 nM 5.7 Cytotoxicity activity against human PBMC cells assessed as inhibition of cell pr... 36029561
HCT-116 IC50 = 3200.0 nM 5.5 Cytotoxicity against human HCT-116 cells assessed as reduction in cell viability... 34333394

Literature References

PubMed DOI Target Context # Activities
34333394 10.1016/j.bmc.2021.116324 MAP2K3/Myc proto-oncogene protein 14
32191458 10.1021/acs.jmedchem.9b01895 Aldehyde oxidase 6
34333394 10.1016/j.bmc.2021.116324 HCT-116 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
33691794 10.1186/s13148-021-01037-1 A549 4
29953809 10.1021/acs.jmedchem.7b01926 DNA (cytosine-5)-methyltransferase 1 3
34333394 10.1016/j.bmc.2021.116324 Unchecked 3
26220519 10.1016/j.bmc.2015.06.066 NON-PROTEIN TARGET 2
23402879 10.1016/j.bmcl.2013.01.085 U-937 2
28463515 10.1021/acs.jmedchem.7b00176 DNA (cytosine-5)-methyltransferase 3A 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
28463515 10.1021/acs.jmedchem.7b00176 DNA (cytosine-5)-methyltransferase 1 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
24387159 10.1021/jm4012627 DNA (cytosine-5)-methyltransferase 1 2
36029561 10.1016/j.ejmech.2022.114646 DNA (cytosine-5)-methyltransferase 3A 2
24387159 10.1021/jm4012627 Unchecked 2
29953809 10.1021/acs.jmedchem.7b01926 Histone-lysine N-methyltransferase EHMT2 2
23402879 10.1016/j.bmcl.2013.01.085 DNA (cytosine-5)-methyltransferase 1 2
24387159 10.1021/jm4012627 Protein arginine N-methyltransferase 1 1
24387159 10.1021/jm4012627 PC-3 1

Data from ChEMBL 36 via Core Engine