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Compound Detail

CHEMBL4521971

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Clc1cc2c(NC3CCCC3)nnc(-c3ccncc3)c2cc1Cl

Basic Information

ChEMBL ID CHEMBL4521971
Phase Preclinical
Structure Type MOL
InChI Key ABGOSOMRWSYAOB-UHFFFAOYSA-N
10
Targets
31
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

359.3
MW (Da)
5.35
ALogP
4
HBA
1
HBD
50.7
PSA (Ų)
0.68
QED
1
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C18H16Cl2N4
MW 359.26
Aromatic Rings 3
Heavy Atoms 24
NP-Likeness -1.04

Activity Summary

IC50 17 meas. best 7.6
Ki 12 meas. best 7.92
EC50 2 meas. best 6.58

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A1
CHEMBL226
Ki 7.92 7.8 12.0 2
Histone-lysine N-methyltransferase KMT5B
CHEMBL2321645
IC50 7.6 7.6 25.0 3
Adenosine receptor A2a
CHEMBL251
Ki 7.55 7.55 28.0 2
Histone-lysine N-methyltransferase KMT5C
CHEMBL2321644
IC50 6.84 6.84 144.0 3
Unchecked
CHEMBL612545
IC50 6.68 6.267 211.0 10
Histone-lysine N-methyltransferase KMT5C
CHEMBL2321644
EC50 6.58 6.58 262.0 1
Histone-lysine N-methyltransferase KMT5B
CHEMBL2321645
EC50 6.58 6.58 262.0 1
Gamma-aminobutyric acid receptor subunit alpha-1
CHEMBL1962
Ki 5.75 5.75 1800.0 1
Unchecked
CHEMBL612545
Ki 5.75 5.75 1800.0 1
Adenosine receptor A3
CHEMBL256
Ki 5.7 5.7 2000.0 2
Substance-K receptor
CHEMBL2327
Ki 5.39 5.39 4100.0 2
Delta-type opioid receptor
CHEMBL236
Ki 5.05 5.05 9000.0 2
FLC clone 745
CHEMBL6066809
IC50 4.7 4.7 20000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A1 Ki = 12.0 nM 7.92 Selectivity interaction (CEREP panel (GPCRS, ion channels, transporters)) EUB000... -
Adenosine receptor A1 Ki = 21.0 nM 7.68 Inhibition of human Adenosine receptor A1 assessed as inhibition constant 28114273
Histone-lysine N-methyltransferase KMT5B IC50 = 25.0 nM 7.6 Affinity Biochemical interaction (Scintillation proximity assay (SPA)) EUB000019... -
Histone-lysine N-methyltransferase KMT5B IC50 = 25.0 nM 7.6 Inhibition of recombinant human 6His-(Tev)-G-SUV420H1 (69 to 335 residues) using... 28114273
Histone-lysine N-methyltransferase KMT5B IC50 = 25.0 nM 7.6 Inhibition of recombinant human 6His-(Tev)-G-SUV420H1 (69 to 335 residues) using... 28114273
Adenosine receptor A2a Ki = 28.0 nM 7.55 Selectivity interaction (CEREP panel (GPCRS, ion channels, transporters)) EUB000... -
Adenosine receptor A2a Ki = 28.0 nM 7.55 Inhibition of human Adenosine receptor A2a assessed as inhibition constant 28114273
Histone-lysine N-methyltransferase KMT5C IC50 = 144.0 nM 6.84 Affinity Biochemical interaction (Scintillation proximity assay (SPA)) EUB000019... -
Histone-lysine N-methyltransferase KMT5C IC50 = 144.0 nM 6.84 Inhibition of human SUV420H2 using Biotin-tagged H4K20me1 and [3H-SAM] as substr... 28114273
Histone-lysine N-methyltransferase KMT5C IC50 = 144.0 nM 6.84 Inhibition of human SUV420H2 using Biotin-tagged H4K20me1 and [3H-SAM] as substr... 28114273
Unchecked IC50 = 211.0 nM 6.68 Inhibition of H4K20me3 in human LNCaP cells incubated for 48 hrs by Western blot... 28114273
Histone-lysine N-methyltransferase KMT5C EC50 = 262.0 nM 6.58 Affinity Phenotypic Cellular interaction (Western Blot (decrease in di-methylati... -
Histone-lysine N-methyltransferase KMT5B EC50 = 262.0 nM 6.58 Affinity Phenotypic Cellular interaction (Western Blot (decrease in di-methylati... -
Unchecked IC50 = 262.0 nM 6.58 Inhibition of H4K20me2 in human U2OS cells incubated for 48 hrs by Western blott... 28114273
Unchecked IC50 = 370.0 nM 6.43 Inhibition of H4K20me3 in human U2OS cells incubated for 48 hrs by Western blott... 28114273
Unchecked IC50 = 502.0 nM 6.3 Inhibition of H4K20me3 in human U2OS cells assessed as decrease in methylation l... 28114273
Unchecked IC50 = 511.0 nM 6.29 Inhibition of H4K20me2 in human LNCaP cells incubated for 48 hrs by Western blot... 28114273
Unchecked IC50 = 521.0 nM 6.28 Inhibition of H4K20me3 in human PC-3 cells assessed as decrease in methylation l... 28114273
Unchecked IC50 = 686.0 nM 6.16 Inhibition of H4K20me1 in human PC-3 cells assessed as increase in methylation l... 28114273
Unchecked IC50 = 736.0 nM 6.13 Inhibition of H4K20me1 in human U2OS cells incubated for 48 hrs by Western blott... 28114273

Literature References

PubMed DOI Target Context # Activities
28114273 10.1038/nchembio.2282 Unchecked 30
28114273 10.1038/nchembio.2282 Histone-lysine N-methyltransferase Suv4-20 20
28114273 10.1038/nchembio.2282 U2OS 20
- 10.6019/CHEMBL5724558 Colon cancer organoid 12
- 10.6019/CHEMBL5674860 Colon cancer organoid 12
- 10.6019/CHEMBL4689842 Fibroblast 9
- 10.6019/CHEMBL4689842 U2OS 9
28114273 10.1038/nchembio.2282 B-cell 8
28114273 10.1038/nchembio.2282 Histone-lysine N-methyltransferase KMT5B 8
- 10.6019/CHEMBL4689842 HEK-293T 6
- 10.6019/CHEMBL5608141 Colon cancer organoid 6
28114273 10.1038/nchembio.2282 Histone-lysine N-methyltransferase KMT5C 5
- 10.1158/2159-8290.CD-23-0050 Colon cancer organoid 5
28114273 10.1038/nchembio.2282 HeLa 3
28114273 10.1038/nchembio.2282 Kappa-type opioid receptor 3
28114273 10.1038/nchembio.2282 Delta-type opioid receptor 3
28114273 10.1038/nchembio.2282 PC-3 2
28114273 10.1038/nchembio.2282 LNCaP 2
- 10.6019/CHEMBL5212743 Adenosine receptor A1 2
- 10.6019/CHEMBL5212743 Adenosine receptor A3 2

Data from ChEMBL 36 via Core Engine