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Compound Detail

CHEMBL3818617

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CCN(C(=O)CO)[C@H]1CN(/C(=N\C#N)Nc2cccc(OC(F)F)c2)N=C1c1ccc(Cl)c(Cl)c1

Basic Information

ChEMBL ID CHEMBL3818617
Phase Preclinical
Structure Type MOL
InChI Key OTTJIRVZJJGFTK-SFHVURJKSA-N
3
Targets
8
Activities
2
Assay Types
5
PK Parameters
20
Publications
0
Known Names

Molecular Properties

525.3
MW (Da)
3.77
ALogP
6
HBA
2
HBD
113.5
PSA (Ų)
0.32
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C22H20Cl2F2N6O3
MW 525.34
Aromatic Rings 2
Heavy Atoms 35
NP-Likeness -1.66

Activity Summary

IC50 6 meas. best 7.57
Ki 2 meas. best 8.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
N-lysine methyltransferase SMYD2
CHEMBL2169716
Ki 8.1 7.825 8.0 2
N-lysine methyltransferase SMYD2
CHEMBL2169716
IC50 7.57 7.4 27.0 4
Proteinase-activated receptor 1
CHEMBL3974
IC50 5.77 5.77 1700.0 1
FLC clone 745
CHEMBL6066809
IC50 5.33 5.33 4700.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 26.67 mL.min-1.kg-1 Rattus norvegicus
CL 26.67 mL.min-1.kg-1 Rattus norvegicus
CL 41.67 mL.min-1.kg-1 Rattus norvegicus
F 24.0 % Rattus norvegicus
F 24.0 % Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
27075367 10.1021/acs.jmedchem.5b01890 Unchecked 32
31106145 10.3389/fonc.2019.00306 NCI-H460 19
31106145 10.3389/fonc.2019.00306 N-lysine methyltransferase SMYD2 13
- 10.6019/CHEMBL5674860 Colon cancer organoid 12
- 10.6019/CHEMBL5724558 Colon cancer organoid 12
27075367 10.1021/acs.jmedchem.5b01890 N-lysine methyltransferase SMYD2 8
27075367 10.1021/acs.jmedchem.5b01890 Mus musculus 7
27075367 10.1021/acs.jmedchem.5b01890 NON-PROTEIN TARGET 6
- 10.6019/CHEMBL5608141 Colon cancer organoid 6
- 10.1158/2159-8290.CD-23-0050 Colon cancer organoid 5
27075367 10.1021/acs.jmedchem.5b01890 Rattus norvegicus 5
- 10.6019/CHEMBL5303304 Fibroblast 4
- 10.6019/CHEMBL5303304 HEK-293T 4
31106145 10.3389/fonc.2019.00306 A549 3
- 10.6019/CHEMBL5303304 U2OS 3
27075367 10.1021/acs.jmedchem.5b01890 ADMET 3
29856759 10.1371/journal.pone.0197372 N-lysine methyltransferase SMYD2 2
27075367 10.1021/acs.jmedchem.5b01890 A2780 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
27075367 10.1021/acs.jmedchem.5b01890 KYSE-150 cell line 2

Data from ChEMBL 36 via Core Engine