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Compound Detail

CHEMBL3414622

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O=C([C@@H](Cc1cccc(C(F)(F)F)c1)NS(=O)(=O)c1cc(F)c2c(c1)CCNC2)N1CCCC1

Basic Information

ChEMBL ID CHEMBL3414622
Phase Preclinical
Structure Type MOL
InChI Key JCKGSPAAPQRPBW-OAQYLSRUSA-N
7
Targets
16
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

499.5
MW (Da)
3.00
ALogP
4
HBA
2
HBD
78.5
PSA (Ų)
0.60
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C23H25F4N3O3S
MW 499.53
Aromatic Rings 2
Heavy Atoms 34
NP-Likeness -1.34

Activity Summary

IC50 13 meas. best 8.7
Ki 2 meas. best 9.48
Kd 1 meas. best 8.38

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone-lysine N-methyltransferase SETD7
CHEMBL5523
Ki 9.48 9.48 0.3 2
Histone-lysine N-methyltransferase SETD7
CHEMBL5523
IC50 8.7 8.7 2.0 4
Histone-lysine N-methyltransferase SETD7
CHEMBL5523
Kd 8.38 8.38 4.2 1
Unchecked
CHEMBL612545
IC50 5.92 5.33 1200.0 4
Alpha-2B adrenergic receptor
CHEMBL1942
IC50 5.89 5.89 1300.0 1
Kappa-type opioid receptor
CHEMBL237
IC50 5.42 5.42 3800.0 1
Motilin receptor
CHEMBL2203
IC50 5.14 5.14 7200.0 1
Bombesin receptor subtype-3
CHEMBL4080
IC50 5.09 5.09 8100.0 1
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
Histone-lysine N-methyltransferase SETD7 Ki = 0.33 nM 9.48 Inhibition of full-length human SETD7 expressed in Escherichia coli BL21 (DE3) u... 25406853
Histone-lysine N-methyltransferase SETD7 Ki = 0.33 nM 9.48 Inhibition of full length human SETD7 (1 to 366 residues) expressed in Escherich... 25136132
Histone-lysine N-methyltransferase SETD7 IC50 = 2.0 nM 8.7 Inhibition of full-length human SETD7 expressed in Escherichia coli BL21 (DE3) u... 25406853
Histone-lysine N-methyltransferase SETD7 IC50 = 2.0 nM 8.7 Inhibition of recombinant full-length human SETD7 (1 to 366 residues) expressed ... 30735901
Histone-lysine N-methyltransferase SETD7 IC50 = 2.0 nM 8.7 Inhibition of recombinant human SET7 expressed in Escherichia coli using [3H] SA... 32088124
Histone-lysine N-methyltransferase SETD7 IC50 = 2.0 nM 8.7 Inhibition of wildtype full length human SETD7 (1 to 366 residues) expressed in ... 25136132
Histone-lysine N-methyltransferase SETD7 Kd = 4.2 nM 8.38 Binding affinity to biotinylated SETD7 (unknown origin) assessed as dissociation... 25136132
Unchecked IC50 = 1200.0 nM 5.92 Inhibition of SETD7 D256A mutant (unknown origin) using biotinylated H3 (1-25) p... 25136132
Alpha-2B adrenergic receptor IC50 = 1300.0 nM 5.89 Inhibition of human alpha 2B receptor 25136132
Unchecked IC50 = 2630.0 nM 5.58 Inhibition of SETD7 H252W mutant (unknown origin) using biotinylated H3 (1-25) p... 25136132
Kappa-type opioid receptor IC50 = 3800.0 nM 5.42 Inhibition of human kappa opioid receptor 25136132
Motilin receptor IC50 = 7200.0 nM 5.14 Inhibition of human motilin receptor 25136132
Bombesin receptor subtype-3 IC50 = 8100.0 nM 5.09 Inhibition of human BB3 receptor 25136132
Unchecked IC50 = 10770.0 nM 4.97 Inhibition of SETD7 V274E mutant (unknown origin) using biotinylated H3 (1-25) p... 25136132
Unchecked IC50 = 14000.0 nM 4.85 Inhibition of Ca2+ channel L, diltiazem site (unknown origin) 25136132
FLC clone 745 IC50 = 20000.0 nM 4.7 Cytotoxicity against mouse FLC clone 745 cells assessed as reduction in cell via... 33407944

Literature References

PubMed DOI Target Context # Activities
25136132 10.1073/pnas.1407358111 Unchecked 45
25136132 10.1073/pnas.1407358111 Histone-lysine N-methyltransferase SETD7 29
25406853 10.1021/jm501234a Unchecked 18
25136132 10.1073/pnas.1407358111 No relevant target 3
25136132 10.1073/pnas.1407358111 Alpha-2B adrenergic receptor 2
25406853 10.1021/jm501234a Histone-lysine N-methyltransferase SETD7 2
25136132 10.1073/pnas.1407358111 Bombesin receptor subtype-3 2
25136132 10.1073/pnas.1407358111 Motilin receptor 2
33407944 10.1186/s40709-020-00132-3 FLC clone 745 2
33407944 10.1186/s40709-020-00132-3 Histone-lysine N-methyltransferase SETD7 2
25136132 10.1073/pnas.1407358111 Kappa-type opioid receptor 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
25136132 10.1073/pnas.1407358111 HFF 1
25136132 10.1073/pnas.1407358111 MCF7 1
25136132 10.1073/pnas.1407358111 MDA-MB-231 1
25136132 10.1073/pnas.1407358111 U2OS 1
32088124 10.1016/j.bmc.2020.115372 Histone-lysine N-methyltransferase SETD7 1
25136132 10.1073/pnas.1407358111 Adenosine receptor A3 1
25136132 10.1073/pnas.1407358111 Alpha-1A adrenergic receptor 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1

Data from ChEMBL 36 via Core Engine