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Compound Detail

CHEMBL5197386

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Cc1cc(C)c(CNC(=O)c2cc(Br)c3c(c2C)O[C@@](C)([C@H]2CC[C@H](N(C)C)CC2)O3)c(=O)[nH]1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5197386
Phase Preclinical
Structure Type MOL
InChI Key CHJLMVBYELJCLC-UYPAYLBCSA-N
4
Targets
9
Activities
1
Assay Types
6
PK Parameters
20
Publications
0
Known Names

Molecular Properties

532.5
MW (Da)
4.60
ALogP
5
HBA
2
HBD
83.7
PSA (Ų)
0.59
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H34BrN3O4
MW 532.48
Aromatic Rings 2
Heavy Atoms 34
NP-Likeness -0.54

Activity Summary

IC50 9 meas. best 9.33

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone-lysine N-methyltransferase EZH1
CHEMBL2189116
 IC50 9.33 9.33 0.5 1
Unchecked
CHEMBL612545
 IC50 9.33 8.285 0.5 4
HCT-116
CHEMBL394
 IC50 9.21 9.21 0.6 1
Histone-lysine N-methyltransferase EZH2
CHEMBL2189110
 IC50 8.13 7.9167 7.4 3

Pharmacokinetic Data

Parameter Value Units Species
AUC 851.97 ng.hr.mL-1 Mus musculus
AUC 14856.19 ng.hr.mL-1 Rattus norvegicus
AUC 13418.5 ng.hr.mL-1 Rattus norvegicus
Cmax 450.0 nM Mus musculus
Cmax 2440.0 nM Rattus norvegicus
Cmax 2150.0 nM Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone-lysine N-methyltransferase EZH1 IC50 = 0.47 nM 9.33 Inhibition of EZH1 (unknown origin) 35531606
Unchecked IC50 = 0.47 nM 9.33 Inhibition of EZH1/2 in human HCT-116 cells assessed as reduction in H3K27me3 le... 28741798
HCT-116 IC50 = 0.62 nM 9.21 Cytotoxicity against human HCT-116 cells assessed as reduction in cell viability... 37156182
Histone-lysine N-methyltransferase EZH2 IC50 = 7.4 nM 8.13 Inhibition of EZH2 (unknown origin) assessed as reduction in H3K27me3 level 35531606
Unchecked IC50 = 7.4 nM 8.13 Inhibition of PRC2-EZH1 (unknown origin) using biotinylated histone H3 peptide a... 28741798
Histone-lysine N-methyltransferase EZH2 IC50 = 10.0 nM 8.0 Inhibition of EZH2 (unknown origin) 35531606
Unchecked IC50 = 10.0 nM 8.0 Inhibition of N-terminal GST/His tagged human recombinant PRC2-EZH2 complex (2 t... 28741798
Unchecked IC50 = 21.0 nM 7.68 Inhibition of EZH1 methyltransferase activity (unknown origin) in PRC2 complex u... 37156182
Histone-lysine N-methyltransferase EZH2 IC50 = 24.0 nM 7.62 Inhibition of EZH2 (unknown origin) in PRC2 complex using H3 (1 to 24 residues) ... 37156182

Literature References

PubMed DOI Target Context # Activities
28741798 10.1111/cas.13326 ADMET 45
28741798 10.1111/cas.13326 Unchecked 7
28741798 10.1111/cas.13326 Plasma 5
28741798 10.1111/cas.13326 KARPAS-422 4
28741798 10.1111/cas.13326 Tyrosine-protein kinase Lyn 2
28741798 10.1111/cas.13326 Protein kinase C beta type 2
35531606 10.1021/acs.jmedchem.2c00047 Histone-lysine N-methyltransferase EZH2 2
28741798 10.1111/cas.13326 Serine/threonine-protein kinase D1 1
28741798 10.1111/cas.13326 Tyrosine-protein kinase receptor UFO 1
28741798 10.1111/cas.13326 Tyrosine-protein kinase ABL2 1
28741798 10.1111/cas.13326 Activated CDC42 kinase 1 1
28741798 10.1111/cas.13326 Tyrosine-protein kinase ABL1 1
28741798 10.1111/cas.13326 Maternal embryonic leucine zipper kinase 1
28741798 10.1111/cas.13326 MAP/microtubule affinity-regulating kinase 4 1
37156182 10.1016/j.ejmech.2023.115461 G-401 1
37156182 10.1016/j.ejmech.2023.115461 KARPAS-422 1
37156182 10.1016/j.ejmech.2023.115461 HCT-116 1
37156182 10.1016/j.ejmech.2023.115461 Unchecked 1
37156182 10.1016/j.ejmech.2023.115461 Histone-lysine N-methyltransferase EZH2 1
35531606 10.1021/acs.jmedchem.2c00047 KARPAS-422 1

Data from ChEMBL 36 via Core Engine