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Compound Detail

CHEMBL5176169

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CC[C@@H](C)n1cc(C)c2c(C(=O)NCc3c(C)cc(C)[nH]c3=O)cc(-c3ccc(N4CCNCC4)nc3)cc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5176169
Phase Preclinical
Structure Type MOL
InChI Key FKSFKBQGSFSOSM-JOCHJYFZSA-N
9
Targets
17
Activities
2
Assay Types
2
PK Parameters
15
Publications
0
Known Names

Molecular Properties

526.7
MW (Da)
4.63
ALogP
6
HBA
3
HBD
95.0
PSA (Ų)
0.33
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C31H38N6O2
MW 526.69
Aromatic Rings 4
Heavy Atoms 39
NP-Likeness -1.38

Activity Summary

IC50 15 meas. best 7.8
Kd 2 meas. best 7.14

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone-lysine N-methyltransferase EZH2
CHEMBL2189110
 IC50 7.8 7.69 16.0 2
Unchecked
CHEMBL612545
 Kd 7.14 7.095 73.0 2
HCT-116
CHEMBL394
 IC50 5.75 5.23 1760.0 3
BT-549
CHEMBL614072
 IC50 5.69 5.365 2050.0 2
MDA-MB-231
CHEMBL400
 IC50 5.58 5.11 2600.0 3
A549
CHEMBL392
 IC50 5.36 5.045 4340.0 2
MV4-11
CHEMBL613835
 IC50 5.29 5.29 5150.0 1
SU-DHL10
CHEMBL4483268
 IC50 5.14 5.14 7220.0 1
HL-60
CHEMBL383
 IC50 4.92 4.92 11980.0 1

Pharmacokinetic Data

Parameter Value Units Species
F 0.2 % Mus musculus
Ka 2.52 10^4/M/s Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone-lysine N-methyltransferase EZH2 IC50 = 16.0 nM 7.8 Inhibition of EZH2 (unknown origin) 37379621
Histone-lysine N-methyltransferase EZH2 IC50 = 26.0 nM 7.58 Inhibition of EZH2 (unknown origin) 36153841
Unchecked Kd = 73.0 nM 7.14 Binding affinity to recombinant PRC2 complex (unknown origin) incubated for 90 s... 36153841
Unchecked Kd = 89.1 nM 7.05 Binding affinity to recombinant PRC2 complex (unknown origin) incubated for 3 hr... 37379621
HCT-116 IC50 = 1760.0 nM 5.75 Synergistic antiproliferative activity against human HCT-116 cells at JQ1 and co... 37379621
BT-549 IC50 = 2050.0 nM 5.69 Synergistic antiproliferative activity against human BT-549 cells at JQ1 and com... 37379621
MDA-MB-231 IC50 = 2600.0 nM 5.58 Synergistic antiproliferative activity against human MDA-MB-231 cells at JQ1 and... 37379621
A549 IC50 = 4340.0 nM 5.36 Synergistic antiproliferative activity against human A549 cells at JQ1 and compo... 37379621
MV4-11 IC50 = 5150.0 nM 5.29 Antiproliferative activity against human MV4-11 cells assessed as reduction in c... 36153841
SU-DHL10 IC50 = 7220.0 nM 5.14 Antiproliferative activity against human SU-DHL-10 cells assessed as reduction i... 36153841
HCT-116 IC50 = 8860.0 nM 5.05 Antiproliferative activity against human HCT-116 cells assessed as reduction in ... 36153841
BT-549 IC50 = 9230.0 nM 5.04 Antiproliferative activity against human BT-549 cells incubated for 72 hrs by MT... 37379621
MDA-MB-231 IC50 = 11680.0 nM 4.93 Antiproliferative activity against human MDA-MB-231 cells incubated for 72 hrs b... 37379621
HL-60 IC50 = 11980.0 nM 4.92 Antiproliferative activity against human HL-60 cells assessed as reduction in ce... 36153841
HCT-116 IC50 = 12880.0 nM 4.89 Antiproliferative activity against human HCT-116 cells incubated for 72 hrs by M... 37379621
MDA-MB-231 IC50 = 15230.0 nM 4.82 Antiproliferative activity against human MDA-MB-231 cells assessed as reduction ... 36153841
A549 IC50 = 18560.0 nM 4.73 Antiproliferative activity against human A549 cells incubated for 72 hrs by MTT ... 37379621

Literature References

PubMed DOI Target Context # Activities
36153841 10.1021/acs.jmedchem.2c00673 MV4-11 4
37379621 10.1016/j.bmc.2023.117386 Histone-lysine N-methyltransferase EZH2 4
36153841 10.1021/acs.jmedchem.2c00673 Unchecked 3
36153841 10.1021/acs.jmedchem.2c00673 HL-60 2
36153841 10.1021/acs.jmedchem.2c00673 SU-DHL10 2
36153841 10.1021/acs.jmedchem.2c00673 MDA-MB-231 2
36153841 10.1021/acs.jmedchem.2c00673 HCT-116 2
37379621 10.1016/j.bmc.2023.117386 HCT-116 2
37379621 10.1016/j.bmc.2023.117386 MDA-MB-231 2
37379621 10.1016/j.bmc.2023.117386 BT-549 2
37379621 10.1016/j.bmc.2023.117386 A549 2
36153841 10.1021/acs.jmedchem.2c00673 Histone-lysine N-methyltransferase EZH2 1
35224495 10.1039/d1md00274k ADMET 1
35224495 10.1039/d1md00274k Pfeiffer 1
37379621 10.1016/j.bmc.2023.117386 Unchecked 1

Data from ChEMBL 36 via Core Engine