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Compound Detail

CHEMBL4454677

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O=C(N/N=C1\CCc2c(Cl)ccc(O)c21)c1cccc(S(=O)(=O)N2CCOCC2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4454677
Phase Preclinical
Structure Type MOL
InChI Key OWZNLIDYKYZVFB-OQKWZONESA-N
10
Targets
20
Activities
1
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

449.9
MW (Da)
2.15
ALogP
6
HBA
2
HBD
108.3
PSA (Ų)
0.70
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H20ClN3O5S
MW 449.92
Aromatic Rings 2
Heavy Atoms 30
NP-Likeness -1.59

Activity Summary

IC50 20 meas. best 8.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Lysine-specific histone demethylase 1A
CHEMBL6136
 IC50 8.85 8.81 1.4 2
DU-145
CHEMBL613508
 IC50 6.75 6.14 180.0 2
HCT-116
CHEMBL394
 IC50 6.57 6.445 270.0 2
MCF7
CHEMBL387
 IC50 6.52 6.455 300.0 2
A549
CHEMBL392
 IC50 6.4 6.255 400.0 2
MDA-MB-231
CHEMBL400
 IC50 6.34 6.245 460.0 2
PC-3
CHEMBL390
 IC50 6.12 5.865 760.0 2
A2780
CHEMBL614004
 IC50 6.1 6.025 790.0 2
NCI-H1299
CHEMBL612255
 IC50 6.01 5.745 980.0 2
SMMC-7721
CHEMBL613831
 IC50 5.91 5.705 1220.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Lysine-specific histone demethylase 1A IC50 = 1.4 nM 8.85 Inhibition of LSD1 (unknown origin) 37014989
Lysine-specific histone demethylase 1A IC50 = 1.7 nM 8.77 Inhibition of LSD1 (unknown origin) 27524309
DU-145 IC50 = 180.0 nM 6.75 Antiproliferative activity against human DU145 cells over-expressing LSD1 assess... 27524309
HCT-116 IC50 = 270.0 nM 6.57 Antiproliferative activity against human HCT116 cells over-expressing LSD1 asses... 27524309
MCF7 IC50 = 300.0 nM 6.52 Antiproliferative activity against human MCF7 cells over-expressing LSD1 assesse... 27524309
A549 IC50 = 400.0 nM 6.4 Antiproliferative activity against human A549 cells over-expressing LSD1 assesse... 27524309
MCF7 IC50 = 410.0 nM 6.39 Antiproliferative activity against human MCF7 cells over-expressing LSD1 assesse... 27524309
MDA-MB-231 IC50 = 460.0 nM 6.34 Antiproliferative activity against human MDA-MB-231 cells over-expressing LSD1 a... 27524309
HCT-116 IC50 = 480.0 nM 6.32 Antiproliferative activity against human HCT116 cells over-expressing LSD1 asses... 27524309
MDA-MB-231 IC50 = 710.0 nM 6.15 Antiproliferative activity against human MDA-MB-231 cells over-expressing LSD1 a... 27524309
PC-3 IC50 = 760.0 nM 6.12 Antiproliferative activity against human PC3 cells over-expressing LSD1 assessed... 27524309
A549 IC50 = 780.0 nM 6.11 Antiproliferative activity against human A549 cells over-expressing LSD1 assesse... 27524309
A2780 IC50 = 790.0 nM 6.1 Antiproliferative activity against human A2780 cells over-expressing LSD1 assess... 27524309
NCI-H1299 IC50 = 980.0 nM 6.01 Antiproliferative activity against human NCI-H1299 cells over-expressing LSD1 as... 27524309
A2780 IC50 = 1130.0 nM 5.95 Antiproliferative activity against human A2780 cells over-expressing LSD1 assess... 27524309
SMMC-7721 IC50 = 1220.0 nM 5.91 Antiproliferative activity against human SMMC7721 cells over-expressing LSD1 ass... 27524309
PC-3 IC50 = 2450.0 nM 5.61 Antiproliferative activity against human PC3 cells over-expressing LSD1 assessed... 27524309
DU-145 IC50 = 2950.0 nM 5.53 Antiproliferative activity against human DU145 cells over-expressing LSD1 assess... 27524309
SMMC-7721 IC50 = 3160.0 nM 5.5 Antiproliferative activity against human SMMC7721 over-expressing LSD1 cells ass... 27524309
NCI-H1299 IC50 = 3330.0 nM 5.48 Antiproliferative activity against human NCI-H1299 cells over-expressing LSD1 as... 27524309

Literature References

PubMed DOI Target Context # Activities
27524309 10.1016/j.bmcl.2015.06.054 Lysine-specific histone demethylase 1A 5
27524309 10.1016/j.bmcl.2015.06.054 A549 2
27524309 10.1016/j.bmcl.2015.06.054 NCI-H1299 2
27524309 10.1016/j.bmcl.2015.06.054 SMMC-7721 2
27524309 10.1016/j.bmcl.2015.06.054 A2780 2
27524309 10.1016/j.bmcl.2015.06.054 HCT-116 2
27524309 10.1016/j.bmcl.2015.06.054 MCF7 2
27524309 10.1016/j.bmcl.2015.06.054 MDA-MB-231 2
27524309 10.1016/j.bmcl.2015.06.054 PC-3 2
27524309 10.1016/j.bmcl.2015.06.054 DU-145 2
37014989 10.1021/acs.jmedchem.2c01527 Lysine-specific histone demethylase 1A 1

Data from ChEMBL 36 via Core Engine