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Compound Detail

CHEMBL1358584

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Cc1ccc(NC(=O)c2c(C)oc3ccc(O)c(CN4CCCCCC4)c23)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1358584
Phase Preclinical
Structure Type MOL
InChI Key WHZKKSJWHVBOII-UHFFFAOYSA-N
7
Targets
11
Activities
2
Assay Types
1
PK Parameters
9
Publications
0
Known Names

Molecular Properties

392.5
MW (Da)
5.38
ALogP
4
HBA
2
HBD
65.7
PSA (Ų)
0.63
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H28N2O3
MW 392.50
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -1.03

Activity Summary

IC50 10 meas. best 5.24
Kd 1 meas. best 5.35

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
quadruplex DNA
CHEMBL3832742
 Kd 5.35 5.35 4500.0 1
L-363
CHEMBL2366267
 IC50 5.24 5.24 5800.0 1
KMS-12-PE
CHEMBL2366257
 IC50 5.19 5.19 6500.0 1
LP-1
CHEMBL2366066
 IC50 5.08 5.08 8300.0 1
Unchecked
CHEMBL612545
 IC50 5.08 4.93 8300.0 5
AMO1
CHEMBL4523558
 IC50 4.95 4.95 11300.0 1
RPMI-8226
CHEMBL614882
 IC50 4.8 4.8 15900.0 1

Pharmacokinetic Data

Parameter Value Units Species
Ka 2.2 10^5/M Not specified

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
quadruplex DNA Kd = 4500.0 nM 5.35 Binding affinity to biotin-labeled c-Myc Pu22 G-quadruplex DNA (unknown origin) ... 29097169
L-363 IC50 = 5800.0 nM 5.24 Cytotoxicity against human L-363 cells assessed as inhibition of cell viability ... 33355454
KMS-12-PE IC50 = 6500.0 nM 5.19 Cytotoxicity against human KMS-12-PE cells assessed as inhibition of cell viabil... 33355454
LP-1 IC50 = 8300.0 nM 5.08 Cytotoxicity against human LP-1 cells assessed as inhibition of cell viability i... 33355454
Unchecked IC50 = 8300.0 nM 5.08 Cytotoxicity against human MOLP8 cells assessed as inhibition of cell viability ... 33355454
Unchecked IC50 = 9600.0 nM 5.02 Cytotoxicity against human KMS-27 cells assessed as inhibition of cell viability... 33355454
AMO1 IC50 = 11300.0 nM 4.95 Cytotoxicity against human AMO1 cells assessed as inhibition of cell viability i... 33355454
Unchecked IC50 = 12900.0 nM 4.89 Cytotoxicity against human ARD cells assessed as inhibition of cell viability in... 33355454
Unchecked IC50 = 14100.0 nM 4.85 Cytotoxicity against human JIM1 cells assessed as inhibition of cell viability i... 33355454
Unchecked IC50 = 15600.0 nM 4.81 Cytotoxicity against human KMM-1 cells assessed as inhibition of cell viability ... 33355454
RPMI-8226 IC50 = 15900.0 nM 4.8 Cytotoxicity against human RPMI-8226 cells assessed as inhibition of cell viabil... 33355454

Literature References

PubMed DOI Target Context # Activities
33355454 10.1021/acs.jmedchem.0c01145 Unchecked 5
33355454 10.1021/acs.jmedchem.0c01145 quadruplex DNA 2
29097169 10.1016/j.bmcl.2017.10.052 quadruplex DNA 1
26840940 10.1021/acs.jmedchem.5b01835 quadruplex DNA 1
33355454 10.1021/acs.jmedchem.0c01145 L-363 1
33355454 10.1021/acs.jmedchem.0c01145 RPMI-8226 1
33355454 10.1021/acs.jmedchem.0c01145 LP-1 1
33355454 10.1021/acs.jmedchem.0c01145 KMS-12-PE 1
33355454 10.1021/acs.jmedchem.0c01145 AMO1 1

Data from ChEMBL 36 via Core Engine