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Compound Detail

CHEMBL2375477

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CC1(C)OC2=C(C(=O)c3ccccc3C2=O)C1n1cc(-c2ccccc2)nn1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2375477
Phase Preclinical
Structure Type MOL
InChI Key SKZPRPFMFVHUMQ-UHFFFAOYSA-N
15
Targets
18
Activities
1
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

371.4
MW (Da)
3.63
ALogP
6
HBA
0
HBD
74.1
PSA (Ų)
0.69
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H17N3O3
MW 371.40
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness 0.01

Activity Summary

IC50 18 meas. best 6.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Leishmania infantum
CHEMBL612848
 IC50 6.0 6.0 1000.0 2
Leishmania amazonensis
CHEMBL612877
 IC50 5.92 5.795 1200.0 2
SF-295
CHEMBL614908
 IC50 5.46 5.46 3440.0 1
HL-60
CHEMBL383
 IC50 5.36 5.36 4340.0 1
DU-145
CHEMBL613508
 IC50 5.33 5.33 4680.0 1
MDA-MB-435
CHEMBL614697
 IC50 5.3 5.3 4950.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.24 5.14 5760.0 2
PC-3
CHEMBL390
 IC50 5.24 5.24 5820.0 1
MX1
CHEMBL613704
 IC50 5.23 5.23 5920.0 1
MCF7
CHEMBL387
 IC50 5.16 5.16 6950.0 1
OVCAR-8
CHEMBL612555
 IC50 5.14 5.14 7220.0 1
V79
CHEMBL614074
 IC50 5.12 5.12 7620.0 1
PBMC
CHEMBL613107
 IC50 5.1 5.1 8020.0 1
HCT-116
CHEMBL394
 IC50 5.08 5.08 8270.0 1
L929
CHEMBL612267
 IC50 5.08 5.08 8400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Leishmania infantum IC50 = 1000.0 nM 6.0 Antileishmanial activity against antimony-sensitive Leishmania infantum MCAN/BR/... 23535320
Leishmania infantum IC50 = 1010.0 nM 6.0 Antileishmanial activity against antimony-resistant Leishmania infantum MCAN/BR/... 23535320
Leishmania amazonensis IC50 = 1200.0 nM 5.92 Antileishmanial activity against antimony-resistant Leishmania amazonensis MHOM/... 23535320
Leishmania amazonensis IC50 = 2140.0 nM 5.67 Antileishmanial activity against antimony-sensitive Leishmania amazonensis MHOM/... 23535320
SF-295 IC50 = 3440.0 nM 5.46 Cytotoxicity against human SF295 cells assessed as cell viability after 72 hrs b... 24530030
HL-60 IC50 = 4340.0 nM 5.36 Cytotoxicity against human HL60 cells assessed as cell viability after 72 hrs by... 24530030
DU-145 IC50 = 4680.0 nM 5.33 Cytotoxicity against human DU145 cells assessed as cell viability after 72 hrs b... 24530030
MDA-MB-435 IC50 = 4950.0 nM 5.3 Cytotoxicity against human MDA-MB-435 cells assessed as cell viability after 72 ... 24530030
PC-3 IC50 = 5820.0 nM 5.24 Cytotoxicity against human PC3 cells assessed as cell viability after 72 hrs by ... 24530030
NON-PROTEIN TARGET IC50 = 5760.0 nM 5.24 Cytotoxicity against human Hs578T cells assessed as cell viability after 72 hrs ... 24530030
MX1 IC50 = 5920.0 nM 5.23 Cytotoxicity against human MX1 cells assessed as cell viability after 72 hrs by ... 24530030
MCF7 IC50 = 6950.0 nM 5.16 Cytotoxicity against human MCF7 cells assessed as cell viability after 72 hrs by... 24530030
OVCAR-8 IC50 = 7220.0 nM 5.14 Cytotoxicity against human OVCAR8 cells assessed as cell viability after 72 hrs ... 24530030
V79 IC50 = 7620.0 nM 5.12 Cytotoxicity against chinese hamster V79 cells assessed as cell viability after ... 24530030
PBMC IC50 = 8020.0 nM 5.1 Cytotoxicity against human PBMC assessed as cell viability after 72 hrs by MTT a... 24530030
L929 IC50 = 8400.0 nM 5.08 Cytotoxicity against mouse L929 cells assessed as cell viability after 72 hrs by... 24530030
HCT-116 IC50 = 8270.0 nM 5.08 Cytotoxicity against human HCT116 cells assessed as cell viability after 72 hrs ... 24530030
NON-PROTEIN TARGET IC50 = 9070.0 nM 5.04 Cytotoxicity against human HCT8 cells assessed as cell viability after 72 hrs by... 24530030

Literature References

PubMed DOI Target Context # Activities
23535320 10.1016/j.ejmech.2013.02.038 Unchecked 4
23535320 10.1016/j.ejmech.2013.02.038 Leishmania amazonensis 2
23535320 10.1016/j.ejmech.2013.02.038 Leishmania infantum 2
24530030 10.1016/j.bmc.2014.01.033 NON-PROTEIN TARGET 2
24530030 10.1016/j.bmc.2014.01.033 MX1 1
24530030 10.1016/j.bmc.2014.01.033 HL-60 1
24530030 10.1016/j.bmc.2014.01.033 OVCAR-8 1
24530030 10.1016/j.bmc.2014.01.033 MDA-MB-435 1
24530030 10.1016/j.bmc.2014.01.033 SF-295 1
24530030 10.1016/j.bmc.2014.01.033 HCT-116 1
24530030 10.1016/j.bmc.2014.01.033 PC-3 1
24530030 10.1016/j.bmc.2014.01.033 DU-145 1
24530030 10.1016/j.bmc.2014.01.033 MCF7 1
24530030 10.1016/j.bmc.2014.01.033 PBMC 1
24530030 10.1016/j.bmc.2014.01.033 L929 1
24530030 10.1016/j.bmc.2014.01.033 V79 1
24074878 10.1016/j.bmc.2013.08.055 Trypanosoma cruzi 1
23535320 10.1016/j.ejmech.2013.02.038 ADMET 1

Data from ChEMBL 36 via Core Engine