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Compound Detail

CHEMBL2375473

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CC1(C)CC(n2cc(C3CCCCC3)nn2)C2=C(O1)C(=O)c1ccccc1C2=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2375473
Phase Preclinical
Structure Type MOL
InChI Key BSUBEHCTPVPWOF-UHFFFAOYSA-N
12
Targets
15
Activities
1
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

391.5
MW (Da)
4.40
ALogP
6
HBA
0
HBD
74.1
PSA (Ų)
0.76
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 C23H25N3O3
MW 391.47
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness 0.09

Activity Summary

IC50 15 meas. best 5.72

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Leishmania amazonensis
CHEMBL612877
 IC50 5.72 5.38 1900.0 2
Leishmania infantum
CHEMBL612848
 IC50 5.65 5.65 2240.0 2
HL-60
CHEMBL383
 IC50 4.98 4.98 10420.0 1
HCT-116
CHEMBL394
 IC50 4.98 4.98 10470.0 1
MDA-MB-435
CHEMBL614697
 IC50 4.97 4.97 10650.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.96 4.935 10860.0 2
PC-3
CHEMBL390
 IC50 4.95 4.95 11190.0 1
SF-295
CHEMBL614908
 IC50 4.95 4.95 11290.0 1
DU-145
CHEMBL613508
 IC50 4.93 4.93 11670.0 1
V79
CHEMBL614074
 IC50 4.92 4.92 12000.0 1
L929
CHEMBL612267
 IC50 4.9 4.9 12490.0 1
OVCAR-8
CHEMBL612555
 IC50 4.82 4.82 15100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Leishmania amazonensis IC50 = 1900.0 nM 5.72 Antileishmanial activity against antimony-resistant Leishmania amazonensis MHOM/... 23535320
Leishmania infantum IC50 = 2240.0 nM 5.65 Antileishmanial activity against antimony-resistant Leishmania infantum MCAN/BR/... 23535320
Leishmania infantum IC50 = 2260.0 nM 5.65 Antileishmanial activity against antimony-sensitive Leishmania infantum MCAN/BR/... 23535320
Leishmania amazonensis IC50 = 9230.0 nM 5.04 Antileishmanial activity against antimony-sensitive Leishmania amazonensis MHOM/... 23535320
HCT-116 IC50 = 10470.0 nM 4.98 Cytotoxicity against human HCT116 cells assessed as cell viability after 72 hrs ... 24530030
HL-60 IC50 = 10420.0 nM 4.98 Cytotoxicity against human HL60 cells assessed as cell viability after 72 hrs by... 24530030
MDA-MB-435 IC50 = 10650.0 nM 4.97 Cytotoxicity against human MDA-MB-435 cells assessed as cell viability after 72 ... 24530030
NON-PROTEIN TARGET IC50 = 10860.0 nM 4.96 Cytotoxicity against human Hs578T cells assessed as cell viability after 72 hrs ... 24530030
PC-3 IC50 = 11190.0 nM 4.95 Cytotoxicity against human PC3 cells assessed as cell viability after 72 hrs by ... 24530030
SF-295 IC50 = 11290.0 nM 4.95 Cytotoxicity against human SF295 cells assessed as cell viability after 72 hrs b... 24530030
DU-145 IC50 = 11670.0 nM 4.93 Cytotoxicity against human DU145 cells assessed as cell viability after 72 hrs b... 24530030
V79 IC50 = 12000.0 nM 4.92 Cytotoxicity against chinese hamster V79 cells assessed as cell viability after ... 24530030
NON-PROTEIN TARGET IC50 = 12290.0 nM 4.91 Cytotoxicity against human HCT8 cells assessed as cell viability after 72 hrs by... 24530030
L929 IC50 = 12490.0 nM 4.9 Cytotoxicity against mouse L929 cells assessed as cell viability after 72 hrs by... 24530030
OVCAR-8 IC50 = 15100.0 nM 4.82 Cytotoxicity against human OVCAR8 cells assessed as cell viability after 72 hrs ... 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