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Compound Detail

CHEMBL597855

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CCOC(=O)c1ccc2nc(-c3ccccc3)cc(O)c2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL597855
Phase Preclinical
Structure Type MOL
InChI Key MGUKTDNBGKTMHQ-UHFFFAOYSA-N
28
Targets
40
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

293.3
MW (Da)
3.78
ALogP
4
HBA
1
HBD
59.4
PSA (Ų)
0.75
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H15NO3
MW 293.32
Aromatic Rings 3
Heavy Atoms 22
NP-Likeness -0.59

Activity Summary

IC50 35 meas. best 7.8
EC50 4 meas. best 6.93
Kd 1 meas. best 4.86

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
CL1-0
CHEMBL4483232
 IC50 7.8 7.8 16.0 1
PC-9
CHEMBL614102
 IC50 7.77 7.77 17.0 1
A549
CHEMBL392
 IC50 7.7 7.7 20.0 1
Plasmodium yoelii
CHEMBL612889
 IC50 7.7 7.7 20.0 1
OVCAR-3
CHEMBL614213
 IC50 7.55 7.55 28.0 1
Unchecked
CHEMBL612545
 IC50 7.52 6.7775 30.0 8
BT-549
CHEMBL614072
 IC50 7.48 7.48 33.0 1
NCI-H1975
CHEMBL614348
 IC50 7.48 7.48 33.0 1
SW-620
CHEMBL612262
 IC50 7.46 7.46 35.0 1
KB
CHEMBL398
 IC50 7.43 7.43 37.0 1
MOLT-4
CHEMBL614177
 IC50 7.42 7.42 38.0 1
Hs-578T
CHEMBL614645
 IC50 7.39 7.39 41.0 1
CCRF-CEM
CHEMBL382
 IC50 7.35 7.35 45.0 1
PC-3
CHEMBL390
 IC50 7.35 7.35 45.0 1
DU-145
CHEMBL613508
 IC50 7.33 7.33 47.0 1
HT-29
CHEMBL384
 IC50 7.32 7.32 48.0 1
SK-OV-3
CHEMBL614925
 IC50 7.3 7.3 50.0 1
HCT-116
CHEMBL394
 IC50 7.3 7.3 50.0 1
MDA-MB-231
CHEMBL400
 IC50 7.26 7.26 55.0 1
COLO 205
CHEMBL614561
 IC50 7.24 7.24 57.0 1
SAS
CHEMBL1075569
 IC50 7.11 7.11 78.0 1
IGROV-1
CHEMBL613984
 IC50 7.08 7.08 84.0 1
Plasmodium falciparum
CHEMBL364
 EC50 6.93 6.43 118.0 4
Plasmodium berghei
CHEMBL612653
 IC50 6.68 6.68 207.5 1
Plasmodium falciparum
CHEMBL364
 IC50 6.62 6.38 237.0 2
Trypanosoma cruzi
CHEMBL368
 IC50 5.82 5.82 1529.3 1
MRC5
CHEMBL614181
 IC50 5.12 5.12 7584.6 1
Tubulin
CHEMBL2095182
 Kd 4.86 4.86 13800.0 1
Leishmania infantum
CHEMBL612848
 IC50 4.79 4.79 16227.9 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
CL1-0 IC50 = 16.0 nM 7.8 Antiproliferative activity against human CL1-0 cells assessed as reduction in ce... 31419740
PC-9 IC50 = 17.0 nM 7.77 Antiproliferative activity against human PC9 cells assessed as reduction in cell... 31419740
Plasmodium yoelii IC50 = 20.0 nM 7.7 NOVARTIS: Antimalarial liver stage activity measured as reduction in Plasmodium ... 22096101
A549 IC50 = 20.0 nM 7.7 Antiproliferative activity against human A549 cells assessed as reduction in cel... 31419740
OVCAR-3 IC50 = 28.0 nM 7.55 Antiproliferative activity against human OVCAR3 cells assessed as reduction in c... 31419740
Unchecked IC50 = 30.0 nM 7.52 Antiproliferative activity against human KBtax cells assessed as reduction in ce... 31419740
NCI-H1975 IC50 = 33.0 nM 7.48 Antiproliferative activity against human NCI-H1975 cells assessed as reduction i... 31419740
BT-549 IC50 = 33.0 nM 7.48 Antiproliferative activity against human BT549 cells assessed as reduction in ce... 31419740
Unchecked IC50 = 34.0 nM 7.47 Antiproliferative activity against human 37T cells assessed as reduction in cell... 31419740
Unchecked IC50 = 35.0 nM 7.46 Antiproliferative activity against human 82T cells assessed as reduction in cell... 31419740
SW-620 IC50 = 35.0 nM 7.46 Antiproliferative activity against human SW620 cells assessed as reduction in ce... 31419740
Unchecked IC50 = 37.0 nM 7.43 Antiproliferative activity against human KB/VCR cells assessed as reduction in c... 31419740
KB IC50 = 37.0 nM 7.43 Antiproliferative activity against human KB cells assessed as reduction in cell ... 31419740
MOLT-4 IC50 = 38.0 nM 7.42 Antiproliferative activity against human MOLT4 cells assessed as reduction in ce... 31419740
Hs-578T IC50 = 41.0 nM 7.39 Antiproliferative activity against human Hs578T cells assessed as reduction in c... 31419740
Unchecked IC50 = 44.0 nM 7.36 Antiproliferative activity against human CCRF-CEM/VBL cells assessed as reductio... 31419740
PC-3 IC50 = 45.0 nM 7.35 Antiproliferative activity against human PC3 cells assessed as reduction in cell... 31419740
CCRF-CEM IC50 = 45.0 nM 7.35 Antiproliferative activity against human CCRF-CEM cells assessed as reduction in... 31419740
DU-145 IC50 = 47.0 nM 7.33 Antiproliferative activity against human DU145 cells assessed as reduction in ce... 31419740
HT-29 IC50 = 48.0 nM 7.32 Antiproliferative activity against human HT-29 cells assessed as reduction in ce... 31419740

Literature References

PubMed DOI Target Context # Activities
31419740 10.1016/j.ejmech.2019.111584 NCI-H1975 17
31419740 10.1016/j.ejmech.2019.111584 Unchecked 16
31419740 10.1016/j.ejmech.2019.111584 CL1-0 15
31419740 10.1016/j.ejmech.2019.111584 Tubulin 10
31419740 10.1016/j.ejmech.2019.111584 ADMET 9
- 10.6019/CHEMBL3301486 Unchecked 8
- 10.6019/CHEMBL3301472 Human immunodeficiency virus 1 7
- 10.6019/CHEMBL3301472 NON-PROTEIN TARGET 6
- 10.6019/CHEMBL3301464 Unchecked 4
- 10.6019/CHEMBL3301451 Plasmodium falciparum 4
- 10.6019/CHEMBL3137381 Onchocerca lienalis 4
- 10.6019/CHEMBL2363022 Schistosoma mansoni 3
- 10.6019/CHEMBL3301546 Saccharomyces cerevisiae 3
- 10.6019/CHEMBL2028040 Plasmodium falciparum 3
22096101 10.1126/science.1211936 Plasmodium yoelii 3
- 10.6019/CHEMBL2094260 Mycobacterium tuberculosis 2
31419740 10.1016/j.ejmech.2019.111584 Tubulin alpha 2
- 10.6019/CHEMBL3301451 Plasmodium berghei 2
- 10.6019/CHEMBL3301458 Voltage-gated inwardly rectifying potassium channel KCNH2 2
18579783 10.1073/pnas.0802982105 Plasmodium falciparum 2

Data from ChEMBL 36 via Core Engine