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Compound Detail

CHEMBL228363

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COc1cc(C2C(C#N)=C(N)Oc3c2ccc2ccccc32)cc(OC)c1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL228363
Phase Preclinical
Structure Type MOL
InChI Key QASRNVZBHIVOPA-UHFFFAOYSA-N
11
Targets
13
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

388.4
MW (Da)
4.08
ALogP
6
HBA
1
HBD
86.7
PSA (Ų)
0.72
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H20N2O4
MW 388.42
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -0.54

Activity Summary

IC50 11 meas. best 8.28
EC50 2 meas. best 7.57

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 8.28 8.28 5.2 1
KB-V1
CHEMBL4296451
 IC50 8.06 7.82 8.8 2
Transcriptional activator Myb
CHEMBL5169115
 IC50 8.04 8.04 9.1 1
HeLa
CHEMBL399
 IC50 7.95 7.95 11.3 1
EA.hy 926
CHEMBL4296410
 IC50 7.7 7.7 19.9 1
HCT-116
CHEMBL394
 IC50 7.65 7.605 22.2 2
T47D
CHEMBL614361
 EC50 7.57 7.57 27.0 1
518A2
CHEMBL4483222
 IC50 7.54 7.54 28.8 1
MCF7
CHEMBL387
 IC50 7.47 7.47 34.1 1
NCI-H1299
CHEMBL612255
 EC50 7.17 7.17 67.0 1
HT-29
CHEMBL384
 IC50 6.49 6.49 324.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 5.2 nM 8.28 Cytotoxicity against human U-87 cells assessed as reduction in cell viability me... 36385941
KB-V1 IC50 = 8.8 nM 8.06 Cytotoxicity against human multidrug-resistant KB-V1 cells assessed as reduction... 36385941
Transcriptional activator Myb IC50 = 9.1 nM 8.04 Inhibition of c-Myb (unknown origin) expressed in HEK293T cells measured after 1... 36385941
HeLa IC50 = 11.3 nM 7.95 Cytotoxicity against human HeLa cells assessed as reduction in cell viability me... 36385941
EA.hy 926 IC50 = 19.9 nM 7.7 Cytotoxicity against human EA.hy 926 cells assessed as reduction in cell viabili... 36385941
HCT-116 IC50 = 22.2 nM 7.65 Cytotoxicity against human HCT-116 cells assessed as reduction in cell viability... 36385941
KB-V1 IC50 = 26.4 nM 7.58 Cytotoxicity against human multidrug-resistant KB-V1 cells assessed as reduction... 36385941
T47D EC50 = 27.0 nM 7.57 Apoptosis inducing activity in human T47D cells by caspase activation assay 17497765
HCT-116 IC50 = 27.6 nM 7.56 Cytotoxicity against p53-deficient human HCT-116 cells assessed as reduction in ... 36385941
518A2 IC50 = 28.8 nM 7.54 Cytotoxicity against human 518A2 cells assessed as reduction in cell viability m... 36385941
MCF7 IC50 = 34.1 nM 7.47 Cytotoxicity against human MCF7 cells assessed as reduction in cell viability me... 36385941
NCI-H1299 EC50 = 67.0 nM 7.17 Apoptosis inducing activity in human H1299 cells by caspase activation assay 17497765
HT-29 IC50 = 324.0 nM 6.49 Cytotoxicity against human HT-29 cells assessed as reduction in cell viability m... 36385941

Literature References

PubMed DOI Target Context # Activities
36385941 10.1021/acsmedchemlett.2c00403 Unchecked 5
36385941 10.1021/acsmedchemlett.2c00403 Tubulin 3
36385941 10.1021/acsmedchemlett.2c00403 518A2 3
36385941 10.1021/acsmedchemlett.2c00403 KB-V1 2
36385941 10.1021/acsmedchemlett.2c00403 HCT-116 2
36385941 10.1021/acsmedchemlett.2c00403 No relevant target 1
36385941 10.1021/acsmedchemlett.2c00403 MCF7 1
36385941 10.1021/acsmedchemlett.2c00403 Caspase-3/Caspase-7 1
36385941 10.1021/acsmedchemlett.2c00403 HeLa 1
36385941 10.1021/acsmedchemlett.2c00403 HT-29 1
36385941 10.1021/acsmedchemlett.2c00403 EA.hy 926 1
36385941 10.1021/acsmedchemlett.2c00403 Transcriptional activator Myb 1
17497765 10.1021/jm070216c T47D 1
- 10.6019/CHEMBL4513135 Staphylococcus aureus 1
- 10.6019/CHEMBL4513135 Acinetobacter baumannii 1
- 10.6019/CHEMBL4513135 Pseudomonas aeruginosa 1
- 10.6019/CHEMBL4513135 Klebsiella pneumoniae 1
- 10.6019/CHEMBL4513135 Escherichia coli 1
- 10.6019/CHEMBL4513135 Cryptococcus neoformans 1
- 10.6019/CHEMBL4513135 Candida albicans 1

Data from ChEMBL 36 via Core Engine