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Compound Detail

CHEMBL2032358

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COc1ccc2[nH]c(C)c(/C=C/C(=O)c3ccncc3)c2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2032358
Phase Preclinical
Structure Type MOL
InChI Key UPJCYXIOWHZRLU-GQCTYLIASA-N
6
Targets
8
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

292.3
MW (Da)
3.78
ALogP
3
HBA
1
HBD
55.0
PSA (Ų)
0.59
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 C18H16N2O2
MW 292.34
Aromatic Rings 3
Heavy Atoms 22
NP-Likeness -0.50

Activity Summary

IC50 6 meas. best 8.3
Kd 2 meas. best 8.43

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
1-phosphatidylinositol 3-phosphate 5-kinase
CHEMBL1938222
 Kd 8.43 8.355 3.8 2
1-phosphatidylinositol 3-phosphate 5-kinase
CHEMBL1938222
 IC50 8.3 8.3 5.0 1
MDA-MB-231
CHEMBL400
 IC50 6.06 6.06 880.0 1
HeLa
CHEMBL399
 IC50 5.91 5.91 1220.0 1
U-251
CHEMBL615022
 IC50 5.72 5.72 1900.0 1
A-375
CHEMBL613859
 IC50 5.3 5.3 5020.0 1
SK-MEL-28
CHEMBL614919
 IC50 5.09 5.09 8156.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
1-phosphatidylinositol 3-phosphate 5-kinase Kd = 3.75 nM 8.43 Binding affinity to PIKfyve (unknown origin) assessed as dissociation constant i... 38117948
1-phosphatidylinositol 3-phosphate 5-kinase IC50 = 5.05 nM 8.3 Inhibition of N-terminal His-tagged human PIKfyve expressed in Sf9 insect cells ... 37981443
1-phosphatidylinositol 3-phosphate 5-kinase Kd = 5.3 nM 8.28 Binding affinity to PIKfyve (unknown origin) assessed as dissociation constant b... 38117948
MDA-MB-231 IC50 = 880.0 nM 6.06 Antiproliferative activity against human MDA-MB-231 cells assessed as inhibition... 38117948
HeLa IC50 = 1220.0 nM 5.91 Antiproliferative activity against human HeLa cells assessed as inhibition of ce... 38117948
U-251 IC50 = 1900.0 nM 5.72 Cytotoxicity against human U251 cells after 24 hrs by MTT assay 22335538
A-375 IC50 = 5020.0 nM 5.3 Antiproliferative activity against human A375 cells after 48 hrs by MTS assay 29878764
SK-MEL-28 IC50 = 8156.0 nM 5.09 Antiproliferative activity against human SK-MEL-28 cells after 48 hrs by MTS ass... 29878764

Literature References

PubMed DOI Target Context # Activities
25654321 10.1021/jm501997q U-251 11
22335538 10.1021/jm201006x U-251 10
24527179 10.1021/ml4003925 U-251 6
22335538 10.1021/jm201006x MCF7 5
38117948 10.1021/acs.jmedchem.3c01039 HeLa 5
27343855 10.1016/j.ejmech.2016.06.016 U-251 4
37212861 10.1021/acs.jmedchem.3c00090 HCC1806 3
38117948 10.1021/acs.jmedchem.3c01039 MDA-MB-231 3
29878764 10.1021/acs.jmedchem.8b00753 MDA-MB-231 3
22335538 10.1021/jm201006x ADMET 3
38117948 10.1021/acs.jmedchem.3c01039 1-phosphatidylinositol 3-phosphate 5-kinase 2
22335538 10.1021/jm201006x HMEC 2
27343855 10.1016/j.ejmech.2016.06.016 NON-PROTEIN TARGET 1
29878764 10.1021/acs.jmedchem.8b00753 HepG2 1
29878764 10.1021/acs.jmedchem.8b00753 BGC-823 1
29878764 10.1021/acs.jmedchem.8b00753 HCT-116 1
29878764 10.1021/acs.jmedchem.8b00753 MCF7 1
27343855 10.1016/j.ejmech.2016.06.016 Unchecked 1
25654321 10.1021/jm501997q Tubulin 1
29878764 10.1021/acs.jmedchem.8b00753 SK-MEL-30 1

Data from ChEMBL 36 via Core Engine