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Compound Detail

CHEMBL1928402

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CC(=O)c1nc(C(=O)NCCc2ccccc2)cc2c1[nH]c1ccccc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1928402
Phase Preclinical
Structure Type MOL
InChI Key QPUYCBSQXKSFOO-UHFFFAOYSA-N
7
Targets
9
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

357.4
MW (Da)
3.89
ALogP
3
HBA
2
HBD
74.8
PSA (Ų)
0.53
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C22H19N3O2
MW 357.41
Aromatic Rings 4
Heavy Atoms 27
NP-Likeness -0.11

Activity Summary

IC50 9 meas. best 5.51

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 IC50 5.51 5.49 3090.0 2
U-251
CHEMBL615022
 IC50 4.92 4.92 12000.0 1
U-87 MG
CHEMBL614247
 IC50 4.89 4.89 13000.0 1
NCI-H157
CHEMBL614783
 IC50 4.71 4.71 19400.0 1
A549
CHEMBL392
 IC50 4.43 4.375 37400.0 2
HCT-116
CHEMBL394
 IC50 4.43 4.43 37400.0 1
NCI-H1299
CHEMBL612255
 IC50 4.43 4.43 37400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 3090.0 nM 5.51 Antiplasmodial activity against drug-sensitive Plasmodium falciparum 3D7 assesse... 21977916
Plasmodium falciparum IC50 = 3380.0 nM 5.47 Antiplasmodial activity against multidrug-resistant Plasmodium falciparum Dd2 as... 21977916
U-251 IC50 = 12000.0 nM 4.92 Antiproliferative activities against human U-251 cells by SRB assay 32864967
U-87 MG IC50 = 13000.0 nM 4.89 Antiproliferative activities against human U-87 MG cells by SRB assay 32864967
NCI-H157 IC50 = 19400.0 nM 4.71 Antiproliferative activity against human NCI-H157 cells assessed as reduction in... 33691166
A549 IC50 = 37400.0 nM 4.43 Cytotoxicity against human A549 cells 34332400
HCT-116 IC50 = 37400.0 nM 4.43 Cytotoxicity against human HCT-116 cells 34332400
NCI-H1299 IC50 = 37400.0 nM 4.43 Cytotoxicity against human NCI-H1299 cells 34332400
A549 IC50 = 48200.0 nM 4.32 Antiproliferative activity against human A549 cells assessed as reduction in cel... 33691166

Literature References

PubMed DOI Target Context # Activities
33691166 10.1016/j.bmcl.2021.127915 A549 2
33691166 10.1016/j.bmcl.2021.127915 NCI-H157 2
21977916 10.1021/np200399t Plasmodium falciparum 2
32864967 10.1021/acs.jnatprod.0c00588 Escherichia coli 1
36786551 10.1021/acs.jmedchem.2c01115 MRC5 1
36786551 10.1021/acs.jmedchem.2c01115 MDA-MB-231 1
34332400 10.1016/j.ejmech.2021.113688 NCI-H1299 1
34332400 10.1016/j.ejmech.2021.113688 HCT-116 1
34332400 10.1016/j.ejmech.2021.113688 A549 1
32864967 10.1021/acs.jnatprod.0c00588 U-87 MG 1
32864967 10.1021/acs.jnatprod.0c00588 Staphylococcus aureus 1
32864967 10.1021/acs.jnatprod.0c00588 U-251 1
32864967 10.1021/acs.jnatprod.0c00588 Candida albicans 1
21977916 10.1021/np200399t MDA-MB-231 1
21977916 10.1021/np200399t DU-145 1
21977916 10.1021/np200399t HeLa 1
21977916 10.1021/np200399t A549 1
21977916 10.1021/np200399t NCI-H460 1
21977916 10.1021/np200399t SMMC-7721 1
21977916 10.1021/np200399t SW1990 1

Data from ChEMBL 36 via Core Engine