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Compound Detail

CHEMBL220692

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O=C(/C=C/c1ccccc1)N[C@@H](CCCCCC(=O)NO)C(=O)Nc1cccc2cccnc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL220692
Phase Preclinical
Structure Type MOL
InChI Key NIGUOYSXBDUJSL-QWYDYZLZSA-N
18
Targets
32
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

460.5
MW (Da)
3.83
ALogP
5
HBA
4
HBD
120.4
PSA (Ų)
0.15
QED
0
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H28N4O4
MW 460.53
Aromatic Rings 3
Heavy Atoms 34
NP-Likeness -0.50

Activity Summary

IC50 32 meas. best 7.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 IC50 7.89 7.3036 13.0 11
MCF7
CHEMBL387
 IC50 7.77 7.77 17.0 1
T47D
CHEMBL614361
 IC50 7.7 7.7 20.0 1
MM96L
CHEMBL614170
 IC50 7.68 7.68 21.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 7.57 7.44 27.0 2
C180-13S
CHEMBL613540
 IC50 7.55 7.55 28.0 1
SK-MEL-5
CHEMBL614922
 IC50 7.54 7.54 29.0 1
DU-145
CHEMBL613508
 IC50 7.52 7.52 30.0 1
SK-MEL-28
CHEMBL614919
 IC50 7.43 7.43 37.0 1
HOP-62
CHEMBL614643
 IC50 7.19 7.19 65.0 1
A549
CHEMBL392
 IC50 7.14 7.14 73.0 1
Histone deacetylase
CHEMBL1293190
 IC50 7.06 7.06 87.0 1
HT-29
CHEMBL384
 IC50 7.0 7.0 99.0 1
PC-3
CHEMBL390
 IC50 6.96 6.96 109.0 1
COLO 205
CHEMBL614561
 IC50 6.85 6.85 141.0 1
Plasmodium vivax
CHEMBL613013
 IC50 6.36 6.3067 438.0 3
ADMET
CHEMBL612558
 IC50 5.91 5.91 1240.0 2
NFF
CHEMBL614198
 IC50 5.91 5.91 1240.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 13.0 nM 7.89 Antiplasmodial activity against CQ-sensitive Plasmodium falciparum 3D7 25593097
Plasmodium falciparum IC50 = 15.0 nM 7.82 Antimalarial activity against chloroquine-sensitive Plasmodium falciparum 3D7 in... 18212103
Plasmodium falciparum IC50 = 15.0 nM 7.82 Antimalarial activity against Plasmodium falciparum infected in erythrocytes aft... 24904967
Plasmodium falciparum IC50 = 15.0 nM 7.82 Antimalarial activity against chloroquine-sensitive Plasmodium falciparum 3D7 as... 21135175
Plasmodium falciparum IC50 = 15.0 nM 7.82 Antimalarial activity against drug-sensitive ring-stage Plasmodium falciparum 3D... 20951583
MCF7 IC50 = 17.0 nM 7.77 Antiproliferative activity against human MCF7 cells 17181145
T47D IC50 = 20.0 nM 7.7 Antiproliferative activity against human T-47D cells 17181145
MM96L IC50 = 21.0 nM 7.68 Antiproliferative activity against human MM96L cells 17181145
NON-PROTEIN TARGET IC50 = 27.0 nM 7.57 Antiproliferative activity against human H520 cells 17181145
C180-13S IC50 = 28.0 nM 7.55 Antiproliferative activity against human C180-13S cells 17181145
SK-MEL-5 IC50 = 29.0 nM 7.54 Antiproliferative activity against human SK-Mel-5 cells 17181145
DU-145 IC50 = 30.0 nM 7.52 Antiproliferative activity against human DU145 cells 17181145
Plasmodium falciparum IC50 = 33.0 nM 7.48 Antiplasmodial activity against CQ-resistant Plasmodium falciparum Dd2 25593097
SK-MEL-28 IC50 = 37.0 nM 7.43 Antiproliferative activity against human SK-Mel-28 cells 17181145
Plasmodium falciparum IC50 = 39.0 nM 7.41 Antimalarial activity against chloroquine-resistant Plasmodium falciparum Dd2 in... 18212103
Plasmodium falciparum IC50 = 39.0 nM 7.41 Antimalarial activity against chloroquine-resistant Plasmodium falciparum Dd2 as... 21135175
NON-PROTEIN TARGET IC50 = 49.0 nM 7.31 Antiproliferative activity against human JAM cells 17181145
HOP-62 IC50 = 65.0 nM 7.19 Antiproliferative activity against human HOP62 cells 17181145
A549 IC50 = 73.0 nM 7.14 Antiproliferative activity against human A549 cells 17181145
Histone deacetylase IC50 = 87.0 nM 7.06 Inhibition of Plasmodium falciparum 3D7 HDAC1 in infected-human erythrocytes ass... 20951583

Literature References

PubMed DOI Target Context # Activities
17181145 10.1021/jm050214x NFF 12
18212103 10.1128/aac.00757-07 Plasmodium falciparum 9
21135175 10.1128/aac.01220-10 Plasmodium falciparum 5
21135175 10.1128/aac.01220-10 Plasmodium vivax 3
17181145 10.1021/jm050214x NON-PROTEIN TARGET 2
20951583 10.1016/j.bmcl.2010.09.096 Histone deacetylase 2
20951583 10.1016/j.bmcl.2010.09.096 Plasmodium falciparum 2
18212103 10.1128/aac.00757-07 Unchecked 2
25593097 10.1016/j.bmc.2014.12.018 Plasmodium falciparum 2
17181145 10.1021/jm050214x SK-MEL-5 2
17181145 10.1021/jm050214x HOP-62 2
17181145 10.1021/jm050214x SK-MEL-28 1
17181145 10.1021/jm050214x T47D 1
17181145 10.1021/jm050214x C180-13S 1
17181145 10.1021/jm050214x PC-3 1
17181145 10.1021/jm050214x MCF7 1
17181145 10.1021/jm050214x HT-29 1
17181145 10.1021/jm050214x DU-145 1
17181145 10.1021/jm050214x A549 1
17181145 10.1021/jm050214x Unchecked 1

Data from ChEMBL 36 via Core Engine