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Compound Detail

CHEMBL221654

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CN(C)c1ccc(C(=O)N[C@@H](CCCCCC(=O)NO)C(=O)Nc2cccc3cccnc23)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL221654
Phase Preclinical
Structure Type MOL
InChI Key AWLFNVKRXDPUCZ-QFIPXVFZSA-N
18
Targets
24
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

477.6
MW (Da)
3.49
ALogP
6
HBA
4
HBD
123.7
PSA (Ų)
0.19
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 C26H31N5O4
MW 477.57
Aromatic Rings 3
Heavy Atoms 35
NP-Likeness -0.91

Activity Summary

IC50 24 meas. best 7.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 IC50 7.89 7.592 13.0 5
MM96L
CHEMBL614170
 IC50 7.7 7.7 20.0 1
Histone deacetylase 1
CHEMBL325
 IC50 7.68 7.68 21.0 1
SK-MEL-5
CHEMBL614922
 IC50 7.5 7.5 32.0 1
MCF7
CHEMBL387
 IC50 7.46 7.46 35.0 1
T47D
CHEMBL614361
 IC50 7.35 7.35 45.0 1
DU-145
CHEMBL613508
 IC50 7.21 7.21 61.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 7.2 7.135 63.0 2
C180-13S
CHEMBL613540
 IC50 7.19 7.19 65.0 1
SK-MEL-28
CHEMBL614919
 IC50 7.14 7.14 73.0 1
HOP-62
CHEMBL614643
 IC50 6.86 6.86 137.0 1
A549
CHEMBL392
 IC50 6.83 6.83 148.0 1
HT-29
CHEMBL384
 IC50 6.75 6.75 178.0 1
PC-3
CHEMBL390
 IC50 6.66 6.66 220.0 1
COLO 205
CHEMBL614561
 IC50 6.65 6.65 223.0 1
ADMET
CHEMBL612558
 IC50 6.24 6.24 570.0 1
NFF
CHEMBL614198
 IC50 6.24 6.24 570.0 2
Histone deacetylase 6
CHEMBL1865
 IC50 6.03 6.03 943.0 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 = 19.0 nM 7.72 Antimalarial activity against chloroquine-sensitive Plasmodium falciparum 3D7 in... 18212103
Plasmodium falciparum IC50 = 19.0 nM 7.72 Antimalarial activity against drug-sensitive ring-stage Plasmodium falciparum 3D... 20951583
MM96L IC50 = 20.0 nM 7.7 Antiproliferative activity against human MM96L cells 17181145
Histone deacetylase 1 IC50 = 21.0 nM 7.68 Inhibition of recombinant human HDAC1 using Cbz-Lys(TFAc)-AMC as substrate by fl... 20947351
SK-MEL-5 IC50 = 32.0 nM 7.5 Antiproliferative activity against human SK-Mel-5 cells 17181145
Plasmodium falciparum IC50 = 33.0 nM 7.48 Antiplasmodial activity against CQ-resistant Plasmodium falciparum Dd2 25593097
MCF7 IC50 = 35.0 nM 7.46 Antiproliferative activity against human MCF7 cells 17181145
T47D IC50 = 45.0 nM 7.35 Antiproliferative activity against human T-47D cells 17181145
DU-145 IC50 = 61.0 nM 7.21 Antiproliferative activity against human DU145 cells 17181145
NON-PROTEIN TARGET IC50 = 63.0 nM 7.2 Antiproliferative activity against human H520 cells 17181145
C180-13S IC50 = 65.0 nM 7.19 Antiproliferative activity against human C180-13S cells 17181145
Plasmodium falciparum IC50 = 71.0 nM 7.15 Antimalarial activity against chloroquine-resistant Plasmodium falciparum Dd2 in... 18212103
SK-MEL-28 IC50 = 73.0 nM 7.14 Antiproliferative activity against human SK-Mel-28 cells 17181145
NON-PROTEIN TARGET IC50 = 85.0 nM 7.07 Antiproliferative activity against human JAM cells 17181145
HOP-62 IC50 = 137.0 nM 6.86 Antiproliferative activity against human HOP62 cells 17181145
A549 IC50 = 148.0 nM 6.83 Antiproliferative activity against human A549 cells 17181145
HT-29 IC50 = 178.0 nM 6.75 Antiproliferative activity against human HT29 cells 17181145
PC-3 IC50 = 220.0 nM 6.66 Antiproliferative activity against human PC3 cells 17181145
COLO 205 IC50 = 223.0 nM 6.65 Antiproliferative activity against human Colo205 cells 17181145

Literature References

PubMed DOI Target Context # Activities
17181145 10.1021/jm050214x NFF 12
17181145 10.1021/jm050214x NON-PROTEIN TARGET 2
20951583 10.1016/j.bmcl.2010.09.096 Unchecked 2
20951583 10.1016/j.bmcl.2010.09.096 Plasmodium falciparum 2
18212103 10.1128/aac.00757-07 Unchecked 2
18212103 10.1128/aac.00757-07 Plasmodium falciparum 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 MCF7 1
17181145 10.1021/jm050214x SK-MEL-28 1
17181145 10.1021/jm050214x HT-29 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 DU-145 1
18212103 10.1128/aac.00757-07 ADMET 1
17181145 10.1021/jm050214x A549 1
20947351 10.1016/j.bmcl.2010.09.100 Histone deacetylase 1 1
17181145 10.1021/jm050214x Unchecked 1

Data from ChEMBL 36 via Core Engine