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Compound Detail

CHEMBL4764214

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O=C(NCCN1CCCC1)c1cc(NCCC2CCOCC2)nc2ccc(Cl)cc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4764214
Phase Preclinical
Structure Type MOL
InChI Key MKBCCNVAXYXPSI-UHFFFAOYSA-N
4
Targets
12
Activities
1
Assay Types
10
PK Parameters
7
Publications
0
Known Names

Molecular Properties

431.0
MW (Da)
3.94
ALogP
5
HBA
2
HBD
66.5
PSA (Ų)
0.66
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H31ClN4O2
MW 430.98
Aromatic Rings 2
Heavy Atoms 30
NP-Likeness -1.60

Activity Summary

EC50 12 meas. best 9.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 EC50 9.3 8.8778 0.5 9
Plasmodium yoelii
CHEMBL612889
 EC50 9.0 9.0 1.0 1
Plasmodium berghei
CHEMBL612653
 EC50 7.85 7.85 14.0 1
MRC5
CHEMBL614181
 EC50 4.51 4.51 31000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1212.13 ng.hr.mL-1 Mus musculus
CL 2.0 mL.min-1.g-1 Mus musculus
CL 0.8 mL.min-1.g-1 Rattus norvegicus
CL 1.0 mL.min-1.g-1 Homo sapiens
CL 34.0 mL.min-1.kg-1 Mus musculus
CL 3.0 mL.min-1.g-1 Rattus norvegicus
Cmax 447.82 nM Mus musculus
F 23.0 % Mus musculus
T1/2 2.9 hr Mus musculus
Tmax 0.5 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum EC50 = 0.5 nM 9.3 Antiplasmodial activity against drug resistant Plasmodium falciparum NF5 by [3H]... 27631715
Plasmodium falciparum EC50 = 0.5 nM 9.3 Antiplasmodial activity against drug resistant Plasmodium falciparum TM90C2A by ... 27631715
Plasmodium falciparum EC50 = 0.6 nM 9.22 Antiplasmodial activity against drug resistant Plasmodium falciparum W2 by [3H]h... 27631715
Plasmodium falciparum EC50 = 0.7 nM 9.15 Antiplasmodial activity against drug resistant Plasmodium falciparum 7G8 by [3H]... 27631715
Plasmodium falciparum EC50 = 0.7 nM 9.15 Antiplasmodial activity against drug resistant Plasmodium falciparum D6 by [3H]h... 27631715
Plasmodium falciparum EC50 = 0.8 nM 9.1 Antiplasmodial activity against drug resistant Plasmodium falciparum K1 by [3H]h... 27631715
Plasmodium falciparum EC50 = 0.9 nM 9.05 Antiplasmodial activity against drug resistant Plasmodium falciparum V1/S by [3H... 27631715
Plasmodium yoelii EC50 = 1.0 nM 9.0 Antiplasmodial activity against Plasmodium yoelli liver stage forms 27631715
Plasmodium falciparum EC50 = 6.0 nM 8.22 Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum 3D7 ... 27631715
Plasmodium berghei EC50 = 14.0 nM 7.85 Antiplasmodial activity against Plasmodium berghei ookinete form assessed as gro... 27631715
Plasmodium falciparum EC50 = 39.0 nM 7.41 Antiplasmodial activity against late stage (IV/V) Plasmodium falciparum NF54 gam... 27631715
MRC5 EC50 = 31000.0 nM 4.51 Antiproliferative activity against human MRC5 cells assessed as reduction in cel... 27631715

Literature References

PubMed DOI Target Context # Activities
27631715 10.1021/acs.jmedchem.6b00723 ADMET 14
27631715 10.1021/acs.jmedchem.6b00723 Plasmodium berghei 10
27631715 10.1021/acs.jmedchem.6b00723 Plasmodium falciparum 9
27631715 10.1021/acs.jmedchem.6b00723 Plasmodium yoelii 1
27631715 10.1021/acs.jmedchem.6b00723 MRC5 1
27631715 10.1021/acs.jmedchem.6b00723 No relevant target 1
27631715 10.1021/acs.jmedchem.6b00723 Voltage-gated inwardly rectifying potassium channel KCNH2 1

Data from ChEMBL 36 via Core Engine