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Compound Detail

CHEMBL554190

QUINACRINE DIHYDROCHLORIDE
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CCN(CC)CCCC(C)Nc1c2ccc(Cl)cc2nc2ccc(OC)cc12.Cl.Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL554190
Name QUINACRINE DIHYDROCHLORIDE
Phase Preclinical
Structure Type MOL
InChI Key UDKVBVICMUEIKS-UHFFFAOYSA-N
Parent Compound CHEMBL7568
Active Moiety CHEMBL7568
3
Targets
17
Activities
2
Assay Types
2
PK Parameters
11
Publications
0
Known Names

Molecular Properties

400.0
MW (Da)
5.97
ALogP
4
HBA
1
HBD
37.4
PSA (Ų)
0.45
QED
1
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H32Cl3N3O
MW 472.89
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -0.99

Activity Summary

IC50 16 meas. best 10.1
Kd 1 meas. best 5.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 IC50 10.1 8.474 0.1 15
Histone-lysine N-methyltransferase, H3 lysine-36 specific
CHEMBL3588738
 Kd 5.85 5.85 1400.0 1
Human immunodeficiency virus 1
CHEMBL378
 IC50 5.67 5.67 2150.0 1

Pharmacokinetic Data

Parameter Value Units Species
Ka 2.3 10^5/M Homo sapiens
Ka 3.7 10^5/M Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 0.08 nM 10.1 Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 0.09 nM 10.05 Antiplasmodial activity against Plasmodium falciparum D10 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 0.1 nM 10.0 Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 0.1 nM 10.0 Antiplasmodial activity against Plasmodium falciparum HB3 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 0.12 nM 9.92 Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 0.15 nM 9.82 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr... 19734910
Plasmodium falciparum IC50 = 0.19 nM 9.72 Antiplasmodial activity against Plasmodium falciparum Dd2 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 1.0 nM 9.0 Antiplasmodial activity against Plasmodium falciparum 3D7 infected in RBCs by fi... 20547797
Plasmodium falciparum IC50 = 79.43 nM 7.1 Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 100.0 nM 7.0 Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 100.0 nM 7.0 Antiplasmodial activity against Plasmodium falciparum D10 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 100.0 nM 7.0 Antiplasmodial activity against Plasmodium falciparum HB3 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 125.89 nM 6.9 Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 158.49 nM 6.8 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr... 19734910
Plasmodium falciparum IC50 = 199.53 nM 6.7 Antiplasmodial activity against Plasmodium falciparum Dd2 after 72 hrs by SYBR g... 19734910
Histone-lysine N-methyltransferase, H3 lysine-36 specific Kd = 1400.0 nM 5.85 Binding affinity to NSD1 (unknown origin) assessed as dissociation constant by I... 37578463
Human immunodeficiency virus 1 IC50 = 2150.0 nM 5.67 Cytotoxic effect in human peripheral blood monocyte cells(PBMC) 1495008

Literature References

PubMed DOI Target Context # Activities
19734910 10.1038/nchembio.215 Plasmodium falciparum 14
1495008 10.1021/jm00093a005 MT4 3
1495008 10.1021/jm00093a005 Human immunodeficiency virus 1 3
926111 10.1021/jm00219a002 Calf thymus DNA 2
18289858 10.1016/j.bmc.2008.01.053 Unchecked 1
18289858 10.1016/j.bmc.2008.01.053 Alpha-1-acid glycoprotein 2 1
17417631 10.1038/nchembio873 Unchecked 1
20547797 10.1128/aac.00431-10 Plasmodium falciparum 1
926111 10.1021/jm00219a002 Unchecked 1
- 10.6019/EOS300108 HepG2 1
37578463 10.1021/acs.jmedchem.3c00948 Histone-lysine N-methyltransferase, H3 lysine-36 specific 1

Data from ChEMBL 36 via Core Engine