Drug ID	DRG00032
Drug Name	N1-(7-chloroquinolin-4-yl)butane-1,4-diamine
Synonyms	53186-45-1; 4-(4-Aminobutyl)amino-7-chloroquinoline; N1-(7-CHLOROQUINOLIN-4-YL)BUTANE-1,4-DIAMINE; 1,4-Butanediamine, n1-(7-chloro-4-quinolinyl)-; N'-(7-chloroquinolin-4-yl)butane-1,4-diamine; MFCD07700284; N-(4-aminobutyl)-7-chloroquinolin-4-amine; N-(7-chloroquinolin-4-yl)butane-1,4-diamine; CHEMBL236491; SCHEMBL1147513; DTXSID50472238; FIVQKRXTOFYZCQ-UHFFFAOYSA-N; AKOS010116787; SB71980; AS-53416; CS-0188349; N-(7-chloro-4-quinolyl)-1,4-diaminobutane; N'-(7-chloro-4-quinolyl)butane-1,4-diamine; P16457; N1-(7-Chloro-4-quinolinyl)-1,4-butanediamine    Click to Show/Hide
Structure
	3D MOL			2D MOL
Formula	C13H16ClN3
#Ro5 Violations (Lipinski): 0	Molecular Weight (mw)			249.74
	Lipid-water partition coefficient (xlogp)			2.7
	Hydrogen Bond Donor Count (hbonddonor)			2
	Hydrogen Bond Acceptor Count (hbondacc)			3
	Rotatable Bond Count (rotbonds)			5
PubChem CID	11770817
Canonical smiles	C1=CC2=C(C=CN=C2C=C1Cl)NCCCCN
InChI	InChI=1S/C13H16ClN3/c14-10-3-4-11-12(16-7-2-1-6-15)5-8-17-13(11)9-10/h3-5,8-9H,1-2,6-7,15H2,(H,16,17)
InChIKey	FIVQKRXTOFYZCQ-UHFFFAOYSA-N
IUPAC Name	N'-(7-chloroquinolin-4-yl)butane-1,4-diamine

Experiment 1 Reporting the Activity Data of This PDC					[1]
Indication	Malaria
Efficacy Data	Half Maximal Inhibitory Concentration (IC50)	0.8 ± 0.1 µM
MOA of PDC	The significant increase in the hemolytic activity of TP10 upon conjugation to the 4-aminoquinoline suggests that drug cargo prevents an otherwise active CPP carrier from exerting the desired cell penetrating/antiplasmodial action safely, as it produces conjugates that exert membranolytic activity.
In Vivo Model	Plasmodium falciparum 3D7.
Experiment 2 Reporting the Activity Data of This PDC					[1]
Indication	Malaria
Efficacy Data	Half Maximal Inhibitory Concentration (IC50)	1.5 µM
MOA of PDC	The significant increase in the hemolytic activity of TP10 upon conjugation to the 4-aminoquinoline suggests that drug cargo prevents an otherwise active CPP carrier from exerting the desired cell penetrating/antiplasmodial action safely, as it produces conjugates that exert membranolytic activity.
Description	Only three of the Cq-C4-CPP conjugates, namely, 5a, 5b, and 5g, displayed IC50 values below 10 μM, with TP10- and Transportan-derived conjugates 5a (IC50 = 1.52 μM) and 5b (IC50 = 5.20 μM) being the most active.
In Vivo Model	Plasmodium falciparum W2.

Experiment 1 Reporting the Activity Data of This PDC					[1]
Indication	Malaria
Efficacy Data	Half Maximal Inhibitory Concentration (IC50)	0.8 ± 0.3 µM
MOA of PDC	The significant increase in the hemolytic activity of TP10 upon conjugation to the 4-aminoquinoline suggests that drug cargo prevents an otherwise active CPP carrier from exerting the desired cell penetrating/antiplasmodial action safely, as it produces conjugates that exert membranolytic activity.
In Vivo Model	Plasmodium falciparum 3D7.

Experiment 1 Reporting the Activity Data of This PDC					[1]
Indication	Malaria
Efficacy Data	Half Maximal Inhibitory Concentration (IC50)	1.0 ± 0.3 µM
MOA of PDC	The significant increase in the hemolytic activity of TP10 upon conjugation to the 4-aminoquinoline suggests that drug cargo prevents an otherwise active CPP carrier from exerting the desired cell penetrating/antiplasmodial action safely, as it produces conjugates that exert membranolytic activity.
In Vivo Model	Plasmodium falciparum 3D7.

Experiment 1 Reporting the Activity Data of This PDC					[1]
Indication	Malaria
Efficacy Data	Half Maximal Inhibitory Concentration (IC50)	1.2 ± 0.2 µM
MOA of PDC	The significant increase in the hemolytic activity of TP10 upon conjugation to the 4-aminoquinoline suggests that drug cargo prevents an otherwise active CPP carrier from exerting the desired cell penetrating/antiplasmodial action safely, as it produces conjugates that exert membranolytic activity.
In Vivo Model	Plasmodium falciparum 3D7.

Experiment 1 Reporting the Activity Data of This PDC					[1]
Indication	Malaria
Efficacy Data	Half Maximal Inhibitory Concentration (IC50)	5.2 µM
MOA of PDC	The significant increase in the hemolytic activity of TP10 upon conjugation to the 4-aminoquinoline suggests that drug cargo prevents an otherwise active CPP carrier from exerting the desired cell penetrating/antiplasmodial action safely, as it produces conjugates that exert membranolytic activity.
Description	Only three of the Cq-C4-CPP conjugates, namely, 5a, 5b, and 5g, displayed IC50 values below 10 μM, with TP10- and Transportan-derived conjugates 5a (IC50 = 1.52 μM) and 5b (IC50 = 5.20 μM) being the most active.
In Vivo Model	Plasmodium falciparum W2.

Experiment 1 Reporting the Activity Data of This PDC					[1]
Indication	Malaria
Efficacy Data	Half Maximal Inhibitory Concentration (IC50)	8.5 µM
MOA of PDC	The significant increase in the hemolytic activity of TP10 upon conjugation to the 4-aminoquinoline suggests that drug cargo prevents an otherwise active CPP carrier from exerting the desired cell penetrating/antiplasmodial action safely, as it produces conjugates that exert membranolytic activity.
Description	Only three of the Cq-C4-CPP conjugates, namely, 5a, 5b, and 5g, displayed IC50 values below 10 μM, with TP10- and Transportan-derived conjugates 5a (IC50 = 1.52 μM) and 5b (IC50 = 5.20 μM) being the most active.
In Vivo Model	Plasmodium falciparum W2.

Experiment 1 Reporting the Activity Data of This PDC					[1]
Indication	Malaria
Efficacy Data	Half Maximal Inhibitory Concentration (IC50)	> 10 µM
MOA of PDC	The significant increase in the hemolytic activity of TP10 upon conjugation to the 4-aminoquinoline suggests that drug cargo prevents an otherwise active CPP carrier from exerting the desired cell penetrating/antiplasmodial action safely, as it produces conjugates that exert membranolytic activity.
Description	Only three of the Cq-C4-CPP conjugates, namely, 5a, 5b, and 5g, displayed IC50 values below 10 μM, with TP10- and Transportan-derived conjugates 5a (IC50 = 1.52 μM) and 5b (IC50 = 5.20 μM) being the most active.
In Vivo Model	Plasmodium falciparum W2.

Experiment 1 Reporting the Activity Data of This PDC					[1]
Indication	Malaria
Efficacy Data	Half Maximal Inhibitory Concentration (IC50)	> 10 µM
MOA of PDC	The significant increase in the hemolytic activity of TP10 upon conjugation to the 4-aminoquinoline suggests that drug cargo prevents an otherwise active CPP carrier from exerting the desired cell penetrating/antiplasmodial action safely, as it produces conjugates that exert membranolytic activity.
Description	Only three of the Cq-C4-CPP conjugates, namely, 5a, 5b, and 5g, displayed IC50 values below 10 μM, with TP10- and Transportan-derived conjugates 5a (IC50 = 1.52 μM) and 5b (IC50 = 5.20 μM) being the most active.
In Vivo Model	Plasmodium falciparum W2.

Experiment 1 Reporting the Activity Data of This PDC					[1]
Indication	Malaria
Efficacy Data	Half Maximal Inhibitory Concentration (IC50)	> 10 µM
MOA of PDC	The significant increase in the hemolytic activity of TP10 upon conjugation to the 4-aminoquinoline suggests that drug cargo prevents an otherwise active CPP carrier from exerting the desired cell penetrating/antiplasmodial action safely, as it produces conjugates that exert membranolytic activity.
Description	Only three of the Cq-C4-CPP conjugates, namely, 5a, 5b, and 5g, displayed IC50 values below 10 μM, with TP10- and Transportan-derived conjugates 5a (IC50 = 1.52 μM) and 5b (IC50 = 5.20 μM) being the most active.
In Vivo Model	Plasmodium falciparum W2.

Experiment 1 Reporting the Activity Data of This PDC					[1]
Indication	Malaria
Efficacy Data	Half Maximal Inhibitory Concentration (IC50)	> 10 µM
MOA of PDC	The significant increase in the hemolytic activity of TP10 upon conjugation to the 4-aminoquinoline suggests that drug cargo prevents an otherwise active CPP carrier from exerting the desired cell penetrating/antiplasmodial action safely, as it produces conjugates that exert membranolytic activity.
Description	Only three of the Cq-C4-CPP conjugates, namely, 5a, 5b, and 5g, displayed IC50 values below 10 μM, with TP10- and Transportan-derived conjugates 5a (IC50 = 1.52 μM) and 5b (IC50 = 5.20 μM) being the most active.
In Vivo Model	Plasmodium falciparum W2.

Experiment 1 Reporting the Activity Data of This PDC					[1]
Indication	Malaria
Efficacy Data	Half Maximal Inhibitory Concentration (IC50)	> 10 µM
MOA of PDC	The significant increase in the hemolytic activity of TP10 upon conjugation to the 4-aminoquinoline suggests that drug cargo prevents an otherwise active CPP carrier from exerting the desired cell penetrating/antiplasmodial action safely, as it produces conjugates that exert membranolytic activity.
Description	Only three of the Cq-C4-CPP conjugates, namely, 5a, 5b, and 5g, displayed IC50 values below 10 μM, with TP10- and Transportan-derived conjugates 5a (IC50 = 1.52 μM) and 5b (IC50 = 5.20 μM) being the most active.
In Vivo Model	Plasmodium falciparum W2.

Experiment 1 Reporting the Activity Data of This PDC					[1]
Indication	Malaria
Efficacy Data	Half Maximal Inhibitory Concentration (IC50)	> 10 µM
MOA of PDC	The significant increase in the hemolytic activity of TP10 upon conjugation to the 4-aminoquinoline suggests that drug cargo prevents an otherwise active CPP carrier from exerting the desired cell penetrating/antiplasmodial action safely, as it produces conjugates that exert membranolytic activity.
Description	Only three of the Cq-C4-CPP conjugates, namely, 5a, 5b, and 5g, displayed IC50 values below 10 μM, with TP10- and Transportan-derived conjugates 5a (IC50 = 1.52 μM) and 5b (IC50 = 5.20 μM) being the most active.
In Vivo Model	Plasmodium falciparum W2.

Ref 1	Coupling the Antimalarial Cell Penetrating Peptide TP10 to Classical Antimalarial Drugs Primaquine and Chloroquine Produces Strongly Hemolytic Conjugates. Molecules. 2019 Dec 12;24(24):4559. doi: 10.3390/molecules24244559.