XEW

N-(4-chlorophenyl)-N'-(propan-2-yl)triimidodicarbonic diamide

Created:	2022-11-14
Last modified:	2023-02-01

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Chemical Details
Formal Charge	0
Atom Count	33
Chiral Atom Count	0
Bond Count	33
Aromatic Bond Count	6

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Chemical Component Summary
Name	N-(4-chlorophenyl)-N'-(propan-2-yl)triimidodicarbonic diamide
Systematic Name (OpenEye OEToolkits)	1-(4-chlorophenyl)-3-(~{N}-propan-2-ylcarbamimidoyl)guanidine
Formula	C₁₁ H₁₆ Cl N₅
Molecular Weight	253.731
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	Clc1ccc(NC(=N)NC(=N)NC(C)C)cc1
SMILES	CACTVS	3.385	CC(C)NC(=N)NC(=N)Nc1ccc(Cl)cc1
SMILES	OpenEye OEToolkits	2.0.7	CC(C)NC(=N)NC(=N)Nc1ccc(cc1)Cl
Canonical SMILES	CACTVS	3.385	CC(C)NC(=N)NC(=N)Nc1ccc(Cl)cc1
Canonical SMILES	OpenEye OEToolkits	2.0.7	[H]/N=C(\Nc1ccc(cc1)Cl)/N/C(=N\[H])/NC(C)C
InChI	InChI	1.06	InChI=1S/C11H16ClN5/c1-7(2)15-10(13)17-11(14)16-9-5-3-8(12)4-6-9/h3-7H,1-2H3,(H5,13,14,15,16,17)
InChIKey	InChI	1.06	SSOLNOMRVKKSON-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank ID	DB01131
Name	Proguanil
Groups	approved
Description	Proguanil is a prophylactic antimalarial drug, which works by stopping the malaria parasite, _Plasmodium falciparum_ and _Plasmodium vivax_, from reproducing once it is in the red blood cells. It does this by inhibiting the enzyme, dihydrofolate reductase, which is involved in the reproduction of the parasite.
Synonyms	Chlorguanide Chloroguanide Proguanil hydrochloride Proguanil Proguanilum Proguanile 1-(p-Chlorophenyl)-5-isopropylbiguanide Proguanilo
Brand Names	Atovaquone Proguanil Mylan-atovaquone/proguanil Paludrine Tab 100mg Malarone Pediatric Paludrine Tab 0.1gm Teva-atovaquone Proguanil Atovaquone and Proguanil Hydrochloride Pediatric Atovaquone and Proguanil Hydrochloride Atovaquone and Proguanil Hydrochloride Tablets Malarone Atovaquone and Proguanil HCl
Indication	For the causal prevention and suppression of malaria caused by susceptible strains of <i>P. falciparum</i> and other species of Plasmodium found in some geographical areas of the world.
Categories	Amidines Anti-Infective Agents Antimalarials Antimetabolites Antiparasitic Agents Antiparasitic Products, Insecticides and Repellents Antiprotozoals Biguanides Cytochrome P-450 CYP2C19 Substrates Cytochrome P-450 CYP2C9 Substrates Cytochrome P-450 CYP2D6 Inhibitors Cytochrome P-450 CYP2D6 Inhibitors (weak) Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Folic Acid Antagonists Guanidines Noxae Toxic Actions
ATC-Code	P01BB01 P01BB51 P01BB52
CAS number	500-92-5

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Dihydrofolate reductase	MVGSLNCIVAVSQNMGIGKNGDLPWPPLRNEFRYFQRMTTTSSVEGKQNL...	unknown	inhibitor
Bifunctional dihydrofolate reductase-thymidylate synthase	MMEQVCDVFDIYAICACCKVESKNEGKKNEVFNNYTFRGLGNKGVLPWKC...	unknown	inhibitor
Cytochrome P450 2C9	MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDI...	unknown	substrate
Cytochrome P450 2C19	MDPFVVLVLCLSCLLLLSIWRQSSGRGKLPPGPTPLPVIGNILQIDIKDV...	unknown	substrate
Cytochrome P450 2D6	MGLEALVPLAVIVAIFLLLVDLMHRRQRWAARYPPGPLPLPGLGNLLHVD...	unknown	inhibitor

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682