General Information of Drug (ID: DMBL79I)

Drug Name
Proguanil
Synonyms
Bigumal; Chlorguanid; Chlorguanide; Chloriguane; Chloroguanide; Paludrin; Proguanile; Proguanilum; Proguanile [DCIT]; Diguanyl (hydrochloride); Drinupal (hydrochloride); Paludrine (TN); Paludrine (hydrochloride); Palusil (hydrochloride); Proguanil [INN:BAN]; Proguanilum [INN-Latin]; RP-3359; Tirian (hydrochloride); M-4888 (hydrochloride); SN-12837 (hydrochloride); N1-p-Chlorophenyl-N5-isopropylbiguanide; N-(4-Chlorophenyl)-N'-(1-methylethyl)imidodicarbonimidic diamide; N-(4-Chlorophenyl)-N'-(isopropyl)-imidodicarbonimidic diamide; N-(4-chlorophenyl)-N'-(propan-2-yl)imidodicarbonimidic diamide; (1E)-1-[amino-(4-chloroanilino)methylidene]-2-propan-2-ylguanidine; 1-(p-Chlorophenyl)-5-isopropylbiguanide; 1-Isopropyl-5-(4-chlorophenyl)biguanide
Indication
Disease Entry ICD 11 Status REF
Malaria 1F40-1F45 Approved [1]
Therapeutic Class
Antimalarials
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 253.73
Topological Polar Surface Area (xlogp) 1.5
Rotatable Bond Count (rotbonds) 4
Hydrogen Bond Donor Count (hbonddonor) 3
Hydrogen Bond Acceptor Count (hbondacc) 1
ADMET Property
BDDCS Class
Biopharmaceutics Drug Disposition Classification System (BDDCS) Class 1: high solubility and high permeability [2]
Bioavailability
60% of drug becomes completely available to its intended biological destination(s) [3]
Half-life
The concentration or amount of drug in body reduced by one-half in 20 hours [4]
Metabolism
The drug is metabolized via the liver [5]
Water Solubility
The ability of drug to dissolve in water is measured as 9.09 mg/mL [2]
Chemical Identifiers
Formula
C11H16ClN5
IUPAC Name
(1E)-1-[amino-(4-chloroanilino)methylidene]-2-propan-2-ylguanidine
Canonical SMILES
CC(C)N=C(N)/N=C(\\N)/NC1=CC=C(C=C1)Cl
InChI
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
SSOLNOMRVKKSON-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
6178111
ChEBI ID
CHEBI:8455
CAS Number
500-92-5
DrugBank ID
DB01131
TTD ID
D0P8RS
INTEDE ID
DR1347

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Polypeptide deformylase (PDF) TT9SL3Q DEFM_HUMAN Inhibitor [6]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 3A4 (CYP3A4) DE4LYSA CP3A4_HUMAN Substrate [7]
Cytochrome P450 2E1 (CYP2E1) DEVDYN7 CP2E1_HUMAN Substrate [8]
Cytochrome P450 2C9 (CYP2C9) DE5IED8 CP2C9_HUMAN Substrate [9]
Mephenytoin 4-hydroxylase (CYP2C19) DEGTFWK CP2CJ_HUMAN Substrate [10]
Cytochrome P450 1A2 (CYP1A2) DEJGDUW CP1A2_HUMAN Substrate [8]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease Malaria
ICD Disease Classification 1F40-1F45
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
Polypeptide deformylase (PDF) DTT PDF 8.87E-16 -0.54 -0.86
Cytochrome P450 2E1 (CYP2E1) DME CYP2E1 1.94E-06 7.00E-02 4.44E-01
Cytochrome P450 1A2 (CYP1A2) DME CYP1A2 7.09E-03 2.84E-02 1.20E-01
Mephenytoin 4-hydroxylase (CYP2C19) DME CYP2C19 6.34E-01 4.42E-03 2.22E-02
Cytochrome P450 2C9 (CYP2C9) DME CYP2C9 5.63E-01 -9.82E-03 -4.80E-02
Cytochrome P450 3A4 (CYP3A4) DME CYP3A4 7.29E-03 -3.47E-02 -1.80E-01
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Disease Different from Proguanil (Comorbidity)
DDI Drug Name DDI Drug ID Severity Mechanism Comorbidity REF
Sodium bicarbonate DMMU6BJ Moderate Decreased absorption of Proguanil due to adsorption of Sodium bicarbonate. Acidosis [5C73] [60]
Arn-509 DMT81LZ Moderate Increased metabolism of Proguanil caused by Arn-509 mediated induction of CYP450 enzyme. Acute myeloid leukaemia [2A60] [60]
Cenobamate DMGOVHA Moderate Decreased metabolism of Proguanil caused by Cenobamate mediated inhibition of CYP450 enzyme. Epilepsy/seizure [8A61-8A6Z] [61]
Brivaracetam DMSEPK8 Minor Decreased metabolism of Proguanil caused by Brivaracetam mediated inhibition of CYP450 enzyme. Epilepsy/seizure [8A61-8A6Z] [60]
Fedratinib DM4ZBK6 Moderate Decreased metabolism of Proguanil caused by Fedratinib mediated inhibition of CYP450 enzyme. Myeloproliferative neoplasm [2A20] [60]
Enzalutamide DMGL19D Moderate Increased metabolism of Proguanil caused by Enzalutamide mediated induction of CYP450 enzyme. Prostate cancer [2C82] [62]
Armodafinil DMGB035 Moderate Decreased metabolism of Proguanil caused by Armodafinil mediated inhibition of CYP450 enzyme. Solid tumour/cancer [2A00-2F9Z] [63]
⏷ Show the Full List of 7 DDI Information of This Drug

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