Details of the Drug

General Information of Drug (ID: DMGCHDS)

Drug Name

Sulfamethizole

Synonyms

Ayerlucil; Famet; Lucosil; Methazol; Microsul; Proklar; Renasul; Rufol; SULFAMETHIAZOLE; Salimol; Solfametizolo; Sulamethizole; Sulfamethazole; Sulfamethizol; Sulfamethizolum; Sulfamethylthiadiazole; Sulfametizol; Sulfapyelon; Sulfstat; Sulfurine; Sulphamethizole; Sulphamethyltiadiazole; Tetracid; Thidicur;Thiosulfil; Ultrasul; Urocydal; Urodiaton; Urolucosil; Urosulfin; Uroz; Solfametizolo [DCIT]; Sulfa gram; Thiosulfil Forte; RP 2145; VK 53; Sulfamethizolum [INN-Latin]; Sulfametizol [INN-Spanish]; Thiosulfil (TN); Sulfamethizole [USAN:INN:JAN]; Thiosulfil-A-Forte; Sulfamethizole (JP15/USP/INN); N1-(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanilamide; N(1)-(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanilamide; N(sup 1)-(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanilamide; N(sup 1)-(5-Methyl-1,3,4-thiadiazol-2-yl)-sulfanilamide; 2-(p-Aminobenzenesulfonamido)-5-methylthiadiazole; 2-Methyl-5-sulfanilamido-1,3,4-thiadiazole; 2-Sulfanilamido-5-methyl-1,3,4-thiadiazole; 4-Amino-N-(5-Methyl-1,3,4-Thiadiazol-2-Yl)Benzene-1-Sulfonamide; 4-Amino-N-(5-methyl-1,3,4-thiadiazol-2-yl)benzenesulfonamide; 4-Amino-N-[5-methyl-1,3,4-thiadiazol-2-yl]benzenesulfonamide; 5-Methyl-2-sulfanilamido-1,3,4-thiadiazole

Indication

Disease Entry	ICD 11	Status	REF
Urinary tract infection	GC08	Approved	[1]

Therapeutic Class

Antiinfective Agents

Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 0

Molecular Weight (mw)

270.3

Topological Polar Surface Area (xlogp)

0.5

Rotatable Bond Count (rotbonds)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

ADMET Property

Absorption: The drug is rapidly absorbed [2]
BDDCS Class: Biopharmaceutics Drug Disposition Classification System (BDDCS) Class 4: low solubility and low permeability [3]
Elimination: 86% of drug is excreted from urine in the unchanged form [3]
Half-life: The concentration or amount of drug in body reduced by one-half in 3 - 8 hours [4]
Metabolism: The drug is metabolized via the hepatic [2]
MRTD: The Maximum Recommended Therapeutic Dose (MRTD) of drug that ensured maximising efficacy and moderate side effect is 211.38 micromolar/kg/day [5]
Water Solubility: The ability of drug to dissolve in water is measured as 0.25 mg/mL [3]

Chemical Identifiers

Formula: C9H10N4O2S2
IUPAC Name: 4-amino-N-(5-methyl-1,3,4-thiadiazol-2-yl)benzenesulfonamide
Canonical SMILES: CC1=NN=C(S1)NS(=O)(=O)C2=CC=C(C=C2)N
InChI: InChI=1S/C9H10N4O2S2/c1-6-11-12-9(16-6)13-17(14,15)8-4-2-7(10)3-5-8/h2-5H,10H2,1H3,(H,12,13)
InChIKey: VACCAVUAMIDAGB-UHFFFAOYSA-N

Cross-matching ID

PubChem CID: 5328
ChEBI ID: CHEBI:9331
CAS Number: 144-82-1
DrugBank ID: DB00576
TTD ID: D07JJS

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Bacterial Dihydropteroate synthetase (Bact folP)	TT4ILYC	DHPS_ECOLI	Inhibitor	[6]

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Molecular Interaction Atlas (MIA)

MIA Detail

Jump to Detail Molecular Interaction Atlas of This Drug

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Disease Different from Sulfamethizole (Comorbidity)

DDI Drug Name	DDI Drug ID	Severity	Mechanism	Comorbidity	REF
Remdesivir	DMBFZ6L	Moderate	Increased risk of hepatotoxicity by the combination of Sulfamethizole and Remdesivir.	1D6YCoronavirus Disease 2019 [1D6YCoronavirus Disease 2019]	[15]
Repaglinide	DM5SXUV	Moderate	Increased risk of hypoglycemia by the combination of Sulfamethizole and Repaglinide.	Acute diabete complication [5A2Y]	[16]
Glibenclamide	DM8JXPZ	Moderate	Increased risk of hypoglycemia by the combination of Sulfamethizole and Glibenclamide.	Acute diabete complication [5A2Y]	[16]
Tolazamide	DMIHRNA	Moderate	Increased risk of hypoglycemia by the combination of Sulfamethizole and Tolazamide.	Acute diabete complication [5A2Y]	[17]
Nateglinide	DMLK2QH	Moderate	Increased risk of hypoglycemia by the combination of Sulfamethizole and Nateglinide.	Acute diabete complication [5A2Y]	[16]
Insulin-glulisine	DMQI0FU	Moderate	Increased risk of hypoglycemia by the combination of Sulfamethizole and Insulin-glulisine.	Acute diabete complication [5A2Y]	[16]
Insulin-aspart	DMX7V28	Moderate	Increased risk of hypoglycemia by the combination of Sulfamethizole and Insulin-aspart.	Acute diabete complication [5A2Y]	[18]
Glipizide	DMZA5PQ	Moderate	Increased risk of hypoglycemia by the combination of Sulfamethizole and Glipizide.	Acute diabete complication [5A2Y]	[16]
Bedaquiline	DM3906J	Moderate	Increased risk of hepatotoxicity by the combination of Sulfamethizole and Bedaquiline.	Antimicrobial drug resistance [MG50-MG52]	[19]
Pexidartinib	DMS2J0Z	Major	Increased risk of hepatotoxicity by the combination of Sulfamethizole and Pexidartinib.	Bone/articular cartilage neoplasm [2F7B]	[20]
Mycophenolic acid	DMU65NK	Moderate	Altered absorption of Sulfamethizole due to GI flora changes caused by Mycophenolic acid.	Crohn disease [DD70]	[21]
Cannabidiol	DM0659E	Moderate	Increased risk of hepatotoxicity by the combination of Sulfamethizole and Cannabidiol.	Epileptic encephalopathy [8A62]	[22]
Brentuximab vedotin	DMWLC57	Moderate	Increased risk of hepatotoxicity by the combination of Sulfamethizole and Brentuximab vedotin.	Hodgkin lymphoma [2B30]	[23]
Efavirenz	DMC0GSJ	Moderate	Increased risk of hepatotoxicity by the combination of Sulfamethizole and Efavirenz.	Human immunodeficiency virus disease [1C60-1C62]	[24]
Mipomersen	DMGSRN1	Major	Increased risk of hepatotoxicity by the combination of Sulfamethizole and Mipomersen.	Hyper-lipoproteinaemia [5C80]	[25]
BMS-201038	DMQTAGO	Major	Increased risk of hepatotoxicity by the combination of Sulfamethizole and BMS-201038.	Hyper-lipoproteinaemia [5C80]	[26]
Lesinurad	DMUR64T	Moderate	Decreased metabolism of Sulfamethizole caused by Lesinurad mediated inhibition of CYP450 enzyme.	Inborn purine/pyrimidine/nucleotide metabolism error [5C55]	[27]
Porfimer Sodium	DM7ZWNY	Moderate	Increased risk of photosensitivity reactions by the combination of Sulfamethizole and Porfimer Sodium.	Lung cancer [2C25]	[28]
Calaspargase pegol	DMQZBXI	Moderate	Increased risk of hepatotoxicity by the combination of Sulfamethizole and Calaspargase pegol.	Malignant haematopoietic neoplasm [2B33]	[29]
Idelalisib	DM602WT	Moderate	Increased risk of hepatotoxicity by the combination of Sulfamethizole and Idelalisib.	Mature B-cell leukaemia [2A82]	[30]
Clofarabine	DMCVJ86	Moderate	Increased risk of hepatotoxicity by the combination of Sulfamethizole and Clofarabine.	Mature B-cell lymphoma [2A85]	[31]
Prilocaine	DMI7DZ2	Major	Increased risk of methemoglobinemia by the combination of Sulfamethizole and Prilocaine.	Pain [MG30-MG3Z]	[32]
Lonafarnib	DMGM2Z6	Moderate	Decreased metabolism of Sulfamethizole caused by Lonafarnib mediated inhibition of CYP450 enzyme.	Premature ageing appearance [LD2B]	[33]
Vardenafil	DMTBGW8	Moderate	Decreased metabolism of Sulfamethizole caused by Vardenafil mediated inhibition of CYP450 enzyme.	Sexual dysfunction [HA00-HA01]	[34]
Trabectedin	DMG3Y89	Moderate	Increased risk of hepatotoxicity by the combination of Sulfamethizole and Trabectedin.	Solid tumour/cancer [2A00-2F9Z]	[22]
Naltrexone	DMUL45H	Moderate	Increased risk of hepatotoxicity by the combination of Sulfamethizole and Naltrexone.	Substance abuse [6C40]	[35]
Warfarin	DMJYCVW	Major	Increased plasma concentration of Sulfamethizole and Warfarin due to competitive binding of plasma proteins.	Supraventricular tachyarrhythmia [BC81]	[36]
Mycophenolate mofetil	DMPQAGE	Moderate	Altered absorption of Sulfamethizole due to GI flora changes caused by Mycophenolate mofetil.	Transplant rejection [NE84]	[21]
Tolbutamide	DM02AWV	Moderate	Increased risk of hypoglycemia by the combination of Sulfamethizole and Tolbutamide.	Type 2 diabetes mellitus [5A11]	[17]
Chlorpropamide	DMPHZQE	Moderate	Increased risk of hypoglycemia by the combination of Sulfamethizole and Chlorpropamide.	Type 2 diabetes mellitus [5A11]	[17]
Insulin-detemir	DMOA4VW	Moderate	Increased risk of hypoglycemia by the combination of Sulfamethizole and Insulin-detemir.	Type-1/2 diabete [5A10-5A11]	[16]
Insulin degludec	DMPL395	Moderate	Increased risk of hypoglycemia by the combination of Sulfamethizole and Insulin degludec.	Type-1/2 diabete [5A10-5A11]	[16]
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