Details of the Drug

General Information of Drug (ID: DM28MU7)

• Drug Name: Tolnaftate
• Synonyms: Aftate; Breezee; Chinofungin; Dermoxin; Dungistop; Focusan; Fungistop; Genaspor; Micoisdin; Phytoderm; Pitrex; Separin; Sorgoa; Sporiline; Timoped; Tinactin; Tinaderm; Tinatox; Tinavet; Ting; Tniaderm; Tolnaftato; Tolnaftatum; Tolnaphthate; Tolsanil; Tonoftal; Tritin; ZeaSorb; Aftate for jock itch aerosol spray powder; Aftate for jock itch gel; Aftate for jock itch sprinkle powder; Bioglan Brand of Tolnaftate; Carter Wallace Brand of Tolnaftate; Chinosol Brand of Tolnaftate; Douglas Brand of Tolnaftate; Essex Brand of Tolnaftate; Genaspore cream; Insight Brand of Tolnaftate; Isdin Brand of Tolnaftate; Naphthiomate T; Ony Clear; Pitrex cream; Schering Brand of Tolnaftate; Stiefel Brand of Tolnaftate; Thompson Brand of Tolnaftate; Tinactin aerosol liquid; Tinactin aerosol powder; Tinactin antifungal deodorant powder aerosol; Tinactin cream; Tinactin jock itch aerosol powder; Tinactin jock itch cream;Tinactin jock itch spray powder; Tinactin plus aerosol powder; Tinactin plus powder; Tinactin powder; Tinactin solution; Ting Products; Ting antifungal cream; Ting antifungal powder; Ting antifungal spray liquid; Ting antifungal spray powder; Tolnaftat Purder N; Tolnaftate Douglas Brand; Tolnaftate Schering Brand; Tolnaftato [DCIT]; Wernigerode Brand of Tolnaftate; Zenith Brand of Tolnaftate; NP 27; NP27; Pedinol Brand 1 of Tolnaftate; Pedinol Brand 2 of Tolnaftate; Sch 10144; Absorbine (TN); Aftate (TN); Aftate for athlete's foot aerosol spray liquid; Aftate for athlete's foot aerosol spray powder; Aftate for athlete's foot gel; Aftate for athlete's foot sprinkle powder; Genaspor (TN); HI-Alazin; Hi-alarzin; Lamasil AF (TN); NP 27 (TN); NP-27 Cream; NP-27 Powder; NP-27 Solution; NP-27 Spray Powder; Naphthiomate-T; Odor Eaters (TN); Ony-Clear; Purder N, Tolnaftat; Schering-Plough Brand 1 of Tolnaftate; Schering-Plough Brand 2 of Tolnaftate; Scholl (TN); Separin (TN); Tinactin (TN); Tinavet (Veterinary); Ting (TN); Tolnaftate(USAN); Tolnaftato [INN-Spanish]; Tolnaftatum [INN-Latin]; Zeasorb-AF powder; Tolnaftate (JP14/USP); Tolnaftate (JP15/USP); Dr. Scholl's athlete's foot spray; Tolnaftate (JP15/USP/INN); Tolnaftate [USAN:BAN:INN:JAN]; Tolnaftate [USAN:INN:BAN:JAN]; M,N-Dimethylthiocarbanilic acid O-2-naphthyl ester; Methyl (3-methylphenyl)carbamothioic acid O-2-naphthalenyl ester; O-2-Naphthyl N,N-dimethylthiocarbanilate; O-2-Naphthyl m,N-dimethylthiocarbanilate; Methyl-(3-methylphenyl)carbamothioic acid O-2-naphthyl ester; Methyl-[3-methylphenyl]-carbamothioic acid O-2-naphthyl ester; O-(2-Naphthyl) methyl(3-methylphenyl)thiocarbamate; O-naphthalen-2-yl methyl(3-methylphenyl)carbamothioate; Carbamothioic acid, methyl(3-methylphenyl)-, O-2-naphthalenyl ester; Carbanilic acid, N,m-dimethylthio-, O-2-naphthyl ester; Carbanilic acid, m,N-dimethylthio-, O-2-naphthyl ester; N-Methyl-(3-methylphenyl)-carbamothioic acid, O-2-naphthalenyl ester; O-naphthalen-2-yl N-methyl-N-(3-methylphenyl)carbamothioate; Carbamothioic acid, N-methyl-N-(3-methylphenyl)-, O-2-naphthalenyl ester; 2-Naphthyl N-methyl-N-(3-tolyl)thionocarbamate

Indication

Disease Entry	ICD 11	Status	REF
Dermatophytosis	1F28.2	Approved	[1]
Jock itch	1F28.3	Approved	[1]
Tinea corporis	1F28.Y	Approved	[2]
Tinea cruris	1F28.3	Approved	[2]
Tinea manuum	N.A.	Approved	[3]
Tinea versicolor	1F2D.0	Approved	[4]
Tinea pedis	1F28.2	Investigative	[5]

• Therapeutic Class: Antifungal Agents
• Affected Organisms: Yeast and other fungi
• ATC Code:
  D01AE18: Tolnaftate
  D01AE: Other antifungals for topical use
  D01A: ANTIFUNGALS FOR TOPICAL USE
  D01: ANTIFUNGALS FOR DERMATOLOGICAL USE
  D: DERMATOLOGICALS
• Drug Type: Small molecular drug
• #Ro5 Violations (Lipinski): 1:
  Molecular Weight (mw); 307.4
  Logarithm of the Partition Coefficient (xlogp); 5.5
  Rotatable Bond Count (rotbonds); 3
  Hydrogen Bond Donor Count (hbonddonor); 0
  Hydrogen Bond Acceptor Count (hbondacc); 2
• Chemical Identifiers:
  Formula: C19H17NOS
  IUPAC Name: O-naphthalen-2-yl N-methyl-N-(3-methylphenyl)carbamothioate
  Canonical SMILES: CC1=CC(=CC=C1)N(C)C(=S)OC2=CC3=CC=CC=C3C=C2
  InChI: InChI=1S/C19H17NOS/c1-14-6-5-9-17(12-14)20(2)19(22)21-18-11-10-15-7-3-4-8-16(15)13-18/h3-13H,1-2H3
  InChIKey: FUSNMLFNXJSCDI-UHFFFAOYSA-N
• Cross-matching ID:
  PubChem CID: 5510
  ChEBI ID: CHEBI:9620
  CAS Number: 2398-96-1
  UNII: 06KB629TKV
  DrugBank ID: DB00525
  TTD ID: D02NTO
• Repurposed Drugs (RPD): Click to Jump to the Detailed RPD Information of This Drug

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Squalene monooxygenase (SQLE)	TTE14XG	ERG1_HUMAN	Inhibitor	[6]

Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Interleukin-4 (IL4)	OTOXBWAU	IL4_HUMAN	Gene/Protein Processing	[7]
Interleukin-5 (IL5)	OTAFPSCO	IL5_HUMAN	Gene/Protein Processing	[7]

Molecular Expression Atlas of This Drug

• The Studied Disease: Dermatophytosis
• ICD Disease Classification: 1F28.2

Molecule Name	Molecule Type	Gene Name	p-value	Fold-Change	Z-score
Squalene monooxygenase (SQLE)	DTT	SQLE	7.14E-03	0.45	2.51

References

• [1] Drug information of Tolnaftate, 2008. eduDrugs.
• [2] Butenafine. Drugs. 1998 Mar;55(3):405-12; discussion 413.
• [3] A standard database for drug repositioning. Sci Data. 2017 Mar 14;4:170029.
• [4] Oxiconazole nitrate: pharmacology, efficacy, and safety of a new imidazole antifungal agent. Clin Ther. 1991 Jan-Feb;13(1):126-41.
• [5] Tinea pedis: an updated review. Drugs Context. 2023 Jun 29;12:2023-5-1.
• [6] Effects of squalene epoxidase inhibitors on Candida albicans. Antimicrob Agents Chemother. 1992 Aug;36(8):1779-81.
• [7] Anti-mycotics suppress interleukin-4 and interleukin-5 production in anti-CD3 plus anti-CD28-stimulated T cells from patients with atopic dermatitis. J Invest Dermatol. 2001 Dec;117(6):1635-46. doi: 10.1046/j.0022-202x.2001.01566.x.