TOLNAFTATE

/static/temp/default.svg

Search structure


Synonyms	Aftate Dr. Scholl's Athlete's Foot Spray SCH-10144 Tinactin Tolnaftate Tritin
UNII	06KB629TKV
Source	Gaulton A, Kale N, van Westen GJ, Bellis LJ, Bento AP, Davies M, Hersey A, Papadatos G, Forster M, Wege P, Overington JP. A large-scale crop protection bioassay data set. Sci Data. 2015 Jul 7;2:150032. Read more ...


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	FUSNMLFNXJSCDI-UHFFFAOYSA-N
Smiles	CN(C(=S)Oc1ccc2ccccc2c1)c3cccc(C)c3
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

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C19H17NOS
Molecular Weight	307.41
AlogP	6.29
Hydrogen Bond Acceptor	2.0
Hydrogen Bond Donor	0.0
Number of Rotational Bond	4.0
Polar Surface Area	44.56
Molecular species	NEUTRAL
Aromatic Rings	3.0
Heavy Atoms	22.0

Assay Description	Organism	Bioactivity	Reference
Inhibition of squalene epoxidase in Saccharomyces cerevisiae IFO 1346 assessed as incorporation of [2-14C]mevalonate into 4alpha-methyl sterols at 1 x 10'-5 M after 3 hr	Saccharomyces cerevisiae	1.2 %
Inhibition of squalene epoxidase in Saccharomyces cerevisiae IFO 1346 assessed as incorporation of [2-14C]mevalonate into 4,4-dimethyl sterols at 1 x 10'-5 M after 3 hr	Saccharomyces cerevisiae	1.9 %
Inhibition of squalene epoxidase in Saccharomyces cerevisiae IFO 1346 assessed as incorporation of [2-14C]mevalonate into 2,3-oxidosqualene at 1 x 10'-5 M after 3 hr	Saccharomyces cerevisiae	3.5 %
Inhibition of squalene epoxidase in Saccharomyces cerevisiae IFO 1346 assessed as incorporation of [2-14C]mevalonate into squalene at 1 x 10'-5 M after 3 hr	Saccharomyces cerevisiae	49.0 %
Antifungal activity against Botryotinia fuckeliana assessed as accumulation of squalene using [2-14C]acetate at 1 x 10'-5 M	Botryotinia fuckeliana	79.0 %
Antifungal activity against Botryotinia fuckeliana assessed as accumulation of squalene using [2-14C]acetate at 1 x 10'-6 M	Botryotinia fuckeliana	66.0 %
Antifungal activity against Botryotinia fuckeliana assessed as accumulation of squalene using [2-14C]acetate at 1 x 10'-7 M	Botryotinia fuckeliana	10.0 %
Antifungal activity against Trichophyton mentagrophytes assessed as accumulation of squalene using [2-14C]acetate at 1 x 10'-7 M	Trichophyton mentagrophytes	81.5 %
Antifungal activity against Trichophyton mentagrophytes assessed as accumulation of squalene using [2-14C]acetate at 1 x 10'-8 M	Trichophyton mentagrophytes	72.1 %
Antifungal activity against Trichophyton mentagrophytes assessed as accumulation of squalene using [2-14C]acetate at 1 x 10'-9 M	Trichophyton mentagrophytes	74.2 %
Inhibition of squalene epoxidase in Saccharomyces cerevisiae IFO 1346 assessed as incorporation of [2-14C]mevalonate into 4-desmethyl sterols at 1 x 10'-5 M after 3 hr	Saccharomyces cerevisiae	43.6 %
Resistance index, ratio of EC50 for sterol 14alpha-demethylation inhibitor-resistant Oculimacula yallundae MDR to EC50 for sterol 14alpha-demethylation inhibitor-resistant Oculimacula yallundae TriR1 by germ tube elongation assay	Oculimacula yallundae	25.0
Resistance index, ratio of EC50 for sterol 14alpha-demethylation inhibitor-resistant Oculimacula yallundae MDR to EC50 for wild type Oculimacula yallundae TriS by germ tube elongation assay	Oculimacula yallundae	30.0
Resistance index, ratio of EC50 for sterol 14alpha-demethylation inhibitor-resistant Oculimacula yallundae TriR2 to EC50 for sterol 14alpha-demethylation inhibitor-resistant Oculimacula yallundae TriR1 by germ tube elongation assay	Oculimacula yallundae	0.8
Resistance index, ratio of EC50 for sterol 14alpha-demethylation inhibitor-resistant Oculimacula yallundae TriR2 to EC50 for wild type Oculimacula yallundae TriS by germ tube elongation assay	Oculimacula yallundae	1.0
Resistance index, ratio of EC50 for sterol 14alpha-demethylation inhibitor-resistant Oculimacula yallundae TriR1 to EC50 for wild type Oculimacula yallundae TriS by germ tube elongation assay	Oculimacula yallundae	1.3

Cross References

Resources	Reference
ChEMBL	CHEMBL83668
FDA SRS	06KB629TKV
PubChem	5510
SureChEMBL	SCHEMBL3520

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).