NATAMYCIN

/static/temp/default.svg

Search structure


Trade Names	NATACYN
Synonyms	ANTIBIOTIC A-5283 CL 12,625 CL-12625 Delvocid E-235 E235 INS NO.235 INS-235 Mycophyt Myprozine NSC-759167 Natacyn Natamycin Pimafucin Pimaracin Pimaricin Synogil Tennecetin
Status
Molecule Category	UNKNOWN
ATC	A01AB10 A07AA03 D01AA02 G01AA02 S01AA10
UNII	8O0C852CPO


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

Structure


InChI Key	NCXMLFZGDNKEPB-FFPOYIOWSA-N
Smiles	C[C@@H]1C/C=C/C=C/C=C/C=C/[C@H](O[C@@H]2O[C@H](C)[C@@H](O)[C@H](N)[C@@H]2O)C[C@@H]2O[C@](O)(C[C@@H](O)C[C@H]3O[C@@H]3/C=C/C(=O)O1)C[C@H](O)[C@H]2C(=O)O
InChI	InChI=1S/C33H47NO13/c1-18-10-8-6-4-3-5-7-9-11-21(45-32-30(39)28(34)29(38)19(2)44-32)15-25-27(31(40)41)22(36)17-33(42,47-25)16-20(35)14-24-23(46-24)12-13-26(37)43-18/h3-9,11-13,18-25,27-30,32,35-36,38-39,42H,10,14-17,34H2,1-2H3,(H,40,41)/b4-3+,7-5+,8-6+,11-9+,13-12+/t18-,19-,20+,21+,22+,23-,24-,25+,27-,28+,29-,30+,32+,33-/m1/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C33H47NO13
Molecular Weight	665.73
AlogP	0.12
Hydrogen Bond Acceptor	13.0
Hydrogen Bond Donor	7.0
Number of Rotational Bond	3.0
Polar Surface Area	230.99
Molecular species	ZWITTERION
Aromatic Rings	0.0
Heavy Atoms	47.0

Bioactivity

Mechanism of Action	Action	Reference
Ergosterol sequestering agent	SEQUESTERING AGENT	PubMed PubMed

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme Hydrolase	-	-	-	-

Assay Description	Organism	Bioactivity	Reference
Inhibition of electric eel AChE at 2 mg/ml by Ellman's method	Electrophorus electricus	-4.37 %
Inhibition of horse BChE at 2 mg/ml by Ellman's method	Equus caballus	-8.59 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging	Homo sapiens	3.99 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	8.099 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	-0.01 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	-0.01 %

Related Entries

Cross References

Resources	Reference
ChEMBL	CHEMBL1200656
DrugBank	DB00826
DrugCentral	1885
FDA SRS	8O0C852CPO
PubChem	5284447
SureChEMBL	SCHEMBL18140
ZINC	ZINC000008220909

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).