NATAMYCIN

Search structure
Trade Names:
Synonyms:
Status: Approved (1978)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: A01AB10
UNII: 8O0C852CPO

Structure
InChI Key NCXMLFZGDNKEPB-FFPOYIOWSA-N
Smile 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

Pharmacology

Action Mechanism of Action Reference
SEQUESTERING AGENT Ergosterol sequestering agent
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - -
Enzyme Transferase
- - - - 8.099
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - -20.13--8.09

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Acanthamoeba Keratitis 3 D015823 ClinicalTrials
Mycoses 2 D009181 ClinicalTrials

Related Entries

Scaffolds

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Eye disorders
43.53
Product issues
15.29
Infections and infestations
12.94
General disorders and administration site conditions
8.24
Nervous system disorders
8.24
Immune system disorders
4.71
Injury, poisoning and procedural complications
3.53
Musculoskeletal and connective tissue disorders
2.35

Cross References

Resources Reference
CAS NUMBER 7681-93-8
ChEBI 7488
ChEMBL CHEMBL1200656
DrugBank DB00826
DrugCentral 1885
FDA SRS 8O0C852CPO
PubChem 5284447
SureChEMBL SCHEMBL18140
ZINC ZINC000008220909
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