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enviomycin   Click here for help

GtoPdb Ligand ID: 13276

Synonyms: Tuberactin® | tuberactinomycin N
Approved drug
enviomycin is an approved drug (Japan (1975))
Compound class: Natural product
Comment: Enviomycin is a tuberactinomycin antibacterial, originally isolated from cultures of Streptomyces griseoverticillatus, and with activity against Mycobacterium spp. [1].
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 23
Hydrogen bond donors 15
Rotatable bonds 12
Topological polar surface area 392.86
Molecular weight 685.69
XLogP -4.55
No. Lipinski's rules broken 3

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES C(CN)[C@H]([C@@H](CC(=O)N[C@H]1CNC(=O)[C@H]([C@H]2CCNC(=N2)N)NC(=O)/C(=C/NC(=O)N)/NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC1=O)N)O
Isomeric SMILES C1CNC(=N[C@H]1[C@H]2C(=O)NC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N/C(=C\NC(=O)N)/C(=O)N2)CO)CO)NC(=O)C[C@H]([C@@H](CCN)O)N)N
InChI InChI=1S/C25H43N13O10/c26-3-1-16(41)10(27)5-17(42)33-12-6-31-23(47)18(11-2-4-30-24(28)37-11)38-20(44)13(7-32-25(29)48)34-21(45)14(8-39)36-22(46)15(9-40)35-19(12)43/h7,10-12,14-16,18,39-41H,1-6,8-9,26-27H2,(H,31,47)(H,33,42)(H,34,45)(H,35,43)(H,36,46)(H,38,44)(H3,28,30,37)(H3,29,32,48)/b13-7-/t10-,11-,12+,14+,15+,16-,18+/m1/s1
InChI Key HPWIIERXAFODPP-GHBBWTPBSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Natural product
Approved drug? Yes. Japan PMDA (1975)
IUPAC Name Click here for help
(3R,4R)-3,6-diamino-N-[(3S,6Z,9S,12S,15S)-3-[(4R)-2-amino-3,4,5,6-tetrahydropyrimidin-4-yl]-6-[(carbamoylamino)methylidene]-9,12-bis(hydroxymethyl)-2,5,8,11,14-pentaoxo-1,4,7,10,13-pentazacyclohexadec-15-yl]-4-hydroxyhexanamide
International Nonproprietary Names Click here for help
INN number INN
3577 enviomycin
Synonyms Click here for help
Tuberactin® | tuberactinomycin N
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Tuberactin
Other databases
CAS Registry No. 33103-22-9 (source: Scifinder)
ChEMBL Ligand CHEMBL2146142
DrugBank Ligand DB08993
DrugCentral Ligand 3180
GtoPdb PubChem SID 491300058
PubChem CID 135565326
Search Google for chemical match using the InChIKey HPWIIERXAFODPP-GHBBWTPBSA-N
Search Google for chemicals with the same backbone HPWIIERXAFODPP
Search PubMed clinical trials enviomycin
Search PubMed titles enviomycin
Search PubMed titles/abstracts enviomycin
UniChem Compound Search for chemical match using the InChIKey HPWIIERXAFODPP-GHBBWTPBSA-N
UniChem Connectivity Search for chemical match using the InChIKey HPWIIERXAFODPP-GHBBWTPBSA-N