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- ChemComp-NEG: NEGAMYCIN -

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Basic information

EntryDatabase: PDB chemical components / ID: NEG
NameName: negamycin
Synonyms: 3,6-DIAMINO-1-[2-(CARBOXYMETHYL)-2-METHYLHYDRAZINO]-2,3,4,6-TETRADEOXY-L-THREO-HEXOSE

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Chemical information

Composition
Formula: C9H20N4O4 / Number of atoms: 37 / Formula weight: 248.279 / Formal charge: 0
OthersType: NON-POLYMER / PDB classification: HETAD / Three letter code: NEG / Ideal coordinates details: Corina
History
Create componentJun 29, 2007
Modify descriptorJun 4, 2011
Modify synonymsMar 13, 2021
External linksUniChem / ChemSpider / Wikipedia search / Google search

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Structure visualization

Structure viewerMolecule:
MolmilJmol/JSmol

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Details

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SMILES

ACDLabs 10.04O=C(O)CN(NC(=O)CC(N)CC(O)CN)C
CACTVS 3.341CN(CC(O)=O)NC(=O)C[CH](N)C[CH](O)CN
OpenEye OEToolkits 1.5.0CN(CC(=O)O)NC(=O)CC(CC(CN)O)N

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SMILES CANONICAL

CACTVS 3.341CN(CC(O)=O)NC(=O)C[C@H](N)C[C@@H](O)CN
OpenEye OEToolkits 1.5.0C[N@@](CC(=O)O)NC(=O)C[C@@H](C[C@H](CN)O)N

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InChI

InChI 1.03InChI=1S/C9H20N4O4/c1-13(5-9(16)17)12-8(15)3-6(11)2-7(14)4-10/h6-7,14H,2-5,10-11H2,1H3,(H,12,15)(H,16,17)/t6-,7-/m1/s1

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InChIKey

InChI 1.03IKHFJPZQZVMLRH-RNFRBKRXSA-N

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SYSTEMATIC NAME

ACDLabs 10.04{2-[(3R,5R)-3,6-diamino-5-hydroxyhexanoyl]-1-methylhydrazino}acetic acid (non-preferred name)
OpenEye OEToolkits 1.5.02-[[[(3R,5R)-3,6-diamino-5-hydroxy-hexanoyl]amino]-methyl-amino]ethanoic acid

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PDB entries

Showing all 3 items

PDB-2qex:
Negamycin Binds to the Wall of the Nascent Chain Exit Tunnel of the 50S Ribosomal Subunit

PDB-4w2i:
Crystal structure of the Thermus thermophilus 70S ribosome in complex with negamycin, mRNA and three deacylated tRNAs in the A, P and E sites

PDB-4wf1:
Crystal structure of the E. coli ribosome bound to negamycin.

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