sinefungin   Click here for help

GtoPdb Ligand ID: 13317

PDB Ligand
Compound class: Natural product
Comment: Sinefungin is a nucleoside derivative found naturally in some Streptomyces species. It has antifungal and antimicrobial actions.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 12
Hydrogen bond donors 6
Rotatable bonds 7
Topological polar surface area 205.37
Molecular weight 381.39
XLogP -5.21
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES C(C[C@@H](C(=O)O)N)[C@@H](C[C@@H]1[C@H]([C@H]([C@H](N2C=NC3=C2N=CN=C3N)O1)O)O)N
Isomeric SMILES C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)C[C@H](CC[C@@H](C(=O)O)N)N)O)O)N
InChI InChI=1S/C15H23N7O5/c16-6(1-2-7(17)15(25)26)3-8-10(23)11(24)14(27-8)22-5-21-9-12(18)19-4-20-13(9)22/h4-8,10-11,14,23-24H,1-3,16-17H2,(H,25,26)(H2,18,19,20)/t6-,7-,8+,10+,11+,14+/m0/s1
InChI Key LMXOHSDXUQEUSF-YECHIGJVSA-N

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