feldamycin   

GtoPdb Ligand ID: 10979

Synonyms: BMY-28565 | BMY28565 | U-48266
Comment: Feldamycin is a naturally occurring antibacterial agent produced by Streptomyces ficellus [1-2,4]. Its in vitro antibacterial activity was not reproduced in rodent infection models. Feldamycin can be made using synthetic chemistry [3].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 10
Hydrogen bond donors 7
Rotatable bonds 13
Topological polar surface area 185.12
Molecular weight 407.19
XLogP -2.22
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Canonical SMILES CNC(C(=O)NC(C(NC(C(=O)O)Cc1cnc[nH]1)C)C(=O)O)Cc1cnc[nH]1
Isomeric SMILES CNC(C(=O)NC(C(NC(C(=O)O)Cc1cnc[nH]1)C)C(=O)O)Cc1cnc[nH]1
InChI InChI=1S/C17H25N7O5/c1-9(23-13(16(26)27)4-11-6-20-8-22-11)14(17(28)29)24-15(25)12(18-2)3-10-5-19-7-21-10/h5-9,12-14,18,23H,3-4H2,1-2H3,(H,19,21)(H,20,22)(H,24,25)(H,26,27)(H,28,29)
InChI Key LUOBEJSTJAVJPL-UHFFFAOYSA-N
Classification
Compound class Natural product or derivative
IUPAC Name
3-[[1-carboxy-2-(1H-imidazol-5-yl)ethyl]amino]-2-[[3-(1H-imidazol-5-yl)-2-(methylamino)propanoyl]amino]butanoic acid
Synonyms
BMY-28565 | BMY28565 | U-48266
Database Links
Specialist databases
AntibioticDB 860
Other databases
CAS Registry No. 61230-27-1 (source: PubChem)
GtoPdb PubChem SID 405560420
PubChem CID 10409115
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