difficidin   

GtoPdb Ligand ID: 11062

Comment: Difficidin is a macrocyclic polyene lactone phosphate ester originally isolated from Bacillus subtilis. It has potent antibacterial activity in vitro against a broad spectrum of aerobic and anaerobic organisms [1].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 102.87
Molecular weight 544.3
XLogP 6.54
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES C=C/C=C(/CCC1C/C=C/C=C(\C)/C(CCC/C=C\C=C/C=C/CC(C(=C)CC(=O)O1)C)OP(=O)(O)O)\C
Isomeric SMILES C=C/C=C(/CCC1C/C=C/C=C(\C)/C(CCC/C=C\C=C/C=C/CC(C(=C)CC(=O)O1)C)OP(=O)(O)O)\C
InChI InChI=1S/C31H45O6P/c1-6-17-25(2)22-23-29-20-16-15-19-27(4)30(37-38(33,34)35)21-14-12-10-8-7-9-11-13-18-26(3)28(5)24-31(32)36-29/h6-11,13,15-17,19,26,29-30H,1,5,12,14,18,20-24H2,2-4H3,(H2,33,34,35)/b9-7-,10-8-,13-11+,16-15+,25-17+,27-19+
InChI Key ZUWUQYGHRURWCL-XUIVTPDHSA-N
Classification
Compound class Natural product or derivative
IUPAC Name
[(4E,6E,12Z,14Z,16E)-7,19-dimethyl-2-[(3E)-3-methylhexa-3,5-dienyl]-20-methylidene-22-oxo-1-oxacyclodocosa-4,6,12,14,16-pentaen-8-yl] dihydrogen phosphate
Database Links
Specialist databases
AntibioticDB 631
Other databases
CAS Registry No. 95152-88-8 (source: Scifinder)
GtoPdb PubChem SID 405560503
PubChem CID 6438594
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