indanomycin   Click here for help

GtoPdb Ligand ID: 10949

Synonyms: X-14547A
Comment: Indanomycin (X-14547A) is an ionophore antibiotic [1-2]. It is synthesised by Streptomyces antibioticus NRRL 8167 (a soil dwelling microbe) and is active against Gram-positive bacteria in vitro.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 9
Topological polar surface area 79.39
Molecular weight 493.32
XLogP 6.76
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CC/C(=C\C=C\[C@@H]1C=C[C@H]2[C@H]([C@@H]1C(=O)c1[nH]ccc1)CC[C@@H]2CC)/[C@@H]1O[C@H](CC[C@@H]1C)[C@H](C(=O)O)C
Isomeric SMILES CC/C(=C\C=C\[C@@H]1C=C[C@H]2[C@H]([C@@H]1C(=O)c1[nH]ccc1)CC[C@@H]2CC)/[C@@H]1O[C@H](CC[C@@H]1C)[C@H](C(=O)O)C
InChI InChI=1S/C31H43NO4/c1-5-21-13-16-25-24(21)15-14-23(28(25)29(33)26-11-8-18-32-26)10-7-9-22(6-2)30-19(3)12-17-27(36-30)20(4)31(34)35/h7-11,14-15,18-21,23-25,27-28,30,32H,5-6,12-13,16-17H2,1-4H3,(H,34,35)/b10-7+,22-9+/t19-,20+,21-,23+,24+,25+,27+,28+,30+/m0/s1
InChI Key BAIPOTOKPGDCHA-MWBHXQFBSA-N
Classification Click here for help
Compound class Natural product or derivative
IUPAC Name Click here for help
(2R)-2-[(2R,5S,6R)-6-[(3E,5E)-6-[(1S,3aR,4S,5S,7aS)-1-ethyl-4-(1H-pyrrole-2-carbonyl)-2,3,3a,4,5,7a-hexahydro-1H-inden-5-yl]hexa-3,5-dien-3-yl]-5-methyloxan-2-yl]propanoic acid
Synonyms Click here for help
X-14547A
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 1063
Other databases
CAS Registry No. 66513-28-8 (source: PubChem)
ChEBI CHEBI:141380
GtoPdb PubChem SID 405560390
PubChem CID 10345604
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