EM-523   Click here for help

GtoPdb Ligand ID: 1445

Synonyms: N-ethyl,N-methyl EM-A enolether | erythromycin analogue (523)
Compound class: Synthetic organic
Comment: Analogue of the natural product erythromycin A
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 13
Hydrogen bond donors 4
Rotatable bonds 8
Topological polar surface area 165.84
Molecular weight 729.47
XLogP 2.45
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CCN(C1CC(C)OC(C1O)OC1C(C)C(OC2OC(C)C(C(C2)(C)OC)O)C(C)C(=O)OC(C(C(C(C2=C(CC1(C)O2)C)C)O)(C)O)CC)C
Isomeric SMILES CCN([C@H]1C[C@@H](C)O[C@H]([C@@H]1O)O[C@@H]1[C@@H](C)[C@H](O[C@@H]2O[C@@H](C)[C@@H]([C@](C2)(C)OC)O)[C@@H](C)C(=O)O[C@@H]([C@@]([C@@H]([C@H](C2=C(C[C@]1(C)O2)C)C)O)(C)O)CC)C
InChI InChI=1S/C38H67NO12/c1-14-26-38(11,44)31(41)21(5)29-19(3)17-37(10,51-29)33(50-35-28(40)25(39(12)15-2)16-20(4)46-35)22(6)30(23(7)34(43)48-26)49-27-18-36(9,45-13)32(42)24(8)47-27/h20-28,30-33,35,40-42,44H,14-18H2,1-13H3/t20-,21+,22+,23-,24+,25+,26-,27+,28-,30+,31-,32+,33-,35+,36-,37+,38-/m1/s1
InChI Key UTTLXGDLSXWDJI-OTELOYJSSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(1S,2R,3S,4S,5R,8R,9S,10R,11R)-8-ethyl-2-[(2S,3R,4S,6R)-4-(ethyl-methylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-9,10-dihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-1,3,5,9,11,13-hexamethyl-7,15-dioxabicyclo[10.2.1]pentadec-12-en-6-one
Synonyms Click here for help
N-ethyl,N-methyl EM-A enolether | erythromycin analogue (523)
Database Links Click here for help
GtoPdb PubChem SID 135652681
PubChem CID 184178
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