roxithromycin   Click here for help

GtoPdb Ligand ID: 1465

Approved drug PDB Ligand
roxithromycin is an approved drug
Comment: Roxithromycin has numerous chiral centres; therefore there are varying representations of its stereochemistry across other databases, and activity data on PubChem is spread across many different entires. The structure shown here matches the entry on PubChem with the highest number of same structure matches, and also matches the ChEMBL entry linked to above.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 15
Hydrogen bond donors 5
Rotatable bonds 13
Topological polar surface area 216.89
Molecular weight 836.52
XLogP 1.74
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES COCCOCON=C1C(C)CC(C)(O)C(OC2OC(C)CC(C2O)N(C)C)C(C)C(OC2OC(C)C(C(C2)(C)OC)O)C(C(=O)OC(C(C(C1C)O)(C)O)CC)C
Isomeric SMILES COCCOCO/N=C/1\[C@H](C)C[C@@](C)(O)[C@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@@H](C)[C@H](O[C@@H]2O[C@@H](C)[C@@H]([C@](C2)(C)OC)O)[C@H](C(=O)O[C@@H]([C@@]([C@@H]([C@H]1C)O)(C)O)CC)C
InChI InChI=1S/C41H76N2O15/c1-15-29-41(10,49)34(45)24(4)31(42-53-21-52-17-16-50-13)22(2)19-39(8,48)36(58-38-32(44)28(43(11)12)18-23(3)54-38)25(5)33(26(6)37(47)56-29)57-30-20-40(9,51-14)35(46)27(7)55-30/h22-30,32-36,38,44-46,48-49H,15-21H2,1-14H3/b42-31+/t22-,23-,24+,25+,26-,27+,28+,29-,30+,32-,33+,34-,35+,36-,38+,39-,40-,41-/m1/s1
InChI Key RXZBMPWDPOLZGW-XMRMVWPWSA-N
Classification Click here for help
Compound class Natural product or derivative
Approved drug? Yes
IUPAC Name Click here for help
(3R,4S,5S,6R,7R,9R,10E,11S,12R,13S,14R)-6-[(2S,3R,4S,6R)-4-dimethylamino-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-7,12,13-trihydroxy-4-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-10-(2-methoxyethoxymethoxyimino)-3,5,7,9,11,13-hexamethyl-1-oxacyclotetradecan-2-one
International Nonproprietary Names Click here for help
INN number INN
5815 roxithromycin
Database Links Click here for help
CAS Registry No. 80214-83-1
ChEMBL Ligand CHEMBL1214185
DrugBank Ligand DB00778
DrugCentral Ligand 2410
GtoPdb PubChem SID 135652712
PubChem CID 6915744
RCSB PDB Ligand ROX
Search Google for chemical match using the InChIKey RXZBMPWDPOLZGW-XMRMVWPWSA-N
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Search PubMed clinical trials roxithromycin
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Search UniChem for chemical match using the InChIKey RXZBMPWDPOLZGW-XMRMVWPWSA-N
Search UniChem for chemicals with the same backbone RXZBMPWDPOLZGW
Wikipedia Roxithromycin