cethromycin   Click here for help

GtoPdb Ligand ID: 10791

Synonyms: A-195773 | Abbott-195773 | ABT-773 | ABT773 | Restanza®
PDB Ligand
Compound class: Synthetic organic
Comment: Cethromycin is an orally bioavailable ketolide antibiotic that is structurally related to erythromycin. It was developed by Abbott Laboratories for potential to treat respiratory infections, including community acquired pneumonia (CAP) and for the prevention of post-exposure inhalational anthrax [1-2].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 13
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 162.82
Molecular weight 765.42
XLogP 3.52
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CC[C@H]1OC(=O)[C@H](C)C(=O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C[C@H](C(=O)[C@@H]([C@@H]2[C@]1(C)OC(=O)N2)C)C)(C)OC/C=C/c1cnc2c(c1)cccc2
Isomeric SMILES CC[C@H]1OC(=O)[C@H](C)C(=O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C[C@H](C(=O)[C@@H]([C@@H]2[C@]1(C)OC(=O)N2)C)C)(C)OC/C=C/c1cnc2c(c1)cccc2
InChI InChI=1S/C42H59N3O10/c1-11-32-42(8)36(44-40(50)55-42)25(4)33(46)23(2)21-41(7,51-18-14-15-28-20-29-16-12-13-17-30(29)43-22-28)37(26(5)34(47)27(6)38(49)53-32)54-39-35(48)31(45(9)10)19-24(3)52-39/h12-17,20,22-27,31-32,35-37,39,48H,11,18-19,21H2,1-10H3,(H,44,50)/b15-14+/t23-,24-,25+,26+,27-,31+,32-,35-,36-,37-,39+,41-,42-/m1/s1
InChI Key PENDGIOBPJLVBT-ONLVEXIXSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(1S,2R,5R,7R,8R,9R,11R,13R,14R)-8-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-1,5,7,9,11,13-hexamethyl-9-[(E)-3-quinolin-3-ylprop-2-enoxy]-3,17-dioxa-15-azabicyclo[12.3.0]heptadecane-4,6,12,16-tetrone
International Nonproprietary Names Click here for help
INN number INN
8250 cethromycin
Synonyms Click here for help
A-195773 | Abbott-195773 | ABT-773 | ABT773 | Restanza®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 1139
Other databases
CAS Registry No. 205110-48-1 (source: WHO INN record)
GtoPdb PubChem SID 405560232
PubChem CID 447451
RCSB PDB Ligand 773
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