rokitamycin   Click here for help

GtoPdb Ligand ID: 12879

Synonyms: Ricamycin® | TMS-19-Q
Approved drug
rokitamycin is an approved drug
Compound class: Synthetic organic
Comment: Rokitamycin is a 16-membered semisynthetic macrolide antibacterial compound [3].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 16
Hydrogen bond donors 3
Rotatable bonds 15
Topological polar surface area 206.05
Molecular weight 828
XLogP 2.7
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES CCCC(=O)O[C@H]1[C@H](C)O[C@H](C[C@@]1(C)OC(=O)CC)O[C@@H]2[C@@H](C)O[C@H]([C@@H]([C@H]2N(C)C)O)O[C@H]3[C@@H](CC=O)C[C@@H](C)[C@H](/C=C/C=C/C[C@@H](C)OC(=O)C[C@H]([C@@H]3OC)O)O
Isomeric SMILES CCCC(=O)O[C@H]1[C@@H](O[C@H](C[C@@]1(C)OC(=O)CC)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2N(C)C)O)O[C@H]3[C@H](C[C@H]([C@H](/C=C/C=C/C[C@H](OC(=O)C[C@H]([C@@H]3OC)O)C)O)C)CC=O)C)C
InChI InChI=1S/C42H69NO15/c1-11-16-32(48)55-40-27(6)53-34(23-42(40,7)58-31(47)12-2)56-37-26(5)54-41(36(50)35(37)43(8)9)57-38-28(19-20-44)21-24(3)29(45)18-15-13-14-17-25(4)52-33(49)22-30(46)39(38)51-10/h13-15,18,20,24-30,34-41,45-46,50H,11-12,16-17,19,21-23H2,1-10H3/b14-13+,18-15+/t24-,25-,26-,27+,28+,29+,30-,34+,35-,36-,37-,38+,39+,40+,41+,42-/m1/s1
InChI Key VYWWNRMSAPEJLS-MDWYKHENSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes
IUPAC Name Click here for help
[(2S,3S,4R,6S)-6-[(2R,3S,4R,5R,6S)-6-[[(4R,5S,6S,7R,9R,10R,11E,13E,16R)-4,10-dihydroxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-6-yl]oxy]-4-dimethylamino-5-hydroxy-2-methyloxan-3-yl]oxy-2,4-dimethyl-4-propanoyloxyoxan-3-yl] butanoate
International Nonproprietary Names Click here for help
INN number INN
5681 rokitamycin
Synonyms Click here for help
Ricamycin® | TMS-19-Q
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo
Other databases
CAS Registry No. 74014-51-0 (source: Scifinder)
ChEBI CHEBI:32103
ChEMBL Ligand CHEMBL1908350
DrugBank Ligand DB13409
DrugCentral Ligand 2398
GtoPdb PubChem SID 485206000
PubChem CID 5282211
Search Google for chemical match using the InChIKey VYWWNRMSAPEJLS-MDWYKHENSA-N
Search Google for chemicals with the same backbone VYWWNRMSAPEJLS
Search PubMed clinical trials rokitamycin
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UniChem Compound Search for chemical match using the InChIKey VYWWNRMSAPEJLS-MDWYKHENSA-N
UniChem Connectivity Search for chemical match using the InChIKey VYWWNRMSAPEJLS-MDWYKHENSA-N