teicoplanin   Click here for help

GtoPdb Ligand ID: 10924

Synonyms: Antibiotic 8327A | MDL-507 | Targocid® | teichomycin | teicoplanin A2
Approved drug
teicoplanin is an approved drug (UK (1989))
Compound class: Synthetic organic
Comment: Teicoplanin is a glycopeptide antibacterial drug [4]. Its spectrum of activity similar to that of vancomycin, with activity against Gram-positive bacteria including Staphylococci and Clostridium spp.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 33
Hydrogen bond donors 24
Rotatable bonds 22
Topological polar surface area 662.41
Molecular weight 1877.56
XLogP 3.08
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES CCCCCCCCCC(=O)N[C@H]1[C@@H](O[C@@H]([C@H]([C@@H]1O)O)CO)Oc1c2cc3cc1Oc1ccc(cc1Cl)C[C@@H]1C(=O)N[C@H](C(=O)N[C@H]3C(=O)N[C@H]3C(=O)N[C@@H]([C@@H](c4ccc(O2)c(Cl)c4)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2NC(=O)C)O)O)C(=O)N[C@@H](c2c(c4cc3ccc4O)c(cc(c2)O)OC2O[C@H](CO)[C@H]([C@@H]([C@@H]2O)O)O)C(=O)O)c2cc(O)cc(c2)Oc2cc([C@H](C(=O)N1)N)ccc2O
Isomeric SMILES CCCCCCCCCC(=O)N[C@H]1[C@@H](O[C@@H]([C@H]([C@@H]1O)O)CO)Oc1c2cc3cc1Oc1ccc(cc1Cl)C[C@@H]1C(=O)N[C@H](C(=O)N[C@H]3C(=O)N[C@H]3C(=O)N[C@@H]([C@@H](c4ccc(O2)c(Cl)c4)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2NC(=O)C)O)O)C(=O)N[C@@H](c2c(c4cc3ccc4O)c(cc(c2)O)OC2O[C@H](CO)[C@H]([C@@H]([C@@H]2O)O)O)C(=O)O)c2cc(O)cc(c2)Oc2cc([C@H](C(=O)N1)N)ccc2O
InChI InChI=1S/C88H97Cl2N9O33/c1-3-4-5-6-7-8-9-10-60(108)94-68-74(113)71(110)58(32-101)129-87(68)132-78-55-26-40-27-56(78)126-52-18-14-38(24-47(52)90)77(131-86-67(92-34(2)103)73(112)70(109)57(31-100)128-86)69-84(121)98-66(85(122)123)45-29-42(105)30-54(127-88-76(115)75(114)72(111)59(33-102)130-88)61(45)44-23-37(13-15-49(44)106)63(81(118)99-69)96-83(120)65(40)97-82(119)64-39-21-41(104)28-43(22-39)124-53-25-36(12-16-50(53)107)62(91)80(117)93-48(79(116)95-64)20-35-11-17-51(125-55)46(89)19-35/h11-19,21-30,48,57-59,62-77,86-88,100-102,104-107,109-115H,3-10,20,31-33,91H2,1-2H3,(H,92,103)(H,93,117)(H,94,108)(H,95,116)(H,96,120)(H,97,119)(H,98,121)(H,99,118)(H,122,123)/t48-,57-,58-,59-,62-,63-,64+,65-,66+,67-,68-,69+,70-,71-,72-,73-,74-,75+,76+,77-,86+,87+,88?/m1/s1
InChI Key BJNLLBUOHPVGFT-CAYRISATSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (UK (1989))
International Nonproprietary Names Click here for help
INN number INN
5155 teicoplanin
Synonyms Click here for help
Antibiotic 8327A | MDL-507 | Targocid® | teichomycin | teicoplanin A2
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 1513
Reactome Drug Reactome logo R-ALL-9686880
Reactome Reaction Reactome logo R-HSA-9685655
Other databases
CAS Registry No. 61036-62-2 (source: WHO INN record)
DrugBank Ligand DB06149
GtoPdb PubChem SID 405560365
PubChem CID 133065662
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