telavancin   Click here for help

GtoPdb Ligand ID: 10925

Synonyms: TD-6424 | TD6424 | Vibativ®
Approved drug
telavancin is an approved drug (FDA (2009), EMA (2011))
Compound class: Synthetic organic
Comment: Telavancin is a glycopeptide antibacterial drug that is derived from vancomycin [1]. It is used to treat Gram-positive infections, including MRSA.
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 32
Hydrogen bond donors 23
Rotatable bonds 31
Topological polar surface area 607.9
Molecular weight 1753.64
XLogP 5.94
No. Lipinski's rules broken 4
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CCCCCCCCCCNCCN[C@@]1(C)C[C@H](O[C@H]2[C@@H](O[C@@H]([C@H]([C@@H]2O)O)CO)Oc2c3cc4cc2Oc2ccc(cc2Cl)[C@@H](O)[C@@H]2NC(=O)[C@H](NC(=O)[C@@H]4NC(=O)[C@H](CC(=O)N)NC(=O)[C@@H]([C@@H](c4ccc(O3)c(Cl)c4)O)NC(=O)[C@@H](CC(C)C)NC)c3ccc(c(c3)c3c([C@H](NC2=O)C(=O)O)cc(c(c3O)CNCP(=O)(O)O)O)O)O[C@H]([C@H]1O)C
Isomeric SMILES CCCCCCCCCCNCCN[C@@]1(C)C[C@H](O[C@H]2[C@@H](O[C@@H]([C@H]([C@@H]2O)O)CO)Oc2c3cc4cc2Oc2ccc(cc2Cl)[C@@H](O)[C@@H]2NC(=O)[C@H](NC(=O)[C@@H]4NC(=O)[C@H](CC(=O)N)NC(=O)[C@@H]([C@@H](c4ccc(O3)c(Cl)c4)O)NC(=O)[C@@H](CC(C)C)NC)c3ccc(c(c3)c3c([C@H](NC2=O)C(=O)O)cc(c(c3O)CNCP(=O)(O)O)O)O)O[C@H]([C@H]1O)C
InChI InChI=1S/C80H106Cl2N11O27P/c1-7-8-9-10-11-12-13-14-21-85-22-23-87-80(5)32-57(115-37(4)71(80)103)119-70-68(102)67(101)55(34-94)118-79(70)120-69-53-28-41-29-54(69)117-52-20-17-40(27-46(52)82)65(99)63-77(109)91-61(78(110)111)43-30-50(96)44(33-86-35-121(112,113)114)66(100)58(43)42-25-38(15-18-49(42)95)59(74(106)93-63)90-75(107)60(41)89-73(105)48(31-56(83)97)88-76(108)62(92-72(104)47(84-6)24-36(2)3)64(98)39-16-19-51(116-53)45(81)26-39/h15-20,25-30,36-37,47-48,55,57,59-65,67-68,70-71,79,84-87,94-96,98-103H,7-14,21-24,31-35H2,1-6H3,(H2,83,97)(H,88,108)(H,89,105)(H,90,107)(H,91,109)(H,92,104)(H,93,106)(H,110,111)(H2,112,113,114)/t37-,47+,48-,55+,57-,59+,60+,61-,62+,63-,64+,65+,67+,68-,70+,71+,79-,80-/m0/s1
InChI Key ONUMZHGUFYIKPM-MXNFEBESSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2009), EMA (2011))
Withdrawn drug? Yes
International Nonproprietary Names Click here for help
INN number INN
8504 telavancin
Synonyms Click here for help
TD-6424 | TD6424 | Vibativ®
Database Links Click here for help
CAS Registry No. 372151-71-8 (source: WHO INN record)
ChEMBL Ligand CHEMBL507870
DrugBank Ligand DB06402
DrugCentral Ligand 4116
GtoPdb PubChem SID 405560366
PubChem CID 3081362
Search Google for chemical match using the InChIKey ONUMZHGUFYIKPM-MXNFEBESSA-N
Search Google for chemicals with the same backbone ONUMZHGUFYIKPM
Search PubMed clinical trials telavancin
Search PubMed titles telavancin
Search PubMed titles/abstracts telavancin
Search UniChem for chemical match using the InChIKey ONUMZHGUFYIKPM-MXNFEBESSA-N
Search UniChem for chemicals with the same backbone ONUMZHGUFYIKPM