Telavancin
Telavancin is a lipoglycopeptide antibiotic derived from vancomycin that acts through a dual mechanism: inhibiting bacterial cell wall synthesis by binding to the D-Ala-D-Ala terminus of peptidoglycan precursors, and disrupting bacterial membrane integrity by binding to lipid II and inserting into the cell membrane, causing membrane depolarization and increased permeability. It is approved for hospital-acquired and ventilator-associated bacterial pneumonia and complicated skin infections caused by gram-positive organisms including MRSA. Its lipophilic tail enhances binding affinity and membrane-disrupting activity compared to vancomycin.
Molecular Weight
1755.6000 g/mol
LogP
-2.10
TPSA
598.00 Ų
Lipinski RO5
Fail
Therapeutic Areas
Pharmacokinetics (PK)
Pharmacodynamics (PD)
2D Structure
Cite this structure
Embed this structure
SMILES
CCCCCCCCCCNCCN[C@@]1(C)C[C@H](O[C@H]2[C@H](Oc3c4cc5cc3Oc3ccc(cc3Cl)[C@@H](O)[C@@H](NC(=O)[C@@H](CC(C)C)NC)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@H]5C(=O)N[C@H]3C(=O)N[C@H](C(=O)N[C@H](C(=O)O)c5cc(O)c(CNCP(=O)(O)O)c(O)c5-c5cc3ccc5O)[C@H](O)c3ccc(c(Cl)c3)O4)O[C@H](CO)[C@@H](O)[C@@H]2O)O[C@@H](C)[C@H]1O
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
Molecular Formula
C80H106Cl2N11O27P
HBD / HBA
23 / 31
Rotatable Bonds
30
Heavy Atoms
121
No targets recorded
Target interaction data is not yet available for this drug.
No interactions recorded
Drug interaction data is not yet available for this compound.
No side effects recorded
Side effect data is not yet available for this drug.
Frequently Asked Questions
Telavancin is a lipoglycopeptide antibiotic derived from vancomycin that acts through a dual mechanism: inhibiting bacterial cell wall synthesis by binding to the D-Ala-D-Ala terminus of peptidoglycan precursors, and disrupting bacterial membrane integrity by binding to lipid II and inserting into the cell membrane, causing membrane depolarization and increased permeability. It is approved for hospital-acquired and ventilator-associated bacterial pneumonia and complicated skin infections caused by gram-positive organisms including MRSA. Its lipophilic tail enhances binding affinity and membrane-disrupting activity compared to …
Yes, Telavancin is an approved drug. It has reached clinical phase 4. It is classified as a Protein.
References & Data Sources
- ChEMBL — European Bioinformatics Institute (EBI). CHEMBL507870. Open-access bioactivity database.
- PubChem — National Center for Biotechnology Information (NCBI). CID 3081362. Chemical information database.
Data aggregated from publicly available pharmacological databases. Last updated 2026-03-28.
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