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Details

Stereochemistry ABSOLUTE
Molecular Formula C80H106Cl2N11O27P
Molecular Weight 1755.635
Optical Activity UNSPECIFIED
Defined Stereocenters 18 / 18
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TELAVANCIN

SMILES

CCCCCCCCCCNCCN[C@@]1(C)C[C@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2OC3=C4OC5=CC=C(C=C5Cl)[C@@H](O)[C@@H]6NC(=O)[C@H](NC(=O)[C@@H]7NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](NC(=O)[C@@H](CC(C)C)NC)[C@H](O)C8=CC(Cl)=C(OC3=CC7=C4)C=C8)C9=CC(=C(O)C=C9)C%10=C(O)C(CNCP(O)(O)=O)=C(O)C=C%10[C@H](NC6=O)C(O)=O)O[C@@H](C)[C@H]1O

InChI

InChIKey=ONUMZHGUFYIKPM-MXNFEBESSA-N
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

HIDE SMILES / InChI

Description

TELAVANCIN (VIBATIV®) is a lipoglycopeptide antibacterial that is a synthetic derivative of vancomycin. It exerts concentration-dependent, bactericidal activity against Gram-positive organisms in vitro. TELAVANCIN (VIBATIV®) inhibits cell wall biosynthesis by binding to late-stage peptidoglycan precursors, including lipid II. It also binds to the bacterial membrane and disrupts membrane barrier function. TELAVANCIN (VIBATIV®) is indicated for the treatment of adult patients with complicated skin and skin structure infections caused by susceptible isolates of the following Gram-positive microorganisms: Staphylococcus aureus (including methicillin-susceptible and -resistant isolates), Streptococcus pyogenes, Streptococcus agalactiae, Streptococcus anginosus group (includes S. anginosus, S. intermedius, and S. constellatus), or Enterococcus faecalis (vancomycin-susceptible isolates only). It is also indicated for the treatment of adult patients with hospital-acquired and ventilator-associated bacterial pneumonia (HABP/VABP), caused by susceptible isolates of Staphylococcus aureus (both methicillin-susceptible and -resistant isolates). It should be reserved for use when alternative treatments are not suitable.

Originator

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
VIBATIV

Cmax

ValueDoseCo-administeredAnalytePopulation
93.6 μg/mL
10 mg/kg single, intravenous
TELAVANCIN plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
747 μg × h/mL
10 mg/kg single, intravenous
TELAVANCIN plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
8 h
10 mg/kg single, intravenous
TELAVANCIN plasma
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
10%
10 mg/kg single, intravenous
TELAVANCIN plasma
Homo sapiens

Doses

AEs

Drug as perpetrator​

Drug as victim

Tox targets

Sample Use Guides

In Vivo Use Guide
Complicated skin and skin structure infections: 10 mg/kg VIBATIV® by IV infusion over 60 minutes every 24 hours for 7 to 14 days. Hospital-acquired and ventilator-associated bacterial pneumonia (HABP/VABP): 10 mg/kg VIBATIV® by IV infusion over 60 minutes every 24 hours for 7 to 21 days.
Route of Administration: Intravenous