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Compound InformationSONAR Target prediction
Name:

Vancomycin (Hcl)

Unique Identifier:LAT006C10
MolClass: Checkout models in ver1.5 and ver1.0
Molecular Formula:C66Cl3H76N9O24
Molecular Weight:1409.11 g/mol
X log p:23.764  (online calculus)
Lipinksi Failures3
TPSA191.94
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptors Count:33
Rotatable Bond Count:14
Canonical Smiles:Cl.CNC(CC(C)C)C(=O)NC1C(O)c2ccc(Oc3cc4cc(Oc5ccc(cc5Cl)C(O)C5NC(=O)C(NC
(=O)C4NC(=O)C(CC(N)=O)NC1=O)c1ccc(O)c(c1)c1c(O)cc(O)cc1C(NC5=O)C(O)=O)
c3OC1OC(CO)C(O)C(O)C1OC1CC(C)(N)C(O)C(C)O1)c(Cl)c2
Generic_name:Vancomycin
Drug_type:Approved Drug
Pharmgkb_id:PA451850
Kegg_compound_id:C06689
Drugbank_id:APRD01287
Logp:-0.47
Cas_registry_number:1404-90-6
Drug_category:Anti-Bacterial Agents; Glycopeptide antibacterials; ATC:A07AA09; ATC:J01XA01
Indication:For the treatment of serious or severe infections caused by susceptible strains of
methicillin-resistant (beta-lactam-resistant) staphylococci.
Pharmacology:Vancomycin is a branched tricyclic glycosylated nonribosomal peptide produced by the
fermentation of the Actinobacteria species Amycolatopsis orientalis (formerly
Nocardia orientalis). It is often reserved as the "drug of last resort", used
only after treatment with other antibiotics had failed. Vancomycin has been shown to
be active against most strains of the following microorganisms, both in vitro and in
clinical infections: Listeria monocytogenes, Streptococcus pyogenes,
Streptococcus pneumoniae (including penicillin-resistant strains),
Streptococcus agalactiae, Actinomyces species, and
Lactobacillus species. The combination of vancomycin and an aminoglycoside
acts synergistically in vitro against many strains of Staphylococcus aureus,
Streptococcus bovis, enterococci, and the viridans group streptococci.
Mechanism_of_action:The bactericidal action of vancomycin results primarily from inhibition of cell-wall
biosynthesis. Specifically, vancomycin prevents incorporation of N-acetylmuramic
acid (NAM)- and N-acetylglucosamine (NAG)-peptide subunits from being incorporated
into the peptidoglycan matrix; which forms the major structural component of
Gram-positive cell walls. The large hydrophilic molecule is able to form hydrogen
bond interactions with the terminal D-alanyl-D-alanine moieties of the
NAM/NAG-peptides. Normally this is a five-point interaction. This binding of
vancomycin to the D-Ala-D-Ala prevents the incorporation of the NAM/NAG-peptide
subunits into the peptidoglycan matrix. In addition, vancomycin alters
bacterial-cell-membrane permeability and RNA synthesis. There is no cross-resistance
between vancomycin and other antibiotics. Vancomycin is not active in vitro against
gram-negative bacilli, mycobacteria, or fungi.
Organisms_affected:Enteric bacteria and other eubacteria

Found: 5 nonactive as graph: single | with analogs 2 3 4 5 Next >> 
Species: 4932
Condition: pdr18h
Replicates: 2
Raw OD Value: r im 0.6274±0.0365574
Normalized OD Score: sc h 1.0202±0.0218652
Z-Score: 0.7344±0.667848
p-Value: 0.510394
Z-Factor: -4.04515
Fitness Defect: 0.6726
Bioactivity Statement: Nonactive
Experimental Conditions
Library:LATCA
Plate Number and Position:6|C10
Drug Concentration:50.00 nM
OD Absorbance:600 nm
Robot Temperature:25.40 Celcius
Date:2007-03-08 YYYY-MM-DD
Plate CH Control (+):0.04025±0.00231
Plate DMSO Control (-):0.6212±0.01753
Plate Z-Factor:0.9250
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DBLink | Rows returned: 46<< Back 1 2 3 4 5 6 7 8 Next >> 
10701721 -1
10701722 -1
10772843 n/a
10772844 n/a
11094482 n/a
11147633 n/a

internal high similarity DBLink | Rows returned: 2
LOPAC 01289 1.0000
Prest816 1.0000

active | Cluster 1 | Additional Members: 50 | Rows returned: 142 3 Next >> 
LOPAC 00756 0
SPE01503428 0
SPE01503692 0
LAT007G07 0
Prest1291 0
LAT007H07 0

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