VANCOMYCIN

Search structure
Synonyms:
Status: Approved (1964)
Entry Type: Small molecule
Molecule Category: Parent
ATC: A07AA09
UNII: 6Q205EH1VU

Structure
InChI Key MYPYJXKWCTUITO-LYRMYLQWSA-N
Smile CN[C@H](CC(C)C)C(=O)N[C@H]1C(=O)N[C@@H](CC(N)=O)C(=O)N[C@H]2C(=O)N[C@H]3C(=O)N[C@H](C(=O)N[C@H](C(=O)O)c4cc(O)cc(O)c4-c4cc3ccc4O)[C@H](O)c3ccc(c(Cl)c3)Oc3cc2cc(c3O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[C@H]2C[C@](C)(N)[C@H](O)[C@H](C)O2)Oc2ccc(cc2Cl)[C@H]1O
InChI
InChI=1S/C66H75Cl2N9O24/c1-23(2)12-34(71-5)58(88)76-49-51(83)26-7-10-38(32(67)14-26)97-40-16-28-17-41(55(40)101-65-56(54(86)53(85)42(22-78)99-65)100-44-21-66(4,70)57(87)24(3)96-44)98-39-11-8-27(15-33(39)68)52(84)50-63(93)75-48(64(94)95)31-18-29(79)19-37(81)45(31)30-13-25(6-9-36(30)80)46(60(90)77-50)74-61(91)47(28)73-59(89)35(20-43(69)82)72-62(49)92/h6-11,13-19,23-24,34-35,42,44,46-54,56-57,65,71,78-81,83-87H,12,20-22,70H2,1-5H3,(H2,69,82)(H,72,92)(H,73,89)(H,74,91)(H,75,93)(H,76,88)(H,77,90)(H,94,95)/t24-,34+,35-,42+,44-,46+,47+,48-,49+,50-,51+,52+,53+,54-,56+,57+,65-,66-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C66H75Cl2N9O24
Molecular Weight 1449.27
AlogP None
Hydrogen Bond Acceptor None
Hydrogen Bond Donor None
Number of Rotational Bond None
Polar Surface Area None
Molecular species None
Aromatic Rings None
Heavy Atoms None

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Peptidoglycan inhibitor FDA
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Protease Metallo protease Metallo protease MD clan Metallo protease M15 family Metallo protease M15D subfamily
- - - 62000 -
Enzyme Transferase
- 10000 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- - - 1000 -
Other cytosolic protein
- - - - 100
Secreted protein
- - 12000 - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- - - 16 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 7
Unclassified protein
- - - - 30-30

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Respiratory Tract Infections 4 D012141 FDA
Sepsis 4 D018805 FDA
Endocarditis 4 D004696 ClinicalTrials
Diarrhea 4 D003967 ClinicalTrials
Enterocolitis 4 D004760 FDA
Skin Diseases 4 D012871 FDA
Skin Diseases 4 D012871 ClinicalTrials
Pneumonia 3 D011014 ClinicalTrials
Staphylococcal Infections 3 D013203 ClinicalTrials
Clostridium Infections 3 D003015 ClinicalTrials
Staphylococcal Skin Infections 3 D013207 ClinicalTrials
Cellulitis 3 D002481 ClinicalTrials
Infections 3 D007239 ClinicalTrials
Cholangitis, Sclerosing 3 D015209 ClinicalTrials
Pneumonia, Bacterial 3 D018410 ClinicalTrials
Conjunctivitis, Bacterial 3 D003234 ClinicalTrials
Diabetic Foot 3 D017719 ClinicalTrials
Abscess 3 D000038 ClinicalTrials
Bacteremia 3 D016470 ClinicalTrials
Osteomyelitis 3 D010019 ClinicalTrials
Inflammation 3 D007249 ClinicalTrials
Clostridium Infections 3 D003015 ClinicalTrials
Gram-Positive Bacterial Infections 3 D016908 ClinicalTrials
Neonatal Sepsis 2 D000071074 ClinicalTrials
Carcinoma, Hepatocellular 2 D006528 ClinicalTrials
Prediabetic State 2 D011236 ClinicalTrials
Joint Diseases 2 D007592 ClinicalTrials
Cystic Fibrosis 2 D003550 ClinicalTrials
Obesity 2 D009765 ClinicalTrials
Pneumonia, Ventilator-Associated 2 D053717 ClinicalTrials
Constipation 2 D003248 ClinicalTrials
Crohn Disease 2 D003424 ClinicalTrials
Colitis, Ulcerative 2 D003093 ClinicalTrials
Graft vs Host Disease 2 D006086 ClinicalTrials
Pneumonia, Staphylococcal 2 D011023 ClinicalTrials
Renal Insufficiency, Chronic 2 D051436 ClinicalTrials
Melanoma 1 D008545 ClinicalTrials
Peritonitis 1 D010538 ClinicalTrials
Osteoarthritis 1 D010003 ClinicalTrials
Renal Insufficiency 1 D051437 ClinicalTrials
Child Development Disorders, Pervasive 1 D002659 ClinicalTrials
Carcinoma, Non-Small-Cell Lung 0 D002289 ClinicalTrials

Related Entries

Scaffolds

UNKNOWN

Cross References

Resources Reference
CAS NUMBER 1404-90-6
ChEBI 28001
ChEMBL CHEMBL262777
DrugBank DB00512
DrugCentral 2807
EPA CompTox DTXSID0042664
FDA SRS 6Q205EH1VU
Human Metabolome Database HMDB0014653
Guide to Pharmacology 10932
PharmGKB PA451850
PubChem 14969
SureChEMBL SCHEMBL3177
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