Details of the Drug

General Information of Drug (ID: DM3JFIH)

Drug Name
Vancomycin
Synonyms Vancomycin (oral, MRSA), AuricX; Vancomycin (oral/pill, MSRA); Vancomycin (oral/pill, MSRA), AuricX/SRI International
Indication
Disease Entry ICD 11 Status REF
Bacteremia 1A73 Approved [1]
Bacterial endocarditis N.A. Approved [1]
Clostridioides difficile infection 1A04 Approved [1]
Methicillin-resistant staphylococci infection 1A00-1A09 Approved [2]
Neonatal sepsis N.A. Approved [1]
Staphylococcal pneumonia N.A. Approved [1]
Staphylococcus aureus infection N.A. Approved [1]
MRSA infection 1D01.0Y Investigative [3]
Skin infection 1F28-1G0Z Investigative [1]
⏷ Show the Full List of Indication(s)
Affected Organisms
Enteric bacteria and other eubacteriaTreponema pallidumStreptococcus pyogenesNeisseria gonorrhoeaeMycoplasma pneumoniaeLegionella pneumophilaCorynebacterium diphtheriaeChlamydia psittaciChlamydia trachomatisChlamydia pneumoniaeBordetella pertussis
ATC Code
A07AA09: Vancomycin
A07AA: Antibiotics
A07A: INTESTINAL ANTIINFECTIVES
A07: ANTIDIARRHEALS, INTESTINAL ANTIINFLAMMATORY/ANTIINFECTIVE AGENTS
A: ALIMENTARY TRACT AND METABOLISM
J01XA01: Vancomycin
J01XA: Glycopeptide antibacterials
J01X: OTHER ANTIBACTERIALS
J01: ANTIBACTERIALS FOR SYSTEMIC USE
J: ANTIINFECTIVES FOR SYSTEMIC USE
S01AA28: Vancomycin
S01AA: Antibiotics
S01A: ANTIINFECTIVES
S01: OPHTHALMOLOGICALS
S: SENSORY ORGANS
Structure
3D MOL is unavailable 2D MOL
Chemical Identifiers
Formula
C66H75Cl2N9O24
Canonical SMILES
CC1C(C(CC(O1)OC2C(C(C(OC2OC3=C4C=C5C=C3OC6=C(C=C(C=C6)C(C(C(=O)NC(C(=O)NC5C(=O)NC7C8=CC(=C(C=C8)O)C9=C(C=C(C=C9O)O)C(NC(=O)C(C(C1=CC(=C(O4)C=C1)Cl)O)NC7=O)C(=O)O)CC(=O)N)NC(=O)C(CC(C)C)NC)O)Cl)CO)O)O)(C)N)O
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
InChIKey
MYPYJXKWCTUITO-LYRMYLQWSA-N
Cross-matching ID
PubChem CID
14969
ChEBI ID
CHEMBL262777
CAS Number
1404-90-6
UNII
6Q205EH1VU
DrugBank ID
DB00512
TTD ID
D0B1IV
Drug-Molecule Activity Atlas (DMA)NEW Click to Jump to the Detailed DMA Information of This Drug
Drug Pharmacogenomic Perturbation (DPP)NEW Click to Jump to the Detailed DPP Information of This Drug
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Molecular Interaction Atlas of This Drug


Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
VanA ligase (vanA) DEOFMQ7 Q0WYK7_ENTFL Substrate [4]
VanA ligase (vanA) DEO97D6 VANA_ENTFC Substrate [4]
VanA ligase (vanA) DEN6VO0 A0A376GZ73_ENTGA Substrate [5]
VanA ligase (vanA) DEO8E75 A0A437UFE2_ENTAV Substrate [4]
VanA ligase (vanA) DESOXHP A0A4U9YK96_ENTCA Substrate [6], [5]
VanB ligase (vanB) DER7KFQ VANB_ENTFA Substrate [4]
VanB ligase (vanB) DE27YVU Q58F99_ENTFC Substrate [4]
VanG ligase (vanG) DEPN8F9 A0A076YRI6_STRAG Substrate [7]
VanC2 ligase (vanC) DEIF4P9 VANC_ENTGA Substrate [8]
D-alanylalanine synthetase (ddl) DE035GU A0A1Q6S944_9FIRM Substrate [7]
VanB ligase (vanB) DEMDEJ8 Q58F99_ENTFC Substrate [9]
VanB ligase (vanB) DE2GMEK Q58F99_ENTFC Substrate [9]
VanC2 ligase (vanC) DEH73ZC Q47720_ENTCA Substrate [10]
VanG ligase (vanG) DEPH3S7 A0A076ZC24_STRAP Substrate [7]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
C-reactive protein (CRP) OT0RFT8F CRP_HUMAN Gene/Protein Processing [11]
HLA class II histocompatibility antigen, DM beta chain (HLA-DMB) OT17HGXJ DMB_HUMAN Gene/Protein Processing [12]
Major histocompatibility complex class I-related gene protein (MR1) OTZU3XX7 HMR1_HUMAN Gene/Protein Processing [12]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Vancomycin FDA Label
2 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
3 The ChEMBL database in 2017. Nucleic Acids Res. 2017 Jan 4;45(D1):D945-D954.
4 Genetics and mechanisms of glycopeptide resistance in enterococci. Antimicrob Agents Chemother. 1993 Aug;37(8):1563-71.
5 Emergence of high-level resistance to glycopeptides in Enterococcus gallinarum and Enterococcus casseliflavus. Antimicrob Agents Chemother. 1994 Jul;38(7):1675-7.
6 vanA in Enterococcus faecium, Enterococcus faecalis, and Enterococcus casseliflavus detected in French cattle. Foodborne Pathog Dis. 2009 Nov;6(9):1107-11.
7 vanG element insertions within a conserved chromosomal site conferring vancomycin resistance to Streptococcus agalactiae and Streptococcus anginosus. mBio. 2014 Jul 22;5(4):e01386-14.
8 Sequence of the vanC gene of Enterococcus gallinarum BM4174 encoding a D-alanine:D-alanine ligase-related protein necessary for vancomycin resistance. Gene. 1992 Mar 1;112(1):53-8.
9 vanI: a novel D-Ala-D-Lac vancomycin resistance gene cluster found in Desulfitobacterium hafniense. Microb Biotechnol. 2014 Sep;7(5):456-66.
10 Bacterial resistance to vancomycin: overproduction, purification, and characterization of VanC2 from Enterococcus casseliflavus as a D-Ala-D-Ser ligase. Proc Natl Acad Sci U S A. 1997 Sep 16;94(19):10040-4.
11 [Successful treatment of MRSA-associated glomerulonephritis with antibiotic therapy]. Nihon Jinzo Gakkai Shi. 2003;45(1):37-41.
12 Systems pharmacological analysis of drugs inducing stevens-johnson syndrome and toxic epidermal necrolysis. Chem Res Toxicol. 2015 May 18;28(5):927-34. doi: 10.1021/tx5005248. Epub 2015 Apr 3.