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]
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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: 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: CHEBI:28001
CAS Number: 1404-90-6
TTD ID: D0B1IV

Combinatorial Drugs (CBD)

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Repurposed Drugs (RPD)

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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]

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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 I histocompatibility antigen, B alpha chain (HLA-B)	OTNXFWY2	HLAB_HUMAN	Gene/Protein Processing	[12]
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]

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Molecular Interaction Atlas (MIA)

MIA Detail

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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.