General Information of Drug (ID: DMHWE7P)

Drug Name
Ampicillin Drug Info
Synonyms
ABPC; Acillin; Adobacillin; Alpen; Amblosin; Amcill; Amfipen; Aminobenzylpenicillin; Ampen; Ampichel; Ampicil; Ampicilina; Ampicillanyl; Ampicillina; Ampicilline; Ampicillinum; Ampicin; Ampifarm; Ampikel; Ampimed; Ampipenin; Ampiscel; Ampisyn; Ampivax; Ampivet; Amplacilina; Amplin; Amplipenyl; Amplisom; Amplital; Austrapen; Binotal; Bonapicillin; Britacil; Campicillin; Cimex; Copharcilin; Delcillin; Deripen; Divercillin; Doktacillin; Duphacillin; Grampenil; Guicitrina; Guicitrine; Lifeampil; Morepen; Norobrittin; Nuvapen; Omnipen; Orbicilina; Penbristol; Penbritin; Penbrock; Penicline; Penimic; Pensyn; Pentrex; Pentrexl; Pentrexyl; Polycillin; Ponecil; Princillin; Principen; QIDamp; Racenacillin; Rosampline;Roscillin; Semicillin; Servicillin; Sumipanto; Supen; Synpenin; Texcillin; Tokiocillin; Tolomol; Totacillin; Totalciclina; Totapen; Trifacilina; Ukapen; Ultrabion; Ultrabron; Vampen; Viccillin; Wypicil; Amfipen V; Amipenix S; Ampicillin A; Ampicillin Anhydrous; Ampicillin Base; Ampicillin acid; Ampicillin anhydrate; Ampicillina [DCIT]; Anhydrous ampicillin; Olin Kid; Pen A; Pen A Oral; Pen Ampil;Penbritin paediatric; Penbritin syrup; Pfizerpen A; Semicillin R; Viccillin S; AY 6108; BA 7305; BRL 1341; Bayer 5427; HI 63; P 50; Principen 125; Principen 250; Principen 500; SQ 17382; AB-PC; AB-PCSol; AY-6108; Ambidrin (TN); Ampi-Co; Ampi-Tab; Ampi-bol; Ampicilina [INN-Spanish]; Ampicilline [INN-French]; Ampicillinum [INN-Latin]; Ampipenin, nt3; Ampy-Penyl; Anhydrous ampicillin (JP15); BRL-1341; D-Ampicillin; D-Cillin; KS-R1; Novo-ampicillin; OMNIPEN (AMPICILLIN); Omnipen (TN); Omnipen-N; P-50; Penbritin-S; Penicillin, Aminobenzyl; Pfizerpen-A; Polycillin-N; Polyflex (Veterinary); Ro-Ampen; SK-Ampicillin; Totacillin (sodium); Totacillin-N; WY-5103; Ampicillin (USP/INN); AMPICILLIN (SEE ALSO AMPICILLIN TRIHYDRATE 7177-48-2); Ampicillin [USAN:BAN:INN:JAN]; Ampicillin [USAN:INN:BAN:JAN];D-(-)-Ampicillin; D-(-)-alpha-Aminobenzylpenicillin; D-(-)-alpha-Aminopenicillin; D-(-)-6-(alpha-Aminophenylacetamido)penicillanic acid; 6-(D(-)-alpha-Aminophenylacetamido)penicillanic acid; 6beta-[(2R)-2-amino-2-phenylacetamido]-2,2-dimethylpenam-3alpha-carbonyl; 6beta-[(2R)-2-amino-2-phenylacetamido]-2,2-dimethylpenam-3alpha-carboxylic acid
Indication
Disease Entry ICD 11 Status REF
Bacterial infection 1A00-1C4Z Approved [1]
Therapeutic Class
Antibiotics
Cross-matching ID
PubChem CID
6249
ChEBI ID
CHEBI:28971
CAS Number
CAS 69-53-4
TTD Drug ID
DMHWE7P
VARIDT Drug ID
DR00712
INTEDE Drug ID
DR2177
ACDINA Drug ID
D00037

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
DTP
DME
Drug Status:
Approved Drug(s)
Clinical Trial Drug(s)
Discontinued Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Amoxicillin DMUYNEI Bacterial infection 1A00-1C4Z Approved [6]
Cefadroxil DMMC345 Bacterial infection 1A00-1C4Z Approved [6]
Cephalexin DMD5JU8 Bacterial infection 1A00-1C4Z Approved [6]
Carbenicillin DMLEDNK Infection of the upper and lower urinary tract GC08 Approved [6]
Benzylpenicillin DMS9503 N. A. N. A. Phase 3 [6]
Drug(s) Metabolized By Beta-lactamase (blaB)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Amoxicillin DMUYNEI Bacterial infection 1A00-1C4Z Approved [12]
Piperacillin DMTBKF3 Bacterial infection 1A00-1C4Z Approved [7]
Cefalotin DMVYSLE Bacterial infection 1A00-1C4Z Approved [7]
Benzylpenicillin DMS9503 N. A. N. A. Phase 3 [7]
Cephaloridine DM4Y95F Gram-positive bacterial infection 1B74-1G40 Withdrawn from market [7]
Ceftiofur DMR2SOZ Bacterial infection 1A00-1C4Z Approved [13]
Amoxicillin DMUYNEI Bacterial infection 1A00-1C4Z Approved [14]
Benzylpenicillin DMS9503 N. A. N. A. Phase 3 [15]
Amoxicillin DMUYNEI Bacterial infection 1A00-1C4Z Approved [14]
Carbenicillin DMLEDNK Infection of the upper and lower urinary tract GC08 Approved [11]
Imipenem DMI9FBP Bacterial infection 1A00-1C4Z Approved [16]
Ceftriaxone DMCEW64 Bacterial infection 1A00-1C4Z Approved [9]
Meropenem DM62UHC Bacterial infection 1A00-1C4Z Approved [16]
Carbapenem DMXZU73 Cystitis GC00 Phase 4 [17]
Ceftazidine DMPZTRC Meningitis 1D01 Phase 4 [9]
⏷ Show the Full List of 15 Drug(s)
Drug(s) Metabolized By AmpC beta-lactamase (ampC)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Imipenem DMI9FBP Bacterial infection 1A00-1C4Z Approved [10]
Cefalotin DMVYSLE Bacterial infection 1A00-1C4Z Approved [10]
Drug Name Drug ID Indication ICD 11 Highest Status REF
Doxorubicin DMVP5YE Solid tumour/cancer 2A00-2F9Z Approved [18]
Methotrexate DM2TEOL leukaemia 2A60-2B33 Approved [19]
Folic acid DMEMBJC Folate-deficiency anemia 3A02.Y Approved [20]
Fluorouracil DMUM7HZ Solid tumour/cancer 2A00-2F9Z Approved [21]
Dinoprostone DMTYOPD Medical abortion JA00.1Z Approved [22]
Cisplatin DMRHGI9 Solid tumour/cancer 2A00-2F9Z Approved [23]
Acetaminophen DMUIE76 Pain MG30-MG3Z Approved [24]
Sulfasalazine DMICA9H Irritable bowel syndrome DD91.0 Approved [25]
Etoposide DMNH3PG Solid tumour/cancer 2A00-2F9Z Approved [26]
Oxaliplatin DMQNWRD Colorectal cancer 2B91.Z Approved [27]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Transported By Peptide transporter 1 (SLC15A1)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Amoxicillin DMUYNEI Bacterial infection 1A00-1C4Z Approved [28]
Sulfasalazine DMICA9H Irritable bowel syndrome DD91.0 Approved [29]
Losartan DM72JXH Hypertension BA00-BA04 Approved [30]
Enalapril DMNFUZR Hypertension BA00-BA04 Approved [31]
Cefazolin DMPDYFR Bacterial infection 1A00-1C4Z Approved [32]
Ceftriaxone DMCEW64 Bacterial infection 1A00-1C4Z Approved [33]
Dexamethasone DMMWZET Rheumatoid arthritis FA20 Approved [29]
Cefadroxil DMMC345 Bacterial infection 1A00-1C4Z Approved [30]
Irbesartan DMTP1DC Hypertension BA00-BA04 Approved [30]
Valsartan DMREUQ6 Hypertension BA00-BA04 Approved [30]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Transported By Peptide transporter 2 (SLC15A2)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Amoxicillin DMUYNEI Bacterial infection 1A00-1C4Z Approved [28]
Enalapril DMNFUZR Hypertension BA00-BA04 Approved [34]
Entecavir DM7VTQO Hepatitis B virus infection 1E51.0 Approved [35]
Cefadroxil DMMC345 Bacterial infection 1A00-1C4Z Approved [36]
Cephalexin DMD5JU8 Bacterial infection 1A00-1C4Z Approved [3]
Valaciclovir DMHKS94 Virus infection 1A24-1D9Z Approved [37]
Cefaclor DMJXDGC Bacterial infection 1A00-1C4Z Approved [28]
Aminolevulinic acid hci DMS4BLQ Acne vulgaris ED80 Approved [38]
Spirapril DM5XLTY Hypertension BA00-BA04 Approved [39]
Cefixime DMY60I8 Bacterial infection 1A00-1C4Z Approved [3]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cefazolin DMPDYFR Bacterial infection 1A00-1C4Z Approved [40]
Ceftriaxone DMCEW64 Bacterial infection 1A00-1C4Z Approved [41]
Ticarcillin DM4ME02 Bacterial infection 1A00-1C4Z Approved [42]
Ciprofloxacin XR DM2NLS9 Bacterial infection 1A00-1C4Z Approved [43]
Meropenem DM62UHC Bacterial infection 1A00-1C4Z Approved [41]
Cefadroxil DMMC345 Bacterial infection 1A00-1C4Z Approved [44]
Clofarabine DMCVJ86 Acute lymphoblastic leukaemia 2A85 Approved [45]
Cephalexin DMD5JU8 Bacterial infection 1A00-1C4Z Approved [46]
Carbenicillin DMLEDNK Infection of the upper and lower urinary tract GC08 Approved [47]
Piperacillin DMTBKF3 Bacterial infection 1A00-1C4Z Approved [48]
⏷ Show the Full List of 10 Drug(s)

Molecular Interaction Atlas of This Drug

Molecular Interaction Atlas

Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Bacterial Penicillin binding protein (Bact PBP) TTJP4SM NOUNIPROTAC Binder [2]

Drug Transporter (DTP)
DTP Name DTP ID UniProt ID MOA REF
Peptide transporter 2 (SLC15A2) DT8QKNP S15A2_HUMAN Substrate [3]
Peptide transporter 1 (SLC15A1) DT9G7XN S15A1_HUMAN Substrate [4]
Multidrug resistance-associated protein 2 (ABCC2) DTFI42L MRP2_HUMAN Substrate [5]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
N-acylhomoserine lactone acylase (lacA) DEIU0XN A0A0A1VBK6_9BURK Substrate [6]
Beta-lactamase (blaB) DET9I1W BLAC_BACUN Substrate [7]
Beta-lactamase (blaB) DETDS7E A0A2S0LB67_9FLAO Substrate [8]
Beta-lactamase (blaB) DEC7JEF A0A1S1G219_9NEIS Substrate [8]
Beta-lactamase (blaB) DEBKS91 A0A1B1FBM9_ACIBA Substrate [9]
AmpC beta-lactamase (ampC) DERI7LO A0A0H3KQ39_BURM1 Substrate [10]
Beta-lactamase (blaB) DEWYT5M D4HFC4_CUTAS Substrate [8]
Beta-lactamase (blaB) DE3FVRW BLA2_BAC17 Substrate [8]
Beta-lactamase (blaB) DEG5Y4W A0A344X3A2_STASP Substrate [8]
Beta-lactamase (blaB) DEQX0DG Q8RIK5_FUSNN Substrate [8]
Beta-lactamase (blaB) DEXB2A9 A0A379CPC3_PLESH Substrate [11]
Beta-lactamase (blaB) DEWMGC3 A0A2U9SV73_9BURK Substrate [8]
Beta-lactamase (blaB) DE52KD0 Q6EZ46_RALPI Substrate [8]

References

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2 Effects of amino acid alterations in penicillin-binding proteins (PBPs) 1a, 2b, and 2x on PBP affinities of penicillin, ampicillin, amoxicillin, cefditoren, cefuroxime, cefprozil, and cefaclor in 18 clinical isolates of penicillin-susceptible, -intermediate, and -resistant pneumococci. Antimicrob Agents Chemother. 2002 May;46(5):1273-80.
3 Transport characteristics of a novel peptide transporter 1 substrate, antihypotensive drug midodrine, and its amino acid derivatives. J Pharmacol Exp Ther. 2006 Jul;318(1):455-60.
4 Several hPepT1-transported drugs are substrates of the Escherichia coli proton-coupled oligopeptide transporter YdgR. Res Microbiol. 2017 Jun;168(5):443-449.
5 Mammalian drug efflux transporters of the ATP binding cassette (ABC) family in multidrug resistance: A review of the past decade. Cancer Lett. 2016 Jan 1;370(1):153-64.
6 A novel quorum-quenching N-acylhomoserine lactone acylase from Acidovorax sp. strain MR-S7 mediates antibiotic resistance. Appl Environ Microbiol. 2017 Jun 16;83(13). pii: e00080-17.
7 Purification and characterization of a new beta-lactamase from Bacteroides uniformis. Antimicrob Agents Chemother. 1995 Jul;39(7):1458-61.
8 Beta-lactamase production and antimicrobial susceptibility of subgingival bacteria from refractory periodontitis. Oral Microbiol Immunol. 2004 Oct;19(5):303-8.
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10 Characterization of the AmpC beta-Lactamase from Burkholderia multivorans. Antimicrob Agents Chemother. 2018 Sep 24;62(10). pii: e01140-18.
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15 beta-lactamase production and antimicrobial susceptibility of oral heterogeneous Fusobacterium nucleatum populations in young children. Antimicrob Agents Chemother. 1999 May;43(5):1270-3.
16 A high mortality rate associated with multidrug-resistant Acinetobacter baumannii ST79 and ST25 carrying OXA-23 in a Brazilian intensive care unit. PLoS One. 2018 Dec 28;13(12):e0209367.
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18 Involvement of the drug transporters p glycoprotein and multidrug resistance-associated protein Mrp2 in telithromycin transport. Antimicrob Agents Chemother. 2006 Jan;50(1):80-7.
19 Dose-dependent disposition of methotrexate in Abcc2 and Abcc3 gene knockout murine models. Drug Metab Dispos. 2011 Nov;39(11):2155-61.
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21 Enhancing chemosensitivity in oral squamous cell carcinoma by lentivirus vector-mediated RNA interference targeting EGFR and MRP2. Oncol Lett. 2016 Sep;12(3):2107-2114.
22 Multidrug resistance associated protein 2 mediates transport of prostaglandin E2. Liver Int. 2006 Apr;26(3):362-8.
23 Lentivirus-mediated RNAi silencing targeting ABCC2 increasing the sensitivity of a human nasopharyngeal carcinoma cell line against cisplatin. J Transl Med. 2008 Oct 4;6:55.
24 Effect of acetaminophen on expression and activity of rat liver multidrug resistance-associated protein 2 and P-glycoprotein. Biochem Pharmacol. 2004 Aug 15;68(4):791-8.
25 Small intestinal efflux mediated by MRP2 and BCRP shifts sulfasalazine intestinal permeability from high to low, enabling its colonic targeting. Am J Physiol Gastrointest Liver Physiol. 2009 Aug;297(2):G371-7.
26 Delineating the contribution of secretory transporters in the efflux of etoposide using Madin-Darby canine kidney (MDCK) cells overexpressing P-glycoprotein (Pgp), multidrug resistance-associated protein (MRP1), and canalicular multispecific organic anion transporter (cMOAT). Drug Metab Dispos. 2002 Apr;30(4):457-63.
27 Multidrug Resistance-Associated Protein 2 (MRP2) Mediated Transport of Oxaliplatin-Derived Platinum in Membrane Vesicles. PLoS One. 2015 Jul 1;10(7):e0130727.
28 Interactions of amoxicillin and cefaclor with human renal organic anion and peptide transporters. Drug Metab Dispos. 2006 Apr;34(4):547-55.
29 Peptide transporter substrate identification during permeability screening in drug discovery: comparison of transfected MDCK-hPepT1 cells to Caco-2 cells. Arch Pharm Res. 2007 Apr;30(4):507-18.
30 High-affinity interaction of sartans with H+/peptide transporters. Drug Metab Dispos. 2009 Jan;37(1):143-9.
31 The intestinal H+/peptide symporter PEPT1: structure-affinity relationships. Eur J Pharm Sci. 2004 Jan;21(1):53-60.
32 Three-dimensional quantitative structure-activity relationship analyses of beta-lactam antibiotics and tripeptides as substrates of the mammalian H+/peptide cotransporter PEPT1. J Med Chem. 2005 Jun 30;48(13):4410-9.
33 Intestinal transport of beta-lactam antibiotics: analysis of the affinity at the H+/peptide symporter (PEPT1), the uptake into Caco-2 cell monolayers and the transepithelial flux. Pharm Res. 1999 Jan;16(1):55-61.
34 Ethanol inhibits functional activity of the human intestinal dipeptide transporter hPepT1 expressed in Xenopus oocytes. Alcohol Clin Exp Res. 2008 May;32(5):777-84.
35 The oligopeptide transporter 2-mediated reabsorption of entecavir in rat kidney. Eur J Pharm Sci. 2014 Feb 14;52:41-7.
36 Species Differences in Human and Rodent PEPT2-Mediated Transport of Glycylsarcosine and Cefadroxil in Pichia Pastoris Transformants. Drug Metab Dispos. 2017 Feb;45(2):130-136.
37 Valacyclovir: a substrate for the intestinal and renal peptide transporters PEPT1 and PEPT2. Biochem Biophys Res Commun. 1998 May 19;246(2):470-5.
38 PEPT2-mediated transport of 5-aminolevulinic acid and carnosine in astrocytes. Brain Res. 2006 Nov 29;1122(1):18-23.
39 Transport of angiotensin-converting enzyme inhibitors by H+/peptide transporters revisited. J Pharmacol Exp Ther. 2008 Nov;327(2):432-41.
40 Bacteriological characteristics of Staphylococcus aureus isolates from humans and bulk milk. J Dairy Sci. 2008 Feb;91(2):564-9.
41 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services.
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43 Emerging drugs for bacterial urinary tract infections. Expert Opin Emerg Drugs. 2005 May;10(2):275-98.
44 Penicillin-binding protein sensitive to cephalexin in sporulation of Bacillus cereus. Microbiol Res. 1997 Sep;152(3):227-32.
45 Clofarabine: past, present, and future. Leuk Lymphoma. 2007 Oct;48(10):1922-30.
46 Relationship between penicillin-binding protein patterns and beta-lactamases in clinical isolates of Bacteroides fragilis with different susceptibility to beta-lactam antibiotics. J Med Microbiol. 2004 Mar;53(Pt 3):213-21.
47 Resistance of Pseudomonas aeruginosa to cefsulodin: modification of penicillin-binding protein 3 and mapping of its chromosomal gene. J Antimicrob Chemother. 1990 Apr;25(4):513-23.
48 In vitro antienterococcal activity explains associations between exposures to antimicrobial agents and risk of colonization by multiresistant enter... J Infect Dis. 2004 Dec 15;190(12):2162-6.