General Information of Drug (ID: DMS9503)

Drug Name
Benzylpenicillin Drug Info
Synonyms
penicillin g; Benzylpenicillinic acid; Free penicillin II; Pencillin G; 61-33-6; Benzylpenicillin G; Bencilpenicilina; Benzylpenicillinum; Benzyl penicillin; Free penicillin G; Dropcillin; Pharmacillin; Gelacillin; Liquacillin; Benzopenicillin; Cilopen; Pradupen; Benzylpenicilline; Specilline G; Cilloral; Cosmopen; Ursopen; Galofak; Free benzylpenicillin; Compocillin G; Phenylacetamidopenicillanic acid; 6-(2-Phenylacetamido)penicillanic acid; Pfizerpen; Benzyl-6-aminopenicillinic acid
Cross-matching ID
PubChem CID
5904
ChEBI ID
CHEBI:18208
CAS Number
CAS 61-33-6
TTD Drug ID
DMS9503
VARIDT Drug ID
DR00488
INTEDE Drug ID
DR2164

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
DTP
DME
Drug Status:
Approved Drug(s)
Discontinued Drug(s)
Clinical Trial Drug(s)
Investigative Drug(s)
Drug(s) Metabolized By Beta-lactamase (blaB)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Amoxicillin DMUYNEI Bacterial infection 1A00-1C4Z Approved [16]
Amoxicillin DMUYNEI Bacterial infection 1A00-1C4Z Approved [17]
Ampicillin DMHWE7P Bacterial infection 1A00-1C4Z Approved [10]
Piperacillin DMTBKF3 Bacterial infection 1A00-1C4Z Approved [10]
Cefalotin DMVYSLE Bacterial infection 1A00-1C4Z Approved [10]
Cephaloridine DM4Y95F Gram-positive bacterial infection 1B74-1G40 Withdrawn from market [10]
Amoxicillin DMUYNEI Bacterial infection 1A00-1C4Z Approved [17]
Cefazolin DMPDYFR Bacterial infection 1A00-1C4Z Approved [17]
Meropenem DM62UHC Bacterial infection 1A00-1C4Z Approved [17]
Cefalotin DMVYSLE Bacterial infection 1A00-1C4Z Approved [18]
Cephalosporin DM79XDW Bacterial infection 1A00-1C4Z Approved [13]
Carbapenem DMXZU73 Cystitis GC00 Phase 4 [13]
Ampicillin DMHWE7P Bacterial infection 1A00-1C4Z Approved [19]
Amoxicillin DMUYNEI Bacterial infection 1A00-1C4Z Approved [20]
Ticarcillin DM4ME02 Bacterial infection 1A00-1C4Z Approved [20]
Amoxicillin DMUYNEI Bacterial infection 1A00-1C4Z Approved [21]
⏷ Show the Full List of 16 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Amoxicillin DMUYNEI Bacterial infection 1A00-1C4Z Approved [9]
Ampicillin DMHWE7P Bacterial infection 1A00-1C4Z Approved [9]
Cefadroxil DMMC345 Bacterial infection 1A00-1C4Z Approved [9]
Cephalexin DMD5JU8 Bacterial infection 1A00-1C4Z Approved [9]
Carbenicillin DMLEDNK Infection of the upper and lower urinary tract GC08 Approved [9]
Drug Name Drug ID Indication ICD 11 Highest Status REF
Methotrexate DM2TEOL leukaemia 2A60-2B33 Approved [22]
Dinoprostone DMTYOPD Medical abortion JA00.1Z Approved [5]
Imatinib DM7RJXL Acute lymphoblastic leukaemia 2A85 Approved [23]
Etoposide DMNH3PG Solid tumour/cancer 2A00-2F9Z Approved [24]
Sorafenib DMS8IFC Hepatocellular carcinoma 2C12.02 Approved [23]
Pravastatin DM6A0X7 Hypercholesterolaemia 5C80.0 Approved [25]
Mycophenolate mofetil DMPQAGE Organ transplant rejection NE84 Approved [26]
Atorvastatin DMF28YC Cardiovascular disease BA00-BE2Z Approved [27]
Cerivastatin DMXCM7H Hyperlipidaemia 5C80 Approved [28]
Pitavastatin calcium DM1UJO0 Dyslipidemia 5C80-5C81 Approved [25]
⏷ 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 [29]
Sulfasalazine DMICA9H Irritable bowel syndrome DD91.0 Approved [30]
Ampicillin DMHWE7P Bacterial infection 1A00-1C4Z Approved [31]
Losartan DM72JXH Hypertension BA00-BA04 Approved [32]
Enalapril DMNFUZR Hypertension BA00-BA04 Approved [33]
Cefazolin DMPDYFR Bacterial infection 1A00-1C4Z Approved [34]
Ceftriaxone DMCEW64 Bacterial infection 1A00-1C4Z Approved [35]
Dexamethasone DMMWZET Rheumatoid arthritis FA20 Approved [30]
Cefadroxil DMMC345 Bacterial infection 1A00-1C4Z Approved [32]
Irbesartan DMTP1DC Hypertension BA00-BA04 Approved [32]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Methotrexate DM2TEOL leukaemia 2A60-2B33 Approved [36]
Dinoprostone DMTYOPD Medical abortion JA00.1Z Approved [37]
Zidovudine DM4KI7O Human immunodeficiency virus infection 1C62 Approved [38]
Prasterone DM67VKL Chronic obstructive pulmonary disease CA22 Approved [39]
Pravastatin DM6A0X7 Hypercholesterolaemia 5C80.0 Approved [7]
L-tryptophan DMIBH7M Depression 6A70-6A7Z Approved [40]
Mercaptopurine DMTM2IK Acute lymphoblastic leukaemia 2A85 Approved [41]
Pitavastatin calcium DM1UJO0 Dyslipidemia 5C80-5C81 Approved [42]
Rosuvastatin DMMIQ7G Hypercholesterolaemia 5C80.0 Approved [43]
Cilostazol DMZMSCT Intermittent claudication BD40.00 Approved [44]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Methotrexate DM2TEOL leukaemia 2A60-2B33 Approved [45]
Imatinib DM7RJXL Acute lymphoblastic leukaemia 2A85 Approved [23]
Etoposide DMNH3PG Solid tumour/cancer 2A00-2F9Z Approved [46]
Diclofenac DMPIHLS Osteoarthritis FA00-FA05 Approved [47]
Sorafenib DMS8IFC Hepatocellular carcinoma 2C12.02 Approved [23]
Pravastatin DM6A0X7 Hypercholesterolaemia 5C80.0 Approved [48]
Mycophenolate mofetil DMPQAGE Organ transplant rejection NE84 Approved [26]
Atorvastatin DMF28YC Cardiovascular disease BA00-BE2Z Approved [28]
Erythromycin DM4K7GQ Bacterial infection 1A00-1C4Z Approved [49]
Cerivastatin DMXCM7H Hyperlipidaemia 5C80 Approved [28]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Dinoprostone DMTYOPD Medical abortion JA00.1Z Approved [3]
L-glutamic acid DM4PUDW Schizophrenia 6A20 Approved [50]
Sulfasalazine DMICA9H Irritable bowel syndrome DD91.0 Approved [51]
Etoposide DMNH3PG Solid tumour/cancer 2A00-2F9Z Approved [24]
Pravastatin DM6A0X7 Hypercholesterolaemia 5C80.0 Approved [52]
Atorvastatin DMF28YC Cardiovascular disease BA00-BE2Z Approved [53]
Cerivastatin DMXCM7H Hyperlipidaemia 5C80 Approved [54]
Pitavastatin calcium DM1UJO0 Dyslipidemia 5C80-5C81 Approved [55]
Digoxin DMQCTIH Arrhythmia BC9Z Approved [56]
Rosuvastatin DMMIQ7G Hypercholesterolaemia 5C80.0 Approved [57]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Dinoprostone DMTYOPD Medical abortion JA00.1Z Approved [58]
Alprostadil DMWH7NQ Diabetic foot ulcer BD54 Approved [58]
Iloprost DMVPZBE Pulmonary arterial hypertension BB01.0 Approved [58]
Estrone sulfate DMVBIZL Menopausal and postmenopausal disorder GA30 Approved [3]
PGF2alpha DM4XAU7 Solid tumour/cancer 2A00-2F9Z Clinical trial [58]
Drug Name Drug ID Indication ICD 11 Highest Status REF
Dinoprostone DMTYOPD Medical abortion JA00.1Z Approved [3]
Liothyronine DM6IR3P Hypothyroidism 5A00 Approved [59]
Estrone sulfate DMVBIZL Menopausal and postmenopausal disorder GA30 Approved [60]
Taurocholic acid DM2LZ8F Type-2 diabetes 5A11 Phase 1/2 [61]
Drug Name Drug ID Indication ICD 11 Highest Status REF
Aztreonam DMDNJHG Bacterial infection 1A00-1C4Z Approved [62]
Cefmetazole DM42W1B Bacterial infection 1A00-1C4Z Approved [63]
Cefotiam DMF5HU6 Respiratory tract infection CA45 Approved [64]
Latamoxef DMANL0D Bacterial infection 1A00-1C4Z Approved [63]
Mezlocillin DMY5JEP Urinary tract infection GC08 Approved [65]
Moxalactam Disodium DMYKUNR Bacterial infection 1A00-1C4Z Approved [66]
Cefmenoxime DMPLY7B Bacterial infection 1A00-1C4Z Approved [67]
LYS228 DM23Y6K Urinary tract infection GC08 Phase 2 [68]
Cephalosporin C DMYW3ZG Discovery agent N.A. Investigative [69]
PCNOTAXIME GROUP DMGS6YH Discovery agent N.A. Investigative [70]
⏷ 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 1 (Bact pbp) TTTKCMH PBPA_ECOLI; PBPB_ECOLI; PBPC_ECOLI Binder [1]
Bacterial Penicillin binding protein 3 (Bact mrcA) TT85JMW FTSI_ECOLI Binder [2]

Drug Transporter (DTP)
DTP Name DTP ID UniProt ID MOA REF
Organic anion transporting polypeptide 3A1 (SLCO3A1) DTVNRXW SO3A1_HUMAN Substrate [3]
Organic anion transporting polypeptide 4A1 (SLCO4A1) DT8H2IC SO4A1_HUMAN Substrate [3]
Peptide transporter 1 (SLC15A1) DT9G7XN S15A1_HUMAN Substrate [4]
Organic anion transporting polypeptide 2B1 (SLCO2B1) DTPFTEQ SO2B1_HUMAN Substrate [3]
Organic anion transporting polypeptide 1B1 (SLCO1B1) DT3D8F0 SO1B1_HUMAN Substrate [5]
Organic anion transporting polypeptide 1B3 (SLCO1B3) DT9C1TS SO1B3_HUMAN Substrate [6]
Organic anion transporter 3 (SLC22A8) DTVP67E S22A8_HUMAN Substrate [7]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Beta-lactamase (blaB) DEV0KWQ Q8KT52_9BACT Substrate [8]
N-acylhomoserine lactone acylase (lacA) DEIU0XN A0A0A1VBK6_9BURK Substrate [9]
Beta-lactamase (blaB) DET9I1W BLAC_BACUN Substrate [10]
Beta-lactamase (blaB) DENJ2SQ BLAB_BACFG Substrate [8]
Beta-lactamase (blaB) DE37FJH C6JIU1_FUSVA Substrate [8]
Beta-lactamase (blaB) DEAILCM A0A246EJV2_9BACT Substrate [11]
Beta-lactamase (blaB) DERPJ4F A0A2S8IKB0_BURCE Substrate [12]
Beta-lactamase (blaB) DESIWFO Q8GQK7_9FLAO Substrate [13]
Beta-lactamase (blaB) DEQX0DG Q8RIK5_FUSNN Substrate [14]
Beta-lactamase (blaB) DEBAZ7H F9DGI4_9BACT Substrate [11]
Beta-lactamase (blaB) DEA5OYT A0A4U8WDG3_9FLAO Substrate [15]

References

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2 Association of amino acid substitutions in penicillin-binding protein 3 with beta-lactam resistance in beta-lactamase-negative ampicillin-resistant Haemophilus influenzae. Antimicrob Agents Chemother. 2001 Jun;45(6):1693-9.
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24 Identification of drugs and drug metabolites as substrates of multidrug resistance protein 2 (MRP2) using triple-transfected MDCK-OATP1B1-UGT1A1-MRP2 cells. Br J Pharmacol. 2012 Mar;165(6):1836-1847.
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28 FDA Drug Development and Drug Interactions
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31 Several hPepT1-transported drugs are substrates of the Escherichia coli proton-coupled oligopeptide transporter YdgR. Res Microbiol. 2017 Jun;168(5):443-449.
32 High-affinity interaction of sartans with H+/peptide transporters. Drug Metab Dispos. 2009 Jan;37(1):143-9.
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36 Methotrexate-loxoprofen interaction: involvement of human organic anion transporters hOAT1 and hOAT3. Drug Metab Pharmacokinet. 2004 Oct;19(5):369-74.
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38 Human organic anion transporters and human organic cation transporters mediate renal antiviral transport. J Pharmacol Exp Ther. 2002 Mar;300(3):918-24.
39 Identification and characterization of human organic anion transporter 3 expressing predominantly in the kidney. Mol Pharmacol. 2001 May;59(5):1277-86.
40 Murine renal organic anion transporters mOAT1 and mOAT3 facilitate the transport of neuroactive tryptophan metabolites. Am J Physiol Cell Physiol. 2005 Nov;289(5):C1075-84.
41 Organic anion transporter 3 is involved in the brain-to-blood efflux transport of thiopurine nucleobase analogs. J Neurochem. 2004 Aug;90(4):931-41.
42 Transporter-mediated influx and efflux mechanisms of pitavastatin, a new inhibitor of HMG-CoA reductase. J Pharm Pharmacol. 2005 Oct;57(10):1305-11.
43 The contribution of organic anion transporters OAT1 and OAT3 to the renal uptake of rosuvastatin. J Pharmacol Exp Ther. 2007 Sep;322(3):1221-7.
44 Aspirin and probenecid inhibit organic anion transporter 3-mediated renal uptake of cilostazol and probenecid induces metabolism of cilostazol in the rat. Drug Metab Dispos. 2014 Jun;42(6):996-1007.
45 LST-2, a human liver-specific organic anion transporter, determines methotrexate sensitivity in gastrointestinal cancers. Gastroenterology. 2001 Jun;120(7):1689-99.
46 Effect of pregnane X receptor ligands on transport mediated by human OATP1B1 and OATP1B3. Eur J Pharmacol. 2008 Apr 14;584(1):57-65.
47 Influence of non-steroidal anti-inflammatory drugs on organic anion transporting polypeptide (OATP) 1B1- and OATP1B3-mediated drug transport. Drug Metab Dispos. 2011 Jun;39(6):1047-53.
48 Relevance of conserved lysine and arginine residues in transmembrane helices for the transport activity of organic anion transporting polypeptide 1B3. Br J Pharmacol. 2010 Feb 1;159(3):698-708.
49 Impact of OATP transporters on pharmacokinetics. Br J Pharmacol. 2009 Oct;158(3):693-705.
50 The Transporter Classification Database (TCDB): recent advances. Nucleic Acids Res. 2016 Jan 4;44(D1):D372-9. (ID: 2.A.60.1.20)
51 Small-Dosing Clinical Study: Pharmacokinetic, Pharmacogenomic (SLCO2B1 and ABCG2), and Interaction (Atorvastatin and Grapefruit Juice) Profiles of 5 Probes for OATP2B1 and BCRP. J Pharm Sci. 2017 Sep;106(9):2688-2694.
52 Functional characterization of pH-sensitive organic anion transporting polypeptide OATP-B in human. J Pharmacol Exp Ther. 2004 Feb;308(2):438-45.
53 Human platelets express organic anion-transporting peptide 2B1, an uptake transporter for atorvastatin. Drug Metab Dispos. 2009 May;37(5):1129-37.
54 pH-sensitive interaction of HMG-CoA reductase inhibitors (statins) with organic anion transporting polypeptide 2B1. Mol Pharm. 2011 Aug 1;8(4):1303-13.
55 Drug-drug interaction between pitavastatin and various drugs via OATP1B1. Drug Metab Dispos. 2006 Jul;34(7):1229-36.
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57 Involvement of multiple transporters in the hepatobiliary transport of rosuvastatin. Drug Metab Dispos. 2008 Oct;36(10):2014-23.
58 Molecular characterization of human and rat organic anion transporter OATP-D. Am J Physiol Renal Physiol. 2003 Dec;285(6):F1188-97.
59 Isolation and characterization of a digoxin transporter and its rat homologue expressed in the kidney. Proc Natl Acad Sci U S A. 2004 Mar 9;101(10):3569-74.
60 Involvement of estrone-3-sulfate transporters in proliferation of hormone-dependent breast cancer cells. J Pharmacol Exp Ther. 2004 Dec;311(3):1032-7.
61 Identification of thyroid hormone transporters in humans: different molecules are involved in a tissue-specific manner. Endocrinology. 2001 May;142(5):2005-12.
62 Penicillin-binding protein PBP2 of Escherichia coli localizes preferentially in the lateral wall and at mid-cell in comparison with the old cell pole. Mol Microbiol. 2003 Jan;47(2):539-47.
63 Clinical relevance of antibiotic-induced endotoxin release in patients undergoing hepatic resection. World J Surg. 1999 Jan;23(1):75-9.
64 Genetic analyses of beta-lactamase negative ampicillin-resistant strains of Haemophilus influenzae isolated in Okinawa, Japan. Jpn J Infect Dis. 2006 Feb;59(1):36-41.
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66 Moxalactam (6059-S), a new 1-oxa-beta-lactam: binding affinity for penicillin-binding proteins of Escherichia coli K-12.
67 In vitro evaluation of E1040, a new cephalosporin with potent antipseudomonal activity. Antimicrob Agents Chemother. 1988 May;32(5):693-701.
68 Mode of Action of the Monobactam LYS228 and Mechanisms Decreasing In Vitro Susceptibility in Escherichia coli and Klebsiella pneumoniae. Antimicrob Agents Chemother. 2018 Sep 24;62(10):e01200-18.
69 DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Nucleic Acids Res. 2011 Jan;39(Database issue):D1035-41.
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