General Information of Drug (ID: DMI9FBP)

Drug Name
Imipenem Drug Info
Synonyms
Imipemide; Tienamycin; Imipenem anhydrous; Imipenem (INN); N-Formimidoylthienamycin; Primaxin (TN); Imipenem, N-Formimidoyl thienamycin; [5R-[5.alpha.,6.alpha.(R*)]]-6-(1-Hydroxyethyl)-3-[[2-[(iminomethyl)amino]ethyl]thio]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid monohydrate; (5R,6S)-3-(2-Formimidoylamino-ethylsulfanyl)-6-((R)-1-hydroxy-ethyl)-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid; (5R,6S)-3-[2-(aminomethylideneamino)ethylsulfanyl]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid; (5R,6S)-6-((R)-1-Hydroxyethyl)-3-(2-(iminomethylamino)ethylthio)-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carbonsaeure; (5R,6S)-6-[(1R)-1-hydroxyethyl]-3-({2-[(iminomethyl)amino]ethyl}thio)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
Indication
Disease Entry ICD 11 Status REF
Bacteremia 1A73 Approved [1]
Bacterial infection 1A00-1C4Z Approved [2]
Endometritis Approved [1]
Peritonitis Approved [1]
Pelvic inflammatory disease GA05 Investigative [1]
Therapeutic Class
Antibiotics
Cross-matching ID
PubChem CID
104838
ChEBI ID
CHEBI:471744
CAS Number
CAS 64221-86-9
TTD Drug ID
DMI9FBP
INTEDE Drug ID
DR2447

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
DME
DOT
Drug Status:
Approved Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cefepime DMHVWIK Bacterial infection 1A00-1C4Z Approved [22]
Amdinocillin DMIG6FY Bacterial infection 1A00-1C4Z Approved [23]
Drug(s) Metabolized By Beta-lactamase (blaB)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Meropenem DM62UHC Bacterial infection 1A00-1C4Z Approved [5]
Ertapenem DM4S3O8 Bacterial infection 1A00-1C4Z Approved [5]
Doripenem DM9UCJK Cholecystitis Approved [5]
Amoxicillin DMUYNEI Acute otitis media AB00 Approved [24]
Cefazolin DMPDYFR Bacteremia 1A73 Approved [25]
Avibactam DM1AEH4 N. A. N. A. Approved [26] , [27]
Cefotaxime DMEB837 Bacteremia 1A73 Approved [25] , [26]
Cefoxitin DMY8NC4 Acute gonococcal cervicitis Approved [25]
Ceftriaxone DMCEW64 Acute gonococcal cervicitis Approved [28]
Piperacillin DMTBKF3 Acute gonococcal cervicitis Approved [28]
Tazobactam DM3XNUI Appendicitis DB10 Approved [28]
Cefotaxime DMEB837 Bacteremia 1A73 Approved [28]
Ampicillin DMHWE7P Acute epiglottitis Approved [29]
Ceftriaxone DMCEW64 Acute gonococcal cervicitis Approved [29]
Meropenem DM62UHC Bacterial infection 1A00-1C4Z Approved [10]
Carbapenem DMXZU73 N. A. N. A. Phase 4 [30]
Ceftazidine DMPZTRC N. A. N. A. Phase 4 [29]
Meropenem DM62UHC Bacterial infection 1A00-1C4Z Approved [13]
Ertapenem DM4S3O8 Bacterial infection 1A00-1C4Z Approved [31]
Cefpodoxime DMJUNY5 Acute gonococcal cervicitis Approved [32]
⏷ Show the Full List of 20 Drug(s)
Drug(s) Metabolized By AmpC beta-lactamase (ampC)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Ampicillin DMHWE7P Acute epiglottitis Approved [11]
Cefalotin DMVYSLE Bacteremia 1A73 Approved [11]
Drug(s) Metabolized By Carbapenemase (cphA)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Meropenem DM62UHC Bacterial infection 1A00-1C4Z Approved [8]
Drug Name Drug ID Indication ICD 11 Highest Status REF
Verapamil DMA7PEW Angina pectoris BA40 Approved [21]
Vidarabine DM0N85H Hepatosplenic T-cell lymphoma Approved [21]
Beta-carotene DM0RXBT Vitamin deficiency 5B55-5B71 Approved [33]
Fulvestrant DM0YZC6 Breast cancer 2C60-2C65 Approved [34]
Secobarbital DM14RF5 Epilepsy 8A60-8A68 Approved [35]
Etidronic acid DM1XHYJ Bone Paget disease Approved [21]
Tiaprofenic acid DM23D7J Osteoarthritis FA00-FA05 Approved [21]
Bromperidol DM24XYQ Schizophrenia 6A20 Approved [21]
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [36]
Deoxycholic acid DM3GYAL Subcutaneous fat disorder EF02 Approved [37]
⏷ 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 2 (Bact mrdA) TTHWB7G MRDA_ECOLI Binder [3]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Beta-lactamase (blaB) DE7IH52 AMPC_CITFR Substrate [4]
Beta-lactamase (blaB) DEC3G7M A0A1S7IV31_ENTAS Substrate [5] , [6]
Beta-lactamase (blaB) DEYIEO5 AMPC_SERMA Substrate [4] , [7]
Carbapenemase (cphA) DEB90AL BLAB_AERHY Substrate [8] , [9]
Beta-lactamase (blaB) DEBKS91 A0A1B1FBM9_ACIBA Substrate [10]
AmpC beta-lactamase (ampC) DERI7LO A0A0H3KQ39_BURM1 Substrate [11]
Carbapenemase (cphA) DETRKSD A0A3G1JAD7_ALCXX Substrate [12]
Beta-lactamase (blaB) DECWSA9 AMPC_MORMO Substrate [13]
Beta-lactamase (blaB) DEUHIQS A0A1S7IV31_ENTAS Substrate [14] , [15]
Beta-lactamase (blaB) DECB2MX A0A1M5PLB6_9FLAO Substrate [16]
Beta-lactamase (blaB) DEEQ3RW K0GG60_CITBR Substrate [17]
Beta-lactamase (blaB) DEQ0K5J A0A223JZR3_9ENTR Substrate [17]
Beta-lactamase (blaB) DE7MYGB A0A291NY45_PROSP Substrate [4]
Beta-lactamase (blaB) DEL6894 A0A2S8DM15_SHIBO Substrate [17]
Beta-lactamase (blaB) DE8KH4C A0A3B7D7C4_9VIBR Substrate [18]
Carbapenemase (cphA) DEQ4LIN Q8L1M8_9ENTR Substrate [19]
Carbapenemase (cphA) DE9QNXV A0A366EJX1_9ENTR Substrate [20]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Nuclear receptor subfamily 1 group I member 2 (NR1I2) OTC5U0N5 NR1I2_HUMAN Gene/Protein Processing [21]

References

1 Cilastatin FDA Label
2 How many modes of action should an antibiotic have Curr Opin Pharmacol. 2008 Oct;8(5):564-73.
3 A comparative trial of imipenem versus ceftazidime in the release of endotoxin and cytokine generation in patients with gram-negative urosepsis. Urosepsis Study Group. J Endotoxin Res. 2000;6(1):25-31.
4 Antibiotic therapy for inducible AmpC beta-lactamase-producing Gram-negative bacilli: what are the alternatives to carbapenems, quinolones and aminoglycosides? Int J Antimicrob Agents. 2012 Oct;40(4):297-305.
5 FRI-4 carbapenemase-producing Enterobacter cloacae complex isolated in Tokyo, Japan. J Antimicrob Chemother. 2018 Nov 1;73(11):2969-2972.
6 Survey of clinical extended-spectrum beta-lactamase-producing Enterobacter cloacae isolates in a Chinese Tertiary Hospital, 2012-2014. Microb Drug Resist. 2017 Jan;23(1):83-89.
7 Serratia marcescens producing SME carbapenemases: an emerging resistance problem in the UK? J Antimicrob Chemother. 2017 May 1;72(5):1535-1537.
8 A carbapenem-resistant clinical isolate of Aeromonas hydrophila in Japan harbouring an acquired gene encoding GES-24 beta-lactamase. J Med Microbiol. 2018 Nov;67(11):1535-1537.
9 Chronic colitis after Aeromonas infection. Gut. 1989 May;30(5):686-90. Case Reports
10 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.
11 Characterization of the AmpC beta-Lactamase from Burkholderia multivorans. Antimicrob Agents Chemother. 2018 Sep 24;62(10). pii: e01140-18.
12 Proteomic identification of Axc, a novel beta-lactamase with carbapenemase activity in a meropenem-resistant clinical isolate of Achromobacter xylosoxidans. Sci Rep. 2018 May 25;8(1):8181.
13 Molecular investigation of extended-spectrum beta-lactamase genes and potential drug resistance in clinical isolates of Morganella morganii. Ann Saudi Med. 2016 May-Jun;36(3):223-8.
14 AmpC beta-lactamase-producing Enterobacterales: what a clinician should know. Infection. 2019 Jun;47(3):363-375.
15 Molecular analysis of colonized bacteria in a human newborn infant gut. J Microbiol. 2005 Aug;43(4):345-53.
16 Whole-genome sequence of Chryseobacterium oranimense, a colistin-resistant bacterium isolated from a cystic fibrosis patient in France. Antimicrob Agents Chemother. 2015 Mar;59(3):1696-706.
17 Hospital sewage water: a reservoir for variants of New Delhi metallo-beta-lactamase (NDM)- and extended-spectrum beta-lactamase (ESBL)-producing Enterobacteriaceae. Int J Antimicrob Agents. 2018 Jan;51(1):82-88.
18 Carbapenemase VCC-1-producing Vibrio cholerae in coastal waters of Germany. Emerg Infect Dis. 2017 Oct;23(10):1735-1737.
19 Occurrence of a new metallo-beta-lactamase IMP-4 carried on a conjugative plasmid in Citrobacter youngae from the People's Republic of China. FEMS Microbiol Lett. 2001 Jan 1;194(1):53-7.
20 Pseudocitrobacter gen. nov., a novel genus of the Enterobacteriaceae with two new species Pseudocitrobacter faecalis sp. nov., and Pseudocitrobacter anthropi sp. nov, isolated from fecal samples from hospitalized patients in Pakistan. Syst Appl Microbiol. 2014 Feb;37(1):17-22.
21 Screening of a chemical library reveals novel PXR-activating pharmacologic compounds. Toxicol Lett. 2015 Jan 5;232(1):193-202. doi: 10.1016/j.toxlet.2014.10.009. Epub 2014 Oct 16.
22 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services.
23 Growth of Escherichia coli: significance of peptidoglycan degradation during elongation and septation. J Bacteriol. 2008 Jun;190(11):3914-22.
24 Detection and characterization of beta-lactamase genes in subgingival bacteria from patients with refractory periodontitis. FEMS Microbiol Lett. 2005 Jan 15;242(2):319-24.
25 Citrobacter freundii bacteremia: Risk factors of mortality and prevalence of resistance genes. J Microbiol Immunol Infect. 2018 Aug;51(4):565-572.
26 Analyses of a ceftazidime-avibactam-resistant Citrobacter freundii isolate carrying blaKPC-2 reveals a heterogenous population and reversible genotype. mSphere. 2018 Sep 26;3(5). pii: e00408-18.
27 Identification and functional characterization of arylamine N-acetyltransferases in eubacteria: evidence for highly selective acetylation of 5-aminosalicylic acid. J Bacteriol. 2001 Jun;183(11):3417-27.
28 Determination of the antibiotic resistance rates of Serratia marcescens isolates obtained from various clinical specimens. Niger J Clin Pract. 2019 Jan;22(1):125-130.
29 Drug-resistant genes carried by Acinetobacter baumanii isolated from patients with lower respiratory tract infection. Chin Med J (Engl). 2010 Sep;123(18):2571-5.
30 Investigation of carbapenemases and aminoglycoside modifying enzymes of Acinetobacter baumannii isolates recovered from patients admitted to intensive care units in a tertiary-care hospital in Brazil. Rev Soc Bras Med Trop. 2019 Dec 20;53:e20190044.
31 War wound treatment complications due to transfer of an IncN plasmid harboring bla(OXA-181) from Morganella morganii to CTX-M-27-producing sequence type 131 Escherichia coli. Antimicrob Agents Chemother. 2015;59(6):3556-62.
32 Low-virulence Citrobacter species encode resistance to multiple antimicrobials. Antimicrob Agents Chemother. 2002 Nov;46(11):3555-60.
33 Induction of PXR-mediated metabolism by beta-carotene. Biochim Biophys Acta. 2005 May 30;1740(2):162-9. doi: 10.1016/j.bbadis.2004.11.013. Epub 2004 Dec 8.
34 Lignans, bacteriocides and organochlorine compounds activate the human pregnane X receptor (PXR). Toxicol Appl Pharmacol. 2005 Dec 1;209(2):123-33. doi: 10.1016/j.taap.2005.03.015.
35 Identification and validation of novel human pregnane X receptor activators among prescribed drugs via ligand-based virtual screening. Drug Metab Dispos. 2011 Feb;39(2):337-44. doi: 10.1124/dmd.110.035808. Epub 2010 Nov 10.
36 Identification of HMG-CoA reductase inhibitors as activators for human, mouse and rat constitutive androstane receptor. Drug Metab Dispos. 2005 Jul;33(7):924-9.
37 Acetylated deoxycholic (DCA) and cholic (CA) acids are potent ligands of pregnane X (PXR) receptor. Toxicol Lett. 2017 Jan 4;265:86-96.