Ertapenem is a carbapenem antibiotic marketed by Merck as Invanz. It is structurally very similar to meropenem in that it possess a 1-beta-methyl group.

Structure

Similar Structures

Synonyms

(1R,5S,6S,8R,2'S,4'S)-2-(2-(3-carboxyphenylcarbamoyl)pyrrolidin-4-ylthio)-6-(1-hydroxyethyl)-1-methylcarbapenem-3-carboxylic acid
(4R,5S,6S)-3-((3S,5S)-5-((3-carboxyphenyl)carbamoyl)pyrrolidin-3-ylthio)-6-((R)-1-hydroxyethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid
Ertapenem

Product Ingredients

Ingredient	UNII	CAS	InChI Key
Ertapenem sodium	2T90KE67L0	153773-82-1	ZXNAQFZBWUNWJM-HRXMHBOMSA-M

Prescription Products

Name	Dosage	Strength	Route	Labeller	Marketing Start	Marketing End
Ertapenem	Injection, powder, lyophilized, for solution	1 g/1	Intramuscular; Intravenous	Par Pharmaceutical Inc.	2018-07-26	Not applicable
Invanz	Injection, powder, lyophilized, for solution	1 g/1	Intramuscular; Intravenous	Merck Sharp & Dohme Corp.	2001-11-21	Not applicable
Invanz	Injection, powder, for solution	1 g	Intravenous	Merck Sharp & Dohme B.V.	2002-04-18	Not applicable
Invanz	Injection, powder, for solution	1 g	Intravenous	Merck Sharp & Dohme B.V.	2002-04-18	Not applicable
Invanz	Powder, for solution	1 g	Intramuscular; Intravenous	Merck Ltd.	2003-08-27	Not applicable
Invanz	Injection, powder, lyophilized, for solution	1 g/1	Intravenous	Merck Sharp & Dohme Corp.	2001-11-21	2018-07-31

Generic Prescription Products

Name	Dosage	Strength	Route	Labeller	Marketing Start	Marketing End
Ertapenem	Injection	1 g/20mL	Intramuscular; Intravenous	Savior Lifetec Corporation	2019-03-25	Not applicable
Ertapenem	Injection	1 g/20mL	Intramuscular; Intravenous	Apotex Corp	2019-03-25	Not applicable
Ertapenem	Injection	1 g/1	Intramuscular; Intravenous	AuroMedics Pharma LLC	2018-06-25	Not applicable

Categories

UNII

G32F6EID2H

CAS number

153832-46-3

Weight

Average: 475.515
Monoisotopic: 475.141320859

Chemical Formula

C₂₂H₂₅N₃O₇S

InChI Key

JUZNIMUFDBIJCM-ANEDZVCMSA-N

InChI

InChI=1S/C22H25N3O7S/c1-9-16-15(10(2)26)20(28)25(16)17(22(31)32)18(9)33-13-7-14(23-8-13)19(27)24-12-5-3-4-11(6-12)21(29)30/h3-6,9-10,13-16,23,26H,7-8H2,1-2H3,(H,24,27)(H,29,30)(H,31,32)/t9-,10-,13+,14+,15-,16-/m1/s1

IUPAC Name

(4R,5S,6S)-3-{[(3S,5S)-5-[(3-carboxyphenyl)carbamoyl]pyrrolidin-3-yl]sulfanyl}-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

SMILES

[H][C@]12[C@@H](C)C(S[C@]3([H])CN[C@@]([H])(C3)C(=O)NC3=CC=CC(=C3)C(O)=O)=C(N1C(=O)[C@]2([H])[C@@H](C)O)C(O)=O

Pharmacology

Indication

For the treatment the following moderate to severe infections caused by susceptible isolates of the designated microorganisms: (1) complicated intra-abdominal infections due to Escherichia coli, Clostridium clostridioforme, Eubacterium lentum, Peptostreptococcus species, Bacteroides fragilis, Bacteroides distasonis, Bacteroides ovatus, Bacteroides thetaiotaomicron, or Bacteroides uniformis, (2) complicated skin and skin structure infections, including diabetic foot infections without osteomyelitis due to Staphylococcus aureus (methicillin susceptible isolates only), Streptococcus agalactiae, Streptococcus pyogenes, Escherichia coli, Klebsiella pneumoniae, Proteus mirabilis, Bacteroides fragilis, Peptostreptococcus species, Porphyromonas asaccharolytica, or Prevotella bivia, (3) community acquired pneumonia due to Streptococcus pneumoniae (penicillin susceptible isolates only) including cases with concurrent bacteremia, Haemophilus influenzae (beta-lactamase negative isolates only), or Moraxella catarrhalis, (4) complicated urinary tract infections including pyelonephritis due to Escherichia coli, including cases with concurrent bacteremia, or Klebsiella pneumoniae, (5) acute pelvic infections including postpartum endomyometritis, septic abortion and post surgical gynecologic infections due to Streptococcus agalactiae, Escherichia coli, Bacteroides fragilis, Porphyromonas asaccharolytica, Peptostreptococcus species, or Prevotella bivia.

Associated Conditions

Pharmacodynamics

Ertapenem has in vitro activity against gram-positive and gram-negative aerobic and anaerobic bacteria.

Mechanism of action

The bactericidal activity of ertapenem results from the inhibition of cell wall synthesis and is mediated through ertapenem binding to penicillin binding proteins (PBPs). In Escherichia coli, it has strong affinity toward PBPs 1a, 1b, 2, 3, 4 and 5 with preference for PBPs 2 and 3. Ertapenem is stable against hydrolysis by a variety of beta-lactamases, including penicillinases, and cephalosporinases and extended spectrum beta-lactamases. Ertapenem is hydrolyzed by metallo-beta-lactamases.

Target	Actions	Organism
APenicillin-binding protein 2	inhibitor	Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd)
APenicillin-binding protein 2	inhibitor	Escherichia coli (strain K12)
APeptidoglycan synthase FtsI	inhibitor	Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd)
APeptidoglycan synthase FtsI	inhibitor	Escherichia coli (strain K12)
AD-alanyl-D-alanine carboxypeptidase DacB	inhibitor	Escherichia coli (strain K12)
APenicillin-binding protein 1A	inhibitor	Escherichia coli (strain K12)
APenicillin-binding protein 1B	inhibitor	Escherichia coli (strain K12)
AD-alanyl-D-alanine carboxypeptidase DacC	inhibitor	Escherichia coli (strain K12)

Absorption

Ertapenem is almost completely absorbed following intramuscular administration. The bioavailability of a 1 g intramuscular dose approximated 92% in 26 healthy subjects [77% male; median (range) age, 29 (22–41) years]. Plasma concentrations of total ertapenem were similar whether given intramuscularly or intravenously.

Volume of distribution

0.12 liter/kg [adults]
0.2 liter/kg [pediatric, 3 months to 12 years]
0.16 liter/kg [pediatric patients 13 to 17 years]

Protein binding

Ertapenem is highly bound to human plasma proteins, primarily albumin, in a concentration-dependent manner. The protein binding of ertapenem decreases as plasma concentrations increase. At a plasma concentration of <100 µg/mL, approximately 95% of ertapenem is protein bound. Protein binding of ertapenem decreases to approximately 85% at an approximate plasma concentration of 300 µg/mL.

Metabolism

The major metabolite is the inactive ring-opened derivative formed by hydrolysis of the β-lactam ring. Ertapenem did not inhibit metabolism mediated by cytochrome P450 (CYP) isoforms 1A2, 2C9, 2C19, 2D6, 2E1, or 3A4 when evaluated by in vitro studies in human liver microsomes. Ertapenem is neither a substrate nor an inhibitor of P-glycoprotein or cytochrome P450 enzymes; significant drug interactions between ertapenem and drugs handled by these systems are not expected [PMID: 15150180]

Route of elimination

Of the 80% recovered in urine, approximately 38% is excreted as unchanged drug and approximately 37% as the ring-opened metabolite.

Half life

The mean plasma half-life is approximately 4 hours.

Clearance

1.8 L/h

Toxicity

Not Available

Affected organisms

Enteric bacteria and other eubacteria

Pathways

Not Available

Pharmacogenomic Effects/ADRs

Not Available

Interactions

Drug Interactions

Drug	Interaction
(R)-warfarin	The risk or severity of bleeding can be increased when Ertapenem is combined with (R)-warfarin.
(S)-Warfarin	The risk or severity of bleeding can be increased when Ertapenem is combined with (S)-Warfarin.
4-hydroxycoumarin	The risk or severity of bleeding can be increased when Ertapenem is combined with 4-hydroxycoumarin.
Abacavir	Ertapenem may decrease the excretion rate of Abacavir which could result in a higher serum level.
Acarbose	Acarbose may decrease the excretion rate of Ertapenem which could result in a higher serum level.
Aceclofenac	Aceclofenac may decrease the excretion rate of Ertapenem which could result in a higher serum level.
Acemetacin	Acemetacin may decrease the excretion rate of Ertapenem which could result in a higher serum level.
Acenocoumarol	The risk or severity of bleeding can be increased when Ertapenem is combined with Acenocoumarol.
Acetaminophen	Ertapenem may decrease the excretion rate of Acetaminophen which could result in a higher serum level.
Acetazolamide	Acetazolamide may increase the excretion rate of Ertapenem which could result in a lower serum level and potentially a reduction in efficacy.

Food Interactions

Not Available

References

Synthesis Reference

Ying Shi, Kun Li, Zan Xie, Xuebin Zhao, Jian Lv, Xiuqin Yu, "INTERMEDIATE OF ERTAPENEM, A COMPOSITION COMPRISING THE SAME AND PREPARATION METHODS THEREOF." U.S. Patent US20120095209, issued April 19, 2012.

US20120095209

General References

Nix DE, Majumdar AK, DiNubile MJ: Pharmacokinetics and pharmacodynamics of ertapenem: an overview for clinicians. J Antimicrob Chemother. 2004 Jun;53 Suppl 2:ii23-8. [PubMed:15150180]

External Links

Human Metabolome Database: HMDB0014448
KEGG Drug: D07908
PubChem Compound: 150610
PubChem Substance: 46506508
ChemSpider: 132758
ChEBI: 404903
ChEMBL: CHEMBL1359
Therapeutic Targets Database: DAP000431
PharmGKB: PA164777032
RxList: RxList Drug Page
Drugs.com: Drugs.com Drug Page
Wikipedia: Ertapenem

ATC Codes

J01DH03 — Ertapenem

AHFS Codes

08:12.07.08 — Carbapenems

FDA label

Download (140 KB)

Clinical Trials

Clinical Trials

Phase	Status	Purpose	Conditions	Count
1	Completed	Health Services Research	Healthy Volunteers	1
1	Terminated	Treatment	Endometritis	1
2	Completed	Other	End Stage Renal Disease (ESRD)	1
2	Completed	Other	PK of Ertapenem in TB Patients	1
2	Completed	Treatment	Community Acquired Pneumonia (CAP)	1
2	Completed	Treatment	Complicated Intra-Abdominal Infections	1
2	Not Yet Recruiting	Treatment	Appendicitis Acute	1
2	Recruiting	Treatment	Acute Pyelonephritis / Infection Due to Escherichia Coli	1
2, 3	Active Not Recruiting	Treatment	Anti-Infective Agents, Urinary / Infection Due to Escherichia Coli / Klebsiella Infections / Transplantation, Kidney / Urinary Tract Infections (UTIs)	1
2, 3	Completed	Prevention	Surgical Site Infections	1
3	Completed	Prevention	Infection NOS / Surgical Site Infections	1
3	Completed	Treatment	Bacterial Infections / Diabetic Foot / Osteomyelitis	1
3	Completed	Treatment	Complicated Intra-Abdominal Infections	1
3	Completed	Treatment	Complicated Urinary Tract Infections	1
3	Completed	Treatment	Infection NOS	1
3	Completed	Treatment	Infection; Diabetic Foot	1
3	Completed	Treatment	Intraabdominal Infections	1
3	Completed	Treatment	Urinary Tract Infections (UTIs)	2
3	Not Yet Recruiting	Treatment	Acute Pyelonephritis / Complicated Urinary Tract Infections	1
3	Recruiting	Treatment	Antibiotic Resistant Infection / Complicated skin infection bacterial / Complicated Urinary Tract Infections / Urinary Tract Infections (UTIs)	1
3	Recruiting	Treatment	Antibiotic Resistant Infection / Complicated skin infection bacterial / Intra Abdominal Infections	1
3	Recruiting	Treatment	Enterobacteriaceae Infections	1
3	Recruiting	Treatment	Gonorrhea	1
3	Recruiting	Treatment	Urinary Tract Infections (UTIs)	1
3	Terminated	Treatment	Urinary Tract Infections (UTIs)	1
3	Unknown Status	Treatment	Community Acquired Pneumonia (CAP)	1
4	Active Not Recruiting	Treatment	Patients With Urosepis and Received Ertapenem for Treatment	1
4	Completed	Not Available	Acute Renal Failure (ARF)	1
4	Completed	Not Available	Continuous ambulatory peritoneal dialysis therapy / End Stage Renal Disease (ESRD)	1
4	Completed	Not Available	Healthy Volunteers	1
4	Completed	Not Available	Infection NOS	1
4	Completed	Prevention	Benign Prostatic Hyperplasia (BPH) Requiring Surgical Resection	1
4	Completed	Treatment	Burn Patients	1
4	Completed	Treatment	Colonic Neoplasms / Diverticulosis, Colonic / Rectal Neoplasms	1
4	Completed	Treatment	Intra-Abdominal Infections	1
4	Completed	Treatment	Liver Abscess, Pyogenic	1
4	Not Yet Recruiting	Treatment	Antibiotic Resistance, Bacterial / Carbapenem / Clinical Trial / Enterobacteriaceae Infections / Infection Due to ESBL Bacteria / Infection Due to Escherichia Coli / Klebsiella Pneumoniae Infection / Urinary Tract Infections (UTIs)	1
4	Terminated	Treatment	To Assess the Tissular and Plasma Kinetics of Ertapenem	1
4	Unknown Status	Not Available	Allergies / IgE-Mediated Hypersensitivity	1
4	Unknown Status	Educational/Counseling/Training	Acute Disease / Diverticulitis, Colonic	1
4	Unknown Status	Treatment	Acute Appendicitis Without Peritonitis	1
4	Unknown Status	Treatment	Drug Safety	1
Not Available	Active Not Recruiting	Treatment	Appendicitis Acute	1
Not Available	Completed	Treatment	Perforated Appendicitis	1
Not Available	Enrolling by Invitation	Treatment	Appendicitis Acute	1
Not Available	Recruiting	Treatment	Appendicitis Acute	1
Not Available	Unknown Status	Not Available	Urinary Tract Infections (UTIs)	1
Not Available	Withdrawn	Treatment	Amputations	1

Pharmacoeconomics

Manufacturers

Merck and co inc

Packagers

Merck & Co.

Dosage forms

Form	Route	Strength
Injection	Intramuscular; Intravenous	1 g/1
Injection	Intramuscular; Intravenous	1 g/20mL
Injection, powder, for solution	Intravenous	1 g
Injection, powder, lyophilized, for solution	Intramuscular; Intravenous	1 g/1
Injection, powder, lyophilized, for solution	Intravenous	1 g/1
Powder, for solution	Intramuscular; Intravenous	1 g

Prices

Unit description	Cost	Unit
Invanz 1 gm add-vantage vial	72.85USD	vial
Invanz 1 gm vial	69.4USD	vial

DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.

Patents

Patent Number	Pediatric Extension	Approved	Expires (estimated)
US5652233	No	1997-07-29	2013-02-02
CA2106370	No	2003-11-25	2013-02-02
US5478820	Yes	1995-12-26	2016-05-21
US5952323	Yes	1999-09-14	2017-11-15

Properties

State

Solid

Experimental Properties

Property	Value	Source
water solubility	Soluble as sodium salt	Not Available
logP	0.3	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.286 mg/mL	ALOGPS
logP	-0.2	ALOGPS
logP	-3.2	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	3.22	ChemAxon
pKa (Strongest Basic)	9.03	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	156.27 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	121.8 m³·mol^-1	ChemAxon
Polarizability	48.77 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted ADMET features

Property	Value	Probability
Human Intestinal Absorption	+	0.5982
Blood Brain Barrier	-	0.9811
Caco-2 permeable	-	0.7052
P-glycoprotein substrate	Substrate	0.7716
P-glycoprotein inhibitor I	Non-inhibitor	0.917
P-glycoprotein inhibitor II	Non-inhibitor	0.9955
Renal organic cation transporter	Non-inhibitor	0.9253
CYP450 2C9 substrate	Non-substrate	0.7891
CYP450 2D6 substrate	Non-substrate	0.8229
CYP450 3A4 substrate	Non-substrate	0.5
CYP450 1A2 substrate	Non-inhibitor	0.8677
CYP450 2C9 inhibitor	Non-inhibitor	0.867
CYP450 2D6 inhibitor	Non-inhibitor	0.8964
CYP450 2C19 inhibitor	Non-inhibitor	0.8511
CYP450 3A4 inhibitor	Non-inhibitor	0.9658
CYP450 inhibitory promiscuity	Low CYP Inhibitory Promiscuity	0.9695
Ames test	Non AMES toxic	0.6766
Carcinogenicity	Non-carcinogens	0.8052
Biodegradation	Not ready biodegradable	0.9821
Rat acute toxicity	2.0803 LD50, mol/kg	Not applicable
hERG inhibition (predictor I)	Weak inhibitor	0.9947
hERG inhibition (predictor II)	Non-inhibitor	0.8848

ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)

Not Available

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	Not Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	Not Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	Not Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	Not Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	Not Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	Not Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	Not Available

Taxonomy

Description: This compound belongs to the class of organic compounds known as thienamycins. These are beta-lactam antibiotics that differ from penicillins in having the thiazolidine sulfur atom replaced by carbon, the sulfur then becoming the first atom in the side chain.
Kingdom: Organic compounds
Super Class: Organoheterocyclic compounds
Class: Lactams
Sub Class: Beta lactams
Direct Parent: Thienamycins
Alternative Parents: Acylaminobenzoic acid and derivatives / Proline and derivatives / Alpha amino acid amides / Anilides / Benzoic acids / Pyrroline carboxylic acids / Pyrrolidinecarboxamides / Benzoyl derivatives / N-arylamides / Azepines
show 16 more
Substituents: Thienamycin / Acylaminobenzoic acid or derivatives / Proline or derivatives / Alpha-amino acid amide / Alpha-amino acid or derivatives / Benzoic acid or derivatives / Benzoic acid / Anilide / Benzoyl / Pyrrolidine carboxylic acid or derivatives
show 37 more
Molecular Framework: Aromatic heteropolycyclic compounds
External Descriptors: pyrrolidinecarboxamide, carbapenemcarboxylic acid (CHEBI:404903)

Targets

Details1. Penicillin-binding protein 2

Kind: Protein
Organism: Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd)
Pharmacological action: Yes
Actions: Inhibitor

General Function: Penicillin binding
Specific Function: Cell wall formation; PBP-2 is responsible for the determination of the rod shape of the cell. Its synthesize cross-linked peptidoglycan from the lipid intermediates (By similarity).
Gene Name: mrdA
Uniprot ID: P44469
Uniprot Name: Penicillin-binding protein 2
Molecular Weight: 73812.47 Da

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]
Odenholt I: Ertapenem: a new carbapenem. Expert Opin Investig Drugs. 2001 Jun;10(6):1157-66. [PubMed:11772242]
Kohler J, Dorso KL, Young K, Hammond GG, Rosen H, Kropp H, Silver LL: In vitro activities of the potent, broad-spectrum carbapenem MK-0826 (L-749,345) against broad-spectrum beta-lactamase-and extended-spectrum beta-lactamase-producing Klebsiella pneumoniae and Escherichia coli clinical isolates. Antimicrob Agents Chemother. 1999 May;43(5):1170-6. [PubMed:10223931]

Details2. Penicillin-binding protein 2

Kind: Protein
Organism: Escherichia coli (strain K12)
Pharmacological action: Yes
Actions: Inhibitor

General Function: Serine-type d-ala-d-ala carboxypeptidase activity
Specific Function: Cell wall formation; PBP-2 is responsible for the determination of the rod shape of the cell. It synthesizes cross-linked peptidoglycan from lipid intermediates.
Gene Name: mrdA
Uniprot ID: P0AD65
Uniprot Name: Penicillin-binding protein 2
Molecular Weight: 70856.1 Da

References

Kohler J, Dorso KL, Young K, Hammond GG, Rosen H, Kropp H, Silver LL: In vitro activities of the potent, broad-spectrum carbapenem MK-0826 (L-749,345) against broad-spectrum beta-lactamase-and extended-spectrum beta-lactamase-producing Klebsiella pneumoniae and Escherichia coli clinical isolates. Antimicrob Agents Chemother. 1999 May;43(5):1170-6. [PubMed:10223931]

Details3. Peptidoglycan synthase FtsI

Kind: Protein
Organism: Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd)
Pharmacological action: Yes
Actions: Inhibitor

General Function: Peptidoglycan glycosyltransferase activity
Specific Function: Essential cell division protein that is required for the synthesis of peptidoglycan at the division septum. Catalyzes the synthesis of cross-linked peptidoglycan from the lipid-linked precursors.
Gene Name: ftsI
Uniprot ID: P45059
Uniprot Name: Peptidoglycan synthase FtsI
Molecular Weight: 67165.845 Da

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]
Kohler J, Dorso KL, Young K, Hammond GG, Rosen H, Kropp H, Silver LL: In vitro activities of the potent, broad-spectrum carbapenem MK-0826 (L-749,345) against broad-spectrum beta-lactamase-and extended-spectrum beta-lactamase-producing Klebsiella pneumoniae and Escherichia coli clinical isolates. Antimicrob Agents Chemother. 1999 May;43(5):1170-6. [PubMed:10223931]

Details4. Peptidoglycan synthase FtsI

Kind: Protein
Organism: Escherichia coli (strain K12)
Pharmacological action: Yes
Actions: Inhibitor

General Function: Peptidoglycan glycosyltransferase activity
Specific Function: Essential cell division protein that is required for the synthesis of peptidoglycan at the division septum (PubMed:1103132, PubMed:9614966). Catalyzes the synthesis of cross-linked peptidoglycan fr...
Gene Name: ftsI
Uniprot ID: P0AD68
Uniprot Name: Peptidoglycan synthase FtsI
Molecular Weight: 63876.925 Da

References

Kohler J, Dorso KL, Young K, Hammond GG, Rosen H, Kropp H, Silver LL: In vitro activities of the potent, broad-spectrum carbapenem MK-0826 (L-749,345) against broad-spectrum beta-lactamase-and extended-spectrum beta-lactamase-producing Klebsiella pneumoniae and Escherichia coli clinical isolates. Antimicrob Agents Chemother. 1999 May;43(5):1170-6. [PubMed:10223931]

Details5. D-alanyl-D-alanine carboxypeptidase DacB

Kind: Protein
Organism: Escherichia coli (strain K12)
Pharmacological action: Yes
Actions: Inhibitor

General Function: Serine-type d-ala-d-ala carboxypeptidase activity
Specific Function: Not involved in transpeptidation but exclusively catalyzes a DD-carboxypeptidase and DD-endopeptidase reaction.
Gene Name: dacB
Uniprot ID: P24228
Uniprot Name: D-alanyl-D-alanine carboxypeptidase DacB
Molecular Weight: 51797.85 Da

References

Kohler J, Dorso KL, Young K, Hammond GG, Rosen H, Kropp H, Silver LL: In vitro activities of the potent, broad-spectrum carbapenem MK-0826 (L-749,345) against broad-spectrum beta-lactamase-and extended-spectrum beta-lactamase-producing Klebsiella pneumoniae and Escherichia coli clinical isolates. Antimicrob Agents Chemother. 1999 May;43(5):1170-6. [PubMed:10223931]

Details6. Penicillin-binding protein 1A

Kind: Protein
Organism: Escherichia coli (strain K12)
Pharmacological action: Yes
Actions: Inhibitor

General Function: Serine-type d-ala-d-ala carboxypeptidase activity
Specific Function: Cell wall formation. Synthesis of cross-linked peptidoglycan from the lipid intermediates. The enzyme has a penicillin-insensitive transglycosylase N-terminal domain (formation of linear glycan str...
Gene Name: mrcA
Uniprot ID: P02918
Uniprot Name: Penicillin-binding protein 1A
Molecular Weight: 93635.545 Da

References

Kohler J, Dorso KL, Young K, Hammond GG, Rosen H, Kropp H, Silver LL: In vitro activities of the potent, broad-spectrum carbapenem MK-0826 (L-749,345) against broad-spectrum beta-lactamase-and extended-spectrum beta-lactamase-producing Klebsiella pneumoniae and Escherichia coli clinical isolates. Antimicrob Agents Chemother. 1999 May;43(5):1170-6. [PubMed:10223931]

Details7. Penicillin-binding protein 1B

Kind: Protein
Organism: Escherichia coli (strain K12)
Pharmacological action: Yes
Actions: Inhibitor

General Function: Serine-type d-ala-d-ala carboxypeptidase activity
Specific Function: Cell wall formation. Synthesis of cross-linked peptidoglycan from the lipid intermediates. The enzyme has a penicillin-insensitive transglycosylase N-terminal domain (formation of linear glycan str...
Gene Name: mrcB
Uniprot ID: P02919
Uniprot Name: Penicillin-binding protein 1B
Molecular Weight: 94291.875 Da

References

Kohler J, Dorso KL, Young K, Hammond GG, Rosen H, Kropp H, Silver LL: In vitro activities of the potent, broad-spectrum carbapenem MK-0826 (L-749,345) against broad-spectrum beta-lactamase-and extended-spectrum beta-lactamase-producing Klebsiella pneumoniae and Escherichia coli clinical isolates. Antimicrob Agents Chemother. 1999 May;43(5):1170-6. [PubMed:10223931]

Details8. D-alanyl-D-alanine carboxypeptidase DacC

Kind: Protein
Organism: Escherichia coli (strain K12)
Pharmacological action: Yes
Actions: Inhibitor

General Function: Serine-type d-ala-d-ala carboxypeptidase activity
Specific Function: Removes C-terminal D-alanyl residues from sugar-peptide cell wall precursors.
Gene Name: dacC
Uniprot ID: P08506
Uniprot Name: D-alanyl-D-alanine carboxypeptidase DacC
Molecular Weight: 43608.595 Da

References

Kohler J, Dorso KL, Young K, Hammond GG, Rosen H, Kropp H, Silver LL: In vitro activities of the potent, broad-spectrum carbapenem MK-0826 (L-749,345) against broad-spectrum beta-lactamase-and extended-spectrum beta-lactamase-producing Klebsiella pneumoniae and Escherichia coli clinical isolates. Antimicrob Agents Chemother. 1999 May;43(5):1170-6. [PubMed:10223931]

Drug created on June 13, 2005 07:24 / Updated on April 19, 2019 18:58

Ertapenem

Identification

Structure for Ertapenem (DB00303)

Pharmacology

Interactions

References

Clinical Trials

Pharmacoeconomics

Properties

Spectra

Taxonomy

Targets

References

References

References

References

References

References

References

References