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Gepotidacin - 98%, high purity , Bacterial DNA gyrase inhibitor, CAS No.1075236-89-3, Bacterial DNA gyrase inhibitor

Item Number
G610547
Grouped product items
SKUSizeAvailabilityPrice Qty
G610547-1mg
1mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$109.90
G610547-5mg
5mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$359.90
G610547-10mg
10mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$699.90
G610547-25mg
25mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$1,399.90
View related series
Bacterial-Topoisomerase (1)

Basic Description

SynonymsGSK 2140944 | GSK2140944 | GSK-2140944
Specifications & PurityMoligand™, ≥98%
Storage TempStore at -20°C
Shipped InIce chest + Ice pads
GradeMoligand™
Action TypeINHIBITOR
Mechanism of actionBacterial DNA gyrase inhibitor
Product Description

Gepotidacin is a novel triazaacenaphthylene bacterial type II topoisomerase inhibitor.

AI Insight

Product Properties

ALogP0.1

Associated Targets(Human)

TOP2A Tclin DNA topoisomerase II alpha (6317 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KCNH2 Tclin HERG (29587 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Homo sapiens (32628 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Streptococcus pneumoniae (31063 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pseudomonas aeruginosa (123386 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Enterobacter cloacae (7976 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Klebsiella pneumoniae (43867 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Acinetobacter baumannii (41033 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Neisseria gonorrhoeae (1461 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Salmonella sp. (105 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Haemophilus influenzae (8812 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Streptococcus agalactiae (1777 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Enterococcus faecalis (29875 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
gyrB DNA gyrase (2092 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

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Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

IUPAC Name (3R)-3-[[4-(3,4-dihydro-2H-pyrano[2,3-c]pyridin-6-ylmethylamino)piperidin-1-yl]methyl]-1,4,7-triazatricyclo[6.3.1.04,12]dodeca-6,8(12),9-triene-5,11-dione
INCHI InChI=1S/C24H28N6O3/c31-22-4-3-20-24-29(22)15-19(30(24)23(32)13-27-20)14-28-7-5-17(6-8-28)25-11-18-10-16-2-1-9-33-21(16)12-26-18/h3-4,10,12-13,17,19,25H,1-2,5-9,11,14-15H2/t19-/m1/s1
InChi Key PZFAZQUREQIODZ-LJQANCHMSA-N
Canonical SMILES O=c1cnc2c3n1[C@H](CN1CCC(CC1)NCc1ncc4c(c1)CCCO4)Cn3c(=O)cc2
Isomeric SMILES C1CC2=CC(=NC=C2OC1)CNC3CCN(CC3)C[C@@H]4CN5C(=O)C=CC6=C5N4C(=O)C=N6
PubChem CID 25101874
Molecular Weight 448.52

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

7 results found

Lot NumberCertificate TypeDateItem
G2415204Certificate of AnalysisApr 01, 2024 G610547
G2415205Certificate of AnalysisApr 01, 2024 G610547
G2415206Certificate of AnalysisApr 01, 2024 G610547
G2415207Certificate of AnalysisApr 01, 2024 G610547
G2415208Certificate of AnalysisApr 01, 2024 G610547
G2415209Certificate of AnalysisApr 01, 2024 G610547
G2415210Certificate of AnalysisApr 01, 2024 G610547

Chemical and Physical Properties

Molecular Weight448.500 g/mol
XLogP30.100
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count7
Rotatable Bond Count5
Exact Mass448.222 Da
Monoisotopic Mass448.222 Da
Topological Polar Surface Area90.400 Ų
Heavy Atom Count33
Formal Charge0
Complexity893.000
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1

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References

1. Farrell DJ, Sader HS, Rhomberg PR, Scangarella-Oman NE, Flamm RK.  (2017)  In Vitro Activity of Gepotidacin (GSK2140944) against Neisseria gonorrhoeae..  Antimicrob Agents Chemother,  61  (3): (1755-70).  [PMID:28069643] [10.1021/op500134e]
2. Biedenbach DJ, Bouchillon SK, Hackel M, Miller LA, Scangarella-Oman NE, Jakielaszek C, Sahm DF.  (2016)  In Vitro Activity of Gepotidacin, a Novel Triazaacenaphthylene Bacterial Topoisomerase Inhibitor, against a Broad Spectrum of Bacterial Pathogens..  Antimicrob Agents Chemother,  60  (3): (1918-23).  [PMID:26729499] [10.1021/op500134e]
3. O'Riordan W, Tiffany C, Scangarella-Oman N, Perry C, Hossain M, Ashton T, Dumont E.  (2017)  Efficacy, Safety, and Tolerability of Gepotidacin (GSK2140944) in the Treatment of Patients with Suspected or Confirmed Gram-Positive Acute Bacterial Skin and Skin Structure Infections..  Antimicrob Agents Chemother,  61  (6): (1755-70).  [PMID:28373199] [10.1021/op500134e]
4. Hackel MA, Karlowsky JA, Canino MA, Sahm DF, Scangarella-Oman NE.  (2022)  In Vitro Activity of Gepotidacin against Gram-Negative and Gram-Positive Anaerobes..  Antimicrob Agents Chemother,  66  (2): (e0216521).  [PMID:34930028] [10.1021/op500134e]
5. Jacobsson S, Golparian D, Scangarella-Oman N, Unemo M.  (2018)  In vitro activity of the novel triazaacenaphthylene gepotidacin (GSK2140944) against MDR Neisseria gonorrhoeae..  J Antimicrob Chemother,  73  (8): (2072-2077).  [PMID:29796611] [10.1021/op500134e]
6. Gibson EG, Bax B, Chan PF, Osheroff N.  (2019)  Mechanistic and Structural Basis for the Actions of the Antibacterial Gepotidacin against Staphylococcus aureus Gyrase..  ACS Infect Dis,  (4): (570-581).  [PMID:30757898] [10.1021/op500134e]

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