Compound ID | 2146

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GE23077

Synonym(s): GE23077-A  |  GE23077-B

Class: Natural product antibiotic

Spectrum of activity: Gram-positive
Details of activity: Binds to the bacterial RNA polymerase (RNAP) active-center and nucleotide binding sites, preventing the binding of initiating nucleotides, and thereby preventing transcription initiation. Little whole-cell antibacterial activity. No cross-resistance to rifampicin.
Description: Natural product produced by Actinomadura; cyclic heptapeptide; several derivatives
Year first mentioned: 2004
Development status: Experimental
Chemical structure(s):
GE23077 A1/A2
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Molecular weight: 803.77
Iso. SMILES: C/C=C(/C)\C(=O)NCC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(C(=O)NC(C(=O)N1)C(=O)O)O)C(C)O)C(C(C(=O)N)O)O)C(C)C)CO
InChI Key: TYJKJQLKDPSIMY-WDZFZDKYSA-N
Can. SMILES: C/C=C(/C)\C(=O)NCC1C(=O)NC(CO)C(=O)NC(C(C)C)C(=O)NC(C(C(C(=O)N)O)O)C(=O)NC(C(C)O)C(=O)NCC(C(=O)NC(C(=O)N1)C(=O)O)O
InChI: InChI=1S/C31H49N9O16/c1-6-11(4)23(47)33-7-13-24(48)36-14(9-41)25(49)37-16(10(2)3)28(52)39-18(20(44)21(45)22(32)46)29(53)38-17(12(5)42)27(51)34-8-15(43)26(50)40-19(31(55)56)30(54)35-13/h6,10,12-21,41-45H,7-9H2,1-5H3,(H2,32,46)(H,33,47)(H,34,51)(H,35,54)(H,36,48)(H,37,49)(H,38,53)(H,39,52)(H,40,50)(H,55,56)/b11-6-
GE23077 B1/B2
Click here for structure editor
Molecular weight: 805.79
Iso. SMILES: CC(C)CC(=O)NCC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(C(=O)NC(C(=O)N1)C(=O)O)O)C(C)O)C(C(C(=O)N)O)O)C(C)C)CO
InChI Key: XIVBOCXYLSIBCF-UHFFFAOYSA-N
Can. SMILES: CC(C)CC(=O)NCC1C(=O)NC(CO)C(=O)NC(C(C)C)C(=O)NC(C(C(C(=O)N)O)O)C(=O)NC(C(C)O)C(=O)NCC(C(=O)NC(C(=O)N1)C(=O)O)O
InChI: InChI=1S/C31H51N9O16/c1-10(2)6-16(44)33-7-13-24(48)36-14(9-41)25(49)37-17(11(3)4)28(52)39-19(21(45)22(46)23(32)47)29(53)38-18(12(5)42)27(51)34-8-15(43)26(50)40-20(31(55)56)30(54)35-13/h10-15,17-22,41-43,45-46H,6-9H2,1-5H3,(H2,32,47)(H,33,44)(H,34,51)(H,35,54)(H,36,48)(H,37,49)(H,38,53)(H,39,52)(H,40,50)(H,55,56)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/10259764
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/9918821
Citations:
  • https://febs.onlinelibrary.wiley.com/doi/10.1111/j.1432-1033.2004.04244.x
  • https://pubmed.ncbi.nlm.nih.gov/15981412/
  • https://pubmed.ncbi.nlm.nih.gov/15990299/
  • https://www.jstage.jst.go.jp/article/antibiotics1968/57/3/57_3_210/_article

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