Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2013-06-15 18:11:33 UTC |
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Update Date | 2019-07-23 07:14:45 UTC |
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HMDB ID | HMDB0060633 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | N-Acetyl gemifloxacin |
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Description | N-Acetyl gemifloxacin belongs to the class of organic compounds known as naphthyridine carboxylic acids and derivatives. Naphthyridine carboxylic acids and derivatives are compounds containing a naphthyridine moiety, where one of the ring atoms bears a carboxylic acid group. N-Acetyl gemifloxacin is a moderately basic compound (based on its pKa). N-Acetyl gemifloxacin is a metabolite of gemifloxacin. Gemifloxacin mesylate (trade name Factive, Oscient Pharmaceuticals) is an oral broad-spectrum quinolone antibacterial agent used in the treatment of acute bacterial exacerbation of chronic bronchitis and mild-to-moderate pneumonia. Oscient Pharmaceuticals has licensed the active ingredient from LG Life Sciences of Korea. |
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Structure | CO\N=C1/CN(CC1NC(C)=O)C1=NC2=C(C=C1F)C(=O)C(=CN2C1CC1)C(O)=O InChI=1S/C19H20FN5O5/c1-9(26)21-14-7-24(8-15(14)23-30-2)18-13(20)5-11-16(27)12(19(28)29)6-25(10-3-4-10)17(11)22-18/h5-6,10,14H,3-4,7-8H2,1-2H3,(H,21,26)(H,28,29)/b23-15+ |
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Synonyms | Not Available |
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Chemical Formula | C19H20FN5O5 |
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Average Molecular Weight | 417.391 |
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Monoisotopic Molecular Weight | 417.14484698 |
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IUPAC Name | 1-cyclopropyl-7-[(4E)-3-acetamido-4-(methoxyimino)pyrrolidin-1-yl]-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid |
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Traditional Name | 1-cyclopropyl-7-[(4E)-3-acetamido-4-(methoxyimino)pyrrolidin-1-yl]-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid |
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CAS Registry Number | Not Available |
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SMILES | CO\N=C1/CN(CC1NC(C)=O)C1=NC2=C(C=C1F)C(=O)C(=CN2C1CC1)C(O)=O |
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InChI Identifier | InChI=1S/C19H20FN5O5/c1-9(26)21-14-7-24(8-15(14)23-30-2)18-13(20)5-11-16(27)12(19(28)29)6-25(10-3-4-10)17(11)22-18/h5-6,10,14H,3-4,7-8H2,1-2H3,(H,21,26)(H,28,29)/b23-15+ |
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InChI Key | ZLRGFKRHAFQIIT-HZHRSRAPSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as naphthyridine carboxylic acids and derivatives. Naphthyridine carboxylic acids and derivatives are compounds containing a naphthyridine moiety, where one of the ring atoms bears a carboxylic acid group. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Diazanaphthalenes |
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Sub Class | Naphthyridines |
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Direct Parent | Naphthyridine carboxylic acids and derivatives |
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Alternative Parents | |
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Substituents | - Naphthyridine carboxylic acid
- Fluoroquinolone
- Pyridine carboxylic acid
- Pyridine carboxylic acid or derivatives
- Dialkylarylamine
- Aminopyridine
- Aryl fluoride
- Aryl halide
- Imidolactam
- Pyridine
- Heteroaromatic compound
- Acetamide
- Vinylogous amide
- Pyrrolidine
- Secondary carboxylic acid amide
- Carboxamide group
- Oxime ether
- Azacycle
- Carboxylic acid derivative
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Organic oxygen compound
- Organopnictogen compound
- Organic nitrogen compound
- Hydrocarbon derivative
- Organic oxide
- Carbonyl group
- Organohalogen compound
- Organofluoride
- Organonitrogen compound
- Organooxygen compound
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Physiological effect | Not Available |
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Disposition | |
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Process | Not Available |
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Role | Not Available |
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Physical Properties |
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State | Not Available |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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N-Acetyl gemifloxacin,1TMS,isomer #1 | CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O[Si](C)(C)C)=CN3C2CC2)CC1NC(C)=O | 3586.5 | Semi standard non polar | 33892256 | N-Acetyl gemifloxacin,1TMS,isomer #2 | CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O)=CN3C2CC2)CC1N(C(C)=O)[Si](C)(C)C | 3474.8 | Semi standard non polar | 33892256 | N-Acetyl gemifloxacin,2TMS,isomer #1 | CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O[Si](C)(C)C)=CN3C2CC2)CC1N(C(C)=O)[Si](C)(C)C | 3346.1 | Semi standard non polar | 33892256 | N-Acetyl gemifloxacin,2TMS,isomer #1 | CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O[Si](C)(C)C)=CN3C2CC2)CC1N(C(C)=O)[Si](C)(C)C | 3260.4 | Standard non polar | 33892256 | N-Acetyl gemifloxacin,2TMS,isomer #1 | CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O[Si](C)(C)C)=CN3C2CC2)CC1N(C(C)=O)[Si](C)(C)C | 4653.4 | Standard polar | 33892256 | N-Acetyl gemifloxacin,1TBDMS,isomer #1 | CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)=CN3C2CC2)CC1NC(C)=O | 3783.6 | Semi standard non polar | 33892256 | N-Acetyl gemifloxacin,1TBDMS,isomer #2 | CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O)=CN3C2CC2)CC1N(C(C)=O)[Si](C)(C)C(C)(C)C | 3692.7 | Semi standard non polar | 33892256 | N-Acetyl gemifloxacin,2TBDMS,isomer #1 | CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)=CN3C2CC2)CC1N(C(C)=O)[Si](C)(C)C(C)(C)C | 3730.9 | Semi standard non polar | 33892256 | N-Acetyl gemifloxacin,2TBDMS,isomer #1 | CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)=CN3C2CC2)CC1N(C(C)=O)[Si](C)(C)C(C)(C)C | 3660.7 | Standard non polar | 33892256 | N-Acetyl gemifloxacin,2TBDMS,isomer #1 | CO/N=C1\CN(C2=NC3=C(C=C2F)C(=O)C(C(=O)O[Si](C)(C)C(C)(C)C)=CN3C2CC2)CC1N(C(C)=O)[Si](C)(C)C(C)(C)C | 4628.8 | Standard polar | 33892256 |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - N-Acetyl gemifloxacin GC-MS (Non-derivatized) - 70eV, Positive | splash10-0006-3009100000-94cb3ac698a93b0c53c2 | 2017-09-20 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - N-Acetyl gemifloxacin GC-MS (1 TMS) - 70eV, Positive | splash10-00di-3000900000-eb90c35e5a85960c0076 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - N-Acetyl gemifloxacin GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - N-Acetyl gemifloxacin 10V, Positive-QTOF | splash10-0gb9-2007900000-0273034d20f2782a3c61 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - N-Acetyl gemifloxacin 20V, Positive-QTOF | splash10-0fk9-1009100000-3e3f83fcdc2d6d97b9d3 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - N-Acetyl gemifloxacin 40V, Positive-QTOF | splash10-03di-9305000000-bae6e029a4bafcf0f7e9 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - N-Acetyl gemifloxacin 10V, Negative-QTOF | splash10-00xr-0009200000-1d4a348ea763d49b5ab2 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - N-Acetyl gemifloxacin 20V, Negative-QTOF | splash10-0006-0019000000-6c2c03d923496ec76efc | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - N-Acetyl gemifloxacin 40V, Negative-QTOF | splash10-00dl-6119000000-c937700cb8756ab490f7 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - N-Acetyl gemifloxacin 10V, Positive-QTOF | splash10-0690-0009800000-177936f5f6cd47e5b9ca | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - N-Acetyl gemifloxacin 20V, Positive-QTOF | splash10-0zfr-0009600000-8c3b66e48fc08775d8f8 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - N-Acetyl gemifloxacin 40V, Positive-QTOF | splash10-01t9-1059000000-53722baeb1341aae8348 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - N-Acetyl gemifloxacin 10V, Negative-QTOF | splash10-00kf-0009200000-4f5966ce403db502b9bc | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - N-Acetyl gemifloxacin 20V, Negative-QTOF | splash10-0w4i-1009000000-2e0596c3c5e268b4a000 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - N-Acetyl gemifloxacin 40V, Negative-QTOF | splash10-00l6-4019000000-f1627efb34e13760f298 | 2021-10-12 | Wishart Lab | View Spectrum |
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