Compound ID | 1071

Update compound information

Propikacin

Synonym(s): UK31214  |  UK-31,214  |  1-N-dihydroxy isopropyl kanamycin B

Class: Aminoglycoside

Agent Type: Semisynthetic;
Spectrum of activity: Gram-negative
Mechanism of action: Protein synthesis inhibitor
Target Pathogen: Active against Enterobacteriaceae except gentamicin-resistant strains // Similar in mechanism and efficacy to amikacin, but also shared toxicity problems
Institute where first reported: Pfizer Inc
Year first mentioned: 1979
Development status: Experimental
Reason dropped: Toxicity problems in humans
Chemical structure(s):
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Molecular weight: 557.59
Iso. SMILES: C1[C@@H]([C@H]([C@@H]([C@H]([C@@H]1NC(CO)CO)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)N)O)O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CN)O)O)N)N
InChI Key: ZEFUFVWPRPISAD-FLUPTLLOSA-N
Can. SMILES: C1[C@@H]([C@H]([C@@H]([C@H]([C@@H]1NC(CO)CO)O[C@@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)N)O)O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@@H](CN)O3)O)O)N)N
InChI: InChI=1S/C21H43N5O12/c22-2-9-14(31)15(32)12(25)20(35-9)37-18-7(23)1-8(26-6(3-27)4-28)19(17(18)34)38-21-16(33)11(24)13(30)10(5-29)36-21/h6-21,26-34H,1-5,22-25H2/t7-,8+,9+,10+,11-,12+,13+,14+,15+,16+,17-,18+,19-,20+,21+/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/9872451
Citation: https://doi.org/10.1128/aac.17.3.298

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