| Compound Information | SONAR Target prediction |
| Name: | AMOXICILLIN |
| Unique Identifier: | SPE01500120 |
| MolClass: | Checkout models in ver1.5 and ver1.0 |
| Molecular Formula: | |
| Molecular Weight: | 350.286 g/mol |
| X log p: | 5.026 (online calculus) |
| Lipinksi Failures | 1 |
| TPSA | 79.75 |
| Hydrogen Bond Donor Count: | 0 |
| Hydrogen Bond Acceptors Count: | 8 |
| Rotatable Bond Count: | 5 |
| Canonical Smiles: | CC1(C)SC2C(NC(=O)C(N)c3ccc(O)cc3)C(=O)N2C1C(O)=O |
| Source: | semisynthetic |
| Therapeutics: | antibacterial |
| Generic_name: | Amoxicillin |
| Chemical_iupac_name: | 7-[2-amino-2-(4-hydroxyphenyl)-acetyl]amino-3,3-dimethyl-6-oxo-2-thia-5-azabicyclo[3 .2.0]heptane-4-carboxylic acid |
| Drug_type: | Approved Drug |
| Pharmgkb_id: | PA448406 |
| Kegg_compound_id: | C06827 |
| Drugbank_id: | APRD00248 |
| Melting_point: | 194 oC |
| H2o_solubility: | 3430 mg/L |
| Logp: | -0.124 |
| Cas_registry_number: | 26787-78-0 |
| Drug_category: | Anti-bacterial Agents; Penicillins; ATC:J01CA04 |
| Indication: | For the treatment of infections of the ear, nose, and throat, the genitourinary tract, the skin and skin structure, and the lower respiratory tract due to susceptible (only b-lactamase-negative) strains of Streptococcus spp. (a- and b-hemolytic strains only), S. pneumoniae, Staphylococcus spp., H. influenzae, E. coli, P. mirabilis, or E. faecalis. Also for the treatment of acute, uncomplicated gonorrhea (ano-genital and urethral infections) due to N. gonorrhoeae (males and females). |
| Pharmacology: | Amoxicillin is a moderate-spectrum antibiotic active against a wide range of Gram-positive, and a limited range of Gram-negative organisms. It is usually the drug of choice within the class because it is better absorbed, following oral administration, than other beta-lactam antibiotics. Amoxicillin is susceptible to degradation by β-lactamase-producing bacteria, and so may be given with clavulanic acid to increase its susceptability. The incidence of β-lactamase-producing resistant organisms, including E. coli, appears to be increasing. Amoxicillin is sometimes combined with clavulanic acid, a β-lactamase inhibitor, to increase the spectrum of action against Gram-negative organisms, and to overcome bacterial antibiotic resistance mediated through β-lactamase production. |
| Mechanism_of_action: | Amoxicillin binds to penicillin-binding protein 1A (PBP-1A) located inside the bacterial cell well. Penicillins acylate the penicillin-sensitive transpeptidase C-terminal domain by opening the lactam ring. This inactivation of the enzyme prevents the formation of a cross-link of two linear peptidoglycan strands, inhibiting the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that amoxicllin interferes with an autolysin inhibitor. |
| Organisms_affected: | Enteric bacteria and other eubacteria |
| Found: 205 nonactive as graph: single | with analogs | 1 2 3 4 5 6 7 8 9 10 Next >> [205] |
| Species: | 4932 |
| Condition: | AAT2 |
| Replicates: | 2 |
| Raw OD Value: r im | 0.7394±0.00325269 |
| Normalized OD Score: sc h | 0.9925±0.010953 |
| Z-Score: | -0.4042±0.590829 |
| p-Value: | 0.70013 |
| Z-Factor: | -13.6927 |
| Fitness Defect: | 0.3565 |
| Bioactivity Statement: | Nonactive |
| ps |
| DBLink | Rows returned: 23 | 1 2 3 4 Next >> |
| 2171 | 6-[[2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carb oxylic acid |
| 32324 | (2S,5R,6R)-6-[[(2S)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2. 0]heptane-2-carboxylic acid |
| 33613 | (2S,5R,6R)-6-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2. 0]heptane-2-carboxylic acid |
| 62883 | (2S,5R,6R)-6-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2. 0]heptane-2-carboxylic acid trihydrate |
| 91616 | sodium (2S,5R,6R)-6-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2. 0]heptane-2-carboxylate |
| 135920 | (2S,5R,6R)-6-[[2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]hep tane-2-carboxylic acid |
| internal high similarity DBLink | Rows returned: 2 |
| SPE01500465 | 0.9193 |
| SPE01500123 | 0.9565 |
| nonactive | Cluster 15024 | Additional Members: 10 | Rows returned: 8 | 1 2 Next >> |
| Prest1196 | 0.438356164383562 |
| Prest1304 | 0.407407407407407 |
| SPE01503102 | 0.373333333333333 |
| Prest776 | 0.373333333333333 |
| Prest1280 | 0.323943661971831 |
| Prest713 | 0.241935483870968 |
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