Mecillinam
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Basic Info
| Common Name | Mecillinam(F05793) |
| 2D Structure | |
| FRCD ID | F05793 |
| CAS Number | 32887-01-7 |
| PubChem CID | 36273 |
| Formula | C15H23N3O3S |
| IUPAC Name | (2S,5R,6R)-6-(azepan-1-ylmethylideneamino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid |
| InChI Key | BWWVAEOLVKTZFQ-NTZNESFSSA-N |
| InChI | InChI=1S/C15H23N3O3S/c1-15(2)11(14(20)21)18-12(19)10(13(18)22-15)16-9-17-7-5-3-4-6-8-17/h9-11,13H,3-8H2,1-2H3,(H,20,21)/t10-,11+,13-/m1/s1 |
| Canonical SMILES | CC1(C(N2C(S1)C(C2=O)N=CN3CCCCCC3)C(=O)O)C |
| Isomeric SMILES | CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)N=CN3CCCCCC3)C(=O)O)C |
| Synonyms |
Mecillinam
AMDINOCILLIN
Penicillin HX
Coactin
32887-01-7
Hexacillin
Mecilinamo
Mecillinamum
Selexidin
FL 1060
|
| Classifies |
Predicted: Veterinary Drug
|
| Update Date | Nov 13, 2018 17:07 |
Chemical Taxonomy
| Kingdom | Organic compounds |
| Superclass | Organic acids and derivatives |
| Class | Carboxylic acids and derivatives |
| Subclass | Amino acids, peptides, and analogues |
| Intermediate Tree Nodes | Amino acids and derivatives |
| Direct Parent | Alpha amino acids and derivatives |
| Alternative Parents |
|
| Molecular Framework | Aliphatic heteropolycyclic compounds |
| Substituents | Alpha-amino acid or derivatives - Penam - Azepane - Beta-lactam - Tertiary carboxylic acid amide - Thiazolidine - Azetidine - Carboxamide group - Lactam - Amidine - Formamidine - Carboxylic acid amidine - Carboxylic acid - Monocarboxylic acid or derivatives - Azacycle - Organoheterocyclic compound - Dialkylthioether - Thioether - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carboximidamide - Hemithioaminal - Organooxygen compound - Organopnictogen compound - Carbonyl group - Organic oxide - Organic nitrogen compound - Hydrocarbon derivative - Organic oxygen compound - Organonitrogen compound - Aliphatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. |
Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 325.427 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 3 |
| Complexity | 500 |
| Monoisotopic Mass | 325.146 |
| Exact Mass | 325.146 |
| XLogP | 2.1 |
| Formal Charge | 0 |
| Heavy Atom Count | 22 |
| Defined Atom Stereocenter Count | 3 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Isotope Atom Count | 0 |
| Covalently-Bonded Unit Count | 1 |
ADMET
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB- | 0.9659 |
| Human Intestinal Absorption | HIA- | 0.8439 |
| Caco-2 Permeability | Caco2- | 0.6287 |
| P-glycoprotein Substrate | Substrate | 0.7402 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.6666 |
| Non-inhibitor | 0.9677 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.7438 |
| Distribution | ||
| Subcellular localization | Lysosome | 0.5653 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7291 |
| CYP450 2D6 Substrate | Non-substrate | 0.7790 |
| CYP450 3A4 Substrate | Substrate | 0.5355 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.8467 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8666 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9033 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.7809 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8914 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9761 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9958 |
| Non-inhibitor | 0.7974 | |
| AMES Toxicity | Non AMES toxic | 0.7016 |
| Carcinogens | Non-carcinogens | 0.8428 |
| Fish Toxicity | High FHMT | 0.5291 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.5547 |
| Honey Bee Toxicity | Low HBT | 0.7210 |
| Biodegradation | Not ready biodegradable | 0.5648 |
| Acute Oral Toxicity | IV | 0.6136 |
| Carcinogenicity (Three-class) | Non-required | 0.6353 |
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.5366 | LogS |
| Caco-2 Permeability | 0.4578 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.5443 | LD50, mol/kg |
| Fish Toxicity | 1.8246 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.2810 | pIGC50, ug/L |
MRLs
| Food | Product Code | Country | MRLs | Application Date | Notes |
|---|---|---|---|---|---|
| Pig,Fat | Japan | 0.05ppm | |||
| Cattle,Fat | Japan | 0.05ppm | |||
| Pig,Muscle | Japan | 0.05ppm | |||
| Milk | Japan | 0.05ppm | |||
| Pig,Edible Offal | Japan | 0.05ppm | |||
| Cattle,Edible Offal | Japan | 0.05ppm | |||
| Pig,Kidney | Japan | 0.05ppm | |||
| Cattle,Kidney | Japan | 0.05ppm | |||
| Pig,Liver | Japan | 0.05ppm | |||
| Cattle,Liver | Japan | 0.05ppm | |||
| Cattle,Muscle | Japan | 0.05ppm |