Isopenicillin N
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Identification
- Generic Name
- Isopenicillin N
- DrugBank Accession Number
- DB03550
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 359.398
Monoisotopic: 359.115106109 - Chemical Formula
- C14H21N3O6S
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
- Not Available
- Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
- Kingdom
- Organic compounds
- Super Class
- Organic acids and derivatives
- Class
- Carboxylic acids and derivatives
- Sub Class
- Amino acids, peptides, and analogues
- Direct Parent
- Dipeptides
- Alternative Parents
- Penicillins / N-acyl-alpha amino acids and derivatives / L-alpha-amino acids / Medium-chain fatty acids / Heterocyclic fatty acids / Dicarboxylic acids and derivatives / N-acyl amines / Thiazolidines / Tertiary carboxylic acid amides / Amino acids show 11 more
- Substituents
- Aliphatic heteropolycyclic compound / Alpha-amino acid / Alpha-amino acid or derivatives / Alpha-dipeptide / Amine / Amino acid / Amino acid or derivatives / Azacycle / Azetidine / Beta-lactam show 31 more
- Molecular Framework
- Aliphatic heteropolycyclic compounds
- External Descriptors
- penicillin (CHEBI:18165)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- 58678-43-6
- InChI Key
- MIFYHUACUWQUKT-GTQWGBSQSA-N
- InChI
- InChI=1S/C14H21N3O6S/c1-14(2)9(13(22)23)17-10(19)8(11(17)24-14)16-7(18)5-3-4-6(15)12(20)21/h6,8-9,11H,3-5,15H2,1-2H3,(H,16,18)(H,20,21)(H,22,23)/t6-,8+,9-,11+/m0/s1
- IUPAC Name
- (2S,5R,6R)-6-[(5S)-5-amino-5-carboxypentanamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- SMILES
- [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)CCC[C@H](N)C(O)=O)C(O)=O
References
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 8.96 mg/mL ALOGPS logP -1.4 ALOGPS logP -3.4 Chemaxon logS -1.6 ALOGPS pKa (Strongest Acidic) 1.83 Chemaxon pKa (Strongest Basic) 9.23 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 7 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 150.03 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 83.05 m3·mol-1 Chemaxon Polarizability 35.64 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption - 0.9895 Blood Brain Barrier - 0.9909 Caco-2 permeable - 0.8304 P-glycoprotein substrate Substrate 0.6689 P-glycoprotein inhibitor I Non-inhibitor 0.9162 P-glycoprotein inhibitor II Non-inhibitor 0.9974 Renal organic cation transporter Non-inhibitor 0.9571 CYP450 2C9 substrate Non-substrate 0.8432 CYP450 2D6 substrate Non-substrate 0.8214 CYP450 3A4 substrate Non-substrate 0.5 CYP450 1A2 substrate Non-inhibitor 0.8868 CYP450 2C9 inhibitor Non-inhibitor 0.9069 CYP450 2D6 inhibitor Non-inhibitor 0.9253 CYP450 2C19 inhibitor Non-inhibitor 0.8939 CYP450 3A4 inhibitor Non-inhibitor 0.8408 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.986 Ames test Non AMES toxic 0.8601 Carcinogenicity Non-carcinogens 0.8387 Biodegradation Not ready biodegradable 0.9571 Rat acute toxicity 1.9690 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9995 hERG inhibition (predictor II) Non-inhibitor 0.9066
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-01ox-9225000000-979f250fa6dd5461f291 Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-0w29-0952000000-08562930ce5ba1227584 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-001i-0090000000-71826aeb60faf831a6c8 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-03e9-0901000000-68828436b45415ceaf39 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-00lr-1394000000-cf618c9e4449e7092f85 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-03di-2910000000-9b55b4027f25708d71b6 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0006-9650000000-5021e546ba283933f08a Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 191.0294001 predictedDarkChem Lite v0.1.0 [M-H]- 191.3192001 predictedDarkChem Lite v0.1.0 [M-H]- 176.70567 predictedDeepCCS 1.0 (2019) [M+H]+ 189.2174001 predictedDarkChem Lite v0.1.0 [M+H]+ 190.0167001 predictedDarkChem Lite v0.1.0 [M+H]+ 179.10124 predictedDeepCCS 1.0 (2019) [M+Na]+ 190.0464001 predictedDarkChem Lite v0.1.0 [M+Na]+ 190.7154001 predictedDarkChem Lite v0.1.0 [M+Na]+ 185.01376 predictedDeepCCS 1.0 (2019)
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52