(2S,4S,5R)-1-(4-TERT-BUTYLBENZOYL)-2-ISOBUTYL-5-(1,3-THIAZOL-2-YL)PYRROLIDINE-2,4-DICARBOXYLIC ACID
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Identification
- Generic Name
- (2S,4S,5R)-1-(4-TERT-BUTYLBENZOYL)-2-ISOBUTYL-5-(1,3-THIAZOL-2-YL)PYRROLIDINE-2,4-DICARBOXYLIC ACID
- DrugBank Accession Number
- DB07199
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 458.57
Monoisotopic: 458.18754277 - Chemical Formula
- C24H30N2O5S
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UGenome polyprotein Not Available Hepatitis C virus genotype 1b (isolate BK) URNA-dependent RNA-polymerase Not Available Hepatitis C Virus - 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
- Not Available
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as n-acyl-alpha amino acids. These are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.
- Kingdom
- Organic compounds
- Super Class
- Organic acids and derivatives
- Class
- Carboxylic acids and derivatives
- Sub Class
- Amino acids, peptides, and analogues
- Direct Parent
- N-acyl-alpha amino acids
- Alternative Parents
- Benzamides / Phenylpropanes / Benzoyl derivatives / N-acylpyrrolidines / Pyrrolidine carboxylic acids / Dicarboxylic acids and derivatives / Thiazoles / Heteroaromatic compounds / Tertiary carboxylic acid amides / Carboxylic acids show 6 more
- Substituents
- Aromatic heteromonocyclic compound / Azacycle / Azole / Benzamide / Benzenoid / Benzoic acid or derivatives / Benzoyl / Carbonyl group / Carboxamide group / Carboxylic acid show 19 more
- Molecular Framework
- Aromatic heteromonocyclic compounds
- External Descriptors
- 1,3-thiazole, dicarboxylic acid, N-acylpyrrolidine, pyrrolidinedicarboxylic acid (CHEBI:40171)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- SWYJAQWTBADJTB-RHGYRFJNSA-N
- InChI
- InChI=1S/C24H30N2O5S/c1-14(2)12-24(22(30)31)13-17(21(28)29)18(19-25-10-11-32-19)26(24)20(27)15-6-8-16(9-7-15)23(3,4)5/h6-11,14,17-18H,12-13H2,1-5H3,(H,28,29)(H,30,31)/t17-,18+,24-/m0/s1
- IUPAC Name
- (2S,4S,5R)-1-(4-tert-butylbenzoyl)-2-(2-methylpropyl)-5-(1,3-thiazol-2-yl)pyrrolidine-2,4-dicarboxylic acid
- SMILES
- [H][C@@]1(C[C@](CC(C)C)(N(C(=O)C2=CC=C(C=C2)C(C)(C)C)[C@@]1([H])C1=NC=CS1)C(O)=O)C(O)=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 15991559
- PubChem Substance
- 99443670
- ChemSpider
- 13122494
- ChEMBL
- CHEMBL221046
- ZINC
- ZINC000016052234
- PDBe Ligand
- 698
- PDB Entries
- 2jc1
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 0.00345 mg/mL ALOGPS logP 2.82 ALOGPS logP 4.48 Chemaxon logS -5.1 ALOGPS pKa (Strongest Acidic) 3.61 Chemaxon pKa (Strongest Basic) 2.07 Chemaxon Physiological Charge -2 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 107.8 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 120.33 m3·mol-1 Chemaxon Polarizability 48.67 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.7128 Blood Brain Barrier - 0.9142 Caco-2 permeable - 0.6215 P-glycoprotein substrate Non-substrate 0.6044 P-glycoprotein inhibitor I Non-inhibitor 0.7608 P-glycoprotein inhibitor II Non-inhibitor 0.544 Renal organic cation transporter Non-inhibitor 0.9555 CYP450 2C9 substrate Non-substrate 0.7694 CYP450 2D6 substrate Non-substrate 0.7962 CYP450 3A4 substrate Non-substrate 0.5179 CYP450 1A2 substrate Non-inhibitor 0.8384 CYP450 2C9 inhibitor Non-inhibitor 0.7544 CYP450 2D6 inhibitor Non-inhibitor 0.9143 CYP450 2C19 inhibitor Non-inhibitor 0.6226 CYP450 3A4 inhibitor Non-inhibitor 0.7873 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.607 Ames test Non AMES toxic 0.8311 Carcinogenicity Non-carcinogens 0.7482 Biodegradation Not ready biodegradable 0.9905 Rat acute toxicity 2.3347 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9995 hERG inhibition (predictor II) Non-inhibitor 0.8405
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-0bt9-0000900000-eabed75a1bcac4fe4a88 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-03di-0005900000-677bea13920ffc498a6e Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-03xr-1109700000-7bce7a652c80df76a0ab Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-014i-0009500000-9d9db8228ae0a106d204 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0ar0-0089200000-e3b3e11d5781db97188e Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-066r-0019500000-ca6b0eec976a7bb63df9 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]- 220.72244 predictedDeepCCS 1.0 (2019) [M+H]+ 224.02028 predictedDeepCCS 1.0 (2019) [M+Na]+ 231.33774 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsGenome polyprotein
- Kind
- Protein
- Organism
- Hepatitis C virus genotype 1b (isolate BK)
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- Core protein packages viral RNA to form a viral nucleocapsid, and promotes virion budding. Modulates viral translation initiation by interacting with HCV IRES and 40S ribosomal subunit. Also regula...
- Gene Name
- Not Available
- Uniprot ID
- P26663
- Uniprot Name
- Genome polyprotein
- Molecular Weight
- 327190.435 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
2. DetailsRNA-dependent RNA-polymerase
- Kind
- Protein
- Organism
- Hepatitis C Virus
- Pharmacological action
- Unknown
- General Function
- Rna-directed rna polymerase activity
- Specific Function
- Not Available
- Gene Name
- NS5b
- Uniprot ID
- O39930
- Uniprot Name
- RNA-dependent RNA-polymerase
- Molecular Weight
- 65753.05 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Drug created at September 15, 2010 21:19 / Updated at June 12, 2020 16:52