4-[4-(2,5-DIOXO-PYRROLIDIN-1-YL)-PHENYLAMINO]-4-HYDROXY-BUTYRIC ACID
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Identification
- Generic Name
- 4-[4-(2,5-DIOXO-PYRROLIDIN-1-YL)-PHENYLAMINO]-4-HYDROXY-BUTYRIC ACID
- DrugBank Accession Number
- DB08378
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 292.2872
Monoisotopic: 292.105921632 - Chemical Formula
- C14H16N2O5
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UMyosin light chain 6B Not Available Humans UMyosin regulatory light chain 12A Not Available Humans UMyosin-7 Not Available Humans - 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 gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom.
- Kingdom
- Organic compounds
- Super Class
- Organic acids and derivatives
- Class
- Carboxylic acids and derivatives
- Sub Class
- Amino acids, peptides, and analogues
- Direct Parent
- Gamma amino acids and derivatives
- Alternative Parents
- Phenylpyrrolidines / Phenylalkylamines / Secondary alkylarylamines / Pyrrolidine-2-ones / Benzene and substituted derivatives / N-substituted carboxylic acid imides / Pyrroles / Dicarboximides / Amino acids / Lactams show 8 more
- Substituents
- 1-phenylpyrrolidine / 2-pyrrolidone / Alkanolamine / Amine / Amino acid / Aromatic heteromonocyclic compound / Azacycle / Benzenoid / Carbonyl group / Carboxylic acid show 21 more
- Molecular Framework
- Aromatic heteromonocyclic compounds
- External Descriptors
- pyrrolidinone, dicarboximide, monocarboxylic acid (CHEBI:44860)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- SUETUOGYOWOLNJ-NSHDSACASA-N
- InChI
- InChI=1S/C14H16N2O5/c17-11(5-8-14(20)21)15-9-1-3-10(4-2-9)16-12(18)6-7-13(16)19/h1-4,11,15,17H,5-8H2,(H,20,21)/t11-/m0/s1
- IUPAC Name
- (4S)-4-{[4-(2,5-dioxopyrrolidin-1-yl)phenyl]amino}-4-hydroxybutanoic acid
- SMILES
- [H][C@](O)(CCC(O)=O)NC1=CC=C(C=C1)N1C(=O)CCC1=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 46937145
- PubChem Substance
- 99444849
- ChemSpider
- 25058026
- ZINC
- ZINC000033396944
- PDBe Ligand
- PDM
- PDB Entries
- 1kwo / 1l2o
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 2.03 mg/mL ALOGPS logP 0.55 ALOGPS logP -0.23 Chemaxon logS -2.2 ALOGPS pKa (Strongest Acidic) 4.21 Chemaxon pKa (Strongest Basic) 0.91 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 106.94 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 73.83 m3·mol-1 Chemaxon Polarizability 29.65 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.7397 Blood Brain Barrier + 0.9377 Caco-2 permeable - 0.6531 P-glycoprotein substrate Non-substrate 0.6931 P-glycoprotein inhibitor I Non-inhibitor 0.961 P-glycoprotein inhibitor II Non-inhibitor 0.8737 Renal organic cation transporter Non-inhibitor 0.9038 CYP450 2C9 substrate Non-substrate 0.7561 CYP450 2D6 substrate Non-substrate 0.8758 CYP450 3A4 substrate Non-substrate 0.6418 CYP450 1A2 substrate Non-inhibitor 0.9306 CYP450 2C9 inhibitor Non-inhibitor 0.9281 CYP450 2D6 inhibitor Non-inhibitor 0.9146 CYP450 2C19 inhibitor Non-inhibitor 0.9456 CYP450 3A4 inhibitor Non-inhibitor 0.9401 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.983 Ames test Non AMES toxic 0.9065 Carcinogenicity Non-carcinogens 0.9116 Biodegradation Not ready biodegradable 0.7119 Rat acute toxicity 2.1932 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9887 hERG inhibition (predictor II) Non-inhibitor 0.9591
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-00ko-3890000000-b3c3aaea2fedf6d9870b Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-004l-0290000000-369a92d8c9ed5658ebb1 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0a4i-0190000000-2aefba11f01f46f6be89 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-005c-0190000000-8ee40223ecf653a1e0b7 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-002n-0090000000-10315f8fe1aa5c55bde9 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-01w0-2190000000-52c39eefcb2a96964d8d Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-001v-8970000000-4496ba2a8bf137a96242 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]- 161.94151 predictedDeepCCS 1.0 (2019) [M+H]+ 164.29951 predictedDeepCCS 1.0 (2019) [M+Na]+ 170.82185 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsMyosin light chain 6B
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Structural constituent of muscle
- Specific Function
- Regulatory light chain of myosin. Does not bind calcium.
- Gene Name
- MYL6B
- Uniprot ID
- P14649
- Uniprot Name
- Myosin light chain 6B
- Molecular Weight
- 22763.855 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. DetailsMyosin regulatory light chain 12A
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Calcium ion binding
- Specific Function
- Myosin regulatory subunit that plays an important role in regulation of both smooth muscle and nonmuscle cell contractile activity via its phosphorylation. Implicated in cytokinesis, receptor cappi...
- Gene Name
- MYL12A
- Uniprot ID
- P19105
- Uniprot Name
- Myosin regulatory light chain 12A
- Molecular Weight
- 19793.96 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]
3. DetailsMyosin-7
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Microfilament motor activity
- Specific Function
- Muscle contraction.
- Gene Name
- MYH7
- Uniprot ID
- P12883
- Uniprot Name
- Myosin-7
- Molecular Weight
- 223095.5 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 21:31 / Updated at June 12, 2020 16:52