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4-Methyleneproline

PubChem CID: 558375

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Compound Synonyms 4-Methyleneproline, 4-methylidenepyrrolidine-2-carboxylic acid, 2370-38-9, 4-Methylene-2-pyrrolidinecarboxylic acid, 4-Methylen-D,L-prolin, SCHEMBL2011682, CHEBI:178117, PEYQZZMUNYLHII-UHFFFAOYSA-N, AKOS006355138, (+/-)-4-Methylene-2-pyrrolidinecarboxylic acid, InChI=1/C6H9NO2/c1-4-2-5(6(8)9)7-3-4/h5,7H,1-3H2,(H,8,9
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 49.3
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCCC1
Np Classifier Class Aminoacids
Deep Smiles OC=O)CCC=C)CN5
Heavy Atom Count 9.0
Classyfire Class Carboxylic acids and derivatives
Description (±)-4-methylene-2-pyrrolidinecarboxylic acid, also known as 4-methylene-L-proline or 4-methyleneproline, (dl)-isomer, belongs to proline and derivatives class of compounds. Those are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom (±)-4-methylene-2-pyrrolidinecarboxylic acid is soluble (in water) and a moderately acidic compound (based on its pKa). (±)-4-methylene-2-pyrrolidinecarboxylic acid can be found in fruits, which makes (±)-4-methylene-2-pyrrolidinecarboxylic acid a potential biomarker for the consumption of this food product.
Scaffold Graph Node Level CC1CCNC1
Classyfire Subclass Amino acids, peptides, and analogues
Isotope Atom Count 0.0
Molecular Complexity 153.0
Database Name fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 4-methylidenepyrrolidine-2-carboxylic acid
Class Carboxylic acids and derivatives
Veber Rule True
Classyfire Superclass Organic acids and derivatives
Xlogp -2.6
Superclass Organic acids and derivatives
Subclass Amino acids, peptides, and analogues
Gsk 4 400 Rule True
Molecular Formula C6H9NO2
Scaffold Graph Node Bond Level C=C1CCNC1
Inchi Key PEYQZZMUNYLHII-UHFFFAOYSA-N
Silicos It Class Soluble
Rotatable Bond Count 1.0
State Solid
Synonyms 4-Methylene proline, 4-Methylene-2-pyrrolidinecarboxylic acid, L-form, 4-Methylene-L-proline, (±)-4-methylene-2-pyrrolidinecarboxylate, 4-Methyleneproline, (DL)-isomer, 4-Methylidenepyrrolidine-2-carboxylate, 4-Methyleneproline, 4-methyleneproline
Substituent Name Alpha-amino acid, Pyrrolidine carboxylic acid or derivatives, Pyrrolidine carboxylic acid, Pyrrolidine, Azacycle, Organoheterocyclic compound, Secondary amine, Monocarboxylic acid or derivatives, Secondary aliphatic amine, Carboxylic acid, Hydrocarbon derivative, Organooxygen compound, Organonitrogen compound, Carbonyl group, Amine, Aliphatic heteromonocyclic compound
Esol Class Highly soluble
Functional Groups C=C(C)C, CC(=O)O, CNC
Compound Name 4-Methyleneproline
Kingdom Organic compounds
Exact Mass 127.063
Formal Charge 0.0
Monoisotopic Mass 127.063
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 127.14
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic heteromonocyclic compounds
Lipinski Rule Of 5 True
Inchi InChI=1S/C6H9NO2/c1-4-2-5(6(8)9)7-3-4/h5,7H,1-3H2,(H,8,9)
Smiles C=C1CC(NC1)C(=O)O
Np Classifier Biosynthetic Pathway Amino acids and Peptides
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Proline and derivatives
Np Classifier Superclass Small peptides

  • 1. Outgoing r'ship FOUND_IN to/from Arachis Hypogaea (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Eriobotrya Japonica (Plant) Rel Props:Source_db:npass_chem_all