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(2S)-3-(1H-indol-3-yl)-2-[[2-[(1R,2R)-3-oxo-2-[(E)-pent-2-enyl]cyclopentyl]acetyl]amino]propanoic acid

PubChem CID: 6426817

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Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 99.3
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC(CCCC1CCC2CCCCC21)CC1CCC(C)C1
Deep Smiles CC/C=C/C[C@@H][C@H]CCC5=O))))CC=O)N[C@H]C=O)O))Ccc[nH]cc5cccc6
Heavy Atom Count 29.0
Classyfire Class Carboxylic acids and derivatives
Scaffold Graph Node Level OC1CCC(CC(O)NCCC2CNC3CCCCC23)C1
Classyfire Subclass Amino acids, peptides, and analogues
Isotope Atom Count 0.0
Molecular Complexity 632.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 3.0
Iupac Name (2S)-3-(1H-indol-3-yl)-2-[[2-[(1R,2R)-3-oxo-2-[(E)-pent-2-enyl]cyclopentyl]acetyl]amino]propanoic acid
Veber Rule True
Classyfire Superclass Organic acids and derivatives
Xlogp 2.4
Gsk 4 400 Rule True
Molecular Formula C23H28N2O4
Scaffold Graph Node Bond Level O=C1CCC(CC(=O)NCCc2c[nH]c3ccccc23)C1
Inchi Key OUPQEYAUNCBPDQ-KERPWAHESA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 9.0
Synonyms n-cucurbinoyltryptophan, n-jasmonoyltryptophan
Esol Class Soluble
Functional Groups C/C=C/C, CC(=O)NC, CC(=O)O, CC(C)=O, c[nH]c
Compound Name (2S)-3-(1H-indol-3-yl)-2-[[2-[(1R,2R)-3-oxo-2-[(E)-pent-2-enyl]cyclopentyl]acetyl]amino]propanoic acid
Exact Mass 396.205
Formal Charge 0.0
Monoisotopic Mass 396.205
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 396.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 3.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C23H28N2O4/c1-2-3-4-8-18-15(10-11-21(18)26)13-22(27)25-20(23(28)29)12-16-14-24-19-9-6-5-7-17(16)19/h3-7,9,14-15,18,20,24H,2,8,10-13H2,1H3,(H,25,27)(H,28,29)/b4-3+/t15-,18-,20+/m1/s1
Smiles CC/C=C/C[C@@H]1[C@H](CCC1=O)CC(=O)N[C@@H](CC2=CNC3=CC=CC=C32)C(=O)O
Defined Bond Stereocenter Count 1.0
Egan Rule True

  • 1. Outgoing r'ship FOUND_IN to/from Vicia Faba (Plant) Rel Props:Reference:https://doi.org/10.2174/0929867033456729