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Showing NP-Card for 5-benzyl-4,5-dihydro-3h-pyrrole-2,4-diol (NP0325600)

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Record Information
Version2.0
Created at2022-09-12 06:28:26 UTC
Updated at2022-09-12 06:28:26 UTC
NP-MRD IDNP0325600
Secondary Accession NumbersNone
Natural Product Identification
Common Name5-benzyl-4,5-dihydro-3h-pyrrole-2,4-diol
DescriptionMLS003171156 belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. MLS003171156 is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0325600 (5-benzyl-4,5-dihydro-3h-pyrrole-2,4-diol)


  Mrv1533004261516512D          

 14 15  0  0  0  0            999 V2000
    2.0367   -0.4741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7041   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9341   -3.2361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242   -2.5687    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5846   -1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4131   -0.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3715   -0.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5430    0.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0701    0.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8547    0.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0262   -0.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
M  END
Download

3D MOL for NP0325600 (5-benzyl-4,5-dihydro-3h-pyrrole-2,4-diol)

     RDKit          3D

 27 28  0  0  0  0  0  0  0  0999 V2000
   -3.2227   -1.8249    1.1164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6738   -0.7310    0.8266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2815    0.5810    0.4804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3245    1.0907   -0.5765 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6740    0.4669   -1.7724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9919    0.6637   -0.0499 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0146    0.3162   -1.1525 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2820   -0.0973   -0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2652    0.8655   -0.3030 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4772    0.5071    0.2505 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7212   -0.8122    0.5575 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7794   -1.7872    0.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5592   -1.4079   -0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2584   -0.5019    0.7646 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3090    0.4715    0.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2509    1.2741    1.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3817    2.1899   -0.6948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0169    0.5636   -2.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5725    1.5059    0.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1887    1.1853   -1.8060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4388   -0.5253   -1.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0231    1.8838   -0.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1862    1.3078    0.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6576   -1.0993    0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9781   -2.8274    0.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8280   -2.1678   -0.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5344   -1.0909    1.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2 14  1  0
 14  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  6  4  1  0
 13  8  1  0
  5 18  1  0
  4 17  1  6
  3 15  1  0
  3 16  1  0
 14 27  1  0
  6 19  1  1
  7 20  1  0
  7 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
 13 26  1  0
M  END
Download

3D SDF for NP0325600 (5-benzyl-4,5-dihydro-3h-pyrrole-2,4-diol)


  Mrv1533004261516512D          

 14 15  0  0  0  0            999 V2000
    2.0367   -0.4741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7041   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9341   -3.2361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242   -2.5687    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5846   -1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4131   -0.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3715   -0.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5430    0.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0701    0.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8547    0.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0262   -0.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0325600

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1CC(=O)NC1CC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H13NO2/c13-10-7-11(14)12-9(10)6-8-4-2-1-3-5-8/h1-5,9-10,13H,6-7H2,(H,12,14)

> <INCHI_KEY>
AFEUCARVKFDANA-UHFFFAOYSA-N

> <FORMULA>
C11H13NO2

> <MOLECULAR_WEIGHT>
191.23

> <EXACT_MASS>
191.094628663

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
20.209435427788183

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-benzyl-4-hydroxypyrrolidin-2-one

> <ALOGPS_LOGP>
0.55

> <JCHEM_LOGP>
0.574295947

> <ALOGPS_LOGS>
-1.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.823906800877104

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.044771191129968

> <JCHEM_PKA_STRONGEST_BASIC>
-2.5760291524116017

> <JCHEM_POLAR_SURFACE_AREA>
49.33

> <JCHEM_REFRACTIVITY>
52.50320000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.25e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-benzyl-4-hydroxypyrrolidin-2-one

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0325600 (5-benzyl-4,5-dihydro-3h-pyrrole-2,4-diol)

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PDB for NP0325600 (5-benzyl-4,5-dihydro-3h-pyrrole-2,4-diol)
HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  O   UNK     0       3.802  -0.885   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       3.802  -2.425   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.048  -3.330   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.572  -4.795   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       5.477  -6.041   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       3.032  -4.795   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       2.556  -3.330   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.091  -2.854   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.771  -1.348   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.693  -0.872   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.014   0.634   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.131   1.665   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.595   1.189   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.916  -0.317   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

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3D PDB for NP0325600 (5-benzyl-4,5-dihydro-3h-pyrrole-2,4-diol)
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SMILES for NP0325600 (5-benzyl-4,5-dihydro-3h-pyrrole-2,4-diol)
OC1CC(=O)NC1CC1=CC=CC=C1
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INCHI for NP0325600 (5-benzyl-4,5-dihydro-3h-pyrrole-2,4-diol)
InChI=1S/C11H13NO2/c13-10-7-11(14)12-9(10)6-8-4-2-1-3-5-8/h1-5,9-10,13H,6-7H2,(H,12,14)
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View in JSmol
SynonymsNot Available
Chemical FormulaC11H13NO2
Average Mass191.2300 Da
Monoisotopic Mass191.09463 Da
IUPAC Name5-benzyl-4-hydroxypyrrolidin-2-one
Traditional Name5-benzyl-4-hydroxypyrrolidin-2-one
CAS Registry NumberNot Available
SMILES
OC1CC(=O)NC1CC1=CC=CC=C1
InChI Identifier
InChI=1S/C11H13NO2/c13-10-7-11(14)12-9(10)6-8-4-2-1-3-5-8/h1-5,9-10,13H,6-7H2,(H,12,14)
InChI KeyAFEUCARVKFDANA-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
KingdomOrganic compounds  
Super ClassBenzenoids  
ClassBenzene and substituted derivatives  
Sub ClassNot Available
Direct ParentBenzene and substituted derivatives  
Alternative Parents
Substituents
  • Monocyclic benzene moiety
    • 

  • Pyrrolidone
    • 

  • 2-pyrrolidone
    • 

  • Pyrrolidine
    • 

  • Carboxamide group
    • 

  • Lactam
    • 

  • Secondary carboxylic acid amide
    • 

  • Secondary alcohol
    • 

  • Carboxylic acid derivative
    • 

  • Azacycle
    • 

  • Organoheterocyclic compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic oxide
    • 

  • Alcohol
    • 

  • Organic oxygen compound
    • 

  • Carbonyl group
    • 

  • Hydrocarbon derivative
    • 

  • Organic nitrogen compound
    • 

  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.55ALOGPS
logP0.57ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)14.04ChemAxon
pKa (Strongest Basic)-2.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area49.33 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity52.5 m³·mol⁻¹ChemAxon
Polarizability20.21 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound338072  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]