NP-MRD: Showing NP-Card for (2e)-3-(3,5-dimethoxyphenyl)-1-(pyrrolidin-1-yl)prop-2-en-1-one (NP0215855)

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Record Information

Version

1.0

Created at

2022-09-05 15:36:50 UTC

Updated at

2022-09-05 15:36:50 UTC

NP-MRD ID

NP0215855

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e)-3-(3,5-dimethoxyphenyl)-1-(pyrrolidin-1-yl)prop-2-en-1-one

Description

807372-38-9 Belongs to the class of organic compounds known as cinnamic acids and derivatives. These are organic aromatic compounds containing a benzene and a carboxylic acid group (or a derivative thereof) forming 3-phenylprop-2-enoic acid. Based on a literature review very few articles have been published on 807372-38-9.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
   -3.5995   -3.0036   -0.5113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1139   -1.7145   -0.2220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3157   -0.6008   -0.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9518   -0.6649   -0.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1413    0.4676   -0.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2970    0.3181   -0.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1648    1.2750   -0.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6046    1.2063   -0.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1956    2.3408   -0.0415 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4162    0.0943   -0.4948 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1107   -1.2753   -0.7411 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4264   -1.9737   -0.9703 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4202   -1.1180   -0.2658 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8921    0.2847   -0.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8030    1.6382    0.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1797    1.7337    0.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7067    2.9871    0.6456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0668    3.2466    0.8068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9262    0.6033    0.2068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4078   -3.6991   -0.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7880   -2.9716   -1.2772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1622   -3.4000    0.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5087   -1.6361   -0.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6567   -0.6695   -0.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7006    2.2693    0.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6425   -1.6912    0.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4441   -1.4114   -1.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6279   -1.9178   -2.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4155   -3.0291   -0.6213 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4141   -1.2586   -0.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434   -1.2620    0.8222 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1812    0.6034   -1.5812 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2069    0.9695    0.2202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1954    2.5495    0.3560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6784    2.6378    0.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2697    4.3070    0.5615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4386    3.0625    1.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0070    0.7026    0.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  5 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 19  3  1  0
 14 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  6 24  1  0
  7 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 18 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  0
M  END


  Mrv1652309052217362D          

 19 20  0  0  0  0            999 V2000
   -4.2868    9.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    9.2411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    8.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    8.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    7.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    5.9411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.9411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.7036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7615    4.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    3.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    3.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0964    4.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    7.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    6.7661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    7.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    8.0036    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
  5 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  2  0  0  0  0
  3 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0215855

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(\C=C\C(=O)N2CCCC2)=CC(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H19NO3/c1-18-13-9-12(10-14(11-13)19-2)5-6-15(17)16-7-3-4-8-16/h5-6,9-11H,3-4,7-8H2,1-2H3/b6-5+

> <INCHI_KEY>
BRRDATYVUWMJSQ-AATRIKPKSA-N

> <FORMULA>
C15H19NO3

> <MOLECULAR_WEIGHT>
261.321

> <EXACT_MASS>
261.136493476

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
29.042879818636322

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-3-(3,5-dimethoxyphenyl)-1-(pyrrolidin-1-yl)prop-2-en-1-one

> <JCHEM_LOGP>
1.866950713000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.38470304524193744

> <JCHEM_POLAR_SURFACE_AREA>
38.769999999999996

> <JCHEM_REFRACTIVITY>
75.14290000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-3-(3,5-dimethoxyphenyl)-1-(pyrrolidin-1-yl)prop-2-en-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -8.002  18.020   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -6.668  17.250   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -6.668  15.710   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335  14.940   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.335  13.400   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001  12.630   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001  11.090   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667  10.320   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.334  11.090   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0      -2.667   8.780   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -1.421   7.875   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.897   6.410   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.437   6.410   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.913   7.875   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.668  12.630   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -8.002  13.400   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -9.336  12.630   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0     -10.669  13.400   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -8.002  14.940   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   19                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   15                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   10                                                       
CONECT   15    5   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16    3                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₉NO₃

Average Mass

261.3210 Da

Monoisotopic Mass

261.13649 Da

IUPAC Name

(2E)-3-(3,5-dimethoxyphenyl)-1-(pyrrolidin-1-yl)prop-2-en-1-one

Traditional Name

(2E)-3-(3,5-dimethoxyphenyl)-1-(pyrrolidin-1-yl)prop-2-en-1-one

CAS Registry Number

Not Available

SMILES

COC1=CC(\C=C\C(=O)N2CCCC2)=CC(OC)=C1

InChI Identifier

InChI=1S/C15H19NO3/c1-18-13-9-12(10-14(11-13)19-2)5-6-15(17)16-7-3-4-8-16/h5-6,9-11H,3-4,7-8H2,1-2H3/b6-5+

InChI Key

BRRDATYVUWMJSQ-AATRIKPKSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cinnamic acids and derivatives. These are organic aromatic compounds containing a benzene and a carboxylic acid group (or a derivative thereof) forming 3-phenylprop-2-enoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Not Available

Direct Parent

Cinnamic acids and derivatives

Alternative Parents

Substituents

Cinnamic acid or derivatives
Dimethoxybenzene
M-dimethoxybenzene
Anisole
N-acylpyrrolidine
Phenol ether
Styrene
Phenoxy compound
Methoxybenzene
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Pyrrolidine
Tertiary carboxylic acid amide
Carboxamide group
Ether
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.87	ChemAxon
pKa (Strongest Basic)	-0.38	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	38.77 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	75.14 m³·mol⁻¹	ChemAxon
Polarizability	29.04 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

34965557

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

124519056

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2e)-3-(3,5-dimethoxyphenyl)-1-(pyrrolidin-1-yl)prop-2-en-1-one (NP0215855)

MOL for NP0215855 ((2e)-3-(3,5-dimethoxyphenyl)-1-(pyrrolidin-1-yl)prop-2-en-1-one)

3D MOL for NP0215855 ((2e)-3-(3,5-dimethoxyphenyl)-1-(pyrrolidin-1-yl)prop-2-en-1-one)

3D SDF for NP0215855 ((2e)-3-(3,5-dimethoxyphenyl)-1-(pyrrolidin-1-yl)prop-2-en-1-one)

3D-SDF for NP0215855 ((2e)-3-(3,5-dimethoxyphenyl)-1-(pyrrolidin-1-yl)prop-2-en-1-one)

PDB for NP0215855 ((2e)-3-(3,5-dimethoxyphenyl)-1-(pyrrolidin-1-yl)prop-2-en-1-one)

3D PDB for NP0215855 ((2e)-3-(3,5-dimethoxyphenyl)-1-(pyrrolidin-1-yl)prop-2-en-1-one)

SMILES for NP0215855 ((2e)-3-(3,5-dimethoxyphenyl)-1-(pyrrolidin-1-yl)prop-2-en-1-one)

INCHI for NP0215855 ((2e)-3-(3,5-dimethoxyphenyl)-1-(pyrrolidin-1-yl)prop-2-en-1-one)

Structure for NP0215855 ((2e)-3-(3,5-dimethoxyphenyl)-1-(pyrrolidin-1-yl)prop-2-en-1-one)

3D Structure for NP0215855 ((2e)-3-(3,5-dimethoxyphenyl)-1-(pyrrolidin-1-yl)prop-2-en-1-one)