NP-MRD: Showing NP-Card for 1,3-bis[(2r)-1-methylpyrrolidin-2-yl]propan-2-one (NP0264324)

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Record Information

Version

2.0

Created at

2022-09-08 07:48:32 UTC

Updated at

2022-09-08 07:48:33 UTC

NP-MRD ID

NP0264324

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,3-bis[(2r)-1-methylpyrrolidin-2-yl]propan-2-one

Description

1,3-Bis(1-methyl-2beta-pyrrolidinyl)-2-propanone belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus. 1,3-bis[(2r)-1-methylpyrrolidin-2-yl]propan-2-one is found in Anisodus tanguticus, Brugmansia arborea, Brugmansia suaveolens, Physalis minima, Solandra grandiflora and Solanum sisymbriifolium. Based on a literature review very few articles have been published on 1,3-Bis(1-methyl-2beta-pyrrolidinyl)-2-propanone.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 40 41  0  0  0  0  0  0  0  0999 V2000
    3.3563   -0.1481    2.1715 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9042    0.3720    0.8970 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9781    0.8334    0.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6534    0.5516   -1.3515 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5173   -0.4344   -1.2844 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1274   -0.5712    0.1530 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6389   -0.3638    0.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1950    0.9682   -0.0947 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9342    1.8099   -0.5537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2444    1.3227    0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0780    0.2123    0.6072 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5138    0.7336    0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8984    0.7601   -0.7828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0961   -0.3585   -1.3886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2324   -0.8649   -0.3571 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7408   -2.0680    0.2372 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7653   -1.1615    2.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4452   -0.1720    2.8313 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1095    0.5545    2.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9315    0.3425    0.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0625    1.9441    0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3372    1.4694   -1.8533 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5268    0.1533   -1.9073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6358   -0.0592   -1.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8438   -1.3761   -1.7368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3388   -1.6260    0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1288   -1.1198   -0.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3531   -0.5360    1.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3670    2.2777    0.5736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6080    1.4908   -1.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7658   -0.1248    1.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5318    1.7407    1.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1851    0.0207    1.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9996    0.5902   -0.9004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6228    1.7376   -1.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8130   -1.1382   -1.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4992    0.0077   -2.2683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9812   -2.8789    0.0888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6404   -2.3709   -0.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9656   -1.9217    1.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  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
 14 15  1  0
 15 16  1  0
  6  2  1  0
 15 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  1
  7 27  1  0
  7 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  1
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
M  END


  Mrv1652309082209482D          

 16 17  0  0  1  0            999 V2000
    3.5949   -0.7864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5949   -1.6114    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2623   -2.0963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0074   -2.8809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1824   -2.8809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9275   -2.0963    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1428   -1.8413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9713   -1.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5844   -0.4823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1867   -0.7794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0152    0.0275    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2615    0.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3477    1.1836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1547    1.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5672    0.6406    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3877    0.5544    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  1  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0264324

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1CCC[C@@H]1CC(=O)C[C@H]1CCCN1C

> <INCHI_IDENTIFIER>
InChI=1S/C13H24N2O/c1-14-7-3-5-11(14)9-13(16)10-12-6-4-8-15(12)2/h11-12H,3-10H2,1-2H3/t11-,12-/m1/s1

> <INCHI_KEY>
ZEBIACKKLGVLFZ-VXGBXAGGSA-N

> <FORMULA>
C13H24N2O

> <MOLECULAR_WEIGHT>
224.348

> <EXACT_MASS>
224.188863401

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
25.931182021343567

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,3-bis[(2R)-1-methylpyrrolidin-2-yl]propan-2-one

> <JCHEM_LOGP>
1.2944313309999997

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.665844592918024

> <JCHEM_PKA_STRONGEST_BASIC>
9.130722930961912

> <JCHEM_POLAR_SURFACE_AREA>
23.550000000000004

> <JCHEM_REFRACTIVITY>
66.87400000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
1,3-bis[(2R)-1-methylpyrrolidin-2-yl]propan-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       6.710  -1.468   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       6.710  -3.008   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       7.956  -3.913   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.480  -5.378   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.940  -5.378   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.465  -3.913   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.000  -3.437   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.680  -1.931   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.824  -0.900   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.215  -1.455   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.895   0.051   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.488   0.678   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.649   2.209   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.155   2.530   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       2.925   1.196   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       4.457   1.035   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    2    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   11   16                                                  
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

View in JSmol

Synonyms

Value	Source
1,3-Bis(1-methyl-2b-pyrrolidinyl)-2-propanone	Generator
1,3-Bis(1-methyl-2β-pyrrolidinyl)-2-propanone	Generator

Chemical Formula

C₁₃H₂₄N₂O

Average Mass

224.3480 Da

Monoisotopic Mass

224.18886 Da

IUPAC Name

1,3-bis[(2R)-1-methylpyrrolidin-2-yl]propan-2-one

Traditional Name

1,3-bis[(2R)-1-methylpyrrolidin-2-yl]propan-2-one

CAS Registry Number

Not Available

SMILES

CN1CCC[C@@H]1CC(=O)C[C@H]1CCCN1C

InChI Identifier

InChI=1S/C13H24N2O/c1-14-7-3-5-11(14)9-13(16)10-12-6-4-8-15(12)2/h11-12H,3-10H2,1-2H3/t11-,12-/m1/s1

InChI Key

ZEBIACKKLGVLFZ-VXGBXAGGSA-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

Species Name	Source	Reference
Anisodus tanguticus	LOTUS Database	35616633
Brugmansia arborea	LOTUS Database	35616633
Brugmansia suaveolens	LOTUS Database	35616633
Physalis minima	LOTUS Database	35616633
Solandra grandiflora	LOTUS Database	35616633
Solanum sisymbriifolium	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Not Available

Sub Class

Not Available

Direct Parent

Alkaloids and derivatives

Alternative Parents

Substituents

Alkaloid or derivatives
Beta-aminoketone
N-alkylpyrrolidine
Pyrrolidine
Ketone
Tertiary amine
Tertiary aliphatic amine
Organoheterocyclic compound
Azacycle
Organic oxide
Organic nitrogen compound
Amine
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic 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	1.29	ChemAxon
pKa (Strongest Acidic)	17.67	ChemAxon
pKa (Strongest Basic)	9.13	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	23.55 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	66.87 m³·mol⁻¹	ChemAxon
Polarizability	25.93 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

9991617

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11816962

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1,3-bis[(2r)-1-methylpyrrolidin-2-yl]propan-2-one (NP0264324)

MOL for NP0264324 (1,3-bis[(2r)-1-methylpyrrolidin-2-yl]propan-2-one)

3D MOL for NP0264324 (1,3-bis[(2r)-1-methylpyrrolidin-2-yl]propan-2-one)

3D SDF for NP0264324 (1,3-bis[(2r)-1-methylpyrrolidin-2-yl]propan-2-one)

3D-SDF for NP0264324 (1,3-bis[(2r)-1-methylpyrrolidin-2-yl]propan-2-one)

PDB for NP0264324 (1,3-bis[(2r)-1-methylpyrrolidin-2-yl]propan-2-one)

3D PDB for NP0264324 (1,3-bis[(2r)-1-methylpyrrolidin-2-yl]propan-2-one)

SMILES for NP0264324 (1,3-bis[(2r)-1-methylpyrrolidin-2-yl]propan-2-one)

INCHI for NP0264324 (1,3-bis[(2r)-1-methylpyrrolidin-2-yl]propan-2-one)

Structure for NP0264324 (1,3-bis[(2r)-1-methylpyrrolidin-2-yl]propan-2-one)

3D Structure for NP0264324 (1,3-bis[(2r)-1-methylpyrrolidin-2-yl]propan-2-one)