NP-MRD: Showing NP-Card for 10-methyl-10-(pyrrolidin-2-yl)oxecan-2-one (NP0216287)

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Record Information

Version

2.0

Created at

2022-09-05 16:10:58 UTC

Updated at

2022-09-05 16:10:58 UTC

NP-MRD ID

NP0216287

Secondary Accession Numbers

None

Natural Product Identification

Common Name

10-methyl-10-(pyrrolidin-2-yl)oxecan-2-one

Description

10-Methyl-10-(pyrrolidin-2-yl)oxecan-2-one belongs to the class of organic compounds known as pyrrolidines. Pyrrolidines are compounds containing a pyrrolidine ring, which is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms. 10-methyl-10-(pyrrolidin-2-yl)oxecan-2-one is found in Carica papaya. 10-Methyl-10-(pyrrolidin-2-yl)oxecan-2-one is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 43  0  0  0  0  0  0  0  0999 V2000
    0.8524   -0.6032   -1.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6758    0.1041   -0.3456 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0914    0.3373    0.2129 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8221   -0.9460    0.4331 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2811   -0.5007    0.2669 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1865    0.5819   -0.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8396    1.1078   -0.7262 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1214    1.4673   -0.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3565    1.5949   -0.6407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0347    1.5182    0.6792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4885    1.1314    0.5958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7182   -0.1626   -0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0598   -1.2797    0.6363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9385   -1.9384   -0.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6412   -1.8211    0.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2407   -2.9027    1.1162 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0102   -0.6386    0.6071 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3397   -0.1100   -2.5085 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4591   -1.6461   -1.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9217   -0.7592   -1.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9672    0.8783    1.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6066   -1.7362   -0.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6330   -1.2600    1.4918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6617   -0.0382    1.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9275   -1.3171   -0.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8755    1.4377   -0.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3681    0.2110   -1.8028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4301    1.1801   -1.6723 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4980    2.2156    0.1638 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5267    1.8620   -1.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7673    0.9273   -1.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5619    2.6317   -1.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5658    0.8665    1.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0255    2.5467    1.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0549    1.9802    0.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8353    0.9778    1.6510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8299   -0.3564   -0.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4822   -0.1487   -1.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7800   -2.0685    0.9606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6126   -0.8946    1.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2180   -2.9915   -0.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8840   -1.4383   -1.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  8  1  0
  8  9  1  0
  9 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  2  0
 15 17  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
 17  2  1  0
  7  3  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
  3 21  1  1
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
M  END


  Mrv1533004201502402D          

 17 18  0  0  0  0            999 V2000
    0.5455   -0.1986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2669   -0.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0794   -0.1986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6097    0.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3275    1.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5151    1.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2329    2.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5796    2.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1099    1.6385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8277    0.8632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3580    0.2312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0152    0.7199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2669   -0.8803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4005   -1.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1456   -2.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6794   -2.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9344   -1.3652    0.0000 N   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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  2 12  1  0  0  0  0
  2 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0216287

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(CCCCCCCC(=O)O1)C1CCCN1

> <INCHI_IDENTIFIER>
InChI=1S/C14H25NO2/c1-14(12-8-7-11-15-12)10-6-4-2-3-5-9-13(16)17-14/h12,15H,2-11H2,1H3

> <INCHI_KEY>
HXFUVYFNBRBBPM-UHFFFAOYSA-N

> <FORMULA>
C14H25NO2

> <MOLECULAR_WEIGHT>
239.359

> <EXACT_MASS>
239.188529049

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
27.834189664024848

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-methyl-10-(pyrrolidin-2-yl)oxecan-2-one

> <ALOGPS_LOGP>
2.74

> <JCHEM_LOGP>
2.8138994906666657

> <ALOGPS_LOGS>
-3.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
10.59404086783142

> <JCHEM_POLAR_SURFACE_AREA>
38.33

> <JCHEM_REFRACTIVITY>
67.5571

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.38e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-methyl-10-(pyrrolidin-2-yl)oxecan-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0       1.018  -0.371   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.498  -0.103   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.015  -0.371   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.005   0.809   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.478   2.256   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.961   2.524   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.435   3.971   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.082   4.238   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.072   3.058   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.545   1.611   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.535   0.432   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.028   1.344   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.498  -1.643   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.748  -2.548   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.272  -4.013   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.268  -4.013   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      -1.744  -2.548   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   12   13                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    2                                                       
CONECT   13    2   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   13                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₂₅NO₂

Average Mass

239.3590 Da

Monoisotopic Mass

239.18853 Da

IUPAC Name

10-methyl-10-(pyrrolidin-2-yl)oxecan-2-one

Traditional Name

10-methyl-10-(pyrrolidin-2-yl)oxecan-2-one

CAS Registry Number

Not Available

SMILES

CC1(CCCCCCCC(=O)O1)C1CCCN1

InChI Identifier

InChI=1S/C14H25NO2/c1-14(12-8-7-11-15-12)10-6-4-2-3-5-9-13(16)17-14/h12,15H,2-11H2,1H3

InChI Key

HXFUVYFNBRBBPM-UHFFFAOYSA-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
Carica papaya	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrrolidines. Pyrrolidines are compounds containing a pyrrolidine ring, which is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolidines

Sub Class

Not Available

Direct Parent

Pyrrolidines

Alternative Parents

Substituents

Pyrrolidine
Amino acid or derivatives
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Secondary aliphatic amine
Oxacycle
Azacycle
Secondary amine
Monocarboxylic acid or derivatives
Amine
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
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	2.74	ALOGPS
logP	2.81	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Basic)	10.59	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.33 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	67.56 m³·mol⁻¹	ChemAxon
Polarizability	27.83 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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 10-methyl-10-(pyrrolidin-2-yl)oxecan-2-one (NP0216287)

MOL for NP0216287 (10-methyl-10-(pyrrolidin-2-yl)oxecan-2-one)

3D MOL for NP0216287 (10-methyl-10-(pyrrolidin-2-yl)oxecan-2-one)

3D SDF for NP0216287 (10-methyl-10-(pyrrolidin-2-yl)oxecan-2-one)

3D-SDF for NP0216287 (10-methyl-10-(pyrrolidin-2-yl)oxecan-2-one)

PDB for NP0216287 (10-methyl-10-(pyrrolidin-2-yl)oxecan-2-one)

3D PDB for NP0216287 (10-methyl-10-(pyrrolidin-2-yl)oxecan-2-one)

SMILES for NP0216287 (10-methyl-10-(pyrrolidin-2-yl)oxecan-2-one)

INCHI for NP0216287 (10-methyl-10-(pyrrolidin-2-yl)oxecan-2-one)

Structure for NP0216287 (10-methyl-10-(pyrrolidin-2-yl)oxecan-2-one)

3D Structure for NP0216287 (10-methyl-10-(pyrrolidin-2-yl)oxecan-2-one)