NP-MRD: Showing NP-Card for nupharamine (NP0276602)

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Record Information

Version

2.0

Created at

2022-09-09 00:49:17 UTC

Updated at

2022-09-09 00:49:17 UTC

NP-MRD ID

NP0276602

Secondary Accession Numbers

None

Natural Product Identification

Common Name

nupharamine

Description

Nupharamine 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. Based on a literature review very few articles have been published on Nupharamine.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 43 44  0  0  0  0  0  0  0  0999 V2000
   -0.1105   -3.0718    0.7177 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7688   -1.8576    0.6512 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6069   -1.6812    1.9001 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6403   -0.6117    1.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9971    0.6303    1.0185 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0298    1.4348    0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3803    1.2820    0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8695    2.2974   -0.5736 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8456    3.0260   -0.9688 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7243    2.5389   -0.4664 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9049    0.4287    0.0888 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0286   -0.5745    0.5007 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1711   -0.7171   -0.4343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9160    0.5918   -0.5263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1091    0.4841   -1.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7760    1.8419   -1.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0987   -0.5243   -0.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7065    0.1038   -2.7209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9658   -2.9633    1.3877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5236   -3.9223    1.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4559   -3.3161   -0.3114 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4553   -1.9286   -0.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1565   -2.5790    2.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9543   -1.2879    2.6865 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2186   -1.0661    0.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2816   -0.3608    2.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6248    1.2650    1.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9331    0.4976    0.7277 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9140    2.4624   -0.8315 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7282    2.9579   -0.6399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5152    1.3631   -0.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3734   -0.3081    1.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7925   -0.9568   -1.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8557   -1.5532   -0.1861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2474    1.3560   -1.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2674    0.9245    0.4637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1295    2.4983   -2.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8144    1.7974   -1.8609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7439    2.2314   -0.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2349   -1.3975   -1.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0984   -0.0407   -0.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7719   -0.8843    0.1171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4050   -0.4102   -3.2138 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 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
  5  6  1  0
  6 10  2  0
 10  9  1  0
  9  8  1  0
  8  7  2  0
 12  2  1  0
  7  6  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  6
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  1
 11 31  1  0
 12 32  1  1
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 10 30  1  0
  8 29  1  0
  7 28  1  0
M  END


  Mrv1652309092202492D          

 18 19  0  0  1  0            999 V2000
    0.7145    6.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.9411    0.0000 C   0  0  2  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
    1.4289    4.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.2911    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    3.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819    2.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    2.1965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.1965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470    2.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.7036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    5.5286    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    5.9411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    7.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    6.4641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  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  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  2  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
  2 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0276602

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1CC[C@H](N[C@H]1CCC(C)(C)O)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H25NO2/c1-11-4-5-14(12-7-9-18-10-12)16-13(11)6-8-15(2,3)17/h7,9-11,13-14,16-17H,4-6,8H2,1-3H3/t11-,13+,14+/m1/s1

> <INCHI_KEY>
BHBDCRJVCZOPFM-XBFCOCLRSA-N

> <FORMULA>
C15H25NO2

> <MOLECULAR_WEIGHT>
251.37

> <EXACT_MASS>
251.188529049

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
29.739588448913683

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(2S,3R,6S)-6-(furan-3-yl)-3-methylpiperidin-2-yl]-2-methylbutan-2-ol

> <JCHEM_LOGP>
2.591085354999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.393775164029268

> <JCHEM_PKA_STRONGEST_BASIC>
8.838939425450251

> <JCHEM_POLAR_SURFACE_AREA>
45.400000000000006

> <JCHEM_REFRACTIVITY>
72.63270000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4-[(2S,3R,6S)-6-(furan-3-yl)-3-methylpiperidin-2-yl]-2-methylbutan-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       1.334  12.630   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  11.090   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  10.320   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   8.780   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   8.010   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   6.470   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.580   5.565   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.104   4.100   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.564   4.100   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.088   5.565   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       0.000   8.780   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -0.000  10.320   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334  11.090   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334  12.630   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667  13.400   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.001  14.170   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.897  14.734   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.437  12.066   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    6                                                       
CONECT   11    5   12                                                       
CONECT   12   11    2   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₅NO₂

Average Mass

251.3700 Da

Monoisotopic Mass

251.18853 Da

IUPAC Name

4-[(2S,3R,6S)-6-(furan-3-yl)-3-methylpiperidin-2-yl]-2-methylbutan-2-ol

Traditional Name

4-[(2S,3R,6S)-6-(furan-3-yl)-3-methylpiperidin-2-yl]-2-methylbutan-2-ol

CAS Registry Number

Not Available

SMILES

C[C@@H]1CC[C@H](N[C@H]1CCC(C)(C)O)C1=COC=C1

InChI Identifier

InChI=1S/C15H25NO2/c1-11-4-5-14(12-7-9-18-10-12)16-13(11)6-8-15(2,3)17/h7,9-11,13-14,16-17H,4-6,8H2,1-3H3/t11-,13+,14+/m1/s1

InChI Key

BHBDCRJVCZOPFM-XBFCOCLRSA-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 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
Aralkylamine
Piperidine
Furan
Tertiary alcohol
Heteroaromatic compound
Secondary aliphatic amine
Secondary amine
Organoheterocyclic compound
Oxacycle
Azacycle
Amine
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Alcohol
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

citraconoyl group (CHEBI:81107 )

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	2.59	ChemAxon
pKa (Strongest Acidic)	15.39	ChemAxon
pKa (Strongest Basic)	8.84	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	45.4 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	72.63 m³·mol⁻¹	ChemAxon
Polarizability	29.74 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	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

9087243

KEGG Compound ID

C17464

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Nupharamine

METLIN ID

Not Available

PubChem Compound

10911986

PDB ID

Not Available

ChEBI ID

81107

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for nupharamine (NP0276602)

MOL for NP0276602 (nupharamine)

3D MOL for NP0276602 (nupharamine)

3D SDF for NP0276602 (nupharamine)

3D-SDF for NP0276602 (nupharamine)

PDB for NP0276602 (nupharamine)

3D PDB for NP0276602 (nupharamine)

SMILES for NP0276602 (nupharamine)

INCHI for NP0276602 (nupharamine)

Structure for NP0276602 (nupharamine)

3D Structure for NP0276602 (nupharamine)