NP-MRD: Showing NP-Card for Nnal-N-oxide (NP0136268)

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Record Information

Version

2.0

Created at

2022-05-12 15:10:07 UTC

Updated at

2022-05-12 15:10:08 UTC

NP-MRD ID

NP0136268

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Nnal-N-oxide

Description

Nnal-N-oxide belongs to the class of organic compounds known as pyridinium derivatives. Pyridinium derivatives are compounds containing a pyridinium ring, which is the cationic form of pyridine. These are compounds containing a pyridine ring, which is a six-member aromatic heterocycle which consists of one nitrogen atom and five carbon atoms. Nnal-N-oxide is a strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 31 31  0  0  0  0  0  0  0  0999 V2000
    3.8113   -0.9231    0.1395 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0834   -0.2412    1.1712 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7242    1.1397    1.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6818    1.3065   -0.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4259    0.5252    0.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5500    0.7393   -0.8647 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8447    2.0982   -0.9750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8428    0.0233   -0.6140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1494   -1.1423   -1.2943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3732   -1.7568   -1.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2550   -1.2403   -0.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9324   -0.0956    0.5658 N   0  0  0  0  0  4  0  0  0  0  0  0
   -4.8444    0.3854    1.4753 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.7602    0.4912    0.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7253   -0.9288    2.3202 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6609   -2.1715    2.3912 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6721   -2.0290    0.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8962   -0.6537    0.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4882   -0.5146   -0.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5962    1.7954    0.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2544    1.5220    1.9610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0772    0.9232   -1.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4579    2.3884   -0.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0116    0.8699    1.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6793   -0.5511    0.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1411    0.4180   -1.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6661    2.2078   -1.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4830   -1.5717   -2.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6587   -2.6722   -1.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1924   -1.7445    0.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5296    1.4031    0.8293 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
  6  8  1  0
  8 14  2  0
 14 12  1  0
 12 13  1  0
 12 11  2  0
 11 10  1  0
 10  9  2  0
  2 15  1  0
 15 16  2  0
  9  8  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  6
  7 27  1  0
 14 31  1  0
 11 30  1  0
 10 29  1  0
  9 28  1  0
M  CHG  2  12   1  13  -1
M  END


  Mrv1652304062013082D          

 16 16  0  0  0  0            999 V2000
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  2  0  0  0  0
  5  3  1  0  0  0  0
  6  3  1  0  0  0  0
  7  2  1  0  0  0  0
  9  4  1  0  0  0  0
  9  8  2  0  0  0  0
 10  5  1  0  0  0  0
 10  9  1  0  0  0  0
 12  1  1  0  0  0  0
 12  6  1  0  0  0  0
 12 11  1  0  0  0  0
 13  7  2  0  0  0  0
 13  8  1  0  0  0  0
 14 10  1  0  0  0  0
 15 11  2  0  0  0  0
 16 13  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0136268

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN(CCCC(O)C1=CN(=O)=CC=C1)N=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H15N3O3/c1-12(11-15)6-3-5-10(14)9-4-2-7-13(16)8-9/h2,4,7-8,10,14H,3,5-6H2,1H3

> <INCHI_KEY>
DKBKTKUNVONEGX-UHFFFAOYSA-N

> <FORMULA>
C10H15N3O3

> <MOLECULAR_WEIGHT>
225.2444

> <EXACT_MASS>
225.111341361

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
23.08838874436889

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{1-hydroxy-4-[methyl(nitroso)amino]butyl}-1lambda5-pyridin-1-one

> <ALOGPS_LOGP>
-0.33

> <JCHEM_LOGP>
-0.7677549470000002

> <ALOGPS_LOGS>
-2.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.047057883159045

> <JCHEM_PKA_STRONGEST_BASIC>
3.412130016123283

> <JCHEM_POLAR_SURFACE_AREA>
78.36

> <JCHEM_REFRACTIVITY>
61.6682

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.18e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{1-hydroxy-4-[methyl(nitroso)amino]butyl}-1lambda5-pyridin-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       9.336  -2.310   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       8.002  -1.540   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0      -1.334  -2.310   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      10.669  -1.540   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -2.667  -1.540   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2    4    7                                                       
CONECT    3    5    6                                                       
CONECT    4    2    9                                                       
CONECT    5    3   10                                                       
CONECT    6    3   12                                                       
CONECT    7    2   13                                                       
CONECT    8    9   13                                                       
CONECT    9    4    8   10                                                  
CONECT   10    5    9   14                                                  
CONECT   11   12   15                                                       
CONECT   12    1    6   11                                                  
CONECT   13    7    8   16                                                  
CONECT   14   10                                                            
CONECT   15   11                                                            
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

View in JSmol

Synonyms

Value	Source
4-(Methylnitrosamino)-1-(3-pyridyl-N-oxide)-1-butanol	HMDB
3-(4-(Methylnitrosoamino)-1-hydroxybutyl)pyridine N-oxide	HMDB
NNAL-N-oxide	KEGG

Chemical Formula

C₁₀H₁₅N₃O₃

Average Mass

225.2444 Da

Monoisotopic Mass

225.11134 Da

IUPAC Name

3-{1-hydroxy-4-[methyl(nitroso)amino]butyl}-1lambda5-pyridin-1-one

Traditional Name

3-{1-hydroxy-4-[methyl(nitroso)amino]butyl}-1lambda5-pyridin-1-one

CAS Registry Number

Not Available

SMILES

CN(CCCC(O)C1=CN(=O)=CC=C1)N=O

InChI Identifier

InChI=1S/C10H15N3O3/c1-12(11-15)6-3-5-10(14)9-4-2-7-13(16)8-9/h2,4,7-8,10,14H,3,5-6H2,1H3

InChI Key

DKBKTKUNVONEGX-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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 pyridinium derivatives. Pyridinium derivatives are compounds containing a pyridinium ring, which is the cationic form of pyridine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Pyridinium derivatives

Direct Parent

Pyridinium derivatives

Alternative Parents

Substituents

Pyridinium
Heteroaromatic compound
Secondary alcohol
Organic n-nitroso compound
Azacycle
Organic nitroso compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Alcohol
Aromatic alcohol
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyridinium ion (CHEBI:82589 )

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	-0.33	ALOGPS
logP	-0.77	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	14.05	ChemAxon
pKa (Strongest Basic)	3.41	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	78.36 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	61.67 m³·mol⁻¹	ChemAxon
Polarizability	23.09 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0041953

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

132320

KEGG Compound ID

C19603

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

150097

PDB ID

Not Available

ChEBI ID

82589

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Nnal-N-oxide (NP0136268)

MOL for NP0136268 (Nnal-N-oxide)

3D MOL for NP0136268 (Nnal-N-oxide)

3D SDF for NP0136268 (Nnal-N-oxide)

3D-SDF for NP0136268 (Nnal-N-oxide)

PDB for NP0136268 (Nnal-N-oxide)

3D PDB for NP0136268 (Nnal-N-oxide)

SMILES for NP0136268 (Nnal-N-oxide)

INCHI for NP0136268 (Nnal-N-oxide)

Structure for NP0136268 (Nnal-N-oxide)

3D Structure for NP0136268 (Nnal-N-oxide)