NP-MRD: Showing NP-Card for n-(2-hydroxy-1,3-dimethoxy-1,3-dioxopropan-2-yl)benzenecarbohydrazonic acid (NP0272970)

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Record Information

Version

2.0

Created at

2022-09-08 19:49:43 UTC

Updated at

2022-09-08 19:49:44 UTC

NP-MRD ID

NP0272970

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-(2-hydroxy-1,3-dimethoxy-1,3-dioxopropan-2-yl)benzenecarbohydrazonic acid

Description

Propanedioic acid, (benzoylhydrazino)hydroxy-, dimethyl ester belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. Based on a literature review very few articles have been published on Propanedioic acid, (benzoylhydrazino)hydroxy-, dimethyl ester.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 34 34  0  0  0  0  0  0  0  0999 V2000
   -5.4069   -1.9695    0.2675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0619   -1.7675    0.6568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2248   -0.8671    0.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6352   -0.1801   -0.9272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8366   -0.7322    0.5151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5822   -1.5825    1.5846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8696   -1.0852   -0.5152 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4786   -0.9960   -0.1730 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2066   -0.0995   -0.7300 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7159    0.7986   -1.6683 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6148   -0.0316   -0.3506 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4515    0.9298   -0.9305 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7766    0.9962   -0.5756 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3002    0.1182    0.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4754   -0.8359    0.9327 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1601   -0.8950    0.5743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5118    0.6512    0.9244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0864    0.8459    2.0861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6503    1.7491    0.0965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3555    3.0659    0.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5248   -2.0236   -0.8373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7859   -2.9136    0.7081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0244   -1.1410    0.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7668   -2.1101    1.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2212   -1.3797   -1.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9785    0.6863   -2.6576 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0715    1.6348   -1.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4703    1.7216   -0.9937 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3365    0.1306    0.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8810   -1.5178    1.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4700   -1.6306    1.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3897    3.2676    1.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3452    3.4062    0.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1081    3.7566   -0.0304 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
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  5 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 16 11  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  6 24  1  0
  7 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 20 32  1  0
 20 33  1  0
 20 34  1  0
M  END


  Mrv1652309082221492D          

 20 20  0  0  0  0            999 V2000
    3.5724    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    4.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 N   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    2.4750    0.0000 O   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
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    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
    2.5559    2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.2836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    2.9980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    2.2836    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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  4  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
  5 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0272970

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C(O)(NN=C(O)C1=CC=CC=C1)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C12H14N2O6/c1-19-10(16)12(18,11(17)20-2)14-13-9(15)8-6-4-3-5-7-8/h3-7,14,18H,1-2H3,(H,13,15)

> <INCHI_KEY>
KNNORFYHOZANOR-UHFFFAOYSA-N

> <FORMULA>
C12H14N2O6

> <MOLECULAR_WEIGHT>
282.252

> <EXACT_MASS>
282.085186179

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
26.938644487006506

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(2-hydroxy-1,3-dimethoxy-1,3-dioxopropan-2-yl)benzenecarbohydrazonic acid

> <JCHEM_LOGP>
1.2972852376666664

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.639790029087049

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.813934246218829

> <JCHEM_PKA_STRONGEST_BASIC>
1.8292888674487153

> <JCHEM_POLAR_SURFACE_AREA>
117.45

> <JCHEM_REFRACTIVITY>
77.61500000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
N-(2-hydroxy-1,3-dimethoxy-1,3-dioxopropan-2-yl)benzenecarbohydrazonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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       6.668  10.010   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.335   9.240   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.335   7.700   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.668   6.930   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.231   8.264   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       2.667   6.160   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       2.667   4.620   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.771   5.596   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.001   4.263   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       6.311   5.596   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       7.081   4.263   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7   17                                             
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17    5   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

View in JSmol

Synonyms

Value	Source
Propanedioate, (benzoylhydrazino)hydroxy-, dimethyl ester	Generator

Chemical Formula

C₁₂H₁₄N₂O₆

Average Mass

282.2520 Da

Monoisotopic Mass

282.08519 Da

IUPAC Name

N-(2-hydroxy-1,3-dimethoxy-1,3-dioxopropan-2-yl)benzenecarbohydrazonic acid

Traditional Name

N-(2-hydroxy-1,3-dimethoxy-1,3-dioxopropan-2-yl)benzenecarbohydrazonic acid

CAS Registry Number

Not Available

SMILES

COC(=O)C(O)(NN=C(O)C1=CC=CC=C1)C(=O)OC

InChI Identifier

InChI=1S/C12H14N2O6/c1-19-10(16)12(18,11(17)20-2)14-13-9(15)8-6-4-3-5-7-8/h3-7,14,18H,1-2H3,(H,13,15)

InChI Key

KNNORFYHOZANOR-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Benzoic acid or derivatives
Benzoyl
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Methyl ester
Carboxylic acid hydrazide
Carboxylic acid ester
Alkanolamine
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	1.3	ChemAxon
pKa (Strongest Acidic)	7.81	ChemAxon
pKa (Strongest Basic)	1.83	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	117.45 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	77.62 m³·mol⁻¹	ChemAxon
Polarizability	26.94 Å³	ChemAxon
Number of Rings	1	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

476945

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

548003

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-(2-hydroxy-1,3-dimethoxy-1,3-dioxopropan-2-yl)benzenecarbohydrazonic acid (NP0272970)

MOL for NP0272970 (n-(2-hydroxy-1,3-dimethoxy-1,3-dioxopropan-2-yl)benzenecarbohydrazonic acid)

3D MOL for NP0272970 (n-(2-hydroxy-1,3-dimethoxy-1,3-dioxopropan-2-yl)benzenecarbohydrazonic acid)

3D SDF for NP0272970 (n-(2-hydroxy-1,3-dimethoxy-1,3-dioxopropan-2-yl)benzenecarbohydrazonic acid)

3D-SDF for NP0272970 (n-(2-hydroxy-1,3-dimethoxy-1,3-dioxopropan-2-yl)benzenecarbohydrazonic acid)

PDB for NP0272970 (n-(2-hydroxy-1,3-dimethoxy-1,3-dioxopropan-2-yl)benzenecarbohydrazonic acid)

3D PDB for NP0272970 (n-(2-hydroxy-1,3-dimethoxy-1,3-dioxopropan-2-yl)benzenecarbohydrazonic acid)

SMILES for NP0272970 (n-(2-hydroxy-1,3-dimethoxy-1,3-dioxopropan-2-yl)benzenecarbohydrazonic acid)

INCHI for NP0272970 (n-(2-hydroxy-1,3-dimethoxy-1,3-dioxopropan-2-yl)benzenecarbohydrazonic acid)

Structure for NP0272970 (n-(2-hydroxy-1,3-dimethoxy-1,3-dioxopropan-2-yl)benzenecarbohydrazonic acid)

3D Structure for NP0272970 (n-(2-hydroxy-1,3-dimethoxy-1,3-dioxopropan-2-yl)benzenecarbohydrazonic acid)