NP-MRD: Showing NP-Card for phenyl 3-amino-5-nitrobenzoate (NP0277240)

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Record Information

Version

2.0

Created at

2022-09-09 01:47:49 UTC

Updated at

2022-09-09 01:47:49 UTC

NP-MRD ID

NP0277240

Secondary Accession Numbers

None

Natural Product Identification

Common Name

phenyl 3-amino-5-nitrobenzoate

Description

55076-34-1 Belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone). Based on a literature review very few articles have been published on 55076-34-1.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 29 30  0  0  0  0  0  0  0  0999 V2000
   -3.9833    2.5733   -0.5035 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2589    1.3896   -0.2473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8664    1.4359   -0.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1410    0.2928   -0.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3234    0.3663   -0.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8921    1.4323   -0.6257 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1290   -0.7388   -0.0594 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4990   -0.6026   -0.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2374   -0.2188    0.8953 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5999   -0.0665    0.8033 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2420   -0.2890   -0.3754 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5069   -0.6704   -1.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1501   -0.8268   -1.4073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7850   -0.8505    0.2283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1666   -0.9293    0.3717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8095   -2.1370    0.7552 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.1815   -3.1762    0.9808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1756   -2.1407    0.8770 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.8883    0.2194    0.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4749    3.1145    0.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0436    2.9437   -1.4794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4095    2.3714   -0.6763 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7265   -0.0423    1.8311 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1720    0.2337    1.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3140   -0.1603   -0.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0313   -0.8417   -2.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5482   -1.1272   -2.2660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2088   -1.7308    0.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9788    0.1764    0.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4 14  2  0
 14 15  1  0
 15 19  2  0
 15 16  1  0
 16 18  1  0
 16 17  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 19  2  1  0
 13  8  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
 14 28  1  0
 19 29  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
M  CHG  2  16   1  18  -1
M  END


  Mrv1652309092203472D          

 19 20  0  0  0  0            999 V2000
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   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
    2.8579   -4.1250    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
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
  4 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 15 19  2  0  0  0  0
  2 19  1  0  0  0  0
M  CHG  2  16   1  18  -1
M  END
> <DATABASE_ID>
NP0277240

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC1=CC(=CC(=C1)[N+]([O-])=O)C(=O)OC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H10N2O4/c14-10-6-9(7-11(8-10)15(17)18)13(16)19-12-4-2-1-3-5-12/h1-8H,14H2

> <INCHI_KEY>
YBONOUQESZJOOF-UHFFFAOYSA-N

> <FORMULA>
C13H10N2O4

> <MOLECULAR_WEIGHT>
258.233

> <EXACT_MASS>
258.06405681

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
25.119593121588487

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
phenyl 3-amino-5-nitrobenzoate

> <JCHEM_LOGP>
2.7457394639999997

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.51470405595412

> <JCHEM_PKA_STRONGEST_BASIC>
0.29134109027944877

> <JCHEM_POLAR_SURFACE_AREA>
95.46000000000001

> <JCHEM_REFRACTIVITY>
68.88180000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
phenyl 3-amino-5-nitrobenzoate

> <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  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       6.668  -6.930   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       0.000  -7.700   0.000  0.00  0.00           N+1
HETATM   17  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O-1
HETATM   19  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   14                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14    4   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   15    2                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₁₀N₂O₄

Average Mass

258.2330 Da

Monoisotopic Mass

258.06406 Da

IUPAC Name

phenyl 3-amino-5-nitrobenzoate

Traditional Name

phenyl 3-amino-5-nitrobenzoate

CAS Registry Number

Not Available

SMILES

NC1=CC(=CC(=C1)[N+]([O-])=O)C(=O)OC1=CC=CC=C1

InChI Identifier

InChI=1S/C13H10N2O4/c14-10-6-9(7-11(8-10)15(17)18)13(16)19-12-4-2-1-3-5-12/h1-8H,14H2

InChI Key

YBONOUQESZJOOF-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 depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Depsides and depsidones

Sub Class

Not Available

Direct Parent

Depsides and depsidones

Alternative Parents

Substituents

Depside backbone
Nitrobenzoate
Aminobenzoic acid or derivatives
Benzoate ester
Phenol ester
Nitrobenzene
Benzoic acid or derivatives
Phenoxy compound
Nitroaromatic compound
Aniline or substituted anilines
Benzoyl
Monocyclic benzene moiety
Benzenoid
C-nitro compound
Amino acid or derivatives
Organic nitro compound
Carboxylic acid ester
Organic 1,3-dipolar compound
Organic oxoazanium
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid derivative
Allyl-type 1,3-dipolar organic compound
Amine
Organonitrogen compound
Organooxygen compound
Primary amine
Organic zwitterion
Organic salt
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organic nitrogen compound
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	2.75	ChemAxon
pKa (Strongest Acidic)	19.51	ChemAxon
pKa (Strongest Basic)	0.29	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	95.46 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	68.88 m³·mol⁻¹	ChemAxon
Polarizability	25.12 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

62976181

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71438352

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for phenyl 3-amino-5-nitrobenzoate (NP0277240)

MOL for NP0277240 (phenyl 3-amino-5-nitrobenzoate)

3D MOL for NP0277240 (phenyl 3-amino-5-nitrobenzoate)

3D SDF for NP0277240 (phenyl 3-amino-5-nitrobenzoate)

3D-SDF for NP0277240 (phenyl 3-amino-5-nitrobenzoate)

PDB for NP0277240 (phenyl 3-amino-5-nitrobenzoate)

3D PDB for NP0277240 (phenyl 3-amino-5-nitrobenzoate)

SMILES for NP0277240 (phenyl 3-amino-5-nitrobenzoate)

INCHI for NP0277240 (phenyl 3-amino-5-nitrobenzoate)

Structure for NP0277240 (phenyl 3-amino-5-nitrobenzoate)

3D Structure for NP0277240 (phenyl 3-amino-5-nitrobenzoate)