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Showing NP-Card for 5-Nitro-2-propoxyaniline (NP0337722)

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Record Information
Version2.0
Created at2024-09-11 12:05:56 UTC
Updated at2024-09-11 12:05:57 UTC
NP-MRD IDNP0337722
Secondary Accession NumbersNone
Natural Product Identification
Common Name5-Nitro-2-propoxyaniline
Description5-Nitro-2-propoxyaniline, also known as p 4000 or aros X, belongs to the class of organic compounds known as nitrophenyl ethers. These are aromatic compounds containing a nitrobenzene moiety that carries an ether group on the benzene ring. In the US, food containing any added or detectable level of 5-nitro-2-propoxyaniline is deemed to be adulterated in violation of the act based upon an order published in the Federal Register of January 19, 1950 (15 FR 321). 5-Nitro-2-propoxyaniline was once used as an artificial sweetener but has been banned in the United States because of its possible toxicity. 5-Nitro-2-propoxyaniline is a moderately basic compound (based on its pKa). It is an orange solid that is only slightly soluble in water. It is stable in boiling water and dilute acids.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0337722 (5-Nitro-2-propoxyaniline)


  Mrv0541 05061309572D          

 14 14  0  0  0  0            999 V2000
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    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
    1.4289    0.8250    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
    0.0000    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    0.8250    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
   -0.7145    1.2375    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   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  2  1  0  0  0  0
  7  3  1  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
  9  4  1  0  0  0  0
  9  8  2  0  0  0  0
 10  8  1  0  0  0  0
 11  7  1  0  0  0  0
 12 11  2  0  0  0  0
 13 11  2  0  0  0  0
 14  5  1  0  0  0  0
 14  9  1  0  0  0  0
M  END
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3D MOL for NP0337722 (5-Nitro-2-propoxyaniline)

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3D SDF for NP0337722 (5-Nitro-2-propoxyaniline)

  Mrv0541 05061309572D          

 14 14  0  0  0  0            999 V2000
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    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
    1.4289    0.8250    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
    0.0000    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    0.8250    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
   -0.7145    1.2375    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   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  2  1  0  0  0  0
  7  3  1  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
  9  4  1  0  0  0  0
  9  8  2  0  0  0  0
 10  8  1  0  0  0  0
 11  7  1  0  0  0  0
 12 11  2  0  0  0  0
 13 11  2  0  0  0  0
 14  5  1  0  0  0  0
 14  9  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0337722

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCOC1=C(N)C=C(C=C1)N(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H12N2O3/c1-2-5-14-9-4-3-7(11(12)13)6-8(9)10/h3-4,6H,2,5,10H2,1H3

> <INCHI_KEY>
RXQCEGOUSFBKPI-UHFFFAOYSA-N

> <FORMULA>
C9H12N2O3

> <MOLECULAR_WEIGHT>
196.2032

> <EXACT_MASS>
196.08479226

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
19.74657209977547

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-nitro-2-propoxyaniline

> <ALOGPS_LOGP>
2.45

> <JCHEM_LOGP>
1.8059631353333332

> <ALOGPS_LOGS>
-2.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.680746940162518

> <JCHEM_PKA_STRONGEST_BASIC>
2.2394434035802933

> <JCHEM_POLAR_SURFACE_AREA>
81.07000000000001

> <JCHEM_REFRACTIVITY>
53.818900000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.19e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-nitro-2-propoxyaniline

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0337722 (5-Nitro-2-propoxyaniline)
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PDB for NP0337722 (5-Nitro-2-propoxyaniline)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   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  N   UNK     0      -1.334   2.310   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    5                                                       
CONECT    3    4    7                                                       
CONECT    4    3    9                                                       
CONECT    5    2   14                                                       
CONECT    6    7    8                                                       
CONECT    7    3    6   11                                                  
CONECT    8    6    9   10                                                  
CONECT    9    4    8   14                                                  
CONECT   10    8                                                            
CONECT   11    7   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    5    9                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

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3D PDB for NP0337722 (5-Nitro-2-propoxyaniline)
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SMILES for NP0337722 (5-Nitro-2-propoxyaniline)
CCCOC1=C(N)C=C(C=C1)N(=O)=O
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INCHI for NP0337722 (5-Nitro-2-propoxyaniline)
InChI=1S/C9H12N2O3/c1-2-5-14-9-4-3-7(11(12)13)6-8(9)10/h3-4,6H,2,5,10H2,1H3
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Synonyms
ValueSource
1-N-Propoxy-2-amino-4-nitrobenzeneHMDB
1-Propoxy-2-amino-4-nitrobenzeneHMDB
2-Amino-4-nitro-1-N-propoxybenzeneHMDB
5-Nitro-2-N-propoxyanilineHMDB
5-Nitro-2-propoxy-anilineHMDB
5-Nitro-2-propoxy-benzenamineHMDB
5-Nitro-2-propoxybenzenamineHMDB
Aros XHMDB
Aros-XHMDB
Benzenamine, 5-nitro-2-propoxy- (9ci)HMDB
p 4000HMDB
p 4000 (Sweetener)HMDB
Sweetening agent p 4000HMDB
Sweetening agent p-4000HMDB
UltrasuessHMDB
UltrasussHMDB
UltrasweetHMDB
1-N-Propoxy-2-amino-4- nitrobenzeneMeSH
Chemical FormulaC9H12N2O3
Average Mass196.2032 Da
Monoisotopic Mass196.08479 Da
IUPAC Name5-nitro-2-propoxyaniline
Traditional Name5-nitro-2-propoxyaniline
CAS Registry NumberNot Available
SMILES
CCCOC1=C(N)C=C(C=C1)N(=O)=O
InChI Identifier
InChI=1S/C9H12N2O3/c1-2-5-14-9-4-3-7(11(12)13)6-8(9)10/h3-4,6H,2,5,10H2,1H3
InChI KeyRXQCEGOUSFBKPI-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as nitrophenyl ethers. These are aromatic compounds containing a nitrobenzene moiety that carries an ether group on the benzene ring.
KingdomOrganic compounds  
Super ClassBenzenoids  
ClassBenzene and substituted derivatives  
Sub ClassNitrobenzenes  
Direct ParentNitrophenyl ethers  
Alternative Parents
Substituents
  • Nitrophenyl ether
    • 

  • Aminophenyl ether
    • 

  • Phenoxy compound
    • 

  • Nitroaromatic compound
    • 

  • Phenol ether
    • 

  • Aniline or substituted anilines
    • 

  • Alkyl aryl ether
    • 

  • C-nitro compound
    • 

  • Organic nitro compound
    • 

  • Ether
    • 

  • Organic oxoazanium
    • 

  • Organic 1,3-dipolar compound
    • 

  • Propargyl-type 1,3-dipolar organic compound
    • 

  • Allyl-type 1,3-dipolar organic compound
    • 

  • Organic nitrogen compound
    • 

  • Organic zwitterion
    • 

  • Primary amine
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic oxide
    • 

  • Organopnictogen compound
    • 

  • Organic oxygen compound
    • 

  • Amine
    • 

  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.45ALOGPS
logP1.81ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)19.68ChemAxon
pKa (Strongest Basic)2.24ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area81.07 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity53.82 m³·mol⁻¹ChemAxon
Polarizability19.75 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0037688  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB016816  
KNApSAcK IDNot Available
Chemspider ID10647  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link5-Nitro-2-propoxyaniline  
METLIN IDNot Available
PubChem Compound11118  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available