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Showing NP-Card for α naphthylamine (NP0328083)

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Record Information
Version1.0
Created at2022-09-12 11:13:52 UTC
Updated at2022-09-12 11:13:52 UTC
NP-MRD IDNP0328083
Secondary Accession NumbersNone
Natural Product Identification
Common Nameα naphthylamine
Description1-Naphthylamine, also known as 1-naftilamina, belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. A naphthylamine that is naphthalene substituted by an amino group at position 1. α naphthylamine is found in Capsicum annuum. It was first documented in 2013 (PMID: 23706116). 1-Naphthylamine is a strong basic compound (based on its pKa) (PMID: 24735928).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0328083 (α naphthylamine)


  Mrv1533004241514042D          

 11 12  0  0  0  0            999 V2000
    1.4289   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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   -0.4125    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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    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
    2.8579   -1.6500    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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  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  2  0  0  0  0
 10 11  1  0  0  0  0
  2 11  2  0  0  0  0
  6 11  1  0  0  0  0
M  END
Download

3D MOL for NP0328083 (α naphthylamine)

     RDKit          3D

 20 21  0  0  0  0  0  0  0  0999 V2000
   -1.3389    2.2692   -0.2694 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2083    0.8912   -0.1102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3416    0.1117   -0.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1571   -1.2475    0.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8921   -1.8101    0.2022 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2372   -1.0188    0.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5197   -1.5446    0.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6432   -0.7289    0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861    0.6329   -0.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2015    1.1290   -0.1225 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0744    0.3429   -0.0392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0075    2.9068    0.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7654    2.6601   -1.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3499    0.5227   -0.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0487   -1.8815    0.1969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7383   -2.8633    0.3242 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6347   -2.6193    0.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6127   -1.1918    0.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3741    1.2485   -0.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0641    2.1911   -0.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2 11  2  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
  8  7  2  0
  7  6  1  0
  6  5  2  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  6 11  1  0
  1 12  1  0
  1 13  1  0
 10 20  1  0
  9 19  1  0
  8 18  1  0
  7 17  1  0
  5 16  1  0
  4 15  1  0
  3 14  1  0
M  END
Download

3D SDF for NP0328083 (α naphthylamine)


  Mrv1533004241514042D          

 11 12  0  0  0  0            999 V2000
    1.4289   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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   -0.4125    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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    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
    2.8579   -1.6500    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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  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  2  0  0  0  0
 10 11  1  0  0  0  0
  2 11  2  0  0  0  0
  6 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0328083

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC1=C2C=CC=CC2=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H9N/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H,11H2

> <INCHI_KEY>
RUFPHBVGCFYCNW-UHFFFAOYSA-N

> <FORMULA>
C10H9N

> <MOLECULAR_WEIGHT>
143.189

> <EXACT_MASS>
143.073499294

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
15.933285004160817

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
naphthalen-1-amine

> <ALOGPS_LOGP>
2.27

> <JCHEM_LOGP>
2.1337966186666666

> <ALOGPS_LOGS>
-2.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
4.129926340270457

> <JCHEM_POLAR_SURFACE_AREA>
26.02

> <JCHEM_REFRACTIVITY>
47.20860000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.77e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
α naphthylamine

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0328083 (α naphthylamine)

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PDB for NP0328083 (α naphthylamine)
HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  N   UNK     0       2.667  -4.620   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    2    6                                                  
MASTER        0    0    0    0    0    0    0    0   11    0   24    0
END

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3D PDB for NP0328083 (α naphthylamine)
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SMILES for NP0328083 (α naphthylamine)
NC1=C2C=CC=CC2=CC=C1
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INCHI for NP0328083 (α naphthylamine)
InChI=1S/C10H9N/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H,11H2
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View in JSmol
Synonyms
ValueSource
1-AminonaphthaleneChEBI
1-NaftilaminaChEBI
1-NaphthalamineChEBI
1-NaphthalenamineChEBI
1-NaphthylaminChEBI
alpha-AminonaphthaleneChEBI
alpha-NaphthylamineChEBI
Naphthalen-1-ylamineChEBI
a-AminonaphthaleneGenerator
Α-aminonaphthaleneGenerator
a-NaphthylamineGenerator
Α-naphthylamineGenerator
1 AminonaphthaleneMeSH
1 NaphthylamineMeSH
8 AminonaphthaleneMeSH
8-AminonaphthaleneMeSH
NaphthalidineMeSH
alpha NaphthylamineMeSH
Chemical FormulaC10H9N
Average Mass143.1890 Da
Monoisotopic Mass143.07350 Da
IUPAC Namenaphthalen-1-amine
Traditional Nameα naphthylamine
CAS Registry NumberNot Available
SMILES
NC1=C2C=CC=CC2=CC=C1
InChI Identifier
InChI=1S/C10H9N/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H,11H2
InChI KeyRUFPHBVGCFYCNW-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Capsicum annuumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
KingdomOrganic compounds  
Super ClassBenzenoids  
ClassNaphthalenes  
Sub ClassNot Available
Direct ParentNaphthalenes  
Alternative Parents
Substituents
  • Naphthalene
    • 

  • Organic nitrogen compound
    • 

  • Organopnictogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Primary amine
    • 

  • Organonitrogen compound
    • 

  • Amine
    • 

  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
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
logP2.27ALOGPS
logP2.13ChemAxon
logS-2.5ALOGPS
pKa (Strongest Basic)4.13ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area26.02 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity47.21 m³·mol⁻¹ChemAxon
Polarizability15.93 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC14790  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link1-Naphthylamine  
METLIN IDNot Available
PubChem Compound8640  
PDB IDNot Available
ChEBI ID50450  
Good Scents IDNot Available
References
General References
  1. Sun H, Wang Y: Hollow fiber liquid-phase microextraction with in situ derivatization combined with gas chromatography-mass spectrometry for the determination of root exudate phenylamine compounds in hot pepper ( Capsicum annuum L.). J Agric Food Chem. 2013 Jun 12;61(23):5494-9. doi: 10.1021/jf4003973. Epub 2013 Jun 3. [PubMed:23706116  ] 
  2. Yu J, Wang S, Zhao G, Wang B, Ding L, Zhang X, Xie J, Xie F: Determination of urinary aromatic amines in smokers and nonsmokers using a MIPs-SPE coupled with LC-MS/MS method. J Chromatogr B Analyt Technol Biomed Life Sci. 2014 May 1;958:130-5. doi: 10.1016/j.jchromb.2014.03.023. Epub 2014 Mar 31. [PubMed:24735928  ] 
  3. LOTUS database [Link]