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Showing NP-Card for 1h-naphthalen-2-one (NP0156988)

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Record Information
Version2.0
Created at2022-09-02 14:16:59 UTC
Updated at2022-09-02 14:16:59 UTC
NP-MRD IDNP0156988
Secondary Accession NumbersNone
Natural Product Identification
Common Name1h-naphthalen-2-one
DescriptionNaphthalen-2(1H)-one belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. 1h-naphthalen-2-one is found in Paris polyphylla. 1h-naphthalen-2-one was first documented in 2013 (PMID: 24427033). Based on a literature review a small amount of articles have been published on Naphthalen-2(1H)-one (PMID: 34164150) (PMID: 34048520) (PMID: 25995916) (PMID: 24764839).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0156988 (1h-naphthalen-2-one)


  Mrv1652309022216172D          

 11 12  0  0  0  0            999 V2000
    0.0000   -1.6500    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
    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
M  END
Download

3D MOL for NP0156988 (1h-naphthalen-2-one)

     RDKit          3D

 19 20  0  0  0  0  0  0  0  0999 V2000
    3.5886    0.9208   -0.0645 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4129    0.4139   -0.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2157   -1.0228    0.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0397   -1.5936    0.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1659   -0.7805    0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4272   -1.4008    0.0749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5298   -0.5880    0.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4227    0.7847   -0.0348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1836    1.3827   -0.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0358    0.5832   -0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2556    1.3010   -0.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1231   -1.6336    0.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8988   -2.6740    0.1322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4702   -2.4745    0.1308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5106   -1.0464    0.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3402    1.3929   -0.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0561    2.4519   -0.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2817    2.0125    0.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3259    1.9706   -0.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2 11  1  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
  5 10  1  0
 11 18  1  0
 11 19  1  0
  9 17  1  0
  8 16  1  0
  7 15  1  0
  6 14  1  0
  4 13  1  0
  3 12  1  0
M  END
Download

3D SDF for NP0156988 (1h-naphthalen-2-one)


  Mrv1652309022216172D          

 11 12  0  0  0  0            999 V2000
    0.0000   -1.6500    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
    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0156988

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O=C1CC2=CC=CC=C2C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H8O/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-6H,7H2

> <INCHI_KEY>
WZCKOKPKQZIGNU-UHFFFAOYSA-N

> <FORMULA>
C10H8O

> <MOLECULAR_WEIGHT>
144.173

> <EXACT_MASS>
144.057514878

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
15.4002968945739

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,2-dihydronaphthalen-2-one

> <ALOGPS_LOGP>
2.06

> <JCHEM_LOGP>
2.3268057863333333

> <ALOGPS_LOGS>
-2.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.506027109750281

> <JCHEM_PKA_STRONGEST_BASIC>
-5.053215297646967

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
45.274899999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.80e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1H-naphthalen-2-one

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0156988 (1h-naphthalen-2-one)

Download
PDB for NP0156988 (1h-naphthalen-2-one)
HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -3.080   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   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    5   11                                                  
CONECT   11   10    2                                                       
MASTER        0    0    0    0    0    0    0    0   11    0   24    0
END

Download
3D PDB for NP0156988 (1h-naphthalen-2-one)
Download
SMILES for NP0156988 (1h-naphthalen-2-one)
O=C1CC2=CC=CC=C2C=C1
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INCHI for NP0156988 (1h-naphthalen-2-one)
InChI=1S/C10H8O/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-6H,7H2
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View in JSmol
SynonymsNot Available
Chemical FormulaC10H8O
Average Mass144.1730 Da
Monoisotopic Mass144.05751 Da
IUPAC Name1,2-dihydronaphthalen-2-one
Traditional Name1H-naphthalen-2-one
CAS Registry NumberNot Available
SMILES
O=C1CC2=CC=CC=C2C=C1
InChI Identifier
InChI=1S/C10H8O/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-6H,7H2
InChI KeyWZCKOKPKQZIGNU-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
Paris polyphyllaLOTUS 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
    • 

  • Cyclic ketone
    • 

  • Ketone
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic 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
logP2.06ALOGPS
logP2.33ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)15.51ChemAxon
pKa (Strongest Basic)-5.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity45.27 m³·mol⁻¹ChemAxon
Polarizability15.4 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 ID9575737  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11400841  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Bougueria H, Chetioui S, Bensegueni MA, Djukic JP, Benarous N: Crystal structure and Hirshfeld surface analysis of 1-[(E)-2-(5-chloro-2-hy-droxy-phen-yl)hydrazin-1-yl-idene]naphthalen-2(1H)-one. Acta Crystallogr E Crystallogr Commun. 2021 May 28;77(Pt 6):672-676. doi: 10.1107/S2056989021005491. eCollection 2021 Jun 1. [PubMed:34164150  ] 
  2. Bera SS, Bahukhandi SB, Empel C, Koenigs RM: Catalyst-controlled site-selective N-H and C3-arylation of carbazole via carbene transfer reactions. Chem Commun (Camb). 2021 Jun 22;57(50):6193-6196. doi: 10.1039/d1cc01863a. [PubMed:34048520  ] 
  3. Benosmane A, Benaouida MA, Mili A, Bouchoul A, Merazig H: Crystal structure of 1-[(Z)-2-phenyl-hydrazin-1-yl-idene]naphthalen-2(1H)-one. Acta Crystallogr E Crystallogr Commun. 2015 Apr 9;71(Pt 5):o303. doi: 10.1107/S2056989015006775. eCollection 2015 May 1. [PubMed:25995916  ] 
  4. Chahmana S, Benghanem F, Keraghel S, Ourari A: 1-[(4-Hy-droxy-anilino)methyl-idene]naphthalen-2(1H)-one. Acta Crystallogr Sect E Struct Rep Online. 2014 Jan 4;70(Pt 2):o107. doi: 10.1107/S160053681303451X. eCollection 2014 Feb 1. [PubMed:24764839  ] 
  5. Uzbekov VV, Talipov SA, Ibragimov BT, Stipanovic RD, Bell AA: Lacinilene C 7-methyl ether. Acta Crystallogr Sect E Struct Rep Online. 2013 Aug 7;69(Pt 9):o1392. doi: 10.1107/S1600536813021430. eCollection 2013. [PubMed:24427033  ] 
  6. LOTUS database [Link]