NP-MRD: Showing NP-Card for 2-[(1e)-2-(2h-1,3-benzodioxol-5-yl)ethenyl]-4-methoxyquinoline (NP0174438)

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Record Information

Version

2.0

Created at

2022-09-03 11:41:37 UTC

Updated at

2022-09-03 11:41:38 UTC

NP-MRD ID

NP0174438

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[(1e)-2-(2h-1,3-benzodioxol-5-yl)ethenyl]-4-methoxyquinoline

Description

AKOS000278039 belongs to the class of organic compounds known as quinolines and derivatives. Quinolines and derivatives are compounds containing a quinoline moiety, which consists of a benzene ring fused to a pyrimidine ring to form benzo[b]azabenzene. Based on a literature review very few articles have been published on AKOS000278039.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 38 41  0  0  0  0  0  0  0  0999 V2000
   -3.2847    2.7868    1.0616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8263    1.5329    0.7738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0914    0.4396    0.3584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7083    0.4823    0.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0363   -0.6448   -0.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4090   -0.6630   -0.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1992    0.3420   -0.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6346    0.2798   -0.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3215   -0.8345   -0.8819 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6902   -0.8846   -1.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4463    0.2603   -0.8556 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7929    1.3880   -0.4414 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4344    1.4120   -0.2495 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7765    2.3805   -0.2887 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0216    1.6837   -0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7860    0.5686   -0.9496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7427   -1.7655   -0.4611 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0604   -1.8909   -0.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7119   -3.0723   -0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0760   -3.1368   -0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7666   -2.0259    0.0116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1198   -0.8352    0.2669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7403   -0.7484    0.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0984    3.5462    0.8886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4699    3.0047    0.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9529    2.8370    2.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1872    1.4187    0.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8442   -1.6007   -0.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7894    1.2767    0.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7723   -1.7460   -1.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1953   -1.7851   -1.4111 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9269    2.3131    0.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2126    1.4310    0.9278 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8306    2.2732   -0.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1414   -3.9185   -0.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6006   -4.0806   -0.6036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8365   -2.0799    0.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6318    0.0557    0.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 23  2  0
 23 22  1  0
 22 21  2  0
 21 20  1  0
 20 19  2  0
 19 18  1  0
 18 17  2  0
 17  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 16  1  0
 16 15  1  0
 15 14  1  0
 14 12  1  0
 12 13  2  0
  5  4  2  0
  4  3  1  0
 18 23  1  0
 13  8  1  0
 12 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
 22 38  1  0
 21 37  1  0
 20 36  1  0
 19 35  1  0
  6 28  1  0
  7 29  1  0
  9 30  1  0
 10 31  1  0
 15 33  1  0
 15 34  1  0
 13 32  1  0
  4 27  1  0
M  END


  Mrv1652309032213412D          

 23 26  0  0  0  0            999 V2000
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   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
    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
   -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
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   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
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6005    3.2820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4209    3.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7565    2.6145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 N   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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  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
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  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
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
  3 23  2  0  0  0  0
 18 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0174438

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2C=CC=CC2=NC(\C=C\C2=CC=C3OCOC3=C2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H15NO3/c1-21-18-11-14(20-16-5-3-2-4-15(16)18)8-6-13-7-9-17-19(10-13)23-12-22-17/h2-11H,12H2,1H3/b8-6+

> <INCHI_KEY>
CSEYCWDCFXVBDU-SOFGYWHQSA-N

> <FORMULA>
C19H15NO3

> <MOLECULAR_WEIGHT>
305.333

> <EXACT_MASS>
305.105193347

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
33.52249873585447

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(E)-2-(2H-1,3-benzodioxol-5-yl)ethenyl]-4-methoxyquinoline

> <ALOGPS_LOGP>
4.08

> <JCHEM_LOGP>
4.169964816666665

> <ALOGPS_LOGS>
-4.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
5.5068927666531975

> <JCHEM_POLAR_SURFACE_AREA>
40.58

> <JCHEM_REFRACTIVITY>
87.21710000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.83e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(E)-2-(2H-1,3-benzodioxol-5-yl)ethenyl]-4-methoxyquinoline

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   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       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   1.540   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      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.988   6.126   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -4.519   6.287   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -5.145   4.880   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0       2.667   0.000   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   23                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   17                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12    8                                                       
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17    5   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22    3   18                                                  
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₁₅NO₃

Average Mass

305.3330 Da

Monoisotopic Mass

305.10519 Da

IUPAC Name

2-[(E)-2-(2H-1,3-benzodioxol-5-yl)ethenyl]-4-methoxyquinoline

Traditional Name

2-[(E)-2-(2H-1,3-benzodioxol-5-yl)ethenyl]-4-methoxyquinoline

CAS Registry Number

Not Available

SMILES

COC1=C2C=CC=CC2=NC(\C=C\C2=CC=C3OCOC3=C2)=C1

InChI Identifier

InChI=1S/C19H15NO3/c1-21-18-11-14(20-16-5-3-2-4-15(16)18)8-6-13-7-9-17-19(10-13)23-12-22-17/h2-11H,12H2,1H3/b8-6+

InChI Key

CSEYCWDCFXVBDU-SOFGYWHQSA-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 quinolines and derivatives. Quinolines and derivatives are compounds containing a quinoline moiety, which consists of a benzene ring fused to a pyrimidine ring to form benzo[b]azabenzene.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Not Available

Direct Parent

Quinolines and derivatives

Alternative Parents

Substituents

Quinoline
Benzodioxole
Styrene
Alkyl aryl ether
Pyridine
Benzenoid
Heteroaromatic compound
Oxacycle
Acetal
Ether
Azacycle
Hydrocarbon derivative
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	4.08	ALOGPS
logP	4.17	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Basic)	5.51	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	40.58 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	87.22 m³·mol⁻¹	ChemAxon
Polarizability	33.52 Å³	ChemAxon
Number of Rings	4	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

12283735

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14521140

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-[(1e)-2-(2h-1,3-benzodioxol-5-yl)ethenyl]-4-methoxyquinoline (NP0174438)

MOL for NP0174438 (2-[(1e)-2-(2h-1,3-benzodioxol-5-yl)ethenyl]-4-methoxyquinoline)

3D MOL for NP0174438 (2-[(1e)-2-(2h-1,3-benzodioxol-5-yl)ethenyl]-4-methoxyquinoline)

3D SDF for NP0174438 (2-[(1e)-2-(2h-1,3-benzodioxol-5-yl)ethenyl]-4-methoxyquinoline)

3D-SDF for NP0174438 (2-[(1e)-2-(2h-1,3-benzodioxol-5-yl)ethenyl]-4-methoxyquinoline)

PDB for NP0174438 (2-[(1e)-2-(2h-1,3-benzodioxol-5-yl)ethenyl]-4-methoxyquinoline)

3D PDB for NP0174438 (2-[(1e)-2-(2h-1,3-benzodioxol-5-yl)ethenyl]-4-methoxyquinoline)

SMILES for NP0174438 (2-[(1e)-2-(2h-1,3-benzodioxol-5-yl)ethenyl]-4-methoxyquinoline)

INCHI for NP0174438 (2-[(1e)-2-(2h-1,3-benzodioxol-5-yl)ethenyl]-4-methoxyquinoline)

Structure for NP0174438 (2-[(1e)-2-(2h-1,3-benzodioxol-5-yl)ethenyl]-4-methoxyquinoline)

3D Structure for NP0174438 (2-[(1e)-2-(2h-1,3-benzodioxol-5-yl)ethenyl]-4-methoxyquinoline)