NP-MRD: Showing NP-Card for 1,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenazine (NP0153573)

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Record Information

Version

2.0

Created at

2022-09-02 10:15:27 UTC

Updated at

2022-09-02 10:15:27 UTC

NP-MRD ID

NP0153573

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenazine

Description

Phenazin SA belongs to the class of organic compounds known as phenazines and derivatives. These are polycyclic aromatic compounds containing a phenazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a pyrazine ring. Based on a literature review very few articles have been published on Phenazin SA.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 43 45  0  0  0  0  0  0  0  0999 V2000
   -2.1286    4.5298    0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6538    3.2078    0.3001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5442    2.1493    0.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8898    2.3345   -0.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7489    1.2786   -0.2482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2738   -0.0103   -0.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9218   -0.1955    0.0742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4472   -1.4736    0.1576 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1312   -1.6398    0.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6357   -2.9372    0.4819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5026   -4.0013    0.3274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1100   -5.3459    0.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7023   -3.1710    0.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5401   -2.0892    0.8716 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1087   -0.7852    0.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0567    0.3530    0.9421 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3784    0.8746   -0.4216 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6048    0.8988   -0.9045 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8269    1.4358   -2.2735 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7891    0.4167   -0.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2444   -0.5971    0.5475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7105    0.6672    0.4657 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0354    0.8473    0.2315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6924    4.7473    1.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8289    4.6962   -0.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2809    5.2432    0.1370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2919    3.3555   -0.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8169    1.4497   -0.4386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9421   -0.8728   -0.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1287   -5.4524   -0.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8392   -5.9555   -0.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9497   -5.6905    1.4503 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1407   -4.1414    0.8037 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5982   -2.2505    1.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9641    0.0701    1.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5608    1.1683    1.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5629    1.2402   -1.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8906    2.5430   -2.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9482    1.1503   -2.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7376    1.0029   -2.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6866    0.4626   -0.7886 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6814   -0.6096    0.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9705    1.0963    0.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0
 11 10  1  0
 10 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  3
 18 19  1  0
 18 20  1  0
 15 21  1  0
 21 22  2  0
 22 23  1  0
 23  3  2  0
  3  2  1  0
  2  1  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 21  1  0
  7 23  1  0
 12 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 19 38  1  0
 19 39  1  0
 19 40  1  0
 20 41  1  0
 20 42  1  0
 20 43  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
M  END


  Mrv1652309022212152D          

 23 25  0  0  0  0            999 V2000
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   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
    1.4289   -2.4750    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
    2.1434   -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
    3.5724   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    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
    6.4302   -5.3625    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   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    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  1  0  0  0  0
 11 12  1  0  0  0  0
 10 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 15 21  1  0  0  0  0
  9 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
  7 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0153573

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(CC=C(C)C)C2=NC3=C(OC)C=CC=C3N=C12

> <INCHI_IDENTIFIER>
InChI=1S/C19H20N2O2/c1-12(2)8-9-13-10-11-16(23-4)19-17(13)21-18-14(20-19)6-5-7-15(18)22-3/h5-8,10-11H,9H2,1-4H3

> <INCHI_KEY>
RZUVBPUJBSPEQR-UHFFFAOYSA-N

> <FORMULA>
C19H20N2O2

> <MOLECULAR_WEIGHT>
308.381

> <EXACT_MASS>
308.152477892

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
34.57736709825371

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenazine

> <ALOGPS_LOGP>
4.33

> <JCHEM_LOGP>
4.473480245999999

> <ALOGPS_LOGS>
-4.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7189742003794385

> <JCHEM_POLAR_SURFACE_AREA>
44.24000000000001

> <JCHEM_REFRACTIVITY>
90.32579999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.91e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenazine

> <JCHEM_VEBER_RULE>
0

$$$$

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  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       6.668  -2.310   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      10.669  -0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       6.668  -5.390   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       5.335  -4.620   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                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   23                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   21                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   15    9   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22    3    7                                                  
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₀N₂O₂

Average Mass

308.3810 Da

Monoisotopic Mass

308.15248 Da

IUPAC Name

1,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenazine

Traditional Name

1,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenazine

CAS Registry Number

Not Available

SMILES

COC1=CC=C(CC=C(C)C)C2=NC3=C(OC)C=CC=C3N=C12

InChI Identifier

InChI=1S/C19H20N2O2/c1-12(2)8-9-13-10-11-16(23-4)19-17(13)21-18-14(20-19)6-5-7-15(18)22-3/h5-8,10-11H,9H2,1-4H3

InChI Key

RZUVBPUJBSPEQR-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 phenazines and derivatives. These are polycyclic aromatic compounds containing a phenazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a pyrazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Phenazines and derivatives

Alternative Parents

Substituents

Phenazine
Anisole
Alkyl aryl ether
Benzenoid
Pyrazine
Heteroaromatic compound
Azacycle
Ether
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen 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	4.33	ALOGPS
logP	4.47	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Basic)	-0.72	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.24 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	90.33 m³·mol⁻¹	ChemAxon
Polarizability	34.58 Å³	ChemAxon
Number of Rings	3	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

146683617

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenazine (NP0153573)

MOL for NP0153573 (1,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenazine)

3D MOL for NP0153573 (1,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenazine)

3D SDF for NP0153573 (1,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenazine)

3D-SDF for NP0153573 (1,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenazine)

PDB for NP0153573 (1,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenazine)

3D PDB for NP0153573 (1,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenazine)

SMILES for NP0153573 (1,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenazine)

INCHI for NP0153573 (1,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenazine)

Structure for NP0153573 (1,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenazine)

3D Structure for NP0153573 (1,6-dimethoxy-4-(3-methylbut-2-en-1-yl)phenazine)