NP-MRD: Showing NP-Card for 1,2,3,4,6,7,8,9-octahydrophenazine (NP0244781)

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Record Information

Version

2.0

Created at

2022-09-07 05:39:19 UTC

Updated at

2022-09-07 05:39:19 UTC

NP-MRD ID

NP0244781

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,2,3,4,6,7,8,9-octahydrophenazine

Description

Polycartine B 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. 1,2,3,4,6,7,8,9-octahydrophenazine is found in Idesia polycarpa. Polycartine B is a moderately basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 30 32  0  0  0  0  0  0  0  0999 V2000
   -3.4167    0.9309   -0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4392   -0.5087   -0.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5379   -1.3779    0.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1914   -0.7438    0.1521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0689   -1.3927   -0.1850 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1431   -0.7348   -0.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2134    0.5956    0.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0394    1.2303    0.4495 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1405    0.5980    0.4774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4305    1.2383    0.8393 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4752    1.3793    0.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6529    0.4488    0.0949 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4091   -0.5442   -1.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3559   -1.5135   -0.5911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1656    1.6122   -1.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4193    1.2052    0.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9795   -0.5567   -1.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4646   -0.8786   -0.6765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4872   -2.4120   -0.1741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9216   -1.4136    1.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2496    2.3401    0.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7960    0.9054    1.8309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4649    2.0743   -0.7621 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5406    1.9517    1.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5987    1.0016   -0.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6401   -0.1377    1.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9942    0.0558   -1.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3555   -1.0471   -1.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0997   -2.1562   -1.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7257   -2.1498    0.2371 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  1  1  0
  9  4  1  0
 14  6  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
 11 23  1  0
 11 24  1  0
 12 25  1  0
 12 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 10 21  1  0
 10 22  1  0
M  END


  Mrv0541 05061306482D          

 14 16  0  0  0  0            999 V2000
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    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    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    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
    1.4289    0.8250    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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    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
    2.8579    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 10  9  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 12 11  2  0  0  0  0
 13  9  2  0  0  0  0
 13 11  1  0  0  0  0
 14 10  2  0  0  0  0
 14 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0244781

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C1CCC2=NC3=C(CCCC3)N=C2C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H16N2/c1-2-6-10-9(5-1)13-11-7-3-4-8-12(11)14-10/h1-8H2

> <INCHI_KEY>
JYYRTWNCBVRKMN-UHFFFAOYSA-N

> <FORMULA>
C12H16N2

> <MOLECULAR_WEIGHT>
188.2688

> <EXACT_MASS>
188.131348522

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
22.391017282709548

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,2,3,4,6,7,8,9-octahydrophenazine

> <ALOGPS_LOGP>
3.06

> <JCHEM_LOGP>
1.9380732206666664

> <ALOGPS_LOGS>
-2.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
1.676190792078764

> <JCHEM_POLAR_SURFACE_AREA>
25.78

> <JCHEM_REFRACTIVITY>
55.0134

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.26e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,2,3,4,6,7,8,9-octahydrophenazine

> <JCHEM_VEBER_RULE>
1

$$$$

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       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336   3.850   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   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   4.620   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       6.668   3.850   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
HETATM   12  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       5.335   1.540   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       5.335   4.620   0.000  0.00  0.00           N+0
CONECT    1    2    5                                                       
CONECT    2    1    6                                                       
CONECT    3    4    7                                                       
CONECT    4    3    8                                                       
CONECT    5    1    9                                                       
CONECT    6    2   10                                                       
CONECT    7    3   11                                                       
CONECT    8    4   12                                                       
CONECT    9    5   10   13                                                  
CONECT   10    6    9   14                                                  
CONECT   11    7   12   13                                                  
CONECT   12    8   11   14                                                  
CONECT   13    9   11                                                       
CONECT   14   10   12                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   32    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₁₆N₂

Average Mass

188.2688 Da

Monoisotopic Mass

188.13135 Da

IUPAC Name

1,2,3,4,6,7,8,9-octahydrophenazine

Traditional Name

1,2,3,4,6,7,8,9-octahydrophenazine

CAS Registry Number

Not Available

SMILES

C1CCC2=NC3=C(CCCC3)N=C2C1

InChI Identifier

InChI=1S/C12H16N2/c1-2-6-10-9(5-1)13-11-7-3-4-8-12(11)14-10/h1-8H2

InChI Key

JYYRTWNCBVRKMN-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

Species Name	Source	Reference
Idesia polycarpa	LOTUS Database	35616633

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
Pyrazine
Heteroaromatic compound
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
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	3.06	ALOGPS
logP	1.94	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Basic)	1.68	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	25.78 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	55.01 m³·mol⁻¹	ChemAxon
Polarizability	22.39 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0032926

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB010911

KNApSAcK ID

Not Available

Chemspider ID

70028

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

77623

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1,2,3,4,6,7,8,9-octahydrophenazine (NP0244781)

MOL for NP0244781 (1,2,3,4,6,7,8,9-octahydrophenazine)

3D MOL for NP0244781 (1,2,3,4,6,7,8,9-octahydrophenazine)

3D SDF for NP0244781 (1,2,3,4,6,7,8,9-octahydrophenazine)

3D-SDF for NP0244781 (1,2,3,4,6,7,8,9-octahydrophenazine)

PDB for NP0244781 (1,2,3,4,6,7,8,9-octahydrophenazine)

3D PDB for NP0244781 (1,2,3,4,6,7,8,9-octahydrophenazine)

SMILES for NP0244781 (1,2,3,4,6,7,8,9-octahydrophenazine)

INCHI for NP0244781 (1,2,3,4,6,7,8,9-octahydrophenazine)

Structure for NP0244781 (1,2,3,4,6,7,8,9-octahydrophenazine)

3D Structure for NP0244781 (1,2,3,4,6,7,8,9-octahydrophenazine)