NP-MRD: Showing NP-Card for (3z)-3-[cyano(phenyl)methylidene]-5-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-2-oxo-10h-phenazine-1-carboxylic acid (NP0214413)

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Record Information

Version

2.0

Created at

2022-09-05 13:42:31 UTC

Updated at

2022-09-05 13:42:31 UTC

NP-MRD ID

NP0214413

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3z)-3-[cyano(phenyl)methylidene]-5-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-2-oxo-10h-phenazine-1-carboxylic acid

Description

(3Z)-3-[cyano(phenyl)methylidene]-5-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2-oxo-2,3,5,10-tetrahydrophenazine-1-carboxylic acid 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 (3Z)-3-[cyano(phenyl)methylidene]-5-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2-oxo-2,3,5,10-tetrahydrophenazine-1-carboxylic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052215422D          

 37 40  0  0  0  0            999 V2000
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652309052215422D          

 37 40  0  0  0  0            999 V2000
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 11 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0214413

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC\C(C)=C\CN1C2=CC=CC=C2NC2=C(C(O)=O)C(=O)\C(C=C12)=C(/C#N)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C31H29N3O3/c1-20(2)10-9-11-21(3)16-17-34-26-15-8-7-14-25(26)33-29-27(34)18-23(30(35)28(29)31(36)37)24(19-32)22-12-5-4-6-13-22/h4-8,10,12-16,18,33H,9,11,17H2,1-3H3,(H,36,37)/b21-16+,24-23+

> <INCHI_KEY>
OUFOYESJSNKGDB-BUUFFXLRSA-N

> <FORMULA>
C31H29N3O3

> <MOLECULAR_WEIGHT>
491.591

> <EXACT_MASS>
491.220891806

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
54.50465328424654

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3Z)-3-[cyano(phenyl)methylidene]-5-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2-oxo-2,3,5,10-tetrahydrophenazine-1-carboxylic acid

> <JCHEM_LOGP>
5.6913788173333355

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.97477966083349

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.719654731055533

> <JCHEM_PKA_STRONGEST_BASIC>
-0.39722652938314884

> <JCHEM_POLAR_SURFACE_AREA>
93.43

> <JCHEM_REFRACTIVITY>
152.51969999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3Z)-3-[cyano(phenyl)methylidene]-5-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2-oxo-10H-phenazine-1-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.334  11.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.000  10.780   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.000   9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       4.001   2.310   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      12.003   0.770   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   37                                                  
CONECT   12   11   13   30                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   24                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
CONECT   24   14   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   30                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   26   12   31                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   37                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   32   11                                                  
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

View in JSmol

Synonyms

Value	Source
(3Z)-3-[Cyano(phenyl)methylidene]-5-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2-oxo-2,3,5,10-tetrahydrophenazine-1-carboxylate	Generator

Chemical Formula

C₃₁H₂₉N₃O₃

Average Mass

491.5910 Da

Monoisotopic Mass

491.22089 Da

IUPAC Name

(3Z)-3-[cyano(phenyl)methylidene]-5-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2-oxo-2,3,5,10-tetrahydrophenazine-1-carboxylic acid

Traditional Name

(3Z)-3-[cyano(phenyl)methylidene]-5-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-2-oxo-10H-phenazine-1-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C)=CCC\C(C)=C\CN1C2=CC=CC=C2NC2=C(C(O)=O)C(=O)\C(C=C12)=C(/C#N)C1=CC=CC=C1

InChI Identifier

InChI=1S/C31H29N3O3/c1-20(2)10-9-11-21(3)16-17-34-26-15-8-7-14-25(26)33-29-27(34)18-23(30(35)28(29)31(36)37)24(19-32)22-12-5-4-6-13-22/h4-8,10,12-16,18,33H,9,11,17H2,1-3H3,(H,36,37)/b21-16+,24-23+

InChI Key

OUFOYESJSNKGDB-BUUFFXLRSA-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
Aromatic monoterpenoid
Monoterpenoid
O-quinomethane
Tertiary aliphatic/aromatic amine
Quinomethane
Secondary aliphatic/aromatic amine
Monocyclic benzene moiety
Benzenoid
Vinylogous amide
Amino acid or derivatives
Ketone
Amino acid
Cyclic ketone
Tertiary amine
Carboxylic acid derivative
Carboxylic acid
Enamine
Monocarboxylic acid or derivatives
Carbonitrile
Nitrile
Azacycle
Secondary amine
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Cyanide
Carbonyl group
Amine
Organonitrogen compound
Organooxygen 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	5.69	ChemAxon
pKa (Strongest Acidic)	2.72	ChemAxon
pKa (Strongest Basic)	-0.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.43 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	152.52 m³·mol⁻¹	ChemAxon
Polarizability	54.5 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

59702824

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101648998

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3z)-3-[cyano(phenyl)methylidene]-5-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-2-oxo-10h-phenazine-1-carboxylic acid (NP0214413)

MOL for NP0214413 ((3z)-3-[cyano(phenyl)methylidene]-5-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-2-oxo-10h-phenazine-1-carboxylic acid)

3D MOL for NP0214413 ((3z)-3-[cyano(phenyl)methylidene]-5-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-2-oxo-10h-phenazine-1-carboxylic acid)

3D SDF for NP0214413 ((3z)-3-[cyano(phenyl)methylidene]-5-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-2-oxo-10h-phenazine-1-carboxylic acid)

3D-SDF for NP0214413 ((3z)-3-[cyano(phenyl)methylidene]-5-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-2-oxo-10h-phenazine-1-carboxylic acid)

PDB for NP0214413 ((3z)-3-[cyano(phenyl)methylidene]-5-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-2-oxo-10h-phenazine-1-carboxylic acid)

3D PDB for NP0214413 ((3z)-3-[cyano(phenyl)methylidene]-5-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-2-oxo-10h-phenazine-1-carboxylic acid)

SMILES for NP0214413 ((3z)-3-[cyano(phenyl)methylidene]-5-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-2-oxo-10h-phenazine-1-carboxylic acid)

INCHI for NP0214413 ((3z)-3-[cyano(phenyl)methylidene]-5-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-2-oxo-10h-phenazine-1-carboxylic acid)

Structure for NP0214413 ((3z)-3-[cyano(phenyl)methylidene]-5-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-2-oxo-10h-phenazine-1-carboxylic acid)

3D Structure for NP0214413 ((3z)-3-[cyano(phenyl)methylidene]-5-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-2-oxo-10h-phenazine-1-carboxylic acid)