NP-MRD: Showing NP-Card for 2-methyl-fervenulone (NP0003586)

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Record Information

Version

1.0

Created at

2020-12-09 00:47:46 UTC

Updated at

2021-07-15 16:46:49 UTC

NP-MRD ID

NP0003586

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-methyl-fervenulone

Provided By

NPAtlas

Description

Trimethyl-2H,3H,5H,6H,7H-imidazo[4,5-e][1,2,4]triazine-3,6-dione belongs to the class of organic compounds known as 1,2,4-triazines. 1,2,4-Triazines are compounds containing a triazine ring, which is a heterocyclic ring, similar to the six-member benzene ring but with three carbons replaced by nitrogen atoms, at ring positions 1, 2, and 4. 2-methyl-fervenulone is found in Streptomyces. It was first documented in 2000 (PMID: 11141106). Based on a literature review very few articles have been published on trimethyl-2H,3H,5H,6H,7H-imidazo[4,5-e][1,2,4]triazine-3,6-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117483D          

 23 24  0  0  0  0            999 V2000
    3.0538   -2.0507    0.4048 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0048   -1.0514    0.1917 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7266   -1.3665    0.3061 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2365   -0.4239    0.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0842    0.8763   -0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3926    1.1765   -0.3343 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3149    0.2163   -0.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5637    0.4661   -0.2246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0354    1.6066   -0.3681 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1392    3.0311   -0.7129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0494    0.7716   -0.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2714    1.1211   -0.1840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5798   -0.4573    0.1518 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4201   -1.6007    0.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8551   -1.8348   -0.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6574   -3.0661    0.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5045   -1.8845    1.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1397    3.3463   -1.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9518    3.2190   -1.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3831    3.6287    0.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9115   -1.9943   -0.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1874   -1.2943    1.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8524   -2.4351    0.8905 H   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  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
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7  2  1  0  0  0  0
 13  4  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
 10 18  1  0  0  0  0
 10 19  1  0  0  0  0
 10 20  1  0  0  0  0
 14 21  1  0  0  0  0
 14 22  1  0  0  0  0
 14 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0003586

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C([H])([H])N1C(=O)N(C2=NC(=O)N(N=C12)C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C7H9N5O2/c1-10-4-5(11(2)7(10)14)9-12(3)6(13)8-4/h1-3H3

> <INCHI_KEY>
CWZRWYWOEQSMAI-UHFFFAOYSA-N

> <FORMULA>
C7H9N5O2

> <MOLECULAR_WEIGHT>
195.182

> <EXACT_MASS>
195.07562455

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
18.669397934475406

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
trimethyl-2H,3H,5H,6H,7H-imidazo[4,5-e][1,2,4]triazine-3,6-dione

> <ALOGPS_LOGP>
-0.63

> <JCHEM_LOGP>
-0.5016610920000002

> <ALOGPS_LOGS>
-1.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.45421507046646

> <JCHEM_POLAR_SURFACE_AREA>
68.58

> <JCHEM_REFRACTIVITY>
46.6725

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.27e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trimethylimidazo[4,5-e][1,2,4]triazine-3,6-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       3.054  -2.051   0.405  0.00  0.00           C+0
HETATM    2  N   UNK     0       2.005  -1.051   0.192  0.00  0.00           N+0
HETATM    3  N   UNK     0       0.727  -1.367   0.306  0.00  0.00           N+0
HETATM    4  C   UNK     0      -0.237  -0.424   0.104  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.084   0.876  -0.223  0.00  0.00           C+0
HETATM    6  N   UNK     0       1.393   1.177  -0.334  0.00  0.00           N+0
HETATM    7  C   UNK     0       2.315   0.216  -0.127  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.564   0.466  -0.225  0.00  0.00           O+0
HETATM    9  N   UNK     0      -1.035   1.607  -0.368  0.00  0.00           N+0
HETATM   10  C   UNK     0      -1.139   3.031  -0.713  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.049   0.772  -0.135  0.00  0.00           C+0
HETATM   12  O   UNK     0      -3.271   1.121  -0.184  0.00  0.00           O+0
HETATM   13  N   UNK     0      -1.580  -0.457   0.152  0.00  0.00           N+0
HETATM   14  C   UNK     0      -2.420  -1.601   0.456  0.00  0.00           C+0
HETATM   15  H   UNK     0       3.855  -1.835  -0.330  0.00  0.00           H+0
HETATM   16  H   UNK     0       2.657  -3.066   0.335  0.00  0.00           H+0
HETATM   17  H   UNK     0       3.505  -1.885   1.413  0.00  0.00           H+0
HETATM   18  H   UNK     0      -0.140   3.346  -1.115  0.00  0.00           H+0
HETATM   19  H   UNK     0      -1.952   3.219  -1.435  0.00  0.00           H+0
HETATM   20  H   UNK     0      -1.383   3.629   0.197  0.00  0.00           H+0
HETATM   21  H   UNK     0      -2.912  -1.994  -0.471  0.00  0.00           H+0
HETATM   22  H   UNK     0      -3.187  -1.294   1.209  0.00  0.00           H+0
HETATM   23  H   UNK     0      -1.852  -2.435   0.891  0.00  0.00           H+0
CONECT    1    2   15   16   17                                             
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   13                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    2                                                  
CONECT    8    7                                                            
CONECT    9    5   10   11                                                  
CONECT   10    9   18   19   20                                             
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14    4                                                  
CONECT   14   13   21   22   23                                             
CONECT   15    1                                                            
CONECT   16    1                                                            
CONECT   17    1                                                            
CONECT   18   10                                                            
CONECT   19   10                                                            
CONECT   20   10                                                            
CONECT   21   14                                                            
CONECT   22   14                                                            
CONECT   23   14                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₇H₉N₅O₂

Average Mass

195.1820 Da

Monoisotopic Mass

195.07562 Da

IUPAC Name

trimethyl-2H,3H,5H,6H,7H-imidazo[4,5-e][1,2,4]triazine-3,6-dione

Traditional Name

trimethylimidazo[4,5-e][1,2,4]triazine-3,6-dione

CAS Registry Number

Not Available

SMILES

CN1C(=O)N(C)C2=NC(=O)N(C)N=C12

InChI Identifier

InChI=1S/C7H9N5O2/c1-10-4-5(11(2)7(10)14)9-12(3)6(13)8-4/h1-3H3

InChI Key

CWZRWYWOEQSMAI-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Streptomyces	NPAtlas	11141106

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,2,4-triazines. 1,2,4-Triazines are compounds containing a triazine ring, which is a heterocyclic ring, similar to the six-member benzene ring but with three carbons replaced by nitrogen atoms, at ring positions 1, 2, and 4.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Triazines

Sub Class

1,2,4-triazines

Direct Parent

1,2,4-triazines

Alternative Parents

Substituents

1,2,4-triazine
N-substituted imidazole
Heteroaromatic compound
Imidazole
Azole
Urea
Azacycle
Organic nitrogen compound
Organic oxygen compound
Organic oxide
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	-0.63	ALOGPS
logP	-0.5	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	68.58 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	46.67 m³·mol⁻¹	ChemAxon
Polarizability	18.67 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA011344

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8996973

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10821671

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wang H, Lim KL, Yeo SL, Xu X, Sim MM, Ting AE, Wang Y, Yee S, Tan YH, Pallen CJ: Isolation of a novel protein tyrosine phosphatase inhibitor, 2-methyl-fervenulone, and its precursors from Streptomyces. J Nat Prod. 2000 Dec;63(12):1641-6. doi: 10.1021/np000293+. [PubMed:11141106 ]

Showing NP-Card for 2-methyl-fervenulone (NP0003586)

MOL for NP0003586 (2-methyl-fervenulone)

3D MOL for NP0003586 (2-methyl-fervenulone)

3D SDF for NP0003586 (2-methyl-fervenulone)

3D-SDF for NP0003586 (2-methyl-fervenulone)

PDB for NP0003586 (2-methyl-fervenulone)

3D PDB for NP0003586 (2-methyl-fervenulone)

SMILES for NP0003586 (2-methyl-fervenulone)

INCHI for NP0003586 (2-methyl-fervenulone)

Structure for NP0003586 (2-methyl-fervenulone)

3D Structure for NP0003586 (2-methyl-fervenulone)