NP-MRD: Showing NP-Card for 2-methylfervenulone (NP0003587)

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Record Information

Version

1.0

Created at

2020-12-09 00:47:48 UTC

Updated at

2021-07-15 16:46:49 UTC

NP-MRD ID

NP0003587

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-methylfervenulone

Provided By

NPAtlas

Description

2-methylfervenulone 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,8H-pyrimido[5,4-e][1,2,4]triazine-3,5,7-trione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117483D          

 25 26  0  0  0  0            999 V2000
   -3.9537   -0.1220    0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5765    0.3030   -0.0856 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5934   -0.5651    0.1781 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3169   -0.1918   -0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0154    1.0782   -0.4644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0198    1.9339   -0.7228 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3067    1.5415   -0.5315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2784    2.3099   -0.7607 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3182    1.3919   -0.6300 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6193    2.5207   -1.0387 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3077    0.5224   -0.3661 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7094    0.8448   -0.5376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9798   -0.7011    0.0770 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8954   -1.5217    0.3268 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6742   -1.0541    0.2553 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3332   -2.3796    0.7347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0097   -0.7792    1.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5576    0.8060    0.2907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2747   -0.6677   -0.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7870    1.5658   -1.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2929   -0.0796   -0.7005 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0820    1.3947    0.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5468   -3.0762   -0.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7040   -2.4139    1.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0609   -2.6608    1.5258 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  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
  7  2  1  0  0  0  0
 15  4  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
 12 20  1  0  0  0  0
 12 21  1  0  0  0  0
 12 22  1  0  0  0  0
 16 23  1  0  0  0  0
 16 24  1  0  0  0  0
 16 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0003587

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C([H])([H])N1N=C2N(C(=O)N(C(=O)C2=NC1=O)C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C8H9N5O3/c1-11-5-4(6(14)12(2)8(11)16)9-7(15)13(3)10-5/h1-3H3

> <INCHI_KEY>
NLCDJWLDGSBUOQ-UHFFFAOYSA-N

> <FORMULA>
C8H9N5O3

> <MOLECULAR_WEIGHT>
223.192

> <EXACT_MASS>
223.07053917

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
20.449033801842603

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
trimethyl-2H,3H,5H,6H,7H,8H-pyrimido[5,4-e][1,2,4]triazine-3,5,7-trione

> <ALOGPS_LOGP>
-0.50

> <JCHEM_LOGP>
-0.8064747576666669

> <ALOGPS_LOGS>
-1.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.8636337787879995

> <JCHEM_POLAR_SURFACE_AREA>
85.64999999999999

> <JCHEM_REFRACTIVITY>
52.0185

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.34e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trimethylpyrimido[5,4-e][1,2,4]triazine-3,5,7-trione

> <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      -3.954  -0.122   0.121  0.00  0.00           C+0
HETATM    2  N   UNK     0      -2.576   0.303  -0.086  0.00  0.00           N+0
HETATM    3  N   UNK     0      -1.593  -0.565   0.178  0.00  0.00           N+0
HETATM    4  C   UNK     0      -0.317  -0.192  -0.006  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.015   1.078  -0.464  0.00  0.00           C+0
HETATM    6  N   UNK     0      -1.020   1.934  -0.723  0.00  0.00           N+0
HETATM    7  C   UNK     0      -2.307   1.542  -0.532  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.278   2.310  -0.761  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.318   1.392  -0.630  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.619   2.521  -1.039  0.00  0.00           O+0
HETATM   11  N   UNK     0       2.308   0.522  -0.366  0.00  0.00           N+0
HETATM   12  C   UNK     0       3.709   0.845  -0.538  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.980  -0.701   0.077  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.895  -1.522   0.327  0.00  0.00           O+0
HETATM   15  N   UNK     0       0.674  -1.054   0.255  0.00  0.00           N+0
HETATM   16  C   UNK     0       0.333  -2.380   0.735  0.00  0.00           C+0
HETATM   17  H   UNK     0      -4.010  -0.779   1.027  0.00  0.00           H+0
HETATM   18  H   UNK     0      -4.558   0.806   0.291  0.00  0.00           H+0
HETATM   19  H   UNK     0      -4.275  -0.668  -0.790  0.00  0.00           H+0
HETATM   20  H   UNK     0       3.787   1.566  -1.374  0.00  0.00           H+0
HETATM   21  H   UNK     0       4.293  -0.080  -0.701  0.00  0.00           H+0
HETATM   22  H   UNK     0       4.082   1.395   0.371  0.00  0.00           H+0
HETATM   23  H   UNK     0       0.547  -3.076  -0.123  0.00  0.00           H+0
HETATM   24  H   UNK     0      -0.704  -2.414   1.061  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.061  -2.661   1.526  0.00  0.00           H+0
CONECT    1    2   17   18   19                                             
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   15                                                  
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                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11   20   21   22                                             
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16    4                                                  
CONECT   16   15   23   24   25                                             
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20   12                                                            
CONECT   21   12                                                            
CONECT   22   12                                                            
CONECT   23   16                                                            
CONECT   24   16                                                            
CONECT   25   16                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

View in JSmol View NMR Assignments View DFT Assignments 3D Conformers

Synonyms

Value	Source
MSD-92	MeSH
2-Methyl-fervenulone	MeSH

Chemical Formula

C₈H₉N₅O₃

Average Mass

223.1920 Da

Monoisotopic Mass

223.07054 Da

IUPAC Name

trimethyl-2H,3H,5H,6H,7H,8H-pyrimido[5,4-e][1,2,4]triazine-3,5,7-trione

Traditional Name

trimethylpyrimido[5,4-e][1,2,4]triazine-3,5,7-trione

CAS Registry Number

Not Available

SMILES

CN1N=C2N(C)C(=O)N(C)C(=O)C2=NC1=O

InChI Identifier

InChI=1S/C8H9N5O3/c1-11-5-4(6(14)12(2)8(11)16)9-7(15)13(3)10-5/h1-3H3

InChI Key

NLCDJWLDGSBUOQ-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
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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

This compound belongs to the class of organic compounds known as pyrimidones. These are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrimidines and pyrimidine derivatives

Direct Parent

Pyrimidones

Alternative Parents

Substituents

Pyrimidone
Triazine
1,2,4-triazine
Heteroaromatic compound
Vinylogous amide
Lactam
Urea
Azacycle
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen 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	-0.5	ALOGPS
logP	-0.81	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	85.65 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	52.02 m³·mol⁻¹	ChemAxon
Polarizability	20.45 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

NPA015604

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

183131

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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-methylfervenulone (NP0003587)

MOL for NP0003587 (2-methylfervenulone)

3D MOL for NP0003587 (2-methylfervenulone)

3D SDF for NP0003587 (2-methylfervenulone)

3D-SDF for NP0003587 (2-methylfervenulone)

PDB for NP0003587 (2-methylfervenulone)

3D PDB for NP0003587 (2-methylfervenulone)

SMILES for NP0003587 (2-methylfervenulone)

INCHI for NP0003587 (2-methylfervenulone)

Structure for NP0003587 (2-methylfervenulone)

3D Structure for NP0003587 (2-methylfervenulone)