NP-MRD: Showing NP-Card for N2-Methylguanine (NP0087447)

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Record Information

Version

2.0

Created at

2022-05-11 16:49:55 UTC

Updated at

2022-05-11 16:49:55 UTC

NP-MRD ID

NP0087447

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N2-Methylguanine

Description

N2-Methylguanine, also known as N7-me-g, belongs to the class of organic compounds known as hypoxanthines. Hypoxanthines are compounds containing the purine derivative 1H-purin-6(9H)-one. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring. N2-Methylguanine was first documented in 1986 (PMID: 2428556). N2-Methylguanine is a moderately basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      32.847  -5.451   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0      32.847 -10.071   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0      35.638  -7.292   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0      35.638  -9.770   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      31.514  -7.761   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      30.180 -10.071   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      34.181  -7.761   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      34.181  -9.301   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      31.514  -9.301   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      32.847  -6.991   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      36.537  -8.531   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      28.847  -9.301   0.000  0.00  0.00           C+0
CONECT    1   10                                                            
CONECT    2    8    9                                                       
CONECT    3    7   11                                                       
CONECT    4    8   11                                                       
CONECT    5    9   10                                                       
CONECT    6    9   12                                                       
CONECT    7    3    8   10                                                  
CONECT    8    2    4    7                                                  
CONECT    9    2    5    6                                                  
CONECT   10    1    5    7                                                  
CONECT   11    3    4                                                       
CONECT   12    6                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

View in JSmol

Synonyms

Value	Source
1,7-Dihydro-2-(methylamino)-6H-purin-6-one	ChEBI
2-Methylamino-6-oxopurine	ChEBI
2-Methylguanine	ChEBI
N-Methyl-guanine	ChEBI
1, 7-Dihydro-2-(methylamino)-6H-purin-6-one	HMDB
2-(Methylamino)-9H-purin-6-ol	HMDB
2-Methylamino-1,9-dihydro-purin-6-one	HMDB
2-Monomethylamino-6-hydroxypurine	HMDB
6-Hydroxy-2-methylamino-purine	HMDB
6-Hydroxy-2-methylaminopurine	HMDB
7-Methylguanine	HMDB
N7-Me-g	HMDB
7-Methylguanine, 14C-labeled	HMDB
N(2)-Methylguanine	HMDB
N7-Methylguanine	HMDB
N2-Methylguanine	MeSH

Chemical Formula

C₆H₇N₅O

Average Mass

165.1527 Da

Monoisotopic Mass

165.06506 Da

IUPAC Name

2-(methylamino)-6,7-dihydro-3H-purin-6-one

Traditional Name

2-(methylamino)-3,7-dihydropurin-6-one

CAS Registry Number

Not Available

SMILES

CNC1=NC(=O)C2=C(N1)N=CN2

InChI Identifier

InChI=1S/C6H7N5O/c1-7-6-10-4-3(5(12)11-6)8-2-9-4/h2H,1H3,(H3,7,8,9,10,11,12)

InChI Key

SGSSKEDGVONRGC-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
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hypoxanthines. Hypoxanthines are compounds containing the purine derivative 1H-purin-6(9H)-one. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidazopyrimidines

Sub Class

Purines and purine derivatives

Direct Parent

Hypoxanthines

Alternative Parents

Substituents

6-oxopurine
Hypoxanthine
Aminopyrimidine
Pyrimidone
Secondary aliphatic/aromatic amine
Pyrimidine
Heteroaromatic compound
Vinylogous amide
Imidazole
Azole
Azacycle
Secondary amine
Organic nitrogen compound
Amine
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen 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	-0.71	ALOGPS
logP	-0.31	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	8.92	ChemAxon
pKa (Strongest Basic)	2.22	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	82.17 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	43.68 m³·mol⁻¹	ChemAxon
Polarizability	15.5 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

HMDB ID

HMDB0006040

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023816

KNApSAcK ID

Not Available

Chemspider ID

23213

KEGG Compound ID

C04153

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24828

PDB ID

Not Available

ChEBI ID

21818

Good Scents ID

Not Available

References

General References

Sander G, Topp H, Heller-Schoch G, Wieland J, Schoch G: Ribonucleic acid turnover in man:RNA catabolites in urine as measure for the metabolism of each of the three major species of RNA. Clin Sci (Lond). 1986 Oct;71(4):367-74. doi: 10.1042/cs0710367. [PubMed:2428556 ]

Showing NP-Card for N2-Methylguanine (NP0087447)

MOL for NP0087447 (N2-Methylguanine)

3D MOL for NP0087447 (N2-Methylguanine)

3D SDF for NP0087447 (N2-Methylguanine)

3D-SDF for NP0087447 (N2-Methylguanine)

PDB for NP0087447 (N2-Methylguanine)

3D PDB for NP0087447 (N2-Methylguanine)

SMILES for NP0087447 (N2-Methylguanine)

INCHI for NP0087447 (N2-Methylguanine)

Structure for NP0087447 (N2-Methylguanine)

3D Structure for NP0087447 (N2-Methylguanine)