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Showing NP-Card for 3-methyl-9h-purin-6-imine (NP0194293)

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Record Information
Version2.0
Created at2022-09-04 11:55:33 UTC
Updated at2022-09-04 11:55:33 UTC
NP-MRD IDNP0194293
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-methyl-9h-purin-6-imine
Description3-Methyladenine, also known as 3-ma nucleobase, belongs to the class of organic compounds known as purines and purine derivatives. These are aromatic heterocyclic compounds containing a purine moiety, which is formed a pyrimidine-ring ring fused to an imidazole ring. 3-methyl-9h-purin-6-imine was first documented in 2022 (PMID: 36055539). Based on a literature review a small amount of articles have been published on 3-methyladenine (PMID: 36046683) (PMID: 36036098) (PMID: 36035217) (PMID: 36031759).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0194293 (3-methyl-9h-purin-6-imine)


  Mrv1652309042213552D          

 11 12  0  0  0  0            999 V2000
    3.2789    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   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
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  7 11  2  0  0  0  0
  2 11  1  0  0  0  0
M  END
Download

3D MOL for NP0194293 (3-methyl-9h-purin-6-imine)

     RDKit          3D

 18 19  0  0  0  0  0  0  0  0999 V2000
   -2.9545   -2.7347   -0.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7531   -1.7171   -0.3418 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5555   -1.2865   -0.1909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5530   -2.1613   -0.0592 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7319   -1.7435    0.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9572   -0.4261    0.1260 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3178    0.1019    0.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0120    0.4967   -0.0016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0383    1.8473   -0.0107 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2991    2.2841   -0.1734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0611    1.1803   -0.2659 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3213    0.0610   -0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5436   -2.4542    0.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2578    0.7878    1.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5011    0.7100   -0.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0504   -0.7093    0.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8225    2.4496    0.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6342    3.3138   -0.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  2  0
  3 12  1  0
 12  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  8  6  1  0
 11 12  1  0
  7 14  1  0
  7 15  1  0
  7 16  1  0
  5 13  1  0
  2  1  1  0
  9 17  1  0
 10 18  1  0
M  END
Download

3D SDF for NP0194293 (3-methyl-9h-purin-6-imine)


  Mrv1652309042213552D          

 11 12  0  0  0  0            999 V2000
    3.2789    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   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
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  7 11  2  0  0  0  0
  2 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0194293

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1C=NC(=N)C2=C1NC=N2

> <INCHI_IDENTIFIER>
InChI=1S/C6H7N5/c1-11-3-10-5(7)4-6(11)9-2-8-4/h2-3,7H,1H3,(H,8,9)

> <INCHI_KEY>
ZPBYVFQJHWLTFB-UHFFFAOYSA-N

> <FORMULA>
C6H7N5

> <MOLECULAR_WEIGHT>
149.157

> <EXACT_MASS>
149.070145245

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
14.415580519856343

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-methyl-6,9-dihydro-3H-purin-6-imine

> <JCHEM_LOGP>
-0.9504151793333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.511101239207427

> <JCHEM_PKA_STRONGEST_BASIC>
5.665990763540112

> <JCHEM_POLAR_SURFACE_AREA>
68.13

> <JCHEM_REFRACTIVITY>
51.20889999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-methyl-9H-purin-6-imine

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0194293 (3-methyl-9h-purin-6-imine)

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PDB for NP0194293 (3-methyl-9h-purin-6-imine)
HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       6.121   3.850   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       6.121   2.310   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       7.454   0.000   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       6.121  -2.310   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       3.322  -0.476   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       3.322   2.016   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    7    2                                                  
MASTER        0    0    0    0    0    0    0    0   11    0   24    0
END

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3D PDB for NP0194293 (3-methyl-9h-purin-6-imine)
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SMILES for NP0194293 (3-methyl-9h-purin-6-imine)
CN1C=NC(=N)C2=C1NC=N2
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INCHI for NP0194293 (3-methyl-9h-purin-6-imine)
InChI=1S/C6H7N5/c1-11-3-10-5(7)4-6(11)9-2-8-4/h2-3,7H,1H3,(H,8,9)
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View in JSmol
Synonyms
ValueSource
3-MA nucleobaseMeSH
N(3)-MethyladenineMeSH
Chemical FormulaC6H7N5
Average Mass149.1570 Da
Monoisotopic Mass149.07015 Da
IUPAC Name3-methyl-6,9-dihydro-3H-purin-6-imine
Traditional Name3-methyl-9H-purin-6-imine
CAS Registry NumberNot Available
SMILES
CN1C=NC(=N)C2=C1NC=N2
InChI Identifier
InChI=1S/C6H7N5/c1-11-3-10-5(7)4-6(11)9-2-8-4/h2-3,7H,1H3,(H,8,9)
InChI KeyZPBYVFQJHWLTFB-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as purines and purine derivatives. These are aromatic heterocyclic compounds containing a purine moiety, which is formed a pyrimidine-ring ring fused to an imidazole ring.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassImidazopyrimidines  
Sub ClassPurines and purine derivatives  
Direct ParentPurines and purine derivatives  
Alternative Parents
Substituents
  • Purine
    • 

  • Pyrimidine
    • 

  • Heteroaromatic compound
    • 

  • Imidazole
    • 

  • Azole
    • 

  • Azacycle
    • 

  • Organic nitrogen compound
    • 

  • Organopnictogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organonitrogen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.95ChemAxon
pKa (Strongest Acidic)12.51ChemAxon
pKa (Strongest Basic)5.67ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area68.13 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity51.21 m³·mol⁻¹ChemAxon
Polarizability14.42 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID17940938  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound135398661  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. He Q, Yin Y, Pan X, Wu Y, Li X: Albendazole-induced autophagy blockade contributes to elevated apoptosis in cholangiocarcinoma cells through AMPK/mTOR activation. Toxicol Appl Pharmacol. 2022 Nov 1;454:116214. doi: 10.1016/j.taap.2022.116214. Epub 2022 Aug 30. [PubMed:36055539  ] 
  2. BaofengFeng, Amponsah AE, Guo R, Liu X, Zhang J, Du X, Zhou Z, He J, Ma J, Cui H: Autophagy-Mediated Inflammatory Cytokine Secretion in Sporadic ALS Patient iPSC-Derived Astrocytes. Oxid Med Cell Longev. 2022 Aug 22;2022:6483582. doi: 10.1155/2022/6483582. eCollection 2022. [PubMed:36046683  ] 
  3. Jia YM, Zhu CF, Yang K, He CG, Wu YY, Wang L, Song RF, Zhang JY, Wang C: [Effect of moxibustion on autophagy lysosome function mediated by mTOR/TFEB pathway and lncRNA H19 expression in APP/PS1 double transgenic mice]. Zhen Ci Yan Jiu. 2022 Aug 25;47(8):665-72. doi: 10.13702/j.1000-0607.20211177. [PubMed:36036098  ] 
  4. Wu W, Zhang G, Qiu L, Liu X, Zhou S, Wu J: Contribution of Adiponectin/Carnitine Palmityl Transferase 1A-Mediated Fatty Acid Metabolism during the Development of Idiopathic Pulmonary Fibrosis. Oxid Med Cell Longev. 2022 Aug 17;2022:5265616. doi: 10.1155/2022/5265616. eCollection 2022. [PubMed:36035217  ] 
  5. Ma H, Liu Y, Miao Z, Cheng S, Zhu Y, Wu Y, Fan X, Yang J, Li X, Guo L: Neratinib inhibits proliferation and promotes apoptosis of acute myeloid leukemia cells by activating autophagy-dependent ferroptosis. Drug Dev Res. 2022 Aug 28. doi: 10.1002/ddr.21983. [PubMed:36031759  ] 
  6. LOTUS database [Link]