NP-MRD: Showing NP-Card for [(2r,3r,4r,5r)-4-hydroxy-2-(6-hydroxy-2-imino-3h-purin-9-yl)-5-(hydroxymethyl)oxolan-3-yl]oxyphosphonic acid (NP0169599)

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Record Information

Version

2.0

Created at

2022-09-03 05:35:35 UTC

Updated at

2022-09-03 05:35:35 UTC

NP-MRD ID

NP0169599

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(2r,3r,4r,5r)-4-hydroxy-2-(6-hydroxy-2-imino-3h-purin-9-yl)-5-(hydroxymethyl)oxolan-3-yl]oxyphosphonic acid

Description

Guanosine 2'-monophosphate, also known as 2'-GMP or 2'-O-phosphoguanosine, belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. Guanosine 2'-monophosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). [(2r,3r,4r,5r)-4-hydroxy-2-(6-hydroxy-2-imino-3h-purin-9-yl)-5-(hydroxymethyl)oxolan-3-yl]oxyphosphonic acid is found in Helianthus tuberosus. [(2r,3r,4r,5r)-4-hydroxy-2-(6-hydroxy-2-imino-3h-purin-9-yl)-5-(hydroxymethyl)oxolan-3-yl]oxyphosphonic acid was first documented in 1988 (PMID: 2836379). A purine ribonucleoside 2'-monophosphate having guanine as the nucleobase (PMID: 15299531) (PMID: 2157020) (PMID: 2177661).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
    4.2715   -2.5730   -0.6945 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7175   -1.5020    0.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5495   -0.9268   -0.2331 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0020    0.0906    0.4642 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7369    0.5515    1.5646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0128    1.5489    2.0990 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8789    1.7046    1.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8746    0.8116    0.3684 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1531    0.6507   -0.6311 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5850    1.8899   -1.1296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8571    1.6200   -1.6682 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5379    2.9354   -1.9572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6525    3.6467   -0.7561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4959    0.8725   -0.5361 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6361    0.1960   -0.8858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3614   -0.0671   -0.1256 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5225   -1.3051   -0.7742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6723   -2.5685    0.3368 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.6424   -3.6483    0.0839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1945   -3.2917    0.1604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4932   -2.0036    1.9111 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9447   -0.0468    1.8615 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5733    0.4063    2.8683 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4196   -1.0489    1.1230 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5851   -3.4384   -0.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3638   -2.4925   -1.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1175    2.4435    1.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2410    0.1010   -1.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7037    1.0097   -2.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9148    3.5457   -2.6238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5400    2.7479   -2.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7455    3.6392   -0.3367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6363    1.5852    0.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4149    0.7900   -0.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3731   -0.2320    0.9640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1206   -4.2237    0.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3697   -1.9456    2.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3336   -1.4729    1.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 20  1  0
 18 21  1  0
 18 19  2  0
  5 22  1  0
 22 23  2  0
 22 24  1  0
 24  2  1  0
  8  4  1  0
 16  9  1  0
  1 25  1  0
  1 26  1  0
  7 27  1  0
  9 28  1  6
 11 29  1  6
 12 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  1
 15 34  1  0
 16 35  1  1
 20 36  1  0
 21 37  1  0
 24 38  1  0
M  END


  Mrv1652311011917312D          

 24 26  0  0  1  0            999 V2000
    9.1019   -2.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3873   -3.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1018   -4.3480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8163   -3.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8163   -3.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6009   -2.8554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0859   -3.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6009   -4.1905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8559   -4.9754    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.3710   -5.6426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8559   -6.3104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.6009   -7.0949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1529   -7.7081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6405   -6.0554    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.3080   -6.5404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6406   -5.2303    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3872   -3.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6727   -4.3480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1019   -1.8728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7314   -4.5967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0639   -5.0817    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.5498   -5.7483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3058   -4.7445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7292   -5.8345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 19  1  2  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2 17  1  0  0  0  0
 17  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
  9 16  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 17 18  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
 16 23  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0169599

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2OP(O)(O)=O)C(=O)N1

> <INCHI_IDENTIFIER>
InChI=1S/C10H14N5O8P/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(23-24(19,20)21)5(17)3(1-16)22-9/h2-3,5-6,9,16-17H,1H2,(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1

> <INCHI_KEY>
WTIFIAZWCCBCGE-UUOKFMHZSA-N

> <FORMULA>
C10H14N5O8P

> <MOLECULAR_WEIGHT>
363.2206

> <EXACT_MASS>
363.057998961

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
30.545916243050133

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3R,4R,5R)-2-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-1.95

> <JCHEM_LOGP>
-3.4059722388484612

> <ALOGPS_LOGS>
-2.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.716907621691872

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8849547942723577

> <JCHEM_PKA_STRONGEST_BASIC>
0.2433668886468323

> <JCHEM_POLAR_SURFACE_AREA>
201.74999999999997

> <JCHEM_REFRACTIVITY>
75.494

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.56e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3R,4R,5R)-2-(2-amino-6-oxo-1H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 01-NOV-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-NOV-19         0                                  
HETATM    1  C   UNK     0      16.990  -5.036   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      15.656  -5.806   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0      16.990  -8.116   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      18.324  -7.346   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.324  -5.806   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      19.788  -5.330   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      20.694  -6.576   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      19.788  -7.822   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      20.264  -9.287   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      19.359 -10.533   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      20.264 -11.779   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.788 -13.244   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      20.819 -14.388   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      21.729 -11.303   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      22.975 -12.209   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      21.729  -9.763   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.656  -7.346   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      14.322  -8.116   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0      16.990  -3.496   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      25.632  -8.581   0.000  0.00  0.00           O+0
HETATM   21  P   UNK     0      24.386  -9.486   0.000  0.00  0.00           P+0
HETATM   22  O   UNK     0      25.293 -10.730   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      22.971  -8.856   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      23.761 -10.891   0.000  0.00  0.00           O+0
CONECT    1   19    2    5                                                  
CONECT    2    1   17                                                       
CONECT    3   17    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    1    4    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    4    7    9                                                  
CONECT    9    8   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15   16                                                  
CONECT   15   14                                                            
CONECT   16    9   14   23                                                  
CONECT   17    2    3   18                                                  
CONECT   18   17                                                            
CONECT   19    1                                                            
CONECT   20   21                                                            
CONECT   21   20   22   23   24                                             
CONECT   22   21                                                            
CONECT   23   21   16                                                       
CONECT   24   21                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

View in JSmol

Synonyms

Value	Source
2'-GMP	ChEBI
2'-O-Phosphoguanosine	ChEBI
Guanosine 2'-phosphate	ChEBI
Guanosine 2'-phosphoric acid	Generator
Guanosine 2'-monophosphoric acid	Generator
Guanosine-2'-monophosphoric acid	HMDB
2'-Guanosine monophosphate	HMDB
2'-Guanylic acid	HMDB
2'-Guanylic acid, sodium salt	HMDB
2’-GMP	HMDB
Guanosine 2'-(dihydrogen phosphate)	HMDB
Guanosine 2’-(dihydrogen phosphate)	HMDB
Guanosine 2’-monophosphate	HMDB
Guanosine 2’-phosphate	HMDB
Guanosine 2'-monophosphate	HMDB

Chemical Formula

C₁₀H₁₄N₅O₈P

Average Mass

363.2206 Da

Monoisotopic Mass

363.05800 Da

IUPAC Name

{[(2R,3R,4R,5R)-2-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid

Traditional Name

[(2R,3R,4R,5R)-2-(2-amino-6-oxo-1H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxyphosphonic acid

CAS Registry Number

Not Available

SMILES

NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2OP(O)(O)=O)C(=O)N1

InChI Identifier

InChI=1S/C10H14N5O8P/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(23-24(19,20)21)5(17)3(1-16)22-9/h2-3,5-6,9,16-17H,1H2,(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1

InChI Key

WTIFIAZWCCBCGE-UUOKFMHZSA-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

Species Name	Source	Reference
Helianthus tuberosus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Pentose phosphates

Alternative Parents

Substituents

Pentose phosphate
Glycosyl compound
N-glycosyl compound
6-oxopurine
Hypoxanthine
Imidazopyrimidine
Purine
Aminopyrimidine
Monoalkyl phosphate
Pyrimidone
N-substituted imidazole
Organic phosphoric acid derivative
Alkyl phosphate
Phosphoric acid ester
Pyrimidine
Azole
Heteroaromatic compound
Imidazole
Vinylogous amide
Tetrahydrofuran
Secondary alcohol
Organoheterocyclic compound
Azacycle
Oxacycle
Organonitrogen compound
Amine
Alcohol
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Primary alcohol
Primary amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

purine ribonucleoside 2'-monophosphate (CHEBI:74948 )

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	-2	ALOGPS
logP	-3.4	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	0.88	ChemAxon
pKa (Strongest Basic)	0.24	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	201.75 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	75.49 m³·mol⁻¹	ChemAxon
Polarizability	30.55 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0240586

DrugBank ID

DB01937

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

392466

KEGG Compound ID

Not Available

BioCyc ID

CPD-13025

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

444571

PDB ID

Not Available

ChEBI ID

74948

Good Scents ID

Not Available

References

General References

Sevcik J, Hill CP, Dauter Z, Wilson KS: Complex of ribonuclease from Streptomyces aureofaciens with 2'-GMP at 1.7 A resolution. Acta Crystallogr D Biol Crystallogr. 1993 Mar 1;49(Pt 2):257-71. doi: 10.1107/S0907444992007261. [PubMed:15299531 ]
Hirono S, Kollman PA: Calculation of the relative binding free energy of 2'GMP and 2'AMP to ribonuclease T1 using molecular dynamics/free energy perturbation approaches. J Mol Biol. 1990 Mar 5;212(1):197-209. doi: 10.1016/0022-2836(90)90315-D. [PubMed:2157020 ]
Balaji PV, Saenger W, Rao VS: Computer modeling studies of ribonuclease T1-guanosine monophosphate complexes. Biopolymers. 1990;30(3-4):257-72. doi: 10.1002/bip.360300304. [PubMed:2177661 ]
Sugio S, Amisaki T, Ohishi H, Tomita K: Refined X-ray structure of the low pH form of ribonuclease T1-2'-guanylic acid complex at 1.9 A resolution. J Biochem. 1988 Feb;103(2):354-66. doi: 10.1093/oxfordjournals.jbchem.a122274. [PubMed:2836379 ]
LOTUS database [Link]

Showing NP-Card for [(2r,3r,4r,5r)-4-hydroxy-2-(6-hydroxy-2-imino-3h-purin-9-yl)-5-(hydroxymethyl)oxolan-3-yl]oxyphosphonic acid (NP0169599)

MOL for NP0169599 ([(2r,3r,4r,5r)-4-hydroxy-2-(6-hydroxy-2-imino-3h-purin-9-yl)-5-(hydroxymethyl)oxolan-3-yl]oxyphosphonic acid)

3D MOL for NP0169599 ([(2r,3r,4r,5r)-4-hydroxy-2-(6-hydroxy-2-imino-3h-purin-9-yl)-5-(hydroxymethyl)oxolan-3-yl]oxyphosphonic acid)

3D SDF for NP0169599 ([(2r,3r,4r,5r)-4-hydroxy-2-(6-hydroxy-2-imino-3h-purin-9-yl)-5-(hydroxymethyl)oxolan-3-yl]oxyphosphonic acid)

3D-SDF for NP0169599 ([(2r,3r,4r,5r)-4-hydroxy-2-(6-hydroxy-2-imino-3h-purin-9-yl)-5-(hydroxymethyl)oxolan-3-yl]oxyphosphonic acid)

PDB for NP0169599 ([(2r,3r,4r,5r)-4-hydroxy-2-(6-hydroxy-2-imino-3h-purin-9-yl)-5-(hydroxymethyl)oxolan-3-yl]oxyphosphonic acid)

3D PDB for NP0169599 ([(2r,3r,4r,5r)-4-hydroxy-2-(6-hydroxy-2-imino-3h-purin-9-yl)-5-(hydroxymethyl)oxolan-3-yl]oxyphosphonic acid)

SMILES for NP0169599 ([(2r,3r,4r,5r)-4-hydroxy-2-(6-hydroxy-2-imino-3h-purin-9-yl)-5-(hydroxymethyl)oxolan-3-yl]oxyphosphonic acid)

INCHI for NP0169599 ([(2r,3r,4r,5r)-4-hydroxy-2-(6-hydroxy-2-imino-3h-purin-9-yl)-5-(hydroxymethyl)oxolan-3-yl]oxyphosphonic acid)

Structure for NP0169599 ([(2r,3r,4r,5r)-4-hydroxy-2-(6-hydroxy-2-imino-3h-purin-9-yl)-5-(hydroxymethyl)oxolan-3-yl]oxyphosphonic acid)

3D Structure for NP0169599 ([(2r,3r,4r,5r)-4-hydroxy-2-(6-hydroxy-2-imino-3h-purin-9-yl)-5-(hydroxymethyl)oxolan-3-yl]oxyphosphonic acid)