data_G48
# 
_chem_comp.id                                    G48 
_chem_comp.name                                  "2'-O-METHYOXYETHYL-GUANOSINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C13 H20 N5 O9 P" 
_chem_comp.mon_nstd_parent_comp_id               G 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-05-12 
_chem_comp.pdbx_modified_date                    2009-01-07 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        421.300 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     G48 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        468D 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
G48 P      P    P 0 1 N N N 16.744 8.116 18.003 0.586  0.101  -5.551 P      G48 1  
G48 O1P    O1P  O 0 1 N N N 18.083 8.085 18.638 1.760  -0.551 -6.439 O1P    G48 2  
G48 O2P    O2P  O 0 1 N N N 16.519 7.351 16.758 0.913  1.516  -5.263 O2P    G48 3  
G48 O3P    O3P  O 0 1 N Y N 16.370 9.683 17.839 -0.803 0.026  -6.361 O3P    G48 4  
G48 "O5'"  O5*  O 0 1 N N N 15.711 7.574 19.076 0.445  -0.708 -4.167 "O5'"  G48 5  
G48 "C5'"  C5*  C 0 1 N N N 15.658 8.165 20.375 -0.606 -0.085 -3.429 "C5'"  G48 6  
G48 "C4'"  C4*  C 0 1 N N R 14.627 7.470 21.216 -0.793 -0.811 -2.095 "C4'"  G48 7  
G48 "O4'"  O4*  O 0 1 N N N 13.298 7.835 20.782 0.405  -0.711 -1.308 "O4'"  G48 8  
G48 "C3'"  C3*  C 0 1 N N R 14.633 5.951 21.153 -1.926 -0.145 -1.290 "C3'"  G48 9  
G48 "O3'"  O3*  O 0 1 N N N 15.631 5.390 21.980 -2.977 -1.079 -1.035 "O3'"  G48 10 
G48 "C2'"  C2*  C 0 1 N N R 13.216 5.599 21.598 -1.249 0.282  0.034  "C2'"  G48 11 
G48 "O2'"  O2*  O 0 1 N N N 13.087 5.631 23.012 -2.106 0.029  1.149  "O2'"  G48 12 
G48 "C1'"  C1*  C 0 1 N N R 12.423 6.735 20.958 -0.002 -0.636 0.074  "C1'"  G48 13 
G48 N9     N9   N 0 1 Y N N 11.910 6.359 19.645 1.056  -0.040 0.893  N9     G48 14 
G48 C8     C8   C 0 1 Y N N 12.406 6.724 18.416 1.991  0.860  0.472  C8     G48 15 
G48 N7     N7   N 0 1 Y N N 11.700 6.257 17.421 2.775  1.177  1.461  N7     G48 16 
G48 C5     C5   C 0 1 Y N N 10.675 5.541 18.038 2.392  0.501  2.571  C5     G48 17 
G48 C6     C6   C 0 1 N N N 9.571  4.826 17.482 2.862  0.449  3.904  C6     G48 18 
G48 O6     O6   O 0 1 N N N 9.250  4.700 16.299 3.820  1.116  4.255  O6     G48 19 
G48 N1     N1   N 0 1 N N N 8.792  4.230 18.472 2.223  -0.358 4.779  N1     G48 20 
G48 C2     C2   C 0 1 N N N 9.020  4.316 19.821 1.153  -1.100 4.376  C2     G48 21 
G48 N2     N2   N 0 1 N N N 8.156  3.651 20.614 0.523  -1.911 5.286  N2     G48 22 
G48 N3     N3   N 0 1 N N N 10.024 4.998 20.354 0.706  -1.060 3.140  N3     G48 23 
G48 C4     C4   C 0 1 Y N N 10.807 5.580 19.409 1.285  -0.280 2.220  C4     G48 24 
G48 "CA'"  CA*  C 0 1 N N N 11.778 5.533 23.572 -2.819 1.240  1.406  "CA'"  G48 25 
G48 "CB'"  CB*  C 0 1 N N N 11.876 5.617 25.062 -3.759 1.036  2.596  "CB'"  G48 26 
G48 "OC'"  OC*  O 0 1 N N N 13.068 6.348 25.448 -2.996 0.678  3.750  "OC'"  G48 27 
G48 "CD'"  CD*  C 0 1 N N N 12.807 7.079 26.664 -3.925 0.502  4.821  "CD'"  G48 28 
G48 H1P    H1P  H 0 1 N N N 18.227 8.576 19.438 1.811  -0.037 -7.256 H1P    G48 29 
G48 H3P    H3P  H 0 1 N N N 15.511 9.702 17.432 -0.979 -0.909 -6.528 H3P    G48 30 
G48 "H5'1" 1H5* H 0 0 N N N 15.484 9.265 20.326 -1.532 -0.134 -4.002 "H5'1" G48 31 
G48 "H5'2" 2H5* H 0 0 N N N 16.658 8.179 20.868 -0.350 0.957  -3.242 "H5'2" G48 32 
G48 "H4'"  H4*  H 0 1 N N N 14.757 7.786 22.277 -1.032 -1.859 -2.274 "H4'"  G48 33 
G48 "H3'"  H3*  H 0 1 N N N 14.789 5.620 20.100 -2.311 0.724  -1.821 "H3'"  G48 34 
G48 HA     HA   H 0 1 N N N 15.635 4.441 21.941 -3.361 -1.309 -1.893 HA     G48 35 
G48 "H2'"  H2*  H 0 1 N N N 12.901 4.611 21.189 -0.958 1.332  0.000  "H2'"  G48 36 
G48 "H1'"  H1*  H 0 1 N N N 11.578 7.028 21.624 -0.266 -1.624 0.451  "H1'"  G48 37 
G48 H8     H8   H 0 1 N N N 13.307 7.347 18.284 2.069  1.252  -0.531 H8     G48 38 
G48 H1     H1   H 0 1 N N N 7.985  3.685 18.168 2.527  -0.410 5.699  H1     G48 39 
G48 H2N1   1H2N H 0 0 N N N 8.326  3.715 21.618 -0.239 -2.445 5.014  H2N1   G48 40 
G48 H2N2   2H2N H 0 0 N N N 7.384  3.126 20.204 0.842  -1.951 6.202  H2N2   G48 41 
G48 "HA'1" 1HA* H 0 0 N N N 11.239 4.617 23.233 -3.400 1.513  0.526  "HA'1" G48 42 
G48 "HA'2" 2HA* H 0 0 N N N 11.078 6.291 23.150 -2.111 2.037  1.635  "HA'2" G48 43 
G48 "HB'1" 1HB* H 0 0 N N N 11.833 4.610 25.539 -4.467 0.240  2.367  "HB'1" G48 44 
G48 "HB'2" 2HB* H 0 0 N N N 10.956 6.054 25.515 -4.303 1.960  2.792  "HB'2" G48 45 
G48 "HD'1" 1HD* H 0 0 N N N 13.723 7.641 26.961 -3.387 0.227  5.728  "HD'1" G48 46 
G48 "HD'2" 2HD* H 0 0 N N N 12.433 6.419 27.481 -4.467 1.433  4.989  "HD'2" G48 47 
G48 "HD'3" 3HD* H 0 0 N N N 11.915 7.742 26.575 -4.631 -0.286 4.564  "HD'3" G48 48 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
G48 P     O1P    SING N N 1  
G48 P     O2P    DOUB N N 2  
G48 P     O3P    SING N N 3  
G48 P     "O5'"  SING N N 4  
G48 O1P   H1P    SING N N 5  
G48 O3P   H3P    SING N N 6  
G48 "O5'" "C5'"  SING N N 7  
G48 "C5'" "C4'"  SING N N 8  
G48 "C5'" "H5'1" SING N N 9  
G48 "C5'" "H5'2" SING N N 10 
G48 "C4'" "O4'"  SING N N 11 
G48 "C4'" "C3'"  SING N N 12 
G48 "C4'" "H4'"  SING N N 13 
G48 "O4'" "C1'"  SING N N 14 
G48 "C3'" "O3'"  SING N N 15 
G48 "C3'" "C2'"  SING N N 16 
G48 "C3'" "H3'"  SING N N 17 
G48 "O3'" HA     SING N N 18 
G48 "C2'" "O2'"  SING N N 19 
G48 "C2'" "C1'"  SING N N 20 
G48 "C2'" "H2'"  SING N N 21 
G48 "O2'" "CA'"  SING N N 22 
G48 "C1'" N9     SING N N 23 
G48 "C1'" "H1'"  SING N N 24 
G48 N9    C8     SING Y N 25 
G48 N9    C4     SING Y N 26 
G48 C8    N7     DOUB Y N 27 
G48 C8    H8     SING N N 28 
G48 N7    C5     SING Y N 29 
G48 C5    C6     SING N N 30 
G48 C5    C4     DOUB Y N 31 
G48 C6    O6     DOUB N N 32 
G48 C6    N1     SING N N 33 
G48 N1    C2     SING N N 34 
G48 N1    H1     SING N N 35 
G48 C2    N2     SING N N 36 
G48 C2    N3     DOUB N N 37 
G48 N2    H2N1   SING N N 38 
G48 N2    H2N2   SING N N 39 
G48 N3    C4     SING N N 40 
G48 "CA'" "CB'"  SING N N 41 
G48 "CA'" "HA'1" SING N N 42 
G48 "CA'" "HA'2" SING N N 43 
G48 "CB'" "OC'"  SING N N 44 
G48 "CB'" "HB'1" SING N N 45 
G48 "CB'" "HB'2" SING N N 46 
G48 "OC'" "CD'"  SING N N 47 
G48 "CD'" "HD'1" SING N N 48 
G48 "CD'" "HD'2" SING N N 49 
G48 "CD'" "HD'3" SING N N 50 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
G48 SMILES           ACDLabs              10.04 "O=C1c2ncn(c2N=C(N)N1)C3OC(C(O)C3OCCOC)COP(=O)(O)O"                                                                                                                                                    
G48 InChI            InChI                1.02b "InChI=1/C13H20N5O9P/c1-24-2-3-25-9-8(19)6(4-26-28(21,22)23)27-12(9)18-5-15-7-10(18)16-13(14)17-11(7)20/h5-6,8-9,12,19H,2-4H2,1H3,(H2,21,22,23)(H3,14,16,17,20)/t6-,8-,9-,12-/m1/s1/f/h17,21-22H,14H2" 
G48 InChIKey         InChI                1.02b XPQHQKCWTLHVLZ-RBIOJLKGDH                                                                                                                                                                              
G48 SMILES_CANONICAL CACTVS               3.341 "COCCO[C@@H]1[C@H](O)[C@@H](CO[P](O)(O)=O)O[C@H]1n2cnc3C(=O)NC(=Nc23)N"                                                                                                                                
G48 SMILES           CACTVS               3.341 "COCCO[CH]1[CH](O)[CH](CO[P](O)(O)=O)O[CH]1n2cnc3C(=O)NC(=Nc23)N"                                                                                                                                      
G48 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COCCO[C@@H]1[C@@H]([C@H](O[C@H]1n2cnc3c2N=C(NC3=O)N)COP(=O)(O)O)O"                                                                                                                                    
G48 SMILES           "OpenEye OEToolkits" 1.5.0 "COCCOC1C(C(OC1n2cnc3c2N=C(NC3=O)N)COP(=O)(O)O)O"                                                                                                                                                      
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
G48 "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-O-(2-methoxyethyl)guanosine 5'-(dihydrogen phosphate)
;
G48 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3R,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxy-4-(2-methoxyethoxy)oxolan-2-yl]methyl dihydrogen phosphate" 
# 
