data_MDG
# 
_chem_comp.id                                    MDG 
_chem_comp.name                                  "7N-METHYL-8-HYDROGUANOSINE-5'-DIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H19 N5 O11 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   OBS 
_chem_comp.pdbx_replaced_by                      M7G 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        459.243 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MDG 
_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        1V39 
_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 
MDG PB     PB   P 0 1 N N N 10.037 11.406 22.466 1.195  -0.449 -5.518 PB     MDG 1  
MDG O1B    O1B  O 0 1 N N N 8.846  11.862 23.457 2.169  0.575  -5.080 O1B    MDG 2  
MDG O2B    O2B  O 0 1 N N N 9.526  10.234 21.706 1.944  -1.544 -6.431 O2B    MDG 3  
MDG O3B    O3B  O 0 1 N N N 10.519 12.583 21.705 0.025  0.253  -6.373 O3B    MDG 4  
MDG O3A    O3A  O 0 1 N N N 11.259 10.849 23.364 0.559  -1.171 -4.228 O3A    MDG 5  
MDG PA     PA   P 0 1 N N S 12.589 11.681 23.751 -0.169 -0.023 -3.365 PA     MDG 6  
MDG O1A    O1A  O 0 1 N N N 13.244 12.197 22.519 0.825  0.994  -2.959 O1A    MDG 7  
MDG O2A    O2A  O 0 1 N N N 12.221 12.671 24.795 -1.316 0.671  -4.255 O2A    MDG 8  
MDG "O5'"  O5*  O 0 1 N N N 13.551 10.588 24.429 -0.831 -0.679 -2.052 "O5'"  MDG 9  
MDG "C5'"  C5*  C 0 1 N N N 13.857 9.322  23.814 -1.459 0.383  -1.331 "C5'"  MDG 10 
MDG "C4'"  C4*  C 0 1 N N R 15.229 9.294  23.137 -2.112 -0.174 -0.065 "C4'"  MDG 11 
MDG "O4'"  O4*  O 0 1 N N N 15.322 10.334 22.168 -1.114 -0.764 0.796  "O4'"  MDG 12 
MDG "C3'"  C3*  C 0 1 N N S 16.342 9.594  24.122 -2.730 0.967  0.771  "C3'"  MDG 13 
MDG "O3'"  O3*  O 0 1 N N N 16.737 8.405  24.824 -4.134 1.066  0.522  "O3'"  MDG 14 
MDG "C2'"  C2*  C 0 1 N N R 17.473 10.086 23.236 -2.466 0.546  2.236  "C2'"  MDG 15 
MDG "O2'"  O2*  O 0 1 N N N 18.313 9.025  22.771 -3.700 0.374  2.937  "O2'"  MDG 16 
MDG "C1'"  C1*  C 0 1 N N R 16.723 10.619 22.013 -1.717 -0.798 2.108  "C1'"  MDG 17 
MDG N9     N9   N 0 1 N N N 16.832 12.078 21.821 -0.684 -0.906 3.141  N9     MDG 18 
MDG C8     C8   C 0 1 N N N 16.155 13.079 22.469 -0.584 -1.961 4.157  C8     MDG 19 
MDG N7     N7   N 0 1 N N N 16.381 14.259 21.995 0.607  -1.633 4.951  N7     MDG 20 
MDG CM7    CM7  C 0 1 N N N 15.742 15.464 22.464 1.133  -2.387 6.091  CM7    MDG 21 
MDG C5     C5   C 0 1 N N N 17.279 14.038 20.960 1.143  -0.446 4.407  C5     MDG 22 
MDG C6     C6   C 0 1 N N N 17.887 14.955 20.077 2.268  0.310  4.766  C6     MDG 23 
MDG O6     O6   O 0 1 N N N 17.743 16.165 20.026 2.970  -0.028 5.707  O6     MDG 24 
MDG N1     N1   N 0 1 N N N 18.729 14.336 19.179 2.562  1.418  4.055  N1     MDG 25 
MDG C2     C2   C 0 1 N N N 18.984 12.982 19.114 1.772  1.784  3.008  C2     MDG 26 
MDG N2     N2   N 0 1 N N N 19.826 12.554 18.172 2.086  2.913  2.295  N2     MDG 27 
MDG N3     N3   N 0 1 N N N 18.407 12.110 19.954 0.714  1.083  2.668  N3     MDG 28 
MDG C4     C4   C 0 1 N N N 17.570 12.705 20.844 0.372  -0.031 3.333  C4     MDG 29 
MDG HOB2   2HOB H 0 0 N N N 10.226 9.965  21.123 2.310  -1.071 -7.191 HOB2   MDG 30 
MDG HOB3   3HOB H 0 0 N N N 11.219 12.314 21.122 -0.585 -0.447 -6.638 HOB3   MDG 31 
MDG HOA2   2HOA H 0 0 N N N 13.003 13.160 25.022 -1.942 -0.025 -4.498 HOA2   MDG 32 
MDG "H5'1" 1H5* H 0 0 N N N 13.761 8.490  24.550 -2.220 0.848  -1.958 "H5'1" MDG 33 
MDG "H5'2" 2H5* H 0 0 N N N 13.055 9.025  23.097 -0.710 1.127  -1.057 "H5'2" MDG 34 
MDG "H4'"  H4*  H 0 1 N N N 15.333 8.276  22.694 -2.873 -0.909 -0.324 "H4'"  MDG 35 
MDG "H3'"  H3*  H 0 1 N N N 16.042 10.330 24.903 -2.236 1.914  0.550  "H3'"  MDG 36 
MDG "HO3'" *HO3 H 0 0 N N N 17.434 8.593  25.441 -4.464 1.792  1.069  "HO3'" MDG 37 
MDG "H2'"  H2*  H 0 1 N N N 18.125 10.808 23.780 -1.841 1.284  2.739  "H2'"  MDG 38 
MDG "HO2'" *HO2 H 0 0 N N N 19.020 9.332  22.216 -4.147 1.232  2.930  "HO2'" MDG 39 
MDG "H1'"  H1*  H 0 1 N N N 17.188 10.117 21.132 -2.416 -1.631 2.183  "H1'"  MDG 40 
MDG H81    1H8  H 0 1 N N N 15.060 12.865 22.482 -0.462 -2.933 3.679  H81    MDG 41 
MDG H82    2H8  H 0 1 N N N 16.366 13.049 23.563 -1.471 -1.960 4.790  H82    MDG 42 
MDG HM71   1HM7 H 0 0 N N N 15.937 16.482 22.054 2.027  -1.895 6.472  HM71   MDG 43 
MDG HM72   2HM7 H 0 0 N N N 14.642 15.293 22.399 0.379  -2.429 6.878  HM72   MDG 44 
MDG HM73   3HM7 H 0 0 N N N 15.918 15.517 23.563 1.383  -3.399 5.773  HM73   MDG 45 
MDG HN1    HN1  H 0 1 N N N 19.205 14.932 18.502 3.336  1.954  4.289  HN1    MDG 46 
MDG HN21   1HN2 H 0 0 N N N 20.014 11.552 18.123 1.531  3.185  1.548  HN21   MDG 47 
MDG HN22   2HN2 H 0 0 N N N 20.708 13.058 18.255 2.862  3.441  2.539  HN22   MDG 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 
MDG PB    O1B    DOUB N N 1  
MDG PB    O2B    SING N N 2  
MDG PB    O3B    SING N N 3  
MDG PB    O3A    SING N N 4  
MDG O2B   HOB2   SING N N 5  
MDG O3B   HOB3   SING N N 6  
MDG O3A   PA     SING N N 7  
MDG PA    O1A    DOUB N N 8  
MDG PA    O2A    SING N N 9  
MDG PA    "O5'"  SING N N 10 
MDG O2A   HOA2   SING N N 11 
MDG "O5'" "C5'"  SING N N 12 
MDG "C5'" "C4'"  SING N N 13 
MDG "C5'" "H5'1" SING N N 14 
MDG "C5'" "H5'2" SING N N 15 
MDG "C4'" "O4'"  SING N N 16 
MDG "C4'" "C3'"  SING N N 17 
MDG "C4'" "H4'"  SING N N 18 
MDG "O4'" "C1'"  SING N N 19 
MDG "C3'" "O3'"  SING N N 20 
MDG "C3'" "C2'"  SING N N 21 
MDG "C3'" "H3'"  SING N N 22 
MDG "O3'" "HO3'" SING N N 23 
MDG "C2'" "O2'"  SING N N 24 
MDG "C2'" "C1'"  SING N N 25 
MDG "C2'" "H2'"  SING N N 26 
MDG "O2'" "HO2'" SING N N 27 
MDG "C1'" N9     SING N N 28 
MDG "C1'" "H1'"  SING N N 29 
MDG N9    C8     SING N N 30 
MDG N9    C4     SING N N 31 
MDG C8    N7     SING N N 32 
MDG C8    H81    SING N N 33 
MDG C8    H82    SING N N 34 
MDG N7    CM7    SING N N 35 
MDG N7    C5     SING N N 36 
MDG CM7   HM71   SING N N 37 
MDG CM7   HM72   SING N N 38 
MDG CM7   HM73   SING N N 39 
MDG C5    C6     SING N N 40 
MDG C5    C4     DOUB N N 41 
MDG C6    O6     DOUB N N 42 
MDG C6    N1     SING N N 43 
MDG N1    C2     SING N N 44 
MDG N1    HN1    SING N N 45 
MDG C2    N2     SING N N 46 
MDG C2    N3     DOUB N N 47 
MDG N2    HN21   SING N N 48 
MDG N2    HN22   SING N N 49 
MDG N3    C4     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 
MDG SMILES           ACDLabs              10.04 O=P(O)(O)OP(=O)(O)OCC3OC(N1C=2N=C(N)NC(=O)C=2N(C1)C)C(O)C3O 
MDG InChI            InChI                1.02b 
InChI=1/C11H19N5O11P2/c1-15-3-16(8-5(15)9(19)14-11(12)13-8)10-7(18)6(17)4(26-10)2-25-29(23,24)27-28(20,21)22/h4,6-7,10,17-18H,2-3H2,1H3,(H,23,24)(H2,20,21,22)(H3,12,13,14,19)/t4-,6-,7-,10-/m1/s1/f/h14,20-21,23H,12H2 
MDG InChIKey         InChI                1.02b QQODJOAVWUWVHJ-HPOUFISBDW 
MDG SMILES_CANONICAL CACTVS               3.341 CN1CN([C@@H]2O[C@H](CO[P@@](O)(=O)O[P](O)(O)=O)[C@@H](O)[C@H]2O)C3=C1C(=O)NC(=N3)N 
MDG SMILES           CACTVS               3.341 CN1CN([CH]2O[CH](CO[P](O)(=O)O[P](O)(O)=O)[CH](O)[CH]2O)C3=C1C(=O)NC(=N3)N 
MDG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN1CN(C2=C1C(=O)NC(=N2)N)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@](=O)(O)OP(=O)(O)O)O)O 
MDG SMILES           "OpenEye OEToolkits" 1.5.0 CN1CN(C2=C1C(=O)NC(=N2)N)C3C(C(C(O3)COP(=O)(O)OP(=O)(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 
MDG "SYSTEMATIC NAME" ACDLabs              10.04 
;7-methylguanosine 5'-(trihydrogen diphosphate)
;
MDG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(2-amino-7-methyl-6-oxo-1,8-dihydropurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl phosphono hydrogen phosphate" 
# 
