data_NGD
# 
_chem_comp.id                                    NGD 
_chem_comp.name                                  
3-(AMINOCARBONYL)-1-[(2R,3R,4S,5R)-5-({[(S)-{[(S)-{[(2R,3S,4R,5R)-5-(2-AMINO-6-OXO-1,6-DIHYDRO-9H-PURIN-9-YL)-3,4-DIHYDROXYTETRAHYDROFURAN-2-YL]METHOXY}(HYDROXY)PHOSPHORYL]OXY}(HYDROXY)PHOSPHORYL]OXY}METHYL)-3,4-DIHYDROXYTETRAHYDROFURAN-2-YL]PYRIDINIUM 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H28 N7 O15 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "NICOTINAMIDE GUANINE DINUCLEOTIDE" 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2006-12-12 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        680.432 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NGD 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2O3U 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
NGD O6A    O6A  O 0 1 N N N 11.546 -0.150 0.691  2.717  -6.099 -4.059 O6A    NGD 1  
NGD C6A    C6A  C 0 1 N N N 10.760 0.237  1.589  2.635  -5.837 -2.866 C6A    NGD 2  
NGD C5A    C5A  C 0 1 Y N N 10.076 -0.675 2.392  1.730  -4.862 -2.323 C5A    NGD 3  
NGD N7A    N7A  N 0 1 Y N N 10.042 -2.015 2.452  0.831  -4.074 -2.980 N7A    NGD 4  
NGD C8A    C8A  C 0 1 Y N N 9.195  -2.369 3.433  0.264  -3.371 -2.019 C8A    NGD 5  
NGD N9A    N9A  N 0 1 Y N N 8.689  -1.254 3.999  0.766  -3.679 -0.777 N9A    NGD 6  
NGD C4A    C4A  C 0 1 Y N N 9.222  -0.195 3.378  1.715  -4.642 -0.966 C4A    NGD 7  
NGD N3A    N3A  N 0 1 N N N 9.068  1.144  3.545  2.457  -5.228 -0.001 N3A    NGD 8  
NGD C2A    C2A  C 0 1 N N N 9.730  2.017  2.763  3.295  -6.126 -0.470 C2A    NGD 9  
NGD N2A    N2A  N 0 1 N N N 9.558  3.354  2.956  4.138  -6.833 0.349  N2A    NGD 10 
NGD N1A    N1A  N 0 1 N N N 10.566 1.562  1.793  3.394  -6.432 -1.848 N1A    NGD 11 
NGD "C1'"  C1*  C 0 1 N N R 7.704  -1.244 5.121  0.353  -3.080 0.490  "C1'"  NGD 12 
NGD "O4'"  O4*  O 0 1 N N N 6.386  -0.797 4.755  -1.048 -2.748 0.436  "O4'"  NGD 13 
NGD "C2'"  C2*  C 0 1 N N R 8.083  -0.284 6.232  1.081  -1.790 0.833  "C2'"  NGD 14 
NGD "O2'"  O2*  O 0 1 N N N 9.180  -0.785 7.003  2.324  -2.037 1.459  "O2'"  NGD 15 
NGD "C3'"  C3*  C 0 1 N N S 6.788  -0.236 7.008  0.080  -1.112 1.748  "C3'"  NGD 16 
NGD "O3'"  O3*  O 0 1 N N N 6.789  -1.326 7.920  0.141  -1.707 3.044  "O3'"  NGD 17 
NGD "C4'"  C4*  C 0 1 N N R 5.691  -0.511 5.981  -1.252 -1.479 1.101  "C4'"  NGD 18 
NGD "C5'"  C5*  C 0 1 N N N 4.571  0.573  5.943  -1.708 -0.462 0.064  "C5'"  NGD 19 
NGD "O5'"  O5*  O 0 1 N N N 4.917  1.877  5.463  -1.870 0.797  0.693  "O5'"  NGD 20 
NGD PA     PA   P 0 1 N N S 4.705  3.294  6.253  -2.352 2.077  -0.172 PA     NGD 21 
NGD O1A    O1A  O 0 1 N N N 3.714  3.287  7.364  -3.717 1.589  -0.889 O1A    NGD 22 
NGD O2A    O2A  O 0 1 N N N 6.104  3.830  6.471  -2.485 3.351  0.612  O2A    NGD 23 
NGD O3     O3   O 0 1 N N N 3.985  4.189  5.110  -1.299 2.159  -1.396 O3     NGD 24 
NGD PB     PB   P 0 1 N N S 4.495  4.302  3.572  0.285  2.478  -1.414 PB     NGD 25 
NGD O1B    O1B  O 0 1 N N N 4.069  5.691  3.147  0.669  3.823  -0.868 O1B    NGD 26 
NGD O2B    O2B  O 0 1 N N N 5.931  3.853  3.463  0.931  1.216  -0.636 O2B    NGD 27 
NGD "O5'R" RO5* O 0 0 N N N 3.561  3.252  2.780  0.640  2.214  -2.970 "O5'R" NGD 28 
NGD "C5'R" RC5* C 0 0 N N N 2.134  3.370  2.876  0.300  0.961  -3.537 "C5'R" NGD 29 
NGD "C4'R" RC4* C 0 0 N N R 1.483  3.786  1.554  0.727  0.945  -4.998 "C4'R" NGD 30 
NGD "C3'R" RC3* C 0 0 N N S -0.005 3.508  1.604  0.412  -0.374 -5.696 "C3'R" NGD 31 
NGD "O3'R" RO3* O 0 0 N N N -0.752 4.359  0.694  0.271  -0.131 -7.096 "O3'R" NGD 32 
NGD "C2'R" RC2* C 0 0 N N R -0.110 2.043  1.234  1.671  -1.180 -5.448 "C2'R" NGD 33 
NGD "O2'R" RO2* O 0 0 N N N -1.233 1.908  0.378  1.856  -2.220 -6.385 "O2'R" NGD 34 
NGD "O4'R" RO4* O 0 0 N N N 1.941  2.932  0.505  2.163  1.104  -5.055 "O4'R" NGD 35 
NGD "C1'R" RC1* C 0 0 N N R 1.201  1.701  0.514  2.743  -0.111 -5.568 "C1'R" NGD 36 
NGD N1     N1   N 1 1 Y N N 2.034  0.696  1.215  3.963  -0.510 -4.822 N1     NGD 37 
NGD C6     C6   C 0 1 Y N N 3.384  0.696  1.024  4.943  -1.167 -5.468 C6     NGD 38 
NGD C5     C5   C 0 1 Y N N 4.245  -0.205 1.666  6.095  -1.551 -4.798 C5     NGD 39 
NGD C4     C4   C 0 1 Y N N 3.652  -1.155 2.506  6.217  -1.244 -3.446 C4     NGD 40 
NGD C2     C2   C 0 1 Y N N 1.459  -0.220 2.021  4.064  -0.205 -3.515 C2     NGD 41 
NGD C3     C3   C 0 1 Y N N 2.253  -1.163 2.681  5.193  -0.565 -2.793 C3     NGD 42 
NGD C7     C7   C 0 1 N N N 1.634  -2.172 3.591  5.302  -0.237 -1.382 C7     NGD 43 
NGD N7     N7   N 0 1 N N N 0.389  -2.392 3.651  4.241  0.444  -0.790 N7     NGD 44 
NGD O7     O7   O 0 1 N N N 2.439  -2.846 4.382  6.312  -0.537 -0.721 O7     NGD 45 
NGD H8A    H8A  H 0 1 N N N 8.958  -3.382 3.722  -0.510 -2.628 -2.157 H8A    NGD 46 
NGD H2A1   1H2A H 0 0 N N N 8.914  3.510  3.705  4.035  -6.728 1.332  H2A1   NGD 47 
NGD H2A2   2H2A H 0 0 N N N 10.009 4.073  2.428  4.818  -7.422 -0.071 H2A2   NGD 48 
NGD HN1A   HN1A H 0 0 N N N 11.049 2.221  1.216  4.069  -7.139 -2.123 HN1A   NGD 49 
NGD "H1'"  H1*  H 0 1 N N N 7.711  -2.300 5.429  0.504  -3.862 1.242  "H1'"  NGD 50 
NGD "H2'"  H2*  H 0 1 N N N 8.437  0.703  5.900  1.250  -1.182 -0.064 "H2'"  NGD 51 
NGD HO2    HO2  H 0 1 N N N 9.938  -0.896 6.441  2.709  -2.825 1.036  HO2    NGD 52 
NGD "H3'"  H3*  H 0 1 N N N 6.652  0.718  7.539  0.246  -0.038 1.866  "H3'"  NGD 53 
NGD HO3    HO3  H 0 1 N N N 6.789  -2.144 7.437  1.009  -1.477 3.410  HO3    NGD 54 
NGD "H4'"  H4*  H 0 1 N N N 5.070  -1.380 6.244  -2.044 -1.619 1.844  "H4'"  NGD 55 
NGD H51    1H5  H 0 1 N N N 4.217  0.699  6.977  -2.664 -0.763 -0.374 H51    NGD 56 
NGD H52    2H5  H 0 1 N N N 3.836  0.193  5.218  -0.964 -0.365 -0.732 H52    NGD 57 
NGD HO1A   HO1A H 0 0 N N N 4.171  3.286  8.197  -4.551 1.593  -0.373 HO1A   NGD 58 
NGD HO2B   HO2B H 0 0 N N N 6.165  3.759  2.547  0.880  1.183  0.343  HO2B   NGD 59 
NGD "H5'1" 1H5* H 0 0 N N N 1.899  4.132  3.633  0.811  0.171  -2.979 "H5'1" NGD 60 
NGD "H5'2" 2H5* H 0 0 N N N 1.735  2.381  3.147  -0.782 0.817  -3.452 "H5'2" NGD 61 
NGD "HC4'" HC4* H 0 0 N N N 1.721  4.847  1.391  0.279  1.800  -5.515 "HC4'" NGD 62 
NGD "HC3'" HC3* H 0 0 N N N -0.441 3.724  2.591  -0.502 -0.863 -5.350 "HC3'" NGD 63 
NGD "HO3'" HO3* H 0 0 N N N -0.915 5.199  1.107  -0.097 0.761  -7.184 "HO3'" NGD 64 
NGD "HC2'" HC2* H 0 0 N N N -0.247 1.370  2.093  1.660  -1.608 -4.439 "HC2'" NGD 65 
NGD "HO2'" HO2* H 0 0 N N N -2.027 1.878  0.899  1.159  -2.130 -7.059 "HO2'" NGD 66 
NGD "HC1'" HC1* H 0 0 N N N 0.966  1.277  -0.474 3.081  0.052  -6.597 "HC1'" NGD 67 
NGD H6     H6   H 0 1 N N N 3.809  1.423  0.348  4.780  -1.371 -6.520 H6     NGD 68 
NGD H5     H5   H 0 1 N N N 5.314  -0.168 1.520  6.886  -2.080 -5.318 H5     NGD 69 
NGD H4     H4   H 0 1 N N N 4.265  -1.881 3.019  7.115  -1.540 -2.909 H4     NGD 70 
NGD H2     H2   H 0 1 N N N 0.388  -0.225 2.156  3.224  0.325  -3.081 H2     NGD 71 
NGD HN71   1HN7 H 0 0 N N N 0.197  -3.105 4.325  3.434  0.689  -1.353 HN71   NGD 72 
NGD HN72   2HN7 H 0 0 N N N -0.303 -1.921 3.104  4.257  0.700  0.192  HN72   NGD 73 
# 
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 
NGD O6A    C6A    DOUB N N 1  
NGD C6A    N1A    SING N N 2  
NGD C6A    C5A    SING N N 3  
NGD C5A    N7A    SING Y N 4  
NGD C5A    C4A    DOUB Y N 5  
NGD N7A    C8A    DOUB Y N 6  
NGD C8A    N9A    SING Y N 7  
NGD C8A    H8A    SING N N 8  
NGD N9A    C4A    SING Y N 9  
NGD N9A    "C1'"  SING N N 10 
NGD C4A    N3A    SING N N 11 
NGD N3A    C2A    DOUB N N 12 
NGD C2A    N1A    SING N N 13 
NGD C2A    N2A    SING N N 14 
NGD N2A    H2A1   SING N N 15 
NGD N2A    H2A2   SING N N 16 
NGD N1A    HN1A   SING N N 17 
NGD "C1'"  "O4'"  SING N N 18 
NGD "C1'"  "C2'"  SING N N 19 
NGD "C1'"  "H1'"  SING N N 20 
NGD "O4'"  "C4'"  SING N N 21 
NGD "C2'"  "O2'"  SING N N 22 
NGD "C2'"  "C3'"  SING N N 23 
NGD "C2'"  "H2'"  SING N N 24 
NGD "O2'"  HO2    SING N N 25 
NGD "C3'"  "C4'"  SING N N 26 
NGD "C3'"  "O3'"  SING N N 27 
NGD "C3'"  "H3'"  SING N N 28 
NGD "O3'"  HO3    SING N N 29 
NGD "C4'"  "C5'"  SING N N 30 
NGD "C4'"  "H4'"  SING N N 31 
NGD "C5'"  "O5'"  SING N N 32 
NGD "C5'"  H51    SING N N 33 
NGD "C5'"  H52    SING N N 34 
NGD "O5'"  PA     SING N N 35 
NGD PA     O3     SING N N 36 
NGD PA     O2A    DOUB N N 37 
NGD PA     O1A    SING N N 38 
NGD O1A    HO1A   SING N N 39 
NGD O3     PB     SING N N 40 
NGD PB     "O5'R" SING N N 41 
NGD PB     O1B    DOUB N N 42 
NGD PB     O2B    SING N N 43 
NGD O2B    HO2B   SING N N 44 
NGD "O5'R" "C5'R" SING N N 45 
NGD "C5'R" "C4'R" SING N N 46 
NGD "C5'R" "H5'1" SING N N 47 
NGD "C5'R" "H5'2" SING N N 48 
NGD "C4'R" "O4'R" SING N N 49 
NGD "C4'R" "C3'R" SING N N 50 
NGD "C4'R" "HC4'" SING N N 51 
NGD "C3'R" "O3'R" SING N N 52 
NGD "C3'R" "C2'R" SING N N 53 
NGD "C3'R" "HC3'" SING N N 54 
NGD "O3'R" "HO3'" SING N N 55 
NGD "C2'R" "O2'R" SING N N 56 
NGD "C2'R" "C1'R" SING N N 57 
NGD "C2'R" "HC2'" SING N N 58 
NGD "O2'R" "HO2'" SING N N 59 
NGD "O4'R" "C1'R" SING N N 60 
NGD "C1'R" N1     SING N N 61 
NGD "C1'R" "HC1'" SING N N 62 
NGD N1     C6     DOUB Y N 63 
NGD N1     C2     SING Y N 64 
NGD C6     C5     SING Y N 65 
NGD C6     H6     SING N N 66 
NGD C5     C4     DOUB Y N 67 
NGD C5     H5     SING N N 68 
NGD C4     C3     SING Y N 69 
NGD C4     H4     SING N N 70 
NGD C2     C3     DOUB Y N 71 
NGD C2     H2     SING N N 72 
NGD C3     C7     SING N N 73 
NGD C7     N7     SING N N 74 
NGD C7     O7     DOUB N N 75 
NGD N7     HN71   SING N N 76 
NGD N7     HN72   SING N N 77 
# 
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 
NGD InChI            InChI                1.02b 
;InChI=1/C21H27N7O15P2/c22-16(33)8-2-1-3-27(4-8)19-14(31)12(29)9(41-19)5-39-44(35,36)43-45(37,38)40-6-10-13(30)15(32)20(42-10)28-7-24-11-17(28)25-21(23)26-18(11)34/h1-4,7,9-10,12-15,19-20,29-32H,5-6H2,(H6-,22,23,25,26,33,34,35,36,37,38)/p+1/t9-,10-,12-,13-,14-,15-,19-,20-/m1/s1/fC21H28N7O15P2/h26,35,37H,22-23H2/q+1
;
NGD InChIKey         InChI                1.02b NCFRZZVNRVEQJK-UTJHXUHDDA 
NGD SMILES_CANONICAL CACTVS               3.341 NC(=O)c1ccc[n+](c1)[C@@H]2O[C@H](CO[P@@](O)(=O)O[P@](O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n4cnc5C(=O)NC(=Nc45)N)[C@@H](O)[C@H]2O 
NGD SMILES           CACTVS               3.341 NC(=O)c1ccc[n+](c1)[CH]2O[CH](CO[P](O)(=O)O[P](O)(=O)OC[CH]3O[CH]([CH](O)[CH]3O)n4cnc5C(=O)NC(=Nc45)N)[CH](O)[CH]2O 
NGD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(c[n+](c1)[C@H]2[C@@H]([C@@H]([C@H](O2)CO[P@](=O)(O)O[P@@](=O)(O)OC[C@@H]3[C@H]([C@H]([C@@H](O3)n4cnc5c4N=C(NC5=O)N)O)O)O)O)C(=O)N 
NGD SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(c[n+](c1)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OCC3C(C(C(O3)n4cnc5c4N=C(NC5=O)N)O)O)O)O)C(=O)N 
# 
_pdbx_chem_comp_identifier.comp_id           NGD 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   1.5.0 
_pdbx_chem_comp_identifier.identifier        "[[(2R,3S,4R,5R)-5-(3-aminocarbonylpyridin-1-ium-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] [(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl hydrogen phosphate" 
# 
