data_NAJ
# 
_chem_comp.id                                    NAJ 
_chem_comp.name                                  "NICOTINAMIDE-ADENINE-DINUCLEOTIDE (ACIDIC FORM)" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H27 N7 O14 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-05-17 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        663.425 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NAJ 
_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        1N8K 
_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 
NAJ PA   AP   P 0  1 N N N 14.492 -25.943 -1.486  -1.086  -1.517 -0.111 PA   NAJ 1  
NAJ O1A  AO1  O 0  1 N N N 15.806 -26.513 -1.162  -1.340  -1.324 -1.622 O1A  NAJ 2  
NAJ O2A  AO2  O -1 1 N N N 13.357 -26.246 -0.584  -0.858  -3.016 0.186  O2A  NAJ 3  
NAJ O5B  AO5* O 0  1 N N N 14.019 -26.369 -2.917  -2.363  -0.994 0.719  O5B  NAJ 4  
NAJ C5B  AC5* C 0  1 N N N 14.947 -26.667 -4.010  -3.456  -1.848 0.377  C5B  NAJ 5  
NAJ C4B  AC4* C 0  1 N N R 14.453 -27.876 -4.737  -4.708  -1.403 1.136  C4B  NAJ 6  
NAJ O4B  AO4* O 0  1 N N N 15.366 -28.121 -5.812  -5.121  -0.111 0.675  O4B  NAJ 7  
NAJ C3B  AC3* C 0  1 N N S 14.374 -29.154 -3.908  -5.864  -2.388 0.862  C3B  NAJ 8  
NAJ O3B  AO3* O 0  1 N N N 13.063 -29.700 -3.869  -5.651  -3.095 -0.361 O3B  NAJ 9  
NAJ C2B  AC2* C 0  1 N N R 15.392 -30.104 -4.576  -7.087  -1.438 0.746  C2B  NAJ 10 
NAJ O2B  AO2* O 0  1 N N N 15.130 -31.479 -4.585  -8.094  -1.995 -0.101 O2B  NAJ 11 
NAJ C1B  AC1* C 0  1 N N R 15.459 -29.511 -5.988  -6.432  -0.195 0.092  C1B  NAJ 12 
NAJ N9A  AN9  N 0  1 Y N N 16.673 -29.806 -6.710  -7.204  1.010  0.404  N9A  NAJ 13 
NAJ C8A  AC8  C 0  1 Y N N 17.960 -29.814 -6.208  -6.997  1.852  1.456  C8A  NAJ 14 
NAJ N7A  AN7  N 0  1 Y N N 18.844 -30.073 -7.158  -7.866  2.821  1.428  N7A  NAJ 15 
NAJ C5A  AC5  C 0  1 Y N N 18.128 -30.304 -8.304  -8.684  2.662  0.360  C5A  NAJ 16 
NAJ C6A  AC6  C 0  1 Y N N 18.493 -30.627 -9.655  -9.775  3.376  -0.163 C6A  NAJ 17 
NAJ N6A  AN6  N 0  1 N N N 19.719 -30.918 -10.088 -10.228 4.529  0.453  N6A  NAJ 18 
NAJ N1A  AN1  N 1  1 Y N N 17.421 -30.694 -10.504 -10.362 2.918  -1.264 N1A  NAJ 19 
NAJ C2A  AC2  C 0  1 Y N N 16.130 -30.485 -10.144 -9.936  1.819  -1.860 C2A  NAJ 20 
NAJ N3A  AN3  N 0  1 Y N N 15.734 -30.199 -8.900  -8.918  1.119  -1.406 N3A  NAJ 21 
NAJ C4A  AC4  C 0  1 Y N N 16.762 -30.123 -8.033  -8.266  1.502  -0.313 C4A  NAJ 22 
NAJ O3   O3   O 0  1 N N N 14.701 -24.370 -1.599  0.218   -0.680 0.326  O3   NAJ 23 
NAJ PN   NP   P 0  1 N N N 13.740 -23.066 -1.584  1.497   -1.492 -0.218 PN   NAJ 24 
NAJ O1N  NO1  O 0  1 N N N 13.664 -22.494 -0.212  1.694   -1.195 -1.722 O1N  NAJ 25 
NAJ O2N  NO2  O -1 1 N N N 12.543 -23.383 -2.362  1.268   -3.007 -0.018 O2N  NAJ 26 
NAJ O5D  NO5* O 0  1 N N N 14.698 -22.080 -2.389  2.809   -1.036 0.595  O5D  NAJ 27 
NAJ C5D  NC5* C 0  1 N N N 14.960 -22.371 -3.783  3.881   -1.871 0.152  C5D  NAJ 28 
NAJ C4D  NC4* C 0  1 N N R 16.087 -21.475 -4.248  5.165   -1.487 0.891  C4D  NAJ 29 
NAJ O4D  NO4* O 0  1 N N N 15.638 -20.109 -4.291  5.585   -0.159 0.511  O4D  NAJ 30 
NAJ C3D  NC3* C 0  1 N N S 17.348 -21.489 -3.353  6.328   -2.408 0.461  C3D  NAJ 31 
NAJ O3D  NO3* O 0  1 N N N 18.529 -21.320 -4.125  6.081   -2.954 -0.836 O3D  NAJ 32 
NAJ C2D  NC2* C 0  1 N N R 17.191 -20.201 -2.538  7.556   -1.471 0.429  C2D  NAJ 33 
NAJ O2D  NO2* O 0  1 N N N 18.393 -19.701 -2.031  8.105   -1.410 -0.889 O2D  NAJ 34 
NAJ C1D  NC1* C 0  1 N N R 16.564 -19.281 -3.598  6.989   -0.095 0.843  C1D  NAJ 35 
NAJ N1N  NN1  N 1  1 Y N N 15.852 -18.107 -3.092  7.644   0.975  0.087  N1N  NAJ 36 
NAJ C2N  NC2  C 0  1 Y N N 15.868 -16.968 -3.843  8.640   1.634  0.642  C2N  NAJ 37 
NAJ C3N  NC3  C 0  1 Y N N 15.208 -15.831 -3.476  9.282   2.664  -0.047 C3N  NAJ 38 
NAJ C7N  NC7  C 0  1 N N N 15.100 -14.659 -4.330  10.395  3.408  0.579  C7N  NAJ 39 
NAJ O7N  NO7  O 0  1 N N N 14.681 -13.601 -3.824  10.756  3.128  1.706  O7N  NAJ 40 
NAJ N7N  NN7  N 0  1 N N N 15.458 -14.774 -5.620  11.011  4.397  -0.100 N7N  NAJ 41 
NAJ C4N  NC4  C 0  1 Y N N 14.593 -15.791 -2.065  8.857   2.976  -1.345 C4N  NAJ 42 
NAJ C5N  NC5  C 0  1 Y N N 14.225 -17.179 -1.643  7.811   2.250  -1.885 C5N  NAJ 43 
NAJ C6N  NC6  C 0  1 Y N N 14.896 -18.251 -2.091  7.223   1.247  -1.134 C6N  NAJ 44 
NAJ H51A AH51 H 0  0 N N N 14.996 -25.812 -4.700  -3.641  -1.790 -0.695 H51A NAJ 45 
NAJ H52A AH52 H 0  0 N N N 15.953 -26.855 -3.608  -3.213  -2.876 0.649  H52A NAJ 46 
NAJ H4B  AH4* H 0  1 N N N 13.423 -27.651 -5.050  -4.498  -1.365 2.205  H4B  NAJ 47 
NAJ H3B  AH3* H 0  1 N N N 14.610 -28.974 -2.849  -5.989  -3.081 1.695  H3B  NAJ 48 
NAJ HO3A AHO3 H 0  0 N N N 12.797 -29.822 -2.965  -6.446  -3.623 -0.521 HO3A NAJ 49 
NAJ H2B  AH2* H 0  1 N N N 16.328 -30.127 -3.999  -7.493  -1.197 1.728  H2B  NAJ 50 
NAJ HO2A AHO2 H 0  0 N N N 15.071 -31.785 -5.483  -8.458  -2.760 0.364  HO2A NAJ 51 
NAJ H1B  AH1* H 0  1 N N N 14.651 -29.951 -6.591  -6.358  -0.330 -0.987 H1B  NAJ 52 
NAJ H8A  AH8  H 0  1 N N N 18.212 -29.632 -5.174  -6.225  1.733  2.202  H8A  NAJ 53 
NAJ H61A AH61 H 0  0 N N N 19.708 -31.106 -11.070 -9.791  4.854  1.256  H61A NAJ 54 
NAJ H62A AH62 H 0  0 N N N 20.536 -30.945 -9.512  -10.982 5.013  0.082  H62A NAJ 55 
NAJ H1A  AH1  H 0  1 N N N 17.604 -30.914 -11.462 -11.116 3.400  -1.637 H1A  NAJ 56 
NAJ H2A  AH2  H 0  1 N N N 15.374 -30.554 -10.912 -10.442 1.483  -2.753 H2A  NAJ 57 
NAJ H51N NH51 H 0  0 N N N 15.249 -23.426 -3.898  4.025   -1.738 -0.920 H51N NAJ 58 
NAJ H52N NH52 H 0  0 N N N 14.057 -22.190 -4.385  3.639   -2.913 0.361  H52N NAJ 59 
NAJ H4D  NH4* H 0  1 N N N 16.365 -21.876 -5.234  5.013   -1.543 1.969  H4D  NAJ 60 
NAJ H3D  NH3* H 0  1 N N N 17.432 -22.426 -2.782  6.473   -3.206 1.189  H3D  NAJ 61 
NAJ HO3N NHO3 H 0  0 N N N 18.303 -21.282 -5.047  6.837   -3.518 -1.051 HO3N NAJ 62 
NAJ H2D  NH2* H 0  1 N N N 16.598 -20.325 -1.620  8.310   -1.804 1.143  H2D  NAJ 63 
NAJ HO2N NHO2 H 0  0 N N N 19.014 -19.588 -2.741  8.386   -2.307 -1.117 HO2N NAJ 64 
NAJ H1D  NH1* H 0  1 N N N 17.376 -18.860 -4.208  7.119   0.064  1.914  H1D  NAJ 65 
NAJ H2N  NH2  H 0  1 N N N 16.427 -16.966 -4.767  8.956   1.382  1.644  H2N  NAJ 66 
NAJ H71N NH71 H 0  0 N N N 15.763 -15.708 -5.806  11.741  4.885  0.311  H71N NAJ 67 
NAJ H72N NH72 H 0  0 N N N 15.425 -14.036 -6.293  10.726  4.617  -1.000 H72N NAJ 68 
NAJ H4N  NH4  H 0  1 N N N 14.449 -14.900 -1.472  9.334   3.764  -1.909 H4N  NAJ 69 
NAJ H5N  NH5  H 0  1 N N N 13.399 -17.321 -0.961  7.457   2.463  -2.883 H5N  NAJ 70 
NAJ H6N  NH6  H 0  1 N N N 14.694 -19.227 -1.674  6.407   0.679  -1.553 H6N  NAJ 71 
# 
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 
NAJ PA  O1A  DOUB N N 1  
NAJ PA  O2A  SING N N 2  
NAJ PA  O5B  SING N N 3  
NAJ PA  O3   SING N N 4  
NAJ O5B C5B  SING N N 5  
NAJ C5B C4B  SING N N 6  
NAJ C5B H51A SING N N 7  
NAJ C5B H52A SING N N 8  
NAJ C4B O4B  SING N N 9  
NAJ C4B C3B  SING N N 10 
NAJ C4B H4B  SING N N 11 
NAJ O4B C1B  SING N N 12 
NAJ C3B O3B  SING N N 13 
NAJ C3B C2B  SING N N 14 
NAJ C3B H3B  SING N N 15 
NAJ O3B HO3A SING N N 16 
NAJ C2B O2B  SING N N 17 
NAJ C2B C1B  SING N N 18 
NAJ C2B H2B  SING N N 19 
NAJ O2B HO2A SING N N 20 
NAJ C1B N9A  SING N N 21 
NAJ C1B H1B  SING N N 22 
NAJ N9A C8A  SING Y N 23 
NAJ N9A C4A  SING Y N 24 
NAJ C8A N7A  DOUB Y N 25 
NAJ C8A H8A  SING N N 26 
NAJ N7A C5A  SING Y N 27 
NAJ C5A C6A  SING Y N 28 
NAJ C5A C4A  DOUB Y N 29 
NAJ C6A N6A  SING N N 30 
NAJ C6A N1A  DOUB Y N 31 
NAJ N6A H61A SING N N 32 
NAJ N6A H62A SING N N 33 
NAJ N1A C2A  SING Y N 34 
NAJ N1A H1A  SING N N 35 
NAJ C2A N3A  DOUB Y N 36 
NAJ C2A H2A  SING N N 37 
NAJ N3A C4A  SING Y N 38 
NAJ O3  PN   SING N N 39 
NAJ PN  O1N  DOUB N N 40 
NAJ PN  O2N  SING N N 41 
NAJ PN  O5D  SING N N 42 
NAJ O5D C5D  SING N N 43 
NAJ C5D C4D  SING N N 44 
NAJ C5D H51N SING N N 45 
NAJ C5D H52N SING N N 46 
NAJ C4D O4D  SING N N 47 
NAJ C4D C3D  SING N N 48 
NAJ C4D H4D  SING N N 49 
NAJ O4D C1D  SING N N 50 
NAJ C3D O3D  SING N N 51 
NAJ C3D C2D  SING N N 52 
NAJ C3D H3D  SING N N 53 
NAJ O3D HO3N SING N N 54 
NAJ C2D O2D  SING N N 55 
NAJ C2D C1D  SING N N 56 
NAJ C2D H2D  SING N N 57 
NAJ O2D HO2N SING N N 58 
NAJ C1D N1N  SING N N 59 
NAJ C1D H1D  SING N N 60 
NAJ N1N C2N  SING Y N 61 
NAJ N1N C6N  DOUB Y N 62 
NAJ C2N C3N  DOUB Y N 63 
NAJ C2N H2N  SING N N 64 
NAJ C3N C7N  SING N N 65 
NAJ C3N C4N  SING Y N 66 
NAJ C7N O7N  DOUB N N 67 
NAJ C7N N7N  SING N N 68 
NAJ N7N H71N SING N N 69 
NAJ N7N H72N SING N N 70 
NAJ C4N C5N  DOUB Y N 71 
NAJ C4N H4N  SING N N 72 
NAJ C5N C6N  SING Y N 73 
NAJ C5N H5N  SING N N 74 
NAJ C6N H6N  SING N N 75 
# 
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 
NAJ InChI            InChI                1.02b 
;InChI=1/C21H27N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1-4,7-8,10-11,13-16,20-21,29-32H,5-6H2,(H5-,22,23,24,25,33,34,35,36,37)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1/f/h24H,22-23H2
;
NAJ InChIKey         InChI                1.02b BAWFJGJZGIEFAR-RNAGYTQIDW 
NAJ 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(N)[nH+]cnc45)[C@@H](O)[C@H]2O 
NAJ 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(N)[nH+]cnc45)[CH](O)[CH]2O 
NAJ 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)n4cnc5c4nc[nH+]c5N)O)O)O)O)C(=O)N 
NAJ SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(c[n+](c1)C2C(C(C(O2)COP(=O)([O-])OP(=O)([O-])OCC3C(C(C(O3)n4cnc5c4nc[nH+]c5N)O)O)O)O)C(=O)N 
# 
_pdbx_chem_comp_identifier.comp_id           NAJ 
_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-oxido-phosphoryl] [(2R,3S,4R,5R)-5-(6-aminopurin-1-ium-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl phosphate" 
# 
