data_NAC
# 
_chem_comp.id                                    NAC 
_chem_comp.name                                  "3-ACETYL PYRIDINE ADENINE DINUCLEOTIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H28 N6 O14 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                      A3D 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        662.437 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NAC 
_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        1DRV 
_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 
NAC PA   AP   P 0  1 N N R 6.497  29.233 18.068 -0.966  -0.967 0.837  PA   NAC 1  
NAC O1A  AO1  O 0  1 N N N 5.398  30.094 17.583 -0.360  -0.500 2.105  O1A  NAC 2  
NAC O2A  AO2  O 0  1 N N N 6.150  27.839 17.788 -1.675  -2.393 1.074  O2A  NAC 3  
NAC O5B  AO5* O 0  1 N N N 7.702  29.548 17.049 -2.063  0.102  0.342  O5B  NAC 4  
NAC C5B  AC5* C 0  1 N N N 8.567  28.513 16.689 -2.984  0.279  1.420  C5B  NAC 5  
NAC C4B  AC4* C 0  1 N N R 9.470  29.054 15.613 -4.059  1.289  1.012  C4B  NAC 6  
NAC O4B  AO4* O 0  1 N N N 10.532 28.148 15.197 -4.869  0.741  -0.041 O4B  NAC 7  
NAC C3B  AC3* C 0  1 N N S 8.745  29.341 14.310 -4.989  1.575  2.207  C3B  NAC 8  
NAC O3B  AO3* O 0  1 N N N 9.471  30.440 13.727 -4.955  2.961  2.555  O3B  NAC 9  
NAC C2B  AC2* C 0  1 N N R 8.961  28.029 13.533 -6.397  1.179  1.692  C2B  NAC 10 
NAC O2B  AO2* O 0  1 N N N 8.791  28.020 12.122 -7.381  2.121  2.124  O2B  NAC 11 
NAC C1B  AC1* C 0  1 N N R 10.443 27.903 13.793 -6.209  1.241  0.154  C1B  NAC 12 
NAC N9A  AN9  N 0  1 Y N N 10.757 26.514 13.613 -7.184  0.382  -0.523 N9A  NAC 13 
NAC C8A  AC8  C 0  1 Y N N 10.053 25.458 14.171 -7.011  -0.929 -0.853 C8A  NAC 14 
NAC N7A  AN7  N 0  1 Y N N 10.675 24.311 13.994 -8.078  -1.383 -1.444 N7A  NAC 15 
NAC C5A  AC5  C 0  1 Y N N 11.787 24.616 13.201 -9.001  -0.395 -1.530 C5A  NAC 16 
NAC C6A  AC6  C 0  1 Y N N 12.797 23.822 12.632 -10.302 -0.301 -2.052 C6A  NAC 17 
NAC N6A  AN6  N 0  1 N N N 12.919 22.481 12.789 -10.909 -1.394 -2.644 N6A  NAC 18 
NAC N1A  AN1  N 0  1 Y N N 13.727 24.481 11.882 -10.937 0.864  -1.962 N1A  NAC 19 
NAC C2A  AC2  C 0  1 Y N N 13.699 25.818 11.787 -10.367 1.912  -1.398 C2A  NAC 20 
NAC N3A  AN3  N 0  1 Y N N 12.791 26.660 12.269 -9.151  1.871  -0.897 N3A  NAC 21 
NAC C4A  AC4  C 0  1 Y N N 11.856 25.981 12.958 -8.440  0.748  -0.935 C4A  NAC 22 
NAC O3   O3   O 0  1 N N N 7.060  29.295 19.472 0.181   -1.117 -0.282 O3   NAC 23 
NAC PN   NP   P 0  1 N N N 7.806  30.290 20.267 1.421   -1.866 0.419  PN   NAC 24 
NAC O1N  NO1  O 0  1 N N N 6.608  30.352 21.100 1.143   -3.385 0.472  O1N  NAC 25 
NAC O2N  NO2  O -1 1 N N N 8.312  31.528 19.672 1.603   -1.326 1.855  O2N  NAC 26 
NAC O5D  NO5* O 0  1 N N N 8.959  29.543 21.036 2.762   -1.596 -0.430 O5D  NAC 27 
NAC C5D  NC5* C 0  1 N N N 10.243 29.948 20.476 3.840   -2.183 0.302  C5D  NAC 28 
NAC C4D  NC4* C 0  1 N N R 11.410 29.230 21.156 5.151   -1.960 -0.455 C4D  NAC 29 
NAC O4D  NO4* O 0  1 N N N 12.145 30.088 22.087 5.482   -0.555 -0.484 O4D  NAC 30 
NAC C3D  NC3* C 0  1 N N S 10.912 28.046 21.989 6.326   -2.627 0.293  C3D  NAC 31 
NAC O3D  NO3* O 0  1 N N N 11.748 26.843 22.089 6.628   -3.900 -0.282 O3D  NAC 32 
NAC C2D  NC2* C 0  1 N N R 10.711 28.703 23.333 7.506   -1.647 0.091  C2D  NAC 33 
NAC O2D  NO2* O 0  1 N N N 10.713 27.719 24.350 8.573   -2.286 -0.613 O2D  NAC 34 
NAC C1D  NC1* C 0  1 N N R 11.916 29.635 23.441 6.900   -0.503 -0.753 C1D  NAC 35 
NAC N1N  NN1  N 1  1 Y N N 11.589 30.752 24.363 7.453   0.787  -0.333 N1N  NAC 36 
NAC C2N  NC2  C 0  1 Y N N 12.545 31.178 25.190 8.394   1.347  -1.063 C2N  NAC 37 
NAC C3N  NC3  C 0  1 Y N N 12.560 32.214 26.023 8.947   2.575  -0.689 C3N  NAC 38 
NAC C7N  NC7  C 0  1 N N N 13.655 32.505 26.874 10.005  3.199  -1.500 C7N  NAC 39 
NAC O7N  NO7  O 0  1 N N N 13.471 33.266 27.842 10.407  2.645  -2.501 O7N  NAC 40 
NAC C8N  NC8  C 0  1 N N N 14.991 31.776 26.709 10.587  4.526  -1.087 C8N  NAC 41 
NAC C4N  NC4  C 0  1 Y N N 11.377 32.874 25.962 8.472   3.205  0.471  C4N  NAC 42 
NAC C5N  NC5  C 0  1 Y N N 10.274 32.547 25.170 7.478   2.576  1.198  C5N  NAC 43 
NAC C6N  NC6  C 0  1 Y N N 10.383 31.393 24.365 6.988   1.357  0.762  C6N  NAC 44 
NAC HOA2 2HOA H 0  0 N N N 6.856  27.285 18.099 -2.056  -2.660 0.227  HOA2 NAC 45 
NAC H51A AH51 H 0  0 N N N 9.123  28.084 17.555 -3.453  -0.676 1.657  H51A NAC 46 
NAC H52A AH52 H 0  0 N N N 8.034  27.580 16.388 -2.451  0.649  2.296  H52A NAC 47 
NAC H4B  AH4* H 0  1 N N N 9.872  29.968 16.108 -3.590  2.214  0.677  H4B  NAC 48 
NAC H3B  AH3* H 0  1 N N N 7.663  29.608 14.359 -4.709  0.961  3.064  H3B  NAC 49 
NAC HO3A AHO3 H 0  0 N N N 9.017  30.619 12.911 -5.599  3.087  3.265  HO3A NAC 50 
NAC H2B  AH2* H 0  1 N N N 8.226  27.253 13.854 -6.660  0.171  2.011  H2B  NAC 51 
NAC HO2A AHO2 H 0  0 N N N 8.924  27.210 11.642 -7.450  2.033  3.084  HO2A NAC 52 
NAC H1B  AH1* H 0  1 N N N 11.087 28.558 13.162 -6.292  2.268  -0.201 H1B  NAC 53 
NAC H8A  AH8  H 0  1 N N N 9.090  25.524 14.704 -6.121  -1.506 -0.653 H8A  NAC 54 
NAC H61A AH61 H 0  0 N N N 13.652 21.904 12.375 -10.435 -2.239 -2.703 H61A NAC 55 
NAC H62A AH62 H 0  0 N N N 12.029 22.071 12.503 -11.808 -1.317 -3.000 H62A NAC 56 
NAC H2A  AH2  H 0  1 N N N 14.533 26.287 11.239 -10.919 2.839  -1.347 H2A  NAC 57 
NAC H51N NH51 H 0  0 N N N 10.267 29.805 19.370 3.663   -3.252 0.414  H51N NAC 58 
NAC H52N NH52 H 0  0 N N N 10.370 31.055 20.511 3.906   -1.720 1.286  H52N NAC 59 
NAC H4D  NH4* H 0  1 N N N 12.075 28.909 20.320 5.074   -2.353 -1.469 H4D  NAC 60 
NAC H3D  NH3* H 0  1 N N N 10.018 27.589 21.502 6.094   -2.733 1.353  H3D  NAC 61 
NAC HO3N NHO3 H 0  0 N N N 11.439 26.108 22.605 7.366   -4.268 0.223  HO3N NAC 62 
NAC H2D  NH2* H 0  1 N N N 9.743  29.247 23.438 7.856   -1.268 1.051  H2D  NAC 63 
NAC HO2N NHO2 H 0  0 N N N 10.586 28.132 25.195 8.867   -3.026 -0.064 HO2N NAC 64 
NAC H1D  NH1* H 0  1 N N N 12.828 29.146 23.855 7.092   -0.671 -1.813 H1D  NAC 65 
NAC H2N  NH2  H 0  1 N N N 13.470 30.578 25.184 8.749   0.849  -1.954 H2N  NAC 66 
NAC H81N NH81 H 0  0 N N N 15.852 32.005 27.378 11.351  4.827  -1.805 H81N NAC 67 
NAC H82N NH82 H 0  0 N N N 14.796 30.679 26.755 9.798   5.277  -1.061 H82N NAC 68 
NAC H83N NH83 H 0  0 N N N 15.327 31.902 25.653 11.034  4.434  -0.098 H83N NAC 69 
NAC H4N  NH4  H 0  1 N N N 11.305 33.758 26.617 8.873   4.156  0.789  H4N  NAC 70 
NAC H5N  NH5  H 0  1 N N N 9.362  33.168 25.179 7.088   3.031  2.096  H5N  NAC 71 
NAC H6N  NH6  H 0  1 N N N 9.550  31.003 23.755 6.211   0.864  1.328  H6N  NAC 72 
# 
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 
NAC PA  O1A  DOUB N N 1  
NAC PA  O2A  SING N N 2  
NAC PA  O5B  SING N N 3  
NAC PA  O3   SING N N 4  
NAC O2A HOA2 SING N N 5  
NAC O5B C5B  SING N N 6  
NAC C5B C4B  SING N N 7  
NAC C5B H51A SING N N 8  
NAC C5B H52A SING N N 9  
NAC C4B O4B  SING N N 10 
NAC C4B C3B  SING N N 11 
NAC C4B H4B  SING N N 12 
NAC O4B C1B  SING N N 13 
NAC C3B O3B  SING N N 14 
NAC C3B C2B  SING N N 15 
NAC C3B H3B  SING N N 16 
NAC O3B HO3A SING N N 17 
NAC C2B O2B  SING N N 18 
NAC C2B C1B  SING N N 19 
NAC C2B H2B  SING N N 20 
NAC O2B HO2A SING N N 21 
NAC C1B N9A  SING N N 22 
NAC C1B H1B  SING N N 23 
NAC N9A C8A  SING Y N 24 
NAC N9A C4A  SING Y N 25 
NAC C8A N7A  DOUB Y N 26 
NAC C8A H8A  SING N N 27 
NAC N7A C5A  SING Y N 28 
NAC C5A C6A  SING Y N 29 
NAC C5A C4A  DOUB Y N 30 
NAC C6A N6A  SING N N 31 
NAC C6A N1A  DOUB Y N 32 
NAC N6A H61A SING N N 33 
NAC N6A H62A SING N N 34 
NAC N1A C2A  SING Y N 35 
NAC C2A N3A  DOUB Y N 36 
NAC C2A H2A  SING N N 37 
NAC N3A C4A  SING Y N 38 
NAC O3  PN   SING N N 39 
NAC PN  O1N  DOUB N N 40 
NAC PN  O2N  SING N N 41 
NAC PN  O5D  SING N N 42 
NAC O5D C5D  SING N N 43 
NAC C5D C4D  SING N N 44 
NAC C5D H51N SING N N 45 
NAC C5D H52N SING N N 46 
NAC C4D O4D  SING N N 47 
NAC C4D C3D  SING N N 48 
NAC C4D H4D  SING N N 49 
NAC O4D C1D  SING N N 50 
NAC C3D O3D  SING N N 51 
NAC C3D C2D  SING N N 52 
NAC C3D H3D  SING N N 53 
NAC O3D HO3N SING N N 54 
NAC C2D O2D  SING N N 55 
NAC C2D C1D  SING N N 56 
NAC C2D H2D  SING N N 57 
NAC O2D HO2N SING N N 58 
NAC C1D N1N  SING N N 59 
NAC C1D H1D  SING N N 60 
NAC N1N C2N  SING Y N 61 
NAC N1N C6N  DOUB Y N 62 
NAC C2N C3N  DOUB Y N 63 
NAC C2N H2N  SING N N 64 
NAC C3N C7N  SING N N 65 
NAC C3N C4N  SING Y N 66 
NAC C7N O7N  DOUB N N 67 
NAC C7N C8N  SING N N 68 
NAC C8N H81N SING N N 69 
NAC C8N H82N SING N N 70 
NAC C8N H83N SING N N 71 
NAC C4N C5N  DOUB Y N 72 
NAC C4N H4N  SING N N 73 
NAC C5N C6N  SING Y N 74 
NAC C5N H5N  SING N N 75 
NAC C6N H6N  SING N N 76 
# 
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 
NAC InChI            InChI                1.02b 
;InChI=1/C22H28N6O14P2/c1-10(29)11-3-2-4-27(5-11)21-17(32)15(30)12(40-21)6-38-43(34,35)42-44(36,37)39-7-13-16(31)18(33)22(41-13)28-9-26-14-19(23)24-8-25-20(14)28/h2-5,8-9,12-13,15-18,21-22,30-33H,6-7H2,1H3,(H3-,23,24,25,34,35,36,37)/t12-,13-,15-,16-,17-,18-,21-,22-/m1/s1/f/h36H,23H2
;
NAC InChIKey         InChI                1.02b KPVQNXLUPNWQHM-XEBFETGLDF 
NAC SMILES_CANONICAL CACTVS               3.341 CC(=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)ncnc45)[C@@H](O)[C@H]2O 
NAC SMILES           CACTVS               3.341 CC(=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)ncnc45)[CH](O)[CH]2O 
NAC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)c1ccc[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)n4cnc5c4ncnc5N)O)O)O)O 
NAC SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)c1ccc[n+](c1)C2C(C(C(O2)COP(=O)([O-])OP(=O)(O)OCC3C(C(C(O3)n4cnc5c4ncnc5N)O)O)O)O 
# 
_pdbx_chem_comp_identifier.comp_id           NAC 
_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-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] [(2R,3S,4R,5R)-5-(3-ethanoylpyridin-1-ium-1-yl)-3,4-dihydroxy-oxolan-2-yl]methyl phosphate" 
# 
