data_A3D
# 
_chem_comp.id                                    A3D 
_chem_comp.name                                  "3-ACETYLPYRIDINE 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                     2003-07-17 
_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                         NAC 
_chem_comp.formula_weight                        662.437 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A3D 
_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   Y 
_chem_comp.pdbx_model_coordinates_db_code        1PZG 
_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 
A3D PA   AP   P 0  1 N N R 3.359  16.487 85.569 -0.966  -0.967 0.837  PA   A3D 1  
A3D O1A  AO1  O 0  1 N N N 2.483  15.453 86.013 -1.675  -2.393 1.074  O1A  A3D 2  
A3D O2A  AO2  O 0  1 N N N 3.948  17.424 86.626 -0.360  -0.500 2.105  O2A  A3D 3  
A3D O5B  AO5* O 0  1 N N N 4.554  15.788 84.813 -2.063  0.102  0.342  O5B  A3D 4  
A3D C5B  AC5* C 0  1 N N N 5.580  16.567 84.166 -2.984  0.279  1.420  C5B  A3D 5  
A3D C4B  AC4* C 0  1 N N R 6.690  15.519 84.286 -4.059  1.289  1.012  C4B  A3D 6  
A3D O4B  AO4* O 0  1 N N N 7.936  15.951 83.612 -4.869  0.741  -0.041 O4B  A3D 7  
A3D C3B  AC3* C 0  1 N N S 7.178  15.093 85.738 -4.989  1.575  2.207  C3B  A3D 8  
A3D O3B  AO3* O 0  1 N N N 7.090  13.675 85.885 -4.955  2.961  2.555  O3B  A3D 9  
A3D C2B  AC2* C 0  1 N N R 8.599  15.651 85.823 -6.397  1.179  1.692  C2B  A3D 10 
A3D O2B  AO2* O 0  1 N N N 9.499  14.899 86.640 -7.381  2.121  2.124  O2B  A3D 11 
A3D C1B  AC1* C 0  1 N N R 9.040  15.592 84.382 -6.209  1.241  0.154  C1B  A3D 12 
A3D N9A  AN9  N 0  1 Y N N 10.205 16.380 84.133 -7.184  0.382  -0.523 N9A  A3D 13 
A3D C8A  AC8  C 0  1 Y N N 10.655 17.556 84.680 -7.011  -0.929 -0.853 C8A  A3D 14 
A3D N7A  AN7  N 0  1 Y N N 11.822 17.938 84.221 -8.078  -1.383 -1.444 N7A  A3D 15 
A3D C5A  AC5  C 0  1 Y N N 12.148 16.954 83.318 -9.001  -0.395 -1.530 C5A  A3D 16 
A3D C6A  AC6  C 0  1 Y N N 13.279 16.816 82.516 -10.302 -0.301 -2.052 C6A  A3D 17 
A3D N6A  AN6  N 0  1 N N N 14.346 17.653 82.460 -10.909 -1.394 -2.644 N6A  A3D 18 
A3D N1A  AN1  N 0  1 Y N N 13.329 15.692 81.678 -10.937 0.864  -1.962 N1A  A3D 19 
A3D C2A  AC2  C 0  1 Y N N 12.289 14.746 81.650 -10.367 1.912  -1.398 C2A  A3D 20 
A3D N3A  AN3  N 0  1 Y N N 11.158 14.860 82.446 -9.151  1.871  -0.897 N3A  A3D 21 
A3D C4A  AC4  C 0  1 Y N N 11.136 15.982 83.258 -8.440  0.748  -0.935 C4A  A3D 22 
A3D O3   O3   O 0  1 N N N 2.676  17.370 84.465 0.181   -1.117 -0.282 O3   A3D 23 
A3D PN   NP   P 0  1 N N N 1.582  17.093 83.348 1.421   -1.866 0.419  PN   A3D 24 
A3D O1N  NO1  O 0  1 N N N 0.220  17.168 83.968 1.143   -3.385 0.472  O1N  A3D 25 
A3D O2N  NO2  O -1 1 N N N 1.963  15.811 82.702 1.603   -1.326 1.855  O2N  A3D 26 
A3D O5D  NO5* O 0  1 N N N 1.775  18.355 82.415 2.762   -1.596 -0.430 O5D  A3D 27 
A3D C5D  NC5* C 0  1 N N N 2.989  18.371 81.579 3.840   -2.183 0.302  C5D  A3D 28 
A3D C4D  NC4* C 0  1 N N R 3.113  19.680 80.842 5.151   -1.960 -0.455 C4D  A3D 29 
A3D O4D  NO4* O 0  1 N N N 2.042  19.859 79.899 5.482   -0.555 -0.484 O4D  A3D 30 
A3D C3D  NC3* C 0  1 N N S 3.118  20.994 81.718 6.326   -2.627 0.293  C3D  A3D 31 
A3D O3D  NO3* O 0  1 N N N 4.135  21.907 81.251 6.628   -3.900 -0.282 O3D  A3D 32 
A3D C2D  NC2* C 0  1 N N R 1.711  21.513 81.509 7.506   -1.647 0.091  C2D  A3D 33 
A3D O2D  NO2* O 0  1 N N N 1.597  22.909 81.726 8.573   -2.286 -0.613 O2D  A3D 34 
A3D C1D  NC1* C 0  1 N N R 1.496  21.181 80.098 6.900   -0.503 -0.753 C1D  A3D 35 
A3D N1N  NN1  N 1  1 Y N N 0.111  21.128 79.587 7.453   0.787  -0.333 N1N  A3D 36 
A3D C2N  NC2  C 0  1 Y N N -0.179 21.688 78.348 8.394   1.347  -1.063 C2N  A3D 37 
A3D C3N  NC3  C 0  1 Y N N -1.477 21.643 77.879 8.947   2.575  -0.689 C3N  A3D 38 
A3D C7N  NC7  C 0  1 N N N -1.769 22.262 76.528 10.005  3.199  -1.500 C7N  A3D 39 
A3D O7N  NO7  O 0  1 N N N -2.921 22.201 76.136 10.407  2.645  -2.501 O7N  A3D 40 
A3D C8N  NC8  C 0  1 N N N -0.666 22.914 75.726 10.587  4.526  -1.087 C8N  A3D 41 
A3D C4N  NC4  C 0  1 Y N N -2.542 21.016 78.657 8.472   3.205  0.471  C4N  A3D 42 
A3D C5N  NC5  C 0  1 Y N N -2.205 20.460 79.920 7.478   2.576  1.198  C5N  A3D 43 
A3D C6N  NC6  C 0  1 Y N N -0.870 20.501 80.418 6.988   1.357  0.762  C6N  A3D 44 
A3D HOA2 2HOA H 0  0 N N N 4.070  16.948 87.439 ?       ?      ?      HOA2 A3D 45 
A3D H51A AH51 H 0  0 N N N 5.789  17.560 84.592 -3.453  -0.676 1.657  H51A A3D 46 
A3D H52A AH52 H 0  0 N N N 5.342  16.852 83.131 -2.451  0.649  2.296  H52A A3D 47 
A3D H4B  AH4* H 0  1 N N N 6.177  14.661 83.826 -3.590  2.214  0.677  H4B  A3D 48 
A3D H3B  AH3* H 0  1 N N N 6.565  15.486 86.563 -4.709  0.961  3.064  H3B  A3D 49 
A3D HO3A AHO3 H 0  0 N N N 7.070  13.268 85.027 -5.599  3.087  3.265  HO3A A3D 50 
A3D H2B  AH2* H 0  1 N N N 8.607  16.646 86.293 -6.660  0.171  2.011  H2B  A3D 51 
A3D HO2A AHO2 H 0  0 N N N 10.301 14.732 86.158 -7.450  2.033  3.084  HO2A A3D 52 
A3D H1B  AH1* H 0  1 N N N 9.362  14.576 84.109 -6.292  2.268  -0.201 H1B  A3D 53 
A3D H8A  AH8  H 0  1 N N N 10.100 18.114 85.419 -6.121  -1.506 -0.653 H8A  A3D 54 
A3D H61A AH61 H 0  0 N N N 14.130 18.501 82.943 -10.435 -2.239 -2.703 H61A A3D 55 
A3D H62A AH62 H 0  0 N N N 14.559 17.859 81.505 -11.808 -1.317 -3.000 H62A A3D 56 
A3D H2A  AH2  H 0  1 N N N 12.374 13.900 80.985 -10.919 2.839  -1.347 H2A  A3D 57 
A3D H51N NH51 H 0  0 N N N 2.923  17.556 80.843 3.663   -3.252 0.414  H51N A3D 58 
A3D H52N NH52 H 0  0 N N N 3.870  18.237 82.223 3.906   -1.720 1.286  H52N A3D 59 
A3D H4D  NH4* H 0  1 N N N 4.104  19.574 80.376 5.074   -2.353 -1.469 H4D  A3D 60 
A3D H3D  NH3* H 0  1 N N N 3.357  20.844 82.781 6.094   -2.733 1.353  H3D  A3D 61 
A3D HO3N NHO3 H 0  0 N N N 3.985  22.107 80.335 7.366   -4.268 0.223  HO3N A3D 62 
A3D H2D  NH2* H 0  1 N N N 0.980  21.080 82.208 7.856   -1.268 1.051  H2D  A3D 63 
A3D HO2N NHO2 H 0  0 N N N 1.571  23.084 82.659 8.867   -3.026 -0.064 HO2N A3D 64 
A3D H1D  NH1* H 0  1 N N N 1.968  22.010 79.550 7.092   -0.671 -1.813 H1D  A3D 65 
A3D H2N  NH2  H 0  1 N N N 0.600  22.152 77.761 8.749   0.849  -1.954 H2N  A3D 66 
A3D H81N NH81 H 0  0 N N N 0.220  22.262 75.723 11.351  4.827  -1.805 H81N A3D 67 
A3D H82N NH82 H 0  0 N N N -0.407 23.882 76.179 9.798   5.277  -1.061 H82N A3D 68 
A3D H83N NH83 H 0  0 N N N -1.008 23.072 74.693 11.034  4.434  -0.098 H83N A3D 69 
A3D H4N  NH4  H 0  1 N N N -3.555 20.976 78.284 8.873   4.156  0.789  H4N  A3D 70 
A3D H5N  NH5  H 0  1 N N N -2.977 19.996 80.516 7.088   3.031  2.096  H5N  A3D 71 
A3D H6N  NH6  H 0  1 N N N -0.611 20.078 81.378 6.211   0.864  1.328  H6N  A3D 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 
A3D PA  O1A  DOUB N N 1  
A3D PA  O2A  SING N N 2  
A3D PA  O5B  SING N N 3  
A3D PA  O3   SING N N 4  
A3D O2A HOA2 SING N N 5  
A3D O5B C5B  SING N N 6  
A3D C5B C4B  SING N N 7  
A3D C5B H51A SING N N 8  
A3D C5B H52A SING N N 9  
A3D C4B O4B  SING N N 10 
A3D C4B C3B  SING N N 11 
A3D C4B H4B  SING N N 12 
A3D O4B C1B  SING N N 13 
A3D C3B O3B  SING N N 14 
A3D C3B C2B  SING N N 15 
A3D C3B H3B  SING N N 16 
A3D O3B HO3A SING N N 17 
A3D C2B O2B  SING N N 18 
A3D C2B C1B  SING N N 19 
A3D C2B H2B  SING N N 20 
A3D O2B HO2A SING N N 21 
A3D C1B N9A  SING N N 22 
A3D C1B H1B  SING N N 23 
A3D N9A C8A  SING Y N 24 
A3D N9A C4A  SING Y N 25 
A3D C8A N7A  DOUB Y N 26 
A3D C8A H8A  SING N N 27 
A3D N7A C5A  SING Y N 28 
A3D C5A C6A  DOUB Y N 29 
A3D C5A C4A  SING Y N 30 
A3D C6A N6A  SING N N 31 
A3D C6A N1A  SING Y N 32 
A3D N6A H61A SING N N 33 
A3D N6A H62A SING N N 34 
A3D N1A C2A  DOUB Y N 35 
A3D C2A N3A  SING Y N 36 
A3D C2A H2A  SING N N 37 
A3D N3A C4A  DOUB Y N 38 
A3D O3  PN   SING N N 39 
A3D PN  O1N  DOUB N N 40 
A3D PN  O2N  SING N N 41 
A3D PN  O5D  SING N N 42 
A3D O5D C5D  SING N N 43 
A3D C5D C4D  SING N N 44 
A3D C5D H51N SING N N 45 
A3D C5D H52N SING N N 46 
A3D C4D O4D  SING N N 47 
A3D C4D C3D  SING N N 48 
A3D C4D H4D  SING N N 49 
A3D O4D C1D  SING N N 50 
A3D C3D O3D  SING N N 51 
A3D C3D C2D  SING N N 52 
A3D C3D H3D  SING N N 53 
A3D O3D HO3N SING N N 54 
A3D C2D O2D  SING N N 55 
A3D C2D C1D  SING N N 56 
A3D C2D H2D  SING N N 57 
A3D O2D HO2N SING N N 58 
A3D C1D N1N  SING N N 59 
A3D C1D H1D  SING N N 60 
A3D N1N C2N  DOUB Y N 61 
A3D N1N C6N  SING Y N 62 
A3D C2N C3N  SING Y N 63 
A3D C2N H2N  SING N N 64 
A3D C3N C7N  SING N N 65 
A3D C3N C4N  DOUB Y N 66 
A3D C7N O7N  DOUB N N 67 
A3D C7N C8N  SING N N 68 
A3D C8N H81N SING N N 69 
A3D C8N H82N SING N N 70 
A3D C8N H83N SING N N 71 
A3D C4N C5N  SING Y N 72 
A3D C4N H4N  SING N N 73 
A3D C5N C6N  DOUB Y N 74 
A3D C5N H5N  SING N N 75 
A3D 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 
A3D 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
;
A3D InChIKey         InChI                1.02b KPVQNXLUPNWQHM-XEBFETGLDF 
A3D 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 
A3D 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 
A3D 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 
A3D 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           A3D 
_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" 
# 
