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 2012-01-05 _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 Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _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 -0.989 2.580 -1.351 PA A3D 1 A3D O1A AO1 O 0 1 N N N 2.483 15.453 86.013 -0.478 2.792 -2.724 O1A A3D 2 A3D O2A AO2 O 0 1 N N N 3.948 17.424 86.626 -1.861 3.856 -0.900 O2A A3D 3 A3D O5B AO5* O 0 1 N N N 4.554 15.788 84.813 -1.911 1.261 -1.319 O5B A3D 4 A3D C5B AC5* C 0 1 N N N 5.580 16.567 84.166 -3.033 1.075 -2.185 C5B A3D 5 A3D C4B AC4* C 0 1 N N R 6.690 15.519 84.286 -3.684 -0.279 -1.893 C4B A3D 6 A3D O4B AO4* O 0 1 N N N 7.936 15.951 83.612 -4.260 -0.270 -0.576 O4B A3D 7 A3D C3B AC3* C 0 1 N N S 7.178 15.093 85.738 -4.828 -0.537 -2.892 C3B A3D 8 A3D O3B AO3* O 0 1 N N N 7.090 13.675 85.885 -4.574 -1.722 -3.648 O3B A3D 9 A3D C2B AC2* C 0 1 N N R 8.599 15.651 85.823 -6.078 -0.721 -1.997 C2B A3D 10 A3D O2B AO2* O 0 1 N N N 9.499 14.899 86.640 -6.900 -1.785 -2.482 O2B A3D 11 A3D C1B AC1* C 0 1 N N R 9.040 15.592 84.382 -5.448 -1.089 -0.630 C1B A3D 12 A3D N9A AN9 N 0 1 Y N N 10.205 16.380 84.133 -6.358 -0.750 0.466 N9A A3D 13 A3D C8A AC8 C 0 1 Y N N 10.655 17.556 84.680 -6.405 0.435 1.139 C8A A3D 14 A3D N7A AN7 N 0 1 Y N N 11.822 17.938 84.221 -7.333 0.393 2.050 N7A A3D 15 A3D C5A AC5 C 0 1 Y N N 12.148 16.954 83.318 -7.939 -0.819 2.020 C5A A3D 16 A3D C6A AC6 C 0 1 Y N N 13.279 16.816 82.516 -8.979 -1.421 2.748 C6A A3D 17 A3D N6A AN6 N 0 1 N N N 14.346 17.653 82.460 -9.626 -0.734 3.761 N6A A3D 18 A3D N1A AN1 N 0 1 Y N N 13.329 15.692 81.678 -9.328 -2.667 2.442 N1A A3D 19 A3D C2A AC2 C 0 1 Y N N 12.289 14.746 81.650 -8.717 -3.330 1.477 C2A A3D 20 A3D N3A AN3 N 0 1 Y N N 11.158 14.860 82.446 -7.738 -2.806 0.769 N3A A3D 21 A3D C4A AC4 C 0 1 Y N N 11.136 15.982 83.258 -7.325 -1.564 1.000 C4A A3D 22 A3D O3 O3 O 0 1 N N N 2.676 17.370 84.465 0.250 2.393 -0.340 O3 A3D 23 A3D PN NP P 0 1 N N N 1.582 17.093 83.348 1.649 3.162 -0.131 PN A3D 24 A3D O1N NO1 O 0 1 N N N 0.220 17.168 83.968 2.249 3.523 -1.508 O1N A3D 25 A3D O2N NO2 O -1 1 N N N 1.963 15.811 82.702 1.410 4.455 0.681 O2N A3D 26 A3D O5D NO5* O 0 1 N N N 1.775 18.355 82.415 2.672 2.208 0.666 O5D A3D 27 A3D C5D NC5* C 0 1 N N N 2.989 18.371 81.579 4.033 2.564 0.917 C5D A3D 28 A3D C4D NC4* C 0 1 N N R 3.113 19.680 80.842 4.719 1.439 1.694 C4D A3D 29 A3D O4D NO4* O 0 1 N N N 2.042 19.859 79.899 4.814 0.263 0.872 O4D A3D 30 A3D C3D NC3* C 0 1 N N S 3.118 20.994 81.718 6.156 1.857 2.062 C3D A3D 31 A3D O3D NO3* O 0 1 N N N 4.135 21.907 81.251 6.329 1.858 3.481 O3D A3D 32 A3D C2D NC2* C 0 1 N N R 1.711 21.513 81.509 7.046 0.771 1.409 C2D A3D 33 A3D O2D NO2* O 0 1 N N N 1.597 22.909 81.726 8.115 0.396 2.281 O2D A3D 34 A3D C1D NC1* C 0 1 N N R 1.496 21.181 80.098 6.047 -0.399 1.224 C1D A3D 35 A3D N1N NN1 N 1 1 Y N N 0.111 21.128 79.587 6.485 -1.284 0.141 N1N A3D 36 A3D C2N NC2 C 0 1 Y N N -0.179 21.688 78.348 7.024 -2.446 0.443 C2N A3D 37 A3D C3N NC3 C 0 1 Y N N -1.477 21.643 77.879 7.451 -3.315 -0.566 C3N A3D 38 A3D C7N NC7 C 0 1 N N N -1.769 22.262 76.528 8.054 -4.615 -0.229 C7N A3D 39 A3D O7N NO7 O 0 1 N N N -2.921 22.201 76.136 8.182 -4.941 0.932 O7N A3D 40 A3D C8N NC8 C 0 1 N N N -0.666 22.914 75.726 8.510 -5.540 -1.327 C8N A3D 41 A3D C4N NC4 C 0 1 Y N N -2.542 21.016 78.657 7.296 -2.925 -1.904 C4N A3D 42 A3D C5N NC5 C 0 1 Y N N -2.205 20.460 79.920 6.724 -1.693 -2.166 C5N A3D 43 A3D C6N NC6 C 0 1 Y N N -0.870 20.501 80.418 6.322 -0.895 -1.110 C6N A3D 44 A3D HOA2 2HOA H 0 0 N N N 4.070 16.948 87.439 -2.229 3.786 -0.008 HOA2 A3D 45 A3D H51A AH51 H 0 0 N N N 5.789 17.560 84.592 -3.759 1.871 -2.015 H51A A3D 46 A3D H52A AH52 H 0 0 N N N 5.342 16.852 83.131 -2.700 1.102 -3.222 H52A A3D 47 A3D H4B AH4* H 0 1 N N N 6.177 14.661 83.826 -2.939 -1.071 -1.966 H4B A3D 48 A3D H3B AH3* H 0 1 N N N 6.565 15.486 86.563 -4.955 0.318 -3.556 H3B A3D 49 A3D HO3A AHO3 H 0 0 N N N 7.070 13.268 85.027 -5.264 -1.933 -4.292 HO3A A3D 50 A3D H2B AH2* H 0 1 N N N 8.607 16.646 86.293 -6.647 0.206 -1.927 H2B A3D 51 A3D HO2A AHO2 H 0 0 N N N 10.301 14.732 86.158 -7.245 -1.640 -3.374 HO2A A3D 52 A3D H1B AH1* H 0 1 N N N 9.362 14.576 84.109 -5.186 -2.147 -0.600 H1B A3D 53 A3D H8A AH8 H 0 1 N N N 10.100 18.114 85.419 -5.767 1.284 0.944 H8A A3D 54 A3D H61A AH61 H 0 0 N N N 14.130 18.501 82.943 -9.363 0.175 3.975 H61A A3D 55 A3D H62A AH62 H 0 0 N N N 14.559 17.859 81.505 -10.342 -1.161 4.256 H62A A3D 56 A3D H2A AH2 H 0 1 N N N 12.374 13.900 80.985 -9.031 -4.340 1.261 H2A A3D 57 A3D H51N NH51 H 0 0 N N N 2.923 17.556 80.843 4.549 2.717 -0.031 H51N A3D 58 A3D H52N NH52 H 0 0 N N N 3.870 18.237 82.223 4.067 3.483 1.502 H52N A3D 59 A3D H4D NH4* H 0 1 N N N 4.104 19.574 80.376 4.153 1.214 2.598 H4D A3D 60 A3D H3D NH3* H 0 1 N N N 3.357 20.844 82.781 6.385 2.839 1.650 H3D A3D 61 A3D HO3N NHO3 H 0 0 N N N 3.985 22.107 80.335 7.216 2.114 3.769 HO3N A3D 62 A3D H2D NH2* H 0 1 N N N 0.980 21.080 82.208 7.432 1.111 0.448 H2D A3D 63 A3D HO2N NHO2 H 0 0 N N N 1.571 23.084 82.659 8.717 1.121 2.499 HO2N A3D 64 A3D H1D NH1* H 0 1 N N N 1.968 22.010 79.550 5.932 -0.957 2.153 H1D A3D 65 A3D H2N NH2 H 0 1 N N N 0.600 22.152 77.761 7.136 -2.731 1.479 H2N A3D 66 A3D H81N NH81 H 0 0 N N N 0.220 22.262 75.723 9.551 -5.328 -1.572 H81N A3D 67 A3D H82N NH82 H 0 0 N N N -0.407 23.882 76.179 8.420 -6.574 -0.992 H82N A3D 68 A3D H83N NH83 H 0 0 N N N -1.008 23.072 74.693 7.890 -5.390 -2.211 H83N A3D 69 A3D H4N NH4 H 0 1 N N N -3.555 20.976 78.284 7.615 -3.570 -2.710 H4N A3D 70 A3D H5N NH5 H 0 1 N N N -2.977 19.996 80.516 6.589 -1.360 -3.184 H5N A3D 71 A3D H6N NH6 H 0 1 N N N -0.611 20.078 81.378 5.872 0.066 -1.312 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 1.03 ;InChI=1S/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 ; A3D InChIKey InChI 1.03 KPVQNXLUPNWQHM-RBEMOOQDSA-N A3D SMILES_CANONICAL CACTVS 3.385 "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 3.385 "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" 1.7.5 "CC(=O)c1ccc[n+](c1)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=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" 1.7.5 "CC(=O)c1ccc[n+](c1)C2C(C(C(O2)COP(=O)([O-])OP(=O)(O)OCC3C(C(C(O3)n4cnc5c4ncnc5N)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 A3D "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[(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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site A3D "Create component" 2003-07-17 RCSB A3D "Modify descriptor" 2011-06-04 RCSB A3D "Modify descriptor" 2012-01-05 RCSB A3D "Modify coordinates" 2012-01-05 RCSB #