data_NAD # _chem_comp.id NAD _chem_comp.name NICOTINAMIDE-ADENINE-DINUCLEOTIDE _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 1999-07-08 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces NAH _chem_comp.formula_weight 663.425 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NAD _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 1C1D _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 NAD PA AP P 0 1 N N S 19.222 51.636 -19.186 -0.887 -0.813 -0.676 PA NAD 1 NAD O1A AO1 O 0 1 N N N 18.340 51.797 -20.358 -1.258 0.102 -1.778 O1A NAD 2 NAD O2A AO2 O 0 1 N N N 18.885 52.533 -18.051 -0.249 -2.159 -1.287 O2A NAD 3 NAD O5B AO5* O 0 1 N N N 20.682 52.134 -19.596 -2.200 -1.182 0.180 O5B NAD 4 NAD C5B AC5* C 0 1 N N N 21.429 51.543 -20.679 -3.159 -1.706 -0.741 C5B NAD 5 NAD C4B AC4* C 0 1 N N R 22.529 52.559 -20.842 -4.437 -2.079 0.012 C4B NAD 6 NAD O4B AO4* O 0 1 N N N 23.479 52.131 -21.867 -5.068 -0.893 0.523 O4B NAD 7 NAD C3B AC3* C 0 1 N N S 22.016 53.911 -21.339 -5.434 -2.754 -0.950 C3B NAD 8 NAD O3B AO3* O 0 1 N N N 22.683 54.999 -20.645 -5.745 -4.078 -0.512 O3B NAD 9 NAD C2B AC2* C 0 1 N N R 22.391 53.799 -22.811 -6.693 -1.850 -0.881 C2B NAD 10 NAD O2B AO2* O 0 1 N N N 22.499 55.103 -23.391 -7.885 -2.638 -0.862 O2B NAD 11 NAD C1B AC1* C 0 1 N N R 23.787 53.193 -22.650 -6.493 -1.116 0.469 C1B NAD 12 NAD N9A AN9 N 0 1 Y N N 24.232 52.627 -23.888 -7.216 0.158 0.479 N9A NAD 13 NAD C8A AC8 C 0 1 Y N N 23.456 52.062 -24.844 -6.723 1.368 0.089 C8A NAD 14 NAD N7A AN7 N 0 1 Y N N 24.163 51.575 -25.870 -7.635 2.286 0.229 N7A NAD 15 NAD C5A AC5 C 0 1 Y N N 25.468 51.899 -25.524 -8.768 1.725 0.717 C5A NAD 16 NAD C6A AC6 C 0 1 Y N N 26.691 51.648 -26.178 -10.042 2.209 1.059 C6A NAD 17 NAD N6A AN6 N 0 1 N N N 26.814 51.028 -27.349 -10.352 3.550 0.916 N6A NAD 18 NAD N1A AN1 N 0 1 Y N N 27.815 52.074 -25.559 -10.942 1.348 1.524 N1A NAD 19 NAD C2A AC2 C 0 1 Y N N 27.688 52.687 -24.351 -10.655 0.067 1.663 C2A NAD 20 NAD N3A AN3 N 0 1 Y N N 26.599 52.942 -23.671 -9.476 -0.431 1.355 N3A NAD 21 NAD C4A AC4 C 0 1 Y N N 25.520 52.541 -24.314 -8.514 0.352 0.878 C4A NAD 22 NAD O3 O3 O 0 1 N N N 19.277 50.088 -18.799 0.191 -0.093 0.279 O3 NAD 23 NAD PN NP P 0 1 N N N 19.601 49.476 -17.337 1.204 0.707 -0.683 PN NAD 24 NAD O1N NO1 O 0 1 N N N 18.411 49.237 -16.475 0.556 2.042 -1.115 O1N NAD 25 NAD O2N NO2 O -1 1 N N N 20.666 50.302 -16.679 1.509 -0.146 -1.934 O2N NAD 26 NAD O5D NO5* O 0 1 N N N 20.109 48.046 -17.867 2.573 1.007 0.109 O5D NAD 27 NAD C5D NC5* C 0 1 N N N 21.466 47.904 -18.399 3.469 1.610 -0.827 C5D NAD 28 NAD C4D NC4* C 0 1 N N R 21.663 46.439 -18.718 4.797 1.921 -0.135 C4D NAD 29 NAD O4D NO4* O 0 1 N N N 21.549 45.687 -17.490 5.467 0.698 0.241 O4D NAD 30 NAD C3D NC3* C 0 1 N N S 20.666 45.828 -19.706 5.767 2.618 -1.115 C3D NAD 31 NAD O3D NO3* O 0 1 N N N 21.260 44.692 -20.357 5.745 4.033 -0.921 O3D NAD 32 NAD C2D NC2* C 0 1 N N R 19.642 45.251 -18.741 7.154 2.040 -0.746 C2D NAD 33 NAD O2D NO2* O 0 1 N N N 18.884 44.196 -19.362 8.031 3.082 -0.314 O2D NAD 34 NAD C1D NC1* C 0 1 N N R 20.561 44.689 -17.680 6.854 1.062 0.411 C1D NAD 35 NAD N1N NN1 N 1 1 Y N N 19.878 44.375 -16.435 7.708 -0.125 0.310 N1N NAD 36 NAD C2N NC2 C 0 1 Y N N 19.056 45.318 -15.824 8.763 -0.222 1.093 C2N NAD 37 NAD C3N NC3 C 0 1 Y N N 18.413 45.064 -14.544 9.601 -1.335 1.017 C3N NAD 38 NAD C7N NC7 C 0 1 N N N 17.732 46.217 -13.899 10.789 -1.442 1.891 C7N NAD 39 NAD O7N NO7 O 0 1 N N N 17.237 45.926 -12.798 11.045 -0.553 2.680 O7N NAD 40 NAD N7N NN7 N 0 1 N N N 17.658 47.471 -14.438 11.588 -2.524 1.813 N7N NAD 41 NAD C4N NC4 C 0 1 Y N N 18.566 43.753 -13.912 9.296 -2.352 0.104 C4N NAD 42 NAD C5N NC5 C 0 1 Y N N 19.471 42.797 -14.637 8.173 -2.204 -0.690 C5N NAD 43 NAD C6N NC6 C 0 1 Y N N 20.037 43.127 -15.786 7.395 -1.067 -0.559 C6N NAD 44 NAD HOA2 2HOA H 0 0 N N N 19.452 52.429 -17.296 -0.021 -2.726 -0.537 HOA2 NAD 45 NAD H51A AH51 H 0 0 N N N 21.763 50.491 -20.516 -3.388 -0.954 -1.495 H51A NAD 46 NAD H52A AH52 H 0 0 N N N 20.843 51.313 -21.600 -2.750 -2.594 -1.225 H52A NAD 47 NAD H4B AH4* H 0 1 N N N 22.987 52.650 -19.829 -4.200 -2.755 0.834 H4B NAD 48 NAD H3B AH3* H 0 1 N N N 20.935 54.127 -21.169 -5.033 -2.773 -1.963 H3B NAD 49 NAD HO3A AHO3 H 0 0 N N N 22.364 55.839 -20.953 -6.415 -4.423 -1.117 HO3A NAD 50 NAD H2B AH2* H 0 1 N N N 21.676 53.232 -23.452 -6.711 -1.142 -1.710 H2B NAD 51 NAD HO2A AHO2 H 0 0 N N N 22.732 55.033 -24.309 -7.951 -3.066 -1.726 HO2A NAD 52 NAD H1B AH1* H 0 1 N N N 24.553 53.917 -22.287 -6.815 -1.745 1.299 H1B NAD 53 NAD H8A AH8 H 0 1 N N N 22.355 52.004 -24.792 -5.724 1.540 -0.282 H8A NAD 54 NAD H61A AH61 H 0 0 N N N 27.699 50.846 -27.822 -9.686 4.168 0.576 H61A NAD 55 NAD H62A AH62 H 0 0 N N N 26.223 51.530 -28.011 -11.235 3.872 1.157 H62A NAD 56 NAD H2A AH2 H 0 1 N N N 28.607 53.029 -23.846 -11.416 -0.598 2.045 H2A NAD 57 NAD H51N NH51 H 0 0 N N N 21.668 48.573 -19.267 3.031 2.533 -1.206 H51N NAD 58 NAD H52N NH52 H 0 0 N N N 22.248 48.313 -17.718 3.643 0.924 -1.656 H52N NAD 59 NAD H4D NH4* H 0 1 N N N 22.665 46.381 -19.202 4.629 2.547 0.742 H4D NAD 60 NAD H3D NH3* H 0 1 N N N 20.301 46.546 -20.477 5.511 2.371 -2.145 H3D NAD 61 NAD HO3N NHO3 H 0 0 N N N 20.641 44.312 -20.970 6.367 4.412 -1.557 HO3N NAD 62 NAD H2D NH2* H 0 1 N N N 18.882 45.980 -18.374 7.583 1.507 -1.594 H2D NAD 63 NAD HO2N NHO2 H 0 0 N N N 18.244 43.835 -18.759 8.130 3.691 -1.060 HO2N NAD 64 NAD H1D NH1* H 0 1 N N N 20.992 43.714 -18.006 7.003 1.554 1.373 H1D NAD 65 NAD H2N NH2 H 0 1 N N N 18.913 46.272 -16.357 8.986 0.570 1.791 H2N NAD 66 NAD H71N NH71 H 0 0 N N N 18.064 47.710 -15.342 12.367 -2.594 2.386 H71N NAD 67 NAD H72N NH72 H 0 0 N N N 17.190 48.262 -13.995 11.382 -3.235 1.186 H72N NAD 68 NAD H4N NH4 H 0 1 N N N 18.044 43.507 -12.971 9.920 -3.229 0.023 H4N NAD 69 NAD H5N NH5 H 0 1 N N N 19.738 41.780 -14.302 7.906 -2.967 -1.406 H5N NAD 70 NAD H6N NH6 H 0 1 N N N 20.665 42.331 -16.219 6.518 -0.948 -1.178 H6N NAD 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 NAD PA O1A DOUB N N 1 NAD PA O2A SING N N 2 NAD PA O5B SING N N 3 NAD PA O3 SING N N 4 NAD O2A HOA2 SING N N 5 NAD O5B C5B SING N N 6 NAD C5B C4B SING N N 7 NAD C5B H51A SING N N 8 NAD C5B H52A SING N N 9 NAD C4B O4B SING N N 10 NAD C4B C3B SING N N 11 NAD C4B H4B SING N N 12 NAD O4B C1B SING N N 13 NAD C3B O3B SING N N 14 NAD C3B C2B SING N N 15 NAD C3B H3B SING N N 16 NAD O3B HO3A SING N N 17 NAD C2B O2B SING N N 18 NAD C2B C1B SING N N 19 NAD C2B H2B SING N N 20 NAD O2B HO2A SING N N 21 NAD C1B N9A SING N N 22 NAD C1B H1B SING N N 23 NAD N9A C8A SING Y N 24 NAD N9A C4A SING Y N 25 NAD C8A N7A DOUB Y N 26 NAD C8A H8A SING N N 27 NAD N7A C5A SING Y N 28 NAD C5A C6A SING Y N 29 NAD C5A C4A DOUB Y N 30 NAD C6A N6A SING N N 31 NAD C6A N1A DOUB Y N 32 NAD N6A H61A SING N N 33 NAD N6A H62A SING N N 34 NAD N1A C2A SING Y N 35 NAD C2A N3A DOUB Y N 36 NAD C2A H2A SING N N 37 NAD N3A C4A SING Y N 38 NAD O3 PN SING N N 39 NAD PN O1N DOUB N N 40 NAD PN O2N SING N N 41 NAD PN O5D SING N N 42 NAD O5D C5D SING N N 43 NAD C5D C4D SING N N 44 NAD C5D H51N SING N N 45 NAD C5D H52N SING N N 46 NAD C4D O4D SING N N 47 NAD C4D C3D SING N N 48 NAD C4D H4D SING N N 49 NAD O4D C1D SING N N 50 NAD C3D O3D SING N N 51 NAD C3D C2D SING N N 52 NAD C3D H3D SING N N 53 NAD O3D HO3N SING N N 54 NAD C2D O2D SING N N 55 NAD C2D C1D SING N N 56 NAD C2D H2D SING N N 57 NAD O2D HO2N SING N N 58 NAD C1D N1N SING N N 59 NAD C1D H1D SING N N 60 NAD N1N C2N SING Y N 61 NAD N1N C6N DOUB Y N 62 NAD C2N C3N DOUB Y N 63 NAD C2N H2N SING N N 64 NAD C3N C7N SING N N 65 NAD C3N C4N SING Y N 66 NAD C7N O7N DOUB N N 67 NAD C7N N7N SING N N 68 NAD N7N H71N SING N N 69 NAD N7N H72N SING N N 70 NAD C4N C5N DOUB Y N 71 NAD C4N H4N SING N N 72 NAD C5N C6N SING Y N 73 NAD C5N H5N SING N N 74 NAD 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 NAD 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)ncnc45)[C@@H](O)[C@H]2O" NAD 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)ncnc45)[CH](O)[CH]2O" NAD 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)n4cnc5c4ncnc5N)O)O)O)O)C(=O)N" NAD SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(c[n+](c1)C2C(C(C(O2)COP(=O)([O-])OP(=O)(O)OCC3C(C(C(O3)n4cnc5c4ncnc5N)O)O)O)O)C(=O)N" NAD InChI InChI 1.03 "InChI=1S/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" NAD InChIKey InChI 1.03 BAWFJGJZGIEFAR-NNYOXOHSSA-N # _pdbx_chem_comp_identifier.comp_id NAD _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]methyl [[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] 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 NAD "Create component" 1999-07-08 RCSB NAD "Modify descriptor" 2011-06-04 RCSB ##