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                    2008-10-14 
_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 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/h36H,22-23H2
;
NAD InChIKey         InChI                1.02b BAWFJGJZGIEFAR-GLKVDMMMDQ 
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 
# 
_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" 
# 
