data_NAH
# 
_chem_comp.id                                    NAH 
_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                   OBS 
_chem_comp.pdbx_replaced_by                      NAD 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        663.425 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NAH 
_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        1ENP 
_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 
NAH PA   AP   P 0  1 N N S 3.474  19.366 39.459 -0.887  -0.813 -0.676 PA   NAH 1  
NAH O1A  AO1  O 0  1 N N N 1.986  19.398 39.302 -1.258  0.102  -1.778 O1A  NAH 2  
NAH O2A  AO2  O 0  1 N N N 4.334  20.355 38.652 -0.249  -2.159 -1.287 O2A  NAH 3  
NAH O5B  AO5* O 0  1 N N N 3.920  17.854 39.208 -2.200  -1.182 0.180  O5B  NAH 4  
NAH C5B  AC5* C 0  1 N N N 3.882  17.220 37.866 -3.159  -1.706 -0.741 C5B  NAH 5  
NAH C4B  AC4* C 0  1 N N R 5.144  17.489 37.173 -4.437  -2.079 0.012  C4B  NAH 6  
NAH O4B  AO4* O 0  1 N N N 5.470  16.377 36.277 -5.068  -0.893 0.523  O4B  NAH 7  
NAH C3B  AC3* C 0  1 N N S 5.214  18.757 36.243 -5.434  -2.754 -0.950 C3B  NAH 8  
NAH O3B  AO3* O 0  1 N N N 6.552  19.360 36.348 -5.745  -4.078 -0.512 O3B  NAH 9  
NAH C2B  AC2* C 0  1 N N R 4.916  18.241 34.877 -6.693  -1.850 -0.881 C2B  NAH 10 
NAH O2B  AO2* O 0  1 N N N 5.265  19.043 33.817 -7.885  -2.638 -0.862 O2B  NAH 11 
NAH C1B  AC1* C 0  1 N N R 5.718  16.902 35.039 -6.493  -1.116 0.469  C1B  NAH 12 
NAH N9A  AN9  N 0  1 Y N N 5.319  15.890 34.129 -7.216  0.158  0.479  N9A  NAH 13 
NAH C8A  AC8  C 0  1 Y N N 4.085  15.344 33.870 -6.723  1.368  0.089  C8A  NAH 14 
NAH N7A  AN7  N 0  1 Y N N 4.086  14.365 32.992 -7.635  2.286  0.229  N7A  NAH 15 
NAH C5A  AC5  C 0  1 Y N N 5.408  14.182 32.646 -8.768  1.725  0.717  C5A  NAH 16 
NAH C6A  AC6  C 0  1 Y N N 6.065  13.191 31.706 -10.042 2.209  1.059  C6A  NAH 17 
NAH N6A  AN6  N 0  1 N N N 5.461  12.255 31.027 -10.352 3.550  0.916  N6A  NAH 18 
NAH N1A  AN1  N 0  1 Y N N 7.465  13.361 31.633 -10.942 1.348  1.524  N1A  NAH 19 
NAH C2A  AC2  C 0  1 Y N N 8.181  14.227 32.322 -10.655 0.067  1.663  C2A  NAH 20 
NAH N3A  AN3  N 0  1 Y N N 7.595  15.184 33.194 -9.476  -0.431 1.355  N3A  NAH 21 
NAH C4A  AC4  C 0  1 Y N N 6.177  15.122 33.326 -8.514  0.352  0.878  C4A  NAH 22 
NAH O3   O3   O 0  1 N N N 3.898  19.537 40.974 0.191   -0.093 0.279  O3   NAH 23 
NAH PN   NP   P 0  1 N N N 3.252  19.091 42.415 1.204   0.707  -0.683 PN   NAH 24 
NAH O1N  NO1  O 0  1 N N N 1.979  18.487 42.160 0.556   2.042  -1.115 O1N  NAH 25 
NAH O2N  NO2  O -1 1 N N N 3.419  20.203 43.376 1.509   -0.146 -1.934 O2N  NAH 26 
NAH O5D  NO5* O 0  1 N N N 4.289  17.971 42.911 2.573   1.007  0.109  O5D  NAH 27 
NAH C5D  NC5* C 0  1 N N N 4.642  16.839 42.078 3.469   1.610  -0.827 C5D  NAH 28 
NAH C4D  NC4* C 0  1 N N R 4.648  15.549 42.805 4.797   1.921  -0.135 C4D  NAH 29 
NAH O4D  NO4* O 0  1 N N N 4.084  15.824 44.175 5.467   0.698  0.241  O4D  NAH 30 
NAH C3D  NC3* C 0  1 N N S 3.665  14.385 42.338 5.767   2.618  -1.115 C3D  NAH 31 
NAH O3D  NO3* O 0  1 N N N 4.285  13.260 42.789 5.745   4.033  -0.921 O3D  NAH 32 
NAH C2D  NC2* C 0  1 N N R 2.361  14.652 43.117 7.154   2.040  -0.746 C2D  NAH 33 
NAH O2D  NO2* O 0  1 N N N 1.576  13.522 43.226 8.031   3.082  -0.314 O2D  NAH 34 
NAH C1D  NC1* C 0  1 N N R 3.033  14.947 44.433 6.854   1.062  0.411  C1D  NAH 35 
NAH N1N  NN1  N 1  1 Y N N 2.178  15.533 45.500 7.708   -0.125 0.310  N1N  NAH 36 
NAH C2N  NC2  C 0  1 Y N N 1.650  16.807 45.347 8.763   -0.222 1.093  C2N  NAH 37 
NAH C3N  NC3  C 0  1 Y N N 0.776  17.148 46.318 9.601   -1.335 1.017  C3N  NAH 38 
NAH C7N  NC7  C 0  1 N N N 0.200  18.613 46.008 10.789  -1.442 1.891  C7N  NAH 39 
NAH O7N  NO7  O 0  1 N N N -0.605 19.111 46.818 11.045  -0.553 2.680  O7N  NAH 40 
NAH N7N  NN7  N 0  1 N N N 0.695  19.252 44.864 11.588  -2.524 1.813  N7N  NAH 41 
NAH C4N  NC4  C 0  1 Y N N 0.385  16.376 47.429 9.296   -2.352 0.104  C4N  NAH 42 
NAH C5N  NC5  C 0  1 Y N N 1.029  15.096 47.472 8.173   -2.204 -0.690 C5N  NAH 43 
NAH C6N  NC6  C 0  1 Y N N 1.912  14.676 46.509 7.395   -1.067 -0.559 C6N  NAH 44 
NAH HOA2 2HOA H 0  0 N N N 5.278  20.334 38.751 -0.021  -2.726 -0.537 HOA2 NAH 45 
NAH H51A AH51 H 0  0 N N N 3.650  16.130 37.918 -3.388  -0.954 -1.495 H51A NAH 46 
NAH H52A AH52 H 0  0 N N N 2.995  17.540 37.270 -2.750  -2.594 -1.225 H52A NAH 47 
NAH H4B  AH4* H 0  1 N N N 5.841  17.649 38.028 -4.200  -2.755 0.834  H4B  NAH 48 
NAH H3B  AH3* H 0  1 N N N 4.493  19.561 36.518 -5.033  -2.773 -1.963 H3B  NAH 49 
NAH HO3A AHO3 H 0  0 N N N 6.594  20.125 35.786 -6.415  -4.423 -1.117 HO3A NAH 50 
NAH H2B  AH2* H 0  1 N N N 3.839  18.155 34.599 -6.711  -1.142 -1.710 H2B  NAH 51 
NAH HO2A AHO2 H 0  0 N N N 5.075  18.714 32.946 -7.951  -3.066 -1.726 HO2A NAH 52 
NAH H1B  AH1* H 0  1 N N N 6.786  17.169 34.863 -6.815  -1.745 1.299  H1B  NAH 53 
NAH H8A  AH8  H 0  1 N N N 3.144  15.673 34.341 -5.724  1.540  -0.282 H8A  NAH 54 
NAH H61A AH61 H 0  0 N N N 5.903  11.588 30.394 -9.686  4.168  0.576  H61A NAH 55 
NAH H62A AH62 H 0  0 N N N 4.729  12.718 30.488 -11.235 3.872  1.157  H62A NAH 56 
NAH H2A  AH2  H 0  1 N N N 9.270  14.150 32.168 -11.416 -0.598 2.045  H2A  NAH 57 
NAH H51N NH51 H 0  0 N N N 3.978  16.784 41.183 3.031   2.533  -1.206 H51N NAH 58 
NAH H52N NH52 H 0  0 N N N 5.620  17.011 41.572 3.643   0.924  -1.656 H52N NAH 59 
NAH H4D  NH4* H 0  1 N N N 5.701  15.207 42.672 4.629   2.547  0.742  H4D  NAH 60 
NAH H3D  NH3* H 0  1 N N N 3.446  14.310 41.247 5.511   2.371  -2.145 H3D  NAH 61 
NAH HO3N NHO3 H 0  0 N N N 3.699  12.566 42.510 6.367   4.412  -1.557 HO3N NAH 62 
NAH H2D  NH2* H 0  1 N N N 1.669  15.414 42.688 7.583   1.507  -1.594 H2D  NAH 63 
NAH HO2N NHO2 H 0  0 N N N 0.772  13.686 43.705 8.130   3.691  -1.060 HO2N NAH 64 
NAH H1D  NH1* H 0  1 N N N 3.350  13.958 44.840 7.003   1.554  1.373  H1D  NAH 65 
NAH H2N  NH2  H 0  1 N N N 1.904  17.492 44.521 8.986   0.570  1.791  H2N  NAH 66 
NAH H71N NH71 H 0  0 N N N 1.354  18.844 44.200 12.367  -2.594 2.386  H71N NAH 67 
NAH H72N NH72 H 0  0 N N N 0.328  20.183 44.666 11.382  -3.235 1.186  H72N NAH 68 
NAH H4N  NH4  H 0  1 N N N -0.341 16.732 48.178 9.920   -3.229 0.023  H4N  NAH 69 
NAH H5N  NH5  H 0  1 N N N 0.833  14.390 48.297 7.906   -2.967 -1.406 H5N  NAH 70 
NAH H6N  NH6  H 0  1 N N N 2.391  13.683 46.544 6.518   -0.948 -1.178 H6N  NAH 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 
NAH PA  O1A  DOUB N N 1  
NAH PA  O2A  SING N N 2  
NAH PA  O5B  SING N N 3  
NAH PA  O3   SING N N 4  
NAH O2A HOA2 SING N N 5  
NAH O5B C5B  SING N N 6  
NAH C5B C4B  SING N N 7  
NAH C5B H51A SING N N 8  
NAH C5B H52A SING N N 9  
NAH C4B O4B  SING N N 10 
NAH C4B C3B  SING N N 11 
NAH C4B H4B  SING N N 12 
NAH O4B C1B  SING N N 13 
NAH C3B O3B  SING N N 14 
NAH C3B C2B  SING N N 15 
NAH C3B H3B  SING N N 16 
NAH O3B HO3A SING N N 17 
NAH C2B O2B  SING N N 18 
NAH C2B C1B  SING N N 19 
NAH C2B H2B  SING N N 20 
NAH O2B HO2A SING N N 21 
NAH C1B N9A  SING N N 22 
NAH C1B H1B  SING N N 23 
NAH N9A C8A  SING Y N 24 
NAH N9A C4A  SING Y N 25 
NAH C8A N7A  DOUB Y N 26 
NAH C8A H8A  SING N N 27 
NAH N7A C5A  SING Y N 28 
NAH C5A C6A  SING Y N 29 
NAH C5A C4A  DOUB Y N 30 
NAH C6A N6A  SING N N 31 
NAH C6A N1A  DOUB Y N 32 
NAH N6A H61A SING N N 33 
NAH N6A H62A SING N N 34 
NAH N1A C2A  SING Y N 35 
NAH C2A N3A  DOUB Y N 36 
NAH C2A H2A  SING N N 37 
NAH N3A C4A  SING Y N 38 
NAH O3  PN   SING N N 39 
NAH PN  O1N  DOUB N N 40 
NAH PN  O2N  SING N N 41 
NAH PN  O5D  SING N N 42 
NAH O5D C5D  SING N N 43 
NAH C5D C4D  SING N N 44 
NAH C5D H51N SING N N 45 
NAH C5D H52N SING N N 46 
NAH C4D O4D  SING N N 47 
NAH C4D C3D  SING N N 48 
NAH C4D H4D  SING N N 49 
NAH O4D C1D  SING N N 50 
NAH C3D O3D  SING N N 51 
NAH C3D C2D  SING N N 52 
NAH C3D H3D  SING N N 53 
NAH O3D HO3N SING N N 54 
NAH C2D O2D  SING N N 55 
NAH C2D C1D  SING N N 56 
NAH C2D H2D  SING N N 57 
NAH O2D HO2N SING N N 58 
NAH C1D N1N  SING N N 59 
NAH C1D H1D  SING N N 60 
NAH N1N C2N  SING Y N 61 
NAH N1N C6N  DOUB Y N 62 
NAH C2N C3N  DOUB Y N 63 
NAH C2N H2N  SING N N 64 
NAH C3N C7N  SING N N 65 
NAH C3N C4N  SING Y N 66 
NAH C7N O7N  DOUB N N 67 
NAH C7N N7N  SING N N 68 
NAH N7N H71N SING N N 69 
NAH N7N H72N SING N N 70 
NAH C4N C5N  DOUB Y N 71 
NAH C4N H4N  SING N N 72 
NAH C5N C6N  SING Y N 73 
NAH C5N H5N  SING N N 74 
NAH 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 
NAH 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
;
NAH InChIKey         InChI                1.02b BAWFJGJZGIEFAR-GLKVDMMMDQ 
NAH 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 
NAH 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 
NAH 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 
NAH 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           NAH 
_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" 
# 
