data_NBD
# 
_chem_comp.id                                    NBD 
_chem_comp.name                                  N6-BENZYL-NICOTINAMIDE-ADENINE-DINUCLEOTIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H33 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                         ? 
_chem_comp.formula_weight                        753.548 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NBD 
_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        1GYQ 
_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 
NBD PA   AP   P 0  1 N N S 9.827  67.978 7.746  0.794   -1.536 -0.653 PA   NBD 1  
NBD O11  AO1P O 0  1 N N N 9.894  66.619 7.109  0.302   -0.777 -1.825 O11  NBD 2  
NBD O12  AO2P O 0  1 N N N 8.556  68.374 8.460  1.653   -2.801 -1.155 O12  NBD 3  
NBD O5B  AO5* O 0  1 N N N 10.147 69.121 6.656  -0.459  -2.049 0.218  O5B  NBD 4  
NBD C5B  AC5* C 0  1 N N N 10.812 68.834 5.411  -1.303  -2.789 -0.667 C5B  NBD 5  
NBD C4B  AC4* C 0  1 N N R 9.965  69.431 4.306  -2.519  -3.308 0.102  C4B  NBD 6  
NBD O4B  AO4* O 0  1 N N N 10.704 69.444 3.074  -3.343  -2.205 0.515  O4B  NBD 7  
NBD C3B  AC3* C 0  1 N N S 8.699  68.621 4.080  -3.374  -4.205 -0.814 C3B  NBD 8  
NBD O3B  AO3* O 0  1 N N N 7.556  69.475 4.091  -3.476  -5.526 -0.279 O3B  NBD 9  
NBD C2B  AC2* C 0  1 N N R 8.935  67.939 2.734  -4.764  -3.515 -0.825 C2B  NBD 10 
NBD O2B  AO2* O 0  1 N N N 7.750  67.720 1.975  -5.813  -4.482 -0.755 O2B  NBD 11 
NBD C1B  AC1* C 0  1 N N R 9.818  68.951 2.060  -4.712  -2.660 0.467  C1B  NBD 12 
NBD N9A  AN9  N 0  1 Y N N 10.565 68.548 0.897  -5.631  -1.523 0.375  N9A  NBD 13 
NBD C8A  AC8  C 0  1 Y N N 11.024 67.312 0.573  -5.333  -0.282 -0.103 C8A  NBD 14 
NBD N7A  AN7  N 0  1 Y N N 11.734 67.350 -0.572 -6.384  0.483  -0.040 N7A  NBD 15 
NBD C5A  AC5  C 0  1 Y N N 11.730 68.627 -0.973 -7.421  -0.217 0.480  C5A  NBD 16 
NBD C6A  AC6  C 0  1 Y N N 12.309 69.301 -2.079 -8.762  0.078  0.775  C6A  NBD 17 
NBD N6A  AN6  N 0  1 N N N 13.070 68.752 -3.057 -9.282  1.336  0.528  N6A  NBD 18 
NBD N1A  AN1  N 0  1 Y N N 12.100 70.651 -2.175 -9.521  -0.881 1.296  N1A  NBD 19 
NBD C2A  AC2  C 0  1 Y N N 11.375 71.385 -1.277 -9.034  -2.085 1.535  C2A  NBD 20 
NBD N3A  AN3  N 0  1 Y N N 10.827 70.730 -0.214 -7.784  -2.406 1.275  N3A  NBD 21 
NBD C4A  AC4  C 0  1 Y N N 10.998 69.385 -0.060 -6.952  -1.514 0.747  C4A  NBD 22 
NBD O3   O3   O 0  1 N N N 11.142 68.128 8.631  1.722   -0.582 0.253  O3   NBD 23 
NBD PN   NP   P 0  1 N N N 11.704 69.244 9.618  2.611   0.300  -0.759 PN   NBD 24 
NBD O13  NO1P O 0  1 N N N 11.574 68.691 11.013 1.765   1.476  -1.297 O13  NBD 25 
NBD O14  NO2P O -1 1 N N N 11.068 70.542 9.228  3.075   -0.583 -1.940 O14  NBD 26 
NBD O5D  NO5* O 0  1 N N N 13.269 69.303 9.282  3.898   0.875  0.018  O5D  NBD 27 
NBD C5D  NC5* C 0  1 N N N 13.782 69.988 8.135  4.703   1.545  -0.954 C5D  NBD 28 
NBD C4D  NC4* C 0  1 N N R 15.257 70.284 8.354  5.949   2.119  -0.277 C4D  NBD 29 
NBD O4D  NO4* O 0  1 N N N 15.351 71.170 9.481  6.800   1.052  0.197  O4D  NBD 30 
NBD C3D  NC3* C 0  1 N N S 16.090 69.057 8.692  6.813   2.889  -1.299 C3D  NBD 31 
NBD O3D  NO3* O 0  1 N N N 17.405 69.191 8.142  6.559   4.292  -1.213 O3D  NBD 32 
NBD C2D  NC2* C 0  1 N N R 16.132 69.046 10.210 8.267   2.573  -0.876 C2D  NBD 33 
NBD O2D  NO2* O 0  1 N N N 17.365 68.496 10.680 8.956   3.773  -0.519 O2D  NBD 34 
NBD C1D  NC1* C 0  1 N N R 16.056 70.519 10.555 8.107   1.647  0.350  C1D  NBD 35 
NBD N1N  NN1  N 1  1 Y N N 15.532 70.830 11.916 9.143   0.612  0.345  N1N  NBD 36 
NBD C2N  NC2  C 0  1 Y N N 14.381 70.224 12.480 10.183  0.744  1.142  C2N  NBD 37 
NBD C3N  NC3  C 0  1 Y N N 14.049 70.487 13.816 11.192  -0.220 1.158  C3N  NBD 38 
NBD C7N  NC7  C 0  1 N N N 12.850 69.866 14.542 12.363  -0.067 2.047  C7N  NBD 39 
NBD O7N  NO7  O 0  1 N N N 12.890 69.755 15.766 12.456  0.907  2.768  O7N  NBD 40 
NBD N7N  NN7  N 0  1 N N N 11.809 69.469 13.817 13.328  -1.008 2.058  N7N  NBD 41 
NBD C4N  NC4  C 0  1 Y N N 14.844 71.357 14.557 11.073  -1.337 0.323  C4N  NBD 42 
NBD C5N  NC5  C 0  1 Y N N 15.973 71.962 14.007 9.957   -1.433 -0.490 C5N  NBD 43 
NBD C6N  NC6  C 0  1 Y N N 16.317 71.699 12.685 9.004   -0.430 -0.452 C6N  NBD 44 
NBD CB1  CB1  C 0  1 N N N 13.325 67.362 -3.270 -10.684 1.625  0.842  CB1  NBD 45 
NBD CB2  CB2  C 0  1 Y N N 12.314 66.618 -4.046 -10.996 3.054  0.481  CB2  NBD 46 
NBD CB3  CB3  C 0  1 Y N N 11.615 67.209 -5.157 -11.457 3.362  -0.786 CB3  NBD 47 
NBD CB7  CB7  C 0  1 Y N N 12.053 65.268 -3.634 -10.826 4.056  1.417  CB7  NBD 48 
NBD CB4  CB4  C 0  1 Y N N 10.645 66.438 -5.869 -11.743 4.673  -1.117 CB4  NBD 49 
NBD CB6  CB6  C 0  1 Y N N 11.085 64.490 -4.341 -11.108 5.368  1.085  CB6  NBD 50 
NBD CB5  CB5  C 0  1 Y N N 10.400 65.091 -5.447 -11.568 5.676  -0.182 CB5  NBD 51 
NBD HOA2 2HOA H 0  0 N N N 8.513  69.233 8.862  1.954   -3.267 -0.362 HOA2 NBD 52 
NBD H51A AH51 H 0  0 N N N 11.870 69.184 5.389  -1.635  -2.141 -1.478 H51A NBD 53 
NBD H52A AH52 H 0  0 N N N 11.018 67.748 5.265  -0.747  -3.631 -1.079 H52A NBD 54 
NBD H4B  AH4* H 0  1 N N N 9.693  70.466 4.618  -2.192  -3.874 0.974  H4B  NBD 55 
NBD H3B  AH3* H 0  1 N N N 8.494  67.868 4.876  -2.955  -4.233 -1.820 H3B  NBD 56 
NBD HO3A AHO3 H 0  0 N N N 6.764  68.968 3.949  -4.070  -6.019 -0.862 HO3A NBD 57 
NBD H2B  AH2* H 0  1 N N N 9.358  66.913 2.840  -4.879  -2.882 -1.705 H2B  NBD 58 
NBD HO2A AHO2 H 0  0 N N N 7.896  67.295 1.137  -5.792  -4.979 -1.584 HO2A NBD 59 
NBD H1B  AH1* H 0  1 N N N 9.131  69.713 1.624  -4.945  -3.270 1.340  H1B  NBD 60 
NBD H8A  AH8  H 0  1 N N N 10.843 66.397 1.162  -4.367  0.022  -0.478 H8A  NBD 61 
NBD H6A  AH6  H 0  1 N N N 13.984 69.199 -2.987 -8.718  2.028  0.146  H6A  NBD 62 
NBD H2A  AH2  H 0  1 N N N 11.236 72.471 -1.406 -9.685  -2.834 1.960  H2A  NBD 63 
NBD H51N NH51 H 0  0 N N N 13.597 69.428 7.188  4.129   2.354  -1.405 H51N NBD 64 
NBD H52N NH52 H 0  0 N N N 13.196 70.905 7.891  5.003   0.837  -1.727 H52N NBD 65 
NBD H4D  NH4* H 0  1 N N N 15.651 70.708 7.401  5.665   2.772  0.548  H4D  NBD 66 
NBD H3D  NH3* H 0  1 N N N 15.668 68.112 8.276  6.622   2.528  -2.310 H3D  NBD 67 
NBD HO3N NHO3 H 0  0 N N N 17.925 68.424 8.353  7.124   4.720  -1.872 HO3N NBD 68 
NBD H2D  NH2* H 0  1 N N N 15.321 68.431 10.667 8.795   2.056  -1.678 H2D  NBD 69 
NBD HO2N NHO2 H 0  0 N N N 17.391 68.489 11.629 8.970   4.333  -1.307 HO2N NBD 70 
NBD H1D  NH1* H 0  1 N N N 17.090 70.927 10.634 8.154   2.227  1.272  H1D  NBD 71 
NBD H2N  NH2  H 0  1 N N N 13.745 69.549 11.881 10.262  1.612  1.780  H2N  NBD 72 
NBD H71N NH71 H 0  0 N N N 11.775 69.561 12.801 14.097  -0.908 2.641  H71N NBD 73 
NBD H72N NH72 H 0  0 N N N 11.011 69.055 14.300 13.252  -1.787 1.485  H72N NBD 74 
NBD H4N  NH4  H 0  1 N N N 14.573 71.572 15.604 11.833  -2.105 0.313  H4N  NBD 75 
NBD H5N  NH5  H 0  1 N N N 16.590 72.644 14.614 9.832   -2.280 -1.147 H5N  NBD 76 
NBD H6N  NH6  H 0  1 N N N 17.209 72.177 12.247 8.132   -0.502 -1.085 H6N  NBD 77 
NBD HB11 1HB1 H 0  0 N N N 14.328 67.232 -3.739 -11.329 0.957  0.271  HB11 NBD 78 
NBD HB12 2HB1 H 0  0 N N N 13.492 66.856 -2.290 -10.856 1.473  1.907  HB12 NBD 79 
NBD HB3  HB3  H 0  1 N N N 11.821 68.248 -5.461 -11.593 2.579  -1.516 HB3  NBD 80 
NBD HB7  HB7  H 0  1 N N N 12.593 64.830 -2.778 -10.466 3.816  2.407  HB7  NBD 81 
NBD HB4  HB4  H 0  1 N N N 10.098 66.872 -6.723 -12.102 4.914  -2.106 HB4  NBD 82 
NBD HB6  HB6  H 0  1 N N N 10.871 63.450 -4.040 -10.971 6.152  1.815  HB6  NBD 83 
NBD HB5  HB5  H 0  1 N N N 9.653  64.492 -5.995 -11.791 6.701  -0.441 HB5  NBD 84 
# 
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 
NBD PA  O11  DOUB N N 1  
NBD PA  O12  SING N N 2  
NBD PA  O5B  SING N N 3  
NBD PA  O3   SING N N 4  
NBD O12 HOA2 SING N N 5  
NBD O5B C5B  SING N N 6  
NBD C5B C4B  SING N N 7  
NBD C5B H51A SING N N 8  
NBD C5B H52A SING N N 9  
NBD C4B O4B  SING N N 10 
NBD C4B C3B  SING N N 11 
NBD C4B H4B  SING N N 12 
NBD O4B C1B  SING N N 13 
NBD C3B O3B  SING N N 14 
NBD C3B C2B  SING N N 15 
NBD C3B H3B  SING N N 16 
NBD O3B HO3A SING N N 17 
NBD C2B O2B  SING N N 18 
NBD C2B C1B  SING N N 19 
NBD C2B H2B  SING N N 20 
NBD O2B HO2A SING N N 21 
NBD C1B N9A  SING N N 22 
NBD C1B H1B  SING N N 23 
NBD N9A C8A  SING Y N 24 
NBD N9A C4A  SING Y N 25 
NBD C8A N7A  DOUB Y N 26 
NBD C8A H8A  SING N N 27 
NBD N7A C5A  SING Y N 28 
NBD C5A C6A  SING Y N 29 
NBD C5A C4A  DOUB Y N 30 
NBD C6A N6A  SING N N 31 
NBD C6A N1A  DOUB Y N 32 
NBD N6A CB1  SING N N 33 
NBD N6A H6A  SING N N 34 
NBD N1A C2A  SING Y N 35 
NBD C2A N3A  DOUB Y N 36 
NBD C2A H2A  SING N N 37 
NBD N3A C4A  SING Y N 38 
NBD O3  PN   SING N N 39 
NBD PN  O13  DOUB N N 40 
NBD PN  O14  SING N N 41 
NBD PN  O5D  SING N N 42 
NBD O5D C5D  SING N N 43 
NBD C5D C4D  SING N N 44 
NBD C5D H51N SING N N 45 
NBD C5D H52N SING N N 46 
NBD C4D O4D  SING N N 47 
NBD C4D C3D  SING N N 48 
NBD C4D H4D  SING N N 49 
NBD O4D C1D  SING N N 50 
NBD C3D O3D  SING N N 51 
NBD C3D C2D  SING N N 52 
NBD C3D H3D  SING N N 53 
NBD O3D HO3N SING N N 54 
NBD C2D O2D  SING N N 55 
NBD C2D C1D  SING N N 56 
NBD C2D H2D  SING N N 57 
NBD O2D HO2N SING N N 58 
NBD C1D N1N  SING N N 59 
NBD C1D H1D  SING N N 60 
NBD N1N C2N  SING Y N 61 
NBD N1N C6N  DOUB Y N 62 
NBD C2N C3N  DOUB Y N 63 
NBD C2N H2N  SING N N 64 
NBD C3N C7N  SING N N 65 
NBD C3N C4N  SING Y N 66 
NBD C7N O7N  DOUB N N 67 
NBD C7N N7N  SING N N 68 
NBD N7N H71N SING N N 69 
NBD N7N H72N SING N N 70 
NBD C4N C5N  DOUB Y N 71 
NBD C4N H4N  SING N N 72 
NBD C5N C6N  SING Y N 73 
NBD C5N H5N  SING N N 74 
NBD C6N H6N  SING N N 75 
NBD CB1 CB2  SING N N 76 
NBD CB1 HB11 SING N N 77 
NBD CB1 HB12 SING N N 78 
NBD CB2 CB3  DOUB Y N 79 
NBD CB2 CB7  SING Y N 80 
NBD CB3 CB4  SING Y N 81 
NBD CB3 HB3  SING N N 82 
NBD CB7 CB6  DOUB Y N 83 
NBD CB7 HB7  SING N N 84 
NBD CB4 CB5  DOUB Y N 85 
NBD CB4 HB4  SING N N 86 
NBD CB6 CB5  SING Y N 87 
NBD CB6 HB6  SING N N 88 
NBD CB5 HB5  SING N N 89 
# 
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 
NBD InChI            InChI                1.02b 
;InChI=1/C28H33N7O14P2/c29-24(40)16-7-4-8-34(10-16)27-22(38)20(36)17(47-27)11-45-50(41,42)49-51(43,44)46-12-18-21(37)23(39)28(48-18)35-14-33-19-25(31-13-32-26(19)35)30-9-15-5-2-1-3-6-15/h1-8,10,13-14,17-18,20-23,27-28,36-39H,9,11-12H2,(H4-,29,30,31,32,40,41,42,43,44)/t17-,18-,20-,21-,22-,23-,27-,28-/m1/s1/f/h30,43H,29H2
;
NBD InChIKey         InChI                1.02b PDNSIRRMIDXSBH-URQATSQJDM 
NBD 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(NCc6ccccc6)ncnc45)[C@@H](O)[C@H]2O 
NBD 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(NCc6ccccc6)ncnc45)[CH](O)[CH]2O 
NBD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CNc2c3c(ncn2)n(cn3)[C@H]4[C@@H]([C@@H]([C@H](O4)CO[P@](=O)(O)O[P@](=O)([O-])OC[C@@H]5[C@H]([C@H]([C@@H](O5)[n+]6cccc(c6)C(=O)N)O)O)O)O 
NBD SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CNc2c3c(ncn2)n(cn3)C4C(C(C(O4)COP(=O)(O)OP(=O)([O-])OCC5C(C(C(O5)[n+]6cccc(c6)C(=O)N)O)O)O)O 
# 
_pdbx_chem_comp_identifier.comp_id           NBD 
_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)-3,4-dihydroxy-5-[6-(phenylmethylamino)purin-9-yl]oxolan-2-yl]methoxy-hydroxy-phosphoryl] phosphate" 
# 
