data_NDC
# 
_chem_comp.id                                    NDC 
_chem_comp.name                                  "NICOTINAMIDE ADENINE DINUCLEOTIDE CYCLOHEXANONE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H35 N7 O15 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                        759.552 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NDC 
_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   Y 
_chem_comp.pdbx_model_coordinates_db_code        1B2L 
_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 
NDC PA     PA     P 0  1 N N S -2.554  49.409 47.412 -2.113  -0.463 -0.633 PA     NDC 1  
NDC O1A    O1A    O 0  1 N N N -1.616  50.398 46.783 -1.318  -1.747 -1.191 O1A    NDC 2  
NDC O2A    O2A    O 0  1 N N N -2.765  49.548 48.949 -2.574  0.364  -1.771 O2A    NDC 3  
NDC "O5'"  "O5'"  O 0  1 N N N -2.130  47.926 47.115 -3.384  -0.950 0.227  "O5'"  NDC 4  
NDC "C5'"  "C5'"  C 0  1 N N N -1.382  47.611 45.842 -4.266  -1.613 -0.680 "C5'"  NDC 5  
NDC "C4'"  "C4'"  C 0  1 N N R -0.982  46.200 45.998 -5.502  -2.104 0.078  "C4'"  NDC 6  
NDC "O4'"  "O4'"  O 0  1 N N N -0.349  45.830 44.710 -6.270  -0.980 0.540  "O4'"  NDC 7  
NDC "C3'"  "C3'"  C 0  1 N N S 0.161   46.050 47.057 -6.405  -2.922 -0.866 "C3'"  NDC 8  
NDC "O3'"  "O3'"  O 0  1 N N N 0.067   44.667 47.578 -6.566  -4.257 -0.381 "O3'"  NDC 9  
NDC "C2'"  "C2'"  C 0  1 N N R 1.441   46.217 46.294 -7.760  -2.167 -0.838 "C2'"  NDC 10 
NDC "O2'"  "O2'"  O 0  1 N N N 2.622   45.749 46.833 -8.853  -3.086 -0.798 "O2'"  NDC 11 
NDC "C1'"  "C1'"  C 0  1 N N R 0.929   45.508 44.967 -7.659  -1.367 0.485  "C1'"  NDC 12 
NDC N9A    N9A    N 0  1 Y N N 1.829   45.791 43.897 -8.523  -0.185 0.445  N9A    NDC 13 
NDC C8A    C8A    C 0  1 Y N N 2.068   46.983 43.234 -8.169  1.059  0.013  C8A    NDC 14 
NDC N7A    N7A    N 0  1 Y N N 2.979   46.881 42.276 -9.181  1.870  0.114  N7A    NDC 15 
NDC C5A    C5A    C 0  1 Y N N 3.389   45.581 42.260 -10.247 1.200  0.614  C5A    NDC 16 
NDC C6A    C6A    C 0  1 Y N N 4.388   44.851 41.430 -11.572 1.546  0.931  C6A    NDC 17 
NDC N6A    N6A    N 0  1 N N N 5.092   45.431 40.484 -12.032 2.837  0.737  N6A    NDC 18 
NDC N1A    N1A    N 0  1 Y N N 4.526   43.501 41.747 -12.373 0.605  1.421  N1A    NDC 19 
NDC C2A    C2A    C 0  1 Y N N 3.823   42.864 42.682 -11.942 -0.629 1.609  C2A    NDC 20 
NDC N3A    N3A    N 0  1 Y N N 2.887   43.518 43.499 -10.710 -0.999 1.327  N3A    NDC 21 
NDC C4A    C4A    C 0  1 Y N N 2.679   44.901 43.249 -9.840  -0.128 0.828  C4A    NDC 22 
NDC OPP    OPP    O 0  1 N N N -3.943  49.525 46.693 -1.134  0.410  0.302  OPP    NDC 23 
NDC PN     PN     P 0  1 N N N -5.368  48.781 46.818 -0.210  1.287  -0.682 PN     NDC 24 
NDC O1N    O1N    O 0  1 N N N -6.385  49.828 46.817 -1.002  2.522  -1.167 O1N    NDC 25 
NDC O2N    O2N    O -1 1 N N N -5.305  47.794 47.932 0.204   0.430  -1.900 O2N    NDC 26 
NDC O5B    O5*    O 0  1 N N N -5.492  48.019 45.423 1.107   1.770  0.107  O5B    NDC 27 
NDC C5B    C5*    C 0  1 N N N -5.506  46.560 45.292 1.937   2.438  -0.845 C5B    NDC 28 
NDC C4B    C4*    C 0  1 N N R -6.006  46.255 43.900 3.214   2.924  -0.156 C4B    NDC 29 
NDC O4B    O4*    O 0  1 N N N -7.393  46.794 43.808 4.016   1.801  0.269  O4B    NDC 30 
NDC C3B    C3*    C 0  1 N N S -5.248  47.044 42.754 4.108   3.692  -1.154 C3B    NDC 31 
NDC O3B    O3*    O 0  1 N N N -5.291  46.272 41.589 3.922   5.102  -1.012 O3B    NDC 32 
NDC C2B    C2*    C 0  1 N N R -6.121  48.293 42.586 5.548   3.292  -0.755 C2B    NDC 33 
NDC O2B    O2*    O 0  1 N N N -5.883  48.882 41.335 6.295   4.443  -0.357 O2B    NDC 34 
NDC C1B    C1*    C 0  1 N N R -7.508  47.730 42.733 5.350   2.327  0.435  C1B    NDC 35 
NDC N1N    N1N    N 1  1 Y N N -8.518  48.584 42.971 6.336   1.244  0.382  N1N    NDC 36 
NDC C2N    C2N    C 0  1 Y N N -8.615  49.345 44.139 7.389   1.299  1.171  C2N    NDC 37 
NDC C3N    C3N    C 0  1 Y N N -9.586  50.288 44.291 8.346   0.284  1.147  C3N    NDC 38 
NDC C7N    C7N    C 0  1 N N N -9.842  51.010 45.558 9.529   0.345  2.032  C7N    NDC 39 
NDC O7N    O7N    O 0  1 N N N -10.821 51.779 45.690 9.974   -0.674 2.524  O7N    NDC 40 
NDC N7N    N7N    N 0  1 N N N -8.988  50.843 46.631 10.113  1.531  2.294  N7N    NDC 41 
NDC C4N    C4N    C 0  1 Y N N -10.485 50.672 43.134 8.171   -0.791 0.267  C4N    NDC 42 
NDC C5N    C5N    C 0  1 Y N N -10.687 49.441 42.313 7.045   -0.803 -0.537 C5N    NDC 43 
NDC C6N    C6N    C 0  1 Y N N -9.704  48.508 42.192 6.142   0.241  -0.453 C6N    NDC 44 
NDC CC1    CC1    C 0  1 N N N -10.899 52.437 41.353 8.541   -3.194 0.689  CC1    NDC 45 
NDC OC1    OC1    O 0  1 N N N -11.741 51.717 40.801 7.447   -3.189 1.199  OC1    NDC 46 
NDC CC2    CC2    C 0  1 N N N -10.481 53.705 40.660 9.309   -4.486 0.512  CC2    NDC 47 
NDC CC3    CC3    C 0  1 N N N -9.626  54.663 41.435 9.765   -4.590 -0.948 CC3    NDC 48 
NDC CC4    CC4    C 0  1 N N N -8.679  54.018 42.417 10.551  -3.333 -1.325 CC4    NDC 49 
NDC CC5    CC5    C 0  1 N N N -9.398  52.949 43.213 9.639   -2.107 -1.244 CC5    NDC 50 
NDC CC6    CC6    C 0  1 N N S -9.879  51.818 42.298 9.178   -1.910 0.204  CC6    NDC 51 
NDC HOA2   2HOA   H 0  0 N N N -3.358  48.922 49.347 ?       ?      ?      HOA2   NDC 52 
NDC "H5'1" "1H5'" H 0  0 N N N -1.955  47.823 44.909 -4.572  -0.919 -1.463 "H5'1" NDC 53 
NDC "H5'2" "2H5'" H 0  0 N N N -0.536  48.304 45.624 -3.754  -2.464 -1.129 "H5'2" NDC 54 
NDC "H4'"  "H4'"  H 0  1 N N N -1.866  45.589 46.295 -5.197  -2.718 0.925  "H4'"  NDC 55 
NDC "H3'"  "H3'"  H 0  1 N N N 0.100   46.781 47.896 -5.993  -2.930 -1.875 "H3'"  NDC 56 
NDC "HO'3" "3HO'" H 0  0 N N N 0.760   44.576 48.220 -7.186  -4.698 -0.978 "HO'3" NDC 57 
NDC "H2'"  "H2'"  H 0  1 N N N 1.814   47.264 46.218 -7.849  -1.496 -1.692 "H2'"  NDC 58 
NDC "HO'2" "2HO'" H 0  0 N N N 3.432   45.854 46.349 -8.861  -3.549 -1.646 "HO'2" NDC 59 
NDC "H1'"  "H1'"  H 0  1 N N N 0.927   44.401 45.100 -7.915  -1.999 1.336  "H1'"  NDC 60 
NDC H8A    H8A    H 0  1 N N N 1.569   47.942 43.452 -7.191  1.331  -0.357 H8A    NDC 61 
NDC H6A1   1H6A   H 0  0 N N N 5.775   44.931 39.915 -11.438 3.515  0.379  H6A1   NDC 62 
NDC H6A2   2H6A   H 0  0 N N N 5.568   46.229 40.903 -12.949 3.063  0.960  H6A2   NDC 63 
NDC H2A    H2A    H 0  1 N N N 4.018   41.782 42.780 -12.626 -1.363 2.009  H2A    NDC 64 
NDC H5A1   1H5*   H 0  0 N N N -4.521  46.088 45.519 1.401   3.291  -1.260 H5A1   NDC 65 
NDC H5A2   2H5*   H 0  0 N N N -6.093  46.051 46.092 2.198   1.747  -1.647 H5A2   NDC 66 
NDC H4B    H4*    H 0  1 N N N -5.880  45.156 43.758 2.966   3.558  0.696  H4B    NDC 67 
NDC H3B    H3*    H 0  1 N N N -4.179  47.277 42.971 3.893   3.381  -2.177 H3B    NDC 68 
NDC HOA3   3HO*   H 0  0 N N N -4.836  46.745 40.901 4.502   5.527  -1.658 HOA3   NDC 69 
NDC H2B    H2*    H 0  1 N N N -5.925  49.113 43.315 6.045   2.782  -1.580 H2B    NDC 70 
NDC HOB2   2HO*   H 0  0 N N N -6.424  49.656 41.230 6.331   5.031  -1.123 HOB2   NDC 71 
NDC H1B    H1*    H 0  1 N N N -7.806  47.307 41.745 5.431   2.867  1.378  H1B    NDC 72 
NDC H2N    H2N    H 0  1 N N N -7.902  49.196 44.967 7.512   2.136  1.841  H2N    NDC 73 
NDC H7N1   1H7N   H 0  0 N N N -8.190  50.216 46.523 10.889  1.571  2.875  H7N1   NDC 74 
NDC H7N2   2H7N   H 0  0 N N N -9.164  51.340 47.503 9.761   2.344  1.899  H7N2   NDC 75 
NDC H5N    H5N    H 0  1 N N N -11.615 49.207 41.764 6.874   -1.618 -1.225 H5N    NDC 76 
NDC H6N    H6N    H 0  1 N N N -9.867  47.694 41.465 5.264   0.236  -1.082 H6N    NDC 77 
NDC HC21   1HC2   H 0  0 N N N -9.975  53.451 39.699 8.665   -5.331 0.755  HC21   NDC 78 
NDC HC22   2HC2   H 0  0 N N N -11.386 54.237 40.284 10.179  -4.485 1.168  HC22   NDC 79 
NDC HC31   1HC3   H 0  0 N N N -9.064  55.329 40.738 8.893   -4.681 -1.595 HC31   NDC 80 
NDC HC32   2HC3   H 0  0 N N N -10.263 55.417 41.952 10.402  -5.466 -1.068 HC32   NDC 81 
NDC HC41   1HC4   H 0  0 N N N -7.766  53.620 41.915 10.931  -3.435 -2.341 HC41   NDC 82 
NDC HC42   2HC4   H 0  0 N N N -8.188  54.770 43.078 11.387  -3.208 -0.637 HC42   NDC 83 
NDC HC51   1HC5   H 0  0 N N N -8.768  52.563 44.048 8.770   -2.258 -1.885 HC51   NDC 84 
NDC HC52   2HC5   H 0  0 N N N -10.233 53.375 43.815 10.186  -1.224 -1.575 HC52   NDC 85 
NDC HC6    HC6    H 0  1 N N N -9.040  51.367 41.717 10.036  -1.667 0.831  HC6    NDC 86 
# 
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 
NDC PA    O1A    DOUB N N 1  
NDC PA    O2A    SING N N 2  
NDC PA    "O5'"  SING N N 3  
NDC PA    OPP    SING N N 4  
NDC O2A   HOA2   SING N N 5  
NDC "O5'" "C5'"  SING N N 6  
NDC "C5'" "C4'"  SING N N 7  
NDC "C5'" "H5'1" SING N N 8  
NDC "C5'" "H5'2" SING N N 9  
NDC "C4'" "O4'"  SING N N 10 
NDC "C4'" "C3'"  SING N N 11 
NDC "C4'" "H4'"  SING N N 12 
NDC "O4'" "C1'"  SING N N 13 
NDC "C3'" "O3'"  SING N N 14 
NDC "C3'" "C2'"  SING N N 15 
NDC "C3'" "H3'"  SING N N 16 
NDC "O3'" "HO'3" SING N N 17 
NDC "C2'" "O2'"  SING N N 18 
NDC "C2'" "C1'"  SING N N 19 
NDC "C2'" "H2'"  SING N N 20 
NDC "O2'" "HO'2" SING N N 21 
NDC "C1'" N9A    SING N N 22 
NDC "C1'" "H1'"  SING N N 23 
NDC N9A   C8A    SING Y N 24 
NDC N9A   C4A    SING Y N 25 
NDC C8A   N7A    DOUB Y N 26 
NDC C8A   H8A    SING N N 27 
NDC N7A   C5A    SING Y N 28 
NDC C5A   C6A    SING Y N 29 
NDC C5A   C4A    DOUB Y N 30 
NDC C6A   N6A    SING N N 31 
NDC C6A   N1A    DOUB Y N 32 
NDC N6A   H6A1   SING N N 33 
NDC N6A   H6A2   SING N N 34 
NDC N1A   C2A    SING Y N 35 
NDC C2A   N3A    DOUB Y N 36 
NDC C2A   H2A    SING N N 37 
NDC N3A   C4A    SING Y N 38 
NDC OPP   PN     SING N N 39 
NDC PN    O1N    DOUB N N 40 
NDC PN    O2N    SING N N 41 
NDC PN    O5B    SING N N 42 
NDC O5B   C5B    SING N N 43 
NDC C5B   C4B    SING N N 44 
NDC C5B   H5A1   SING N N 45 
NDC C5B   H5A2   SING N N 46 
NDC C4B   O4B    SING N N 47 
NDC C4B   C3B    SING N N 48 
NDC C4B   H4B    SING N N 49 
NDC O4B   C1B    SING N N 50 
NDC C3B   O3B    SING N N 51 
NDC C3B   C2B    SING N N 52 
NDC C3B   H3B    SING N N 53 
NDC O3B   HOA3   SING N N 54 
NDC C2B   O2B    SING N N 55 
NDC C2B   C1B    SING N N 56 
NDC C2B   H2B    SING N N 57 
NDC O2B   HOB2   SING N N 58 
NDC C1B   N1N    SING N N 59 
NDC C1B   H1B    SING N N 60 
NDC N1N   C2N    SING Y N 61 
NDC N1N   C6N    DOUB Y N 62 
NDC C2N   C3N    DOUB Y N 63 
NDC C2N   H2N    SING N N 64 
NDC C3N   C7N    SING N N 65 
NDC C3N   C4N    SING Y N 66 
NDC C7N   O7N    DOUB N N 67 
NDC C7N   N7N    SING N N 68 
NDC N7N   H7N1   SING N N 69 
NDC N7N   H7N2   SING N N 70 
NDC C4N   C5N    DOUB Y N 71 
NDC C4N   CC6    SING N N 72 
NDC C5N   C6N    SING Y N 73 
NDC C5N   H5N    SING N N 74 
NDC C6N   H6N    SING N N 75 
NDC CC1   OC1    DOUB N N 76 
NDC CC1   CC2    SING N N 77 
NDC CC1   CC6    SING N N 78 
NDC CC2   CC3    SING N N 79 
NDC CC2   HC21   SING N N 80 
NDC CC2   HC22   SING N N 81 
NDC CC3   CC4    SING N N 82 
NDC CC3   HC31   SING N N 83 
NDC CC3   HC32   SING N N 84 
NDC CC4   CC5    SING N N 85 
NDC CC4   HC41   SING N N 86 
NDC CC4   HC42   SING N N 87 
NDC CC5   CC6    SING N N 88 
NDC CC5   HC51   SING N N 89 
NDC CC5   HC52   SING N N 90 
NDC CC6   HC6    SING N N 91 
# 
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 
NDC InChI            InChI                1.02b 
;InChI=1/C27H35N7O15P2/c28-23-18-25(31-10-30-23)34(11-32-18)27-22(39)20(37)17(48-27)9-46-51(43,44)49-50(41,42)45-8-16-19(36)21(38)26(47-16)33-6-5-12(14(7-33)24(29)40)13-3-1-2-4-15(13)35/h5-7,10-11,13,16-17,19-22,26-27,36-39H,1-4,8-9H2,(H5-,28,29,30,31,40,41,42,43,44)/t13-,16+,17+,19+,20+,21+,22+,26+,27+/m0/s1/f/h43H,28-29H2
;
NDC InChIKey         InChI                1.02b HTFHWJHTWKCYLR-HWSPHWLADB 
NDC SMILES_CANONICAL CACTVS               3.341 NC(=O)c1c[n+](ccc1[C@@H]2CCCCC2=O)[C@@H]3O[C@H](CO[P]([O-])(=O)O[P@](O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)n5cnc6c(N)ncnc56)[C@@H](O)[C@H]3O 
NDC SMILES           CACTVS               3.341 NC(=O)c1c[n+](ccc1[CH]2CCCCC2=O)[CH]3O[CH](CO[P]([O-])(=O)O[P](O)(=O)OC[CH]4O[CH]([CH](O)[CH]4O)n5cnc6c(N)ncnc56)[CH](O)[CH]3O 
NDC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1c[n+](cc(c1[C@@H]2CCCCC2=O)C(=O)N)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@@](=O)([O-])O[P@@](=O)(O)OC[C@@H]4[C@H]([C@H]([C@@H](O4)n5cnc6c5ncnc6N)O)O)O)O 
NDC SMILES           "OpenEye OEToolkits" 1.5.0 c1c[n+](cc(c1C2CCCCC2=O)C(=O)N)C3C(C(C(O3)COP(=O)([O-])OP(=O)(O)OCC4C(C(C(O4)n5cnc6c5ncnc6N)O)O)O)O 
# 
_pdbx_chem_comp_identifier.comp_id           NDC 
_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-aminocarbonyl-4-[(1S)-2-oxocyclohexyl]pyridin-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" 
# 
