data_LNC
# 
_chem_comp.id                                    LNC 
_chem_comp.name                                  "(3S)-5-(3-CARBOXY-3-HYDROXYPROPYL) NICOTINAMIDE-ADENINE-DINUCLEOTIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H33 N7 O17 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         S-LAC-NAD+ 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-04-25 
_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                        765.514 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LNC 
_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        5LDH 
_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 
LNC N7N    NN7   N 0  1 N N N 14.357 19.694 7.850  -6.179  3.925  -2.349 N7N    LNC 1  
LNC C7N    NC7   C 0  1 N N N 14.453 20.316 6.657  -5.605  2.732  -2.099 C7N    LNC 2  
LNC O7N    NO7   O 0  1 N N N 15.038 19.722 5.762  -4.685  2.343  -2.792 O7N    LNC 3  
LNC C3N    NC3   C 0  1 Y N N 13.878 21.679 6.402  -6.093  1.896  -0.982 C3N    LNC 4  
LNC C4N    NC4   C 0  1 Y N N 14.179 22.325 5.266  -7.152  2.332  -0.176 C4N    LNC 5  
LNC C5N    NC5   C 0  1 Y N N 13.633 23.570 5.069  -7.572  1.512  0.856  C5N    LNC 6  
LNC CGS    CGS   C 0  1 N N N 13.950 24.319 3.808  -8.708  1.936  1.751  CGS    LNC 7  
LNC CBS    CBS   C 0  1 N N N 15.412 24.073 3.391  -10.031 1.440  1.165  CBS    LNC 8  
LNC CAS    CAS   C 0  1 N N S 15.835 22.658 3.751  -11.184 1.871  2.074  CAS    LNC 9  
LNC OAS    OAS   O 0  1 N N N 17.025 22.689 4.526  -11.063 1.217  3.339  OAS    LNC 10 
LNC CS     "C S" C 0  1 N N N 16.090 21.857 2.508  -12.496 1.491  1.436  CS     LNC 11 
LNC O1S    O1S   O 0  1 N N N 17.279 21.482 2.221  -12.872 2.065  0.283  O1S    LNC 12 
LNC O2S    O2S   O 0  1 N N N 15.117 21.548 1.736  -13.208 0.669  1.963  O2S    LNC 13 
LNC C6N    NC6   C 0  1 Y N N 12.810 24.129 6.007  -6.938  0.299  1.057  C6N    LNC 14 
LNC N1N    NN1   N 1  1 Y N N 12.539 23.439 7.133  -5.942  -0.086 0.282  N1N    LNC 15 
LNC C2N    NC2   C 0  1 Y N N 13.033 22.357 7.268  -5.511  0.656  -0.717 C2N    LNC 16 
LNC C1D    NC1*  C 0  1 N N R 11.666 23.974 8.181  -5.302  -1.380 0.536  C1D    LNC 17 
LNC O4D    NO4*  O 0  1 N N N 10.337 23.526 7.963  -3.881  -1.293 0.295  O4D    LNC 18 
LNC C4D    NC4*  C 0  1 N N R 9.431  24.385 8.712  -3.447  -2.654 0.084  C4D    LNC 19 
LNC C5D    NC5*  C 0  1 N N N 8.105  24.458 7.980  -2.114  -2.678 -0.665 C5D    LNC 20 
LNC O5D    NO5*  O 0  1 N N N 8.132  25.531 7.019  -1.091  -2.121 0.163  O5D    LNC 21 
LNC PN     NP    P 0  1 N N S 6.752  26.052 6.399  0.277   -2.178 -0.684 PN     LNC 22 
LNC O1N    NO1   O 0  1 N N N 6.870  27.488 6.063  0.683   -3.713 -0.945 O1N    LNC 23 
LNC O2N    NO2   O 0  1 N N N 6.335  25.159 5.295  0.083   -1.491 -1.980 O2N    LNC 24 
LNC O3     O3    O 0  1 N N N 5.759  25.870 7.640  1.449   -1.445 0.141  O3     LNC 25 
LNC PA     AP    P 0  1 N N N 5.316  27.383 7.914  2.597   -1.062 -0.921 PA     LNC 26 
LNC O1A    AO1   O -1 1 N N N 6.472  28.156 8.423  3.378   -2.335 -1.316 O1A    LNC 27 
LNC O2A    AO2   O 0  1 N N N 4.646  27.931 6.714  1.948   -0.446 -2.181 O2A    LNC 28 
LNC O5B    AO5*  O 0  1 N N N 4.244  27.188 9.086  3.606   0.004  -0.261 O5B    LNC 29 
LNC C5B    AC5*  C 0  1 N N N 2.850  27.068 8.744  4.525   0.391  -1.284 C5B    LNC 30 
LNC C4B    AC4*  C 0  1 N N R 2.029  26.823 9.994  5.518   1.410  -0.719 C4B    LNC 31 
LNC O4B    AO4*  O 0  1 N N N 2.869  26.986 11.173 6.352   0.782  0.269  O4B    LNC 32 
LNC C1B    AC1*  C 0  1 N N R 2.071  27.396 12.273 7.654   1.398  0.174  C1B    LNC 33 
LNC C2B    AC2*  C 0  1 N N R 0.661  27.665 11.755 7.866   1.560  -1.353 C2B    LNC 34 
LNC O2B    AO2*  O 0  1 N N N -0.104 26.503 12.022 8.784   2.620  -1.631 O2B    LNC 35 
LNC C3B    AC3*  C 0  1 N N S 0.899  27.820 10.254 6.440   1.922  -1.843 C3B    LNC 36 
LNC O3B    AO3*  O 0  1 N N N -0.247 27.531 9.472  6.308   3.336  -2.001 O3B    LNC 37 
LNC N9A    AN9   N 0  1 Y N N 2.714  28.590 12.888 8.681   0.526  0.751  N9A    LNC 38 
LNC C8A    AC8   C 0  1 Y N N 3.178  29.716 12.272 8.601   -0.827 0.896  C8A    LNC 39 
LNC N7A    AN7   N 0  1 Y N N 3.690  30.586 13.086 9.690   -1.280 1.445  N7A    LNC 40 
LNC C5A    AC5   C 0  1 Y N N 3.558  29.995 14.335 10.536  -0.250 1.685  C5A    LNC 41 
LNC C6A    AC6   C 0  1 Y N N 3.910  30.407 15.642 11.820  -0.136 2.244  C6A    LNC 42 
LNC N6A    AN6   N 0  1 N N N 4.502  31.580 15.909 12.498  -1.254 2.697  N6A    LNC 43 
LNC N1A    AN1   N 0  1 Y N N 3.631  29.568 16.656 12.370  1.072  2.328  N1A    LNC 44 
LNC C2A    AC2   C 0  1 Y N N 3.043  28.404 16.384 11.731  2.145  1.898  C2A    LNC 45 
LNC N3A    AN3   N 0  1 Y N N 2.670  27.913 15.222 10.528  2.085  1.367  N3A    LNC 46 
LNC C4A    AC4   C 0  1 Y N N 2.961  28.773 14.224 9.901   0.921  1.238  C4A    LNC 47 
LNC C3D    NC3*  C 0  1 N N S 10.228 25.670 8.938  -4.561  -3.295 -0.774 C3D    LNC 48 
LNC O3D    NO3*  O 0  1 N N N 10.566 25.764 10.311 -4.775  -4.652 -0.383 O3D    LNC 49 
LNC C2D    NC2*  C 0  1 N N R 11.518 25.491 8.139  -5.811  -2.438 -0.468 C2D    LNC 50 
LNC O2D    NO2*  O 0  1 N N N 12.642 26.169 8.674  -6.838  -3.241 0.118  O2D    LNC 51 
LNC HN71   1HN7  H 0  0 N N N 14.747 18.767 8.023  -5.858  4.474  -3.082 HN71   LNC 52 
LNC HN72   2HN7  H 0  0 N N N 13.869 20.189 8.596  -6.915  4.234  -1.798 HN72   LNC 53 
LNC H4     H4    H 0  1 N N N 14.846 21.852 4.525  -7.629  3.284  -0.356 H4     LNC 54 
LNC HGS1   1HGS  H 0  0 N N N 13.236 24.071 2.987  -8.567  1.508  2.744  HGS1   LNC 55 
LNC HGS2   2HGS  H 0  0 N N N 13.722 25.406 3.902  -8.727  3.023  1.824  HGS2   LNC 56 
LNC HBS1   1HBS  H 0  0 N N N 15.578 24.294 2.310  -10.172 1.869  0.173  HBS1   LNC 57 
LNC HBS2   2HBS  H 0  0 N N N 16.101 24.835 3.824  -10.012 0.353  1.092  HBS2   LNC 58 
LNC HAS    HAS   H 0  1 N N N 15.012 22.185 4.337  -11.150 2.951  2.218  HAS    LNC 59 
LNC H1     H1    H 0  1 N N N 17.289 21.804 4.751  -11.098 0.266  3.167  H1     LNC 60 
LNC H2S    H2S   H 0  1 N N N 15.278 21.040 0.949  ?       ?      ?      H2S    LNC 61 
LNC H6     H6    H 0  1 N N N 12.368 25.128 5.856  -7.264  -0.343 1.862  H6     LNC 62 
LNC H2     H2    H 0  1 N N N 12.691 21.964 8.240  -4.693  0.306  -1.329 H2     LNC 63 
LNC "H1'"  H1*   H 0  1 N N N 12.132 23.639 9.136  -5.495  -1.703 1.559  "H1'"  LNC 64 
LNC "H4'"  H4*   H 0  1 N N N 9.111  24.030 9.719  -3.355  -3.175 1.037  "H4'"  LNC 65 
LNC "H5'1" 1H5*  H 0  0 N N N 7.831  23.483 7.511  -1.857  -3.707 -0.918 "H5'1" LNC 66 
LNC "H5'2" 2H5*  H 0  0 N N N 7.243  24.547 8.682  -2.200  -2.091 -1.580 "H5'2" LNC 67 
LNC HO1    HO1   H 0  1 N N N 6.050  27.797 5.694  0.800   -4.123 -0.077 HO1    LNC 68 
LNC H11    1H1   H 0  1 N N N 2.483  27.950 8.169  5.067   -0.486 -1.637 H11    LNC 69 
LNC H12    2H1   H 0  1 N N N 2.675  26.285 7.969  3.978   0.839  -2.114 H12    LNC 70 
LNC H5     H5    H 0  1 N N N 1.611  25.803 9.823  4.978   2.245  -0.273 H5     LNC 71 
LNC H7     H7    H 0  1 N N N 1.991  26.616 13.066 7.657   2.370  0.667  H7     LNC 72 
LNC "H2'"  H2*   H 0  1 N N N 0.133  28.540 12.199 8.207   0.626  -1.800 "H2'"  LNC 73 
LNC H8     H8    H 0  1 N N N -0.981 26.670 11.699 8.872   2.668  -2.593 H8     LNC 74 
LNC "H3'"  H3*   H 0  1 N N N 1.146  28.869 9.968  6.217   1.412  -2.780 "H3'"  LNC 75 
LNC H9     H9    H 0  1 N N N -0.949 28.150 9.633  6.951   3.603  -2.672 H9     LNC 76 
LNC H10    H10   H 0  1 N N N 3.141  29.910 11.186 7.757   -1.433 0.600  H10    LNC 77 
LNC HN61   1HN6  H 0  0 N N N 4.755  31.877 16.851 12.086  -2.130 2.631  HN61   LNC 78 
LNC HN62   2HN6  H 0  0 N N N 3.918  32.313 15.506 13.384  -1.163 3.081  HN62   LNC 79 
LNC H111   H11   H 0  0 N N N 2.834  27.750 17.247 12.214  3.107  1.985  H111   LNC 80 
LNC H122   H12   H 0  0 N N N 9.656  26.577 8.634  -4.307  -3.238 -1.833 H122   LNC 81 
LNC H13    H13   H 0  1 N N N 11.061 26.562 10.451 -5.478  -4.999 -0.951 H13    LNC 82 
LNC H14    H14   H 0  1 N N N 11.467 25.931 7.115  -6.176  -1.957 -1.376 H14    LNC 83 
LNC H15    H15   H 0  1 N N N 12.549 27.114 8.647  -7.069  -3.918 -0.532 H15    LNC 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 
LNC N7N C7N    SING N N 1  
LNC N7N HN71   SING N N 2  
LNC N7N HN72   SING N N 3  
LNC C7N O7N    DOUB N N 4  
LNC C7N C3N    SING N N 5  
LNC C3N C4N    DOUB Y N 6  
LNC C3N C2N    SING Y N 7  
LNC C4N C5N    SING Y N 8  
LNC C4N H4     SING N N 9  
LNC C5N CGS    SING N N 10 
LNC C5N C6N    DOUB Y N 11 
LNC CGS CBS    SING N N 12 
LNC CGS HGS1   SING N N 13 
LNC CGS HGS2   SING N N 14 
LNC CBS CAS    SING N N 15 
LNC CBS HBS1   SING N N 16 
LNC CBS HBS2   SING N N 17 
LNC CAS OAS    SING N N 18 
LNC CAS CS     SING N N 19 
LNC CAS HAS    SING N N 20 
LNC OAS H1     SING N N 21 
LNC CS  O1S    DOUB N N 22 
LNC CS  O2S    SING N N 23 
LNC O2S H2S    SING N N 24 
LNC C6N N1N    SING Y N 25 
LNC C6N H6     SING N N 26 
LNC N1N C2N    DOUB Y N 27 
LNC N1N C1D    SING N N 28 
LNC C2N H2     SING N N 29 
LNC C1D O4D    SING N N 30 
LNC C1D C2D    SING N N 31 
LNC C1D "H1'"  SING N N 32 
LNC O4D C4D    SING N N 33 
LNC C4D C5D    SING N N 34 
LNC C4D C3D    SING N N 35 
LNC C4D "H4'"  SING N N 36 
LNC C5D O5D    SING N N 37 
LNC C5D "H5'1" SING N N 38 
LNC C5D "H5'2" SING N N 39 
LNC O5D PN     SING N N 40 
LNC PN  O1N    SING N N 41 
LNC PN  O2N    DOUB N N 42 
LNC PN  O3     SING N N 43 
LNC O1N HO1    SING N N 44 
LNC O3  PA     SING N N 45 
LNC PA  O1A    SING N N 46 
LNC PA  O2A    DOUB N N 47 
LNC PA  O5B    SING N N 48 
LNC O5B C5B    SING N N 49 
LNC C5B C4B    SING N N 50 
LNC C5B H11    SING N N 51 
LNC C5B H12    SING N N 52 
LNC C4B O4B    SING N N 53 
LNC C4B C3B    SING N N 54 
LNC C4B H5     SING N N 55 
LNC O4B C1B    SING N N 56 
LNC C1B C2B    SING N N 57 
LNC C1B N9A    SING N N 58 
LNC C1B H7     SING N N 59 
LNC C2B O2B    SING N N 60 
LNC C2B C3B    SING N N 61 
LNC C2B "H2'"  SING N N 62 
LNC O2B H8     SING N N 63 
LNC C3B O3B    SING N N 64 
LNC C3B "H3'"  SING N N 65 
LNC O3B H9     SING N N 66 
LNC N9A C8A    SING Y N 67 
LNC N9A C4A    SING Y N 68 
LNC C8A N7A    DOUB Y N 69 
LNC C8A H10    SING N N 70 
LNC N7A C5A    SING Y N 71 
LNC C5A C6A    SING Y N 72 
LNC C5A C4A    DOUB Y N 73 
LNC C6A N6A    SING N N 74 
LNC C6A N1A    DOUB Y N 75 
LNC N6A HN61   SING N N 76 
LNC N6A HN62   SING N N 77 
LNC N1A C2A    SING Y N 78 
LNC C2A N3A    DOUB Y N 79 
LNC C2A H111   SING N N 80 
LNC N3A C4A    SING Y N 81 
LNC C3D O3D    SING N N 82 
LNC C3D C2D    SING N N 83 
LNC C3D H122   SING N N 84 
LNC O3D H13    SING N N 85 
LNC C2D O2D    SING N N 86 
LNC C2D H14    SING N N 87 
LNC O2D H15    SING N N 88 
# 
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 
LNC InChI            InChI                1.02b 
;InChI=1/C25H33N7O17P2/c26-20-15-22(29-8-28-20)32(9-30-15)24-19(37)17(35)14(48-24)7-46-51(43,44)49-50(41,42)45-6-13-16(34)18(36)23(47-13)31-4-10(1-2-12(33)25(39)40)3-11(5-31)21(27)38/h3-5,8-9,12-14,16-19,23-24,33-37H,1-2,6-7H2,(H6-,26,27,28,29,38,39,40,41,42,43,44)/t12-,13+,14+,16+,17+,18+,19+,23+,24+/m0/s1/f/h39,41H,26-27H2
;
LNC InChIKey         InChI                1.02b PLMTVPOYALSQOL-MCWRJDSXDJ 
LNC SMILES_CANONICAL CACTVS               3.341 NC(=O)c1cc(CC[C@H](O)C(O)=O)c[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 
LNC SMILES           CACTVS               3.341 NC(=O)c1cc(CC[CH](O)C(O)=O)c[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 
LNC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1c(c[n+](cc1C(=O)N)[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)CC[C@@H](C(=O)O)O 
LNC SMILES           "OpenEye OEToolkits" 1.5.0 c1c(c[n+](cc1C(=O)N)C2C(C(C(O2)COP(=O)(O)OP(=O)([O-])OCC3C(C(C(O3)n4cnc5c4ncnc5N)O)O)O)O)CCC(C(=O)O)O 
# 
_pdbx_chem_comp_identifier.comp_id           LNC 
_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-5-[(3S)-3,4-dihydroxy-4-oxo-butyl]pyridin-1-ium-1-yl]-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl phosphate" 
# 
