data_8ID
# 
_chem_comp.id                                    8ID 
_chem_comp.name                                  NICOTINAMIDE-8-IODO-ADENINE-DINUCLEOTIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H27 I N7 O14 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         
3-(AMINOCARBONYL)-1-[(2R,3R,4S,5R)-5-({[(R)-{[(S)-{[(2R,3S,4R,5R)-5-(6-AMINO-8-IODO-9H-PURIN-9-YL)-3,4-DIHYDROXYTETRAHYDROFURAN-2-YL]METHOXY}(HYDROXY)PHOSPHORYL]OXY}(HYDROXY)PHOSPHORYL]OXY}METHYL)-3,4-DIHYDROXYTETRAHYDROFURAN-2-YL]PYRIDINIUM 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2006-06-20 
_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                        790.330 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     8ID 
_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        2HCY 
_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 
8ID O7N    O7N    O 0 1 N N N 85.158 -9.378  48.908 11.366 2.238  2.601  O7N    8ID 1  
8ID C7N    C7N    C 0 1 N N N 84.636 -9.732  47.850 11.444 1.039  2.420  C7N    8ID 2  
8ID N7N    N7N    N 0 1 N N N 83.755 -8.968  47.196 12.490 0.349  2.917  N7N    8ID 3  
8ID C3N    C3N    C 0 1 Y N N 84.998 -11.076 47.281 10.392 0.337  1.654  C3N    8ID 4  
8ID C4N    C4N    C 0 1 Y N N 85.785 -11.968 48.016 10.471 -1.044 1.437  C4N    8ID 5  
8ID C5N    C5N    C 0 1 Y N N 86.118 -13.206 47.491 9.460  -1.653 0.714  C5N    8ID 6  
8ID C6N    C6N    C 0 1 Y N N 85.683 -13.567 46.231 8.415  -0.885 0.232  C6N    8ID 7  
8ID C2N    C2N    C 0 1 Y N N 84.588 -11.480 46.027 9.302  1.039  1.139  C2N    8ID 8  
8ID N1N    N1N    N 1 1 Y N N 84.930 -12.692 45.538 8.368  0.415  0.451  N1N    8ID 9  
8ID "C1'"  "C1'"  C 0 1 N N R 84.382 -12.975 44.184 7.241  1.186  -0.081 "C1'"  8ID 10 
8ID "C2'"  "C2'"  C 0 1 N N R 85.361 -13.516 43.127 7.438  1.455  -1.589 "C2'"  8ID 11 
8ID "O2'"  "O2'"  O 0 1 N N N 86.253 -12.547 42.630 7.965  2.765  -1.806 "O2'"  8ID 12 
8ID "C3'"  "C3'"  C 0 1 N N S 84.342 -14.071 42.119 6.012  1.340  -2.178 "C3'"  8ID 13 
8ID "O3'"  "O3'"  O 0 1 N N N 83.887 -13.004 41.310 5.615  2.577  -2.774 "O3'"  8ID 14 
8ID "O4'"  "O4'"  O 0 1 N N N 83.407 -13.938 44.347 6.022  0.417  0.004  "O4'"  8ID 15 
8ID "C4'"  "C4'"  C 0 1 N N R 83.227 -14.579 43.049 5.125  1.019  -0.955 "C4'"  8ID 16 
8ID "C5'"  "C5'"  C 0 1 N N N 83.164 -16.071 43.238 4.018  0.036  -1.340 "C5'"  8ID 17 
8ID "O5'"  "O5'"  O 0 1 N N N 84.376 -16.481 43.897 3.185  -0.212 -0.205 "O5'"  8ID 18 
8ID PN     PN     P 0 1 N N R 84.477 -18.012 44.355 2.049  -1.249 -0.680 PN     8ID 19 
8ID O1N    O1N    O 0 1 N N N 83.431 -18.413 45.319 2.732  -2.655 -1.064 O1N    8ID 20 
8ID O2N    O2N    O 0 1 N N N 85.920 -18.149 44.659 1.346  -0.703 -1.863 O2N    8ID 21 
8ID OPP    OPP    O 0 1 N N N 84.068 -18.716 42.951 0.994  -1.473 0.515  OPP    8ID 22 
8ID PA     PA     P 0 1 N N S 83.853 -20.218 42.522 -0.300 -2.179 -0.133 PA     8ID 23 
8ID O1A    O1A    O 0 1 N N N 84.568 -21.067 43.518 -0.020 -3.754 -0.312 O1A    8ID 24 
8ID O2A    O2A    O 0 1 N N N 84.288 -20.357 41.083 -0.582 -1.574 -1.454 O2A    8ID 25 
8ID O5B    O5*    O 0 1 N N N 82.281 -20.470 42.710 -1.569 -1.966 0.836  O5B    8ID 26 
8ID C5B    C5*    C 0 1 N N N 81.329 -19.653 41.968 -2.703 -2.507 0.156  C5B    8ID 27 
8ID C4B    C4*    C 0 1 N N R 80.015 -20.380 41.844 -3.949 -2.336 1.027  C4B    8ID 28 
8ID O4B    O4*    O 0 1 N N N 79.103 -19.639 41.022 -4.265 -0.940 1.159  O4B    8ID 29 
8ID C1B    C1*    C 0 1 N N R 78.179 -20.538 40.537 -5.704 -0.837 1.222  C1B    8ID 30 
8ID C2B    C2*    C 0 1 N N R 79.078 -21.683 40.047 -6.186 -1.874 0.176  C2B    8ID 31 
8ID O2B    O2*    O 0 1 N N N 78.392 -22.890 39.825 -7.508 -2.327 0.478  O2B    8ID 32 
8ID C3B    C3*    C 0 1 N N S 80.066 -21.763 41.200 -5.156 -3.020 0.355  C3B    8ID 33 
8ID O3B    O3*    O 0 1 N N N 79.622 -22.704 42.153 -5.689 -4.046 1.195  O3B    8ID 34 
8ID N9A    N9A    N 0 1 Y N N 77.357 -19.904 39.519 -6.142 0.512  0.856  N9A    8ID 35 
8ID C8A    C8A    C 0 1 Y N N 77.688 -19.389 38.284 -5.671 1.258  -0.184 C8A    8ID 36 
8ID I8A    I8A    I 0 1 N N N 79.672 -19.329 37.447 -4.186 0.645  -1.529 I8A    8ID 37 
8ID N7A    N7A    N 0 1 Y N N 76.722 -18.871 37.561 -6.281 2.408  -0.218 N7A    8ID 38 
8ID C5A    C5A    C 0 1 Y N N 75.642 -19.058 38.389 -7.179 2.472  0.795  C5A    8ID 39 
8ID C6A    C6A    C 0 1 Y N N 74.279 -18.710 38.201 -8.097 3.437  1.242  C6A    8ID 40 
8ID N6A    N6A    N 0 1 N N N 73.802 -18.112 37.134 -8.219 4.653  0.592  N6A    8ID 41 
8ID C4A    C4A    C 0 1 Y N N 76.007 -19.689 39.588 -7.105 1.254  1.492  C4A    8ID 42 
8ID N3A    N3A    N 0 1 Y N N 75.153 -20.004 40.595 -7.890 1.065  2.547  N3A    8ID 43 
8ID C2A    C2A    C 0 1 Y N N 73.893 -19.665 40.380 -8.736 1.998  2.930  C2A    8ID 44 
8ID N1A    N1A    N 0 1 Y N N 73.448 -19.056 39.254 -8.845 3.156  2.304  N1A    8ID 45 
8ID H7N1   1H7N   H 0 0 N N N 83.459 -8.067  47.512 13.180 0.809  3.419  H7N1   8ID 46 
8ID H7N2   2H7N   H 0 0 N N N 83.425 -9.398  46.356 12.550 -0.609 2.775  H7N2   8ID 47 
8ID H4N    H4N    H 0 1 N N N 86.135 -11.690 48.999 11.298 -1.619 1.825  H4N    8ID 48 
8ID H5N    H5N    H 0 1 N N N 86.720 -13.891 48.069 9.488  -2.716 0.527  H5N    8ID 49 
8ID H6N    H6N    H 0 1 N N N 85.941 -14.528 45.811 7.625  -1.357 -0.333 H6N    8ID 50 
8ID H2N    H2N    H 0 1 N N N 83.984 -10.816 45.426 9.229  2.105  1.297  H2N    8ID 51 
8ID "H1'"  "H1'"  H 0 1 N N N 84.045 -12.002 43.797 7.136  2.125  0.462  "H1'"  8ID 52 
8ID "H2'"  "H2'"  H 0 1 N N N 86.090 -14.260 43.480 8.094  0.703  -2.027 "H2'"  8ID 53 
8ID "HO2'" "HO2'" H 0 0 N N N 86.454 -11.920 43.315 8.007  2.895  -2.763 "HO2'" 8ID 54 
8ID "H3'"  "H3'"  H 0 1 N N N 84.721 -14.847 41.438 5.963  0.532  -2.908 "H3'"  8ID 55 
8ID "HO3'" "HO3'" H 0 0 N N N 83.785 -12.224 41.842 6.201  2.724  -3.529 "HO3'" 8ID 56 
8ID "H4'"  "H4'"  H 0 1 N N N 82.275 -14.317 42.564 4.694  1.934  -0.548 "H4'"  8ID 57 
8ID "H5'1" "1H5'" H 0 0 N N N 83.065 -16.577 42.267 3.419  0.461  -2.145 "H5'1" 8ID 58 
8ID "H5'2" "2H5'" H 0 0 N N N 82.292 -16.337 43.853 4.464  -0.901 -1.674 "H5'2" 8ID 59 
8ID HO1N   HO1N   H 0 0 N N N 83.813 -18.499 46.184 3.178  -2.976 -0.268 HO1N   8ID 60 
8ID HO1A   HO1A   H 0 0 N N N 84.720 -21.929 43.149 0.158  -4.108 0.570  HO1A   8ID 61 
8ID H5A1   1H5*   H 0 0 N N N 81.729 -19.454 40.963 -2.845 -1.982 -0.789 H5A1   8ID 62 
8ID H5A2   2H5*   H 0 0 N N N 81.171 -18.704 42.501 -2.539 -3.567 -0.039 H5A2   8ID 63 
8ID H4B    H4*    H 0 1 N N N 79.705 -20.487 42.894 -3.776 -2.772 2.011  H4B    8ID 64 
8ID H1B    H1*    H 0 1 N N N 77.434 -20.908 41.257 -6.064 -1.100 2.217  H1B    8ID 65 
8ID H2B    H2*    H 0 1 N N N 79.532 -21.505 39.061 -6.140 -1.461 -0.831 H2B    8ID 66 
8ID HO2A   HO2*   H 0 0 N N N 78.237 -23.000 38.894 -7.748 -2.966 -0.206 HO2A   8ID 67 
8ID H3B    H3*    H 0 1 N N N 81.070 -22.056 40.859 -4.871 -3.431 -0.613 H3B    8ID 68 
8ID HO3A   HO3*   H 0 0 N N N 79.522 -23.553 41.738 -6.474 -4.393 0.749  HO3A   8ID 69 
8ID H6A1   1H6A   H 0 0 N N N 74.442 -18.226 36.374 -7.667 4.846  -0.182 H6A1   8ID 70 
8ID H6A2   2H6A   H 0 0 N N N 73.681 -17.138 37.324 -8.856 5.311  0.910  H6A2   8ID 71 
8ID H2A    H2A    H 0 1 N N N 73.171 -19.888 41.152 -9.363 1.811  3.789  H2A    8ID 72 
# 
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 
8ID O7N   C7N    DOUB N N 1  
8ID C7N   N7N    SING N N 2  
8ID C7N   C3N    SING N N 3  
8ID N7N   H7N1   SING N N 4  
8ID N7N   H7N2   SING N N 5  
8ID C3N   C4N    DOUB Y N 6  
8ID C3N   C2N    SING Y N 7  
8ID C4N   C5N    SING Y N 8  
8ID C4N   H4N    SING N N 9  
8ID C5N   C6N    DOUB Y N 10 
8ID C5N   H5N    SING N N 11 
8ID C6N   N1N    SING Y N 12 
8ID C6N   H6N    SING N N 13 
8ID C2N   N1N    DOUB Y N 14 
8ID C2N   H2N    SING N N 15 
8ID N1N   "C1'"  SING N N 16 
8ID "C1'" "C2'"  SING N N 17 
8ID "C1'" "O4'"  SING N N 18 
8ID "C1'" "H1'"  SING N N 19 
8ID "C2'" "O2'"  SING N N 20 
8ID "C2'" "C3'"  SING N N 21 
8ID "C2'" "H2'"  SING N N 22 
8ID "O2'" "HO2'" SING N N 23 
8ID "C3'" "O3'"  SING N N 24 
8ID "C3'" "C4'"  SING N N 25 
8ID "C3'" "H3'"  SING N N 26 
8ID "O3'" "HO3'" SING N N 27 
8ID "O4'" "C4'"  SING N N 28 
8ID "C4'" "C5'"  SING N N 29 
8ID "C4'" "H4'"  SING N N 30 
8ID "C5'" "O5'"  SING N N 31 
8ID "C5'" "H5'1" SING N N 32 
8ID "C5'" "H5'2" SING N N 33 
8ID "O5'" PN     SING N N 34 
8ID PN    O1N    SING N N 35 
8ID PN    O2N    DOUB N N 36 
8ID PN    OPP    SING N N 37 
8ID O1N   HO1N   SING N N 38 
8ID OPP   PA     SING N N 39 
8ID PA    O1A    SING N N 40 
8ID PA    O2A    DOUB N N 41 
8ID PA    O5B    SING N N 42 
8ID O1A   HO1A   SING N N 43 
8ID O5B   C5B    SING N N 44 
8ID C5B   C4B    SING N N 45 
8ID C5B   H5A1   SING N N 46 
8ID C5B   H5A2   SING N N 47 
8ID C4B   O4B    SING N N 48 
8ID C4B   C3B    SING N N 49 
8ID C4B   H4B    SING N N 50 
8ID O4B   C1B    SING N N 51 
8ID C1B   C2B    SING N N 52 
8ID C1B   N9A    SING N N 53 
8ID C1B   H1B    SING N N 54 
8ID C2B   O2B    SING N N 55 
8ID C2B   C3B    SING N N 56 
8ID C2B   H2B    SING N N 57 
8ID O2B   HO2A   SING N N 58 
8ID C3B   O3B    SING N N 59 
8ID C3B   H3B    SING N N 60 
8ID O3B   HO3A   SING N N 61 
8ID N9A   C8A    SING Y N 62 
8ID N9A   C4A    SING Y N 63 
8ID C8A   I8A    SING N N 64 
8ID C8A   N7A    DOUB Y N 65 
8ID N7A   C5A    SING Y N 66 
8ID C5A   C6A    DOUB Y N 67 
8ID C5A   C4A    SING Y N 68 
8ID C6A   N6A    SING N N 69 
8ID C6A   N1A    SING Y N 70 
8ID N6A   H6A1   SING N N 71 
8ID N6A   H6A2   SING N N 72 
8ID C4A   N3A    DOUB Y N 73 
8ID N3A   C2A    SING Y N 74 
8ID C2A   N1A    DOUB Y N 75 
8ID C2A   H2A    SING N N 76 
# 
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 
8ID InChI            InChI                1.02b 
;InChI=1/C21H26IN7O14P2/c22-21-27-11-16(23)25-7-26-18(11)29(21)20-15(33)13(31)10(42-20)6-40-45(37,38)43-44(35,36)39-5-9-12(30)14(32)19(41-9)28-3-1-2-8(4-28)17(24)34/h1-4,7,9-10,12-15,19-20,30-33H,5-6H2,(H5-,23,24,25,26,34,35,36,37,38)/p+1/t9-,10-,12-,13-,14-,15-,19-,20-/m1/s1/fC21H27IN7O14P2/h35,37H,23-24H2/q+1
;
8ID InChIKey         InChI                1.02b UVGUXLRSEVQZMG-ATKCHHKKDT 
8ID 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)n4c(I)nc5c(N)ncnc45)[C@@H](O)[C@H]2O 
8ID 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)n4c(I)nc5c(N)ncnc45)[CH](O)[CH]2O 
8ID 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)n4c5c(c(ncn5)N)nc4I)O)O)O)O)C(=O)N 
8ID SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(c[n+](c1)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OCC3C(C(C(O3)n4c5c(c(ncn5)N)nc4I)O)O)O)O)C(=O)N 
# 
_pdbx_chem_comp_identifier.comp_id           8ID 
_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-amino-8-iodo-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] hydrogen phosphate" 
# 
