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 2021-03-13 _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 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" 8ID InChI InChI 1.03 "InChI=1S/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" 8ID InChIKey InChI 1.03 UVGUXLRSEVQZMG-NAJQWHGHSA-O # _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" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8ID "Create component" 2006-06-20 RCSB 8ID "Modify descriptor" 2011-06-04 RCSB 8ID "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 8ID _pdbx_chem_comp_synonyms.name "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" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##