data_1ZZ # _chem_comp.id 1ZZ _chem_comp.name "5'-O-[(S)-(dodecanoyloxy)(hydroxy)phosphoryl]adenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H36 N5 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-03-04 _chem_comp.pdbx_modified_date 2011-06-04 _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 529.524 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1ZZ _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3KXW _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 1ZZ P P P 0 1 N N N 5.671 39.228 20.536 -0.022 2.166 -0.412 P 1ZZ 1 1ZZ C1 C1 C 0 1 N N N -8.270 43.644 20.946 -15.572 -2.503 0.450 C1 1ZZ 2 1ZZ N1 N1 N 0 1 Y N N 4.513 38.211 14.296 5.866 -0.982 -0.038 N1 1ZZ 3 1ZZ O1 O1 O 0 1 N N N 2.942 38.610 19.166 -2.652 2.022 -1.029 O1 1ZZ 4 1ZZ C2 C2 C 0 1 N N N -7.164 42.775 20.333 -14.487 -1.659 -0.222 C2 1ZZ 5 1ZZ N2 N2 N 0 1 Y N N 2.535 39.221 14.037 5.960 -2.698 -1.384 N2 1ZZ 6 1ZZ O2 O2 O 0 1 N N N 4.147 39.884 20.418 -1.106 1.249 0.347 O2 1ZZ 7 1ZZ C3 C3 C 0 1 N N N -6.120 43.614 19.585 -13.146 -1.908 0.472 C3 1ZZ 8 1ZZ N3 N3 N 0 1 Y N N 4.738 37.249 11.867 7.858 -1.630 1.316 N3 1ZZ 9 1ZZ O3 O3 O 0 1 N N N 6.586 40.248 21.004 -0.045 1.861 -1.860 O3 1ZZ 10 1ZZ C4 C4 C 0 1 N N N -4.829 42.811 19.367 -12.060 -1.064 -0.199 C4 1ZZ 11 1ZZ N4 N4 N 0 1 Y N N 2.817 37.803 10.521 8.881 -3.595 0.655 N4 1ZZ 12 1ZZ O4 O4 O 0 1 N N N 5.602 37.997 21.578 -0.381 3.719 -0.185 O4 1ZZ 13 1ZZ C5 C5 C 0 1 N N N -3.934 43.404 18.266 -10.720 -1.312 0.495 C5 1ZZ 14 1ZZ N5 N5 N 0 1 N N N 1.027 39.129 11.224 8.104 -4.890 -1.156 N5 1ZZ 15 1ZZ O5 O5 O 0 1 N N N 6.175 38.604 19.074 1.445 1.862 0.177 O5 1ZZ 16 1ZZ C6 C6 C 0 1 N N N -2.746 42.456 18.050 -9.634 -0.468 -0.176 C6 1ZZ 17 1ZZ O6 O6 O 0 1 N N N 5.738 37.740 16.402 4.033 0.526 0.224 O6 1ZZ 18 1ZZ C7 C7 C 0 1 N N N -1.720 42.655 16.907 -8.293 -0.717 0.518 C7 1ZZ 19 1ZZ O7 O7 O 0 1 N N N 7.821 38.036 14.391 7.256 1.847 0.868 O7 1ZZ 20 1ZZ C8 C8 C 0 1 N N N -0.637 41.585 16.666 -7.208 0.127 -0.154 C8 1ZZ 21 1ZZ O8 O8 O 0 1 N N N 8.156 40.086 15.740 5.520 3.704 0.710 O8 1ZZ 22 1ZZ C9 C9 C 0 1 N N N 0.530 41.823 17.638 -5.867 -0.121 0.540 C9 1ZZ 23 1ZZ C10 C10 C 0 1 N N N 1.305 40.542 18.029 -4.781 0.722 -0.131 C10 1ZZ 24 1ZZ C11 C11 C 0 1 N N N 2.254 40.892 19.210 -3.440 0.474 0.563 C11 1ZZ 25 1ZZ C12 C12 C 0 1 N N N 3.465 39.941 19.166 -2.371 1.305 -0.098 C12 1ZZ 26 1ZZ C13 C13 C 0 1 N N N 6.168 39.393 17.904 2.635 2.442 -0.361 C13 1ZZ 27 1ZZ C14 C14 C 0 1 N N R 6.598 38.630 16.814 3.847 1.944 0.429 C14 1ZZ 28 1ZZ C15 C15 C 0 1 N N S 6.968 39.500 15.558 5.142 2.594 -0.107 C15 1ZZ 29 1ZZ C16 C16 C 0 1 N N R 6.911 38.662 14.539 6.195 1.467 -0.011 C16 1ZZ 30 1ZZ C17 C17 C 0 1 N N R 5.731 37.898 14.897 5.411 0.270 0.571 C17 1ZZ 31 1ZZ C18 C18 C 0 1 Y N N 3.458 39.009 14.898 5.301 -1.610 -1.108 C18 1ZZ 32 1ZZ C19 C19 C 0 1 Y N N 2.938 38.507 12.788 6.989 -2.836 -0.513 C19 1ZZ 33 1ZZ C20 C20 C 0 1 Y N N 4.112 37.969 12.942 6.943 -1.735 0.359 C20 1ZZ 34 1ZZ C21 C21 C 0 1 Y N N 4.113 37.125 10.721 8.797 -2.543 1.449 C21 1ZZ 35 1ZZ C22 C22 C 0 1 Y N N 2.271 38.431 11.430 8.007 -3.786 -0.329 C22 1ZZ 36 1ZZ H1 H1 H 0 1 N N N -8.993 43.002 21.470 -15.650 -2.225 1.501 H1 1ZZ 37 1ZZ H1A H1A H 0 1 N N N -7.825 44.354 21.659 -16.528 -2.326 -0.045 H1A 1ZZ 38 1ZZ H1B H1B H 0 1 N N N -8.784 44.200 20.148 -15.313 -3.559 0.372 H1B 1ZZ 39 1ZZ H2 H2 H 0 1 N N N -6.659 42.226 21.142 -14.409 -1.937 -1.273 H2 1ZZ 40 1ZZ H2A H2A H 0 1 N N N -7.623 42.071 19.623 -14.747 -0.604 -0.143 H2A 1ZZ 41 1ZZ H3 H3 H 0 1 N N N -6.529 43.907 18.607 -13.224 -1.630 1.523 H3 1ZZ 42 1ZZ H3A H3A H 0 1 N N N -5.889 44.511 20.178 -12.886 -2.963 0.394 H3A 1ZZ 43 1ZZ H4 H4 H 0 1 N N N -4.261 42.806 20.309 -11.982 -1.342 -1.250 H4 1ZZ 44 1ZZ H4A H4A H 0 1 N N N -5.104 41.787 19.075 -12.320 -0.008 -0.121 H4A 1ZZ 45 1ZZ HO4 HO4 H 0 1 N N N 6.179 38.170 22.312 -0.384 3.990 0.743 HO4 1ZZ 46 1ZZ H5 H5 H 0 1 N N N -4.507 43.505 17.332 -10.798 -1.034 1.546 H5 1ZZ 47 1ZZ H5A H5A H 0 1 N N N -3.570 44.396 18.573 -10.460 -2.368 0.417 H5A 1ZZ 48 1ZZ HN5 HN5 H 0 1 N N N 0.729 39.007 10.277 8.815 -5.536 -1.023 HN5 1ZZ 49 1ZZ HN5A HN5A H 0 0 N N N 0.332 38.761 11.842 7.460 -5.019 -1.871 HN5A 1ZZ 50 1ZZ HO7 HO7 H 0 1 N N N 7.695 37.466 13.642 7.743 2.631 0.580 HO7 1ZZ 51 1ZZ H8 H8 H 0 1 N N N -1.062 40.585 16.837 -7.129 -0.151 -1.205 H8 1ZZ 52 1ZZ H8A H8A H 0 1 N N N -0.274 41.654 15.630 -7.467 1.183 -0.075 H8A 1ZZ 53 1ZZ HO8 HO8 H 0 1 N N N 8.372 40.609 14.977 6.328 4.149 0.418 HO8 1ZZ 54 1ZZ H9 H9 H 0 1 N N N 1.238 42.512 17.154 -5.945 0.157 1.592 H9 1ZZ 55 1ZZ H9A H9A H 0 1 N N N 0.119 42.263 18.558 -5.607 -1.177 0.462 H9A 1ZZ 56 1ZZ H10 H10 H 0 1 N N N 0.599 39.756 18.336 -4.703 0.444 -1.182 H10 1ZZ 57 1ZZ H10A H10A H 0 0 N N N 1.892 40.182 17.171 -5.041 1.778 -0.053 H10A 1ZZ 58 1ZZ H11 H11 H 0 1 N N N 2.595 41.933 19.117 -3.519 0.752 1.614 H11 1ZZ 59 1ZZ H11A H11A H 0 0 N N N 1.720 40.771 20.164 -3.181 -0.581 0.485 H11A 1ZZ 60 1ZZ H13 H13 H 0 1 N N N 5.147 39.755 17.715 2.739 2.152 -1.407 H13 1ZZ 61 1ZZ H13A H13A H 0 0 N N N 6.844 40.250 18.038 2.575 3.527 -0.289 H13A 1ZZ 62 1ZZ H14 H14 H 0 1 N N N 7.486 38.124 17.221 3.723 2.161 1.490 H14 1ZZ 63 1ZZ H15 H15 H 0 1 N N N 6.284 40.341 15.375 5.011 2.910 -1.142 H15 1ZZ 64 1ZZ H16 H16 H 0 1 N N N 6.860 39.163 13.561 6.587 1.225 -0.999 H16 1ZZ 65 1ZZ H17 H17 H 0 1 N N N 5.816 36.913 14.415 5.530 0.229 1.654 H17 1ZZ 66 1ZZ H18 H18 H 0 1 N N N 3.454 39.368 15.916 4.435 -1.258 -1.647 H18 1ZZ 67 1ZZ H21 H21 H 0 1 N N N 4.544 36.531 9.929 9.528 -2.427 2.236 H21 1ZZ 68 1ZZ H6 H6 H 0 1 N N N -2.160 42.507 18.979 -9.556 -0.747 -1.227 H6 1ZZ 69 1ZZ H34 H34 H 0 1 N N N -3.192 41.466 17.872 -9.894 0.587 -0.098 H34 1ZZ 70 1ZZ H7 H7 H 0 1 N N N -2.303 42.718 15.977 -8.371 -0.439 1.569 H7 1ZZ 71 1ZZ H36 H36 H 0 1 N N N -1.185 43.590 17.132 -8.033 -1.772 0.440 H36 1ZZ 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 1ZZ P O3 DOUB N N 1 1ZZ P O4 SING N N 2 1ZZ N1 C17 SING N N 3 1ZZ N1 C18 SING Y N 4 1ZZ O1 C12 DOUB N N 5 1ZZ C2 C1 SING N N 6 1ZZ N2 C18 DOUB Y N 7 1ZZ O2 P SING N N 8 1ZZ C3 C2 SING N N 9 1ZZ N3 C20 DOUB Y N 10 1ZZ C4 C3 SING N N 11 1ZZ N4 C21 DOUB Y N 12 1ZZ N4 C22 SING Y N 13 1ZZ C5 C4 SING N N 14 1ZZ N5 C22 SING N N 15 1ZZ O5 P SING N N 16 1ZZ C6 C5 SING N N 17 1ZZ O6 C14 SING N N 18 1ZZ C7 C6 SING N N 19 1ZZ O7 C16 SING N N 20 1ZZ C8 C7 SING N N 21 1ZZ C8 C9 SING N N 22 1ZZ C9 C10 SING N N 23 1ZZ C10 C11 SING N N 24 1ZZ C12 O2 SING N N 25 1ZZ C12 C11 SING N N 26 1ZZ C13 O5 SING N N 27 1ZZ C14 C13 SING N N 28 1ZZ C15 O8 SING N N 29 1ZZ C15 C14 SING N N 30 1ZZ C16 C15 SING N N 31 1ZZ C16 C17 SING N N 32 1ZZ C17 O6 SING N N 33 1ZZ C19 N2 SING Y N 34 1ZZ C19 C20 SING Y N 35 1ZZ C20 N1 SING Y N 36 1ZZ C21 N3 SING Y N 37 1ZZ C22 C19 DOUB Y N 38 1ZZ C1 H1 SING N N 39 1ZZ C1 H1A SING N N 40 1ZZ C1 H1B SING N N 41 1ZZ C2 H2 SING N N 42 1ZZ C2 H2A SING N N 43 1ZZ C3 H3 SING N N 44 1ZZ C3 H3A SING N N 45 1ZZ C4 H4 SING N N 46 1ZZ C4 H4A SING N N 47 1ZZ O4 HO4 SING N N 48 1ZZ C5 H5 SING N N 49 1ZZ C5 H5A SING N N 50 1ZZ N5 HN5 SING N N 51 1ZZ N5 HN5A SING N N 52 1ZZ O7 HO7 SING N N 53 1ZZ C8 H8 SING N N 54 1ZZ C8 H8A SING N N 55 1ZZ O8 HO8 SING N N 56 1ZZ C9 H9 SING N N 57 1ZZ C9 H9A SING N N 58 1ZZ C10 H10 SING N N 59 1ZZ C10 H10A SING N N 60 1ZZ C11 H11 SING N N 61 1ZZ C11 H11A SING N N 62 1ZZ C13 H13 SING N N 63 1ZZ C13 H13A SING N N 64 1ZZ C14 H14 SING N N 65 1ZZ C15 H15 SING N N 66 1ZZ C16 H16 SING N N 67 1ZZ C17 H17 SING N N 68 1ZZ C18 H18 SING N N 69 1ZZ C21 H21 SING N N 70 1ZZ C6 H6 SING N N 71 1ZZ C6 H34 SING N N 72 1ZZ C7 H7 SING N N 73 1ZZ C7 H36 SING N N 74 # 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 1ZZ SMILES ACDLabs 12.01 "O=P(OC(=O)CCCCCCCCCCC)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O" 1ZZ SMILES_CANONICAL CACTVS 3.370 "CCCCCCCCCCCC(=O)O[P](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23" 1ZZ SMILES CACTVS 3.370 "CCCCCCCCCCCC(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23" 1ZZ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCCCCCCCCCCC(=O)O[P@@](=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O" 1ZZ SMILES "OpenEye OEToolkits" 1.7.0 "CCCCCCCCCCCC(=O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)O" 1ZZ InChI InChI 1.03 "InChI=1S/C22H36N5O8P/c1-2-3-4-5-6-7-8-9-10-11-16(28)35-36(31,32)33-12-15-18(29)19(30)22(34-15)27-14-26-17-20(23)24-13-25-21(17)27/h13-15,18-19,22,29-30H,2-12H2,1H3,(H,31,32)(H2,23,24,25)/t15-,18-,19-,22-/m1/s1" 1ZZ InChIKey InChI 1.03 IKBWVSPLSBIYSK-CIVUBGFFSA-N # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier 1ZZ "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-[(S)-(dodecanoyloxy)(hydroxy)phosphoryl]adenosine" 1ZZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] dodecanoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1ZZ "Create component" 2010-03-04 RCSB 1ZZ "Modify aromatic_flag" 2011-06-04 RCSB 1ZZ "Modify descriptor" 2011-06-04 RCSB #