data_01A # _chem_comp.id 01A _chem_comp.name "4-Chlorophenacyl-coenzyme A" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H41 Cl N7 O17 P3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-04-28 _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 920.112 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 01A _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 3CW9 _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 01A O7A O7A O 0 1 N N N 22.959 40.748 78.470 -10.721 -3.470 -0.007 O7A 01A 1 01A P3A P3A P 0 1 N N N 22.353 39.727 77.540 -9.517 -3.052 0.976 P3A 01A 2 01A O9A O9A O 0 1 N N N 20.877 39.901 77.275 -9.789 -1.577 1.560 O9A 01A 3 01A O8A O8A O 0 1 N N N 23.159 39.498 76.276 -9.435 -4.018 2.094 O8A 01A 4 01A "O3A'" O3A* O 0 0 N N N 22.476 38.353 78.387 -8.130 -3.058 0.159 "O3A'" 01A 5 01A "C3A'" C3A* C 0 0 N N S 21.939 37.113 77.922 -6.861 -2.831 0.776 "C3A'" 01A 6 01A "C2A'" C2A* C 0 0 N N R 22.972 36.253 77.212 -5.892 -3.998 0.468 "C2A'" 01A 7 01A "O2A'" O2A* O 0 0 N N N 23.983 37.015 76.540 -6.611 -5.169 0.077 "O2A'" 01A 8 01A "C1A'" C1A* C 0 0 N N R 23.552 35.399 78.327 -5.070 -3.432 -0.719 "C1A'" 01A 9 01A N9A N9A N 0 1 Y N N 24.020 34.080 77.833 -3.762 -4.086 -0.799 N9A 01A 10 01A C4A C4A C 0 1 Y N N 25.161 33.498 78.211 -3.484 -5.273 -1.429 C4A 01A 11 01A C5A C5A C 0 1 Y N N 25.254 32.290 77.541 -2.110 -5.498 -1.243 C5A 01A 12 01A C6A C6A C 0 1 Y N N 26.372 31.487 77.772 -1.548 -6.662 -1.793 C6A 01A 13 01A N6A N6A N 0 1 N N N 26.515 30.295 77.144 -0.200 -6.938 -1.642 N6A 01A 14 01A N1A N1A N 0 1 Y N N 27.324 31.914 78.638 -2.341 -7.493 -2.462 N1A 01A 15 01A C2A C2A C 0 1 Y N N 27.207 33.094 79.271 -3.628 -7.238 -2.611 C2A 01A 16 01A N3A N3A N 0 1 Y N N 26.145 33.880 79.065 -4.198 -6.161 -2.113 N3A 01A 17 01A N7A N7A N 0 1 Y N N 24.152 32.165 76.764 -1.628 -4.456 -0.522 N7A 01A 18 01A C8A C8A C 0 1 Y N N 23.401 33.267 76.954 -2.595 -3.623 -0.266 C8A 01A 19 01A "O4A'" O4A* O 0 0 N N N 22.505 35.249 79.302 -4.921 -2.034 -0.389 "O4A'" 01A 20 01A "C4A'" C4A* C 0 0 N N R 21.516 36.273 79.120 -6.175 -1.597 0.161 "C4A'" 01A 21 01A "C5A'" C5A* C 0 0 N N N 20.137 35.639 78.916 -5.929 -0.544 1.243 "C5A'" 01A 22 01A "O5A'" O5A* O 0 0 N N N 19.938 35.253 77.552 -5.400 0.641 0.645 "O5A'" 01A 23 01A P1A P1A P 0 1 N N S 19.054 33.961 77.187 -5.023 1.958 1.491 P1A 01A 24 01A O1A O1A O 0 1 N N N 19.190 33.689 75.709 -4.077 1.596 2.570 O1A 01A 25 01A O2A O2A O 0 1 N N N 17.679 34.179 77.785 -6.359 2.583 2.135 O2A 01A 26 01A O3A O3A O 0 1 N N N 19.829 32.785 77.985 -4.337 3.042 0.518 O3A 01A 27 01A P2A P2A P 0 1 N N R 19.084 31.501 78.629 -3.397 4.326 0.762 P2A 01A 28 01A O4A O4A O 0 1 N N N 18.191 30.915 77.569 -2.337 3.985 1.736 O4A 01A 29 01A O5A O5A O 0 1 N N N 18.524 31.874 79.977 -4.285 5.539 1.339 O5A 01A 30 01A O6A O6A O 0 1 N N N 20.306 30.498 78.925 -2.723 4.770 -0.632 O6A 01A 31 01A CCP CCP C 0 1 N N N 21.238 30.152 77.907 -1.754 5.816 -0.729 CCP 01A 32 01A CBP CBP C 0 1 N N N 21.268 28.642 77.667 -1.323 5.977 -2.188 CBP 01A 33 01A CDP CDP C 0 1 N N N 19.865 28.172 77.276 -0.712 4.667 -2.688 CDP 01A 34 01A CEP CEP C 0 1 N N N 21.713 27.907 78.931 -2.542 6.330 -3.043 CEP 01A 35 01A CAP CAP C 0 1 N N R 22.274 28.426 76.530 -0.286 7.097 -2.293 CAP 01A 36 01A OAP OAP O 0 1 N N N 23.581 28.801 76.984 -0.894 8.344 -1.952 OAP 01A 37 01A C9P C9P C 0 1 N N N 22.264 27.022 75.961 0.852 6.817 -1.345 C9P 01A 38 01A O9P O9P O 0 1 N N N 21.209 26.610 75.264 0.996 7.499 -0.352 O9P 01A 39 01A N8P N8P N 0 1 N N N 23.258 26.249 76.126 1.710 5.810 -1.600 N8P 01A 40 01A C7P C7P C 0 1 N N N 23.363 24.881 75.617 2.752 5.471 -0.628 C7P 01A 41 01A C6P C6P C 0 1 N N N 24.558 24.834 74.664 3.583 4.300 -1.158 C6P 01A 42 01A C5P C5P C 0 1 N N N 24.703 23.418 74.133 4.655 3.951 -0.158 C5P 01A 43 01A O5P O5P O 0 1 N N N 23.795 22.946 73.474 4.745 4.577 0.877 O5P 01A 44 01A N4P N4P N 0 1 N N N 25.834 22.763 74.406 5.513 2.944 -0.414 N4P 01A 45 01A C3P C3P C 0 1 N N N 26.257 21.395 74.043 6.555 2.605 0.559 C3P 01A 46 01A C2P C2P C 0 1 N N N 26.811 21.424 72.616 7.386 1.435 0.029 C2P 01A 47 01A S1P S1P S 0 1 N N N 27.549 19.885 72.122 8.676 1.015 1.232 S1P 01A 48 01A C1 C1 C 0 1 N N N 28.691 19.769 73.326 9.540 -0.369 0.439 C1 01A 49 01A C C C 0 1 N N N 29.056 18.715 74.066 10.660 -0.840 1.331 C 01A 50 01A O2 O2 O 0 1 N N N 29.872 18.952 74.923 10.856 -0.295 2.396 O2 01A 51 01A "C1'" C1* C 0 1 Y N N 28.563 17.303 73.941 11.515 -1.959 0.908 "C1'" 01A 52 01A C6 C6 C 0 1 Y N N 28.255 16.638 75.127 12.556 -2.399 1.733 C6 01A 53 01A C5 C5 C 0 1 Y N N 27.803 15.331 75.092 13.353 -3.448 1.331 C5 01A 54 01A C2 C2 C 0 1 Y N N 28.448 16.641 72.718 11.288 -2.594 -0.318 C2 01A 55 01A C3 C3 C 0 1 Y N N 27.988 15.322 72.680 12.093 -3.642 -0.707 C3 01A 56 01A C4 C4 C 0 1 Y N N 27.670 14.678 73.878 13.126 -4.068 0.112 C4 01A 57 01A CL4A CL4A CL 0 0 N N N 27.075 12.992 73.904 14.136 -5.389 -0.386 CL4A 01A 58 01A HO7A HO7A H 0 0 N N N 23.086 40.360 79.328 -11.589 -3.488 0.419 HO7A 01A 59 01A HO9A HO9A H 0 0 N N N 20.409 39.938 78.101 -9.854 -0.891 0.882 HO9A 01A 60 01A "H3A'" H3A* H 0 0 N N N 21.117 37.377 77.240 -6.979 -2.705 1.853 "H3A'" 01A 61 01A "H2A'" H2A* H 0 0 N N N 22.521 35.661 76.402 -5.248 -4.205 1.322 "H2A'" 01A 62 01A H2AA H2AA H 0 0 N N N 23.711 37.184 75.646 -6.047 -5.927 -0.127 H2AA 01A 63 01A "H1A'" H1A* H 0 0 N N N 24.440 35.881 78.762 -5.617 -3.549 -1.655 "H1A'" 01A 64 01A HN6A HN6A H 0 0 N N N 26.550 30.441 76.155 0.368 -6.324 -1.152 HN6A 01A 65 01A HN6B HN6B H 0 0 N N N 27.362 29.858 77.447 0.176 -7.745 -2.027 HN6B 01A 66 01A H2A H2A H 0 1 N N N 27.981 33.411 79.955 -4.237 -7.940 -3.162 H2A 01A 67 01A H8A H8A H 0 1 N N N 22.453 33.467 76.477 -2.490 -2.705 0.293 H8A 01A 68 01A "H4A'" H4A* H 0 0 N N N 21.442 36.918 80.008 -6.800 -1.180 -0.629 "H4A'" 01A 69 01A "H5A'" H5A* H 0 0 N N N 20.059 34.746 79.553 -6.870 -0.310 1.743 "H5A'" 01A 70 01A H5AA H5AA H 0 0 N N N 19.370 36.381 79.183 -5.218 -0.931 1.972 H5AA 01A 71 01A HO2A HO2A H 0 0 N N N 17.748 34.225 78.731 -7.024 2.844 1.483 HO2A 01A 72 01A HO5A HO5A H 0 0 N N N 19.233 31.953 80.604 -5.001 5.817 0.751 HO5A 01A 73 01A HCP HCP H 0 1 N N N 20.946 30.654 76.973 -2.190 6.749 -0.373 HCP 01A 74 01A HCPA HCPA H 0 0 N N N 22.240 30.472 78.230 -0.886 5.564 -0.120 HCPA 01A 75 01A HDP HDP H 0 1 N N N 19.250 28.059 78.181 -1.477 3.891 -2.703 HDP 01A 76 01A HDPA HDPA H 0 0 N N N 19.403 28.914 76.609 -0.320 4.810 -3.695 HDPA 01A 77 01A HDPB HDPB H 0 0 N N N 19.934 27.205 76.757 0.097 4.366 -2.022 HDPB 01A 78 01A HEP HEP H 0 1 N N N 21.820 26.834 78.713 -3.048 7.196 -2.616 HEP 01A 79 01A HEPA HEPA H 0 0 N N N 22.679 28.311 79.269 -2.219 6.563 -4.058 HEPA 01A 80 01A HEPB HEPB H 0 0 N N N 20.960 28.047 79.721 -3.228 5.483 -3.066 HEPB 01A 81 01A HAP HAP H 0 1 N N N 21.968 29.070 75.692 0.095 7.145 -3.313 HAP 01A 82 01A HOAP HOAP H 0 0 N N N 24.164 28.884 76.239 -1.256 8.373 -1.056 HOAP 01A 83 01A HN8P HN8P H 0 0 N N N 24.034 26.605 76.647 1.638 5.309 -2.428 HN8P 01A 84 01A H7P H7P H 0 1 N N N 23.515 24.178 76.449 3.399 6.334 -0.472 H7P 01A 85 01A H7PA H7PA H 0 0 N N N 22.440 24.592 75.093 2.289 5.189 0.317 H7PA 01A 86 01A H6P H6P H 0 1 N N N 24.393 25.529 73.827 2.936 3.437 -1.314 H6P 01A 87 01A H6PA H6PA H 0 0 N N N 25.474 25.129 75.197 4.046 4.582 -2.104 H6PA 01A 88 01A HN4P HN4P H 0 0 N N N 26.501 23.281 74.942 5.440 2.444 -1.241 HN4P 01A 89 01A H3P H3P H 0 1 N N N 27.035 21.048 74.739 7.201 3.468 0.714 H3P 01A 90 01A H3PA H3PA H 0 0 N N N 25.401 20.707 74.102 6.092 2.323 1.504 H3PA 01A 91 01A H2P H2P H 0 1 N N N 25.981 21.645 71.928 6.739 0.571 -0.127 H2P 01A 92 01A H2PA H2PA H 0 0 N N N 27.598 22.192 72.583 7.849 1.717 -0.917 H2PA 01A 93 01A H1 H1 H 0 1 N N N 29.623 20.050 72.814 8.839 -1.188 0.273 H1 01A 94 01A H1A H1A H 0 1 N N N 28.160 20.335 74.105 9.949 -0.042 -0.517 H1A 01A 95 01A H6 H6 H 0 1 N N N 28.369 17.144 76.074 12.734 -1.917 2.683 H6 01A 96 01A H5 H5 H 0 1 N N N 27.554 14.820 76.011 14.157 -3.789 1.967 H5 01A 97 01A H2 H2 H 0 1 N N N 28.714 17.147 71.802 10.483 -2.263 -0.958 H2 01A 98 01A H3 H3 H 0 1 N N N 27.880 14.807 71.737 11.919 -4.133 -1.653 H3 01A 99 # 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 01A P3A O7A SING N N 1 01A O7A HO7A SING N N 2 01A O8A P3A DOUB N N 3 01A O9A P3A SING N N 4 01A P3A "O3A'" SING N N 5 01A O9A HO9A SING N N 6 01A "C3A'" "O3A'" SING N N 7 01A "C2A'" "C3A'" SING N N 8 01A "C3A'" "C4A'" SING N N 9 01A "C3A'" "H3A'" SING N N 10 01A "O2A'" "C2A'" SING N N 11 01A "C2A'" "C1A'" SING N N 12 01A "C2A'" "H2A'" SING N N 13 01A "O2A'" H2AA SING N N 14 01A N9A "C1A'" SING N N 15 01A "C1A'" "O4A'" SING N N 16 01A "C1A'" "H1A'" SING N N 17 01A C8A N9A SING Y N 18 01A N9A C4A SING Y N 19 01A C5A C4A SING Y N 20 01A C4A N3A DOUB Y N 21 01A N7A C5A SING Y N 22 01A C5A C6A DOUB Y N 23 01A N6A C6A SING N N 24 01A C6A N1A SING Y N 25 01A N6A HN6A SING N N 26 01A N6A HN6B SING N N 27 01A N1A C2A DOUB Y N 28 01A N3A C2A SING Y N 29 01A C2A H2A SING N N 30 01A N7A C8A DOUB Y N 31 01A C8A H8A SING N N 32 01A "C4A'" "O4A'" SING N N 33 01A "C5A'" "C4A'" SING N N 34 01A "C4A'" "H4A'" SING N N 35 01A "O5A'" "C5A'" SING N N 36 01A "C5A'" "H5A'" SING N N 37 01A "C5A'" H5AA SING N N 38 01A P1A "O5A'" SING N N 39 01A O1A P1A DOUB N N 40 01A P1A O2A SING N N 41 01A P1A O3A SING N N 42 01A O2A HO2A SING N N 43 01A O3A P2A SING N N 44 01A O4A P2A DOUB N N 45 01A P2A O6A SING N N 46 01A P2A O5A SING N N 47 01A O5A HO5A SING N N 48 01A CCP O6A SING N N 49 01A CBP CCP SING N N 50 01A CCP HCP SING N N 51 01A CCP HCPA SING N N 52 01A CAP CBP SING N N 53 01A CDP CBP SING N N 54 01A CBP CEP SING N N 55 01A CDP HDP SING N N 56 01A CDP HDPA SING N N 57 01A CDP HDPB SING N N 58 01A CEP HEP SING N N 59 01A CEP HEPA SING N N 60 01A CEP HEPB SING N N 61 01A C9P CAP SING N N 62 01A CAP OAP SING N N 63 01A CAP HAP SING N N 64 01A OAP HOAP SING N N 65 01A O9P C9P DOUB N N 66 01A C9P N8P SING N N 67 01A C7P N8P SING N N 68 01A N8P HN8P SING N N 69 01A C6P C7P SING N N 70 01A C7P H7P SING N N 71 01A C7P H7PA SING N N 72 01A C5P C6P SING N N 73 01A C6P H6P SING N N 74 01A C6P H6PA SING N N 75 01A O5P C5P DOUB N N 76 01A C5P N4P SING N N 77 01A C3P N4P SING N N 78 01A N4P HN4P SING N N 79 01A C2P C3P SING N N 80 01A C3P H3P SING N N 81 01A C3P H3PA SING N N 82 01A S1P C2P SING N N 83 01A C2P H2P SING N N 84 01A C2P H2PA SING N N 85 01A S1P C1 SING N N 86 01A C1 C SING N N 87 01A C1 H1 SING N N 88 01A C1 H1A SING N N 89 01A "C1'" C SING N N 90 01A C O2 DOUB N N 91 01A C2 "C1'" DOUB Y N 92 01A "C1'" C6 SING Y N 93 01A C5 C6 DOUB Y N 94 01A C6 H6 SING N N 95 01A C4 C5 SING Y N 96 01A C5 H5 SING N N 97 01A C3 C2 SING Y N 98 01A C2 H2 SING N N 99 01A C3 C4 DOUB Y N 100 01A C3 H3 SING N N 101 01A C4 CL4A SING N N 102 # 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 01A SMILES ACDLabs 10.04 "Clc1ccc(cc1)C(=O)CSCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OCC4OC(n3cnc2c(ncnc23)N)C(O)C4OP(=O)(O)O" 01A SMILES_CANONICAL CACTVS 3.341 "CC(C)(CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O[P](O)(O)=O)n2cnc3c(N)ncnc23)[C@@H](O)C(=O)NCCC(=O)NCCSCC(=O)c4ccc(Cl)cc4" 01A SMILES CACTVS 3.341 "CC(C)(CO[P](O)(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O[P](O)(O)=O)n2cnc3c(N)ncnc23)[CH](O)C(=O)NCCC(=O)NCCSCC(=O)c4ccc(Cl)cc4" 01A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)(CO[P@@](=O)(O)O[P@@](=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)[C@H](C(=O)NCCC(=O)NCCSCC(=O)c4ccc(cc4)Cl)O" 01A SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)(COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)C(C(=O)NCCC(=O)NCCSCC(=O)c4ccc(cc4)Cl)O" 01A InChI InChI 1.03 ;InChI=1S/C29H41ClN7O17P3S/c1-29(2,24(41)27(42)33-8-7-20(39)32-9-10-58-12-18(38)16-3-5-17(30)6-4-16)13-51-57(48,49)54-56(46,47)50-11-19-23(53-55(43,44)45)22(40)28(52-19)37-15-36-21-25(31)34-14-35-26(21)37/h3-6,14-15,19,22-24,28,40-41H,7-13H2,1-2H3,(H,32,39)(H,33,42)(H,46,47)(H,48,49)(H2,31,34,35)(H2,43,44,45)/t19-,22-,23-,24+,28-/m1/s1 ; 01A InChIKey InChI 1.03 JKZHFXZXNBMAGG-VXAHOBLNSA-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 01A "SYSTEMATIC NAME" ACDLabs 10.04 ;[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]methyl (3R)-4-({3-[(2-{[2-(4-chlorophenyl)-2-oxoethyl]sulfanyl}ethyl)amino]-3-oxopropyl}amino)-3-hydroxy-2,2-dimethyl-4-oxobutyl dihydrogen diphosphate (non-preferred name) ; 01A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-oxolan-2-yl]methyl [[(3R)-4-[[3-[2-[2-(4-chlorophenyl)-2-oxo-ethyl]sulfanylethylamino]-3-oxo-propyl]amino]-3-hydroxy-2,2-dimethyl-4-oxo-butoxy]-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 01A "Create component" 2008-04-28 RCSB 01A "Modify aromatic_flag" 2011-06-04 RCSB 01A "Modify descriptor" 2011-06-04 RCSB #