data_ON5 # _chem_comp.id ON5 _chem_comp.name "(Z)-7-[(1R,2R,3R,5R)-5-chloranyl-3-oxidanyl-2-[(E,3S)-3-oxidanyloct-1-enyl]cyclopentyl]hept-5-enoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H33 Cl O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-26 _chem_comp.pdbx_modified_date 2014-09-12 _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 372.927 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ON5 _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 3WIF _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 ON5 C20 C20 C 0 1 N N N 6.241 -13.449 31.628 8.781 3.388 -0.343 C20 ON5 1 ON5 C19 C19 C 0 1 N N N 7.498 -12.845 32.236 7.648 2.896 0.560 C19 ON5 2 ON5 C18 C18 C 0 1 N N N 8.738 -13.375 31.520 6.545 2.272 -0.298 C18 ON5 3 ON5 C17 C17 C 0 1 N N N 10.024 -12.833 32.150 5.413 1.780 0.606 C17 ON5 4 ON5 C16 C16 C 0 1 N N N 10.210 -11.289 32.045 4.311 1.156 -0.252 C16 ON5 5 ON5 C15 C15 C 0 1 N N S 11.715 -10.870 32.168 3.178 0.664 0.652 C15 ON5 6 ON5 O15 O15 O 0 1 N N N 12.499 -11.497 31.147 3.657 -0.396 1.481 O15 ON5 7 ON5 C14 C14 C 0 1 N N N 12.396 -11.216 33.464 2.039 0.162 -0.198 C14 ON5 8 ON5 C13 C13 C 0 1 N N N 13.109 -10.366 34.208 1.580 -1.053 -0.027 C13 ON5 9 ON5 C12 C12 C 0 1 N N R 13.811 -10.789 35.446 0.442 -1.555 -0.877 C12 ON5 10 ON5 C11 C11 C 0 1 N N R 15.332 -10.691 35.229 0.864 -2.839 -1.621 C11 ON5 11 ON5 O11 O11 O 0 1 N N N 15.838 -11.842 34.569 0.250 -2.894 -2.910 O11 ON5 12 ON5 C10 C10 C 0 1 N N N 15.919 -10.597 36.638 0.343 -3.987 -0.722 C10 ON5 13 ON5 C9 C9 C 0 1 N N R 14.711 -10.502 37.580 -1.015 -3.439 -0.219 C9 ON5 14 ON5 CL9 CL9 CL 0 0 N N N 15.045 -9.464 38.975 -1.488 -4.244 1.323 CL9 ON5 15 ON5 C8 C8 C 0 1 N N R 13.577 -9.953 36.715 -0.753 -1.937 0.015 C8 ON5 16 ON5 C7 C7 C 0 1 N N N 12.194 -10.168 37.335 -1.985 -1.122 -0.383 C7 ON5 17 ON5 C6 C6 C 0 1 N N N 11.781 -11.596 37.535 -3.112 -1.415 0.575 C6 ON5 18 ON5 C5 C5 C 0 1 N N N 11.756 -12.290 38.683 -3.735 -0.431 1.174 C5 ON5 19 ON5 C4 C4 C 0 1 N N N 12.116 -11.725 40.024 -3.443 0.995 0.783 C4 ON5 20 ON5 C3 C3 C 0 1 N N N 13.065 -12.656 40.802 -4.752 1.705 0.429 C3 ON5 21 ON5 C2 C2 C 0 1 N N N 13.762 -11.993 41.985 -4.455 3.153 0.032 C2 ON5 22 ON5 C1 C1 C 0 1 N N N 14.712 -12.932 42.689 -5.744 3.852 -0.316 C1 ON5 23 ON5 O1A O1A O 0 1 N N N 15.653 -13.444 42.048 -6.792 3.254 -0.252 O1A ON5 24 ON5 O1B O1B O 0 1 N N N 14.557 -13.190 43.902 -5.728 5.140 -0.696 O1B ON5 25 ON5 H1 H1 H 0 1 N N N 5.356 -13.059 32.152 9.566 3.832 0.268 H1 ON5 26 ON5 H2 H2 H 0 1 N N N 6.184 -13.181 30.563 9.189 2.547 -0.905 H2 ON5 27 ON5 H3 H3 H 0 1 N N N 6.275 -14.544 31.729 8.394 4.134 -1.037 H3 ON5 28 ON5 H4 H4 H 0 1 N N N 7.551 -13.113 33.301 8.035 2.149 1.254 H4 ON5 29 ON5 H5 H5 H 0 1 N N N 7.460 -11.750 32.135 7.240 3.736 1.122 H5 ON5 30 ON5 H6 H6 H 0 1 N N N 8.700 -13.068 30.464 6.159 3.019 -0.991 H6 ON5 31 ON5 H7 H7 H 0 1 N N N 8.745 -14.473 31.582 6.954 1.432 -0.859 H7 ON5 32 ON5 H8 H8 H 0 1 N N N 10.022 -13.105 33.216 5.800 1.033 1.300 H8 ON5 33 ON5 H9 H9 H 0 1 N N N 10.878 -13.314 31.650 5.005 2.621 1.167 H9 ON5 34 ON5 H10 H10 H 0 1 N N N 9.825 -10.950 31.072 3.924 1.903 -0.945 H10 ON5 35 ON5 H11 H11 H 0 1 N N N 9.640 -10.807 32.853 4.719 0.316 -0.813 H11 ON5 36 ON5 H12 H12 H 0 1 N N N 11.763 -9.779 32.038 2.829 1.486 1.277 H12 ON5 37 ON5 H13 H13 H 0 1 N N N 13.407 -11.232 31.237 3.984 -1.163 0.990 H13 ON5 38 ON5 H14 H14 H 0 1 N N N 12.301 -12.231 33.821 1.602 0.804 -0.949 H14 ON5 39 ON5 H15 H15 H 0 1 N N N 13.177 -9.334 33.898 2.018 -1.694 0.724 H15 ON5 40 ON5 H16 H16 H 0 1 N N N 13.557 -11.836 35.666 0.144 -0.789 -1.592 H16 ON5 41 ON5 H17 H17 H 0 1 N N N 15.566 -9.774 34.668 1.949 -2.887 -1.712 H17 ON5 42 ON5 H18 H18 H 0 1 N N N 16.776 -11.752 34.450 0.481 -3.681 -3.422 H18 ON5 43 ON5 H19 H19 H 0 1 N N N 16.515 -11.493 36.867 0.200 -4.898 -1.304 H19 ON5 44 ON5 H20 H20 H 0 1 N N N 16.551 -9.702 36.732 1.022 -4.163 0.112 H20 ON5 45 ON5 H21 H21 H 0 1 N N N 14.450 -11.499 37.965 -1.788 -3.580 -0.975 H21 ON5 46 ON5 H22 H22 H 0 1 N N N 13.739 -8.886 36.503 -0.510 -1.758 1.062 H22 ON5 47 ON5 H23 H23 H 0 1 N N N 12.184 -9.674 38.318 -1.745 -0.059 -0.347 H23 ON5 48 ON5 H24 H24 H 0 1 N N N 11.452 -9.691 36.677 -2.289 -1.392 -1.394 H24 ON5 49 ON5 H25 H25 H 0 1 N N N 11.466 -12.129 36.650 -3.405 -2.436 0.767 H25 ON5 50 ON5 H26 H26 H 0 1 N N N 11.456 -13.327 38.638 -4.458 -0.641 1.948 H26 ON5 51 ON5 H27 H27 H 0 1 N N N 12.610 -10.753 39.880 -2.964 1.510 1.615 H27 ON5 52 ON5 H28 H28 H 0 1 N N N 11.196 -11.585 40.610 -2.779 1.006 -0.082 H28 ON5 53 ON5 H29 H29 H 0 1 N N N 12.480 -13.507 41.180 -5.231 1.191 -0.404 H29 ON5 54 ON5 H30 H30 H 0 1 N N N 13.836 -13.021 40.108 -5.416 1.694 1.294 H30 ON5 55 ON5 H31 H31 H 0 1 N N N 14.329 -11.124 41.620 -3.976 3.667 0.865 H31 ON5 56 ON5 H32 H32 H 0 1 N N N 12.999 -11.658 42.703 -3.791 3.164 -0.832 H32 ON5 57 ON5 H33 H33 H 0 1 N N N 15.236 -13.790 44.188 -6.579 5.545 -0.909 H33 ON5 58 # 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 ON5 O15 C15 SING N N 1 ON5 C18 C17 SING N N 2 ON5 C18 C19 SING N N 3 ON5 C20 C19 SING N N 4 ON5 C16 C17 SING N N 5 ON5 C16 C15 SING N N 6 ON5 C15 C14 SING N N 7 ON5 C14 C13 DOUB N E 8 ON5 C13 C12 SING N N 9 ON5 O11 C11 SING N N 10 ON5 C11 C12 SING N N 11 ON5 C11 C10 SING N N 12 ON5 C12 C8 SING N N 13 ON5 C10 C9 SING N N 14 ON5 C8 C7 SING N N 15 ON5 C8 C9 SING N N 16 ON5 C7 C6 SING N N 17 ON5 C6 C5 DOUB N Z 18 ON5 C9 CL9 SING N N 19 ON5 C5 C4 SING N N 20 ON5 C4 C3 SING N N 21 ON5 C3 C2 SING N N 22 ON5 C2 C1 SING N N 23 ON5 O1A C1 DOUB N N 24 ON5 C1 O1B SING N N 25 ON5 C20 H1 SING N N 26 ON5 C20 H2 SING N N 27 ON5 C20 H3 SING N N 28 ON5 C19 H4 SING N N 29 ON5 C19 H5 SING N N 30 ON5 C18 H6 SING N N 31 ON5 C18 H7 SING N N 32 ON5 C17 H8 SING N N 33 ON5 C17 H9 SING N N 34 ON5 C16 H10 SING N N 35 ON5 C16 H11 SING N N 36 ON5 C15 H12 SING N N 37 ON5 O15 H13 SING N N 38 ON5 C14 H14 SING N N 39 ON5 C13 H15 SING N N 40 ON5 C12 H16 SING N N 41 ON5 C11 H17 SING N N 42 ON5 O11 H18 SING N N 43 ON5 C10 H19 SING N N 44 ON5 C10 H20 SING N N 45 ON5 C9 H21 SING N N 46 ON5 C8 H22 SING N N 47 ON5 C7 H23 SING N N 48 ON5 C7 H24 SING N N 49 ON5 C6 H25 SING N N 50 ON5 C5 H26 SING N N 51 ON5 C4 H27 SING N N 52 ON5 C4 H28 SING N N 53 ON5 C3 H29 SING N N 54 ON5 C3 H30 SING N N 55 ON5 C2 H31 SING N N 56 ON5 C2 H32 SING N N 57 ON5 O1B H33 SING N N 58 # 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 ON5 SMILES ACDLabs 12.01 "ClC1CC(O)C(/C=C/C(O)CCCCC)C1C\C=C/CCCC(=O)O" ON5 InChI InChI 1.03 "InChI=1S/C20H33ClO4/c1-2-3-6-9-15(22)12-13-17-16(18(21)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-19,22-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18+,19+/m0/s1" ON5 InChIKey InChI 1.03 RDZUDQFNGNUIKH-JZFBHDEDSA-N ON5 SMILES_CANONICAL CACTVS 3.385 "CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@@H](Cl)[C@@H]1C\C=C/CCCC(O)=O" ON5 SMILES CACTVS 3.385 "CCCCC[CH](O)C=C[CH]1[CH](O)C[CH](Cl)[CH]1CC=CCCCC(O)=O" ON5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCCCC[C@@H](/C=C/[C@H]1[C@@H](C[C@H]([C@@H]1C/C=C\CCCC(=O)O)Cl)O)O" ON5 SMILES "OpenEye OEToolkits" 1.7.6 "CCCCCC(C=CC1C(CC(C1CC=CCCCC(=O)O)Cl)O)O" # 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 ON5 "SYSTEMATIC NAME" ACDLabs 12.01 "(5Z,9beta,11alpha,12alpha,13E,15S)-9-chloro-11,15-dihydroxyprosta-5,13-dien-1-oic acid" ON5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(Z)-7-[(1R,2R,3R,5R)-5-chloranyl-3-oxidanyl-2-[(E,3S)-3-oxidanyloct-1-enyl]cyclopentyl]hept-5-enoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ON5 "Create component" 2013-09-26 PDBJ ON5 "Initial release" 2014-09-17 RCSB #