data_7E3 # _chem_comp.id 7E3 _chem_comp.name "5-{4-[(1S,4S,6R)-6-[(3-chlorophenoxy)sulfonyl]-3-(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-2-en-2-yl]phenoxy}pentanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H27 Cl O8 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-10-28 _chem_comp.pdbx_modified_date 2017-01-13 _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 571.038 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ? _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 5TM4 _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 7E3 C01 C1 C 0 1 N N N 47.623 4.886 8.531 -1.225 2.868 -0.221 C01 7E3 1 7E3 C02 C2 C 0 1 N N S 46.640 5.884 9.127 -2.744 3.018 -0.341 C02 7E3 2 7E3 C03 C3 C 0 1 N N N 45.228 5.349 9.039 -3.335 1.802 0.438 C03 7E3 3 7E3 C04 C4 C 0 1 N N N 48.358 2.386 1.589 4.919 -0.797 -0.837 C04 7E3 4 7E3 C05 C5 C 0 1 N N N 48.155 1.174 0.713 6.304 -1.282 -1.272 C05 7E3 5 7E3 C06 C6 C 0 1 N N N 47.626 1.633 -0.631 7.007 -1.946 -0.086 C06 7E3 6 7E3 C07 C7 C 0 1 N N N 48.717 2.231 -1.504 8.392 -2.431 -0.521 C07 7E3 7 7E3 C08 C8 C 0 1 N N N 48.501 1.837 -2.942 9.084 -3.085 0.647 C08 7E3 8 7E3 C09 C9 C 0 1 Y N N 43.572 7.283 4.689 -4.611 -1.719 0.806 C09 7E3 9 7E3 C10 C10 C 0 1 Y N N 42.677 7.556 3.767 -4.989 -3.013 0.478 C10 7E3 10 7E3 C11 C11 C 0 1 Y N N 42.721 8.666 3.068 -4.411 -4.086 1.131 C11 7E3 11 7E3 C12 C12 C 0 1 Y N N 43.665 9.563 3.277 -3.458 -3.870 2.110 C12 7E3 12 7E3 C13 C13 C 0 1 Y N N 44.581 9.336 4.218 -3.081 -2.581 2.438 C13 7E3 13 7E3 C14 C14 C 0 1 Y N N 44.518 8.203 4.908 -3.655 -1.505 1.788 C14 7E3 14 7E3 C15 C15 C 0 1 N N R 45.010 5.380 7.523 -2.950 0.613 -0.482 C15 7E3 15 7E3 C16 C16 C 0 1 N N N 47.379 4.960 7.211 -0.885 1.844 -1.043 C16 7E3 16 7E3 C17 C17 C 0 1 N N S 46.313 6.031 7.102 -2.198 1.334 -1.644 C17 7E3 17 7E3 C18 C18 C 0 1 Y N N 48.459 4.199 9.310 -0.317 3.676 0.612 C18 7E3 18 7E3 C19 C19 C 0 1 Y N N 47.676 4.198 6.157 0.467 1.309 -1.281 C19 7E3 19 7E3 C20 C20 C 0 1 Y N N 49.637 3.751 8.879 -0.413 3.626 2.006 C20 7E3 20 7E3 C21 C21 C 0 1 Y N N 50.470 3.085 9.652 0.439 4.384 2.780 C21 7E3 21 7E3 C22 C22 C 0 1 Y N N 50.153 2.842 10.906 1.392 5.196 2.178 C22 7E3 22 7E3 C23 C23 C 0 1 Y N N 48.989 3.281 11.346 1.491 5.248 0.794 C23 7E3 23 7E3 C24 C24 C 0 1 Y N N 48.169 3.952 10.567 0.648 4.490 0.011 C24 7E3 24 7E3 C25 C25 C 0 1 Y N N 47.870 4.738 4.967 1.054 1.424 -2.544 C25 7E3 25 7E3 C26 C26 C 0 1 Y N N 48.150 3.990 3.924 2.321 0.927 -2.761 C26 7E3 26 7E3 C27 C27 C 0 1 Y N N 48.257 2.665 3.983 3.014 0.312 -1.726 C27 7E3 27 7E3 C28 C28 C 0 1 Y N N 48.067 2.126 5.168 2.435 0.195 -0.469 C28 7E3 28 7E3 C29 C29 C 0 1 Y N N 47.779 2.880 6.198 1.169 0.690 -0.243 C29 7E3 29 7E3 O01 O1 O 0 1 N N N 50.949 2.175 11.718 2.229 5.941 2.946 O01 7E3 30 7E3 O02 O2 O 0 1 N N N 48.561 1.941 2.887 4.263 -0.177 -1.945 O02 7E3 31 7E3 O03 O3 O 0 1 N N N 49.446 0.969 -3.338 10.319 -3.589 0.498 O03 7E3 32 7E3 O04 O4 O 0 1 N N N 47.611 2.206 -3.664 8.528 -3.156 1.717 O04 7E3 33 7E3 O05 O5 O 0 1 N N N 43.485 6.140 5.395 -5.173 -0.662 0.162 O05 7E3 34 7E3 O06 O6 O 0 1 N N N 42.436 5.536 7.191 -5.308 0.683 -1.729 O06 7E3 35 7E3 O07 O7 O 0 1 N N N 43.510 7.658 7.346 -4.076 -1.462 -1.725 O07 7E3 36 7E3 O08 O8 O 0 1 N N N 46.558 6.869 8.169 -2.948 2.609 -1.735 O08 7E3 37 7E3 S01 S1 S 0 1 N N N 43.603 6.285 7.020 -4.430 -0.238 -1.097 S01 7E3 38 7E3 CL1 CL1 CL 0 0 N N N 41.542 8.878 1.868 -4.883 -5.706 0.722 CL1 7E3 39 7E3 H2 H2 H 0 1 N N N 46.919 6.218 10.137 -3.145 3.993 -0.066 H2 7E3 40 7E3 H3 H3 H 0 1 N N N 44.514 6.000 9.565 -2.869 1.703 1.418 H3 7E3 41 7E3 H4 H4 H 0 1 N N N 45.156 4.327 9.439 -4.418 1.888 0.531 H4 7E3 42 7E3 H5 H5 H 0 1 N N N 49.236 2.953 1.246 4.329 -1.646 -0.493 H5 7E3 43 7E3 H6 H6 H 0 1 N N N 47.467 3.030 1.549 5.025 -0.076 -0.027 H6 7E3 44 7E3 H7 H7 H 0 1 N N N 47.430 0.493 1.184 6.198 -2.004 -2.082 H7 7E3 45 7E3 H8 H8 H 0 1 N N N 49.113 0.651 0.575 6.895 -0.434 -1.616 H8 7E3 46 7E3 H9 H9 H 0 1 N N N 46.849 2.393 -0.465 7.113 -1.225 0.724 H9 7E3 47 7E3 H10 H10 H 0 1 N N N 47.188 0.769 -1.153 6.416 -2.795 0.258 H10 7E3 48 7E3 H11 H11 H 0 1 N N N 49.697 1.860 -1.168 8.286 -3.153 -1.331 H11 7E3 49 7E3 H12 H12 H 0 1 N N N 48.691 3.327 -1.419 8.983 -1.583 -0.865 H12 7E3 50 7E3 H13 H13 H 0 1 N N N 41.883 6.848 3.579 -5.733 -3.181 -0.286 H13 7E3 51 7E3 H14 H14 H 0 1 N N N 43.695 10.471 2.693 -3.009 -4.709 2.620 H14 7E3 52 7E3 H15 H15 H 0 1 N N N 45.359 10.059 4.415 -2.337 -2.414 3.203 H15 7E3 53 7E3 H16 H16 H 0 1 N N N 45.257 8.018 5.673 -3.356 -0.499 2.042 H16 7E3 54 7E3 H17 H17 H 0 1 N N N 44.927 4.361 7.118 -2.290 -0.083 0.036 H17 7E3 55 7E3 H19 H19 H 0 1 N N N 46.267 6.508 6.112 -2.104 0.775 -2.575 H19 7E3 56 7E3 H20 H20 H 0 1 N N N 49.921 3.941 7.854 -1.153 2.996 2.474 H20 7E3 57 7E3 H21 H21 H 0 1 N N N 51.413 2.738 9.257 0.365 4.346 3.857 H21 7E3 58 7E3 H22 H22 H 0 1 N N N 48.703 3.085 12.369 2.233 5.881 0.331 H22 7E3 59 7E3 H23 H23 H 0 1 N N N 47.233 4.309 10.971 0.729 4.529 -1.065 H23 7E3 60 7E3 H24 H24 H 0 1 N N N 47.797 5.809 4.850 0.515 1.901 -3.349 H24 7E3 61 7E3 H25 H25 H 0 1 N N N 48.301 4.475 2.971 2.775 1.015 -3.737 H25 7E3 62 7E3 H26 H26 H 0 1 N N N 48.149 1.056 5.291 2.978 -0.284 0.332 H26 7E3 63 7E3 H27 H27 H 0 1 N N N 47.614 2.392 7.147 0.721 0.602 0.736 H27 7E3 64 7E3 H28 H28 H 0 1 N N N 50.543 2.106 12.574 3.050 5.490 3.185 H28 7E3 65 7E3 H29 H29 H 0 1 N N N 49.288 0.718 -4.240 10.723 -3.999 1.276 H29 7E3 66 # 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 7E3 O04 C08 DOUB N N 1 7E3 O03 C08 SING N N 2 7E3 C08 C07 SING N N 3 7E3 C07 C06 SING N N 4 7E3 C06 C05 SING N N 5 7E3 C05 C04 SING N N 6 7E3 C04 O02 SING N N 7 7E3 CL1 C11 SING N N 8 7E3 O02 C27 SING N N 9 7E3 C11 C12 DOUB Y N 10 7E3 C11 C10 SING Y N 11 7E3 C12 C13 SING Y N 12 7E3 C10 C09 DOUB Y N 13 7E3 C26 C27 DOUB Y N 14 7E3 C26 C25 SING Y N 15 7E3 C27 C28 SING Y N 16 7E3 C13 C14 DOUB Y N 17 7E3 C09 C14 SING Y N 18 7E3 C09 O05 SING N N 19 7E3 C25 C19 DOUB Y N 20 7E3 C28 C29 DOUB Y N 21 7E3 O05 S01 SING N N 22 7E3 C19 C29 SING Y N 23 7E3 C19 C16 SING N N 24 7E3 S01 O06 DOUB N N 25 7E3 S01 O07 DOUB N N 26 7E3 S01 C15 SING N N 27 7E3 C17 C16 SING N N 28 7E3 C17 C15 SING N N 29 7E3 C17 O08 SING N N 30 7E3 C16 C01 DOUB N N 31 7E3 C15 C03 SING N N 32 7E3 O08 C02 SING N N 33 7E3 C01 C02 SING N N 34 7E3 C01 C18 SING N N 35 7E3 C20 C18 DOUB Y N 36 7E3 C20 C21 SING Y N 37 7E3 C03 C02 SING N N 38 7E3 C18 C24 SING Y N 39 7E3 C21 C22 DOUB Y N 40 7E3 C24 C23 DOUB Y N 41 7E3 C22 C23 SING Y N 42 7E3 C22 O01 SING N N 43 7E3 C02 H2 SING N N 44 7E3 C03 H3 SING N N 45 7E3 C03 H4 SING N N 46 7E3 C04 H5 SING N N 47 7E3 C04 H6 SING N N 48 7E3 C05 H7 SING N N 49 7E3 C05 H8 SING N N 50 7E3 C06 H9 SING N N 51 7E3 C06 H10 SING N N 52 7E3 C07 H11 SING N N 53 7E3 C07 H12 SING N N 54 7E3 C10 H13 SING N N 55 7E3 C12 H14 SING N N 56 7E3 C13 H15 SING N N 57 7E3 C14 H16 SING N N 58 7E3 C15 H17 SING N N 59 7E3 C17 H19 SING N N 60 7E3 C20 H20 SING N N 61 7E3 C21 H21 SING N N 62 7E3 C23 H22 SING N N 63 7E3 C24 H23 SING N N 64 7E3 C25 H24 SING N N 65 7E3 C26 H25 SING N N 66 7E3 C28 H26 SING N N 67 7E3 C29 H27 SING N N 68 7E3 O01 H28 SING N N 69 7E3 O03 H29 SING N N 70 # 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 7E3 SMILES ACDLabs 12.01 "C=1(C3CC(C(C=1c2ccc(cc2)OCCCCC(O)=O)O3)S(Oc4cccc(c4)Cl)(=O)=O)c5ccc(cc5)O" 7E3 InChI InChI 1.03 "InChI=1S/C29H27ClO8S/c30-20-4-3-5-23(16-20)38-39(34,35)25-17-24-27(18-7-11-21(31)12-8-18)28(29(25)37-24)19-9-13-22(14-10-19)36-15-2-1-6-26(32)33/h3-5,7-14,16,24-25,29,31H,1-2,6,15,17H2,(H,32,33)/t24-,25+,29+/m0/s1" 7E3 InChIKey InChI 1.03 HNARFQKWJFMVHB-BOCWGRARSA-N 7E3 SMILES_CANONICAL CACTVS 3.385 "OC(=O)CCCCOc1ccc(cc1)C2=C([C@@H]3C[C@H]([C@H]2O3)[S](=O)(=O)Oc4cccc(Cl)c4)c5ccc(O)cc5" 7E3 SMILES CACTVS 3.385 "OC(=O)CCCCOc1ccc(cc1)C2=C([CH]3C[CH]([CH]2O3)[S](=O)(=O)Oc4cccc(Cl)c4)c5ccc(O)cc5" 7E3 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(cc(c1)Cl)OS(=O)(=O)[C@@H]2C[C@H]3C(=C([C@@H]2O3)c4ccc(cc4)OCCCCC(=O)O)c5ccc(cc5)O" 7E3 SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(cc(c1)Cl)OS(=O)(=O)C2CC3C(=C(C2O3)c4ccc(cc4)OCCCCC(=O)O)c5ccc(cc5)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 7E3 "SYSTEMATIC NAME" ACDLabs 12.01 "5-{4-[(1S,4S,6R)-6-[(3-chlorophenoxy)sulfonyl]-3-(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-2-en-2-yl]phenoxy}pentanoic acid" 7E3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "5-[4-[(1~{S},4~{S},6~{R})-6-(3-chloranylphenoxy)sulfonyl-3-(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-2-en-2-yl]phenoxy]pentanoic 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 7E3 "Create component" 2016-10-28 RCSB 7E3 "Initial release" 2017-01-18 RCSB #