data_O5B # _chem_comp.id O5B _chem_comp.name "trans-4-[(3aR,9bR)-9b-[(4-fluorophenyl)sulfonyl]-7-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)-1,2,3a,4,5,9b-hexahydro-3H-benzo[e]indole-3-carbonyl]cyclohexane-1-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H27 F8 N O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-08-20 _chem_comp.pdbx_modified_date 2019-11-01 _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 653.581 _chem_comp.one_letter_code ? _chem_comp.three_letter_code O5B _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 6U25 _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 O5B C1 C1 C 0 1 N N N 66.316 37.604 13.409 -1.133 -1.086 1.408 C1 O5B 1 O5B C2 C2 C 0 1 N N N 65.130 38.075 14.258 -2.636 -0.883 1.117 C2 O5B 2 O5B N3 N1 N 0 1 N N N 64.809 36.878 15.056 -2.738 -0.102 -0.125 N3 O5B 3 O5B C4 C3 C 0 1 N N R 66.072 36.280 15.514 -1.374 0.163 -0.630 C4 O5B 4 O5B C5 C4 C 0 1 N N R 67.041 36.559 14.301 -0.473 0.062 0.611 C5 O5B 5 O5B C6 C5 C 0 1 N N N 66.529 36.837 16.863 -1.013 -0.948 -1.619 C6 O5B 6 O5B C7 C6 C 0 1 N N N 68.001 36.555 17.125 0.403 -0.720 -2.139 C7 O5B 7 O5B C8 C7 C 0 1 Y N N 68.901 36.989 15.993 1.364 -0.639 -0.981 C8 O5B 8 O5B C9 C8 C 0 1 Y N N 68.448 37.041 14.664 0.947 -0.278 0.281 C9 O5B 9 O5B C10 C9 C 0 1 Y N N 70.220 37.347 16.274 2.697 -0.940 -1.215 C10 O5B 10 O5B C11 C10 C 0 1 Y N N 71.108 37.759 15.282 3.619 -0.882 -0.190 C11 O5B 11 O5B C12 C11 C 0 1 Y N N 70.632 37.827 13.977 3.206 -0.520 1.079 C12 O5B 12 O5B C13 C12 C 0 1 Y N N 69.330 37.477 13.678 1.881 -0.220 1.311 C13 O5B 13 O5B C14 C13 C 0 1 N N N 72.567 38.086 15.616 5.066 -1.212 -0.452 C14 O5B 14 O5B S15 S1 S 0 1 N N N 67.368 34.973 13.441 -0.534 1.600 1.571 S15 O5B 15 O5B C16 C14 C 0 1 Y N N 68.415 34.073 14.541 0.327 2.773 0.579 C16 O5B 16 O5B C17 C15 C 0 1 Y N N 69.793 34.220 14.452 1.702 2.882 0.675 C17 O5B 17 O5B C18 C16 C 0 1 Y N N 70.606 33.553 15.351 2.379 3.803 -0.103 C18 O5B 18 O5B C19 C17 C 0 1 Y N N 68.657 32.586 16.402 0.303 4.500 -1.079 C19 O5B 19 O5B C20 C18 C 0 1 Y N N 67.843 33.254 15.505 -0.371 3.580 -0.300 C20 O5B 20 O5B C21 C19 C 0 1 Y N N 70.015 32.758 16.305 1.680 4.615 -0.979 C21 O5B 21 O5B F22 F1 F 0 1 N N N 70.810 32.122 17.198 2.340 5.515 -1.740 F22 O5B 22 O5B O23 O1 O 0 1 N N N 68.110 35.259 12.241 -1.863 2.099 1.630 O23 O5B 23 O5B O24 O2 O 0 1 N N N 66.126 34.258 13.329 0.258 1.485 2.746 O24 O5B 24 O5B C25 C20 C 0 1 N N N 73.264 39.048 14.589 5.926 -0.673 0.693 C25 O5B 25 O5B C26 C21 C 0 1 N N N 73.395 36.783 15.820 5.234 -2.729 -0.546 C26 O5B 26 O5B F27 F2 F 0 1 N N N 72.653 38.742 16.828 5.468 -0.622 -1.655 F27 O5B 27 O5B F28 F3 F 0 1 N N N 73.321 35.980 14.757 4.827 -3.319 0.656 F28 O5B 28 O5B F29 F4 F 0 1 N N N 74.684 37.053 16.022 4.452 -3.221 -1.596 F29 O5B 29 O5B F30 F5 F 0 1 N N N 72.963 36.088 16.869 6.579 -3.035 -0.783 F30 O5B 30 O5B F31 F6 F 0 1 N N N 72.480 40.069 14.243 7.279 -0.836 0.376 F31 O5B 31 O5B F32 F7 F 0 1 N N N 73.614 38.420 13.465 5.653 0.686 0.882 F32 O5B 32 O5B F33 F8 F 0 1 N N N 74.376 39.559 15.108 5.634 -1.375 1.867 F33 O5B 33 O5B C34 C22 C 0 1 N N N 63.643 36.299 15.429 -3.884 0.305 -0.706 C34 O5B 34 O5B C35 C23 C 0 1 N N N 62.333 36.976 15.029 -5.212 -0.120 -0.133 C35 O5B 35 O5B O36 O3 O 0 1 N N N 63.632 35.255 16.053 -3.847 1.013 -1.690 O36 O5B 36 O5B C37 C24 C 0 1 N N N 61.142 36.028 15.278 -6.336 0.664 -0.813 C37 O5B 37 O5B C38 C25 C 0 1 N N N 59.802 36.703 14.945 -7.683 0.233 -0.231 C38 O5B 38 O5B C39 C26 C 0 1 N N N 59.608 37.991 15.764 -7.887 -1.264 -0.474 C39 O5B 39 O5B C40 C27 C 0 1 N N N 60.794 38.939 15.517 -6.764 -2.049 0.207 C40 O5B 40 O5B C41 C28 C 0 1 N N N 62.126 38.261 15.856 -5.416 -1.617 -0.375 C41 O5B 41 O5B C42 C29 C 0 1 N N N 58.261 38.645 15.517 -9.215 -1.689 0.100 C42 O5B 42 O5B O43 O4 O 0 1 N N N 58.298 39.956 15.456 -9.608 -2.969 0.003 O43 O5B 43 O5B O44 O5 O 0 1 N N N 57.235 38.011 15.388 -9.925 -0.878 0.646 O44 O5B 44 O5B H1 H1 H 0 1 N N N 65.966 37.142 12.474 -0.929 -0.984 2.474 H1 O5B 45 O5B H2 H2 H 0 1 N N N 66.984 38.445 13.174 -0.796 -2.056 1.041 H2 O5B 46 O5B H3 H3 H 0 1 N N N 65.415 38.918 14.904 -3.123 -1.850 0.987 H3 O5B 47 O5B H4 H4 H 0 1 N N N 64.280 38.369 13.624 -3.103 -0.339 1.937 H4 O5B 48 O5B H5 H5 H 0 1 N N N 65.948 35.191 15.607 -1.310 1.145 -1.100 H5 O5B 49 O5B H6 H6 H 0 1 N N N 66.369 37.925 16.871 -1.066 -1.914 -1.116 H6 O5B 50 O5B H7 H7 H 0 1 N N N 65.931 36.372 17.661 -1.714 -0.934 -2.454 H7 O5B 51 O5B H8 H8 H 0 1 N N N 68.128 35.473 17.277 0.688 -1.548 -2.788 H8 O5B 52 O5B H9 H9 H 0 1 N N N 68.303 37.091 18.037 0.437 0.212 -2.703 H9 O5B 53 O5B H10 H10 H 0 1 N N N 70.565 37.303 17.296 3.016 -1.223 -2.208 H10 O5B 54 O5B H11 H11 H 0 1 N N N 71.290 38.158 13.187 3.921 -0.473 1.887 H11 O5B 55 O5B H12 H12 H 0 1 N N N 68.988 37.543 12.656 1.564 0.062 2.304 H12 O5B 56 O5B H13 H13 H 0 1 N N N 70.226 34.849 13.688 2.247 2.249 1.359 H13 O5B 57 O5B H14 H14 H 0 1 N N N 71.680 33.654 15.305 3.453 3.888 -0.027 H14 O5B 58 O5B H15 H15 H 0 1 N N N 68.234 31.944 17.161 -0.243 5.130 -1.766 H15 O5B 59 O5B H16 H16 H 0 1 N N N 66.770 33.139 15.554 -1.445 3.490 -0.378 H16 O5B 60 O5B H17 H17 H 0 1 N N N 62.369 37.236 13.961 -5.226 0.080 0.938 H17 O5B 61 O5B H18 H18 H 0 1 N N N 61.138 35.730 16.337 -6.190 1.731 -0.641 H18 O5B 62 O5B H19 H19 H 0 1 N N N 61.259 35.135 14.646 -6.321 0.465 -1.884 H19 O5B 63 O5B H20 H20 H 0 1 N N N 59.783 36.953 13.874 -7.697 0.433 0.840 H20 O5B 64 O5B H21 H21 H 0 1 N N N 58.983 36.006 15.174 -8.484 0.792 -0.716 H21 O5B 65 O5B H22 H22 H 0 1 N N N 59.641 37.705 16.826 -7.873 -1.464 -1.545 H22 O5B 66 O5B H23 H23 H 0 1 N N N 60.802 39.235 14.458 -6.778 -1.849 1.278 H23 O5B 67 O5B H24 H24 H 0 1 N N N 60.676 39.833 16.147 -6.909 -3.115 0.034 H24 O5B 68 O5B H25 H25 H 0 1 N N N 62.134 38.003 16.925 -5.402 -1.817 -1.446 H25 O5B 69 O5B H26 H26 H 0 1 N N N 62.948 38.960 15.642 -4.615 -2.176 0.109 H26 O5B 70 O5B H27 H27 H 0 1 N N N 57.423 40.291 15.301 -10.468 -3.194 0.386 H27 O5B 71 # # 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 O5B O23 S15 DOUB N N 1 O5B O24 S15 DOUB N N 2 O5B C1 C2 SING N N 3 O5B C1 C5 SING N N 4 O5B S15 C5 SING N N 5 O5B S15 C16 SING N N 6 O5B F32 C25 SING N N 7 O5B C13 C12 DOUB Y N 8 O5B C13 C9 SING Y N 9 O5B C12 C11 SING Y N 10 O5B F31 C25 SING N N 11 O5B C2 N3 SING N N 12 O5B C5 C9 SING N N 13 O5B C5 C4 SING N N 14 O5B C17 C16 DOUB Y N 15 O5B C17 C18 SING Y N 16 O5B C16 C20 SING Y N 17 O5B C25 F33 SING N N 18 O5B C25 C14 SING N N 19 O5B C9 C8 DOUB Y N 20 O5B F28 C26 SING N N 21 O5B C38 C37 SING N N 22 O5B C38 C39 SING N N 23 O5B C35 C37 SING N N 24 O5B C35 C34 SING N N 25 O5B C35 C41 SING N N 26 O5B N3 C34 SING N N 27 O5B N3 C4 SING N N 28 O5B C11 C14 SING N N 29 O5B C11 C10 DOUB Y N 30 O5B C18 C21 DOUB Y N 31 O5B O44 C42 DOUB N N 32 O5B C34 O36 DOUB N N 33 O5B O43 C42 SING N N 34 O5B C20 C19 DOUB Y N 35 O5B C4 C6 SING N N 36 O5B C42 C39 SING N N 37 O5B C40 C39 SING N N 38 O5B C40 C41 SING N N 39 O5B C14 C26 SING N N 40 O5B C14 F27 SING N N 41 O5B C26 F29 SING N N 42 O5B C26 F30 SING N N 43 O5B C8 C10 SING Y N 44 O5B C8 C7 SING N N 45 O5B C21 C19 SING Y N 46 O5B C21 F22 SING N N 47 O5B C6 C7 SING N N 48 O5B C1 H1 SING N N 49 O5B C1 H2 SING N N 50 O5B C2 H3 SING N N 51 O5B C2 H4 SING N N 52 O5B C4 H5 SING N N 53 O5B C6 H6 SING N N 54 O5B C6 H7 SING N N 55 O5B C7 H8 SING N N 56 O5B C7 H9 SING N N 57 O5B C10 H10 SING N N 58 O5B C12 H11 SING N N 59 O5B C13 H12 SING N N 60 O5B C17 H13 SING N N 61 O5B C18 H14 SING N N 62 O5B C19 H15 SING N N 63 O5B C20 H16 SING N N 64 O5B C35 H17 SING N N 65 O5B C37 H18 SING N N 66 O5B C37 H19 SING N N 67 O5B C38 H20 SING N N 68 O5B C38 H21 SING N N 69 O5B C39 H22 SING N N 70 O5B C40 H23 SING N N 71 O5B C40 H24 SING N N 72 O5B C41 H25 SING N N 73 O5B C41 H26 SING N N 74 O5B O43 H27 SING N N 75 # # 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 O5B SMILES ACDLabs 12.01 "C2CN(C(=O)C1CCC(CC1)C(O)=O)C3CCc5cc(C(C(F)(F)F)(F)C(F)(F)F)ccc5C23S(c4ccc(cc4)F)(=O)=O" O5B InChI InChI 1.03 "InChI=1S/C29H27F8NO5S/c30-20-7-9-21(10-8-20)44(42,43)26-13-14-38(24(39)16-1-3-17(4-2-16)25(40)41)23(26)12-5-18-15-19(6-11-22(18)26)27(31,28(32,33)34)29(35,36)37/h6-11,15-17,23H,1-5,12-14H2,(H,40,41)/t16-,17-,23-,26-/m1/s1" O5B InChIKey InChI 1.03 FEJZVGPREBSBIT-NIULTJEISA-N O5B SMILES_CANONICAL CACTVS 3.385 "OC(=O)[C@H]1CC[C@@H](CC1)C(=O)N2CC[C@@]3([C@H]2CCc4cc(ccc34)C(F)(C(F)(F)F)C(F)(F)F)[S](=O)(=O)c5ccc(F)cc5" O5B SMILES CACTVS 3.385 "OC(=O)[CH]1CC[CH](CC1)C(=O)N2CC[C]3([CH]2CCc4cc(ccc34)C(F)(C(F)(F)F)C(F)(F)F)[S](=O)(=O)c5ccc(F)cc5" O5B SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1F)S(=O)(=O)[C@@]23CCN([C@@H]2CCc4c3ccc(c4)C(C(F)(F)F)(C(F)(F)F)F)C(=O)C5CCC(CC5)C(=O)O" O5B SMILES "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1F)S(=O)(=O)C23CCN(C2CCc4c3ccc(c4)C(C(F)(F)F)(C(F)(F)F)F)C(=O)C5CCC(CC5)C(=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 O5B "SYSTEMATIC NAME" ACDLabs 12.01 "trans-4-[(3aR,9bR)-9b-[(4-fluorophenyl)sulfonyl]-7-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)-1,2,3a,4,5,9b-hexahydro-3H-benzo[e]indole-3-carbonyl]cyclohexane-1-carboxylic acid" O5B "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "4-[[(3~{a}~{R},9~{b}~{R})-9~{b}-(4-fluorophenyl)sulfonyl-7-[1,1,1,2,3,3,3-heptakis(fluoranyl)propan-2-yl]-2,3~{a},4,5-tetrahydro-1~{H}-benzo[e]indol-3-yl]carbonyl]cyclohexane-1-carboxylic 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 O5B "Create component" 2019-08-20 RCSB O5B "Initial release" 2019-11-06 RCSB ##