data_O5A # _chem_comp.id O5A _chem_comp.name "trans-4-{(3R)-3-[(4-fluorophenyl)sulfonyl]-3-[4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)phenyl]pyrrolidine-1-carbonyl}cyclohexane-1-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H25 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 2019-06-11 _chem_comp.pdbx_modified_date 2019-07-12 _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 627.543 _chem_comp.one_letter_code ? _chem_comp.three_letter_code O5A _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 6P9F _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 O5A C1 C1 C 0 1 Y N N -7.872 7.609 -6.142 -2.931 0.244 0.902 C1 O5A 1 O5A C2 C2 C 0 1 Y N N -7.673 8.069 -4.843 -2.873 1.504 0.338 C2 O5A 2 O5A C3 C3 C 0 1 Y N N -7.123 7.183 -3.921 -1.673 1.992 -0.144 C3 O5A 3 O5A C4 C4 C 0 1 Y N N -6.704 5.920 -4.304 -0.530 1.218 -0.061 C4 O5A 4 O5A C5 C5 C 0 1 Y N N -6.815 5.495 -5.624 -0.588 -0.043 0.503 C5 O5A 5 O5A C6 C6 C 0 1 Y N N -7.460 6.343 -6.521 -1.787 -0.527 0.990 C6 O5A 6 O5A C7 C7 C 0 1 N N N -7.909 9.578 -4.469 -4.119 2.347 0.247 C7 O5A 7 O5A C8 C8 C 0 1 N N R -6.087 4.253 -6.132 0.658 -0.886 0.592 C8 O5A 8 O5A C9 C9 C 0 1 N N N -8.958 10.369 -5.340 -4.590 2.406 -1.207 C9 O5A 9 O5A C10 C10 C 0 1 N N N -6.557 10.368 -4.448 -5.217 1.729 1.115 C10 O5A 10 O5A S11 S1 S 0 1 N N N -4.709 4.788 -7.274 0.827 -1.918 -0.890 S11 O5A 11 O5A C12 C11 C 0 1 Y N N -3.734 5.895 -6.300 -0.591 -2.965 -0.861 C12 O5A 12 O5A C13 C12 C 0 1 Y N N -2.757 5.380 -5.458 -0.561 -4.148 -0.147 C13 O5A 13 O5A C14 C13 C 0 1 Y N N -2.168 6.201 -4.512 -1.673 -4.969 -0.123 C14 O5A 14 O5A C15 C14 C 0 1 Y N N -2.557 7.513 -4.453 -2.816 -4.606 -0.814 C15 O5A 15 O5A C16 C15 C 0 1 Y N N -3.472 8.065 -5.317 -2.844 -3.421 -1.529 C16 O5A 16 O5A C17 C16 C 0 1 Y N N -4.061 7.244 -6.265 -1.734 -2.599 -1.547 C17 O5A 17 O5A O18 O1 O 0 1 N N N -5.297 5.529 -8.357 0.661 -1.136 -2.064 O18 O5A 18 O5A O19 O2 O 0 1 N N N -3.920 3.627 -7.585 1.924 -2.811 -0.753 O19 O5A 19 O5A F20 F1 F 0 1 N N N -9.210 11.569 -4.820 -4.869 1.112 -1.660 F20 O5A 20 O5A F21 F2 F 0 1 N N N -8.529 10.566 -6.587 -5.747 3.189 -1.291 F21 O5A 21 O5A F22 F3 F 0 1 N N N -10.116 9.719 -5.420 -3.586 2.972 -2.000 F22 O5A 22 O5A C23 C17 C 0 1 N N N -5.554 3.365 -4.921 1.902 0.011 0.766 C23 O5A 23 O5A N24 N1 N 0 1 N N N -6.005 2.001 -5.176 2.778 -0.740 1.695 N24 O5A 24 O5A C25 C18 C 0 1 N N N -7.239 2.072 -5.945 1.846 -1.322 2.688 C25 O5A 25 O5A C26 C19 C 0 1 N N N -6.995 3.247 -6.883 0.621 -1.765 1.860 C26 O5A 26 O5A F27 F4 F 0 1 N N N -8.400 9.691 -3.182 -3.840 3.641 0.700 F27 O5A 27 O5A F28 F5 F 0 1 N N N -6.723 11.604 -3.980 -4.727 1.518 2.408 F28 O5A 28 O5A F29 F6 F 0 1 N N N -5.651 9.775 -3.676 -6.313 2.597 1.168 F29 O5A 29 O5A F30 F7 F 0 1 N N N -6.031 10.470 -5.669 -5.615 0.507 0.562 F30 O5A 30 O5A F31 F8 F 0 1 N N N -2.031 8.300 -3.477 -3.903 -5.408 -0.792 F31 O5A 31 O5A C32 C20 C 0 1 N N N -5.299 0.891 -4.864 4.119 -0.866 1.647 C32 O5A 32 O5A O33 O3 O 0 1 N N N -4.162 0.957 -4.440 4.689 -1.588 2.438 O33 O5A 33 O5A C34 C21 C 0 1 N N N -5.989 -0.454 -5.003 4.911 -0.109 0.612 C34 O5A 34 O5A C35 C22 C 0 1 N N N -6.738 -0.812 -3.715 6.360 -0.599 0.620 C35 O5A 35 O5A C36 C23 C 0 1 N N N -7.476 -2.144 -3.881 7.164 0.170 -0.432 C36 O5A 36 O5A C37 C24 C 0 1 N N N -6.501 -3.286 -4.237 7.128 1.665 -0.109 C37 O5A 37 O5A C38 C25 C 0 1 N N N -5.681 -2.915 -5.491 5.679 2.154 -0.117 C38 O5A 38 O5A C39 C26 C 0 1 N N N -4.976 -1.564 -5.329 4.875 1.386 0.935 C39 O5A 39 O5A C40 C27 C 0 1 N N N -7.206 -4.623 -4.392 7.920 2.421 -1.144 C40 O5A 40 O5A O41 O4 O 0 1 N N N -8.417 -4.748 -4.402 8.028 3.757 -1.063 O41 O5A 41 O5A O42 O5 O 0 1 N N N -6.387 -5.628 -4.517 8.457 1.826 -2.048 O42 O5A 42 O5A H1 H1 H 0 1 N N N -8.355 8.250 -6.865 -3.869 -0.137 1.278 H1 O5A 43 O5A H2 H2 H 0 1 N N N -7.021 7.486 -2.889 -1.627 2.976 -0.585 H2 O5A 44 O5A H3 H3 H 0 1 N N N -6.284 5.253 -3.565 0.408 1.599 -0.438 H3 O5A 45 O5A H4 H4 H 0 1 N N N -7.642 6.007 -7.531 -1.832 -1.512 1.431 H4 O5A 46 O5A H5 H5 H 0 1 N N N -2.459 4.345 -5.541 0.331 -4.431 0.392 H5 O5A 47 O5A H6 H6 H 0 1 N N N -1.419 5.816 -3.836 -1.649 -5.894 0.434 H6 O5A 48 O5A H7 H7 H 0 1 N N N -3.726 9.113 -5.259 -3.736 -3.136 -2.069 H7 O5A 49 O5A H8 H8 H 0 1 N N N -4.769 7.650 -6.972 -1.757 -1.671 -2.101 H8 O5A 50 O5A H9 H9 H 0 1 N N N -4.455 3.400 -4.879 2.401 0.158 -0.192 H9 O5A 51 O5A H10 H10 H 0 1 N N N -5.969 3.731 -3.970 1.621 0.971 1.199 H10 O5A 52 O5A H11 H11 H 0 1 N N N -8.102 2.262 -5.290 2.302 -2.181 3.181 H11 O5A 53 O5A H12 H12 H 0 1 N N N -7.406 1.143 -6.511 1.558 -0.572 3.424 H12 O5A 54 O5A H13 H13 H 0 1 N N N -7.951 3.725 -7.145 -0.299 -1.587 2.417 H13 O5A 55 O5A H14 H14 H 0 1 N N N -6.495 2.900 -7.799 0.705 -2.819 1.593 H14 O5A 56 O5A H15 H15 H 0 1 N N N -6.717 -0.394 -5.826 4.476 -0.278 -0.373 H15 O5A 57 O5A H16 H16 H 0 1 N N N -6.018 -0.897 -2.888 6.795 -0.429 1.605 H16 O5A 58 O5A H17 H17 H 0 1 N N N -7.466 -0.020 -3.487 6.385 -1.664 0.390 H17 O5A 59 O5A H18 H18 H 0 1 N N N -8.219 -2.044 -4.686 8.196 -0.179 -0.426 H18 O5A 60 O5A H19 H19 H 0 1 N N N -7.987 -2.390 -2.939 6.729 0.000 -1.416 H19 O5A 61 O5A H20 H20 H 0 1 N N N -5.792 -3.381 -3.401 7.563 1.834 0.876 H20 O5A 62 O5A H21 H21 H 0 1 N N N -6.358 -2.862 -6.357 5.653 3.219 0.113 H21 O5A 63 O5A H22 H22 H 0 1 N N N -4.924 -3.694 -5.665 5.244 1.985 -1.102 H22 O5A 64 O5A H23 H23 H 0 1 N N N -4.244 -1.635 -4.511 3.842 1.735 0.929 H23 O5A 65 O5A H24 H24 H 0 1 N N N -4.456 -1.314 -6.266 5.310 1.555 1.920 H24 O5A 66 O5A H25 H25 H 0 1 N N N -8.640 -5.665 -4.512 8.545 4.198 -1.750 H25 O5A 67 # # 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 O5A O18 S11 DOUB N N 1 O5A O19 S11 DOUB N N 2 O5A S11 C12 SING N N 3 O5A S11 C8 SING N N 4 O5A C26 C8 SING N N 5 O5A C26 C25 SING N N 6 O5A F21 C9 SING N N 7 O5A C6 C1 DOUB Y N 8 O5A C6 C5 SING Y N 9 O5A C12 C17 DOUB Y N 10 O5A C12 C13 SING Y N 11 O5A C17 C16 SING Y N 12 O5A C1 C2 SING Y N 13 O5A C8 C5 SING N N 14 O5A C8 C23 SING N N 15 O5A C25 N24 SING N N 16 O5A F30 C10 SING N N 17 O5A C5 C4 DOUB Y N 18 O5A C38 C39 SING N N 19 O5A C38 C37 SING N N 20 O5A C13 C14 DOUB Y N 21 O5A F22 C9 SING N N 22 O5A C9 F20 SING N N 23 O5A C9 C7 SING N N 24 O5A C39 C34 SING N N 25 O5A C16 C15 DOUB Y N 26 O5A N24 C23 SING N N 27 O5A N24 C32 SING N N 28 O5A C34 C32 SING N N 29 O5A C34 C35 SING N N 30 O5A C32 O33 DOUB N N 31 O5A C2 C7 SING N N 32 O5A C2 C3 DOUB Y N 33 O5A O42 C40 DOUB N N 34 O5A C14 C15 SING Y N 35 O5A C7 C10 SING N N 36 O5A C7 F27 SING N N 37 O5A C15 F31 SING N N 38 O5A C10 F28 SING N N 39 O5A C10 F29 SING N N 40 O5A O41 C40 SING N N 41 O5A C40 C37 SING N N 42 O5A C4 C3 SING Y N 43 O5A C37 C36 SING N N 44 O5A C36 C35 SING N N 45 O5A C1 H1 SING N N 46 O5A C3 H2 SING N N 47 O5A C4 H3 SING N N 48 O5A C6 H4 SING N N 49 O5A C13 H5 SING N N 50 O5A C14 H6 SING N N 51 O5A C16 H7 SING N N 52 O5A C17 H8 SING N N 53 O5A C23 H9 SING N N 54 O5A C23 H10 SING N N 55 O5A C25 H11 SING N N 56 O5A C25 H12 SING N N 57 O5A C26 H13 SING N N 58 O5A C26 H14 SING N N 59 O5A C34 H15 SING N N 60 O5A C35 H16 SING N N 61 O5A C35 H17 SING N N 62 O5A C36 H18 SING N N 63 O5A C36 H19 SING N N 64 O5A C37 H20 SING N N 65 O5A C38 H21 SING N N 66 O5A C38 H22 SING N N 67 O5A C39 H23 SING N N 68 O5A C39 H24 SING N N 69 O5A O41 H25 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 O5A SMILES ACDLabs 12.01 "c1c(C(C(F)(F)F)(F)C(F)(F)F)ccc(c1)C3(CN(C(=O)C2CCC(CC2)C(O)=O)CC3)S(c4ccc(cc4)F)(=O)=O" O5A InChI InChI 1.03 "InChI=1S/C27H25F8NO5S/c28-20-9-11-21(12-10-20)42(40,41)24(13-14-36(15-24)22(37)16-1-3-17(4-2-16)23(38)39)18-5-7-19(8-6-18)25(29,26(30,31)32)27(33,34)35/h5-12,16-17H,1-4,13-15H2,(H,38,39)/t16-,17-,24-/m0/s1" O5A InChIKey InChI 1.03 AVHWMAVUUHFRKE-UAVUOLJFSA-N O5A SMILES_CANONICAL CACTVS 3.385 "OC(=O)[C@@H]1CC[C@H](CC1)C(=O)N2CC[C@](C2)(c3ccc(cc3)C(F)(C(F)(F)F)C(F)(F)F)[S](=O)(=O)c4ccc(F)cc4" O5A SMILES CACTVS 3.385 "OC(=O)[CH]1CC[CH](CC1)C(=O)N2CC[C](C2)(c3ccc(cc3)C(F)(C(F)(F)F)C(F)(F)F)[S](=O)(=O)c4ccc(F)cc4" O5A SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1[C@@]2(CCN(C2)C(=O)C3CCC(CC3)C(=O)O)S(=O)(=O)c4ccc(cc4)F)C(C(F)(F)F)(C(F)(F)F)F" O5A SMILES "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1C2(CCN(C2)C(=O)C3CCC(CC3)C(=O)O)S(=O)(=O)c4ccc(cc4)F)C(C(F)(F)F)(C(F)(F)F)F" # # 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 O5A "SYSTEMATIC NAME" ACDLabs 12.01 "trans-4-{(3R)-3-[(4-fluorophenyl)sulfonyl]-3-[4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)phenyl]pyrrolidine-1-carbonyl}cyclohexane-1-carboxylic acid" O5A "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "4-[(3~{R})-3-(4-fluorophenyl)sulfonyl-3-[4-[1,1,1,2,3,3,3-heptakis(fluoranyl)propan-2-yl]phenyl]pyrrolidin-1-yl]carbonylcyclohexane-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 O5A "Create component" 2019-06-11 RCSB O5A "Initial release" 2019-07-17 RCSB ##