data_XHA # _chem_comp.id XHA _chem_comp.name "2-[(2~{R},3~{S},4~{R},5~{R})-5-(hydroxymethyl)-3,4-bis(oxidanyl)-1-[3-[3-(trifluoromethyl)phenyl]propyl]pyrrolidin-2-yl]-~{N}-methyl-ethanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H25 F3 N2 O4" _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 2017-03-24 _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 390.397 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XHA _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 5M7U _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 XHA C4 C1 C 0 1 N N R -15.995 3.197 37.309 -3.186 1.011 -0.266 C4 XHA 1 XHA C14 C2 C 0 1 Y N N -13.637 8.074 33.154 3.594 -2.689 1.301 C14 XHA 2 XHA C5 C3 C 0 1 N N S -15.146 1.920 37.400 -4.667 1.085 0.182 C5 XHA 3 XHA C6 C4 C 0 1 N N R -13.780 2.442 37.866 -5.111 -0.394 0.040 C6 XHA 4 XHA C11 C5 C 0 1 N N N -15.881 7.287 36.115 0.670 -1.631 -0.841 C11 XHA 5 XHA C7 C6 C 0 1 N N R -14.176 3.501 38.893 -3.847 -1.178 0.453 C7 XHA 6 XHA C8 C7 C 0 1 N N N -13.058 4.477 39.232 -3.691 -2.417 -0.431 C8 XHA 7 XHA C9 C8 C 0 1 N N N -14.983 5.423 37.587 -1.703 -0.876 -0.639 C9 XHA 8 XHA C10 C9 C 0 1 N N N -15.985 5.841 36.528 -0.333 -0.888 0.043 C10 XHA 9 XHA C12 C10 C 0 1 Y N N -15.383 7.463 34.700 2.019 -1.643 -0.169 C12 XHA 10 XHA C13 C11 C 0 1 Y N N -14.093 7.914 34.450 2.357 -2.677 0.684 C13 XHA 11 XHA N1 N1 N 0 1 N N N -18.889 2.088 39.355 -0.072 3.029 0.219 N1 XHA 12 XHA N2 N2 N 0 1 N N N -15.331 4.154 38.234 -2.695 -0.278 0.264 N2 XHA 13 XHA C3 C12 C 0 1 N N N -17.480 2.991 37.626 -2.390 2.172 0.333 C3 XHA 14 XHA C1 C13 C 0 1 N N N -19.322 1.788 40.707 1.262 3.070 -0.386 C1 XHA 15 XHA C2 C14 C 0 1 N N N -17.751 2.722 39.091 -1.018 2.215 -0.290 C2 XHA 16 XHA O1 O1 O 0 1 N N N -16.966 3.085 39.968 -0.765 1.517 -1.249 O1 XHA 17 XHA O2 O2 O 0 1 N N N -15.697 0.980 38.313 -4.770 1.523 1.538 O2 XHA 18 XHA O3 O3 O 0 1 N N N -12.959 1.425 38.422 -6.196 -0.683 0.925 O3 XHA 19 XHA O4 O4 O 0 1 N N N -12.387 4.955 38.077 -3.715 -2.026 -1.806 O4 XHA 20 XHA C15 C15 C 0 1 Y N N -14.454 7.780 32.078 4.492 -1.664 1.068 C15 XHA 21 XHA C16 C16 C 0 1 Y N N -15.739 7.324 32.311 4.152 -0.626 0.220 C16 XHA 22 XHA C17 C17 C 0 1 N N N -16.638 7.011 31.154 5.130 0.491 -0.034 C17 XHA 23 XHA F1 F1 F 0 1 N N N -16.446 7.834 30.124 5.432 0.546 -1.398 F1 XHA 24 XHA F2 F2 F 0 1 N N N -16.458 5.780 30.679 4.565 1.706 0.368 F2 XHA 25 XHA F3 F3 F 0 1 N N N -17.933 7.101 31.459 6.302 0.259 0.694 F3 XHA 26 XHA C18 C18 C 0 1 Y N N -16.195 7.170 33.610 2.914 -0.615 -0.397 C18 XHA 27 XHA H1 H1 H 0 1 N N N -15.916 3.586 36.283 -3.118 1.027 -1.354 H1 XHA 28 XHA H2 H2 H 0 1 N N N -12.633 8.432 32.981 3.858 -3.497 1.967 H2 XHA 29 XHA H3 H3 H 0 1 N N N -15.044 1.480 36.397 -5.244 1.731 -0.480 H3 XHA 30 XHA H4 H4 H 0 1 N N N -13.274 2.930 37.020 -5.387 -0.617 -0.990 H4 XHA 31 XHA H5 H5 H 0 1 N N N -15.185 7.797 36.797 0.331 -2.655 -0.994 H5 XHA 32 XHA H6 H6 H 0 1 N N N -16.877 7.747 36.196 0.749 -1.127 -1.804 H6 XHA 33 XHA H7 H7 H 0 1 N N N -14.509 3.001 39.814 -3.921 -1.476 1.499 H7 XHA 34 XHA H8 H8 H 0 1 N N N -12.328 3.967 39.879 -2.742 -2.905 -0.209 H8 XHA 35 XHA H9 H9 H 0 1 N N N -13.489 5.334 39.770 -4.510 -3.108 -0.236 H9 XHA 36 XHA H10 H10 H 0 1 N N N -13.996 5.316 37.113 -1.646 -0.289 -1.556 H10 XHA 37 XHA H11 H11 H 0 1 N N N -14.938 6.208 38.356 -1.998 -1.897 -0.879 H11 XHA 38 XHA H12 H12 H 0 1 N N N -16.997 5.667 36.923 -0.412 -1.392 1.006 H12 XHA 39 XHA H13 H13 H 0 1 N N N -15.826 5.216 35.637 0.006 0.136 0.196 H13 XHA 40 XHA H14 H14 H 0 1 N N N -13.438 8.143 35.278 1.654 -3.476 0.869 H14 XHA 41 XHA H15 H15 H 0 1 N N N -19.470 1.807 38.591 -0.274 3.587 0.986 H15 XHA 42 XHA H17 H17 H 0 1 N N N -18.028 3.898 37.331 -2.908 3.110 0.133 H17 XHA 43 XHA H18 H18 H 0 1 N N N -17.846 2.134 37.041 -2.296 2.031 1.410 H18 XHA 44 XHA H19 H19 H 0 1 N N N -20.288 1.262 40.675 1.713 2.079 -0.339 H19 XHA 45 XHA H20 H20 H 0 1 N N N -18.573 1.150 41.199 1.179 3.382 -1.428 H20 XHA 46 XHA H21 H21 H 0 1 N N N -19.433 2.725 41.273 1.885 3.780 0.157 H21 XHA 47 XHA H22 H22 H 0 1 N N N -16.185 1.440 38.986 -5.679 1.585 1.863 H22 XHA 48 XHA H23 H23 H 0 1 N N N -12.129 1.800 38.693 -6.991 -0.160 0.756 H23 XHA 49 XHA H24 H24 H 0 1 N N N -11.700 5.558 38.336 -3.620 -2.763 -2.425 H24 XHA 50 XHA H25 H25 H 0 1 N N N -14.093 7.905 31.068 5.458 -1.673 1.550 H25 XHA 51 XHA H26 H26 H 0 1 N N N -17.201 6.815 33.779 2.649 0.195 -1.060 H26 XHA 52 # 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 XHA F1 C17 SING N N 1 XHA F2 C17 SING N N 2 XHA C17 F3 SING N N 3 XHA C17 C16 SING N N 4 XHA C15 C16 DOUB Y N 5 XHA C15 C14 SING Y N 6 XHA C16 C18 SING Y N 7 XHA C14 C13 DOUB Y N 8 XHA C18 C12 DOUB Y N 9 XHA C13 C12 SING Y N 10 XHA C12 C11 SING N N 11 XHA C11 C10 SING N N 12 XHA C10 C9 SING N N 13 XHA C4 C5 SING N N 14 XHA C4 C3 SING N N 15 XHA C4 N2 SING N N 16 XHA C5 C6 SING N N 17 XHA C5 O2 SING N N 18 XHA C9 N2 SING N N 19 XHA C3 C2 SING N N 20 XHA C6 O3 SING N N 21 XHA C6 C7 SING N N 22 XHA O4 C8 SING N N 23 XHA N2 C7 SING N N 24 XHA C7 C8 SING N N 25 XHA C2 N1 SING N N 26 XHA C2 O1 DOUB N N 27 XHA N1 C1 SING N N 28 XHA C4 H1 SING N N 29 XHA C14 H2 SING N N 30 XHA C5 H3 SING N N 31 XHA C6 H4 SING N N 32 XHA C11 H5 SING N N 33 XHA C11 H6 SING N N 34 XHA C7 H7 SING N N 35 XHA C8 H8 SING N N 36 XHA C8 H9 SING N N 37 XHA C9 H10 SING N N 38 XHA C9 H11 SING N N 39 XHA C10 H12 SING N N 40 XHA C10 H13 SING N N 41 XHA C13 H14 SING N N 42 XHA N1 H15 SING N N 43 XHA C3 H17 SING N N 44 XHA C3 H18 SING N N 45 XHA C1 H19 SING N N 46 XHA C1 H20 SING N N 47 XHA C1 H21 SING N N 48 XHA O2 H22 SING N N 49 XHA O3 H23 SING N N 50 XHA O4 H24 SING N N 51 XHA C15 H25 SING N N 52 XHA C18 H26 SING N N 53 # 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 XHA InChI InChI 1.03 "InChI=1S/C18H25F3N2O4/c1-22-15(25)9-13-16(26)17(27)14(10-24)23(13)7-3-5-11-4-2-6-12(8-11)18(19,20)21/h2,4,6,8,13-14,16-17,24,26-27H,3,5,7,9-10H2,1H3,(H,22,25)/t13-,14-,16+,17-/m1/s1" XHA InChIKey InChI 1.03 CCWQIKVWFWMBMG-TXCZRRACSA-N XHA SMILES_CANONICAL CACTVS 3.385 "CNC(=O)C[C@@H]1[C@H](O)[C@H](O)[C@@H](CO)N1CCCc2cccc(c2)C(F)(F)F" XHA SMILES CACTVS 3.385 "CNC(=O)C[CH]1[CH](O)[CH](O)[CH](CO)N1CCCc2cccc(c2)C(F)(F)F" XHA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CNC(=O)C[C@@H]1[C@@H]([C@@H]([C@H](N1CCCc2cccc(c2)C(F)(F)F)CO)O)O" XHA SMILES "OpenEye OEToolkits" 2.0.6 "CNC(=O)CC1C(C(C(N1CCCc2cccc(c2)C(F)(F)F)CO)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 XHA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[(2~{R},3~{S},4~{R},5~{R})-5-(hydroxymethyl)-3,4-bis(oxidanyl)-1-[3-[3-(trifluoromethyl)phenyl]propyl]pyrrolidin-2-yl]-~{N}-methyl-ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site XHA "Create component" 2016-10-28 EBI XHA "Initial release" 2017-03-29 RCSB #