data_GXA # _chem_comp.id GXA _chem_comp.name "5-(1-methyl-1H-imidazol-4-yl)-2-[(1-{[4-(trifluoromethoxy)phenyl]acetyl}piperidin-4-yl)oxy]benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H25 F3 N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-06-01 _chem_comp.pdbx_modified_date 2018-07-06 _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 502.486 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GXA _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 6DKW _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 GXA N3 N1 N 0 1 N N N -58.881 33.821 -2.479 -6.067 3.734 0.886 N3 GXA 1 GXA C4 C1 C 0 1 N N N -65.449 35.215 -8.109 -9.753 -4.027 0.132 C4 GXA 2 GXA N2 N2 N 0 1 Y N N -64.511 31.995 -6.705 -8.781 -0.596 0.430 N2 GXA 3 GXA C7 C2 C 0 1 Y N N -62.483 31.016 -4.848 -5.137 -1.095 -0.348 C7 GXA 4 GXA C6 C3 C 0 1 Y N N -62.565 32.360 -5.188 -6.291 -0.414 0.042 C6 GXA 5 GXA C9 C4 C 0 1 Y N N -60.793 31.502 -3.226 -3.871 0.936 -0.186 C9 GXA 6 GXA C13 C5 C 0 1 N N N -58.182 30.146 -3.627 -0.570 1.815 -1.436 C13 GXA 7 GXA C20 C6 C 0 1 Y N N -52.095 28.334 -1.705 4.987 0.520 1.412 C20 GXA 8 GXA C21 C7 C 0 1 Y N N -50.740 28.376 -1.982 6.346 0.733 1.535 C21 GXA 9 GXA C8 C8 C 0 1 Y N N -61.599 30.583 -3.880 -3.937 -0.423 -0.458 C8 GXA 10 GXA C18 C9 C 0 1 N N N -54.286 29.436 -1.139 3.031 -0.684 0.419 C18 GXA 11 GXA C16 C10 C 0 1 N N N -58.236 29.806 -1.143 -0.911 0.079 0.331 C16 GXA 12 GXA C19 C11 C 0 1 Y N N -52.785 29.472 -1.313 4.514 -0.449 0.547 C19 GXA 13 GXA N1 N3 N 0 1 Y N N -64.836 34.074 -7.434 -9.091 -2.722 0.197 N1 GXA 14 GXA C1 C12 C 0 1 Y N N -63.745 34.109 -6.625 -7.758 -2.481 0.008 C1 GXA 15 GXA C2 C13 C 0 1 Y N N -63.557 32.833 -6.173 -7.579 -1.143 0.157 C2 GXA 16 GXA C3 C14 C 0 1 Y N N -65.270 32.792 -7.446 -9.684 -1.536 0.454 C3 GXA 17 GXA C5 C15 C 0 1 Y N N -61.715 33.270 -4.564 -6.236 0.946 0.322 C5 GXA 18 GXA C10 C16 C 0 1 Y N N -60.844 32.864 -3.559 -5.023 1.627 0.213 C10 GXA 19 GXA C11 C17 C 0 1 N N N -60.143 33.972 -2.831 -4.956 3.071 0.509 C11 GXA 20 GXA O1 O1 O 0 1 N N N -60.749 35.018 -2.607 -3.898 3.663 0.412 O1 GXA 21 GXA O2 O2 O 0 1 N N N -59.916 31.142 -2.233 -2.688 1.592 -0.294 O2 GXA 22 GXA C12 C18 C 0 1 N N N -59.057 29.965 -2.404 -1.580 0.852 -0.808 C12 GXA 23 GXA C14 C19 C 0 1 N N N -57.126 29.046 -3.697 0.601 1.015 -2.016 C14 GXA 24 GXA N4 N4 N 0 1 N N N -56.313 29.048 -2.477 1.159 0.160 -0.960 N4 GXA 25 GXA C15 C20 C 0 1 N N N -57.168 28.731 -1.328 0.256 -0.741 -0.229 C15 GXA 26 GXA C17 C21 C 0 1 N N N -55.030 29.469 -2.460 2.474 0.199 -0.667 C17 GXA 27 GXA O3 O3 O 0 1 N N N -54.494 29.923 -3.454 3.208 0.947 -1.277 O3 GXA 28 GXA C22 C22 C 0 1 Y N N -50.054 29.572 -1.862 7.237 -0.026 0.789 C22 GXA 29 GXA C23 C23 C 0 1 Y N N -50.725 30.719 -1.464 6.759 -0.997 -0.078 C23 GXA 30 GXA C24 C24 C 0 1 Y N N -52.076 30.658 -1.175 5.399 -1.203 -0.202 C24 GXA 31 GXA O4 O4 O 0 1 N N N -48.670 29.582 -2.081 8.574 0.183 0.908 O4 GXA 32 GXA C25 C25 C 0 1 N N N -48.224 29.664 -3.331 9.432 -0.636 0.110 C25 GXA 33 GXA F1 F1 F 0 1 N N N -48.491 28.587 -4.028 10.766 -0.291 0.354 F1 GXA 34 GXA F2 F2 F 0 1 N N N -48.700 30.699 -3.995 9.231 -1.981 0.438 F2 GXA 35 GXA F3 F3 F 0 1 N N N -46.915 29.779 -3.297 9.139 -0.437 -1.243 F3 GXA 36 GXA H9 H1 H 0 1 N N N -58.397 34.566 -2.020 -6.911 3.263 0.963 H9 GXA 37 GXA H10 H2 H 0 1 N N N -58.408 32.961 -2.671 -6.021 4.683 1.085 H10 GXA 38 GXA H4 H3 H 0 1 N N N -64.860 36.121 -7.907 -9.751 -4.485 1.121 H4 GXA 39 GXA H3 H4 H 0 1 N N N -65.475 35.029 -9.193 -10.782 -3.896 -0.205 H3 GXA 40 GXA H5 H5 H 0 1 N N N -66.475 35.354 -7.736 -9.221 -4.671 -0.568 H5 GXA 41 GXA H7 H6 H 0 1 N N N -63.119 30.300 -5.347 -5.182 -2.152 -0.561 H7 GXA 42 GXA H12 H7 H 0 1 N N N -57.682 31.124 -3.573 -1.053 2.382 -2.231 H12 GXA 43 GXA H13 H8 H 0 1 N N N -58.809 30.104 -4.530 -0.200 2.501 -0.674 H13 GXA 44 GXA H22 H9 H 0 1 N N N -52.626 27.398 -1.796 4.294 1.107 1.995 H22 GXA 45 GXA H23 H10 H 0 1 N N N -50.221 27.481 -2.290 6.716 1.490 2.211 H23 GXA 46 GXA H8 H11 H 0 1 N N N -61.536 29.533 -3.633 -3.047 -0.957 -0.755 H8 GXA 47 GXA H21 H12 H 0 1 N N N -54.592 30.307 -0.541 2.849 -1.729 0.167 H21 GXA 48 GXA H20 H13 H 0 1 N N N -54.556 28.512 -0.606 2.543 -0.449 1.365 H20 GXA 49 GXA H19 H14 H 0 1 N N N -57.748 30.763 -0.906 -0.537 0.781 1.076 H19 GXA 50 GXA H18 H15 H 0 1 N N N -58.899 29.518 -0.314 -1.637 -0.590 0.793 H18 GXA 51 GXA H1 H16 H 0 1 N N N -63.145 34.974 -6.386 -6.996 -3.213 -0.217 H1 GXA 52 GXA H2 H17 H 0 1 N N N -66.136 32.456 -7.997 -10.736 -1.390 0.648 H2 GXA 53 GXA H6 H18 H 0 1 N N N -61.733 34.307 -4.865 -7.128 1.474 0.624 H6 GXA 54 GXA H11 H19 H 0 1 N N N -59.681 29.069 -2.540 -1.931 0.150 -1.565 H11 GXA 55 GXA H15 H20 H 0 1 N N N -57.624 28.070 -3.801 0.247 0.395 -2.839 H15 GXA 56 GXA H14 H21 H 0 1 N N N -56.476 29.221 -4.567 1.369 1.700 -2.375 H14 GXA 57 GXA H17 H22 H 0 1 N N N -57.657 27.760 -1.498 0.797 -1.214 0.590 H17 GXA 58 GXA H16 H23 H 0 1 N N N -56.549 28.676 -0.420 -0.126 -1.504 -0.907 H16 GXA 59 GXA H24 H24 H 0 1 N N N -50.194 31.656 -1.380 7.450 -1.590 -0.660 H24 GXA 60 GXA H25 H25 H 0 1 N N N -52.588 31.547 -0.837 5.027 -1.959 -0.877 H25 GXA 61 # 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 GXA C4 N1 SING N N 1 GXA C3 N1 SING Y N 2 GXA C3 N2 DOUB Y N 3 GXA N1 C1 SING Y N 4 GXA N2 C2 SING Y N 5 GXA C1 C2 DOUB Y N 6 GXA C2 C6 SING N N 7 GXA C6 C7 DOUB Y N 8 GXA C6 C5 SING Y N 9 GXA C7 C8 SING Y N 10 GXA C5 C10 DOUB Y N 11 GXA F1 C25 SING N N 12 GXA F2 C25 SING N N 13 GXA C8 C9 DOUB Y N 14 GXA C14 C13 SING N N 15 GXA C14 N4 SING N N 16 GXA C13 C12 SING N N 17 GXA C10 C9 SING Y N 18 GXA C10 C11 SING N N 19 GXA O3 C17 DOUB N N 20 GXA C25 F3 SING N N 21 GXA C25 O4 SING N N 22 GXA C9 O2 SING N N 23 GXA C11 O1 DOUB N N 24 GXA C11 N3 SING N N 25 GXA N4 C17 SING N N 26 GXA N4 C15 SING N N 27 GXA C17 C18 SING N N 28 GXA C12 O2 SING N N 29 GXA C12 C16 SING N N 30 GXA O4 C22 SING N N 31 GXA C21 C22 DOUB Y N 32 GXA C21 C20 SING Y N 33 GXA C22 C23 SING Y N 34 GXA C20 C19 DOUB Y N 35 GXA C23 C24 DOUB Y N 36 GXA C15 C16 SING N N 37 GXA C19 C24 SING Y N 38 GXA C19 C18 SING N N 39 GXA N3 H9 SING N N 40 GXA N3 H10 SING N N 41 GXA C4 H4 SING N N 42 GXA C4 H3 SING N N 43 GXA C4 H5 SING N N 44 GXA C7 H7 SING N N 45 GXA C13 H12 SING N N 46 GXA C13 H13 SING N N 47 GXA C20 H22 SING N N 48 GXA C21 H23 SING N N 49 GXA C8 H8 SING N N 50 GXA C18 H21 SING N N 51 GXA C18 H20 SING N N 52 GXA C16 H19 SING N N 53 GXA C16 H18 SING N N 54 GXA C1 H1 SING N N 55 GXA C3 H2 SING N N 56 GXA C5 H6 SING N N 57 GXA C12 H11 SING N N 58 GXA C14 H15 SING N N 59 GXA C14 H14 SING N N 60 GXA C15 H17 SING N N 61 GXA C15 H16 SING N N 62 GXA C23 H24 SING N N 63 GXA C24 H25 SING N N 64 # 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 GXA SMILES ACDLabs 12.01 "NC(c3c(OC2CCN(C(Cc1ccc(cc1)OC(F)(F)F)=O)CC2)ccc(c3)c4ncn(C)c4)=O" GXA InChI InChI 1.03 "InChI=1S/C25H25F3N4O4/c1-31-14-21(30-15-31)17-4-7-22(20(13-17)24(29)34)35-18-8-10-32(11-9-18)23(33)12-16-2-5-19(6-3-16)36-25(26,27)28/h2-7,13-15,18H,8-12H2,1H3,(H2,29,34)" GXA InChIKey InChI 1.03 VXJAFFGXYYHGQN-UHFFFAOYSA-N GXA SMILES_CANONICAL CACTVS 3.385 "Cn1cnc(c1)c2ccc(OC3CCN(CC3)C(=O)Cc4ccc(OC(F)(F)F)cc4)c(c2)C(N)=O" GXA SMILES CACTVS 3.385 "Cn1cnc(c1)c2ccc(OC3CCN(CC3)C(=O)Cc4ccc(OC(F)(F)F)cc4)c(c2)C(N)=O" GXA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cn1cc(nc1)c2ccc(c(c2)C(=O)N)OC3CCN(CC3)C(=O)Cc4ccc(cc4)OC(F)(F)F" GXA SMILES "OpenEye OEToolkits" 2.0.6 "Cn1cc(nc1)c2ccc(c(c2)C(=O)N)OC3CCN(CC3)C(=O)Cc4ccc(cc4)OC(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 GXA "SYSTEMATIC NAME" ACDLabs 12.01 "5-(1-methyl-1H-imidazol-4-yl)-2-[(1-{[4-(trifluoromethoxy)phenyl]acetyl}piperidin-4-yl)oxy]benzamide" GXA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "5-(1-methylimidazol-4-yl)-2-[1-[2-[4-(trifluoromethyloxy)phenyl]ethanoyl]piperidin-4-yl]oxy-benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GXA "Create component" 2018-06-01 RCSB GXA "Initial release" 2018-07-11 RCSB #