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 
# 
