data_GBQ
# 
_chem_comp.id                                    GBQ 
_chem_comp.name                                  "5-[[(2~{R},3~{S})-2-[(1~{R})-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)morpholin-4-yl]methyl]-1,2-dihydro-1,2,4-triazol-3-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H21 F7 N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2018-09-11 
_chem_comp.pdbx_modified_date                    2019-01-11 
_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                        534.427 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GBQ 
_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        6HLO 
_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 
GBQ C13 C1  C 0 1 N N N 4.538  -1.327 35.159 -2.274 -2.688 -1.410 C13 GBQ 1  
GBQ C21 C2  C 0 1 N N N 5.940  -1.423 26.965 3.623  0.503  2.235  C21 GBQ 2  
GBQ C22 C3  C 0 1 N N N 4.987  -0.275 27.202 2.456  0.310  3.207  C22 GBQ 3  
GBQ C24 C4  C 0 1 N N N 7.260  -3.132 27.839 4.184  0.920  -0.084 C24 GBQ 4  
GBQ C01 C5  C 0 1 N N N 4.771  2.111  30.585 -0.736 -0.373 3.365  C01 GBQ 5  
GBQ C02 C6  C 0 1 N N R 3.928  0.809  30.515 -0.951 0.553  2.167  C02 GBQ 6  
GBQ C03 C7  C 0 1 Y N N 3.372  0.471  31.950 -2.003 -0.033 1.261  C03 GBQ 7  
GBQ C04 C8  C 0 1 Y N N 4.139  -0.245 32.888 -1.671 -1.046 0.380  C04 GBQ 8  
GBQ C05 C9  C 0 1 Y N N 3.642  -0.536 34.174 -2.636 -1.584 -0.450 C05 GBQ 9  
GBQ C06 C10 C 0 1 Y N N 2.358  -0.118 34.558 -3.933 -1.108 -0.401 C06 GBQ 10 
GBQ C07 C11 C 0 1 Y N N 1.576  0.599  33.628 -4.265 -0.094 0.478  C07 GBQ 11 
GBQ C08 C12 C 0 1 Y N N 2.077  0.892  32.339 -3.301 0.439  1.313  C08 GBQ 12 
GBQ C09 C13 C 0 1 N N N 0.163  1.067  34.035 -5.678 0.424  0.531  C09 GBQ 13 
GBQ C18 C14 C 0 1 N N R 4.213  -1.283 29.250 1.093  1.775  1.891  C18 GBQ 14 
GBQ C19 C15 C 0 1 N N S 5.253  -2.499 29.110 2.246  1.984  0.906  C19 GBQ 15 
GBQ C25 C16 C 0 1 N N N 8.433  -2.646 26.985 4.885  -0.404 -0.244 C25 GBQ 16 
GBQ C27 C17 C 0 1 N N N 10.323 -1.521 26.386 5.403  -2.498 0.007  C27 GBQ 17 
GBQ C31 C18 C 0 1 Y N N 5.874  -3.030 30.445 1.692  2.224  -0.475 C31 GBQ 18 
GBQ C32 C19 C 0 1 Y N N 5.375  -4.182 31.100 1.267  1.157  -1.244 C32 GBQ 19 
GBQ C33 C20 C 0 1 Y N N 5.926  -4.666 32.307 0.758  1.377  -2.510 C33 GBQ 20 
GBQ C34 C21 C 0 1 Y N N 7.001  -3.975 32.880 0.674  2.666  -3.008 C34 GBQ 21 
GBQ C35 C22 C 0 1 Y N N 7.537  -2.821 32.279 1.100  3.734  -2.236 C35 GBQ 22 
GBQ C36 C23 C 0 1 Y N N 6.964  -2.360 31.075 1.604  3.513  -0.969 C36 GBQ 23 
GBQ F10 F1  F 0 1 N N N -0.032 2.409  34.173 -6.465 -0.269 -0.395 F10 GBQ 24 
GBQ F11 F2  F 0 1 N N N -0.305 0.603  35.224 -6.197 0.236  1.817  F11 GBQ 25 
GBQ F12 F3  F 0 1 N N N -0.846 0.731  33.200 -5.687 1.788  0.220  F12 GBQ 26 
GBQ F14 F4  F 0 1 N N N 4.228  -2.638 35.342 -2.455 -3.927 -0.785 F14 GBQ 27 
GBQ F15 F5  F 0 1 N N N 5.858  -1.402 34.851 -3.094 -2.611 -2.540 F15 GBQ 28 
GBQ F16 F6  F 0 1 N N N 4.597  -0.869 36.436 -0.936 -2.552 -1.794 F16 GBQ 29 
GBQ F37 F7  F 0 1 N N N 7.542  -4.431 34.050 0.177  2.882  -4.245 F37 GBQ 30 
GBQ N20 N1  N 0 1 N N N 6.403  -2.023 28.247 3.095  0.784  0.892  N20 GBQ 31 
GBQ N26 N2  N 0 1 N N N 9.396  -1.767 27.445 4.576  -1.508 0.385  N26 GBQ 32 
GBQ N29 N3  N 0 1 N N N 9.876  -2.282 25.249 6.264  -2.001 -0.906 N29 GBQ 33 
GBQ N30 N4  N 0 1 N N N 8.695  -2.974 25.643 5.931  -0.646 -1.065 N30 GBQ 34 
GBQ O17 O1  O 0 1 N N N 4.782  -0.233 30.017 0.276  0.691  1.446  O17 GBQ 35 
GBQ O23 O2  O 0 1 N N N 3.900  -0.735 27.985 1.625  1.473  3.184  O23 GBQ 36 
GBQ O28 O3  O 0 1 N N N 11.318 -0.811 26.381 5.375  -3.646 0.411  O28 GBQ 37 
GBQ H1  H1  H 0 1 N N N 5.428  -2.196 26.373 4.238  1.341  2.566  H1  GBQ 38 
GBQ H2  H2  H 0 1 N N N 6.813  -1.053 26.408 4.227  -0.403 2.207  H2  GBQ 39 
GBQ H3  H3  H 0 1 N N N 5.509  0.534  27.734 1.872  -0.560 2.905  H3  GBQ 40 
GBQ H4  H4  H 0 1 N N N 4.614  0.101  26.238 2.842  0.158  4.214  H4  GBQ 41 
GBQ H5  H5  H 0 1 N N N 6.664  -3.848 27.254 4.895  1.668  0.267  H5  GBQ 42 
GBQ H6  H6  H 0 1 N N N 7.654  -3.630 28.738 3.774  1.232  -1.045 H6  GBQ 43 
GBQ H7  H7  H 0 1 N N N 4.146  2.933  30.964 -0.409 -1.352 3.014  H7  GBQ 44 
GBQ H8  H8  H 0 1 N N N 5.625  1.959  31.261 0.025  0.051  4.021  H8  GBQ 45 
GBQ H9  H9  H 0 1 N N N 5.139  2.364  29.580 -1.672 -0.478 3.915  H9  GBQ 46 
GBQ H10 H10 H 0 1 N N N 3.077  0.970  29.836 -1.278 1.532  2.518  H10 GBQ 47 
GBQ H11 H11 H 0 1 N N N 5.130  -0.579 32.616 -0.657 -1.417 0.342  H11 GBQ 48 
GBQ H12 H12 H 0 1 N N N 1.977  -0.340 35.544 -4.687 -1.528 -1.051 H12 GBQ 49 
GBQ H13 H13 H 0 1 N N N 1.464  1.444  31.642 -3.561 1.227  2.004  H13 GBQ 50 
GBQ H14 H14 H 0 1 N N N 3.306  -1.667 29.739 0.493  2.684  1.947  H14 GBQ 51 
GBQ H15 H15 H 0 1 N N N 4.741  -3.331 28.605 2.838  2.845  1.216  H15 GBQ 52 
GBQ H16 H16 H 0 1 N N N 4.542  -4.710 30.660 1.333  0.152  -0.855 H16 GBQ 53 
GBQ H17 H17 H 0 1 N N N 5.526  -5.551 32.779 0.426  0.543  -3.111 H17 GBQ 54 
GBQ H18 H18 H 0 1 N N N 8.369  -2.300 32.729 1.035  4.740  -2.624 H18 GBQ 55 
GBQ H19 H19 H 0 1 N N N 7.365  -1.469 30.615 1.932  4.346  -0.365 H19 GBQ 56 
GBQ H21 H21 H 0 1 N N N 8.150  -3.584 25.068 6.365  -0.008 -1.653 H21 GBQ 57 
GBQ H22 H22 H 0 1 N N N 10.313 -2.318 24.350 6.975  -2.483 -1.359 H22 GBQ 58 
# 
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 
GBQ N29 N30 SING N N 1  
GBQ N29 C27 SING N N 2  
GBQ N30 C25 SING N N 3  
GBQ O28 C27 DOUB N N 4  
GBQ C27 N26 SING N N 5  
GBQ C21 C22 SING N N 6  
GBQ C21 N20 SING N N 7  
GBQ C25 N26 DOUB N N 8  
GBQ C25 C24 SING N N 9  
GBQ C22 O23 SING N N 10 
GBQ C24 N20 SING N N 11 
GBQ O23 C18 SING N N 12 
GBQ N20 C19 SING N N 13 
GBQ C19 C18 SING N N 14 
GBQ C19 C31 SING N N 15 
GBQ C18 O17 SING N N 16 
GBQ O17 C02 SING N N 17 
GBQ C31 C36 DOUB Y N 18 
GBQ C31 C32 SING Y N 19 
GBQ C02 C01 SING N N 20 
GBQ C02 C03 SING N N 21 
GBQ C36 C35 SING Y N 22 
GBQ C32 C33 DOUB Y N 23 
GBQ C03 C08 DOUB Y N 24 
GBQ C03 C04 SING Y N 25 
GBQ C35 C34 DOUB Y N 26 
GBQ C33 C34 SING Y N 27 
GBQ C08 C07 SING Y N 28 
GBQ C34 F37 SING N N 29 
GBQ C04 C05 DOUB Y N 30 
GBQ F12 C09 SING N N 31 
GBQ C07 C09 SING N N 32 
GBQ C07 C06 DOUB Y N 33 
GBQ C09 F10 SING N N 34 
GBQ C09 F11 SING N N 35 
GBQ C05 C06 SING Y N 36 
GBQ C05 C13 SING N N 37 
GBQ F15 C13 SING N N 38 
GBQ C13 F14 SING N N 39 
GBQ C13 F16 SING N N 40 
GBQ C21 H1  SING N N 41 
GBQ C21 H2  SING N N 42 
GBQ C22 H3  SING N N 43 
GBQ C22 H4  SING N N 44 
GBQ C24 H5  SING N N 45 
GBQ C24 H6  SING N N 46 
GBQ C01 H7  SING N N 47 
GBQ C01 H8  SING N N 48 
GBQ C01 H9  SING N N 49 
GBQ C02 H10 SING N N 50 
GBQ C04 H11 SING N N 51 
GBQ C06 H12 SING N N 52 
GBQ C08 H13 SING N N 53 
GBQ C18 H14 SING N N 54 
GBQ C19 H15 SING N N 55 
GBQ C32 H16 SING N N 56 
GBQ C33 H17 SING N N 57 
GBQ C35 H18 SING N N 58 
GBQ C36 H19 SING N N 59 
GBQ N30 H21 SING N N 60 
GBQ N29 H22 SING N N 61 
# 
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 
GBQ InChI            InChI                1.03  
"InChI=1S/C23H21F7N4O3/c1-12(14-8-15(22(25,26)27)10-16(9-14)23(28,29)30)37-20-19(13-2-4-17(24)5-3-13)34(6-7-36-20)11-18-31-21(35)33-32-18/h2-5,8-10,12,19-20H,6-7,11H2,1H3,(H2,31,32,33,35)/t12-,19+,20-/m1/s1" 
GBQ InChIKey         InChI                1.03  ATALOFNDEOCMKK-OITMNORJSA-N 
GBQ SMILES_CANONICAL CACTVS               3.385 "C[C@@H](O[C@H]1OCCN(CC2=NC(=O)NN2)[C@H]1c3ccc(F)cc3)c4cc(cc(c4)C(F)(F)F)C(F)(F)F" 
GBQ SMILES           CACTVS               3.385 "C[CH](O[CH]1OCCN(CC2=NC(=O)NN2)[CH]1c3ccc(F)cc3)c4cc(cc(c4)C(F)(F)F)C(F)(F)F" 
GBQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@H](c1cc(cc(c1)C(F)(F)F)C(F)(F)F)O[C@@H]2[C@@H](N(CCO2)CC3=NC(=O)NN3)c4ccc(cc4)F" 
GBQ SMILES           "OpenEye OEToolkits" 2.0.6 "CC(c1cc(cc(c1)C(F)(F)F)C(F)(F)F)OC2C(N(CCO2)CC3=NC(=O)NN3)c4ccc(cc4)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 
GBQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "5-[[(2~{R},3~{S})-2-[(1~{R})-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)morpholin-4-yl]methyl]-1,2-dihydro-1,2,4-triazol-3-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
GBQ "Create component" 2018-09-11 RCSB 
GBQ "Initial release"  2019-01-16 RCSB 
# 
