data_8RZ # _chem_comp.id 8RZ _chem_comp.name "(1~{R},3~{S},5~{R})-~{N}2-(1-aminocarbonylindol-3-yl)-~{N}3-[3-(trifluoromethyloxy)phenyl]-2-azabicyclo[3.1.0]hexane-2,3-dicarboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H20 F3 N5 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-02-28 _chem_comp.pdbx_modified_date 2017-06-23 _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 487.431 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8RZ _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 5NAW _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 8RZ C4 C1 C 0 1 N N R 10.967 10.363 0.563 1.251 -5.038 1.147 C4 8RZ 1 8RZ C14 C2 C 0 1 Y N N 3.278 8.642 2.050 6.897 1.024 0.946 C14 8RZ 2 8RZ C5 C3 C 0 1 N N R 9.726 9.598 0.395 2.185 -4.013 0.478 C5 8RZ 3 8RZ C6 C4 C 0 1 N N N 11.061 8.951 0.129 2.002 -5.431 -0.129 C6 8RZ 4 8RZ C11 C5 C 0 1 Y N N 4.421 6.221 1.431 4.511 2.084 0.005 C11 8RZ 5 8RZ C7 C6 C 0 1 N N N 8.218 8.510 1.963 1.714 -1.636 -0.233 C7 8RZ 6 8RZ C8 C7 C 0 1 Y N N 6.531 7.022 1.066 3.314 0.120 -0.030 C8 8RZ 7 8RZ C9 C8 C 0 1 Y N N 6.500 5.725 0.775 2.516 1.122 -0.438 C9 8RZ 8 8RZ C10 C9 C 0 1 N N N 4.968 3.862 0.718 2.719 3.509 -0.790 C10 8RZ 9 8RZ C12 C10 C 0 1 Y N N 5.226 7.371 1.462 4.622 0.712 0.288 C12 8RZ 10 8RZ C13 C11 C 0 1 Y N N 4.623 8.618 1.822 5.829 0.192 0.755 C13 8RZ 11 8RZ N1 N1 N 0 1 N N N 9.174 9.421 1.669 1.338 -2.912 -0.014 N1 8RZ 12 8RZ N2 N2 N 0 1 N N N 7.650 7.874 0.915 2.957 -1.234 0.098 N2 8RZ 13 8RZ C3 C12 C 0 1 N N N 11.089 10.712 2.021 -0.171 -4.450 0.988 C3 8RZ 14 8RZ N3 N3 N 0 1 Y N N 5.255 5.153 0.995 3.220 2.309 -0.436 N3 8RZ 15 8RZ O1 O1 O 0 1 N N N 8.386 11.303 3.608 -0.954 -1.484 0.590 O1 8RZ 16 8RZ C1 C13 C 0 1 N N N 9.362 10.574 3.823 -1.062 -2.412 -0.183 C1 8RZ 17 8RZ C2 C14 C 0 1 N N S 10.044 9.848 2.713 -0.010 -3.490 -0.218 C2 8RZ 18 8RZ N4 N4 N 0 1 N N N 3.857 3.476 1.208 1.435 3.613 -1.187 N4 8RZ 19 8RZ O2 O2 O 0 1 N N N 5.757 3.137 0.055 3.425 4.497 -0.752 O2 8RZ 20 8RZ C15 C15 C 0 1 Y N N 2.530 7.473 2.097 6.790 2.381 0.679 C15 8RZ 21 8RZ C16 C16 C 0 1 Y N N 3.081 6.260 1.735 5.607 2.913 0.211 C16 8RZ 22 8RZ O3 O3 O 0 1 N N N 7.886 8.257 3.112 0.932 -0.849 -0.730 O3 8RZ 23 8RZ N5 N5 N 0 1 N N N 9.874 10.401 5.047 -2.123 -2.479 -1.011 N5 8RZ 24 8RZ C17 C17 C 0 1 Y N N 9.503 10.966 6.246 -3.047 -1.429 -1.051 C17 8RZ 25 8RZ C18 C18 C 0 1 Y N N 9.140 12.320 6.307 -3.661 -1.087 -2.249 C18 8RZ 26 8RZ C19 C19 C 0 1 Y N N 8.762 12.896 7.505 -4.574 -0.051 -2.288 C19 8RZ 27 8RZ C20 C20 C 0 1 Y N N 8.866 12.161 8.653 -4.878 0.648 -1.136 C20 8RZ 28 8RZ C21 C21 C 0 1 Y N N 9.262 10.819 8.595 -4.268 0.311 0.065 C21 8RZ 29 8RZ O4 O4 O 0 1 N N N 9.343 10.061 9.797 -4.569 0.999 1.197 O4 8RZ 30 8RZ C22 C22 C 0 1 N N N 8.312 9.272 10.123 -5.522 2.058 1.079 C22 8RZ 31 8RZ F1 F1 F 0 1 N N N 8.600 8.747 11.269 -5.713 2.655 2.330 F1 8RZ 32 8RZ F2 F2 F 0 1 N N N 8.187 8.329 9.235 -5.049 3.013 0.174 F2 8RZ 33 8RZ F3 F3 F 0 1 N N N 7.223 10.018 10.147 -6.738 1.541 0.619 F3 8RZ 34 8RZ C23 C23 C 0 1 Y N N 9.619 10.238 7.399 -3.356 -0.731 0.109 C23 8RZ 35 8RZ H1 H1 H 0 1 N N N 11.201 11.148 -0.171 1.499 -5.521 2.092 H1 8RZ 36 8RZ H2 H2 H 0 1 N N N 2.784 9.591 2.197 7.831 0.622 1.312 H2 8RZ 37 8RZ H3 H3 H 0 1 N N N 9.078 9.820 -0.466 3.137 -3.743 0.936 H3 8RZ 38 8RZ H4 H4 H 0 1 N N N 11.452 8.186 0.816 2.832 -6.130 -0.031 H4 8RZ 39 8RZ H5 H5 H 0 1 N N N 11.362 8.708 -0.901 1.425 -5.512 -1.050 H5 8RZ 40 8RZ H6 H6 H 0 1 N N N 7.353 5.175 0.406 1.480 1.015 -0.725 H6 8RZ 41 8RZ H7 H7 H 0 1 N N N 5.217 9.516 1.911 5.920 -0.863 0.965 H7 8RZ 42 8RZ H8 H8 H 0 1 N N N 8.034 8.010 0.002 3.605 -1.878 0.424 H8 8RZ 43 8RZ H9 H9 H 0 1 N N N 12.097 10.476 2.394 -0.891 -5.237 0.762 H9 8RZ 44 8RZ H10 H10 H 0 1 N N N 10.879 11.780 2.183 -0.465 -3.901 1.883 H10 8RZ 45 8RZ H11 H11 H 0 1 N N N 10.557 8.972 3.137 -0.054 -4.042 -1.157 H11 8RZ 46 8RZ H12 H12 H 0 1 N N N 3.554 2.532 1.077 0.872 2.824 -1.217 H12 8RZ 47 8RZ H13 H13 H 0 1 N N N 3.288 4.117 1.723 1.075 4.476 -1.442 H13 8RZ 48 8RZ H14 H14 H 0 1 N N N 1.501 7.513 2.422 7.640 3.027 0.839 H14 8RZ 49 8RZ H15 H15 H 0 1 N N N 2.476 5.366 1.692 5.535 3.969 -0.003 H15 8RZ 50 8RZ H16 H16 H 0 1 N N N 10.643 9.764 5.099 -2.246 -3.255 -1.580 H16 8RZ 51 8RZ H17 H17 H 0 1 N N N 9.156 12.918 5.408 -3.424 -1.632 -3.151 H17 8RZ 52 8RZ H18 H18 H 0 1 N N N 8.391 13.910 7.534 -5.049 0.214 -3.221 H18 8RZ 53 8RZ H19 H19 H 0 1 N N N 8.642 12.616 9.607 -5.592 1.458 -1.169 H19 8RZ 54 8RZ H20 H20 H 0 1 N N N 9.985 9.222 7.371 -2.884 -0.998 1.043 H20 8RZ 55 # 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 8RZ O2 C10 DOUB N N 1 8RZ C6 C5 SING N N 2 8RZ C6 C4 SING N N 3 8RZ C5 C4 SING N N 4 8RZ C5 N1 SING N N 5 8RZ C4 C3 SING N N 6 8RZ C10 N3 SING N N 7 8RZ C10 N4 SING N N 8 8RZ C9 N3 SING Y N 9 8RZ C9 C8 DOUB Y N 10 8RZ N2 C8 SING N N 11 8RZ N2 C7 SING N N 12 8RZ N3 C11 SING Y N 13 8RZ C8 C12 SING Y N 14 8RZ C11 C12 DOUB Y N 15 8RZ C11 C16 SING Y N 16 8RZ C12 C13 SING Y N 17 8RZ N1 C7 SING N N 18 8RZ N1 C2 SING N N 19 8RZ C16 C15 DOUB Y N 20 8RZ C13 C14 DOUB Y N 21 8RZ C7 O3 DOUB N N 22 8RZ C3 C2 SING N N 23 8RZ C14 C15 SING Y N 24 8RZ C2 C1 SING N N 25 8RZ O1 C1 DOUB N N 26 8RZ C1 N5 SING N N 27 8RZ N5 C17 SING N N 28 8RZ C17 C18 DOUB Y N 29 8RZ C17 C23 SING Y N 30 8RZ C18 C19 SING Y N 31 8RZ C23 C21 DOUB Y N 32 8RZ C19 C20 DOUB Y N 33 8RZ C21 C20 SING Y N 34 8RZ C21 O4 SING N N 35 8RZ F2 C22 SING N N 36 8RZ O4 C22 SING N N 37 8RZ C22 F3 SING N N 38 8RZ C22 F1 SING N N 39 8RZ C4 H1 SING N N 40 8RZ C14 H2 SING N N 41 8RZ C5 H3 SING N N 42 8RZ C6 H4 SING N N 43 8RZ C6 H5 SING N N 44 8RZ C9 H6 SING N N 45 8RZ C13 H7 SING N N 46 8RZ N2 H8 SING N N 47 8RZ C3 H9 SING N N 48 8RZ C3 H10 SING N N 49 8RZ C2 H11 SING N N 50 8RZ N4 H12 SING N N 51 8RZ N4 H13 SING N N 52 8RZ C15 H14 SING N N 53 8RZ C16 H15 SING N N 54 8RZ N5 H16 SING N N 55 8RZ C18 H17 SING N N 56 8RZ C19 H18 SING N N 57 8RZ C20 H19 SING N N 58 8RZ C23 H20 SING N N 59 # 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 8RZ InChI InChI 1.03 "InChI=1S/C23H20F3N5O4/c24-23(25,26)35-14-5-3-4-13(10-14)28-20(32)19-9-12-8-18(12)31(19)22(34)29-16-11-30(21(27)33)17-7-2-1-6-15(16)17/h1-7,10-12,18-19H,8-9H2,(H2,27,33)(H,28,32)(H,29,34)/t12-,18-,19+/m1/s1" 8RZ InChIKey InChI 1.03 VERSLSAMPJEQIQ-DPMMWBKBSA-N 8RZ SMILES_CANONICAL CACTVS 3.385 "NC(=O)n1cc(NC(=O)N2[C@@H]3C[C@@H]3C[C@H]2C(=O)Nc4cccc(OC(F)(F)F)c4)c5ccccc15" 8RZ SMILES CACTVS 3.385 "NC(=O)n1cc(NC(=O)N2[CH]3C[CH]3C[CH]2C(=O)Nc4cccc(OC(F)(F)F)c4)c5ccccc15" 8RZ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)c(cn2C(=O)N)NC(=O)N3[C@@H]4C[C@@H]4C[C@H]3C(=O)Nc5cccc(c5)OC(F)(F)F" 8RZ SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)c(cn2C(=O)N)NC(=O)N3C4CC4CC3C(=O)Nc5cccc(c5)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 8RZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(1~{R},3~{S},5~{R})-~{N}2-(1-aminocarbonylindol-3-yl)-~{N}3-[3-(trifluoromethyloxy)phenyl]-2-azabicyclo[3.1.0]hexane-2,3-dicarboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8RZ "Create component" 2017-02-28 EBI 8RZ "Initial release" 2017-06-28 RCSB #