data_9V8 # _chem_comp.id 9V8 _chem_comp.name "[3,5-bis(trifluoromethyl)phenyl]methyl (1~{S},5~{R})-6-[(1~{H}-benzotriazol-5-ylcarbonylamino)methyl]-3-azabicyclo[3.1.0]hexane-3-carboxylate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H19 F6 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-07-17 _chem_comp.pdbx_modified_date 2017-12-29 _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 527.419 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9V8 _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 5OHI _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 9V8 N3 N1 N 0 1 N N N 10.580 -21.592 54.382 0.352 2.260 -1.292 N3 9V8 1 9V8 C4 C1 C 0 1 N N N 10.557 -21.143 55.777 -0.761 3.122 -1.752 C4 9V8 2 9V8 C5 C2 C 0 1 N N S 11.951 -20.565 56.017 -1.798 3.063 -0.609 C5 9V8 3 9V8 C6 C3 C 0 1 N N N 13.212 -21.347 55.744 -2.854 1.957 -0.650 C6 9V8 4 9V8 C7 C4 C 0 1 N N N 14.468 -20.896 56.474 -4.115 2.155 0.194 C7 9V8 5 9V8 C15 C5 C 0 1 Y N N 8.655 -22.894 50.429 4.795 0.765 -0.541 C15 9V8 6 9V8 C17 C6 C 0 1 Y N N 8.444 -21.981 47.793 6.316 -1.263 0.562 C17 9V8 7 9V8 C20 C7 C 0 1 Y N N 8.339 -23.775 49.399 5.156 -0.325 -1.311 C20 9V8 8 9V8 C21 C8 C 0 1 N N N 16.824 -20.788 55.815 -6.241 1.025 0.571 C21 9V8 9 9V8 C22 C9 C 0 1 Y N N 18.002 -21.490 55.201 -7.187 -0.079 0.310 C22 9V8 10 9V8 C24 C10 C 0 1 Y N N 17.975 -22.858 54.890 -6.846 -1.089 -0.601 C24 9V8 11 9V8 C26 C11 C 0 1 Y N N 19.161 -20.749 54.949 -8.407 -0.116 0.972 C26 9V8 12 9V8 C28 C12 C 0 1 Y N N 20.250 -22.751 54.120 -8.941 -2.165 -0.203 C28 9V8 13 9V8 C1 C13 C 0 1 N N R 12.635 -20.441 54.683 -1.505 1.738 0.125 C1 9V8 14 9V8 C11 C14 C 0 1 N N N 9.610 -22.382 53.863 1.676 2.473 -1.435 C11 9V8 15 9V8 C14 C15 C 0 1 N N N 8.790 -23.392 51.843 3.966 1.871 -1.142 C14 9V8 16 9V8 C16 C16 C 0 1 Y N N 8.233 -23.325 48.086 5.916 -1.339 -0.759 C16 9V8 17 9V8 C18 C17 C 0 1 Y N N 8.730 -21.088 48.820 5.952 -0.175 1.333 C18 9V8 18 9V8 C19 C18 C 0 1 Y N N 8.859 -21.551 50.127 5.191 0.839 0.781 C19 9V8 19 9V8 C2 C19 C 0 1 N N N 11.739 -21.095 53.630 -0.318 1.116 -0.633 C2 9V8 20 9V8 C25 C20 C 0 1 Y N N 19.085 -23.487 54.340 -7.710 -2.113 -0.852 C25 9V8 21 9V8 C27 C21 C 0 1 Y N N 20.267 -21.386 54.387 -9.297 -1.163 0.719 C27 9V8 22 9V8 C32 C22 C 0 1 N N N 7.921 -24.289 46.984 6.309 -2.528 -1.598 C32 9V8 23 9V8 C36 C23 C 0 1 N N N 8.998 -19.651 48.505 6.388 -0.092 2.773 C36 9V8 24 9V8 F33 F1 F 0 1 N N N 6.837 -25.019 47.239 7.070 -3.412 -0.826 F33 9V8 25 9V8 F34 F2 F 0 1 N N N 8.918 -25.149 46.758 5.157 -3.179 -2.053 F34 9V8 26 9V8 F35 F3 F 0 1 N N N 7.708 -23.689 45.809 7.065 -2.096 -2.693 F35 9V8 27 9V8 F37 F4 F 0 1 N N N 8.710 -19.337 47.247 5.260 -0.033 3.599 F37 9V8 28 9V8 F38 F5 F 0 1 N N N 10.274 -19.323 48.666 7.145 -1.223 3.097 F38 9V8 29 9V8 F39 F6 F 0 1 N N N 8.296 -18.815 49.263 7.163 1.057 2.960 F39 9V8 30 9V8 N10 N2 N 0 1 N N N 15.698 -21.493 55.968 -5.053 1.060 -0.065 N10 9V8 31 9V8 N29 N3 N 0 1 Y N N 21.468 -23.100 53.570 -9.997 -3.041 -0.240 N29 9V8 32 9V8 N30 N4 N 0 1 Y N N 22.225 -22.035 53.541 -10.962 -2.546 0.649 N30 9V8 33 9V8 N31 N5 N 0 1 Y N N 21.518 -20.993 54.028 -10.531 -1.462 1.191 N31 9V8 34 9V8 O12 O1 O 0 1 N N N 8.661 -22.788 54.496 2.073 3.472 -2.000 O12 9V8 35 9V8 O13 O2 O 0 1 N N N 9.833 -22.658 52.556 2.557 1.577 -0.952 O13 9V8 36 9V8 O23 O3 O 0 1 N N N 16.880 -19.589 56.087 -6.533 1.902 1.361 O23 9V8 37 9V8 H1 H1 H 0 1 N N N 9.786 -20.372 55.925 -0.415 4.145 -1.898 H1 9V8 38 9V8 H2 H2 H 0 1 N N N 10.365 -21.988 56.454 -1.190 2.730 -2.674 H2 9V8 39 9V8 H3 H3 H 0 1 N N N 12.025 -19.711 56.706 -2.006 3.986 -0.067 H3 9V8 40 9V8 H4 H4 H 0 1 N N N 13.098 -22.430 55.585 -3.000 1.437 -1.596 H4 9V8 41 9V8 H5 H5 H 0 1 N N N 14.550 -19.803 56.378 -3.848 2.162 1.251 H5 9V8 42 9V8 H6 H6 H 0 1 N N N 14.365 -21.164 57.536 -4.583 3.104 -0.068 H6 9V8 43 9V8 H7 H7 H 0 1 N N N 8.386 -21.633 46.772 6.911 -2.055 0.993 H7 9V8 44 9V8 H8 H8 H 0 1 N N N 8.174 -24.819 49.621 4.843 -0.385 -2.343 H8 9V8 45 9V8 H9 H9 H 0 1 N N N 17.079 -23.430 55.081 -5.893 -1.055 -1.109 H9 9V8 46 9V8 H10 H10 H 0 1 N N N 19.199 -19.696 55.187 -8.667 0.660 1.677 H10 9V8 47 9V8 H11 H11 H 0 1 N N N 13.159 -19.508 54.429 -1.517 1.664 1.213 H11 9V8 48 9V8 H12 H12 H 0 1 N N N 7.832 -23.256 52.366 4.210 2.814 -0.654 H12 9V8 49 9V8 H13 H13 H 0 1 N N N 9.049 -24.461 51.825 4.181 1.947 -2.208 H13 9V8 50 9V8 H14 H14 H 0 1 N N N 9.120 -20.860 50.915 4.906 1.689 1.383 H14 9V8 51 9V8 H15 H15 H 0 1 N N N 12.265 -21.925 53.135 -0.681 0.407 -1.378 H15 9V8 52 9V8 H16 H16 H 0 1 N N N 11.425 -20.358 52.876 0.363 0.624 0.061 H16 9V8 53 9V8 H17 H17 H 0 1 N N N 19.047 -24.536 54.085 -7.441 -2.884 -1.559 H17 9V8 54 9V8 H18 H18 H 0 1 N N N 15.700 -22.464 55.727 -4.820 0.361 -0.695 H18 9V8 55 9V8 H19 H19 H 0 1 N N N 21.726 -24.011 53.249 -10.064 -3.845 -0.778 H19 9V8 56 # 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 9V8 F35 C32 SING N N 1 9V8 F34 C32 SING N N 2 9V8 C32 F33 SING N N 3 9V8 C32 C16 SING N N 4 9V8 F37 C36 SING N N 5 9V8 C17 C16 DOUB Y N 6 9V8 C17 C18 SING Y N 7 9V8 C16 C20 SING Y N 8 9V8 C36 F38 SING N N 9 9V8 C36 C18 SING N N 10 9V8 C36 F39 SING N N 11 9V8 C18 C19 DOUB Y N 12 9V8 C20 C15 DOUB Y N 13 9V8 C19 C15 SING Y N 14 9V8 C15 C14 SING N N 15 9V8 C14 O13 SING N N 16 9V8 O13 C11 SING N N 17 9V8 N30 N29 SING Y N 18 9V8 N30 N31 DOUB Y N 19 9V8 N29 C28 SING Y N 20 9V8 C2 N3 SING N N 21 9V8 C2 C1 SING N N 22 9V8 C11 N3 SING N N 23 9V8 C11 O12 DOUB N N 24 9V8 N31 C27 SING Y N 25 9V8 C28 C25 DOUB Y N 26 9V8 C28 C27 SING Y N 27 9V8 C25 C24 SING Y N 28 9V8 N3 C4 SING N N 29 9V8 C27 C26 DOUB Y N 30 9V8 C1 C6 SING N N 31 9V8 C1 C5 SING N N 32 9V8 C24 C22 DOUB Y N 33 9V8 C26 C22 SING Y N 34 9V8 C22 C21 SING N N 35 9V8 C6 C5 SING N N 36 9V8 C6 C7 SING N N 37 9V8 C4 C5 SING N N 38 9V8 C21 N10 SING N N 39 9V8 C21 O23 DOUB N N 40 9V8 N10 C7 SING N N 41 9V8 C4 H1 SING N N 42 9V8 C4 H2 SING N N 43 9V8 C5 H3 SING N N 44 9V8 C6 H4 SING N N 45 9V8 C7 H5 SING N N 46 9V8 C7 H6 SING N N 47 9V8 C17 H7 SING N N 48 9V8 C20 H8 SING N N 49 9V8 C24 H9 SING N N 50 9V8 C26 H10 SING N N 51 9V8 C1 H11 SING N N 52 9V8 C14 H12 SING N N 53 9V8 C14 H13 SING N N 54 9V8 C19 H14 SING N N 55 9V8 C2 H15 SING N N 56 9V8 C2 H16 SING N N 57 9V8 C25 H17 SING N N 58 9V8 N10 H18 SING N N 59 9V8 N29 H19 SING N N 60 # 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 9V8 InChI InChI 1.03 "InChI=1S/C23H19F6N5O3/c24-22(25,26)13-3-11(4-14(6-13)23(27,28)29)10-37-21(36)34-8-16-15(17(16)9-34)7-30-20(35)12-1-2-18-19(5-12)32-33-31-18/h1-6,15-17H,7-10H2,(H,30,35)(H,31,32,33)/t15-,16-,17+" 9V8 InChIKey InChI 1.03 ZDOBSAPHUUUOHX-OSYLJGHBSA-N 9V8 SMILES_CANONICAL CACTVS 3.385 "FC(F)(F)c1cc(COC(=O)N2C[C@H]3C(CNC(=O)c4ccc5[nH]nnc5c4)[C@H]3C2)cc(c1)C(F)(F)F" 9V8 SMILES CACTVS 3.385 "FC(F)(F)c1cc(COC(=O)N2C[CH]3C(CNC(=O)c4ccc5[nH]nnc5c4)[CH]3C2)cc(c1)C(F)(F)F" 9V8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc2c(cc1C(=O)NCC3[C@H]4[C@@H]3CN(C4)C(=O)OCc5cc(cc(c5)C(F)(F)F)C(F)(F)F)nn[nH]2" 9V8 SMILES "OpenEye OEToolkits" 2.0.6 "c1cc2c(cc1C(=O)NCC3C4C3CN(C4)C(=O)OCc5cc(cc(c5)C(F)(F)F)C(F)(F)F)nn[nH]2" # 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 9V8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[3,5-bis(trifluoromethyl)phenyl]methyl (1~{S},5~{R})-6-[(1~{H}-benzotriazol-5-ylcarbonylamino)methyl]-3-azabicyclo[3.1.0]hexane-3-carboxylate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9V8 "Create component" 2017-07-17 EBI 9V8 "Initial release" 2018-01-03 RCSB #