data_5GI # _chem_comp.id 5GI _chem_comp.name "~{N}-[(2~{S})-3-(4-fluorophenyl)-1-oxidanylidene-1-[[(2~{S})-1-oxidanylidene-3-[(3~{S})-2-oxidanylidenepiperidin-3-yl]propan-2-yl]amino]propan-2-yl]-5-methyl-1,2-oxazole-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H25 F N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-08-25 _chem_comp.pdbx_modified_date 2017-05-26 _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 444.456 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ? _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 5GSO _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 5GI C1 C1 C 0 1 N N S -22.891 -3.380 97.069 0.248 0.106 -0.447 C1 5GI 1 5GI C2 C2 C 0 1 N N N -24.078 -4.288 96.901 0.612 1.370 -1.229 C2 5GI 2 5GI C3 C3 C 0 1 N N N -22.463 -3.431 98.496 -0.995 -0.509 -1.037 C3 5GI 3 5GI C4 C4 C 0 1 N N N -15.915 -3.906 94.553 6.676 -3.350 1.133 C4 5GI 4 5GI C5 C5 C 0 1 Y N N -24.880 -3.930 95.657 1.780 2.052 -0.566 C5 5GI 5 5GI C6 C6 C 0 1 Y N N -25.300 -2.663 95.457 3.071 1.728 -0.938 C6 5GI 6 5GI C7 C7 C 0 1 Y N N -25.155 -4.929 94.739 1.560 3.005 0.411 C7 5GI 7 5GI C8 C8 C 0 1 Y N N -26.013 -2.368 94.321 4.144 2.353 -0.331 C8 5GI 8 5GI C9 C9 C 0 1 Y N N -26.276 -3.371 93.408 3.924 3.304 0.652 C9 5GI 9 5GI C10 C10 C 0 1 Y N N -25.852 -4.627 93.606 2.631 3.632 1.020 C10 5GI 10 5GI C11 C11 C 0 1 N N N -20.729 -2.985 96.098 2.381 -0.769 0.339 C11 5GI 11 5GI C12 C12 C 0 1 Y N N -19.509 -3.517 95.384 3.500 -1.739 0.259 C12 5GI 12 5GI C13 C13 C 0 1 N N N -17.397 -1.343 100.010 -6.440 -1.303 2.512 C13 5GI 13 5GI C14 C14 C 0 1 Y N N -18.168 -3.108 95.625 4.652 -1.788 1.092 C14 5GI 14 5GI C15 C15 C 0 1 N N N -24.004 -2.125 101.509 -3.380 -0.154 -3.132 C15 5GI 15 5GI C16 C16 C 0 1 Y N N -17.406 -3.915 94.725 5.355 -2.841 0.615 C16 5GI 16 5GI C17 C17 C 0 1 N N N -18.310 -2.365 99.358 -5.068 -1.881 2.166 C17 5GI 17 5GI C18 C18 C 0 1 N N S -22.704 -2.394 100.777 -3.352 -0.404 -1.646 C18 5GI 18 5GI C19 C19 C 0 1 N N N -21.641 -1.325 100.995 -4.589 0.225 -1.000 C19 5GI 19 5GI C20 C20 C 0 1 N N S -20.308 -1.237 100.189 -4.604 -0.101 0.495 C20 5GI 20 5GI C21 C21 C 0 1 N N N -19.423 -0.222 100.876 -5.738 0.632 1.153 C21 5GI 21 5GI C22 C22 C 0 1 N N N -19.555 -2.511 100.119 -4.779 -1.610 0.685 C22 5GI 22 5GI F1 F1 F 0 1 N N N -26.945 -3.119 92.315 4.972 3.915 1.247 F1 5GI 23 5GI N1 N1 N 0 1 N N N -21.791 -3.860 96.363 1.352 -0.853 -0.527 N1 5GI 24 5GI N2 N2 N 0 1 Y N N -19.476 -4.447 94.470 3.624 -2.729 -0.591 N2 5GI 25 5GI N3 N3 N 0 1 N N N -18.063 -0.090 100.361 -6.536 0.083 2.070 N3 5GI 26 5GI N4 N4 N 0 1 N N N -23.005 -2.485 99.391 -2.144 0.194 -1.072 N4 5GI 27 5GI O1 O1 O 0 1 Y N N -18.243 -4.661 94.077 4.649 -3.342 -0.408 O1 5GI 28 5GI O2 O2 O 0 1 N N N -24.498 -3.181 101.874 -2.483 0.461 -3.657 O2 5GI 29 5GI O3 O3 O 0 1 N N N -21.679 -4.258 98.834 -0.961 -1.637 -1.481 O3 5GI 30 5GI O4 O4 O 0 1 N N N -20.746 -1.826 96.438 2.392 0.102 1.187 O4 5GI 31 5GI O5 O5 O 0 1 N N N -20.044 0.990 100.818 -5.939 1.785 0.834 O5 5GI 32 5GI H1 H1 H 0 1 N N N -23.152 -2.351 96.780 0.065 0.364 0.596 H1 5GI 33 5GI H2 H2 H 0 1 N N N -24.727 -4.195 97.784 0.880 1.101 -2.251 H2 5GI 34 5GI H3 H3 H 0 1 N N N -23.725 -5.326 96.813 -0.243 2.046 -1.245 H3 5GI 35 5GI H4 H4 H 0 1 N N N -15.630 -4.638 93.783 6.499 -4.097 1.906 H4 5GI 36 5GI H5 H5 H 0 1 N N N -15.588 -2.902 94.244 7.238 -3.800 0.314 H5 5GI 37 5GI H6 H6 H 0 1 N N N -15.434 -4.171 95.506 7.246 -2.521 1.552 H6 5GI 38 5GI H7 H7 H 0 1 N N N -25.078 -1.892 96.180 3.242 0.987 -1.704 H7 5GI 39 5GI H8 H8 H 0 1 N N N -24.820 -5.940 94.919 0.550 3.260 0.698 H8 5GI 40 5GI H9 H9 H 0 1 N N N -26.364 -1.362 94.143 5.152 2.100 -0.622 H9 5GI 41 5GI H10 H10 H 0 1 N N N -26.061 -5.394 92.874 2.458 4.373 1.786 H10 5GI 42 5GI H11 H11 H 0 1 N N N -16.984 -1.784 100.929 -7.214 -1.892 2.021 H11 5GI 43 5GI H12 H12 H 0 1 N N N -16.578 -1.116 99.312 -6.585 -1.347 3.592 H12 5GI 44 5GI H13 H13 H 0 1 N N N -17.811 -2.365 96.322 4.906 -1.135 1.914 H13 5GI 45 5GI H14 H14 H 0 1 N N N -24.429 -1.147 101.682 -4.202 -0.524 -3.727 H14 5GI 46 5GI H16 H16 H 0 1 N N N -18.548 -2.036 98.336 -4.304 -1.404 2.781 H16 5GI 47 5GI H17 H17 H 0 1 N N N -17.795 -3.336 99.319 -5.068 -2.956 2.348 H17 5GI 48 5GI H18 H18 H 0 1 N N N -22.302 -3.355 101.130 -3.350 -1.477 -1.458 H18 5GI 49 5GI H19 H19 H 0 1 N N N -21.345 -1.411 102.051 -4.560 1.306 -1.136 H19 5GI 50 5GI H20 H20 H 0 1 N N N -22.150 -0.363 100.834 -5.487 -0.176 -1.469 H20 5GI 51 5GI H21 H21 H 0 1 N N N -20.537 -0.887 99.171 -3.662 0.213 0.944 H21 5GI 52 5GI H23 H23 H 0 1 N N N -20.184 -3.270 99.631 -3.866 -2.125 0.388 H23 5GI 53 5GI H24 H24 H 0 1 N N N -19.312 -2.838 101.141 -5.614 -1.961 0.078 H24 5GI 54 5GI H25 H25 H 0 1 N N N -21.760 -4.810 96.051 1.343 -1.548 -1.204 H25 5GI 55 5GI H26 H26 H 0 1 N N N -17.617 0.799 100.255 -7.224 0.640 2.467 H26 5GI 56 5GI H28 H28 H 0 1 N N N -23.656 -1.823 99.019 -2.171 1.097 -0.717 H28 5GI 57 # 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 5GI F1 C9 SING N N 1 5GI C9 C10 DOUB Y N 2 5GI C9 C8 SING Y N 3 5GI C10 C7 SING Y N 4 5GI O1 N2 SING Y N 5 5GI O1 C16 SING Y N 6 5GI C8 C6 DOUB Y N 7 5GI N2 C12 DOUB Y N 8 5GI C4 C16 SING N N 9 5GI C16 C14 DOUB Y N 10 5GI C7 C5 DOUB Y N 11 5GI C12 C14 SING Y N 12 5GI C12 C11 SING N N 13 5GI C6 C5 SING Y N 14 5GI C5 C2 SING N N 15 5GI C11 N1 SING N N 16 5GI C11 O4 DOUB N N 17 5GI N1 C1 SING N N 18 5GI C2 C1 SING N N 19 5GI C1 C3 SING N N 20 5GI C3 O3 DOUB N N 21 5GI C3 N4 SING N N 22 5GI C17 C13 SING N N 23 5GI C17 C22 SING N N 24 5GI N4 C18 SING N N 25 5GI C13 N3 SING N N 26 5GI C22 C20 SING N N 27 5GI C20 C21 SING N N 28 5GI C20 C19 SING N N 29 5GI N3 C21 SING N N 30 5GI C18 C19 SING N N 31 5GI C18 C15 SING N N 32 5GI O5 C21 DOUB N N 33 5GI C15 O2 DOUB N N 34 5GI C1 H1 SING N N 35 5GI C2 H2 SING N N 36 5GI C2 H3 SING N N 37 5GI C4 H4 SING N N 38 5GI C4 H5 SING N N 39 5GI C4 H6 SING N N 40 5GI C6 H7 SING N N 41 5GI C7 H8 SING N N 42 5GI C8 H9 SING N N 43 5GI C10 H10 SING N N 44 5GI C13 H11 SING N N 45 5GI C13 H12 SING N N 46 5GI C14 H13 SING N N 47 5GI C15 H14 SING N N 48 5GI C17 H16 SING N N 49 5GI C17 H17 SING N N 50 5GI C18 H18 SING N N 51 5GI C19 H19 SING N N 52 5GI C19 H20 SING N N 53 5GI C20 H21 SING N N 54 5GI C22 H23 SING N N 55 5GI C22 H24 SING N N 56 5GI N1 H25 SING N N 57 5GI N3 H26 SING N N 58 5GI N4 H28 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 5GI InChI InChI 1.03 "InChI=1S/C22H25FN4O5/c1-13-9-19(27-32-13)22(31)26-18(10-14-4-6-16(23)7-5-14)21(30)25-17(12-28)11-15-3-2-8-24-20(15)29/h4-7,9,12,15,17-18H,2-3,8,10-11H2,1H3,(H,24,29)(H,25,30)(H,26,31)/t15-,17-,18-/m0/s1" 5GI InChIKey InChI 1.03 WADSSBASHJFVSS-SZMVWBNQSA-N 5GI SMILES_CANONICAL CACTVS 3.385 "Cc1onc(c1)C(=O)N[C@@H](Cc2ccc(F)cc2)C(=O)N[C@@H](C[C@@H]3CCCNC3=O)C=O" 5GI SMILES CACTVS 3.385 "Cc1onc(c1)C(=O)N[CH](Cc2ccc(F)cc2)C(=O)N[CH](C[CH]3CCCNC3=O)C=O" 5GI SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "Cc1cc(no1)C(=O)N[C@@H](Cc2ccc(cc2)F)C(=O)N[C@@H](C[C@@H]3CCCNC3=O)C=O" 5GI SMILES "OpenEye OEToolkits" 2.0.5 "Cc1cc(no1)C(=O)NC(Cc2ccc(cc2)F)C(=O)NC(CC3CCCNC3=O)C=O" # 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 5GI "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "~{N}-[(2~{S})-3-(4-fluorophenyl)-1-oxidanylidene-1-[[(2~{S})-1-oxidanylidene-3-[(3~{S})-2-oxidanylidenepiperidin-3-yl]propan-2-yl]amino]propan-2-yl]-5-methyl-1,2-oxazole-3-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5GI "Create component" 2016-08-25 RCSB 5GI "Initial release" 2017-05-31 RCSB #