data_8FQ # _chem_comp.id 8FQ _chem_comp.name "~{N}-[(1~{S})-4-(2-fluoranylethanimidoylamino)-1-(4-methoxy-1-methyl-benzimidazol-2-yl)butyl]-3-oxidanylidene-1,2-dihydroisoindole-4-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H27 F N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-02-06 _chem_comp.pdbx_modified_date 2017-05-19 _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 466.508 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8FQ _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 5N0Y _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 8FQ C27 C1 C 0 1 Y N N -25.705 19.159 -26.257 0.214 -4.184 2.699 C27 8FQ 1 8FQ C33 C2 C 0 1 Y N N -18.691 17.291 -22.118 -5.204 3.503 -0.176 C33 8FQ 2 8FQ C28 C3 C 0 1 Y N N -25.239 18.418 -25.172 0.220 -2.839 2.376 C28 8FQ 3 8FQ C26 C4 C 0 1 Y N N -26.713 20.086 -26.078 -0.106 -5.131 1.741 C26 8FQ 4 8FQ C32 C5 C 0 1 Y N N -19.694 16.919 -22.990 -4.097 3.782 0.597 C32 8FQ 5 8FQ C34 C6 C 0 1 Y N N -18.897 17.325 -20.747 -5.252 2.351 -0.947 C34 8FQ 6 8FQ C20 C7 C 0 1 Y N N -26.750 19.522 -23.714 -0.424 -3.391 0.111 C20 8FQ 7 8FQ C19 C8 C 0 1 Y N N -25.745 18.575 -23.885 -0.098 -2.429 1.085 C19 8FQ 8 8FQ C25 C9 C 0 1 Y N N -27.213 20.248 -24.797 -0.423 -4.740 0.457 C25 8FQ 9 8FQ C4 C10 C 0 1 Y N N -21.126 16.584 -21.023 -3.059 1.737 -0.171 C4 8FQ 10 8FQ C31 C11 C 0 1 Y N N -20.893 16.580 -22.392 -3.019 2.905 0.606 C31 8FQ 11 8FQ C3 C12 C 0 1 Y N N -20.109 16.972 -20.164 -4.189 1.469 -0.956 C3 8FQ 12 8FQ C6 C13 C 0 1 Y N N -22.966 15.949 -21.867 -1.149 1.760 0.865 C6 8FQ 13 8FQ C21 C14 C 0 1 N N N -27.508 19.951 -22.511 -0.797 -3.277 -1.313 C21 8FQ 14 8FQ C17 C15 C 0 1 N N N -25.170 17.762 -22.777 -0.093 -0.990 0.738 C17 8FQ 15 8FQ C13 C16 C 0 1 N N N -24.103 9.788 -20.208 6.092 1.429 -0.727 C13 8FQ 16 8FQ C24 C17 C 0 1 N N N -28.270 21.186 -24.389 -0.808 -5.501 -0.787 C24 8FQ 17 8FQ C14 C18 C 0 1 N N N -24.582 9.041 -21.435 7.481 1.136 -0.220 C14 8FQ 18 8FQ C30 C19 C 0 1 N N N -22.295 16.025 -24.361 -1.295 3.910 2.177 C30 8FQ 19 8FQ C1 C20 C 0 1 N N N -19.388 17.329 -17.899 -5.431 0.131 -2.479 C1 8FQ 20 8FQ C10 C21 C 0 1 N N N -24.316 13.315 -21.057 2.649 1.306 0.728 C10 8FQ 21 8FQ C9 C22 C 0 1 N N N -24.478 14.101 -22.329 1.239 1.603 0.214 C9 8FQ 22 8FQ C11 C23 C 0 1 N N N -24.492 11.864 -21.393 3.663 1.558 -0.389 C11 8FQ 23 8FQ C7 C24 C 0 1 N N S -24.364 15.538 -22.011 0.225 1.351 1.332 C7 8FQ 24 8FQ N5 N1 N 0 1 Y N N -22.413 16.194 -20.695 -1.884 1.086 0.031 N5 8FQ 25 8FQ N15 N2 N 0 1 N N N -23.833 9.162 -19.113 5.918 1.827 -1.945 N15 8FQ 26 8FQ N29 N3 N 0 1 Y N N -22.089 16.172 -22.914 -1.798 2.893 1.251 N29 8FQ 27 8FQ N23 N4 N 0 1 N N N -28.257 21.024 -22.942 -1.020 -4.496 -1.835 N23 8FQ 28 8FQ N16 N5 N 0 1 N N N -25.036 16.384 -22.995 0.220 -0.073 1.675 N16 8FQ 29 8FQ N12 N6 N 0 1 N N N -23.978 11.138 -20.271 5.013 1.273 0.103 N12 8FQ 30 8FQ O22 O1 O 0 1 N N N -27.517 19.434 -21.402 -0.890 -2.231 -1.926 O22 8FQ 31 8FQ O18 O2 O 0 1 N N N -24.817 18.356 -21.759 -0.371 -0.636 -0.391 O18 8FQ 32 8FQ O2 O3 O 0 1 N N N -20.449 16.948 -18.788 -4.242 0.343 -1.714 O2 8FQ 33 8FQ H1 H1 H 0 1 N N N -25.278 19.008 -27.237 0.466 -4.497 3.701 H1 8FQ 34 8FQ H2 H2 H 0 1 N N N -17.723 17.562 -22.513 -6.042 4.184 -0.177 H2 8FQ 35 8FQ H3 H3 H 0 1 N N N -24.455 17.694 -25.337 0.470 -2.106 3.128 H3 8FQ 36 8FQ H4 H4 H 0 1 N N N -27.097 20.663 -26.906 -0.108 -6.179 2.001 H4 8FQ 37 8FQ H5 H5 H 0 1 N N N -19.552 16.895 -24.060 -4.067 4.681 1.194 H5 8FQ 38 8FQ H6 H6 H 0 1 N N N -18.085 17.638 -20.108 -6.127 2.141 -1.544 H6 8FQ 39 8FQ H7 H7 H 0 1 N N N -28.026 22.218 -24.680 -0.004 -6.179 -1.075 H7 8FQ 40 8FQ H8 H8 H 0 1 N N N -24.485 9.717 -22.298 7.703 1.786 0.626 H8 8FQ 41 8FQ H9 H9 H 0 1 N N N -23.924 8.170 -21.575 7.540 0.095 0.097 H9 8FQ 42 8FQ H11 H11 H 0 1 N N N -23.324 15.688 -24.553 -1.591 3.653 3.194 H11 8FQ 43 8FQ H12 H12 H 0 1 N N N -22.128 16.993 -24.855 -0.208 3.952 2.115 H12 8FQ 44 8FQ H13 H13 H 0 1 N N N -21.587 15.283 -24.759 -1.713 4.881 1.912 H13 8FQ 45 8FQ H14 H14 H 0 1 N N N -19.745 17.280 -16.860 -5.343 -0.802 -3.036 H14 8FQ 46 8FQ H15 H15 H 0 1 N N N -18.538 16.643 -18.028 -6.289 0.074 -1.808 H15 8FQ 47 8FQ H16 H16 H 0 1 N N N -19.068 18.356 -18.129 -5.567 0.958 -3.174 H16 8FQ 48 8FQ H17 H17 H 0 1 N N N -23.313 13.484 -20.637 2.871 1.956 1.574 H17 8FQ 49 8FQ H18 H18 H 0 1 N N N -25.077 13.625 -20.325 2.708 0.265 1.045 H18 8FQ 50 8FQ H19 H19 H 0 1 N N N -25.465 13.896 -22.769 1.179 2.645 -0.102 H19 8FQ 51 8FQ H20 H20 H 0 1 N N N -23.692 13.816 -23.044 1.016 0.953 -0.632 H20 8FQ 52 8FQ H21 H21 H 0 1 N N N -25.557 11.632 -21.544 3.440 0.908 -1.235 H21 8FQ 53 8FQ H22 H22 H 0 1 N N N -23.929 11.611 -22.303 3.604 2.599 -0.706 H22 8FQ 54 8FQ H23 H23 H 0 1 N N N -24.858 15.700 -21.042 0.499 1.936 2.210 H23 8FQ 55 8FQ H24 H24 H 0 1 N N N -23.543 9.785 -18.387 5.024 2.016 -2.271 H24 8FQ 56 8FQ H25 H25 H 0 1 N N N -25.403 15.976 -23.831 0.442 -0.355 2.576 H25 8FQ 57 8FQ H26 H26 H 0 1 N N N -23.523 11.629 -19.528 5.143 0.975 1.017 H26 8FQ 58 8FQ F1 F1 F 0 1 N N N -26.177 8.481 -21.396 8.408 1.367 -1.242 F1 8FQ 59 8FQ H27 H27 H 0 1 N N N -29.244 20.905 -24.816 -1.727 -6.061 -0.614 H27 8FQ 60 8FQ H10 H10 H 0 1 N N N -28.746 21.635 -22.319 -1.278 -4.680 -2.751 H10 8FQ 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 8FQ C27 C26 DOUB Y N 1 8FQ C27 C28 SING Y N 2 8FQ C26 C25 SING Y N 3 8FQ C28 C19 DOUB Y N 4 8FQ C25 C24 SING N N 5 8FQ C25 C20 DOUB Y N 6 8FQ C24 N23 SING N N 7 8FQ C30 N29 SING N N 8 8FQ C19 C20 SING Y N 9 8FQ C19 C17 SING N N 10 8FQ C20 C21 SING N N 11 8FQ N16 C17 SING N N 12 8FQ N16 C7 SING N N 13 8FQ C32 C31 DOUB Y N 14 8FQ C32 C33 SING Y N 15 8FQ N23 C21 SING N N 16 8FQ N29 C31 SING Y N 17 8FQ N29 C6 SING Y N 18 8FQ C17 O18 DOUB N N 19 8FQ C21 O22 DOUB N N 20 8FQ C31 C4 SING Y N 21 8FQ C9 C7 SING N N 22 8FQ C9 C10 SING N N 23 8FQ C33 C34 DOUB Y N 24 8FQ C7 C6 SING N N 25 8FQ C6 N5 DOUB Y N 26 8FQ C14 C13 SING N N 27 8FQ C11 C10 SING N N 28 8FQ C11 N12 SING N N 29 8FQ C4 N5 SING Y N 30 8FQ C4 C3 DOUB Y N 31 8FQ C34 C3 SING Y N 32 8FQ N12 C13 SING N N 33 8FQ C13 N15 DOUB N N 34 8FQ C3 O2 SING N N 35 8FQ O2 C1 SING N N 36 8FQ C27 H1 SING N N 37 8FQ C33 H2 SING N N 38 8FQ C28 H3 SING N N 39 8FQ C26 H4 SING N N 40 8FQ C32 H5 SING N N 41 8FQ C34 H6 SING N N 42 8FQ C24 H7 SING N N 43 8FQ C14 H8 SING N N 44 8FQ C14 H9 SING N N 45 8FQ C30 H11 SING N N 46 8FQ C30 H12 SING N N 47 8FQ C30 H13 SING N N 48 8FQ C1 H14 SING N N 49 8FQ C1 H15 SING N N 50 8FQ C1 H16 SING N N 51 8FQ C10 H17 SING N N 52 8FQ C10 H18 SING N N 53 8FQ C9 H19 SING N N 54 8FQ C9 H20 SING N N 55 8FQ C11 H21 SING N N 56 8FQ C11 H22 SING N N 57 8FQ C7 H23 SING N N 58 8FQ N15 H24 SING N N 59 8FQ N16 H25 SING N N 60 8FQ N12 H26 SING N N 61 8FQ C14 F1 SING N N 62 8FQ C24 H27 SING N N 63 8FQ N23 H10 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 8FQ InChI InChI 1.03 "InChI=1S/C24H27FN6O3/c1-31-17-9-4-10-18(34-2)21(17)30-22(31)16(8-5-11-27-19(26)12-25)29-23(32)15-7-3-6-14-13-28-24(33)20(14)15/h3-4,6-7,9-10,16H,5,8,11-13H2,1-2H3,(H2,26,27)(H,28,33)(H,29,32)/t16-/m0/s1" 8FQ InChIKey InChI 1.03 DMTSALXYYYZIBF-INIZCTEOSA-N 8FQ SMILES_CANONICAL CACTVS 3.385 "COc1cccc2n(C)c(nc12)[C@H](CCCNC(=N)CF)NC(=O)c3cccc4CNC(=O)c34" 8FQ SMILES CACTVS 3.385 "COc1cccc2n(C)c(nc12)[CH](CCCNC(=N)CF)NC(=O)c3cccc4CNC(=O)c34" 8FQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "[H]/N=C(\CF)/NCCC[C@@H](c1nc2c(n1C)cccc2OC)NC(=O)c3cccc4c3C(=O)NC4" 8FQ SMILES "OpenEye OEToolkits" 2.0.6 "Cn1c2cccc(c2nc1C(CCCNC(=N)CF)NC(=O)c3cccc4c3C(=O)NC4)OC" # 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 8FQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[(1~{S})-4-(2-fluoranylethanimidoylamino)-1-(4-methoxy-1-methyl-benzimidazol-2-yl)butyl]-3-oxidanylidene-1,2-dihydroisoindole-4-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 8FQ "Create component" 2017-02-06 EBI 8FQ "Initial release" 2017-05-24 RCSB #