data_W4A # _chem_comp.id W4A _chem_comp.name "5-methyl-~{N}-[2-(4-methylpiperazin-1-yl)-5-(trifluoromethyl)phenyl]furan-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H20 F3 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-01-25 _chem_comp.pdbx_modified_date 2017-05-05 _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 367.366 _chem_comp.one_letter_code ? _chem_comp.three_letter_code W4A _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 5MXX _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 W4A N1 N1 N 0 1 N N N 16.515 24.001 29.743 -0.544 2.049 -0.037 N1 W4A 1 W4A C4 C1 C 0 1 N N N 15.236 24.364 29.121 -0.753 2.706 1.261 C4 W4A 2 W4A C5 C2 C 0 1 N N N 14.204 24.719 30.118 -2.115 3.405 1.262 C5 W4A 3 W4A C6 C3 C 0 1 N N N 12.921 23.972 32.006 -3.427 5.128 0.181 C6 W4A 4 W4A C7 C4 C 0 1 N N N 16.375 23.027 30.828 -0.592 3.026 -1.133 C7 W4A 5 W4A C8 C5 C 0 1 N N N 15.254 23.392 31.792 -1.953 3.725 -1.132 C8 W4A 6 W4A C10 C6 C 0 1 Y N N 19.037 23.590 27.188 3.056 1.306 0.066 C10 W4A 7 W4A C13 C7 C 0 1 N N N 21.355 24.341 26.919 4.349 -0.830 -0.094 C13 W4A 8 W4A C15 C8 C 0 1 N N N 15.740 26.945 34.741 -5.534 -2.868 -0.751 C15 W4A 9 W4A C17 C9 C 0 1 Y N N 18.303 27.123 35.092 -3.636 -4.129 0.379 C17 W4A 10 W4A O O1 O 0 1 N N N 20.673 25.953 31.644 0.250 -2.515 0.726 O W4A 11 W4A C1 C10 C 0 1 N N N 19.470 25.876 31.836 -0.702 -1.966 0.201 C1 W4A 12 W4A C C11 C 0 1 Y N N 18.868 26.344 33.085 -2.001 -2.643 0.148 C W4A 13 W4A C16 C12 C 0 1 Y N N 19.393 26.815 34.234 -2.280 -3.884 0.645 C16 W4A 14 W4A C14 C13 C 0 1 Y N N 17.182 26.847 34.422 -4.118 -3.044 -0.265 C14 W4A 15 W4A O1 O2 O 0 1 Y N N 17.498 26.360 33.180 -3.130 -2.150 -0.401 O1 W4A 16 W4A N N2 N 0 1 N N N 18.570 25.477 30.911 -0.561 -0.735 -0.330 N W4A 17 W4A C2 C14 C 0 1 Y N N 18.782 24.834 29.673 0.653 -0.050 -0.197 C2 W4A 18 W4A C11 C15 C 0 1 Y N N 19.979 24.926 28.952 1.851 -0.748 -0.210 C11 W4A 19 W4A C12 C16 C 0 1 Y N N 20.102 24.276 27.713 3.049 -0.069 -0.079 C12 W4A 20 W4A F2 F1 F 0 1 N N N 22.199 25.209 27.347 5.415 0.064 0.054 F2 W4A 21 W4A F1 F2 F 0 1 N N N 22.012 23.203 26.845 4.363 -1.750 0.960 F1 W4A 22 W4A F F3 F 0 1 N N N 21.110 24.572 25.646 4.477 -1.511 -1.309 F W4A 23 W4A C9 C17 C 0 1 Y N N 17.847 23.533 27.867 1.867 2.010 0.080 C9 W4A 24 W4A C3 C18 C 0 1 Y N N 17.711 24.160 29.085 0.661 1.338 -0.051 C3 W4A 25 W4A N2 N3 N 0 1 N N N 13.996 23.631 31.071 -2.162 4.382 0.166 N2 W4A 26 W4A H1 H1 H 0 1 N N N 15.398 25.227 28.458 -0.726 1.960 2.055 H1 W4A 27 W4A H2 H2 H 0 1 N N N 14.876 23.509 28.529 0.034 3.442 1.426 H2 W4A 28 W4A H3 H3 H 0 1 N N N 14.526 25.618 30.664 -2.903 2.665 1.124 H3 W4A 29 W4A H4 H4 H 0 1 N N N 13.258 24.926 29.597 -2.259 3.917 2.213 H4 W4A 30 W4A H5 H5 H 0 1 N N N 12.776 23.145 32.716 -3.525 5.660 1.127 H5 W4A 31 W4A H6 H6 H 0 1 N N N 13.190 24.885 32.557 -3.436 5.845 -0.641 H6 W4A 32 W4A H7 H7 H 0 1 N N N 11.989 24.142 31.447 -4.260 4.434 0.066 H7 W4A 33 W4A H8 H8 H 0 1 N N N 16.159 22.040 30.392 0.197 3.766 -0.995 H8 W4A 34 W4A H9 H9 H 0 1 N N N 17.321 22.982 31.387 -0.447 2.513 -2.084 H9 W4A 35 W4A H10 H10 H 0 1 N N N 15.109 22.566 32.504 -1.980 4.471 -1.926 H10 W4A 36 W4A H11 H11 H 0 1 N N N 15.533 24.304 32.340 -2.740 2.989 -1.297 H11 W4A 37 W4A H12 H12 H 0 1 N N N 19.136 23.092 26.235 3.994 1.831 0.173 H12 W4A 38 W4A H13 H13 H 0 1 N N N 15.149 26.592 33.883 -6.133 -2.405 0.033 H13 W4A 39 W4A H14 H14 H 0 1 N N N 15.516 26.323 35.620 -5.538 -2.231 -1.636 H14 W4A 40 W4A H15 H15 H 0 1 N N N 15.483 27.992 34.957 -5.955 -3.842 -1.003 H15 W4A 41 W4A H16 H16 H 0 1 N N N 18.369 27.509 36.099 -4.190 -5.021 0.637 H16 W4A 42 W4A H17 H17 H 0 1 N N N 20.442 26.935 34.459 -1.591 -4.548 1.146 H17 W4A 43 W4A H18 H18 H 0 1 N N N 17.614 25.665 31.137 -1.300 -0.325 -0.805 H18 W4A 44 W4A H19 H19 H 0 1 N N N 20.806 25.496 29.348 1.849 -1.822 -0.323 H19 W4A 45 W4A H20 H20 H 0 1 N N N 17.012 22.994 27.444 1.876 3.084 0.194 H20 W4A 46 # 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 W4A F C13 SING N N 1 W4A F1 C13 SING N N 2 W4A C13 F2 SING N N 3 W4A C13 C12 SING N N 4 W4A C10 C12 DOUB Y N 5 W4A C10 C9 SING Y N 6 W4A C12 C11 SING Y N 7 W4A C9 C3 DOUB Y N 8 W4A C11 C2 DOUB Y N 9 W4A C3 C2 SING Y N 10 W4A C3 N1 SING N N 11 W4A C4 N1 SING N N 12 W4A C4 C5 SING N N 13 W4A C2 N SING N N 14 W4A N1 C7 SING N N 15 W4A C5 N2 SING N N 16 W4A C7 C8 SING N N 17 W4A N C1 SING N N 18 W4A N2 C8 SING N N 19 W4A N2 C6 SING N N 20 W4A O C1 DOUB N N 21 W4A C1 C SING N N 22 W4A C O1 SING Y N 23 W4A C C16 DOUB Y N 24 W4A O1 C14 SING Y N 25 W4A C16 C17 SING Y N 26 W4A C14 C15 SING N N 27 W4A C14 C17 DOUB Y N 28 W4A C4 H1 SING N N 29 W4A C4 H2 SING N N 30 W4A C5 H3 SING N N 31 W4A C5 H4 SING N N 32 W4A C6 H5 SING N N 33 W4A C6 H6 SING N N 34 W4A C6 H7 SING N N 35 W4A C7 H8 SING N N 36 W4A C7 H9 SING N N 37 W4A C8 H10 SING N N 38 W4A C8 H11 SING N N 39 W4A C10 H12 SING N N 40 W4A C15 H13 SING N N 41 W4A C15 H14 SING N N 42 W4A C15 H15 SING N N 43 W4A C17 H16 SING N N 44 W4A C16 H17 SING N N 45 W4A N H18 SING N N 46 W4A C11 H19 SING N N 47 W4A C9 H20 SING N N 48 # 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 W4A InChI InChI 1.03 "InChI=1S/C18H20F3N3O2/c1-12-3-6-16(26-12)17(25)22-14-11-13(18(19,20)21)4-5-15(14)24-9-7-23(2)8-10-24/h3-6,11H,7-10H2,1-2H3,(H,22,25)" W4A InChIKey InChI 1.03 STWLHUZLPCVTAS-UHFFFAOYSA-N W4A SMILES_CANONICAL CACTVS 3.385 "CN1CCN(CC1)c2ccc(cc2NC(=O)c3oc(C)cc3)C(F)(F)F" W4A SMILES CACTVS 3.385 "CN1CCN(CC1)c2ccc(cc2NC(=O)c3oc(C)cc3)C(F)(F)F" W4A SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1ccc(o1)C(=O)Nc2cc(ccc2N3CCN(CC3)C)C(F)(F)F" W4A SMILES "OpenEye OEToolkits" 2.0.6 "Cc1ccc(o1)C(=O)Nc2cc(ccc2N3CCN(CC3)C)C(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 W4A "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "5-methyl-~{N}-[2-(4-methylpiperazin-1-yl)-5-(trifluoromethyl)phenyl]furan-2-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 W4A "Create component" 2017-01-25 EBI W4A "Initial release" 2017-05-10 RCSB #