data_9WP # _chem_comp.id 9WP _chem_comp.name "4-[(azepan-1-yl)methyl]-5-hydroxy-2-methyl-N-[4-(trifluoromethyl)phenyl]-1-benzofuran-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H25 F3 N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-06-20 _chem_comp.pdbx_modified_date 2018-10-19 _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 446.462 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9WP _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 5W77 _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 9WP C1 C1 C 0 1 Y N N 33.402 3.618 6.542 -5.264 -1.714 0.274 C1 9WP 1 9WP N1 N1 N 0 1 N N N 27.624 2.078 6.393 0.507 -1.595 0.405 N1 9WP 2 9WP O1 O1 O 0 1 N N N 32.733 6.806 4.907 -4.669 1.198 2.380 O1 9WP 3 9WP C2 C2 C 0 1 Y N N 33.555 4.880 5.988 -5.484 -0.666 1.141 C2 9WP 4 9WP N2 N2 N 0 1 N N N 29.361 6.739 5.638 -1.679 1.741 0.332 N2 9WP 5 9WP O2 O2 O 0 1 Y N N 31.812 1.849 7.032 -3.485 -2.875 -1.068 O2 9WP 6 9WP C3 C3 C 0 1 Y N N 32.478 5.559 5.423 -4.438 0.167 1.524 C3 9WP 7 9WP O3 O3 O 0 1 N N N 28.247 3.386 4.654 -0.037 -0.191 -1.228 O3 9WP 8 9WP C4 C4 C 0 1 Y N N 31.183 4.998 5.371 -3.163 -0.051 1.034 C4 9WP 9 9WP C5 C5 C 0 1 N N N 30.084 5.838 4.707 -2.028 0.850 1.447 C5 9WP 10 9WP C6 C6 C 0 1 Y N N 30.495 1.644 6.771 -2.175 -2.693 -1.266 C6 9WP 11 9WP C7 C7 C 0 1 Y N N 29.901 2.753 6.143 -1.743 -1.624 -0.543 C7 9WP 12 9WP C8 C8 C 0 1 Y N N 30.992 3.703 5.945 -2.935 -1.107 0.158 C8 9WP 13 9WP C9 C9 C 0 1 Y N N 32.123 3.066 6.520 -3.988 -1.951 -0.223 C9 9WP 14 9WP C10 C10 C 0 1 N N N 28.535 2.775 5.672 -0.374 -1.090 -0.480 C10 9WP 15 9WP C11 C11 C 0 1 Y N N 23.583 1.547 5.347 4.491 -0.384 0.304 C11 9WP 16 9WP C12 C12 C 0 1 Y N N 24.201 2.778 5.113 4.156 -1.609 0.851 C12 9WP 17 9WP C13 C13 C 0 1 Y N N 25.524 2.979 5.480 2.836 -2.014 0.885 C13 9WP 18 9WP C14 C14 C 0 1 Y N N 26.261 1.937 6.061 1.844 -1.189 0.372 C14 9WP 19 9WP C15 C15 C 0 1 Y N N 25.639 0.714 6.327 2.184 0.042 -0.176 C15 9WP 20 9WP C16 C16 C 0 1 Y N N 24.307 0.518 5.964 3.506 0.440 -0.208 C16 9WP 21 9WP C17 C17 C 0 1 N N N 22.139 1.343 4.896 5.931 0.058 0.274 C17 9WP 22 9WP C18 C18 C 0 1 N N N 29.989 0.287 7.207 -1.305 -3.549 -2.151 C18 9WP 23 9WP C19 C19 C 0 1 N N N 29.780 8.140 5.479 -2.648 2.802 0.195 C19 9WP 24 9WP C20 C20 C 0 1 N N N 29.450 9.056 6.668 -2.955 3.116 -1.282 C20 9WP 25 9WP C21 C21 C 0 1 N N N 28.935 8.365 7.946 -1.685 3.103 -2.158 C21 9WP 26 9WP C22 C22 C 0 1 N N N 27.488 7.833 7.920 -0.507 3.765 -1.497 C22 9WP 27 9WP C23 C23 C 0 1 N N N 27.266 6.533 7.130 0.306 2.693 -0.738 C23 9WP 28 9WP C24 C24 C 0 1 N N N 27.907 6.528 5.729 -0.334 2.325 0.520 C24 9WP 29 9WP F1 F1 F 0 1 N N N 21.551 0.129 5.054 6.230 0.756 1.449 F1 9WP 30 9WP F2 F2 F 0 1 N N N 21.331 2.196 5.564 6.761 -1.064 0.174 F2 9WP 31 9WP F3 F3 F 0 1 N N N 21.975 1.587 3.573 6.140 0.891 -0.830 F3 9WP 32 9WP H11 H1 H 0 1 N N N 34.238 3.086 6.972 -6.083 -2.355 -0.016 H11 9WP 33 9WP H17 H2 H 0 1 N N N 27.944 1.628 7.227 0.213 -2.242 1.066 H17 9WP 34 9WP H14 H3 H 0 1 N N N 33.651 7.018 5.030 -4.564 0.966 3.312 H14 9WP 35 9WP H2 H4 H 0 1 N N N 34.529 5.346 5.995 -6.477 -0.490 1.527 H2 9WP 36 9WP H51 H6 H 0 1 N N N 30.547 6.453 3.922 -1.161 0.245 1.712 H51 9WP 37 9WP H52 H7 H 0 1 N N N 29.353 5.153 4.253 -2.331 1.447 2.307 H52 9WP 38 9WP H12 H8 H 0 1 N N N 23.646 3.577 4.644 4.928 -2.250 1.250 H12 9WP 39 9WP H13 H9 H 0 1 N N N 25.988 3.941 5.318 2.575 -2.971 1.312 H13 9WP 40 9WP H15 H10 H 0 1 N N N 26.189 -0.078 6.813 1.415 0.686 -0.577 H15 9WP 41 9WP H16 H11 H 0 1 N N N 23.831 -0.432 6.159 3.770 1.397 -0.634 H16 9WP 42 9WP H54 H12 H 0 1 N N N 30.812 -0.283 7.663 -1.910 -4.335 -2.603 H54 9WP 43 9WP H18 H13 H 0 1 N N N 29.181 0.416 7.942 -0.866 -2.931 -2.935 H18 9WP 44 9WP H53 H14 H 0 1 N N N 29.605 -0.259 6.333 -0.511 -3.998 -1.555 H53 9WP 45 9WP H19 H15 H 0 1 N N N 30.870 8.155 5.329 -3.571 2.505 0.693 H19 9WP 46 9WP H55 H16 H 0 1 N N N 29.281 8.546 4.587 -2.261 3.700 0.676 H55 9WP 47 9WP H20 H17 H 0 1 N N N 30.366 9.605 6.931 -3.655 2.372 -1.663 H20 9WP 48 9WP H56 H18 H 0 1 N N N 28.678 9.767 6.338 -3.418 4.100 -1.345 H56 9WP 49 9WP H21 H19 H 0 1 N N N 29.598 7.512 8.152 -1.426 2.069 -2.385 H21 9WP 50 9WP H57 H20 H 0 1 N N N 29.006 9.092 8.768 -1.899 3.623 -3.092 H57 9WP 51 9WP H58 H21 H 0 1 N N N 26.851 8.611 7.475 0.123 4.231 -2.255 H58 9WP 52 9WP H22 H22 H 0 1 N N N 27.176 7.653 8.959 -0.859 4.523 -0.798 H22 9WP 53 9WP H59 H23 H 0 1 N N N 26.183 6.380 7.014 0.397 1.805 -1.364 H59 9WP 54 9WP H23 H24 H 0 1 N N N 27.694 5.701 7.708 1.302 3.083 -0.528 H23 9WP 55 9WP H24 H25 H 0 1 N N N 27.423 7.324 5.144 -0.421 3.214 1.143 H24 9WP 56 9WP H6A H26 H 0 1 N N N 27.688 5.552 5.272 0.294 1.598 1.035 H6A 9WP 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 9WP F3 C17 SING N N 1 9WP O3 C10 DOUB N N 2 9WP C5 C4 SING N N 3 9WP C5 N2 SING N N 4 9WP C17 F1 SING N N 5 9WP C17 C11 SING N N 6 9WP C17 F2 SING N N 7 9WP O1 C3 SING N N 8 9WP C12 C11 DOUB Y N 9 9WP C12 C13 SING Y N 10 9WP C11 C16 SING Y N 11 9WP C4 C3 DOUB Y N 12 9WP C4 C8 SING Y N 13 9WP C3 C2 SING Y N 14 9WP C19 N2 SING N N 15 9WP C19 C20 SING N N 16 9WP C13 C14 DOUB Y N 17 9WP N2 C24 SING N N 18 9WP C10 C7 SING N N 19 9WP C10 N1 SING N N 20 9WP C24 C23 SING N N 21 9WP C8 C7 SING Y N 22 9WP C8 C9 DOUB Y N 23 9WP C16 C15 DOUB Y N 24 9WP C2 C1 DOUB Y N 25 9WP C14 C15 SING Y N 26 9WP C14 N1 SING N N 27 9WP C7 C6 DOUB Y N 28 9WP C9 C1 SING Y N 29 9WP C9 O2 SING Y N 30 9WP C20 C21 SING N N 31 9WP C6 O2 SING Y N 32 9WP C6 C18 SING N N 33 9WP C23 C22 SING N N 34 9WP C22 C21 SING N N 35 9WP C1 H11 SING N N 36 9WP N1 H17 SING N N 37 9WP O1 H14 SING N N 38 9WP C2 H2 SING N N 39 9WP C5 H51 SING N N 40 9WP C5 H52 SING N N 41 9WP C12 H12 SING N N 42 9WP C13 H13 SING N N 43 9WP C15 H15 SING N N 44 9WP C16 H16 SING N N 45 9WP C18 H54 SING N N 46 9WP C18 H18 SING N N 47 9WP C18 H53 SING N N 48 9WP C19 H19 SING N N 49 9WP C19 H55 SING N N 50 9WP C20 H20 SING N N 51 9WP C20 H56 SING N N 52 9WP C21 H21 SING N N 53 9WP C21 H57 SING N N 54 9WP C22 H58 SING N N 55 9WP C22 H22 SING N N 56 9WP C23 H59 SING N N 57 9WP C23 H23 SING N N 58 9WP C24 H24 SING N N 59 9WP C24 H6A 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 9WP SMILES ACDLabs 12.01 "c1cc(O)c(c2c(c(oc12)C)C(Nc3ccc(cc3)C(F)(F)F)=O)CN4CCCCCC4" 9WP InChI InChI 1.03 "InChI=1S/C24H25F3N2O3/c1-15-21(23(31)28-17-8-6-16(7-9-17)24(25,26)27)22-18(19(30)10-11-20(22)32-15)14-29-12-4-2-3-5-13-29/h6-11,30H,2-5,12-14H2,1H3,(H,28,31)" 9WP InChIKey InChI 1.03 CCAKHVBCBLIIEV-UHFFFAOYSA-N 9WP SMILES_CANONICAL CACTVS 3.385 "Cc1oc2ccc(O)c(CN3CCCCCC3)c2c1C(=O)Nc4ccc(cc4)C(F)(F)F" 9WP SMILES CACTVS 3.385 "Cc1oc2ccc(O)c(CN3CCCCCC3)c2c1C(=O)Nc4ccc(cc4)C(F)(F)F" 9WP SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c(c2c(o1)ccc(c2CN3CCCCCC3)O)C(=O)Nc4ccc(cc4)C(F)(F)F" 9WP SMILES "OpenEye OEToolkits" 2.0.6 "Cc1c(c2c(o1)ccc(c2CN3CCCCCC3)O)C(=O)Nc4ccc(cc4)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 9WP "SYSTEMATIC NAME" ACDLabs 12.01 "4-[(azepan-1-yl)methyl]-5-hydroxy-2-methyl-N-[4-(trifluoromethyl)phenyl]-1-benzofuran-3-carboxamide" 9WP "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "4-(azepan-1-ylmethyl)-2-methyl-5-oxidanyl-~{N}-[4-(trifluoromethyl)phenyl]-1-benzofuran-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 9WP "Create component" 2017-06-20 RCSB 9WP "Initial release" 2018-10-24 RCSB #