data_1XP # _chem_comp.id 1XP _chem_comp.name "4-chloro-5-cyano-N-{2-[4-(4-fluorobenzoyl)piperidin-1-yl]ethyl}-2-methoxybenzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H23 Cl F N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-07-30 _chem_comp.pdbx_modified_date 2013-08-09 _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 443.898 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1XP _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 4LI7 _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 1XP C1 C1 C 0 1 Y N N -24.961 -6.905 7.517 4.552 -0.407 -0.023 C1 1XP 1 1XP C2 C2 C 0 1 Y N N -26.228 -7.483 7.122 5.654 -1.267 0.112 C2 1XP 2 1XP C3 C3 C 0 1 Y N N -23.844 -7.814 7.908 4.753 0.970 -0.084 C3 1XP 3 1XP C4 C4 C 0 1 N N N -24.729 -5.421 7.544 3.187 -0.960 -0.106 C4 1XP 4 1XP C5 C5 C 0 1 Y N N -26.365 -8.936 7.108 6.937 -0.745 0.191 C5 1XP 5 1XP O1 O1 O 0 1 N N N -27.249 -6.592 6.768 5.463 -2.608 0.168 O1 1XP 6 1XP C6 C6 C 0 1 Y N N -24.001 -9.228 7.892 6.045 1.485 -0.005 C6 1XP 7 1XP N1 N1 N 0 1 N N N -25.764 -4.598 7.440 2.132 -0.133 -0.242 N1 1XP 8 1XP O2 O2 O 0 1 N N N -23.587 -4.971 7.659 3.014 -2.162 -0.053 O2 1XP 9 1XP C7 C7 C 0 1 Y N N -25.278 -9.794 7.483 7.137 0.618 0.135 C7 1XP 10 1XP C8 C8 C 0 1 N N N -28.647 -6.903 6.888 6.628 -3.424 0.306 C8 1XP 11 1XP C9 C9 C 0 1 N N N -22.892 -10.109 8.275 6.258 2.900 -0.067 C9 1XP 12 1XP C10 C10 C 0 1 N N N -25.692 -3.133 7.445 0.776 -0.682 -0.325 C10 1XP 13 1XP CL1 CL1 CL 0 0 N N N -25.541 -11.520 7.435 8.746 1.262 0.234 CL1 1XP 14 1XP N2 N2 N 0 1 N N N -22.057 -10.855 8.562 6.426 4.022 -0.117 N2 1XP 15 1XP C11 C11 C 0 1 N N N -26.198 -2.510 8.780 -0.229 0.461 -0.474 C11 1XP 16 1XP N3 N3 N 0 1 N N N -25.301 -2.643 9.959 -1.589 -0.089 -0.558 N3 1XP 17 1XP C12 C12 C 0 1 N N N -25.927 -1.901 11.076 -2.555 0.949 -0.937 C12 1XP 18 1XP C13 C13 C 0 1 N N N -23.946 -2.102 9.718 -1.972 -0.737 0.704 C13 1XP 19 1XP C14 C14 C 0 1 N N N -25.101 -1.907 12.373 -3.930 0.313 -1.155 C14 1XP 20 1XP C15 C15 C 0 1 N N N -23.014 -2.165 10.994 -3.329 -1.423 0.534 C15 1XP 21 1XP C16 C16 C 0 1 N N N -23.723 -1.308 12.098 -4.377 -0.380 0.135 C16 1XP 22 1XP C17 C17 C 0 1 N N N -22.860 -1.218 13.401 -5.703 -1.059 -0.092 C17 1XP 23 1XP C18 C18 C 0 1 Y N N -22.035 0.063 13.595 -6.953 -0.300 0.058 C18 1XP 24 1XP O3 O3 O 0 1 N N N -22.907 -2.093 14.270 -5.739 -2.232 -0.398 O3 1XP 25 1XP C19 C19 C 0 1 Y N N -21.321 0.339 14.849 -8.186 -0.927 -0.152 C19 1XP 26 1XP C20 C20 C 0 1 Y N N -21.969 1.028 12.527 -6.915 1.053 0.417 C20 1XP 27 1XP C21 C21 C 0 1 Y N N -20.594 1.563 14.957 -9.353 -0.210 -0.010 C21 1XP 28 1XP C22 C22 C 0 1 Y N N -21.230 2.246 12.664 -8.090 1.758 0.556 C22 1XP 29 1XP C23 C23 C 0 1 Y N N -20.549 2.520 13.869 -9.309 1.131 0.341 C23 1XP 30 1XP F1 F1 F 0 1 N N N -19.863 3.692 13.970 -10.457 1.829 0.479 F1 1XP 31 1XP H1 H1 H 0 1 N N N -22.897 -7.390 8.209 3.910 1.636 -0.192 H1 1XP 32 1XP H2 H2 H 0 1 N N N -27.305 -9.375 6.809 7.782 -1.409 0.295 H2 1XP 33 1XP H3 H3 H 0 1 N N N -26.670 -5.011 7.351 2.270 0.826 -0.285 H3 1XP 34 1XP H4 H4 H 0 1 N N N -29.245 -6.045 6.548 7.291 -3.257 -0.543 H4 1XP 35 1XP H5 H5 H 0 1 N N N -28.882 -7.781 6.269 7.147 -3.163 1.229 H5 1XP 36 1XP H6 H6 H 0 1 N N N -28.885 -7.122 7.939 6.335 -4.473 0.337 H6 1XP 37 1XP H7 H7 H 0 1 N N N -24.645 -2.832 7.291 0.705 -1.344 -1.188 H7 1XP 38 1XP H8 H8 H 0 1 N N N -26.310 -2.748 6.621 0.556 -1.244 0.583 H8 1XP 39 1XP H9 H9 H 0 1 N N N -26.363 -1.437 8.606 -0.158 1.123 0.389 H9 1XP 40 1XP H10 H10 H 0 1 N N N -27.154 -2.992 9.032 -0.009 1.023 -1.382 H10 1XP 41 1XP H12 H12 H 0 1 N N N -26.068 -0.857 10.761 -2.621 1.692 -0.142 H12 1XP 42 1XP H13 H13 H 0 1 N N N -26.906 -2.356 11.288 -2.227 1.431 -1.858 H13 1XP 43 1XP H14 H14 H 0 1 N N N -23.475 -2.684 8.912 -1.221 -1.479 0.974 H14 1XP 44 1XP H15 H15 H 0 1 N N N -24.040 -1.052 9.405 -2.041 0.014 1.491 H15 1XP 45 1XP H16 H16 H 0 1 N N N -25.616 -1.308 13.139 -4.650 1.087 -1.422 H16 1XP 46 1XP H17 H17 H 0 1 N N N -24.987 -2.941 12.731 -3.868 -0.419 -1.960 H17 1XP 47 1XP H18 H18 H 0 1 N N N -22.902 -3.205 11.333 -3.258 -2.183 -0.244 H18 1XP 48 1XP H19 H19 H 0 1 N N N -22.024 -1.746 10.764 -3.621 -1.890 1.475 H19 1XP 49 1XP H20 H20 H 0 1 N N N -23.856 -0.289 11.706 -4.476 0.359 0.930 H20 1XP 50 1XP H21 H21 H 0 1 N N N -21.345 -0.365 15.667 -8.222 -1.971 -0.426 H21 1XP 51 1XP H22 H22 H 0 1 N N N -22.489 0.828 11.602 -5.967 1.542 0.584 H22 1XP 52 1XP H23 H23 H 0 1 N N N -20.064 1.781 15.872 -10.306 -0.693 -0.172 H23 1XP 53 1XP H24 H24 H 0 1 N N N -21.194 2.953 11.848 -8.062 2.802 0.833 H24 1XP 54 # 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 1XP O1 C8 SING N N 1 1XP O1 C2 SING N N 2 1XP C5 C2 DOUB Y N 3 1XP C5 C7 SING Y N 4 1XP C2 C1 SING Y N 5 1XP CL1 C7 SING N N 6 1XP N1 C10 SING N N 7 1XP N1 C4 SING N N 8 1XP C10 C11 SING N N 9 1XP C7 C6 DOUB Y N 10 1XP C1 C4 SING N N 11 1XP C1 C3 DOUB Y N 12 1XP C4 O2 DOUB N N 13 1XP C6 C3 SING Y N 14 1XP C6 C9 SING N N 15 1XP C9 N2 TRIP N N 16 1XP C11 N3 SING N N 17 1XP C13 N3 SING N N 18 1XP C13 C15 SING N N 19 1XP N3 C12 SING N N 20 1XP C15 C16 SING N N 21 1XP C12 C14 SING N N 22 1XP C16 C14 SING N N 23 1XP C16 C17 SING N N 24 1XP C20 C22 DOUB Y N 25 1XP C20 C18 SING Y N 26 1XP C22 C23 SING Y N 27 1XP C17 C18 SING N N 28 1XP C17 O3 DOUB N N 29 1XP C18 C19 DOUB Y N 30 1XP C23 F1 SING N N 31 1XP C23 C21 DOUB Y N 32 1XP C19 C21 SING Y N 33 1XP C3 H1 SING N N 34 1XP C5 H2 SING N N 35 1XP N1 H3 SING N N 36 1XP C8 H4 SING N N 37 1XP C8 H5 SING N N 38 1XP C8 H6 SING N N 39 1XP C10 H7 SING N N 40 1XP C10 H8 SING N N 41 1XP C11 H9 SING N N 42 1XP C11 H10 SING N N 43 1XP C12 H12 SING N N 44 1XP C12 H13 SING N N 45 1XP C13 H14 SING N N 46 1XP C13 H15 SING N N 47 1XP C14 H16 SING N N 48 1XP C14 H17 SING N N 49 1XP C15 H18 SING N N 50 1XP C15 H19 SING N N 51 1XP C16 H20 SING N N 52 1XP C19 H21 SING N N 53 1XP C20 H22 SING N N 54 1XP C21 H23 SING N N 55 1XP C22 H24 SING N N 56 # 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 1XP SMILES ACDLabs 12.01 "Fc1ccc(cc1)C(=O)C3CCN(CCNC(=O)c2cc(C#N)c(Cl)cc2OC)CC3" 1XP InChI InChI 1.03 "InChI=1S/C23H23ClFN3O3/c1-31-21-13-20(24)17(14-26)12-19(21)23(30)27-8-11-28-9-6-16(7-10-28)22(29)15-2-4-18(25)5-3-15/h2-5,12-13,16H,6-11H2,1H3,(H,27,30)" 1XP InChIKey InChI 1.03 LTVIGJUDBNCHPV-UHFFFAOYSA-N 1XP SMILES_CANONICAL CACTVS 3.385 "COc1cc(Cl)c(cc1C(=O)NCCN2CCC(CC2)C(=O)c3ccc(F)cc3)C#N" 1XP SMILES CACTVS 3.385 "COc1cc(Cl)c(cc1C(=O)NCCN2CCC(CC2)C(=O)c3ccc(F)cc3)C#N" 1XP SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1cc(c(cc1C(=O)NCCN2CCC(CC2)C(=O)c3ccc(cc3)F)C#N)Cl" 1XP SMILES "OpenEye OEToolkits" 1.7.6 "COc1cc(c(cc1C(=O)NCCN2CCC(CC2)C(=O)c3ccc(cc3)F)C#N)Cl" # 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 1XP "SYSTEMATIC NAME" ACDLabs 12.01 "4-chloro-5-cyano-N-{2-[4-(4-fluorobenzoyl)piperidin-1-yl]ethyl}-2-methoxybenzamide" 1XP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-chloranyl-5-cyano-N-[2-[4-(4-fluorophenyl)carbonylpiperidin-1-yl]ethyl]-2-methoxy-benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1XP "Create component" 2013-07-30 RCSB 1XP "Initial release" 2013-08-14 RCSB #