data_O4P # _chem_comp.id O4P _chem_comp.name "N-[(R)-(1H-indol-3-yl)(thiophen-2-yl)methyl]-2-(2-methoxyphenoxy)-N-methylacetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H22 N2 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-06-07 _chem_comp.pdbx_modified_date 2019-08-23 _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 406.497 _chem_comp.one_letter_code ? _chem_comp.three_letter_code O4P _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 6P87 _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 O4P C1 C1 C 0 1 Y N N -13.481 27.761 16.539 -2.885 0.443 -0.053 C1 O4P 1 O4P C2 C2 C 0 1 N N R -13.057 26.633 15.648 -1.882 -0.540 -0.599 C2 O4P 2 O4P C3 C3 C 0 1 Y N N -14.392 27.754 17.583 -3.993 0.149 0.644 C3 O4P 3 O4P C12 C4 C 0 1 N N N -9.276 26.088 14.601 1.765 -0.311 0.542 C12 O4P 4 O4P C13 C5 C 0 1 Y N N -13.888 24.704 17.122 -3.007 -2.534 -1.661 C13 O4P 5 O4P C14 C6 C 0 1 Y N N -14.754 23.077 15.723 -3.371 -4.227 -0.160 C14 O4P 6 O4P C16 C7 C 0 1 Y N N -8.773 27.498 12.741 4.119 -0.034 0.352 C16 O4P 7 O4P C17 C8 C 0 1 Y N N -14.491 23.409 17.006 -3.495 -3.807 -1.420 C17 O4P 8 O4P C18 C9 C 0 1 Y N N -8.682 27.659 11.283 5.279 0.197 -0.382 C18 O4P 9 O4P C20 C10 C 0 1 N N N -10.901 26.378 17.033 -0.793 -0.742 1.684 C20 O4P 10 O4P C21 C11 C 0 1 Y N N -12.062 29.763 15.573 -1.940 2.793 -0.780 C21 O4P 11 O4P C22 C12 C 0 1 Y N N -13.404 31.272 17.581 -4.193 3.763 0.539 C22 O4P 12 O4P C23 C13 C 0 1 Y N N -8.803 28.627 13.629 4.195 -0.216 1.723 C23 O4P 13 O4P C24 C14 C 0 1 Y N N -8.563 28.987 10.839 6.505 0.238 0.262 C24 O4P 14 O4P C25 C15 C 0 1 N N N -8.372 26.558 8.937 6.440 0.614 -2.415 C25 O4P 15 O4P C26 C16 C 0 1 Y N N -11.827 31.122 15.741 -2.178 4.136 -0.718 C26 O4P 16 O4P C27 C17 C 0 1 Y N N -12.496 31.868 16.735 -3.300 4.624 -0.061 C27 O4P 17 O4P C28 C18 C 0 1 Y N N -8.580 30.075 11.764 6.575 0.050 1.630 C28 O4P 18 O4P C29 C19 C 0 1 Y N N -8.710 29.904 13.134 5.423 -0.174 2.359 C29 O4P 19 O4P C10 C20 C 0 1 Y N N -13.637 29.896 17.411 -3.969 2.391 0.489 C10 O4P 20 O4P C4 C21 C 0 1 Y N N -12.982 29.127 16.415 -2.831 1.902 -0.178 C4 O4P 21 O4P C7 C22 C 0 1 Y N N -13.715 25.299 15.910 -2.482 -1.923 -0.598 C7 O4P 22 O4P C8 C23 C 0 1 N N N -10.811 26.252 14.526 0.529 -0.323 -0.320 C8 O4P 23 O4P N5 N1 N 0 1 N N N -11.549 26.436 15.698 -0.680 -0.529 0.239 N5 O4P 24 O4P N6 N2 N 0 1 Y N N -14.490 29.046 18.118 -4.657 1.300 0.972 N6 O4P 25 O4P O11 O1 O 0 1 N N N -8.772 26.224 13.277 2.913 -0.075 -0.275 O11 O4P 26 O4P O15 O2 O 0 1 N N N -11.351 26.189 13.428 0.622 -0.146 -1.516 O15 O4P 27 O4P O19 O3 O 0 1 N N N -8.823 26.538 10.378 5.209 0.382 -1.727 O19 O4P 28 O4P S9 S1 S 0 1 Y N N -14.296 24.289 14.635 -2.597 -2.977 0.805 S9 O4P 29 O4P H30 H1 H 0 1 N N N -13.309 26.920 14.617 -1.617 -0.261 -1.619 H30 O4P 30 O4P H31 H2 H 0 1 N N N -14.940 26.890 17.930 -4.314 -0.848 0.908 H31 O4P 31 O4P H33 H3 H 0 1 N N N -9.022 25.095 15.000 1.681 0.480 1.287 H33 O4P 32 O4P H34 H4 H 0 1 N N N -8.845 26.865 15.250 1.867 -1.273 1.044 H34 O4P 33 O4P H35 H5 H 0 1 N N N -13.604 25.155 18.061 -3.045 -2.073 -2.636 H35 O4P 34 O4P H36 H6 H 0 1 N N N -15.206 22.142 15.425 -3.694 -5.189 0.211 H36 O4P 35 O4P H37 H7 H 0 1 N N N -14.710 22.771 17.849 -3.943 -4.413 -2.193 H37 O4P 36 O4P H39 H8 H 0 1 N N N -11.656 26.548 17.815 -0.621 -1.794 1.911 H39 O4P 37 O4P H38 H9 H 0 1 N N N -10.442 25.388 17.175 -0.051 -0.133 2.200 H38 O4P 38 O4P H40 H10 H 0 1 N N N -10.125 27.155 17.098 -1.791 -0.456 2.016 H40 O4P 39 O4P H41 H11 H 0 1 N N N -11.544 29.207 14.806 -1.065 2.421 -1.293 H41 O4P 40 O4P H42 H12 H 0 1 N N N -13.917 31.839 18.344 -5.062 4.152 1.048 H42 O4P 41 O4P H43 H13 H 0 1 N N N -8.899 28.470 14.693 3.296 -0.391 2.295 H43 O4P 42 O4P H44 H14 H 0 1 N N N -8.457 29.188 9.783 7.407 0.417 -0.305 H44 O4P 43 O4P H47 H15 H 0 1 N N N -8.592 25.587 8.470 6.242 0.745 -3.479 H47 O4P 44 O4P H45 H16 H 0 1 N N N -8.906 27.354 8.397 6.913 1.514 -2.020 H45 O4P 45 O4P H46 H17 H 0 1 N N N -7.289 26.749 8.894 7.104 -0.238 -2.271 H46 O4P 46 O4P H48 H18 H 0 1 N N N -11.117 31.619 15.097 -1.489 4.825 -1.183 H48 O4P 47 O4P H49 H19 H 0 1 N N N -12.292 32.924 16.834 -3.475 5.689 -0.021 H49 O4P 48 O4P H50 H20 H 0 1 N N N -8.487 31.079 11.378 7.532 0.082 2.130 H50 O4P 49 O4P H51 H21 H 0 1 N N N -8.737 30.756 13.797 5.481 -0.320 3.428 H51 O4P 50 O4P H32 H22 H 0 1 N N N -15.076 29.315 18.882 -5.485 1.342 1.475 H32 O4P 51 # # 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 O4P C25 O19 SING N N 1 O4P O19 C18 SING N N 2 O4P C24 C18 DOUB Y N 3 O4P C24 C28 SING Y N 4 O4P C18 C16 SING Y N 5 O4P C28 C29 DOUB Y N 6 O4P C16 O11 SING N N 7 O4P C16 C23 DOUB Y N 8 O4P C29 C23 SING Y N 9 O4P O11 C12 SING N N 10 O4P O15 C8 DOUB N N 11 O4P C8 C12 SING N N 12 O4P C8 N5 SING N N 13 O4P S9 C14 SING Y N 14 O4P S9 C7 SING Y N 15 O4P C21 C26 DOUB Y N 16 O4P C21 C4 SING Y N 17 O4P C2 N5 SING N N 18 O4P C2 C7 SING N N 19 O4P C2 C1 SING N N 20 O4P N5 C20 SING N N 21 O4P C14 C17 DOUB Y N 22 O4P C26 C27 SING Y N 23 O4P C7 C13 DOUB Y N 24 O4P C4 C1 SING Y N 25 O4P C4 C10 DOUB Y N 26 O4P C1 C3 DOUB Y N 27 O4P C27 C22 DOUB Y N 28 O4P C17 C13 SING Y N 29 O4P C10 C22 SING Y N 30 O4P C10 N6 SING Y N 31 O4P C3 N6 SING Y N 32 O4P C2 H30 SING N N 33 O4P C3 H31 SING N N 34 O4P C12 H33 SING N N 35 O4P C12 H34 SING N N 36 O4P C13 H35 SING N N 37 O4P C14 H36 SING N N 38 O4P C17 H37 SING N N 39 O4P C20 H39 SING N N 40 O4P C20 H38 SING N N 41 O4P C20 H40 SING N N 42 O4P C21 H41 SING N N 43 O4P C22 H42 SING N N 44 O4P C23 H43 SING N N 45 O4P C24 H44 SING N N 46 O4P C25 H47 SING N N 47 O4P C25 H45 SING N N 48 O4P C25 H46 SING N N 49 O4P C26 H48 SING N N 50 O4P C27 H49 SING N N 51 O4P C28 H50 SING N N 52 O4P C29 H51 SING N N 53 O4P N6 H32 SING N N 54 # # 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 O4P SMILES ACDLabs 12.01 "c1(cnc2ccccc12)C(N(C)C(COc3ccccc3OC)=O)c4cccs4" O4P InChI InChI 1.03 "InChI=1S/C23H22N2O3S/c1-25(22(26)15-28-20-11-6-5-10-19(20)27-2)23(21-12-7-13-29-21)17-14-24-18-9-4-3-8-16(17)18/h3-14,23-24H,15H2,1-2H3/t23-/m1/s1" O4P InChIKey InChI 1.03 UMXDHOYRZISANE-HSZRJFAPSA-N O4P SMILES_CANONICAL CACTVS 3.385 "COc1ccccc1OCC(=O)N(C)[C@@H](c2sccc2)c3c[nH]c4ccccc34" O4P SMILES CACTVS 3.385 "COc1ccccc1OCC(=O)N(C)[CH](c2sccc2)c3c[nH]c4ccccc34" O4P SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN([C@@H](c1cccs1)c2c[nH]c3c2cccc3)C(=O)COc4ccccc4OC" O4P SMILES "OpenEye OEToolkits" 2.0.7 "CN(C(c1cccs1)c2c[nH]c3c2cccc3)C(=O)COc4ccccc4OC" # # 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 O4P "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(R)-(1H-indol-3-yl)(thiophen-2-yl)methyl]-2-(2-methoxyphenoxy)-N-methylacetamide" O4P "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-[(~{R})-1~{H}-indol-3-yl(thiophen-2-yl)methyl]-2-(2-methoxyphenoxy)-~{N}-methyl-ethanamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site O4P "Create component" 2019-06-07 RCSB O4P "Initial release" 2019-08-28 RCSB ##