data_6X3 # _chem_comp.id 6X3 _chem_comp.name "4-methyl-N-[4-[[4-[(1-methyl-4-piperidyl)oxy]phenoxy]methyl]phenyl]thieno[3,2-b]pyrrole-5-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H29 N3 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-07-12 _chem_comp.pdbx_modified_date 2017-02-17 _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 475.602 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6X3 _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 5LHG _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 6X3 C13 C1 C 0 1 Y N N 8.173 -52.218 -39.367 -2.898 0.579 0.625 C13 6X3 1 6X3 C15 C2 C 0 1 Y N N 7.877 -51.922 -41.732 -0.831 1.309 1.596 C15 6X3 2 6X3 C16 C3 C 0 1 Y N N 8.978 -51.081 -41.756 -0.230 1.258 0.351 C16 6X3 3 6X3 C01 C4 C 0 1 N N N 5.503 -56.325 -37.188 -7.264 0.788 -2.435 C01 6X3 4 6X3 C17 C5 C 0 1 Y N N 9.671 -50.800 -40.590 -0.959 0.864 -0.756 C17 6X3 5 6X3 C19 C6 C 0 1 N N N 9.429 -50.446 -43.075 1.223 1.628 0.202 C19 6X3 6 6X3 C21 C7 C 0 1 Y N N 8.967 -48.116 -42.997 3.378 0.623 0.271 C21 6X3 7 6X3 N02 N1 N 0 1 Y N N 6.225 -55.549 -36.198 -7.451 0.135 -1.136 N02 6X3 8 6X3 C03 C8 C 0 1 Y N N 6.036 -55.651 -34.867 -8.623 -0.465 -0.693 C03 6X3 9 6X3 C04 C9 C 0 1 Y N N 5.199 -56.428 -34.036 -9.928 -0.710 -1.133 C04 6X3 10 6X3 C05 C10 C 0 1 Y N N 5.340 -56.206 -32.685 -10.710 -1.363 -0.281 C05 6X3 11 6X3 S06 S1 S 0 1 Y N N 6.560 -54.982 -32.546 -9.834 -1.734 1.195 S06 6X3 12 6X3 C07 C11 C 0 1 Y N N 6.885 -54.770 -34.238 -8.381 -0.958 0.576 C07 6X3 13 6X3 C08 C12 C 0 1 Y N N 7.604 -54.122 -35.249 -7.049 -0.657 0.913 C08 6X3 14 6X3 C09 C13 C 0 1 Y N N 7.155 -54.652 -36.459 -6.492 0.010 -0.153 C09 6X3 15 6X3 C10 C14 C 0 1 N N N 7.660 -54.226 -37.842 -5.116 0.504 -0.230 C10 6X3 16 6X3 O11 O1 O 0 1 N N N 7.973 -55.021 -38.664 -4.757 1.158 -1.193 O11 6X3 17 6X3 N12 N2 N 0 1 N N N 7.733 -52.799 -38.107 -4.247 0.236 0.764 N12 6X3 18 6X3 C14 C15 C 0 1 Y N N 7.471 -52.486 -40.531 -2.162 0.970 1.736 C14 6X3 19 6X3 C18 C16 C 0 1 Y N N 9.269 -51.371 -39.394 -2.291 0.525 -0.623 C18 6X3 20 6X3 O20 O2 O 0 1 N N N 9.893 -49.156 -42.774 2.032 0.462 0.375 O20 6X3 21 6X3 C22 C17 C 0 1 Y N N 7.600 -48.347 -42.912 4.221 -0.467 0.428 C22 6X3 22 6X3 C23 C18 C 0 1 Y N N 6.700 -47.310 -43.131 5.588 -0.303 0.322 C23 6X3 23 6X3 C24 C19 C 0 1 Y N N 7.167 -46.038 -43.430 6.118 0.951 0.059 C24 6X3 24 6X3 C25 C20 C 0 1 Y N N 8.535 -45.809 -43.510 5.275 2.042 -0.098 C25 6X3 25 6X3 C26 C21 C 0 1 Y N N 9.434 -46.844 -43.293 3.907 1.877 0.002 C26 6X3 26 6X3 O27 O3 O 0 1 N N N 6.253 -44.990 -43.650 7.464 1.113 -0.046 O27 6X3 27 6X3 C28 C22 C 0 1 N N N 6.781 -44.086 -44.590 8.274 -0.048 0.155 C28 6X3 28 6X3 C29 C23 C 0 1 N N N 5.958 -44.071 -45.770 8.363 -0.841 -1.152 C29 6X3 29 6X3 C30 C24 C 0 1 N N N 6.498 -43.078 -46.800 9.281 -2.049 -0.948 C30 6X3 30 6X3 N31 N3 N 0 1 N N N 6.716 -41.767 -46.249 10.615 -1.589 -0.541 N31 6X3 31 6X3 C32 C25 C 0 1 N N N 7.451 -41.777 -45.013 10.561 -0.865 0.735 C32 6X3 32 6X3 C33 C26 C 0 1 N N N 6.880 -42.774 -44.005 9.682 0.378 0.581 C33 6X3 33 6X3 C34 C27 C 0 1 N N N 7.294 -41.078 -47.059 11.560 -2.712 -0.471 C34 6X3 34 6X3 H1 H1 H 0 1 N N N 7.338 -52.137 -42.643 -0.257 1.612 2.459 H1 6X3 35 6X3 H2 H2 H 0 1 N N N 4.790 -56.993 -36.682 -7.434 1.860 -2.331 H2 6X3 36 6X3 H3 H3 H 0 1 N N N 4.957 -55.646 -37.859 -6.246 0.614 -2.785 H3 6X3 37 6X3 H4 H4 H 0 1 N N N 6.215 -56.925 -37.774 -7.971 0.376 -3.154 H4 6X3 38 6X3 H5 H5 H 0 1 N N N 10.523 -50.137 -40.614 -0.487 0.826 -1.727 H5 6X3 39 6X3 H6 H6 H 0 1 N N N 8.583 -50.389 -43.775 1.392 2.043 -0.791 H6 6X3 40 6X3 H7 H7 H 0 1 N N N 10.237 -51.042 -43.524 1.489 2.369 0.956 H7 6X3 41 6X3 H8 H8 H 0 1 N N N 4.497 -57.146 -34.433 -10.277 -0.389 -2.103 H8 6X3 42 6X3 H9 H9 H 0 1 N N N 4.805 -56.691 -31.882 -11.740 -1.628 -0.469 H9 6X3 43 6X3 H10 H10 H 0 1 N N N 8.359 -53.361 -35.118 -6.552 -0.907 1.839 H10 6X3 44 6X3 H11 H11 H 0 1 N N N 7.463 -52.174 -37.374 -4.556 -0.196 1.575 H11 6X3 45 6X3 H12 H12 H 0 1 N N N 6.608 -53.134 -40.504 -2.631 1.010 2.708 H12 6X3 46 6X3 H13 H13 H 0 1 N N N 9.809 -51.156 -38.484 -2.859 0.216 -1.488 H13 6X3 47 6X3 H14 H14 H 0 1 N N N 7.235 -49.335 -42.675 3.808 -1.443 0.634 H14 6X3 48 6X3 H15 H15 H 0 1 N N N 5.638 -47.495 -43.068 6.245 -1.151 0.445 H15 6X3 49 6X3 H16 H16 H 0 1 N N N 8.901 -44.820 -43.742 5.688 3.019 -0.302 H16 6X3 50 6X3 H17 H17 H 0 1 N N N 10.496 -46.659 -43.355 3.251 2.726 -0.120 H17 6X3 51 6X3 H18 H18 H 0 1 N N N 7.791 -44.417 -44.874 7.831 -0.671 0.931 H18 6X3 52 6X3 H19 H19 H 0 1 N N N 4.934 -43.780 -45.491 7.369 -1.184 -1.438 H19 6X3 53 6X3 H20 H20 H 0 1 N N N 5.945 -45.078 -46.213 8.769 -0.204 -1.938 H20 6X3 54 6X3 H21 H21 H 0 1 N N N 5.773 -42.997 -47.624 8.866 -2.693 -0.171 H21 6X3 55 6X3 H22 H22 H 0 1 N N N 7.454 -43.459 -47.189 9.358 -2.608 -1.880 H22 6X3 56 6X3 H24 H24 H 0 1 N N N 8.496 -42.048 -45.225 10.141 -1.514 1.503 H24 6X3 57 6X3 H25 H25 H 0 1 N N N 7.416 -40.770 -44.573 11.568 -0.564 1.025 H25 6X3 58 6X3 H26 H26 H 0 1 N N N 7.541 -42.819 -43.127 10.109 1.034 -0.177 H26 6X3 59 6X3 H27 H27 H 0 1 N N N 5.879 -42.440 -43.694 9.630 0.907 1.533 H27 6X3 60 6X3 H28 H28 H 0 1 N N N 7.460 -40.076 -46.637 11.636 -3.185 -1.450 H28 6X3 61 6X3 H29 H29 H 0 1 N N N 8.263 -41.537 -47.306 12.540 -2.343 -0.168 H29 6X3 62 6X3 H30 H30 H 0 1 N N N 6.685 -40.995 -47.971 11.204 -3.440 0.258 H30 6X3 63 # 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 6X3 C34 N31 SING N N 1 6X3 C30 N31 SING N N 2 6X3 C30 C29 SING N N 3 6X3 N31 C32 SING N N 4 6X3 C29 C28 SING N N 5 6X3 C32 C33 SING N N 6 6X3 C28 C33 SING N N 7 6X3 C28 O27 SING N N 8 6X3 O27 C24 SING N N 9 6X3 C25 C24 DOUB Y N 10 6X3 C25 C26 SING Y N 11 6X3 C24 C23 SING Y N 12 6X3 C26 C21 DOUB Y N 13 6X3 C23 C22 DOUB Y N 14 6X3 C19 O20 SING N N 15 6X3 C19 C16 SING N N 16 6X3 C21 C22 SING Y N 17 6X3 C21 O20 SING N N 18 6X3 C16 C15 DOUB Y N 19 6X3 C16 C17 SING Y N 20 6X3 C15 C14 SING Y N 21 6X3 C17 C18 DOUB Y N 22 6X3 C14 C13 DOUB Y N 23 6X3 C18 C13 SING Y N 24 6X3 C13 N12 SING N N 25 6X3 O11 C10 DOUB N N 26 6X3 N12 C10 SING N N 27 6X3 C10 C09 SING N N 28 6X3 C01 N02 SING N N 29 6X3 C09 N02 SING Y N 30 6X3 C09 C08 DOUB Y N 31 6X3 N02 C03 SING Y N 32 6X3 C08 C07 SING Y N 33 6X3 C03 C07 DOUB Y N 34 6X3 C03 C04 SING Y N 35 6X3 C07 S06 SING Y N 36 6X3 C04 C05 DOUB Y N 37 6X3 C05 S06 SING Y N 38 6X3 C15 H1 SING N N 39 6X3 C01 H2 SING N N 40 6X3 C01 H3 SING N N 41 6X3 C01 H4 SING N N 42 6X3 C17 H5 SING N N 43 6X3 C19 H6 SING N N 44 6X3 C19 H7 SING N N 45 6X3 C04 H8 SING N N 46 6X3 C05 H9 SING N N 47 6X3 C08 H10 SING N N 48 6X3 N12 H11 SING N N 49 6X3 C14 H12 SING N N 50 6X3 C18 H13 SING N N 51 6X3 C22 H14 SING N N 52 6X3 C23 H15 SING N N 53 6X3 C25 H16 SING N N 54 6X3 C26 H17 SING N N 55 6X3 C28 H18 SING N N 56 6X3 C29 H19 SING N N 57 6X3 C29 H20 SING N N 58 6X3 C30 H21 SING N N 59 6X3 C30 H22 SING N N 60 6X3 C32 H24 SING N N 61 6X3 C32 H25 SING N N 62 6X3 C33 H26 SING N N 63 6X3 C33 H27 SING N N 64 6X3 C34 H28 SING N N 65 6X3 C34 H29 SING N N 66 6X3 C34 H30 SING N N 67 # 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 6X3 InChI InChI 1.03 "InChI=1S/C27H29N3O3S/c1-29-14-11-23(12-15-29)33-22-9-7-21(8-10-22)32-18-19-3-5-20(6-4-19)28-27(31)25-17-26-24(30(25)2)13-16-34-26/h3-10,13,16-17,23H,11-12,14-15,18H2,1-2H3,(H,28,31)" 6X3 InChIKey InChI 1.03 QRQLCDKOOHBATG-UHFFFAOYSA-N 6X3 SMILES_CANONICAL CACTVS 3.385 "CN1CCC(CC1)Oc2ccc(OCc3ccc(NC(=O)c4cc5sccc5n4C)cc3)cc2" 6X3 SMILES CACTVS 3.385 "CN1CCC(CC1)Oc2ccc(OCc3ccc(NC(=O)c4cc5sccc5n4C)cc3)cc2" 6X3 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "Cn1c2ccsc2cc1C(=O)Nc3ccc(cc3)COc4ccc(cc4)OC5CCN(CC5)C" 6X3 SMILES "OpenEye OEToolkits" 2.0.5 "Cn1c2ccsc2cc1C(=O)Nc3ccc(cc3)COc4ccc(cc4)OC5CCN(CC5)C" # 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 6X3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "4-methyl-~{N}-[4-[[4-(1-methylpiperidin-4-yl)oxyphenoxy]methyl]phenyl]thieno[3,2-b]pyrrole-5-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 6X3 "Create component" 2016-07-12 EBI 6X3 "Modify name" 2016-07-19 EBI 6X3 "Initial release" 2017-02-22 RCSB #