data_YBN # _chem_comp.id YBN _chem_comp.name "3-methoxybenzyl 3-(piperidin-4-yloxy)-1-benzothiophene-2-carboxylate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H23 N O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-09-24 _chem_comp.pdbx_modified_date 2012-11-30 _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 397.487 _chem_comp.one_letter_code ? _chem_comp.three_letter_code YBN _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 4BBH _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 YBN C C C 0 1 N N N 9.529 22.817 33.436 7.986 -0.995 0.743 C YBN 1 YBN N N N 0 1 N N N 12.349 19.665 33.843 -3.809 4.264 -0.388 N YBN 2 YBN O O O 0 1 N N N 10.466 23.736 34.013 6.686 -0.662 1.232 O YBN 3 YBN S S S 0 1 Y N N 17.120 24.205 35.420 -0.442 -2.240 -0.486 S YBN 4 YBN C1 C1 C 0 1 Y N N 10.891 24.983 33.523 5.832 -0.067 0.359 C1 YBN 5 YBN O1 O1 O 0 1 N N N 15.072 25.353 33.785 1.405 0.181 0.079 O1 YBN 6 YBN C2 C2 C 0 1 Y N N 10.081 26.064 33.102 6.237 0.191 -0.942 C2 YBN 7 YBN O2 O2 O 0 1 N N N 13.452 24.100 35.090 -0.246 1.415 0.913 O2 YBN 8 YBN C3 C3 C 0 1 Y N N 10.670 27.272 32.655 5.367 0.797 -1.829 C3 YBN 9 YBN O3 O3 O 0 1 N N N 14.754 21.273 35.718 -2.703 0.508 1.074 O3 YBN 10 YBN C4 C4 C 0 1 Y N N 12.072 27.433 32.615 4.093 1.145 -1.419 C4 YBN 11 YBN C5 C5 C 0 1 Y N N 12.897 26.367 33.030 3.687 0.889 -0.123 C5 YBN 12 YBN C6 C6 C 0 1 N N N 14.422 26.419 33.022 2.298 1.270 0.320 C6 YBN 13 YBN C7 C7 C 0 1 N N N 14.581 24.287 34.715 0.112 0.361 0.422 C7 YBN 14 YBN C8 C8 C 0 1 Y N N 15.633 23.425 35.271 -0.828 -0.679 0.211 C8 YBN 15 YBN C9 C9 C 0 1 Y N N 17.926 22.875 36.080 -2.106 -2.795 -0.354 C9 YBN 16 YBN C10 C10 C 0 1 Y N N 19.273 22.804 36.475 -2.682 -4.019 -0.715 C10 YBN 17 YBN C11 C11 C 0 1 Y N N 19.682 21.546 36.991 -4.024 -4.237 -0.518 C11 YBN 18 YBN C12 C12 C 0 1 Y N N 18.865 20.436 37.122 -4.820 -3.245 0.040 C12 YBN 19 YBN C13 C13 C 0 1 Y N N 17.524 20.522 36.723 -4.283 -2.048 0.398 C13 YBN 20 YBN C14 C14 C 0 1 Y N N 17.074 21.764 36.235 -2.905 -1.794 0.209 C14 YBN 21 YBN C15 C15 C 0 1 Y N N 15.772 22.140 35.779 -2.144 -0.597 0.520 C15 YBN 22 YBN C16 C16 C 0 1 N N N 14.940 20.037 34.984 -3.216 1.495 0.177 C16 YBN 23 YBN C17 C17 C 0 1 N N N 13.976 19.019 35.557 -4.391 2.223 0.835 C17 YBN 24 YBN C18 C18 C 0 1 N N N 12.539 19.477 35.282 -4.897 3.319 -0.106 C18 YBN 25 YBN C19 C19 C 0 1 N N N 13.243 20.585 33.179 -2.688 3.597 -1.062 C19 YBN 26 YBN C20 C20 C 0 1 N N N 14.707 20.229 33.481 -2.116 2.509 -0.150 C20 YBN 27 YBN C21 C21 C 0 1 Y N N 12.276 25.187 33.467 4.551 0.279 0.765 C21 YBN 28 YBN H H H 0 1 N N N 9.431 21.936 34.087 8.566 -1.463 1.539 H YBN 29 YBN HA HA H 0 1 N N N 8.550 23.308 33.334 7.894 -1.687 -0.093 HA YBN 30 YBN HB HB H 0 1 N N N 9.887 22.503 32.445 8.493 -0.089 0.410 HB YBN 31 YBN HN HN H 0 1 N N N 12.455 18.772 33.405 -4.141 5.048 -0.929 HN YBN 32 YBN H2 H2 H 0 1 N N N 9.006 25.967 33.122 7.232 -0.080 -1.262 H2 YBN 33 YBN H3 H3 H 0 1 N N N 10.034 28.086 32.339 5.682 0.998 -2.842 H3 YBN 34 YBN H4 H4 H 0 1 N N N 12.507 28.360 32.271 3.414 1.618 -2.114 H4 YBN 35 YBN H6 H6 H 0 1 N N N 14.735 27.384 33.447 1.965 2.144 -0.241 H6 YBN 36 YBN H6A H6A H 0 1 N N N 14.762 26.350 31.978 2.307 1.504 1.385 H6A YBN 37 YBN H10 H10 H 0 1 N N N 19.947 23.644 36.392 -2.069 -4.795 -1.150 H10 YBN 38 YBN H11 H11 H 0 1 N N N 20.710 21.447 37.306 -4.462 -5.184 -0.799 H11 YBN 39 YBN H12 H12 H 0 1 N N N 19.256 19.514 37.527 -5.874 -3.426 0.190 H12 YBN 40 YBN H13 H13 H 0 1 N N N 16.863 19.670 36.787 -4.914 -1.285 0.831 H13 YBN 41 YBN H16 H16 H 0 1 N N N 15.967 19.672 35.133 -3.553 1.013 -0.741 H16 YBN 42 YBN H17 H17 H 0 1 N N N 14.148 18.041 35.083 -5.195 1.513 1.031 H17 YBN 43 YBN H17A H17A H 0 0 N N N 14.134 18.933 36.642 -4.063 2.671 1.773 H17A YBN 44 YBN H18 H18 H 0 1 N N N 12.352 20.428 35.803 -5.725 3.849 0.365 H18 YBN 45 YBN H18A H18A H 0 0 N N N 11.836 18.714 35.647 -5.237 2.869 -1.038 H18A YBN 46 YBN H19 H19 H 0 1 N N N 13.075 20.533 32.093 -3.039 3.145 -1.990 H19 YBN 47 YBN H19A H19A H 0 0 N N N 13.039 21.606 33.533 -1.911 4.328 -1.285 H19A YBN 48 YBN H20 H20 H 0 1 N N N 15.354 21.042 33.120 -1.752 2.962 0.772 H20 YBN 49 YBN H20A H20A H 0 0 N N N 14.963 19.296 32.958 -1.294 2.004 -0.657 H20A YBN 50 YBN H21 H21 H 0 1 N N N 12.914 24.375 33.784 4.231 0.074 1.776 H21 YBN 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 YBN C O SING N N 1 YBN N C18 SING N N 2 YBN N C19 SING N N 3 YBN O C1 SING N N 4 YBN S C8 SING Y N 5 YBN S C9 SING Y N 6 YBN C1 C2 DOUB Y N 7 YBN C1 C21 SING Y N 8 YBN O1 C6 SING N N 9 YBN O1 C7 SING N N 10 YBN C2 C3 SING Y N 11 YBN O2 C7 DOUB N N 12 YBN C3 C4 DOUB Y N 13 YBN O3 C15 SING N N 14 YBN O3 C16 SING N N 15 YBN C4 C5 SING Y N 16 YBN C5 C6 SING N N 17 YBN C5 C21 DOUB Y N 18 YBN C7 C8 SING N N 19 YBN C8 C15 DOUB Y N 20 YBN C9 C10 DOUB Y N 21 YBN C9 C14 SING Y N 22 YBN C10 C11 SING Y N 23 YBN C11 C12 DOUB Y N 24 YBN C12 C13 SING Y N 25 YBN C13 C14 DOUB Y N 26 YBN C14 C15 SING Y N 27 YBN C16 C17 SING N N 28 YBN C16 C20 SING N N 29 YBN C17 C18 SING N N 30 YBN C19 C20 SING N N 31 YBN C H SING N N 32 YBN C HA SING N N 33 YBN C HB SING N N 34 YBN N HN SING N N 35 YBN C2 H2 SING N N 36 YBN C3 H3 SING N N 37 YBN C4 H4 SING N N 38 YBN C6 H6 SING N N 39 YBN C6 H6A SING N N 40 YBN C10 H10 SING N N 41 YBN C11 H11 SING N N 42 YBN C12 H12 SING N N 43 YBN C13 H13 SING N N 44 YBN C16 H16 SING N N 45 YBN C17 H17 SING N N 46 YBN C17 H17A SING N N 47 YBN C18 H18 SING N N 48 YBN C18 H18A SING N N 49 YBN C19 H19 SING N N 50 YBN C19 H19A SING N N 51 YBN C20 H20 SING N N 52 YBN C20 H20A SING N N 53 YBN C21 H21 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 YBN SMILES ACDLabs 12.01 "O=C(OCc1cccc(OC)c1)c4sc2ccccc2c4OC3CCNCC3" YBN InChI InChI 1.03 "InChI=1S/C22H23NO4S/c1-25-17-6-4-5-15(13-17)14-26-22(24)21-20(27-16-9-11-23-12-10-16)18-7-2-3-8-19(18)28-21/h2-8,13,16,23H,9-12,14H2,1H3" YBN InChIKey InChI 1.03 GEVWCNOQZDSSIG-UHFFFAOYSA-N YBN SMILES_CANONICAL CACTVS 3.370 "COc1cccc(COC(=O)c2sc3ccccc3c2OC4CCNCC4)c1" YBN SMILES CACTVS 3.370 "COc1cccc(COC(=O)c2sc3ccccc3c2OC4CCNCC4)c1" YBN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1cccc(c1)COC(=O)c2c(c3ccccc3s2)OC4CCNCC4" YBN SMILES "OpenEye OEToolkits" 1.7.6 "COc1cccc(c1)COC(=O)c2c(c3ccccc3s2)OC4CCNCC4" # 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 YBN "SYSTEMATIC NAME" ACDLabs 12.01 "3-methoxybenzyl 3-(piperidin-4-yloxy)-1-benzothiophene-2-carboxylate" YBN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3-methoxyphenyl)methyl 3-piperidin-4-yloxy-1-benzothiophene-2-carboxylate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site YBN "Create component" 2012-09-24 EBI YBN "Initial release" 2012-11-30 RCSB #