data_L19 # _chem_comp.id L19 _chem_comp.name "3-[5-cyclopropyl-3-(3-methoxypyridin-4-yl)-2-phenyl-1H-indol-1-yl]propanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H24 N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-08-12 _chem_comp.pdbx_modified_date 2016-06-17 _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 412.480 _chem_comp.one_letter_code ? _chem_comp.three_letter_code L19 _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 5D47 _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 L19 O1 O1 O 0 1 N N N 6.561 5.880 14.327 3.844 -3.753 0.894 O1 L19 1 L19 C22 C1 C 0 1 N N N 6.697 5.899 15.513 3.546 -3.584 -0.265 C22 L19 2 L19 O2 O2 O 0 1 N N N 6.088 4.887 16.092 4.233 -4.212 -1.232 O2 L19 3 L19 C21 C2 C 0 1 N N N 7.482 6.988 16.269 2.400 -2.674 -0.624 C21 L19 4 L19 C20 C3 C 0 1 N N N 6.724 8.306 16.486 1.789 -2.095 0.654 C20 L19 5 L19 N1 N1 N 0 1 Y N N 5.563 7.949 17.316 0.675 -1.210 0.304 N1 L19 6 L19 C13 C4 C 0 1 Y N N 4.269 7.732 16.828 0.788 0.136 0.056 C13 L19 7 L19 C14 C5 C 0 1 Y N N 3.799 7.956 15.414 2.044 0.910 0.099 C14 L19 8 L19 C15 C6 C 0 1 Y N N 4.077 9.228 14.893 2.341 1.823 -0.916 C15 L19 9 L19 C16 C7 C 0 1 Y N N 3.717 9.542 13.577 3.516 2.544 -0.870 C16 L19 10 L19 C17 C8 C 0 1 Y N N 3.025 8.546 12.820 4.401 2.364 0.179 C17 L19 11 L19 C18 C9 C 0 1 Y N N 2.735 7.225 13.326 4.114 1.461 1.188 C18 L19 12 L19 C19 C10 C 0 1 Y N N 3.143 6.945 14.619 2.939 0.738 1.157 C19 L19 13 L19 C6 C11 C 0 1 Y N N 3.383 7.304 17.923 -0.458 0.649 -0.240 C6 L19 14 L19 C7 C12 C 0 1 Y N N 4.303 7.225 19.102 -1.401 -0.477 -0.165 C7 L19 15 L19 C8 C13 C 0 1 Y N N 4.048 6.875 20.440 -2.777 -0.595 -0.358 C8 L19 16 L19 C9 C14 C 0 1 Y N N 5.143 6.969 21.310 -3.384 -1.822 -0.211 C9 L19 17 L19 C23 C15 C 0 1 N N N 4.996 6.546 22.717 -4.871 -1.953 -0.418 C23 L19 18 L19 C24 C16 C 0 1 N N N 5.358 7.757 23.535 -5.459 -3.365 -0.442 C24 L19 19 L19 C25 C17 C 0 1 N N N 3.902 7.222 23.531 -5.707 -2.453 0.761 C25 L19 20 L19 C10 C18 C 0 1 Y N N 6.444 7.358 20.876 -2.633 -2.939 0.127 C10 L19 21 L19 C11 C19 C 0 1 Y N N 6.739 7.702 19.554 -1.273 -2.839 0.321 C11 L19 22 L19 C12 C20 C 0 1 Y N N 5.676 7.646 18.632 -0.638 -1.609 0.171 C12 L19 23 L19 C5 C21 C 0 1 Y N N 1.933 6.954 17.854 -0.781 2.054 -0.568 C5 L19 24 L19 C4 C22 C 0 1 Y N N 0.923 7.791 17.341 -0.762 2.506 -1.892 C4 L19 25 L19 C3 C23 C 0 1 Y N N -0.423 7.319 17.298 -1.071 3.824 -2.154 C3 L19 26 L19 N N2 N 0 1 Y N N -0.686 6.089 17.800 -1.381 4.657 -1.179 N L19 27 L19 C2 C24 C 0 1 Y N N 0.214 5.226 18.336 -1.412 4.276 0.085 C2 L19 28 L19 C1 C25 C 0 1 Y N N 1.573 5.611 18.375 -1.122 2.971 0.439 C1 L19 29 L19 O O3 O 0 1 N N N 2.573 4.803 18.902 -1.161 2.583 1.742 O L19 30 L19 C C26 C 0 1 N N N 2.064 3.762 19.728 -1.517 3.578 2.704 C L19 31 L19 H1 H1 H 0 1 N N N 5.665 4.351 15.431 4.957 -4.789 -0.952 H1 L19 32 L19 H2 H2 H 0 1 N N N 7.757 6.587 17.256 2.765 -1.862 -1.253 H2 L19 33 L19 H3 H3 H 0 1 N N N 8.394 7.210 15.696 1.642 -3.240 -1.165 H3 L19 34 L19 H4 H4 H 0 1 N N N 7.361 9.036 17.007 1.425 -2.907 1.282 H4 L19 35 L19 H5 H5 H 0 1 N N N 6.396 8.726 15.524 2.547 -1.529 1.195 H5 L19 36 L19 H6 H6 H 0 1 N N N 4.570 9.967 15.508 1.651 1.964 -1.735 H6 L19 37 L19 H7 H7 H 0 1 N N N 3.954 10.504 13.148 3.746 3.250 -1.654 H7 L19 38 L19 H8 H8 H 0 1 N N N 2.703 8.794 11.819 5.322 2.927 0.208 H8 L19 39 L19 H9 H9 H 0 1 N N N 2.223 6.489 12.723 4.809 1.326 2.003 H9 L19 40 L19 H10 H10 H 0 1 N N N 2.969 5.964 15.036 2.717 0.034 1.945 H10 L19 41 L19 H11 H11 H 0 1 N N N 3.073 6.555 20.775 -3.365 0.273 -0.621 H11 L19 42 L19 H12 H12 H 0 1 N N N 5.359 5.557 23.032 -5.321 -1.209 -1.075 H12 L19 43 L19 H13 H13 H 0 1 N N N 5.982 7.648 24.434 -6.297 -3.550 -1.114 H13 L19 44 L19 H14 H14 H 0 1 N N N 5.597 8.708 23.036 -4.771 -4.199 -0.308 H14 L19 45 L19 H15 H15 H 0 1 N N N 3.106 7.788 23.026 -5.182 -2.687 1.687 H15 L19 46 L19 H16 H16 H 0 1 N N N 3.491 6.728 24.424 -6.708 -2.038 0.880 H16 L19 47 L19 H17 H17 H 0 1 N N N 7.241 7.388 21.605 -3.120 -3.896 0.239 H17 L19 48 L19 H18 H18 H 0 1 N N N 7.734 7.996 19.254 -0.698 -3.714 0.584 H18 L19 49 L19 H19 H19 H 0 1 N N N 1.165 8.781 16.983 -0.509 1.832 -2.698 H19 L19 50 L19 H20 H20 H 0 1 N N N -1.211 7.926 16.877 -1.058 4.181 -3.174 H20 L19 51 L19 H21 H21 H 0 1 N N N -0.101 4.268 18.723 -1.671 4.992 0.851 H21 L19 52 L19 H22 H22 H 0 1 N N N 2.899 3.159 20.114 -1.511 3.138 3.701 H22 L19 53 L19 H23 H23 H 0 1 N N N 1.508 4.201 20.570 -0.798 4.396 2.663 H23 L19 54 L19 H24 H24 H 0 1 N N N 1.391 3.122 19.138 -2.514 3.959 2.481 H24 L19 55 # 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 L19 C17 C18 DOUB Y N 1 L19 C17 C16 SING Y N 2 L19 C18 C19 SING Y N 3 L19 C16 C15 DOUB Y N 4 L19 O1 C22 DOUB N N 5 L19 C19 C14 DOUB Y N 6 L19 C15 C14 SING Y N 7 L19 C14 C13 SING N N 8 L19 C22 O2 SING N N 9 L19 C22 C21 SING N N 10 L19 C21 C20 SING N N 11 L19 C20 N1 SING N N 12 L19 C13 N1 SING Y N 13 L19 C13 C6 DOUB Y N 14 L19 C3 C4 SING Y N 15 L19 C3 N DOUB Y N 16 L19 N1 C12 SING Y N 17 L19 C4 C5 DOUB Y N 18 L19 N C2 SING Y N 19 L19 C5 C6 SING N N 20 L19 C5 C1 SING Y N 21 L19 C6 C7 SING Y N 22 L19 C2 C1 DOUB Y N 23 L19 C1 O SING N N 24 L19 C12 C7 SING Y N 25 L19 C12 C11 DOUB Y N 26 L19 O C SING N N 27 L19 C7 C8 DOUB Y N 28 L19 C11 C10 SING Y N 29 L19 C8 C9 SING Y N 30 L19 C10 C9 DOUB Y N 31 L19 C9 C23 SING N N 32 L19 C23 C25 SING N N 33 L19 C23 C24 SING N N 34 L19 C25 C24 SING N N 35 L19 O2 H1 SING N N 36 L19 C21 H2 SING N N 37 L19 C21 H3 SING N N 38 L19 C20 H4 SING N N 39 L19 C20 H5 SING N N 40 L19 C15 H6 SING N N 41 L19 C16 H7 SING N N 42 L19 C17 H8 SING N N 43 L19 C18 H9 SING N N 44 L19 C19 H10 SING N N 45 L19 C8 H11 SING N N 46 L19 C23 H12 SING N N 47 L19 C24 H13 SING N N 48 L19 C24 H14 SING N N 49 L19 C25 H15 SING N N 50 L19 C25 H16 SING N N 51 L19 C10 H17 SING N N 52 L19 C11 H18 SING N N 53 L19 C4 H19 SING N N 54 L19 C3 H20 SING N N 55 L19 C2 H21 SING N N 56 L19 C H22 SING N N 57 L19 C H23 SING N N 58 L19 C H24 SING N N 59 # 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 L19 SMILES ACDLabs 12.01 "O=C(O)CCn1c5c(c(c1c2ccccc2)c3c(cncc3)OC)cc(C4CC4)cc5" L19 InChI InChI 1.03 "InChI=1S/C26H24N2O3/c1-31-23-16-27-13-11-20(23)25-21-15-19(17-7-8-17)9-10-22(21)28(14-12-24(29)30)26(25)18-5-3-2-4-6-18/h2-6,9-11,13,15-17H,7-8,12,14H2,1H3,(H,29,30)" L19 InChIKey InChI 1.03 XQDGPJKJSHQJFB-UHFFFAOYSA-N L19 SMILES_CANONICAL CACTVS 3.385 "COc1cnccc1c2c3cc(ccc3n(CCC(O)=O)c2c4ccccc4)C5CC5" L19 SMILES CACTVS 3.385 "COc1cnccc1c2c3cc(ccc3n(CCC(O)=O)c2c4ccccc4)C5CC5" L19 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "COc1cnccc1c2c3cc(ccc3n(c2c4ccccc4)CCC(=O)O)C5CC5" L19 SMILES "OpenEye OEToolkits" 1.9.2 "COc1cnccc1c2c3cc(ccc3n(c2c4ccccc4)CCC(=O)O)C5CC5" # 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 L19 "SYSTEMATIC NAME" ACDLabs 12.01 "3-[5-cyclopropyl-3-(3-methoxypyridin-4-yl)-2-phenyl-1H-indol-1-yl]propanoic acid" L19 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "3-[5-cyclopropyl-3-(3-methoxypyridin-4-yl)-2-phenyl-indol-1-yl]propanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site L19 "Create component" 2015-08-12 RCSB L19 "Initial release" 2016-06-22 RCSB #