data_EP8 # _chem_comp.id EP8 _chem_comp.name "5-[3-(1~{H}-indol-3-yl)propoxy]-1-phenyl-pyrazole-4-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H19 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-04-06 _chem_comp.pdbx_modified_date 2019-04-19 _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 361.394 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EP8 _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 6G7U _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 EP8 C10 C1 C 0 1 N N N -2.978 43.323 9.634 -1.906 -0.915 -1.225 C10 EP8 1 EP8 C15 C2 C 0 1 Y N N 1.591 42.326 6.876 3.586 -1.607 0.147 C15 EP8 2 EP8 C20 C3 C 0 1 Y N N 2.899 40.783 10.920 3.332 2.805 -0.939 C20 EP8 3 EP8 C21 C4 C 0 1 Y N N 2.788 40.350 12.247 2.838 4.094 -0.926 C21 EP8 4 EP8 C22 C5 C 0 1 Y N N 1.660 39.671 12.682 1.947 4.485 0.058 C22 EP8 5 EP8 C24 C6 C 0 1 Y N N 0.731 39.851 10.465 2.030 2.291 1.015 C24 EP8 6 EP8 C01 C7 C 0 1 Y N N -3.435 38.547 10.129 -5.194 2.073 0.270 C01 EP8 7 EP8 C02 C8 C 0 1 Y N N -3.174 39.927 10.125 -4.132 1.348 -0.193 C02 EP8 8 EP8 C03 C9 C 0 1 Y N N -3.846 40.782 9.235 -4.227 -0.042 -0.278 C03 EP8 9 EP8 C04 C10 C 0 1 Y N N -4.772 40.234 8.362 -5.413 -0.690 0.112 C04 EP8 10 EP8 C05 C11 C 0 1 Y N N -5.031 38.845 8.375 -6.481 0.068 0.580 C05 EP8 11 EP8 C06 C12 C 0 1 Y N N -4.360 38.008 9.263 -6.365 1.438 0.661 C06 EP8 12 EP8 N07 N1 N 0 1 Y N N -5.279 41.220 7.613 -5.221 -2.040 -0.083 N07 EP8 13 EP8 C08 C13 C 0 1 Y N N -4.743 42.374 7.940 -3.964 -2.265 -0.573 C08 EP8 14 EP8 C09 C14 C 0 1 Y N N -3.815 42.191 8.968 -3.312 -1.100 -0.715 C09 EP8 15 EP8 C11 C15 C 0 1 N N N -1.556 42.915 10.034 -0.939 -0.846 -0.042 C11 EP8 16 EP8 C12 C16 C 0 1 N N N -0.557 43.526 8.995 0.488 -0.658 -0.560 C12 EP8 17 EP8 O13 O1 O 0 1 N N N 0.774 43.070 9.243 1.392 -0.593 0.545 O13 EP8 18 EP8 C14 C17 C 0 1 Y N N 1.391 42.164 8.289 2.712 -0.530 0.257 C14 EP8 19 EP8 C16 C18 C 0 1 Y N N 2.273 41.135 6.486 4.860 -1.076 -0.166 C16 EP8 20 EP8 N17 N2 N 0 1 Y N N 2.436 40.373 7.593 4.754 0.221 -0.237 N17 EP8 21 EP8 N18 N3 N 0 1 Y N N 1.919 40.985 8.637 3.429 0.589 0.021 N18 EP8 22 EP8 C19 C19 C 0 1 Y N N 1.866 40.527 10.028 2.929 1.898 0.032 C19 EP8 23 EP8 C23 C20 C 0 1 Y N N 0.635 39.423 11.790 1.549 3.586 1.030 C23 EP8 24 EP8 C25 C21 C 0 1 N N N 1.202 43.512 5.982 3.252 -3.024 0.327 C25 EP8 25 EP8 O26 O2 O 0 1 N N N 1.613 43.524 4.770 2.113 -3.350 0.601 O26 EP8 26 EP8 O27 O3 O 0 1 N N N 0.517 44.463 6.454 4.208 -3.965 0.189 O27 EP8 27 EP8 H101 H1 H 0 0 N N N -2.908 44.160 8.924 -1.638 -1.757 -1.864 H101 EP8 28 EP8 H102 H2 H 0 0 N N N -3.508 43.654 10.540 -1.846 0.010 -1.798 H102 EP8 29 EP8 H201 H3 H 0 0 N N N 3.782 41.312 10.593 4.028 2.500 -1.707 H201 EP8 30 EP8 H211 H4 H 0 0 N N N 3.592 40.548 12.941 3.147 4.799 -1.684 H211 EP8 31 EP8 H221 H5 H 0 0 N N N 1.584 39.340 13.707 1.563 5.494 0.066 H221 EP8 32 EP8 H241 H6 H 0 0 N N N -0.078 39.657 9.777 1.719 1.590 1.775 H241 EP8 33 EP8 H011 H7 H 0 0 N N N -2.906 37.904 10.817 -5.120 3.149 0.336 H011 EP8 34 EP8 H021 H8 H 0 0 N N N -2.449 40.335 10.813 -3.223 1.849 -0.492 H021 EP8 35 EP8 H051 H9 H 0 0 N N N -5.755 38.429 7.691 -7.398 -0.417 0.882 H051 EP8 36 EP8 H061 H10 H 0 0 N N N -4.563 36.947 9.272 -7.195 2.025 1.024 H061 EP8 37 EP8 H1 H11 H 0 1 N N N -5.971 41.096 6.902 -5.878 -2.729 0.103 H1 EP8 38 EP8 H081 H12 H 0 0 N N N -4.984 43.322 7.483 -3.556 -3.236 -0.813 H081 EP8 39 EP8 H111 H13 H 0 0 N N N -1.470 41.818 10.032 -1.207 -0.004 0.598 H111 EP8 40 EP8 H112 H14 H 0 0 N N N -1.328 43.299 11.039 -0.999 -1.771 0.531 H112 EP8 41 EP8 H121 H15 H 0 0 N N N -0.583 44.623 9.072 0.756 -1.500 -1.199 H121 EP8 42 EP8 H122 H16 H 0 0 N N N -0.860 43.222 7.982 0.548 0.267 -1.133 H122 EP8 43 EP8 H161 H17 H 0 0 N N N 2.600 40.886 5.487 5.764 -1.646 -0.319 H161 EP8 44 EP8 H231 H18 H 0 0 N N N -0.247 38.894 12.120 0.851 3.893 1.795 H231 EP8 45 EP8 H2 H19 H 0 1 N N N 0.386 45.123 5.783 3.940 -4.886 0.318 H2 EP8 46 # # 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 EP8 O26 C25 DOUB N N 1 EP8 C25 O27 SING N N 2 EP8 C25 C15 SING N N 3 EP8 C16 C15 SING Y N 4 EP8 C16 N17 DOUB Y N 5 EP8 C15 C14 DOUB Y N 6 EP8 N17 N18 SING Y N 7 EP8 N07 C08 SING Y N 8 EP8 N07 C04 SING Y N 9 EP8 C08 C09 DOUB Y N 10 EP8 C14 N18 SING Y N 11 EP8 C14 O13 SING N N 12 EP8 C04 C05 DOUB Y N 13 EP8 C04 C03 SING Y N 14 EP8 C05 C06 SING Y N 15 EP8 N18 C19 SING N N 16 EP8 C09 C03 SING Y N 17 EP8 C09 C10 SING N N 18 EP8 C12 O13 SING N N 19 EP8 C12 C11 SING N N 20 EP8 C03 C02 DOUB Y N 21 EP8 C06 C01 DOUB Y N 22 EP8 C10 C11 SING N N 23 EP8 C19 C24 DOUB Y N 24 EP8 C19 C20 SING Y N 25 EP8 C02 C01 SING Y N 26 EP8 C24 C23 SING Y N 27 EP8 C20 C21 DOUB Y N 28 EP8 C23 C22 DOUB Y N 29 EP8 C21 C22 SING Y N 30 EP8 C10 H101 SING N N 31 EP8 C10 H102 SING N N 32 EP8 C20 H201 SING N N 33 EP8 C21 H211 SING N N 34 EP8 C22 H221 SING N N 35 EP8 C24 H241 SING N N 36 EP8 C01 H011 SING N N 37 EP8 C02 H021 SING N N 38 EP8 C05 H051 SING N N 39 EP8 C06 H061 SING N N 40 EP8 N07 H1 SING N N 41 EP8 C08 H081 SING N N 42 EP8 C11 H111 SING N N 43 EP8 C11 H112 SING N N 44 EP8 C12 H121 SING N N 45 EP8 C12 H122 SING N N 46 EP8 C16 H161 SING N N 47 EP8 C23 H231 SING N N 48 EP8 O27 H2 SING N N 49 # # 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 EP8 InChI InChI 1.03 "InChI=1S/C21H19N3O3/c25-21(26)18-14-23-24(16-8-2-1-3-9-16)20(18)27-12-6-7-15-13-22-19-11-5-4-10-17(15)19/h1-5,8-11,13-14,22H,6-7,12H2,(H,25,26)" EP8 InChIKey InChI 1.03 KHUCHDHRSOJGSA-UHFFFAOYSA-N EP8 SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1cnn(c2ccccc2)c1OCCCc3c[nH]c4ccccc34" EP8 SMILES CACTVS 3.385 "OC(=O)c1cnn(c2ccccc2)c1OCCCc3c[nH]c4ccccc34" EP8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)n2c(c(cn2)C(=O)O)OCCCc3c[nH]c4c3cccc4" EP8 SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)n2c(c(cn2)C(=O)O)OCCCc3c[nH]c4c3cccc4" # _pdbx_chem_comp_identifier.comp_id EP8 _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "5-[3-(1~{H}-indol-3-yl)propoxy]-1-phenyl-pyrazole-4-carboxylic 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 EP8 "Create component" 2018-04-06 RCSB EP8 "Initial release" 2019-04-24 RCSB ##