data_A46 # _chem_comp.id A46 _chem_comp.name "5-chloro-N-{4-[(1R)-1,2-dihydroxyethyl]phenyl}-1H-indole-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H15 Cl N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-10-18 _chem_comp.pdbx_modified_date 2011-06-04 _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 330.766 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A46 _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 2ZB2 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 A46 C4 C4 C 0 1 Y N N -2.327 31.385 -5.159 2.140 -0.664 -0.214 C4 A46 1 A46 N1 N1 N 0 1 N N N -2.685 31.788 -6.380 0.752 -0.825 -0.255 N1 A46 2 A46 C6 C6 C 0 1 N N N -2.076 32.794 -7.100 -0.055 0.251 -0.160 C6 A46 3 A46 C7 C7 C 0 1 Y N N -2.575 33.148 -8.456 -1.513 0.073 -0.100 C7 A46 4 A46 O1 O1 O 0 1 N N N -1.119 33.406 -6.632 0.424 1.369 -0.125 O1 A46 5 A46 N2 N2 N 0 1 Y N N -1.862 33.965 -9.271 -2.174 -1.139 -0.132 N2 A46 6 A46 C8 C8 C 0 1 Y N N -3.814 32.715 -9.073 -2.425 1.076 0.001 C8 A46 7 A46 C11 C11 C 0 1 Y N N -2.517 34.144 -10.439 -3.528 -0.908 -0.055 C11 A46 8 A46 C12 C12 C 0 1 Y N N -3.739 33.368 -10.326 -3.712 0.486 0.030 C12 A46 9 A46 C13 C13 C 0 1 Y N N -2.253 34.872 -11.609 -4.639 -1.747 -0.048 C13 A46 10 A46 C14 C14 C 0 1 Y N N -4.605 33.390 -11.417 -5.008 1.010 0.120 C14 A46 11 A46 C15 C15 C 0 1 Y N N -3.134 34.892 -12.710 -5.903 -1.208 0.041 C15 A46 12 A46 C16 C16 C 0 1 Y N N -4.312 34.132 -12.579 -6.083 0.168 0.126 C16 A46 13 A46 CL1 CL1 CL 0 0 N N N -5.391 34.092 -13.790 -7.687 0.820 0.238 CL1 A46 14 A46 C2 C2 C 0 1 Y N N -2.350 30.041 -4.849 2.935 -1.625 0.398 C2 A46 15 A46 C1 C1 C 0 1 Y N N -1.992 29.599 -3.572 4.306 -1.465 0.431 C1 A46 16 A46 C5 C5 C 0 1 Y N N -1.600 30.524 -2.596 4.888 -0.350 -0.144 C5 A46 17 A46 C9 C9 C 0 1 Y N N -1.557 31.891 -2.866 4.100 0.609 -0.753 C9 A46 18 A46 C10 C10 C 0 1 Y N N -1.922 32.317 -4.158 2.728 0.455 -0.791 C10 A46 19 A46 C3 C3 C 0 1 N N R -1.306 30.055 -1.240 6.385 -0.179 -0.106 C3 A46 20 A46 C17 C17 C 0 1 N N N 0.192 29.754 -1.087 6.768 0.690 1.094 C17 A46 21 A46 O2 O2 O 0 1 N N N -2.169 28.907 -0.975 6.823 0.452 -1.310 O2 A46 22 A46 O3 O3 O 0 1 N N N 0.613 28.837 -2.112 8.192 0.756 1.199 O3 A46 23 A46 HN1 HN1 H 0 1 N N N -3.459 31.322 -6.808 0.369 -1.711 -0.350 HN1 A46 24 A46 HN2 HN2 H 0 1 N N N -0.980 34.375 -9.041 -1.753 -2.011 -0.197 HN2 A46 25 A46 H8 H8 H 0 1 N N N -4.586 32.069 -8.682 -2.207 2.132 0.051 H8 A46 26 A46 H13 H13 H 0 1 N N N -1.337 35.441 -11.669 -4.509 -2.817 -0.113 H13 A46 27 A46 H14 H14 H 0 1 N N N -5.524 32.824 -11.371 -5.157 2.078 0.186 H14 A46 28 A46 H15 H15 H 0 1 N N N -2.917 35.459 -13.604 -6.763 -1.861 0.047 H15 A46 29 A46 H2 H2 H 0 1 N N N -2.647 29.324 -5.600 2.481 -2.495 0.847 H2 A46 30 A46 H1 H1 H 0 1 N N N -2.018 28.545 -3.338 4.925 -2.212 0.906 H1 A46 31 A46 H9 H9 H 0 1 N N N -1.254 32.600 -2.110 4.557 1.479 -1.201 H9 A46 32 A46 H10 H10 H 0 1 N N N -1.895 33.370 -4.395 2.112 1.204 -1.267 H10 A46 33 A46 H3 H3 H 0 1 N N N -1.521 30.828 -0.487 6.860 -1.156 -0.014 H3 A46 34 A46 H17 H17 H 0 1 N N N 0.375 29.305 -0.099 6.367 1.694 0.959 H17 A46 35 A46 H17A H17A H 0 0 N N N 0.762 30.690 -1.181 6.357 0.254 2.005 H17A A46 36 A46 HO2 HO2 H 0 1 N N N -2.356 28.456 -1.790 6.440 1.328 -1.458 HO2 A46 37 A46 HO3 HO3 H 0 1 N N N 0.706 29.302 -2.935 8.507 1.292 1.939 HO3 A46 38 # 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 A46 CL1 C16 SING N N 1 A46 C15 C16 DOUB Y N 2 A46 C15 C13 SING Y N 3 A46 C16 C14 SING Y N 4 A46 C13 C11 DOUB Y N 5 A46 C14 C12 DOUB Y N 6 A46 C11 C12 SING Y N 7 A46 C11 N2 SING Y N 8 A46 C12 C8 SING Y N 9 A46 N2 C7 SING Y N 10 A46 C8 C7 DOUB Y N 11 A46 C7 C6 SING N N 12 A46 C6 O1 DOUB N N 13 A46 C6 N1 SING N N 14 A46 N1 C4 SING N N 15 A46 C4 C2 DOUB Y N 16 A46 C4 C10 SING Y N 17 A46 C2 C1 SING Y N 18 A46 C10 C9 DOUB Y N 19 A46 C1 C5 DOUB Y N 20 A46 C9 C5 SING Y N 21 A46 C5 C3 SING N N 22 A46 O3 C17 SING N N 23 A46 C3 C17 SING N N 24 A46 C3 O2 SING N N 25 A46 N1 HN1 SING N N 26 A46 N2 HN2 SING N N 27 A46 C8 H8 SING N N 28 A46 C13 H13 SING N N 29 A46 C14 H14 SING N N 30 A46 C15 H15 SING N N 31 A46 C2 H2 SING N N 32 A46 C1 H1 SING N N 33 A46 C9 H9 SING N N 34 A46 C10 H10 SING N N 35 A46 C3 H3 SING N N 36 A46 C17 H17 SING N N 37 A46 C17 H17A SING N N 38 A46 O2 HO2 SING N N 39 A46 O3 HO3 SING N N 40 # 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 A46 SMILES ACDLabs 10.04 "Clc1cc2c(cc1)nc(c2)C(=O)Nc3ccc(cc3)C(O)CO" A46 SMILES_CANONICAL CACTVS 3.341 "OC[C@H](O)c1ccc(NC(=O)c2[nH]c3ccc(Cl)cc3c2)cc1" A46 SMILES CACTVS 3.341 "OC[CH](O)c1ccc(NC(=O)c2[nH]c3ccc(Cl)cc3c2)cc1" A46 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1[C@H](CO)O)NC(=O)c2cc3cc(ccc3[nH]2)Cl" A46 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C(CO)O)NC(=O)c2cc3cc(ccc3[nH]2)Cl" A46 InChI InChI 1.03 "InChI=1S/C17H15ClN2O3/c18-12-3-6-14-11(7-12)8-15(20-14)17(23)19-13-4-1-10(2-5-13)16(22)9-21/h1-8,16,20-22H,9H2,(H,19,23)/t16-/m0/s1" A46 InChIKey InChI 1.03 SHCHFGSUYJUEBR-INIZCTEOSA-N # 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 A46 "SYSTEMATIC NAME" ACDLabs 10.04 "5-chloro-N-{4-[(1R)-1,2-dihydroxyethyl]phenyl}-1H-indole-2-carboxamide" A46 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-chloro-N-[4-[(1R)-1,2-dihydroxyethyl]phenyl]-1H-indole-2-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 A46 "Create component" 2007-10-18 PDBJ A46 "Modify aromatic_flag" 2011-06-04 RCSB A46 "Modify descriptor" 2011-06-04 RCSB #