data_1RA # _chem_comp.id 1RA _chem_comp.name "ethyl 6-{[5-(cyclopropylcarbamoyl)-2-methylphenyl]carbamoyl}-1H-indole-1-carboxylate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H23 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-05-03 _chem_comp.pdbx_modified_date 2013-06-07 _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 405.446 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1RA _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 4KIQ _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 1RA C1 C1 C 0 1 Y N N 0.002 -4.113 -6.474 3.195 2.777 -0.539 C1 1P9 1 1RA N10 N10 N 0 1 N N N 4.097 -1.162 -5.596 5.905 -1.438 0.168 N10 1P9 2 1RA C11 C11 C 0 1 N N N 5.306 -0.485 -5.131 6.389 -2.791 0.452 C11 1P9 3 1RA C12 C12 C 0 1 N N N 6.186 0.143 -6.132 7.852 -2.943 0.876 C12 1P9 4 1RA C13 C13 C 0 1 N N N 6.603 -1.096 -5.447 7.407 -3.395 -0.518 C13 1P9 5 1RA N14 N14 N 0 1 N N N -0.042 -5.397 -4.388 0.935 2.095 -0.032 N14 1P9 6 1RA C16 C16 C 0 1 N N N -0.569 -5.157 -3.163 0.014 1.118 -0.155 C16 1P9 7 1RA O17 O17 O 0 1 N N N -0.748 -4.022 -2.721 0.358 -0.005 -0.469 O17 1P9 8 1RA C18 C18 C 0 1 Y N N -0.873 -6.367 -2.334 -1.411 1.413 0.090 C18 1P9 9 1RA C19 C19 C 0 1 Y N N -1.722 -6.201 -1.240 -2.361 0.400 -0.038 C19 1P9 10 1RA C2 C2 C 0 1 Y N N 0.564 -4.425 -5.216 2.295 1.792 -0.150 C2 1P9 11 1RA C20 C20 C 0 1 Y N N -0.555 -8.685 -1.730 -3.116 2.990 0.686 C20 1P9 12 1RA C21 C21 C 0 1 Y N N -0.294 -7.617 -2.572 -1.803 2.707 0.457 C21 1P9 13 1RA C22 C22 C 0 1 Y N N -1.400 -8.531 -0.623 -4.080 1.986 0.556 C22 1P9 14 1RA C23 C23 C 0 1 Y N N -1.983 -7.271 -0.386 -3.697 0.680 0.193 C23 1P9 15 1RA N24 N24 N 0 1 Y N N -2.741 -7.371 0.793 -4.850 -0.084 0.149 N24 1P9 16 1RA C25 C25 C 0 1 Y N N -2.621 -8.674 1.264 -5.933 0.695 0.469 C25 1P9 17 1RA C26 C26 C 0 1 Y N N -1.826 -9.397 0.439 -5.535 1.951 0.724 C26 1P9 18 1RA C27 C27 C 0 1 N N N -3.544 -6.382 1.435 -4.901 -1.395 -0.162 C27 1P9 19 1RA O28 O28 O 0 1 N N N -4.113 -6.578 2.478 -3.880 -1.995 -0.433 O28 1P9 20 1RA O29 O29 O 0 1 N N N -3.586 -5.228 0.760 -6.083 -2.038 -0.174 O29 1P9 21 1RA C3 C3 C 0 1 Y N N 1.696 -3.762 -4.758 2.746 0.509 0.119 C3 1P9 22 1RA C30 C30 C 0 1 N N N -4.235 -4.101 1.425 -6.062 -3.449 -0.518 C30 1P9 23 1RA C31 C31 C 0 1 N N N -3.886 -2.926 0.643 -7.487 -4.004 -0.478 C31 1P9 24 1RA C4 C4 C 0 1 Y N N 2.313 -2.792 -5.543 4.104 0.212 -0.001 C4 1P9 25 1RA C5 C5 C 0 1 Y N N 1.762 -2.466 -6.782 4.999 1.209 -0.392 C5 1P9 26 1RA C6 C6 C 0 1 Y N N 0.632 -3.125 -7.236 4.541 2.483 -0.658 C6 1P9 27 1RA C7 C7 C 0 1 N N N -1.252 -4.783 -6.968 2.701 4.170 -0.837 C7 1P9 28 1RA C8 C8 C 0 1 N N N 3.591 -2.251 -4.993 4.593 -1.153 0.285 C8 1P9 29 1RA O9 O9 O 0 1 N N N 4.123 -2.779 -4.020 3.811 -2.020 0.626 O9 1P9 30 1RA H1 H1 H 0 1 N N N 3.625 -0.798 -6.399 6.529 -0.746 -0.103 H1 1P9 31 1RA H2 H2 H 0 1 N N N 5.235 0.028 -4.160 5.662 -3.466 0.903 H2 1P9 32 1RA H3 H3 H 0 1 N N N 6.689 1.094 -5.904 8.453 -2.037 0.943 H3 1P9 33 1RA H4 H4 H 0 1 N N N 5.914 0.118 -7.197 8.086 -3.719 1.605 H4 1P9 34 1RA H5 H5 H 0 1 N N N 6.643 -2.045 -6.003 7.349 -4.467 -0.705 H5 1P9 35 1RA H6 H6 H 0 1 N N N 7.418 -1.069 -4.709 7.716 -2.785 -1.367 H6 1P9 36 1RA H7 H7 H 0 1 N N N -0.085 -6.335 -4.733 0.654 3.007 0.140 H7 1P9 37 1RA H8 H8 H 0 1 N N N -2.179 -5.240 -1.054 -2.056 -0.598 -0.317 H8 1P9 38 1RA H9 H9 H 0 1 N N N -0.103 -9.646 -1.928 -3.413 3.991 0.965 H9 1P9 39 1RA H10 H10 H 0 1 N N N 0.362 -7.751 -3.419 -1.060 3.484 0.559 H10 1P9 40 1RA H11 H11 H 0 1 N N N -3.093 -9.054 2.158 -6.956 0.349 0.510 H11 1P9 41 1RA H12 H12 H 0 1 N N N -1.561 -10.437 0.559 -6.168 2.779 1.008 H12 1P9 42 1RA H13 H13 H 0 1 N N N 2.100 -4.001 -3.785 2.049 -0.258 0.422 H13 1P9 43 1RA H14 H14 H 0 1 N N N -3.864 -3.999 2.456 -5.652 -3.572 -1.520 H14 1P9 44 1RA H15 H15 H 0 1 N N N -5.326 -4.241 1.440 -5.442 -3.988 0.198 H15 1P9 45 1RA H16 H16 H 0 1 N N N -4.347 -2.035 1.094 -8.108 -3.465 -1.194 H16 1P9 46 1RA H17 H17 H 0 1 N N N -2.793 -2.806 0.630 -7.472 -5.063 -0.737 H17 1P9 47 1RA H18 H18 H 0 1 N N N -4.254 -3.048 -0.386 -7.898 -3.881 0.524 H18 1P9 48 1RA H19 H19 H 0 1 N N N 2.218 -1.698 -7.389 6.051 0.984 -0.486 H19 1P9 49 1RA H20 H20 H 0 1 N N N 0.227 -2.869 -8.204 5.235 3.253 -0.961 H20 1P9 50 1RA H21 H21 H 0 1 N N N -0.986 -5.682 -7.543 2.722 4.766 0.075 H21 1P9 51 1RA H22 H22 H 0 1 N N N -1.877 -5.069 -6.109 3.345 4.630 -1.587 H22 1P9 52 1RA H23 H23 H 0 1 N N N -1.810 -4.088 -7.612 1.680 4.120 -1.216 H23 1P9 53 # 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 1RA C6 C5 DOUB Y N 1 1RA C6 C1 SING Y N 2 1RA C7 C1 SING N N 3 1RA C5 C4 SING Y N 4 1RA C1 C2 DOUB Y N 5 1RA C12 C13 SING N N 6 1RA C12 C11 SING N N 7 1RA N10 C11 SING N N 8 1RA N10 C8 SING N N 9 1RA C4 C8 SING N N 10 1RA C4 C3 DOUB Y N 11 1RA C13 C11 SING N N 12 1RA C2 C3 SING Y N 13 1RA C2 N14 SING N N 14 1RA C8 O9 DOUB N N 15 1RA N14 C16 SING N N 16 1RA C16 O17 DOUB N N 17 1RA C16 C18 SING N N 18 1RA C21 C18 DOUB Y N 19 1RA C21 C20 SING Y N 20 1RA C18 C19 SING Y N 21 1RA C20 C22 DOUB Y N 22 1RA C19 C23 DOUB Y N 23 1RA C22 C23 SING Y N 24 1RA C22 C26 SING Y N 25 1RA C23 N24 SING Y N 26 1RA C26 C25 DOUB Y N 27 1RA C31 C30 SING N N 28 1RA O29 C30 SING N N 29 1RA O29 C27 SING N N 30 1RA N24 C25 SING Y N 31 1RA N24 C27 SING N N 32 1RA C27 O28 DOUB N N 33 1RA N10 H1 SING N N 34 1RA C11 H2 SING N N 35 1RA C12 H3 SING N N 36 1RA C12 H4 SING N N 37 1RA C13 H5 SING N N 38 1RA C13 H6 SING N N 39 1RA N14 H7 SING N N 40 1RA C19 H8 SING N N 41 1RA C20 H9 SING N N 42 1RA C21 H10 SING N N 43 1RA C25 H11 SING N N 44 1RA C26 H12 SING N N 45 1RA C3 H13 SING N N 46 1RA C30 H14 SING N N 47 1RA C30 H15 SING N N 48 1RA C31 H16 SING N N 49 1RA C31 H17 SING N N 50 1RA C31 H18 SING N N 51 1RA C5 H19 SING N N 52 1RA C6 H20 SING N N 53 1RA C7 H21 SING N N 54 1RA C7 H22 SING N N 55 1RA C7 H23 SING N N 56 # 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 1RA SMILES ACDLabs 12.01 "O=C(NC1CC1)c2cc(c(cc2)C)NC(=O)c3ccc4c(c3)n(cc4)C(=O)OCC" 1RA InChI InChI 1.03 "InChI=1S/C23H23N3O4/c1-3-30-23(29)26-11-10-15-6-7-17(13-20(15)26)22(28)25-19-12-16(5-4-14(19)2)21(27)24-18-8-9-18/h4-7,10-13,18H,3,8-9H2,1-2H3,(H,24,27)(H,25,28)" 1RA InChIKey InChI 1.03 SNCXIBOVAVIFGA-UHFFFAOYSA-N 1RA SMILES_CANONICAL CACTVS 3.370 "CCOC(=O)n1ccc2ccc(cc12)C(=O)Nc3cc(ccc3C)C(=O)NC4CC4" 1RA SMILES CACTVS 3.370 "CCOC(=O)n1ccc2ccc(cc12)C(=O)Nc3cc(ccc3C)C(=O)NC4CC4" 1RA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCOC(=O)n1ccc2c1cc(cc2)C(=O)Nc3cc(ccc3C)C(=O)NC4CC4" 1RA SMILES "OpenEye OEToolkits" 1.7.6 "CCOC(=O)n1ccc2c1cc(cc2)C(=O)Nc3cc(ccc3C)C(=O)NC4CC4" # 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 1RA "SYSTEMATIC NAME" ACDLabs 12.01 "ethyl 6-{[5-(cyclopropylcarbamoyl)-2-methylphenyl]carbamoyl}-1H-indole-1-carboxylate" 1RA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "ethyl 6-[[5-(cyclopropylcarbamoyl)-2-methyl-phenyl]carbamoyl]indole-1-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 1RA "Create component" 2013-05-03 RCSB 1RA "Initial release" 2013-06-12 RCSB #