data_75O # _chem_comp.id 75O _chem_comp.name "6-chloro-5-[6-(dimethylamino)-2-methoxypyridin-3-yl]-1H-indole-3-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H16 Cl N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-09-01 _chem_comp.pdbx_modified_date 2017-03-24 _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 345.780 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 75O _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 5T5T _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 75O N3 N1 N 0 1 Y N N 44.067 -78.879 -39.559 -4.367 1.472 -0.269 N3 75O 1 75O C4 C1 C 0 1 Y N N 50.760 -82.652 -37.857 2.788 -1.424 -1.237 C4 75O 2 75O N2 N2 N 0 1 Y N N 50.053 -83.811 -39.854 3.179 -0.090 0.674 N2 75O 3 75O C7 C2 C 0 1 Y N N 48.974 -83.041 -39.893 1.929 0.338 0.671 C7 75O 4 75O C6 C3 C 0 1 Y N N 48.702 -82.024 -38.945 1.031 -0.098 -0.309 C6 75O 5 75O C9 C4 C 0 1 Y N N 47.532 -81.099 -39.079 -0.372 0.383 -0.312 C9 75O 6 75O C13 C5 C 0 1 Y N N 46.578 -78.886 -39.477 -1.945 2.194 -0.544 C13 75O 7 75O C8 C6 C 0 1 N N N 48.246 -84.333 -41.747 2.480 1.622 2.591 C8 75O 8 75O C16 C7 C 0 1 Y N N 43.702 -81.069 -39.206 -4.037 -0.696 0.101 C16 75O 9 75O C1 C8 C 0 1 N N N 52.207 -85.473 -39.869 5.483 -2.220 -1.252 C1 75O 10 75O N1 N3 N 0 1 N N N 51.959 -84.521 -38.801 4.949 -1.364 -0.190 N1 75O 11 75O C2 C9 C 0 1 N N N 52.790 -84.659 -37.617 5.810 -0.952 0.922 C2 75O 12 75O C3 C10 C 0 1 Y N N 50.932 -83.626 -38.857 3.626 -0.943 -0.236 C3 75O 13 75O C5 C11 C 0 1 Y N N 49.632 -81.853 -37.918 1.473 -0.998 -1.282 C5 75O 14 75O O1 O1 O 0 1 N N N 48.061 -83.224 -40.870 1.514 1.211 1.622 O1 75O 15 75O C10 C12 C 0 1 Y N N 46.247 -81.641 -39.010 -1.413 -0.510 -0.089 C10 75O 16 75O C11 C13 C 0 1 Y N N 45.127 -80.829 -39.187 -2.725 -0.049 -0.094 C11 75O 17 75O C12 C14 C 0 1 Y N N 45.311 -79.450 -39.417 -2.997 1.310 -0.322 C12 75O 18 75O C14 C15 C 0 1 Y N N 47.674 -79.714 -39.306 -0.647 1.736 -0.540 C14 75O 19 75O CL1 CL1 CL 0 0 N N N 49.251 -79.015 -39.371 0.659 2.845 -0.818 CL1 75O 20 75O C15 C16 C 0 1 Y N N 43.111 -79.847 -39.428 -4.975 0.288 -0.020 C15 75O 21 75O C17 C17 C 0 1 N N N 43.016 -82.384 -39.086 -4.284 -2.117 0.371 C17 75O 22 75O O2 O2 O 0 1 N N N 43.649 -83.438 -38.999 -5.547 -2.564 0.527 O2 75O 23 75O O3 O3 O 0 1 N N N 41.705 -82.341 -39.118 -3.351 -2.892 0.454 O3 75O 24 75O H1 H1 H 0 1 N N N 43.891 -77.910 -39.731 -4.829 2.316 -0.389 H1 75O 25 75O H2 H2 H 0 1 N N N 51.486 -82.532 -37.066 3.162 -2.119 -1.974 H2 75O 26 75O H3 H3 H 0 1 N N N 46.705 -77.828 -39.653 -2.147 3.240 -0.720 H3 75O 27 75O H4 H4 H 0 1 N N N 47.432 -84.356 -42.487 3.314 2.112 2.088 H4 75O 28 75O H5 H5 H 0 1 N N N 49.210 -84.233 -42.266 2.019 2.319 3.291 H5 75O 29 75O H6 H6 H 0 1 N N N 48.239 -85.266 -41.165 2.845 0.750 3.133 H6 75O 30 75O H7 H7 H 0 1 N N N 53.080 -86.092 -39.614 6.530 -2.445 -1.046 H7 75O 31 75O H8 H8 H 0 1 N N N 51.325 -86.118 -39.997 4.913 -3.148 -1.292 H8 75O 32 75O H9 H9 H 0 1 N N N 52.404 -84.930 -40.805 5.404 -1.703 -2.209 H9 75O 33 75O H10 H10 H 0 1 N N N 52.513 -83.889 -36.882 6.308 -0.015 0.668 H10 75O 34 75O H11 H11 H 0 1 N N N 52.639 -85.656 -37.178 5.205 -0.811 1.817 H11 75O 35 75O H12 H12 H 0 1 N N N 53.847 -84.537 -37.895 6.559 -1.722 1.106 H12 75O 36 75O H13 H13 H 0 1 N N N 49.470 -81.093 -37.167 0.804 -1.353 -2.052 H13 75O 37 75O H14 H14 H 0 1 N N N 46.120 -82.696 -38.818 -1.205 -1.555 0.086 H14 75O 38 75O H15 H15 H 0 1 N N N 42.046 -79.677 -39.490 -6.041 0.144 0.071 H15 75O 39 75O H16 H16 H 0 1 N N N 43.044 -84.169 -38.962 -5.660 -3.508 0.703 H16 75O 40 # 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 75O C8 O1 SING N N 1 75O O1 C7 SING N N 2 75O C7 N2 DOUB Y N 3 75O C7 C6 SING Y N 4 75O C1 N1 SING N N 5 75O N2 C3 SING Y N 6 75O N3 C15 SING Y N 7 75O N3 C12 SING Y N 8 75O C13 C12 DOUB Y N 9 75O C13 C14 SING Y N 10 75O C15 C16 DOUB Y N 11 75O C12 C11 SING Y N 12 75O CL1 C14 SING N N 13 75O C14 C9 DOUB Y N 14 75O C16 C11 SING Y N 15 75O C16 C17 SING N N 16 75O C11 C10 DOUB Y N 17 75O O3 C17 DOUB N N 18 75O C17 O2 SING N N 19 75O C9 C10 SING Y N 20 75O C9 C6 SING N N 21 75O C6 C5 DOUB Y N 22 75O C3 N1 SING N N 23 75O C3 C4 DOUB Y N 24 75O N1 C2 SING N N 25 75O C5 C4 SING Y N 26 75O N3 H1 SING N N 27 75O C4 H2 SING N N 28 75O C13 H3 SING N N 29 75O C8 H4 SING N N 30 75O C8 H5 SING N N 31 75O C8 H6 SING N N 32 75O C1 H7 SING N N 33 75O C1 H8 SING N N 34 75O C1 H9 SING N N 35 75O C2 H10 SING N N 36 75O C2 H11 SING N N 37 75O C2 H12 SING N N 38 75O C5 H13 SING N N 39 75O C10 H14 SING N N 40 75O C15 H15 SING N N 41 75O O2 H16 SING N N 42 # 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 75O SMILES ACDLabs 12.01 "n2cc(c3cc(c1c(nc(cc1)N(C)C)OC)c(cc23)Cl)C(O)=O" 75O InChI InChI 1.03 "InChI=1S/C17H16ClN3O3/c1-21(2)15-5-4-9(16(20-15)24-3)10-6-11-12(17(22)23)8-19-14(11)7-13(10)18/h4-8,19H,1-3H3,(H,22,23)" 75O InChIKey InChI 1.03 MJHBRTGGZYSCHJ-UHFFFAOYSA-N 75O SMILES_CANONICAL CACTVS 3.385 "COc1nc(ccc1c2cc3c([nH]cc3C(O)=O)cc2Cl)N(C)C" 75O SMILES CACTVS 3.385 "COc1nc(ccc1c2cc3c([nH]cc3C(O)=O)cc2Cl)N(C)C" 75O SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "CN(C)c1ccc(c(n1)OC)c2cc3c(cc2Cl)[nH]cc3C(=O)O" 75O SMILES "OpenEye OEToolkits" 2.0.5 "CN(C)c1ccc(c(n1)OC)c2cc3c(cc2Cl)[nH]cc3C(=O)O" # 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 75O "SYSTEMATIC NAME" ACDLabs 12.01 "6-chloro-5-[6-(dimethylamino)-2-methoxypyridin-3-yl]-1H-indole-3-carboxylic acid" 75O "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "6-chloranyl-5-[6-(dimethylamino)-2-methoxy-pyridin-3-yl]-1~{H}-indole-3-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 75O "Create component" 2016-09-01 RCSB 75O "Initial release" 2017-03-29 RCSB #