data_0R9 # _chem_comp.id 0R9 _chem_comp.name "5-{2-(ethylcarbamoyl)-4-[3-(trifluoromethyl)-1H-pyrazol-1-yl]-1H-pyrrolo[2,3-b]pyridin-5-yl}pyridine-3-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H15 F3 N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-04-27 _chem_comp.pdbx_modified_date 2012-07-27 _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 444.367 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0R9 _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 4EMV _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 0R9 C1 C1 C 0 1 N N N 19.302 34.408 1.706 8.875 0.956 0.602 C1 0R9 1 0R9 C2 C2 C 0 1 N N N 19.146 32.910 1.714 7.833 -0.159 0.488 C2 0R9 2 0R9 N3 N3 N 0 1 N N N 18.021 32.505 2.523 6.502 0.430 0.323 N3 0R9 3 0R9 C4 C4 C 0 1 N N N 18.131 31.388 3.311 5.423 -0.367 0.202 C4 0R9 4 0R9 O5 O5 O 0 1 N N N 19.116 30.660 3.301 5.553 -1.576 0.228 O5 0R9 5 0R9 C6 C6 C 0 1 Y N N 17.004 31.143 4.168 4.088 0.224 0.037 C6 0R9 6 0R9 C7 C7 C 0 1 Y N N 16.772 30.042 4.968 2.927 -0.472 -0.090 C7 0R9 7 0R9 C8 C8 C 0 1 Y N N 15.543 30.216 5.657 1.879 0.467 -0.226 C8 0R9 8 0R9 C9 C9 C 0 1 Y N N 14.789 29.487 6.567 0.486 0.347 -0.387 C9 0R9 9 0R9 C10 C10 C 0 1 Y N N 13.594 30.023 7.024 -0.264 1.525 -0.491 C10 0R9 10 0R9 C11 C11 C 0 1 Y N N 13.240 31.254 6.524 0.391 2.755 -0.430 C11 0R9 11 0R9 N12 N12 N 0 1 Y N N 13.917 32.004 5.649 1.695 2.832 -0.279 N12 0R9 12 0R9 C13 C13 C 0 1 Y N N 15.054 31.439 5.250 2.459 1.750 -0.175 C13 0R9 13 0R9 N14 N14 N 0 1 Y N N 15.939 31.986 4.359 3.810 1.578 -0.008 N14 0R9 14 0R9 C15 C15 C 0 1 Y N N 12.686 29.370 7.954 -1.736 1.465 -0.663 C15 0R9 15 0R9 C16 C16 C 0 1 Y N N 12.073 30.037 9.002 -2.580 2.124 0.232 C16 0R9 16 0R9 C17 C17 C 0 1 Y N N 11.195 29.353 9.823 -3.960 2.036 0.024 C17 0R9 17 0R9 C18 C18 C 0 1 Y N N 10.970 28.021 9.556 -4.435 1.298 -1.062 C18 0R9 18 0R9 N19 N19 N 0 1 Y N N 11.533 27.332 8.562 -3.602 0.691 -1.882 N19 0R9 19 0R9 C20 C20 C 0 1 Y N N 12.367 28.037 7.790 -2.295 0.754 -1.724 C20 0R9 20 0R9 C21 C21 C 0 1 N N N 10.489 29.976 10.966 -4.901 2.713 0.940 C21 0R9 21 0R9 O22 O22 O 0 1 N N N 10.602 31.220 11.135 -4.478 3.352 1.882 O22 0R9 22 0R9 O23 O23 O 0 1 N N N 9.804 29.196 11.687 -6.229 2.621 0.730 O23 0R9 23 0R9 N24 N24 N 0 1 Y N N 15.248 28.252 7.021 -0.127 -0.903 -0.443 N24 0R9 24 0R9 C25 C25 C 0 1 Y N N 15.564 27.172 6.246 0.276 -1.960 -1.197 C25 0R9 25 0R9 C26 C26 C 0 1 Y N N 15.898 26.170 7.126 -0.583 -2.979 -0.965 C26 0R9 26 0R9 C27 C27 C 0 1 Y N N 15.754 26.751 8.408 -1.539 -2.537 -0.043 C27 0R9 27 0R9 N28 N28 N 0 1 Y N N 15.358 28.023 8.340 -1.264 -1.298 0.274 N28 0R9 28 0R9 C29 C29 C 0 1 N N N 15.980 26.131 9.718 -2.686 -3.352 0.497 C29 0R9 29 0R9 F30 F30 F 0 1 N N N 16.313 24.819 9.588 -3.088 -4.285 -0.464 F30 0R9 30 0R9 F31 F31 F 0 1 N N N 16.973 26.743 10.412 -2.278 -4.021 1.655 F31 0R9 31 0R9 F32 F32 F 0 1 N N N 14.867 26.198 10.497 -3.757 -2.504 0.801 F32 0R9 32 0R9 H1 H1 H 0 1 N N N 20.165 34.684 1.083 8.856 1.564 -0.302 H1 0R9 33 0R9 H2 H2 H 0 1 N N N 18.391 34.869 1.296 8.645 1.580 1.465 H2 0R9 34 0R9 H3 H3 H 0 1 N N N 19.463 34.765 2.734 9.865 0.517 0.724 H3 0R9 35 0R9 H4 H4 H 0 1 N N N 18.990 32.560 0.683 8.063 -0.784 -0.376 H4 0R9 36 0R9 H5 H5 H 0 1 N N N 20.062 32.456 2.121 7.852 -0.768 1.392 H5 0R9 37 0R9 H6 H6 H 0 1 N N N 17.172 33.033 2.509 6.398 1.394 0.302 H6 0R9 38 0R9 H7 H7 H 0 1 N N N 17.422 29.184 5.056 2.824 -1.547 -0.088 H7 0R9 39 0R9 H8 H8 H 0 1 N N N 12.306 31.663 6.880 -0.185 3.665 -0.510 H8 0R9 40 0R9 H9 H9 H 0 1 N N N 15.825 32.873 3.912 4.464 2.291 0.064 H9 0R9 41 0R9 H10 H10 H 0 1 N N N 12.279 31.083 9.177 -2.179 2.686 1.062 H10 0R9 42 0R9 H11 H11 H 0 1 N N N 10.284 27.493 10.202 -5.499 1.223 -1.232 H11 0R9 43 0R9 H12 H12 H 0 1 N N N 12.832 27.517 6.965 -1.649 0.245 -2.424 H12 0R9 44 0R9 H13 H13 H 0 1 N N N 9.384 29.692 12.380 -6.805 3.081 1.356 H13 0R9 45 0R9 H14 H14 H 0 1 N N N 15.554 27.117 5.167 1.126 -1.981 -1.862 H14 0R9 46 0R9 H15 H15 H 0 1 N N N 16.203 25.161 6.891 -0.539 -3.961 -1.413 H15 0R9 47 # 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 0R9 C1 C2 SING N N 1 0R9 C2 N3 SING N N 2 0R9 N3 C4 SING N N 3 0R9 O5 C4 DOUB N N 4 0R9 C4 C6 SING N N 5 0R9 C6 N14 SING Y N 6 0R9 C6 C7 DOUB Y N 7 0R9 N14 C13 SING Y N 8 0R9 C7 C8 SING Y N 9 0R9 C13 N12 DOUB Y N 10 0R9 C13 C8 SING Y N 11 0R9 N12 C11 SING Y N 12 0R9 C8 C9 DOUB Y N 13 0R9 C25 N24 SING Y N 14 0R9 C25 C26 DOUB Y N 15 0R9 C11 C10 DOUB Y N 16 0R9 C9 N24 SING N N 17 0R9 C9 C10 SING Y N 18 0R9 N24 N28 SING Y N 19 0R9 C10 C15 SING N N 20 0R9 C26 C27 SING Y N 21 0R9 C20 C15 DOUB Y N 22 0R9 C20 N19 SING Y N 23 0R9 C15 C16 SING Y N 24 0R9 N28 C27 DOUB Y N 25 0R9 C27 C29 SING N N 26 0R9 N19 C18 DOUB Y N 27 0R9 C16 C17 DOUB Y N 28 0R9 C18 C17 SING Y N 29 0R9 F30 C29 SING N N 30 0R9 C29 F31 SING N N 31 0R9 C29 F32 SING N N 32 0R9 C17 C21 SING N N 33 0R9 C21 O22 DOUB N N 34 0R9 C21 O23 SING N N 35 0R9 C1 H1 SING N N 36 0R9 C1 H2 SING N N 37 0R9 C1 H3 SING N N 38 0R9 C2 H4 SING N N 39 0R9 C2 H5 SING N N 40 0R9 N3 H6 SING N N 41 0R9 C7 H7 SING N N 42 0R9 C11 H8 SING N N 43 0R9 N14 H9 SING N N 44 0R9 C16 H10 SING N N 45 0R9 C18 H11 SING N N 46 0R9 C20 H12 SING N N 47 0R9 O23 H13 SING N N 48 0R9 C25 H14 SING N N 49 0R9 C26 H15 SING N N 50 # 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 0R9 SMILES ACDLabs 12.01 "O=C(O)c1cc(cnc1)c2c(c3cc(C(=O)NCC)nc3nc2)n4nc(cc4)C(F)(F)F" 0R9 InChI InChI 1.03 "InChI=1S/C20H15F3N6O3/c1-2-25-18(30)14-6-12-16(29-4-3-15(28-29)20(21,22)23)13(9-26-17(12)27-14)10-5-11(19(31)32)8-24-7-10/h3-9H,2H2,1H3,(H,25,30)(H,26,27)(H,31,32)" 0R9 InChIKey InChI 1.03 QEODWPGJXCSBCR-UHFFFAOYSA-N 0R9 SMILES_CANONICAL CACTVS 3.370 "CCNC(=O)c1[nH]c2ncc(c3cncc(c3)C(O)=O)c(n4ccc(n4)C(F)(F)F)c2c1" 0R9 SMILES CACTVS 3.370 "CCNC(=O)c1[nH]c2ncc(c3cncc(c3)C(O)=O)c(n4ccc(n4)C(F)(F)F)c2c1" 0R9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCNC(=O)c1cc2c(c(cnc2[nH]1)c3cc(cnc3)C(=O)O)n4ccc(n4)C(F)(F)F" 0R9 SMILES "OpenEye OEToolkits" 1.7.6 "CCNC(=O)c1cc2c(c(cnc2[nH]1)c3cc(cnc3)C(=O)O)n4ccc(n4)C(F)(F)F" # 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 0R9 "SYSTEMATIC NAME" ACDLabs 12.01 "5-{2-(ethylcarbamoyl)-4-[3-(trifluoromethyl)-1H-pyrazol-1-yl]-1H-pyrrolo[2,3-b]pyridin-5-yl}pyridine-3-carboxylic acid" 0R9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-[2-(ethylcarbamoyl)-4-[3-(trifluoromethyl)pyrazol-1-yl]-1H-pyrrolo[2,3-b]pyridin-5-yl]pyridine-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 0R9 "Create component" 2012-04-27 RCSB #