data_9WS # _chem_comp.id 9WS _chem_comp.name "N-(2-chlorophenyl)pyrazolo[1,5-a]pyridine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H10 Cl N3 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-06-20 _chem_comp.pdbx_modified_date 2017-10-20 _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 271.702 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9WS _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 5W5J _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 9WS C1 C1 C 0 1 Y N N -19.913 4.154 -19.601 1.409 -0.375 -0.229 C1 9WS 1 9WS C2 C2 C 0 1 Y N N -20.902 4.944 -20.042 2.679 0.180 0.025 C2 9WS 2 9WS C3 C3 C 0 1 N N N -18.577 3.925 -20.197 0.122 0.322 -0.160 C3 9WS 3 9WS C12 C4 C 0 1 Y N N -16.174 1.377 -20.803 -3.362 -0.423 0.149 C12 9WS 4 9WS C13 C5 C 0 1 Y N N -22.101 6.497 -21.424 4.433 1.701 0.573 C13 9WS 5 9WS C14 C6 C 0 1 Y N N -23.197 6.344 -20.451 5.351 0.659 0.378 C14 9WS 6 9WS C16 C7 C 0 1 Y N N -15.581 3.694 -20.451 -2.376 1.655 -0.552 C16 9WS 7 9WS C17 C8 C 0 1 Y N N -14.912 1.139 -21.355 -4.579 0.212 0.308 C17 9WS 8 9WS C18 C9 C 0 1 Y N N -14.319 3.456 -21.003 -3.596 2.282 -0.396 C18 9WS 9 9WS C19 C10 C 0 1 Y N N -13.983 2.178 -21.456 -4.696 1.563 0.036 C19 9WS 10 9WS N4 N1 N 0 1 Y N N -21.925 4.871 -19.233 3.592 -0.818 -0.161 N4 9WS 11 9WS N5 N2 N 0 1 Y N N -21.624 4.020 -18.231 2.896 -1.977 -0.525 N5 9WS 12 9WS C6 C11 C 0 1 Y N N -20.455 3.552 -18.371 1.614 -1.724 -0.567 C6 9WS 13 9WS N7 N3 N 0 1 N N N -17.800 2.893 -19.788 -1.019 -0.340 -0.436 N7 9WS 14 9WS C8 C12 C 0 1 Y N N -16.515 2.657 -20.348 -2.254 0.299 -0.280 C8 9WS 15 9WS C9 C13 C 0 1 Y N N -20.969 5.813 -21.233 3.101 1.462 0.398 C9 9WS 16 9WS C10 C14 C 0 1 Y N N -23.039 5.529 -19.400 4.920 -0.571 0.017 C10 9WS 17 9WS O11 O1 O 0 1 N N N -18.204 4.696 -21.065 0.083 1.500 0.147 O11 9WS 18 9WS CL15 CL1 CL 0 0 N N N -17.324 0.059 -20.686 -3.215 -2.119 0.491 CL15 9WS 19 9WS H1 H1 H 0 1 N N N -22.211 7.151 -22.277 4.778 2.683 0.861 H1 9WS 20 9WS H2 H2 H 0 1 N N N -24.122 6.886 -20.585 6.407 0.840 0.515 H2 9WS 21 9WS H3 H3 H 0 1 N N N -15.837 4.684 -20.102 -1.517 2.218 -0.885 H3 9WS 22 9WS H4 H4 H 0 1 N N N -14.654 0.150 -21.704 -5.439 -0.347 0.645 H4 9WS 23 9WS H5 H5 H 0 1 N N N -13.603 4.261 -21.079 -3.691 3.337 -0.607 H5 9WS 24 9WS H6 H6 H 0 1 N N N -13.008 1.994 -21.883 -5.648 2.057 0.161 H6 9WS 25 9WS H7 H7 H 0 1 N N N -19.956 2.851 -17.718 0.840 -2.434 -0.819 H7 9WS 26 9WS H8 H8 H 0 1 N N N -18.139 2.281 -19.073 -0.984 -1.259 -0.744 H8 9WS 27 9WS H9 H9 H 0 1 N N N -20.140 5.893 -21.920 2.381 2.253 0.545 H9 9WS 28 9WS H10 H10 H 0 1 N N N -23.840 5.416 -18.685 5.636 -1.365 -0.130 H10 9WS 29 # 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 9WS C19 C17 DOUB Y N 1 9WS C19 C18 SING Y N 2 9WS C13 C9 DOUB Y N 3 9WS C13 C14 SING Y N 4 9WS C17 C12 SING Y N 5 9WS C9 C2 SING Y N 6 9WS O11 C3 DOUB N N 7 9WS C18 C16 DOUB Y N 8 9WS C12 CL15 SING N N 9 9WS C12 C8 DOUB Y N 10 9WS C16 C8 SING Y N 11 9WS C14 C10 DOUB Y N 12 9WS C8 N7 SING N N 13 9WS C3 N7 SING N N 14 9WS C3 C1 SING N N 15 9WS C2 C1 DOUB Y N 16 9WS C2 N4 SING Y N 17 9WS C1 C6 SING Y N 18 9WS C10 N4 SING Y N 19 9WS N4 N5 SING Y N 20 9WS C6 N5 DOUB Y N 21 9WS C13 H1 SING N N 22 9WS C14 H2 SING N N 23 9WS C16 H3 SING N N 24 9WS C17 H4 SING N N 25 9WS C18 H5 SING N N 26 9WS C19 H6 SING N N 27 9WS C6 H7 SING N N 28 9WS N7 H8 SING N N 29 9WS C9 H9 SING N N 30 9WS C10 H10 SING N N 31 # 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 9WS SMILES ACDLabs 12.01 "c1(cnn2c1cccc2)C(Nc3c(Cl)cccc3)=O" 9WS InChI InChI 1.03 "InChI=1S/C14H10ClN3O/c15-11-5-1-2-6-12(11)17-14(19)10-9-16-18-8-4-3-7-13(10)18/h1-9H,(H,17,19)" 9WS InChIKey InChI 1.03 CPQRFZBWMKEHSA-UHFFFAOYSA-N 9WS SMILES_CANONICAL CACTVS 3.385 "Clc1ccccc1NC(=O)c2cnn3ccccc23" 9WS SMILES CACTVS 3.385 "Clc1ccccc1NC(=O)c2cnn3ccccc23" 9WS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(c(c1)NC(=O)c2cnn3c2cccc3)Cl" 9WS SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc(c(c1)NC(=O)c2cnn3c2cccc3)Cl" # 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 9WS "SYSTEMATIC NAME" ACDLabs 12.01 "N-(2-chlorophenyl)pyrazolo[1,5-a]pyridine-3-carboxamide" 9WS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-(2-chlorophenyl)pyrazolo[1,5-a]pyridine-3-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 9WS "Create component" 2017-06-20 RCSB 9WS "Initial release" 2017-10-25 RCSB #