data_DZ9 # _chem_comp.id DZ9 _chem_comp.name "3-amino-N-(3-fluorophenyl)-6-thiophen-2-ylthieno[2,3-b]pyridine-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H12 F N3 O S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-05-12 _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 369.436 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DZ9 _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 3HFJ _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 DZ9 CAL CAL C 0 1 Y N N 13.659 -18.342 -9.101 5.197 -0.221 0.451 CAL DZ9 1 DZ9 CAR CAR C 0 1 Y N N 12.609 -19.136 -9.564 6.576 -0.216 0.345 CAR DZ9 2 DZ9 FAC FAC F 0 1 N N N 12.671 -20.474 -9.442 7.292 -1.269 0.797 FAC DZ9 3 DZ9 CAG CAG C 0 1 Y N N 11.487 -18.556 -10.151 7.223 0.868 -0.226 CAG DZ9 4 DZ9 CAE CAE C 0 1 Y N N 11.415 -17.172 -10.281 6.493 1.946 -0.690 CAE DZ9 5 DZ9 CAH CAH C 0 1 Y N N 12.467 -16.378 -9.819 5.116 1.946 -0.586 CAH DZ9 6 DZ9 CAS CAS C 0 1 Y N N 13.591 -16.950 -9.219 4.462 0.859 -0.020 CAS DZ9 7 DZ9 NAN NAN N 0 1 N N N 14.575 -16.127 -8.817 3.068 0.857 0.086 NAN DZ9 8 DZ9 CAQ CAQ C 0 1 N N N 15.824 -16.453 -8.438 2.383 -0.294 -0.059 CAQ DZ9 9 DZ9 OAB OAB O 0 1 N N N 16.283 -17.594 -8.371 2.981 -1.346 -0.198 OAB DZ9 10 DZ9 CAW CAW C 0 1 Y N N 16.707 -15.244 -8.076 0.967 -0.281 -0.051 CAW DZ9 11 DZ9 CAT CAT C 0 1 Y N N 18.097 -15.244 -7.961 0.188 -1.384 -0.189 CAT DZ9 12 DZ9 NAA NAA N 0 1 N N N 18.829 -16.340 -8.138 0.708 -2.660 -0.355 NAA DZ9 13 DZ9 SAP SAP S 0 1 Y N N 16.173 -13.670 -7.781 -0.011 1.159 0.147 SAP DZ9 14 DZ9 CAY CAY C 0 1 Y N N 17.700 -12.969 -7.491 -1.512 0.249 0.033 CAY DZ9 15 DZ9 NAM NAM N 0 1 Y N N 18.062 -11.705 -7.177 -2.776 0.675 0.095 NAM DZ9 16 DZ9 CAX CAX C 0 1 Y N N 18.664 -13.991 -7.635 -1.238 -1.112 -0.146 CAX DZ9 17 DZ9 CAK CAK C 0 1 Y N N 20.003 -13.654 -7.438 -2.324 -2.014 -0.257 CAK DZ9 18 DZ9 CAJ CAJ C 0 1 Y N N 20.352 -12.344 -7.116 -3.595 -1.531 -0.188 CAJ DZ9 19 DZ9 CAU CAU C 0 1 Y N N 19.357 -11.367 -6.997 -3.801 -0.156 -0.012 CAU DZ9 20 DZ9 CAV CAV C 0 1 Y N N 19.706 -10.061 -6.643 -5.177 0.371 0.065 CAV DZ9 21 DZ9 CAI CAI C 0 1 Y N N 20.888 -9.439 -6.707 -5.506 1.669 0.235 CAI DZ9 22 DZ9 CAD CAD C 0 1 Y N N 20.885 -8.161 -6.250 -6.860 1.919 0.275 CAD DZ9 23 DZ9 CAF CAF C 0 1 Y N N 19.729 -7.688 -5.778 -7.640 0.840 0.140 CAF DZ9 24 DZ9 SAO SAO S 0 1 Y N N 18.631 -8.960 -5.941 -6.642 -0.594 -0.059 SAO DZ9 25 DZ9 HAL HAL H 0 1 N N N 14.526 -18.803 -8.651 4.692 -1.066 0.896 HAL DZ9 26 DZ9 HAG HAG H 0 1 N N N 10.677 -19.177 -10.504 8.300 0.870 -0.308 HAG DZ9 27 DZ9 HAE HAE H 0 1 N N N 10.550 -16.714 -10.737 7.001 2.789 -1.134 HAE DZ9 28 DZ9 HAH HAH H 0 1 N N N 12.410 -15.305 -9.927 4.547 2.789 -0.949 HAH DZ9 29 DZ9 HNAN HNAN H 0 0 N N N 14.351 -15.153 -8.797 2.594 1.685 0.263 HNAN DZ9 30 DZ9 HNAA HNAA H 0 0 N N N 19.013 -16.465 -9.113 1.668 -2.794 -0.377 HNAA DZ9 31 DZ9 HNAB HNAB H 0 0 N N N 19.694 -16.246 -7.645 0.111 -3.419 -0.449 HNAB DZ9 32 DZ9 HAK HAK H 0 1 N N N 20.770 -14.409 -7.535 -2.146 -3.071 -0.394 HAK DZ9 33 DZ9 HAJ HAJ H 0 1 N N N 21.388 -12.083 -6.959 -4.438 -2.201 -0.270 HAJ DZ9 34 DZ9 HAI HAI H 0 1 N N N 21.777 -9.917 -7.093 -4.767 2.450 0.333 HAI DZ9 35 DZ9 HAD HAD H 0 1 N N N 21.778 -7.554 -6.267 -7.263 2.912 0.407 HAD DZ9 36 DZ9 HAF HAF H 0 1 N N N 19.538 -6.703 -5.378 -8.720 0.850 0.147 HAF DZ9 37 # 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 DZ9 CAR CAL DOUB Y N 1 DZ9 CAS CAL SING Y N 2 DZ9 CAL HAL SING N N 3 DZ9 CAG CAR SING Y N 4 DZ9 CAR FAC SING N N 5 DZ9 CAE CAG DOUB Y N 6 DZ9 CAG HAG SING N N 7 DZ9 CAE CAH SING Y N 8 DZ9 CAE HAE SING N N 9 DZ9 CAH CAS DOUB Y N 10 DZ9 CAH HAH SING N N 11 DZ9 CAS NAN SING N N 12 DZ9 NAN CAQ SING N N 13 DZ9 NAN HNAN SING N N 14 DZ9 CAQ OAB DOUB N N 15 DZ9 CAQ CAW SING N N 16 DZ9 CAW CAT DOUB Y N 17 DZ9 CAW SAP SING Y N 18 DZ9 NAA CAT SING N N 19 DZ9 CAT CAX SING Y N 20 DZ9 NAA HNAA SING N N 21 DZ9 NAA HNAB SING N N 22 DZ9 SAP CAY SING Y N 23 DZ9 CAX CAY DOUB Y N 24 DZ9 CAY NAM SING Y N 25 DZ9 NAM CAU DOUB Y N 26 DZ9 CAX CAK SING Y N 27 DZ9 CAK CAJ DOUB Y N 28 DZ9 CAK HAK SING N N 29 DZ9 CAJ CAU SING Y N 30 DZ9 CAJ HAJ SING N N 31 DZ9 CAU CAV SING Y N 32 DZ9 CAI CAV DOUB Y N 33 DZ9 CAV SAO SING Y N 34 DZ9 CAI CAD SING Y N 35 DZ9 CAI HAI SING N N 36 DZ9 CAD CAF DOUB Y N 37 DZ9 CAD HAD SING N N 38 DZ9 SAO CAF SING Y N 39 DZ9 CAF HAF 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 DZ9 SMILES ACDLabs 10.04 "Fc1cccc(c1)NC(=O)c3sc2nc(ccc2c3N)c4sccc4" DZ9 SMILES_CANONICAL CACTVS 3.341 "Nc1c(sc2nc(ccc12)c3sccc3)C(=O)Nc4cccc(F)c4" DZ9 SMILES CACTVS 3.341 "Nc1c(sc2nc(ccc12)c3sccc3)C(=O)Nc4cccc(F)c4" DZ9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(cc(c1)F)NC(=O)c2c(c3ccc(nc3s2)c4cccs4)N" DZ9 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(cc(c1)F)NC(=O)c2c(c3ccc(nc3s2)c4cccs4)N" DZ9 InChI InChI 1.03 "InChI=1S/C18H12FN3OS2/c19-10-3-1-4-11(9-10)21-17(23)16-15(20)12-6-7-13(22-18(12)25-16)14-5-2-8-24-14/h1-9H,20H2,(H,21,23)" DZ9 InChIKey InChI 1.03 UCTSEHMMSSIODN-UHFFFAOYSA-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 DZ9 "SYSTEMATIC NAME" ACDLabs 10.04 "3-amino-N-(3-fluorophenyl)-6-thiophen-2-ylthieno[2,3-b]pyridine-2-carboxamide" DZ9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-amino-N-(3-fluorophenyl)-6-thiophen-2-yl-thieno[5,4-b]pyridine-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 DZ9 "Create component" 2009-05-12 RCSB DZ9 "Modify aromatic_flag" 2011-06-04 RCSB DZ9 "Modify descriptor" 2011-06-04 RCSB #