data_5GA # _chem_comp.id 5GA _chem_comp.name "4-(3-chloro-4-fluorophenyl)-5-(1,5-naphthyridin-2-yl)-1,3-thiazol-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H10 Cl F N4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-09-22 _chem_comp.pdbx_modified_date 2015-09-25 _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 356.805 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5GA _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 5DVU _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 5GA N1 N1 N 0 1 Y N N 3.394 -6.828 30.860 -1.329 -0.216 0.074 N1 5GA 1 5GA N3 N2 N 0 1 N N N 0.010 -2.631 29.511 1.882 5.082 -0.073 N3 5GA 2 5GA C4 C1 C 0 1 Y N N 6.084 -9.906 31.014 -4.441 -2.821 0.275 C4 5GA 3 5GA C5 C2 C 0 1 Y N N 2.107 -7.144 30.840 -1.562 1.087 0.060 C5 5GA 4 5GA C6 C3 C 0 1 Y N N 1.616 -8.451 30.860 -2.875 1.596 0.114 C6 5GA 5 5GA C7 C4 C 0 1 Y N N 2.507 -9.474 30.900 -3.931 0.742 0.181 C7 5GA 6 5GA C8 C5 C 0 1 Y N N 1.245 -5.959 30.730 -0.428 2.021 -0.013 C8 5GA 7 5GA C10 C6 C 0 1 Y N N -0.008 -5.692 31.224 0.889 1.682 -0.205 C10 5GA 8 5GA C13 C7 C 0 1 Y N N -3.013 -7.311 32.768 2.876 -1.482 0.196 C13 5GA 9 5GA C15 C8 C 0 1 Y N N -1.085 -8.006 34.021 1.118 -1.875 -1.395 C15 5GA 10 5GA CL CL1 CL 0 0 N N N -4.734 -7.316 32.549 4.248 -2.059 1.090 CL 5GA 11 5GA C12 C9 C 0 1 Y N N -2.212 -6.593 31.903 2.450 -0.179 0.353 C12 5GA 12 5GA C14 C10 C 0 1 Y N N -2.445 -8.008 33.814 2.214 -2.330 -0.679 C14 5GA 13 5GA F F1 F 0 1 N N N -3.250 -8.694 34.663 2.638 -3.603 -0.833 F 5GA 14 5GA C16 C11 C 0 1 Y N N -0.278 -7.280 33.159 0.688 -0.572 -1.249 C16 5GA 15 5GA C11 C12 C 0 1 Y N N -0.834 -6.558 32.097 1.351 0.285 -0.370 C11 5GA 16 5GA N2 N3 N 0 1 Y N N -0.548 -4.482 30.830 1.706 2.722 -0.230 N2 5GA 17 5GA C9 C13 C 0 1 Y N N 0.280 -3.825 30.052 1.175 3.895 -0.074 C9 5GA 18 5GA S S1 S 0 1 Y N N 1.794 -4.625 29.739 -0.518 3.775 0.123 S 5GA 19 5GA C C14 C 0 1 Y N N 3.885 -9.196 30.922 -3.673 -0.647 0.195 C 5GA 20 5GA C1 C15 C 0 1 Y N N 4.308 -7.854 30.897 -2.331 -1.096 0.139 C1 5GA 21 5GA C2 C16 C 0 1 Y N N 5.687 -7.572 30.921 -2.080 -2.483 0.154 C2 5GA 22 5GA C3 C17 C 0 1 Y N N 6.576 -8.604 30.978 -3.147 -3.332 0.222 C3 5GA 23 5GA N N4 N 0 1 Y N N 4.795 -10.224 30.982 -4.672 -1.530 0.261 N 5GA 24 5GA H1 H1 H 0 1 N N N 0.784 -2.336 28.951 2.845 5.073 -0.195 H1 5GA 25 5GA H2 H2 H 0 1 N N N -0.807 -2.701 28.939 1.416 5.924 0.049 H2 5GA 26 5GA H3 H3 H 0 1 N N N 6.800 -10.713 31.072 -5.276 -3.504 0.329 H3 5GA 27 5GA H4 H4 H 0 1 N N N 0.553 -8.643 30.844 -3.042 2.663 0.102 H4 5GA 28 5GA H5 H5 H 0 1 N N N 2.159 -10.496 30.915 -4.943 1.117 0.223 H5 5GA 29 5GA H6 H6 H 0 1 N N N -0.653 -8.561 34.841 0.605 -2.539 -2.075 H6 5GA 30 5GA H7 H7 H 0 1 N N N -2.654 -6.058 31.076 2.966 0.481 1.035 H7 5GA 31 5GA H8 H8 H 0 1 N N N 0.792 -7.271 33.309 -0.161 -0.217 -1.814 H8 5GA 32 5GA H9 H9 H 0 1 N N N 6.036 -6.550 30.895 -1.070 -2.863 0.112 H9 5GA 33 5GA H10 H10 H 0 1 N N N 7.639 -8.416 30.995 -2.987 -4.400 0.236 H10 5GA 34 # 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 5GA N3 C9 SING N N 1 5GA S C9 SING Y N 2 5GA S C8 SING Y N 3 5GA C9 N2 DOUB Y N 4 5GA C8 C5 SING N N 5 5GA C8 C10 DOUB Y N 6 5GA N2 C10 SING Y N 7 5GA C5 N1 DOUB Y N 8 5GA C5 C6 SING Y N 9 5GA N1 C1 SING Y N 10 5GA C6 C7 DOUB Y N 11 5GA C1 C2 DOUB Y N 12 5GA C1 C SING Y N 13 5GA C7 C SING Y N 14 5GA C2 C3 SING Y N 15 5GA C N DOUB Y N 16 5GA C3 C4 DOUB Y N 17 5GA N C4 SING Y N 18 5GA C10 C11 SING N N 19 5GA C12 C11 DOUB Y N 20 5GA C12 C13 SING Y N 21 5GA C11 C16 SING Y N 22 5GA CL C13 SING N N 23 5GA C13 C14 DOUB Y N 24 5GA C16 C15 DOUB Y N 25 5GA C14 C15 SING Y N 26 5GA C14 F SING N N 27 5GA N3 H1 SING N N 28 5GA N3 H2 SING N N 29 5GA C4 H3 SING N N 30 5GA C6 H4 SING N N 31 5GA C7 H5 SING N N 32 5GA C15 H6 SING N N 33 5GA C12 H7 SING N N 34 5GA C16 H8 SING N N 35 5GA C2 H9 SING N N 36 5GA C3 H10 SING N N 37 # 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 5GA SMILES ACDLabs 12.01 "n1c4c(ccc1c3c(c2cc(c(cc2)F)Cl)nc(N)s3)nccc4" 5GA InChI InChI 1.03 "InChI=1S/C17H10ClFN4S/c18-10-8-9(3-4-11(10)19)15-16(24-17(20)23-15)14-6-5-12-13(22-14)2-1-7-21-12/h1-8H,(H2,20,23)" 5GA InChIKey InChI 1.03 QPTHMBUJLWRYEC-UHFFFAOYSA-N 5GA SMILES_CANONICAL CACTVS 3.385 "Nc1sc(c2ccc3ncccc3n2)c(n1)c4ccc(F)c(Cl)c4" 5GA SMILES CACTVS 3.385 "Nc1sc(c2ccc3ncccc3n2)c(n1)c4ccc(F)c(Cl)c4" 5GA SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc2c(ccc(n2)c3c(nc(s3)N)c4ccc(c(c4)Cl)F)nc1" 5GA SMILES "OpenEye OEToolkits" 1.9.2 "c1cc2c(ccc(n2)c3c(nc(s3)N)c4ccc(c(c4)Cl)F)nc1" # 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 5GA "SYSTEMATIC NAME" ACDLabs 12.01 "4-(3-chloro-4-fluorophenyl)-5-(1,5-naphthyridin-2-yl)-1,3-thiazol-2-amine" 5GA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-(3-chloranyl-4-fluoranyl-phenyl)-5-(1,5-naphthyridin-2-yl)-1,3-thiazol-2-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5GA "Create component" 2015-09-22 RCSB 5GA "Initial release" 2015-09-30 RCSB #