data_XL2 # _chem_comp.id XL2 _chem_comp.name "2-({4-[(1R)-1-(dimethylamino)ethyl]phenyl}amino)-6-fluoro-1,3-benzothiazole-4-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H19 F N4 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-04-04 _chem_comp.pdbx_modified_date 2015-03-27 _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 358.433 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XL2 _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 4PY4 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 XL2 C01 C01 C 0 1 Y N N -19.560 -12.261 46.743 5.146 -0.793 0.183 C01 XL2 1 XL2 C02 C02 C 0 1 Y N N -20.271 -12.665 47.918 4.586 -2.049 0.045 C02 XL2 2 XL2 C03 C03 C 0 1 Y N N -21.682 -12.490 47.990 3.219 -2.186 -0.119 C03 XL2 3 XL2 C04 C04 C 0 1 Y N N -22.395 -11.909 46.895 2.395 -1.067 -0.147 C04 XL2 4 XL2 C05 C05 C 0 1 Y N N -21.669 -11.500 45.709 2.935 0.217 -0.010 C05 XL2 5 XL2 C06 C06 C 0 1 Y N N -20.254 -11.682 45.641 4.343 0.342 0.164 C06 XL2 6 XL2 S07 S07 S 0 1 Y N N -24.075 -11.536 46.598 0.650 -0.916 -0.337 S07 XL2 7 XL2 C08 C08 C 0 1 Y N N -23.859 -10.896 45.033 0.777 0.833 -0.220 C08 XL2 8 XL2 N09 N09 N 0 1 Y N N -22.498 -10.956 44.727 2.010 1.181 -0.058 N09 XL2 9 XL2 C10 C10 C 0 1 N N N -19.436 -11.271 44.448 4.950 1.675 0.312 C10 XL2 10 XL2 O11 O11 O 0 1 N N N -19.946 -10.586 43.612 4.249 2.669 0.286 O11 XL2 11 XL2 N12 N12 N 0 1 N N N -18.092 -11.672 44.335 6.283 1.794 0.476 N12 XL2 12 XL2 F13 F13 F 0 1 N N N -19.609 -13.213 48.940 5.375 -3.146 0.071 F13 XL2 13 XL2 N14 N14 N 0 1 N N N -24.888 -10.375 44.161 -0.287 1.708 -0.290 N14 XL2 14 XL2 C15 C15 C 0 1 Y N N -24.524 -10.365 42.812 -1.595 1.217 -0.328 C15 XL2 15 XL2 C16 C16 C 0 1 Y N N -23.315 -9.709 42.430 -1.948 0.117 0.444 C16 XL2 16 XL2 C17 C17 C 0 1 Y N N -22.926 -9.680 41.086 -3.241 -0.366 0.404 C17 XL2 17 XL2 C18 C18 C 0 1 Y N N -23.735 -10.318 40.085 -4.184 0.243 -0.403 C18 XL2 18 XL2 C19 C19 C 0 1 Y N N -24.899 -10.958 40.475 -3.836 1.338 -1.174 C19 XL2 19 XL2 C20 C20 C 0 1 Y N N -25.312 -10.987 41.873 -2.546 1.830 -1.134 C20 XL2 20 XL2 C21 C21 C 0 1 N N R -23.299 -10.270 38.627 -5.593 -0.291 -0.450 C21 XL2 21 XL2 C22 C22 C 0 1 N N N -23.399 -11.634 38.041 -5.614 -1.606 -1.231 C22 XL2 22 XL2 N23 N23 N 0 1 N N N -24.049 -9.296 37.854 -6.072 -0.527 0.919 N23 XL2 23 XL2 C24 C24 C 0 1 N N N -24.036 -8.001 38.474 -6.022 0.707 1.714 C24 XL2 24 XL2 C25 C25 C 0 1 N N N -25.455 -9.743 37.700 -7.427 -1.094 0.911 C25 XL2 25 XL2 H1 H1 H 0 1 N N N -18.490 -12.396 46.691 6.214 -0.692 0.311 H1 XL2 26 XL2 H2 H2 H 0 1 N N N -22.217 -12.798 48.876 2.789 -3.171 -0.226 H2 XL2 27 XL2 H3 H3 H 0 1 N N N -17.549 -11.384 43.546 6.842 1.002 0.497 H3 XL2 28 XL2 H4 H4 H 0 1 N N N -17.680 -12.245 45.043 6.683 2.672 0.574 H4 XL2 29 XL2 H5 H5 H 0 1 N N N -25.775 -10.053 44.492 -0.128 2.665 -0.313 H5 XL2 30 XL2 H6 H6 H 0 1 N N N -22.699 -9.234 43.180 -1.213 -0.359 1.075 H6 XL2 31 XL2 H7 H7 H 0 1 N N N -22.014 -9.176 40.800 -3.517 -1.221 1.004 H7 XL2 32 XL2 H8 H8 H 0 1 N N N -25.512 -11.444 39.731 -4.575 1.811 -1.804 H8 XL2 33 XL2 H9 H9 H 0 1 N N N -26.222 -11.489 42.166 -2.275 2.685 -1.735 H9 XL2 34 XL2 H10 H10 H 0 1 N N N -22.239 -9.976 38.612 -6.240 0.435 -0.942 H10 XL2 35 XL2 H11 H11 H 0 1 N N N -22.819 -12.340 38.654 -5.258 -1.431 -2.247 H11 XL2 36 XL2 H12 H12 H 0 1 N N N -24.453 -11.947 38.019 -4.966 -2.332 -0.739 H12 XL2 37 XL2 H13 H13 H 0 1 N N N -22.999 -11.623 37.017 -6.632 -1.993 -1.265 H13 XL2 38 XL2 H15 H15 H 0 1 N N N -22.997 -7.661 38.592 -6.652 1.465 1.249 H15 XL2 39 XL2 H16 H16 H 0 1 N N N -24.586 -7.287 37.843 -6.382 0.504 2.723 H16 XL2 40 XL2 H17 H17 H 0 1 N N N -24.516 -8.063 39.462 -4.994 1.068 1.761 H17 XL2 41 XL2 H18 H18 H 0 1 N N N -25.475 -10.735 37.225 -8.099 -0.422 0.376 H18 XL2 42 XL2 H19 H19 H 0 1 N N N -25.932 -9.800 38.690 -7.412 -2.064 0.416 H19 XL2 43 XL2 H20 H20 H 0 1 N N N -26.001 -9.025 37.071 -7.776 -1.214 1.937 H20 XL2 44 # 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 XL2 C25 N23 SING N N 1 XL2 N23 C24 SING N N 2 XL2 N23 C21 SING N N 3 XL2 C22 C21 SING N N 4 XL2 C21 C18 SING N N 5 XL2 C18 C19 DOUB Y N 6 XL2 C18 C17 SING Y N 7 XL2 C19 C20 SING Y N 8 XL2 C17 C16 DOUB Y N 9 XL2 C20 C15 DOUB Y N 10 XL2 C16 C15 SING Y N 11 XL2 C15 N14 SING N N 12 XL2 O11 C10 DOUB N N 13 XL2 N14 C08 SING N N 14 XL2 N12 C10 SING N N 15 XL2 C10 C06 SING N N 16 XL2 N09 C08 DOUB Y N 17 XL2 N09 C05 SING Y N 18 XL2 C08 S07 SING Y N 19 XL2 C06 C05 DOUB Y N 20 XL2 C06 C01 SING Y N 21 XL2 C05 C04 SING Y N 22 XL2 S07 C04 SING Y N 23 XL2 C01 C02 DOUB Y N 24 XL2 C04 C03 DOUB Y N 25 XL2 C02 C03 SING Y N 26 XL2 C02 F13 SING N N 27 XL2 C01 H1 SING N N 28 XL2 C03 H2 SING N N 29 XL2 N12 H3 SING N N 30 XL2 N12 H4 SING N N 31 XL2 N14 H5 SING N N 32 XL2 C16 H6 SING N N 33 XL2 C17 H7 SING N N 34 XL2 C19 H8 SING N N 35 XL2 C20 H9 SING N N 36 XL2 C21 H10 SING N N 37 XL2 C22 H11 SING N N 38 XL2 C22 H12 SING N N 39 XL2 C22 H13 SING N N 40 XL2 C24 H15 SING N N 41 XL2 C24 H16 SING N N 42 XL2 C24 H17 SING N N 43 XL2 C25 H18 SING N N 44 XL2 C25 H19 SING N N 45 XL2 C25 H20 SING N N 46 # 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 XL2 SMILES ACDLabs 12.01 "O=C(c1cc(F)cc2sc(nc12)Nc3ccc(cc3)C(N(C)C)C)N" XL2 InChI InChI 1.03 "InChI=1S/C18H19FN4OS/c1-10(23(2)3)11-4-6-13(7-5-11)21-18-22-16-14(17(20)24)8-12(19)9-15(16)25-18/h4-10H,1-3H3,(H2,20,24)(H,21,22)/t10-/m1/s1" XL2 InChIKey InChI 1.03 ZZNKSJOSXHEVOQ-SNVBAGLBSA-N XL2 SMILES_CANONICAL CACTVS 3.385 "C[C@@H](N(C)C)c1ccc(Nc2sc3cc(F)cc(C(N)=O)c3n2)cc1" XL2 SMILES CACTVS 3.385 "C[CH](N(C)C)c1ccc(Nc2sc3cc(F)cc(C(N)=O)c3n2)cc1" XL2 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H](c1ccc(cc1)Nc2nc3c(cc(cc3s2)F)C(=O)N)N(C)C" XL2 SMILES "OpenEye OEToolkits" 1.7.6 "CC(c1ccc(cc1)Nc2nc3c(cc(cc3s2)F)C(=O)N)N(C)C" # 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 XL2 "SYSTEMATIC NAME" ACDLabs 12.01 "2-({4-[(1R)-1-(dimethylamino)ethyl]phenyl}amino)-6-fluoro-1,3-benzothiazole-4-carboxamide" XL2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[[4-[(1R)-1-(dimethylamino)ethyl]phenyl]amino]-6-fluoranyl-1,3-benzothiazole-4-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 XL2 "Create component" 2014-04-04 PDBJ XL2 "Initial release" 2015-04-01 RCSB #