data_CDD # _chem_comp.id CDD _chem_comp.name "2-(6-CHLORO-3-{[2,2-DIFLUORO-2-(1-OXIDO-2-PYRIDINYL)ETHYL]AMINO}-2-OXO-1(2H)-PYRAZINYL)-N-[(2-FLUOROPHENYL)METHYL]ACETAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H17 Cl F3 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-10-02 _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 467.829 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CDD _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1MUE _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 CDD C1 C1 C 0 1 Y N N 22.080 -15.758 25.090 7.726 -0.091 -1.523 C1 CDD 1 CDD N2 N2 N 1 1 Y N N 20.953 -16.453 25.205 6.491 -0.449 -1.222 N2 CDD 2 CDD C3 C3 C 0 1 Y N N 19.851 -15.889 25.725 6.145 -0.777 0.008 C3 CDD 3 CDD C4 C4 C 0 1 Y N N 19.836 -14.563 26.121 7.075 -0.766 1.031 C4 CDD 4 CDD C5 C5 C 0 1 Y N N 20.971 -13.818 25.977 8.381 -0.396 0.752 C5 CDD 5 CDD C6 C6 C 0 1 Y N N 22.123 -14.426 25.480 8.707 -0.053 -0.551 C6 CDD 6 CDD C11 C11 C 0 1 N N N 18.603 -16.706 25.948 4.722 -1.177 0.300 C11 CDD 7 CDD C12 C12 C 0 1 N N N 17.918 -17.072 24.662 3.805 0.037 0.128 C12 CDD 8 CDD F13 F13 F 0 1 N N N 18.966 -17.824 26.599 4.330 -2.186 -0.586 F13 CDD 9 CDD F14 F14 F 0 1 N N N 17.736 -16.005 26.728 4.629 -1.648 1.614 F14 CDD 10 CDD N15 N15 N 0 1 N N N 17.158 -15.935 24.136 2.442 -0.321 0.527 N15 CDD 11 CDD C18 C18 C 0 1 Y N N 17.918 -15.254 23.178 1.426 0.626 0.457 C18 CDD 12 CDD C19 C19 C 0 1 Y N N 17.274 -14.032 22.494 0.057 0.277 0.848 C19 CDD 13 CDD N20 N20 N 0 1 Y N N 18.009 -13.445 21.516 -0.898 1.230 0.769 N20 CDD 14 CDD C21 C21 C 0 1 Y N N 19.355 -13.947 21.172 -0.560 2.473 0.322 C21 CDD 15 CDD C22 C22 C 0 1 Y N N 19.930 -15.038 21.938 0.713 2.758 -0.036 C22 CDD 16 CDD N23 N23 N 0 1 Y N N 19.198 -15.619 22.910 1.680 1.846 0.033 N23 CDD 17 CDD C24 C24 C 0 1 N N N 17.546 -12.261 20.778 -2.279 0.930 1.155 C24 CDD 18 CDD C25 C25 C 0 1 N N N 16.067 -12.331 20.410 -3.037 0.424 -0.046 C25 CDD 19 CDD N28 N28 N 0 1 N N N 15.287 -11.484 21.127 -4.335 0.083 0.071 N28 CDD 20 CDD C29 C29 C 0 1 N N N 13.869 -11.411 20.768 -5.072 -0.408 -1.096 C29 CDD 21 CDD C30 C30 C 0 1 Y N N 12.915 -11.425 21.962 -6.493 -0.717 -0.699 C30 CDD 22 CDD C33 C33 C 0 1 Y N N 12.900 -10.375 22.895 -7.515 0.137 -1.070 C33 CDD 23 CDD C34 C34 C 0 1 Y N N 12.019 -10.435 24.000 -8.818 -0.146 -0.707 C34 CDD 24 CDD C35 C35 C 0 1 Y N N 11.112 -11.493 24.137 -9.101 -1.283 0.027 C35 CDD 25 CDD C2 C2 C 0 1 Y N N 11.125 -12.532 23.210 -8.081 -2.138 0.399 C2 CDD 26 CDD C37 C37 C 0 1 Y N N 12.037 -12.494 22.142 -6.776 -1.858 0.031 C37 CDD 27 CDD O42 O42 O 0 1 N N N 16.142 -13.664 22.826 -0.212 -0.845 1.244 O42 CDD 28 CDD CL43 CL43 CL 0 0 N N N 20.242 -13.237 19.893 -1.779 3.704 0.209 CL43 CDD 29 CDD O44 O44 O 0 1 N N N 15.657 -13.109 19.542 -2.478 0.324 -1.118 O44 CDD 30 CDD F1 F1 F 0 1 N N N 12.189 -13.520 21.288 -5.778 -2.694 0.394 F1 CDD 31 CDD O1 O1 O -1 1 N N N 20.952 -17.770 24.807 5.512 -0.476 -2.245 O1 CDD 32 CDD H1 H1 H 0 1 N N N 22.962 -16.276 24.678 7.972 0.175 -2.541 H1 CDD 33 CDD H4 H4 H 0 1 N N N 18.928 -14.104 26.547 6.786 -1.039 2.035 H4 CDD 34 CDD H5 H5 H 0 1 N N N 20.957 -12.750 26.255 9.128 -0.376 1.532 H5 CDD 35 CDD H6 H6 H 0 1 N N N 23.063 -13.856 25.395 9.716 0.240 -0.804 H6 CDD 36 CDD H121 1H12 H 0 0 N N N 18.638 -17.470 23.909 4.164 0.854 0.753 H121 CDD 37 CDD H122 2H12 H 0 0 N N N 17.278 -17.977 24.778 3.808 0.349 -0.916 H122 CDD 38 CDD H15 H15 H 0 1 N N N 16.834 -15.315 24.878 2.247 -1.218 0.840 H15 CDD 39 CDD H22 H22 H 0 1 N N N 20.946 -15.434 21.777 0.950 3.751 -0.388 H22 CDD 40 CDD H241 1H24 H 0 0 N N N 17.772 -11.326 21.341 -2.282 0.167 1.933 H241 CDD 41 CDD H242 2H24 H 0 0 N N N 18.173 -12.084 19.873 -2.756 1.835 1.531 H242 CDD 42 CDD H28 H28 H 0 1 N N N 15.729 -10.947 21.873 -4.782 0.163 0.929 H28 CDD 43 CDD H291 1H29 H 0 0 N N N 13.675 -10.520 20.125 -5.070 0.354 -1.874 H291 CDD 44 CDD H292 2H29 H 0 0 N N N 13.606 -12.223 20.050 -4.595 -1.313 -1.472 H292 CDD 45 CDD H33 H33 H 0 1 N N N 13.573 -9.511 22.761 -7.295 1.026 -1.643 H33 CDD 46 CDD H34 H34 H 0 1 N N N 12.039 -9.643 24.767 -9.616 0.522 -0.997 H34 CDD 47 CDD H35 H35 H 0 1 N N N 10.390 -11.507 24.971 -10.120 -1.503 0.311 H35 CDD 48 CDD H2 H2 H 0 1 N N N 10.421 -13.374 23.320 -8.303 -3.025 0.973 H2 CDD 49 # 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 CDD C1 N2 DOUB Y N 1 CDD C1 C6 SING Y N 2 CDD C1 H1 SING N N 3 CDD N2 C3 SING Y N 4 CDD N2 O1 SING N N 5 CDD C3 C4 DOUB Y N 6 CDD C3 C11 SING N N 7 CDD C4 C5 SING Y N 8 CDD C4 H4 SING N N 9 CDD C5 C6 DOUB Y N 10 CDD C5 H5 SING N N 11 CDD C6 H6 SING N N 12 CDD C11 C12 SING N N 13 CDD C11 F13 SING N N 14 CDD C11 F14 SING N N 15 CDD C12 N15 SING N N 16 CDD C12 H121 SING N N 17 CDD C12 H122 SING N N 18 CDD N15 C18 SING N N 19 CDD N15 H15 SING N N 20 CDD C18 C19 SING Y N 21 CDD C18 N23 DOUB Y N 22 CDD C19 N20 SING Y N 23 CDD C19 O42 DOUB N N 24 CDD N20 C21 SING Y N 25 CDD N20 C24 SING N N 26 CDD C21 C22 DOUB Y N 27 CDD C21 CL43 SING N N 28 CDD C22 N23 SING Y N 29 CDD C22 H22 SING N N 30 CDD C24 C25 SING N N 31 CDD C24 H241 SING N N 32 CDD C24 H242 SING N N 33 CDD C25 N28 SING N N 34 CDD C25 O44 DOUB N N 35 CDD N28 C29 SING N N 36 CDD N28 H28 SING N N 37 CDD C29 C30 SING N N 38 CDD C29 H291 SING N N 39 CDD C29 H292 SING N N 40 CDD C30 C33 SING Y N 41 CDD C30 C37 DOUB Y N 42 CDD C33 C34 DOUB Y N 43 CDD C33 H33 SING N N 44 CDD C34 C35 SING Y N 45 CDD C34 H34 SING N N 46 CDD C35 C2 DOUB Y N 47 CDD C35 H35 SING N N 48 CDD C2 C37 SING Y N 49 CDD C2 H2 SING N N 50 CDD C37 F1 SING N N 51 # 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 CDD SMILES ACDLabs 10.04 "Fc1ccccc1CNC(=O)CN3C(Cl)=CN=C(NCC(F)(F)c2[n+]([O-])cccc2)C3=O" CDD SMILES_CANONICAL CACTVS 3.341 "[O-][n+]1ccccc1C(F)(F)CNC2=NC=C(Cl)N(CC(=O)NCc3ccccc3F)C2=O" CDD SMILES CACTVS 3.341 "[O-][n+]1ccccc1C(F)(F)CNC2=NC=C(Cl)N(CC(=O)NCc3ccccc3F)C2=O" CDD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(c(c1)CNC(=O)CN2C(=CN=C(C2=O)NCC(c3cccc[n+]3[O-])(F)F)Cl)F" CDD SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(c(c1)CNC(=O)CN2C(=CN=C(C2=O)NCC(c3cccc[n+]3[O-])(F)F)Cl)F" CDD InChI InChI 1.03 "InChI=1S/C20H17ClF3N5O3/c21-16-10-26-18(27-12-20(23,24)15-7-3-4-8-29(15)32)19(31)28(16)11-17(30)25-9-13-5-1-2-6-14(13)22/h1-8,10H,9,11-12H2,(H,25,30)(H,26,27)" CDD InChIKey InChI 1.03 ZIGSBBKEPNQXRG-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 CDD "SYSTEMATIC NAME" ACDLabs 10.04 "2-[6-chloro-3-{[2,2-difluoro-2-(1-oxidopyridin-2-yl)ethyl]amino}-2-oxopyrazin-1(2H)-yl]-N-(2-fluorobenzyl)acetamide" CDD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[6-chloro-3-[[2,2-difluoro-2-(1-oxidopyridin-1-ium-2-yl)ethyl]amino]-2-oxo-pyrazin-1-yl]-N-[(2-fluorophenyl)methyl]ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site CDD "Create component" 2002-10-02 RCSB CDD "Modify descriptor" 2011-06-04 RCSB #