data_0XP # _chem_comp.id 0XP _chem_comp.name "2,6-dichloro-4-cyano-N-[2-({[(1R,2R)-2-fluorocyclopropyl]carbonyl}amino)pyridin-4-yl]benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H11 Cl2 F N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-08-29 _chem_comp.pdbx_modified_date 2013-05-24 _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 393.199 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0XP _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 4GJ3 _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 0XP C1 C1 C 0 1 Y N N -9.350 -9.714 -15.227 0.901 1.617 0.960 C1 0XP 1 0XP C2 C2 C 0 1 Y N N -10.159 -10.830 -15.397 2.220 1.862 1.275 C2 0XP 2 0XP N3 N3 N 0 1 Y N N -10.219 -11.461 -16.565 3.196 1.236 0.643 N3 0XP 3 0XP C4 C4 C 0 1 Y N N -9.506 -11.069 -17.623 2.954 0.352 -0.314 C4 0XP 4 0XP C5 C5 C 0 1 Y N N -8.707 -9.928 -17.534 1.652 0.052 -0.688 C5 0XP 5 0XP C6 C6 C 0 1 Y N N -8.588 -9.247 -16.317 0.599 0.689 -0.038 C6 0XP 6 0XP N7 N7 N 0 1 N N N -7.779 -8.099 -16.317 -0.724 0.416 -0.383 N7 0XP 7 0XP C8 C8 C 0 1 N N N -7.543 -7.189 -15.340 -1.683 0.419 0.564 C8 0XP 8 0XP O9 O9 O 0 1 N N N -8.003 -7.271 -14.215 -1.409 0.740 1.704 O9 0XP 9 0XP C10 C10 C 0 1 Y N N -6.673 -6.045 -15.691 -3.066 0.034 0.217 C10 0XP 10 0XP C11 C11 C 0 1 Y N N -7.225 -4.748 -15.786 -3.976 1.005 -0.210 C11 0XP 11 0XP C12 C12 C 0 1 Y N N -6.413 -3.681 -16.136 -5.267 0.644 -0.534 C12 0XP 12 0XP C13 C13 C 0 1 Y N N -5.060 -3.890 -16.435 -5.665 -0.691 -0.435 C13 0XP 13 0XP C14 C14 C 0 1 Y N N -4.514 -5.179 -16.365 -4.756 -1.661 -0.009 C14 0XP 14 0XP C15 C15 C 0 1 Y N N -5.313 -6.252 -16.009 -3.463 -1.303 0.310 C15 0XP 15 0XP CL1 CL1 CL 0 0 N N N -4.606 -7.838 -15.956 -2.334 -2.510 0.841 CL1 0XP 16 0XP C17 C17 C 0 1 N N N -4.231 -2.784 -16.804 -7.007 -1.063 -0.766 C17 0XP 17 0XP N18 N18 N 0 1 N N N -3.570 -1.908 -17.095 -8.072 -1.359 -1.029 N18 0XP 18 0XP CL2 CL2 CL 0 0 N N N -8.906 -4.444 -15.450 -3.482 2.665 -0.332 CL2 0XP 19 0XP N20 N20 N 0 1 N N N -9.666 -11.761 -18.831 4.019 -0.278 -0.956 N20 0XP 20 0XP C21 C21 C 0 1 N N N -8.723 -12.017 -19.773 5.286 0.088 -0.678 C21 0XP 21 0XP O22 O22 O 0 1 N N N -7.563 -11.659 -19.664 5.497 1.028 0.059 O22 0XP 22 0XP C23 C23 C 0 1 N N R -9.176 -12.779 -20.995 6.439 -0.670 -1.282 C23 0XP 23 0XP C25 C25 C 0 1 N N N -8.326 -12.731 -22.267 7.853 -0.206 -0.927 C25 0XP 24 0XP C26 C26 C 0 1 N N R -8.367 -14.002 -21.413 7.305 -1.509 -0.340 C26 0XP 25 0XP F1 F1 F 0 1 N N N -7.253 -14.311 -20.629 6.964 -1.514 1.017 F1 0XP 26 0XP H1 H1 H 0 1 N N N -9.305 -9.211 -14.272 0.109 2.134 1.482 H1 0XP 27 0XP H2 H2 H 0 1 N N N -10.749 -11.191 -14.567 2.459 2.576 2.049 H2 0XP 28 0XP H3 H3 H 0 1 N N N -8.180 -9.570 -18.406 1.459 -0.669 -1.468 H3 0XP 29 0XP H4 H4 H 0 1 N N N -7.299 -7.924 -17.177 -0.955 0.223 -1.306 H4 0XP 30 0XP H5 H5 H 0 1 N N N -6.825 -2.684 -16.179 -5.970 1.395 -0.864 H5 0XP 31 0XP H6 H6 H 0 1 N N N -3.469 -5.335 -16.589 -5.065 -2.693 0.068 H6 0XP 32 0XP H7 H7 H 0 1 N N N -10.584 -12.108 -19.022 3.848 -0.981 -1.602 H7 0XP 33 0XP H24 H24 H 0 1 N N N -10.263 -12.847 -21.149 6.274 -1.053 -2.289 H24 0XP 34 0XP H8 H8 H 0 1 N N N -7.414 -12.117 -22.297 8.618 -0.285 -1.699 H8 0XP 35 0XP H9 H9 H 0 1 N N N -8.812 -12.715 -23.254 7.949 0.647 -0.255 H9 0XP 36 0XP H27 H27 H 0 1 N N N -8.950 -14.834 -21.834 7.709 -2.444 -0.727 H27 0XP 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 0XP C25 C26 SING N N 1 0XP C25 C23 SING N N 2 0XP C26 C23 SING N N 3 0XP C26 F1 SING N N 4 0XP C23 C21 SING N N 5 0XP C21 O22 DOUB N N 6 0XP C21 N20 SING N N 7 0XP N20 C4 SING N N 8 0XP C4 C5 DOUB Y N 9 0XP C4 N3 SING Y N 10 0XP C5 C6 SING Y N 11 0XP N18 C17 TRIP N N 12 0XP C17 C13 SING N N 13 0XP N3 C2 DOUB Y N 14 0XP C13 C14 DOUB Y N 15 0XP C13 C12 SING Y N 16 0XP C14 C15 SING Y N 17 0XP C6 N7 SING N N 18 0XP C6 C1 DOUB Y N 19 0XP N7 C8 SING N N 20 0XP C12 C11 DOUB Y N 21 0XP C15 CL1 SING N N 22 0XP C15 C10 DOUB Y N 23 0XP C11 C10 SING Y N 24 0XP C11 CL2 SING N N 25 0XP C10 C8 SING N N 26 0XP C2 C1 SING Y N 27 0XP C8 O9 DOUB N N 28 0XP C1 H1 SING N N 29 0XP C2 H2 SING N N 30 0XP C5 H3 SING N N 31 0XP N7 H4 SING N N 32 0XP C12 H5 SING N N 33 0XP C14 H6 SING N N 34 0XP N20 H7 SING N N 35 0XP C23 H24 SING N N 36 0XP C25 H8 SING N N 37 0XP C25 H9 SING N N 38 0XP C26 H27 SING N N 39 # 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 0XP SMILES ACDLabs 12.01 "O=C(Nc1nccc(c1)NC(=O)c2c(Cl)cc(C#N)cc2Cl)C3CC3F" 0XP InChI InChI 1.03 "InChI=1S/C17H11Cl2FN4O2/c18-11-3-8(7-21)4-12(19)15(11)17(26)23-9-1-2-22-14(5-9)24-16(25)10-6-13(10)20/h1-5,10,13H,6H2,(H2,22,23,24,25,26)/t10-,13+/m0/s1" 0XP InChIKey InChI 1.03 TZBYGJGLZFYXII-GXFFZTMASA-N 0XP SMILES_CANONICAL CACTVS 3.370 "F[C@@H]1C[C@@H]1C(=O)Nc2cc(NC(=O)c3c(Cl)cc(cc3Cl)C#N)ccn2" 0XP SMILES CACTVS 3.370 "F[CH]1C[CH]1C(=O)Nc2cc(NC(=O)c3c(Cl)cc(cc3Cl)C#N)ccn2" 0XP SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cnc(cc1NC(=O)c2c(cc(cc2Cl)C#N)Cl)NC(=O)[C@H]3C[C@H]3F" 0XP SMILES "OpenEye OEToolkits" 1.7.6 "c1cnc(cc1NC(=O)c2c(cc(cc2Cl)C#N)Cl)NC(=O)C3CC3F" # 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 0XP "SYSTEMATIC NAME" ACDLabs 12.01 "2,6-dichloro-4-cyano-N-[2-({[(1R,2R)-2-fluorocyclopropyl]carbonyl}amino)pyridin-4-yl]benzamide" 0XP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2,6-bis(chloranyl)-4-cyano-N-[2-[[(1R,2R)-2-fluoranylcyclopropyl]carbonylamino]pyridin-4-yl]benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 0XP "Create component" 2012-08-29 RCSB 0XP "Initial release" 2013-05-29 RCSB #