data_0XH # _chem_comp.id 0XH _chem_comp.name "2,6-dichloro-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 "C16 H12 Cl2 F N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-08-28 _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 368.190 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0XH _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 4GJ2 _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 0XH C1 C1 C 0 1 Y N N -5.286 -3.854 -16.235 -6.006 1.100 0.101 C1 DRG 1 0XH C2 C2 C 0 1 Y N N -4.647 -5.088 -16.185 -5.004 1.988 -0.245 C2 DRG 2 0XH C3 C3 C 0 1 Y N N -5.367 -6.239 -15.886 -3.682 1.589 -0.218 C3 DRG 3 0XH C4 C4 C 0 1 Y N N -6.747 -6.160 -15.623 -3.359 0.283 0.160 C4 DRG 4 0XH C5 C5 C 0 1 Y N N -7.387 -4.908 -15.688 -4.377 -0.609 0.509 C5 DRG 5 0XH C6 C6 C 0 1 Y N N -6.650 -3.770 -15.988 -5.694 -0.194 0.477 C6 DRG 6 0XH CL1 CL1 CL 0 0 N N N -9.096 -4.782 -15.394 -3.987 -2.234 0.980 CL1 DRG 7 0XH C8 C8 C 0 1 N N N -7.553 -7.353 -15.277 -1.948 -0.153 0.191 C8 DRG 8 0XH O9 O9 O 0 1 N N N -7.871 -7.529 -14.113 -1.294 -0.023 1.207 O9 DRG 9 0XH N10 N10 N 0 1 N N N -7.938 -8.172 -16.275 -1.386 -0.694 -0.908 N10 DRG 10 0XH C11 C11 C 0 1 Y N N -8.746 -9.311 -16.216 -0.024 -0.997 -0.918 C11 DRG 11 0XH C12 C12 C 0 1 Y N N -9.551 -9.697 -15.127 0.481 -1.993 -1.754 C12 DRG 12 0XH C13 C13 C 0 1 Y N N -10.382 -10.804 -15.261 1.833 -2.264 -1.737 C13 DRG 13 0XH N14 N14 N 0 1 Y N N -10.417 -11.500 -16.394 2.649 -1.596 -0.945 N14 DRG 14 0XH C15 C15 C 0 1 Y N N -9.668 -11.178 -17.447 2.211 -0.642 -0.136 C15 DRG 15 0XH C16 C16 C 0 1 Y N N -8.855 -10.045 -17.393 0.865 -0.308 -0.099 C16 DRG 16 0XH N17 N17 N 0 1 N N N -9.797 -11.914 -18.630 3.114 0.039 0.680 N17 DRG 17 0XH C18 C18 C 0 1 N N N -8.864 -12.062 -19.607 4.435 -0.209 0.577 C18 DRG 18 0XH O19 O19 O 0 1 N N N -7.756 -11.556 -19.550 4.831 -1.088 -0.158 O19 DRG 19 0XH C20 C20 C 0 1 N N R -9.272 -12.879 -20.807 5.419 0.607 1.375 C20 DRG 20 0XH C22 C22 C 0 1 N N N -8.471 -12.759 -22.108 6.904 0.278 1.213 C22 DRG 21 0XH C23 C23 C 0 1 N N R -8.373 -14.026 -21.258 6.333 1.562 0.606 C23 DRG 22 0XH F1 F1 F 0 1 N N N -7.198 -14.232 -20.536 6.192 1.611 -0.785 F1 DRG 23 0XH CL2 CL2 CL 0 0 N N N -4.554 -7.765 -15.868 -2.426 2.705 -0.654 CL2 DRG 24 0XH H1 H1 H 0 1 N N N -4.722 -2.962 -16.466 -7.037 1.420 0.083 H1 DRG 25 0XH H2 H2 H 0 1 N N N -3.587 -5.153 -16.379 -5.255 2.997 -0.537 H2 DRG 26 0XH H3 H3 H 0 1 N N N -7.143 -2.810 -16.030 -6.481 -0.882 0.746 H3 DRG 27 0XH H4 H4 H 0 1 N N N -7.599 -7.932 -17.184 -1.928 -0.874 -1.692 H4 DRG 28 0XH H5 H5 H 0 1 N N N -9.523 -9.141 -14.201 -0.179 -2.546 -2.406 H5 DRG 29 0XH H6 H6 H 0 1 N N N -11.008 -11.103 -14.433 2.229 -3.035 -2.382 H6 DRG 30 0XH H7 H7 H 0 1 N N N -8.307 -9.736 -18.271 0.512 0.471 0.561 H7 DRG 31 0XH H8 H8 H 0 1 N N N -10.670 -12.381 -18.772 2.792 0.692 1.321 H8 DRG 32 0XH H21 H21 H 0 1 N N N -10.352 -13.045 -20.930 5.078 0.922 2.361 H21 DRG 33 0XH H9 H9 H 0 1 N N N -7.617 -12.068 -22.167 7.541 0.377 2.093 H9 DRG 34 0XH H10 H10 H 0 1 N N N -8.989 -12.785 -23.078 7.170 -0.528 0.529 H10 DRG 35 0XH H24 H24 H 0 1 N N N -8.895 -14.907 -21.661 6.594 2.505 1.086 H24 DRG 36 # 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 0XH C22 C23 SING N N 1 0XH C22 C20 SING N N 2 0XH C23 C20 SING N N 3 0XH C23 F1 SING N N 4 0XH C20 C18 SING N N 5 0XH C18 O19 DOUB N N 6 0XH C18 N17 SING N N 7 0XH N17 C15 SING N N 8 0XH C15 C16 DOUB Y N 9 0XH C15 N14 SING Y N 10 0XH C16 C11 SING Y N 11 0XH N14 C13 DOUB Y N 12 0XH N10 C11 SING N N 13 0XH N10 C8 SING N N 14 0XH C1 C2 DOUB Y N 15 0XH C1 C6 SING Y N 16 0XH C11 C12 DOUB Y N 17 0XH C2 C3 SING Y N 18 0XH C6 C5 DOUB Y N 19 0XH C3 CL2 SING N N 20 0XH C3 C4 DOUB Y N 21 0XH C5 C4 SING Y N 22 0XH C5 CL1 SING N N 23 0XH C4 C8 SING N N 24 0XH C8 O9 DOUB N N 25 0XH C13 C12 SING Y N 26 0XH C1 H1 SING N N 27 0XH C2 H2 SING N N 28 0XH C6 H3 SING N N 29 0XH N10 H4 SING N N 30 0XH C12 H5 SING N N 31 0XH C13 H6 SING N N 32 0XH C16 H7 SING N N 33 0XH N17 H8 SING N N 34 0XH C20 H21 SING N N 35 0XH C22 H9 SING N N 36 0XH C22 H10 SING N N 37 0XH C23 H24 SING N N 38 # 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 0XH SMILES ACDLabs 12.01 "O=C(Nc1nccc(c1)NC(=O)c2c(Cl)cccc2Cl)C3CC3F" 0XH InChI InChI 1.03 "InChI=1S/C16H12Cl2FN3O2/c17-10-2-1-3-11(18)14(10)16(24)21-8-4-5-20-13(6-8)22-15(23)9-7-12(9)19/h1-6,9,12H,7H2,(H2,20,21,22,23,24)/t9-,12+/m0/s1" 0XH InChIKey InChI 1.03 RBNYBLHXBHWSCZ-JOYOIKCWSA-N 0XH SMILES_CANONICAL CACTVS 3.370 "F[C@@H]1C[C@@H]1C(=O)Nc2cc(NC(=O)c3c(Cl)cccc3Cl)ccn2" 0XH SMILES CACTVS 3.370 "F[CH]1C[CH]1C(=O)Nc2cc(NC(=O)c3c(Cl)cccc3Cl)ccn2" 0XH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(c(c(c1)Cl)C(=O)Nc2ccnc(c2)NC(=O)[C@H]3C[C@H]3F)Cl" 0XH SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(c(c(c1)Cl)C(=O)Nc2ccnc(c2)NC(=O)C3CC3F)Cl" # 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 0XH "SYSTEMATIC NAME" ACDLabs 12.01 "2,6-dichloro-N-[2-({[(1R,2R)-2-fluorocyclopropyl]carbonyl}amino)pyridin-4-yl]benzamide" 0XH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2,6-bis(chloranyl)-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 0XH "Create component" 2012-08-28 RCSB 0XH "Initial release" 2013-05-29 RCSB #