data_1HX # _chem_comp.id 1HX _chem_comp.name "N-[(1S)-1-(2-chloro-6-fluorophenyl)ethyl]-5-cyano-1-methyl-1H-pyrrole-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H13 Cl F N3 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-02-08 _chem_comp.pdbx_modified_date 2013-03-08 _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 305.735 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1HX _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 4ITJ _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 1HX C4 C4 C 0 1 Y N N 18.360 -1.121 53.089 -2.523 0.187 0.167 C4 1HX 1 1HX C6 C6 C 0 1 Y N N 18.278 1.023 54.250 -4.640 0.235 -0.954 C6 1HX 2 1HX C1 C1 C 0 1 Y N N 17.155 0.619 54.948 -4.679 1.610 -0.823 C1 1HX 3 1HX C3 C3 C 0 1 Y N N 17.243 -1.524 53.802 -2.562 1.564 0.299 C3 1HX 4 1HX C2 C2 C 0 1 Y N N 16.652 -0.652 54.708 -3.642 2.276 -0.197 C2 1HX 5 1HX C5 C5 C 0 1 Y N N 18.854 0.155 53.323 -3.561 -0.477 -0.459 C5 1HX 6 1HX C7 C7 C 0 1 N N S 18.982 -2.050 52.099 -1.345 -0.588 0.700 C7 1HX 7 1HX C9 C9 C 0 1 N N N 20.224 -3.645 53.415 1.045 -0.607 0.228 C9 1HX 8 1HX CL2 CL2 CL 0 0 N N N 20.299 0.727 52.463 -3.512 -2.205 -0.626 CL2 1HX 9 1HX F20 F20 F 0 1 N N N 16.717 -2.750 53.606 -1.548 2.215 0.911 F20 1HX 10 1HX C10 C10 C 0 1 N N N 18.053 -2.147 50.886 -1.439 -0.674 2.225 C10 1HX 11 1HX N8 N8 N 0 1 N N N 19.154 -3.366 52.679 -0.103 0.092 0.326 N8 1HX 12 1HX O11 O11 O 0 1 N N N 20.958 -2.757 53.823 1.034 -1.816 0.359 O11 1HX 13 1HX C12 C12 C 0 1 Y N N 20.571 -5.063 53.745 2.312 0.092 -0.037 C12 1HX 14 1HX C16 C16 C 0 1 Y N N 20.217 -6.191 52.976 2.451 1.437 -0.314 C16 1HX 15 1HX C15 C15 C 0 1 Y N N 20.737 -7.321 53.584 3.810 1.687 -0.500 C15 1HX 16 1HX C14 C14 C 0 1 Y N N 21.365 -6.789 54.700 4.479 0.491 -0.333 C14 1HX 17 1HX C18 C18 C 0 1 N N N 22.041 -7.510 55.605 5.895 0.299 -0.438 C18 1HX 18 1HX N19 N19 N 0 1 N N N 22.671 -8.150 56.350 7.017 0.147 -0.521 N19 1HX 19 1HX N13 N13 N 0 1 Y N N 21.297 -5.466 54.806 3.558 -0.477 -0.045 N13 1HX 20 1HX C17 C17 C 0 1 N N N 21.893 -4.662 55.918 3.854 -1.889 0.210 C17 1HX 21 1HX H1 H1 H 0 1 N N N 18.705 2.000 54.421 -5.450 -0.284 -1.444 H1 1HX 22 1HX H2 H2 H 0 1 N N N 16.681 1.276 55.662 -5.521 2.165 -1.210 H2 1HX 23 1HX H3 H3 H 0 1 N N N 15.771 -0.974 55.244 -3.674 3.350 -0.094 H3 1HX 24 1HX H4 H4 H 0 1 N N N 19.953 -1.647 51.776 -1.350 -1.593 0.279 H4 1HX 25 1HX H5 H5 H 0 1 N N N 17.921 -1.148 50.444 -2.364 -1.180 2.504 H5 1HX 26 1HX H6 H6 H 0 1 N N N 18.495 -2.823 50.139 -0.588 -1.234 2.611 H6 1HX 27 1HX H7 H7 H 0 1 N N N 17.076 -2.540 51.203 -1.434 0.331 2.647 H7 1HX 28 1HX H8 H8 H 0 1 N N N 18.461 -4.070 52.524 -0.107 1.046 0.148 H8 1HX 29 1HX H9 H9 H 0 1 N N N 19.637 -6.176 52.065 1.654 2.162 -0.376 H9 1HX 30 1HX H10 H10 H 0 1 N N N 20.671 -8.352 53.270 4.257 2.642 -0.733 H10 1HX 31 1HX H11 H11 H 0 1 N N N 22.422 -5.331 56.612 3.900 -2.428 -0.737 H11 1HX 32 1HX H12 H12 H 0 1 N N N 22.601 -3.930 55.502 4.813 -1.973 0.722 H12 1HX 33 1HX H13 H13 H 0 1 N N N 21.093 -4.133 56.457 3.070 -2.318 0.835 H13 1HX 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 1HX C10 C7 SING N N 1 1HX C7 N8 SING N N 2 1HX C7 C4 SING N N 3 1HX CL2 C5 SING N N 4 1HX N8 C9 SING N N 5 1HX C16 C15 SING Y N 6 1HX C16 C12 DOUB Y N 7 1HX C4 C5 DOUB Y N 8 1HX C4 C3 SING Y N 9 1HX C5 C6 SING Y N 10 1HX C9 C12 SING N N 11 1HX C9 O11 DOUB N N 12 1HX C15 C14 DOUB Y N 13 1HX F20 C3 SING N N 14 1HX C12 N13 SING Y N 15 1HX C3 C2 DOUB Y N 16 1HX C6 C1 DOUB Y N 17 1HX C14 N13 SING Y N 18 1HX C14 C18 SING N N 19 1HX C2 C1 SING Y N 20 1HX N13 C17 SING N N 21 1HX C18 N19 TRIP N N 22 1HX C6 H1 SING N N 23 1HX C1 H2 SING N N 24 1HX C2 H3 SING N N 25 1HX C7 H4 SING N N 26 1HX C10 H5 SING N N 27 1HX C10 H6 SING N N 28 1HX C10 H7 SING N N 29 1HX N8 H8 SING N N 30 1HX C16 H9 SING N N 31 1HX C15 H10 SING N N 32 1HX C17 H11 SING N N 33 1HX C17 H12 SING N N 34 1HX C17 H13 SING N N 35 # 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 1HX SMILES ACDLabs 12.01 "O=C(c1ccc(C#N)n1C)NC(c2c(F)cccc2Cl)C" 1HX InChI InChI 1.03 "InChI=1S/C15H13ClFN3O/c1-9(14-11(16)4-3-5-12(14)17)19-15(21)13-7-6-10(8-18)20(13)2/h3-7,9H,1-2H3,(H,19,21)/t9-/m0/s1" 1HX InChIKey InChI 1.03 OVRPUVGBRNDNAS-VIFPVBQESA-N 1HX SMILES_CANONICAL CACTVS 3.370 "C[C@H](NC(=O)c1ccc(C#N)n1C)c2c(F)cccc2Cl" 1HX SMILES CACTVS 3.370 "C[CH](NC(=O)c1ccc(C#N)n1C)c2c(F)cccc2Cl" 1HX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H](c1c(cccc1Cl)F)NC(=O)c2ccc(n2C)C#N" 1HX SMILES "OpenEye OEToolkits" 1.7.6 "CC(c1c(cccc1Cl)F)NC(=O)c2ccc(n2C)C#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 1HX "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(1S)-1-(2-chloro-6-fluorophenyl)ethyl]-5-cyano-1-methyl-1H-pyrrole-2-carboxamide" 1HX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[(1S)-1-(2-chloranyl-6-fluoranyl-phenyl)ethyl]-5-cyano-1-methyl-pyrrole-2-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 1HX "Create component" 2013-02-08 RCSB 1HX "Initial release" 2013-03-13 RCSB #