data_953 # _chem_comp.id 953 _chem_comp.name "5-(2-aminopyrimidin-4-yl)-2-[2-chloro-5-(trifluoromethyl)phenyl]-1H-pyrrole-3-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H11 Cl F3 N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-04-30 _chem_comp.pdbx_modified_date 2014-07-18 _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 381.740 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 953 _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 4D0X _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 953 CL CL CL 0 0 N N N 30.667 -14.969 1.784 1.044 -2.559 -1.818 CL 953 1 953 C25 C25 C 0 1 Y N N 31.184 -15.741 3.249 1.982 -1.265 -1.139 C25 953 2 953 C24 C24 C 0 1 Y N N 31.333 -17.124 3.227 3.331 -1.169 -1.416 C24 953 3 953 C23 C23 C 0 1 Y N N 31.835 -17.696 4.328 4.079 -0.138 -0.877 C23 953 4 953 C18 C18 C 0 1 Y N N 32.149 -16.910 5.461 3.483 0.803 -0.056 C18 953 5 953 C19 C19 C 0 1 N N N 32.704 -17.631 6.652 4.306 1.923 0.527 C19 953 6 953 F22 F22 F 0 1 N N N 32.854 -16.839 7.695 5.632 1.797 0.098 F22 953 7 953 F21 F21 F 0 1 N N N 33.964 -17.947 6.379 3.792 3.151 0.099 F21 953 8 953 F20 F20 F 0 1 N N N 31.998 -18.725 6.892 4.260 1.858 1.923 F20 953 9 953 C17 C17 C 0 1 Y N N 31.999 -15.536 5.493 2.136 0.720 0.229 C17 953 10 953 C16 C16 C 0 1 Y N N 31.486 -14.933 4.374 1.372 -0.314 -0.316 C16 953 11 953 C15 C15 C 0 1 Y N N 31.360 -13.466 4.325 -0.071 -0.406 -0.020 C15 953 12 953 N1 N1 N 0 1 Y N N 32.263 -12.675 3.636 -1.025 0.489 -0.395 N1 953 13 953 C11 C11 C 0 1 Y N N 30.338 -12.630 4.825 -0.700 -1.429 0.689 C11 953 14 953 C12 C12 C 0 1 N N N 29.108 -13.181 5.537 -0.054 -2.612 1.278 C12 953 15 953 N14 N14 N 0 1 N N N 29.052 -14.388 5.974 -0.794 -3.524 1.940 N14 953 16 953 O13 O13 O 0 1 N N N 28.099 -12.459 5.691 1.148 -2.766 1.169 O13 953 17 953 C10 C10 C 0 1 Y N N 30.642 -11.310 4.466 -2.077 -1.113 0.732 C10 953 18 953 C2 C2 C 0 1 Y N N 31.868 -11.376 3.754 -2.248 0.060 0.065 C2 953 19 953 C3 C3 C 0 1 Y N N 32.571 -10.260 3.113 -3.534 0.756 -0.135 C3 953 20 953 C9 C9 C 0 1 Y N N 32.147 -8.949 3.197 -3.587 1.962 -0.846 C9 953 21 953 C8 C8 C 0 1 Y N N 32.877 -8.009 2.518 -4.815 2.576 -1.008 C8 953 22 953 N7 N7 N 0 1 Y N N 33.960 -8.364 1.789 -5.896 2.011 -0.491 N7 953 23 953 C5 C5 C 0 1 Y N N 34.352 -9.671 1.707 -5.817 0.869 0.177 C5 953 24 953 N4 N4 N 0 1 Y N N 33.678 -10.620 2.389 -4.665 0.243 0.352 N4 953 25 953 N6 N6 N 0 1 N N N 35.458 -10.088 1.002 -6.972 0.314 0.701 N6 953 26 953 H24 H24 H 0 1 N N N 31.057 -17.709 2.362 3.804 -1.900 -2.055 H24 953 27 953 H23 H23 H 0 1 N N N 32.001 -18.763 4.351 5.134 -0.068 -1.097 H23 953 28 953 H17 H17 H 0 1 N N N 32.275 -14.961 6.365 1.672 1.456 0.870 H17 953 29 953 H1 H1 H 0 1 N N N 33.067 -13.000 3.138 -0.867 1.299 -0.905 H1 953 30 953 H10 H10 H 0 1 N N N 30.063 -10.425 4.686 -2.852 -1.697 1.207 H10 953 31 953 H141 H141 H 0 0 N N N 28.221 -14.720 6.419 -1.752 -3.400 2.027 H141 953 32 953 H142 H142 H 0 0 N N N 29.840 -14.995 5.869 -0.368 -4.304 2.329 H142 953 33 953 H9 H9 H 0 1 N N N 31.276 -8.676 3.774 -2.691 2.401 -1.257 H9 953 34 953 H8 H8 H 0 1 N N N 32.584 -6.971 2.565 -4.892 3.507 -1.550 H8 953 35 953 H61N H61N H 0 0 N N N 35.902 -9.298 0.580 -7.824 0.760 0.577 H61N 953 36 953 H62N H62N H 0 0 N N N 36.099 -10.538 1.624 -6.929 -0.521 1.192 H62N 953 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 953 CL C25 SING N N 1 953 C25 C24 SING Y N 2 953 C25 C16 DOUB Y N 3 953 C24 C23 DOUB Y N 4 953 C23 C18 SING Y N 5 953 C18 C19 SING N N 6 953 C18 C17 DOUB Y N 7 953 C19 F22 SING N N 8 953 C19 F21 SING N N 9 953 C19 F20 SING N N 10 953 C17 C16 SING Y N 11 953 C16 C15 SING N N 12 953 C15 N1 SING Y N 13 953 C15 C11 DOUB Y N 14 953 N1 C2 SING Y N 15 953 C11 C12 SING N N 16 953 C11 C10 SING Y N 17 953 C12 N14 SING N N 18 953 C12 O13 DOUB N N 19 953 C10 C2 DOUB Y N 20 953 C2 C3 SING N N 21 953 C3 C9 DOUB Y N 22 953 C3 N4 SING Y N 23 953 C9 C8 SING Y N 24 953 C8 N7 DOUB Y N 25 953 N7 C5 SING Y N 26 953 C5 N4 DOUB Y N 27 953 C5 N6 SING N N 28 953 C24 H24 SING N N 29 953 C23 H23 SING N N 30 953 C17 H17 SING N N 31 953 N1 H1 SING N N 32 953 C10 H10 SING N N 33 953 N14 H141 SING N N 34 953 N14 H142 SING N N 35 953 C9 H9 SING N N 36 953 C8 H8 SING N N 37 953 N6 H61N SING N N 38 953 N6 H62N 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 953 SMILES ACDLabs 12.01 "FC(F)(F)c3ccc(Cl)c(c2c(cc(c1nc(ncc1)N)n2)C(=O)N)c3" 953 InChI InChI 1.03 "InChI=1S/C16H11ClF3N5O/c17-10-2-1-7(16(18,19)20)5-8(10)13-9(14(21)26)6-12(24-13)11-3-4-23-15(22)25-11/h1-6,24H,(H2,21,26)(H2,22,23,25)" 953 InChIKey InChI 1.03 CZUQYAXYBOEHCY-UHFFFAOYSA-N 953 SMILES_CANONICAL CACTVS 3.385 "NC(=O)c1cc([nH]c1c2cc(ccc2Cl)C(F)(F)F)c3ccnc(N)n3" 953 SMILES CACTVS 3.385 "NC(=O)c1cc([nH]c1c2cc(ccc2Cl)C(F)(F)F)c3ccnc(N)n3" 953 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1C(F)(F)F)c2c(cc([nH]2)c3ccnc(n3)N)C(=O)N)Cl" 953 SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1C(F)(F)F)c2c(cc([nH]2)c3ccnc(n3)N)C(=O)N)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 953 "SYSTEMATIC NAME" ACDLabs 12.01 "5-(2-aminopyrimidin-4-yl)-2-[2-chloro-5-(trifluoromethyl)phenyl]-1H-pyrrole-3-carboxamide" 953 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-(2-azanylpyrimidin-4-yl)-2-[2-chloranyl-5-(trifluoromethyl)phenyl]-1H-pyrrole-3-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 953 "Create component" 2014-04-30 EBI 953 "Initial release" 2014-07-23 RCSB #