data_NIH # _chem_comp.id NIH _chem_comp.name "2-{[3,5-BIS(TRIFLUOROMETHYL)BENZYL]AMINO}-N-HYDROXY-6-OXO-1,6-DIHYDROPYRIMIDINE-5-CARBOXAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H10 F6 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms AZ12194344 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-10-17 _chem_comp.pdbx_modified_date 2020-06-17 _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 396.245 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NIH _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 ? _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 NIH N1 N1 N 0 1 Y N N 18.631 -16.588 -1.717 2.988 0.019 1.117 N1 NIH 1 NIH C2 C2 C 0 1 Y N N 17.623 -17.453 -2.087 2.217 0.023 -0.002 C2 NIH 2 NIH N3 N3 N 0 1 Y N N 17.575 -17.958 -3.315 2.749 0.033 -1.212 N3 NIH 3 NIH C4 C4 C 0 1 Y N N 18.486 -17.673 -4.228 4.061 0.041 -1.392 C4 NIH 4 NIH C5 C5 C 0 1 Y N N 19.532 -16.818 -3.909 4.912 0.038 -0.287 C5 NIH 5 NIH C6 C6 C 0 1 Y N N 19.601 -16.250 -2.604 4.334 0.021 1.012 C6 NIH 6 NIH C7 C7 C 0 1 N N N 20.562 -16.486 -4.883 6.370 0.046 -0.460 C7 NIH 7 NIH N8 N8 N 0 1 N N N 21.002 -15.208 -4.860 7.177 -0.074 0.613 N8 NIH 8 NIH O9 O9 O 0 1 N N N 21.008 -17.360 -5.624 6.850 0.162 -1.572 O9 NIH 9 NIH O10 O10 O 0 1 N N N 20.518 -15.485 -2.312 5.037 0.018 2.007 O10 NIH 10 NIH O11 O11 O 0 1 N N N 21.988 -14.688 -5.708 8.578 -0.174 0.437 O11 NIH 11 NIH N12 N12 N 0 1 N N N 16.656 -17.810 -1.173 0.858 0.015 0.126 N12 NIH 12 NIH C13 C13 C 0 1 N N N 15.575 -18.760 -1.486 0.010 0.018 -1.068 C13 NIH 13 NIH C14 C14 C 0 1 Y N N 16.053 -20.194 -1.661 -1.439 0.007 -0.654 C14 NIH 14 NIH C15 C15 C 0 1 Y N N 17.375 -20.560 -1.432 -2.110 1.200 -0.457 C15 NIH 15 NIH C16 C16 C 0 1 Y N N 17.811 -21.867 -1.602 -3.440 1.190 -0.078 C16 NIH 16 NIH C17 C17 C 0 1 Y N N 16.893 -22.837 -1.977 -4.098 -0.012 0.104 C17 NIH 17 NIH C18 C18 C 0 1 Y N N 15.571 -22.494 -2.206 -3.427 -1.204 -0.094 C18 NIH 18 NIH C19 C19 C 0 1 Y N N 15.154 -21.173 -2.047 -2.099 -1.195 -0.478 C19 NIH 19 NIH C20 C20 C 0 1 N N N 14.583 -23.556 -2.630 -4.145 -2.514 0.105 C20 NIH 20 NIH F21 F21 F 0 1 N N N 15.241 -24.593 -3.292 -5.469 -2.268 0.485 F21 NIH 21 NIH F22 F22 F 0 1 N N N 13.976 -24.123 -1.517 -4.130 -3.240 -1.091 F22 NIH 22 NIH F23 F23 F 0 1 N N N 13.598 -22.988 -3.445 -3.502 -3.251 1.105 F23 NIH 23 NIH C24 C24 C 0 1 N N N 19.261 -22.252 -1.350 -4.171 2.490 0.138 C24 NIH 24 NIH F25 F25 F 0 1 N N N 19.889 -21.396 -0.446 -4.759 2.899 -1.064 F25 NIH 25 NIH F26 F26 F 0 1 N N N 19.264 -23.520 -0.771 -5.165 2.311 1.106 F26 NIH 26 NIH F27 F27 F 0 1 N N N 20.015 -22.260 -2.523 -3.268 3.467 0.571 F27 NIH 27 NIH H1 H1 H 0 1 N N N 18.647 -16.208 -0.792 2.570 0.012 1.993 H1 NIH 28 NIH H4 H4 H 0 1 N N N 18.417 -18.103 -5.217 4.471 0.050 -2.392 H4 NIH 29 NIH H8 H8 H 0 1 N N N 20.594 -14.589 -4.189 6.798 -0.092 1.505 H8 NIH 30 NIH H11 H11 H 0 1 N N N 21.627 -14.570 -6.579 8.966 -0.252 1.319 H11 NIH 31 NIH H12 H12 H 0 1 N N N 16.689 -17.407 -0.258 0.455 0.007 1.008 H12 NIH 32 NIH H131 1H13 H 0 0 N N N 15.135 -18.446 -2.444 0.213 0.912 -1.656 H131 NIH 33 NIH H132 2H13 H 0 0 N N N 14.852 -18.740 -0.657 0.223 -0.868 -1.667 H132 NIH 34 NIH H15 H15 H 0 1 N N N 18.081 -19.807 -1.113 -1.596 2.139 -0.599 H15 NIH 35 NIH H17 H17 H 0 1 N N N 17.210 -23.863 -2.091 -5.136 -0.019 0.401 H17 NIH 36 NIH H19 H19 H 0 1 N N N 14.122 -20.912 -2.226 -1.575 -2.126 -0.632 H19 NIH 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 NIH N1 C2 SING Y N 1 NIH N1 C6 SING Y N 2 NIH N1 H1 SING N N 3 NIH C2 N3 DOUB Y N 4 NIH C2 N12 SING N N 5 NIH N3 C4 SING Y N 6 NIH C4 C5 DOUB Y N 7 NIH C4 H4 SING N N 8 NIH C5 C6 SING Y N 9 NIH C5 C7 SING N N 10 NIH C6 O10 DOUB N N 11 NIH C7 N8 SING N N 12 NIH C7 O9 DOUB N N 13 NIH N8 O11 SING N N 14 NIH N8 H8 SING N N 15 NIH O11 H11 SING N N 16 NIH N12 C13 SING N N 17 NIH N12 H12 SING N N 18 NIH C13 C14 SING N N 19 NIH C13 H131 SING N N 20 NIH C13 H132 SING N N 21 NIH C14 C15 DOUB Y N 22 NIH C14 C19 SING Y N 23 NIH C15 C16 SING Y N 24 NIH C15 H15 SING N N 25 NIH C16 C17 DOUB Y N 26 NIH C16 C24 SING N N 27 NIH C17 C18 SING Y N 28 NIH C17 H17 SING N N 29 NIH C18 C19 DOUB Y N 30 NIH C18 C20 SING N N 31 NIH C19 H19 SING N N 32 NIH C20 F21 SING N N 33 NIH C20 F22 SING N N 34 NIH C20 F23 SING N N 35 NIH C24 F25 SING N N 36 NIH C24 F26 SING N N 37 NIH C24 F27 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 NIH SMILES ACDLabs 10.04 "FC(F)(F)c1cc(cc(c1)C(F)(F)F)CNC2=NC=C(C(=O)N2)C(=O)NO" NIH SMILES_CANONICAL CACTVS 3.341 "ONC(=O)C1=CN=C(NCc2cc(cc(c2)C(F)(F)F)C(F)(F)F)NC1=O" NIH SMILES CACTVS 3.341 "ONC(=O)C1=CN=C(NCc2cc(cc(c2)C(F)(F)F)C(F)(F)F)NC1=O" NIH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1c(cc(cc1C(F)(F)F)C(F)(F)F)CNC2=NC=C(C(=O)N2)C(=O)NO" NIH SMILES "OpenEye OEToolkits" 1.5.0 "c1c(cc(cc1C(F)(F)F)C(F)(F)F)CNC2=NC=C(C(=O)N2)C(=O)NO" NIH InChI InChI 1.03 "InChI=1S/C14H10F6N4O3/c15-13(16,17)7-1-6(2-8(3-7)14(18,19)20)4-21-12-22-5-9(10(25)23-12)11(26)24-27/h1-3,5,27H,4H2,(H,24,26)(H2,21,22,23,25)" NIH InChIKey InChI 1.03 FNNKXGWDBVPDKY-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 NIH "SYSTEMATIC NAME" ACDLabs 10.04 "2-{[3,5-bis(trifluoromethyl)benzyl]amino}-N-hydroxy-6-oxo-1,6-dihydropyrimidine-5-carboxamide" NIH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[[3,5-bis(trifluoromethyl)phenyl]methylamino]-N-hydroxy-4-oxo-3H-pyrimidine-5-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 NIH "Create component" 2005-10-17 EBI NIH "Modify descriptor" 2011-06-04 RCSB NIH "Initial release" 2013-11-13 RCSB NIH "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id NIH _pdbx_chem_comp_synonyms.name AZ12194344 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##