data_WZV # _chem_comp.id WZV _chem_comp.name "5-(2,2,2-Trifluoro-ethoxy)-pyridine-2-carboxylic acid [3-((S)-2-amino-1,4-dimethyl-6-oxo-1,4,5,6-tetrahydro-pyrimidin-4-yl)-phenyl]-amide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H20 F3 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-01-23 _chem_comp.pdbx_modified_date 2014-09-05 _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 435.400 _chem_comp.one_letter_code ? _chem_comp.three_letter_code WZV _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 3ZKI _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 WZV F30 F30 F 0 1 N N N -26.760 -18.280 -13.067 -8.582 -0.763 -1.046 F30 WZV 1 WZV C28 C28 C 0 1 N N N -26.171 -17.296 -12.415 -7.903 -1.564 -0.122 C28 WZV 2 WZV F31 F31 F 0 1 N N N -26.857 -17.003 -11.329 -8.397 -1.315 1.163 F31 WZV 3 WZV F29 F29 F 0 1 N N N -26.109 -16.205 -13.168 -8.097 -2.912 -0.443 F29 WZV 4 WZV C27 C27 C 0 1 N N N -24.782 -17.778 -12.029 -6.409 -1.239 -0.166 C27 WZV 5 WZV O26 O26 O 0 1 N N N -24.838 -18.370 -10.724 -6.211 0.137 0.162 O26 WZV 6 WZV C18 C18 C 0 1 Y N N -23.737 -18.898 -10.089 -4.932 0.591 0.168 C18 WZV 7 WZV C23 C23 C 0 1 Y N N -23.932 -19.808 -9.051 -3.878 -0.267 -0.135 C23 WZV 8 WZV N22 N22 N 0 1 Y N N -22.868 -20.329 -8.419 -2.637 0.163 -0.131 N22 WZV 9 WZV C19 C19 C 0 1 Y N N -22.429 -18.535 -10.462 -4.659 1.922 0.472 C19 WZV 10 WZV C20 C20 C 0 1 Y N N -21.341 -19.090 -9.790 -3.341 2.342 0.467 C20 WZV 11 WZV C21 C21 C 0 1 Y N N -21.590 -19.996 -8.762 -2.337 1.424 0.159 C21 WZV 12 WZV C24 C24 C 0 1 N N N -20.434 -20.593 -8.019 -0.924 1.861 0.151 C24 WZV 13 WZV O25 O25 O 0 1 N N N -19.404 -19.947 -7.992 -0.642 3.013 0.415 O25 WZV 14 WZV N13 N13 N 0 1 N N N -20.591 -21.781 -7.416 0.052 0.981 -0.151 N13 WZV 15 WZV C7 C7 C 0 1 Y N N -19.646 -22.498 -6.646 1.375 1.416 -0.267 C7 WZV 16 WZV C12 C12 C 0 1 Y N N -20.118 -23.553 -5.875 2.419 0.579 0.105 C12 WZV 17 WZV C8 C8 C 0 1 Y N N -18.286 -22.191 -6.591 1.649 2.685 -0.761 C8 WZV 18 WZV C9 C9 C 0 1 Y N N -17.414 -22.939 -5.802 2.958 3.113 -0.875 C9 WZV 19 WZV C10 C10 C 0 1 Y N N -17.905 -23.996 -5.046 3.994 2.279 -0.499 C10 WZV 20 WZV C11 C11 C 0 1 Y N N -19.268 -24.307 -5.070 3.725 1.012 -0.012 C11 WZV 21 WZV C1 C1 C 0 1 N N S -19.801 -25.465 -4.273 4.858 0.104 0.391 C1 WZV 22 WZV C2 C2 C 0 1 N N N -19.209 -26.722 -4.880 6.091 0.421 -0.458 C2 WZV 23 WZV C3 C3 C 0 1 N N N -19.922 -27.055 -6.162 7.111 -0.675 -0.272 C3 WZV 24 WZV O16 O16 O 0 1 N N N -19.289 -27.610 -7.048 8.296 -0.423 -0.317 O16 WZV 25 WZV C14 C14 C 0 1 N N N -19.379 -25.292 -2.824 5.188 0.328 1.869 C14 WZV 26 WZV N6 N6 N 0 1 N N N -21.250 -25.569 -4.346 4.461 -1.288 0.188 N6 WZV 27 WZV C5 C5 C 0 1 N N N -21.855 -26.105 -5.319 5.341 -2.220 -0.016 C5 WZV 28 WZV N15 N15 N 0 1 N N N -23.103 -26.000 -5.355 4.919 -3.515 -0.197 N15 WZV 29 WZV N4 N4 N 0 1 N N N -21.226 -26.754 -6.312 6.690 -1.938 -0.055 N4 WZV 30 WZV C17 C17 C 0 1 N N N -21.930 -27.149 -7.541 7.668 -3.011 0.140 C17 WZV 31 WZV H271 H271 H 0 0 N N N -24.435 -18.525 -12.758 -5.880 -1.864 0.554 H271 WZV 32 WZV H272 H272 H 0 0 N N N -24.086 -16.926 -12.018 -6.024 -1.434 -1.167 H272 WZV 33 WZV H23 H23 H 0 1 N N N -24.932 -20.092 -8.757 -4.084 -1.300 -0.376 H23 WZV 34 WZV H19 H19 H 0 1 N N N -22.269 -17.830 -11.265 -5.457 2.611 0.706 H19 WZV 35 WZV H20 H20 H 0 1 N N N -20.330 -18.824 -10.060 -3.092 3.367 0.698 H20 WZV 36 WZV H13 H13 H 0 1 N N N -21.486 -22.213 -7.524 -0.165 0.045 -0.287 H13 WZV 37 WZV H12 H12 H 0 1 N N N -21.170 -23.794 -5.901 2.210 -0.410 0.485 H12 WZV 38 WZV H8 H8 H 0 1 N N N -17.904 -21.362 -7.168 0.840 3.337 -1.055 H8 WZV 39 WZV H9 H9 H 0 1 N N N -16.361 -22.698 -5.778 3.171 4.099 -1.259 H9 WZV 40 WZV H10 H10 H 0 1 N N N -17.231 -24.580 -4.437 5.016 2.615 -0.589 H10 WZV 41 WZV H21C H21C H 0 0 N N N -18.141 -26.559 -5.088 5.805 0.478 -1.508 H21C WZV 42 WZV H22C H22C H 0 0 N N N -19.321 -27.557 -4.172 6.516 1.373 -0.142 H22C WZV 43 WZV H141 H141 H 0 0 N N N -19.762 -26.133 -2.227 4.310 0.105 2.475 H141 WZV 44 WZV H142 H142 H 0 0 N N N -18.281 -25.269 -2.762 6.007 -0.329 2.161 H142 WZV 45 WZV H143 H143 H 0 0 N N N -19.788 -24.349 -2.433 5.481 1.366 2.023 H143 WZV 46 WZV H151 H151 H 0 0 N N N -23.584 -25.506 -4.631 3.972 -3.725 -0.172 H151 WZV 47 WZV H152 H152 H 0 0 N N N -23.618 -26.410 -6.108 5.568 -4.219 -0.350 H152 WZV 48 WZV H171 H171 H 0 0 N N N -22.979 -26.821 -7.485 7.903 -3.101 1.201 H171 WZV 49 WZV H172 H172 H 0 0 N N N -21.445 -26.678 -8.409 7.251 -3.952 -0.221 H172 WZV 50 WZV H173 H173 H 0 0 N N N -21.893 -28.243 -7.649 8.577 -2.780 -0.415 H173 WZV 51 # 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 WZV F30 C28 SING N N 1 WZV C28 F31 SING N N 2 WZV C28 F29 SING N N 3 WZV C28 C27 SING N N 4 WZV C27 O26 SING N N 5 WZV O26 C18 SING N N 6 WZV C18 C23 SING Y N 7 WZV C18 C19 DOUB Y N 8 WZV C23 N22 DOUB Y N 9 WZV N22 C21 SING Y N 10 WZV C19 C20 SING Y N 11 WZV C20 C21 DOUB Y N 12 WZV C21 C24 SING N N 13 WZV C24 O25 DOUB N N 14 WZV C24 N13 SING N N 15 WZV N13 C7 SING N N 16 WZV C7 C12 SING Y N 17 WZV C7 C8 DOUB Y N 18 WZV C12 C11 DOUB Y N 19 WZV C8 C9 SING Y N 20 WZV C9 C10 DOUB Y N 21 WZV C10 C11 SING Y N 22 WZV C11 C1 SING N N 23 WZV C1 C2 SING N N 24 WZV C1 C14 SING N N 25 WZV C1 N6 SING N N 26 WZV C2 C3 SING N N 27 WZV C3 O16 DOUB N N 28 WZV C3 N4 SING N N 29 WZV N6 C5 DOUB N N 30 WZV C5 N15 SING N N 31 WZV C5 N4 SING N N 32 WZV N4 C17 SING N N 33 WZV C27 H271 SING N N 34 WZV C27 H272 SING N N 35 WZV C23 H23 SING N N 36 WZV C19 H19 SING N N 37 WZV C20 H20 SING N N 38 WZV N13 H13 SING N N 39 WZV C12 H12 SING N N 40 WZV C8 H8 SING N N 41 WZV C9 H9 SING N N 42 WZV C10 H10 SING N N 43 WZV C2 H21C SING N N 44 WZV C2 H22C SING N N 45 WZV C14 H141 SING N N 46 WZV C14 H142 SING N N 47 WZV C14 H143 SING N N 48 WZV N15 H151 SING N N 49 WZV N15 H152 SING N N 50 WZV C17 H171 SING N N 51 WZV C17 H172 SING N N 52 WZV C17 H173 SING N N 53 # 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 WZV SMILES ACDLabs 12.01 "O=C3N(C(=NC(c2cccc(NC(=O)c1ncc(OCC(F)(F)F)cc1)c2)(C)C3)N)C" WZV InChI InChI 1.03 "InChI=1S/C20H20F3N5O3/c1-19(9-16(29)28(2)18(24)27-19)12-4-3-5-13(8-12)26-17(30)15-7-6-14(10-25-15)31-11-20(21,22)23/h3-8,10H,9,11H2,1-2H3,(H2,24,27)(H,26,30)/t19-/m0/s1" WZV InChIKey InChI 1.03 ZJFIBYCNZHIVEL-IBGZPJMESA-N WZV SMILES_CANONICAL CACTVS 3.385 "CN1C(=N[C@@](C)(CC1=O)c2cccc(NC(=O)c3ccc(OCC(F)(F)F)cn3)c2)N" WZV SMILES CACTVS 3.385 "CN1C(=N[C](C)(CC1=O)c2cccc(NC(=O)c3ccc(OCC(F)(F)F)cn3)c2)N" WZV SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@]1(CC(=O)N(C(=N1)N)C)c2cccc(c2)NC(=O)c3ccc(cn3)OCC(F)(F)F" WZV SMILES "OpenEye OEToolkits" 1.9.2 "CC1(CC(=O)N(C(=N1)N)C)c2cccc(c2)NC(=O)c3ccc(cn3)OCC(F)(F)F" # 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 WZV "SYSTEMATIC NAME" ACDLabs 12.01 "N-{3-[(4S)-2-amino-1,4-dimethyl-6-oxo-1,4,5,6-tetrahydropyrimidin-4-yl]phenyl}-5-(2,2,2-trifluoroethoxy)pyridine-2-carboxamide" WZV "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[3-[(4S)-2-azanyl-1,4-dimethyl-6-oxidanylidene-5H-pyrimidin-4-yl]phenyl]-5-[2,2,2-tris(fluoranyl)ethoxy]pyridine-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 WZV "Create component" 2013-01-23 EBI WZV "Other modification" 2013-03-06 EBI WZV "Initial release" 2013-05-29 RCSB WZV "Modify descriptor" 2014-09-05 RCSB #