data_29A # _chem_comp.id 29A _chem_comp.name "3-{5-chloro-4-[(2,4-difluorobenzyl)oxy]-6-oxopyrimidin-1(6H)-yl}-N-(2-hydroxyethyl)-4-methylbenzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H18 Cl F2 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-04-27 _chem_comp.pdbx_modified_date 2011-06-10 _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 449.835 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 29A _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 3ROC _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 29A C1 C1 C 0 1 Y N N 36.887 36.787 18.131 5.252 0.697 -0.036 C1 29A 1 29A C2 C2 C 0 1 Y N N 38.220 37.192 17.986 6.150 1.676 -0.426 C2 29A 2 29A C3 C3 C 0 1 Y N N 38.751 37.407 16.726 7.491 1.551 -0.110 C3 29A 3 29A C4 C4 C 0 1 Y N N 37.956 37.211 15.604 7.934 0.445 0.597 C4 29A 4 29A C5 C5 C 0 1 Y N N 36.631 36.787 15.740 7.035 -0.533 0.986 C5 29A 5 29A C6 C6 C 0 1 Y N N 36.101 36.578 17.002 5.694 -0.403 0.674 C6 29A 6 29A C7 C7 C 0 1 N N N 36.281 36.605 19.505 3.791 0.834 -0.380 C7 29A 7 29A O8 O8 O 0 1 N N N 35.781 37.951 19.907 3.075 -0.294 0.127 O8 29A 8 29A C9 C9 C 0 1 N N N 35.437 38.235 21.197 1.740 -0.326 -0.099 C9 29A 9 29A C10 C10 C 0 1 N N N 35.197 39.550 21.566 0.983 -1.386 0.363 C10 29A 10 29A C11 C11 C 0 1 N N N 34.812 39.848 23.007 -0.397 -1.385 0.110 C11 29A 11 29A N12 N12 N 0 1 N N N 34.728 38.753 23.845 -0.930 -0.350 -0.573 N12 29A 12 29A C13 C13 C 0 1 N N N 35.024 37.393 23.271 -0.138 0.663 -1.001 C13 29A 13 29A N14 N14 N 0 1 N N N 35.347 37.242 22.029 1.146 0.673 -0.766 N14 29A 14 29A C15 C15 C 0 1 Y N N 34.365 38.834 25.237 -2.305 -0.322 -0.840 C15 29A 15 29A C16 C16 C 0 1 Y N N 33.106 38.373 25.709 -2.798 -0.893 -2.007 C16 29A 16 29A C17 C17 C 0 1 Y N N 32.808 38.462 27.065 -4.154 -0.869 -2.275 C17 29A 17 29A C18 C18 C 0 1 Y N N 33.731 39.016 27.940 -5.027 -0.278 -1.385 C18 29A 18 29A C19 C19 C 0 1 Y N N 34.986 39.488 27.490 -4.542 0.299 -0.210 C19 29A 19 29A C20 C20 C 0 1 Y N N 35.277 39.384 26.135 -3.175 0.270 0.063 C20 29A 20 29A F21 F21 F 0 1 N N N 38.978 37.392 19.081 5.716 2.754 -1.116 F21 29A 21 29A F22 F22 F 0 1 N N N 38.447 37.437 14.382 9.243 0.321 0.906 F22 29A 22 29A CL23 CL23 CL 0 0 N N N 35.318 40.844 20.440 1.724 -2.691 1.235 CL23 29A 23 29A O24 O24 O 0 1 N N N 34.591 41.035 23.356 -1.102 -2.302 0.500 O24 29A 24 29A C25 C25 C 0 1 N N N 31.947 37.938 24.798 -1.851 -1.541 -2.984 C25 29A 25 29A C26 C26 C 0 1 N N N 35.945 40.084 28.496 -5.476 0.933 0.745 C26 29A 26 29A O27 O27 O 0 1 N N N 36.881 40.791 28.107 -5.051 1.435 1.768 O27 29A 27 29A N28 N28 N 0 1 N N N 35.740 39.854 29.812 -6.797 0.957 0.481 N28 29A 28 29A C29 C29 C 0 1 N N N 36.635 39.028 30.649 -7.722 1.586 1.427 C29 29A 29 29A C30 C30 C 0 1 N N N 36.068 37.610 30.845 -9.152 1.475 0.893 C30 29A 30 29A O31 O31 O 0 1 N N N 34.642 37.637 30.883 -9.537 0.101 0.845 O31 29A 31 29A HN28 HN28 H 0 0 N N N 34.938 40.266 30.244 -7.136 0.557 -0.335 HN28 29A 32 29A HO31 HO31 H 0 0 N N N 34.311 36.755 31.004 -10.435 -0.045 0.515 HO31 29A 33 29A H3 H3 H 0 1 N N N 39.777 37.725 16.616 8.192 2.314 -0.414 H3 29A 34 29A H5 H5 H 0 1 N N N 36.022 36.623 14.863 7.380 -1.395 1.537 H5 29A 35 29A H6 H6 H 0 1 N N N 35.077 36.253 17.110 4.993 -1.167 0.978 H6 29A 36 29A H7 H7 H 0 1 N N N 35.457 35.877 19.474 3.397 1.746 0.067 H7 29A 37 29A H7A H7A H 0 1 N N N 37.035 36.240 20.218 3.676 0.881 -1.463 H7A 29A 38 29A H13 H13 H 0 1 N N N 34.965 36.525 23.911 -0.580 1.484 -1.546 H13 29A 39 29A H17 H17 H 0 1 N N N 31.860 38.101 27.436 -4.531 -1.314 -3.184 H17 29A 40 29A H18 H18 H 0 1 N N N 33.486 39.089 28.989 -6.086 -0.260 -1.599 H18 29A 41 29A H20 H20 H 0 1 N N N 36.230 39.737 25.771 -2.794 0.711 0.972 H20 29A 42 29A H25 H25 H 0 1 N N N 31.980 36.848 24.657 -1.734 -2.596 -2.732 H25 29A 43 29A H25A H25A H 0 0 N N N 30.990 38.219 25.263 -2.252 -1.451 -3.993 H25A 29A 44 29A H25B H25B H 0 0 N N N 32.041 38.437 23.822 -0.881 -1.046 -2.932 H25B 29A 45 29A H29 H29 H 0 1 N N N 37.615 38.954 30.155 -7.655 1.081 2.391 H29 29A 46 29A H29A H29A H 0 0 N N N 36.743 39.507 31.633 -7.459 2.637 1.548 H29A 29A 47 29A H30 H30 H 0 1 N N N 36.393 36.974 30.008 -9.829 2.020 1.551 H30 29A 48 29A H30A H30A H 0 0 N N N 36.445 37.201 31.794 -9.199 1.901 -0.109 H30A 29A 49 # 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 29A C6 C1 DOUB Y N 1 29A C2 C1 SING Y N 2 29A C1 C7 SING N N 3 29A C3 C2 DOUB Y N 4 29A C2 F21 SING N N 5 29A C4 C3 SING Y N 6 29A C3 H3 SING N N 7 29A F22 C4 SING N N 8 29A C4 C5 DOUB Y N 9 29A C5 C6 SING Y N 10 29A C5 H5 SING N N 11 29A C6 H6 SING N N 12 29A C7 O8 SING N N 13 29A C7 H7 SING N N 14 29A C7 H7A SING N N 15 29A O8 C9 SING N N 16 29A C9 C10 DOUB N N 17 29A C9 N14 SING N N 18 29A CL23 C10 SING N N 19 29A C10 C11 SING N N 20 29A C11 O24 DOUB N N 21 29A C11 N12 SING N N 22 29A C13 N12 SING N N 23 29A N12 C15 SING N N 24 29A N14 C13 DOUB N N 25 29A C13 H13 SING N N 26 29A C15 C16 DOUB Y N 27 29A C15 C20 SING Y N 28 29A C25 C16 SING N N 29 29A C16 C17 SING Y N 30 29A C17 C18 DOUB Y N 31 29A C17 H17 SING N N 32 29A C19 C18 SING Y N 33 29A C18 H18 SING N N 34 29A C20 C19 DOUB Y N 35 29A C19 C26 SING N N 36 29A C20 H20 SING N N 37 29A C25 H25 SING N N 38 29A C25 H25A SING N N 39 29A C25 H25B SING N N 40 29A O27 C26 DOUB N N 41 29A C26 N28 SING N N 42 29A N28 HN28 SING N N 43 29A N28 C29 SING N N 44 29A C29 C30 SING N N 45 29A C29 H29 SING N N 46 29A C29 H29A SING N N 47 29A C30 O31 SING N N 48 29A C30 H30 SING N N 49 29A C30 H30A SING N N 50 29A HO31 O31 SING N N 51 # 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 29A SMILES ACDLabs 12.01 "Fc1ccc(c(F)c1)COC=3N=CN(c2c(ccc(C(=O)NCCO)c2)C)C(=O)C=3Cl" 29A SMILES_CANONICAL CACTVS 3.370 "Cc1ccc(cc1N2C=NC(=C(Cl)C2=O)OCc3ccc(F)cc3F)C(=O)NCCO" 29A SMILES CACTVS 3.370 "Cc1ccc(cc1N2C=NC(=C(Cl)C2=O)OCc3ccc(F)cc3F)C(=O)NCCO" 29A SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1ccc(cc1N2C=NC(=C(C2=O)Cl)OCc3ccc(cc3F)F)C(=O)NCCO" 29A SMILES "OpenEye OEToolkits" 1.7.2 "Cc1ccc(cc1N2C=NC(=C(C2=O)Cl)OCc3ccc(cc3F)F)C(=O)NCCO" 29A InChI InChI 1.03 "InChI=1S/C21H18ClF2N3O4/c1-12-2-3-13(19(29)25-6-7-28)8-17(12)27-11-26-20(18(22)21(27)30)31-10-14-4-5-15(23)9-16(14)24/h2-5,8-9,11,28H,6-7,10H2,1H3,(H,25,29)" 29A InChIKey InChI 1.03 XIPYKUQAZQIESI-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 29A "SYSTEMATIC NAME" ACDLabs 12.01 "3-{5-chloro-4-[(2,4-difluorobenzyl)oxy]-6-oxopyrimidin-1(6H)-yl}-N-(2-hydroxyethyl)-4-methylbenzamide" 29A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "3-[4-[[2,4-bis(fluoranyl)phenyl]methoxy]-5-chloranyl-6-oxidanylidene-pyrimidin-1-yl]-N-(2-hydroxyethyl)-4-methyl-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 29A "Create component" 2011-04-27 RCSB 29A "Modify aromatic_flag" 2011-06-04 RCSB 29A "Modify descriptor" 2011-06-04 RCSB #