data_32E # _chem_comp.id 32E _chem_comp.name "2-(3-chlorophenoxy)-3-fluoro-4-{(1S)-3-methyl-1-[(3S)-3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)piperidin-1-yl]butyl}benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H31 Cl F N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-05-23 _chem_comp.pdbx_modified_date 2014-06-06 _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 544.014 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 32E _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 4QGH _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 32E C31 C31 C 0 1 Y N N 15.988 -2.065 3.170 -0.317 -4.789 -1.170 C31 32E 1 32E C23 C23 C 0 1 Y N N 14.453 0.913 8.121 3.980 0.057 0.612 C23 32E 2 32E C22 C22 C 0 1 Y N N 13.440 1.680 7.564 3.318 1.257 0.471 C22 32E 3 32E C30 C30 C 0 1 Y N N 15.924 -1.155 4.212 0.625 -3.968 -1.759 C30 32E 4 32E C32 C32 C 0 1 Y N N 16.930 -1.883 2.168 -0.801 -4.496 0.091 C32 32E 5 32E C34 C34 C 0 1 Y N N 17.705 0.135 3.265 0.608 -2.560 0.187 C34 32E 6 32E C24 C24 C 0 1 Y N N 15.581 0.634 7.374 3.550 -1.065 -0.104 C24 32E 7 32E C21 C21 C 0 1 Y N N 13.518 2.153 6.254 2.224 1.358 -0.373 C21 32E 8 32E C29 C29 C 0 1 Y N N 16.782 -0.075 4.268 1.091 -2.850 -1.081 C29 32E 9 32E C25 C25 C 0 1 Y N N 15.662 1.074 6.064 2.443 -0.960 -0.957 C25 32E 10 32E C26 C26 C 0 1 Y N N 14.648 1.839 5.522 1.785 0.257 -1.083 C26 32E 11 32E C33 C33 C 0 1 Y N N 17.752 -0.773 2.223 -0.343 -3.379 0.767 C33 32E 12 32E C3 C3 C 0 1 N N N 11.453 -1.125 2.147 -4.228 1.659 -0.160 C3 32E 13 32E C2 C2 C 0 1 N N N 11.838 -1.875 1.097 -5.207 0.849 -0.616 C2 32E 14 32E C8 C8 C 0 1 N N N 11.621 -1.291 -0.249 -4.980 -0.548 -0.659 C8 32E 15 32E C5 C5 C 0 1 N N N 10.732 0.763 0.825 -2.836 -0.209 0.205 C5 32E 16 32E C36 C36 C 0 1 N N N 16.670 -0.178 7.952 4.258 -2.350 0.038 C36 32E 17 32E C12 C12 C 0 1 N N N 9.276 0.889 5.436 -0.481 2.509 2.674 C12 32E 18 32E C11 C11 C 0 1 N N N 9.651 0.057 4.215 -1.632 1.626 2.185 C11 32E 19 32E C13 C13 C 0 1 N N N 10.561 1.419 6.045 0.722 2.331 1.745 C13 32E 20 32E C15 C15 C 0 1 N N N 11.700 1.490 3.919 -0.728 1.837 -0.133 C15 32E 21 32E C10 C10 C 0 1 N N S 10.482 0.888 3.229 -1.974 2.000 0.740 C10 32E 22 32E C1 C1 C 0 1 N N N 12.442 -3.243 1.232 -6.523 1.423 -1.072 C1 32E 23 32E C19 C19 C 0 1 N N N 13.767 5.785 5.612 2.652 6.290 0.149 C19 32E 24 32E C20 C20 C 0 1 N N N 12.524 6.293 7.695 1.475 5.359 -1.849 C20 32E 25 32E C17 C17 C 0 1 N N N 12.017 4.173 6.515 2.461 3.816 -0.148 C17 32E 26 32E C16 C16 C 0 1 N N S 12.447 3.018 5.596 1.509 2.677 -0.518 C16 32E 27 32E C18 C18 C 0 1 N N N 13.107 5.184 6.839 1.756 5.158 -0.358 C18 32E 28 32E N7 N7 N 0 1 N N N 11.088 -0.004 -0.268 -3.795 -1.039 -0.245 N7 32E 29 32E N4 N4 N 0 1 N N N 10.891 0.136 2.044 -3.037 1.121 0.246 N4 32E 30 32E N14 N14 N 0 1 N N N 11.267 2.282 5.074 0.344 2.703 0.375 N14 32E 31 32E O9 O9 O 0 1 N N N 11.899 -1.899 -1.282 -5.848 -1.299 -1.066 O9 32E 32 32E O6 O6 O 0 1 N N N 10.333 1.920 0.707 -1.770 -0.666 0.570 O6 32E 33 32E O37 O37 O 0 1 N N N 17.164 -1.154 7.410 3.882 -3.322 -0.586 O37 32E 34 32E O38 O38 O 0 1 N N N 17.036 0.317 9.162 5.322 -2.446 0.859 O38 32E 35 32E O28 O28 O 0 1 N N N 16.790 0.866 5.303 2.018 -2.041 -1.657 O28 32E 36 32E F27 F27 F 0 1 N N N 14.802 2.275 4.248 0.717 0.364 -1.904 F27 32E 37 32E CL CL CL 0 0 N N N 18.899 -0.494 0.979 -0.953 -3.013 2.351 CL 32E 38 32E H1 H1 H 0 1 N N N 15.312 -2.907 3.138 -0.679 -5.659 -1.698 H1 32E 39 32E H2 H2 H 0 1 N N N 14.361 0.537 9.129 4.832 -0.017 1.271 H2 32E 40 32E H3 H3 H 0 1 N N N 12.570 1.917 8.159 3.654 2.124 1.021 H3 32E 41 32E H4 H4 H 0 1 N N N 15.191 -1.292 4.993 1.000 -4.196 -2.746 H4 32E 42 32E H5 H5 H 0 1 N N N 17.019 -2.595 1.361 -1.538 -5.139 0.549 H5 32E 43 32E H6 H6 H 0 1 N N N 18.372 0.984 3.293 0.969 -1.691 0.717 H6 32E 44 32E H7 H7 H 0 1 N N N 11.592 -1.535 3.136 -4.382 2.727 -0.120 H7 32E 45 32E H8 H8 H 0 1 N N N 8.631 1.727 5.134 -0.794 3.553 2.667 H8 32E 46 32E H9 H9 H 0 1 N N N 8.745 0.262 6.168 -0.204 2.219 3.687 H9 32E 47 32E H10 H10 H 0 1 N N N 8.733 -0.285 3.715 -1.332 0.579 2.229 H10 32E 48 32E H11 H11 H 0 1 N N N 10.239 -0.815 4.538 -2.505 1.781 2.819 H11 32E 49 32E H12 H12 H 0 1 N N N 11.209 0.574 6.319 1.539 2.969 2.082 H12 32E 50 32E H13 H13 H 0 1 N N N 10.322 2.004 6.945 1.044 1.290 1.763 H13 32E 51 32E H14 H14 H 0 1 N N N 12.366 0.682 4.257 -0.400 0.798 -0.106 H14 32E 52 32E H15 H15 H 0 1 N N N 12.239 2.138 3.212 -0.965 2.117 -1.159 H15 32E 53 32E H16 H16 H 0 1 N N N 9.849 1.725 2.898 -2.312 3.036 0.703 H16 32E 54 32E H17 H17 H 0 1 N N N 12.524 -3.504 2.297 -6.470 1.652 -2.137 H17 32E 55 32E H18 H18 H 0 1 N N N 11.802 -3.978 0.723 -7.317 0.698 -0.896 H18 32E 56 32E H19 H19 H 0 1 N N N 13.442 -3.249 0.775 -6.734 2.336 -0.515 H19 32E 57 32E H20 H20 H 0 1 N N N 14.540 6.502 5.925 2.116 7.236 0.081 H20 32E 58 32E H21 H21 H 0 1 N N N 14.230 4.985 5.016 2.924 6.101 1.187 H21 32E 59 32E H22 H22 H 0 1 N N N 13.010 6.303 5.005 3.555 6.339 -0.460 H22 32E 60 32E H23 H23 H 0 1 N N N 12.046 5.857 8.585 2.415 5.352 -2.400 H23 32E 61 32E H24 H24 H 0 1 N N N 13.328 6.975 8.008 0.836 4.553 -2.210 H24 32E 62 32E H25 H25 H 0 1 N N N 11.776 6.851 7.113 0.973 6.315 -1.998 H25 32E 63 32E H26 H26 H 0 1 N N N 11.191 4.709 6.024 2.755 3.720 0.897 H26 32E 64 32E H27 H27 H 0 1 N N N 11.662 3.740 7.462 3.348 3.769 -0.781 H27 32E 65 32E H28 H28 H 0 1 N N N 12.930 3.489 4.727 1.179 2.800 -1.550 H28 32E 66 32E H29 H29 H 0 1 N N N 13.883 4.671 7.427 0.816 5.164 0.193 H29 32E 67 32E H30 H30 H 0 1 N N N 10.948 0.409 -1.168 -3.632 -1.995 -0.272 H30 32E 68 32E H32 H32 H 0 1 N N N 17.737 -0.213 9.523 5.754 -3.309 0.919 H32 32E 69 # 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 32E O9 C8 DOUB N N 1 32E N7 C8 SING N N 2 32E N7 C5 SING N N 3 32E C8 C2 SING N N 4 32E O6 C5 DOUB N N 5 32E C5 N4 SING N N 6 32E CL C33 SING N N 7 32E C2 C1 SING N N 8 32E C2 C3 DOUB N N 9 32E N4 C3 SING N N 10 32E N4 C10 SING N N 11 32E C32 C33 DOUB Y N 12 32E C32 C31 SING Y N 13 32E C33 C34 SING Y N 14 32E C31 C30 DOUB Y N 15 32E C10 C15 SING N N 16 32E C10 C11 SING N N 17 32E C34 C29 DOUB Y N 18 32E C15 N14 SING N N 19 32E C30 C29 SING Y N 20 32E C11 C12 SING N N 21 32E F27 C26 SING N N 22 32E C29 O28 SING N N 23 32E N14 C16 SING N N 24 32E N14 C13 SING N N 25 32E O28 C25 SING N N 26 32E C12 C13 SING N N 27 32E C26 C25 DOUB Y N 28 32E C26 C21 SING Y N 29 32E C16 C21 SING N N 30 32E C16 C17 SING N N 31 32E C19 C18 SING N N 32 32E C25 C24 SING Y N 33 32E C21 C22 DOUB Y N 34 32E C17 C18 SING N N 35 32E C18 C20 SING N N 36 32E C24 C36 SING N N 37 32E C24 C23 DOUB Y N 38 32E O37 C36 DOUB N N 39 32E C22 C23 SING Y N 40 32E C36 O38 SING N N 41 32E C31 H1 SING N N 42 32E C23 H2 SING N N 43 32E C22 H3 SING N N 44 32E C30 H4 SING N N 45 32E C32 H5 SING N N 46 32E C34 H6 SING N N 47 32E C3 H7 SING N N 48 32E C12 H8 SING N N 49 32E C12 H9 SING N N 50 32E C11 H10 SING N N 51 32E C11 H11 SING N N 52 32E C13 H12 SING N N 53 32E C13 H13 SING N N 54 32E C15 H14 SING N N 55 32E C15 H15 SING N N 56 32E C10 H16 SING N N 57 32E C1 H17 SING N N 58 32E C1 H18 SING N N 59 32E C1 H19 SING N N 60 32E C19 H20 SING N N 61 32E C19 H21 SING N N 62 32E C19 H22 SING N N 63 32E C20 H23 SING N N 64 32E C20 H24 SING N N 65 32E C20 H25 SING N N 66 32E C17 H26 SING N N 67 32E C17 H27 SING N N 68 32E C16 H28 SING N N 69 32E C18 H29 SING N N 70 32E N7 H30 SING N N 71 32E O38 H32 SING N N 72 # 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 32E SMILES ACDLabs 12.01 "O=C(O)c2ccc(c(F)c2Oc1cccc(Cl)c1)C(N4CCCC(N3C=C(C(=O)NC3=O)C)C4)CC(C)C" 32E InChI InChI 1.03 "InChI=1S/C28H31ClFN3O5/c1-16(2)12-23(32-11-5-7-19(15-32)33-14-17(3)26(34)31-28(33)37)21-9-10-22(27(35)36)25(24(21)30)38-20-8-4-6-18(29)13-20/h4,6,8-10,13-14,16,19,23H,5,7,11-12,15H2,1-3H3,(H,35,36)(H,31,34,37)/t19-,23-/m0/s1" 32E InChIKey InChI 1.03 IYCZAWHAUDFBFO-CVDCTZTESA-N 32E SMILES_CANONICAL CACTVS 3.385 "CC(C)C[C@H](N1CCC[C@@H](C1)N2C=C(C)C(=O)NC2=O)c3ccc(C(O)=O)c(Oc4cccc(Cl)c4)c3F" 32E SMILES CACTVS 3.385 "CC(C)C[CH](N1CCC[CH](C1)N2C=C(C)C(=O)NC2=O)c3ccc(C(O)=O)c(Oc4cccc(Cl)c4)c3F" 32E SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1=CN(C(=O)NC1=O)[C@H]2CCCN(C2)[C@@H](CC(C)C)c3ccc(c(c3F)Oc4cccc(c4)Cl)C(=O)O" 32E SMILES "OpenEye OEToolkits" 1.7.6 "CC1=CN(C(=O)NC1=O)C2CCCN(C2)C(CC(C)C)c3ccc(c(c3F)Oc4cccc(c4)Cl)C(=O)O" # 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 32E "SYSTEMATIC NAME" ACDLabs 12.01 "2-(3-chlorophenoxy)-3-fluoro-4-{(1S)-3-methyl-1-[(3S)-3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)piperidin-1-yl]butyl}benzoic acid" 32E "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-(3-chloranylphenoxy)-3-fluoranyl-4-[(1S)-3-methyl-1-[(3S)-3-[5-methyl-2,4-bis(oxidanylidene)pyrimidin-1-yl]piperidin-1-yl]butyl]benzoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 32E "Create component" 2014-05-23 RCSB 32E "Initial release" 2014-06-11 RCSB #