data_32K # _chem_comp.id 32K _chem_comp.name "2-(3-chlorophenoxy)-3-methoxy-4-{[(3S)-3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)piperidin-1-yl]methyl}benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H26 Cl N3 O6" _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 499.943 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 32K _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 4QG7 _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 32K C1 C1 C 0 1 N N N 12.583 -3.146 0.945 7.008 -2.769 1.882 C1 32K 1 32K C2 C2 C 0 1 N N N 11.998 -1.776 0.843 6.534 -1.701 0.930 C2 32K 2 32K C3 C3 C 0 1 N N N 11.545 -1.062 1.889 5.391 -1.024 1.175 C3 32K 3 32K N4 N4 N 0 1 N N N 10.987 0.196 1.783 4.976 -0.058 0.300 N4 32K 4 32K C5 C5 C 0 1 N N N 10.906 0.845 0.571 5.694 0.223 -0.803 C5 32K 5 32K O6 O6 O 0 1 N N N 10.483 1.988 0.440 5.306 1.086 -1.567 O6 32K 6 32K N7 N7 N 0 1 N N N 11.350 0.107 -0.508 6.836 -0.436 -1.071 N7 32K 7 32K C8 C8 C 0 1 N N N 11.894 -1.158 -0.495 7.283 -1.391 -0.231 C8 32K 8 32K O9 O9 O 0 1 N N N 12.277 -1.740 -1.511 8.316 -1.988 -0.473 O9 32K 9 32K C10 C10 C 0 1 N N S 10.435 0.874 2.941 3.736 0.677 0.566 C10 32K 10 32K C11 C11 C 0 1 N N N 9.578 -0.017 3.839 4.044 2.172 0.688 C11 32K 11 32K C12 C12 C 0 1 N N N 9.006 0.787 4.994 2.737 2.938 0.905 C12 32K 12 32K C13 C13 C 0 1 N N N 10.160 1.397 5.779 1.784 2.652 -0.257 C13 32K 13 32K N14 N14 N 0 1 N N N 10.932 2.280 4.852 1.520 1.209 -0.331 N14 32K 14 32K C15 C15 C 0 1 N N N 11.537 1.537 3.715 2.754 0.456 -0.587 C15 32K 15 32K C16 C16 C 0 1 N N N 11.924 3.213 5.459 0.501 0.912 -1.347 C16 32K 16 32K C17 C17 C 0 1 Y N N 13.139 2.540 6.031 -0.860 1.282 -0.818 C17 32K 17 32K C18 C18 C 0 1 Y N N 13.084 2.140 7.353 -1.494 2.422 -1.284 C18 32K 18 32K C19 C19 C 0 1 Y N N 14.156 1.502 7.927 -2.739 2.771 -0.807 C19 32K 19 32K C20 C20 C 0 1 Y N N 15.309 1.272 7.202 -3.369 1.973 0.152 C20 32K 20 32K C21 C21 C 0 1 Y N N 15.385 1.694 5.883 -2.728 0.819 0.624 C21 32K 21 32K C22 C22 C 0 1 Y N N 14.304 2.337 5.297 -1.473 0.478 0.128 C22 32K 22 32K O23 O23 O 0 1 N N N 14.386 2.770 3.968 -0.844 -0.640 0.581 O23 32K 23 32K C24 C24 C 0 1 N N N 15.084 4.031 3.947 -1.006 -1.832 -0.191 C24 32K 24 32K O25 O25 O 0 1 N N N 16.559 1.520 5.167 -3.330 0.037 1.555 O25 32K 25 32K C26 C26 C 0 1 Y N N 16.654 0.467 4.276 -4.127 -0.974 1.120 C26 32K 26 32K C27 C27 C 0 1 Y N N 15.877 -0.679 4.348 -4.764 -1.800 2.036 C27 32K 27 32K C28 C28 C 0 1 Y N N 16.058 -1.699 3.427 -5.574 -2.826 1.592 C28 32K 28 32K C29 C29 C 0 1 Y N N 17.009 -1.553 2.436 -5.753 -3.032 0.237 C29 32K 29 32K C30 C30 C 0 1 Y N N 17.783 -0.409 2.383 -5.119 -2.210 -0.679 C30 32K 30 32K C31 C31 C 0 1 Y N N 17.622 0.606 3.304 -4.312 -1.177 -0.239 C31 32K 31 32K CL CL CL 0 0 N N N 18.966 -0.198 1.147 -5.344 -2.471 -2.380 CL 32K 32 32K C33 C33 C 0 1 N N N 16.425 0.590 7.869 -4.700 2.343 0.665 C33 32K 33 32K O34 O34 O 0 1 N N N 16.893 1.127 8.904 -5.313 3.453 0.210 O34 32K 34 32K O35 O35 O 0 1 N N N 16.828 -0.482 7.364 -5.245 1.646 1.499 O35 32K 35 32K H1 H1 H 0 1 N N N 12.591 -3.464 1.998 6.591 -3.731 1.586 H1 32K 36 32K H2 H2 H 0 1 N N N 11.976 -3.848 0.355 8.096 -2.820 1.857 H2 32K 37 32K H3 H3 H 0 1 N N N 13.612 -3.135 0.557 6.679 -2.526 2.893 H3 32K 38 32K H4 H4 H 0 1 N N N 11.623 -1.500 2.873 4.809 -1.244 2.057 H4 32K 39 32K H5 H5 H 0 1 N N N 11.267 0.542 -1.404 7.344 -0.218 -1.868 H5 32K 40 32K H6 H6 H 0 1 N N N 9.777 1.675 2.573 3.293 0.319 1.495 H6 32K 41 32K H7 H7 H 0 1 N N N 8.752 -0.440 3.248 4.710 2.339 1.535 H7 32K 42 32K H8 H8 H 0 1 N N N 10.199 -0.833 4.238 4.523 2.521 -0.227 H8 32K 43 32K H9 H9 H 0 1 N N N 8.359 1.587 4.604 2.278 2.617 1.840 H9 32K 44 32K H10 H10 H 0 1 N N N 8.419 0.127 5.650 2.945 4.007 0.950 H10 32K 45 32K H11 H11 H 0 1 N N N 10.812 0.600 6.165 0.846 3.185 -0.098 H11 32K 46 32K H12 H12 H 0 1 N N N 9.768 1.989 6.619 2.238 2.986 -1.190 H12 32K 47 32K H14 H14 H 0 1 N N N 12.233 0.775 4.097 3.204 0.801 -1.518 H14 32K 48 32K H15 H15 H 0 1 N N N 12.081 2.236 3.062 2.521 -0.606 -0.668 H15 32K 49 32K H16 H16 H 0 1 N N N 12.255 3.917 4.681 0.709 1.488 -2.249 H16 32K 50 32K H17 H17 H 0 1 N N N 11.425 3.767 6.267 0.523 -0.152 -1.583 H17 32K 51 32K H18 H18 H 0 1 N N N 12.195 2.330 7.936 -1.010 3.041 -2.025 H18 32K 52 32K H19 H19 H 0 1 N N N 14.097 1.177 8.955 -3.227 3.661 -1.174 H19 32K 53 32K H20 H20 H 0 1 N N N 15.160 4.391 2.910 -2.047 -2.153 -0.149 H20 32K 54 32K H21 H21 H 0 1 N N N 14.531 4.766 4.551 -0.728 -1.635 -1.226 H21 32K 55 32K H22 H22 H 0 1 N N N 16.093 3.898 4.364 -0.367 -2.616 0.214 H22 32K 56 32K H23 H23 H 0 1 N N N 15.130 -0.777 5.122 -4.624 -1.640 3.095 H23 32K 57 32K H24 H24 H 0 1 N N N 15.462 -2.598 3.484 -6.069 -3.469 2.305 H24 32K 58 32K H25 H25 H 0 1 N N N 17.148 -2.333 1.702 -6.387 -3.835 -0.108 H25 32K 59 32K H26 H26 H 0 1 N N N 18.241 1.490 3.264 -3.817 -0.536 -0.954 H26 32K 60 32K H27 H27 H 0 1 N N N 17.601 0.594 9.245 -6.185 3.654 0.576 H27 32K 61 # 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 32K O9 C8 DOUB N N 1 32K N7 C8 SING N N 2 32K N7 C5 SING N N 3 32K C8 C2 SING N N 4 32K O6 C5 DOUB N N 5 32K C5 N4 SING N N 6 32K C2 C1 SING N N 7 32K C2 C3 DOUB N N 8 32K CL C30 SING N N 9 32K N4 C3 SING N N 10 32K N4 C10 SING N N 11 32K C30 C29 DOUB Y N 12 32K C30 C31 SING Y N 13 32K C29 C28 SING Y N 14 32K C10 C15 SING N N 15 32K C10 C11 SING N N 16 32K C31 C26 DOUB Y N 17 32K C28 C27 DOUB Y N 18 32K C15 N14 SING N N 19 32K C11 C12 SING N N 20 32K C24 O23 SING N N 21 32K O23 C22 SING N N 22 32K C26 C27 SING Y N 23 32K C26 O25 SING N N 24 32K N14 C16 SING N N 25 32K N14 C13 SING N N 26 32K C12 C13 SING N N 27 32K O25 C21 SING N N 28 32K C22 C21 DOUB Y N 29 32K C22 C17 SING Y N 30 32K C16 C17 SING N N 31 32K C21 C20 SING Y N 32 32K C17 C18 DOUB Y N 33 32K C20 C33 SING N N 34 32K C20 C19 DOUB Y N 35 32K C18 C19 SING Y N 36 32K O35 C33 DOUB N N 37 32K C33 O34 SING N N 38 32K C1 H1 SING N N 39 32K C1 H2 SING N N 40 32K C1 H3 SING N N 41 32K C3 H4 SING N N 42 32K N7 H5 SING N N 43 32K C10 H6 SING N N 44 32K C11 H7 SING N N 45 32K C11 H8 SING N N 46 32K C12 H9 SING N N 47 32K C12 H10 SING N N 48 32K C13 H11 SING N N 49 32K C13 H12 SING N N 50 32K C15 H14 SING N N 51 32K C15 H15 SING N N 52 32K C16 H16 SING N N 53 32K C16 H17 SING N N 54 32K C18 H18 SING N N 55 32K C19 H19 SING N N 56 32K C24 H20 SING N N 57 32K C24 H21 SING N N 58 32K C24 H22 SING N N 59 32K C27 H23 SING N N 60 32K C28 H24 SING N N 61 32K C29 H25 SING N N 62 32K C31 H26 SING N N 63 32K O34 H27 SING N N 64 # 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 32K SMILES ACDLabs 12.01 "O=C(O)c2ccc(c(OC)c2Oc1cccc(Cl)c1)CN4CCCC(N3C=C(C(=O)NC3=O)C)C4" 32K InChI InChI 1.03 "InChI=1S/C25H26ClN3O6/c1-15-12-29(25(33)27-23(15)30)18-6-4-10-28(14-18)13-16-8-9-20(24(31)32)22(21(16)34-2)35-19-7-3-5-17(26)11-19/h3,5,7-9,11-12,18H,4,6,10,13-14H2,1-2H3,(H,31,32)(H,27,30,33)/t18-/m0/s1" 32K InChIKey InChI 1.03 ZKCQEFJHWRKVMG-SFHVURJKSA-N 32K SMILES_CANONICAL CACTVS 3.385 "COc1c(CN2CCC[C@@H](C2)N3C=C(C)C(=O)NC3=O)ccc(C(O)=O)c1Oc4cccc(Cl)c4" 32K SMILES CACTVS 3.385 "COc1c(CN2CCC[CH](C2)N3C=C(C)C(=O)NC3=O)ccc(C(O)=O)c1Oc4cccc(Cl)c4" 32K SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1=CN(C(=O)NC1=O)[C@H]2CCCN(C2)Cc3ccc(c(c3OC)Oc4cccc(c4)Cl)C(=O)O" 32K SMILES "OpenEye OEToolkits" 1.7.6 "CC1=CN(C(=O)NC1=O)C2CCCN(C2)Cc3ccc(c(c3OC)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 32K "SYSTEMATIC NAME" ACDLabs 12.01 "2-(3-chlorophenoxy)-3-methoxy-4-{[(3S)-3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)piperidin-1-yl]methyl}benzoic acid" 32K "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-(3-chloranylphenoxy)-3-methoxy-4-[[(3S)-3-[5-methyl-2,4-bis(oxidanylidene)pyrimidin-1-yl]piperidin-1-yl]methyl]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 32K "Create component" 2014-05-23 RCSB 32K "Initial release" 2014-06-11 RCSB #