data_32B # _chem_comp.id 32B _chem_comp.name "2-(3-chlorophenoxy)-3-methoxy-4-{(1R)-1-[(3S)-3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)piperidin-1-yl]propyl}benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H30 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 527.997 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 32B _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 4QGF _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 32B C1 C1 C 0 1 N N N 27.566 -1.300 34.490 1.659 2.089 1.848 C1 32B 1 32B C2 C2 C 0 1 N N N 26.642 -0.826 33.383 0.467 1.151 1.644 C2 32B 2 32B C3 C3 C 0 1 N N R 27.069 0.532 32.825 0.684 0.320 0.377 C3 32B 3 32B C4 C4 C 0 1 Y N N 27.031 1.716 33.770 -0.540 -0.517 0.110 C4 32B 4 32B C5 C5 C 0 1 Y N N 28.154 2.529 33.728 -0.529 -1.869 0.410 C5 32B 5 32B C6 C6 C 0 1 Y N N 28.274 3.642 34.533 -1.641 -2.645 0.170 C6 32B 6 32B C7 C7 C 0 1 Y N N 27.249 3.975 35.401 -2.791 -2.069 -0.378 C7 32B 7 32B C8 C8 C 0 1 Y N N 26.123 3.171 35.457 -2.803 -0.701 -0.680 C8 32B 8 32B C9 C9 C 0 1 Y N N 26.015 2.034 34.671 -1.673 0.070 -0.428 C9 32B 9 32B O10 O10 O 0 1 N N N 24.862 1.246 34.731 -1.678 1.400 -0.715 O10 32B 10 32B C11 C11 C 0 1 N N N 24.735 0.607 36.009 -1.254 1.783 -2.024 C11 32B 11 32B O12 O12 O 0 1 N N N 25.134 3.498 36.389 -3.913 -0.130 -1.213 O12 32B 12 32B C13 C13 C 0 1 Y N N 23.962 4.089 35.942 -4.841 0.379 -0.360 C13 32B 13 32B C14 C14 C 0 1 Y N N 23.853 4.784 34.749 -4.636 0.311 1.011 C14 32B 14 32B C15 C15 C 0 1 Y N N 22.630 5.349 34.414 -5.579 0.829 1.876 C15 32B 15 32B C16 C16 C 0 1 Y N N 21.540 5.228 35.258 -6.729 1.415 1.378 C16 32B 16 32B C17 C17 C 0 1 Y N N 21.668 4.508 36.436 -6.936 1.484 0.012 C17 32B 17 32B C18 C18 C 0 1 Y N N 22.870 3.925 36.768 -5.991 0.972 -0.859 C18 32B 18 32B CL CL CL 0 0 N N N 20.324 4.242 37.485 -8.380 2.220 -0.610 CL 32B 19 32B C20 C20 C 0 1 N N N 27.397 5.174 36.259 -3.984 -2.895 -0.636 C20 32B 20 32B O21 O21 O 0 1 N N N 28.480 5.251 36.892 -3.968 -4.211 -0.344 O21 32B 21 32B O22 O22 O 0 1 N N N 26.462 6.029 36.304 -4.981 -2.391 -1.112 O22 32B 22 32B N23 N23 N 0 1 N N N 26.342 0.742 31.532 1.847 -0.558 0.560 N23 32B 23 32B C24 C24 C 0 1 N N N 27.107 1.609 30.574 1.921 -1.053 1.941 C24 32B 24 32B C25 C25 C 0 1 N N N 26.447 1.521 29.210 3.054 -2.074 2.058 C25 32B 25 32B C26 C26 C 0 1 N N N 25.023 2.025 29.336 4.376 -1.410 1.663 C26 32B 26 32B C27 C27 C 0 1 N N S 24.242 1.197 30.361 4.257 -0.860 0.240 C27 32B 27 32B C28 C28 C 0 1 N N N 24.937 1.216 31.699 3.088 0.126 0.175 C28 32B 28 32B N29 N29 N 0 1 N N N 22.833 1.549 30.458 5.498 -0.172 -0.125 N29 32B 29 32B C30 C30 C 0 1 N N N 22.478 2.867 30.579 6.224 -0.608 -1.200 C30 32B 30 32B C31 C31 C 0 1 N N N 21.214 3.294 30.645 7.368 0.027 -1.536 C31 32B 31 32B C32 C32 C 0 1 N N N 20.145 2.274 30.545 7.793 1.135 -0.764 C32 32B 32 32B O33 O33 O 0 1 N N N 18.967 2.601 30.533 8.821 1.723 -1.048 O33 32B 33 32B N34 N34 N 0 1 N N N 20.562 0.960 30.451 7.049 1.533 0.288 N34 32B 34 32B C35 C35 C 0 1 N N N 21.885 0.537 30.443 5.910 0.886 0.597 C35 32B 35 32B O36 O36 O 0 1 N N N 22.162 -0.655 30.432 5.250 1.256 1.548 O36 32B 36 32B C37 C37 C 0 1 N N N 20.881 4.748 30.764 8.181 -0.439 -2.716 C37 32B 37 32B H1 H1 H 0 1 N N N 27.223 -2.277 34.861 1.431 2.797 2.645 H1 32B 38 32B H2 H2 H 0 1 N N N 28.589 -1.395 34.098 2.538 1.505 2.121 H2 32B 39 32B H3 H3 H 0 1 N N N 27.556 -0.571 35.314 1.856 2.633 0.925 H3 32B 40 32B H4 H4 H 0 1 N N N 25.621 -0.740 33.784 0.376 0.486 2.503 H4 32B 41 32B H5 H5 H 0 1 N N N 26.655 -1.565 32.568 -0.445 1.739 1.541 H5 32B 42 32B H6 H6 H 0 1 N N N 28.128 0.412 32.551 0.860 0.986 -0.468 H6 32B 43 32B H7 H7 H 0 1 N N N 28.955 2.284 33.047 0.358 -2.318 0.833 H7 32B 44 32B H8 H8 H 0 1 N N N 29.164 4.251 34.486 -1.626 -3.699 0.406 H8 32B 45 32B H9 H9 H 0 1 N N N 23.821 -0.004 36.025 -1.306 2.867 -2.121 H9 32B 46 32B H10 H10 H 0 1 N N N 25.609 -0.037 36.185 -0.227 1.453 -2.185 H10 32B 47 32B H11 H11 H 0 1 N N N 24.678 1.372 36.797 -1.904 1.320 -2.767 H11 32B 48 32B H12 H12 H 0 1 N N N 24.704 4.885 34.091 -3.739 -0.146 1.401 H12 32B 49 32B H13 H13 H 0 1 N N N 22.528 5.889 33.484 -5.420 0.776 2.943 H13 32B 50 32B H14 H14 H 0 1 N N N 20.598 5.690 35.001 -7.465 1.819 2.056 H14 32B 51 32B H15 H15 H 0 1 N N N 22.958 3.341 37.672 -6.151 1.030 -1.925 H15 32B 52 32B H16 H16 H 0 1 N N N 28.489 6.048 37.409 -4.774 -4.712 -0.531 H16 32B 53 32B H18 H18 H 0 1 N N N 28.147 1.258 30.506 2.112 -0.219 2.616 H18 32B 54 32B H19 H19 H 0 1 N N N 27.094 2.651 30.926 0.976 -1.527 2.207 H19 32B 55 32B H20 H20 H 0 1 N N N 26.443 0.476 28.866 3.119 -2.430 3.086 H20 32B 56 32B H21 H21 H 0 1 N N N 26.999 2.142 28.489 2.857 -2.915 1.393 H21 32B 57 32B H22 H22 H 0 1 N N N 25.040 3.076 29.659 4.593 -0.593 2.352 H22 32B 58 32B H23 H23 H 0 1 N N N 24.526 1.950 28.358 5.180 -2.145 1.704 H23 32B 59 32B H24 H24 H 0 1 N N N 24.286 0.157 30.006 4.079 -1.681 -0.454 H24 32B 60 32B H25 H25 H 0 1 N N N 24.940 2.242 32.097 2.992 0.509 -0.841 H25 32B 61 32B H26 H26 H 0 1 N N N 24.406 0.553 32.398 3.274 0.955 0.859 H26 32B 62 32B H27 H27 H 0 1 N N N 23.266 3.604 30.624 5.884 -1.455 -1.776 H27 32B 63 32B H28 H28 H 0 1 N N N 19.854 0.257 30.383 7.334 2.292 0.821 H28 32B 64 32B H29 H29 H 0 1 N N N 21.810 5.334 30.825 7.847 0.079 -3.615 H29 32B 65 32B H30 H30 H 0 1 N N N 20.305 5.066 29.882 9.234 -0.220 -2.540 H30 32B 66 32B H31 H31 H 0 1 N N N 20.282 4.914 31.672 8.050 -1.513 -2.846 H31 32B 67 # 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 32B C25 C26 SING N N 1 32B C25 C24 SING N N 2 32B C26 C27 SING N N 3 32B C27 N29 SING N N 4 32B C27 C28 SING N N 5 32B O36 C35 DOUB N N 6 32B C35 N34 SING N N 7 32B C35 N29 SING N N 8 32B N34 C32 SING N N 9 32B N29 C30 SING N N 10 32B O33 C32 DOUB N N 11 32B C32 C31 SING N N 12 32B C24 N23 SING N N 13 32B C30 C31 DOUB N N 14 32B C31 C37 SING N N 15 32B N23 C28 SING N N 16 32B N23 C3 SING N N 17 32B C3 C2 SING N N 18 32B C3 C4 SING N N 19 32B C2 C1 SING N N 20 32B C5 C4 DOUB Y N 21 32B C5 C6 SING Y N 22 32B C4 C9 SING Y N 23 32B C15 C14 DOUB Y N 24 32B C15 C16 SING Y N 25 32B C6 C7 DOUB Y N 26 32B C9 O10 SING N N 27 32B C9 C8 DOUB Y N 28 32B O10 C11 SING N N 29 32B C14 C13 SING Y N 30 32B C16 C17 DOUB Y N 31 32B C7 C8 SING Y N 32 32B C7 C20 SING N N 33 32B C8 O12 SING N N 34 32B C13 O12 SING N N 35 32B C13 C18 DOUB Y N 36 32B C20 O22 DOUB N N 37 32B C20 O21 SING N N 38 32B C17 C18 SING Y N 39 32B C17 CL SING N N 40 32B C1 H1 SING N N 41 32B C1 H2 SING N N 42 32B C1 H3 SING N N 43 32B C2 H4 SING N N 44 32B C2 H5 SING N N 45 32B C3 H6 SING N N 46 32B C5 H7 SING N N 47 32B C6 H8 SING N N 48 32B C11 H9 SING N N 49 32B C11 H10 SING N N 50 32B C11 H11 SING N N 51 32B C14 H12 SING N N 52 32B C15 H13 SING N N 53 32B C16 H14 SING N N 54 32B C18 H15 SING N N 55 32B O21 H16 SING N N 56 32B C24 H18 SING N N 57 32B C24 H19 SING N N 58 32B C25 H20 SING N N 59 32B C25 H21 SING N N 60 32B C26 H22 SING N N 61 32B C26 H23 SING N N 62 32B C27 H24 SING N N 63 32B C28 H25 SING N N 64 32B C28 H26 SING N N 65 32B C30 H27 SING N N 66 32B N34 H28 SING N N 67 32B C37 H29 SING N N 68 32B C37 H30 SING N N 69 32B C37 H31 SING N N 70 # 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 32B SMILES ACDLabs 12.01 "O=C(O)c2ccc(c(OC)c2Oc1cccc(Cl)c1)C(N4CCCC(N3C=C(C(=O)NC3=O)C)C4)CC" 32B InChI InChI 1.03 "InChI=1S/C27H30ClN3O6/c1-4-22(30-12-6-8-18(15-30)31-14-16(2)25(32)29-27(31)35)20-10-11-21(26(33)34)24(23(20)36-3)37-19-9-5-7-17(28)13-19/h5,7,9-11,13-14,18,22H,4,6,8,12,15H2,1-3H3,(H,33,34)(H,29,32,35)/t18-,22+/m0/s1" 32B InChIKey InChI 1.03 LWVFVEIAPUMILP-PGRDOPGGSA-N 32B SMILES_CANONICAL CACTVS 3.385 "CC[C@@H](N1CCC[C@@H](C1)N2C=C(C)C(=O)NC2=O)c3ccc(C(O)=O)c(Oc4cccc(Cl)c4)c3OC" 32B SMILES CACTVS 3.385 "CC[CH](N1CCC[CH](C1)N2C=C(C)C(=O)NC2=O)c3ccc(C(O)=O)c(Oc4cccc(Cl)c4)c3OC" 32B SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC[C@H](c1ccc(c(c1OC)Oc2cccc(c2)Cl)C(=O)O)N3CCC[C@@H](C3)N4C=C(C(=O)NC4=O)C" 32B SMILES "OpenEye OEToolkits" 1.7.6 "CCC(c1ccc(c(c1OC)Oc2cccc(c2)Cl)C(=O)O)N3CCCC(C3)N4C=C(C(=O)NC4=O)C" # 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 32B "SYSTEMATIC NAME" ACDLabs 12.01 "2-(3-chlorophenoxy)-3-methoxy-4-{(1R)-1-[(3S)-3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)piperidin-1-yl]propyl}benzoic acid" 32B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-(3-chloranylphenoxy)-3-methoxy-4-[(1R)-1-[(3S)-3-[5-methyl-2,4-bis(oxidanylidene)pyrimidin-1-yl]piperidin-1-yl]propyl]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 32B "Create component" 2014-05-23 RCSB 32B "Initial release" 2014-06-11 RCSB #