data_0YB # _chem_comp.id 0YB _chem_comp.name "2-(3-bromophenoxy)-4-{(1R)-3,3-dimethyl-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 "C29 H34 Br N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-10-04 _chem_comp.pdbx_modified_date 2012-10-19 _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 584.501 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0YB _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 4GFD _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 0YB C31 C31 C 0 1 Y N N 32.974 5.408 -12.488 3.071 -3.731 1.188 C31 0YB 1 0YB C24 C24 C 0 1 Y N N 38.574 3.356 -12.366 2.065 1.900 -2.528 C24 0YB 2 0YB C23 C23 C 0 1 Y N N 38.382 2.192 -13.089 1.783 2.410 -1.279 C23 0YB 3 0YB C30 C30 C 0 1 Y N N 34.184 4.832 -12.139 3.274 -2.924 0.086 C30 0YB 4 0YB C32 C32 C 0 1 Y N N 31.852 5.196 -11.713 1.786 -4.068 1.573 C32 0YB 5 0YB C27 C27 C 0 1 Y N N 36.197 1.946 -12.156 1.899 0.209 -0.327 C27 0YB 6 0YB C34 C34 C 0 1 Y N N 33.136 3.858 -10.186 0.899 -2.789 -0.248 C34 0YB 7 0YB C25 C25 C 0 1 Y N N 37.576 3.794 -11.515 2.268 0.527 -2.690 C25 0YB 8 0YB C22 C22 C 0 1 Y N N 37.189 1.481 -13.003 1.700 1.568 -0.182 C22 0YB 9 0YB C29 C29 C 0 1 Y N N 34.247 4.067 -10.985 2.187 -2.450 -0.636 C29 0YB 10 0YB C26 C26 C 0 1 Y N N 36.392 3.090 -11.414 2.189 -0.321 -1.576 C26 0YB 11 0YB C33 C33 C 0 1 Y N N 31.949 4.433 -10.560 0.701 -3.597 0.856 C33 0YB 12 0YB C3 C3 C 0 1 N N N 32.818 2.907 -16.464 -3.917 1.963 -1.247 C3 0YB 13 0YB C2 C2 C 0 1 N N N 31.546 3.335 -16.459 -4.849 1.116 -1.735 C2 0YB 14 0YB C8 C8 C 0 1 N N N 30.471 2.362 -16.581 -5.160 -0.058 -1.008 C8 0YB 15 0YB C5 C5 C 0 1 N N N 32.177 0.589 -16.644 -3.598 0.556 0.617 C5 0YB 16 0YB C36 C36 C 0 1 N N N 37.747 5.030 -10.735 2.565 -0.026 -4.023 C36 0YB 17 0YB C12 C12 C 0 1 N N N 36.873 1.471 -17.472 -1.632 4.016 2.407 C12 0YB 18 0YB C11 C11 C 0 1 N N N 35.434 1.984 -17.519 -2.721 3.105 1.834 C11 0YB 19 0YB C13 C13 C 0 1 N N N 37.375 1.374 -16.035 -0.317 3.239 2.494 C13 0YB 20 0YB C15 C15 C 0 1 N N N 35.117 1.034 -15.213 -0.943 1.855 0.606 C15 0YB 21 0YB C10 C10 C 0 1 N N S 34.534 1.146 -16.616 -2.277 2.591 0.462 C10 0YB 22 0YB C1 C1 C 0 1 N N N 31.190 4.778 -16.299 -5.548 1.417 -3.035 C1 0YB 23 0YB C19 C19 C 0 1 N N N 35.646 -2.765 -11.722 4.801 3.514 2.316 C19 0YB 24 0YB C20 C20 C 0 1 N N N 37.923 -2.600 -12.590 4.294 1.837 0.535 C20 0YB 25 0YB C21 C21 C 0 1 N N N 37.135 -1.097 -10.798 3.581 1.411 2.891 C21 0YB 26 0YB C17 C17 C 0 1 N N N 36.153 -0.847 -13.122 2.447 3.184 1.544 C17 0YB 27 0YB C16 C16 C 0 1 N N R 36.993 0.237 -13.843 1.392 2.139 1.178 C16 0YB 28 0YB C18 C18 C 0 1 N N N 36.750 -1.789 -12.079 3.781 2.487 1.821 C18 0YB 29 0YB N7 N7 N 0 1 N N N 30.871 1.038 -16.688 -4.522 -0.306 0.154 N7 0YB 30 0YB N4 N4 N 0 1 N N N 33.144 1.574 -16.607 -3.288 1.672 -0.067 N4 0YB 31 0YB N14 N14 N 0 1 N N N 36.509 0.512 -15.224 0.065 2.769 1.156 N14 0YB 32 0YB O9 O9 O 0 1 N N N 29.274 2.647 -16.585 -5.997 -0.837 -1.427 O9 0YB 33 0YB O6 O6 O 0 1 N N N 32.441 -0.603 -16.662 -3.034 0.322 1.669 O6 0YB 34 0YB O37 O37 O 0 1 N N N 36.924 5.937 -10.713 2.741 -1.220 -4.160 O37 0YB 35 0YB O38 O38 O 0 1 N N N 38.914 4.997 -10.066 2.639 0.793 -5.091 O38 0YB 36 0YB O28 O28 O 0 1 N N N 35.414 3.498 -10.524 2.385 -1.655 -1.720 O28 0YB 37 0YB BR3 BR3 BR 0 0 N N N 30.415 4.085 -9.504 -1.054 -4.060 1.385 BR3 0YB 38 0YB H1 H1 H 0 1 N N N 32.908 6.026 -13.371 3.917 -4.103 1.747 H1 0YB 39 0YB H2 H2 H 0 1 N N N 39.492 3.916 -12.465 2.124 2.560 -3.381 H2 0YB 40 0YB H3 H3 H 0 1 N N N 39.171 1.829 -13.731 1.625 3.471 -1.155 H3 0YB 41 0YB H4 H4 H 0 1 N N N 35.060 4.976 -12.753 4.278 -2.661 -0.214 H4 0YB 42 0YB H5 H5 H 0 1 N N N 30.903 5.622 -12.003 1.630 -4.700 2.435 H5 0YB 43 0YB H6 H6 H 0 1 N N N 35.264 1.408 -12.077 1.837 -0.440 0.533 H6 0YB 44 0YB H7 H7 H 0 1 N N N 33.203 3.257 -9.291 0.052 -2.421 -0.808 H7 0YB 45 0YB H8 H8 H 0 1 N N N 33.613 3.630 -16.352 -3.667 2.864 -1.788 H8 0YB 46 0YB H9 H9 H 0 1 N N N 36.914 0.474 -17.935 -1.502 4.880 1.755 H9 0YB 47 0YB H10 H10 H 0 1 N N N 37.519 2.163 -18.032 -1.923 4.352 3.402 H10 0YB 48 0YB H11 H11 H 0 1 N N N 35.412 3.030 -17.180 -2.879 2.260 2.506 H11 0YB 49 0YB H12 H12 H 0 1 N N N 35.063 1.926 -18.553 -3.649 3.667 1.730 H12 0YB 50 0YB H13 H13 H 0 1 N N N 38.393 0.957 -16.039 0.464 3.889 2.887 H13 0YB 51 0YB H14 H14 H 0 1 N N N 37.393 2.381 -15.593 -0.444 2.383 3.156 H14 0YB 52 0YB H15 H15 H 0 1 N N N 35.116 2.031 -14.748 -1.068 1.005 1.277 H15 0YB 53 0YB H16 H16 H 0 1 N N N 34.488 0.353 -14.621 -0.617 1.500 -0.372 H16 0YB 54 0YB H17 H17 H 0 1 N N N 34.550 0.128 -17.033 -2.158 3.432 -0.220 H17 0YB 55 0YB H18 H18 H 0 1 N N N 32.110 5.377 -16.221 -4.985 0.980 -3.860 H18 0YB 56 0YB H19 H19 H 0 1 N N N 30.609 5.111 -17.171 -6.552 0.993 -3.015 H19 0YB 57 0YB H20 H20 H 0 1 N N N 30.589 4.908 -15.387 -5.613 2.497 -3.172 H20 0YB 58 0YB H21 H21 H 0 1 N N N 36.015 -3.477 -10.969 4.943 4.281 1.554 H21 0YB 59 0YB H22 H22 H 0 1 N N N 34.786 -2.213 -11.315 4.435 3.977 3.233 H22 0YB 60 0YB H23 H23 H 0 1 N N N 35.336 -3.314 -12.624 5.751 3.018 2.513 H23 0YB 61 0YB H24 H24 H 0 1 N N N 38.297 -3.251 -11.786 4.185 2.537 -0.294 H24 0YB 62 0YB H25 H25 H 0 1 N N N 37.599 -3.217 -13.441 5.345 1.576 0.654 H25 0YB 63 0YB H26 H26 H 0 1 N N N 38.725 -1.920 -12.914 3.717 0.936 0.327 H26 0YB 64 0YB H27 H27 H 0 1 N N N 37.556 -1.832 -10.096 4.548 0.991 3.169 H27 0YB 65 0YB H28 H28 H 0 1 N N N 37.886 -0.322 -11.011 3.112 1.855 3.769 H28 0YB 66 0YB H29 H29 H 0 1 N N N 36.244 -0.631 -10.351 2.941 0.621 2.497 H29 0YB 67 0YB H30 H30 H 0 1 N N N 35.334 -0.313 -12.618 2.568 3.883 0.717 H30 0YB 68 0YB H31 H31 H 0 1 N N N 35.740 -1.490 -13.913 2.129 3.726 2.434 H31 0YB 69 0YB H32 H32 H 0 1 N N N 37.995 -0.203 -13.958 1.401 1.338 1.918 H32 0YB 70 0YB H33 H33 H 0 1 N N N 30.154 0.351 -16.807 -4.733 -1.106 0.660 H33 0YB 71 0YB H35 H35 H 0 1 N N N 39.013 5.796 -9.561 2.836 0.384 -5.945 H35 0YB 72 # 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 0YB C11 C12 SING N N 1 0YB C11 C10 SING N N 2 0YB C12 C13 SING N N 3 0YB N7 C5 SING N N 4 0YB N7 C8 SING N N 5 0YB O6 C5 DOUB N N 6 0YB C5 N4 SING N N 7 0YB C10 N4 SING N N 8 0YB C10 C15 SING N N 9 0YB N4 C3 SING N N 10 0YB O9 C8 DOUB N N 11 0YB C8 C2 SING N N 12 0YB C3 C2 DOUB N N 13 0YB C2 C1 SING N N 14 0YB C13 N14 SING N N 15 0YB N14 C15 SING N N 16 0YB N14 C16 SING N N 17 0YB C16 C17 SING N N 18 0YB C16 C22 SING N N 19 0YB C17 C18 SING N N 20 0YB C23 C22 DOUB Y N 21 0YB C23 C24 SING Y N 22 0YB C22 C27 SING Y N 23 0YB C20 C18 SING N N 24 0YB C31 C30 DOUB Y N 25 0YB C31 C32 SING Y N 26 0YB C24 C25 DOUB Y N 27 0YB C27 C26 DOUB Y N 28 0YB C30 C29 SING Y N 29 0YB C18 C19 SING N N 30 0YB C18 C21 SING N N 31 0YB C32 C33 DOUB Y N 32 0YB C25 C26 SING Y N 33 0YB C25 C36 SING N N 34 0YB C26 O28 SING N N 35 0YB C29 O28 SING N N 36 0YB C29 C34 DOUB Y N 37 0YB C36 O37 DOUB N N 38 0YB C36 O38 SING N N 39 0YB C33 C34 SING Y N 40 0YB C33 BR3 SING N N 41 0YB C31 H1 SING N N 42 0YB C24 H2 SING N N 43 0YB C23 H3 SING N N 44 0YB C30 H4 SING N N 45 0YB C32 H5 SING N N 46 0YB C27 H6 SING N N 47 0YB C34 H7 SING N N 48 0YB C3 H8 SING N N 49 0YB C12 H9 SING N N 50 0YB C12 H10 SING N N 51 0YB C11 H11 SING N N 52 0YB C11 H12 SING N N 53 0YB C13 H13 SING N N 54 0YB C13 H14 SING N N 55 0YB C15 H15 SING N N 56 0YB C15 H16 SING N N 57 0YB C10 H17 SING N N 58 0YB C1 H18 SING N N 59 0YB C1 H19 SING N N 60 0YB C1 H20 SING N N 61 0YB C19 H21 SING N N 62 0YB C19 H22 SING N N 63 0YB C19 H23 SING N N 64 0YB C20 H24 SING N N 65 0YB C20 H25 SING N N 66 0YB C20 H26 SING N N 67 0YB C21 H27 SING N N 68 0YB C21 H28 SING N N 69 0YB C21 H29 SING N N 70 0YB C17 H30 SING N N 71 0YB C17 H31 SING N N 72 0YB C16 H32 SING N N 73 0YB N7 H33 SING N N 74 0YB O38 H35 SING N N 75 # 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 0YB SMILES ACDLabs 12.01 "O=C(O)c2ccc(cc2Oc1cccc(Br)c1)C(N4CCCC(N3C=C(C(=O)NC3=O)C)C4)CC(C)(C)C" 0YB InChI InChI 1.03 "InChI=1S/C29H34BrN3O5/c1-18-16-33(28(37)31-26(18)34)21-8-6-12-32(17-21)24(15-29(2,3)4)19-10-11-23(27(35)36)25(13-19)38-22-9-5-7-20(30)14-22/h5,7,9-11,13-14,16,21,24H,6,8,12,15,17H2,1-4H3,(H,35,36)(H,31,34,37)/t21-,24+/m0/s1" 0YB InChIKey InChI 1.03 SXYGLXXKMZTVNB-XUZZJYLKSA-N 0YB SMILES_CANONICAL CACTVS 3.370 "CC1=CN([C@H]2CCCN(C2)[C@H](CC(C)(C)C)c3ccc(C(O)=O)c(Oc4cccc(Br)c4)c3)C(=O)NC1=O" 0YB SMILES CACTVS 3.370 "CC1=CN([CH]2CCCN(C2)[CH](CC(C)(C)C)c3ccc(C(O)=O)c(Oc4cccc(Br)c4)c3)C(=O)NC1=O" 0YB SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1=CN(C(=O)NC1=O)[C@H]2CCCN(C2)[C@H](CC(C)(C)C)c3ccc(c(c3)Oc4cccc(c4)Br)C(=O)O" 0YB SMILES "OpenEye OEToolkits" 1.7.6 "CC1=CN(C(=O)NC1=O)C2CCCN(C2)C(CC(C)(C)C)c3ccc(c(c3)Oc4cccc(c4)Br)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 0YB "SYSTEMATIC NAME" ACDLabs 12.01 "2-(3-bromophenoxy)-4-{(1R)-3,3-dimethyl-1-[(3S)-3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)piperidin-1-yl]butyl}benzoic acid" 0YB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-(3-bromanylphenoxy)-4-[(1R)-3,3-dimethyl-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 0YB "Create component" 2012-10-04 RCSB 0YB "Initial release" 2012-10-19 RCSB #