data_13Y # _chem_comp.id 13Y _chem_comp.name "2-(3-chlorophenoxy)-4-{(1R)-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 H32 Cl 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 526.024 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 13Y _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 4HDC _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 13Y C2 C2 C 0 1 Y N N 18.621 -0.564 2.455 3.351 -2.069 2.384 C2 13Y 1 13Y C4 C4 C 0 1 Y N N 16.894 -1.897 3.445 5.420 -1.123 1.627 C4 13Y 2 13Y C5 C5 C 0 1 Y N N 16.796 -0.963 4.475 4.935 -1.090 0.334 C5 13Y 3 13Y C6 C6 C 0 1 Y N N 17.602 0.185 4.492 3.651 -1.542 0.064 C6 13Y 4 13Y CL1 CL1 CL 0 0 N N N 19.699 -0.268 1.160 2.364 -2.688 3.671 CL1 13Y 5 13Y C3 C3 C 0 1 Y N N 17.829 -1.712 2.444 4.629 -1.612 2.651 C3 13Y 6 13Y C7 C7 C 0 1 Y N N 18.518 0.398 3.460 2.861 -2.038 1.091 C7 13Y 7 13Y O8 O8 O 0 1 N N N 17.522 1.125 5.508 3.171 -1.511 -1.208 O8 13Y 8 13Y C9 C9 C 0 1 Y N N 16.378 1.398 6.183 2.239 -0.575 -1.513 C9 13Y 9 13Y C10 C10 C 0 1 Y N N 16.226 1.060 7.554 1.693 -0.520 -2.804 C10 13Y 10 13Y C11 C11 C 0 1 Y N N 15.073 1.467 8.246 0.732 0.449 -3.106 C11 13Y 11 13Y C12 C12 C 0 1 Y N N 14.079 2.161 7.577 0.327 1.341 -2.137 C12 13Y 12 13Y C13 C13 C 0 1 Y N N 14.216 2.482 6.222 0.869 1.284 -0.864 C13 13Y 13 13Y C14 C14 C 0 1 Y N N 15.372 2.106 5.541 1.816 0.328 -0.549 C14 13Y 14 13Y C15 C15 C 0 1 N N R 13.105 3.274 5.543 0.419 2.266 0.187 C15 13Y 15 13Y C16 C16 C 0 1 N N N 13.497 4.444 4.611 1.140 3.600 -0.020 C16 13Y 16 13Y C17 C17 C 0 1 N N N 14.567 5.397 5.162 2.638 3.415 0.232 C17 13Y 17 13Y C18 C18 C 0 1 N N N 13.986 6.303 6.257 3.377 4.708 -0.116 C18 13Y 18 13Y C19 C19 C 0 1 N N N 15.132 6.224 3.993 2.869 3.076 1.706 C19 13Y 19 13Y N20 N20 N 0 1 N N N 12.021 2.472 4.933 -1.031 2.470 0.077 N20 13Y 20 13Y C22 C22 C 0 1 N N N 11.272 1.653 5.937 -1.499 3.461 1.054 C22 13Y 21 13Y C23 C23 C 0 1 N N N 10.015 1.055 5.323 -2.981 3.756 0.815 C23 13Y 22 13Y C24 C24 C 0 1 N N N 10.422 0.158 4.143 -3.783 2.459 0.952 C24 13Y 23 13Y C25 C25 C 0 1 N N S 11.231 0.984 3.118 -3.244 1.428 -0.044 C25 13Y 24 13Y C26 C26 C 0 1 N N N 12.452 1.594 3.811 -1.754 1.201 0.221 C26 13Y 25 13Y N27 N27 N 0 1 N N N 11.656 0.237 1.910 -3.968 0.165 0.121 N27 13Y 26 13Y C28 C28 C 0 1 N N N 12.181 -1.040 2.060 -4.669 -0.357 -0.933 C28 13Y 27 13Y C29 C29 C 0 1 N N N 12.648 -1.761 1.018 -5.336 -1.521 -0.781 C29 13Y 28 13Y C30 C30 C 0 1 N N N 12.580 -1.177 -0.299 -5.295 -2.180 0.471 C30 13Y 29 13Y O31 O31 O 0 1 N N N 12.933 -1.742 -1.351 -5.889 -3.232 0.631 O31 13Y 30 13Y N32 N32 N 0 1 N N N 12.032 0.091 -0.346 -4.594 -1.633 1.484 N32 13Y 31 13Y C34 C34 C 0 1 N N N 11.582 0.833 0.680 -3.934 -0.474 1.304 C34 13Y 32 13Y O35 O35 O 0 1 N N N 11.143 1.960 0.509 -3.305 0.007 2.227 O35 13Y 33 13Y C36 C36 C 0 1 N N N 13.211 -3.147 1.174 -6.113 -2.111 -1.930 C36 13Y 34 13Y C37 C37 C 0 1 N N N 17.258 0.284 8.262 2.130 -1.477 -3.836 C37 13Y 35 13Y O38 O38 O 0 1 N N N 17.737 0.688 9.327 1.603 -1.420 -5.075 O38 13Y 36 13Y O39 O39 O 0 1 N N N 17.637 -0.865 7.732 2.966 -2.317 -3.569 O39 13Y 37 13Y H1 H1 H 0 1 N N N 16.244 -2.759 3.429 6.419 -0.772 1.837 H1 13Y 38 13Y H2 H2 H 0 1 N N N 16.087 -1.126 5.274 5.554 -0.712 -0.466 H2 13Y 39 13Y H3 H3 H 0 1 N N N 17.945 -2.448 1.662 5.011 -1.637 3.661 H3 13Y 40 13Y H4 H4 H 0 1 N N N 19.132 1.286 3.440 1.865 -2.399 0.882 H4 13Y 41 13Y H5 H5 H 0 1 N N N 14.962 1.239 9.296 0.307 0.498 -4.098 H5 13Y 42 13Y H6 H6 H 0 1 N N N 13.187 2.458 8.108 -0.415 2.089 -2.372 H6 13Y 43 13Y H7 H7 H 0 1 N N N 15.487 2.369 4.500 2.230 0.287 0.447 H7 13Y 44 13Y H8 H8 H 0 1 N N N 12.609 3.782 6.383 0.657 1.874 1.176 H8 13Y 45 13Y H9 H9 H 0 1 N N N 12.591 5.033 4.407 0.983 3.943 -1.043 H9 13Y 46 13Y H10 H10 H 0 1 N N N 13.876 4.016 3.671 0.743 4.339 0.676 H10 13Y 47 13Y H11 H11 H 0 1 N N N 15.382 4.799 5.595 3.013 2.603 -0.391 H11 13Y 48 13Y H12 H12 H 0 1 N N N 13.592 5.683 7.076 3.001 5.520 0.507 H12 13Y 49 13Y H13 H13 H 0 1 N N N 14.776 6.962 6.645 4.444 4.576 0.063 H13 13Y 50 13Y H14 H14 H 0 1 N N N 13.174 6.913 5.835 3.212 4.950 -1.166 H14 13Y 51 13Y H15 H15 H 0 1 N N N 15.902 6.914 4.369 2.427 2.104 1.929 H15 13Y 52 13Y H16 H16 H 0 1 N N N 15.578 5.549 3.248 3.940 3.043 1.907 H16 13Y 53 13Y H17 H17 H 0 1 N N N 14.320 6.800 3.526 2.405 3.838 2.331 H17 13Y 54 13Y H19 H19 H 0 1 N N N 11.921 0.839 6.293 -1.365 3.069 2.062 H19 13Y 55 13Y H20 H20 H 0 1 N N N 10.988 2.294 6.785 -0.923 4.381 0.943 H20 13Y 56 13Y H21 H21 H 0 1 N N N 9.358 1.861 4.966 -3.332 4.480 1.551 H21 13Y 57 13Y H22 H22 H 0 1 N N N 9.483 0.456 6.077 -3.114 4.163 -0.187 H22 13Y 58 13Y H23 H23 H 0 1 N N N 9.519 -0.242 3.659 -3.681 2.073 1.967 H23 13Y 59 13Y H24 H24 H 0 1 N N N 11.040 -0.674 4.512 -4.834 2.656 0.741 H24 13Y 60 13Y H25 H25 H 0 1 N N N 10.589 1.816 2.793 -3.382 1.797 -1.060 H25 13Y 61 13Y H26 H26 H 0 1 N N N 13.087 0.787 4.205 -1.365 0.477 -0.496 H26 13Y 62 13Y H27 H27 H 0 1 N N N 13.024 2.189 3.083 -1.619 0.818 1.232 H27 13Y 63 13Y H28 H28 H 0 1 N N N 12.217 -1.473 3.049 -4.689 0.161 -1.881 H28 13Y 64 13Y H29 H29 H 0 1 N N N 11.962 0.506 -1.253 -4.561 -2.079 2.345 H29 13Y 65 13Y H30 H30 H 0 1 N N N 13.189 -3.435 2.235 -5.465 -2.770 -2.507 H30 13Y 66 13Y H31 H31 H 0 1 N N N 12.607 -3.856 0.589 -6.958 -2.679 -1.543 H31 13Y 67 13Y H32 H32 H 0 1 N N N 14.249 -3.164 0.811 -6.478 -1.308 -2.572 H32 13Y 68 13Y H33 H33 H 0 1 N N N 18.371 0.058 9.649 1.921 -2.069 -5.717 H33 13Y 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 13Y O31 C30 DOUB N N 1 13Y N32 C30 SING N N 2 13Y N32 C34 SING N N 3 13Y C30 C29 SING N N 4 13Y O35 C34 DOUB N N 5 13Y C34 N27 SING N N 6 13Y C29 C36 SING N N 7 13Y C29 C28 DOUB N N 8 13Y CL1 C2 SING N N 9 13Y N27 C28 SING N N 10 13Y N27 C25 SING N N 11 13Y C3 C2 DOUB Y N 12 13Y C3 C4 SING Y N 13 13Y C2 C7 SING Y N 14 13Y C25 C26 SING N N 15 13Y C25 C24 SING N N 16 13Y C4 C5 DOUB Y N 17 13Y C7 C6 DOUB Y N 18 13Y C26 N20 SING N N 19 13Y C19 C17 SING N N 20 13Y C24 C23 SING N N 21 13Y C5 C6 SING Y N 22 13Y C6 O8 SING N N 23 13Y C16 C17 SING N N 24 13Y C16 C15 SING N N 25 13Y N20 C15 SING N N 26 13Y N20 C22 SING N N 27 13Y C17 C18 SING N N 28 13Y C23 C22 SING N N 29 13Y O8 C9 SING N N 30 13Y C14 C9 DOUB Y N 31 13Y C14 C13 SING Y N 32 13Y C15 C13 SING N N 33 13Y C9 C10 SING Y N 34 13Y C13 C12 DOUB Y N 35 13Y C10 C11 DOUB Y N 36 13Y C10 C37 SING N N 37 13Y C12 C11 SING Y N 38 13Y O39 C37 DOUB N N 39 13Y C37 O38 SING N N 40 13Y C4 H1 SING N N 41 13Y C5 H2 SING N N 42 13Y C3 H3 SING N N 43 13Y C7 H4 SING N N 44 13Y C11 H5 SING N N 45 13Y C12 H6 SING N N 46 13Y C14 H7 SING N N 47 13Y C15 H8 SING N N 48 13Y C16 H9 SING N N 49 13Y C16 H10 SING N N 50 13Y C17 H11 SING N N 51 13Y C18 H12 SING N N 52 13Y C18 H13 SING N N 53 13Y C18 H14 SING N N 54 13Y C19 H15 SING N N 55 13Y C19 H16 SING N N 56 13Y C19 H17 SING N N 57 13Y C22 H19 SING N N 58 13Y C22 H20 SING N N 59 13Y C23 H21 SING N N 60 13Y C23 H22 SING N N 61 13Y C24 H23 SING N N 62 13Y C24 H24 SING N N 63 13Y C25 H25 SING N N 64 13Y C26 H26 SING N N 65 13Y C26 H27 SING N N 66 13Y C28 H28 SING N N 67 13Y N32 H29 SING N N 68 13Y C36 H30 SING N N 69 13Y C36 H31 SING N N 70 13Y C36 H32 SING N N 71 13Y O38 H33 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 13Y SMILES ACDLabs 12.01 "O=C(O)c2ccc(cc2Oc1cccc(Cl)c1)C(N4CCCC(N3C=C(C(=O)NC3=O)C)C4)CC(C)C" 13Y InChI InChI 1.03 "InChI=1S/C28H32ClN3O5/c1-17(2)12-24(31-11-5-7-21(16-31)32-15-18(3)26(33)30-28(32)36)19-9-10-23(27(34)35)25(13-19)37-22-8-4-6-20(29)14-22/h4,6,8-10,13-15,17,21,24H,5,7,11-12,16H2,1-3H3,(H,34,35)(H,30,33,36)/t21-,24+/m0/s1" 13Y InChIKey InChI 1.03 DUMBOKZAFBZKLT-XUZZJYLKSA-N 13Y SMILES_CANONICAL CACTVS 3.370 "CC(C)C[C@@H](N1CCC[C@@H](C1)N2C=C(C)C(=O)NC2=O)c3ccc(C(O)=O)c(Oc4cccc(Cl)c4)c3" 13Y SMILES CACTVS 3.370 "CC(C)C[CH](N1CCC[CH](C1)N2C=C(C)C(=O)NC2=O)c3ccc(C(O)=O)c(Oc4cccc(Cl)c4)c3" 13Y SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1=CN(C(=O)NC1=O)[C@H]2CCCN(C2)[C@H](CC(C)C)c3ccc(c(c3)Oc4cccc(c4)Cl)C(=O)O" 13Y SMILES "OpenEye OEToolkits" 1.7.6 "CC1=CN(C(=O)NC1=O)C2CCCN(C2)C(CC(C)C)c3ccc(c(c3)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 13Y "SYSTEMATIC NAME" ACDLabs 12.01 "2-(3-chlorophenoxy)-4-{(1R)-3-methyl-1-[(3S)-3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)piperidin-1-yl]butyl}benzoic acid" 13Y "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-(3-chloranylphenoxy)-4-[(1R)-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 13Y "Create component" 2012-10-04 RCSB 13Y "Initial release" 2012-10-19 RCSB #