data_AYO # _chem_comp.id AYO _chem_comp.name "(4S)-4-[4'-cyclopropyl-5-(2,2-dimethylpropyl)[3,5'-bi-1,2-oxazol]-3'-yl]-6-[(2,4-dichlorophenyl)amino]-6-oxohexanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H29 Cl2 N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-12-07 _chem_comp.pdbx_modified_date 2019-03-01 _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 534.432 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AYO _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 6IVX _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 AYO C1 C1 C 0 1 N N N 22.147 2.933 -5.788 -2.493 1.344 -0.200 C1 AYO 1 AYO C4 C2 C 0 1 N N N 21.528 1.767 -6.603 -1.851 2.632 -0.646 C4 AYO 2 AYO C5 C3 C 0 1 N N S 20.611 0.807 -5.820 -0.503 2.800 0.058 C5 AYO 3 AYO C6 C4 C 0 1 N N N 20.130 -0.269 -6.775 0.081 4.174 -0.279 C6 AYO 4 AYO N2 N1 N 0 1 N N N 21.488 4.129 -5.937 -3.733 1.028 -0.624 N2 AYO 5 AYO C7 C5 C 0 1 N N N 19.396 -1.442 -6.128 1.360 4.397 0.530 C7 AYO 6 AYO C8 C6 C 0 1 Y N N 19.656 1.634 -5.001 0.444 1.724 -0.407 C8 AYO 7 AYO C11 C7 C 0 1 Y N N 18.458 2.879 -3.598 1.818 0.024 -0.491 C11 AYO 8 AYO C12 C8 C 0 1 Y N N 19.598 2.117 -3.660 1.071 0.748 0.396 C12 AYO 9 AYO C13 C9 C 0 1 N N N 20.614 1.798 -2.621 0.947 0.550 1.885 C13 AYO 10 AYO C14 C10 C 0 1 N N N 20.184 1.018 -1.425 2.240 0.405 2.689 C14 AYO 11 AYO C15 C11 C 0 1 N N N 21.223 0.450 -2.353 1.416 1.690 2.791 C15 AYO 12 AYO O27 O1 O 0 1 N N N 19.388 -3.626 -7.067 2.989 6.215 0.898 O27 AYO 13 AYO C17 C12 C 0 1 N N N 18.894 -2.436 -7.204 1.870 5.794 0.288 C17 AYO 14 AYO O18 O2 O 0 1 N N N 18.039 -1.953 -8.065 1.273 6.535 -0.456 O18 AYO 15 AYO O3 O3 O 0 1 N N N 23.135 2.801 -5.078 -1.893 0.590 0.536 O3 AYO 16 AYO C19 C13 C 0 1 Y N N 21.885 5.421 -5.486 -4.365 -0.125 -0.140 C19 AYO 17 AYO C24 C14 C 0 1 Y N N 20.854 6.329 -5.076 -5.226 -0.843 -0.962 C24 AYO 18 AYO CL1 CL1 CL 0 0 N N N 19.273 5.877 -5.373 -5.518 -0.314 -2.589 CL26 AYO 19 AYO C23 C15 C 0 1 Y N N 21.077 7.570 -4.502 -5.848 -1.980 -0.482 C23 AYO 20 AYO C22 C16 C 0 1 Y N N 22.421 7.926 -4.246 -5.614 -2.403 0.815 C22 AYO 21 AYO CL2 CL2 CL 0 0 N N N 22.814 9.463 -3.566 -6.397 -3.832 1.415 CL25 AYO 22 AYO C21 C17 C 0 1 Y N N 23.451 7.082 -4.644 -4.758 -1.689 1.634 C21 AYO 23 AYO C20 C18 C 0 1 Y N N 23.201 5.833 -5.269 -4.129 -0.555 1.158 C20 AYO 24 AYO O10 O4 O 0 1 Y N N 17.886 2.842 -4.800 1.603 0.575 -1.699 O10 AYO 25 AYO N9 N2 N 0 1 Y N N 18.636 2.139 -5.673 0.840 1.510 -1.628 N9 AYO 26 AYO C16 C19 C 0 1 Y N N 17.820 3.724 -2.551 2.685 -1.135 -0.184 C16 AYO 27 AYO N31 N3 N 0 1 Y N N 16.528 3.888 -2.420 2.818 -1.737 0.974 N31 AYO 28 AYO O30 O5 O 0 1 Y N N 16.333 4.782 -1.382 3.602 -2.654 0.907 O30 AYO 29 AYO C29 C20 C 0 1 Y N N 17.576 5.221 -0.952 4.108 -2.790 -0.327 C29 AYO 30 AYO C28 C21 C 0 1 Y N N 18.508 4.585 -1.684 3.540 -1.828 -1.088 C28 AYO 31 AYO C32 C22 C 0 1 N N N 17.584 6.184 0.187 5.109 -3.821 -0.780 C32 AYO 32 AYO C33 C23 C 0 1 N N N 17.365 7.669 -0.173 6.526 -3.274 -0.590 C33 AYO 33 AYO C36 C24 C 0 1 N N N 17.712 8.523 1.070 6.755 -2.955 0.888 C36 AYO 34 AYO C35 C25 C 0 1 N N N 15.901 7.930 -0.536 7.543 -4.321 -1.050 C35 AYO 35 AYO C34 C26 C 0 1 N N N 18.329 8.056 -1.334 6.695 -2.000 -1.419 C34 AYO 36 AYO H1 H1 H 0 1 N N N 22.354 1.175 -7.024 -1.696 2.607 -1.725 H1 AYO 37 AYO H2 H2 H 0 1 N N N 20.937 2.205 -7.421 -2.500 3.470 -0.392 H2 AYO 38 AYO H3 H3 H 0 1 N N N 21.265 0.297 -5.098 -0.644 2.720 1.136 H3 AYO 39 AYO H4 H4 H 0 1 N N N 21.007 -0.669 -7.305 0.312 4.220 -1.343 H4 AYO 40 AYO H5 H5 H 0 1 N N N 19.447 0.201 -7.498 -0.646 4.948 -0.031 H5 AYO 41 AYO H6 H6 H 0 1 N N N 20.616 4.088 -6.425 -4.187 1.598 -1.263 H6 AYO 42 AYO H7 H7 H 0 1 N N N 18.535 -1.060 -5.560 1.146 4.268 1.591 H7 AYO 43 AYO H8 H8 H 0 1 N N N 20.082 -1.965 -5.446 2.116 3.675 0.222 H8 AYO 44 AYO H9 H9 H 0 1 N N N 21.284 2.637 -2.384 0.083 -0.029 2.212 H9 AYO 45 AYO H10 H10 H 0 1 N N N 20.472 1.354 -0.418 2.228 -0.270 3.545 H10 AYO 46 AYO H11 H11 H 0 1 N N N 19.178 0.576 -1.390 3.181 0.452 2.141 H11 AYO 47 AYO H12 H12 H 0 1 N N N 20.977 -0.405 -3.000 1.815 2.583 2.310 H12 AYO 48 AYO H13 H13 H 0 1 N N N 22.271 0.373 -2.027 0.862 1.861 3.714 H13 AYO 49 AYO H14 H14 H 0 1 N N N 19.029 -4.197 -7.735 3.278 7.119 0.711 H14 AYO 50 AYO H15 H15 H 0 1 N N N 20.261 8.235 -4.261 -6.517 -2.539 -1.120 H15 AYO 51 AYO H16 H16 H 0 1 N N N 24.473 7.386 -4.472 -4.577 -2.021 2.646 H16 AYO 52 AYO H17 H17 H 0 1 N N N 24.024 5.205 -5.575 -3.457 -0.001 1.797 H17 AYO 53 AYO H18 H18 H 0 1 N N N 19.578 4.713 -1.617 3.700 -1.629 -2.138 H18 AYO 54 AYO H19 H19 H 0 1 N N N 16.786 5.887 0.883 4.989 -4.729 -0.189 H19 AYO 55 AYO H20 H20 H 0 1 N N N 18.559 6.101 0.690 4.946 -4.049 -1.833 H20 AYO 56 AYO H21 H21 H 0 1 N N N 17.037 8.258 1.897 6.635 -3.863 1.479 H21 AYO 57 AYO H22 H22 H 0 1 N N N 18.753 8.329 1.369 7.764 -2.565 1.023 H22 AYO 58 AYO H23 H23 H 0 1 N N N 17.593 9.589 0.827 6.031 -2.209 1.216 H23 AYO 59 AYO H24 H24 H 0 1 N N N 15.257 7.644 0.308 7.379 -4.548 -2.103 H24 AYO 60 AYO H25 H25 H 0 1 N N N 15.763 8.999 -0.757 8.551 -3.931 -0.915 H25 AYO 61 AYO H26 H26 H 0 1 N N N 15.631 7.335 -1.421 7.422 -5.229 -0.459 H26 AYO 62 AYO H27 H27 H 0 1 N N N 19.367 7.853 -1.032 5.971 -1.254 -1.092 H27 AYO 63 AYO H28 H28 H 0 1 N N N 18.084 7.462 -2.227 7.704 -1.610 -1.284 H28 AYO 64 AYO H29 H29 H 0 1 N N N 18.216 9.126 -1.563 6.531 -2.227 -2.473 H29 AYO 65 # # 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 AYO O18 C17 DOUB N N 1 AYO C17 O27 SING N N 2 AYO C17 C7 SING N N 3 AYO C6 C7 SING N N 4 AYO C6 C5 SING N N 5 AYO C4 C5 SING N N 6 AYO C4 C1 SING N N 7 AYO N2 C1 SING N N 8 AYO N2 C19 SING N N 9 AYO C5 C8 SING N N 10 AYO C1 O3 DOUB N N 11 AYO N9 C8 DOUB Y N 12 AYO N9 O10 SING Y N 13 AYO C19 C20 DOUB Y N 14 AYO C19 C24 SING Y N 15 AYO CL1 C24 SING N N 16 AYO C20 C21 SING Y N 17 AYO C24 C23 DOUB Y N 18 AYO C8 C12 SING Y N 19 AYO O10 C11 SING Y N 20 AYO C21 C22 DOUB Y N 21 AYO C23 C22 SING Y N 22 AYO C22 CL2 SING N N 23 AYO C12 C11 DOUB Y N 24 AYO C12 C13 SING N N 25 AYO C11 C16 SING N N 26 AYO C13 C15 SING N N 27 AYO C13 C14 SING N N 28 AYO C16 N31 DOUB Y N 29 AYO C16 C28 SING Y N 30 AYO N31 O30 SING Y N 31 AYO C15 C14 SING N N 32 AYO C28 C29 DOUB Y N 33 AYO O30 C29 SING Y N 34 AYO C34 C33 SING N N 35 AYO C29 C32 SING N N 36 AYO C35 C33 SING N N 37 AYO C33 C32 SING N N 38 AYO C33 C36 SING N N 39 AYO C4 H1 SING N N 40 AYO C4 H2 SING N N 41 AYO C5 H3 SING N N 42 AYO C6 H4 SING N N 43 AYO C6 H5 SING N N 44 AYO N2 H6 SING N N 45 AYO C7 H7 SING N N 46 AYO C7 H8 SING N N 47 AYO C13 H9 SING N N 48 AYO C14 H10 SING N N 49 AYO C14 H11 SING N N 50 AYO C15 H12 SING N N 51 AYO C15 H13 SING N N 52 AYO O27 H14 SING N N 53 AYO C23 H15 SING N N 54 AYO C21 H16 SING N N 55 AYO C20 H17 SING N N 56 AYO C28 H18 SING N N 57 AYO C32 H19 SING N N 58 AYO C32 H20 SING N N 59 AYO C36 H21 SING N N 60 AYO C36 H22 SING N N 61 AYO C36 H23 SING N N 62 AYO C35 H24 SING N N 63 AYO C35 H25 SING N N 64 AYO C35 H26 SING N N 65 AYO C34 H27 SING N N 66 AYO C34 H28 SING N N 67 AYO C34 H29 SING N N 68 # # 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 AYO SMILES ACDLabs 12.01 "C(=O)(CC(c2c(c(c1noc(CC(C)(C)C)c1)on2)C3CC3)CCC(O)=O)Nc4ccc(cc4Cl)Cl" AYO InChI InChI 1.03 "InChI=1S/C26H29Cl2N3O5/c1-26(2,3)13-17-12-20(30-35-17)25-23(14-4-5-14)24(31-36-25)15(6-9-22(33)34)10-21(32)29-19-8-7-16(27)11-18(19)28/h7-8,11-12,14-15H,4-6,9-10,13H2,1-3H3,(H,29,32)(H,33,34)/t15-/m0/s1" AYO InChIKey InChI 1.03 DGQSIRLZPGLPLS-HNNXBMFYSA-N AYO SMILES_CANONICAL CACTVS 3.385 "CC(C)(C)Cc1onc(c1)c2onc([C@@H](CCC(O)=O)CC(=O)Nc3ccc(Cl)cc3Cl)c2C4CC4" AYO SMILES CACTVS 3.385 "CC(C)(C)Cc1onc(c1)c2onc([CH](CCC(O)=O)CC(=O)Nc3ccc(Cl)cc3Cl)c2C4CC4" AYO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)(C)Cc1cc(no1)c2c(c(no2)[C@@H](CCC(=O)O)CC(=O)Nc3ccc(cc3Cl)Cl)C4CC4" AYO SMILES "OpenEye OEToolkits" 2.0.6 "CC(C)(C)Cc1cc(no1)c2c(c(no2)C(CCC(=O)O)CC(=O)Nc3ccc(cc3Cl)Cl)C4CC4" # # 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 AYO "SYSTEMATIC NAME" ACDLabs 12.01 "(4S)-4-[4'-cyclopropyl-5-(2,2-dimethylpropyl)[3,5'-bi-1,2-oxazol]-3'-yl]-6-[(2,4-dichlorophenyl)amino]-6-oxohexanoic acid" AYO "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(4~{S})-4-[4-cyclopropyl-5-[5-(2,2-dimethylpropyl)-1,2-oxazol-3-yl]-1,2-oxazol-3-yl]-6-[(2,4-dichlorophenyl)amino]-6-oxidanylidene-hexanoic 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 AYO "Create component" 2018-12-07 RCSB AYO "Initial release" 2019-03-06 RCSB ##