data_2U1 # _chem_comp.id 2U1 _chem_comp.name "6-{[(2S,5R,6R)-4-[(1S)-2-(tert-butylsulfonyl)-1-cyclopropylethyl]-6-(3-chlorophenyl)-5-(4-chlorophenyl)-2-methyl-3-oxomorpholin-2-yl]methyl}pyridine-3-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H36 Cl2 N2 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-02-04 _chem_comp.pdbx_modified_date 2014-03-28 _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 659.620 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2U1 _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 4ODF _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 2U1 C11 C11 C 0 1 Y N N 11.882 -22.884 -2.484 -0.215 3.362 -0.598 C11 2U1 1 2U1 C10 C10 C 0 1 Y N N 12.871 -22.199 -1.796 -0.416 4.344 -1.552 C10 2U1 2 2U1 CL1 CL1 CL 0 0 N N N 14.496 -22.254 -2.377 0.069 5.980 -1.230 CL1 2U1 3 2U1 C9 C9 C 0 1 Y N N 12.561 -21.483 -0.647 -1.004 4.022 -2.762 C9 2U1 4 2U1 C8 C8 C 0 1 Y N N 11.249 -21.446 -0.191 -1.390 2.720 -3.017 C8 2U1 5 2U1 C7 C7 C 0 1 Y N N 10.258 -22.131 -0.886 -1.189 1.739 -2.065 C7 2U1 6 2U1 C6 C6 C 0 1 Y N N 10.574 -22.845 -2.034 -0.601 2.060 -0.855 C6 2U1 7 2U1 C2 C2 C 0 1 N N R 9.483 -23.588 -2.780 -0.381 0.990 0.184 C2 2U1 8 2U1 O1 O1 O 0 1 N N N 8.714 -24.239 -1.852 -1.459 0.048 0.138 O1 2U1 9 2U1 C3 C3 C 0 1 N N S 7.764 -25.092 -2.453 -1.422 -0.895 1.212 C3 2U1 10 2U1 C22 C22 C 0 1 N N N 6.847 -25.451 -1.281 -2.440 -2.006 0.949 C22 2U1 11 2U1 C24 C24 C 0 1 Y N N 7.660 -26.036 -0.126 -3.809 -1.402 0.772 C24 2U1 12 2U1 C25 C25 C 0 1 Y N N 8.084 -25.160 0.869 -4.500 -1.616 -0.407 C25 2U1 13 2U1 C26 C26 C 0 1 Y N N 8.830 -25.637 1.931 -5.757 -1.059 -0.566 C26 2U1 14 2U1 C27 C27 C 0 1 Y N N 9.119 -26.990 1.961 -6.282 -0.295 0.483 C27 2U1 15 2U1 C29 C29 C 0 1 N N N 9.939 -27.549 3.111 -7.619 0.322 0.368 C29 2U1 16 2U1 O4 O4 O 0 1 N N N 10.198 -28.770 3.092 -8.273 0.168 -0.645 O4 2U1 17 2U1 O3 O3 O 0 1 N N N 10.325 -26.749 3.989 -8.113 1.055 1.384 O3 2U1 18 2U1 C28 C28 C 0 1 Y N N 8.671 -27.823 0.943 -5.521 -0.126 1.641 C28 2U1 19 2U1 N2 N2 N 0 1 Y N N 7.963 -27.341 -0.065 -4.331 -0.681 1.746 N2 2U1 20 2U1 C23 C23 C 0 1 N N N 8.409 -26.305 -3.127 -1.770 -0.186 2.523 C23 2U1 21 2U1 C4 C4 C 0 1 N N N 6.896 -24.295 -3.424 -0.046 -1.492 1.319 C4 2U1 22 2U1 O2 O2 O 0 1 N N N 5.836 -24.799 -3.799 0.102 -2.507 1.967 O2 2U1 23 2U1 N1 N1 N 0 1 N N N 7.306 -23.001 -3.824 1.020 -0.944 0.724 N1 2U1 24 2U1 C17 C17 C 0 1 N N S 6.433 -22.139 -4.648 2.331 -1.570 0.913 C17 2U1 25 2U1 C18 C18 C 0 1 N N N 6.011 -22.714 -6.004 2.681 -1.579 2.403 C18 2U1 26 2U1 C20 C20 C 0 1 N N N 6.255 -21.771 -7.177 4.022 -2.193 2.810 C20 2U1 27 2U1 C21 C21 C 0 1 N N N 7.129 -23.015 -6.991 3.826 -0.676 2.865 C21 2U1 28 2U1 C19 C19 C 0 1 N N N 5.188 -21.804 -3.825 2.291 -3.007 0.390 C19 2U1 29 2U1 S1 S1 S 0 1 N N N 5.426 -20.877 -2.269 2.023 -2.990 -1.404 S1 2U1 30 2U1 O5 O5 O 0 1 N N N 5.806 -19.456 -2.581 0.730 -2.460 -1.663 O5 2U1 31 2U1 O6 O6 O 0 1 N N N 6.473 -21.494 -1.394 3.154 -2.396 -2.025 O6 2U1 32 2U1 C30 C30 C 0 1 N N N 3.816 -20.953 -1.414 2.011 -4.761 -1.798 C30 2U1 33 2U1 C32 C32 C 0 1 N N N 3.895 -20.156 -0.119 3.351 -5.382 -1.397 C32 2U1 34 2U1 C33 C33 C 0 1 N N N 3.513 -22.426 -1.131 0.880 -5.447 -1.028 C33 2U1 35 2U1 C31 C31 C 0 1 N N N 2.750 -20.374 -2.336 1.791 -4.948 -3.300 C31 2U1 36 2U1 C1 C1 C 0 1 N N R 8.571 -22.470 -3.277 0.927 0.253 -0.108 C1 2U1 37 2U1 C5 C5 C 0 1 Y N N 9.371 -21.594 -4.235 2.092 1.161 0.191 C5 2U1 38 2U1 C12 C12 C 0 1 Y N N 9.965 -22.200 -5.334 2.528 1.320 1.493 C12 2U1 39 2U1 C13 C13 C 0 1 Y N N 10.717 -21.457 -6.228 3.600 2.149 1.767 C13 2U1 40 2U1 C14 C14 C 0 1 Y N N 10.889 -20.102 -6.000 4.236 2.820 0.738 C14 2U1 41 2U1 CL2 CL2 CL 0 0 N N N 11.840 -19.184 -7.111 5.582 3.860 1.082 CL2 2U1 42 2U1 C15 C15 C 0 1 Y N N 10.310 -19.492 -4.890 3.799 2.661 -0.565 C15 2U1 43 2U1 C16 C16 C 0 1 Y N N 9.553 -20.241 -3.997 2.727 1.832 -0.838 C16 2U1 44 2U1 H1 H1 H 0 1 N N N 12.132 -23.448 -3.371 0.248 3.612 0.345 H1 2U1 45 2U1 H2 H2 H 0 1 N N N 13.337 -20.957 -0.110 -1.162 4.788 -3.506 H2 2U1 46 2U1 H3 H3 H 0 1 N N N 11.000 -20.888 0.699 -1.849 2.468 -3.962 H3 2U1 47 2U1 H4 H4 H 0 1 N N N 9.238 -22.107 -0.531 -1.490 0.722 -2.265 H4 2U1 48 2U1 H5 H5 H 0 1 N N N 9.872 -24.214 -3.596 -0.335 1.445 1.173 H5 2U1 49 2U1 H6 H6 H 0 1 N N N 6.328 -24.544 -0.936 -2.162 -2.547 0.044 H6 2U1 50 2U1 H7 H7 H 0 1 N N N 6.106 -26.193 -1.615 -2.453 -2.694 1.794 H7 2U1 51 2U1 H8 H8 H 0 1 N N N 7.831 -24.112 0.812 -4.063 -2.211 -1.195 H8 2U1 52 2U1 H9 H9 H 0 1 N N N 9.176 -24.975 2.711 -6.318 -1.210 -1.477 H9 2U1 53 2U1 H10 H10 H 0 1 N N N 10.843 -27.214 4.636 -8.993 1.439 1.262 H10 2U1 54 2U1 H11 H11 H 0 1 N N N 8.904 -28.877 0.975 -5.912 0.461 2.458 H11 2U1 55 2U1 H12 H12 H 0 1 N N N 9.023 -26.849 -2.394 -2.701 0.367 2.400 H12 2U1 56 2U1 H13 H13 H 0 1 N N N 7.623 -26.971 -3.513 -1.888 -0.925 3.315 H13 2U1 57 2U1 H14 H14 H 0 1 N N N 9.044 -25.967 -3.959 -0.969 0.504 2.786 H14 2U1 58 2U1 H15 H15 H 0 1 N N N 6.966 -21.196 -4.840 3.086 -1.005 0.366 H15 2U1 59 2U1 H16 H16 H 0 1 N N N 5.113 -23.349 -6.033 1.839 -1.712 3.083 H16 2U1 60 2U1 H17 H17 H 0 1 N N N 6.676 -20.770 -7.001 4.063 -2.730 3.757 H17 2U1 61 2U1 H18 H18 H 0 1 N N N 5.533 -21.724 -8.005 4.655 -2.591 2.016 H18 2U1 62 2U1 H19 H19 H 0 1 N N N 7.036 -23.862 -7.687 4.331 -0.076 2.108 H19 2U1 63 2U1 H20 H20 H 0 1 N N N 8.179 -22.908 -6.682 3.739 -0.216 3.849 H20 2U1 64 2U1 H21 H21 H 0 1 N N N 4.521 -21.207 -4.465 3.237 -3.501 0.611 H21 2U1 65 2U1 H22 H22 H 0 1 N N N 4.697 -22.755 -3.570 1.477 -3.547 0.874 H22 2U1 66 2U1 H23 H23 H 0 1 N N N 4.669 -20.589 0.532 3.507 -5.249 -0.326 H23 2U1 67 2U1 H24 H24 H 0 1 N N N 4.151 -19.111 -0.347 3.343 -6.446 -1.634 H24 2U1 68 2U1 H25 H25 H 0 1 N N N 2.922 -20.192 0.394 4.156 -4.893 -1.945 H25 2U1 69 2U1 H26 H26 H 0 1 N N N 4.285 -22.838 -0.465 -0.074 -5.005 -1.314 H26 2U1 70 2U1 H27 H27 H 0 1 N N N 2.529 -22.511 -0.647 0.873 -6.511 -1.265 H27 2U1 71 2U1 H28 H28 H 0 1 N N N 3.507 -22.987 -2.077 1.037 -5.314 0.043 H28 2U1 72 2U1 H29 H29 H 0 1 N N N 1.771 -20.412 -1.835 2.596 -4.459 -3.849 H29 2U1 73 2U1 H30 H30 H 0 1 N N N 2.999 -19.329 -2.574 1.784 -6.012 -3.537 H30 2U1 74 2U1 H31 H31 H 0 1 N N N 2.710 -20.962 -3.265 0.837 -4.505 -3.586 H31 2U1 75 2U1 H32 H32 H 0 1 N N N 8.321 -21.848 -2.405 0.954 -0.033 -1.159 H32 2U1 76 2U1 H33 H33 H 0 1 N N N 9.839 -23.261 -5.493 2.031 0.796 2.296 H33 2U1 77 2U1 H34 H34 H 0 1 N N N 11.163 -21.928 -7.091 3.940 2.273 2.785 H34 2U1 78 2U1 H35 H35 H 0 1 N N N 10.450 -18.434 -4.723 4.295 3.184 -1.368 H35 2U1 79 2U1 H36 H36 H 0 1 N N N 9.112 -19.774 -3.128 2.389 1.704 -1.855 H36 2U1 80 # 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 2U1 C20 C21 SING N N 1 2U1 C20 C18 SING N N 2 2U1 CL2 C14 SING N N 3 2U1 C21 C18 SING N N 4 2U1 C13 C14 DOUB Y N 5 2U1 C13 C12 SING Y N 6 2U1 C18 C17 SING N N 7 2U1 C14 C15 SING Y N 8 2U1 C12 C5 DOUB Y N 9 2U1 C15 C16 DOUB Y N 10 2U1 C17 C19 SING N N 11 2U1 C17 N1 SING N N 12 2U1 C5 C16 SING Y N 13 2U1 C5 C1 SING N N 14 2U1 C19 S1 SING N N 15 2U1 N1 C4 SING N N 16 2U1 N1 C1 SING N N 17 2U1 O2 C4 DOUB N N 18 2U1 C4 C3 SING N N 19 2U1 C1 C2 SING N N 20 2U1 C23 C3 SING N N 21 2U1 C2 C6 SING N N 22 2U1 C2 O1 SING N N 23 2U1 O5 S1 DOUB N N 24 2U1 C11 C6 DOUB Y N 25 2U1 C11 C10 SING Y N 26 2U1 C3 O1 SING N N 27 2U1 C3 C22 SING N N 28 2U1 CL1 C10 SING N N 29 2U1 C31 C30 SING N N 30 2U1 S1 C30 SING N N 31 2U1 S1 O6 DOUB N N 32 2U1 C6 C7 SING Y N 33 2U1 C10 C9 DOUB Y N 34 2U1 C30 C33 SING N N 35 2U1 C30 C32 SING N N 36 2U1 C22 C24 SING N N 37 2U1 C7 C8 DOUB Y N 38 2U1 C9 C8 SING Y N 39 2U1 C24 N2 DOUB Y N 40 2U1 C24 C25 SING Y N 41 2U1 N2 C28 SING Y N 42 2U1 C25 C26 DOUB Y N 43 2U1 C28 C27 DOUB Y N 44 2U1 C26 C27 SING Y N 45 2U1 C27 C29 SING N N 46 2U1 O4 C29 DOUB N N 47 2U1 C29 O3 SING N N 48 2U1 C11 H1 SING N N 49 2U1 C9 H2 SING N N 50 2U1 C8 H3 SING N N 51 2U1 C7 H4 SING N N 52 2U1 C2 H5 SING N N 53 2U1 C22 H6 SING N N 54 2U1 C22 H7 SING N N 55 2U1 C25 H8 SING N N 56 2U1 C26 H9 SING N N 57 2U1 O3 H10 SING N N 58 2U1 C28 H11 SING N N 59 2U1 C23 H12 SING N N 60 2U1 C23 H13 SING N N 61 2U1 C23 H14 SING N N 62 2U1 C17 H15 SING N N 63 2U1 C18 H16 SING N N 64 2U1 C20 H17 SING N N 65 2U1 C20 H18 SING N N 66 2U1 C21 H19 SING N N 67 2U1 C21 H20 SING N N 68 2U1 C19 H21 SING N N 69 2U1 C19 H22 SING N N 70 2U1 C32 H23 SING N N 71 2U1 C32 H24 SING N N 72 2U1 C32 H25 SING N N 73 2U1 C33 H26 SING N N 74 2U1 C33 H27 SING N N 75 2U1 C33 H28 SING N N 76 2U1 C31 H29 SING N N 77 2U1 C31 H30 SING N N 78 2U1 C31 H31 SING N N 79 2U1 C1 H32 SING N N 80 2U1 C12 H33 SING N N 81 2U1 C13 H34 SING N N 82 2U1 C15 H35 SING N N 83 2U1 C16 H36 SING N N 84 # 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 2U1 SMILES ACDLabs 12.01 "O=C(O)c1ccc(nc1)CC3(OC(c2cc(Cl)ccc2)C(N(C3=O)C(C4CC4)CS(=O)(=O)C(C)(C)C)c5ccc(Cl)cc5)C" 2U1 InChI InChI 1.03 "InChI=1S/C33H36Cl2N2O6S/c1-32(2,3)44(41,42)19-27(20-8-9-20)37-28(21-10-13-24(34)14-11-21)29(22-6-5-7-25(35)16-22)43-33(4,31(37)40)17-26-15-12-23(18-36-26)30(38)39/h5-7,10-16,18,20,27-29H,8-9,17,19H2,1-4H3,(H,38,39)/t27-,28-,29-,33+/m1/s1" 2U1 InChIKey InChI 1.03 OTQRFDJHHZHHNT-LNHQPZRBSA-N 2U1 SMILES_CANONICAL CACTVS 3.385 "CC(C)(C)[S](=O)(=O)C[C@H](C1CC1)N2[C@@H]([C@H](O[C@@](C)(Cc3ccc(cn3)C(O)=O)C2=O)c4cccc(Cl)c4)c5ccc(Cl)cc5" 2U1 SMILES CACTVS 3.385 "CC(C)(C)[S](=O)(=O)C[CH](C1CC1)N2[CH]([CH](O[C](C)(Cc3ccc(cn3)C(O)=O)C2=O)c4cccc(Cl)c4)c5ccc(Cl)cc5" 2U1 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@]1(C(=O)N([C@@H]([C@H](O1)c2cccc(c2)Cl)c3ccc(cc3)Cl)[C@H](CS(=O)(=O)C(C)(C)C)C4CC4)Cc5ccc(cn5)C(=O)O" 2U1 SMILES "OpenEye OEToolkits" 1.7.6 "CC1(C(=O)N(C(C(O1)c2cccc(c2)Cl)c3ccc(cc3)Cl)C(CS(=O)(=O)C(C)(C)C)C4CC4)Cc5ccc(cn5)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 2U1 "SYSTEMATIC NAME" ACDLabs 12.01 "6-{[(2S,5R,6R)-4-[(1S)-2-(tert-butylsulfonyl)-1-cyclopropylethyl]-6-(3-chlorophenyl)-5-(4-chlorophenyl)-2-methyl-3-oxomorpholin-2-yl]methyl}pyridine-3-carboxylic acid" 2U1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "6-[[(2S,5R,6R)-4-[(1S)-2-tert-butylsulfonyl-1-cyclopropyl-ethyl]-6-(3-chlorophenyl)-5-(4-chlorophenyl)-2-methyl-3-oxidanylidene-morpholin-2-yl]methyl]pyridine-3-carboxylic 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 2U1 "Create component" 2014-02-04 RCSB 2U1 "Initial release" 2014-04-02 RCSB #