data_2U0 # _chem_comp.id 2U0 _chem_comp.name "(2-{[(3R,5R,6S)-1-[(1S)-2-(tert-butylsulfonyl)-1-cyclopropylethyl]-6-(4-chloro-3-fluorophenyl)-5-(3-chlorophenyl)-3-methyl-2-oxopiperidin-3-yl]methyl}-1,3-thiazol-5-yl)acetic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H37 Cl2 F N2 O5 S2" _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 695.692 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2U0 _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 4ODE _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 2U0 C10 C10 C 0 1 Y N N 12.670 -23.666 -2.226 2.966 2.729 -1.703 C10 2U0 1 2U0 C9 C9 C 0 1 Y N N 13.700 -23.047 -1.514 4.154 3.125 -2.290 C9 2U0 2 2U0 CL1 CL1 CL 0 0 N N N 15.307 -23.011 -2.175 4.814 4.693 -1.944 CL1 2U0 3 2U0 C8 C8 C 0 1 Y N N 13.452 -22.462 -0.274 4.817 2.271 -3.153 C8 2U0 4 2U0 C7 C7 C 0 1 Y N N 12.167 -22.493 0.262 4.292 1.022 -3.428 C7 2U0 5 2U0 C6 C6 C 0 1 Y N N 11.139 -23.108 -0.458 3.104 0.627 -2.841 C6 2U0 6 2U0 C4 C4 C 0 1 Y N N 11.378 -23.697 -1.700 2.442 1.480 -1.978 C4 2U0 7 2U0 C3 C3 C 0 1 N N R 10.221 -24.364 -2.466 1.148 1.048 -1.338 C3 2U0 8 2U0 C5 C5 C 0 1 N N N 9.355 -25.231 -1.564 0.110 0.747 -2.426 C5 2U0 9 2U0 C2 C2 C 0 1 N N S 9.324 -23.196 -2.942 1.380 -0.221 -0.518 C2 2U0 10 2U0 C1 C1 C 0 1 Y N N 10.154 -22.344 -3.928 2.220 0.111 0.688 C1 2U0 11 2U0 C25 C25 C 0 1 Y N N 10.694 -22.923 -5.067 1.634 0.679 1.803 C25 2U0 12 2U0 C24 C24 C 0 1 Y N N 11.444 -22.162 -5.955 2.405 0.980 2.913 C24 2U0 13 2U0 F1 F1 F 0 1 N N N 11.948 -22.749 -7.058 1.832 1.535 4.004 F1 2U0 14 2U0 C23 C23 C 0 1 Y N N 11.675 -20.815 -5.699 3.763 0.710 2.905 C23 2U0 15 2U0 CL2 CL2 CL 0 0 N N N 12.627 -19.850 -6.781 4.732 1.085 4.296 CL2 2U0 16 2U0 C22 C22 C 0 1 Y N N 11.143 -20.232 -4.555 4.348 0.142 1.787 C22 2U0 17 2U0 C21 C21 C 0 1 Y N N 10.389 -20.999 -3.672 3.576 -0.157 0.680 C21 2U0 18 2U0 N1 N1 N 0 1 N N N 8.081 -23.645 -3.610 0.109 -0.782 -0.075 N1 2U0 19 2U0 C11 C11 C 0 1 N N S 7.216 -22.666 -4.325 0.128 -1.722 1.048 C11 2U0 20 2U0 C12 C12 C 0 1 N N N 6.794 -22.990 -5.763 -0.723 -1.168 2.192 C12 2U0 21 2U0 C27 C27 C 0 1 N N N 6.986 -21.845 -6.749 -0.829 -2.009 3.466 C27 2U0 22 2U0 C28 C28 C 0 1 N N N 7.885 -23.087 -6.824 0.004 -0.725 3.463 C28 2U0 23 2U0 C13 C13 C 0 1 N N N 5.949 -22.386 -3.497 -0.440 -3.069 0.596 C13 2U0 24 2U0 S1 S1 S 0 1 N N N 6.210 -21.729 -1.819 0.651 -3.796 -0.657 S1 2U0 25 2U0 O2 O2 O 0 1 N N N 6.969 -22.713 -0.969 0.627 -2.970 -1.814 O2 2U0 26 2U0 O3 O3 O 0 1 N N N 6.963 -20.437 -1.868 1.899 -4.100 -0.049 O3 2U0 27 2U0 C14 C14 C 0 1 N N N 4.574 -21.465 -1.042 -0.200 -5.351 -1.040 C14 2U0 28 2U0 C16 C16 C 0 1 N N N 3.841 -22.806 -1.001 -1.603 -5.047 -1.569 C16 2U0 29 2U0 C29 C29 C 0 1 N N N 4.776 -20.920 0.367 0.590 -6.118 -2.101 C29 2U0 30 2U0 C15 C15 C 0 1 N N N 3.780 -20.463 -1.870 -0.307 -6.200 0.229 C15 2U0 31 2U0 C17 C17 C 0 1 N N N 7.589 -24.942 -3.355 -1.069 -0.493 -0.628 C17 2U0 32 2U0 O1 O1 O 0 1 N N N 6.505 -25.309 -3.806 -2.057 -1.053 -0.201 O1 2U0 33 2U0 C18 C18 C 0 1 N N R 8.278 -25.920 -2.417 -1.239 0.490 -1.751 C18 2U0 34 2U0 C26 C26 C 0 1 N N N 7.199 -26.470 -1.484 -2.221 -0.077 -2.778 C26 2U0 35 2U0 C19 C19 C 0 1 N N N 8.789 -27.015 -3.362 -1.789 1.805 -1.196 C19 2U0 36 2U0 C20 C20 C 0 1 Y N N 9.296 -28.240 -2.588 -3.123 1.556 -0.541 C20 2U0 37 2U0 S2 S2 S 0 1 Y N N 8.289 -29.603 -2.393 -4.635 1.637 -1.335 S2 2U0 38 2U0 N2 N2 N 0 1 Y N N 10.453 -28.506 -1.968 -3.288 1.243 0.700 N2 2U0 39 2U0 C30 C30 C 0 1 Y N N 10.490 -29.733 -1.383 -4.526 1.058 1.113 C30 2U0 40 2U0 C31 C31 C 0 1 Y N N 9.375 -30.473 -1.520 -5.456 1.222 0.168 C31 2U0 41 2U0 C32 C32 C 0 1 N N N 9.037 -31.874 -1.023 -6.944 1.072 0.352 C32 2U0 42 2U0 C33 C33 C 0 1 N N N 10.306 -32.501 -0.475 -7.538 2.401 0.742 C33 2U0 43 2U0 O5 O5 O 0 1 N N N 10.877 -33.337 -1.210 -6.826 3.370 0.858 O5 2U0 44 2U0 O4 O4 O 0 1 N N N 10.683 -32.117 0.656 -8.858 2.508 0.961 O4 2U0 45 2U0 H1 H1 H 0 1 N N N 12.874 -24.121 -3.184 2.450 3.393 -1.025 H1 2U0 46 2U0 H2 H2 H 0 1 N N N 14.254 -21.986 0.270 5.744 2.580 -3.612 H2 2U0 47 2U0 H3 H3 H 0 1 N N N 11.967 -22.046 1.225 4.809 0.355 -4.102 H3 2U0 48 2U0 H4 H4 H 0 1 N N N 10.141 -23.128 -0.045 2.694 -0.349 -3.056 H4 2U0 49 2U0 H5 H5 H 0 1 N N N 10.599 -24.939 -3.324 0.777 1.843 -0.690 H5 2U0 50 2U0 H6 H6 H 0 1 N N N 9.980 -25.992 -1.073 0.027 1.600 -3.100 H6 2U0 51 2U0 H7 H7 H 0 1 N N N 8.874 -24.603 -0.800 0.414 -0.136 -2.988 H7 2U0 52 2U0 H8 H8 H 0 1 N N N 9.067 -22.574 -2.071 1.903 -0.955 -1.130 H8 2U0 53 2U0 H9 H9 H 0 1 N N N 10.530 -23.972 -5.265 0.574 0.889 1.808 H9 2U0 54 2U0 H10 H10 H 0 1 N N N 11.315 -19.185 -4.352 5.407 -0.068 1.780 H10 2U0 55 2U0 H11 H11 H 0 1 N N N 9.983 -20.545 -2.780 4.033 -0.605 -0.190 H11 2U0 56 2U0 H12 H12 H 0 1 N N N 7.773 -21.719 -4.370 1.154 -1.858 1.391 H12 2U0 57 2U0 H13 H13 H 0 1 N N N 5.906 -23.625 -5.894 -1.602 -0.598 1.891 H13 2U0 58 2U0 H14 H14 H 0 1 N N N 7.400 -20.886 -6.405 -1.778 -1.992 4.003 H14 2U0 59 2U0 H15 H15 H 0 1 N N N 6.235 -21.661 -7.532 -0.293 -2.957 3.489 H15 2U0 60 2U0 H16 H16 H 0 1 N N N 7.779 -23.794 -7.660 1.089 -0.828 3.485 H16 2U0 61 2U0 H17 H17 H 0 1 N N N 8.944 -23.019 -6.533 -0.397 0.136 3.998 H17 2U0 62 2U0 H18 H18 H 0 1 N N N 5.341 -21.656 -4.052 -0.509 -3.740 1.451 H18 2U0 63 2U0 H19 H19 H 0 1 N N N 5.394 -23.331 -3.404 -1.433 -2.920 0.170 H19 2U0 64 2U0 H20 H20 H 0 1 N N N 4.421 -23.523 -0.402 -1.528 -4.443 -2.473 H20 2U0 65 2U0 H21 H21 H 0 1 N N N 2.848 -22.667 -0.548 -2.115 -5.982 -1.799 H21 2U0 66 2U0 H22 H22 H 0 1 N N N 3.726 -23.192 -2.024 -2.167 -4.501 -0.813 H22 2U0 67 2U0 H23 H23 H 0 1 N N N 5.350 -21.645 0.963 1.590 -6.334 -1.724 H23 2U0 68 2U0 H24 H24 H 0 1 N N N 5.327 -19.970 0.317 0.079 -7.052 -2.331 H24 2U0 69 2U0 H25 H25 H 0 1 N N N 3.797 -20.751 0.839 0.666 -5.514 -3.005 H25 2U0 70 2U0 H26 H26 H 0 1 N N N 2.796 -20.302 -1.406 -0.870 -5.653 0.985 H26 2U0 71 2U0 H27 H27 H 0 1 N N N 4.326 -19.509 -1.913 -0.818 -7.134 -0.001 H27 2U0 72 2U0 H28 H28 H 0 1 N N N 3.645 -20.855 -2.889 0.693 -6.416 0.606 H28 2U0 73 2U0 H29 H29 H 0 1 N N N 6.848 -25.669 -0.817 -3.185 -0.254 -2.300 H29 2U0 74 2U0 H30 H30 H 0 1 N N N 6.355 -26.846 -2.081 -2.345 0.635 -3.594 H30 2U0 75 2U0 H31 H31 H 0 1 N N N 7.618 -27.291 -0.883 -1.833 -1.016 -3.172 H31 2U0 76 2U0 H32 H32 H 0 1 N N N 9.613 -26.609 -3.966 -1.093 2.209 -0.462 H32 2U0 77 2U0 H33 H33 H 0 1 N N N 7.968 -27.326 -4.024 -1.913 2.519 -2.011 H33 2U0 78 2U0 H34 H34 H 0 1 N N N 11.356 -30.089 -0.845 -4.769 0.794 2.132 H34 2U0 79 2U0 H35 H35 H 0 1 N N N 8.278 -31.815 -0.229 -7.394 0.733 -0.581 H35 2U0 80 2U0 H36 H36 H 0 1 N N N 8.651 -32.481 -1.855 -7.141 0.342 1.137 H36 2U0 81 2U0 H37 H37 H 0 1 N N N 11.490 -32.562 0.889 -9.193 3.381 1.208 H37 2U0 82 # 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 2U0 F1 C24 SING N N 1 2U0 C28 C27 SING N N 2 2U0 C28 C12 SING N N 3 2U0 CL2 C23 SING N N 4 2U0 C27 C12 SING N N 5 2U0 C24 C23 DOUB Y N 6 2U0 C24 C25 SING Y N 7 2U0 C12 C11 SING N N 8 2U0 C23 C22 SING Y N 9 2U0 C25 C1 DOUB Y N 10 2U0 C22 C21 DOUB Y N 11 2U0 C11 N1 SING N N 12 2U0 C11 C13 SING N N 13 2U0 C1 C21 SING Y N 14 2U0 C1 C2 SING N N 15 2U0 O1 C17 DOUB N N 16 2U0 N1 C17 SING N N 17 2U0 N1 C2 SING N N 18 2U0 C13 S1 SING N N 19 2U0 C19 C20 SING N N 20 2U0 C19 C18 SING N N 21 2U0 C17 C18 SING N N 22 2U0 C2 C3 SING N N 23 2U0 C20 S2 SING Y N 24 2U0 C20 N2 DOUB Y N 25 2U0 C3 C4 SING N N 26 2U0 C3 C5 SING N N 27 2U0 C18 C5 SING N N 28 2U0 C18 C26 SING N N 29 2U0 S2 C31 SING Y N 30 2U0 C10 C4 DOUB Y N 31 2U0 C10 C9 SING Y N 32 2U0 CL1 C9 SING N N 33 2U0 N2 C30 SING Y N 34 2U0 C15 C14 SING N N 35 2U0 O3 S1 DOUB N N 36 2U0 S1 C14 SING N N 37 2U0 S1 O2 DOUB N N 38 2U0 C4 C6 SING Y N 39 2U0 C31 C30 DOUB Y N 40 2U0 C31 C32 SING N N 41 2U0 C9 C8 DOUB Y N 42 2U0 O5 C33 DOUB N N 43 2U0 C14 C16 SING N N 44 2U0 C14 C29 SING N N 45 2U0 C32 C33 SING N N 46 2U0 C33 O4 SING N N 47 2U0 C6 C7 DOUB Y N 48 2U0 C8 C7 SING Y N 49 2U0 C10 H1 SING N N 50 2U0 C8 H2 SING N N 51 2U0 C7 H3 SING N N 52 2U0 C6 H4 SING N N 53 2U0 C3 H5 SING N N 54 2U0 C5 H6 SING N N 55 2U0 C5 H7 SING N N 56 2U0 C2 H8 SING N N 57 2U0 C25 H9 SING N N 58 2U0 C22 H10 SING N N 59 2U0 C21 H11 SING N N 60 2U0 C11 H12 SING N N 61 2U0 C12 H13 SING N N 62 2U0 C27 H14 SING N N 63 2U0 C27 H15 SING N N 64 2U0 C28 H16 SING N N 65 2U0 C28 H17 SING N N 66 2U0 C13 H18 SING N N 67 2U0 C13 H19 SING N N 68 2U0 C16 H20 SING N N 69 2U0 C16 H21 SING N N 70 2U0 C16 H22 SING N N 71 2U0 C29 H23 SING N N 72 2U0 C29 H24 SING N N 73 2U0 C29 H25 SING N N 74 2U0 C15 H26 SING N N 75 2U0 C15 H27 SING N N 76 2U0 C15 H28 SING N N 77 2U0 C26 H29 SING N N 78 2U0 C26 H30 SING N N 79 2U0 C26 H31 SING N N 80 2U0 C19 H32 SING N N 81 2U0 C19 H33 SING N N 82 2U0 C30 H34 SING N N 83 2U0 C32 H35 SING N N 84 2U0 C32 H36 SING N N 85 2U0 O4 H37 SING N N 86 # 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 2U0 SMILES ACDLabs 12.01 "O=S(=O)(C(C)(C)C)CC(N3C(=O)C(CC(c1cccc(Cl)c1)C3c2ccc(Cl)c(F)c2)(Cc4ncc(s4)CC(=O)O)C)C5CC5" 2U0 InChI InChI 1.03 "InChI=1S/C33H37Cl2FN2O5S2/c1-32(2,3)45(42,43)18-27(19-8-9-19)38-30(21-10-11-25(35)26(36)13-21)24(20-6-5-7-22(34)12-20)15-33(4,31(38)41)16-28-37-17-23(44-28)14-29(39)40/h5-7,10-13,17,19,24,27,30H,8-9,14-16,18H2,1-4H3,(H,39,40)/t24-,27-,30-,33-/m1/s1" 2U0 InChIKey InChI 1.03 HNLHOKSDTBAERS-CWIPYCOQSA-N 2U0 SMILES_CANONICAL CACTVS 3.385 "CC(C)(C)[S](=O)(=O)C[C@H](C1CC1)N2[C@@H]([C@H](C[C@](C)(Cc3sc(CC(O)=O)cn3)C2=O)c4cccc(Cl)c4)c5ccc(Cl)c(F)c5" 2U0 SMILES CACTVS 3.385 "CC(C)(C)[S](=O)(=O)C[CH](C1CC1)N2[CH]([CH](C[C](C)(Cc3sc(CC(O)=O)cn3)C2=O)c4cccc(Cl)c4)c5ccc(Cl)c(F)c5" 2U0 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@]1(C[C@@H]([C@H](N(C1=O)[C@H](CS(=O)(=O)C(C)(C)C)C2CC2)c3ccc(c(c3)F)Cl)c4cccc(c4)Cl)Cc5ncc(s5)CC(=O)O" 2U0 SMILES "OpenEye OEToolkits" 1.7.6 "CC1(CC(C(N(C1=O)C(CS(=O)(=O)C(C)(C)C)C2CC2)c3ccc(c(c3)F)Cl)c4cccc(c4)Cl)Cc5ncc(s5)CC(=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 2U0 "SYSTEMATIC NAME" ACDLabs 12.01 "(2-{[(3R,5R,6S)-1-[(1S)-2-(tert-butylsulfonyl)-1-cyclopropylethyl]-6-(4-chloro-3-fluorophenyl)-5-(3-chlorophenyl)-3-methyl-2-oxopiperidin-3-yl]methyl}-1,3-thiazol-5-yl)acetic acid" 2U0 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[2-[[(3R,5R,6S)-1-[(1S)-2-tert-butylsulfonyl-1-cyclopropyl-ethyl]-6-(4-chloranyl-3-fluoranyl-phenyl)-5-(3-chlorophenyl)-3-methyl-2-oxidanylidene-piperidin-3-yl]methyl]-1,3-thiazol-5-yl]ethanoic 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 2U0 "Create component" 2014-02-04 RCSB 2U0 "Initial release" 2014-04-02 RCSB #