data_O33 # _chem_comp.id O33 _chem_comp.name ;(4R)-N-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-3-[(2S,3S)-2-hydroxy-3-({N-[(isoquinolin-5-yloxy)acetyl]-S-methyl- L-cysteinyl}amino)-4-phenylbutanoyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxamide ; _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C40 H45 N5 O7 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms KNI-10033 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-04-18 _chem_comp.pdbx_modified_date 2020-06-17 _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 771.945 _chem_comp.one_letter_code ? _chem_comp.three_letter_code O33 _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 2PK6 _chem_comp.pdbx_subcomponent_list "TUC SMC 005 00B 00X" _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 O33 C30 C30 C 0 1 Y N N 15.686 -26.994 -12.195 -10.975 1.316 1.436 C1 TUC 1 O33 C31 C31 C 0 1 Y N N 16.426 -26.259 -13.129 -9.724 0.993 1.005 C2 TUC 2 O33 C28 C28 C 0 1 Y N N 17.692 -25.811 -12.759 -9.445 1.064 -0.371 C3 TUC 3 O33 C27 C27 C 0 1 Y N N 18.180 -26.073 -11.469 -10.485 1.471 -1.246 C4 TUC 4 O33 C29 C29 C 0 1 Y N N 17.381 -26.798 -10.584 -11.742 1.777 -0.700 C5 TUC 5 O33 C23 C23 C 0 1 Y N N 18.479 -25.103 -13.662 -8.180 0.746 -0.898 C6 TUC 6 O33 C24 C24 C 0 1 Y N N 19.742 -24.632 -13.288 -7.974 0.836 -2.247 C7 TUC 7 O33 C25 C25 C 0 1 Y N N 20.229 -24.894 -11.993 -8.997 1.235 -3.103 C8 TUC 8 O33 C26 C26 C 0 1 Y N N 19.451 -25.617 -11.082 -10.233 1.550 -2.625 C9 TUC 9 O33 C21 C21 C 0 1 N N N 18.815 -24.337 -15.926 -5.918 0.049 -0.685 C10 TUC 10 O33 C1 C1 C 0 1 N N N 18.034 -23.965 -17.173 -4.930 -0.363 0.376 C11 TUC 11 O33 N5 N5 N 0 1 Y N N 16.170 -27.234 -10.973 -11.932 1.684 0.596 N1 TUC 12 O33 O6 O6 O 0 1 N N N 17.972 -24.875 -14.917 -7.173 0.355 -0.075 O1 TUC 13 O33 O5 O5 O 0 1 N N N 18.635 -23.397 -18.063 -5.268 -0.393 1.540 O3 TUC 14 O33 N1 N1 N 0 1 N N N 16.726 -24.257 -17.211 -3.670 -0.694 0.031 N SMC 15 O33 C2 C2 C 0 1 N N R 15.953 -23.889 -18.386 -2.708 -1.089 1.063 CA SMC 16 O33 C20 C20 C 0 1 N N N 15.302 -25.159 -18.959 -2.863 -2.582 1.359 CB SMC 17 O33 S2 S2 S 0 1 N N N 14.872 -24.817 -20.648 -4.548 -2.911 1.945 SG SMC 18 O33 C22 C22 C 0 1 N N N 16.410 -25.193 -21.431 -4.536 -4.702 2.238 CS SMC 19 O33 C3 C3 C 0 1 N N N 14.885 -22.885 -18.068 -1.308 -0.816 0.577 C SMC 20 O33 O3 O3 O 0 1 N N N 13.697 -23.218 -18.081 -1.132 -0.338 -0.524 O SMC 21 O33 C6 C6 C 0 1 N N N 12.924 -19.008 -18.591 3.470 -1.576 1.041 C 005 22 O33 N2 N2 N 0 1 N N N 15.324 -21.655 -17.764 -0.253 -1.102 1.364 N 005 23 O33 O2 O2 O 0 1 N N N 12.856 -17.994 -17.940 4.357 -1.122 1.732 O 005 24 O33 C5 C5 C 0 1 N N S 14.220 -19.760 -18.659 2.089 -1.762 1.614 CA 005 25 O33 C8 C8 C 0 1 Y N N 15.155 -20.894 -15.096 0.585 1.532 0.374 CD 005 26 O33 C7 C7 C 0 1 N N N 14.885 -19.875 -16.184 1.473 0.621 1.182 CG 005 27 O33 C11 C11 C 0 1 Y N N 15.676 -22.740 -13.132 -1.044 3.204 -1.107 CH 005 28 O33 C4 C4 C 0 1 N N S 14.350 -20.627 -17.412 1.108 -0.836 0.891 CB1 005 29 O33 O1 O1 O 0 1 N N N 15.317 -18.832 -18.719 2.104 -1.446 3.007 OB2 005 30 O33 C9 C9 C 0 1 Y N N 16.480 -21.144 -14.733 -0.616 1.970 0.900 CE1 005 31 O33 C13 C13 C 0 1 Y N N 14.084 -21.541 -14.457 0.975 1.934 -0.890 CE2 005 32 O33 C10 C10 C 0 1 Y N N 16.737 -22.092 -13.759 -1.430 2.806 0.159 CZ1 005 33 O33 C12 C12 C 0 1 Y N N 14.348 -22.488 -13.460 0.160 2.770 -1.630 CZ2 005 34 O33 C17 C17 C 0 1 N N N 9.880 -18.733 -17.915 5.418 -0.299 -0.797 C 00B 35 O33 N3 N3 N 0 1 N N N 11.885 -19.513 -19.234 3.720 -1.913 -0.240 N 00B 36 O33 O4 O4 O 0 1 N N N 9.857 -19.729 -17.139 4.559 0.553 -0.717 O 00B 37 O33 C16 C16 C 0 1 N N R 10.647 -18.739 -19.229 5.033 -1.755 -0.847 CA 00B 38 O33 C15 C15 C 0 1 N N N 9.780 -19.317 -20.361 5.085 -2.233 -2.316 CB 00B 39 O33 C14 C14 C 0 1 N N N 11.866 -20.770 -19.984 2.681 -2.469 -1.129 CD 00B 40 O33 C18 C18 C 0 1 N N N 8.269 -19.093 -20.245 4.863 -1.067 -3.281 CG1 00B 41 O33 C19 C19 C 0 1 N N N 10.215 -18.635 -21.664 6.405 -2.947 -2.615 CG2 00B 42 O33 S1 S1 S 0 1 N N N 10.181 -21.064 -20.353 3.669 -3.411 -2.364 SG3 00B 43 O33 N4 N4 N 0 1 N N N 9.224 -17.584 -17.702 6.717 0.056 -0.840 N30 00X 44 O33 O7 O7 O 0 1 N N N 7.735 -15.408 -17.791 9.261 0.499 -1.375 O30 00X 45 O33 C32 C32 C 0 1 N N S 8.346 -17.397 -16.545 7.092 1.471 -0.791 C31 00X 46 O33 C33 C33 C 0 1 Y N N 8.898 -16.788 -15.318 7.273 1.917 0.644 C32 00X 47 O33 C37 C37 C 0 1 Y N N 10.133 -17.072 -14.723 6.501 1.668 1.766 C33 00X 48 O33 C38 C38 C 0 1 Y N N 10.468 -16.410 -13.535 6.867 2.189 2.991 C34 00X 49 O33 C36 C36 C 0 1 N N R 7.216 -16.422 -16.917 8.467 1.684 -1.458 C35 00X 50 O33 C34 C34 C 0 1 Y N N 8.020 -15.901 -14.771 8.415 2.690 0.752 C36 00X 51 O33 C40 C40 C 0 1 Y N N 8.332 -15.214 -13.601 8.780 3.210 1.982 C37 00X 52 O33 C39 C39 C 0 1 Y N N 9.575 -15.467 -13.006 8.008 2.961 3.100 C38 00X 53 O33 C35 C35 C 0 1 N N N 6.765 -15.778 -15.607 9.078 2.815 -0.603 C39 00X 54 O33 H30 H30 H 0 1 N N N 14.711 -27.372 -12.466 -11.196 1.263 2.492 H1 TUC 55 O33 H31 H31 H 0 1 N N N 16.026 -26.045 -14.109 -8.961 0.687 1.706 H2 TUC 56 O33 H29 H29 H 0 1 N N N 17.736 -27.009 -9.586 -12.550 2.090 -1.344 H5 TUC 57 O33 H24 H24 H 0 1 N N N 20.341 -24.070 -13.989 -7.003 0.593 -2.654 H7 TUC 58 O33 H25 H25 H 0 1 N N N 21.206 -24.536 -11.702 -8.806 1.297 -4.164 H8 TUC 59 O33 H26 H26 H 0 1 N N N 19.825 -25.823 -10.090 -11.015 1.857 -3.303 H9 TUC 60 O33 H211 H211 H 0 0 N N N 19.570 -25.091 -16.194 -5.544 0.930 -1.207 H101 TUC 61 O33 H212 H212 H 0 0 N N N 19.303 -23.433 -15.533 -6.048 -0.766 -1.397 H102 TUC 62 O33 HN1 HN1 H 0 1 N N N 16.288 -24.722 -16.441 -3.399 -0.670 -0.900 H SMC 63 O33 H2 H2 H 0 1 N N N 16.634 -23.427 -19.116 -2.895 -0.517 1.972 HA SMC 64 O33 H201 H201 H 0 0 N N N 16.007 -26.002 -18.910 -2.676 -3.154 0.450 HB2 SMC 65 O33 H202 H202 H 0 0 N N N 14.401 -25.417 -18.383 -2.147 -2.876 2.127 HB3 SMC 66 O33 H221 H221 H 0 0 N N N 16.319 -25.031 -22.515 -4.307 -5.220 1.307 HCS1 SMC 67 O33 H222 H222 H 0 0 N N N 17.197 -24.539 -21.027 -3.778 -4.943 2.984 HCS2 SMC 68 O33 H223 H223 H 0 0 N N N 16.672 -26.244 -21.239 -5.514 -5.017 2.598 HCS3 SMC 69 O33 HN2 HN2 H 0 1 N N N 16.302 -21.446 -17.778 -0.395 -1.485 2.245 HN 005 70 O33 H5 H5 H 0 1 N N N 14.237 -20.393 -19.559 1.777 -2.798 1.480 HA 005 71 O33 H71 H71 H 0 1 N N N 15.814 -19.345 -16.442 1.334 0.825 2.244 HG 005 72 O33 H72 H72 H 0 1 N N N 14.141 -19.143 -15.838 2.515 0.795 0.912 HGA 005 73 O33 H11 H11 H 0 1 N N N 15.892 -23.466 -12.362 -1.680 3.857 -1.686 HH 005 74 O33 H4 H4 H 0 1 N N N 13.355 -21.005 -17.134 1.161 -1.017 -0.182 HB1 005 75 O33 HO1 HO1 H 0 1 N N N 15.018 -17.970 -18.456 2.373 -0.537 3.201 HOB2 005 76 O33 H9 H9 H 0 1 N N N 17.290 -20.607 -15.204 -0.918 1.659 1.889 HE1 005 77 O33 H13 H13 H 0 1 N N N 13.066 -21.310 -14.733 1.915 1.595 -1.298 HE2 005 78 O33 H10 H10 H 0 1 N N N 17.755 -22.328 -13.486 -2.369 3.148 0.569 HZ1 005 79 O33 H12 H12 H 0 1 N N N 13.544 -23.008 -12.960 0.462 3.081 -2.619 HZ2 005 80 O33 H16 H16 H 0 1 N N N 10.905 -17.680 -19.375 5.758 -2.326 -0.266 HA 00B 81 O33 H141 H141 H 0 0 N N N 12.285 -21.591 -19.383 2.118 -1.671 -1.612 HD 00B 82 O33 H142 H142 H 0 0 N N N 12.460 -20.685 -20.906 2.016 -3.134 -0.578 HDA 00B 83 O33 H181 H181 H 0 0 N N N 7.763 -19.550 -21.108 5.640 -0.318 -3.130 HG1 00B 84 O33 H182 H182 H 0 0 N N N 7.900 -19.555 -19.317 4.905 -1.432 -4.307 HG1A 00B 85 O33 H183 H183 H 0 0 N N N 8.059 -18.013 -20.226 3.886 -0.621 -3.093 HG1B 00B 86 O33 H191 H191 H 0 0 N N N 9.615 -19.024 -22.500 6.505 -3.814 -1.962 HG2 00B 87 O33 H192 H192 H 0 0 N N N 10.063 -17.549 -21.578 6.414 -3.272 -3.655 HG2A 00B 88 O33 H193 H193 H 0 0 N N N 11.279 -18.843 -21.849 7.235 -2.263 -2.441 HG2B 00B 89 O33 HN4 HN4 H 0 1 N N N 9.337 -16.833 -18.352 7.405 -0.626 -0.903 HN30 00X 90 O33 HO7 HO7 H 0 1 N N N 7.040 -14.803 -18.023 10.136 0.582 -1.779 HO30 00X 91 O33 H32 H32 H 0 1 N N N 8.075 -18.439 -16.317 6.334 2.079 -1.285 H31 00X 92 O33 H37 H37 H 0 1 N N N 10.811 -17.784 -15.169 5.609 1.065 1.682 H33 00X 93 O33 H38 H38 H 0 1 N N N 11.401 -16.623 -13.034 6.261 1.993 3.864 H34 00X 94 O33 H36 H36 H 0 1 N N N 6.386 -16.934 -17.426 8.351 2.002 -2.494 H35 00X 95 O33 H40 H40 H 0 1 N N N 7.639 -14.509 -13.166 9.672 3.814 2.067 H37 00X 96 O33 H39 H39 H 0 1 N N N 9.853 -14.921 -12.116 8.296 3.369 4.057 H38 00X 97 O33 H351 H351 H 0 0 N N N 5.910 -16.303 -15.156 8.855 3.786 -1.045 H39 00X 98 O33 H352 H352 H 0 0 N N N 6.453 -14.732 -15.741 10.156 2.679 -0.510 H39A 00X 99 # # 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 O33 C1 O5 DOUB N N 1 O33 C1 N1 SING N N 2 O33 C1 C21 SING N N 3 O33 C2 C20 SING N N 4 O33 C2 C3 SING N N 5 O33 C2 N1 SING N N 6 O33 C2 H2 SING N N 7 O33 C3 O3 DOUB N N 8 O33 C3 N2 SING N N 9 O33 C4 C5 SING N N 10 O33 C4 N2 SING N N 11 O33 C4 C7 SING N N 12 O33 C4 H4 SING N N 13 O33 C5 O1 SING N N 14 O33 C5 C6 SING N N 15 O33 C5 H5 SING N N 16 O33 C6 N3 SING N N 17 O33 C6 O2 DOUB N N 18 O33 C7 C8 SING N N 19 O33 C7 H71 SING N N 20 O33 C7 H72 SING N N 21 O33 C8 C9 DOUB Y N 22 O33 C8 C13 SING Y N 23 O33 C9 C10 SING Y N 24 O33 C9 H9 SING N N 25 O33 C11 C10 DOUB Y N 26 O33 C11 C12 SING Y N 27 O33 C11 H11 SING N N 28 O33 C12 C13 DOUB Y N 29 O33 C12 H12 SING N N 30 O33 C14 S1 SING N N 31 O33 C14 N3 SING N N 32 O33 C14 H141 SING N N 33 O33 C14 H142 SING N N 34 O33 C16 C15 SING N N 35 O33 C16 N3 SING N N 36 O33 C16 C17 SING N N 37 O33 C16 H16 SING N N 38 O33 C18 C15 SING N N 39 O33 C18 H181 SING N N 40 O33 C18 H182 SING N N 41 O33 C18 H183 SING N N 42 O33 C19 C15 SING N N 43 O33 C19 H191 SING N N 44 O33 C19 H192 SING N N 45 O33 C19 H193 SING N N 46 O33 C20 S2 SING N N 47 O33 C20 H201 SING N N 48 O33 C20 H202 SING N N 49 O33 C21 O6 SING N N 50 O33 C21 H211 SING N N 51 O33 C21 H212 SING N N 52 O33 C22 S2 SING N N 53 O33 C22 H221 SING N N 54 O33 C22 H222 SING N N 55 O33 C22 H223 SING N N 56 O33 C27 C28 SING Y N 57 O33 C27 C26 SING Y N 58 O33 C27 C29 DOUB Y N 59 O33 C28 C23 SING Y N 60 O33 C28 C31 DOUB Y N 61 O33 C29 N5 SING Y N 62 O33 C29 H29 SING N N 63 O33 C30 C31 SING Y N 64 O33 C30 N5 DOUB Y N 65 O33 C30 H30 SING N N 66 O33 C31 H31 SING N N 67 O33 C32 N4 SING N N 68 O33 C32 C36 SING N N 69 O33 C32 C33 SING N N 70 O33 C32 H32 SING N N 71 O33 O4 C17 DOUB N N 72 O33 C17 N4 SING N N 73 O33 N4 HN4 SING N N 74 O33 C33 C34 DOUB Y N 75 O33 C33 C37 SING Y N 76 O33 C37 C38 DOUB Y N 77 O33 C37 H37 SING N N 78 O33 C38 C39 SING Y N 79 O33 C38 H38 SING N N 80 O33 C39 C40 DOUB Y N 81 O33 C39 H39 SING N N 82 O33 C40 C34 SING Y N 83 O33 C40 H40 SING N N 84 O33 C34 C35 SING N N 85 O33 C35 C36 SING N N 86 O33 C35 H351 SING N N 87 O33 C35 H352 SING N N 88 O33 C36 O7 SING N N 89 O33 C36 H36 SING N N 90 O33 O7 HO7 SING N N 91 O33 C15 S1 SING N N 92 O33 O1 HO1 SING N N 93 O33 C10 H10 SING N N 94 O33 C13 H13 SING N N 95 O33 N2 HN2 SING N N 96 O33 N1 HN1 SING N N 97 O33 O6 C23 SING N N 98 O33 C23 C24 DOUB Y N 99 O33 C24 C25 SING Y N 100 O33 C24 H24 SING N N 101 O33 C25 C26 DOUB Y N 102 O33 C25 H25 SING N N 103 O33 C26 H26 SING N N 104 # # 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 O33 SMILES ACDLabs 12.01 "O=C(NC2c1ccccc1CC2O)C6N(C(=O)C(O)C(NC(=O)C(NC(=O)COc4c3ccncc3ccc4)CSC)Cc5ccccc5)CSC6(C)C" O33 SMILES_CANONICAL CACTVS 3.370 "CSC[C@H](NC(=O)COc1cccc2cnccc12)C(=O)N[C@@H](Cc3ccccc3)[C@H](O)C(=O)N4CSC(C)(C)[C@H]4C(=O)N[C@@H]5[C@H](O)Cc6ccccc56" O33 SMILES CACTVS 3.370 "CSC[CH](NC(=O)COc1cccc2cnccc12)C(=O)N[CH](Cc3ccccc3)[CH](O)C(=O)N4CSC(C)(C)[CH]4C(=O)N[CH]5[CH](O)Cc6ccccc56" O33 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC1([C@H](N(CS1)C(=O)[C@H]([C@H](Cc2ccccc2)NC(=O)[C@H](CSC)NC(=O)COc3cccc4c3ccnc4)O)C(=O)N[C@H]5c6ccccc6C[C@H]5O)C" O33 SMILES "OpenEye OEToolkits" 1.7.0 "CC1(C(N(CS1)C(=O)C(C(Cc2ccccc2)NC(=O)C(CSC)NC(=O)COc3cccc4c3ccnc4)O)C(=O)NC5c6ccccc6CC5O)C" O33 InChI InChI 1.03 "InChI=1S/C40H45N5O7S2/c1-40(2)36(38(50)44-34-28-14-8-7-12-25(28)19-31(34)46)45(23-54-40)39(51)35(48)29(18-24-10-5-4-6-11-24)43-37(49)30(22-53-3)42-33(47)21-52-32-15-9-13-26-20-41-17-16-27(26)32/h4-17,20,29-31,34-36,46,48H,18-19,21-23H2,1-3H3,(H,42,47)(H,43,49)(H,44,50)/t29-,30-,31+,34-,35-,36+/m0/s1" O33 InChIKey InChI 1.03 NLPSIHQYIUXYOW-SHJYOGRKSA-N # # 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 O33 "SYSTEMATIC NAME" ACDLabs 12.01 "(4R)-N-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-3-[(2S,3S)-2-hydroxy-3-({N-[(isoquinolin-5-yloxy)acetyl]-S-methyl-L-cysteinyl}amino)-4-phenylbutanoyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxamide" O33 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(4R)-N-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-3-[(2S,3S)-2-hydroxy-3-[[(2R)-2-(2-isoquinolin-5-yloxyethanoylamino)-3-methylsulfanyl-propanoyl]amino]-4-phenyl-butanoyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site O33 "Create component" 2007-04-18 RCSB O33 "Other modification" 2010-11-15 RCSB O33 "Modify descriptor" 2011-06-04 RCSB O33 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id O33 _pdbx_chem_comp_synonyms.name KNI-10033 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##