data_89B # _chem_comp.id 89B _chem_comp.name "N-[(2S)-3-(4-fluorophenyl)-1-oxidanylidene-1-[[(2R,3S)-3-oxidanyl-4-oxidanylidene-1-[(3S)-2-oxidanylidenepiperidin-3-yl]-4-[(phenylmethyl)amino]butan-2-yl]amino]propan-2-yl]-1-benzofuran-2-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C34 H35 F N4 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2021-11-30 _chem_comp.pdbx_modified_date 2024-09-27 _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 614.663 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 89B _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 7W33 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ _chem_comp.pdbx_pcm Y # 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.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 89B O01 O1 O 0 1 N N N N N N -3.441 -16.448 21.691 2.629 -0.292 1.825 O01 89B 1 89B C02 C1 C 0 1 N N N N N N -3.763 -17.413 22.274 2.543 -0.436 0.620 C02 89B 2 89B N03 N1 N 0 1 N N N N N N -2.711 -18.418 22.720 1.516 0.118 -0.054 N03 89B 3 89B C04 C2 C 0 1 N N S N N N -1.250 -18.190 22.415 0.502 0.894 0.664 C04 89B 4 89B C05 C3 C 0 1 N N N N N N -0.294 -19.039 23.340 0.984 2.337 0.825 C05 89B 5 89B C06 C4 C 0 1 Y N N N N N -0.386 -18.651 24.889 2.205 2.364 1.707 C06 89B 6 89B C07 C5 C 0 1 Y N N N N N -0.687 -19.637 25.831 2.066 2.497 3.076 C07 89B 7 89B C08 C6 C 0 1 Y N N N N N -0.766 -19.312 27.176 3.186 2.521 3.886 C08 89B 8 89B C09 C7 C 0 1 Y N N N N N -0.540 -17.964 27.596 4.447 2.413 3.325 C09 89B 9 89B C11 C8 C 0 1 Y N N N N N -0.242 -16.994 26.669 4.585 2.280 1.954 C11 89B 10 89B C12 C9 C 0 1 Y N N N N N -0.162 -17.329 25.301 3.464 2.250 1.147 C12 89B 11 89B C13 C10 C 0 1 N N N N N N -0.860 -18.289 20.875 -0.788 0.878 -0.115 C13 89B 12 89B N14 N2 N 0 1 N N N N N N 0.290 -17.522 20.401 -1.868 1.531 0.357 N14 89B 13 89B C15 C11 C 0 1 N N R N N N 0.787 -17.509 18.972 -3.122 1.516 -0.400 C15 89B 14 89B C16 C12 C 0 1 N N N N N N -0.351 -17.872 17.889 -3.095 2.624 -1.454 C16 89B 15 89B C17 C13 C 0 1 N N S N N N -1.590 -16.868 17.898 -2.026 2.306 -2.501 C17 89B 16 89B C18 C14 C 0 1 N N N N N N -2.621 -17.456 17.116 -1.847 3.511 -3.428 C18 89B 17 89B C19 C15 C 0 1 N N N N N N -2.478 -17.278 15.675 -0.987 3.081 -4.622 C19 89B 18 89B C20 C16 C 0 1 N N N N N N -2.534 -15.867 15.252 -1.781 2.081 -5.464 C20 89B 19 89B N21 N3 N 0 1 N N N N N N -1.624 -14.942 16.039 -2.314 1.016 -4.622 N21 89B 20 89B C22 C17 C 0 1 N N N N N N -1.117 -15.428 17.395 -2.452 1.108 -3.300 C22 89B 21 89B O23 O2 O 0 1 N N N N N N -0.386 -14.724 18.071 -2.945 0.171 -2.709 O23 89B 22 89B C24 C18 C 0 1 N N S N N N 2.111 -18.421 18.853 -4.296 1.747 0.553 C24 89B 23 89B O25 O3 O 0 1 N N N N N N 3.208 -17.839 19.607 -4.207 3.060 1.110 O25 89B 24 89B C26 C19 C 0 1 N N N N N N 2.520 -18.729 17.353 -4.252 0.727 1.662 C26 89B 25 89B N27 N4 N 0 1 N N N N N N 3.316 -17.768 16.585 -4.422 -0.580 1.383 N27 89B 26 89B C28 C20 C 0 1 N N N N N N 3.691 -18.073 15.162 -4.379 -1.571 2.461 C28 89B 27 89B C29 C21 C 0 1 Y N N N N N 2.495 -17.722 14.208 -4.596 -2.948 1.887 C29 89B 28 89B C30 C22 C 0 1 Y N N N N N 2.160 -18.572 13.162 -5.877 -3.456 1.776 C30 89B 29 89B C31 C23 C 0 1 Y N N N N N 1.090 -18.249 12.319 -6.077 -4.716 1.245 C31 89B 30 89B C32 C24 C 0 1 Y N N N N N 0.335 -17.028 12.544 -4.996 -5.468 0.823 C32 89B 31 89B C33 C25 C 0 1 Y N N N N N 0.671 -16.183 13.588 -3.716 -4.959 0.933 C33 89B 32 89B C34 C26 C 0 1 Y N N N N N 1.734 -16.501 14.429 -3.516 -3.699 1.465 C34 89B 33 89B O35 O4 O 0 1 N N N N N N 2.181 -19.730 16.855 -4.062 1.083 2.806 O35 89B 34 89B O36 O5 O 0 1 N N N N N N -1.494 -18.978 20.167 -0.854 0.278 -1.166 O36 89B 35 89B C37 C27 C 0 1 Y N N N N N -5.231 -17.694 22.608 3.564 -1.210 -0.101 C37 89B 36 89B C38 C28 C 0 1 Y N N N N N -6.340 -16.858 22.380 4.639 -1.811 0.471 C38 89B 37 89B C39 C29 C 0 1 Y N N N N N -7.511 -17.551 22.857 5.370 -2.457 -0.619 C39 89B 38 89B C40 C30 C 0 1 Y N N N N N -8.911 -17.275 22.926 6.537 -3.221 -0.689 C40 89B 39 89B C41 C31 C 0 1 Y N N N N N -9.769 -18.203 23.467 6.966 -3.691 -1.899 C41 89B 40 89B C42 C32 C 0 1 Y N N N N N -9.262 -19.440 23.959 6.250 -3.415 -3.055 C42 89B 41 89B C43 C33 C 0 1 Y N N N N N -7.887 -19.710 23.892 5.096 -2.663 -3.007 C43 89B 42 89B C44 C34 C 0 1 Y N N N N N -7.018 -18.775 23.346 4.640 -2.174 -1.788 C44 89B 43 89B O45 O6 O 0 1 Y N N N N N -5.685 -18.828 23.185 3.571 -1.435 -1.432 O45 89B 44 89B F10 F1 F 0 1 N N N N N N -0.616 -17.644 28.920 5.542 2.437 4.116 F10 89B 45 89B H1 H1 H 0 1 N N N N N N -2.990 -19.238 23.220 1.448 0.002 -1.015 H1 89B 46 89B H2 H2 H 0 1 N N N N N N -1.051 -17.143 22.688 0.338 0.454 1.648 H2 89B 47 89B H3 H3 H 0 1 N N N N N N -0.559 -20.101 23.232 1.233 2.748 -0.154 H3 89B 48 89B H4 H4 H 0 1 N N N N N N 0.742 -18.884 23.004 0.194 2.935 1.280 H4 89B 49 89B H5 H5 H 0 1 N N N N N N -0.858 -20.654 25.511 1.082 2.582 3.513 H5 89B 50 89B H6 H6 H 0 1 N N N N N N -0.998 -20.075 27.905 3.077 2.625 4.955 H6 89B 51 89B H7 H7 H 0 1 N N N N N N -0.069 -15.977 26.987 5.569 2.196 1.516 H7 89B 52 89B H8 H8 H 0 1 N N N N N N 0.072 -16.568 24.571 3.572 2.142 0.078 H8 89B 53 89B H9 H9 H 0 1 N N N N N N 0.784 -16.966 21.069 -1.815 2.011 1.199 H9 89B 54 89B H10 H10 H 0 1 N N N N N N 1.104 -16.480 18.748 -3.238 0.550 -0.891 H10 89B 55 89B H11 H11 H 0 1 N N N N N N -0.723 -18.885 18.103 -4.069 2.690 -1.938 H11 89B 56 89B H12 H12 H 0 1 N N N N N N 0.104 -17.853 16.888 -2.862 3.575 -0.975 H12 89B 57 89B H13 H13 H 0 1 N N N N N N -1.926 -16.763 18.940 -1.082 2.091 -2.001 H13 89B 58 89B H14 H14 H 0 1 N N N N N N -3.579 -17.009 17.422 -2.821 3.850 -3.781 H14 89B 59 89B H15 H15 H 0 1 N N N N N N -2.636 -18.535 17.327 -1.351 4.318 -2.889 H15 89B 60 89B H16 H16 H 0 1 N N N N N N -3.290 -17.825 15.174 -0.739 3.953 -5.228 H16 89B 61 89B H17 H17 H 0 1 N N N N N N -1.509 -17.697 15.366 -0.070 2.613 -4.263 H17 89B 62 89B H18 H18 H 0 1 N N N N N N -2.246 -15.814 14.192 -2.606 2.598 -5.955 H18 89B 63 89B H19 H19 H 0 1 N N N N N N -3.569 -15.513 15.369 -1.128 1.649 -6.222 H19 89B 64 89B H20 H20 H 0 1 N N N N N N -1.365 -14.045 15.682 -2.586 0.190 -5.052 H20 89B 65 89B H21 H21 H 0 1 N N N N N N 1.859 -19.388 19.312 -5.234 1.647 0.006 H21 89B 66 89B H22 H22 H 0 1 N N N N N N 2.925 -17.669 20.498 -3.396 3.220 1.612 H22 89B 67 89B H23 H23 H 0 1 N N N N N N 3.609 -16.910 17.007 -4.574 -0.865 0.468 H23 89B 68 89B H24 H24 H 0 1 N N N N N N 3.930 -19.143 15.069 -3.407 -1.532 2.951 H24 89B 69 89B H25 H25 H 0 1 N N N N N N 4.570 -17.475 14.880 -5.162 -1.353 3.187 H25 89B 70 89B H26 H26 H 0 1 N N N N N N 2.723 -19.479 12.999 -6.721 -2.869 2.106 H26 89B 71 89B H27 H27 H 0 1 N N N N N N 0.826 -18.906 11.503 -7.077 -5.114 1.160 H27 89B 72 89B H28 H28 H 0 1 N N N N N N -0.491 -16.779 11.895 -5.152 -6.453 0.409 H28 89B 73 89B H29 H29 H 0 1 N N N N N N 0.108 -15.276 13.750 -2.871 -5.547 0.603 H29 89B 74 89B H30 H30 H 0 1 N N N N N N 1.994 -15.842 15.245 -2.515 -3.300 1.547 H30 89B 75 89B H31 H31 H 0 1 N N N N N N -6.318 -15.877 21.930 4.901 -1.811 1.519 H31 89B 76 89B H32 H32 H 0 1 N N N N N N -9.295 -16.337 22.553 7.098 -3.438 0.207 H32 89B 77 89B H33 H33 H 0 1 N N N N N N -10.827 -17.994 23.519 7.868 -4.282 -1.955 H33 89B 78 89B H34 H34 H 0 1 N N N N N N -9.936 -20.170 24.383 6.601 -3.793 -4.004 H34 89B 79 89B H35 H35 H 0 1 N N N N N N -7.503 -20.648 24.266 4.547 -2.454 -3.913 H35 89B 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 89B C31 C32 DOUB Y N 1 89B C31 C30 SING Y N 2 89B C32 C33 SING Y N 3 89B C30 C29 DOUB Y N 4 89B C33 C34 DOUB Y N 5 89B C29 C34 SING Y N 6 89B C29 C28 SING N N 7 89B C28 N27 SING N N 8 89B C20 C19 SING N N 9 89B C20 N21 SING N N 10 89B C19 C18 SING N N 11 89B N21 C22 SING N N 12 89B N27 C26 SING N N 13 89B O35 C26 DOUB N N 14 89B C18 C17 SING N N 15 89B C26 C24 SING N N 16 89B C22 C17 SING N N 17 89B C22 O23 DOUB N N 18 89B C16 C17 SING N N 19 89B C16 C15 SING N N 20 89B C24 C15 SING N N 21 89B C24 O25 SING N N 22 89B C15 N14 SING N N 23 89B O36 C13 DOUB N N 24 89B N14 C13 SING N N 25 89B C13 C04 SING N N 26 89B O01 C02 DOUB N N 27 89B C02 C37 SING N N 28 89B C02 N03 SING N N 29 89B C38 C37 DOUB Y N 30 89B C38 C39 SING Y N 31 89B C04 N03 SING N N 32 89B C04 C05 SING N N 33 89B C37 O45 SING Y N 34 89B C39 C40 DOUB Y N 35 89B C39 C44 SING Y N 36 89B C40 C41 SING Y N 37 89B O45 C44 SING Y N 38 89B C05 C06 SING N N 39 89B C44 C43 DOUB Y N 40 89B C41 C42 DOUB Y N 41 89B C43 C42 SING Y N 42 89B C06 C12 DOUB Y N 43 89B C06 C07 SING Y N 44 89B C12 C11 SING Y N 45 89B C07 C08 DOUB Y N 46 89B C11 C09 DOUB Y N 47 89B C08 C09 SING Y N 48 89B C09 F10 SING N N 49 89B N03 H1 SING N N 50 89B C04 H2 SING N N 51 89B C05 H3 SING N N 52 89B C05 H4 SING N N 53 89B C07 H5 SING N N 54 89B C08 H6 SING N N 55 89B C11 H7 SING N N 56 89B C12 H8 SING N N 57 89B N14 H9 SING N N 58 89B C15 H10 SING N N 59 89B C16 H11 SING N N 60 89B C16 H12 SING N N 61 89B C17 H13 SING N N 62 89B C18 H14 SING N N 63 89B C18 H15 SING N N 64 89B C19 H16 SING N N 65 89B C19 H17 SING N N 66 89B C20 H18 SING N N 67 89B C20 H19 SING N N 68 89B N21 H20 SING N N 69 89B C24 H21 SING N N 70 89B O25 H22 SING N N 71 89B N27 H23 SING N N 72 89B C28 H24 SING N N 73 89B C28 H25 SING N N 74 89B C30 H26 SING N N 75 89B C31 H27 SING N N 76 89B C32 H28 SING N N 77 89B C33 H29 SING N N 78 89B C34 H30 SING N N 79 89B C38 H31 SING N N 80 89B C40 H32 SING N N 81 89B C41 H33 SING N N 82 89B C42 H34 SING N N 83 89B C43 H35 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 89B InChI InChI 1.03 "InChI=1S/C34H35FN4O6/c35-25-14-12-21(13-15-25)17-27(39-33(43)29-19-23-9-4-5-11-28(23)45-29)32(42)38-26(18-24-10-6-16-36-31(24)41)30(40)34(44)37-20-22-7-2-1-3-8-22/h1-5,7-9,11-15,19,24,26-27,30,40H,6,10,16-18,20H2,(H,36,41)(H,37,44)(H,38,42)(H,39,43)/t24-,26+,27-,30-/m0/s1" 89B InChIKey InChI 1.03 RXCWWLZLSPDOKP-SNJIXJEUSA-N 89B SMILES_CANONICAL CACTVS 3.385 "O[C@@H]([C@@H](C[C@@H]1CCCNC1=O)NC(=O)[C@H](Cc2ccc(F)cc2)NC(=O)c3oc4ccccc4c3)C(=O)NCc5ccccc5" 89B SMILES CACTVS 3.385 "O[CH]([CH](C[CH]1CCCNC1=O)NC(=O)[CH](Cc2ccc(F)cc2)NC(=O)c3oc4ccccc4c3)C(=O)NCc5ccccc5" 89B SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)CNC(=O)[C@H]([C@@H](C[C@@H]2CCCNC2=O)NC(=O)[C@H](Cc3ccc(cc3)F)NC(=O)c4cc5ccccc5o4)O" 89B SMILES "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)CNC(=O)C(C(CC2CCCNC2=O)NC(=O)C(Cc3ccc(cc3)F)NC(=O)c4cc5ccccc5o4)O" # _pdbx_chem_comp_identifier.comp_id 89B _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "~{N}-[(2~{S})-3-(4-fluorophenyl)-1-oxidanylidene-1-[[(2~{R},3~{S})-3-oxidanyl-4-oxidanylidene-1-[(3~{S})-2-oxidanylidenepiperidin-3-yl]-4-[(phenylmethyl)amino]butan-2-yl]amino]propan-2-yl]-1-benzofuran-2-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 89B "Create component" 2021-11-30 PDBJ 89B "Initial release" 2023-05-31 RCSB 89B "Modify PCM" 2024-09-27 PDBE # _pdbx_chem_comp_pcm.pcm_id 1 _pdbx_chem_comp_pcm.comp_id 89B _pdbx_chem_comp_pcm.modified_residue_id CYS _pdbx_chem_comp_pcm.type None _pdbx_chem_comp_pcm.category "Covalent chemical modification" _pdbx_chem_comp_pcm.position "Amino-acid side chain" _pdbx_chem_comp_pcm.polypeptide_position "Any position" _pdbx_chem_comp_pcm.comp_id_linking_atom C24 _pdbx_chem_comp_pcm.modified_residue_id_linking_atom SG _pdbx_chem_comp_pcm.uniprot_specific_ptm_accession ? _pdbx_chem_comp_pcm.uniprot_generic_ptm_accession ? #