data_8X8 # _chem_comp.id 8X8 _chem_comp.name "~{tert}-butyl ~{N}-[(2~{S},3~{R})-3-oxidanyl-4-oxidanylidene-1-[(3~{S})-2-oxidanylidenepyrrolidin-3-yl]-4-[(phenylmethyl)amino]butan-2-yl]carbamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H29 N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-03-21 _chem_comp.pdbx_modified_date 2018-05-11 _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 391.461 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8X8 _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 5NH0 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 8X8 C2 C1 C 0 1 N N N 50.217 12.873 49.492 1.488 -4.147 0.579 C2 8X8 1 8X8 C3 C2 C 0 1 N N N 48.968 13.037 48.613 1.556 -5.558 -0.010 C3 8X8 2 8X8 C4 C3 C 0 1 N N N 50.347 14.187 50.283 0.210 -4.001 1.406 C4 8X8 3 8X8 C5 C4 C 0 1 N N N 49.969 11.700 50.435 2.705 -3.910 1.475 C5 8X8 4 8X8 O1 O1 O 0 1 N N N 51.383 12.487 48.685 1.483 -3.173 -0.498 O1 8X8 5 8X8 C36 C5 C 0 1 N N N 52.855 12.682 48.851 1.426 -1.875 -0.147 C36 8X8 6 8X8 O37 O2 O 0 1 N N N 53.524 12.328 49.839 1.382 -1.564 1.027 O37 8X8 7 8X8 N38 N1 N 0 1 N N N 53.431 13.285 47.808 1.417 -0.919 -1.098 N38 8X8 8 8X8 C40 C6 C 0 1 N N S 54.808 13.808 47.802 1.245 0.486 -0.723 C40 8X8 9 8X8 C42 C7 C 0 1 N N N 55.663 13.068 46.731 2.614 1.110 -0.443 C42 8X8 10 8X8 C45 C8 C 0 1 N N S 55.892 11.569 46.971 2.429 2.552 0.035 C45 8X8 11 8X8 C47 C9 C 0 1 N N N 56.736 10.919 45.879 1.861 2.576 1.437 C47 8X8 12 8X8 O48 O3 O 0 1 N N N 56.467 10.995 44.701 0.940 1.889 1.825 O48 8X8 13 8X8 N49 N2 N 0 1 N N N 57.745 10.202 46.406 2.525 3.470 2.190 N49 8X8 14 8X8 C51 C10 C 0 1 N N N 57.708 10.152 47.871 3.577 4.141 1.417 C51 8X8 15 8X8 C54 C11 C 0 1 N N N 56.711 11.252 48.251 3.798 3.258 0.169 C54 8X8 16 8X8 C57 C12 C 0 1 N N R 54.570 15.329 47.635 0.565 1.240 -1.867 C57 8X8 17 8X8 O58 O4 O 0 1 N N N 53.497 15.836 48.512 1.376 1.156 -3.041 O58 8X8 18 8X8 C66 C13 C 0 1 N N N 55.739 16.125 48.082 -0.783 0.625 -2.143 C66 8X8 19 8X8 O67 O5 O 0 1 N N N 56.685 16.099 47.335 -0.995 0.080 -3.205 O67 8X8 20 8X8 N68 N3 N 0 1 N N N 55.616 16.777 49.285 -1.753 0.681 -1.209 N68 8X8 21 8X8 C70 C14 C 0 1 N N N 56.632 17.537 50.030 -3.063 0.083 -1.477 C70 8X8 22 8X8 C73 C15 C 0 1 Y N N 56.841 16.853 51.372 -3.959 0.281 -0.281 C73 8X8 23 8X8 C74 C16 C 0 1 Y N N 56.419 17.500 52.558 -3.985 -0.665 0.727 C74 8X8 24 8X8 C76 C17 C 0 1 Y N N 57.392 15.569 51.430 -4.751 1.411 -0.190 C76 8X8 25 8X8 C78 C18 C 0 1 Y N N 57.541 14.951 52.681 -5.573 1.592 0.907 C78 8X8 26 8X8 C80 C19 C 0 1 Y N N 57.136 15.605 53.855 -5.603 0.643 1.912 C80 8X8 27 8X8 C82 C20 C 0 1 Y N N 56.565 16.888 53.807 -4.807 -0.484 1.823 C82 8X8 28 8X8 H1 H1 H 0 1 N N N 48.112 13.325 49.241 0.689 -5.727 -0.648 H1 8X8 29 8X8 H2 H2 H 0 1 N N N 49.150 13.818 47.860 2.467 -5.662 -0.599 H2 8X8 30 8X8 H3 H3 H 0 1 N N N 48.748 12.085 48.108 1.560 -6.289 0.799 H3 8X8 31 8X8 H4 H4 H 0 1 N N N 51.229 14.136 50.938 0.161 -2.996 1.826 H4 8X8 32 8X8 H5 H5 H 0 1 N N N 50.459 15.027 49.582 -0.658 -4.170 0.768 H5 8X8 33 8X8 H6 H6 H 0 1 N N N 49.445 14.338 50.894 0.214 -4.732 2.215 H6 8X8 34 8X8 H7 H7 H 0 1 N N N 50.848 11.556 51.080 2.710 -4.641 2.283 H7 8X8 35 8X8 H8 H8 H 0 1 N N N 49.087 11.911 51.058 3.616 -4.014 0.886 H8 8X8 36 8X8 H9 H9 H 0 1 N N N 49.793 10.788 49.847 2.657 -2.905 1.895 H9 8X8 37 8X8 H10 H10 H 0 1 N N N 52.890 13.389 46.973 1.525 -1.163 -2.031 H10 8X8 38 8X8 H11 H11 H 0 1 N N N 55.267 13.636 48.787 0.627 0.550 0.173 H11 8X8 39 8X8 H12 H12 H 0 1 N N N 56.648 13.557 46.690 3.125 0.535 0.329 H12 8X8 40 8X8 H13 H13 H 0 1 N N N 55.157 13.180 45.761 3.210 1.104 -1.355 H13 8X8 41 8X8 H14 H14 H 0 1 N N N 54.919 11.059 47.032 1.782 3.100 -0.650 H14 8X8 42 8X8 H15 H15 H 0 1 N N N 58.447 9.750 45.856 2.334 3.648 3.124 H15 8X8 43 8X8 H16 H16 H 0 1 N N N 57.359 9.169 48.221 3.250 5.138 1.120 H16 8X8 44 8X8 H17 H17 H 0 1 N N N 58.701 10.360 48.295 4.494 4.203 2.002 H17 8X8 45 8X8 H18 H18 H 0 1 N N N 57.248 12.150 48.590 4.595 2.534 0.339 H18 8X8 46 8X8 H19 H19 H 0 1 N N N 56.044 10.899 49.051 4.009 3.869 -0.709 H19 8X8 47 8X8 H20 H20 H 0 1 N N N 54.340 15.549 46.582 0.438 2.286 -1.588 H20 8X8 48 8X8 H21 H21 H 0 1 N N N 53.389 16.770 48.374 1.532 0.252 -3.347 H21 8X8 49 8X8 H22 H22 H 0 1 N N N 54.713 16.728 49.712 -1.583 1.117 -0.359 H22 8X8 50 8X8 H23 H23 H 0 1 N N N 57.577 17.549 49.466 -3.509 0.562 -2.348 H23 8X8 51 8X8 H24 H24 H 0 1 N N N 56.285 18.569 50.187 -2.944 -0.983 -1.669 H24 8X8 52 8X8 H25 H25 H 0 1 N N N 55.977 18.483 52.497 -3.364 -1.545 0.657 H25 8X8 53 8X8 H26 H26 H 0 1 N N N 57.698 15.061 50.527 -4.726 2.152 -0.975 H26 8X8 54 8X8 H27 H27 H 0 1 N N N 57.972 13.962 52.741 -6.190 2.475 0.978 H27 8X8 55 8X8 H28 H28 H 0 1 N N N 57.265 15.115 54.809 -6.246 0.785 2.769 H28 8X8 56 8X8 H29 H29 H 0 1 N N N 56.247 17.388 54.710 -4.828 -1.222 2.611 H29 8X8 57 # 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 8X8 O48 C47 DOUB N N 1 8X8 C47 N49 SING N N 2 8X8 C47 C45 SING N N 3 8X8 N49 C51 SING N N 4 8X8 C42 C45 SING N N 5 8X8 C42 C40 SING N N 6 8X8 C45 C54 SING N N 7 8X8 O67 C66 DOUB N N 8 8X8 C57 C40 SING N N 9 8X8 C57 C66 SING N N 10 8X8 C57 O58 SING N N 11 8X8 C40 N38 SING N N 12 8X8 N38 C36 SING N N 13 8X8 C51 C54 SING N N 14 8X8 C66 N68 SING N N 15 8X8 C3 C2 SING N N 16 8X8 O1 C36 SING N N 17 8X8 O1 C2 SING N N 18 8X8 C36 O37 DOUB N N 19 8X8 N68 C70 SING N N 20 8X8 C2 C4 SING N N 21 8X8 C2 C5 SING N N 22 8X8 C70 C73 SING N N 23 8X8 C73 C76 DOUB Y N 24 8X8 C73 C74 SING Y N 25 8X8 C76 C78 SING Y N 26 8X8 C74 C82 DOUB Y N 27 8X8 C78 C80 DOUB Y N 28 8X8 C82 C80 SING Y N 29 8X8 C3 H1 SING N N 30 8X8 C3 H2 SING N N 31 8X8 C3 H3 SING N N 32 8X8 C4 H4 SING N N 33 8X8 C4 H5 SING N N 34 8X8 C4 H6 SING N N 35 8X8 C5 H7 SING N N 36 8X8 C5 H8 SING N N 37 8X8 C5 H9 SING N N 38 8X8 N38 H10 SING N N 39 8X8 C40 H11 SING N N 40 8X8 C42 H12 SING N N 41 8X8 C42 H13 SING N N 42 8X8 C45 H14 SING N N 43 8X8 N49 H15 SING N N 44 8X8 C51 H16 SING N N 45 8X8 C51 H17 SING N N 46 8X8 C54 H18 SING N N 47 8X8 C54 H19 SING N N 48 8X8 C57 H20 SING N N 49 8X8 O58 H21 SING N N 50 8X8 N68 H22 SING N N 51 8X8 C70 H23 SING N N 52 8X8 C70 H24 SING N N 53 8X8 C74 H25 SING N N 54 8X8 C76 H26 SING N N 55 8X8 C78 H27 SING N N 56 8X8 C80 H28 SING N N 57 8X8 C82 H29 SING N N 58 # 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 8X8 InChI InChI 1.03 "InChI=1S/C20H29N3O5/c1-20(2,3)28-19(27)23-15(11-14-9-10-21-17(14)25)16(24)18(26)22-12-13-7-5-4-6-8-13/h4-8,14-16,24H,9-12H2,1-3H3,(H,21,25)(H,22,26)(H,23,27)/t14-,15-,16+/m0/s1" 8X8 InChIKey InChI 1.03 NGJBFZBVEKPTLR-HRCADAONSA-N 8X8 SMILES_CANONICAL CACTVS 3.385 "CC(C)(C)OC(=O)N[C@@H](C[C@@H]1CCNC1=O)[C@@H](O)C(=O)NCc2ccccc2" 8X8 SMILES CACTVS 3.385 "CC(C)(C)OC(=O)N[CH](C[CH]1CCNC1=O)[CH](O)C(=O)NCc2ccccc2" 8X8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)(C)OC(=O)N[C@@H](C[C@@H]1CCNC1=O)[C@H](C(=O)NCc2ccccc2)O" 8X8 SMILES "OpenEye OEToolkits" 2.0.6 "CC(C)(C)OC(=O)NC(CC1CCNC1=O)C(C(=O)NCc2ccccc2)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 8X8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{tert}-butyl ~{N}-[(2~{S},3~{R})-3-oxidanyl-4-oxidanylidene-1-[(3~{S})-2-oxidanylidenepyrrolidin-3-yl]-4-[(phenylmethyl)amino]butan-2-yl]carbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8X8 "Create component" 2017-03-21 EBI 8X8 "Initial release" 2018-05-16 RCSB #