data_8O5 # _chem_comp.id 8O5 _chem_comp.name "(2~{R},3~{S})-3-[[(2~{S})-3-cyclopropyl-2-[[(~{E})-3-phenylprop-2-enoyl]amino]propanoyl]amino]-2-oxidanyl-4-[(3~{S})-2-oxidanylidenepyrrolidin-3-yl]-~{N}-(phenylmethyl)butanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H36 N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-02-14 _chem_comp.pdbx_modified_date 2018-03-02 _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 532.631 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8O5 _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 5N5O _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 8O5 C10 C1 C 0 1 Y N N -27.610 6.894 3.892 9.004 -0.383 -1.682 C10 8O5 1 8O5 O01 O1 O 0 1 N N N -22.998 2.035 3.770 3.618 -0.783 1.819 O01 8O5 2 8O5 C02 C2 C 0 1 N N N -24.192 2.110 4.116 3.429 0.016 0.920 C02 8O5 3 8O5 C03 C3 C 0 1 N N N -25.025 3.326 4.073 4.498 0.306 -0.038 C03 8O5 4 8O5 C05 C4 C 0 1 N N N -24.646 4.467 3.523 5.690 -0.313 0.074 C05 8O5 5 8O5 C07 C5 C 0 1 Y N N -25.523 5.683 3.500 6.765 -0.022 -0.889 C07 8O5 6 8O5 C16 C6 C 0 1 Y N N -24.923 6.883 3.063 6.552 0.896 -1.923 C16 8O5 7 8O5 C14 C7 C 0 1 Y N N -25.659 8.071 3.029 7.559 1.155 -2.828 C14 8O5 8 8O5 C12 C8 C 0 1 Y N N -26.998 8.077 3.445 8.784 0.522 -2.705 C12 8O5 9 8O5 C08 C9 C 0 1 Y N N -26.878 5.700 3.927 8.003 -0.661 -0.775 C08 8O5 10 8O5 N18 N1 N 0 1 N N N -24.866 1.021 4.476 2.237 0.634 0.807 N18 8O5 11 8O5 C20 C10 C 0 1 N N S -24.185 -0.242 4.504 1.134 0.266 1.698 C20 8O5 12 8O5 C22 C11 C 0 1 N N N -25.132 -1.275 5.068 0.612 1.517 2.408 C22 8O5 13 8O5 C25 C12 C 0 1 N N N -25.639 -0.815 6.424 1.718 2.102 3.289 C25 8O5 14 8O5 C26 C13 C 0 1 N N N -26.024 -1.871 7.435 1.425 3.419 4.009 C26 8O5 15 8O5 C34 C14 C 0 1 N N N -24.739 -1.050 7.646 1.486 2.111 4.801 C34 8O5 16 8O5 C36 C15 C 0 1 N N N -23.619 -0.659 3.166 0.022 -0.354 0.891 C36 8O5 17 8O5 O37 O2 O 0 1 N N N -24.251 -0.436 2.153 0.140 -0.476 -0.310 O37 8O5 18 8O5 N38 N2 N 0 1 N N N -22.433 -1.285 3.160 -1.103 -0.772 1.503 N38 8O5 19 8O5 C40 C16 C 0 1 N N S -21.830 -1.875 1.998 -2.137 -1.473 0.737 C40 8O5 20 8O5 C42 C17 C 0 1 N N N -20.484 -1.218 1.655 -1.849 -2.976 0.748 C42 8O5 21 8O5 C45 C18 C 0 1 N N S -20.625 0.256 1.351 -2.872 -3.697 -0.131 C45 8O5 22 8O5 C47 C19 C 0 1 N N N -19.280 0.939 1.147 -2.723 -3.273 -1.575 C47 8O5 23 8O5 O48 O3 O 0 1 N N N -18.401 0.935 1.981 -3.127 -2.227 -2.037 O48 8O5 24 8O5 N49 N3 N 0 1 N N N -19.275 1.703 0.046 -2.076 -4.223 -2.272 N49 8O5 25 8O5 C51 C20 C 0 1 N N N -20.596 1.795 -0.566 -1.714 -5.359 -1.416 C51 8O5 26 8O5 C54 C21 C 0 1 N N N -21.332 0.572 0.019 -2.593 -5.218 -0.149 C54 8O5 27 8O5 C57 C22 C 0 1 N N R -21.752 -3.345 2.386 -3.505 -1.212 1.370 C57 8O5 28 8O5 O58 O4 O 0 1 N N N -23.009 -3.830 2.902 -3.506 -1.687 2.717 O58 8O5 29 8O5 C66 C23 C 0 1 N N N -21.590 -4.165 1.136 -3.789 0.269 1.359 C66 8O5 30 8O5 O67 O5 O 0 1 N N N -20.660 -3.990 0.386 -3.883 0.875 2.405 O67 8O5 31 8O5 N68 N4 N 0 1 N N N -22.577 -5.019 0.862 -3.937 0.918 0.187 N68 8O5 32 8O5 C70 C24 C 0 1 N N N -22.661 -5.793 -0.366 -4.213 2.357 0.177 C70 8O5 33 8O5 C73 C25 C 0 1 Y N N -23.313 -5.043 -1.504 -4.333 2.835 -1.247 C73 8O5 34 8O5 C74 C26 C 0 1 Y N N -23.858 -3.764 -1.352 -5.564 2.829 -1.876 C74 8O5 35 8O5 C76 C27 C 0 1 Y N N -23.350 -5.667 -2.760 -3.214 3.284 -1.922 C76 8O5 36 8O5 C78 C28 C 0 1 Y N N -23.940 -5.017 -3.854 -3.326 3.729 -3.227 C78 8O5 37 8O5 C80 C29 C 0 1 Y N N -24.505 -3.747 -3.686 -4.557 3.723 -3.855 C80 8O5 38 8O5 C82 C30 C 0 1 Y N N -24.459 -3.123 -2.424 -5.675 3.267 -3.182 C82 8O5 39 8O5 H1 H1 H 0 1 N N N -28.643 6.905 4.208 9.961 -0.876 -1.595 H1 8O5 40 8O5 H2 H2 H 0 1 N N N -26.007 3.282 4.519 4.330 1.014 -0.836 H2 8O5 41 8O5 H3 H3 H 0 1 N N N -23.666 4.525 3.073 5.858 -1.022 0.872 H3 8O5 42 8O5 H4 H4 H 0 1 N N N -23.889 6.884 2.753 5.598 1.393 -2.017 H4 8O5 43 8O5 H5 H5 H 0 1 N N N -25.197 8.983 2.683 7.397 1.863 -3.627 H5 8O5 44 8O5 H6 H6 H 0 1 N N N -27.563 8.997 3.422 9.572 0.736 -3.412 H6 8O5 45 8O5 H7 H7 H 0 1 N N N -27.344 4.792 4.279 8.175 -1.371 0.020 H7 8O5 46 8O5 H8 H8 H 0 1 N N N -25.833 1.082 4.723 2.110 1.323 0.136 H8 8O5 47 8O5 H9 H9 H 0 1 N N N -23.340 -0.160 5.203 1.488 -0.451 2.438 H9 8O5 48 8O5 H10 H10 H 0 1 N N N -25.983 -1.404 4.383 0.309 2.256 1.666 H10 8O5 49 8O5 H11 H11 H 0 1 N N N -24.604 -2.233 5.181 -0.244 1.252 3.028 H11 8O5 50 8O5 H12 H12 H 0 1 N N N -26.232 0.111 6.434 2.736 1.937 2.936 H12 8O5 51 8O5 H13 H13 H 0 1 N N N -26.891 -1.711 8.092 2.250 4.121 4.132 H13 8O5 52 8O5 H14 H14 H 0 1 N N N -25.957 -2.936 7.169 0.444 3.869 3.856 H14 8O5 53 8O5 H15 H15 H 0 1 N N N -23.754 -1.524 7.524 0.545 1.701 5.168 H15 8O5 54 8O5 H16 H16 H 0 1 N N N -24.688 -0.299 8.448 2.352 1.952 5.444 H16 8O5 55 8O5 H17 H17 H 0 1 N N N -21.934 -1.345 4.025 -1.228 -0.610 2.451 H17 8O5 56 8O5 H18 H18 H 0 1 N N N -22.502 -1.772 1.133 -2.136 -1.110 -0.290 H18 8O5 57 8O5 H19 H19 H 0 1 N N N -20.059 -1.722 0.774 -0.846 -3.157 0.361 H19 8O5 58 8O5 H20 H20 H 0 1 N N N -19.803 -1.339 2.511 -1.918 -3.352 1.769 H20 8O5 59 8O5 H21 H21 H 0 1 N N N -21.165 0.751 2.172 -3.884 -3.499 0.222 H21 8O5 60 8O5 H22 H22 H 0 1 N N N -18.460 2.157 -0.314 -1.875 -4.166 -3.219 H22 8O5 61 8O5 H23 H23 H 0 1 N N N -20.530 1.730 -1.662 -1.932 -6.298 -1.924 H23 8O5 62 8O5 H24 H24 H 0 1 N N N -21.099 2.732 -0.284 -0.658 -5.309 -1.150 H24 8O5 63 8O5 H25 H25 H 0 1 N N N -22.391 0.810 0.194 -2.046 -5.526 0.742 H25 8O5 64 8O5 H26 H26 H 0 1 N N N -21.257 -0.285 -0.667 -3.519 -5.785 -0.252 H26 8O5 65 8O5 H27 H27 H 0 1 N N N -20.922 -3.522 3.086 -4.274 -1.733 0.800 H27 8O5 66 8O5 H28 H28 H 0 1 N N N -23.218 -3.373 3.708 -2.845 -1.266 3.283 H28 8O5 67 8O5 H29 H29 H 0 1 N N N -23.302 -5.134 1.541 -3.861 0.433 -0.649 H29 8O5 68 8O5 H30 H30 H 0 1 N N N -23.247 -6.702 -0.166 -5.145 2.552 0.706 H30 8O5 69 8O5 H31 H31 H 0 1 N N N -21.642 -6.074 -0.672 -3.397 2.886 0.670 H31 8O5 70 8O5 H32 H32 H 0 1 N N N -23.810 -3.272 -0.392 -6.439 2.482 -1.347 H32 8O5 71 8O5 H33 H33 H 0 1 N N N -22.923 -6.651 -2.885 -2.252 3.289 -1.431 H33 8O5 72 8O5 H34 H34 H 0 1 N N N -23.958 -5.494 -4.823 -2.452 4.085 -3.752 H34 8O5 73 8O5 H35 H35 H 0 1 N N N -24.974 -3.248 -4.521 -4.644 4.070 -4.874 H35 8O5 74 8O5 H36 H36 H 0 1 N N N -24.893 -2.143 -2.291 -6.636 3.263 -3.674 H36 8O5 75 # 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 8O5 C78 C80 DOUB Y N 1 8O5 C78 C76 SING Y N 2 8O5 C80 C82 SING Y N 3 8O5 C76 C73 DOUB Y N 4 8O5 C82 C74 DOUB Y N 5 8O5 C73 C74 SING Y N 6 8O5 C73 C70 SING N N 7 8O5 C51 C54 SING N N 8 8O5 C51 N49 SING N N 9 8O5 C70 N68 SING N N 10 8O5 C54 C45 SING N N 11 8O5 N49 C47 SING N N 12 8O5 O67 C66 DOUB N N 13 8O5 N68 C66 SING N N 14 8O5 C66 C57 SING N N 15 8O5 C47 C45 SING N N 16 8O5 C47 O48 DOUB N N 17 8O5 C45 C42 SING N N 18 8O5 C42 C40 SING N N 19 8O5 C40 C57 SING N N 20 8O5 C40 N38 SING N N 21 8O5 O37 C36 DOUB N N 22 8O5 C57 O58 SING N N 23 8O5 C14 C16 DOUB Y N 24 8O5 C14 C12 SING Y N 25 8O5 C16 C07 SING Y N 26 8O5 N38 C36 SING N N 27 8O5 C36 C20 SING N N 28 8O5 C12 C10 DOUB Y N 29 8O5 C07 C05 SING N N 30 8O5 C07 C08 DOUB Y N 31 8O5 C05 C03 DOUB N E 32 8O5 O01 C02 DOUB N N 33 8O5 C10 C08 SING Y N 34 8O5 C03 C02 SING N N 35 8O5 C02 N18 SING N N 36 8O5 N18 C20 SING N N 37 8O5 C20 C22 SING N N 38 8O5 C22 C25 SING N N 39 8O5 C25 C26 SING N N 40 8O5 C25 C34 SING N N 41 8O5 C26 C34 SING N N 42 8O5 C10 H1 SING N N 43 8O5 C03 H2 SING N N 44 8O5 C05 H3 SING N N 45 8O5 C16 H4 SING N N 46 8O5 C14 H5 SING N N 47 8O5 C12 H6 SING N N 48 8O5 C08 H7 SING N N 49 8O5 N18 H8 SING N N 50 8O5 C20 H9 SING N N 51 8O5 C22 H10 SING N N 52 8O5 C22 H11 SING N N 53 8O5 C25 H12 SING N N 54 8O5 C26 H13 SING N N 55 8O5 C26 H14 SING N N 56 8O5 C34 H15 SING N N 57 8O5 C34 H16 SING N N 58 8O5 N38 H17 SING N N 59 8O5 C40 H18 SING N N 60 8O5 C42 H19 SING N N 61 8O5 C42 H20 SING N N 62 8O5 C45 H21 SING N N 63 8O5 N49 H22 SING N N 64 8O5 C51 H23 SING N N 65 8O5 C51 H24 SING N N 66 8O5 C54 H25 SING N N 67 8O5 C54 H26 SING N N 68 8O5 C57 H27 SING N N 69 8O5 O58 H28 SING N N 70 8O5 N68 H29 SING N N 71 8O5 C70 H30 SING N N 72 8O5 C70 H31 SING N N 73 8O5 C74 H32 SING N N 74 8O5 C76 H33 SING N N 75 8O5 C78 H34 SING N N 76 8O5 C80 H35 SING N N 77 8O5 C82 H36 SING N N 78 # 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 8O5 InChI InChI 1.03 "InChI=1S/C30H36N4O5/c35-26(14-13-20-7-3-1-4-8-20)33-25(17-21-11-12-21)29(38)34-24(18-23-15-16-31-28(23)37)27(36)30(39)32-19-22-9-5-2-6-10-22/h1-10,13-14,21,23-25,27,36H,11-12,15-19H2,(H,31,37)(H,32,39)(H,33,35)(H,34,38)/b14-13+/t23-,24-,25-,27+/m0/s1" 8O5 InChIKey InChI 1.03 VXPGYVPTHDUTNQ-BXCMFHCISA-N 8O5 SMILES_CANONICAL CACTVS 3.385 "O[C@H]([C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H](CC2CC2)NC(=O)/C=C/c3ccccc3)C(=O)NCc4ccccc4" 8O5 SMILES CACTVS 3.385 "O[CH]([CH](C[CH]1CCNC1=O)NC(=O)[CH](CC2CC2)NC(=O)C=Cc3ccccc3)C(=O)NCc4ccccc4" 8O5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)CNC(=O)[C@@H]([C@H](C[C@@H]2CCNC2=O)NC(=O)[C@H](CC3CC3)NC(=O)/C=C/c4ccccc4)O" 8O5 SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)CNC(=O)C(C(CC2CCNC2=O)NC(=O)C(CC3CC3)NC(=O)C=Cc4ccccc4)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 8O5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{R},3~{S})-3-[[(2~{S})-3-cyclopropyl-2-[[(~{E})-3-phenylprop-2-enoyl]amino]propanoyl]amino]-2-oxidanyl-4-[(3~{S})-2-oxidanylidenepyrrolidin-3-yl]-~{N}-(phenylmethyl)butanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8O5 "Create component" 2017-02-14 EBI 8O5 "Initial release" 2018-03-07 RCSB #