data_EB6 # _chem_comp.id EB6 _chem_comp.name "methyl (2~{S})-3-[4-[3-(4-methoxy-2-oxidanyl-phenyl)prop-2-ynoyloxy]phenyl]-2-[[2-(phenylcarbonyl)phenyl]amino]propanoate" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H27 N O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-12-06 _chem_comp.pdbx_modified_date 2020-02-07 _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 549.570 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EB6 _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 6JF0 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 EB6 C4 C1 C 0 1 Y N N 24.237 18.329 12.666 -4.298 -3.522 -1.663 C4 EB6 1 EB6 C2 C2 C 0 1 Y N N 24.388 18.329 10.270 -6.436 -3.158 -2.681 C2 EB6 2 EB6 O4 O1 O 0 1 N N N 15.998 16.198 10.538 2.920 1.018 -1.990 O4 EB6 3 EB6 C23 C3 C 0 1 N N N 15.418 17.036 11.222 3.278 0.764 -0.856 C23 EB6 4 EB6 C24 C4 C 0 1 N N N 15.253 18.194 10.777 4.656 0.479 -0.587 C24 EB6 5 EB6 C25 C5 C 0 1 N N N 15.085 19.275 10.331 5.785 0.245 -0.367 C25 EB6 6 EB6 C26 C6 C 0 1 Y N N 14.928 20.462 9.869 7.162 -0.040 -0.098 C26 EB6 7 EB6 C31 C7 C 0 1 Y N N 15.873 21.013 8.869 8.104 -0.022 -1.141 C31 EB6 8 EB6 O6 O2 O 0 1 N N N 16.922 20.267 8.427 7.712 0.261 -2.409 O6 EB6 9 EB6 C30 C8 C 0 1 Y N N 15.677 22.305 8.394 9.433 -0.294 -0.868 C30 EB6 10 EB6 C29 C9 C 0 1 Y N N 14.601 23.058 8.853 9.828 -0.582 0.431 C29 EB6 11 EB6 O5 O3 O 0 1 N N N 14.424 24.329 8.376 11.132 -0.848 0.697 O5 EB6 12 EB6 C32 C10 C 0 1 N N N 14.924 25.442 9.119 11.472 -1.136 2.055 C32 EB6 13 EB6 C28 C11 C 0 1 Y N N 13.709 22.536 9.795 8.893 -0.599 1.462 C28 EB6 14 EB6 C27 C12 C 0 1 Y N N 13.868 21.253 10.296 7.579 -0.333 1.207 C27 EB6 15 EB6 O3 O4 O 0 1 N N N 14.930 16.693 12.554 2.378 0.751 0.150 O3 EB6 16 EB6 C20 C13 C 0 1 Y N N 15.797 16.679 13.612 1.102 1.127 -0.131 C20 EB6 17 EB6 C19 C14 C 0 1 Y N N 17.070 16.133 13.467 0.252 0.256 -0.798 C19 EB6 18 EB6 C18 C15 C 0 1 Y N N 17.944 16.120 14.542 -1.044 0.641 -1.082 C18 EB6 19 EB6 C21 C16 C 0 1 Y N N 15.409 17.223 14.835 0.647 2.380 0.253 C21 EB6 20 EB6 C22 C17 C 0 1 Y N N 16.295 17.211 15.908 -0.650 2.760 -0.034 C22 EB6 21 EB6 C16 C18 C 0 1 Y N N 17.559 16.659 15.766 -1.494 1.892 -0.703 C16 EB6 22 EB6 C15 C19 C 0 1 N N N 18.522 16.654 16.932 -2.908 2.309 -1.015 C15 EB6 23 EB6 C13 C20 C 0 1 N N S 19.207 18.014 17.040 -3.824 1.911 0.144 C13 EB6 24 EB6 C14 C21 C 0 1 N N N 19.364 18.389 18.479 -5.214 2.435 -0.111 C14 EB6 25 EB6 O2 O5 O 0 1 N N N 19.757 17.571 19.288 -6.143 1.668 -0.193 O2 EB6 26 EB6 O1 O6 O 0 1 N N N 19.054 19.737 18.924 -5.419 3.755 -0.247 O1 EB6 27 EB6 C17 C22 C 0 1 N N N 20.097 20.561 19.473 -6.783 4.188 -0.491 C17 EB6 28 EB6 N N1 N 0 1 N N N 20.464 17.981 16.325 -3.866 0.450 0.253 N EB6 29 EB6 C12 C23 C 0 1 Y N N 21.102 19.120 15.993 -4.170 -0.146 1.469 C12 EB6 30 EB6 C11 C24 C 0 1 Y N N 20.948 20.271 16.753 -4.555 0.633 2.552 C11 EB6 31 EB6 C10 C25 C 0 1 Y N N 21.547 21.452 16.355 -4.856 0.038 3.760 C10 EB6 32 EB6 C9 C26 C 0 1 Y N N 22.278 21.521 15.192 -4.780 -1.339 3.903 C9 EB6 33 EB6 C8 C27 C 0 1 Y N N 22.459 20.423 14.379 -4.402 -2.130 2.840 C8 EB6 34 EB6 C7 C28 C 0 1 Y N N 21.885 19.204 14.732 -4.097 -1.543 1.608 C7 EB6 35 EB6 C6 C29 C 0 1 N N N 22.059 18.003 13.853 -3.692 -2.382 0.468 C6 EB6 36 EB6 O O7 O 0 1 N N N 21.522 16.951 14.157 -2.570 -2.851 0.426 O EB6 37 EB6 C5 C30 C 0 1 Y N N 22.869 18.117 12.595 -4.647 -2.654 -0.627 C5 EB6 38 EB6 C C31 C 0 1 Y N N 22.253 18.021 11.355 -5.903 -2.043 -0.629 C EB6 39 EB6 C3 C32 C 0 1 Y N N 24.994 18.446 11.506 -5.193 -3.767 -2.684 C3 EB6 40 EB6 C1 C33 C 0 1 Y N N 23.014 18.124 10.198 -6.790 -2.301 -1.654 C1 EB6 41 EB6 H1 H1 H 0 1 N N N 24.718 18.404 13.630 -3.329 -3.998 -1.667 H1 EB6 42 EB6 H2 H2 H 0 1 N N N 24.976 18.396 9.367 -7.132 -3.353 -3.483 H2 EB6 43 EB6 H3 H3 H 0 1 N N N 16.907 19.417 8.850 7.745 1.202 -2.630 H3 EB6 44 EB6 H4 H4 H 0 1 N N N 16.360 22.724 7.669 10.163 -0.282 -1.665 H4 EB6 45 EB6 H5 H5 H 0 1 N N N 14.690 26.375 8.585 11.212 -0.284 2.683 H5 EB6 46 EB6 H6 H6 H 0 1 N N N 14.453 25.461 10.113 10.920 -2.015 2.388 H6 EB6 47 EB6 H7 H7 H 0 1 N N N 16.014 25.347 9.232 12.542 -1.330 2.128 H7 EB6 48 EB6 H8 H8 H 0 1 N N N 12.883 23.142 10.138 9.210 -0.825 2.470 H8 EB6 49 EB6 H9 H9 H 0 1 N N N 13.166 20.867 11.020 6.860 -0.344 2.013 H9 EB6 50 EB6 H10 H10 H 0 1 N N N 17.376 15.720 12.517 0.603 -0.721 -1.094 H10 EB6 51 EB6 H11 H11 H 0 1 N N N 18.928 15.690 14.430 -1.706 -0.036 -1.601 H11 EB6 52 EB6 H12 H12 H 0 1 N N N 14.425 17.652 14.950 1.305 3.057 0.776 H12 EB6 53 EB6 H13 H13 H 0 1 N N N 15.997 17.634 16.856 -1.005 3.735 0.265 H13 EB6 54 EB6 H14 H14 H 0 1 N N N 17.970 16.448 17.861 -2.946 3.390 -1.153 H14 EB6 55 EB6 H15 H15 H 0 1 N N N 19.281 15.874 16.776 -3.240 1.815 -1.928 H15 EB6 56 EB6 H16 H16 H 0 1 N N N 18.550 18.757 16.564 -3.441 2.334 1.072 H16 EB6 57 EB6 H17 H17 H 0 1 N N N 19.682 21.540 19.754 -7.147 3.739 -1.415 H17 EB6 58 EB6 H18 H18 H 0 1 N N N 20.519 20.073 20.364 -7.417 3.878 0.339 H18 EB6 59 EB6 H19 H19 H 0 1 N N N 20.888 20.700 18.722 -6.808 5.274 -0.581 H19 EB6 60 EB6 H20 H20 H 0 1 N N N 20.292 17.491 15.470 -3.681 -0.100 -0.524 H20 EB6 61 EB6 H21 H21 H 0 1 N N N 20.359 20.244 17.658 -4.617 1.706 2.450 H21 EB6 62 EB6 H22 H22 H 0 1 N N N 21.439 22.335 16.968 -5.154 0.648 4.600 H22 EB6 63 EB6 H23 H23 H 0 1 N N N 22.723 22.463 14.908 -5.017 -1.794 4.853 H23 EB6 64 EB6 H24 H24 H 0 1 N N N 23.042 20.507 13.474 -4.348 -3.202 2.956 H24 EB6 65 EB6 H25 H25 H 0 1 N N N 21.186 17.867 11.290 -6.180 -1.370 0.169 H25 EB6 66 EB6 H26 H26 H 0 1 N N N 26.056 18.628 11.571 -4.923 -4.435 -3.488 H26 EB6 67 EB6 H27 H27 H 0 1 N N N 22.535 18.044 9.233 -7.761 -1.829 -1.657 H27 EB6 68 # # 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 EB6 O5 C29 SING N N 1 EB6 O5 C32 SING N N 2 EB6 C30 C29 DOUB Y N 3 EB6 C30 C31 SING Y N 4 EB6 O6 C31 SING N N 5 EB6 C29 C28 SING Y N 6 EB6 C31 C26 DOUB Y N 7 EB6 C28 C27 DOUB Y N 8 EB6 C26 C27 SING Y N 9 EB6 C26 C25 SING N N 10 EB6 C1 C2 DOUB Y N 11 EB6 C1 C SING Y N 12 EB6 C2 C3 SING Y N 13 EB6 C25 C24 TRIP N N 14 EB6 O4 C23 DOUB N N 15 EB6 C24 C23 SING N N 16 EB6 C23 O3 SING N N 17 EB6 C C5 DOUB Y N 18 EB6 C3 C4 DOUB Y N 19 EB6 O3 C20 SING N N 20 EB6 C5 C4 SING Y N 21 EB6 C5 C6 SING N N 22 EB6 C19 C20 DOUB Y N 23 EB6 C19 C18 SING Y N 24 EB6 C20 C21 SING Y N 25 EB6 C6 O DOUB N N 26 EB6 C6 C7 SING N N 27 EB6 C8 C7 DOUB Y N 28 EB6 C8 C9 SING Y N 29 EB6 C18 C16 DOUB Y N 30 EB6 C7 C12 SING Y N 31 EB6 C21 C22 DOUB Y N 32 EB6 C9 C10 DOUB Y N 33 EB6 C16 C22 SING Y N 34 EB6 C16 C15 SING N N 35 EB6 C12 N SING N N 36 EB6 C12 C11 DOUB Y N 37 EB6 N C13 SING N N 38 EB6 C10 C11 SING Y N 39 EB6 C15 C13 SING N N 40 EB6 C13 C14 SING N N 41 EB6 C14 O1 SING N N 42 EB6 C14 O2 DOUB N N 43 EB6 O1 C17 SING N N 44 EB6 C4 H1 SING N N 45 EB6 C2 H2 SING N N 46 EB6 O6 H3 SING N N 47 EB6 C30 H4 SING N N 48 EB6 C32 H5 SING N N 49 EB6 C32 H6 SING N N 50 EB6 C32 H7 SING N N 51 EB6 C28 H8 SING N N 52 EB6 C27 H9 SING N N 53 EB6 C19 H10 SING N N 54 EB6 C18 H11 SING N N 55 EB6 C21 H12 SING N N 56 EB6 C22 H13 SING N N 57 EB6 C15 H14 SING N N 58 EB6 C15 H15 SING N N 59 EB6 C13 H16 SING N N 60 EB6 C17 H17 SING N N 61 EB6 C17 H18 SING N N 62 EB6 C17 H19 SING N N 63 EB6 N H20 SING N N 64 EB6 C11 H21 SING N N 65 EB6 C10 H22 SING N N 66 EB6 C9 H23 SING N N 67 EB6 C8 H24 SING N N 68 EB6 C H25 SING N N 69 EB6 C3 H26 SING N N 70 EB6 C1 H27 SING N N 71 # # 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 EB6 InChI InChI 1.03 "InChI=1S/C33H27NO7/c1-39-26-18-14-23(30(35)21-26)15-19-31(36)41-25-16-12-22(13-17-25)20-29(33(38)40-2)34-28-11-7-6-10-27(28)32(37)24-8-4-3-5-9-24/h3-14,16-18,21,29,34-35H,20H2,1-2H3/t29-/m0/s1" EB6 InChIKey InChI 1.03 CEHNFAIQCQNZKE-LJAQVGFWSA-N EB6 SMILES_CANONICAL CACTVS 3.385 "COC(=O)[C@H](Cc1ccc(OC(=O)C#Cc2ccc(OC)cc2O)cc1)Nc3ccccc3C(=O)c4ccccc4" EB6 SMILES CACTVS 3.385 "COC(=O)[CH](Cc1ccc(OC(=O)C#Cc2ccc(OC)cc2O)cc1)Nc3ccccc3C(=O)c4ccccc4" EB6 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "COc1ccc(c(c1)O)C#CC(=O)Oc2ccc(cc2)C[C@@H](C(=O)OC)Nc3ccccc3C(=O)c4ccccc4" EB6 SMILES "OpenEye OEToolkits" 2.0.7 "COc1ccc(c(c1)O)C#CC(=O)Oc2ccc(cc2)CC(C(=O)OC)Nc3ccccc3C(=O)c4ccccc4" # _pdbx_chem_comp_identifier.comp_id EB6 _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 "methyl (2~{S})-3-[4-[3-(4-methoxy-2-oxidanyl-phenyl)prop-2-ynoyloxy]phenyl]-2-[[2-(phenylcarbonyl)phenyl]amino]propanoate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site EB6 "Create component" 2019-12-06 PDBJ EB6 "Initial release" 2020-02-12 RCSB ##