data_EP9 # _chem_comp.id EP9 _chem_comp.name "N-[(benzyloxy)carbonyl]-L-leucyl-N-[(2S,3S)-3-hydroxy-1-(4-hydroxyphenyl)-4-oxobutan-2-yl]-L-leucinamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H41 N3 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Z-Leu-Leu-TyrCOCHO, hemiketal form" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-04-19 _chem_comp.pdbx_modified_date 2021-03-13 _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 555.662 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EP9 _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 3OKJ _chem_comp.pdbx_subcomponent_list "PHQ LEU LEU OKJ" _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 EP9 C15 C15 C 0 1 N N N 11.445 -137.626 21.018 4.333 -0.621 0.340 C1 PHQ 1 EP9 O5 O5 O 0 1 N N N 11.609 -137.117 22.277 4.455 -1.777 0.694 O1 PHQ 2 EP9 O4 O4 O 0 1 N N N 11.900 -139.031 20.922 5.425 0.123 0.083 O2 PHQ 3 EP9 C16 C16 C 0 1 N N N 13.143 -139.429 21.708 6.716 -0.522 0.248 C2 PHQ 4 EP9 C17 C17 C 0 1 Y N N 13.001 -140.964 22.108 7.813 0.458 -0.083 C3 PHQ 5 EP9 C18 C18 C 0 1 Y N N 12.804 -141.242 23.533 8.345 1.260 0.909 C4 PHQ 6 EP9 C19 C19 C 0 1 Y N N 12.632 -142.604 24.074 9.351 2.158 0.605 C5 PHQ 7 EP9 C20 C20 C 0 1 Y N N 12.762 -143.784 23.187 9.825 2.254 -0.690 C6 PHQ 8 EP9 C21 C21 C 0 1 Y N N 13.137 -143.539 21.773 9.292 1.452 -1.681 C7 PHQ 9 EP9 C22 C22 C 0 1 Y N N 13.125 -142.107 21.186 8.290 0.549 -1.377 C8 PHQ 10 EP9 N3 N3 N 0 1 N N N 10.596 -136.920 20.197 3.105 -0.084 0.201 N LEU 11 EP9 C14 C14 C 0 1 N N S 10.094 -137.702 19.073 1.916 -0.895 0.476 CA LEU 12 EP9 C13 C13 C 0 1 N N N 11.219 -137.701 17.933 0.744 -0.347 -0.297 C LEU 13 EP9 O6 O6 O 0 1 N N N 11.669 -136.511 17.583 0.888 0.625 -1.008 O LEU 14 EP9 C23 C23 C 0 1 N N N 8.782 -137.094 18.491 1.604 -0.852 1.973 CB LEU 15 EP9 C24 C24 C 0 1 N N N 7.723 -137.013 19.619 2.740 -1.522 2.750 CG LEU 16 EP9 C25 C25 C 0 1 N N N 6.983 -135.652 19.402 2.490 -1.369 4.252 CD1 LEU 17 EP9 C26 C26 C 0 1 N N N 6.713 -138.201 19.514 2.796 -3.008 2.391 CD2 LEU 18 EP9 N2 N2 N 0 1 N N N 11.048 -138.646 16.969 -0.464 -0.937 -0.199 N LEU 19 EP9 C12 C12 C 0 1 N N S 11.820 -138.658 15.774 -1.603 -0.404 -0.950 CA LEU 20 EP9 C11 C11 C 0 1 N N N 10.789 -138.416 14.685 -2.885 -0.785 -0.256 C LEU 21 EP9 O7 O7 O 0 1 N N N 10.270 -139.476 14.150 -2.851 -1.438 0.766 O LEU 22 EP9 C27 C27 C 0 1 N N N 12.312 -140.176 15.815 -1.597 -0.985 -2.365 CB LEU 23 EP9 C28 C28 C 0 1 N N N 13.765 -140.370 15.161 -0.355 -0.496 -3.113 CG LEU 24 EP9 C29 C29 C 0 1 N N N 13.661 -139.995 13.599 -0.283 -1.175 -4.482 CD1 LEU 25 EP9 C30 C30 C 0 1 N N N 14.816 -139.373 15.903 -0.435 1.020 -3.298 CD2 LEU 26 EP9 C1 C1 C 0 1 N N S 11.282 -137.876 11.572 -5.742 -2.171 -0.543 C1 OKJ 27 EP9 O1 O1 O 0 1 N N N 11.218 -137.113 10.289 -6.958 -2.532 0.115 O1 OKJ 28 EP9 O2 O2 O 0 1 N Y N 11.039 -139.990 10.035 -4.912 -4.083 0.555 O2 OKJ 29 EP9 C2 C2 C 0 1 N N N 11.024 -139.357 11.317 -4.664 -3.162 -0.187 C2 OKJ 30 EP9 C3 C3 C 0 1 N N S 10.280 -137.079 12.598 -5.316 -0.771 -0.096 C3 OKJ 31 EP9 C4 C4 C 0 1 N N N 10.382 -135.503 12.323 -6.411 0.235 -0.458 C4 OKJ 32 EP9 C5 C5 C 0 1 Y N N 9.268 -134.690 13.099 -6.048 1.591 0.091 C5 OKJ 33 EP9 C6 C6 C 0 1 Y N N 9.144 -133.260 12.910 -6.451 1.951 1.363 C6 OKJ 34 EP9 C7 C7 C 0 1 Y N N 8.076 -132.522 13.593 -6.120 3.193 1.868 C7 OKJ 35 EP9 C8 C8 C 0 1 Y N N 7.154 -133.255 14.513 -5.381 4.080 1.098 C8 OKJ 36 EP9 O3 O3 O 0 1 N N N 6.174 -132.544 15.311 -5.054 5.302 1.593 O3 OKJ 37 EP9 C9 C9 C 0 1 Y N N 7.277 -134.674 14.668 -4.977 3.716 -0.178 C9 OKJ 38 EP9 C10 C10 C 0 1 Y N N 8.275 -135.374 13.941 -5.307 2.470 -0.677 C10 OKJ 39 EP9 N1 N1 N 0 1 N N N 10.694 -137.201 14.064 -4.070 -0.401 -0.771 N1 OKJ 40 EP9 H16 H16 H 0 1 N N N 14.041 -139.283 21.090 6.826 -0.855 1.280 H21 PHQ 41 EP9 H17 H17 H 0 1 N N N 13.229 -138.811 22.614 6.782 -1.380 -0.420 H22 PHQ 42 EP9 H18 H18 H 0 1 N N N 12.784 -140.410 24.221 7.975 1.185 1.921 H41 PHQ 43 EP9 H19 H19 H 0 1 N N N 12.410 -142.742 25.122 9.767 2.785 1.380 H51 PHQ 44 EP9 H20 H20 H 0 1 N N N 12.590 -144.784 23.556 10.611 2.956 -0.927 H61 PHQ 45 EP9 H21 H21 H 0 1 N N N 13.422 -144.370 21.145 9.662 1.527 -2.694 H71 PHQ 46 EP9 H22 H22 H 0 1 N N N 13.206 -141.948 20.121 7.877 -0.080 -2.151 H81 PHQ 47 EP9 H15 H15 H 0 1 N N N 10.348 -135.964 20.355 3.007 0.839 -0.082 H LEU 48 EP9 H14 H14 H 0 1 N N N 9.869 -138.722 19.419 2.101 -1.926 0.173 HA LEU 49 EP9 H23 H23 H 0 1 N N N 8.983 -136.086 18.099 1.507 0.185 2.294 HB2 LEU 50 EP9 H24 H24 H 0 1 N N N 8.408 -137.732 17.677 0.671 -1.381 2.165 HB3 LEU 51 EP9 H25 H25 H 0 1 N N N 8.187 -137.074 20.614 3.686 -1.049 2.489 HG LEU 52 EP9 H26 H26 H 0 1 N N N 6.210 -135.527 20.175 1.543 -1.842 4.512 HD11 LEU 53 EP9 H27 H27 H 0 1 N N N 7.707 -134.826 19.471 3.298 -1.847 4.805 HD12 LEU 54 EP9 H28 H28 H 0 1 N N N 6.512 -135.645 18.408 2.450 -0.310 4.507 HD13 LEU 55 EP9 H29 H29 H 0 1 N N N 5.971 -138.125 20.323 1.849 -3.481 2.651 HD21 LEU 56 EP9 H30 H30 H 0 1 N N N 6.201 -138.162 18.541 2.974 -3.117 1.321 HD22 LEU 57 EP9 H31 H31 H 0 1 N N N 7.256 -139.153 19.604 3.605 -3.485 2.944 HD23 LEU 58 EP9 H13 H13 H 0 1 N N N 10.357 -139.356 17.105 -0.578 -1.715 0.369 H LEU 59 EP9 H12 H12 H 0 1 N N N 12.649 -137.947 15.639 -1.527 0.682 -1.003 HA LEU 60 EP9 H32 H32 H 0 1 N N N 12.357 -140.499 16.865 -1.583 -2.074 -2.311 HB2 LEU 61 EP9 H33 H33 H 0 1 N N N 11.593 -140.791 15.254 -2.492 -0.660 -2.896 HB3 LEU 62 EP9 H34 H34 H 0 1 N N N 14.113 -141.407 15.276 0.537 -0.745 -2.537 HG LEU 63 EP9 H35 H35 H 0 1 N N N 14.646 -140.120 13.125 -1.175 -0.926 -5.058 HD11 LEU 64 EP9 H36 H36 H 0 1 N N N 12.933 -140.659 13.110 0.602 -0.826 -5.015 HD12 LEU 65 EP9 H37 H37 H 0 1 N N N 13.333 -138.950 13.494 -0.226 -2.255 -4.350 HD13 LEU 66 EP9 H38 H38 H 0 1 N N N 15.816 -139.499 15.461 -1.327 1.269 -3.874 HD21 LEU 67 EP9 H39 H39 H 0 1 N N N 14.487 -138.331 15.774 -0.486 1.503 -2.323 HD22 LEU 68 EP9 H40 H40 H 0 1 N N N 14.856 -139.615 16.975 0.450 1.369 -3.831 HD23 LEU 69 EP9 H3 H3 H 0 1 N N N 9.286 -137.518 12.427 -5.161 -0.766 0.983 H3 OKJ 70 EP9 H4 H4 H 0 1 N N N 11.369 -135.152 12.657 -6.505 0.295 -1.542 H4 OKJ 71 EP9 H5 H5 H 0 1 N N N 10.258 -135.326 11.244 -7.359 -0.089 -0.028 H5 OKJ 72 EP9 H6 H6 H 0 1 N N N 9.837 -132.737 12.267 -7.027 1.261 1.963 H6 OKJ 73 EP9 H7 H7 H 0 1 N N N 7.957 -131.461 13.433 -6.436 3.475 2.862 H7 OKJ 74 EP9 H8 H8 H 0 1 N N N 5.679 -133.165 15.832 -4.212 5.321 2.068 H8 OKJ 75 EP9 H9 H9 H 0 1 N N N 6.615 -135.208 15.334 -4.402 4.404 -0.780 H9 OKJ 76 EP9 H10 H10 H 0 1 N N N 8.306 -136.451 14.009 -4.989 2.185 -1.669 H10 OKJ 77 EP9 H11 H11 H 0 1 N N N 10.901 -136.371 14.583 -4.097 0.121 -1.588 H11 OKJ 78 EP9 H41 H41 H 0 1 N N N 11.125 -137.719 9.564 -6.893 -2.548 1.080 H41 OKJ 79 EP9 H43 H43 H 0 1 N N N 12.271 -137.906 12.053 -5.898 -2.176 -1.622 H43 OKJ 80 EP9 H42 H42 H 0 1 N Y N 10.813 -139.979 12.175 -3.670 -3.049 -0.594 H42 OKJ 81 # # 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 EP9 C15 O5 DOUB N N 1 EP9 O4 C15 SING N N 2 EP9 O4 C16 SING N N 3 EP9 C16 C17 SING N N 4 EP9 C16 H16 SING N N 5 EP9 C16 H17 SING N N 6 EP9 C17 C18 SING Y N 7 EP9 C18 C19 DOUB Y N 8 EP9 C18 H18 SING N N 9 EP9 C19 H19 SING N N 10 EP9 C20 C19 SING Y N 11 EP9 C20 H20 SING N N 12 EP9 C21 C20 DOUB Y N 13 EP9 C21 H21 SING N N 14 EP9 C22 C17 DOUB Y N 15 EP9 C22 C21 SING Y N 16 EP9 C22 H22 SING N N 17 EP9 N3 C15 SING N N 18 EP9 N3 H15 SING N N 19 EP9 C14 N3 SING N N 20 EP9 C14 H14 SING N N 21 EP9 C13 C14 SING N N 22 EP9 O6 C13 DOUB N N 23 EP9 C23 C14 SING N N 24 EP9 C23 C24 SING N N 25 EP9 C23 H23 SING N N 26 EP9 C23 H24 SING N N 27 EP9 C24 H25 SING N N 28 EP9 C25 C24 SING N N 29 EP9 C25 H26 SING N N 30 EP9 C25 H27 SING N N 31 EP9 C25 H28 SING N N 32 EP9 C26 C24 SING N N 33 EP9 C26 H29 SING N N 34 EP9 C26 H30 SING N N 35 EP9 C26 H31 SING N N 36 EP9 N2 C13 SING N N 37 EP9 N2 H13 SING N N 38 EP9 C12 C27 SING N N 39 EP9 C12 N2 SING N N 40 EP9 C12 H12 SING N N 41 EP9 C11 C12 SING N N 42 EP9 O7 C11 DOUB N N 43 EP9 C27 H32 SING N N 44 EP9 C27 H33 SING N N 45 EP9 C28 C27 SING N N 46 EP9 C28 C30 SING N N 47 EP9 C28 H34 SING N N 48 EP9 C29 C28 SING N N 49 EP9 C29 H35 SING N N 50 EP9 C29 H36 SING N N 51 EP9 C29 H37 SING N N 52 EP9 C30 H38 SING N N 53 EP9 C30 H39 SING N N 54 EP9 C30 H40 SING N N 55 EP9 C1 C3 SING N N 56 EP9 C1 H43 SING N N 57 EP9 O1 C1 SING N N 58 EP9 O1 H41 SING N N 59 EP9 O2 C2 DOUB N N 60 EP9 C2 C1 SING N N 61 EP9 C3 N1 SING N N 62 EP9 C3 H3 SING N N 63 EP9 C4 C3 SING N N 64 EP9 C4 C5 SING N N 65 EP9 C4 H4 SING N N 66 EP9 C4 H5 SING N N 67 EP9 C5 C10 SING Y N 68 EP9 C6 C5 DOUB Y N 69 EP9 C6 C7 SING Y N 70 EP9 C6 H6 SING N N 71 EP9 C7 C8 DOUB Y N 72 EP9 C7 H7 SING N N 73 EP9 C8 C9 SING Y N 74 EP9 C8 O3 SING N N 75 EP9 O3 H8 SING N N 76 EP9 C9 H9 SING N N 77 EP9 C10 C9 DOUB Y N 78 EP9 C10 H10 SING N N 79 EP9 N1 C11 SING N N 80 EP9 N1 H11 SING N N 81 EP9 C2 H42 SING N N 82 # # 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 EP9 SMILES ACDLabs 12.01 "O=C(OCc1ccccc1)NC(C(=O)NC(C(=O)NC(Cc2ccc(O)cc2)C(O)C=O)CC(C)C)CC(C)C" EP9 SMILES_CANONICAL CACTVS 3.370 "CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc2ccc(O)cc2)[C@H](O)C=O" EP9 SMILES CACTVS 3.370 "CC(C)C[CH](NC(=O)OCc1ccccc1)C(=O)N[CH](CC(C)C)C(=O)N[CH](Cc2ccc(O)cc2)[CH](O)C=O" EP9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "CC(C)C[C@@H](C(=O)N[C@@H](Cc1ccc(cc1)O)[C@@H](C=O)O)NC(=O)[C@H](CC(C)C)NC(=O)OCc2ccccc2" EP9 SMILES "OpenEye OEToolkits" 1.7.2 "CC(C)CC(C(=O)NC(Cc1ccc(cc1)O)C(C=O)O)NC(=O)C(CC(C)C)NC(=O)OCc2ccccc2" EP9 InChI InChI 1.03 "InChI=1S/C30H41N3O7/c1-19(2)14-25(28(37)31-24(27(36)17-34)16-21-10-12-23(35)13-11-21)32-29(38)26(15-20(3)4)33-30(39)40-18-22-8-6-5-7-9-22/h5-13,17,19-20,24-27,35-36H,14-16,18H2,1-4H3,(H,31,37)(H,32,38)(H,33,39)/t24-,25-,26-,27+/m0/s1" EP9 InChIKey InChI 1.03 PAKIBQXHXYRZNI-YIPNQBBMSA-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 EP9 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(benzyloxy)carbonyl]-L-leucyl-N-[(2S,3S)-3-hydroxy-1-(4-hydroxyphenyl)-4-oxobutan-2-yl]-L-leucinamide" EP9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(phenylmethyl) N-[(2S)-1-[[(2S)-1-[[(2S,3S)-1-(4-hydroxyphenyl)-3-oxidanyl-4-oxidanylidene-butan-2-yl]amino]-4-methyl-1-oxidanylidene-pentan-2-yl]amino]-4-methyl-1-oxidanylidene-pentan-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 EP9 "Create component" 2011-04-19 RCSB EP9 "Modify aromatic_flag" 2011-06-04 RCSB EP9 "Modify descriptor" 2011-06-04 RCSB EP9 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id EP9 _pdbx_chem_comp_synonyms.name "Z-Leu-Leu-TyrCOCHO, hemiketal form" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##