data_2LR # _chem_comp.id 2LR _chem_comp.name "N-[(benzyloxy)carbonyl]-L-leucyl-N-{(1R,2S)-1-hydroxy-4-methyl-1-[(2R)-2-methyloxiran-2-yl]pentan-2-yl}-L-leucinamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H47 N3 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "PHQ-LEU-LEU-LEU-EPOXYKETONE, unbound form" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-11-28 _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 533.700 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2LR _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 4NO9 _chem_comp.pdbx_subcomponent_list "PHQ LEU LEU 2LS" _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 2LR C7 C7 C 0 1 N N N 9.340 -163.407 31.814 -4.398 -0.345 0.636 C1 PHQ 1 2LR O8 O8 O 0 1 N N N 9.192 -162.208 32.055 -4.411 -0.932 1.700 O1 PHQ 2 2LR O6 O6 O 0 1 N N N 10.419 -163.845 31.090 -5.556 0.022 0.056 O2 PHQ 3 2LR C5 C5 C 0 1 N N N 11.501 -162.933 30.953 -6.781 -0.318 0.757 C2 PHQ 4 2LR C4 C4 C 0 1 Y N N 12.506 -163.393 31.820 -7.966 0.168 -0.037 C3 PHQ 5 2LR C31 C31 C 0 1 Y N N 13.539 -164.207 31.347 -8.465 1.440 0.174 C4 PHQ 6 2LR C32 C32 C 0 1 Y N N 14.536 -164.658 32.212 -9.552 1.886 -0.555 C5 PHQ 7 2LR C1 C1 C 0 1 Y N N 14.511 -164.299 33.559 -10.139 1.060 -1.495 C6 PHQ 8 2LR C2 C2 C 0 1 Y N N 13.485 -163.487 34.038 -9.640 -0.212 -1.707 C7 PHQ 9 2LR C3 C3 C 0 1 Y N N 12.489 -163.035 33.172 -8.551 -0.656 -0.981 C8 PHQ 10 2LR N9 N9 N 0 1 N N N 8.431 -164.300 32.255 -3.224 -0.055 0.041 N LEU 11 2LR C10 C10 C 0 1 N N S 7.256 -163.892 33.052 -1.964 -0.448 0.675 CA LEU 12 2LR C15 C15 C 0 1 N N N 7.659 -163.868 34.536 -0.859 0.462 0.204 C LEU 13 2LR O30 O30 O 0 1 N N N 8.192 -164.848 35.058 -1.100 1.351 -0.585 O LEU 14 2LR C11 C11 C 0 1 N N N 6.083 -164.861 32.836 -1.631 -1.893 0.296 CB LEU 15 2LR C12 C12 C 0 1 N N N 5.331 -164.489 31.543 -2.689 -2.830 0.882 CG LEU 16 2LR C13 C13 C 0 1 N N N 4.607 -165.717 30.959 -2.428 -4.259 0.401 CD1 LEU 17 2LR C14 C14 C 0 1 N N N 4.320 -163.370 31.833 -2.620 -2.786 2.410 CD2 LEU 18 2LR N16 N16 N 0 1 N N N 7.402 -162.710 35.172 0.398 0.287 0.658 N LEU 19 2LR C17 C17 C 0 1 N N S 7.736 -162.477 36.591 1.492 1.098 0.118 CA LEU 20 2LR C22 C22 C 0 1 N N N 6.469 -162.652 37.447 2.782 0.326 0.208 C LEU 21 2LR O23 O23 O 0 1 N N N 5.349 -162.532 36.947 2.899 -0.567 1.020 O LEU 22 2LR C18 C18 C 0 1 N N N 8.303 -161.046 36.733 1.614 2.391 0.927 CB LEU 23 2LR C19 C19 C 0 1 N N N 9.822 -161.014 37.021 2.670 3.295 0.287 CG LEU 24 2LR C20 C20 C 0 1 N N N 10.110 -161.481 38.459 2.173 3.772 -1.079 CD1 LEU 25 2LR C21 C21 C 0 1 N N N 10.614 -161.853 35.992 2.921 4.505 1.189 CD2 LEU 26 2LR C26 C26 C 0 1 N N N 5.812 -164.552 40.360 5.628 -0.228 -2.005 C26 2LS 27 2LR C28 C28 C 0 1 N N N 5.209 -166.981 40.313 5.194 -0.825 -4.392 C28 2LS 28 2LR C33 C33 C 0 1 N N R 5.529 -162.021 40.767 6.032 0.413 0.376 C33 2LS 29 2LR C34 C34 C 0 1 N N R 5.113 -160.756 39.968 7.056 -0.652 0.774 C34 2LS 30 2LR C45 C45 C 0 1 N N N 4.178 -160.434 39.031 7.285 -1.768 -0.247 C45 2LS 31 2LR O40 O40 O 0 1 N N N 6.177 -160.089 39.295 7.168 -0.983 2.160 O40 2LS 32 2LR C35 C35 C 0 1 N N N 5.577 -159.334 40.302 8.247 -0.212 1.628 C35 2LS 33 2LR O43 O43 O 0 1 N N N 6.792 -161.845 41.437 5.349 0.877 1.542 O43 2LS 34 2LR C25 C25 C 0 1 N N S 5.598 -163.163 39.720 5.022 -0.192 -0.601 C25 2LS 35 2LR C27 C27 C 0 1 N N N 4.706 -165.568 39.989 4.658 -0.923 -2.962 C27 2LS 36 2LR C29 C29 C 0 1 N N N 4.297 -165.518 38.503 4.520 -2.395 -2.569 C29 2LS 37 2LR N24 N24 N 0 1 N N N 6.693 -162.938 38.748 3.806 0.626 -0.615 N24 2LS 38 2LR H1 H1 H 0 1 N N N 11.865 -162.925 29.915 -6.843 -1.400 0.877 H21 PHQ 39 2LR H2 H2 H 0 1 N N N 11.185 -161.919 31.238 -6.782 0.157 1.738 H22 PHQ 40 2LR H47 H47 H 0 1 N N N 13.565 -164.489 30.305 -8.006 2.085 0.908 H41 PHQ 41 2LR H46 H46 H 0 1 N N N 15.330 -165.287 31.837 -9.942 2.879 -0.390 H51 PHQ 42 2LR H45 H45 H 0 1 N N N 15.283 -164.649 34.228 -10.989 1.408 -2.064 H61 PHQ 43 2LR H44 H44 H 0 1 N N N 13.461 -163.207 35.081 -10.100 -0.857 -2.441 H71 PHQ 44 2LR H43 H43 H 0 1 N N N 11.698 -162.403 33.549 -8.158 -1.648 -1.149 H81 PHQ 45 2LR H42 H42 H 0 1 N N N 8.556 -165.268 32.036 -3.214 0.415 -0.808 H LEU 46 2LR H3 H3 H 0 1 N N N 6.941 -162.881 32.754 -2.062 -0.370 1.758 HA LEU 47 2LR H36 H36 H 0 1 N N N 5.394 -164.797 33.691 -1.621 -1.990 -0.789 HB2 LEU 48 2LR H37 H37 H 0 1 N N N 6.468 -165.888 32.752 -0.652 -2.157 0.695 HB3 LEU 49 2LR H38 H38 H 0 1 N N N 6.060 -164.125 30.804 -3.679 -2.511 0.554 HG LEU 50 2LR H4 H4 H 0 1 N N N 5.339 -166.512 30.755 -3.182 -4.926 0.818 HD11 LEU 51 2LR H5 H5 H 0 1 N N N 3.862 -166.081 31.682 -2.477 -4.290 -0.688 HD12 LEU 52 2LR H6 H6 H 0 1 N N N 4.102 -165.434 30.023 -1.439 -4.577 0.729 HD13 LEU 53 2LR H39 H39 H 0 1 N N N 4.846 -162.498 32.249 -1.630 -3.105 2.738 HD21 LEU 54 2LR H40 H40 H 0 1 N N N 3.815 -163.082 30.899 -2.806 -1.768 2.753 HD22 LEU 55 2LR H41 H41 H 0 1 N N N 3.574 -163.729 32.558 -3.374 -3.454 2.827 HD23 LEU 56 2LR H35 H35 H 0 1 N N N 6.964 -161.972 34.659 0.578 -0.376 1.343 H LEU 57 2LR H7 H7 H 0 1 N N N 8.497 -163.199 36.922 1.285 1.340 -0.924 HA LEU 58 2LR H32 H32 H 0 1 N N N 8.114 -160.501 35.796 0.654 2.906 0.937 HB2 LEU 59 2LR H33 H33 H 0 1 N N N 7.780 -160.544 37.561 1.910 2.154 1.949 HB3 LEU 60 2LR H34 H34 H 0 1 N N N 10.158 -159.970 36.932 3.598 2.737 0.161 HG LEU 61 2LR H8 H8 H 0 1 N N N 9.534 -160.867 39.167 2.952 4.361 -1.564 HD11 LEU 62 2LR H9 H9 H 0 1 N N N 9.818 -162.536 38.567 1.930 2.909 -1.699 HD12 LEU 63 2LR H10 H10 H 0 1 N N N 11.184 -161.374 38.671 1.282 4.387 -0.947 HD13 LEU 64 2LR H11 H11 H 0 1 N N N 11.687 -161.806 36.228 3.276 4.164 2.162 HD21 LEU 65 2LR H12 H12 H 0 1 N N N 10.275 -162.899 36.033 3.674 5.148 0.733 HD22 LEU 66 2LR H13 H13 H 0 1 N N N 10.443 -161.451 34.982 1.994 5.063 1.315 HD23 LEU 67 2LR H14 H14 H 0 1 N N N 6.780 -164.949 40.020 5.810 0.791 -2.349 H14 2LS 68 2LR H15 H15 H 0 1 N N N 5.827 -164.435 41.454 6.570 -0.776 -1.981 H15 2LS 69 2LR H16 H16 H 0 1 N N N 5.505 -167.032 41.371 4.462 -1.243 -5.084 H16 2LS 70 2LR H17 H17 H 0 1 N N N 4.407 -167.709 40.121 5.374 0.220 -4.642 H17 2LS 71 2LR H18 H18 H 0 1 N N N 6.076 -167.216 39.678 6.127 -1.383 -4.469 H18 2LS 72 2LR H19 H19 H 0 1 N N N 4.739 -162.255 41.496 6.544 1.248 -0.102 H19 2LS 73 2LR H20 H20 H 0 1 N N N 3.204 -160.853 39.325 7.857 -2.572 0.215 H20 2LS 74 2LR H21 H21 H 0 1 N N N 4.098 -159.340 38.954 6.323 -2.154 -0.585 H21 2LS 75 2LR H22 H22 H 0 1 N N N 4.477 -160.849 38.057 7.837 -1.373 -1.100 H22 2LS 76 2LR H23 H23 H 0 1 N N N 6.115 -159.131 41.240 9.200 -0.716 1.468 H23 2LS 77 2LR H24 H24 H 0 1 N N N 4.946 -158.470 40.047 8.309 0.839 1.911 H24 2LS 78 2LR H25 H25 H 0 1 N N N 6.719 -161.141 42.071 4.870 0.185 2.018 H25 2LS 79 2LR H26 H26 H 0 1 N N N 4.641 -163.183 39.177 4.774 -1.205 -0.287 H26 2LS 80 2LR H27 H27 H 0 1 N N N 3.819 -165.360 40.605 3.683 -0.439 -2.906 H27 2LS 81 2LR H28 H28 H 0 1 N N N 3.934 -164.510 38.256 5.496 -2.879 -2.625 H28 2LS 82 2LR H29 H29 H 0 1 N N N 5.168 -165.758 37.875 4.139 -2.465 -1.550 H29 2LS 83 2LR H30 H30 H 0 1 N N N 3.498 -166.251 38.318 3.829 -2.891 -3.250 H30 2LS 84 2LR H31 H31 H 0 1 N N N 7.638 -163.001 39.069 3.739 1.385 -1.216 H31 2LS 85 # # 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 2LR C5 O6 SING N N 1 2LR C5 C4 SING N N 2 2LR C13 C12 SING N N 3 2LR O6 C7 SING N N 4 2LR C31 C4 DOUB Y N 5 2LR C31 C32 SING Y N 6 2LR C12 C14 SING N N 7 2LR C12 C11 SING N N 8 2LR C7 O8 DOUB N N 9 2LR C7 N9 SING N N 10 2LR C4 C3 SING Y N 11 2LR C32 C1 DOUB Y N 12 2LR N9 C10 SING N N 13 2LR C11 C10 SING N N 14 2LR C10 C15 SING N N 15 2LR C3 C2 DOUB Y N 16 2LR C1 C2 SING Y N 17 2LR C15 O30 DOUB N N 18 2LR C15 N16 SING N N 19 2LR N16 C17 SING N N 20 2LR C21 C19 SING N N 21 2LR C17 C18 SING N N 22 2LR C17 C22 SING N N 23 2LR C18 C19 SING N N 24 2LR O23 C22 DOUB N N 25 2LR C19 C20 SING N N 26 2LR C22 N24 SING N N 27 2LR C29 C27 SING N N 28 2LR N24 C25 SING N N 29 2LR C45 C34 SING N N 30 2LR O40 C34 SING N N 31 2LR O40 C35 SING N N 32 2LR C25 C26 SING N N 33 2LR C25 C33 SING N N 34 2LR C34 C35 SING N N 35 2LR C34 C33 SING N N 36 2LR C27 C28 SING N N 37 2LR C27 C26 SING N N 38 2LR C33 O43 SING N N 39 2LR C5 H1 SING N N 40 2LR C5 H2 SING N N 41 2LR C10 H3 SING N N 42 2LR C13 H4 SING N N 43 2LR C13 H5 SING N N 44 2LR C13 H6 SING N N 45 2LR C17 H7 SING N N 46 2LR C20 H8 SING N N 47 2LR C20 H9 SING N N 48 2LR C20 H10 SING N N 49 2LR C21 H11 SING N N 50 2LR C21 H12 SING N N 51 2LR C21 H13 SING N N 52 2LR C26 H14 SING N N 53 2LR C26 H15 SING N N 54 2LR C28 H16 SING N N 55 2LR C28 H17 SING N N 56 2LR C28 H18 SING N N 57 2LR C33 H19 SING N N 58 2LR C45 H20 SING N N 59 2LR C45 H21 SING N N 60 2LR C45 H22 SING N N 61 2LR C35 H23 SING N N 62 2LR C35 H24 SING N N 63 2LR O43 H25 SING N N 64 2LR C25 H26 SING N N 65 2LR C27 H27 SING N N 66 2LR C29 H28 SING N N 67 2LR C29 H29 SING N N 68 2LR C29 H30 SING N N 69 2LR N24 H31 SING N N 70 2LR C18 H32 SING N N 71 2LR C18 H33 SING N N 72 2LR C19 H34 SING N N 73 2LR N16 H35 SING N N 74 2LR C11 H36 SING N N 75 2LR C11 H37 SING N N 76 2LR C12 H38 SING N N 77 2LR C14 H39 SING N N 78 2LR C14 H40 SING N N 79 2LR C14 H41 SING N N 80 2LR N9 H42 SING N N 81 2LR C3 H43 SING N N 82 2LR C2 H44 SING N N 83 2LR C1 H45 SING N N 84 2LR C32 H46 SING N N 85 2LR C31 H47 SING N N 86 # # 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 2LR SMILES ACDLabs 12.01 "O=C(OCc1ccccc1)NC(C(=O)NC(C(=O)NC(C(O)C2(OC2)C)CC(C)C)CC(C)C)CC(C)C" 2LR InChI InChI 1.03 "InChI=1S/C29H47N3O6/c1-18(2)13-22(25(33)29(7)17-38-29)30-26(34)23(14-19(3)4)31-27(35)24(15-20(5)6)32-28(36)37-16-21-11-9-8-10-12-21/h8-12,18-20,22-25,33H,13-17H2,1-7H3,(H,30,34)(H,31,35)(H,32,36)/t22-,23-,24-,25+,29+/m0/s1" 2LR InChIKey InChI 1.03 HBAZSHAOSQCUFB-ABJYOQOBSA-N 2LR SMILES_CANONICAL CACTVS 3.370 "CC(C)C[C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)OCc1ccccc1)[C@@H](O)[C@@]2(C)CO2" 2LR SMILES CACTVS 3.370 "CC(C)C[CH](NC(=O)[CH](CC(C)C)NC(=O)[CH](CC(C)C)NC(=O)OCc1ccccc1)[CH](O)[C]2(C)CO2" 2LR SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)C[C@@H]([C@H]([C@]1(CO1)C)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)OCc2ccccc2" 2LR SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)CC(C(C1(CO1)C)O)NC(=O)C(CC(C)C)NC(=O)C(CC(C)C)NC(=O)OCc2ccccc2" # # 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 2LR "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(benzyloxy)carbonyl]-L-leucyl-N-{(1R,2S)-1-hydroxy-4-methyl-1-[(2R)-2-methyloxiran-2-yl]pentan-2-yl}-L-leucinamide" 2LR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(phenylmethyl) N-[(2S)-4-methyl-1-[[(2S)-4-methyl-1-[[(1R,2S)-4-methyl-1-[(2R)-2-methyloxiran-2-yl]-1-oxidanyl-pentan-2-yl]amino]-1-oxidanylidene-pentan-2-yl]amino]-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 2LR "Create component" 2013-11-28 RCSB 2LR "Initial release" 2014-02-12 RCSB 2LR "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 2LR _pdbx_chem_comp_synonyms.name "PHQ-LEU-LEU-LEU-EPOXYKETONE, unbound form" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##