data_2L0 # _chem_comp.id 2L0 _chem_comp.name "N-[(benzyloxy)carbonyl]-L-leucyl-N-[(2R,3S,4S)-1,3-dihydroxy-2,6-dimethylheptan-4-yl]-L-leucinamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H49 N3 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "PHQ-LEU-LEU-LEU-EPOXYKETONE, bound form" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-11-25 _chem_comp.pdbx_modified_date 2020-06-17 _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 535.716 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2L0 _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 05W" _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 2L0 C7 C7 C 0 1 N N N 58.889 -135.313 34.360 -4.378 -0.771 0.486 C1 PHQ 1 2L0 O8 O8 O 0 1 N N N 58.743 -136.510 34.614 -4.311 -1.282 1.587 O1 PHQ 2 2L0 O6 O6 O 0 1 N N N 57.933 -134.624 33.662 -5.541 -0.245 0.058 O2 PHQ 3 2L0 C5 C5 C 0 1 N N N 56.783 -135.370 33.210 -6.673 -0.323 0.964 C2 PHQ 4 2L0 C4 C4 C 0 1 Y N N 55.701 -135.149 34.068 -7.878 0.312 0.319 C3 PHQ 5 2L0 C3 C3 C 0 1 Y N N 54.751 -134.172 33.766 -8.122 1.662 0.490 C4 PHQ 6 2L0 C2 C2 C 0 1 Y N N 53.670 -133.950 34.617 -9.227 2.245 -0.102 C5 PHQ 7 2L0 C1 C1 C 0 1 Y N N 53.533 -134.708 35.779 -10.087 1.478 -0.865 C6 PHQ 8 2L0 C32 C32 C 0 1 Y N N 54.478 -135.686 36.085 -9.843 0.129 -1.037 C7 PHQ 9 2L0 C31 C31 C 0 1 Y N N 55.559 -135.907 35.232 -8.735 -0.453 -0.449 C8 PHQ 10 2L0 N9 N9 N 0 1 N N N 59.999 -134.668 34.772 -3.287 -0.727 -0.304 N LEU 11 2L0 C10 C10 C 0 1 N N S 61.062 -135.351 35.535 -1.995 -1.194 0.205 CA LEU 12 2L0 C15 C15 C 0 1 N N N 60.599 -135.574 36.979 -0.884 -0.449 -0.488 C LEU 13 2L0 O30 O30 O 0 1 N N N 59.924 -134.724 37.559 -1.088 0.089 -1.556 O LEU 14 2L0 C11 C11 C 0 1 N N N 62.343 -134.506 35.580 -1.852 -2.693 -0.067 CB LEU 15 2L0 C12 C12 C 0 1 N N N 62.963 -134.306 34.190 -0.566 -3.208 0.582 CG LEU 16 2L0 C13 C13 C 0 1 N N N 64.211 -133.428 34.335 -0.694 -3.124 2.105 CD1 LEU 17 2L0 C14 C14 C 0 1 N N N 63.359 -135.648 33.565 -0.334 -4.664 0.170 CD2 LEU 18 2L0 N16 N16 N 0 1 N N N 60.996 -136.739 37.524 0.337 -0.381 0.078 N LEU 19 2L0 C17 C17 C 0 1 N N S 60.657 -137.119 38.910 1.387 0.432 -0.540 CA LEU 20 2L0 C22 C22 C 0 1 N N N 61.909 -136.960 39.780 2.738 -0.101 -0.137 C LEU 21 2L0 O23 O23 O 0 1 N N N 63.000 -136.706 39.271 2.816 -1.065 0.595 O LEU 22 2L0 C18 C18 C 0 1 N N N 60.106 -138.549 38.943 1.251 1.882 -0.072 CB LEU 23 2L0 C19 C19 C 0 1 N N N 58.572 -138.516 39.017 -0.067 2.463 -0.588 CG LEU 24 2L0 C20 C20 C 0 1 N N N 57.980 -137.782 37.807 -0.263 3.869 -0.019 CD1 LEU 25 2L0 C21 C21 C 0 1 N N N 58.051 -139.954 39.032 -0.031 2.532 -2.116 CD2 LEU 26 2L0 N24 N24 N 0 1 N N N 61.697 -137.085 41.103 3.860 0.494 -0.590 N4 05W 27 2L0 C25 C25 C 0 1 N N S 62.763 -136.826 42.079 5.170 -0.087 -0.288 C16 05W 28 2L0 C26 C26 C 0 1 N N N 62.503 -135.350 42.473 5.537 -1.105 -1.370 C25 05W 29 2L0 C27 C27 C 0 1 N N N 63.762 -134.480 42.424 6.827 -1.827 -0.975 C26 05W 30 2L0 C29 C29 C 0 1 N N N 64.331 -134.393 40.998 6.577 -2.667 0.279 C28 05W 31 2L0 C28 C28 C 0 1 N N N 63.414 -133.067 42.925 7.273 -2.739 -2.120 C27 05W 32 2L0 C33 C33 C 0 1 N N S 62.724 -137.765 43.316 6.224 1.021 -0.252 C17 05W 33 2L0 C34 C34 C 0 1 N N R 63.522 -139.077 43.055 5.833 2.062 0.799 C22 05W 34 2L0 C45 C45 C 0 1 N N N 64.706 -138.588 42.484 6.912 3.144 0.871 C23 05W 35 2L0 C35 C35 C 0 1 N N N 62.897 -139.964 41.961 5.698 1.384 2.163 C24 05W 36 2L0 O40 O40 O 0 1 N N N 61.525 -140.250 42.252 5.221 2.331 3.121 O7 05W 37 2L0 O43 O43 O 0 1 N N N 61.351 -138.053 43.663 6.303 1.645 -1.535 O4 05W 38 2L0 H1 H1 H 0 1 N N N 56.514 -135.045 32.194 -6.889 -1.368 1.187 H21 PHQ 39 2L0 H2 H2 H 0 1 N N N 57.026 -136.443 33.199 -6.436 0.204 1.888 H22 PHQ 40 2L0 H19 H19 H 0 1 N N N 54.854 -133.584 32.866 -7.450 2.261 1.087 H41 PHQ 41 2L0 H20 H20 H 0 1 N N N 52.939 -133.192 34.377 -9.419 3.299 0.033 H51 PHQ 42 2L0 H21 H21 H 0 1 N N N 52.697 -134.538 36.441 -10.951 1.934 -1.327 H61 PHQ 43 2L0 H22 H22 H 0 1 N N N 54.373 -136.274 36.985 -10.515 -0.470 -1.634 H71 PHQ 44 2L0 H23 H23 H 0 1 N N N 56.288 -136.666 35.472 -8.542 -1.507 -0.586 H81 PHQ 45 2L0 H24 H24 H 0 1 N N N 60.105 -133.698 34.554 -3.358 -0.386 -1.209 H LEU 46 2L0 H3 H3 H 0 1 N N N 61.288 -136.324 35.074 -1.940 -1.013 1.278 HA LEU 47 2L0 H25 H25 H 0 1 N N N 63.077 -135.012 36.224 -2.708 -3.222 0.352 HB2 LEU 48 2L0 H26 H26 H 0 1 N N N 62.101 -133.520 36.004 -1.810 -2.865 -1.143 HB3 LEU 49 2L0 H27 H27 H 0 1 N N N 62.236 -133.801 33.537 0.276 -2.599 0.254 HG LEU 50 2L0 H4 H4 H 0 1 N N N 63.931 -132.463 34.783 -1.490 -3.789 2.440 HD11 LEU 51 2L0 H5 H5 H 0 1 N N N 64.942 -133.935 34.982 0.247 -3.422 2.566 HD12 LEU 52 2L0 H6 H6 H 0 1 N N N 64.655 -133.256 33.344 -0.931 -2.099 2.393 HD13 LEU 53 2L0 H28 H28 H 0 1 N N N 62.466 -136.281 33.459 -1.177 -5.273 0.499 HD21 LEU 54 2L0 H29 H29 H 0 1 N N N 63.804 -135.474 32.574 -0.243 -4.724 -0.914 HD22 LEU 55 2L0 H30 H30 H 0 1 N N N 64.091 -136.152 34.213 0.582 -5.031 0.633 HD23 LEU 56 2L0 H31 H31 H 0 1 N N N 61.540 -137.370 36.970 0.521 -0.871 0.895 H LEU 57 2L0 H7 H7 H 0 1 N N N 59.881 -136.439 39.291 1.289 0.389 -1.625 HA LEU 58 2L0 H32 H32 H 0 1 N N N 60.416 -139.081 38.031 1.260 1.915 1.017 HB2 LEU 59 2L0 H33 H33 H 0 1 N N N 60.503 -139.073 39.825 2.083 2.469 -0.461 HB3 LEU 60 2L0 H34 H34 H 0 1 N N N 58.263 -138.005 39.941 -0.893 1.825 -0.273 HG LEU 61 2L0 H8 H8 H 0 1 N N N 56.883 -137.772 37.884 0.563 4.507 -0.334 HD11 LEU 62 2L0 H9 H9 H 0 1 N N N 58.355 -136.748 37.786 -1.202 4.283 -0.386 HD12 LEU 63 2L0 H10 H10 H 0 1 N N N 58.278 -138.299 36.883 -0.289 3.820 1.070 HD13 LEU 64 2L0 H11 H11 H 0 1 N N N 58.471 -140.488 39.897 0.795 3.170 -2.431 HD21 LEU 65 2L0 H12 H12 H 0 1 N N N 56.953 -139.945 39.104 0.109 1.530 -2.522 HD22 LEU 66 2L0 H13 H13 H 0 1 N N N 58.354 -140.463 38.105 -0.970 2.945 -2.484 HD23 LEU 67 2L0 H35 H35 H 0 1 N N N 60.793 -137.361 41.429 3.799 1.308 -1.115 H12 05W 68 2L0 H36 H36 H 0 1 N N N 63.749 -136.904 41.598 5.133 -0.585 0.681 H13 05W 69 2L0 H14 H14 H 0 1 N N N 61.760 -134.929 41.779 4.732 -1.832 -1.474 H14 05W 70 2L0 H15 H15 H 0 1 N N N 62.102 -135.327 43.497 5.686 -0.589 -2.319 H15 05W 71 2L0 H37 H37 H 0 1 N N N 64.525 -134.915 43.087 7.607 -1.092 -0.771 H16 05W 72 2L0 H38 H38 H 0 1 N N N 65.232 -133.762 41.000 7.512 -3.126 0.601 H17 05W 73 2L0 H39 H39 H 0 1 N N N 64.591 -135.402 40.645 6.193 -2.028 1.074 H18 05W 74 2L0 H40 H40 H 0 1 N N N 63.577 -133.953 40.329 5.849 -3.446 0.055 H19 05W 75 2L0 H16 H16 H 0 1 N N N 63.007 -133.129 43.945 7.450 -2.140 -3.013 H20 05W 76 2L0 H17 H17 H 0 1 N N N 64.322 -132.446 42.930 8.191 -3.253 -1.838 H21 05W 77 2L0 H18 H18 H 0 1 N N N 62.665 -132.616 42.258 6.493 -3.473 -2.324 H22 05W 78 2L0 H41 H41 H 0 1 N N N 63.206 -137.239 44.153 7.193 0.593 0.004 H23 05W 79 2L0 H43 H43 H 0 1 N N N 63.680 -139.639 43.987 4.881 2.517 0.523 H24 05W 80 2L0 H44 H44 H 0 1 N N N 65.221 -137.938 43.207 7.070 3.568 -0.121 H25 05W 81 2L0 H45 H45 H 0 1 N N N 65.360 -139.431 42.219 6.594 3.930 1.555 H26 05W 82 2L0 H46 H46 H 0 1 N N N 64.465 -138.011 41.579 7.843 2.705 1.230 H27 05W 83 2L0 H47 H47 H 0 1 N N N 63.456 -140.909 41.902 4.994 0.555 2.089 H28 05W 84 2L0 H48 H48 H 0 1 N N N 62.958 -139.441 40.995 6.671 1.007 2.479 H29 05W 85 2L0 H49 H49 H 0 1 N N N 61.162 -140.797 41.565 5.111 1.969 4.011 H30 05W 86 2L0 H42 H42 H 0 1 N N N 61.329 -138.627 44.419 5.474 2.049 -1.828 H31 05W 87 # # 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 2L0 C5 O6 SING N N 1 2L0 C5 C4 SING N N 2 2L0 C14 C12 SING N N 3 2L0 O6 C7 SING N N 4 2L0 C3 C4 DOUB Y N 5 2L0 C3 C2 SING Y N 6 2L0 C4 C31 SING Y N 7 2L0 C12 C13 SING N N 8 2L0 C12 C11 SING N N 9 2L0 C7 O8 DOUB N N 10 2L0 C7 N9 SING N N 11 2L0 C2 C1 DOUB Y N 12 2L0 N9 C10 SING N N 13 2L0 C31 C32 DOUB Y N 14 2L0 C10 C11 SING N N 15 2L0 C10 C15 SING N N 16 2L0 C1 C32 SING Y N 17 2L0 C15 N16 SING N N 18 2L0 C15 O30 DOUB N N 19 2L0 N16 C17 SING N N 20 2L0 C20 C19 SING N N 21 2L0 C17 C18 SING N N 22 2L0 C17 C22 SING N N 23 2L0 C18 C19 SING N N 24 2L0 C19 C21 SING N N 25 2L0 O23 C22 DOUB N N 26 2L0 C22 N24 SING N N 27 2L0 C29 C27 SING N N 28 2L0 N24 C25 SING N N 29 2L0 C35 O40 SING N N 30 2L0 C35 C34 SING N N 31 2L0 C25 C26 SING N N 32 2L0 C25 C33 SING N N 33 2L0 C27 C26 SING N N 34 2L0 C27 C28 SING N N 35 2L0 C45 C34 SING N N 36 2L0 C34 C33 SING N N 37 2L0 C33 O43 SING N N 38 2L0 C5 H1 SING N N 39 2L0 C5 H2 SING N N 40 2L0 C10 H3 SING N N 41 2L0 C13 H4 SING N N 42 2L0 C13 H5 SING N N 43 2L0 C13 H6 SING N N 44 2L0 C17 H7 SING N N 45 2L0 C20 H8 SING N N 46 2L0 C20 H9 SING N N 47 2L0 C20 H10 SING N N 48 2L0 C21 H11 SING N N 49 2L0 C21 H12 SING N N 50 2L0 C21 H13 SING N N 51 2L0 C26 H14 SING N N 52 2L0 C26 H15 SING N N 53 2L0 C28 H16 SING N N 54 2L0 C28 H17 SING N N 55 2L0 C28 H18 SING N N 56 2L0 C3 H19 SING N N 57 2L0 C2 H20 SING N N 58 2L0 C1 H21 SING N N 59 2L0 C32 H22 SING N N 60 2L0 C31 H23 SING N N 61 2L0 N9 H24 SING N N 62 2L0 C11 H25 SING N N 63 2L0 C11 H26 SING N N 64 2L0 C12 H27 SING N N 65 2L0 C14 H28 SING N N 66 2L0 C14 H29 SING N N 67 2L0 C14 H30 SING N N 68 2L0 N16 H31 SING N N 69 2L0 C18 H32 SING N N 70 2L0 C18 H33 SING N N 71 2L0 C19 H34 SING N N 72 2L0 N24 H35 SING N N 73 2L0 C25 H36 SING N N 74 2L0 C27 H37 SING N N 75 2L0 C29 H38 SING N N 76 2L0 C29 H39 SING N N 77 2L0 C29 H40 SING N N 78 2L0 C33 H41 SING N N 79 2L0 O43 H42 SING N N 80 2L0 C34 H43 SING N N 81 2L0 C45 H44 SING N N 82 2L0 C45 H45 SING N N 83 2L0 C45 H46 SING N N 84 2L0 C35 H47 SING N N 85 2L0 C35 H48 SING N N 86 2L0 O40 H49 SING N N 87 # # 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 2L0 SMILES ACDLabs 12.01 "O=C(NC(CC(C)C)C(O)C(C)CO)C(NC(=O)C(NC(=O)OCc1ccccc1)CC(C)C)CC(C)C" 2L0 InChI InChI 1.03 "InChI=1S/C29H49N3O6/c1-18(2)13-23(26(34)21(7)16-33)30-27(35)24(14-19(3)4)31-28(36)25(15-20(5)6)32-29(37)38-17-22-11-9-8-10-12-22/h8-12,18-21,23-26,33-34H,13-17H2,1-7H3,(H,30,35)(H,31,36)(H,32,37)/t21-,23+,24+,25+,26+/m1/s1" 2L0 InChIKey InChI 1.03 BQCZUBTUMXOONX-KAPZOZIZSA-N 2L0 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@H](C)CO" 2L0 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)[CH](C)CO" 2L0 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H](CO)[C@@H]([C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)OCc1ccccc1)O" 2L0 SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)CC(C(C(C)CO)O)NC(=O)C(CC(C)C)NC(=O)C(CC(C)C)NC(=O)OCc1ccccc1" # # 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 2L0 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(benzyloxy)carbonyl]-L-leucyl-N-[(2R,3S,4S)-1,3-dihydroxy-2,6-dimethylheptan-4-yl]-L-leucinamide" 2L0 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(phenylmethyl) N-[(2S)-1-[[(2S)-1-[[(2R,3S,4S)-2,6-dimethyl-1,3-bis(oxidanyl)heptan-4-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 2L0 "Create component" 2013-11-25 RCSB 2L0 "Initial release" 2014-02-12 RCSB 2L0 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 2L0 _pdbx_chem_comp_synonyms.name "PHQ-LEU-LEU-LEU-EPOXYKETONE, bound form" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##