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                    2024-09-27 
_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 
_chem_comp.pdbx_pcm                              Y 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 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 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 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 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 N 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 N 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 N 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 N 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 N 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 N 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 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 N N N 61.062 -135.351 35.535 -1.995  -1.194 0.205  CA   LEU 12 
2L0 C15 C15 C 0 1 N N N 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 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 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 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 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 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 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 N N N 60.657 -137.119 38.910 1.387   0.432  -0.540 CA   LEU 20 
2L0 C22 C22 C 0 1 N N N 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 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 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 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 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 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 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 N N N 62.763 -136.826 42.079 5.170   -0.087 -0.288 C16  05W 28 
2L0 C26 C26 C 0 1 N N N 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 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 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 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 N N N 62.724 -137.765 43.316 6.224   1.021  -0.252 C17  05W 33 
2L0 C34 C34 C 0 1 N N R N N N 63.522 -139.077 43.055 5.833   2.062  0.799  C22  05W 34 
2L0 C45 C45 C 0 1 N N N 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 
2L0 "Modify PCM"       2024-09-27 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         ? 
# 
loop_
_pdbx_chem_comp_pcm.pcm_id 
_pdbx_chem_comp_pcm.comp_id 
_pdbx_chem_comp_pcm.modified_residue_id 
_pdbx_chem_comp_pcm.type 
_pdbx_chem_comp_pcm.category 
_pdbx_chem_comp_pcm.position 
_pdbx_chem_comp_pcm.polypeptide_position 
_pdbx_chem_comp_pcm.comp_id_linking_atom 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession 
1 2L0 THR None "Covalent chemical modification" "Amino-acid backbone"   N-terminal     C34 N   ? ? 
2 2L0 THR None "Covalent chemical modification" "Amino-acid side chain" "Any position" C33 OG1 ? ? 
# 
