data_4RL
# 
_chem_comp.id                                    4RL 
_chem_comp.name                                  "N-{[(2S,5S)-1-benzyl-5-(2-{[(2S,3S)-1-(tert-butylamino)-3-methyl-1-oxopentan-2-yl]amino}-2-oxoethyl)-3,6-dioxopiperazin-2-yl]methyl}-L-alpha-asparagine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H42 N6 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-05-15 
_chem_comp.pdbx_modified_date                    2016-05-27 
_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                        574.669 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4RL 
_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        4ZTE 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
4RL C1  C1  C 0 1 N N N 6.126  15.193 23.470 -0.977 2.132  -0.609 C1  4RL 1  
4RL C2  C2  C 0 1 N N N 7.626  13.511 25.032 -0.986 1.105  1.965  C2  4RL 2  
4RL C3  C3  C 0 1 N N S 7.843  14.867 25.175 -2.119 0.738  1.056  C3  4RL 3  
4RL C4  C4  C 0 1 N N S 6.626  14.061 22.831 0.322  2.089  0.137  C4  4RL 4  
4RL N5  N1  N 0 1 N N N 6.027  12.463 19.719 3.577  0.275  -0.273 N5  4RL 5  
4RL O6  O1  O 0 1 N N N 6.084  10.085 17.761 5.620  -0.539 -1.700 O6  4RL 6  
4RL C7  C5  C 0 1 N N N 6.071  13.613 20.416 2.595  1.099  0.145  C7  4RL 7  
4RL C8  C6  C 0 1 N N S 11.584 13.660 27.158 -4.774 -2.941 -0.800 C8  4RL 8  
4RL C9  C7  C 0 1 N N N 10.054 13.757 27.194 -3.456 -2.481 -0.233 C9  4RL 9  
4RL C10 C8  C 0 1 N N N 12.048 12.460 27.992 -5.636 -3.524 0.322  C10 4RL 10 
4RL C13 C9  C 0 1 Y N N 3.623  16.595 28.130 -4.312 5.251  -1.109 C13 4RL 11 
4RL C14 C10 C 0 1 Y N N 4.343  17.045 27.029 -3.678 4.056  -1.391 C14 4RL 12 
4RL C15 C11 C 0 1 Y N N 5.364  16.266 26.499 -3.994 2.918  -0.672 C15 4RL 13 
4RL C16 C12 C 0 1 Y N N 5.673  15.039 27.074 -4.947 2.976  0.328  C16 4RL 14 
4RL C17 C13 C 0 1 Y N N 4.956  14.591 28.177 -5.582 4.171  0.609  C17 4RL 15 
4RL C20 C14 C 0 1 N N N 5.544  11.188 17.676 5.938  -0.188 -0.584 C20 4RL 16 
4RL C21 C15 C 0 1 N N S 7.706  12.407 17.912 4.869  -0.581 1.619  C21 4RL 17 
4RL C22 C16 C 0 1 N N N 8.028  11.110 17.164 4.543  -2.019 1.208  C22 4RL 18 
4RL C23 C17 C 0 1 N N N 8.540  12.478 19.194 3.805  -0.075 2.593  C23 4RL 19 
4RL C24 C18 C 0 1 N N N 7.615  11.248 15.697 4.645  -2.934 2.430  C24 4RL 20 
4RL C27 C19 C 0 1 N N N 4.783  9.106  16.229 8.269  0.164  -2.378 C27 4RL 21 
4RL C28 C20 C 0 1 N N N 3.278  10.623 14.936 7.923  -2.166 -1.546 C28 4RL 22 
4RL C26 C21 C 0 1 N N N 2.605  9.842  17.210 9.620  -0.691 -0.458 C26 4RL 23 
4RL C25 C22 C 0 1 N N N 3.786  10.262 16.333 8.249  -0.729 -1.136 C25 4RL 24 
4RL N6  N2  N 0 1 N N N 4.452  11.426 16.935 7.230  -0.243 -0.202 N6  4RL 25 
4RL C19 C23 C 0 1 N N S 6.214  12.437 18.258 4.890  0.311  0.376  C19 4RL 26 
4RL O3  O2  O 0 1 N N N 6.300  14.711 19.910 2.800  1.871  1.059  O3  4RL 27 
4RL C5  C24 C 0 1 N N N 5.576  13.502 21.864 1.245  1.062  -0.522 C5  4RL 28 
4RL O1  O3  O 0 1 N N N 5.156  15.793 23.009 -1.029 2.751  -1.651 O1  4RL 29 
4RL N1  N3  N 0 1 N N N 6.979  13.066 23.873 0.118  1.721  1.532  N1  4RL 30 
4RL O2  O4  O 0 1 N N N 7.939  12.728 25.927 -1.075 0.833  3.144  O2  4RL 31 
4RL C6  C25 C 0 1 N N N 8.121  15.179 26.647 -2.026 -0.751 0.715  C6  4RL 32 
4RL N3  N4  N 0 1 N N N 9.554  14.970 26.910 -3.329 -1.227 0.245  N3  4RL 33 
4RL O4  O5  O 0 1 N N N 9.363  12.773 27.451 -2.509 -3.238 -0.208 O4  4RL 34 
4RL N4  N5  N 0 1 N N N 12.159 14.910 27.676 -4.536 -3.971 -1.820 N4  4RL 35 
4RL C18 C26 C 0 1 N N N 13.304 11.840 27.368 -6.998 -3.872 -0.220 C18 4RL 36 
4RL O5  O6  O 0 1 N N N 14.408 12.319 27.710 -7.928 -4.402 0.590  O5  4RL 37 
4RL O7  O7  O 0 1 N N N 13.139 10.818 26.668 -7.254 -3.673 -1.384 O7  4RL 38 
4RL N2  N6  N 0 1 N N N 6.647  15.569 24.652 -2.080 1.512  -0.178 N2  4RL 39 
4RL C11 C27 C 0 1 N N N 6.075  16.713 25.392 -3.302 1.616  -0.979 C11 4RL 40 
4RL C12 C28 C 0 1 Y N N 3.936  15.372 28.711 -5.265 5.308  -0.109 C12 4RL 41 
4RL H1  H1  H 0 1 N N N 8.720  15.176 24.587 -3.063 0.929  1.566  H1  4RL 42 
4RL H2  H2  H 0 1 N N N 7.529  14.314 22.256 0.792  3.071  0.093  H2  4RL 43 
4RL H3  H3  H 0 1 N N N 5.863  11.604 20.205 3.413  -0.342 -1.003 H3  4RL 44 
4RL H4  H4  H 0 1 N N N 11.904 13.511 26.116 -5.291 -2.095 -1.252 H4  4RL 45 
4RL H5  H5  H 0 1 N N N 12.277 12.794 29.015 -5.161 -4.424 0.715  H5  4RL 46 
4RL H6  H6  H 0 1 N N N 11.247 11.707 28.023 -5.739 -2.789 1.120  H6  4RL 47 
4RL H7  H7  H 0 1 N N N 2.821  17.195 28.533 -4.061 6.141  -1.668 H7  4RL 48 
4RL H8  H8  H 0 1 N N N 4.108  18.001 26.585 -2.933 4.011  -2.173 H8  4RL 49 
4RL H9  H9  H 0 1 N N N 6.469  14.435 26.664 -5.195 2.087  0.889  H9  4RL 50 
4RL H10 H10 H 0 1 N N N 5.191  13.635 28.620 -6.327 4.216  1.390  H10 4RL 51 
4RL H11 H11 H 0 1 N N N 7.949  13.267 17.271 5.846  -0.554 2.101  H11 4RL 52 
4RL H12 H12 H 0 1 N N N 7.477  10.276 17.623 3.530  -2.061 0.807  H12 4RL 53 
4RL H13 H13 H 0 1 N N N 9.108  10.912 17.223 5.250  -2.349 0.447  H13 4RL 54 
4RL H14 H14 H 0 1 N N N 8.309  13.410 19.731 3.790  -0.711 3.478  H14 4RL 55 
4RL H15 H15 H 0 1 N N N 8.301  11.616 19.835 4.037  0.949  2.886  H15 4RL 56 
4RL H16 H16 H 0 1 N N N 9.609  12.459 18.937 2.828  -0.102 2.111  H16 4RL 57 
4RL H17 H17 H 0 1 N N N 7.847  10.316 15.161 5.657  -2.892 2.832  H17 4RL 58 
4RL H18 H18 H 0 1 N N N 6.535  11.446 15.637 3.938  -2.603 3.191  H18 4RL 59 
4RL H19 H19 H 0 1 N N N 8.166  12.082 15.238 4.412  -3.958 2.138  H19 4RL 60 
4RL H20 H20 H 0 1 N N N 5.149  8.845  17.233 7.293  0.137  -2.861 H20 4RL 61 
4RL H21 H21 H 0 1 N N N 4.286  8.232  15.782 8.502  1.188  -2.086 H21 4RL 62 
4RL H22 H22 H 0 1 N N N 5.631  9.409  15.597 9.028  -0.197 -3.073 H22 4RL 63 
4RL H23 H23 H 0 1 N N N 2.561  11.454 15.009 8.681  -2.527 -2.241 H23 4RL 64 
4RL H24 H24 H 0 1 N N N 4.126  10.925 14.304 7.908  -2.802 -0.661 H24 4RL 65 
4RL H25 H25 H 0 1 N N N 2.781  9.749  14.489 6.946  -2.193 -2.029 H25 4RL 66 
4RL H26 H26 H 0 1 N N N 2.968  9.582  18.215 9.853  0.333  -0.166 H26 4RL 67 
4RL H27 H27 H 0 1 N N N 1.889  10.674 17.283 9.606  -1.327 0.427  H27 4RL 68 
4RL H28 H28 H 0 1 N N N 2.108  8.968  16.762 10.379 -1.052 -1.153 H28 4RL 69 
4RL H29 H29 H 0 1 N N N 4.106  12.354 16.798 7.484  0.037  0.691  H29 4RL 70 
4RL H30 H30 H 0 1 N N N 5.759  13.331 17.807 5.122  1.335  0.669  H30 4RL 71 
4RL H31 H31 H 0 1 N N N 4.642  14.073 21.973 0.815  0.066  -0.417 H31 4RL 72 
4RL H32 H32 H 0 1 N N N 5.389  12.445 22.103 1.356  1.300  -1.580 H32 4RL 73 
4RL H33 H33 H 0 1 N N N 6.760  12.098 23.750 0.814  1.932  2.174  H33 4RL 74 
4RL H34 H34 H 0 1 N N N 7.854  16.224 26.861 -1.281 -0.899 -0.067 H34 4RL 75 
4RL H35 H35 H 0 1 N N N 7.526  14.510 27.286 -1.734 -1.309 1.605  H35 4RL 76 
4RL H36 H36 H 0 1 N N N 10.173 15.755 26.876 -4.101 -0.641 0.279  H36 4RL 77 
4RL H37 H37 H 0 1 N N N 13.157 14.852 27.655 -4.058 -4.767 -1.425 H37 4RL 78 
4RL H38 H38 H 0 1 N N N 11.857 15.676 27.108 -5.399 -4.250 -2.261 H38 4RL 79 
4RL H40 H40 H 0 1 N N N 15.109 11.785 27.355 -8.787 -4.608 0.197  H40 4RL 80 
4RL H41 H41 H 0 1 N N N 6.890  17.372 25.726 -3.966 0.785  -0.738 H41 4RL 81 
4RL H42 H42 H 0 1 N N N 5.399  17.273 24.729 -3.046 1.581  -2.038 H42 4RL 82 
4RL H43 H43 H 0 1 N N N 3.388  15.028 29.576 -5.758 6.243  0.114  H43 4RL 83 
# 
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 
4RL C28 C25 SING N N 1  
4RL C24 C22 SING N N 2  
4RL C27 C25 SING N N 3  
4RL C25 N6  SING N N 4  
4RL C25 C26 SING N N 5  
4RL N6  C20 SING N N 6  
4RL C22 C21 SING N N 7  
4RL C20 O6  DOUB N N 8  
4RL C20 C19 SING N N 9  
4RL C21 C19 SING N N 10 
4RL C21 C23 SING N N 11 
4RL C19 N5  SING N N 12 
4RL N5  C7  SING N N 13 
4RL O3  C7  DOUB N N 14 
4RL C7  C5  SING N N 15 
4RL C5  C4  SING N N 16 
4RL C4  C1  SING N N 17 
4RL C4  N1  SING N N 18 
4RL O1  C1  DOUB N N 19 
4RL C1  N2  SING N N 20 
4RL N1  C2  SING N N 21 
4RL N2  C3  SING N N 22 
4RL N2  C11 SING N N 23 
4RL C2  C3  SING N N 24 
4RL C2  O2  DOUB N N 25 
4RL C3  C6  SING N N 26 
4RL C11 C15 SING N N 27 
4RL C15 C14 DOUB Y N 28 
4RL C15 C16 SING Y N 29 
4RL C6  N3  SING N N 30 
4RL O7  C18 DOUB N N 31 
4RL N3  C9  SING N N 32 
4RL C14 C13 SING Y N 33 
4RL C16 C17 DOUB Y N 34 
4RL C8  C9  SING N N 35 
4RL C8  N4  SING N N 36 
4RL C8  C10 SING N N 37 
4RL C9  O4  DOUB N N 38 
4RL C18 O5  SING N N 39 
4RL C18 C10 SING N N 40 
4RL C13 C12 DOUB Y N 41 
4RL C17 C12 SING Y N 42 
4RL C3  H1  SING N N 43 
4RL C4  H2  SING N N 44 
4RL N5  H3  SING N N 45 
4RL C8  H4  SING N N 46 
4RL C10 H5  SING N N 47 
4RL C10 H6  SING N N 48 
4RL C13 H7  SING N N 49 
4RL C14 H8  SING N N 50 
4RL C16 H9  SING N N 51 
4RL C17 H10 SING N N 52 
4RL C21 H11 SING N N 53 
4RL C22 H12 SING N N 54 
4RL C22 H13 SING N N 55 
4RL C23 H14 SING N N 56 
4RL C23 H15 SING N N 57 
4RL C23 H16 SING N N 58 
4RL C24 H17 SING N N 59 
4RL C24 H18 SING N N 60 
4RL C24 H19 SING N N 61 
4RL C27 H20 SING N N 62 
4RL C27 H21 SING N N 63 
4RL C27 H22 SING N N 64 
4RL C28 H23 SING N N 65 
4RL C28 H24 SING N N 66 
4RL C28 H25 SING N N 67 
4RL C26 H26 SING N N 68 
4RL C26 H27 SING N N 69 
4RL C26 H28 SING N N 70 
4RL N6  H29 SING N N 71 
4RL C19 H30 SING N N 72 
4RL C5  H31 SING N N 73 
4RL C5  H32 SING N N 74 
4RL N1  H33 SING N N 75 
4RL C6  H34 SING N N 76 
4RL C6  H35 SING N N 77 
4RL N3  H36 SING N N 78 
4RL N4  H37 SING N N 79 
4RL N4  H38 SING N N 80 
4RL O5  H40 SING N N 81 
4RL C11 H41 SING N N 82 
4RL C11 H42 SING N N 83 
4RL C12 H43 SING N N 84 
# 
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 
4RL SMILES           ACDLabs              12.01 "C1(N(C(C(=O)NC1CC(NC(C(=O)NC(C)(C)C)C(C)CC)=O)CNC(C(N)CC(O)=O)=O)Cc2ccccc2)=O" 
4RL InChI            InChI                1.03  
"InChI=1S/C28H42N6O7/c1-6-16(2)23(26(40)33-28(3,4)5)32-21(35)13-19-27(41)34(15-17-10-8-7-9-11-17)20(25(39)31-19)14-30-24(38)18(29)12-22(36)37/h7-11,16,18-20,23H,6,12-15,29H2,1-5H3,(H,30,38)(H,31,39)(H,32,35)(H,33,40)(H,36,37)/t16-,18-,19-,20-,23-/m0/s1" 
4RL InChIKey         InChI                1.03  QOSIRQNYWJNZFB-WGLQCKHLSA-N 
4RL SMILES_CANONICAL CACTVS               3.385 "CC[C@H](C)[C@H](NC(=O)C[C@@H]1NC(=O)[C@H](CNC(=O)[C@@H](N)CC(O)=O)N(Cc2ccccc2)C1=O)C(=O)NC(C)(C)C" 
4RL SMILES           CACTVS               3.385 "CC[CH](C)[CH](NC(=O)C[CH]1NC(=O)[CH](CNC(=O)[CH](N)CC(O)=O)N(Cc2ccccc2)C1=O)C(=O)NC(C)(C)C" 
4RL SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC[C@H](C)[C@@H](C(=O)NC(C)(C)C)NC(=O)C[C@H]1C(=O)N([C@H](C(=O)N1)CNC(=O)[C@H](CC(=O)O)N)Cc2ccccc2" 
4RL SMILES           "OpenEye OEToolkits" 1.9.2 "CCC(C)C(C(=O)NC(C)(C)C)NC(=O)CC1C(=O)N(C(C(=O)N1)CNC(=O)C(CC(=O)O)N)Cc2ccccc2" 
# 
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 
4RL "SYSTEMATIC NAME" ACDLabs              12.01 "N-{[(2S,5S)-1-benzyl-5-(2-{[(2S,3S)-1-(tert-butylamino)-3-methyl-1-oxopentan-2-yl]amino}-2-oxoethyl)-3,6-dioxopiperazin-2-yl]methyl}-L-alpha-asparagine" 
4RL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 
"(3S)-3-azanyl-4-[[(2S,5S)-5-[2-[[(2S,3S)-1-(tert-butylamino)-3-methyl-1-oxidanylidene-pentan-2-yl]amino]-2-oxidanylidene-ethyl]-3,6-bis(oxidanylidene)-1-(phenylmethyl)piperazin-2-yl]methylamino]-4-oxidanylidene-butanoic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
4RL "Create component" 2015-05-15 EBI  
4RL "Initial release"  2016-06-01 RCSB 
# 
