data_8L2
# 
_chem_comp.id                                    8L2 
_chem_comp.name                                  "(2~{S})-3-azanyl-2-[[(2~{S})-4-methyl-2-[[oxidanyl(phenylmethoxycarbonylaminomethyl)phosphoryl]amino]pentanoyl]amino]propanoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H29 N4 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-02-09 
_chem_comp.pdbx_modified_date                    2017-06-16 
_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                        444.419 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     8L2 
_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        5N3Y 
_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 
8L2 C3  C1  C 0 1 N N N 12.145 39.996 -6.846  1.455  -0.744 1.923  C3  8L2 1  
8L2 C8  C2  C 0 1 N N N 13.800 40.358 -11.396 5.582  1.174  0.336  C8  8L2 2  
8L2 C9  C3  C 0 1 Y N N 15.299 40.493 -11.544 6.923  0.791  -0.237 C9  8L2 3  
8L2 C10 C4  C 0 1 Y N N 16.003 39.868 -12.587 7.990  0.547  0.607  C10 8L2 4  
8L2 C11 C5  C 0 1 Y N N 17.380 39.994 -12.709 9.220  0.196  0.081  C11 8L2 5  
8L2 C12 C6  C 0 1 Y N N 18.061 40.751 -11.765 9.382  0.088  -1.287 C12 8L2 6  
8L2 C13 C7  C 0 1 Y N N 17.381 41.374 -10.701 8.314  0.331  -2.131 C13 8L2 7  
8L2 C14 C8  C 0 1 Y N N 16.011 41.220 -10.594 7.083  0.678  -1.605 C14 8L2 8  
8L2 C16 C9  C 0 1 N N S 10.063 38.611 -3.668  -2.338 -0.608 0.172  C16 8L2 9  
8L2 C19 C10 C 0 1 N N N 9.630  38.506 0.199   -3.064 -2.027 -2.373 C19 8L2 10 
8L2 C20 C11 C 0 1 N N N 9.223  36.566 -1.402  -4.519 -3.543 -1.021 C20 8L2 11 
8L2 C21 C12 C 0 1 N N N 8.837  39.499 -3.914  -3.460 0.348  0.483  C21 8L2 12 
8L2 N23 N1  N 0 1 N N N 9.129  40.813 -4.162  -4.375 0.643  -0.461 N23 8L2 13 
8L2 C24 C13 C 0 1 N N S 8.147  41.862 -4.384  -5.402 1.653  -0.196 C24 8L2 14 
8L2 N26 N2  N 0 1 N N N 7.591  42.255 -2.068  -4.739 2.764  -2.275 N26 8L2 15 
8L2 P2  P1  P 0 1 N N N 11.441 38.554 -6.007  0.229  -0.727 0.574  P2  8L2 16 
8L2 O1  O1  O 0 1 N N N 12.421 37.411 -6.110  0.290  -2.124 -0.224 O1  8L2 17 
8L2 N4  N3  N 0 1 N N N 12.795 39.596 -8.078  2.796  -0.928 1.362  N4  8L2 18 
8L2 C5  C14 C 0 1 N N N 12.819 40.336 -9.198  3.571  0.144  1.104  C5  8L2 19 
8L2 O6  O2  O 0 1 N N N 12.374 41.446 -9.312  3.158  1.262  1.337  O6  8L2 20 
8L2 O7  O3  O 0 1 N N N 13.443 39.644 -10.195 4.803  -0.025 0.588  O7  8L2 21 
8L2 N15 N4  N 0 1 N N N 11.237 39.112 -4.412  -1.311 -0.516 1.219  N15 8L2 22 
8L2 C17 C15 C 0 1 N N N 10.420 38.629 -2.193  -2.885 -2.036 0.119  C17 8L2 23 
8L2 C18 C16 C 0 1 N N N 9.351  38.081 -1.245  -3.845 -2.171 -1.065 C18 8L2 24 
8L2 O22 O4  O 0 1 N N N 7.689  39.084 -3.836  -3.539 0.853  1.583  O22 8L2 25 
8L2 O27 O5  O 0 1 N N N 10.092 38.196 -6.563  0.532  0.385  -0.354 O27 8L2 26 
8L2 C28 C17 C 0 1 N N N 8.581  42.657 -5.604  -6.562 1.013  0.523  C28 8L2 27 
8L2 O29 O6  O 0 1 N N N 9.691  42.600 -6.062  -7.627 1.753  0.870  O29 8L2 28 
8L2 O30 O7  O 0 1 N N N 7.616  43.411 -6.122  -6.533 -0.166 0.786  O30 8L2 29 
8L2 C25 C18 C 0 1 N N N 8.082  42.886 -3.262  -5.888 2.247  -1.520 C25 8L2 30 
8L2 H1  H1  H 0 1 N N N 12.883 40.475 -6.186  1.414  0.201  2.464  H1  8L2 31 
8L2 H2  H2  H 0 1 N N N 11.341 40.710 -7.076  1.232  -1.564 2.606  H2  8L2 32 
8L2 H3  H3  H 0 1 N N N 13.354 41.363 -11.359 5.728  1.716  1.270  H3  8L2 33 
8L2 H4  H4  H 0 1 N N N 13.404 39.813 -12.265 5.052  1.809  -0.374 H4  8L2 34 
8L2 H5  H5  H 0 1 N N N 15.461 39.276 -13.310 7.864  0.631  1.676  H5  8L2 35 
8L2 H6  H6  H 0 1 N N N 17.909 39.514 -13.519 10.054 0.006  0.740  H6  8L2 36 
8L2 H7  H7  H 0 1 N N N 19.132 40.864 -11.848 10.343 -0.185 -1.698 H7  8L2 37 
8L2 H8  H8  H 0 1 N N N 17.923 41.965 -9.977  8.440  0.247  -3.200 H8  8L2 38 
8L2 H9  H9  H 0 1 N N N 15.487 41.669 -9.763  6.248  0.864  -2.264 H9  8L2 39 
8L2 H10 H10 H 0 1 N N N 9.833  37.581 -3.977  -1.898 -0.352 -0.791 H10 8L2 40 
8L2 H11 H11 H 0 1 N N N 8.849  38.100 0.859   -3.729 -2.217 -3.216 H11 8L2 41 
8L2 H12 H12 H 0 1 N N N 10.611 38.119 0.512   -2.662 -1.017 -2.448 H12 8L2 42 
8L2 H13 H13 H 0 1 N N N 9.631  39.604 0.264   -2.245 -2.746 -2.388 H13 8L2 43 
8L2 H14 H14 H 0 1 N N N 8.451  36.189 -0.714  -5.075 -3.646 -0.089 H14 8L2 44 
8L2 H15 H15 H 0 1 N N N 8.939  36.328 -2.438  -5.203 -3.639 -1.865 H15 8L2 45 
8L2 H16 H16 H 0 1 N N N 10.187 36.090 -1.167  -3.760 -4.323 -1.079 H16 8L2 46 
8L2 H17 H17 H 0 1 N N N 10.094 41.072 -4.193  -4.353 0.186  -1.317 H17 8L2 47 
8L2 H18 H18 H 0 1 N N N 7.149  41.432 -4.555  -4.982 2.444  0.425  H18 8L2 48 
8L2 H19 H19 H 0 1 N N N 7.548  42.927 -1.329  -4.046 2.045  -2.418 H19 8L2 49 
8L2 H20 H20 H 0 1 N N N 6.677  41.887 -2.238  -5.034 3.162  -3.154 H20 8L2 50 
8L2 H22 H22 H 0 1 N N N 11.996 36.664 -6.514  0.029  -2.891 0.304  H22 8L2 51 
8L2 H23 H23 H 0 1 N N N 13.257 38.709 -8.095  3.126  -1.821 1.176  H23 8L2 52 
8L2 H24 H24 H 0 1 N N N 12.053 38.853 -3.896  -1.488 -1.180 1.958  H24 8L2 53 
8L2 H25 H25 H 0 1 N N N 11.331 38.028 -2.058  -2.059 -2.737 -0.001 H25 8L2 54 
8L2 H26 H26 H 0 1 N N N 10.623 39.672 -1.907  -3.416 -2.256 1.045  H26 8L2 55 
8L2 H27 H27 H 0 1 N N N 8.389  38.526 -1.540  -4.604 -1.391 -1.008 H27 8L2 56 
8L2 H28 H28 H 0 1 N N N 9.749  43.164 -6.824  -8.346 1.298  1.330  H28 8L2 57 
8L2 H29 H29 H 0 1 N N N 9.088  43.291 -3.076  -6.388 1.474  -2.103 H29 8L2 58 
8L2 H30 H30 H 0 1 N N N 7.405  43.704 -3.550  -6.586 3.059  -1.319 H30 8L2 59 
# 
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 
8L2 C11 C10 DOUB Y N 1  
8L2 C11 C12 SING Y N 2  
8L2 C10 C9  SING Y N 3  
8L2 C12 C13 DOUB Y N 4  
8L2 C9  C8  SING N N 5  
8L2 C9  C14 DOUB Y N 6  
8L2 C8  O7  SING N N 7  
8L2 C13 C14 SING Y N 8  
8L2 O7  C5  SING N N 9  
8L2 O6  C5  DOUB N N 10 
8L2 C5  N4  SING N N 11 
8L2 N4  C3  SING N N 12 
8L2 C3  P2  SING N N 13 
8L2 O27 P2  DOUB N N 14 
8L2 O30 C28 DOUB N N 15 
8L2 O1  P2  SING N N 16 
8L2 O29 C28 SING N N 17 
8L2 P2  N15 SING N N 18 
8L2 C28 C24 SING N N 19 
8L2 N15 C16 SING N N 20 
8L2 C24 N23 SING N N 21 
8L2 C24 C25 SING N N 22 
8L2 N23 C21 SING N N 23 
8L2 C21 O22 DOUB N N 24 
8L2 C21 C16 SING N N 25 
8L2 C16 C17 SING N N 26 
8L2 C25 N26 SING N N 27 
8L2 C17 C18 SING N N 28 
8L2 C20 C18 SING N N 29 
8L2 C18 C19 SING N N 30 
8L2 C3  H1  SING N N 31 
8L2 C3  H2  SING N N 32 
8L2 C8  H3  SING N N 33 
8L2 C8  H4  SING N N 34 
8L2 C10 H5  SING N N 35 
8L2 C11 H6  SING N N 36 
8L2 C12 H7  SING N N 37 
8L2 C13 H8  SING N N 38 
8L2 C14 H9  SING N N 39 
8L2 C16 H10 SING N N 40 
8L2 C19 H11 SING N N 41 
8L2 C19 H12 SING N N 42 
8L2 C19 H13 SING N N 43 
8L2 C20 H14 SING N N 44 
8L2 C20 H15 SING N N 45 
8L2 C20 H16 SING N N 46 
8L2 N23 H17 SING N N 47 
8L2 C24 H18 SING N N 48 
8L2 N26 H19 SING N N 49 
8L2 N26 H20 SING N N 50 
8L2 O1  H22 SING N N 51 
8L2 N4  H23 SING N N 52 
8L2 N15 H24 SING N N 53 
8L2 C17 H25 SING N N 54 
8L2 C17 H26 SING N N 55 
8L2 C18 H27 SING N N 56 
8L2 O29 H28 SING N N 57 
8L2 C25 H29 SING N N 58 
8L2 C25 H30 SING N N 59 
# 
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 
8L2 InChI            InChI                1.03  "InChI=1S/C18H29N4O7P/c1-12(2)8-14(16(23)21-15(9-19)17(24)25)22-30(27,28)11-20-18(26)29-10-13-6-4-3-5-7-13/h3-7,12,14-15H,8-11,19H2,1-2H3,(H,20,26)(H,21,23)(H,24,25)(H2,22,27,28)/t14-,15-/m0/s1" 
8L2 InChIKey         InChI                1.03  XMQOUWSDXLWVTQ-GJZGRUSLSA-N                                                                                                                                                                        
8L2 SMILES_CANONICAL CACTVS               3.385 "CC(C)C[C@H](N[P](O)(=O)CNC(=O)OCc1ccccc1)C(=O)N[C@@H](CN)C(O)=O"                                                                                                                                  
8L2 SMILES           CACTVS               3.385 "CC(C)C[CH](N[P](O)(=O)CNC(=O)OCc1ccccc1)C(=O)N[CH](CN)C(O)=O"                                                                                                                                     
8L2 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)C[C@@H](C(=O)N[C@@H](CN)C(=O)O)NP(=O)(CNC(=O)OCc1ccccc1)O"                                                                                                                                   
8L2 SMILES           "OpenEye OEToolkits" 2.0.6 "CC(C)CC(C(=O)NC(CN)C(=O)O)NP(=O)(CNC(=O)OCc1ccccc1)O"                                                                                                                                             
# 
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 
8L2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-3-azanyl-2-[[(2~{S})-4-methyl-2-[[oxidanyl(phenylmethoxycarbonylaminomethyl)phosphoryl]amino]pentanoyl]amino]propanoic 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 
8L2 "Create component" 2017-02-09 EBI  
8L2 "Initial release"  2017-06-21 RCSB 
# 
