data_MLN
# 
_chem_comp.id                                    MLN 
_chem_comp.name                                  (S)-2-(PHOSPHONOXY)CAPROYL-L-LEUCYL-P-NITROANILIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H28 N3 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        445.404 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MLN 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1BSJ 
_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 
MLN O3   O3   O 0  1 N N N 40.904 53.555 71.748 2.975  -0.888 0.135  O3   MLN 1  
MLN P1   P1   P 0  1 N N N 39.930 54.222 72.805 4.515  -0.720 0.600  P1   MLN 2  
MLN O1   O1   O 0  1 N Y N ?      ?      ?      5.472  -1.723 0.024  O1   MLN 3  
MLN O2   O2   O 0  1 N N N 40.930 54.457 74.157 4.855  0.824  0.258  O2   MLN 4  
MLN O4   O4   O 0  1 N N N 38.931 53.105 73.178 4.418  -0.718 2.214  O4   MLN 5  
MLN C5   C5   C 0  1 N N S 41.389 53.339 74.851 4.891  1.222  -1.104 C5   MLN 6  
MLN C6   C6   C 0  1 N N N 40.926 53.788 76.251 5.960  0.404  -1.817 C6   MLN 7  
MLN C7   C7   C 0  1 N N N 42.906 53.432 74.572 5.174  2.724  -1.214 C7   MLN 8  
MLN C8   C8   C 0  1 N N N 43.810 53.847 75.689 4.094  3.564  -0.522 C8   MLN 9  
MLN C9   C9   C 0  1 N N N 45.126 53.081 75.893 4.338  5.071  -0.630 C9   MLN 10 
MLN C10  C10  C 0  1 N N N 44.658 51.705 76.279 3.231  5.911  -0.011 C10  MLN 11 
MLN O11  O11  O 0  1 N N N 40.729 54.968 76.501 6.992  0.037  -1.259 O11  MLN 12 
MLN N12  N12  N 0  1 N N N 40.754 52.782 77.170 5.621  0.117  -3.131 N12  MLN 13 
MLN C13  C13  C 0  1 N N S 40.421 53.006 78.589 6.466  -0.662 -4.005 C13  MLN 14 
MLN C14  C14  C 0  1 N N N 39.075 52.363 78.977 5.661  -1.398 -5.085 C14  MLN 15 
MLN C15  C15  C 0  1 N N N 37.975 52.955 78.110 4.656  -2.437 -4.547 C15  MLN 16 
MLN C16  C16  C 0  1 N N N 36.801 52.060 78.033 5.394  -3.482 -3.706 C16  MLN 17 
MLN C17  C17  C 0  1 N N N 37.284 54.204 78.563 3.546  -1.795 -3.713 C17  MLN 18 
MLN C18  C18  C 0  1 N N N 41.616 52.449 79.364 7.460  0.303  -4.653 C18  MLN 19 
MLN N19  N19  N 0  1 N N N 42.295 53.378 80.351 8.683  -0.322 -4.889 N19  MLN 20 
MLN O20  O20  O 0  1 N N N 42.047 51.307 79.227 7.150  1.454  -4.946 O20  MLN 21 
MLN C21  C21  C 0  1 Y N N 43.260 53.130 81.185 9.843  0.242  -5.471 C21  MLN 22 
MLN C22  C22  C 0  1 Y N N 43.735 51.821 81.366 10.973 -0.544 -5.627 C22  MLN 23 
MLN C23  C23  C 0  1 Y N N 44.759 51.612 82.308 12.116 0.012  -6.201 C23  MLN 24 
MLN C24  C24  C 0  1 Y N N 45.307 52.738 82.996 12.113 1.346  -6.610 C24  MLN 25 
MLN C25  C25  C 0  1 Y N N 44.850 54.069 82.796 10.967 2.123  -6.445 C25  MLN 26 
MLN C26  C26  C 0  1 Y N N 43.789 54.255 81.876 9.824  1.567  -5.871 C26  MLN 27 
MLN N27  N27  N 1  1 N N N 46.363 52.523 83.927 13.277 1.911  -7.194 N27  MLN 28 
MLN O28  O28  O -1 1 N N N 46.887 53.615 84.488 14.298 1.195  -7.333 O28  MLN 29 
MLN O29  O29  O 0  1 N N N 46.807 51.294 84.235 13.254 3.113  -7.555 O29  MLN 30 
MLN HOP3 3HOP H 0  0 N N N 40.440 53.422 70.930 2.559  -1.775 0.183  HOP3 MLN 31 
MLN HOP4 4HOP H 0  0 N N N 38.726 52.592 72.405 4.308  -1.571 2.684  HOP4 MLN 32 
MLN HC51 1HC5 H 0  0 N N N 41.074 52.305 74.645 3.917  0.981  -1.544 HC51 MLN 33 
MLN HC71 1HC7 H 0  0 N N N 43.231 52.428 74.261 6.147  2.938  -0.756 HC71 MLN 34 
MLN HC72 2HC7 H 0  0 N N N 43.001 54.236 73.827 5.246  3.019  -2.268 HC72 MLN 35 
MLN HC81 1HC8 H 0  0 N N N 44.084 54.895 75.497 4.020  3.283  0.536  HC81 MLN 36 
MLN HC82 2HC8 H 0  0 N N N 43.230 53.643 76.601 3.122  3.341  -0.978 HC82 MLN 37 
MLN HC91 1HC9 H 0  0 N N N 45.732 53.062 74.975 4.422  5.333  -1.692 HC91 MLN 38 
MLN HC92 2HC9 H 0  0 N N N 45.781 53.541 76.647 5.296  5.329  -0.164 HC92 MLN 39 
MLN H101 1H10 H 0  0 N N N 44.544 51.089 75.375 3.413  6.973  -0.205 H101 MLN 40 
MLN H102 2H10 H 0  0 N N N 45.398 51.241 76.948 2.256  5.651  -0.436 H102 MLN 41 
MLN H103 3H10 H 0  0 N N N 43.690 51.779 76.797 3.184  5.776  1.073  H103 MLN 42 
MLN HN12 HN12 H 0  0 N N N 40.861 51.838 76.857 4.726  0.430  -3.494 HN12 MLN 43 
MLN HC13 HC13 H 0  0 N N N 40.268 54.070 78.821 7.017  -1.364 -3.371 HC13 MLN 44 
MLN H141 1H14 H 0  0 N N N 39.126 51.276 78.818 5.115  -0.657 -5.685 H141 MLN 45 
MLN H142 2H14 H 0  0 N N N 38.860 52.563 80.037 6.352  -1.894 -5.779 H142 MLN 46 
MLN HC15 HC15 H 0  0 N N N 38.566 53.133 77.199 4.193  -2.960 -5.392 HC15 MLN 47 
MLN H161 1H16 H 0  0 N N N 36.442 51.838 79.049 6.168  -3.982 -4.298 H161 MLN 48 
MLN H162 2H16 H 0  0 N N N 36.001 52.553 77.461 5.877  -3.024 -2.835 H162 MLN 49 
MLN H163 3H16 H 0  0 N N N 37.087 51.123 77.532 4.703  -4.250 -3.345 H163 MLN 50 
MLN H171 1H17 H 0  0 N N N 37.115 54.157 79.649 3.960  -1.203 -2.890 H171 MLN 51 
MLN H172 2H17 H 0  0 N N N 37.912 55.076 78.328 2.893  -2.562 -3.282 H172 MLN 52 
MLN H173 3H17 H 0  0 N N N 36.318 54.297 78.045 2.916  -1.141 -4.323 H173 MLN 53 
MLN HN19 HN19 H 0  0 N N N 41.951 54.317 80.362 8.766  -1.300 -4.618 HN19 MLN 54 
MLN HC22 HC22 H 0  0 N N N 43.326 50.998 80.798 10.986 -1.584 -5.312 HC22 MLN 55 
MLN HC23 HC23 H 0  0 N N N 45.125 50.616 82.508 13.003 -0.605 -6.324 HC23 MLN 56 
MLN HC25 HC25 H 0  0 N N N 45.292 54.902 83.322 10.952 3.164  -6.759 HC25 MLN 57 
MLN HC26 HC26 H 0  0 N N N 43.386 55.241 81.701 8.936  2.183  -5.748 HC26 MLN 58 
# 
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 
MLN O3  P1   SING N N 1  
MLN O3  HOP3 SING N N 2  
MLN P1  O1   DOUB N N 3  
MLN P1  O2   SING N N 4  
MLN P1  O4   SING N N 5  
MLN O2  C5   SING N N 6  
MLN O4  HOP4 SING N N 7  
MLN C5  C6   SING N N 8  
MLN C5  C7   SING N N 9  
MLN C5  HC51 SING N N 10 
MLN C6  O11  DOUB N N 11 
MLN C6  N12  SING N N 12 
MLN C7  C8   SING N N 13 
MLN C7  HC71 SING N N 14 
MLN C7  HC72 SING N N 15 
MLN C8  C9   SING N N 16 
MLN C8  HC81 SING N N 17 
MLN C8  HC82 SING N N 18 
MLN C9  C10  SING N N 19 
MLN C9  HC91 SING N N 20 
MLN C9  HC92 SING N N 21 
MLN C10 H101 SING N N 22 
MLN C10 H102 SING N N 23 
MLN C10 H103 SING N N 24 
MLN N12 C13  SING N N 25 
MLN N12 HN12 SING N N 26 
MLN C13 C14  SING N N 27 
MLN C13 C18  SING N N 28 
MLN C13 HC13 SING N N 29 
MLN C14 C15  SING N N 30 
MLN C14 H141 SING N N 31 
MLN C14 H142 SING N N 32 
MLN C15 C16  SING N N 33 
MLN C15 C17  SING N N 34 
MLN C15 HC15 SING N N 35 
MLN C16 H161 SING N N 36 
MLN C16 H162 SING N N 37 
MLN C16 H163 SING N N 38 
MLN C17 H171 SING N N 39 
MLN C17 H172 SING N N 40 
MLN C17 H173 SING N N 41 
MLN C18 N19  SING N N 42 
MLN C18 O20  DOUB N N 43 
MLN N19 C21  SING N N 44 
MLN N19 HN19 SING N N 45 
MLN C21 C22  DOUB Y N 46 
MLN C21 C26  SING Y N 47 
MLN C22 C23  SING Y N 48 
MLN C22 HC22 SING N N 49 
MLN C23 C24  DOUB Y N 50 
MLN C23 HC23 SING N N 51 
MLN C24 C25  SING Y N 52 
MLN C24 N27  SING N N 53 
MLN C25 C26  DOUB Y N 54 
MLN C25 HC25 SING N N 55 
MLN C26 HC26 SING N N 56 
MLN N27 O28  SING N N 57 
MLN N27 O29  DOUB N N 58 
# 
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 
MLN SMILES           ACDLabs              10.04 O=C(Nc1ccc(cc1)[N+]([O-])=O)C(NC(=O)C(OP(=O)(O)O)CCCC)CC(C)C                                                                                                                                           
MLN InChI            InChI                1.02b InChI=1/C18H28N3O8P/c1-4-5-6-16(29-30(26,27)28)18(23)20-15(11-12(2)3)17(22)19-13-7-9-14(10-8-13)21(24)25/h7-10,12,15-16H,4-6,11H2,1-3H3,(H,19,22)(H,20,23)(H2,26,27,28)/t15-,16-/m0/s1/f/h19-20,26-27H 
MLN InChIKey         InChI                1.02b HARXAJAHMRMERT-QZWFUXNZDX                                                                                                                                                                              
MLN SMILES_CANONICAL CACTVS               3.341 CCCC[C@H](O[P](O)(O)=O)C(=O)N[C@@H](CC(C)C)C(=O)Nc1ccc(cc1)[N+]([O-])=O                                                                                                                                
MLN SMILES           CACTVS               3.341 CCCC[CH](O[P](O)(O)=O)C(=O)N[CH](CC(C)C)C(=O)Nc1ccc(cc1)[N+]([O-])=O                                                                                                                                   
MLN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCC[C@@H](C(=O)N[C@@H](CC(C)C)C(=O)Nc1ccc(cc1)[N+](=O)[O-])OP(=O)(O)O                                                                                                                                 
MLN SMILES           "OpenEye OEToolkits" 1.5.0 CCCCC(C(=O)NC(CC(C)C)C(=O)Nc1ccc(cc1)[N+](=O)[O-])OP(=O)(O)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 
MLN "SYSTEMATIC NAME" ACDLabs              10.04 N-(4-nitrophenyl)-N~2~-[(2S)-2-(phosphonooxy)hexanoyl]-L-leucinamide                                               
MLN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S)-1-[[(2S)-4-methyl-1-[(4-nitrophenyl)amino]-1-oxo-pentan-2-yl]amino]-1-oxo-hexan-2-yl] dihydrogen phosphate" 
# 
