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 2011-06-04 _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 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" MLN InChI InChI 1.03 "InChI=1S/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" MLN InChIKey InChI 1.03 HARXAJAHMRMERT-HOTGVXAUSA-N # 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site MLN "Create component" 1999-07-08 EBI MLN "Modify descriptor" 2011-06-04 RCSB #