data_1U4 # _chem_comp.id 1U4 _chem_comp.name "N-[(S)-({[(benzyloxy)carbonyl]amino}methyl)(hydroxy)phosphoryl]-L-phenylalanyl-L-leucine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H32 N3 O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-01-27 _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 505.501 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1U4 _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 3FV4 _chem_comp.pdbx_subcomponent_list "PHQ PGL PHE LEU" _chem_comp.pdbx_processing_site RCSB # 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 1U4 C9 C9 C 0 1 N N N -13.135 41.024 8.925 3.601 0.008 1.154 C1 PHQ 1 1U4 O10 O10 O 0 1 N N N -13.791 41.852 8.289 3.092 0.959 1.714 O1 PHQ 2 1U4 O8 O8 O 0 1 N N N -13.085 40.901 10.247 4.823 0.128 0.600 O2 PHQ 3 1U4 C7 C7 C 0 1 N N N -13.803 41.904 11.006 5.471 1.423 0.709 C2 PHQ 4 1U4 C6 C6 C 0 1 Y N N -15.162 41.320 11.424 6.819 1.368 0.036 C3 PHQ 5 1U4 C4 C4 C 0 1 Y N N -15.308 40.658 12.649 7.938 1.003 0.760 C4 PHQ 6 1U4 C2 C2 C 0 1 Y N N -16.565 40.210 13.067 9.175 0.954 0.143 C5 PHQ 7 1U4 C1 C1 C 0 1 Y N N -17.682 40.425 12.247 9.290 1.267 -1.198 C6 PHQ 8 1U4 C63 C63 C 0 1 Y N N -17.548 41.123 11.047 8.171 1.630 -1.922 C7 PHQ 9 1U4 C61 C61 C 0 1 Y N N -16.284 41.540 10.617 6.935 1.681 -1.305 C8 PHQ 10 1U4 N11 N11 N 0 1 N N N -12.418 40.091 8.281 2.944 -1.167 1.088 N PGL 11 1U4 C12 C12 C 0 1 N N N -12.143 40.280 6.886 1.615 -1.298 1.691 C PGL 12 1U4 P13 P13 P 0 1 N N N -11.585 38.730 6.109 0.340 -1.011 0.420 P PGL 13 1U4 O54 O54 O 0 1 N N N -12.654 37.700 6.272 0.491 -2.007 -0.664 O1 PGL 14 1U4 O55 O55 O 0 1 N N N -10.266 38.277 6.646 0.511 0.471 -0.186 O2 PGL 15 1U4 N14 N14 N 0 1 N N N -11.417 39.205 4.533 -1.186 -1.161 1.113 N PHE 16 1U4 C15 C15 C 0 1 N N S -10.318 38.674 3.717 -2.239 -0.834 0.142 CA PHE 17 1U4 C16 C16 C 0 1 N N N -9.068 39.514 3.850 -2.960 0.414 0.584 C PHE 18 1U4 O17 O17 O 0 1 N N N -7.949 39.016 3.696 -2.628 0.975 1.607 O PHE 19 1U4 C38 C38 C 0 1 N N N -10.773 38.731 2.219 -3.233 -1.994 0.058 CB PHE 20 1U4 C41 C41 C 0 1 Y N N -9.824 37.952 1.300 -2.534 -3.216 -0.481 CG PHE 21 1U4 C42 C42 C 0 1 Y N N -9.251 38.633 0.217 -2.401 -3.391 -1.845 CD1 PHE 22 1U4 C50 C50 C 0 1 Y N N -9.541 36.611 1.541 -2.032 -4.165 0.390 CD2 PHE 23 1U4 C44 C44 C 0 1 Y N N -8.384 37.937 -0.635 -1.754 -4.509 -2.339 CE1 PHE 24 1U4 C48 C48 C 0 1 Y N N -8.712 35.921 0.668 -1.390 -5.285 -0.103 CE2 PHE 25 1U4 C46 C46 C 0 1 Y N N -8.107 36.586 -0.390 -1.251 -5.457 -1.468 CZ PHE 26 1U4 N18 N18 N 0 1 N N N -9.180 40.821 4.131 -3.972 0.906 -0.157 N LEU 27 1U4 C19 C19 C 0 1 N N S -8.039 41.665 4.456 -4.672 2.118 0.272 CA LEU 28 1U4 C33 C33 C 0 1 N N N -8.384 42.706 5.487 -5.759 1.752 1.250 C LEU 29 1U4 O34 O34 O 0 1 N N N -9.581 42.782 5.890 -5.930 0.595 1.557 O LEU 30 1U4 C20 C20 C 0 1 N N N -7.495 42.222 3.107 -5.293 2.807 -0.945 CB LEU 31 1U4 C21 C21 C 0 1 N N N -8.466 43.104 2.298 -4.182 3.291 -1.879 CG LEU 32 1U4 C26 C26 C 0 1 N N N -9.210 42.238 1.225 -4.802 3.867 -3.154 CD1 LEU 33 1U4 C22 C22 C 0 1 N N N -7.646 44.227 1.579 -3.361 4.373 -1.177 CD2 LEU 34 1U4 O35 O35 O 0 1 N N N -7.492 43.480 5.948 -6.536 2.709 1.780 OXT LEU 35 1U4 H7 H7 H 0 1 N N N -13.957 42.800 10.387 5.601 1.677 1.761 H21 PHQ 36 1U4 H7A H7A H 0 1 N N N -13.225 42.179 11.900 4.854 2.180 0.226 H22 PHQ 37 1U4 H4 H4 H 0 1 N N N -14.444 40.492 13.275 7.848 0.758 1.808 H41 PHQ 38 1U4 H2 H2 H 0 1 N N N -16.675 39.702 14.014 10.049 0.665 0.708 H51 PHQ 39 1U4 H1 H1 H 0 1 N N N -18.649 40.049 12.546 10.255 1.224 -1.681 H61 PHQ 40 1U4 H63 H63 H 0 1 N N N -18.421 41.342 10.449 8.261 1.875 -2.970 H71 PHQ 41 1U4 H61 H61 H 0 1 N N N -16.174 42.032 9.662 6.060 1.966 -1.871 H81 PHQ 42 1U4 HN11 HN11 H 0 0 N N N -12.083 39.281 8.763 3.351 -1.926 0.642 HN1 PGL 43 1U4 H12 H12 H 0 1 N N N -13.061 40.620 6.385 1.500 -2.301 2.102 H1 PGL 44 1U4 H12A H12A H 0 0 N N N -11.353 41.037 6.778 1.505 -0.564 2.489 H2 PGL 45 1U4 HO55 HO55 H 0 0 N N N -10.352 37.399 6.999 0.424 1.177 0.469 HO2 PGL 46 1U4 HN14 HN14 H 0 0 N N N -12.261 38.934 4.071 -1.320 -2.085 1.494 H PHE 47 1U4 H15 H15 H 0 1 N N N -10.090 37.651 4.052 -1.791 -0.667 -0.838 HA PHE 48 1U4 H38 H38 H 0 1 N N N -11.778 38.291 2.140 -3.626 -2.208 1.051 HB2 PHE 49 1U4 H38A H38A H 0 0 N N N -10.790 39.783 1.897 -4.053 -1.722 -0.607 HB3 PHE 50 1U4 H42 H42 H 0 1 N N N -9.474 39.675 0.043 -2.793 -2.650 -2.526 HD1 PHE 51 1U4 H50 H50 H 0 1 N N N -9.963 36.111 2.400 -2.140 -4.030 1.457 HD2 PHE 52 1U4 H44 H44 H 0 1 N N N -7.931 38.440 -1.477 -1.645 -4.643 -3.405 HE1 PHE 53 1U4 H48 H48 H 0 1 N N N -8.537 34.865 0.812 -0.998 -6.026 0.577 HE2 PHE 54 1U4 H46 H46 H 0 1 N N N -7.416 36.057 -1.030 -0.750 -6.333 -1.853 HZ PHE 55 1U4 HN18 HN18 H 0 0 N N N -10.090 41.235 4.117 -4.237 0.457 -0.976 H LEU 56 1U4 H19 H19 H 0 1 N N N -7.235 41.096 4.946 -3.965 2.796 0.751 HA LEU 57 1U4 H20 H20 H 0 1 N N N -6.611 42.834 3.338 -5.932 2.101 -1.475 HB2 LEU 58 1U4 H20A H20A H 0 0 N N N -7.234 41.359 2.477 -5.888 3.659 -0.616 HB3 LEU 59 1U4 H21 H21 H 0 1 N N N -9.209 43.550 2.976 -3.534 2.453 -2.137 HG LEU 60 1U4 H26 H26 H 0 1 N N N -9.900 42.875 0.653 -5.450 4.705 -2.896 HD11 LEU 61 1U4 H26A H26A H 0 0 N N N -8.474 41.789 0.542 -4.011 4.212 -3.819 HD12 LEU 62 1U4 H26B H26B H 0 0 N N N -9.778 41.441 1.727 -5.388 3.096 -3.654 HD13 LEU 63 1U4 H22 H22 H 0 1 N N N -8.328 44.864 0.997 -2.919 3.963 -0.269 HD21 LEU 64 1U4 H22A H22A H 0 0 N N N -7.125 44.838 2.330 -2.569 4.718 -1.843 HD22 LEU 65 1U4 H22B H22B H 0 0 N N N -6.909 43.768 0.904 -4.009 5.211 -0.919 HD23 LEU 66 1U4 HO35 HO35 H 0 0 N N N -7.879 44.063 6.590 -7.219 2.425 2.403 HXT LEU 67 # 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 1U4 C63 C1 DOUB Y N 1 1U4 C1 C2 SING Y N 2 1U4 C1 H1 SING N N 3 1U4 C61 C63 SING Y N 4 1U4 C63 H63 SING N N 5 1U4 C61 C6 DOUB Y N 6 1U4 C61 H61 SING N N 7 1U4 C7 C6 SING N N 8 1U4 C6 C4 SING Y N 9 1U4 O8 C7 SING N N 10 1U4 C7 H7 SING N N 11 1U4 C7 H7A SING N N 12 1U4 C9 O8 SING N N 13 1U4 N11 C9 SING N N 14 1U4 O10 C9 DOUB N N 15 1U4 C12 N11 SING N N 16 1U4 N11 HN11 SING N N 17 1U4 P13 C12 SING N N 18 1U4 C12 H12 SING N N 19 1U4 C12 H12A SING N N 20 1U4 N14 P13 SING N N 21 1U4 P13 O54 DOUB N N 22 1U4 P13 O55 SING N N 23 1U4 O55 HO55 SING N N 24 1U4 C15 N14 SING N N 25 1U4 N14 HN14 SING N N 26 1U4 C38 C15 SING N N 27 1U4 C15 C16 SING N N 28 1U4 C15 H15 SING N N 29 1U4 C41 C38 SING N N 30 1U4 C38 H38 SING N N 31 1U4 C38 H38A SING N N 32 1U4 C42 C41 DOUB Y N 33 1U4 C41 C50 SING Y N 34 1U4 C48 C50 DOUB Y N 35 1U4 C50 H50 SING N N 36 1U4 C46 C48 SING Y N 37 1U4 C48 H48 SING N N 38 1U4 C44 C46 DOUB Y N 39 1U4 C46 H46 SING N N 40 1U4 C44 C42 SING Y N 41 1U4 C44 H44 SING N N 42 1U4 C42 H42 SING N N 43 1U4 O17 C16 DOUB N N 44 1U4 C16 N18 SING N N 45 1U4 N18 C19 SING N N 46 1U4 N18 HN18 SING N N 47 1U4 C20 C19 SING N N 48 1U4 C19 C33 SING N N 49 1U4 C19 H19 SING N N 50 1U4 C33 O34 DOUB N N 51 1U4 C33 O35 SING N N 52 1U4 O35 HO35 SING N N 53 1U4 C21 C20 SING N N 54 1U4 C20 H20 SING N N 55 1U4 C20 H20A SING N N 56 1U4 C26 C21 SING N N 57 1U4 C22 C21 SING N N 58 1U4 C21 H21 SING N N 59 1U4 C26 H26 SING N N 60 1U4 C26 H26A SING N N 61 1U4 C26 H26B SING N N 62 1U4 C22 H22 SING N N 63 1U4 C22 H22A SING N N 64 1U4 C22 H22B SING N N 65 1U4 C4 C2 DOUB Y N 66 1U4 C4 H4 SING N N 67 1U4 C2 H2 SING N N 68 # 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 1U4 SMILES ACDLabs 12.01 "O=C(O)C(NC(=O)C(NP(=O)(O)CNC(=O)OCc1ccccc1)Cc2ccccc2)CC(C)C" 1U4 SMILES_CANONICAL CACTVS 3.370 "CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)N[P](O)(=O)CNC(=O)OCc2ccccc2)C(O)=O" 1U4 SMILES CACTVS 3.370 "CC(C)C[CH](NC(=O)[CH](Cc1ccccc1)N[P](O)(=O)CNC(=O)OCc2ccccc2)C(O)=O" 1U4 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC(C)C[C@@H](C(=O)O)NC(=O)[C@H](Cc1ccccc1)N[P@](=O)(CNC(=O)OCc2ccccc2)O" 1U4 SMILES "OpenEye OEToolkits" 1.7.0 "CC(C)CC(C(=O)O)NC(=O)C(Cc1ccccc1)NP(=O)(CNC(=O)OCc2ccccc2)O" 1U4 InChI InChI 1.03 "InChI=1S/C24H32N3O7P/c1-17(2)13-21(23(29)30)26-22(28)20(14-18-9-5-3-6-10-18)27-35(32,33)16-25-24(31)34-15-19-11-7-4-8-12-19/h3-12,17,20-21H,13-16H2,1-2H3,(H,25,31)(H,26,28)(H,29,30)(H2,27,32,33)/t20-,21-/m0/s1" 1U4 InChIKey InChI 1.03 XQFJAKNVSJXHDS-SFTDATJTSA-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 1U4 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(S)-({[(benzyloxy)carbonyl]amino}methyl)(hydroxy)phosphoryl]-L-phenylalanyl-L-leucine" 1U4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S)-2-[[(2S)-2-[[hydroxy(phenylmethoxycarbonylaminomethyl)phosphoryl]amino]-3-phenyl-propanoyl]amino]-4-methyl-pentanoic 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 1U4 "Create component" 2009-01-27 RCSB 1U4 "Modify subcomponent list" 2011-03-28 RCSB 1U4 "Modify aromatic_flag" 2011-06-04 RCSB 1U4 "Modify descriptor" 2011-06-04 RCSB #