data_U16 # _chem_comp.id U16 _chem_comp.name "METHYL N-[(2S,3R)-3-AMINO-2-HYDROXY-3-(4-ISOPROPYLPHENYL)PROPANOYL]-D-ALANYL-D-LEUCINATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H35 N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "2-{2-[3-AMINO-2-HYDROXY-3-(4-ISOPROPYL-PHENYL)-PROPIONYLAMINO]-PROPIONYLAMINO}-4-METHYL-PENTANOIC ACID METHYL ESTER" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-04-03 _chem_comp.pdbx_modified_date 2021-03-01 _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 421.530 _chem_comp.one_letter_code ? _chem_comp.three_letter_code U16 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2GG9 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 U16 O31 O31 O 0 1 N N N -0.006 0.011 6.989 0.523 -2.207 -1.941 O31 U16 1 U16 C25 C25 C 0 1 N N N -0.473 -0.527 7.985 0.709 -1.664 -0.872 C25 U16 2 U16 C23 C23 C 0 1 N N S -0.186 0.089 9.323 2.114 -1.452 -0.370 C23 U16 3 U16 C11 C11 C 0 1 N N R -1.073 1.353 9.445 2.408 0.047 -0.295 C11 U16 4 U16 C7 C7 C 0 1 Y N N -2.509 0.943 9.566 3.850 0.258 0.089 C7 U16 5 U16 C3 C3 C 0 1 Y N N -2.993 0.423 10.762 4.844 0.140 -0.865 C3 U16 6 U16 C6 C6 C 0 1 Y N N -4.317 0.027 10.861 6.166 0.338 -0.514 C6 U16 7 U16 C5 C5 C 0 1 Y N N -5.157 0.120 9.762 6.496 0.644 0.794 C5 U16 8 U16 C9 C9 C 0 1 N N N -6.570 -0.278 9.841 7.938 0.855 1.177 C9 U16 9 U16 C14 C14 C 0 1 N N N -7.411 0.982 9.893 8.736 -0.417 0.883 C14 U16 10 U16 C15 C15 C 0 1 N N N -6.871 -1.093 11.065 8.516 2.018 0.368 C15 U16 11 U16 C2 C2 C 0 1 Y N N -4.707 0.620 8.555 5.503 0.756 1.749 C2 U16 12 U16 C4 C4 C 0 1 Y N N -3.375 1.012 8.456 4.180 0.563 1.396 C4 U16 13 U16 N24 N24 N 0 1 N N N -0.535 2.232 10.500 2.156 0.662 -1.605 N24 U16 14 U16 O27 O27 O 0 1 N N N 1.218 0.440 9.329 3.039 -2.075 -1.264 O27 U16 15 U16 N32 N32 N 0 1 N N N -1.248 -1.600 7.958 -0.340 -1.250 -0.135 N32 U16 16 U16 C33 C33 C 0 1 N N S -1.631 -2.251 6.710 -1.705 -1.456 -0.623 C33 U16 17 U16 C37 C37 C 0 1 N N N -0.540 -3.200 6.237 -2.178 -2.860 -0.240 C37 U16 18 U16 C36 C36 C 0 1 N N N -2.893 -3.031 6.887 -2.620 -0.431 -0.003 C36 U16 19 U16 O41 O41 O 0 1 N N N -3.145 -3.600 7.926 -2.175 0.390 0.770 O41 U16 20 U16 N42 N42 N 0 1 N N N -3.705 -3.098 5.842 -3.933 -0.428 -0.308 N42 U16 21 U16 C43 C43 C 0 1 N N R -4.911 -3.874 5.850 -4.823 0.568 0.294 C43 U16 22 U16 C45 C45 C 0 1 N N N -6.069 -3.485 6.752 -6.253 0.027 0.317 C45 U16 23 U16 C49 C49 C 0 1 N N N -6.965 -2.386 6.182 -6.323 -1.193 1.237 C49 U16 24 U16 C52 C52 C 0 1 N N N -8.444 -2.755 6.278 -6.051 -0.759 2.679 C52 U16 25 U16 C53 C53 C 0 1 N N N -6.626 -1.971 4.752 -7.715 -1.821 1.147 C53 U16 26 U16 C47 C47 C 0 1 N N N -4.638 -5.265 5.383 -4.778 1.837 -0.517 C47 U16 27 U16 O60 O60 O 0 1 N N N -3.532 -5.551 4.930 -4.076 1.903 -1.498 O60 U16 28 U16 O61 O61 O 0 1 N N N -5.663 -6.286 5.462 -5.519 2.895 -0.150 O61 U16 29 U16 C62 C62 C 0 1 N N N -5.645 -7.393 4.561 -5.477 4.118 -0.932 C62 U16 30 U16 H23 H23 H 0 1 N N N -0.401 -0.586 10.165 2.216 -1.892 0.622 H23 U16 31 U16 H11 H11 H 0 1 N N N -1.046 1.976 8.539 1.762 0.507 0.453 H11 U16 32 U16 H3 H3 H 0 1 N N N -2.336 0.328 11.614 4.586 -0.099 -1.886 H3 U16 33 U16 H6 H6 H 0 1 N N N -4.696 -0.355 11.797 6.942 0.250 -1.260 H6 U16 34 U16 H9 H9 H 0 1 N N N -6.798 -0.896 8.960 8.000 1.086 2.241 H9 U16 35 U16 H141 1H14 H 0 0 N N N -7.615 1.244 10.942 8.324 -1.245 1.460 H141 U16 36 U16 H142 2H14 H 0 0 N N N -6.867 1.806 9.408 8.673 -0.647 -0.180 H142 U16 37 U16 H143 3H14 H 0 0 N N N -8.362 0.810 9.367 9.778 -0.264 1.161 H143 U16 38 U16 H151 1H15 H 0 0 N N N -6.945 -2.155 10.790 7.947 2.924 0.578 H151 U16 39 U16 H152 2H15 H 0 0 N N N -6.065 -0.960 11.801 9.558 2.171 0.646 H152 U16 40 U16 H153 3H15 H 0 0 N N N -7.825 -0.761 11.501 8.453 1.787 -0.695 H153 U16 41 U16 H2 H2 H 0 1 N N N -5.373 0.705 7.709 5.760 0.995 2.770 H2 U16 42 U16 H4 H4 H 0 1 N N N -2.998 1.376 7.511 3.404 0.651 2.142 H4 U16 43 U16 H241 1H24 H 0 0 N N N -0.413 1.707 11.342 2.460 1.622 -1.539 H241 U16 44 U16 H242 2H24 H 0 0 N N N 0.347 2.602 10.208 2.772 0.208 -2.262 H242 U16 45 U16 HO27 HO27 H 0 0 N N N 1.529 0.517 8.435 2.917 -1.657 -2.128 HO27 U16 46 U16 HN32 HN32 H 0 0 N N N -1.582 -1.977 8.822 -0.190 -0.815 0.720 HN32 U16 47 U16 H33 H33 H 0 1 N N N -1.784 -1.460 5.961 -1.723 -1.350 -1.708 H33 U16 48 U16 H371 1H37 H 0 0 N N N -0.689 -3.429 5.171 -2.160 -2.966 0.845 H371 U16 49 U16 H372 2H37 H 0 0 N N N 0.443 -2.727 6.376 -3.194 -3.013 -0.603 H372 U16 50 U16 H373 3H37 H 0 0 N N N -0.585 -4.131 6.822 -1.516 -3.601 -0.688 H373 U16 51 U16 HN42 HN42 H 0 0 N N N -3.468 -2.588 5.016 -4.289 -1.085 -0.927 HN42 U16 52 U16 H43 H43 H 0 1 N N N -5.624 -3.506 5.098 -4.497 0.777 1.313 H43 U16 53 U16 H451 1H45 H 0 0 N N N -6.690 -4.379 6.911 -6.928 0.799 0.685 H451 U16 54 U16 H452 2H45 H 0 0 N N N -5.631 -3.090 7.681 -6.549 -0.262 -0.692 H452 U16 55 U16 H49 H49 H 0 1 N N N -6.762 -1.511 6.817 -5.574 -1.923 0.930 H49 U16 56 U16 H521 1H52 H 0 0 N N N -8.732 -2.844 7.336 -6.800 -0.029 2.986 H521 U16 57 U16 H522 2H52 H 0 0 N N N -9.049 -1.972 5.798 -6.101 -1.629 3.335 H522 U16 58 U16 H523 3H52 H 0 0 N N N -8.616 -3.715 5.770 -5.060 -0.312 2.744 H523 U16 59 U16 H531 1H53 H 0 0 N N N -6.544 -0.875 4.697 -7.906 -2.136 0.121 H531 U16 60 U16 H532 2H53 H 0 0 N N N -5.669 -2.425 4.456 -7.766 -2.687 1.808 H532 U16 61 U16 H533 3H53 H 0 0 N N N -7.421 -2.314 4.073 -8.464 -1.089 1.448 H533 U16 62 U16 H621 1H62 H 0 0 N N N -5.640 -7.023 3.525 -4.457 4.503 -0.948 H621 U16 63 U16 H622 2H62 H 0 0 N N N -4.742 -7.996 4.739 -5.802 3.909 -1.951 H622 U16 64 U16 H623 3H62 H 0 0 N N N -6.539 -8.013 4.725 -6.138 4.859 -0.483 H623 U16 65 # # 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 U16 O31 C25 DOUB N N 1 U16 C25 C23 SING N N 2 U16 C25 N32 SING N N 3 U16 C23 C11 SING N N 4 U16 C23 O27 SING N N 5 U16 C23 H23 SING N N 6 U16 C11 C7 SING N N 7 U16 C11 N24 SING N N 8 U16 C11 H11 SING N N 9 U16 C7 C3 SING Y N 10 U16 C7 C4 DOUB Y N 11 U16 C3 C6 DOUB Y N 12 U16 C3 H3 SING N N 13 U16 C6 C5 SING Y N 14 U16 C6 H6 SING N N 15 U16 C5 C9 SING N N 16 U16 C5 C2 DOUB Y N 17 U16 C9 C14 SING N N 18 U16 C9 C15 SING N N 19 U16 C9 H9 SING N N 20 U16 C14 H141 SING N N 21 U16 C14 H142 SING N N 22 U16 C14 H143 SING N N 23 U16 C15 H151 SING N N 24 U16 C15 H152 SING N N 25 U16 C15 H153 SING N N 26 U16 C2 C4 SING Y N 27 U16 C2 H2 SING N N 28 U16 C4 H4 SING N N 29 U16 N24 H241 SING N N 30 U16 N24 H242 SING N N 31 U16 O27 HO27 SING N N 32 U16 N32 C33 SING N N 33 U16 N32 HN32 SING N N 34 U16 C33 C37 SING N N 35 U16 C33 C36 SING N N 36 U16 C33 H33 SING N N 37 U16 C37 H371 SING N N 38 U16 C37 H372 SING N N 39 U16 C37 H373 SING N N 40 U16 C36 O41 DOUB N N 41 U16 C36 N42 SING N N 42 U16 N42 C43 SING N N 43 U16 N42 HN42 SING N N 44 U16 C43 C45 SING N N 45 U16 C43 C47 SING N N 46 U16 C43 H43 SING N N 47 U16 C45 C49 SING N N 48 U16 C45 H451 SING N N 49 U16 C45 H452 SING N N 50 U16 C49 C52 SING N N 51 U16 C49 C53 SING N N 52 U16 C49 H49 SING N N 53 U16 C52 H521 SING N N 54 U16 C52 H522 SING N N 55 U16 C52 H523 SING N N 56 U16 C53 H531 SING N N 57 U16 C53 H532 SING N N 58 U16 C53 H533 SING N N 59 U16 C47 O60 DOUB N N 60 U16 C47 O61 SING N N 61 U16 O61 C62 SING N N 62 U16 C62 H621 SING N N 63 U16 C62 H622 SING N N 64 U16 C62 H623 SING N N 65 # # 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 U16 SMILES ACDLabs 10.04 "O=C(OC)C(NC(=O)C(NC(=O)C(O)C(N)c1ccc(cc1)C(C)C)C)CC(C)C" U16 SMILES_CANONICAL CACTVS 3.341 "COC(=O)[C@@H](CC(C)C)NC(=O)[C@H](C)NC(=O)[C@@H](O)[C@H](N)c1ccc(cc1)C(C)C" U16 SMILES CACTVS 3.341 "COC(=O)[CH](CC(C)C)NC(=O)[CH](C)NC(=O)[CH](O)[CH](N)c1ccc(cc1)C(C)C" U16 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)C[C@H](C(=O)OC)NC(=O)[C@H](C)NC(=O)[C@H]([C@@H](c1ccc(cc1)C(C)C)N)O" U16 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)CC(C(=O)OC)NC(=O)C(C)NC(=O)C(C(c1ccc(cc1)C(C)C)N)O" U16 InChI InChI 1.03 "InChI=1S/C22H35N3O5/c1-12(2)11-17(22(29)30-6)25-20(27)14(5)24-21(28)19(26)18(23)16-9-7-15(8-10-16)13(3)4/h7-10,12-14,17-19,26H,11,23H2,1-6H3,(H,24,28)(H,25,27)/t14-,17+,18+,19-/m0/s1" U16 InChIKey InChI 1.03 WIWZNHHLFMPGGO-PIKADFDJSA-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 U16 "SYSTEMATIC NAME" ACDLabs 10.04 "methyl N-{(2S,3R)-3-amino-2-hydroxy-3-[4-(1-methylethyl)phenyl]propanoyl}-L-alanyl-D-leucinate" U16 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl (2R)-2-[[(2S)-2-[[(2S,3R)-3-amino-2-hydroxy-3-(4-propan-2-ylphenyl)propanoyl]amino]propanoyl]amino]-4-methyl-pentanoate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site U16 "Create component" 2006-04-03 PDBJ U16 "Modify descriptor" 2011-06-04 RCSB U16 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id U16 _pdbx_chem_comp_synonyms.name "2-{2-[3-AMINO-2-HYDROXY-3-(4-ISOPROPYL-PHENYL)-PROPIONYLAMINO]-PROPIONYLAMINO}-4-METHYL-PENTANOIC ACID METHYL ESTER" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##