data_U11 # _chem_comp.id U11 _chem_comp.name "METHYL N-{(2S,3R)-3-AMINO-2-HYDROXY-3-[4-(TRIFLUOROMETHYL)PHENYL]PROPANOYL}ALANYLGLYCINATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H20 F3 N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "{2-[3-AMINO-2-HYDROXY-3-(4-TRIFLUOROMETHYL-PHENYL)-PROPIONYLAMINO]-PROPIONYLAMINO}-ACETIC ACID METHYL ESTER" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-04-03 _chem_comp.pdbx_modified_date 2020-06-17 _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 391.342 _chem_comp.one_letter_code ? _chem_comp.three_letter_code U11 _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 2GG0 _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 U11 F29 F29 F 0 1 N N N 17.957 1.067 14.568 -7.102 2.202 -0.485 F29 U11 1 U11 C9 C9 C 0 1 N N N 17.368 -0.052 15.003 -6.897 0.864 -0.132 C9 U11 2 U11 F30 F30 F 0 1 N N N 17.825 -0.302 16.216 -7.427 0.034 -1.126 F30 U11 3 U11 F31 F31 F 0 1 N N N 17.704 -1.066 14.204 -7.533 0.600 1.085 F31 U11 4 U11 C5 C5 C 0 1 Y N N 15.893 0.268 15.075 -5.419 0.602 0.005 C5 U11 5 U11 C2 C2 C 0 1 Y N N 15.086 0.157 13.951 -4.967 -0.358 0.892 C2 U11 6 U11 C4 C4 C 0 1 Y N N 13.729 0.501 14.014 -3.612 -0.601 1.016 C4 U11 7 U11 C6 C6 C 0 1 Y N N 15.349 0.720 16.269 -4.516 1.322 -0.754 C6 U11 8 U11 C3 C3 C 0 1 Y N N 13.998 1.045 16.333 -3.160 1.082 -0.627 C3 U11 9 U11 C7 C7 C 0 1 Y N N 13.168 0.960 15.209 -2.708 0.123 0.260 C7 U11 10 U11 C11 C11 C 0 1 N N R 11.708 1.313 15.286 -1.231 -0.139 0.399 C11 U11 11 U11 N24 N24 N 0 1 N N N 11.261 2.234 14.243 -0.902 -0.352 1.815 N24 U11 12 U11 C23 C23 C 0 1 N N S 10.850 0.048 15.409 -0.855 -1.385 -0.405 C23 U11 13 U11 O27 O27 O 0 1 N N N 9.454 0.371 15.378 -1.670 -2.483 0.011 O27 U11 14 U11 C25 C25 C 0 1 N N N 11.152 -0.524 16.768 0.595 -1.718 -0.168 C25 U11 15 U11 O31 O31 O 0 1 N N N 10.675 0.020 17.767 0.897 -2.750 0.392 O31 U11 16 U11 N32 N32 N 0 1 N N N 11.950 -1.585 16.786 1.557 -0.868 -0.580 N32 U11 17 U11 C33 C33 C 0 1 N N S 12.369 -2.189 18.030 2.967 -1.192 -0.350 C33 U11 18 U11 C37 C37 C 0 1 N N N 11.275 -3.107 18.530 3.477 -2.085 -1.483 C37 U11 19 U11 C36 C36 C 0 1 N N N 13.594 -3.005 17.780 3.775 0.080 -0.312 C36 U11 20 U11 O41 O41 O 0 1 N N N 13.795 -3.591 16.735 3.226 1.152 -0.462 O41 U11 21 U11 N42 N42 N 0 1 N N N 14.479 -3.093 18.775 5.106 0.028 -0.111 N42 U11 22 U11 C43 C43 C 0 1 N N N 15.710 -3.863 18.781 5.891 1.264 -0.073 C43 U11 23 U11 C47 C47 C 0 1 N N N 15.247 -5.231 19.235 7.342 0.932 0.163 C47 U11 24 U11 O60 O60 O 0 1 N N N 14.125 -5.408 19.705 7.685 -0.220 0.288 O60 U11 25 U11 O61 O61 O 0 1 N N N 16.125 -6.382 19.111 8.252 1.915 0.235 O61 U11 26 U11 C62 C62 C 0 1 N N N 16.062 -7.427 20.089 9.650 1.595 0.463 C62 U11 27 U11 H2 H2 H 0 1 N N N 15.507 -0.197 13.021 -5.673 -0.920 1.485 H2 U11 28 U11 H4 H4 H 0 1 N N N 13.112 0.411 13.132 -3.259 -1.350 1.708 H4 U11 29 U11 H6 H6 H 0 1 N N N 15.972 0.819 17.145 -4.869 2.072 -1.446 H6 U11 30 U11 H3 H3 H 0 1 N N N 13.579 1.371 17.273 -2.454 1.644 -1.220 H3 U11 31 U11 H11 H11 H 0 1 N N N 11.566 1.893 16.210 -0.673 0.718 0.021 H11 U11 32 U11 H241 1H24 H 0 0 N N N 11.159 3.151 14.629 -1.258 0.447 2.318 H241 U11 33 U11 H242 2H24 H 0 0 N N N 11.937 2.256 13.506 -1.438 -1.150 2.120 H242 U11 34 U11 H23 H23 H 0 1 N N N 11.071 -0.644 14.582 -1.016 -1.195 -1.466 H23 U11 35 U11 HO27 HO27 H 0 0 N N N 9.125 0.442 16.266 -1.498 -2.618 0.953 HO27 U11 36 U11 HN32 HN32 H 0 0 N N N 12.267 -1.974 15.921 1.316 -0.043 -1.028 HN32 U11 37 U11 H33 H33 H 0 1 N N N 12.574 -1.405 18.774 3.070 -1.716 0.600 H33 U11 38 U11 H371 1H37 H 0 0 N N N 11.441 -3.330 19.594 4.526 -2.326 -1.311 H371 U11 39 U11 H372 2H37 H 0 0 N N N 10.299 -2.615 18.406 2.893 -3.005 -1.510 H372 U11 40 U11 H373 3H37 H 0 0 N N N 11.290 -4.043 17.953 3.375 -1.561 -2.433 H373 U11 41 U11 HN42 HN42 H 0 0 N N N 14.272 -2.574 19.604 5.545 -0.829 0.009 HN42 U11 42 U11 H431 1H43 H 0 0 N N N 16.173 -3.899 17.784 5.528 1.901 0.734 H431 U11 43 U11 H432 2H43 H 0 0 N N N 16.487 -3.432 19.429 5.789 1.788 -1.024 H432 U11 44 U11 H621 1H62 H 0 0 N N N 16.046 -8.403 19.583 10.234 2.515 0.491 H621 U11 45 U11 H622 2H62 H 0 0 N N N 16.943 -7.369 20.745 9.753 1.071 1.413 H622 U11 46 U11 H623 3H62 H 0 0 N N N 15.148 -7.311 20.691 10.013 0.958 -0.344 H623 U11 47 # # 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 U11 F29 C9 SING N N 1 U11 C9 F30 SING N N 2 U11 C9 F31 SING N N 3 U11 C9 C5 SING N N 4 U11 C5 C2 SING Y N 5 U11 C5 C6 DOUB Y N 6 U11 C2 C4 DOUB Y N 7 U11 C2 H2 SING N N 8 U11 C4 C7 SING Y N 9 U11 C4 H4 SING N N 10 U11 C6 C3 SING Y N 11 U11 C6 H6 SING N N 12 U11 C3 C7 DOUB Y N 13 U11 C3 H3 SING N N 14 U11 C7 C11 SING N N 15 U11 C11 N24 SING N N 16 U11 C11 C23 SING N N 17 U11 C11 H11 SING N N 18 U11 N24 H241 SING N N 19 U11 N24 H242 SING N N 20 U11 C23 O27 SING N N 21 U11 C23 C25 SING N N 22 U11 C23 H23 SING N N 23 U11 O27 HO27 SING N N 24 U11 C25 O31 DOUB N N 25 U11 C25 N32 SING N N 26 U11 N32 C33 SING N N 27 U11 N32 HN32 SING N N 28 U11 C33 C37 SING N N 29 U11 C33 C36 SING N N 30 U11 C33 H33 SING N N 31 U11 C37 H371 SING N N 32 U11 C37 H372 SING N N 33 U11 C37 H373 SING N N 34 U11 C36 O41 DOUB N N 35 U11 C36 N42 SING N N 36 U11 N42 C43 SING N N 37 U11 N42 HN42 SING N N 38 U11 C43 C47 SING N N 39 U11 C43 H431 SING N N 40 U11 C43 H432 SING N N 41 U11 C47 O60 DOUB N N 42 U11 C47 O61 SING N N 43 U11 O61 C62 SING N N 44 U11 C62 H621 SING N N 45 U11 C62 H622 SING N N 46 U11 C62 H623 SING N N 47 # # 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 U11 SMILES ACDLabs 10.04 "FC(F)(F)c1ccc(cc1)C(N)C(O)C(=O)NC(C(=O)NCC(=O)OC)C" U11 SMILES_CANONICAL CACTVS 3.341 "COC(=O)CNC(=O)[C@H](C)NC(=O)[C@@H](O)[C@H](N)c1ccc(cc1)C(F)(F)F" U11 SMILES CACTVS 3.341 "COC(=O)CNC(=O)[CH](C)NC(=O)[CH](O)[CH](N)c1ccc(cc1)C(F)(F)F" U11 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H](C(=O)NCC(=O)OC)NC(=O)[C@H]([C@@H](c1ccc(cc1)C(F)(F)F)N)O" U11 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C(=O)NCC(=O)OC)NC(=O)C(C(c1ccc(cc1)C(F)(F)F)N)O" U11 InChI InChI 1.03 "InChI=1S/C16H20F3N3O5/c1-8(14(25)21-7-11(23)27-2)22-15(26)13(24)12(20)9-3-5-10(6-4-9)16(17,18)19/h3-6,8,12-13,24H,7,20H2,1-2H3,(H,21,25)(H,22,26)/t8-,12+,13-/m0/s1" U11 InChIKey InChI 1.03 KTNRONBAQGRLNO-CKLFPEKLSA-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 U11 "SYSTEMATIC NAME" ACDLabs 10.04 "methyl N-{(2S,3R)-3-amino-2-hydroxy-3-[4-(trifluoromethyl)phenyl]propanoyl}-L-alanylglycinate" U11 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl 2-[[(2S)-2-[[(2S,3R)-3-amino-2-hydroxy-3-[4-(trifluoromethyl)phenyl]propanoyl]amino]propanoyl]amino]ethanoate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site U11 "Create component" 2006-04-03 PDBJ U11 "Modify descriptor" 2011-06-04 RCSB U11 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id U11 _pdbx_chem_comp_synonyms.name "{2-[3-AMINO-2-HYDROXY-3-(4-TRIFLUOROMETHYL-PHENYL)-PROPIONYLAMINO]-PROPIONYLAMINO}-ACETIC ACID METHYL ESTER" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##