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                    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                        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 InChI            InChI                1.02b InChI=1/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/f/h21-22H 
U11 InChIKey         InChI                1.02b KTNRONBAQGRLNO-YUHQRERGDX                                                                                                                                                    
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                                                                                                                           
# 
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" 
# 
