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                    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                        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 InChI            InChI                1.02b InChI=1/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/f/h24-25H 
U16 InChIKey         InChI                1.02b WIWZNHHLFMPGGO-MDGOJBDRDS                                                                                                                                                                       
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                                                                                                                                         
# 
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" 
# 
