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        ?
##
