data_R47
#

_chem_comp.id                                   R47
_chem_comp.name                                 "N-[(2S)-3-[(S)-(4-bromophenyl)(hydroxy)phosphoryl]-2-{[3-(3'-chlorobiphenyl-4-yl)-1,2-oxazol-5-yl]methyl}propanoyl]-L-alpha-glutamyl-L-alpha-glutamine"
_chem_comp.type                                 peptide-like
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C35 H35 Br Cl N4 O10 P"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        RXP470.1
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2012-09-14
_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                       818.004
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    R47
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       Corina
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       4GQL
_chem_comp.pdbx_subcomponent_list               "0YL GLU GLU NH2"
_chem_comp.pdbx_processing_site                 RCSB
#   #
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
R47  O4   O4   O   0  1  N  N  N  10.126  26.679   4.354    0.332  -0.797  -2.126  O4   0YL   1  
R47  N1   N1   N   0  1  Y  N  N   6.881  22.709   5.486   -2.981   0.732  -2.362  N1   0YL   2  
R47  O1   O1   O   0  1  Y  N  N   7.990  22.985   4.818   -1.793   0.727  -2.588  O1   0YL   3  
R47  C25  C25  C   0  1  N  N  N   9.257  26.862   3.533    0.897  -0.485  -1.100  C25  0YL   4  
R47  C17  C17  C   0  1  N  N  S   9.064  25.799   2.519    1.021   0.967  -0.719  C17  0YL   5  
R47  C16  C16  C   0  1  N  N  N   9.020  24.386   3.070    0.355   1.834  -1.789  C16  0YL   6  
R47  C14  C14  C   0  1  Y  N  N   6.554  24.392   4.031   -2.051   2.158  -0.991  C14  0YL   7  
R47  C13  C13  C   0  1  Y  N  N   5.984  23.586   5.022   -3.281   1.570  -1.400  C13  0YL   8  
R47  C12  C12  C   0  1  Y  N  N   4.594  23.542   5.490   -4.629   1.848  -0.848  C12  0YL   9  
R47  C11  C11  C   0  1  Y  N  N   3.617  24.204   4.777   -4.784   2.779   0.179  C11  0YL  10  
R47  C10  C10  C   0  1  Y  N  N   2.304  24.115   5.199   -6.036   3.037   0.691  C10  0YL  11  
R47  C7   C7   C   0  1  Y  N  N   1.982  23.362   6.323   -7.149   2.368   0.183  C7   0YL  12  
R47  C8   C8   C   0  1  Y  N  N   2.959  22.668   7.009   -6.995   1.438  -0.844  C8   0YL  13  
R47  C9   C9   C   0  1  Y  N  N   4.276  22.749   6.584   -5.743   1.184  -1.360  C9   0YL  14  
R47  C15  C15  C   0  1  Y  N  N   7.873  23.991   3.936   -1.130   1.577  -1.792  C15  0YL  15  
R47  CL1  CL1  CL  0  0  N  N  N  -2.747  25.392   6.092  -12.254   1.412   0.118  CL1  0YL  16  
R47  C1   C1   C   0  1  Y  N  N  -1.649  24.110   6.645  -10.865   2.242   0.747  C1   0YL  17  
R47  C2   C2   C   0  1  Y  N  N  -0.320  24.221   6.305   -9.612   1.979   0.229  C2   0YL  18  
R47  C3   C3   C   0  1  Y  N  N  -2.114  23.037   7.387  -11.015   3.170   1.763  C3   0YL  19  
R47  C4   C4   C   0  1  Y  N  N  -1.228  22.053   7.801   -9.913   3.834   2.269  C4   0YL  20  
R47  C5   C5   C   0  1  Y  N  N   0.113  22.163   7.460   -8.655   3.575   1.762  C5   0YL  21  
R47  C6   C6   C   0  1  Y  N  N   0.566  23.258   6.735   -8.498   2.646   0.735  C6   0YL  22  
R47  C18  C18  C   0  1  N  N  N   9.872  26.063   1.257    2.501   1.341  -0.608  C18  0YL  23  
R47  P1   P1   P   0  1  N  N  N   9.305  25.137  -0.155    2.664   2.912   0.303  P1   0YL  24  
R47  O2   O2   O   0  1  N  N  N   9.597  23.670  -0.007    1.966   4.095  -0.538  O2   0YL  25  
R47  O3   O3   O   0  1  N  N  N   7.825  25.451  -0.303    2.005   2.788   1.622  O3   0YL  26  
R47  C19  C19  C   0  1  Y  N  N  10.170  25.774  -1.574    4.422   3.294   0.539  C19  0YL  27  
R47  C20  C20  C   0  1  Y  N  N   9.445  26.288  -2.650    5.082   2.840   1.665  C20  0YL  28  
R47  C21  C21  C   0  1  Y  N  N  10.064  26.798  -3.802    6.422   3.130   1.845  C21  0YL  29  
R47  C22  C22  C   0  1  Y  N  N  11.450  26.823  -3.964    7.101   3.875   0.898  C22  0YL  30  
R47  BR1  BR1  BR  0  0  N  N  N  12.019  27.409  -5.278    8.933   4.273   1.143  BR1  0YL  31  
R47  C23  C23  C   0  1  Y  N  N  12.195  26.304  -2.880    6.439   4.330  -0.229  C23  0YL  32  
R47  C24  C24  C   0  1  Y  N  N  11.569  25.783  -1.717    5.101   4.034  -0.410  C24  0YL  33  
R47  N2   N2   N   0  1  N  N  N   8.535  27.966   3.459    1.414  -1.438  -0.299  N    GLU  34  
R47  C26  C26  C   0  1  N  N  S   8.866  29.117   4.290    1.294  -2.851  -0.670  CA   GLU  35  
R47  C30  C30  C   0  1  N  N  N   8.042  29.177   5.564    1.364  -3.703   0.571  C    GLU  36  
R47  O7   O7   O   0  1  N  N  N   6.871  28.777   5.585    1.501  -3.182   1.658  O    GLU  37  
R47  C27  C27  C   0  1  N  N  N   8.715  30.403   3.474    2.437  -3.230  -1.614  CB   GLU  38  
R47  C28  C28  C   0  1  N  N  N   9.772  30.507   2.387    2.294  -2.454  -2.925  CG   GLU  39  
R47  C29  C29  C   0  1  N  N  N   9.656  31.768   1.541    3.419  -2.827  -3.855  CD   GLU  40  
R47  O5   O5   O   0  1  N  N  N   8.770  31.818   0.666    4.250  -3.631  -3.505  OE1  GLU  41  
R47  O6   O6   O   0  1  N  N  N  10.480  32.693   1.726    3.498  -2.266  -5.072  OE2  GLU  42  
R47  N3   N3   N   0  1  N  N  N   8.644  29.697   6.627    1.274  -5.044   0.473  N    GLU  43  
R47  C31  C31  C   0  1  N  N  S   7.902  29.908   7.863    1.342  -5.873   1.679  CA   GLU  44  
R47  C35  C35  C   0  1  N  N  N   6.747  30.849   7.643    2.784  -6.140   2.025  C    GLU  45  
R47  O10  O10  O   0  1  N  N  N   5.619  30.596   8.099    3.668  -5.682   1.332  O    GLU  46  
R47  C32  C32  C   0  1  N  N  N   8.798  30.513   8.928    0.624  -7.201   1.427  CB   GLU  47  
R47  C33  C33  C   0  1  N  N  N   9.727  29.539   9.528   -0.866  -6.939   1.198  CG   GLU  48  
R47  C34  C34  C   0  1  N  N  N  10.332  30.053  10.807   -1.573  -8.247   0.950  CD   GLU  49  
R47  O8   O8   O   0  1  N  N  N  10.509  31.286  10.914   -0.949  -9.282   0.955  OE1  GLU  50  
R47  O9   O9   O   0  1  N  N  N  10.633  29.226  11.693   -2.896  -8.262   0.723  OE2  GLU  51  
R47  N4   N4   N   0  1  N  N  N   7.039  31.952   6.962    3.092  -6.886   3.104  N    NH2  52  
R47  H10  H10  H   0  1  N  N  N   8.029  25.961   2.183    0.531   1.135   0.241  H10  0YL  53  
R47  H8   H8   H   0  1  N  N  N   9.026  23.702   2.208    0.541   2.886  -1.572  H8   0YL  54  
R47  H9   H9   H   0  1  N  N  N   9.937  24.240   3.660    0.768   1.586  -2.767  H9   0YL  55  
R47  H7   H7   H   0  1  N  N  N   6.065  25.167   3.459   -1.891   2.898  -0.220  H7   0YL  56  
R47  H17  H17  H   0  1  N  N  N   3.874  24.783   3.902   -3.922   3.297   0.572  H17  0YL  57  
R47  H18  H18  H   0  1  N  N  N   1.527  24.631   4.655   -6.156   3.758   1.487  H18  0YL  58  
R47  H5   H5   H   0  1  N  N  N   2.700  22.068   7.869   -7.857   0.920  -1.238  H5   0YL  59  
R47  H6   H6   H   0  1  N  N  N   5.049  22.199   7.100   -5.624   0.466  -2.159  H6   0YL  60  
R47  H1   H1   H   0  1  N  N  N   0.024  25.053   5.708   -9.496   1.258  -0.567  H1   0YL  61  
R47  H2   H2   H   0  1  N  N  N  -3.161  22.967   7.642  -11.997   3.376   2.163  H2   0YL  62  
R47  H3   H3   H   0  1  N  N  N  -1.577  21.212   8.381  -10.036   4.558   3.061  H3   0YL  63  
R47  H4   H4   H   0  1  N  N  N   0.808  21.393   7.760   -7.795   4.095   2.158  H4   0YL  64  
R47  H12  H12  H   0  1  N  N  N  10.921  25.794   1.452    3.035   0.555  -0.075  H12  0YL  65  
R47  H11  H11  H   0  1  N  N  N   9.807  27.135   1.020    2.923   1.454  -1.606  H11  0YL  66  
R47  H31  H31  H   0  1  N  N  N   8.783  23.181  -0.032    2.356   4.240  -1.411  H31  0YL  67  
R47  H13  H13  H   0  1  N  N  N   8.366  26.294  -2.594    4.552   2.258   2.404  H13  0YL  68  
R47  H14  H14  H   0  1  N  N  N   9.443  27.187  -4.595    6.938   2.776   2.725  H14  0YL  69  
R47  H15  H15  H   0  1  N  N  N  13.273  26.304  -2.939    6.969   4.912  -0.968  H15  0YL  70  
R47  H16  H16  H   0  1  N  N  N  12.182  25.384  -0.923    4.585   4.389  -1.290  H16  0YL  71  
R47  H24  H24  H   0  1  N  N  N   7.759  28.012   2.831    1.867  -1.189   0.522  H    GLU  72  
R47  H19  H19  H   0  1  N  N  N   9.923  29.037   4.584    0.339  -3.015  -1.170  HA   GLU  73  
R47  H20  H20  H   0  1  N  N  N   8.811  31.267   4.149    3.390  -2.983  -1.148  HB2  GLU  74  
R47  H21  H21  H   0  1  N  N  N   7.720  30.413   3.005    2.399  -4.299  -1.819  HB3  GLU  75  
R47  H23  H23  H   0  1  N  N  N   9.676  29.634   1.725    1.340  -2.701  -3.391  HG2  GLU  76  
R47  H22  H22  H   0  1  N  N  N  10.763  30.498   2.864    2.331  -1.384  -2.720  HG3  GLU  77  
R47  H32  H32  H   0  1  N  N  N  10.311  33.396   1.110    4.238  -2.537  -5.633  HE2  GLU  78  
R47  H25  H25  H   0  1  N  N  N   9.612  29.945   6.579    1.164  -5.461  -0.396  H    GLU  79  
R47  H26  H26  H   0  1  N  N  N   7.514  28.946   8.230    0.860  -5.351   2.506  HA   GLU  80  
R47  H27  H27  H   0  1  N  N  N   9.387  31.322   8.471    1.048  -7.681   0.545  HB2  GLU  81  
R47  H28  H28  H   0  1  N  N  N   8.163  30.927   9.725    0.751  -7.852   2.292  HB3  GLU  82  
R47  H30  H30  H   0  1  N  N  N   9.178  28.610   9.743   -1.290  -6.459   2.080  HG2  GLU  83  
R47  H29  H29  H   0  1  N  N  N  10.535  29.330   8.811   -0.993  -6.288   0.334  HG3  GLU  84  
R47  H33  H33  H   0  1  N  N  N  11.007  29.681  12.438   -3.305  -9.125   0.569  HE2  GLU  85  
R47  H34  H34  H   0  1  N  N  N   6.330  32.636   6.791    2.384  -7.252   3.658  HN1  NH2  86  
R47  H35  H35  H   0  1  N  N  N   7.968  32.098   6.621    4.020  -7.058   3.327  HN2  NH2  87  
#   #
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
R47  BR1  C22  SING  N  N   1  
R47  C22  C21  DOUB  Y  N   2  
R47  C22  C23  SING  Y  N   3  
R47  C21  C20  SING  Y  N   4  
R47  C23  C24  DOUB  Y  N   5  
R47  C20  C19  DOUB  Y  N   6  
R47  C24  C19  SING  Y  N   7  
R47  C19  P1   SING  N  N   8  
R47  O3   P1   DOUB  N  N   9  
R47  P1   O2   SING  N  N  10  
R47  P1   C18  SING  N  N  11  
R47  O5   C29  DOUB  N  N  12  
R47  C18  C17  SING  N  N  13  
R47  C29  O6   SING  N  N  14  
R47  C29  C28  SING  N  N  15  
R47  C28  C27  SING  N  N  16  
R47  C17  C16  SING  N  N  17  
R47  C17  C25  SING  N  N  18  
R47  C16  C15  SING  N  N  19  
R47  N2   C25  SING  N  N  20  
R47  N2   C26  SING  N  N  21  
R47  C27  C26  SING  N  N  22  
R47  C25  O4   DOUB  N  N  23  
R47  C15  C14  DOUB  Y  N  24  
R47  C15  O1   SING  Y  N  25  
R47  C14  C13  SING  Y  N  26  
R47  C26  C30  SING  N  N  27  
R47  C11  C10  DOUB  Y  N  28  
R47  C11  C12  SING  Y  N  29  
R47  O1   N1   SING  Y  N  30  
R47  C13  N1   DOUB  Y  N  31  
R47  C13  C12  SING  N  N  32  
R47  C10  C7   SING  Y  N  33  
R47  C12  C9   DOUB  Y  N  34  
R47  C30  O7   DOUB  N  N  35  
R47  C30  N3   SING  N  N  36  
R47  CL1  C1   SING  N  N  37  
R47  C2   C1   DOUB  Y  N  38  
R47  C2   C6   SING  Y  N  39  
R47  C7   C6   SING  N  N  40  
R47  C7   C8   DOUB  Y  N  41  
R47  C9   C8   SING  Y  N  42  
R47  N3   C31  SING  N  N  43  
R47  C1   C3   SING  Y  N  44  
R47  C6   C5   DOUB  Y  N  45  
R47  N4   C35  SING  N  N  46  
R47  C3   C4   DOUB  Y  N  47  
R47  C5   C4   SING  Y  N  48  
R47  C35  C31  SING  N  N  49  
R47  C35  O10  DOUB  N  N  50  
R47  C31  C32  SING  N  N  51  
R47  C32  C33  SING  N  N  52  
R47  C33  C34  SING  N  N  53  
R47  C34  O8   DOUB  N  N  54  
R47  C34  O9   SING  N  N  55  
R47  C17  H10  SING  N  N  56  
R47  C16  H8   SING  N  N  57  
R47  C16  H9   SING  N  N  58  
R47  C14  H7   SING  N  N  59  
R47  C11  H17  SING  N  N  60  
R47  C10  H18  SING  N  N  61  
R47  C8   H5   SING  N  N  62  
R47  C9   H6   SING  N  N  63  
R47  C2   H1   SING  N  N  64  
R47  C3   H2   SING  N  N  65  
R47  C4   H3   SING  N  N  66  
R47  C5   H4   SING  N  N  67  
R47  C18  H12  SING  N  N  68  
R47  C18  H11  SING  N  N  69  
R47  O2   H31  SING  N  N  70  
R47  C20  H13  SING  N  N  71  
R47  C21  H14  SING  N  N  72  
R47  C23  H15  SING  N  N  73  
R47  C24  H16  SING  N  N  74  
R47  N2   H24  SING  N  N  75  
R47  C26  H19  SING  N  N  76  
R47  C27  H20  SING  N  N  77  
R47  C27  H21  SING  N  N  78  
R47  C28  H23  SING  N  N  79  
R47  C28  H22  SING  N  N  80  
R47  O6   H32  SING  N  N  81  
R47  N3   H25  SING  N  N  82  
R47  C31  H26  SING  N  N  83  
R47  C32  H27  SING  N  N  84  
R47  C32  H28  SING  N  N  85  
R47  C33  H30  SING  N  N  86  
R47  C33  H29  SING  N  N  87  
R47  O9   H33  SING  N  N  88  
R47  N4   H34  SING  N  N  89  
R47  N4   H35  SING  N  N  90  
#   #
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
R47  SMILES            ACDLabs               12.01  "O=C(O)CCC(C(=O)N)NC(=O)C(NC(=O)C(CP(=O)(O)c1ccc(Br)cc1)Cc4onc(c3ccc(c2cccc(Cl)c2)cc3)c4)CCC(=O)O"  
R47  InChI             InChI                 1.03   "InChI=1S/C35H35BrClN4O10P/c36-24-8-10-27(11-9-24)52(49,50)19-23(34(47)40-29(13-15-32(44)45)35(48)39-28(33(38)46)12-14-31(42)43)17-26-18-30(41-51-26)21-6-4-20(5-7-21)22-2-1-3-25(37)16-22/h1-11,16,18,23,28-29H,12-15,17,19H2,(H2,38,46)(H,39,48)(H,40,47)(H,42,43)(H,44,45)(H,49,50)/t23-,28+,29+/m1/s1"  
R47  InChIKey          InChI                 1.03   PTUCPHGSAFOJAU-MGONOCMRSA-N  
R47  SMILES_CANONICAL  CACTVS                3.370  "NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](Cc1onc(c1)c2ccc(cc2)c3cccc(Cl)c3)C[P](O)(=O)c4ccc(Br)cc4"  
R47  SMILES            CACTVS                3.370  "NC(=O)[CH](CCC(O)=O)NC(=O)[CH](CCC(O)=O)NC(=O)[CH](Cc1onc(c1)c2ccc(cc2)c3cccc(Cl)c3)C[P](O)(=O)c4ccc(Br)cc4"  
R47  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "c1cc(cc(c1)Cl)c2ccc(cc2)c3cc(on3)C[C@H](CP(=O)(c4ccc(cc4)Br)O)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)N"  
R47  SMILES            "OpenEye OEToolkits"  1.7.6  "c1cc(cc(c1)Cl)c2ccc(cc2)c3cc(on3)CC(CP(=O)(c4ccc(cc4)Br)O)C(=O)NC(CCC(=O)O)C(=O)NC(CCC(=O)O)C(=O)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
R47  "SYSTEMATIC NAME"  ACDLabs               12.01  "N-[(2S)-3-[(S)-(4-bromophenyl)(hydroxy)phosphoryl]-2-{[3-(3'-chlorobiphenyl-4-yl)-1,2-oxazol-5-yl]methyl}propanoyl]-L-alpha-glutamyl-L-alpha-glutamine"  
R47  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.6  "(4S)-5-azanyl-4-[[(2S)-2-[[(2S)-2-[[(4-bromophenyl)-oxidanyl-phosphoryl]methyl]-3-[3-[4-(3-chlorophenyl)phenyl]-1,2-oxazol-5-yl]propanoyl]amino]-5-oxidanyl-5-oxidanylidene-pentanoyl]amino]-5-oxidanylidene-pentanoic acid"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
R47  "Create component"  2012-09-14  RCSB  
R47  "Initial release"   2013-02-01  RCSB  
R47  "Modify synonyms"   2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     R47
_pdbx_chem_comp_synonyms.name        RXP470.1
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
