data_RA8
#

_chem_comp.id                                   RA8
_chem_comp.name                                 "N-(BENZYLSULFONYL)-L-LEUCYL-N-(4-{[AMINO(IMINO)METHYL]AMINO}BUTYL)-L-PROLINAMIDE"
_chem_comp.type                                 peptide-like
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C23 H38 N6 O4 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "1-GUANIDINO-4-(N-PHENYLMETHANESULFONYL-L-LEUCYL-L-PROLYLAMINO)BUTANE"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2005-02-03
_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                       494.651
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    RA8
_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       1YPL
_chem_comp.pdbx_subcomponent_list               "PMS LEU PRO AG2"
_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
RA8  C27   C27   C  0  1  N  N  N  18.593  -15.568  26.362    4.546   1.147  -0.438  C     PMS   1  
RA8  S26   S26   S  0  1  N  N  N  17.854  -16.682  25.150    4.247   0.451   1.211  S     PMS   2  
RA8  C30   C30   C  0  1  Y  N  N  19.836  -14.898  25.795    5.989   1.565  -0.553  C1    PMS   3  
RA8  C31   C31   C  0  1  Y  N  N  20.965  -15.649  25.456    6.934   0.667  -1.014  C2    PMS   4  
RA8  C32   C32   C  0  1  Y  N  N  22.096  -15.016  24.934    8.258   1.050  -1.120  C3    PMS   5  
RA8  C33   C33   C  0  1  Y  N  N  22.100  -13.628  24.755    8.637   2.331  -0.764  C4    PMS   6  
RA8  C34   C34   C  0  1  Y  N  N  20.960  -12.888  25.087    7.692   3.229  -0.303  C5    PMS   7  
RA8  C35   C35   C  0  1  Y  N  N  19.838  -13.513  25.621    6.368   2.847  -0.202  C6    PMS   8  
RA8  O15   O15   O  0  1  N  N  N  16.712  -17.262  25.825    4.343   1.462   2.204  O2S   PMS   9  
RA8  O29   O29   O  0  1  N  N  N  18.890  -17.516  24.586    4.927  -0.789   1.359  O1S   PMS  10  
RA8  N25   N25   N  0  1  N  N  N  17.387  -15.709  24.098    2.643   0.038   1.200  N     LEU  11  
RA8  C19   C19   C  0  1  N  N  S  17.890  -15.341  22.823    2.148  -0.955   0.244  CA    LEU  12  
RA8  C18   C18   C  0  1  N  N  N  17.873  -13.960  22.730    0.783  -0.544  -0.245  C     LEU  13  
RA8  O24   O24   O  0  1  N  N  N  16.811  -13.401  22.966    0.157   0.308   0.349  O     LEU  14  
RA8  C20   C20   C  0  1  N  N  N  17.383  -16.175  21.641    2.056  -2.320   0.928  CB    LEU  15  
RA8  C21   C21   C  0  1  N  N  N  17.540  -17.688  21.880    1.256  -2.188   2.225  CG    LEU  16  
RA8  C22   C22   C  0  1  N  N  N  17.516  -18.420  20.532    1.512  -3.410   3.110  CD1   LEU  17  
RA8  C23   C23   C  0  1  N  N  N  16.364  -18.186  22.753   -0.236  -2.099   1.898  CD2   LEU  18  
RA8  N16   N16   N  0  1  N  N  N  18.631  -13.427  21.740    0.257  -1.125  -1.342  N     PRO  19  
RA8  C11   C11   C  0  1  N  N  S  18.407  -12.060  21.295   -1.003  -0.741  -1.994  CA    PRO  20  
RA8  C5    C5    C  0  1  N  N  N  17.085  -11.983  20.570   -2.153  -0.930  -1.037  C     PRO  21  
RA8  O12   O12   O  0  1  N  N  N  16.745  -12.906  19.838   -2.048  -1.703  -0.109  O     PRO  22  
RA8  C13   C13   C  0  1  N  N  N  19.678  -11.868  20.265   -1.184  -1.661  -3.220  CB    PRO  23  
RA8  C14   C14   C  0  1  N  N  N  20.776  -12.913  20.584    0.264  -2.133  -3.516  CG    PRO  24  
RA8  C17   C17   C  0  1  N  N  N  20.122  -13.952  21.536    0.851  -2.250  -2.087  CD    PRO  25  
RA8  N10   N10   N  0  1  N  N  N  16.441  -10.631  20.515   -3.297  -0.240  -1.214  N     AG2  26  
RA8  C9    C9    C  0  1  N  N  N  15.126  -10.724  19.856   -4.414  -0.424  -0.285  CA    AG2  27  
RA8  C8    C8    C  0  1  N  N  N  14.140   -9.929  20.752   -5.582   0.469  -0.708  CB    AG2  28  
RA8  C7    C7    C  0  1  N  N  N  13.407  -10.915  21.670   -6.749   0.277   0.263  CG    AG2  29  
RA8  C6    C6    C  0  1  N  N  N  12.327  -10.148  22.476   -7.917   1.170  -0.161  CD    AG2  30  
RA8  N4    N4    N  0  1  N  N  N  11.637  -11.139  23.254   -9.034   0.986   0.769  NE    AG2  31  
RA8  C2    C2    C  0  1  N  N  N  10.773  -10.753  24.089  -10.202   1.689   0.589  CZ    AG2  32  
RA8  N1    N1    N  0  1  N  N  N  10.595   -9.571  24.535  -10.314   2.520  -0.409  NH1   AG2  33  
RA8  N3    N3    N  0  1  N  N  N  10.175  -11.704  24.707  -11.250   1.517   1.461  NH2   AG2  34  
RA8  H271  H271  H  0  0  N  N  N  17.860  -14.794  26.631    4.324   0.396  -1.195  H2A   PMS  35  
RA8  H272  H272  H  0  0  N  N  N  18.873  -16.145  27.255    3.903   2.015  -0.587  H1    PMS  36  
RA8  H31   H31   H  0  1  N  N  N  20.963  -16.720  25.598    6.637  -0.334  -1.292  H2    PMS  37  
RA8  H32   H32   H  0  1  N  N  N  22.967  -15.598  24.669    8.996   0.349  -1.480  H3    PMS  38  
RA8  H33   H33   H  0  1  N  N  N  22.976  -13.132  24.364    9.672   2.630  -0.845  H4    PMS  39  
RA8  H34   H34   H  0  1  N  N  N  20.951  -11.820  24.927    7.989   4.229  -0.024  H5    PMS  40  
RA8  H35   H35   H  0  1  N  N  N  18.973  -12.930  25.900    5.629   3.549   0.155  H6    PMS  41  
RA8  H25   H25   H  0  1  N  N  N  17.405  -14.839  24.591    2.032   0.454   1.828  H     LEU  42  
RA8  H19   H19   H  0  1  N  N  N  18.946  -15.635  22.732    2.833  -1.018  -0.602  HA    LEU  43  
RA8  H201  H201  H  0  0  N  N  N  16.316  -15.954  21.490    1.557  -3.026   0.264  HB2   LEU  44  
RA8  H202  H202  H  0  0  N  N  N  17.962  -15.901  20.747    3.059  -2.682   1.155  HB3   LEU  45  
RA8  H21   H21   H  0  1  N  N  N  18.494  -17.887  22.390    1.566  -1.286   2.753  HG    LEU  46  
RA8  H221  H221  H  0  0  N  N  N  17.628  -19.501  20.699    2.575  -3.473   3.343  HD11  LEU  47  
RA8  H222  H222  H  0  0  N  N  N  16.559  -18.225  20.026    0.942  -3.315   4.034  HD12  LEU  48  
RA8  H223  H223  H  0  0  N  N  N  18.344  -18.059  19.904    1.202  -4.312   2.582  HD13  LEU  49  
RA8  H231  H231  H  0  0  N  N  N  16.469  -19.267  22.928   -0.488  -2.847   1.146  HD21  LEU  50  
RA8  H232  H232  H  0  0  N  N  N  16.373  -17.656  23.717   -0.818  -2.282   2.801  HD22  LEU  51  
RA8  H233  H233  H  0  0  N  N  N  15.414  -17.989  22.235   -0.465  -1.106   1.513  HD23  LEU  52  
RA8  H11   H11   H  0  1  N  N  N  18.358  -11.297  22.086   -0.954   0.300  -2.312  HA    PRO  53  
RA8  H131  H131  H  0  0  N  N  N  19.332  -12.007  19.230   -1.824  -2.508  -2.975  HB2   PRO  54  
RA8  H132  H132  H  0  0  N  N  N  20.093  -10.856  20.383   -1.588  -1.102  -4.064  HB3   PRO  55  
RA8  H141  H141  H  0  0  N  N  N  21.638  -12.432  21.070    0.805  -1.390  -4.102  HG2   PRO  56  
RA8  H142  H142  H  0  0  N  N  N  21.126  -13.400  19.662    0.264  -3.100  -4.018  HG3   PRO  57  
RA8  H171  H171  H  0  0  N  N  N  20.659  -14.004  22.495    1.937  -2.155  -2.115  HD2   PRO  58  
RA8  H172  H172  H  0  0  N  N  N  20.131  -14.958  21.091    0.563  -3.198  -1.635  HD3   PRO  59  
RA8  H10   H10   H  0  1  N  N  N  16.844   -9.789  20.873   -3.381   0.378  -1.957  HN1   AG2  60  
RA8  H91   H91   H  0  1  N  N  N  14.810  -11.774  19.769   -4.097  -0.154   0.723  HA1   AG2  61  
RA8  H92   H92   H  0  1  N  N  N  15.167  -10.291  18.846   -4.731  -1.467  -0.299  HA2   AG2  62  
RA8  H81   H81   H  0  1  N  N  N  13.412   -9.397  20.122   -5.899   0.199  -1.715  HB1   AG2  63  
RA8  H82   H82   H  0  1  N  N  N  14.696   -9.199  21.359   -5.266   1.512  -0.694  HB2   AG2  64  
RA8  H71   H71   H  0  1  N  N  N  14.125  -11.378  22.363   -6.432   0.547   1.270  HG1   AG2  65  
RA8  H72   H72   H  0  1  N  N  N  12.929  -11.698  21.064   -7.065  -0.766   0.249  HG2   AG2  66  
RA8  H61   H61   H  0  1  N  N  N  11.630   -9.632  21.799   -8.234   0.900  -1.168  HD1   AG2  67  
RA8  H62   H62   H  0  1  N  N  N  12.792   -9.396  23.130   -7.601   2.213  -0.147  HD2   AG2  68  
RA8  HN4   HN4   H  0  1  N  N  N  11.837  -12.112  23.137   -8.950   0.368   1.512  HE1   AG2  69  
RA8  HN1   HN1   H  0  1  N  N  N  11.244   -8.920  24.141   -9.575   2.642  -1.025  HH11  AG2  70  
RA8  HN31  HN31  H  0  0  N  N  N  10.410  -12.655  24.508  -12.074   2.013   1.334  HH21  AG2  71  
RA8  HN32  HN32  H  0  0  N  N  N   9.474  -11.494  25.388  -11.166   0.899   2.204  HH22  AG2  72  
#   #
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
RA8  N1   C2    DOUB  N  N   1  
RA8  N1   HN1   SING  N  N   2  
RA8  C2   N3    SING  N  N   3  
RA8  C2   N4    SING  N  N   4  
RA8  N3   HN31  SING  N  N   5  
RA8  N3   HN32  SING  N  N   6  
RA8  N4   C6    SING  N  N   7  
RA8  N4   HN4   SING  N  N   8  
RA8  C6   C7    SING  N  N   9  
RA8  C6   H61   SING  N  N  10  
RA8  C6   H62   SING  N  N  11  
RA8  C7   C8    SING  N  N  12  
RA8  C7   H71   SING  N  N  13  
RA8  C7   H72   SING  N  N  14  
RA8  C8   C9    SING  N  N  15  
RA8  C8   H81   SING  N  N  16  
RA8  C8   H82   SING  N  N  17  
RA8  C9   N10   SING  N  N  18  
RA8  C9   H91   SING  N  N  19  
RA8  C9   H92   SING  N  N  20  
RA8  N10  C5    SING  N  N  21  
RA8  N10  H10   SING  N  N  22  
RA8  C5   O12   DOUB  N  N  23  
RA8  C5   C11   SING  N  N  24  
RA8  C11  N16   SING  N  N  25  
RA8  C11  C13   SING  N  N  26  
RA8  C11  H11   SING  N  N  27  
RA8  N16  C18   SING  N  N  28  
RA8  N16  C17   SING  N  N  29  
RA8  C18  O24   DOUB  N  N  30  
RA8  C18  C19   SING  N  N  31  
RA8  C19  N25   SING  N  N  32  
RA8  C19  C20   SING  N  N  33  
RA8  C19  H19   SING  N  N  34  
RA8  N25  S26   SING  N  N  35  
RA8  N25  H25   SING  N  N  36  
RA8  S26  O15   DOUB  N  N  37  
RA8  S26  O29   DOUB  N  N  38  
RA8  S26  C27   SING  N  N  39  
RA8  C27  C30   SING  N  N  40  
RA8  C27  H271  SING  N  N  41  
RA8  C27  H272  SING  N  N  42  
RA8  C20  C21   SING  N  N  43  
RA8  C20  H201  SING  N  N  44  
RA8  C20  H202  SING  N  N  45  
RA8  C21  C23   SING  N  N  46  
RA8  C21  C22   SING  N  N  47  
RA8  C21  H21   SING  N  N  48  
RA8  C23  H231  SING  N  N  49  
RA8  C23  H232  SING  N  N  50  
RA8  C23  H233  SING  N  N  51  
RA8  C22  H221  SING  N  N  52  
RA8  C22  H222  SING  N  N  53  
RA8  C22  H223  SING  N  N  54  
RA8  C17  C14   SING  N  N  55  
RA8  C17  H171  SING  N  N  56  
RA8  C17  H172  SING  N  N  57  
RA8  C13  C14   SING  N  N  58  
RA8  C13  H131  SING  N  N  59  
RA8  C13  H132  SING  N  N  60  
RA8  C14  H141  SING  N  N  61  
RA8  C14  H142  SING  N  N  62  
RA8  C30  C31   DOUB  Y  N  63  
RA8  C30  C35   SING  Y  N  64  
RA8  C31  C32   SING  Y  N  65  
RA8  C31  H31   SING  N  N  66  
RA8  C32  C33   DOUB  Y  N  67  
RA8  C32  H32   SING  N  N  68  
RA8  C33  C34   SING  Y  N  69  
RA8  C33  H33   SING  N  N  70  
RA8  C34  C35   DOUB  Y  N  71  
RA8  C34  H34   SING  N  N  72  
RA8  C35  H35   SING  N  N  73  
#   #
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
RA8  SMILES            ACDLabs               12.01  "O=C(NCCCCNC(=[N@H])N)C2N(C(=O)C(NS(=O)(=O)Cc1ccccc1)CC(C)C)CCC2"  
RA8  InChI             InChI                 1.03   "InChI=1S/C23H38N6O4S/c1-17(2)15-19(28-34(32,33)16-18-9-4-3-5-10-18)22(31)29-14-8-11-20(29)21(30)26-12-6-7-13-27-23(24)25/h3-5,9-10,17,19-20,28H,6-8,11-16H2,1-2H3,(H,26,30)(H4,24,25,27)/t19-,20-/m0/s1"  
RA8  InChIKey          InChI                 1.03   DSVCYWOHJLRGMK-PMACEKPBSA-N  
RA8  SMILES_CANONICAL  CACTVS                3.385  "CC(C)C[C@H](N[S](=O)(=O)Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)NCCCCNC(N)=N"  
RA8  SMILES            CACTVS                3.385  "CC(C)C[CH](N[S](=O)(=O)Cc1ccccc1)C(=O)N2CCC[CH]2C(=O)NCCCCNC(N)=N"  
RA8  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.5  "[H]/N=C(/N)\NCCCCNC(=O)[C@@H]1CCCN1C(=O)[C@H](CC(C)C)NS(=O)(=O)Cc2ccccc2"  
RA8  SMILES            "OpenEye OEToolkits"  1.7.5  "CC(C)CC(C(=O)N1CCCC1C(=O)NCCCCNC(=N)N)NS(=O)(=O)Cc2ccccc2"  
#   #
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
RA8  "SYSTEMATIC NAME"  ACDLabs               12.01  "N-(benzylsulfonyl)-L-leucyl-N-(4-carbamimidamidobutyl)-L-prolinamide"  
RA8  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.0  "(2S)-N-(4-carbamimidamidobutyl)-1-[(2S)-4-methyl-2-(phenylmethylsulfonylamino)pentanoyl]pyrrolidine-2-carboxamide"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
RA8  "Create component"          2005-02-03  RCSB  
RA8  "Modify subcomponent list"  2011-02-24  RCSB  
RA8  "Modify descriptor"         2011-06-04  RCSB  
RA8  "Modify descriptor"         2012-01-05  RCSB  
RA8  "Modify subcomponent list"  2012-05-31  RCSB  
RA8  "Modify synonyms"           2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     RA8
_pdbx_chem_comp_synonyms.name        "1-GUANIDINO-4-(N-PHENYLMETHANESULFONYL-L-LEUCYL-L-PROLYLAMINO)BUTANE"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
