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                                  NON-POLYMER 
_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                    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                        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        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1YPL 
_chem_comp.pdbx_subcomponent_list                ? 
_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 N1   N1   N 0 1 N N N 10.595 -9.571  24.535 -10.390 -1.778 0.540  N1   RA8 1  
RA8 C2   C2   C 0 1 N N N 10.773 -10.753 24.089 -10.132 -1.347 -0.662 C2   RA8 2  
RA8 N3   N3   N 0 1 N N N 10.175 -11.704 24.707 -11.114 -1.364 -1.624 N3   RA8 3  
RA8 N4   N4   N 0 1 N N N 11.637 -11.139 23.254 -8.877  -0.876 -0.969 N4   RA8 4  
RA8 C6   C6   C 0 1 N N N 12.327 -10.148 22.476 -7.831  -0.858 0.056  C6   RA8 5  
RA8 C7   C7   C 0 1 N N N 13.407 -10.915 21.670 -6.541  -0.291 -0.542 C7   RA8 6  
RA8 C8   C8   C 0 1 N N N 14.140 -9.929  20.752 -5.448  -0.272 0.528  C8   RA8 7  
RA8 C9   C9   C 0 1 N N N 15.126 -10.724 19.856 -4.159  0.295  -0.069 C9   RA8 8  
RA8 N10  N10  N 0 1 N N N 16.441 -10.631 20.515 -3.112  0.313  0.956  N10  RA8 9  
RA8 C5   C5   C 0 1 N N N 17.085 -11.983 20.570 -1.883  0.776  0.655  C5   RA8 10 
RA8 O12  O12  O 0 1 N N N 16.745 -12.906 19.838 -1.642  1.176  -0.464 O12  RA8 11 
RA8 C11  C11  C 0 1 N N S 18.407 -12.060 21.295 -0.806  0.794  1.709  C11  RA8 12 
RA8 N16  N16  N 0 1 N N N 18.631 -13.427 21.740 0.439   1.348  1.157  N16  RA8 13 
RA8 C18  C18  C 0 1 N N N 17.873 -13.960 22.730 1.145   0.826  0.134  C18  RA8 14 
RA8 O24  O24  O 0 1 N N N 16.811 -13.401 22.966 0.765   -0.190 -0.408 O24  RA8 15 
RA8 C19  C19  C 0 1 N N S 17.890 -15.341 22.823 2.406   1.504  -0.335 C19  RA8 16 
RA8 N25  N25  N 0 1 N N N 17.387 -15.709 24.098 2.983   0.747  -1.449 N25  RA8 17 
RA8 S26  S26  S 0 1 N N N 17.854 -16.682 25.150 4.200   -0.340 -1.169 S26  RA8 18 
RA8 O15  O15  O 0 1 N N N 16.712 -17.262 25.825 5.153   0.431  -0.451 O15  RA8 19 
RA8 O29  O29  O 0 1 N N N 18.890 -17.516 24.586 4.468   -0.854 -2.466 O29  RA8 20 
RA8 C27  C27  C 0 1 N N N 18.593 -15.568 26.362 3.409   -1.581 -0.108 C27  RA8 21 
RA8 C20  C20  C 0 1 N N N 17.383 -16.175 21.641 2.078   2.925  -0.799 C20  RA8 22 
RA8 C21  C21  C 0 1 N N N 17.540 -17.688 21.880 3.370   3.641  -1.199 C21  RA8 23 
RA8 C23  C23  C 0 1 N N N 16.364 -18.186 22.753 3.030   5.006  -1.801 C23  RA8 24 
RA8 C22  C22  C 0 1 N N N 17.516 -18.420 20.532 4.250   3.834  0.038  C22  RA8 25 
RA8 C17  C17  C 0 1 N N N 20.122 -13.952 21.536 0.784   2.572  1.902  C17  RA8 26 
RA8 C13  C13  C 0 1 N N N 19.678 -11.868 20.265 -1.233  1.706  2.879  C13  RA8 27 
RA8 C14  C14  C 0 1 N N N 20.776 -12.913 20.584 0.093   2.406  3.279  C14  RA8 28 
RA8 C30  C30  C 0 1 Y N N 19.836 -14.898 25.795 4.407   -2.656 0.238  C30  RA8 29 
RA8 C31  C31  C 0 1 Y N N 20.965 -15.649 25.456 5.195   -2.530 1.367  C31  RA8 30 
RA8 C32  C32  C 0 1 Y N N 22.096 -15.016 24.934 6.111   -3.515 1.684  C32  RA8 31 
RA8 C33  C33  C 0 1 Y N N 22.100 -13.628 24.755 6.239   -4.627 0.873  C33  RA8 32 
RA8 C34  C34  C 0 1 Y N N 20.960 -12.888 25.087 5.450   -4.754 -0.256 C34  RA8 33 
RA8 C35  C35  C 0 1 Y N N 19.838 -13.513 25.621 4.532   -3.770 -0.571 C35  RA8 34 
RA8 HN1  HN1  H 0 1 N N N 11.342 -8.975  24.178 -11.275 -2.110 0.757  HN1  RA8 35 
RA8 HN31 1HN3 H 0 0 N N N 9.176  -11.504 24.753 -10.922 -1.044 -2.519 HN31 RA8 36 
RA8 HN32 2HN3 H 0 0 N N N 10.317 -12.649 24.350 -11.999 -1.697 -1.408 HN32 RA8 37 
RA8 HN4  HN4  H 0 1 N N N 11.209 -11.817 22.623 -8.685  -0.555 -1.864 HN4  RA8 38 
RA8 H61  1H6  H 0 1 N N N 12.738 -9.310  23.086 -7.651  -1.873 0.410  H61  RA8 39 
RA8 H62  2H6  H 0 1 N N N 11.650 -9.532  21.839 -8.150  -0.233 0.890  H62  RA8 40 
RA8 H71  1H7  H 0 1 N N N 12.983 -11.781 21.110 -6.721  0.724  -0.896 H71  RA8 41 
RA8 H72  2H7  H 0 1 N N N 14.106 -11.481 22.329 -6.222  -0.915 -1.376 H72  RA8 42 
RA8 H81  1H8  H 0 1 N N N 14.643 -9.111  21.319 -5.269  -1.287 0.883  H81  RA8 43 
RA8 H82  2H8  H 0 1 N N N 13.439 -9.296  20.159 -5.768  0.353  1.363  H82  RA8 44 
RA8 H91  1H9  H 0 1 N N N 15.136 -10.383 18.795 -4.338  1.310  -0.423 H91  RA8 45 
RA8 H92  2H9  H 0 1 N N N 14.801 -11.772 19.659 -3.840  -0.329 -0.903 H92  RA8 46 
RA8 H10  H10  H 0 1 N N N 16.843 -9.766  20.877 -3.305  -0.007 1.851  H10  RA8 47 
RA8 H11  H11  H 0 1 N N N 18.357 -11.286 22.096 -0.627  -0.217 2.074  H11  RA8 48 
RA8 H19  H19  H 0 1 N N N 18.960 -15.639 22.731 3.123   1.546  0.485  H19  RA8 49 
RA8 H25  H25  H 0 1 N N N 16.424 -15.989 23.912 2.651   0.883  -2.350 H25  RA8 50 
RA8 H271 1H27 H 0 0 N N N 18.808 -16.090 27.324 3.055   -1.106 0.806  H271 RA8 51 
RA8 H272 2H27 H 0 0 N N N 17.856 -14.820 26.737 2.565   -2.026 -0.636 H272 RA8 52 
RA8 H201 1H20 H 0 0 N N N 17.876 -15.865 20.690 1.596   3.470  0.012  H201 RA8 53 
RA8 H202 2H20 H 0 0 N N N 16.328 -15.915 21.389 1.407   2.881  -1.657 H202 RA8 54 
RA8 H21  H21  H 0 1 N N N 18.507 -17.890 22.397 3.904   3.042  -1.936 H21  RA8 55 
RA8 H231 1H23 H 0 0 N N N 15.372 -17.926 22.316 3.950   5.517  -2.086 H231 RA8 56 
RA8 H232 2H23 H 0 0 N N N 16.478 -19.282 22.926 2.403   4.869  -2.682 H232 RA8 57 
RA8 H233 3H23 H 0 0 N N N 16.270 -17.613 23.705 2.495   5.606  -1.064 H233 RA8 58 
RA8 H221 1H22 H 0 0 N N N 18.279 -18.023 19.822 3.715   4.433  0.775  H221 RA8 59 
RA8 H222 2H22 H 0 0 N N N 17.630 -19.516 20.705 4.492   2.861  0.466  H222 RA8 60 
RA8 H223 3H22 H 0 0 N N N 16.605 -18.179 19.936 5.170   4.344  -0.247 H223 RA8 61 
RA8 H171 1H17 H 0 0 N N N 20.188 -15.004 21.174 1.864   2.648  2.027  H171 RA8 62 
RA8 H172 2H17 H 0 0 N N N 20.682 -14.112 22.487 0.398   3.451  1.388  H172 RA8 63 
RA8 H131 1H13 H 0 0 N N N 20.075 -10.826 20.279 -1.623  1.116  3.709  H131 RA8 64 
RA8 H132 2H13 H 0 0 N N N 19.361 -11.906 19.197 -1.969  2.437  2.545  H132 RA8 65 
RA8 H141 1H14 H 0 0 N N N 21.231 -13.370 19.674 0.685   1.773  3.940  H141 RA8 66 
RA8 H142 2H14 H 0 0 N N N 21.711 -12.463 20.993 -0.100  3.375  3.739  H142 RA8 67 
RA8 H31  H31  H 0 1 N N N 20.963 -16.742 25.601 5.095   -1.661 2.001  H31  RA8 68 
RA8 H32  H32  H 0 1 N N N 22.984 -15.611 24.664 6.727   -3.416 2.566  H32  RA8 69 
RA8 H33  H33  H 0 1 N N N 22.995 -13.121 24.355 6.955   -5.397 1.121  H33  RA8 70 
RA8 H34  H34  H 0 1 N N N 20.946 -11.797 24.926 5.551   -5.622 -0.890 H34  RA8 71 
RA8 H35  H35  H 0 1 N N N 18.956 -12.914 25.905 3.916   -3.869 -1.452 H35  RA8 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              10.04 O=C(NCCCCNC(=[N@H])N)C2N(C(=O)C(NS(=O)(=O)Cc1ccccc1)CC(C)C)CCC2 
RA8 InChI            InChI                1.02b 
InChI=1/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/f/h24,26-27H,25H2/b24-23- 
RA8 InChIKey         InChI                1.02b DSVCYWOHJLRGMK-CJGROBBVDP 
RA8 SMILES_CANONICAL CACTVS               3.341 CC(C)C[C@H](N[S](=O)(=O)Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)NCCCCNC(N)=N 
RA8 SMILES           CACTVS               3.341 CC(C)C[CH](N[S](=O)(=O)Cc1ccccc1)C(=O)N2CCC[CH]2C(=O)NCCCCNC(N)=N 
RA8 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)C[C@@H](C(=O)N1CCC[C@H]1C(=O)NCCCCNC(=N)N)NS(=O)(=O)Cc2ccccc2 
RA8 SMILES           "OpenEye OEToolkits" 1.5.0 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              10.04 N-(benzylsulfonyl)-L-leucyl-N-(4-carbamimidamidobutyl)-L-prolinamide                                              
RA8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-N-(4-carbamimidamidobutyl)-1-[(2S)-4-methyl-2-(phenylmethylsulfonylamino)pentanoyl]pyrrolidine-2-carboxamide 
# 
