data_FD4
# 
_chem_comp.id                                    FD4 
_chem_comp.name                                  N-ALPHA-(2-NAPHTHYLSULFONYL)-N(3-AMIDINO-L-PHENYLALANINYL)-4-ACETYL-PIPERAZINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H29 N5 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-10-19 
_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                        507.605 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FD4 
_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        1K1M 
_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 
FD4 C65  C65  C 0 1 Y N N -3.173 5.654  20.249 0.917  1.020  -3.161 C65  FD4 1  
FD4 C66  C66  C 0 1 Y N N -3.745 6.936  20.207 1.553  -0.197 -3.293 C66  FD4 2  
FD4 C64  C64  C 0 1 Y N N -1.843 5.482  19.839 0.042  1.456  -4.140 C64  FD4 3  
FD4 C63  C63  C 0 1 Y N N -1.084 6.581  19.416 -0.204 0.673  -5.253 C63  FD4 4  
FD4 C62  C62  C 0 1 Y N N -1.656 7.865  19.379 0.420  -0.549 -5.393 C62  FD4 5  
FD4 C61  C61  C 0 1 Y N N -2.997 8.049  19.777 1.303  -0.994 -4.410 C61  FD4 6  
FD4 C25  C25  C 0 1 N N N -3.634 9.426  19.742 1.977  -2.304 -4.554 C25  FD4 7  
FD4 N43  N43  N 0 1 N N N -2.955 10.440 19.266 1.732  -3.087 -5.661 N43  FD4 8  
FD4 N54  N54  N 0 1 N N N -4.863 9.576  20.184 2.801  -2.718 -3.633 N54  FD4 9  
FD4 C34  C34  C 0 1 N N N -3.997 4.442  20.713 1.181  1.879  -1.952 C34  FD4 10 
FD4 C31  C31  C 0 1 N N S -3.940 4.216  22.259 0.177  1.531  -0.850 C31  FD4 11 
FD4 C35  C35  C 0 1 N N N -2.610 4.618  22.862 0.520  2.297  0.401  C35  FD4 12 
FD4 O36  O36  O 0 1 N N N -2.517 5.804  23.154 -0.052 3.335  0.653  O36  FD4 13 
FD4 N81  N81  N 0 1 N N N -1.575 3.758  23.068 1.464  1.827  1.241  N81  FD4 14 
FD4 C71  C71  C 0 1 N N N -1.545 2.438  22.440 1.766  2.531  2.495  C71  FD4 15 
FD4 C72  C72  C 0 1 N N N -1.129 1.475  23.569 1.614  1.544  3.659  C72  FD4 16 
FD4 C74  C74  C 0 1 N N N 0.160  3.396  24.659 2.061  -0.381 2.080  C74  FD4 17 
FD4 C75  C75  C 0 1 N N N -0.294 4.302  23.497 2.209  0.602  0.918  C75  FD4 18 
FD4 N40  N40  N 0 1 N N N -0.002 1.973  24.364 2.359  0.319  3.337  N40  FD4 19 
FD4 N29  N29  N 0 1 N N N -5.015 4.948  22.932 -1.172 1.892  -1.289 N29  FD4 20 
FD4 S12  S12  S 0 1 N N N -5.889 4.253  24.253 -2.345 0.728  -1.402 S12  FD4 21 
FD4 O32  O32  O 0 1 N N N -6.929 5.166  24.637 -3.553 1.423  -1.676 O32  FD4 22 
FD4 O33  O33  O 0 1 N N N -6.218 2.879  23.927 -1.788 -0.302 -2.206 O33  FD4 23 
FD4 C2   C2   C 0 1 Y N N -4.656 4.290  25.495 -2.548 0.028  0.201  C2   FD4 24 
FD4 C3   C3   C 0 1 Y N N -4.300 5.515  26.086 -3.476 0.584  1.080  C3   FD4 25 
FD4 C4   C4   C 0 1 Y N N -3.327 5.579  27.085 -3.658 0.068  2.326  C4   FD4 26 
FD4 C9   C9   C 0 1 Y N N -3.035 3.174  26.951 -1.958 -1.609 1.841  C9   FD4 27 
FD4 C10  C10  C 0 1 Y N N -2.693 4.419  27.522 -2.901 -1.043 2.736  C10  FD4 28 
FD4 C1   C1   C 0 1 Y N N -4.029 3.111  25.933 -1.802 -1.051 0.561  C1   FD4 29 
FD4 C5   C5   C 0 1 Y N N -1.728 4.486  28.521 -3.061 -1.604 4.014  C5   FD4 30 
FD4 C6   C6   C 0 1 Y N N -1.064 3.326  28.927 -2.311 -2.681 4.375  C6   FD4 31 
FD4 C7   C7   C 0 1 Y N N -1.418 2.083  28.378 -1.384 -3.237 3.496  C7   FD4 32 
FD4 C8   C8   C 0 1 Y N N -2.400 2.006  27.384 -1.201 -2.720 2.250  C8   FD4 33 
FD4 C48  C48  C 0 1 N N N 0.932  1.067  24.796 3.303  -0.150 4.177  C48  FD4 34 
FD4 O49  O49  O 0 1 N N N 1.847  1.394  25.538 3.544  0.439  5.209  O49  FD4 35 
FD4 C55  C55  C 0 1 N N N 0.891  -0.395 24.408 4.059  -1.407 3.833  C55  FD4 36 
FD4 H661 1H66 H 0 0 N N N -4.795 7.071  20.516 2.236  -0.536 -2.528 H661 FD4 37 
FD4 H641 1H64 H 0 0 N N N -1.391 4.476  19.849 -0.449 2.412  -4.035 H641 FD4 38 
FD4 H631 1H63 H 0 0 N N N -0.034 6.435  19.112 -0.888 1.019  -6.015 H631 FD4 39 
FD4 H621 1H62 H 0 0 N N N -1.055 8.725  19.039 0.226  -1.159 -6.263 H621 FD4 40 
FD4 H431 1H43 H 0 0 N N N -2.636 10.205 18.326 2.173  -3.946 -5.755 H431 FD4 41 
FD4 H432 2H43 H 0 0 N N N -3.383 11.366 19.243 1.118  -2.779 -6.346 H432 FD4 42 
FD4 H541 1H54 H 0 0 N N N -5.239 10.460 19.841 3.242  -3.576 -3.728 H541 FD4 43 
FD4 H341 1H34 H 0 0 N N N -3.691 3.520  20.165 1.074  2.930  -2.222 H341 FD4 44 
FD4 H342 2H34 H 0 0 N N N -5.052 4.521  20.362 2.193  1.698  -1.591 H342 FD4 45 
FD4 H311 1H31 H 0 0 N N N -4.070 3.120  22.417 0.219  0.462  -0.645 H311 FD4 46 
FD4 H711 1H71 H 0 0 N N N -0.897 2.382  21.535 1.071  3.361  2.625  H711 FD4 47 
FD4 H712 2H71 H 0 0 N N N -2.497 2.156  21.932 2.789  2.908  2.466  H712 FD4 48 
FD4 H721 1H72 H 0 0 N N N -0.912 0.459  23.165 0.560  1.305  3.800  H721 FD4 49 
FD4 H722 2H72 H 0 0 N N N -1.998 1.230  24.223 2.016  1.988  4.570  H722 FD4 50 
FD4 H741 1H74 H 0 0 N N N -0.361 3.670  25.606 2.756  -1.210 1.948  H741 FD4 51 
FD4 H742 2H74 H 0 0 N N N 1.210  3.625  24.958 1.039  -0.758 2.111  H742 FD4 52 
FD4 H751 1H75 H 0 0 N N N -0.329 5.386  23.758 1.807  0.158  0.008  H751 FD4 53 
FD4 H752 2H75 H 0 0 N N N 0.455  4.391  22.676 3.263  0.842  0.777  H752 FD4 54 
FD4 H291 1H29 H 0 0 N N N -5.691 5.235  22.224 -1.380 2.813  -1.513 H291 FD4 55 
FD4 H31  1H3  H 0 1 N N N -4.794 6.445  25.759 -4.058 1.438  0.768  H31  FD4 56 
FD4 H41  1H4  H 0 1 N N N -3.058 6.551  27.531 -4.380 0.510  2.997  H41  FD4 57 
FD4 H11  1H1  H 0 1 N N N -4.314 2.146  25.482 -1.090 -1.474 -0.132 H11  FD4 58 
FD4 H51  1H5  H 0 1 N N N -1.490 5.456  28.990 -3.776 -1.183 4.706  H51  FD4 59 
FD4 H61  1H6  H 0 1 N N N -0.261 3.392  29.680 -2.436 -3.110 5.358  H61  FD4 60 
FD4 H71  1H7  H 0 1 N N N -0.922 1.163  28.729 -0.801 -4.091 3.808  H71  FD4 61 
FD4 H81  1H8  H 0 1 N N N -2.672 1.031  26.945 -0.479 -3.161 1.580  H81  FD4 62 
FD4 H551 1H55 H 0 0 N N N 0.863  -0.446 23.295 4.775  -1.629 4.625  H551 FD4 63 
FD4 H552 2H55 H 0 0 N N N 1.651  -1.132 24.759 3.359  -2.236 3.734  H552 FD4 64 
FD4 H553 3H55 H 0 0 N N N -0.114 -0.789 24.688 4.591  -1.266 2.892  H553 FD4 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 
FD4 C65 C66  DOUB Y N 1  
FD4 C65 C64  SING Y N 2  
FD4 C65 C34  SING N N 3  
FD4 C66 C61  SING Y N 4  
FD4 C66 H661 SING N N 5  
FD4 C64 C63  DOUB Y N 6  
FD4 C64 H641 SING N N 7  
FD4 C63 C62  SING Y N 8  
FD4 C63 H631 SING N N 9  
FD4 C62 C61  DOUB Y N 10 
FD4 C62 H621 SING N N 11 
FD4 C61 C25  SING N N 12 
FD4 C25 N43  SING N N 13 
FD4 C25 N54  DOUB N N 14 
FD4 N43 H431 SING N N 15 
FD4 N43 H432 SING N N 16 
FD4 N54 H541 SING N N 17 
FD4 C34 C31  SING N N 18 
FD4 C34 H341 SING N N 19 
FD4 C34 H342 SING N N 20 
FD4 C31 C35  SING N N 21 
FD4 C31 N29  SING N N 22 
FD4 C31 H311 SING N N 23 
FD4 C35 O36  DOUB N N 24 
FD4 C35 N81  SING N N 25 
FD4 N81 C71  SING N N 26 
FD4 N81 C75  SING N N 27 
FD4 C71 C72  SING N N 28 
FD4 C71 H711 SING N N 29 
FD4 C71 H712 SING N N 30 
FD4 C72 N40  SING N N 31 
FD4 C72 H721 SING N N 32 
FD4 C72 H722 SING N N 33 
FD4 C74 C75  SING N N 34 
FD4 C74 N40  SING N N 35 
FD4 C74 H741 SING N N 36 
FD4 C74 H742 SING N N 37 
FD4 C75 H751 SING N N 38 
FD4 C75 H752 SING N N 39 
FD4 N40 C48  SING N N 40 
FD4 N29 S12  SING N N 41 
FD4 N29 H291 SING N N 42 
FD4 S12 O32  DOUB N N 43 
FD4 S12 O33  DOUB N N 44 
FD4 S12 C2   SING N N 45 
FD4 C2  C3   DOUB Y N 46 
FD4 C2  C1   SING Y N 47 
FD4 C3  C4   SING Y N 48 
FD4 C3  H31  SING N N 49 
FD4 C4  C10  DOUB Y N 50 
FD4 C4  H41  SING N N 51 
FD4 C9  C10  SING Y N 52 
FD4 C9  C1   DOUB Y N 53 
FD4 C9  C8   SING Y N 54 
FD4 C10 C5   SING Y N 55 
FD4 C1  H11  SING N N 56 
FD4 C5  C6   DOUB Y N 57 
FD4 C5  H51  SING N N 58 
FD4 C6  C7   SING Y N 59 
FD4 C6  H61  SING N N 60 
FD4 C7  C8   DOUB Y N 61 
FD4 C7  H71  SING N N 62 
FD4 C8  H81  SING N N 63 
FD4 C48 O49  DOUB N N 64 
FD4 C48 C55  SING N N 65 
FD4 C55 H551 SING N N 66 
FD4 C55 H552 SING N N 67 
FD4 C55 H553 SING N N 68 
# 
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 
FD4 SMILES           ACDLabs              10.04 O=C(N4CCN(C(=O)C(NS(=O)(=O)c2cc1ccccc1cc2)Cc3cc(C(=[N@H])N)ccc3)CC4)C 
FD4 InChI            InChI                1.02b 
InChI=1/C26H29N5O4S/c1-18(32)30-11-13-31(14-12-30)26(33)24(16-19-5-4-8-22(15-19)25(27)28)29-36(34,35)23-10-9-20-6-2-3-7-21(20)17-23/h2-10,15,17,24,29H,11-14,16H2,1H3,(H3,27,28)/t24-/m0/s1/f/h27H,28H2/b27-25- 
FD4 InChIKey         InChI                1.02b ZUWBXGHMVKDMQO-DIJWLAMJDS 
FD4 SMILES_CANONICAL CACTVS               3.341 CC(=O)N1CCN(CC1)C(=O)[C@H](Cc2cccc(c2)C(N)=N)N[S](=O)(=O)c3ccc4ccccc4c3 
FD4 SMILES           CACTVS               3.341 CC(=O)N1CCN(CC1)C(=O)[CH](Cc2cccc(c2)C(N)=N)N[S](=O)(=O)c3ccc4ccccc4c3 
FD4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)N1CCN(CC1)C(=O)[C@H](Cc2cccc(c2)C(=N)N)NS(=O)(=O)c3ccc4ccccc4c3 
FD4 SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)N1CCN(CC1)C(=O)C(Cc2cccc(c2)C(=N)N)NS(=O)(=O)c3ccc4ccccc4c3 
# 
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 
FD4 "SYSTEMATIC NAME" ACDLabs              10.04 3-{(2S)-3-(4-acetylpiperazin-1-yl)-2-[(naphthalen-2-ylsulfonyl)amino]-3-oxopropyl}benzenecarboximidamide  
FD4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-[(2S)-3-(4-ethanoylpiperazin-1-yl)-2-(naphthalen-2-ylsulfonylamino)-3-oxo-propyl]benzenecarboximidamide 
# 
