data_FD3
# 
_chem_comp.id                                    FD3 
_chem_comp.name                                  "N-ALPHA-(2-NAPHTHYLSULFONYL)-3-AMIDINO-L-PHENYLALANINE PIPERAZIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H27 N5 O3 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                        465.568 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FD3 
_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        1K1L 
_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 
FD3 C65  C65  C 0 1 Y N N -3.245 5.748  20.208 -0.606 0.814  2.960  C65  FD3 1  
FD3 C66  C66  C 0 1 Y N N -3.813 7.028  20.103 -0.634 -0.502 3.369  C66  FD3 2  
FD3 C64  C64  C 0 1 Y N N -1.896 5.564  19.825 0.221  1.721  3.597  C64  FD3 3  
FD3 C63  C63  C 0 1 Y N N -1.128 6.645  19.371 1.019  1.316  4.652  C63  FD3 4  
FD3 C62  C62  C 0 1 Y N N -1.707 7.924  19.276 0.994  0.003  5.074  C62  FD3 5  
FD3 C61  C61  C 0 1 Y N N -3.056 8.117  19.640 0.162  -0.916 4.436  C61  FD3 6  
FD3 C25  C25  C 0 1 N N N -3.694 9.474  19.544 0.131  -2.327 4.884  C25  FD3 7  
FD3 N43  N43  N 0 1 N N N -2.981 10.491 19.139 0.924  -2.733 5.935  N43  FD3 8  
FD3 N54  N54  N 0 1 N N N -4.956 9.614  19.886 -0.646 -3.183 4.286  N54  FD3 9  
FD3 C34  C34  C 0 1 N N N -4.090 4.560  20.713 -1.473 1.265  1.812  C34  FD3 10 
FD3 C31  C31  C 0 1 N N S -4.052 4.382  22.242 -0.706 1.099  0.499  C31  FD3 11 
FD3 C35  C35  C 0 1 N N N -2.733 4.759  22.885 -1.573 1.549  -0.648 C35  FD3 12 
FD3 O36  O36  O 0 1 N N N -2.706 5.896  23.353 -1.519 2.698  -1.035 O36  FD3 13 
FD3 N81  N81  N 0 1 N N N -1.653 3.922  22.912 -2.408 0.676  -1.244 N81  FD3 14 
FD3 C71  C71  C 0 1 N N N -1.595 2.734  22.030 -2.576 -0.690 -0.724 C71  FD3 15 
FD3 C72  C72  C 0 1 N N N -1.119 1.567  22.931 -4.075 -0.982 -0.606 C72  FD3 16 
FD3 C74  C74  C 0 1 N N N 0.130  3.304  24.376 -4.645 0.658  -2.211 C74  FD3 17 
FD3 C75  C75  C 0 1 N N N -0.372 4.427  23.437 -3.187 1.060  -2.432 C75  FD3 18 
FD3 N40  N40  N 0 1 N N N -0.025 1.937  23.806 -4.721 -0.774 -1.907 N40  FD3 19 
FD3 N29  N29  N 0 1 N N N -5.156 5.101  22.893 0.511  1.912  0.539  N29  FD3 20 
FD3 S12  S12  S 0 1 N N N -6.016 4.356  24.182 1.982  1.215  0.233  S12  FD3 21 
FD3 O32  O32  O 0 1 N N N -7.070 5.238  24.608 2.913  2.288  0.178  O32  FD3 22 
FD3 O33  O33  O 0 1 N N N -6.266 2.988  23.875 2.068  0.096  1.105  O33  FD3 23 
FD3 C2   C2   C 0 1 Y N N -4.759 4.410  25.360 1.921  0.549  -1.396 C2   FD3 24 
FD3 C3   C3   C 0 1 Y N N -4.471 5.648  25.958 2.304  1.343  -2.476 C3   FD3 25 
FD3 C4   C4   C 0 1 Y N N -3.443 5.755  26.929 2.269  0.859  -3.748 C4   FD3 26 
FD3 C9   C9   C 0 1 Y N N -3.019 3.330  26.677 1.452  -1.265 -2.880 C9   FD3 27 
FD3 C10  C10  C 0 1 Y N N -2.710 4.586  27.297 1.841  -0.458 -3.979 C10  FD3 28 
FD3 C1   C1   C 0 1 Y N N -4.054 3.259  25.707 1.507  -0.733 -1.581 C1   FD3 29 
FD3 C5   C5   C 0 1 Y N N -1.668 4.628  28.275 1.791  -0.993 -5.277 C5   FD3 30 
FD3 C6   C6   C 0 1 Y N N -0.945 3.441  28.625 1.372  -2.275 -5.463 C6   FD3 31 
FD3 C7   C7   C 0 1 Y N N -1.266 2.211  28.000 0.989  -3.068 -4.383 C7   FD3 32 
FD3 C8   C8   C 0 1 Y N N -2.291 2.150  27.033 1.024  -2.584 -3.111 C8   FD3 33 
FD3 H661 1H66 H 0 0 N N N -4.868 7.180  20.388 -1.281 -1.210 2.871  H661 FD3 34 
FD3 H641 1H64 H 0 0 N N N -1.436 4.563  19.881 0.244  2.750  3.270  H641 FD3 35 
FD3 H631 1H63 H 0 0 N N N -0.073 6.490  19.090 1.663  2.029  5.145  H631 FD3 36 
FD3 H621 1H62 H 0 0 N N N -1.104 8.775  18.917 1.618  -0.312 5.898  H621 FD3 37 
FD3 H431 1H43 H 0 0 N N N -2.568 10.260 18.235 0.904  -3.658 6.229  H431 FD3 38 
FD3 H432 2H43 H 0 0 N N N -3.414 11.412 19.074 1.507  -2.097 6.378  H432 FD3 39 
FD3 H541 1H54 H 0 0 N N N -5.351 10.516 19.621 -1.205 -2.897 3.547  H541 FD3 40 
FD3 H341 1H34 H 0 0 N N N -3.791 3.617  20.199 -2.379 0.660  1.783  H341 FD3 41 
FD3 H342 2H34 H 0 0 N N N -5.142 4.643  20.352 -1.739 2.313  1.948  H342 FD3 42 
FD3 H311 1H31 H 0 0 N N N -4.174 3.286  22.403 -0.439 0.051  0.363  H311 FD3 43 
FD3 H711 1H71 H 0 0 N N N -0.966 2.882  21.121 -2.116 -1.402 -1.410 H711 FD3 44 
FD3 H712 2H71 H 0 0 N N N -2.552 2.526  21.497 -2.107 -0.769 0.256  H712 FD3 45 
FD3 H721 1H72 H 0 0 N N N -0.854 0.674  22.318 -4.220 -2.015 -0.289 H721 FD3 46 
FD3 H722 2H72 H 0 0 N N N -1.969 1.142  23.514 -4.518 -0.311 0.130  H722 FD3 47 
FD3 H741 1H74 H 0 0 N N N -0.364 3.374  25.373 -5.221 0.870  -3.112 H741 FD3 48 
FD3 H742 2H74 H 0 0 N N N 1.187  3.487  24.679 -5.053 1.229  -1.377 H742 FD3 49 
FD3 H751 1H75 H 0 0 N N N -0.442 5.429  23.922 -3.122 2.138  -2.583 H751 FD3 50 
FD3 H752 2H75 H 0 0 N N N 0.359  4.722  22.648 -2.792 0.543  -3.307 H752 FD3 51 
FD3 H401 1H40 H 0 0 N N N 0.844  1.707  23.323 -5.698 -0.993 -1.784 H401 FD3 52 
FD3 H291 1H29 H 0 0 N N N -5.825 5.384  22.177 0.456  2.859  0.744  H291 FD3 53 
FD3 H31  1H3  H 0 1 N N N -5.053 6.538  25.665 2.633  2.357  -2.302 H31  FD3 54 
FD3 H41  1H4  H 0 1 N N N -3.217 6.731  27.390 2.568  1.486  -4.575 H41  FD3 55 
FD3 H11  1H1  H 0 1 N N N -4.312 2.304  25.220 1.218  -1.337 -0.734 H11  FD3 56 
FD3 H51  1H5  H 0 1 N N N -1.420 5.585  28.764 2.085  -0.390 -6.124 H51  FD3 57 
FD3 H61  1H6  H 0 1 N N N -0.139 3.474  29.378 1.335  -2.683 -6.462 H61  FD3 58 
FD3 H71  1H7  H 0 1 N N N -0.714 1.295  28.268 0.660  -4.081 -4.557 H71  FD3 59 
FD3 H81  1H8  H 0 1 N N N -2.522 1.183  26.557 0.724  -3.210 -2.284 H81  FD3 60 
# 
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 
FD3 C65 C66  DOUB Y N 1  
FD3 C65 C64  SING Y N 2  
FD3 C65 C34  SING N N 3  
FD3 C66 C61  SING Y N 4  
FD3 C66 H661 SING N N 5  
FD3 C64 C63  DOUB Y N 6  
FD3 C64 H641 SING N N 7  
FD3 C63 C62  SING Y N 8  
FD3 C63 H631 SING N N 9  
FD3 C62 C61  DOUB Y N 10 
FD3 C62 H621 SING N N 11 
FD3 C61 C25  SING N N 12 
FD3 C25 N43  SING N N 13 
FD3 C25 N54  DOUB N Z 14 
FD3 N43 H431 SING N N 15 
FD3 N43 H432 SING N N 16 
FD3 N54 H541 SING N N 17 
FD3 C34 C31  SING N N 18 
FD3 C34 H341 SING N N 19 
FD3 C34 H342 SING N N 20 
FD3 C31 C35  SING N N 21 
FD3 C31 N29  SING N N 22 
FD3 C31 H311 SING N N 23 
FD3 C35 O36  DOUB N N 24 
FD3 C35 N81  SING N N 25 
FD3 N81 C71  SING N N 26 
FD3 N81 C75  SING N N 27 
FD3 C71 C72  SING N N 28 
FD3 C71 H711 SING N N 29 
FD3 C71 H712 SING N N 30 
FD3 C72 N40  SING N N 31 
FD3 C72 H721 SING N N 32 
FD3 C72 H722 SING N N 33 
FD3 C74 C75  SING N N 34 
FD3 C74 N40  SING N N 35 
FD3 C74 H741 SING N N 36 
FD3 C74 H742 SING N N 37 
FD3 C75 H751 SING N N 38 
FD3 C75 H752 SING N N 39 
FD3 N40 H401 SING N N 40 
FD3 N29 S12  SING N N 41 
FD3 N29 H291 SING N N 42 
FD3 S12 O32  DOUB N N 43 
FD3 S12 O33  DOUB N N 44 
FD3 S12 C2   SING N N 45 
FD3 C2  C3   DOUB Y N 46 
FD3 C2  C1   SING Y N 47 
FD3 C3  C4   SING Y N 48 
FD3 C3  H31  SING N N 49 
FD3 C4  C10  DOUB Y N 50 
FD3 C4  H41  SING N N 51 
FD3 C9  C10  SING Y N 52 
FD3 C9  C1   DOUB Y N 53 
FD3 C9  C8   SING Y N 54 
FD3 C10 C5   SING Y N 55 
FD3 C1  H11  SING N N 56 
FD3 C5  C6   DOUB Y N 57 
FD3 C5  H51  SING N N 58 
FD3 C6  C7   SING Y N 59 
FD3 C6  H61  SING N N 60 
FD3 C7  C8   DOUB Y N 61 
FD3 C7  H71  SING N N 62 
FD3 C8  H81  SING N N 63 
# 
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 
FD3 SMILES           ACDLabs              10.04 O=C(N1CCNCC1)C(NS(=O)(=O)c3cc2ccccc2cc3)Cc4cc(C(=[N@H])N)ccc4                                                                                                                                        
FD3 InChI            InChI                1.02b InChI=1/C24H27N5O3S/c25-23(26)20-7-3-4-17(14-20)15-22(24(30)29-12-10-27-11-13-29)28-33(31,32)21-9-8-18-5-1-2-6-19(18)16-21/h1-9,14,16,22,27-28H,10-13,15H2,(H3,25,26)/t22-/m0/s1/f/h25H,26H2/b25-23- 
FD3 InChIKey         InChI                1.02b ZVDMTWWOKZXJOE-CMVIFKORDG                                                                                                                                                                            
FD3 SMILES_CANONICAL CACTVS               3.341 NC(=N)c1cccc(C[C@H](N[S](=O)(=O)c2ccc3ccccc3c2)C(=O)N4CCNCC4)c1                                                                                                                                      
FD3 SMILES           CACTVS               3.341 NC(=N)c1cccc(C[CH](N[S](=O)(=O)c2ccc3ccccc3c2)C(=O)N4CCNCC4)c1                                                                                                                                       
FD3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(/c1cccc(c1)C[C@@H](C(=O)N2CCNCC2)NS(=O)(=O)c3ccc4ccccc4c3)\N                                                                                                                                 
FD3 SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1cccc(c1)CC(C(=O)N2CCNCC2)NS(=O)(=O)c3ccc4ccccc4c3)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 
FD3 "SYSTEMATIC NAME" ACDLabs              10.04 3-{(2S)-2-[(naphthalen-2-ylsulfonyl)amino]-3-oxo-3-piperazin-1-ylpropyl}benzenecarboximidamide 
FD3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-[(2S)-2-(naphthalen-2-ylsulfonylamino)-3-oxo-3-piperazin-1-yl-propyl]benzenecarboximidamide  
# 
