data_FD2
# 
_chem_comp.id                                    FD2 
_chem_comp.name                                  "N-ALPHA-(2-NAPHTHYLSULFONYL)-N(3-AMIDINO-L-PHENYLALANINYL)ISOPIPECOLINIC ACID METHYL ESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H30 N4 O5 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                        522.616 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FD2 
_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        1K1J 
_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 
FD2 C65  C65  C 0 1 Y N N -3.035 5.609  20.247 1.042  0.973  -3.394 C65  FD2 1  
FD2 C66  C66  C 0 1 Y N N -3.680 6.861  20.178 1.744  -0.213 -3.430 C66  FD2 2  
FD2 C64  C64  C 0 1 Y N N -1.674 5.516  19.893 0.203  1.316  -4.440 C64  FD2 3  
FD2 C63  C63  C 0 1 Y N N -0.965 6.651  19.476 0.060  0.470  -5.524 C63  FD2 4  
FD2 C62  C62  C 0 1 Y N N -1.611 7.899  19.404 0.753  -0.722 -5.569 C62  FD2 5  
FD2 C61  C61  C 0 1 Y N N -2.975 8.014  19.758 1.599  -1.073 -4.518 C61  FD2 6  
FD2 C25  C25  C 0 1 N N N -3.669 9.360  19.670 2.345  -2.352 -4.559 C25  FD2 7  
FD2 N43  N43  N 0 1 N N N -2.976 10.402 19.287 2.204  -3.197 -5.638 N43  FD2 8  
FD2 N54  N54  N 0 1 N N N -4.951 9.466  19.969 3.135  -2.677 -3.576 N54  FD2 9  
FD2 C34  C34  C 0 1 N N N -3.805 4.361  20.707 1.192  1.901  -2.216 C34  FD2 10 
FD2 C31  C31  C 0 1 N N S -3.793 4.153  22.254 0.146  1.553  -1.155 C31  FD2 11 
FD2 C35  C35  C 0 1 N N N -2.469 4.514  22.904 0.381  2.390  0.075  C35  FD2 12 
FD2 O36  O36  O 0 1 N N N -2.417 5.659  23.345 -0.276 3.393  0.260  O36  FD2 13 
FD2 N81  N81  N 0 1 N N N -1.414 3.678  23.021 1.320  2.026  0.969  N81  FD2 14 
FD2 C71  C71  C 0 1 N N N -1.509 2.346  22.445 2.145  0.830  0.744  C71  FD2 15 
FD2 C72  C72  C 0 1 N N N -1.024 1.316  23.492 2.044  -0.076 1.974  C72  FD2 16 
FD2 C74  C74  C 0 1 N N N 0.336  3.158  24.637 1.446  1.886  3.402  C74  FD2 17 
FD2 C75  C75  C 0 1 N N N -0.164 4.173  23.571 1.540  2.816  2.188  C75  FD2 18 
FD2 C40  C40  C 0 1 N N N 0.375  1.708  24.055 2.422  0.721  3.224  C40  FD2 19 
FD2 C48  C48  C 0 1 N N N 0.796  0.806  25.054 2.357  -0.177 4.432  C48  FD2 20 
FD2 O49  O49  O 0 1 N N N 0.185  -0.187 25.437 2.040  -1.336 4.306  O49  FD2 21 
FD2 O55  O55  O 0 1 N N N 1.999  1.168  25.536 2.651  0.310  5.648  O55  FD2 22 
FD2 C99  C99  C 0 1 N N N 2.176  0.934  26.951 2.589  -0.555 6.812  C99  FD2 23 
FD2 N29  N29  N 0 1 N N N -4.863 4.928  22.886 -1.192 1.823  -1.683 N29  FD2 24 
FD2 S12  S12  S 0 1 N N N -5.778 4.256  24.193 -2.298 0.597  -1.803 S12  FD2 25 
FD2 O32  O32  O 0 1 N N N -6.794 5.205  24.567 -3.522 1.216  -2.175 O32  FD2 26 
FD2 O33  O33  O 0 1 N N N -6.113 2.905  23.902 -1.648 -0.439 -2.525 O33  FD2 27 
FD2 C2   C2   C 0 1 Y N N -4.570 4.289  25.422 -2.558 -0.039 -0.181 C2   FD2 28 
FD2 C3   C3   C 0 1 Y N N -4.284 5.526  26.017 -3.559 0.508  0.618  C3   FD2 29 
FD2 C4   C4   C 0 1 Y N N -3.306 5.625  27.019 -3.786 0.039  1.876  C4   FD2 30 
FD2 C9   C9   C 0 1 Y N N -2.890 3.207  26.837 -1.982 -1.568 1.565  C9   FD2 31 
FD2 C10  C10  C 0 1 Y N N -2.600 4.459  27.439 -3.000 -1.011 2.379  C10  FD2 32 
FD2 C1   C1   C 0 1 Y N N -3.895 3.132  25.817 -1.781 -1.061 0.269  C1   FD2 33 
FD2 C5   C5   C 0 1 Y N N -1.605 4.523  28.460 -3.205 -1.522 3.671  C5   FD2 34 
FD2 C6   C6   C 0 1 Y N N -0.904 3.353  28.880 -2.424 -2.541 4.124  C6   FD2 35 
FD2 C7   C7   C 0 1 Y N N -1.208 2.107  28.266 -1.423 -3.088 3.324  C7   FD2 36 
FD2 C8   C8   C 0 1 Y N N -2.191 2.037  27.262 -1.196 -2.619 2.067  C8   FD2 37 
FD2 H661 1H66 H 0 0 N N N -4.745 6.939  20.455 2.399  -0.479 -2.613 H661 FD2 38 
FD2 H641 1H64 H 0 0 N N N -1.157 4.543  19.943 -0.341 2.248  -4.409 H641 FD2 39 
FD2 H631 1H63 H 0 0 N N N 0.100  6.562  19.205 -0.595 0.743  -6.338 H631 FD2 40 
FD2 H621 1H62 H 0 0 N N N -1.048 8.787  19.070 0.639  -1.383 -6.416 H621 FD2 41 
FD2 H431 1H43 H 0 0 N N N -2.540 10.196 18.388 2.692  -4.035 -5.665 H431 FD2 42 
FD2 H432 2H43 H 0 0 N N N -3.443 11.307 19.228 1.615  -2.955 -6.370 H432 FD2 43 
FD2 H541 1H54 H 0 0 N N N -5.375 10.364 19.738 3.624  -3.514 -3.603 H541 FD2 44 
FD2 H341 1H34 H 0 0 N N N -3.428 3.451  20.184 1.048  2.931  -2.544 H341 FD2 45 
FD2 H342 2H34 H 0 0 N N N -4.851 4.379  20.320 2.191  1.791  -1.792 H342 FD2 46 
FD2 H311 1H31 H 0 0 N N N -3.955 3.061  22.413 0.229  0.497  -0.897 H311 FD2 47 
FD2 H711 1H71 H 0 0 N N N -0.962 2.260  21.477 3.183  1.126  0.592  H711 FD2 48 
FD2 H712 2H71 H 0 0 N N N -2.532 2.118  22.065 1.782  0.297  -0.134 H712 FD2 49 
FD2 H721 1H72 H 0 0 N N N -1.026 0.280  23.081 2.725  -0.919 1.861  H721 FD2 50 
FD2 H722 2H72 H 0 0 N N N -1.771 1.176  24.308 1.022  -0.444 2.072  H722 FD2 51 
FD2 H741 1H74 H 0 0 N N N -0.271 3.210  25.571 0.430  1.500  3.487  H741 FD2 52 
FD2 H742 2H74 H 0 0 N N N 1.323  3.458  25.060 1.702  2.440  4.305  H742 FD2 53 
FD2 H751 1H75 H 0 0 N N N -0.252 5.209  23.973 2.529  3.273  2.154  H751 FD2 54 
FD2 H752 2H75 H 0 0 N N N 0.599  4.380  22.785 0.778  3.592  2.263  H752 FD2 55 
FD2 H401 1H40 H 0 0 N N N 1.105  1.665  23.214 3.435  1.109  3.114  H401 FD2 56 
FD2 H991 1H99 H 0 0 N N N 1.966  -0.133 27.197 2.858  0.012  7.702  H991 FD2 57 
FD2 H992 2H99 H 0 0 N N N 3.173  1.234  27.350 1.576  -0.944 6.922  H992 FD2 58 
FD2 H993 3H99 H 0 0 N N N 1.362  1.429  27.530 3.284  -1.385 6.685  H993 FD2 59 
FD2 H291 1H29 H 0 0 N N N -5.514 5.226  22.160 -1.431 2.721  -1.961 H291 FD2 60 
FD2 H31  1H3  H 0 1 N N N -4.832 6.427  25.695 -4.164 1.316  0.235  H31  FD2 61 
FD2 H41  1H4  H 0 1 N N N -3.094 6.608  27.472 -4.565 0.474  2.485  H41  FD2 62 
FD2 H11  1H1  H 0 1 N N N -4.151 2.175  25.332 -1.012 -1.479 -0.363 H11  FD2 63 
FD2 H51  1H5  H 0 1 N N N -1.374 5.493  28.932 -3.977 -1.107 4.303  H51  FD2 64 
FD2 H61  1H6  H 0 1 N N N -0.136 3.411  29.670 -2.583 -2.931 5.119  H61  FD2 65 
FD2 H71  1H7  H 0 1 N N N -0.678 1.189  28.571 -0.818 -3.896 3.708  H71  FD2 66 
FD2 H81  1H8  H 0 1 N N N -2.415 1.058  26.805 -0.416 -3.053 1.458  H81  FD2 67 
# 
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 
FD2 C65 C66  DOUB Y N 1  
FD2 C65 C64  SING Y N 2  
FD2 C65 C34  SING N N 3  
FD2 C66 C61  SING Y N 4  
FD2 C66 H661 SING N N 5  
FD2 C64 C63  DOUB Y N 6  
FD2 C64 H641 SING N N 7  
FD2 C63 C62  SING Y N 8  
FD2 C63 H631 SING N N 9  
FD2 C62 C61  DOUB Y N 10 
FD2 C62 H621 SING N N 11 
FD2 C61 C25  SING N N 12 
FD2 C25 N43  SING N N 13 
FD2 C25 N54  DOUB N Z 14 
FD2 N43 H431 SING N N 15 
FD2 N43 H432 SING N N 16 
FD2 N54 H541 SING N N 17 
FD2 C34 C31  SING N N 18 
FD2 C34 H341 SING N N 19 
FD2 C34 H342 SING N N 20 
FD2 C31 C35  SING N N 21 
FD2 C31 N29  SING N N 22 
FD2 C31 H311 SING N N 23 
FD2 C35 O36  DOUB N N 24 
FD2 C35 N81  SING N N 25 
FD2 N81 C71  SING N N 26 
FD2 N81 C75  SING N N 27 
FD2 C71 C72  SING N N 28 
FD2 C71 H711 SING N N 29 
FD2 C71 H712 SING N N 30 
FD2 C72 C40  SING N N 31 
FD2 C72 H721 SING N N 32 
FD2 C72 H722 SING N N 33 
FD2 C74 C75  SING N N 34 
FD2 C74 C40  SING N N 35 
FD2 C74 H741 SING N N 36 
FD2 C74 H742 SING N N 37 
FD2 C75 H751 SING N N 38 
FD2 C75 H752 SING N N 39 
FD2 C40 C48  SING N N 40 
FD2 C40 H401 SING N N 41 
FD2 C48 O49  DOUB N N 42 
FD2 C48 O55  SING N N 43 
FD2 O55 C99  SING N N 44 
FD2 C99 H991 SING N N 45 
FD2 C99 H992 SING N N 46 
FD2 C99 H993 SING N N 47 
FD2 N29 S12  SING N N 48 
FD2 N29 H291 SING N N 49 
FD2 S12 O32  DOUB N N 50 
FD2 S12 O33  DOUB N N 51 
FD2 S12 C2   SING N N 52 
FD2 C2  C3   DOUB Y N 53 
FD2 C2  C1   SING Y N 54 
FD2 C3  C4   SING Y N 55 
FD2 C3  H31  SING N N 56 
FD2 C4  C10  DOUB Y N 57 
FD2 C4  H41  SING N N 58 
FD2 C9  C10  SING Y N 59 
FD2 C9  C1   DOUB Y N 60 
FD2 C9  C8   SING Y N 61 
FD2 C10 C5   SING Y N 62 
FD2 C1  H11  SING N N 63 
FD2 C5  C6   DOUB Y N 64 
FD2 C5  H51  SING N N 65 
FD2 C6  C7   SING Y N 66 
FD2 C6  H61  SING N N 67 
FD2 C7  C8   DOUB Y N 68 
FD2 C7  H71  SING N N 69 
FD2 C8  H81  SING N N 70 
# 
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 
FD2 SMILES           ACDLabs              10.04 O=C(N1CCC(C(=O)OC)CC1)C(NS(=O)(=O)c3cc2ccccc2cc3)Cc4cc(C(=[N@H])N)ccc4 
FD2 InChI            InChI                1.02b 
InChI=1/C27H30N4O5S/c1-36-27(33)20-11-13-31(14-12-20)26(32)24(16-18-5-4-8-22(15-18)25(28)29)30-37(34,35)23-10-9-19-6-2-3-7-21(19)17-23/h2-10,15,17,20,24,30H,11-14,16H2,1H3,(H3,28,29)/t24-/m0/s1/f/h28H,29H2/b28-25- 
FD2 InChIKey         InChI                1.02b JJLGQWCKMHPBEB-OAUJJGNEDA 
FD2 SMILES_CANONICAL CACTVS               3.341 COC(=O)[C@H]1CCN(CC1)C(=O)[C@H](Cc2cccc(c2)C(N)=N)N[S](=O)(=O)c3ccc4ccccc4c3 
FD2 SMILES           CACTVS               3.341 COC(=O)[CH]1CCN(CC1)C(=O)[CH](Cc2cccc(c2)C(N)=N)N[S](=O)(=O)c3ccc4ccccc4c3 
FD2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(/c1cccc(c1)C[C@@H](C(=O)N2CCC(CC2)C(=O)OC)NS(=O)(=O)c3ccc4ccccc4c3)\N 
FD2 SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1cccc(c1)CC(C(=O)N2CCC(CC2)C(=O)OC)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 
FD2 "SYSTEMATIC NAME" ACDLabs              10.04 "methyl 1-[3-carbamimidoyl-N-(naphthalen-2-ylsulfonyl)-L-phenylalanyl]piperidine-4-carboxylate"               
FD2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl 1-[(2S)-3-(3-carbamimidoylphenyl)-2-(naphthalen-2-ylsulfonylamino)propanoyl]piperidine-4-carboxylate" 
# 
