data_FD1
# 
_chem_comp.id                                    FD1 
_chem_comp.name                                  "N-ALPHA-(2-NAPHTHYLSULFONYL)-N-(3-AMIDINO-L-PHENYLALANINYL)-D-PIPECOLINIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H28 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                        508.589 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FD1 
_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        1K1I 
_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 
FD1 C65  C65  C 0 1 Y N N -1.946 16.358 17.919 -0.831 -0.092 3.152  C65  FD1 1  
FD1 C66  C66  C 0 1 Y N N -2.172 15.750 16.669 -0.037 -1.045 3.757  C66  FD1 2  
FD1 C64  C64  C 0 1 Y N N -1.209 15.657 18.908 -0.957 1.164  3.715  C64  FD1 3  
FD1 C63  C63  C 0 1 Y N N -0.712 14.370 18.644 -0.295 1.472  4.890  C63  FD1 4  
FD1 C62  C62  C 0 1 Y N N -0.951 13.774 17.388 0.496  0.526  5.507  C62  FD1 5  
FD1 C61  C61  C 0 1 Y N N -1.685 14.466 16.394 0.628  -0.743 4.945  C61  FD1 6  
FD1 C25  C25  C 0 1 N N N -1.939 13.837 15.052 1.475  -1.763 5.603  C25  FD1 7  
FD1 N43  N43  N 0 1 N N N -1.530 12.622 14.845 2.136  -1.459 6.773  N43  FD1 8  
FD1 N54  N54  N 0 1 N N N -2.559 14.517 14.114 1.597  -2.947 5.075  N54  FD1 9  
FD1 C34  C34  C 0 1 N N N -2.496 17.769 18.195 -1.556 -0.420 1.872  C34  FD1 10 
FD1 C31  C31  C 0 1 N N S -1.562 18.898 17.730 -0.664 -0.076 0.678  C31  FD1 11 
FD1 C35  C35  C 0 1 N N N -0.087 18.668 18.021 -1.316 -0.558 -0.591 C35  FD1 12 
FD1 O36  O36  O 0 1 N N N 0.534  18.136 17.100 -0.823 -1.472 -1.217 O36  FD1 13 
FD1 N81  N81  N 0 1 N N N 0.501  19.023 19.210 -2.448 0.026  -1.031 N81  FD1 14 
FD1 C71  C71  C 0 1 N N R -0.247 19.815 20.232 -2.997 -0.305 -2.353 C71  FD1 15 
FD1 C72  C72  C 0 1 N N N 0.653  21.023 20.592 -4.464 -0.729 -2.181 C72  FD1 16 
FD1 C74  C74  C 0 1 N N N 2.715  19.571 19.948 -4.616 0.576  -0.054 C74  FD1 17 
FD1 C75  C75  C 0 1 N N N 1.778  18.395 19.613 -3.154 1.011  -0.200 C75  FD1 18 
FD1 C40  C40  C 0 1 N N N 2.067  20.697 20.695 -5.225 0.375  -1.444 C40  FD1 19 
FD1 C91  C91  C 0 1 N N N -0.582 18.988 21.449 -2.211 -1.440 -2.957 C91  FD1 20 
FD1 O92  O92  O 0 1 N N N -0.965 19.546 22.522 -0.992 -1.213 -3.472 O92  FD1 21 
FD1 O93  O93  O 0 1 N N N -0.501 17.715 21.405 -2.678 -2.554 -2.979 O93  FD1 22 
FD1 N29  N29  N 0 1 N N N -1.763 19.227 16.313 -0.477 1.375  0.611  N29  FD1 23 
FD1 S12  S12  S 0 1 N N N -2.170 20.831 15.868 1.032  2.004  0.350  S12  FD1 24 
FD1 O32  O32  O 0 1 N N N -2.450 20.876 14.461 0.842  3.400  0.167  O32  FD1 25 
FD1 O33  O33  O 0 1 N N N -3.081 21.379 16.816 1.872  1.410  1.331  O33  FD1 26 
FD1 C2   C2   C 0 1 Y N N -0.652 21.613 16.082 1.598  1.390  -1.200 C2   FD1 27 
FD1 C3   C3   C 0 1 Y N N 0.473  21.099 15.400 1.324  2.107  -2.364 C3   FD1 28 
FD1 C4   C4   C 0 1 Y N N 1.743  21.734 15.542 1.747  1.660  -3.578 C4   FD1 29 
FD1 C9   C9   C 0 1 Y N N 0.682  23.406 17.038 2.750  -0.269 -2.480 C9   FD1 30 
FD1 C10  C10  C 0 1 Y N N 1.852  22.900 16.368 2.472  0.459  -3.663 C10  FD1 31 
FD1 C1   C1   C 0 1 Y N N -0.560 22.748 16.874 2.302  0.226  -1.243 C1   FD1 32 
FD1 C5   C5   C 0 1 Y N N 3.089  23.591 16.551 2.925  -0.033 -4.898 C5   FD1 33 
FD1 C6   C6   C 0 1 Y N N 3.156  24.765 17.391 3.625  -1.200 -4.942 C6   FD1 34 
FD1 C7   C7   C 0 1 Y N N 1.996  25.238 18.041 3.899  -1.916 -3.779 C7   FD1 35 
FD1 C8   C8   C 0 1 Y N N 0.766  24.569 17.866 3.475  -1.470 -2.565 C8   FD1 36 
FD1 H661 1H66 H 0 0 N N N -2.740 16.289 15.892 0.061  -2.027 3.317  H661 FD1 37 
FD1 H641 1H64 H 0 0 N N N -1.020 16.117 19.892 -1.576 1.908  3.235  H641 FD1 38 
FD1 H631 1H63 H 0 0 N N N -0.138 13.832 19.417 -0.398 2.456  5.324  H631 FD1 39 
FD1 H621 1H62 H 0 0 N N N -0.562 12.763 17.182 1.012  0.767  6.425  H621 FD1 40 
FD1 H431 1H43 H 0 0 N N N -1.913 12.017 15.571 2.691  -2.128 7.204  H431 FD1 41 
FD1 H432 2H43 H 0 0 N N N -1.702 12.195 13.935 2.049  -0.576 7.164  H432 FD1 42 
FD1 H541 1H54 H 0 0 N N N -2.342 15.198 14.842 1.132  -3.161 4.251  H541 FD1 43 
FD1 H341 1H34 H 0 0 N N N -2.750 17.888 19.274 -1.795 -1.483 1.853  H341 FD1 44 
FD1 H342 2H34 H 0 0 N N N -3.511 17.890 17.750 -2.477 0.160  1.818  H342 FD1 45 
FD1 H311 1H31 H 0 0 N N N -1.860 19.773 18.353 0.304  -0.562 0.796  H311 FD1 46 
FD1 H711 1H71 H 0 0 N N N -1.228 20.156 19.827 -2.942 0.565  -3.006 H711 FD1 47 
FD1 H721 1H72 H 0 0 N N N 0.295  21.513 21.527 -4.513 -1.652 -1.603 H721 FD1 48 
FD1 H722 2H72 H 0 0 N N N 0.495  21.858 19.870 -4.913 -0.888 -3.161 H722 FD1 49 
FD1 H741 1H74 H 0 0 N N N 3.203  19.953 19.021 -4.664 -0.358 0.502  H741 FD1 50 
FD1 H742 2H74 H 0 0 N N N 3.611  19.205 20.501 -5.173 1.347  0.478  H742 FD1 51 
FD1 H751 1H75 H 0 0 N N N 2.193  17.690 18.856 -2.688 1.060  0.783  H751 FD1 52 
FD1 H752 2H75 H 0 0 N N N 1.675  17.652 20.438 -3.109 1.990  -0.677 H752 FD1 53 
FD1 H401 1H40 H 0 0 N N N 2.293  20.548 21.777 -6.272 0.090  -1.343 H401 FD1 54 
FD1 H402 2H40 H 0 0 N N N 2.638  21.624 20.454 -5.154 1.304  -2.009 H402 FD1 55 
FD1 H921 1H92 H 0 0 N N N -1.176 19.025 23.288 -0.488 -1.941 -3.860 H921 FD1 56 
FD1 H291 1H29 H 0 0 N N N -2.465 18.595 15.929 -1.237 1.967  0.718  H291 FD1 57 
FD1 H31  1H3  H 0 1 N N N 0.361  20.207 14.761 0.767  3.030  -2.301 H31  FD1 58 
FD1 H41  1H4  H 0 1 N N N 2.627  21.330 15.021 1.527  2.226  -4.471 H41  FD1 59 
FD1 H11  1H1  H 0 1 N N N -1.470 23.125 17.371 2.511  -0.316 -0.333 H11  FD1 60 
FD1 H51  1H5  H 0 1 N N N 3.994  23.217 16.043 2.720  0.511  -5.808 H51  FD1 61 
FD1 H61  1H6  H 0 1 N N N 4.105  25.307 17.538 3.972  -1.576 -5.893 H61  FD1 62 
FD1 H71  1H7  H 0 1 N N N 2.051  26.131 18.686 4.455  -2.840 -3.842 H71  FD1 63 
FD1 H81  1H8  H 0 1 N N N -0.131 24.956 18.377 3.694  -2.036 -1.672 H81  FD1 64 
# 
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 
FD1 C65 C66  DOUB Y N 1  
FD1 C65 C64  SING Y N 2  
FD1 C65 C34  SING N N 3  
FD1 C66 C61  SING Y N 4  
FD1 C66 H661 SING N N 5  
FD1 C64 C63  DOUB Y N 6  
FD1 C64 H641 SING N N 7  
FD1 C63 C62  SING Y N 8  
FD1 C63 H631 SING N N 9  
FD1 C62 C61  DOUB Y N 10 
FD1 C62 H621 SING N N 11 
FD1 C61 C25  SING N N 12 
FD1 C25 N43  SING N N 13 
FD1 C25 N54  DOUB N E 14 
FD1 N43 H431 SING N N 15 
FD1 N43 H432 SING N N 16 
FD1 N54 H541 SING N N 17 
FD1 C34 C31  SING N N 18 
FD1 C34 H341 SING N N 19 
FD1 C34 H342 SING N N 20 
FD1 C31 C35  SING N N 21 
FD1 C31 N29  SING N N 22 
FD1 C31 H311 SING N N 23 
FD1 C35 O36  DOUB N N 24 
FD1 C35 N81  SING N N 25 
FD1 N81 C71  SING N N 26 
FD1 N81 C75  SING N N 27 
FD1 C71 C72  SING N N 28 
FD1 C71 C91  SING N N 29 
FD1 C71 H711 SING N N 30 
FD1 C72 C40  SING N N 31 
FD1 C72 H721 SING N N 32 
FD1 C72 H722 SING N N 33 
FD1 C74 C75  SING N N 34 
FD1 C74 C40  SING N N 35 
FD1 C74 H741 SING N N 36 
FD1 C74 H742 SING N N 37 
FD1 C75 H751 SING N N 38 
FD1 C75 H752 SING N N 39 
FD1 C40 H401 SING N N 40 
FD1 C40 H402 SING N N 41 
FD1 C91 O92  SING N N 42 
FD1 C91 O93  DOUB N N 43 
FD1 O92 H921 SING N N 44 
FD1 N29 S12  SING N N 45 
FD1 N29 H291 SING N N 46 
FD1 S12 O32  DOUB N N 47 
FD1 S12 O33  DOUB N N 48 
FD1 S12 C2   SING N N 49 
FD1 C2  C3   DOUB Y N 50 
FD1 C2  C1   SING Y N 51 
FD1 C3  C4   SING Y N 52 
FD1 C3  H31  SING N N 53 
FD1 C4  C10  DOUB Y N 54 
FD1 C4  H41  SING N N 55 
FD1 C9  C10  SING Y N 56 
FD1 C9  C1   DOUB Y N 57 
FD1 C9  C8   SING Y N 58 
FD1 C10 C5   SING Y N 59 
FD1 C1  H11  SING N N 60 
FD1 C5  C6   DOUB Y N 61 
FD1 C5  H51  SING N N 62 
FD1 C6  C7   SING Y N 63 
FD1 C6  H61  SING N N 64 
FD1 C7  C8   DOUB Y N 65 
FD1 C7  H71  SING N N 66 
FD1 C8  H81  SING N N 67 
# 
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 
FD1 SMILES           ACDLabs              10.04 O=C(N1C(C(=O)O)CCCC1)C(NS(=O)(=O)c3cc2ccccc2cc3)Cc4cc(C(=[N@H])N)ccc4 
FD1 InChI            InChI                1.02b 
InChI=1/C26H28N4O5S/c27-24(28)20-9-5-6-17(14-20)15-22(25(31)30-13-4-3-10-23(30)26(32)33)29-36(34,35)21-12-11-18-7-1-2-8-19(18)16-21/h1-2,5-9,11-12,14,16,22-23,29H,3-4,10,13,15H2,(H3,27,28)(H,32,33)/t22-,23+/m0/s1/f/h27,32H,28H2/b27-24+ 
FD1 InChIKey         InChI                1.02b GNANSBQAIRJZPA-ZXGOJETHDU 
FD1 SMILES_CANONICAL CACTVS               3.341 NC(=N)c1cccc(C[C@H](N[S](=O)(=O)c2ccc3ccccc3c2)C(=O)N4CCCC[C@@H]4C(O)=O)c1 
FD1 SMILES           CACTVS               3.341 NC(=N)c1cccc(C[CH](N[S](=O)(=O)c2ccc3ccccc3c2)C(=O)N4CCCC[CH]4C(O)=O)c1 
FD1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(\c1cccc(c1)C[C@@H](C(=O)N2CCCC[C@@H]2C(=O)O)NS(=O)(=O)c3ccc4ccccc4c3)/N 
FD1 SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1cccc(c1)CC(C(=O)N2CCCCC2C(=O)O)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 
FD1 "SYSTEMATIC NAME" ACDLabs              10.04 "(2R)-1-[3-carbamimidoyl-N-(naphthalen-2-ylsulfonyl)-L-phenylalanyl]piperidine-2-carboxylic acid"               
FD1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-1-[(2S)-3-(3-carbamimidoylphenyl)-2-(naphthalen-2-ylsulfonylamino)propanoyl]piperidine-2-carboxylic acid" 
# 
