data_DPS
# 
_chem_comp.id                                    DPS 
_chem_comp.name                                  "3-(1H-INDOL-3-YL)-2-[4-(4-PHENYL-PIPERIDIN-1-YL)-BENZENESULFONYLAMINO]-PROPIONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H29 N3 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        503.613 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DPS 
_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        1CAQ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
DPS N1   N1   N 0 1 N N N 16.989 9.006  17.952 0.538  1.054  3.260  N1   DPS 1  
DPS C2   C2   C 0 1 Y N N 16.240 8.621  20.269 2.068  1.226  1.402  C2   DPS 2  
DPS C3   C3   C 0 1 Y N N 15.782 7.766  21.249 2.298  1.245  0.040  C3   DPS 3  
DPS C4   C4   C 0 1 Y N N 15.375 6.487  20.909 1.242  1.113  -0.842 C4   DPS 4  
DPS C5   C5   C 0 1 Y N N 15.300 6.083  19.589 -0.047 0.967  -0.366 C5   DPS 5  
DPS N7   N7   N 0 1 Y N N 8.612  2.983  20.413 -0.282 0.716  -6.573 N7   DPS 6  
DPS C8   C8   C 0 1 N N S 12.368 4.977  21.830 0.777  -1.441 -2.857 C8   DPS 7  
DPS C10  C10  C 0 1 Y N N 20.740 12.932 13.294 -1.203 -0.299 9.794  C10  DPS 8  
DPS C11  C11  C 0 1 N N N 18.168 10.781 15.997 -0.535 -0.350 5.575  C11  DPS 9  
DPS C12  C12  C 0 1 Y N N 21.221 12.532 14.534 -1.620 -1.381 9.041  C12  DPS 10 
DPS O1   O1   O 0 1 N N N 15.778 5.756  23.343 2.778  1.814  -2.748 O1   DPS 11 
DPS O2   O2   O 0 1 N N N 15.178 4.047  21.673 0.307  1.516  -3.177 O2   DPS 12 
DPS C1   C1   C 0 1 Y N N 16.310 8.196  18.935 0.774  1.074  1.884  C1   DPS 13 
DPS C6   C6   C 0 1 Y N N 15.783 6.941  18.610 -0.284 0.941  0.994  C6   DPS 14 
DPS S    S    S 0 1 N N N 15.017 5.350  22.194 1.540  1.138  -2.579 S    DPS 15 
DPS C7   C7   C 0 1 N N N 17.967 9.309  15.652 0.966  -0.248 5.292  C7   DPS 16 
DPS C13  C13  C 0 1 N N N 18.583 10.932 17.458 -1.245 0.843  4.929  C13  DPS 17 
DPS C15  C15  C 0 1 N N N 17.566 10.293 18.387 -0.907 0.882  3.437  C15  DPS 18 
DPS C18  C18  C 0 1 N N N 16.854 8.712  16.510 1.188  -0.152 3.782  C18  DPS 19 
DPS C14  C14  C 0 1 Y N N 20.415 11.800 15.405 -1.404 -1.398 7.676  C14  DPS 20 
DPS C16  C16  C 0 1 Y N N 19.111 11.466 15.047 -0.771 -0.332 7.064  C16  DPS 21 
DPS C17  C17  C 0 1 Y N N 18.644 11.836 13.782 -0.349 0.746  7.817  C17  DPS 22 
DPS C19  C19  C 0 1 Y N N 19.450 12.571 12.912 -0.569 0.765  9.182  C19  DPS 23 
DPS N    N    N 0 1 N N N 13.406 5.488  22.701 1.812  -0.423 -3.057 N    DPS 24 
DPS C20  C20  C 0 1 N N N 11.225 4.378  22.660 0.373  -2.030 -4.210 C20  DPS 25 
DPS C9   C9   C 0 1 N N N 11.886 6.048  20.865 1.314  -2.537 -1.973 C9   DPS 26 
DPS O3   O3   O 0 1 N N N 11.832 7.299  21.382 0.566  -3.154 -1.253 O3   DPS 27 
DPS O4   O4   O 0 1 N N N 11.567 5.764  19.759 2.625  -2.827 -1.985 O4   DPS 28 
DPS C21  C21  C 0 1 Y N N 6.564  6.145  20.661 -3.942 0.747  -5.830 C21  DPS 29 
DPS C22  C22  C 0 1 Y N N 6.865  4.835  20.256 -2.783 1.159  -6.450 C22  DPS 30 
DPS C23  C23  C 0 1 Y N N 8.034  4.235  20.657 -1.576 0.540  -6.140 C23  DPS 31 
DPS C24  C24  C 0 1 Y N N 8.896  4.935  21.539 -1.561 -0.505 -5.198 C24  DPS 32 
DPS C25  C25  C 0 1 Y N N 8.599  6.219  21.938 -2.747 -0.902 -4.578 C25  DPS 33 
DPS C26  C26  C 0 1 Y N N 7.423  6.833  21.515 -3.921 -0.280 -4.898 C26  DPS 34 
DPS C27  C27  C 0 1 Y N N 9.799  2.881  21.068 0.545  -0.171 -5.940 C27  DPS 35 
DPS C28  C28  C 0 1 Y N N 10.032 4.064  21.780 -0.164 -0.934 -5.094 C28  DPS 36 
DPS H2   H2   H 0 1 N N N 16.549 9.641  20.551 2.893  1.329  2.091  H2   DPS 37 
DPS H3   H3   H 0 1 N N N 15.741 8.103  22.298 3.303  1.363  -0.335 H3   DPS 38 
DPS H5   H5   H 0 1 N N N 14.867 5.103  19.324 -0.870 0.864  -1.058 H5   DPS 39 
DPS HN7  HN7  H 0 1 N N N 8.219  2.241  19.833 0.001  1.371  -7.230 HN7  DPS 40 
DPS H8   H8   H 0 1 N N N 12.792 4.156  21.205 -0.092 -0.986 -2.384 H8   DPS 41 
DPS H10  H10  H 0 1 N N N 21.375 13.530 12.619 -1.373 -0.286 10.861 H10  DPS 42 
DPS H11  H11  H 0 1 N N N 17.191 11.303 15.870 -0.924 -1.278 5.154  H11  DPS 43 
DPS H12  H12  H 0 1 N N N 22.250 12.797 14.829 -2.116 -2.213 9.520  H12  DPS 44 
DPS H6   H6   H 0 1 N N N 15.747 6.619  17.555 -1.291 0.823  1.365  H6   DPS 45 
DPS H71  1H7  H 0 1 N N N 17.779 9.158  14.563 1.368  0.641  5.777  H71  DPS 46 
DPS H72  2H7  H 0 1 N N N 18.915 8.728  15.737 1.470  -1.134 5.679  H72  DPS 47 
DPS H131 1H13 H 0 0 N N N 19.608 10.532 17.636 -0.910 1.765  5.402  H131 DPS 48 
DPS H132 2H13 H 0 0 N N N 18.766 11.999 17.723 -2.323 0.738  5.056  H132 DPS 49 
DPS H151 1H15 H 0 0 N N N 16.745 11.018 18.599 -1.432 1.714  2.969  H151 DPS 50 
DPS H152 2H15 H 0 0 N N N 18.007 10.180 19.404 -1.221 -0.051 2.970  H152 DPS 51 
DPS H181 1H18 H 0 0 N N N 16.773 7.613  16.339 0.764  -1.031 3.296  H181 DPS 52 
DPS H182 2H18 H 0 0 N N N 15.854 9.033  16.135 2.257  -0.106 3.575  H182 DPS 53 
DPS H14  H14  H 0 1 N N N 20.811 11.482 16.384 -1.730 -2.243 7.088  H14  DPS 54 
DPS H17  H17  H 0 1 N N N 17.628 11.544 13.466 0.145  1.578  7.339  H17  DPS 55 
DPS H19  H19  H 0 1 N N N 19.066 12.867 11.920 -0.244 1.610  9.770  H19  DPS 56 
DPS HN   HN   H 0 1 N N N 13.308 5.060  23.621 2.656  -0.664 -3.469 HN   DPS 57 
DPS H201 1H20 H 0 0 N N N 11.558 3.485  23.238 1.243  -2.485 -4.683 H201 DPS 58 
DPS H202 2H20 H 0 0 N N N 10.945 5.036  23.515 -0.396 -2.787 -4.061 H202 DPS 59 
DPS HO4  HO4  H 0 1 N N N 11.265 6.433  19.155 2.970  -3.530 -1.418 HO4  DPS 60 
DPS H21  H21  H 0 1 N N N 5.644  6.638  20.304 -4.878 1.230  -6.072 H21  DPS 61 
DPS H22  H22  H 0 1 N N N 6.171  4.267  19.612 -2.810 1.960  -7.174 H22  DPS 62 
DPS H25  H25  H 0 1 N N N 9.302  6.755  22.596 -2.737 -1.701 -3.852 H25  DPS 63 
DPS H26  H26  H 0 1 N N N 7.174  7.853  21.852 -4.839 -0.591 -4.422 H26  DPS 64 
DPS H27  H27  H 0 1 N N N 10.456 1.995  21.028 1.611  -0.245 -6.097 H27  DPS 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 
DPS N1  C1   SING N N 1  
DPS N1  C15  SING N N 2  
DPS N1  C18  SING N N 3  
DPS C2  C3   DOUB Y N 4  
DPS C2  C1   SING Y N 5  
DPS C2  H2   SING N N 6  
DPS C3  C4   SING Y N 7  
DPS C3  H3   SING N N 8  
DPS C4  C5   DOUB Y N 9  
DPS C4  S    SING N N 10 
DPS C5  C6   SING Y N 11 
DPS C5  H5   SING N N 12 
DPS N7  C23  SING Y N 13 
DPS N7  C27  SING Y N 14 
DPS N7  HN7  SING N N 15 
DPS C8  N    SING N N 16 
DPS C8  C20  SING N N 17 
DPS C8  C9   SING N N 18 
DPS C8  H8   SING N N 19 
DPS C10 C12  DOUB Y N 20 
DPS C10 C19  SING Y N 21 
DPS C10 H10  SING N N 22 
DPS C11 C7   SING N N 23 
DPS C11 C13  SING N N 24 
DPS C11 C16  SING N N 25 
DPS C11 H11  SING N N 26 
DPS C12 C14  SING Y N 27 
DPS C12 H12  SING N N 28 
DPS O1  S    DOUB N N 29 
DPS O2  S    DOUB N N 30 
DPS C1  C6   DOUB Y N 31 
DPS C6  H6   SING N N 32 
DPS S   N    SING N N 33 
DPS C7  C18  SING N N 34 
DPS C7  H71  SING N N 35 
DPS C7  H72  SING N N 36 
DPS C13 C15  SING N N 37 
DPS C13 H131 SING N N 38 
DPS C13 H132 SING N N 39 
DPS C15 H151 SING N N 40 
DPS C15 H152 SING N N 41 
DPS C18 H181 SING N N 42 
DPS C18 H182 SING N N 43 
DPS C14 C16  DOUB Y N 44 
DPS C14 H14  SING N N 45 
DPS C16 C17  SING Y N 46 
DPS C17 C19  DOUB Y N 47 
DPS C17 H17  SING N N 48 
DPS C19 H19  SING N N 49 
DPS N   HN   SING N N 50 
DPS C20 C28  SING N N 51 
DPS C20 H201 SING N N 52 
DPS C20 H202 SING N N 53 
DPS C9  O3   DOUB N N 54 
DPS C9  O4   SING N N 55 
DPS O4  HO4  SING N N 56 
DPS C21 C22  DOUB Y N 57 
DPS C21 C26  SING Y N 58 
DPS C21 H21  SING N N 59 
DPS C22 C23  SING Y N 60 
DPS C22 H22  SING N N 61 
DPS C23 C24  DOUB Y N 62 
DPS C24 C25  SING Y N 63 
DPS C24 C28  SING Y N 64 
DPS C25 C26  DOUB Y N 65 
DPS C25 H25  SING N N 66 
DPS C26 H26  SING N N 67 
DPS C27 C28  DOUB Y N 68 
DPS C27 H27  SING N N 69 
# 
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 
DPS SMILES           ACDLabs              10.04 O=C(O)C(NS(=O)(=O)c1ccc(cc1)N3CCC(c2ccccc2)CC3)Cc5c4ccccc4nc5                                                                                                                                    
DPS InChI            InChI                1.02b InChI=1/C28H29N3O4S/c32-28(33)27(18-22-19-29-26-9-5-4-8-25(22)26)30-36(34,35)24-12-10-23(11-13-24)31-16-14-21(15-17-31)20-6-2-1-3-7-20/h1-13,19,21,27,29-30H,14-18H2,(H,32,33)/t27-/m0/s1/f/h32H 
DPS InChIKey         InChI                1.02b ULOTXPTWJAUGGE-SGKHPKETDJ                                                                                                                                                                        
DPS SMILES_CANONICAL CACTVS               3.341 OC(=O)[C@H](Cc1c[nH]c2ccccc12)N[S](=O)(=O)c3ccc(cc3)N4CCC(CC4)c5ccccc5                                                                                                                           
DPS SMILES           CACTVS               3.341 OC(=O)[CH](Cc1c[nH]c2ccccc12)N[S](=O)(=O)c3ccc(cc3)N4CCC(CC4)c5ccccc5                                                                                                                            
DPS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C2CCN(CC2)c3ccc(cc3)S(=O)(=O)N[C@@H](Cc4c[nH]c5c4cccc5)C(=O)O                                                                                                                          
DPS SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C2CCN(CC2)c3ccc(cc3)S(=O)(=O)NC(Cc4c[nH]c5c4cccc5)C(=O)O                                                                                                                               
# 
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 
DPS "SYSTEMATIC NAME" ACDLabs              10.04 N-{[4-(4-phenylpiperidin-1-yl)phenyl]sulfonyl}-L-tryptophan                                
DPS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-3-(1H-indol-3-yl)-2-[[4-(4-phenylpiperidin-1-yl)phenyl]sulfonylamino]propanoic acid" 
# 
