data_AGG
# 
_chem_comp.id                                    AGG 
_chem_comp.name                                  TIROFIBAN 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H36 N2 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         N-(BUTYLSULFONYL)-O-[4-(4-PIPERIDINYL)BUTYL]-L-TYROSINE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-07-19 
_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                        440.597 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AGG 
_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        1TY5 
_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 
AGG C1   C1   C 0 1 N N N 93.934 38.712 76.475 5.650  -0.489 -4.872 C1   AGG 1  
AGG C2   C2   C 0 1 N N N 94.063 38.447 77.930 4.195  -0.832 -5.198 C2   AGG 2  
AGG C3   C3   C 0 1 N N N 94.680 39.637 78.646 3.265  0.127  -4.453 C3   AGG 3  
AGG C4   C4   C 0 1 N N N 94.733 39.188 80.090 1.811  -0.215 -4.780 C4   AGG 4  
AGG S1   S1   S 0 1 N N N 95.518 40.360 81.176 0.708  0.923  -3.897 S1   AGG 5  
AGG O1   O1   O 0 1 N N N 96.846 40.364 80.865 0.711  0.674  -2.498 O1   AGG 6  
AGG O2   O2   O 0 1 N N N 94.753 41.613 81.132 0.777  2.238  -4.431 O2   AGG 7  
AGG N    N    N 0 1 N N N 95.465 39.790 82.744 -0.800 0.418  -4.356 N    AGG 8  
AGG CA   CA   C 0 1 N N S 96.138 38.545 83.289 -1.236 -0.948 -4.064 CA   AGG 9  
AGG CB   CB   C 0 1 N N N 96.963 37.659 82.328 -2.484 -0.908 -3.179 CB   AGG 10 
AGG CG   CG   C 0 1 Y N N 96.009 36.851 81.497 -2.163 -0.196 -1.890 CG   AGG 11 
AGG CD1  CD1  C 0 1 Y N N 96.408 36.392 80.260 -2.334 1.172  -1.796 CD1  AGG 12 
AGG CE1  CE1  C 0 1 Y N N 95.528 35.675 79.467 -2.040 1.827  -0.616 CE1  AGG 13 
AGG CZ   CZ   C 0 1 Y N N 94.223 35.420 79.909 -1.574 1.109  0.475  CZ   AGG 14 
AGG OH   OH   O 0 1 N N N 93.322 34.726 79.129 -1.284 1.751  1.638  OH   AGG 15 
AGG CE2  CE2  C 0 1 Y N N 93.834 35.879 81.162 -1.403 -0.263 0.379  CE2  AGG 16 
AGG CD2  CD2  C 0 1 Y N N 94.725 36.595 81.946 -1.703 -0.914 -0.802 CD2  AGG 17 
AGG C    C    C 0 1 N N N 96.955 38.975 84.469 -1.557 -1.660 -5.353 C    AGG 18 
AGG O    O    O 0 1 N N N 97.756 39.885 84.393 -1.408 -2.856 -5.436 O    AGG 19 
AGG OXT  OXT  O 0 1 N N N 96.732 38.434 85.527 -2.008 -0.965 -6.409 OXT  AGG 20 
AGG C11  C11  C 0 1 N N N 93.992 34.120 78.005 -0.833 0.755  2.558  C11  AGG 21 
AGG C12  C12  C 0 1 N N N 93.015 34.044 76.835 -0.489 1.415  3.895  C12  AGG 22 
AGG C13  C13  C 0 1 N N N 93.692 33.392 75.635 -0.006 0.349  4.880  C13  AGG 23 
AGG C14  C14  C 0 1 N N N 92.741 32.342 75.063 0.337  1.008  6.217  C14  AGG 24 
AGG C15  C15  C 0 1 N N N 93.373 31.663 73.850 0.820  -0.057 7.202  C15  AGG 25 
AGG C16  C16  C 0 1 N N N 93.821 30.248 74.201 1.165  0.600  8.542  C16  AGG 26 
AGG C17  C17  C 0 1 N N N 94.436 29.615 72.950 1.537  -0.484 9.554  C17  AGG 27 
AGG N18  N18  N 0 1 N N N 93.416 29.523 71.894 0.396  -1.381 9.762  N18  AGG 28 
AGG C18  C18  C 0 1 N N N 93.020 30.892 71.517 0.158  -2.085 8.498  C18  AGG 29 
AGG C19  C19  C 0 1 N N N 92.361 31.588 72.708 -0.289 -1.088 7.427  C19  AGG 30 
AGG H11  1H1  H 0 1 N N N 94.910 39.005 76.022 6.312  -1.173 -5.402 H11  AGG 31 
AGG H12  2H1  H 0 1 N N N 93.481 37.839 75.950 5.861  0.533  -5.182 H12  AGG 32 
AGG H13  3H1  H 0 1 N N N 93.367 39.651 76.276 5.814  -0.585 -3.798 H13  AGG 33 
AGG H21  1H2  H 0 1 N N N 94.630 37.508 78.129 3.985  -1.856 -4.888 H21  AGG 34 
AGG H22  2H2  H 0 1 N N N 93.087 38.155 78.383 4.032  -0.737 -6.272 H22  AGG 35 
AGG H31  1H3  H 0 1 N N N 94.148 40.603 78.481 3.429  0.032  -3.380 H31  AGG 36 
AGG H32  2H3  H 0 1 N N N 95.659 39.971 78.229 3.476  1.151  -4.764 H32  AGG 37 
AGG H41  1H4  H 0 1 N N N 95.219 38.188 80.173 1.647  -0.119 -5.854 H41  AGG 38 
AGG H42  2H4  H 0 1 N N N 93.713 38.931 80.460 1.600  -1.238 -4.470 H42  AGG 39 
AGG H    H    H 0 1 N N N 94.476 39.700 82.978 -1.395 1.029  -4.819 H    AGG 40 
AGG HA   HA   H 0 1 N N N 95.307 37.846 83.542 -0.439 -1.480 -3.544 HA   AGG 41 
AGG HB1  1HB  H 0 1 N N N 97.710 37.026 82.862 -3.281 -0.376 -3.699 HB1  AGG 42 
AGG HB2  2HB  H 0 1 N N N 97.679 38.248 81.709 -2.808 -1.925 -2.962 HB2  AGG 43 
AGG HD1  HD1  H 0 1 N N N 97.432 36.599 79.905 -2.697 1.730  -2.647 HD1  AGG 44 
AGG HE1  HE1  H 0 1 N N N 95.866 35.307 78.484 -2.173 2.896  -0.544 HE1  AGG 45 
AGG HE2  HE2  H 0 1 N N N 92.816 35.675 81.535 -1.040 -0.824 1.227  HE2  AGG 46 
AGG HD2  HD2  H 0 1 N N N 94.409 36.964 82.936 -1.571 -1.983 -0.877 HD2  AGG 47 
AGG HXT  HXT  H 0 1 N N N 97.250 38.707 86.275 -2.214 -1.421 -7.236 HXT  AGG 48 
AGG H111 1H11 H 0 0 N N N 94.434 33.128 78.256 -1.621 0.017  2.709  H111 AGG 49 
AGG H112 2H11 H 0 0 N N N 94.938 34.647 77.737 0.052  0.264  2.156  H112 AGG 50 
AGG H121 1H12 H 0 0 N N N 92.586 35.042 76.583 0.298  2.153  3.744  H121 AGG 51 
AGG H122 2H12 H 0 0 N N N 92.068 33.526 77.114 -1.375 1.906  4.296  H122 AGG 52 
AGG H131 1H13 H 0 0 N N N 94.696 32.974 75.882 -0.794 -0.389 5.031  H131 AGG 53 
AGG H132 2H13 H 0 0 N N N 94.022 34.135 74.872 0.879  -0.142 4.479  H132 AGG 54 
AGG H141 1H14 H 0 0 N N N 91.740 32.772 74.825 1.125  1.746  6.066  H141 AGG 55 
AGG H142 2H14 H 0 0 N N N 92.423 31.603 75.835 -0.548 1.500  6.619  H142 AGG 56 
AGG H15  H15  H 0 1 N N N 94.258 32.265 73.537 1.704  -0.552 6.800  H15  AGG 57 
AGG H161 1H16 H 0 0 N N N 92.999 29.632 74.634 2.009  1.278  8.408  H161 AGG 58 
AGG H162 2H16 H 0 0 N N N 94.508 30.220 75.079 0.303  1.158  8.906  H162 AGG 59 
AGG H171 1H17 H 0 0 N N N 94.909 28.629 73.166 2.385  -1.056 9.177  H171 AGG 60 
AGG H172 2H17 H 0 0 N N N 95.348 30.158 72.608 1.809  -0.018 10.502 H172 AGG 61 
AGG H18  H18  H 0 1 N N N 92.621 28.944 72.164 0.692  -2.077 10.430 H18  AGG 62 
AGG H181 1H18 H 0 0 N N N 92.370 30.906 70.611 1.078  -2.573 8.176  H181 AGG 63 
AGG H182 2H18 H 0 0 N N N 93.876 31.479 71.110 -0.618 -2.836 8.642  H182 AGG 64 
AGG H191 1H19 H 0 0 N N N 91.943 32.587 72.441 -1.196 -0.581 7.758  H191 AGG 65 
AGG H192 2H19 H 0 0 N N N 91.407 31.099 73.014 -0.487 -1.619 6.496  H192 AGG 66 
# 
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 
AGG C1  C2   SING N N 1  
AGG C1  H11  SING N N 2  
AGG C1  H12  SING N N 3  
AGG C1  H13  SING N N 4  
AGG C2  C3   SING N N 5  
AGG C2  H21  SING N N 6  
AGG C2  H22  SING N N 7  
AGG C3  C4   SING N N 8  
AGG C3  H31  SING N N 9  
AGG C3  H32  SING N N 10 
AGG C4  S1   SING N N 11 
AGG C4  H41  SING N N 12 
AGG C4  H42  SING N N 13 
AGG S1  O1   DOUB N N 14 
AGG S1  O2   DOUB N N 15 
AGG S1  N    SING N N 16 
AGG N   CA   SING N N 17 
AGG N   H    SING N N 18 
AGG CA  CB   SING N N 19 
AGG CA  C    SING N N 20 
AGG CA  HA   SING N N 21 
AGG CB  CG   SING N N 22 
AGG CB  HB1  SING N N 23 
AGG CB  HB2  SING N N 24 
AGG CG  CD1  DOUB Y N 25 
AGG CG  CD2  SING Y N 26 
AGG CD1 CE1  SING Y N 27 
AGG CD1 HD1  SING N N 28 
AGG CE1 CZ   DOUB Y N 29 
AGG CE1 HE1  SING N N 30 
AGG CZ  OH   SING N N 31 
AGG CZ  CE2  SING Y N 32 
AGG OH  C11  SING N N 33 
AGG CE2 CD2  DOUB Y N 34 
AGG CE2 HE2  SING N N 35 
AGG CD2 HD2  SING N N 36 
AGG C   O    DOUB N N 37 
AGG C   OXT  SING N N 38 
AGG OXT HXT  SING N N 39 
AGG C11 C12  SING N N 40 
AGG C11 H111 SING N N 41 
AGG C11 H112 SING N N 42 
AGG C12 C13  SING N N 43 
AGG C12 H121 SING N N 44 
AGG C12 H122 SING N N 45 
AGG C13 C14  SING N N 46 
AGG C13 H131 SING N N 47 
AGG C13 H132 SING N N 48 
AGG C14 C15  SING N N 49 
AGG C14 H141 SING N N 50 
AGG C14 H142 SING N N 51 
AGG C15 C16  SING N N 52 
AGG C15 C19  SING N N 53 
AGG C15 H15  SING N N 54 
AGG C16 C17  SING N N 55 
AGG C16 H161 SING N N 56 
AGG C16 H162 SING N N 57 
AGG C17 N18  SING N N 58 
AGG C17 H171 SING N N 59 
AGG C17 H172 SING N N 60 
AGG N18 C18  SING N N 61 
AGG N18 H18  SING N N 62 
AGG C18 C19  SING N N 63 
AGG C18 H181 SING N N 64 
AGG C18 H182 SING N N 65 
AGG C19 H191 SING N N 66 
AGG C19 H192 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 
AGG SMILES           ACDLabs              10.04 O=S(=O)(NC(C(=O)O)Cc2ccc(OCCCCC1CCNCC1)cc2)CCCC                                                                                                                            
AGG InChI            InChI                1.02b InChI=1/C22H36N2O5S/c1-2-3-16-30(27,28)24-21(22(25)26)17-19-7-9-20(10-8-19)29-15-5-4-6-18-11-13-23-14-12-18/h7-10,18,21,23-24H,2-6,11-17H2,1H3,(H,25,26)/t21-/m0/s1/f/h25H 
AGG InChIKey         InChI                1.02b COKMIXFXJJXBQG-NAUSHLRJDW                                                                                                                                                  
AGG SMILES_CANONICAL CACTVS               3.341 CCCC[S](=O)(=O)N[C@@H](Cc1ccc(OCCCCC2CCNCC2)cc1)C(O)=O                                                                                                                     
AGG SMILES           CACTVS               3.341 CCCC[S](=O)(=O)N[CH](Cc1ccc(OCCCCC2CCNCC2)cc1)C(O)=O                                                                                                                       
AGG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCS(=O)(=O)N[C@@H](Cc1ccc(cc1)OCCCCC2CCNCC2)C(=O)O                                                                                                                       
AGG SMILES           "OpenEye OEToolkits" 1.5.0 CCCCS(=O)(=O)NC(Cc1ccc(cc1)OCCCCC2CCNCC2)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 
AGG "SYSTEMATIC NAME" ACDLabs              10.04 N-(butylsulfonyl)-O-(4-piperidin-4-ylbutyl)-L-tyrosine                           
AGG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-(butylsulfonylamino)-3-[4-(4-piperidin-4-ylbutoxy)phenyl]propanoic acid" 
# 
