data_180
# 
_chem_comp.id                                    180 
_chem_comp.name                                  "2-(S)-[N-(3-PYRIDYLSULFONYL)AMINO]-3-[[2-CARBONYL-5-[2-(PIPERIDIN-4-YL)ETHYL]-THIENO[2,3-B]THIOPHENEYL]AMINO]-PROPIONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H26 N4 O5 S3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "MERCK L739758" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-07-20 
_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                        522.661 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     180 
_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        1TY7 
_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 
180 O1   O1   O 0 1 N N N 97.235 39.214 85.064 2.453  -1.414 6.706   O1   180 1  
180 C1   C1   C 0 1 N N N 97.476 39.786 84.022 1.986  -0.193 6.400   C1   180 2  
180 O2   O2   O 0 1 N N N 98.147 40.784 84.023 2.174  0.731  7.155   O2   180 3  
180 C2   C2   C 0 1 N N R 96.937 39.256 82.744 1.228  0.023  5.116   C2   180 4  
180 C3   C3   C 0 1 N N N 96.737 37.756 82.833 2.208  0.400  4.003   C3   180 5  
180 N1   N1   N 0 1 N N N 95.817 37.384 81.773 1.485  0.512  2.734   N1   180 6  
180 C4   C4   C 0 1 N N N 96.259 36.635 80.799 2.162  0.735  1.590   C4   180 7  
180 O3   O3   O 0 1 N N N 97.449 36.464 80.706 3.361  0.939  1.622   O3   180 8  
180 C5   C5   C 0 1 Y N N 95.366 36.132 79.777 1.454  0.732  0.308   C5   180 9  
180 C6   C6   C 0 1 Y N N 95.702 35.669 78.555 1.966  0.847  -0.947  C6   180 10 
180 C7   C7   C 0 1 Y N N 94.726 35.243 77.651 1.116  0.817  -2.081  C7   180 11 
180 C8   C8   C 0 1 Y N N 94.781 34.727 76.285 1.346  0.909  -3.535  C8   180 12 
180 C9   C9   C 0 1 Y N N 93.670 34.408 75.659 0.314  0.855  -4.382  C9   180 13 
180 C10  C10  C 0 1 N N N 93.517 33.877 74.273 0.335  0.930  -5.887  C10  180 14 
180 C11  C11  C 0 1 N N N 93.604 32.356 74.321 0.475  -0.478 -6.466  C11  180 15 
180 C12  C12  C 0 1 N N N 93.771 31.839 72.910 0.496  -0.402 -7.994  C12  180 16 
180 C13  C13  C 0 1 N N N 93.899 30.331 72.932 0.637  -1.812 -8.576  C13  180 17 
180 C14  C14  C 0 1 N N N 94.092 29.873 71.499 0.542  -1.738 -10.101 C14  180 18 
180 N2   N2   N 0 1 N N N 92.908 30.224 70.691 -0.767 -1.207 -10.492 N2   180 19 
180 C15  C15  C 0 1 N N N 92.766 31.688 70.654 -0.833 0.180  -10.024 C15  180 20 
180 C16  C16  C 0 1 N N N 92.562 32.227 72.063 -0.813 0.213  -8.494  C16  180 21 
180 S1   S1   S 0 1 Y N N 92.410 34.761 76.857 -1.092 0.671  -3.301  S1   180 22 
180 C17  C17  C 0 1 Y N N 93.429 35.337 78.151 -0.245 0.675  -1.759  C17  180 23 
180 S2   S2   S 0 1 Y N N 93.606 35.988 79.772 -0.297 0.584  -0.001  S2   180 24 
180 N3   N3   N 0 1 N N N 95.686 39.936 82.388 0.523  -1.207 4.751   N3   180 25 
180 S3   S3   S 0 1 N N N 95.659 40.925 81.049 -1.059 -1.416 5.189   S3   180 26 
180 O4   O4   O 0 1 N N N 94.849 42.022 81.368 -1.448 -2.670 4.646   O4   180 27 
180 O5   O5   O 0 1 N N N 97.031 41.067 80.717 -1.130 -1.057 6.562   O5   180 28 
180 C18  C18  C 0 1 Y N N 94.913 40.100 79.701 -2.008 -0.206 4.329   C18  180 29 
180 C19  C19  C 0 1 Y N N 93.525 40.029 79.601 -2.614 -0.517 3.121   C19  180 30 
180 C20  C20  C 0 1 Y N N 92.967 39.379 78.503 -3.350 0.465  2.479   C20  180 31 
180 C21  C21  C 0 1 Y N N 93.813 38.850 77.540 -3.456 1.715  3.060   C21  180 32 
180 N4   N4   N 0 1 Y N N 95.130 38.938 77.672 -2.866 1.976  4.210   N4   180 33 
180 C22  C22  C 0 1 Y N N 95.693 39.526 78.717 -2.163 1.063  4.852   C22  180 34 
180 HO1  HO1  H 0 1 N N N 96.705 38.426 85.063 2.940  -1.553 7.530   HO1  180 35 
180 H2   H2   H 0 1 N N N 97.679 39.458 81.936 0.506  0.829  5.252   H2   180 36 
180 H31  1H3  H 0 1 N N N 96.402 37.419 83.841 2.677  1.354  4.239   H31  180 37 
180 H32  2H3  H 0 1 N N N 97.694 37.185 82.802 2.974  -0.370 3.917   H32  180 38 
180 HN1  HN1  H 0 1 N N N 94.836 37.656 81.711 0.518  0.426  2.716   HN1  180 39 
180 H6   H6   H 0 1 N N N 96.774 35.639 78.295 3.032  0.959  -1.081  H6   180 40 
180 H8   H8   H 0 1 N N N 95.703 34.571 75.700 2.350  1.021  -3.916  H8   180 41 
180 H101 1H10 H 0 0 N N N 94.250 34.324 73.561 -0.593 1.377  -6.241  H101 180 42 
180 H102 2H10 H 0 0 N N N 92.584 34.236 73.779 1.178  1.541  -6.209  H102 180 43 
180 H111 1H11 H 0 0 N N N 92.735 31.894 74.846 1.404  -0.926 -6.112  H111 180 44 
180 H112 2H11 H 0 0 N N N 94.406 31.995 75.006 -0.367 -1.090 -6.144  H112 180 45 
180 H12  H12  H 0 1 N N N 94.691 32.289 72.468 1.337  0.211  -8.317  H12  180 46 
180 H131 1H13 H 0 0 N N N 93.042 29.828 73.439 1.603  -2.229 -8.291  H131 180 47 
180 H132 2H13 H 0 0 N N N 94.703 29.972 73.616 -0.161 -2.446 -8.192  H132 180 48 
180 H141 1H14 H 0 0 N N N 94.332 28.786 71.437 1.326  -1.084 -10.482 H141 180 49 
180 H142 2H14 H 0 0 N N N 95.033 30.274 71.056 0.668  -2.736 -10.521 H142 180 50 
180 HN2  HN2  H 0 1 N N N 92.062 29.761 71.022 -0.778 -1.174 -11.500 HN2  180 51 
180 H151 1H15 H 0 0 N N N 91.955 32.012 69.961 0.023  0.733  -10.409 H151 180 52 
180 H152 2H15 H 0 0 N N N 93.625 32.178 70.139 -1.752 0.642  -10.384 H152 180 53 
180 H161 1H16 H 0 0 N N N 92.364 33.324 72.077 -1.656 -0.359 -8.107  H161 180 54 
180 H162 2H16 H 0 0 N N N 91.599 31.892 72.514 -0.885 1.245  -8.151  H162 180 55 
180 HN3  HN3  H 0 1 N N N 95.359 40.467 83.195 0.984  -1.900 4.253   HN3  180 56 
180 H19  H19  H 0 1 N N N 92.881 40.478 80.376 -2.513 -1.503 2.690   H19  180 57 
180 H20  H20  H 0 1 N N N 91.873 39.285 78.398 -3.835 0.258  1.536   H20  180 58 
180 H21  H21  H 0 1 N N N 93.426 38.343 76.640 -4.028 2.486  2.566   H21  180 59 
180 H22  H22  H 0 1 N N N 96.795 39.538 78.767 -1.694 1.314  5.792   H22  180 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 
180 O1  C1   SING N N 1  
180 O1  HO1  SING N N 2  
180 C1  O2   DOUB N N 3  
180 C1  C2   SING N N 4  
180 C2  C3   SING N N 5  
180 C2  N3   SING N N 6  
180 C2  H2   SING N N 7  
180 C3  N1   SING N N 8  
180 C3  H31  SING N N 9  
180 C3  H32  SING N N 10 
180 N1  C4   SING N N 11 
180 N1  HN1  SING N N 12 
180 C4  O3   DOUB N N 13 
180 C4  C5   SING N N 14 
180 C5  C6   DOUB Y N 15 
180 C5  S2   SING Y N 16 
180 C6  C7   SING Y N 17 
180 C6  H6   SING N N 18 
180 C7  C8   SING Y N 19 
180 C7  C17  DOUB Y N 20 
180 C8  C9   DOUB Y N 21 
180 C8  H8   SING N N 22 
180 C9  C10  SING N N 23 
180 C9  S1   SING Y N 24 
180 C10 C11  SING N N 25 
180 C10 H101 SING N N 26 
180 C10 H102 SING N N 27 
180 C11 C12  SING N N 28 
180 C11 H111 SING N N 29 
180 C11 H112 SING N N 30 
180 C12 C13  SING N N 31 
180 C12 C16  SING N N 32 
180 C12 H12  SING N N 33 
180 C13 C14  SING N N 34 
180 C13 H131 SING N N 35 
180 C13 H132 SING N N 36 
180 C14 N2   SING N N 37 
180 C14 H141 SING N N 38 
180 C14 H142 SING N N 39 
180 N2  C15  SING N N 40 
180 N2  HN2  SING N N 41 
180 C15 C16  SING N N 42 
180 C15 H151 SING N N 43 
180 C15 H152 SING N N 44 
180 C16 H161 SING N N 45 
180 C16 H162 SING N N 46 
180 S1  C17  SING Y N 47 
180 C17 S2   SING Y N 48 
180 N3  S3   SING N N 49 
180 N3  HN3  SING N N 50 
180 S3  O4   DOUB N N 51 
180 S3  O5   DOUB N N 52 
180 S3  C18  SING N N 53 
180 C18 C19  DOUB Y N 54 
180 C18 C22  SING Y N 55 
180 C19 C20  SING Y N 56 
180 C19 H19  SING N N 57 
180 C20 C21  DOUB Y N 58 
180 C20 H20  SING N N 59 
180 C21 N4   SING Y N 60 
180 C21 H21  SING N N 61 
180 N4  C22  DOUB Y N 62 
180 C22 H22  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 
180 SMILES           ACDLabs              10.04 O=S(=O)(c1cccnc1)NC(C(=O)O)CNC(=O)c2sc3sc(cc3c2)CCC4CCNCC4                                                                                                                                                    
180 InChI            InChI                1.02b InChI=1/C22H26N4O5S3/c27-20(25-13-18(21(28)29)26-34(30,31)17-2-1-7-24-12-17)19-11-15-10-16(32-22(15)33-19)4-3-14-5-8-23-9-6-14/h1-2,7,10-12,14,18,23,26H,3-6,8-9,13H2,(H,25,27)(H,28,29)/t18-/m1/s1/f/h25,28H 
180 InChIKey         InChI                1.02b QDIFCBMBPLLNGR-CCZXLIEJDB                                                                                                                                                                                     
180 SMILES_CANONICAL CACTVS               3.341 OC(=O)[C@@H](CNC(=O)c1sc2sc(CCC3CCNCC3)cc2c1)N[S](=O)(=O)c4cccnc4                                                                                                                                             
180 SMILES           CACTVS               3.341 OC(=O)[CH](CNC(=O)c1sc2sc(CCC3CCNCC3)cc2c1)N[S](=O)(=O)c4cccnc4                                                                                                                                               
180 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(cnc1)S(=O)(=O)N[C@H](CNC(=O)c2cc3cc(sc3s2)CCC4CCNCC4)C(=O)O                                                                                                                                              
180 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(cnc1)S(=O)(=O)NC(CNC(=O)c2cc3cc(sc3s2)CCC4CCNCC4)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 
180 "SYSTEMATIC NAME" ACDLabs              10.04 3-({[5-(2-piperidin-4-ylethyl)thieno[2,3-b]thiophen-2-yl]carbonyl}amino)-N-(pyridin-3-ylsulfonyl)-D-alanine               
180 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-3-[[5-(2-piperidin-4-ylethyl)thieno[5,4-b]thiophen-2-yl]carbonylamino]-2-(pyridin-3-ylsulfonylamino)propanoic acid" 
# 
