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 2021-03-01 _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 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" 180 InChI InChI 1.03 "InChI=1S/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" 180 InChIKey InChI 1.03 QDIFCBMBPLLNGR-GOSISDBHSA-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 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" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 180 "Create component" 2004-07-20 RCSB 180 "Modify descriptor" 2011-06-04 RCSB 180 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 180 _pdbx_chem_comp_synonyms.name "MERCK L739758" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##