data_S44 # _chem_comp.id S44 _chem_comp.name "(2S)-2-(4-propoxy-3-{[({4-[(3S,5S,7S)-tricyclo[3.3.1.1~3,7~]dec-1-yl]phenyl}carbonyl)amino]methyl}benzyl)butanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H41 N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(S)-2-{3-[(4-adamantan-1-ylbenzoylamino)methyl]-4-propoxybenzyl} butyric acid" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-05-09 _chem_comp.pdbx_modified_date 2020-06-17 _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 503.672 _chem_comp.one_letter_code ? _chem_comp.three_letter_code S44 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2ZNN _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 S44 O33 O33 O 0 1 N N N 14.492 3.199 -0.721 4.532 3.642 2.282 O33 S44 1 S44 O34 O34 O 0 1 N N N 15.288 1.121 -0.940 5.627 1.730 2.112 O34 S44 2 S44 C1 C1 C 0 1 N N N 14.620 2.050 -1.384 5.149 2.692 1.561 C1 S44 3 S44 C2 C2 C 0 1 N N S 13.917 2.079 -2.578 5.246 2.827 0.063 C2 S44 4 S44 C3 C3 C 0 1 N N N 14.777 1.512 -3.724 6.006 4.109 -0.286 C3 S44 5 S44 C4 C4 C 0 1 N N N 16.035 2.326 -3.933 5.977 4.323 -1.800 C4 S44 6 S44 C5 C5 C 0 1 N N N 12.628 1.270 -2.390 5.991 1.621 -0.511 C5 S44 7 S44 C6 C6 C 0 1 Y N N 11.738 1.293 -3.609 5.156 0.380 -0.325 C6 S44 8 S44 C7 C7 C 0 1 Y N N 10.937 2.452 -3.921 4.147 0.086 -1.223 C7 S44 9 S44 C8 C8 C 0 1 Y N N 10.083 2.468 -5.088 3.380 -1.051 -1.055 C8 S44 10 S44 C9 C9 C 0 1 Y N N 10.031 1.303 -5.962 3.623 -1.898 0.017 C9 S44 11 S44 C10 C10 C 0 1 Y N N 10.847 0.136 -5.636 4.637 -1.601 0.917 C10 S44 12 S44 C11 C11 C 0 1 Y N N 11.686 0.135 -4.472 5.404 -0.466 0.741 C11 S44 13 S44 O37 O37 O 0 1 N N N 9.206 1.308 -7.096 2.870 -3.016 0.185 O37 S44 14 S44 C30 C30 C 0 1 N N N 8.393 0.129 -7.172 3.177 -3.842 1.310 C30 S44 15 S44 C31 C31 C 0 1 N N N 8.744 -0.646 -8.414 2.231 -5.045 1.333 C31 S44 16 S44 C32 C32 C 0 1 N N N 7.925 -1.909 -8.443 2.560 -5.929 2.538 C32 S44 17 S44 C12 C12 C 0 1 N N N 9.280 3.652 -5.364 2.280 -1.370 -2.034 C12 S44 18 S44 N35 N35 N 0 1 N N N 9.687 4.351 -6.565 0.990 -0.966 -1.468 N35 S44 19 S44 C13 C13 C 0 1 N N N 9.042 5.540 -6.832 -0.144 -1.156 -2.172 C13 S44 20 S44 O36 O36 O 0 1 N N N 8.155 6.006 -6.098 -0.096 -1.663 -3.275 O36 S44 21 S44 C14 C14 C 0 1 Y N N 9.431 6.192 -7.992 -1.445 -0.748 -1.601 C14 S44 22 S44 C15 C15 C 0 1 Y N N 9.550 7.628 -7.971 -2.621 -0.944 -2.327 C15 S44 23 S44 C16 C16 C 0 1 Y N N 9.917 8.360 -9.149 -3.832 -0.561 -1.788 C16 S44 24 S44 C17 C17 C 0 1 Y N N 10.176 7.669 -10.398 -3.882 0.016 -0.532 C17 S44 25 S44 C18 C18 C 0 1 Y N N 10.064 6.207 -10.423 -2.720 0.212 0.193 C18 S44 26 S44 C19 C19 C 0 1 Y N N 9.693 5.475 -9.225 -1.503 -0.171 -0.331 C19 S44 27 S44 C20 C20 C 0 1 N N N 10.540 8.459 -11.660 -5.209 0.432 0.050 C20 S44 28 S44 C21 C21 C 0 1 N N N 9.427 8.243 -12.721 -4.990 1.038 1.438 C21 S44 29 S44 C22 C22 C 0 1 N N N 9.752 9.034 -14.013 -6.337 1.460 2.028 C22 S44 30 S44 C23 C23 C 0 1 N N N 11.105 8.553 -14.584 -7.249 0.238 2.144 C23 S44 31 S44 C24 C24 C 0 1 N N N 12.222 8.780 -13.538 -7.468 -0.368 0.756 C24 S44 32 S44 C25 C25 C 0 1 N N N 11.891 7.979 -12.251 -6.122 -0.791 0.165 C25 S44 33 S44 C26 C26 C 0 1 N N N 10.607 9.991 -11.362 -5.862 1.472 -0.863 C26 S44 34 S44 C27 C27 C 0 1 N N N 10.949 10.779 -12.644 -7.209 1.894 -0.273 C27 S44 35 S44 C28 C28 C 0 1 N N N 12.307 10.293 -13.209 -8.122 0.672 -0.157 C28 S44 36 S44 C29 C29 C 0 1 N N N 9.831 10.541 -13.680 -6.990 2.500 1.115 C29 S44 37 S44 HO33 HO33 H 0 0 N N N 14.981 3.152 0.092 4.496 3.511 3.239 HO33 S44 38 S44 H2 H2 H 0 1 N N N 13.663 3.114 -2.850 4.244 2.872 -0.363 H2 S44 39 S44 H3 H3 H 0 1 N N N 15.061 0.479 -3.475 5.534 4.957 0.210 H3 S44 40 S44 H3A H3A H 0 1 N N N 14.185 1.549 -4.650 7.040 4.021 0.049 H3A S44 41 S44 H4 H4 H 0 1 N N N 16.170 2.524 -5.007 6.580 5.195 -2.056 H4 S44 42 S44 H4A H4A H 0 1 N N N 15.948 3.280 -3.393 6.382 3.443 -2.299 H4A S44 43 S44 H4B H4B H 0 1 N N N 16.901 1.766 -3.551 4.949 4.484 -2.125 H4B S44 44 S44 H5 H5 H 0 1 N N N 12.902 0.225 -2.181 6.175 1.779 -1.574 H5 S44 45 S44 H5A H5A H 0 1 N N N 12.067 1.726 -1.561 6.942 1.500 0.008 H5A S44 46 S44 H7 H7 H 0 1 N N N 10.976 3.317 -3.276 3.958 0.746 -2.057 H7 S44 47 S44 H10 H10 H 0 1 N N N 10.819 -0.733 -6.276 4.828 -2.258 1.752 H10 S44 48 S44 H11 H11 H 0 1 N N N 12.282 -0.735 -4.240 6.196 -0.236 1.438 H11 S44 49 S44 H30 H30 H 0 1 N N N 8.573 -0.498 -6.286 4.207 -4.191 1.234 H30 S44 50 S44 H30A H30A H 0 0 N N N 7.332 0.418 -7.209 3.055 -3.266 2.227 H30A S44 51 S44 H31 H31 H 0 1 N N N 8.523 -0.040 -9.305 1.201 -4.696 1.408 H31 S44 52 S44 H31A H31A H 0 0 N N N 9.815 -0.895 -8.410 2.353 -5.621 0.416 H31A S44 53 S44 H32 H32 H 0 1 N N N 7.725 -2.193 -9.487 1.886 -6.785 2.554 H32 S44 54 S44 H32A H32A H 0 0 N N N 8.479 -2.717 -7.943 3.590 -6.278 2.462 H32A S44 55 S44 H32B H32B H 0 0 N N N 6.972 -1.740 -7.921 2.438 -5.353 3.455 H32B S44 56 S44 H12 H12 H 0 1 N N N 8.233 3.337 -5.487 2.454 -0.830 -2.964 H12 S44 57 S44 H12A H12A H 0 0 N N N 9.414 4.344 -4.520 2.270 -2.442 -2.232 H12A S44 58 S44 HN35 HN35 H 0 0 N N N 10.398 3.991 -7.169 0.952 -0.561 -0.587 HN35 S44 59 S44 H15 H15 H 0 1 N N N 9.360 8.163 -7.052 -2.583 -1.393 -3.308 H15 S44 60 S44 H16 H16 H 0 1 N N N 10.001 9.436 -9.106 -4.743 -0.712 -2.349 H16 S44 61 S44 H18 H18 H 0 1 N N N 10.259 5.670 -11.340 -2.767 0.663 1.173 H18 S44 62 S44 H19 H19 H 0 1 N N N 9.612 4.398 -9.252 -0.598 -0.021 0.237 H19 S44 63 S44 H21 H21 H 0 1 N N N 9.360 7.172 -12.961 -4.524 0.297 2.088 H21 S44 64 S44 H21A H21A H 0 0 N N N 8.470 8.602 -12.313 -4.340 1.909 1.355 H21A S44 65 S44 H22 H22 H 0 1 N N N 8.963 8.865 -14.761 -6.180 1.892 3.017 H22 S44 66 S44 H23 H23 H 0 1 N N N 11.040 7.481 -14.823 -6.784 -0.503 2.794 H23 S44 67 S44 H23A H23A H 0 0 N N N 11.339 9.122 -15.496 -8.208 0.539 2.564 H23A S44 68 S44 H24 H24 H 0 1 N N N 13.187 8.437 -13.939 -8.118 -1.239 0.838 H24 S44 69 S44 H25 H25 H 0 1 N N N 12.688 8.136 -11.510 -6.278 -1.222 -0.823 H25 S44 70 S44 H25A H25A H 0 0 N N N 11.817 6.910 -12.500 -5.656 -1.531 0.816 H25A S44 71 S44 H26 H26 H 0 1 N N N 9.631 10.327 -10.983 -5.212 2.343 -0.945 H26 S44 72 S44 H26A H26A H 0 0 N N N 11.392 10.173 -10.613 -6.018 1.040 -1.852 H26A S44 73 S44 H27 H27 H 0 1 N N N 11.025 11.853 -12.418 -7.674 2.635 -0.923 H27 S44 74 S44 H28 H28 H 0 1 N N N 13.096 10.461 -12.461 -8.278 0.240 -1.146 H28 S44 75 S44 H28A H28A H 0 0 N N N 12.543 10.854 -14.126 -9.081 0.973 0.264 H28A S44 76 S44 H29 H29 H 0 1 N N N 10.053 11.108 -14.596 -7.949 2.801 1.536 H29 S44 77 S44 H29A H29A H 0 0 N N N 8.869 10.877 -13.266 -6.340 3.371 1.033 H29A S44 78 # # 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 S44 O33 C1 SING N N 1 S44 O34 C1 DOUB N N 2 S44 C1 C2 SING N N 3 S44 C2 C3 SING N N 4 S44 C2 C5 SING N N 5 S44 C3 C4 SING N N 6 S44 C5 C6 SING N N 7 S44 C6 C7 DOUB Y N 8 S44 C6 C11 SING Y N 9 S44 C7 C8 SING Y N 10 S44 C8 C9 DOUB Y N 11 S44 C8 C12 SING N N 12 S44 C9 C10 SING Y N 13 S44 C9 O37 SING N N 14 S44 C10 C11 DOUB Y N 15 S44 O37 C30 SING N N 16 S44 C30 C31 SING N N 17 S44 C31 C32 SING N N 18 S44 C12 N35 SING N N 19 S44 N35 C13 SING N N 20 S44 C13 O36 DOUB N N 21 S44 C13 C14 SING N N 22 S44 C14 C15 DOUB Y N 23 S44 C14 C19 SING Y N 24 S44 C15 C16 SING Y N 25 S44 C16 C17 DOUB Y N 26 S44 C17 C18 SING Y N 27 S44 C17 C20 SING N N 28 S44 C18 C19 DOUB Y N 29 S44 C20 C21 SING N N 30 S44 C20 C25 SING N N 31 S44 C20 C26 SING N N 32 S44 C21 C22 SING N N 33 S44 C22 C23 SING N N 34 S44 C22 C29 SING N N 35 S44 C23 C24 SING N N 36 S44 C24 C25 SING N N 37 S44 C24 C28 SING N N 38 S44 C26 C27 SING N N 39 S44 C27 C28 SING N N 40 S44 C27 C29 SING N N 41 S44 O33 HO33 SING N N 42 S44 C2 H2 SING N N 43 S44 C3 H3 SING N N 44 S44 C3 H3A SING N N 45 S44 C4 H4 SING N N 46 S44 C4 H4A SING N N 47 S44 C4 H4B SING N N 48 S44 C5 H5 SING N N 49 S44 C5 H5A SING N N 50 S44 C7 H7 SING N N 51 S44 C10 H10 SING N N 52 S44 C11 H11 SING N N 53 S44 C30 H30 SING N N 54 S44 C30 H30A SING N N 55 S44 C31 H31 SING N N 56 S44 C31 H31A SING N N 57 S44 C32 H32 SING N N 58 S44 C32 H32A SING N N 59 S44 C32 H32B SING N N 60 S44 C12 H12 SING N N 61 S44 C12 H12A SING N N 62 S44 N35 HN35 SING N N 63 S44 C15 H15 SING N N 64 S44 C16 H16 SING N N 65 S44 C18 H18 SING N N 66 S44 C19 H19 SING N N 67 S44 C21 H21 SING N N 68 S44 C21 H21A SING N N 69 S44 C22 H22 SING N N 70 S44 C23 H23 SING N N 71 S44 C23 H23A SING N N 72 S44 C24 H24 SING N N 73 S44 C25 H25 SING N N 74 S44 C25 H25A SING N N 75 S44 C26 H26 SING N N 76 S44 C26 H26A SING N N 77 S44 C27 H27 SING N N 78 S44 C28 H28 SING N N 79 S44 C28 H28A SING N N 80 S44 C29 H29 SING N N 81 S44 C29 H29A SING N N 82 # # 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 S44 SMILES ACDLabs 10.04 "O=C(O)C(CC)Cc1cc(c(OCCC)cc1)CNC(=O)c2ccc(cc2)C34CC5CC(C3)CC(C4)C5" S44 SMILES_CANONICAL CACTVS 3.341 "CCCOc1ccc(C[C@H](CC)C(O)=O)cc1CNC(=O)c2ccc(cc2)C34CC5CC(CC(C5)C3)C4" S44 SMILES CACTVS 3.341 "CCCOc1ccc(C[CH](CC)C(O)=O)cc1CNC(=O)c2ccc(cc2)C34CC5CC(CC(C5)C3)C4" S44 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCOc1ccc(cc1CNC(=O)c2ccc(cc2)C34CC5CC(C3)CC(C5)C4)C[C@H](CC)C(=O)O" S44 SMILES "OpenEye OEToolkits" 1.5.0 "CCCOc1ccc(cc1CNC(=O)c2ccc(cc2)C34CC5CC(C3)CC(C5)C4)CC(CC)C(=O)O" S44 InChI InChI 1.03 "InChI=1S/C32H41NO4/c1-3-11-37-29-10-5-21(15-25(4-2)31(35)36)16-27(29)20-33-30(34)26-6-8-28(9-7-26)32-17-22-12-23(18-32)14-24(13-22)19-32/h5-10,16,22-25H,3-4,11-15,17-20H2,1-2H3,(H,33,34)(H,35,36)/t22-,23+,24-,25-,32-/m0/s1" S44 InChIKey InChI 1.03 GUFHDBFHNDUDJA-ZQPQWVRXSA-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 S44 "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-2-(4-propoxy-3-{[({4-[(3S,5S,7S)-tricyclo[3.3.1.1~3,7~]dec-1-yl]phenyl}carbonyl)amino]methyl}benzyl)butanoic acid" S44 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[3-[[[4-(1-adamantyl)phenyl]carbonylamino]methyl]-4-propoxy-phenyl]methyl]butanoic 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 S44 "Create component" 2008-05-09 PDBJ S44 "Modify aromatic_flag" 2011-06-04 RCSB S44 "Modify descriptor" 2011-06-04 RCSB S44 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id S44 _pdbx_chem_comp_synonyms.name "(S)-2-{3-[(4-adamantan-1-ylbenzoylamino)methyl]-4-propoxybenzyl} butyric acid" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##