data_GBV # _chem_comp.id GBV _chem_comp.name "N-(2-{4-[(2,4-dioxo-3,4-dihydro-2H-1lambda~4~,3-thiazol-5-yl)methyl]phenoxy}ethyl)-5-[(3R)-1,2-dithiolan-3-yl]pentanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H26 N2 O4 S3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-05-18 _chem_comp.pdbx_modified_date 2019-05-17 _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 454.626 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GBV _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 6DGQ _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 GBV C17 C1 C 0 1 N N N 17.069 60.994 10.656 0.280 -2.135 0.987 C17 GBV 1 GBV C21 C2 C 0 1 N N N 16.374 64.572 9.460 3.605 -0.441 0.133 C21 GBV 2 GBV C22 C3 C 0 1 N N N 17.358 65.712 9.171 4.948 -1.122 -0.139 C22 GBV 3 GBV C24 C4 C 0 1 N N N 16.493 67.899 8.283 7.350 -0.740 -0.710 C24 GBV 4 GBV C26 C5 C 0 1 N N N 17.259 70.579 8.693 9.715 -0.357 -1.402 C26 GBV 5 GBV C01 C6 C 0 1 Y N N 16.786 61.813 15.257 -4.401 1.191 -0.897 C01 GBV 6 GBV C02 C7 C 0 1 Y N N 17.035 61.354 13.984 -3.195 0.522 -0.972 C02 GBV 7 GBV C03 C8 C 0 1 Y N N 18.254 60.765 13.733 -2.699 -0.138 0.143 C03 GBV 8 GBV C04 C9 C 0 1 Y N N 19.245 60.630 14.694 -3.416 -0.125 1.330 C04 GBV 9 GBV C05 C10 C 0 1 Y N N 18.977 61.087 15.974 -4.622 0.544 1.400 C05 GBV 10 GBV C06 C11 C 0 1 Y N N 17.751 61.683 16.237 -5.114 1.202 0.288 C06 GBV 11 GBV C07 C12 C 0 1 N N N 17.403 62.243 17.606 -6.427 1.938 0.369 C07 GBV 12 GBV C08 C13 C 0 1 N N N 18.599 62.799 18.360 -7.550 1.005 -0.005 C08 GBV 13 GBV C09 C14 C 0 1 N N N 18.659 62.871 19.756 -8.906 1.318 -0.049 C09 GBV 14 GBV C12 C15 C 0 1 N N N 20.701 63.733 19.335 -9.134 -0.827 -0.680 C12 GBV 15 GBV C16 C16 C 0 1 N N N 18.224 61.366 11.572 -1.062 -1.454 1.258 C16 GBV 16 GBV C19 C17 C 0 1 N N N 17.132 63.278 9.744 2.562 -1.487 0.428 C19 GBV 17 GBV C23 C18 C 0 1 N N N 16.745 67.059 9.525 6.007 -0.059 -0.439 C23 GBV 18 GBV C25 C19 C 0 1 N N R 17.584 68.741 8.045 8.410 0.322 -1.010 C25 GBV 19 GBV C27 C20 C 0 1 N N N 18.338 71.493 7.944 10.940 -0.143 -0.510 C27 GBV 20 GBV N11 N1 N 0 1 N N N 19.814 63.371 20.258 -9.740 0.348 -0.405 N11 GBV 21 GBV N18 N2 N 0 1 N N N 16.374 62.222 10.360 1.295 -1.118 0.699 N18 GBV 22 GBV O10 O1 O 0 1 N N N 17.606 62.452 20.560 -9.311 2.433 0.229 O10 GBV 23 GBV O13 O2 O 0 1 N N N 21.943 64.268 19.628 -9.650 -1.868 -1.026 O13 GBV 24 GBV O15 O3 O 0 1 N N N 18.442 60.316 12.448 -1.512 -0.797 0.072 O15 GBV 25 GBV O20 O4 O 0 1 N N N 18.292 63.125 9.478 2.863 -2.662 0.422 O20 GBV 26 GBV S14 S1 S 0 1 N N N 20.059 63.459 17.790 -7.411 -0.495 -0.425 S14 GBV 27 GBV S28 S2 S 0 1 N N N 18.936 70.516 6.505 10.740 1.535 0.227 S28 GBV 28 GBV S29 S3 S 0 1 N N N 17.816 68.948 6.535 8.686 1.351 0.484 S29 GBV 29 GBV H1 H1 H 0 1 N N N 16.395 60.287 11.162 0.580 -2.710 1.863 H1 GBV 30 GBV H2 H2 H 0 1 N N N 17.449 60.539 9.730 0.183 -2.803 0.130 H2 GBV 31 GBV H3 H3 H 0 1 N N N 15.762 64.834 10.336 3.703 0.227 0.989 H3 GBV 32 GBV H4 H4 H 0 1 N N N 15.721 64.426 8.587 3.306 0.134 -0.743 H4 GBV 33 GBV H5 H5 H 0 1 N N N 18.269 65.562 9.769 5.248 -1.696 0.738 H5 GBV 34 GBV H6 H6 H 0 1 N N N 17.616 65.703 8.102 4.850 -1.789 -0.995 H6 GBV 35 GBV H7 H7 H 0 1 N N N 15.589 68.508 8.432 7.650 -1.315 0.166 H7 GBV 36 GBV H8 H8 H 0 1 N N N 16.349 67.235 7.418 7.253 -1.408 -1.567 H8 GBV 37 GBV H9 H9 H 0 1 N N N 17.399 70.633 9.783 9.527 -1.429 -1.454 H9 GBV 38 GBV H10 H10 H 0 1 N N N 16.239 70.902 8.438 9.974 -0.022 -2.406 H10 GBV 39 GBV H12 H12 H 0 1 N N N 15.838 62.274 15.490 -4.786 1.709 -1.763 H12 GBV 40 GBV H13 H13 H 0 1 N N N 16.295 61.453 13.204 -2.638 0.513 -1.897 H13 GBV 41 GBV H14 H14 H 0 1 N N N 20.197 60.182 14.452 -3.032 -0.639 2.199 H14 GBV 42 GBV H15 H15 H 0 1 N N N 19.713 60.981 16.758 -5.181 0.555 2.324 H15 GBV 43 GBV H16 H16 H 0 1 N N N 16.669 63.052 17.474 -6.579 2.299 1.386 H16 GBV 44 GBV H17 H17 H 0 1 N N N 16.957 61.437 18.208 -6.413 2.783 -0.319 H17 GBV 45 GBV H18 H18 H 0 1 N N N 19.130 61.545 10.974 -1.796 -2.203 1.559 H18 GBV 46 GBV H19 H19 H 0 1 N N N 17.972 62.275 12.137 -0.943 -0.722 2.057 H19 GBV 47 GBV H20 H20 H 0 1 N N N 17.433 67.601 10.190 5.708 0.516 -1.315 H20 GBV 48 GBV H21 H21 H 0 1 N N N 15.789 66.892 10.044 6.105 0.608 0.418 H21 GBV 49 GBV H22 H22 H 0 1 N N N 18.506 68.402 8.539 8.068 0.956 -1.829 H22 GBV 50 GBV H24 H24 H 0 1 N N N 19.174 71.726 8.620 10.969 -0.897 0.276 H24 GBV 51 GBV H25 H25 H 0 1 N N N 17.872 72.429 7.601 11.851 -0.186 -1.106 H25 GBV 52 GBV H26 H26 H 0 1 N N N 19.985 63.460 21.239 -10.700 0.472 -0.463 H26 GBV 53 GBV H27 H27 H 0 1 N N N 15.404 62.335 10.574 1.054 -0.178 0.704 H27 GBV 54 GBV H11 H11 H 0 1 N N N 20.759 62.616 17.091 -6.928 -0.416 -1.678 H11 GBV 55 # # 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 GBV S28 S29 SING N N 1 GBV S28 C27 SING N N 2 GBV S29 C25 SING N N 3 GBV C27 C26 SING N N 4 GBV C25 C24 SING N N 5 GBV C24 C23 SING N N 6 GBV C22 C21 SING N N 7 GBV C22 C23 SING N N 8 GBV C21 C19 SING N N 9 GBV O20 C19 DOUB N N 10 GBV C19 N18 SING N N 11 GBV N18 C17 SING N N 12 GBV C17 C16 SING N N 13 GBV C16 O15 SING N N 14 GBV O15 C03 SING N N 15 GBV C03 C02 DOUB Y N 16 GBV C03 C04 SING Y N 17 GBV C02 C01 SING Y N 18 GBV C04 C05 DOUB Y N 19 GBV C01 C06 DOUB Y N 20 GBV C05 C06 SING Y N 21 GBV C06 C07 SING N N 22 GBV C07 C08 SING N N 23 GBV S14 C08 DOUB N N 24 GBV S14 C12 SING N N 25 GBV C08 C09 SING N N 26 GBV C12 O13 DOUB N N 27 GBV C12 N11 SING N N 28 GBV C09 N11 SING N N 29 GBV C09 O10 DOUB N N 30 GBV C17 H1 SING N N 31 GBV C17 H2 SING N N 32 GBV C21 H3 SING N N 33 GBV C21 H4 SING N N 34 GBV C22 H5 SING N N 35 GBV C22 H6 SING N N 36 GBV C24 H7 SING N N 37 GBV C24 H8 SING N N 38 GBV C26 H9 SING N N 39 GBV C26 H10 SING N N 40 GBV C01 H12 SING N N 41 GBV C02 H13 SING N N 42 GBV C04 H14 SING N N 43 GBV C05 H15 SING N N 44 GBV C07 H16 SING N N 45 GBV C07 H17 SING N N 46 GBV C16 H18 SING N N 47 GBV C16 H19 SING N N 48 GBV C23 H20 SING N N 49 GBV C23 H21 SING N N 50 GBV C25 H22 SING N N 51 GBV C27 H24 SING N N 52 GBV C27 H25 SING N N 53 GBV N11 H26 SING N N 54 GBV N18 H27 SING N N 55 GBV C26 C25 SING N N 56 GBV S14 H11 SING N N 57 # # 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 GBV SMILES ACDLabs 12.01 "C(COc1ccc(cc1)CC=2C(NC(=O)S=2)=O)NC(CCCCC3CCSS3)=O" GBV InChI InChI 1.03 "InChI=1S/C20H26N2O4S3/c23-18(4-2-1-3-16-9-12-27-29-16)21-10-11-26-15-7-5-14(6-8-15)13-17-19(24)22-20(25)28-17/h5-8,16,28H,1-4,9-13H2,(H,21,23)(H,22,24,25)/t16-/m1/s1" GBV InChIKey InChI 1.03 XXBJESQNBILSML-MRXNPFEDSA-N GBV SMILES_CANONICAL CACTVS 3.385 "O=C(CCCC[C@@H]1CCSS1)NCCOc2ccc(CC3=[SH]C(=O)NC3=O)cc2" GBV SMILES CACTVS 3.385 "O=C(CCCC[CH]1CCSS1)NCCOc2ccc(CC3=[SH]C(=O)NC3=O)cc2" GBV SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1CC2=SC(=O)NC2=O)OCCNC(=O)CCCCC3CCSS3" GBV SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1CC2=SC(=O)NC2=O)OCCNC(=O)CCCCC3CCSS3" # # 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 GBV "SYSTEMATIC NAME" ACDLabs 12.01 "N-(2-{4-[(2,4-dioxo-3,4-dihydro-2H-1lambda~4~,3-thiazol-5-yl)methyl]phenoxy}ethyl)-5-[(3R)-1,2-dithiolan-3-yl]pentanamide" GBV "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[2-[4-[[2,4-bis(oxidanylidene)-1,3-thiazol-5-yl]methyl]phenoxy]ethyl]-5-(1,2-dithiolan-3-yl)pentanamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GBV "Create component" 2018-05-18 RCSB GBV "Initial release" 2019-05-22 RCSB ##