data_LH3 # _chem_comp.id LH3 _chem_comp.name "methyl 4-(2-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H- thieno[3,4-d]imidazolidin-4-yl]pentanehydrazido}-3- [4-(methoxycarbonyl)phenyl]phenyl)benzoate" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H34 N4 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-02-06 _chem_comp.pdbx_modified_date 2014-08-01 _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 602.701 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LH3 _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 4CPF _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 LH3 O5 O5 O 0 1 N N N 11.339 14.971 6.181 6.717 -4.875 0.771 O5 LH3 1 LH3 C31 C31 C 0 1 N N N 11.255 15.850 5.332 6.998 -3.707 0.585 C31 LH3 2 LH3 N3 N3 N 0 1 N N N 10.113 16.445 4.916 8.011 -3.315 -0.200 N3 LH3 3 LH3 C C C 0 1 N N R 10.347 17.457 3.893 8.073 -1.845 -0.206 C LH3 4 LH3 N2 N2 N 0 1 N N N 12.296 16.377 4.653 6.320 -2.694 1.142 N2 LH3 5 LH3 C30 C30 C 0 1 N N S 11.894 17.387 3.693 6.921 -1.421 0.714 C30 LH3 6 LH3 C2 C2 C 0 1 N N S 12.458 18.785 3.993 5.857 -0.586 -0.025 C2 LH3 7 LH3 S S S 0 1 N N N 11.382 19.459 5.294 6.069 -1.116 -1.773 S LH3 8 LH3 C1 C1 C 0 1 N N N 9.983 18.925 4.319 7.891 -1.334 -1.648 C1 LH3 9 LH3 C3 C3 C 0 1 N N N 13.924 18.788 4.378 4.453 -0.928 0.479 C3 LH3 10 LH3 C4 C4 C 0 1 N N N 14.582 20.143 4.289 3.434 0.002 -0.182 C4 LH3 11 LH3 C5 C5 C 0 1 N N N 16.028 20.083 4.693 2.030 -0.340 0.322 C5 LH3 12 LH3 C6 C6 C 0 1 N N N 16.757 21.404 4.428 1.011 0.590 -0.338 C6 LH3 13 LH3 C7 C7 C 0 1 N N N 18.214 21.306 4.822 -0.372 0.253 0.158 C7 LH3 14 LH3 O O O 0 1 N N N 18.566 21.389 5.983 -0.526 -0.643 0.961 O LH3 15 LH3 N N N 0 1 N N N 19.090 21.083 3.840 -1.437 0.947 -0.290 N LH3 16 LH3 N1 N1 N 0 1 N N N 20.448 20.903 4.118 -2.722 0.634 0.171 N1 LH3 17 LH3 C8 C8 C 0 1 Y N N 21.212 19.946 3.397 -3.805 1.419 -0.204 C8 LH3 18 LH3 C13 C13 C 0 1 Y N N 22.391 20.428 2.801 -5.063 0.837 -0.402 C13 LH3 19 LH3 C14 C14 C 0 1 Y N N 22.793 21.860 2.886 -5.245 -0.621 -0.213 C14 LH3 20 LH3 C19 C19 C 0 1 Y N N 24.009 22.240 3.445 -6.288 -1.096 0.584 C19 LH3 21 LH3 C18 C18 C 0 1 Y N N 24.375 23.571 3.527 -6.458 -2.445 0.760 C18 LH3 22 LH3 C17 C17 C 0 1 Y N N 23.528 24.569 3.058 -5.585 -3.345 0.141 C17 LH3 23 LH3 C20 C20 C 0 1 N N N 23.882 26.011 3.172 -5.767 -4.797 0.329 C20 LH3 24 LH3 O2 O2 O 0 1 N N N 25.092 26.200 3.699 -4.926 -5.664 -0.267 O2 LH3 25 LH3 C21 C21 C 0 1 N N N 25.441 27.570 4.009 -5.164 -7.078 -0.038 C21 LH3 26 LH3 O1 O1 O 0 1 N N N 23.147 26.914 2.864 -6.675 -5.211 1.023 O1 LH3 27 LH3 C16 C16 C 0 1 Y N N 22.307 24.198 2.509 -4.541 -2.868 -0.657 C16 LH3 28 LH3 C15 C15 C 0 1 Y N N 21.950 22.866 2.421 -4.376 -1.519 -0.835 C15 LH3 29 LH3 C12 C12 C 0 1 Y N N 23.190 19.531 2.096 -6.143 1.634 -0.777 C12 LH3 30 LH3 C11 C11 C 0 1 Y N N 22.823 18.202 1.978 -5.976 2.993 -0.955 C11 LH3 31 LH3 C10 C10 C 0 1 Y N N 21.656 17.738 2.558 -4.739 3.577 -0.762 C10 LH3 32 LH3 C9 C9 C 0 1 Y N N 20.829 18.595 3.282 -3.648 2.799 -0.381 C9 LH3 33 LH3 C22 C22 C 0 1 Y N N 19.606 18.047 3.937 -2.324 3.429 -0.169 C22 LH3 34 LH3 C27 C27 C 0 1 Y N N 19.404 18.184 5.307 -1.760 4.221 -1.171 C27 LH3 35 LH3 C26 C26 C 0 1 Y N N 18.317 17.596 5.934 -0.535 4.805 -0.976 C26 LH3 36 LH3 C25 C25 C 0 1 Y N N 17.394 16.854 5.199 0.150 4.607 0.227 C25 LH3 37 LH3 C24 C24 C 0 1 Y N N 17.563 16.753 3.824 -0.416 3.814 1.230 C24 LH3 38 LH3 C23 C23 C 0 1 Y N N 18.663 17.323 3.209 -1.644 3.235 1.034 C23 LH3 39 LH3 C28 C28 C 0 1 N N N 16.188 16.251 5.834 1.469 5.234 0.437 C28 LH3 40 LH3 O3 O3 O 0 1 N N N 15.247 15.807 5.229 1.960 5.922 -0.435 O3 LH3 41 LH3 O4 O4 O 0 1 N N N 16.220 16.319 7.150 2.128 5.042 1.597 O4 LH3 42 LH3 C29 C29 C 0 1 N N N 15.012 15.909 7.822 3.421 5.690 1.734 C29 LH3 43 LH3 H3 H3 H 0 1 N N N 9.207 16.215 5.272 8.607 -3.905 -0.687 H3 LH3 44 LH3 H2 H2 H 0 1 N N N 13.246 16.100 4.797 5.557 -2.785 1.734 H2 LH3 45 LH3 H H H 0 1 N N N 9.835 17.204 2.953 9.026 -1.506 0.202 H LH3 46 LH3 H30 H30 H 0 1 N N N 12.131 17.088 2.661 7.307 -0.873 1.574 H30 LH3 47 LH3 H11C H11C H 0 0 N N N 9.856 19.567 3.435 8.405 -0.383 -1.790 H11C LH3 48 LH3 H12C H12C H 0 0 N N N 9.061 18.940 4.919 8.242 -2.075 -2.368 H12C LH3 49 LH3 HA HA H 0 1 N N N 12.311 19.429 3.113 6.059 0.480 0.083 HA LH3 50 LH3 H31C H31C H 0 0 N N N 14.010 18.430 5.415 4.219 -1.962 0.227 H31C LH3 51 LH3 H32C H32C H 0 0 N N N 14.459 18.100 3.707 4.415 -0.800 1.561 H32C LH3 52 LH3 H41C H41C H 0 0 N N N 14.516 20.505 3.252 3.668 1.036 0.070 H41C LH3 53 LH3 H42C H42C H 0 0 N N N 14.054 20.841 4.955 3.473 -0.126 -1.263 H42C LH3 54 LH3 H51C H51C H 0 0 N N N 16.087 19.855 5.768 1.796 -1.374 0.070 H51C LH3 55 LH3 H52C H52C H 0 0 N N N 16.523 19.284 4.121 1.991 -0.212 1.404 H52C LH3 56 LH3 H61C H61C H 0 0 N N N 16.689 21.644 3.357 1.245 1.624 -0.086 H61C LH3 57 LH3 H62C H62C H 0 0 N N N 16.279 22.203 5.014 1.049 0.462 -1.420 H62C LH3 58 LH3 HB HB H 0 1 N N N 18.771 21.044 2.893 -1.313 1.663 -0.933 HB LH3 59 LH3 H1 H1 H 0 1 N N N 20.889 21.789 3.974 -2.855 -0.131 0.752 H1 LH3 60 LH3 H12 H12 H 0 1 N N N 24.105 19.876 1.637 -7.114 1.186 -0.930 H12 LH3 61 LH3 H19 H19 H 0 1 N N N 24.679 21.482 3.822 -6.962 -0.400 1.062 H19 LH3 62 LH3 H15 H15 H 0 1 N N N 20.999 22.600 1.983 -3.572 -1.150 -1.455 H15 LH3 63 LH3 H18 H18 H 0 1 N N N 25.328 23.838 3.960 -7.265 -2.812 1.377 H18 LH3 64 LH3 H16 H16 H 0 1 N N N 21.630 24.958 2.147 -3.866 -3.563 -1.135 H16 LH3 65 LH3 H211 H211 H 0 0 N N N 26.454 27.603 4.435 -5.095 -7.289 1.029 H211 LH3 66 LH3 H212 H212 H 0 0 N N N 25.410 28.173 3.090 -6.159 -7.341 -0.396 H212 LH3 67 LH3 H213 H213 H 0 0 N N N 24.723 27.975 4.738 -4.418 -7.664 -0.574 H213 LH3 68 LH3 H11 H11 H 0 1 N N N 23.454 17.520 1.427 -6.818 3.604 -1.246 H11 LH3 69 LH3 H10 H10 H 0 1 N N N 21.382 16.699 2.448 -4.619 4.641 -0.903 H10 LH3 70 LH3 H27 H27 H 0 1 N N N 20.107 18.759 5.892 -2.289 4.374 -2.100 H27 LH3 71 LH3 H23 H23 H 0 1 N N N 18.794 17.205 2.144 -2.083 2.626 1.811 H23 LH3 72 LH3 H26 H26 H 0 1 N N N 18.184 17.713 6.999 -0.099 5.417 -1.752 H26 LH3 73 LH3 H24 H24 H 0 1 N N N 16.830 16.226 3.231 0.112 3.660 2.159 H24 LH3 74 LH3 H291 H291 H 0 0 N N N 15.146 16.004 8.910 3.298 6.769 1.641 H291 LH3 75 LH3 H292 H292 H 0 0 N N N 14.177 16.548 7.498 3.842 5.455 2.711 H292 LH3 76 LH3 H293 H293 H 0 0 N N N 14.790 14.861 7.571 4.091 5.332 0.953 H293 LH3 77 # 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 LH3 O5 C31 DOUB N N 1 LH3 C31 N3 SING N N 2 LH3 C31 N2 SING N N 3 LH3 N3 C SING N N 4 LH3 C C30 SING N N 5 LH3 C C1 SING N N 6 LH3 N2 C30 SING N N 7 LH3 C30 C2 SING N N 8 LH3 C2 S SING N N 9 LH3 C2 C3 SING N N 10 LH3 S C1 SING N N 11 LH3 C3 C4 SING N N 12 LH3 C4 C5 SING N N 13 LH3 C5 C6 SING N N 14 LH3 C6 C7 SING N N 15 LH3 C7 O DOUB N N 16 LH3 C7 N SING N N 17 LH3 N N1 SING N N 18 LH3 N1 C8 SING N N 19 LH3 C8 C13 SING Y N 20 LH3 C8 C9 DOUB Y N 21 LH3 C13 C14 SING N N 22 LH3 C13 C12 DOUB Y N 23 LH3 C14 C19 SING Y N 24 LH3 C14 C15 DOUB Y N 25 LH3 C19 C18 DOUB Y N 26 LH3 C18 C17 SING Y N 27 LH3 C17 C20 SING N N 28 LH3 C17 C16 DOUB Y N 29 LH3 C20 O2 SING N N 30 LH3 C20 O1 DOUB N N 31 LH3 O2 C21 SING N N 32 LH3 C16 C15 SING Y N 33 LH3 C12 C11 SING Y N 34 LH3 C11 C10 DOUB Y N 35 LH3 C10 C9 SING Y N 36 LH3 C9 C22 SING N N 37 LH3 C22 C27 SING Y N 38 LH3 C22 C23 DOUB Y N 39 LH3 C27 C26 DOUB Y N 40 LH3 C26 C25 SING Y N 41 LH3 C25 C24 DOUB Y N 42 LH3 C25 C28 SING N N 43 LH3 C24 C23 SING Y N 44 LH3 C28 O3 DOUB N N 45 LH3 C28 O4 SING N N 46 LH3 O4 C29 SING N N 47 LH3 N3 H3 SING N N 48 LH3 N2 H2 SING N N 49 LH3 C H SING N N 50 LH3 C30 H30 SING N N 51 LH3 C1 H11C SING N N 52 LH3 C1 H12C SING N N 53 LH3 C2 HA SING N N 54 LH3 C3 H31C SING N N 55 LH3 C3 H32C SING N N 56 LH3 C4 H41C SING N N 57 LH3 C4 H42C SING N N 58 LH3 C5 H51C SING N N 59 LH3 C5 H52C SING N N 60 LH3 C6 H61C SING N N 61 LH3 C6 H62C SING N N 62 LH3 N HB SING N N 63 LH3 N1 H1 SING N N 64 LH3 C12 H12 SING N N 65 LH3 C19 H19 SING N N 66 LH3 C15 H15 SING N N 67 LH3 C18 H18 SING N N 68 LH3 C16 H16 SING N N 69 LH3 C21 H211 SING N N 70 LH3 C21 H212 SING N N 71 LH3 C21 H213 SING N N 72 LH3 C11 H11 SING N N 73 LH3 C10 H10 SING N N 74 LH3 C27 H27 SING N N 75 LH3 C23 H23 SING N N 76 LH3 C26 H26 SING N N 77 LH3 C24 H24 SING N N 78 LH3 C29 H291 SING N N 79 LH3 C29 H292 SING N N 80 LH3 C29 H293 SING N N 81 # 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 LH3 SMILES ACDLabs 12.01 "O=C1NC2C(SCC2N1)CCCCC(=O)NNc5c(c3ccc(C(=O)OC)cc3)cccc5c4ccc(C(=O)OC)cc4" LH3 InChI InChI 1.03 "InChI=1S/C32H34N4O6S/c1-41-30(38)21-14-10-19(11-15-21)23-6-5-7-24(20-12-16-22(17-13-20)31(39)42-2)28(23)36-35-27(37)9-4-3-8-26-29-25(18-43-26)33-32(40)34-29/h5-7,10-17,25-26,29,36H,3-4,8-9,18H2,1-2H3,(H,35,37)(H2,33,34,40)/t25-,26-,29-/m0/s1" LH3 InChIKey InChI 1.03 LVYKNIDQFONGOK-ZEZDXWPOSA-N LH3 SMILES_CANONICAL CACTVS 3.385 "COC(=O)c1ccc(cc1)c2cccc(c2NNC(=O)CCCC[C@@H]3SC[C@@H]4NC(=O)N[C@H]34)c5ccc(cc5)C(=O)OC" LH3 SMILES CACTVS 3.385 "COC(=O)c1ccc(cc1)c2cccc(c2NNC(=O)CCCC[CH]3SC[CH]4NC(=O)N[CH]34)c5ccc(cc5)C(=O)OC" LH3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COC(=O)c1ccc(cc1)c2cccc(c2NNC(=O)CCCC[C@H]3[C@@H]4[C@H](CS3)NC(=O)N4)c5ccc(cc5)C(=O)OC" LH3 SMILES "OpenEye OEToolkits" 1.7.6 "COC(=O)c1ccc(cc1)c2cccc(c2NNC(=O)CCCCC3C4C(CS3)NC(=O)N4)c5ccc(cc5)C(=O)OC" # 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 LH3 "SYSTEMATIC NAME" ACDLabs 12.01 ;dimethyl 2'-(2-{5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoyl}hydrazinyl)-1,1':3',1''-terphenyl-4,4''-dicarboxylate ; LH3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "methyl 4-[2-[2-[5-[(3aS,4S,6aR)-2-oxidanylidene-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoyl]hydrazinyl]-3-(4-methoxycarbonylphenyl)phenyl]benzoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LH3 "Create component" 2014-02-06 EBI LH3 "Initial release" 2014-08-06 RCSB #