data_KGQ # _chem_comp.id KGQ _chem_comp.name "DIETHYL ({4-[(2S,3R)-2-({[(3R,3AS,6AR)-HEXAHYDROFURO[2,3-B]FURAN-3-YLOXY]CARBONYL}AMINO)-3-HYDROXY-4-{ISOBUTYL[(4-METHOXYPHENYL)SULFONYL]AMINO}BUTYL]PHENOXY}METHYL)PHOSPHONATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H49 N2 O12 P S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-08-24 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 728.787 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KGQ _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 ? _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 KGQ N N N 0 1 N N N 13.473 22.109 17.817 -0.764 3.279 -1.416 N KGQ 1 KGQ C C C 0 1 N N S 11.741 17.983 18.363 3.257 4.435 -1.186 C KGQ 2 KGQ O O O 0 1 N N N 12.305 18.934 12.446 0.086 9.547 -3.214 O KGQ 3 KGQ C6 C6 C 0 1 N N S 14.413 22.956 17.104 -2.009 3.892 -0.998 C6 KGQ 4 KGQ C8 C8 C 0 1 N N N 13.730 23.423 15.778 -2.591 4.689 -2.182 C8 KGQ 5 KGQ C9 C9 C 0 1 Y N N 13.344 22.238 14.887 -1.875 5.988 -2.457 C9 KGQ 6 KGQ C11 C11 C 0 1 Y N N 14.306 21.616 14.071 -2.302 7.147 -1.827 C11 KGQ 7 KGQ C13 C13 C 0 1 Y N N 13.961 20.522 13.262 -1.640 8.348 -2.082 C13 KGQ 8 KGQ C14 C14 C 0 1 Y N N 12.641 20.032 13.254 -0.559 8.375 -2.964 C14 KGQ 9 KGQ C15 C15 C 0 1 N N N 11.411 17.964 13.005 1.181 9.505 -4.125 C15 KGQ 10 KGQ P P P 0 1 N N N 11.486 16.444 11.998 1.812 11.178 -4.181 P KGQ 11 KGQ O3 O3 O 0 1 N N N 12.974 15.860 11.993 3.163 11.082 -5.069 O3 KGQ 12 KGQ C18 C18 C 0 1 N N N 13.585 15.194 10.874 3.079 10.618 -6.405 C18 KGQ 13 KGQ C19 C19 C 0 1 N N N 15.026 14.780 11.260 4.464 10.621 -7.016 C19 KGQ 14 KGQ O2 O2 O 0 1 N N N 10.554 15.432 12.581 0.819 12.196 -4.664 O2 KGQ 15 KGQ O1 O1 O 0 1 N N N 11.067 16.742 10.488 2.390 11.454 -2.694 O1 KGQ 16 KGQ C16 C16 C 0 1 N N N 9.808 17.267 10.070 3.428 10.629 -2.194 C16 KGQ 17 KGQ C17 C17 C 0 1 N N N 9.822 17.387 8.529 3.790 11.085 -0.796 C17 KGQ 18 KGQ C12 C12 C 0 1 Y N N 11.667 20.653 14.066 -0.140 7.201 -3.590 C12 KGQ 19 KGQ C10 C10 C 0 1 Y N N 12.019 21.751 14.876 -0.802 6.000 -3.335 C10 KGQ 20 KGQ C7 C7 C 0 1 N N R 14.788 24.150 18.026 -2.977 2.831 -0.430 C7 KGQ 21 KGQ O8 O8 O 0 1 N N N 13.640 24.983 18.164 -2.373 2.203 0.700 O8 KGQ 22 KGQ C20 C20 C 0 1 N N N 15.924 25.066 17.475 -3.347 1.766 -1.466 C20 KGQ 23 KGQ N1 N1 N 0 1 N N S 17.223 24.348 17.323 -4.260 0.770 -0.857 N1 KGQ 24 KGQ C21 C21 C 0 1 N N N 18.280 24.618 18.346 -3.808 -0.624 -1.100 C21 KGQ 25 KGQ C22 C22 C 0 1 N N N 18.198 23.768 19.657 -2.545 -0.961 -0.297 C22 KGQ 26 KGQ C30 C30 C 0 1 N N N 19.513 22.977 19.834 -2.754 -0.801 1.209 C30 KGQ 27 KGQ C29 C29 C 0 1 N N N 17.032 22.747 19.611 -2.015 -2.359 -0.621 C29 KGQ 28 KGQ S S S 0 1 N N N 17.812 24.105 15.762 -5.956 1.085 -0.919 S KGQ 29 KGQ O10 O10 O 0 1 N N N 18.775 23.030 15.819 -6.184 2.514 -0.809 O10 KGQ 30 KGQ O9 O9 O 0 1 N N N 16.717 23.916 14.838 -6.651 0.180 -0.023 O9 KGQ 31 KGQ C23 C23 C 0 1 Y N N 18.699 25.600 15.327 -6.375 0.613 -2.574 C23 KGQ 32 KGQ C28 C28 C 0 1 Y N N 20.082 25.700 15.579 -6.312 1.558 -3.581 C28 KGQ 33 KGQ C27 C27 C 0 1 Y N N 20.788 26.863 15.249 -6.643 1.185 -4.883 C27 KGQ 34 KGQ C26 C26 C 0 1 Y N N 20.124 27.952 14.653 -7.032 -0.126 -5.156 C26 KGQ 35 KGQ O5 O5 O 0 1 N N N 20.821 29.117 14.321 -7.356 -0.489 -6.427 O5 KGQ 36 KGQ C31 C31 C 0 1 N N N 22.184 29.321 14.722 -7.276 0.521 -7.432 C31 KGQ 37 KGQ C25 C25 C 0 1 Y N N 18.744 27.852 14.399 -7.090 -1.065 -4.126 C25 KGQ 38 KGQ C24 C24 C 0 1 Y N N 18.036 26.685 14.730 -6.758 -0.692 -2.823 C24 KGQ 39 KGQ C4 C4 C 0 1 N N N 13.728 20.821 18.103 0.457 3.572 -0.851 C4 KGQ 40 KGQ O7 O7 O 0 1 N N N 14.764 20.230 17.802 0.655 4.371 0.058 O7 KGQ 41 KGQ O6 O6 O 0 1 N N N 12.676 20.278 18.752 1.431 2.833 -1.460 O6 KGQ 42 KGQ C5 C5 C 0 1 N N S 12.742 18.882 19.122 2.743 3.031 -0.981 C5 KGQ 43 KGQ C3 C3 C 0 1 N N N 12.209 18.794 20.565 3.750 2.197 -1.745 C3 KGQ 44 KGQ O4 O4 O 0 1 N N N 10.806 18.950 20.333 5.005 2.882 -1.643 O4 KGQ 45 KGQ C32 C32 C 0 1 N N R 10.462 18.091 19.243 4.762 4.246 -1.261 C32 KGQ 46 KGQ O11 O11 O 0 1 N N N 9.441 18.675 18.408 5.269 5.178 -2.225 O11 KGQ 47 KGQ C2 C2 C 0 1 N N N 10.075 19.449 17.384 4.169 5.929 -2.754 C2 KGQ 48 KGQ C1 C1 C 0 1 N N N 11.238 18.522 16.996 2.932 5.094 -2.513 C1 KGQ 49 KGQ HN HN H 0 1 N N N 12.600 22.501 18.107 -0.794 2.596 -2.164 HN KGQ 50 KGQ H H H 0 1 N N N 12.226 17.011 18.191 2.970 5.109 -0.371 H KGQ 51 KGQ H6 H6 H 0 1 N N N 15.340 22.424 16.845 -1.739 4.585 -0.191 H6 KGQ 52 KGQ H81 1H8 H 0 1 N N N 14.433 24.064 15.226 -2.608 4.068 -3.087 H81 KGQ 53 KGQ H82 2H8 H 0 1 N N N 12.811 23.968 16.040 -3.646 4.924 -1.983 H82 KGQ 54 KGQ H11 H11 H 0 1 N N N 15.321 21.984 14.067 -3.142 7.135 -1.139 H11 KGQ 55 KGQ H13 H13 H 0 1 N N N 14.712 20.054 12.643 -1.971 9.259 -1.591 H13 KGQ 56 KGQ H151 1H15 H 0 0 N N N 10.385 18.360 13.001 1.965 8.830 -3.764 H151 KGQ 57 KGQ H152 2H15 H 0 0 N N N 11.704 17.740 14.041 0.849 9.205 -5.124 H152 KGQ 58 KGQ H181 1H18 H 0 0 N N N 13.615 15.874 10.010 2.663 9.606 -6.400 H181 KGQ 59 KGQ H182 2H18 H 0 0 N N N 13.000 14.301 10.609 2.411 11.278 -6.966 H182 KGQ 60 KGQ H191 1H19 H 0 0 N N N 15.636 14.682 10.350 4.435 10.266 -8.050 H191 KGQ 61 KGQ H192 2H19 H 0 0 N N N 15.465 15.547 11.914 4.891 11.629 -6.999 H192 KGQ 62 KGQ H193 3H19 H 0 0 N N N 15.001 13.816 11.790 5.141 9.979 -6.441 H193 KGQ 63 KGQ H161 1H16 H 0 0 N N N 9.647 18.257 10.521 3.078 9.592 -2.181 H161 KGQ 64 KGQ H162 2H16 H 0 0 N N N 8.994 16.601 10.391 4.292 10.707 -2.859 H162 KGQ 65 KGQ H171 1H17 H 0 0 N N N 9.825 18.449 8.243 4.590 10.466 -0.379 H171 KGQ 66 KGQ H172 2H17 H 0 0 N N N 10.723 16.898 8.131 4.118 12.129 -0.804 H172 KGQ 67 KGQ H173 3H17 H 0 0 N N N 8.927 16.899 8.115 2.919 11.029 -0.135 H173 KGQ 68 KGQ H12 H12 H 0 1 N N N 10.651 20.286 14.066 0.700 7.216 -4.279 H12 KGQ 69 KGQ H10 H10 H 0 1 N N N 11.269 22.224 15.493 -0.469 5.091 -3.828 H10 KGQ 70 KGQ H7 H7 H 0 1 N N N 15.141 23.703 18.967 -3.888 3.329 -0.078 H7 KGQ 71 KGQ HO8 HO8 H 0 1 N N N 13.491 25.168 19.084 -2.490 2.811 1.446 HO8 KGQ 72 KGQ H201 1H20 H 0 0 N N N 16.069 25.900 18.178 -2.463 1.229 -1.825 H201 KGQ 73 KGQ H202 2H20 H 0 0 N N N 15.617 25.414 16.478 -3.865 2.212 -2.321 H202 KGQ 74 KGQ H211 1H21 H 0 0 N N N 19.252 24.405 17.877 -3.627 -0.749 -2.173 H211 KGQ 75 KGQ H212 2H21 H 0 0 N N N 18.138 25.664 18.656 -4.623 -1.301 -0.820 H212 KGQ 76 KGQ H22 H22 H 0 1 N N N 18.030 24.464 20.492 -1.773 -0.240 -0.597 H22 KGQ 77 KGQ H301 1H30 H 0 0 N N N 19.964 22.789 18.848 -3.461 -1.538 1.604 H301 KGQ 78 KGQ H302 2H30 H 0 0 N N N 20.212 23.561 20.451 -1.807 -0.931 1.744 H302 KGQ 79 KGQ H303 3H30 H 0 0 N N N 19.300 22.018 20.328 -3.135 0.199 1.445 H303 KGQ 80 KGQ H291 1H29 H 0 0 N N N 16.715 22.505 20.636 -2.711 -3.141 -0.302 H291 KGQ 81 KGQ H292 2H29 H 0 0 N N N 16.186 23.182 19.059 -1.060 -2.535 -0.114 H292 KGQ 82 KGQ H293 3H29 H 0 0 N N N 17.368 21.830 19.105 -1.846 -2.471 -1.698 H293 KGQ 83 KGQ H28 H28 H 0 1 N N N 20.603 24.870 16.032 -6.009 2.582 -3.379 H28 KGQ 84 KGQ H27 H27 H 0 1 N N N 21.847 26.925 15.453 -6.596 1.922 -5.681 H27 KGQ 85 KGQ H311 1H31 H 0 0 N N N 22.825 29.373 13.830 -7.001 1.473 -6.971 H311 KGQ 86 KGQ H312 2H31 H 0 0 N N N 22.263 30.262 15.286 -8.242 0.613 -7.935 H312 KGQ 87 KGQ H313 3H31 H 0 0 N N N 22.508 28.484 15.358 -6.513 0.238 -8.160 H313 KGQ 88 KGQ H25 H25 H 0 1 N N N 18.223 28.682 13.944 -7.392 -2.088 -4.333 H25 KGQ 89 KGQ H24 H24 H 0 1 N N N 16.978 26.622 14.525 -6.807 -1.432 -2.029 H24 KGQ 90 KGQ H5 H5 H 0 1 N N N 13.776 18.557 18.934 2.777 2.773 0.084 H5 KGQ 91 KGQ H31 1H3 H 0 1 N N N 12.454 17.837 21.048 3.850 1.190 -1.330 H31 KGQ 92 KGQ H32A 2H3 H 0 0 N N N 12.641 19.532 21.256 3.490 2.093 -2.805 H32A KGQ 93 KGQ H32 H32 H 0 1 N N N 10.098 17.130 19.635 5.255 4.422 -0.299 H32 KGQ 94 KGQ H21 1H2 H 0 1 N N N 10.422 20.426 17.751 4.339 6.137 -3.814 H21 KGQ 95 KGQ H22A 2H2 H 0 0 N N N 9.414 19.717 16.547 4.118 6.880 -2.213 H22A KGQ 96 KGQ H11A 1H1 H 0 0 N N N 10.902 17.706 16.339 2.017 5.692 -2.486 H11A KGQ 97 KGQ H12A 2H1 H 0 0 N N N 12.024 19.039 16.426 2.826 4.355 -3.315 H12A KGQ 98 # 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 KGQ N C6 SING N N 1 KGQ N C4 SING N N 2 KGQ N HN SING N N 3 KGQ C C1 SING N N 4 KGQ C C5 SING N N 5 KGQ C C32 SING N N 6 KGQ C H SING N N 7 KGQ O C15 SING N N 8 KGQ O C14 SING N N 9 KGQ C6 C8 SING N N 10 KGQ C6 C7 SING N N 11 KGQ C6 H6 SING N N 12 KGQ C8 C9 SING N N 13 KGQ C8 H81 SING N N 14 KGQ C8 H82 SING N N 15 KGQ C9 C11 DOUB Y N 16 KGQ C9 C10 SING Y N 17 KGQ C11 C13 SING Y N 18 KGQ C11 H11 SING N N 19 KGQ C13 C14 DOUB Y N 20 KGQ C13 H13 SING N N 21 KGQ C14 C12 SING Y N 22 KGQ C15 P SING N N 23 KGQ C15 H151 SING N N 24 KGQ C15 H152 SING N N 25 KGQ P O1 SING N N 26 KGQ P O3 SING N N 27 KGQ P O2 DOUB N N 28 KGQ O3 C18 SING N N 29 KGQ C18 C19 SING N N 30 KGQ C18 H181 SING N N 31 KGQ C18 H182 SING N N 32 KGQ C19 H191 SING N N 33 KGQ C19 H192 SING N N 34 KGQ C19 H193 SING N N 35 KGQ O1 C16 SING N N 36 KGQ C16 C17 SING N N 37 KGQ C16 H161 SING N N 38 KGQ C16 H162 SING N N 39 KGQ C17 H171 SING N N 40 KGQ C17 H172 SING N N 41 KGQ C17 H173 SING N N 42 KGQ C12 C10 DOUB Y N 43 KGQ C12 H12 SING N N 44 KGQ C10 H10 SING N N 45 KGQ C7 C20 SING N N 46 KGQ C7 O8 SING N N 47 KGQ C7 H7 SING N N 48 KGQ O8 HO8 SING N N 49 KGQ C20 N1 SING N N 50 KGQ C20 H201 SING N N 51 KGQ C20 H202 SING N N 52 KGQ N1 S SING N N 53 KGQ N1 C21 SING N N 54 KGQ C21 C22 SING N N 55 KGQ C21 H211 SING N N 56 KGQ C21 H212 SING N N 57 KGQ C22 C29 SING N N 58 KGQ C22 C30 SING N N 59 KGQ C22 H22 SING N N 60 KGQ C30 H301 SING N N 61 KGQ C30 H302 SING N N 62 KGQ C30 H303 SING N N 63 KGQ C29 H291 SING N N 64 KGQ C29 H292 SING N N 65 KGQ C29 H293 SING N N 66 KGQ S O9 DOUB N N 67 KGQ S C23 SING N N 68 KGQ S O10 DOUB N N 69 KGQ C23 C24 DOUB Y N 70 KGQ C23 C28 SING Y N 71 KGQ C28 C27 DOUB Y N 72 KGQ C28 H28 SING N N 73 KGQ C27 C26 SING Y N 74 KGQ C27 H27 SING N N 75 KGQ C26 O5 SING N N 76 KGQ C26 C25 DOUB Y N 77 KGQ O5 C31 SING N N 78 KGQ C31 H311 SING N N 79 KGQ C31 H312 SING N N 80 KGQ C31 H313 SING N N 81 KGQ C25 C24 SING Y N 82 KGQ C25 H25 SING N N 83 KGQ C24 H24 SING N N 84 KGQ C4 O7 DOUB N N 85 KGQ C4 O6 SING N N 86 KGQ O6 C5 SING N N 87 KGQ C5 C3 SING N N 88 KGQ C5 H5 SING N N 89 KGQ C3 O4 SING N N 90 KGQ C3 H31 SING N N 91 KGQ C3 H32A SING N N 92 KGQ O4 C32 SING N N 93 KGQ C32 O11 SING N N 94 KGQ C32 H32 SING N N 95 KGQ O11 C2 SING N N 96 KGQ C2 C1 SING N N 97 KGQ C2 H21 SING N N 98 KGQ C2 H22A SING N N 99 KGQ C1 H11A SING N N 100 KGQ C1 H12A SING N N 101 # 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 KGQ SMILES ACDLabs 10.04 "O=P(OCC)(OCC)COc1ccc(cc1)CC(NC(=O)OC2COC3OCCC23)C(O)CN(CC(C)C)S(=O)(=O)c4ccc(OC)cc4" KGQ SMILES_CANONICAL CACTVS 3.341 "CCO[P](=O)(COc1ccc(C[C@H](NC(=O)O[C@H]2CO[C@H]3OCC[C@@H]23)[C@H](O)CN(CC(C)C)[S](=O)(=O)c4ccc(OC)cc4)cc1)OCC" KGQ SMILES CACTVS 3.341 "CCO[P](=O)(COc1ccc(C[CH](NC(=O)O[CH]2CO[CH]3OCC[CH]23)[CH](O)CN(CC(C)C)[S](=O)(=O)c4ccc(OC)cc4)cc1)OCC" KGQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCOP(=O)(COc1ccc(cc1)C[C@@H]([C@@H](C[N@](CC(C)C)S(=O)(=O)c2ccc(cc2)OC)O)NC(=O)O[C@H]3CO[C@@H]4[C@H]3CCO4)OCC" KGQ SMILES "OpenEye OEToolkits" 1.5.0 "CCOP(=O)(COc1ccc(cc1)CC(C(CN(CC(C)C)S(=O)(=O)c2ccc(cc2)OC)O)NC(=O)OC3COC4C3CCO4)OCC" KGQ InChI InChI 1.03 "InChI=1S/C33H49N2O12PS/c1-6-45-48(38,46-7-2)22-44-26-10-8-24(9-11-26)18-29(34-33(37)47-31-21-43-32-28(31)16-17-42-32)30(36)20-35(19-23(3)4)49(39,40)27-14-12-25(41-5)13-15-27/h8-15,23,28-32,36H,6-7,16-22H2,1-5H3,(H,34,37)/t28-,29-,30+,31-,32+/m0/s1" KGQ InChIKey InChI 1.03 FCLYPCIMVVLLRN-FXSYQQGGSA-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 KGQ "SYSTEMATIC NAME" ACDLabs 10.04 "diethyl ({4-[(2S,3R)-2-({[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yloxy]carbonyl}amino)-3-hydroxy-4-{[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino}butyl]phenoxy}methyl)phosphonate" KGQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(3R,3aS,6aR)-2,3,3a,4,5,6a-hexahydrofuro[3,2-d]furan-3-yl] N-[(2S,3R)-1-[4-(diethoxyphosphorylmethoxy)phenyl]-3-hydroxy-4-[(4-methoxyphenyl)sulfonyl-(2-methylpropyl)amino]butan-2-yl]carbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site KGQ "Create component" 2006-08-24 RCSB KGQ "Modify descriptor" 2011-06-04 RCSB #