data_QFI # _chem_comp.id QFI _chem_comp.name "({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)PHOSPHONIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H41 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 672.681 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QFI _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 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 QFI C C C 0 1 N N S 11.888 18.187 18.320 3.257 4.435 -1.186 C QFI 1 QFI O O O 0 1 N N N 10.765 18.504 20.445 5.005 2.882 -1.643 O QFI 2 QFI C5 C5 C 0 1 N N S 12.789 19.050 19.210 2.743 3.031 -0.981 C5 QFI 3 QFI O4 O4 O 0 1 N N N 12.745 20.431 18.820 1.431 2.833 -1.460 O4 QFI 4 QFI C4 C4 C 0 1 N N N 13.817 20.923 18.182 0.457 3.572 -0.851 C4 QFI 5 QFI N1 N1 N 0 1 N N N 13.572 22.215 17.884 -0.764 3.279 -1.416 N1 QFI 6 QFI C6 C6 C 0 1 N N S 14.540 23.023 17.187 -2.009 3.892 -0.998 C6 QFI 7 QFI C7 C7 C 0 1 N N R 14.843 24.205 18.134 -2.977 2.831 -0.430 C7 QFI 8 QFI C15 C15 C 0 1 N N N 16.008 25.084 17.607 -3.347 1.766 -1.466 C15 QFI 9 QFI N2 N2 N 0 1 N N S 17.252 24.281 17.583 -4.260 0.770 -0.857 N2 QFI 10 QFI C16 C16 C 0 1 N N N 18.217 24.938 18.489 -3.808 -0.624 -1.100 C16 QFI 11 QFI C17 C17 C 0 1 N N N 18.292 24.254 19.879 -2.545 -0.961 -0.297 C17 QFI 12 QFI C24 C24 C 0 1 N N N 17.397 23.000 19.917 -2.754 -0.801 1.209 C24 QFI 13 QFI C25 C25 C 0 1 N N N 19.732 23.794 20.128 -2.015 -2.359 -0.621 C25 QFI 14 QFI S S S 0 1 N N N 17.898 24.124 16.013 -5.956 1.085 -0.919 S QFI 15 QFI C18 C18 C 0 1 Y N N 18.797 25.556 15.571 -6.375 0.613 -2.574 C18 QFI 16 QFI C19 C19 C 0 1 Y N N 18.153 26.621 14.919 -6.312 1.558 -3.581 C19 QFI 17 QFI C20 C20 C 0 1 Y N N 18.875 27.780 14.579 -6.643 1.185 -4.883 C20 QFI 18 QFI C21 C21 C 0 1 Y N N 20.239 27.886 14.886 -7.032 -0.126 -5.156 C21 QFI 19 QFI O1 O1 O 0 1 N N N 20.939 29.052 14.546 -7.356 -0.489 -6.427 O1 QFI 20 QFI C26 C26 C 0 1 N N N 22.311 29.118 14.973 -7.276 0.521 -7.432 C26 QFI 21 QFI C22 C22 C 0 1 Y N N 20.884 26.812 15.534 -7.090 -1.065 -4.126 C22 QFI 22 QFI C23 C23 C 0 1 Y N N 20.164 25.651 15.876 -6.758 -0.692 -2.823 C23 QFI 23 QFI O7 O7 O 0 1 N N N 16.785 23.902 15.042 -6.184 2.514 -0.809 O7 QFI 24 QFI O8 O8 O 0 1 N N N 18.816 22.942 15.999 -6.651 0.180 -0.023 O8 QFI 25 QFI O6 O6 O 0 1 N N N 13.660 24.976 18.235 -2.373 2.203 0.700 O6 QFI 26 QFI C8 C8 C 0 1 N N N 13.941 23.543 15.858 -2.591 4.689 -2.182 C8 QFI 27 QFI C9 C9 C 0 1 Y N N 13.336 22.411 15.034 -1.875 5.988 -2.457 C9 QFI 28 QFI C10 C10 C 0 1 Y N N 14.172 21.541 14.304 -2.302 7.147 -1.827 C10 QFI 29 QFI C12 C12 C 0 1 Y N N 13.606 20.498 13.544 -1.640 8.348 -2.082 C12 QFI 30 QFI C14 C14 C 0 1 Y N N 12.202 20.327 13.513 -0.559 8.375 -2.964 C14 QFI 31 QFI O40 O40 O 0 1 N N N 11.640 19.298 12.764 0.086 9.547 -3.214 O40 QFI 32 QFI C41 C41 C 0 1 N N N 11.915 18.009 13.292 1.181 9.504 -4.125 C41 QFI 33 QFI P42 P42 P 0 1 N N N 11.047 16.742 12.317 1.726 11.200 -4.257 P42 QFI 34 QFI O45 O45 O 0 1 N N N 9.474 17.007 12.367 3.042 11.092 -5.189 O45 QFI 35 QFI O44 O44 O 0 1 N N N 11.358 15.414 12.892 2.332 11.520 -2.793 O44 QFI 36 QFI O43 O43 O 0 1 N N N 11.532 16.801 10.798 0.680 12.160 -4.740 O43 QFI 37 QFI C13 C13 C 0 1 Y N N 11.370 21.199 14.247 -0.140 7.201 -3.590 C13 QFI 38 QFI C11 C11 C 0 1 Y N N 11.937 22.240 15.005 -0.802 6.000 -3.335 C11 QFI 39 QFI O5 O5 O 0 1 N N N 14.838 20.307 17.902 0.655 4.371 0.058 O5 QFI 40 QFI C3 C3 C 0 1 N N N 12.123 18.992 20.605 3.750 2.197 -1.745 C3 QFI 41 QFI C27 C27 C 0 1 N N R 10.548 18.219 19.056 4.762 4.246 -1.261 C27 QFI 42 QFI O9 O9 O 0 1 N N N 9.756 19.233 18.435 5.269 5.178 -2.225 O9 QFI 43 QFI C2 C2 C 0 1 N N N 10.070 19.219 17.040 4.169 5.929 -2.754 C2 QFI 44 QFI C1 C1 C 0 1 N N N 11.562 18.844 16.961 2.932 5.094 -2.513 C1 QFI 45 QFI H H H 0 1 N N N 12.370 17.214 18.145 2.970 5.109 -0.371 H QFI 46 QFI H5 H5 H 0 1 N N N 13.828 18.692 19.161 2.777 2.773 0.084 H5 QFI 47 QFI HN1 HN1 H 0 1 N N N 12.699 22.622 18.153 -0.794 2.596 -2.164 HN1 QFI 48 QFI H6 H6 H 0 1 N N N 15.448 22.454 16.936 -1.739 4.585 -0.191 H6 QFI 49 QFI H7 H7 H 0 1 N N N 15.156 23.820 19.116 -3.888 3.329 -0.078 H7 QFI 50 QFI H151 1H15 H 0 0 N N N 16.143 25.952 18.269 -2.463 1.229 -1.825 H151 QFI 51 QFI H152 2H15 H 0 0 N N N 15.775 25.435 16.591 -3.865 2.212 -2.321 H152 QFI 52 QFI H161 1H16 H 0 0 N N N 19.214 24.895 18.026 -3.627 -0.749 -2.173 H161 QFI 53 QFI H162 2H16 H 0 0 N N N 17.879 25.973 18.643 -4.623 -1.301 -0.820 H162 QFI 54 QFI H17 H17 H 0 1 N N N 17.959 24.976 20.639 -1.773 -0.240 -0.597 H17 QFI 55 QFI H241 1H24 H 0 0 N N N 17.184 22.670 18.890 -3.461 -1.538 1.604 H241 QFI 56 QFI H242 2H24 H 0 0 N N N 17.915 22.196 20.460 -1.807 -0.931 1.744 H242 QFI 57 QFI H243 3H24 H 0 0 N N N 16.453 23.239 20.428 -3.135 0.199 1.445 H243 QFI 58 QFI H251 1H25 H 0 0 N N N 20.254 23.684 19.166 -2.711 -3.141 -0.302 H251 QFI 59 QFI H252 2H25 H 0 0 N N N 20.254 24.541 20.745 -1.060 -2.535 -0.114 H252 QFI 60 QFI H253 3H25 H 0 0 N N N 19.722 22.827 20.652 -1.846 -2.471 -1.698 H253 QFI 61 QFI H19 H19 H 0 1 N N N 17.103 26.550 14.678 -6.009 2.582 -3.379 H19 QFI 62 QFI H20 H20 H 0 1 N N N 18.374 28.595 14.077 -6.596 1.922 -5.681 H20 QFI 63 QFI H261 1H26 H 0 0 N N N 22.969 29.135 14.092 -7.001 1.473 -6.971 H261 QFI 64 QFI H262 2H26 H 0 0 N N N 22.467 30.032 15.565 -8.242 0.613 -7.935 H262 QFI 65 QFI H263 3H26 H 0 0 N N N 22.546 28.237 15.589 -6.513 0.238 -8.160 H263 QFI 66 QFI H22 H22 H 0 1 N N N 21.936 26.880 15.769 -7.392 -2.088 -4.333 H22 QFI 67 QFI H23 H23 H 0 1 N N N 20.664 24.833 16.373 -6.807 -1.432 -2.029 H23 QFI 68 QFI HO6 HO6 H 0 1 N N N 13.471 25.149 19.150 -2.490 2.811 1.446 HO6 QFI 69 QFI H81 1H8 H 0 1 N N N 14.741 24.019 15.272 -2.608 4.068 -3.087 H81 QFI 70 QFI H82 2H8 H 0 1 N N N 13.143 24.261 16.097 -3.646 4.924 -1.983 H82 QFI 71 QFI H10 H10 H 0 1 N N N 15.244 21.674 14.327 -3.142 7.135 -1.139 H10 QFI 72 QFI H12 H12 H 0 1 N N N 14.244 19.829 12.985 -1.971 9.259 -1.591 H12 QFI 73 QFI H411 1H41 H 0 0 N N N 11.572 17.963 14.336 0.857 9.150 -5.109 H411 QFI 74 QFI H412 2H41 H 0 0 N N N 12.998 17.822 13.246 1.993 8.882 -3.733 H412 QFI 75 QFI HO45 HO45 H 0 0 N N N 9.190 17.060 13.272 3.514 11.914 -5.441 HO45 QFI 76 QFI HO44 HO44 H 0 0 N N N 11.425 14.774 12.193 2.675 12.420 -2.607 HO44 QFI 77 QFI H13 H13 H 0 1 N N N 10.298 21.067 14.227 0.700 7.216 -4.279 H13 QFI 78 QFI H11 H11 H 0 1 N N N 11.300 22.909 15.565 -0.469 5.091 -3.828 H11 QFI 79 QFI H31 1H3 H 0 1 N N N 12.688 18.313 21.260 3.850 1.190 -1.330 H31 QFI 80 QFI H32 2H3 H 0 1 N N N 12.113 19.993 21.060 3.490 2.093 -2.805 H32 QFI 81 QFI H27 H27 H 0 1 N N N 10.031 17.250 18.999 5.255 4.422 -0.299 H27 QFI 82 QFI H21 1H2 H 0 1 N N N 9.890 20.205 16.588 4.339 6.137 -3.814 H21 QFI 83 QFI H22A 2H2 H 0 0 N N N 9.441 18.506 16.488 4.118 6.880 -2.213 H22A QFI 84 QFI H11A 1H1 H 0 0 N N N 11.748 18.145 16.132 2.017 5.692 -2.486 H11A QFI 85 QFI H12A 2H1 H 0 0 N N N 12.195 19.723 16.770 2.826 4.355 -3.315 H12A QFI 86 # 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 QFI C C1 SING N N 1 QFI C C27 SING N N 2 QFI C C5 SING N N 3 QFI C H SING N N 4 QFI O C27 SING N N 5 QFI O C3 SING N N 6 QFI C5 O4 SING N N 7 QFI C5 C3 SING N N 8 QFI C5 H5 SING N N 9 QFI O4 C4 SING N N 10 QFI C4 N1 SING N N 11 QFI C4 O5 DOUB N N 12 QFI N1 C6 SING N N 13 QFI N1 HN1 SING N N 14 QFI C6 C8 SING N N 15 QFI C6 C7 SING N N 16 QFI C6 H6 SING N N 17 QFI C7 C15 SING N N 18 QFI C7 O6 SING N N 19 QFI C7 H7 SING N N 20 QFI C15 N2 SING N N 21 QFI C15 H151 SING N N 22 QFI C15 H152 SING N N 23 QFI N2 S SING N N 24 QFI N2 C16 SING N N 25 QFI C16 C17 SING N N 26 QFI C16 H161 SING N N 27 QFI C16 H162 SING N N 28 QFI C17 C24 SING N N 29 QFI C17 C25 SING N N 30 QFI C17 H17 SING N N 31 QFI C24 H241 SING N N 32 QFI C24 H242 SING N N 33 QFI C24 H243 SING N N 34 QFI C25 H251 SING N N 35 QFI C25 H252 SING N N 36 QFI C25 H253 SING N N 37 QFI S O7 DOUB N N 38 QFI S C18 SING N N 39 QFI S O8 DOUB N N 40 QFI C18 C19 DOUB Y N 41 QFI C18 C23 SING Y N 42 QFI C19 C20 SING Y N 43 QFI C19 H19 SING N N 44 QFI C20 C21 DOUB Y N 45 QFI C20 H20 SING N N 46 QFI C21 O1 SING N N 47 QFI C21 C22 SING Y N 48 QFI O1 C26 SING N N 49 QFI C26 H261 SING N N 50 QFI C26 H262 SING N N 51 QFI C26 H263 SING N N 52 QFI C22 C23 DOUB Y N 53 QFI C22 H22 SING N N 54 QFI C23 H23 SING N N 55 QFI O6 HO6 SING N N 56 QFI C8 C9 SING N N 57 QFI C8 H81 SING N N 58 QFI C8 H82 SING N N 59 QFI C9 C10 DOUB Y N 60 QFI C9 C11 SING Y N 61 QFI C10 C12 SING Y N 62 QFI C10 H10 SING N N 63 QFI C12 C14 DOUB Y N 64 QFI C12 H12 SING N N 65 QFI C14 O40 SING N N 66 QFI C14 C13 SING Y N 67 QFI O40 C41 SING N N 68 QFI C41 P42 SING N N 69 QFI C41 H411 SING N N 70 QFI C41 H412 SING N N 71 QFI P42 O43 DOUB N N 72 QFI P42 O45 SING N N 73 QFI P42 O44 SING N N 74 QFI O45 HO45 SING N N 75 QFI O44 HO44 SING N N 76 QFI C13 C11 DOUB Y N 77 QFI C13 H13 SING N N 78 QFI C11 H11 SING N N 79 QFI C3 H31 SING N N 80 QFI C3 H32 SING N N 81 QFI C27 O9 SING N N 82 QFI C27 H27 SING N N 83 QFI O9 C2 SING N N 84 QFI C2 C1 SING N N 85 QFI C2 H21 SING N N 86 QFI C2 H22A SING N N 87 QFI C1 H11A SING N N 88 QFI C1 H12A SING N N 89 # 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 QFI SMILES ACDLabs 10.04 "O=S(=O)(c1ccc(OC)cc1)N(CC(C)C)CC(O)C(NC(=O)OC2COC3OCCC23)Cc4ccc(OCP(=O)(O)O)cc4" QFI SMILES_CANONICAL CACTVS 3.341 "COc1ccc(cc1)[S](=O)(=O)N(CC(C)C)C[C@@H](O)[C@H](Cc2ccc(OC[P](O)(O)=O)cc2)NC(=O)O[C@H]3CO[C@H]4OCC[C@@H]34" QFI SMILES CACTVS 3.341 "COc1ccc(cc1)[S](=O)(=O)N(CC(C)C)C[CH](O)[CH](Cc2ccc(OC[P](O)(O)=O)cc2)NC(=O)O[CH]3CO[CH]4OCC[CH]34" QFI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)C[N@@](C[C@H]([C@H](Cc1ccc(cc1)OCP(=O)(O)O)NC(=O)O[C@H]2CO[C@@H]3[C@H]2CCO3)O)S(=O)(=O)c4ccc(cc4)OC" QFI SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)CN(CC(C(Cc1ccc(cc1)OCP(=O)(O)O)NC(=O)OC2COC3C2CCO3)O)S(=O)(=O)c4ccc(cc4)OC" QFI InChI InChI 1.03 "InChI=1S/C29H41N2O12PS/c1-19(2)15-31(45(37,38)23-10-8-21(39-3)9-11-23)16-26(32)25(14-20-4-6-22(7-5-20)42-18-44(34,35)36)30-29(33)43-27-17-41-28-24(27)12-13-40-28/h4-11,19,24-28,32H,12-18H2,1-3H3,(H,30,33)(H2,34,35,36)/t24-,25-,26+,27-,28+/m0/s1" QFI InChIKey InChI 1.03 VGMTVMSJTCIQMF-AJIIGFCHSA-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 QFI "SYSTEMATIC NAME" ACDLabs 10.04 "({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)phosphonic acid" QFI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[4-[(2S,3R)-2-[[(3R,3aS,6aR)-2,3,3a,4,5,6a-hexahydrofuro[3,2-d]furan-3-yl]oxycarbonylamino]-3-hydroxy-4-[(4-methoxyphenyl)sulfonyl-(2-methylpropyl)amino]butyl]phenoxy]methylphosphonic 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 QFI "Create component" 2006-08-24 PDBJ QFI "Modify descriptor" 2011-06-04 RCSB #