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                    2008-10-14 
_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 InChI            InChI                1.02b 
;InChI=1/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/f/h30,34-35H
;
QFI InChIKey         InChI                1.02b VGMTVMSJTCIQMF-QZRUNORDDJ 
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 
# 
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" 
# 
