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                    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                        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 InChI            InChI                1.02b 
InChI=1/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/f/h34H 
KGQ InChIKey         InChI                1.02b FCLYPCIMVVLLRN-ROCQIEMFDZ 
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 
# 
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" 
# 
