data_FAB
# 
_chem_comp.id                                    FAB 
_chem_comp.name                                  "FLAVIN-ADENINE DINUCLEOTIDE-N5-ISOBUTYL KETONE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C31 H39 N9 O16 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        855.640 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FAB 
_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   Y 
_chem_comp.pdbx_model_coordinates_db_code        1DAO 
_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 
FAB PA     AP     P 0  1 N N R 149.889 77.457 27.411 -4.195  -0.503 -0.952 PA     FAB 1  
FAB O1A    AO1    O 0  1 N N N 149.087 76.202 27.315 -4.686  0.503  -2.110 O1A    FAB 2  
FAB O2A    AO2    O 0  1 N N N 151.358 77.329 27.245 -3.784  -1.789 -1.557 O2A    FAB 3  
FAB O5B    AO5*   O 0  1 N N N 149.389 78.494 26.304 -5.402  -0.758 0.083  O5B    FAB 4  
FAB C5B    AC5*   C 0  1 N N N 150.385 79.397 25.916 -6.429  -1.439 -0.640 C5B    FAB 5  
FAB C4B    AC4*   C 0  1 N N R 150.081 79.768 24.484 -7.612  -1.714 0.291  C4B    FAB 6  
FAB O4B    AO4*   O 0  1 N N N 150.565 81.070 24.089 -8.230  -0.474 0.675  O4B    FAB 7  
FAB C3B    AC3*   C 0  1 N N S 150.630 78.837 23.416 -8.676  -2.551 -0.446 C3B    FAB 8  
FAB O3B    AO3*   O 0  1 N N N 149.780 78.972 22.293 -8.893  -3.795 0.222  O3B    FAB 9  
FAB C2B    AC2*   C 0  1 N N R 151.942 79.485 23.006 -9.953  -1.672 -0.387 C2B    FAB 10 
FAB O2B    AO2*   O 0  1 N N N 152.132 79.128 21.657 -11.108 -2.470 -0.121 O2B    FAB 11 
FAB C1B    AC1*   C 0  1 N N R 151.396 80.902 22.957 -9.645  -0.731 0.805  C1B    FAB 12 
FAB N9A    AN9    N 0  1 Y N N 152.357 81.993 22.881 -10.407 0.515  0.694  N9A    FAB 13 
FAB C8A    AC8    C 0  1 Y N N 153.081 82.565 23.887 -10.000 1.657  0.072  C8A    FAB 14 
FAB N7A    AN7    N 0  1 Y N N 153.814 83.574 23.476 -10.926 2.568  0.163  N7A    FAB 15 
FAB C5A    AC5    C 0  1 Y N N 153.502 83.678 22.128 -11.983 2.069  0.847  C5A    FAB 16 
FAB C6A    AC6    C 0  1 Y N N 153.944 84.529 21.099 -13.232 2.576  1.242  C6A    FAB 17 
FAB N6A    AN6    N 0  1 N N N 154.829 85.501 21.327 -13.603 3.871  0.927  N6A    FAB 18 
FAB N1A    AN1    N 0  1 Y N N 153.486 84.377 19.842 -14.050 1.782  1.926  N1A    FAB 19 
FAB C2A    AC2    C 0  1 Y N N 152.597 83.400 19.658 -13.706 0.544  2.231  C2A    FAB 20 
FAB N3A    AN3    N 0  1 Y N N 152.108 82.509 20.519 -12.546 0.027  1.882  N3A    FAB 21 
FAB C4A    AC4    C 0  1 Y N N 152.608 82.712 21.745 -11.665 0.744  1.191  C4A    FAB 22 
FAB N1     N1     N 0  1 N N N 146.366 72.974 36.003 7.089   -2.393 -0.462 N1     FAB 23 
FAB C2     C2     C 0  1 N N N 145.131 72.482 36.307 7.684   -3.470 0.046  C2     FAB 24 
FAB O2     O2     O 0  1 N N N 144.148 73.224 36.354 7.147   -4.551 -0.118 O2     FAB 25 
FAB N3     N3     N 0  1 N N N 145.096 71.110 36.573 8.838   -3.440 0.728  N3     FAB 26 
FAB C4     C4     C 0  1 N N N 146.161 70.218 36.501 9.493   -2.276 0.950  C4     FAB 27 
FAB O4     O4     O 0  1 N N N 146.137 69.006 36.697 10.539  -2.245 1.568  O4     FAB 28 
FAB C4X    C4A    C 0  1 N N N 147.386 70.827 36.195 8.879   -1.042 0.407  C4X    FAB 29 
FAB N5     N5     N 1  1 N N N 148.520 70.150 36.665 9.429   0.144  0.564  N5     FAB 30 
FAB C5X    C5A    C 0  1 Y N N 149.622 70.454 35.829 8.834   1.245  0.058  C5X    FAB 31 
FAB C6     C6     C 0  1 Y N N 150.687 69.576 35.677 9.437   2.504  0.224  C6     FAB 32 
FAB C7     C7     C 0  1 Y N N 151.711 69.988 34.823 8.842   3.617  -0.290 C7     FAB 33 
FAB C7M    C7M    C 0  1 N N N 152.915 69.201 34.392 9.491   4.964  -0.100 C7M    FAB 34 
FAB C8     C8     C 0  1 Y N N 151.727 71.260 34.225 7.642   3.523  -0.989 C8     FAB 35 
FAB C8M    C8M    C 0  1 N N N 152.898 71.569 33.344 7.004   4.769  -1.548 C8M    FAB 36 
FAB C9     C9     C 0  1 Y N N 150.659 72.118 34.432 7.033   2.302  -1.174 C9     FAB 37 
FAB C9A    C9A    C 0  1 Y N N 149.610 71.687 35.209 7.621   1.149  -0.658 C9A    FAB 38 
FAB N10    N10    N 0  1 N N N 148.565 72.566 35.323 7.013   -0.075 -0.842 N10    FAB 39 
FAB C10    C10    C 0  1 N N N 147.438 72.150 35.947 7.610   -1.186 -0.327 C10    FAB 40 
FAB "C1'"  C1*    C 0  1 N N N 148.790 74.010 35.087 5.750   -0.179 -1.576 "C1'"  FAB 41 
FAB C2D    C2*    C 0  1 N N S 148.262 74.370 33.701 4.580   -0.037 -0.601 C2D    FAB 42 
FAB "O2'"  O2*    O 0  1 N N N 148.904 73.458 32.820 4.648   -1.074 0.379  "O2'"  FAB 43 
FAB C3D    C3*    C 0  1 N N S 148.596 75.780 33.220 3.261   -0.145 -1.368 C3D    FAB 44 
FAB O3D    O3*    O 0  1 N N N 148.063 76.632 34.228 3.193   0.893  -2.348 O3D    FAB 45 
FAB C4D    C4*    C 0  1 N N R 147.865 76.088 31.915 2.090   -0.003 -0.393 C4D    FAB 46 
FAB "O4'"  O4*    O 0  1 N N N 148.248 75.112 30.962 2.158   -1.041 0.587  "O4'"  FAB 47 
FAB C5D    C5*    C 0  1 N N N 148.188 77.458 31.323 0.771   -0.111 -1.160 C5D    FAB 48 
FAB "O5'"  O5*    O 0  1 N N N 147.603 77.622 30.032 -0.319  0.137  -0.270 "O5'"  FAB 49 
FAB P      P      P 0  1 N N N 147.956 78.842 29.032 -1.668  0.008  -1.140 P      FAB 50 
FAB O1P    O1P    O 0  1 N N N 147.044 78.913 27.844 -1.705  1.127  -2.204 O1P    FAB 51 
FAB O2P    O2P    O -1 1 N N N 148.089 80.057 29.890 -1.700  -1.370 -1.839 O2P    FAB 52 
FAB O3P    O3P    O 0  1 N N N 149.476 78.330 28.717 -2.946  0.147  -0.171 O3P    FAB 53 
FAB "C2'"  "C2'"  C 0  1 N N N 148.899 69.905 37.981 10.608  0.262  1.249  "C2'"  FAB 54 
FAB "O3'"  "O3'"  O 0  1 N N N 149.893 70.529 38.387 11.654  0.319  0.646  "O3'"  FAB 55 
FAB "C3'"  "C3'"  C 0  1 N N N 148.182 68.719 38.839 10.602  0.322  2.754  "C3'"  FAB 56 
FAB "C4'"  "C4'"  C 0  1 N N N 147.116 69.115 39.870 11.952  -0.159 3.289  "C4'"  FAB 57 
FAB "C5'"  "C5'"  C 0  1 N N N 149.209 68.052 39.722 10.359  1.764  3.206  "C5'"  FAB 58 
FAB HOA2   2HOA   H 0  0 N N N 151.868 78.127 27.306 ?       ?      ?      HOA2   FAB 59 
FAB H51A   AH51   H 0  0 N N N 150.473 80.278 26.593 -6.759  -0.819 -1.474 H51A   FAB 60 
FAB H52A   AH52   H 0  0 N N N 151.419 79.007 26.063 -6.040  -2.383 -1.022 H52A   FAB 61 
FAB H4B    AH4*   H 0  1 N N N 148.967 79.714 24.518 -7.269  -2.247 1.177  H4B    FAB 62 
FAB H3B    AH3*   H 0  1 N N N 150.722 77.778 23.752 -8.377  -2.721 -1.481 H3B    FAB 63 
FAB HO3A   AHO3   H 0  0 N N N 150.123 78.389 21.625 -9.608  -4.244 -0.250 HO3A   FAB 64 
FAB H2B    AH2*   H 0  1 N N N 152.854 79.273 23.610 -10.079 -1.104 -1.309 H2B    FAB 65 
FAB HO2A   AHO2   H 0  0 N N N 152.952 79.533 21.400 -11.245 -3.031 -0.897 HO2A   FAB 66 
FAB H1B    AH1*   H 0  1 N N N 150.857 80.982 21.984 -9.859  -1.227 1.752  H1B    FAB 67 
FAB H8A    AH8    H 0  1 N N N 153.074 82.240 24.941 -9.049  1.788  -0.424 H8A    FAB 68 
FAB H61A   AH61   H 0  0 N N N 155.149 86.118 20.580 -12.997 4.441  0.427  H61A   FAB 69 
FAB H62A   AH62   H 0  0 N N N 155.651 85.080 21.760 -14.468 4.210  1.205  H62A   FAB 70 
FAB H2A    AH2    H 0  1 N N N 152.203 83.315 18.630 -14.401 -0.067 2.788  H2A    FAB 71 
FAB HN3    HN3    H 0  1 N N N 144.196 70.717 36.849 9.211   -4.268 1.069  HN3    FAB 72 
FAB H6     H6     H 0  1 N N N 150.717 68.607 36.204 10.368  2.590  0.764  H6     FAB 73 
FAB HM71   1HM7   H 0  0 N N N 153.733 69.530 33.709 9.126   5.415  0.823  HM71   FAB 74 
FAB HM72   2HM7   H 0  0 N N N 153.415 68.870 35.331 10.572  4.842  -0.043 HM72   FAB 75 
FAB HM73   3HM7   H 0  0 N N N 152.520 68.252 33.959 9.242   5.609  -0.943 HM73   FAB 76 
FAB HM81   1HM8   H 0  0 N N N 152.910 72.578 32.869 6.330   5.196  -0.806 HM81   FAB 77 
FAB HM82   2HM8   H 0  0 N N N 153.845 71.408 33.909 7.779   5.494  -1.796 HM82   FAB 78 
FAB HM83   3HM8   H 0  0 N N N 152.994 70.783 32.558 6.442   4.517  -2.447 HM83   FAB 79 
FAB H9     H9     H 0  1 N N N 150.644 73.126 33.986 6.102   2.239  -1.718 H9     FAB 80 
FAB "H1'1" 1H1*   H 0  0 N N N 148.349 74.646 35.889 5.698   0.613  -2.324 "H1'1" FAB 81 
FAB "H1'2" 2H1*   H 0  0 N N N 149.856 74.303 35.225 5.696   -1.149 -2.070 "H1'2" FAB 82 
FAB "H2'"  H2*    H 0  1 N N N 147.148 74.319 33.730 4.634   0.934  -0.107 "H2'"  FAB 83 
FAB "HO2'" *HO2   H 0  0 N N N 148.575 73.682 31.957 4.596   -1.914 -0.099 "HO2'" FAB 84 
FAB H3D    H3*    H 0  1 N N N 149.690 75.905 33.047 3.206   -1.115 -1.862 H3D    FAB 85 
FAB "HO3'" *HO3   H 0  0 N N N 148.270 77.509 33.928 3.244   1.732  -1.871 "HO3'" FAB 86 
FAB "H4'"  H4*    H 0  1 N N N 146.774 76.080 32.148 2.145   0.967  0.101  "H4'"  FAB 87 
FAB "HO4'" *HO4   H 0  0 N N N 147.793 75.303 30.150 2.107   -1.880 0.109  "HO4'" FAB 88 
FAB "H5'1" 1H5*   H 0  0 N N N 147.889 78.281 32.013 0.757   0.623  -1.965 "H5'1" FAB 89 
FAB "H5'2" 2H5*   H 0  0 N N N 149.287 77.642 31.298 0.676   -1.112 -1.580 "H5'2" FAB 90 
FAB "H3'"  "H3'"  H 0  1 N N N 147.709 68.115 38.028 9.809   -0.318 3.140  "H3'"  FAB 91 
FAB "H4'1" "1H4'" H 0  0 N N N 146.625 68.303 40.456 11.947  -0.116 4.379  "H4'1" FAB 92 
FAB "H4'2" "2H4'" H 0  0 N N N 147.549 69.863 40.573 12.125  -1.186 2.967  "H4'2" FAB 93 
FAB "H4'3" "3H4'" H 0  0 N N N 146.331 69.726 39.366 12.745  0.481  2.903  "H4'3" FAB 94 
FAB H51X   "1H5'" H 0  0 N N N 148.718 67.240 40.308 9.387   2.099  2.845  H51X   FAB 95 
FAB H52X   "2H5'" H 0  0 N N N 150.088 67.683 39.143 10.379  1.811  4.295  H52X   FAB 96 
FAB "H5'3" "3H5'" H 0  0 N N N 149.743 68.781 40.374 11.139  2.408  2.801  "H5'3" FAB 97 
# 
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 
FAB PA    O1A    DOUB N N 1   
FAB PA    O2A    SING N N 2   
FAB PA    O5B    SING N N 3   
FAB PA    O3P    SING N N 4   
FAB O2A   HOA2   SING N N 5   
FAB O5B   C5B    SING N N 6   
FAB C5B   C4B    SING N N 7   
FAB C5B   H51A   SING N N 8   
FAB C5B   H52A   SING N N 9   
FAB C4B   O4B    SING N N 10  
FAB C4B   C3B    SING N N 11  
FAB C4B   H4B    SING N N 12  
FAB O4B   C1B    SING N N 13  
FAB C3B   O3B    SING N N 14  
FAB C3B   C2B    SING N N 15  
FAB C3B   H3B    SING N N 16  
FAB O3B   HO3A   SING N N 17  
FAB C2B   O2B    SING N N 18  
FAB C2B   C1B    SING N N 19  
FAB C2B   H2B    SING N N 20  
FAB O2B   HO2A   SING N N 21  
FAB C1B   N9A    SING N N 22  
FAB C1B   H1B    SING N N 23  
FAB N9A   C8A    SING Y N 24  
FAB N9A   C4A    SING Y N 25  
FAB C8A   N7A    DOUB Y N 26  
FAB C8A   H8A    SING N N 27  
FAB N7A   C5A    SING Y N 28  
FAB C5A   C6A    SING Y N 29  
FAB C5A   C4A    DOUB Y N 30  
FAB C6A   N6A    SING N N 31  
FAB C6A   N1A    DOUB Y N 32  
FAB N6A   H61A   SING N N 33  
FAB N6A   H62A   SING N N 34  
FAB N1A   C2A    SING Y N 35  
FAB C2A   N3A    DOUB Y N 36  
FAB C2A   H2A    SING N N 37  
FAB N3A   C4A    SING Y N 38  
FAB N1    C2     SING N N 39  
FAB N1    C10    DOUB N N 40  
FAB C2    O2     DOUB N N 41  
FAB C2    N3     SING N N 42  
FAB N3    C4     SING N N 43  
FAB N3    HN3    SING N N 44  
FAB C4    O4     DOUB N N 45  
FAB C4    C4X    SING N N 46  
FAB C4X   N5     DOUB N N 47  
FAB C4X   C10    SING N N 48  
FAB N5    C5X    SING N N 49  
FAB N5    "C2'"  SING N N 50  
FAB C5X   C6     DOUB Y N 51  
FAB C5X   C9A    SING Y N 52  
FAB C6    C7     SING Y N 53  
FAB C6    H6     SING N N 54  
FAB C7    C7M    SING N N 55  
FAB C7    C8     DOUB Y N 56  
FAB C7M   HM71   SING N N 57  
FAB C7M   HM72   SING N N 58  
FAB C7M   HM73   SING N N 59  
FAB C8    C8M    SING N N 60  
FAB C8    C9     SING Y N 61  
FAB C8M   HM81   SING N N 62  
FAB C8M   HM82   SING N N 63  
FAB C8M   HM83   SING N N 64  
FAB C9    C9A    DOUB Y N 65  
FAB C9    H9     SING N N 66  
FAB C9A   N10    SING N N 67  
FAB N10   C10    SING N N 68  
FAB N10   "C1'"  SING N N 69  
FAB "C1'" C2D    SING N N 70  
FAB "C1'" "H1'1" SING N N 71  
FAB "C1'" "H1'2" SING N N 72  
FAB C2D   "O2'"  SING N N 73  
FAB C2D   C3D    SING N N 74  
FAB C2D   "H2'"  SING N N 75  
FAB "O2'" "HO2'" SING N N 76  
FAB C3D   O3D    SING N N 77  
FAB C3D   C4D    SING N N 78  
FAB C3D   H3D    SING N N 79  
FAB O3D   "HO3'" SING N N 80  
FAB C4D   "O4'"  SING N N 81  
FAB C4D   C5D    SING N N 82  
FAB C4D   "H4'"  SING N N 83  
FAB "O4'" "HO4'" SING N N 84  
FAB C5D   "O5'"  SING N N 85  
FAB C5D   "H5'1" SING N N 86  
FAB C5D   "H5'2" SING N N 87  
FAB "O5'" P      SING N N 88  
FAB P     O1P    DOUB N N 89  
FAB P     O2P    SING N N 90  
FAB P     O3P    SING N N 91  
FAB "C2'" "O3'"  DOUB N N 92  
FAB "C2'" "C3'"  SING N N 93  
FAB "C3'" "C4'"  SING N N 94  
FAB "C3'" "C5'"  SING N N 95  
FAB "C3'" "H3'"  SING N N 96  
FAB "C4'" "H4'1" SING N N 97  
FAB "C4'" "H4'2" SING N N 98  
FAB "C4'" "H4'3" SING N N 99  
FAB "C5'" H51X   SING N N 100 
FAB "C5'" H52X   SING N N 101 
FAB "C5'" "H5'3" SING N N 102 
# 
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 
FAB InChI            InChI                1.02b 
;InChI=1/C31H39N9O16P2/c1-12(2)29(47)40-16-6-14(4)13(3)5-15(16)38(27-21(40)28(46)37-31(48)36-27)7-17(41)22(43)18(42)8-53-57(49,50)56-58(51,52)54-9-19-23(44)24(45)30(55-19)39-11-35-20-25(32)33-10-34-26(20)39/h5-6,10-12,17-19,22-24,30,41-45H,7-9H2,1-4H3,(H4-,32,33,34,37,46,48,49,50,51,52)/t17-,18+,19+,22-,23+,24+,30+/m0/s1/f/h37,51H,32H2
;
FAB InChIKey         InChI                1.02b VVZGWZAMSAFRNS-XTWRXISGDF 
FAB SMILES_CANONICAL CACTVS               3.341 CC(C)C(=O)[N+]1=C2C(=O)NC(=O)N=C2N(C[C@H](O)[C@H](O)[C@H](O)CO[P]([O-])(=O)O[P@@](O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n4cnc5c(N)ncnc45)c6cc(C)c(C)cc16 
FAB SMILES           CACTVS               3.341 CC(C)C(=O)[N+]1=C2C(=O)NC(=O)N=C2N(C[CH](O)[CH](O)[CH](O)CO[P]([O-])(=O)O[P](O)(=O)OC[CH]3O[CH]([CH](O)[CH]3O)n4cnc5c(N)ncnc45)c6cc(C)c(C)cc16 
FAB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cc2c(cc1C)[N+](=C3C(=O)NC(=O)N=C3N2C[C@@H]([C@@H]([C@@H](CO[P@@](=O)([O-])O[P@](=O)(O)OC[C@@H]4[C@H]([C@H]([C@@H](O4)n5cnc6c5ncnc6N)O)O)O)O)O)C(=O)C(C)C 
FAB SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cc2c(cc1C)[N+](=C3C(=O)NC(=O)N=C3N2CC(C(C(COP(=O)([O-])OP(=O)(O)OCC4C(C(C(O4)n5cnc6c5ncnc6N)O)O)O)O)O)C(=O)C(C)C 
# 
_pdbx_chem_comp_identifier.comp_id           FAB 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   1.5.0 
_pdbx_chem_comp_identifier.identifier        
"[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] [(2R,3S,4S)-5-[7,8-dimethyl-5-(2-methylpropanoyl)-2,4-dioxo-benzo[g]pteridin-5-ium-10-yl]-2,3,4-trihydroxy-pentyl] phosphate" 
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