data_FTB
# 
_chem_comp.id                                    FTB 
_chem_comp.name                                  N-{4-[1-(2-FLUOROBENZYL)-3-BUTYL-2,6-DIOXO-2,3,6,7-TETRAHYDRO-1H-PURIN-8-YLMETHYL]-PHENYL}-ACETAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H26 F N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         1-(2-FLUOROBENZYL)-3-BUTYL-8-(N-ACETYL-4-AMINOBENZYL)-XANTHINE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-01-08 
_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                        463.504 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FTB 
_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        1NHX 
_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 
FTB O33  O33  O 0 1 N N N 35.801 51.446 34.058 -0.004 -0.899 7.447  O33  FTB 1  
FTB C32  C32  C 0 1 N N N 36.099 51.369 35.245 -0.967 -1.584 7.173  C32  FTB 2  
FTB C34  C34  C 0 1 N N N 35.520 52.391 36.180 -1.347 -2.739 8.064  C34  FTB 3  
FTB N31  N31  N 0 1 N N N 36.939 50.387 35.739 -1.697 -1.313 6.073  N31  FTB 4  
FTB C28  C28  C 0 1 Y N N 37.602 49.319 35.008 -1.280 -0.315 5.185  C28  FTB 5  
FTB C29  C29  C 0 1 Y N N 38.501 48.466 35.675 0.074  -0.086 4.982  C29  FTB 6  
FTB C30  C30  C 0 1 Y N N 39.152 47.429 34.977 0.483  0.899  4.106  C30  FTB 7  
FTB C27  C27  C 0 1 Y N N 37.376 49.121 33.630 -2.219 0.448  4.506  C27  FTB 8  
FTB C26  C26  C 0 1 Y N N 38.028 48.088 32.932 -1.804 1.436  3.634  C26  FTB 9  
FTB C25  C25  C 0 1 Y N N 38.909 47.231 33.606 -0.455 1.658  3.431  C25  FTB 10 
FTB C24  C24  C 0 1 N N N 39.608 46.129 32.835 -0.006 2.733  2.475  C24  FTB 11 
FTB C1   C1   C 0 1 Y N N 38.831 44.840 32.887 0.144  2.148  1.095  C1   FTB 12 
FTB N2   N2   N 0 1 Y N N 39.155 43.900 33.803 0.954  1.170  0.775  N2   FTB 13 
FTB C3   C3   C 0 1 Y N N 38.264 42.924 33.545 0.835  0.892  -0.525 C3   FTB 14 
FTB N6   N6   N 0 1 Y N N 38.217 41.749 34.244 1.444  -0.020 -1.371 N6   FTB 15 
FTB C12  C12  C 0 1 N N N 39.159 41.444 35.346 2.447  -0.949 -0.845 C12  FTB 16 
FTB C13  C13  C 0 1 N N N 40.202 40.399 34.878 3.836  -0.317 -0.954 C13  FTB 17 
FTB C14  C14  C 0 1 N N N 41.137 39.968 36.018 4.883  -1.288 -0.404 C14  FTB 18 
FTB C15  C15  C 0 1 N N N 41.952 38.737 35.630 6.272  -0.656 -0.514 C15  FTB 19 
FTB C4   C4   C 0 1 Y N N 37.446 43.273 32.515 -0.108 1.766  -1.049 C4   FTB 20 
FTB N5   N5   N 0 1 Y N N 37.789 44.506 32.081 -0.533 2.551  0.003  N5   FTB 21 
FTB C9   C9   C 0 1 Y N N 36.447 42.400 32.087 -0.426 1.692  -2.422 C9   FTB 22 
FTB O10  O10  O 0 1 N N N 35.674 42.681 31.166 -1.254 2.444  -2.904 O10  FTB 23 
FTB N8   N8   N 0 1 Y N N 36.380 41.186 32.778 0.197  0.778  -3.194 N8   FTB 24 
FTB C7   C7   C 0 1 Y N N 37.245 40.859 33.837 1.112  -0.058 -2.675 C7   FTB 25 
FTB O11  O11  O 0 1 N N N 37.131 39.793 34.415 1.653  -0.869 -3.401 O11  FTB 26 
FTB C16  C16  C 0 1 N N N 35.675 40.031 32.173 -0.128 0.696  -4.620 C16  FTB 27 
FTB C17  C17  C 0 1 Y N N 34.281 40.017 32.752 -1.264 -0.273 -4.821 C17  FTB 28 
FTB C18  C18  C 0 1 Y N N 34.025 40.350 34.100 -2.447 0.156  -5.392 C18  FTB 29 
FTB C19  C19  C 0 1 Y N N 32.713 40.334 34.604 -3.489 -0.733 -5.577 C19  FTB 30 
FTB C20  C20  C 0 1 Y N N 31.651 39.968 33.764 -3.349 -2.053 -5.190 C20  FTB 31 
FTB C21  C21  C 0 1 Y N N 31.899 39.634 32.421 -2.168 -2.485 -4.619 C21  FTB 32 
FTB C22  C22  C 0 1 Y N N 33.212 39.665 31.923 -1.121 -1.596 -4.439 C22  FTB 33 
FTB F    F    F 0 1 N N N 33.437 39.332 30.635 0.034  -2.017 -3.881 F    FTB 34 
FTB H341 1H34 H 0 0 N N N 34.410 52.392 36.080 -0.646 -2.802 8.897  H341 FTB 35 
FTB H342 2H34 H 0 0 N N N 35.791 52.321 37.259 -2.355 -2.586 8.448  H342 FTB 36 
FTB H343 3H34 H 0 0 N N N 35.766 53.412 35.806 -1.313 -3.666 7.491  H343 FTB 37 
FTB H31  H31  H 0 1 N N N 37.085 50.458 36.746 -2.511 -1.810 5.897  H31  FTB 38 
FTB H29  H29  H 0 1 N N N 38.697 48.611 36.751 0.807  -0.679 5.509  H29  FTB 39 
FTB H30  H30  H 0 1 N N N 39.857 46.767 35.508 1.536  1.077  3.947  H30  FTB 40 
FTB H27  H27  H 0 1 N N N 36.679 49.784 33.090 -3.273 0.272  4.661  H27  FTB 41 
FTB H26  H26  H 0 1 N N N 37.848 47.950 31.853 -2.535 2.030  3.106  H26  FTB 42 
FTB H241 1H24 H 0 0 N N N 40.657 45.988 33.186 0.951  3.136  2.805  H241 FTB 43 
FTB H242 2H24 H 0 0 N N N 39.818 46.437 31.784 -0.747 3.532  2.452  H242 FTB 44 
FTB H121 1H12 H 0 0 N N N 38.628 41.119 36.271 2.422  -1.875 -1.421 H121 FTB 45 
FTB H122 2H12 H 0 0 N N N 39.642 42.364 35.750 2.228  -1.166 0.200  H122 FTB 46 
FTB H131 1H13 H 0 0 N N N 40.780 40.770 33.999 3.860  0.607  -0.378 H131 FTB 47 
FTB H132 2H13 H 0 0 N N N 39.708 39.518 34.405 4.055  -0.100 -2.000 H132 FTB 48 
FTB H141 1H14 H 0 0 N N N 40.577 39.805 36.968 4.858  -2.213 -0.980 H141 FTB 49 
FTB H142 2H14 H 0 0 N N N 41.794 40.806 36.348 4.664  -1.505 0.640  H142 FTB 50 
FTB H151 1H15 H 0 0 N N N 42.513 38.900 34.680 7.018  -1.347 -0.122 H151 FTB 51 
FTB H152 2H15 H 0 0 N N N 42.631 38.424 36.458 6.491  -0.439 -1.559 H152 FTB 52 
FTB H153 3H15 H 0 0 N N N 41.295 37.899 35.300 6.296  0.269  0.061  H153 FTB 53 
FTB HN5  HN5  H 0 1 N N N 37.366 45.051 31.330 -1.196 3.259  -0.035 HN5  FTB 54 
FTB H161 1H16 H 0 0 N N N 36.217 39.066 32.309 -0.423 1.681  -4.983 H161 FTB 55 
FTB H162 2H16 H 0 0 N N N 35.687 40.044 31.058 0.745  0.351  -5.173 H162 FTB 56 
FTB H18  H18  H 0 1 N N N 34.859 40.626 34.767 -2.558 1.187  -5.694 H18  FTB 57 
FTB H19  H19  H 0 1 N N N 32.518 40.608 35.655 -4.413 -0.396 -6.023 H19  FTB 58 
FTB H20  H20  H 0 1 N N N 30.622 39.943 34.159 -4.164 -2.747 -5.335 H20  FTB 59 
FTB H21  H21  H 0 1 N N N 31.065 39.348 31.759 -2.059 -3.516 -4.317 H21  FTB 60 
# 
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 
FTB O33 C32  DOUB N N 1  
FTB C32 C34  SING N N 2  
FTB C32 N31  SING N N 3  
FTB C34 H341 SING N N 4  
FTB C34 H342 SING N N 5  
FTB C34 H343 SING N N 6  
FTB N31 C28  SING N N 7  
FTB N31 H31  SING N N 8  
FTB C28 C29  DOUB Y N 9  
FTB C28 C27  SING Y N 10 
FTB C29 C30  SING Y N 11 
FTB C29 H29  SING N N 12 
FTB C30 C25  DOUB Y N 13 
FTB C30 H30  SING N N 14 
FTB C27 C26  DOUB Y N 15 
FTB C27 H27  SING N N 16 
FTB C26 C25  SING Y N 17 
FTB C26 H26  SING N N 18 
FTB C25 C24  SING N N 19 
FTB C24 C1   SING N N 20 
FTB C24 H241 SING N N 21 
FTB C24 H242 SING N N 22 
FTB C1  N2   DOUB Y N 23 
FTB C1  N5   SING Y N 24 
FTB N2  C3   SING Y N 25 
FTB C3  N6   SING Y N 26 
FTB C3  C4   DOUB Y N 27 
FTB N6  C12  SING N N 28 
FTB N6  C7   SING Y N 29 
FTB C12 C13  SING N N 30 
FTB C12 H121 SING N N 31 
FTB C12 H122 SING N N 32 
FTB C13 C14  SING N N 33 
FTB C13 H131 SING N N 34 
FTB C13 H132 SING N N 35 
FTB C14 C15  SING N N 36 
FTB C14 H141 SING N N 37 
FTB C14 H142 SING N N 38 
FTB C15 H151 SING N N 39 
FTB C15 H152 SING N N 40 
FTB C15 H153 SING N N 41 
FTB C4  N5   SING Y N 42 
FTB C4  C9   SING Y N 43 
FTB N5  HN5  SING N N 44 
FTB C9  O10  DOUB N N 45 
FTB C9  N8   SING Y N 46 
FTB N8  C7   SING Y N 47 
FTB N8  C16  SING N N 48 
FTB C7  O11  DOUB N N 49 
FTB C16 C17  SING N N 50 
FTB C16 H161 SING N N 51 
FTB C16 H162 SING N N 52 
FTB C17 C18  DOUB Y N 53 
FTB C17 C22  SING Y N 54 
FTB C18 C19  SING Y N 55 
FTB C18 H18  SING N N 56 
FTB C19 C20  DOUB Y N 57 
FTB C19 H19  SING N N 58 
FTB C20 C21  SING Y N 59 
FTB C20 H20  SING N N 60 
FTB C21 C22  DOUB Y N 61 
FTB C21 H21  SING N N 62 
FTB C22 F    SING N N 63 
# 
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 
FTB SMILES           ACDLabs              10.04 Fc1ccccc1CN3C(=O)N(c2nc(nc2C3=O)Cc4ccc(NC(=O)C)cc4)CCCC                                                                                                                             
FTB InChI            InChI                1.02b InChI=1/C25H26FN5O3/c1-3-4-13-30-23-22(24(33)31(25(30)34)15-18-7-5-6-8-20(18)26)28-21(29-23)14-17-9-11-19(12-10-17)27-16(2)32/h5-12H,3-4,13-15H2,1-2H3,(H,27,32)(H,28,29)/f/h27-28H 
FTB InChIKey         InChI                1.02b JHSHXKJSPVHPCJ-VEORKLDJCE                                                                                                                                                           
FTB SMILES_CANONICAL CACTVS               3.341 CCCCN1C(=O)N(Cc2ccccc2F)C(=O)c3[nH]c(Cc4ccc(NC(C)=O)cc4)nc13                                                                                                                        
FTB SMILES           CACTVS               3.341 CCCCN1C(=O)N(Cc2ccccc2F)C(=O)c3[nH]c(Cc4ccc(NC(C)=O)cc4)nc13                                                                                                                        
FTB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCN1c2c([nH]c(n2)Cc3ccc(cc3)NC(=O)C)C(=O)N(C1=O)Cc4ccccc4F                                                                                                                        
FTB SMILES           "OpenEye OEToolkits" 1.5.0 CCCCN1c2c([nH]c(n2)Cc3ccc(cc3)NC(=O)C)C(=O)N(C1=O)Cc4ccccc4F                                                                                                                        
# 
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 
FTB "SYSTEMATIC NAME" ACDLabs              10.04 N-(4-{[3-butyl-1-(2-fluorobenzyl)-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl]methyl}phenyl)acetamide 
FTB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[4-[[3-butyl-1-[(2-fluorophenyl)methyl]-2,6-dioxo-7H-purin-8-yl]methyl]phenyl]ethanamide           
# 
