data_BFT
# 
_chem_comp.id                                    BFT 
_chem_comp.name                                  "S-BENZOYLTHIAMINE O-MONOPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H25 N4 O6 P S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         BENFOTIAMINE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-07-20 
_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                        468.464 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BFT 
_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 
BFT CM2  CM2  C 0 1 N N N 13.410 18.834 54.292 -4.204 2.985  1.589  CM2  BFT 1  
BFT N3   N3   N 0 1 N N N 7.300  20.472 52.683 -2.203 -2.530 -0.797 N3   BFT 2  
BFT C2   C2   C 0 1 N N N 7.420  19.809 51.509 -2.144 -2.473 -2.143 C2   BFT 3  
BFT S1   S1   S 0 1 N N N 4.918  19.056 51.354 1.504  -1.808 0.667  S1   BFT 4  
BFT C5   C5   C 0 1 N N R 4.724  20.006 52.579 -0.010 -1.571 -0.297 C5   BFT 5  
BFT C4   C4   C 0 1 N N S 5.919  20.630 53.152 -0.978 -2.723 -0.018 C4   BFT 6  
BFT CM4  CM4  C 0 1 N N N 5.778  21.551 54.335 -0.323 -4.047 -0.416 CM4  BFT 7  
BFT C6   C6   C 0 1 N N N 3.342  20.240 53.076 -0.665 -0.247 0.101  C6   BFT 8  
BFT C7   C7   C 0 1 N N N 2.811  19.429 54.185 0.226  0.916  -0.341 C7   BFT 9  
BFT O7   O7   O 0 1 N N N 1.460  19.813 54.496 -0.464 2.150  -0.133 O7   BFT 10 
BFT N1A  N1A  N 0 1 Y N N 11.063 18.748 53.826 -4.441 1.198  -0.050 N1A  BFT 11 
BFT C2A  C2A  C 0 1 Y N N 12.157 19.546 54.048 -4.013 1.559  1.143  C2A  BFT 12 
BFT N3A  N3A  N 0 1 Y N N 12.115 20.842 54.053 -3.423 0.707  1.957  N3A  BFT 13 
BFT C4A  C4A  C 0 1 Y N N 10.922 21.507 53.823 -3.244 -0.561 1.598  C4A  BFT 14 
BFT N4A  N4A  N 0 1 N N N 10.914 22.841 53.840 -2.623 -1.454 2.456  N4A  BFT 15 
BFT C5A  C5A  C 0 1 Y N N 9.719  20.724 53.573 -3.680 -0.975 0.338  C5A  BFT 16 
BFT C6A  C6A  C 0 1 Y N N 9.877  19.356 53.596 -4.293 -0.047 -0.481 C6A  BFT 17 
BFT C7A  C7A  C 0 1 N N N 8.380  21.381 53.311 -3.493 -2.400 -0.115 C7A  BFT 18 
BFT P1   P1   P 0 1 N N N 0.213  19.669 53.549 0.526  3.324  -0.617 P1   BFT 19 
BFT O1   O1   O 0 1 N N N 0.466  20.389 52.281 0.944  3.072  -2.014 O1   BFT 20 
BFT O2   O2   O 0 1 N N N -0.886 20.244 54.366 -0.237 4.739  -0.532 O2   BFT 21 
BFT O3   O3   O 0 1 N N N 0.058  18.217 53.277 1.825  3.357  0.334  O3   BFT 22 
BFT O5   O5   O 0 1 N N N 8.601  20.479 50.523 -3.166 -2.406 -2.792 O5   BFT 23 
BFT CB1  CB1  C 0 1 N N N 4.338  17.806 51.139 2.647  -0.915 -0.334 CB1  BFT 24 
BFT OB1  OB1  O 0 1 N N N 3.316  17.486 51.739 2.279  -0.419 -1.382 OB1  BFT 25 
BFT CB2  CB2  C 0 1 Y N N 4.948  16.825 50.150 4.052  -0.769 0.100  CB2  BFT 26 
BFT CB3  CB3  C 0 1 Y N N 4.346  15.533 49.950 4.476  -1.332 1.304  CB3  BFT 27 
BFT CB4  CB4  C 0 1 Y N N 4.918  14.627 49.034 5.791  -1.197 1.701  CB4  BFT 28 
BFT CB5  CB5  C 0 1 Y N N 6.082  14.986 48.307 6.685  -0.494 0.913  CB5  BFT 29 
BFT CB6  CB6  C 0 1 Y N N 6.682  16.250 48.491 6.270  0.071  -0.279 CB6  BFT 30 
BFT CB7  CB7  C 0 1 Y N N 6.128  17.163 49.399 4.960  -0.062 -0.690 CB7  BFT 31 
BFT HM21 1HM2 H 0 0 N N N 13.195 17.871 54.778 -5.162 3.082  2.098  HM21 BFT 32 
BFT HM22 2HM2 H 0 0 N N N 14.055 19.440 54.946 -3.400 3.263  2.271  HM22 BFT 33 
BFT HM23 3HM2 H 0 0 N N N 13.923 18.655 53.336 -4.187 3.643  0.720  HM23 BFT 34 
BFT H2   H2   H 0 1 N N N 6.825  18.949 51.238 -1.186 -2.488 -2.642 H2   BFT 35 
BFT H5   H5   H 0 1 N N N 4.542  20.427 53.579 0.235  -1.551 -1.359 H5   BFT 36 
BFT H4   H4   H 0 1 N N N 5.607  19.869 52.422 -1.222 -2.743 1.044  H4   BFT 37 
BFT HM41 1HM4 H 0 0 N N N 4.849  22.132 54.238 0.589  -4.190 0.164  HM41 BFT 38 
BFT HM42 2HM4 H 0 0 N N N 6.638  22.236 54.371 -1.012 -4.867 -0.217 HM42 BFT 39 
BFT HM43 3HM4 H 0 0 N N N 5.744  20.957 55.260 -0.078 -4.027 -1.478 HM43 BFT 40 
BFT H61  1H6  H 0 1 N N N 2.708  19.959 52.222 -1.638 -0.163 -0.382 H61  BFT 41 
BFT H62  2H6  H 0 1 N N N 3.315  21.284 53.421 -0.793 -0.215 1.183  H62  BFT 42 
BFT H71  1H7  H 0 1 N N N 3.438  19.591 55.074 1.146  0.911  0.242  H71  BFT 43 
BFT H72  2H7  H 0 1 N N N 2.825  18.369 53.893 0.465  0.808  -1.399 H72  BFT 44 
BFT H4A1 1H4A H 0 0 N N N 10.117 23.425 53.689 -2.407 -1.185 3.363  H4A1 BFT 45 
BFT H4A2 2H4A H 0 0 N N N 11.844 23.155 54.030 -2.406 -2.349 2.151  H4A2 BFT 46 
BFT H6A  H6A  H 0 1 N N N 9.009  18.737 53.421 -4.647 -0.332 -1.461 H6A  BFT 47 
BFT H7A1 1H7A H 0 0 N N N 7.991  21.680 54.295 -4.296 -2.673 -0.800 H7A1 BFT 48 
BFT H7A2 2H7A H 0 0 N N N 8.553  22.216 52.617 -3.514 -3.062 0.751  H7A2 BFT 49 
BFT HO2  HO2  H 0 1 N N N -0.586 20.367 55.259 0.389  5.413  -0.830 HO2  BFT 50 
BFT HO3  HO3  H 0 1 N N N 0.025  18.072 52.339 1.509  3.524  1.233  HO3  BFT 51 
BFT HB3  HB3  H 0 1 N N N 3.458  15.258 50.500 3.779  -1.881 1.920  HB3  BFT 52 
BFT HB4  HB4  H 0 1 N N N 4.469  13.656 48.885 6.121  -1.636 2.630  HB4  BFT 53 
BFT HB5  HB5  H 0 1 N N N 6.513  14.286 47.607 7.712  -0.387 1.230  HB5  BFT 54 
BFT HB6  HB6  H 0 1 N N N 7.568  16.514 47.932 6.973  0.618  -0.890 HB6  BFT 55 
BFT HB7  HB7  H 0 1 N N N 6.591  18.129 49.536 4.637  0.380  -1.622 HB7  BFT 56 
# 
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 
BFT CM2 C2A  SING N N 1  
BFT CM2 HM21 SING N N 2  
BFT CM2 HM22 SING N N 3  
BFT CM2 HM23 SING N N 4  
BFT N3  C2   SING N N 5  
BFT N3  C4   SING N N 6  
BFT N3  C7A  SING N N 7  
BFT C2  O5   DOUB N N 8  
BFT C2  H2   SING N N 9  
BFT S1  C5   SING N N 10 
BFT S1  CB1  SING N N 11 
BFT C5  C4   SING N N 12 
BFT C5  C6   SING N N 13 
BFT C5  H5   SING N N 14 
BFT C4  CM4  SING N N 15 
BFT C4  H4   SING N N 16 
BFT CM4 HM41 SING N N 17 
BFT CM4 HM42 SING N N 18 
BFT CM4 HM43 SING N N 19 
BFT C6  C7   SING N N 20 
BFT C6  H61  SING N N 21 
BFT C6  H62  SING N N 22 
BFT C7  O7   SING N N 23 
BFT C7  H71  SING N N 24 
BFT C7  H72  SING N N 25 
BFT O7  P1   SING N N 26 
BFT N1A C2A  DOUB Y N 27 
BFT N1A C6A  SING Y N 28 
BFT C2A N3A  SING Y N 29 
BFT N3A C4A  DOUB Y N 30 
BFT C4A N4A  SING N N 31 
BFT C4A C5A  SING Y N 32 
BFT N4A H4A1 SING N N 33 
BFT N4A H4A2 SING N N 34 
BFT C5A C6A  DOUB Y N 35 
BFT C5A C7A  SING N N 36 
BFT C6A H6A  SING N N 37 
BFT C7A H7A1 SING N N 38 
BFT C7A H7A2 SING N N 39 
BFT P1  O1   DOUB N N 40 
BFT P1  O2   SING N N 41 
BFT P1  O3   SING N N 42 
BFT O2  HO2  SING N N 43 
BFT O3  HO3  SING N N 44 
BFT CB1 OB1  DOUB N N 45 
BFT CB1 CB2  SING N N 46 
BFT CB2 CB3  SING Y N 47 
BFT CB2 CB7  DOUB Y N 48 
BFT CB3 CB4  DOUB Y N 49 
BFT CB3 HB3  SING N N 50 
BFT CB4 CB5  SING Y N 51 
BFT CB4 HB4  SING N N 52 
BFT CB5 CB6  DOUB Y N 53 
BFT CB5 HB5  SING N N 54 
BFT CB6 CB7  SING Y N 55 
BFT CB6 HB6  SING N N 56 
BFT CB7 HB7  SING N N 57 
# 
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 
BFT SMILES           ACDLabs              10.04 O=P(O)(O)OCCC(SC(=O)c1ccccc1)C(N(C=O)Cc2cnc(nc2N)C)C                                                                                                                                                      
BFT InChI            InChI                1.02b InChI=1/C19H25N4O6PS/c1-13(23(12-24)11-16-10-21-14(2)22-18(16)20)17(8-9-29-30(26,27)28)31-19(25)15-6-4-3-5-7-15/h3-7,10,12-13,17H,8-9,11H2,1-2H3,(H2,20,21,22)(H2,26,27,28)/t13-,17+/m0/s1/f/h26-27H,20H2 
BFT InChIKey         InChI                1.02b ZVFWYYRSRJTRQB-GMBBYYDODG                                                                                                                                                                                 
BFT SMILES_CANONICAL CACTVS               3.341 C[C@@H]([C@@H](CCO[P](O)(O)=O)SC(=O)c1ccccc1)N(Cc2cnc(C)nc2N)C=O                                                                                                                                          
BFT SMILES           CACTVS               3.341 C[CH]([CH](CCO[P](O)(O)=O)SC(=O)c1ccccc1)N(Cc2cnc(C)nc2N)C=O                                                                                                                                              
BFT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ncc(c(n1)N)CN(C=O)C(C)C(CCOP(=O)(O)O)SC(=O)c2ccccc2                                                                                                                                                    
BFT SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ncc(c(n1)N)CN(C=O)C(C)C(CCOP(=O)(O)O)SC(=O)c2ccccc2                                                                                                                                                    
# 
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 
BFT "SYSTEMATIC NAME" ACDLabs              10.04 2-{[(4-amino-2-methylpyrimidin-5-yl)methyl](formyl)amino}-1,2,4-trideoxy-3-S-(phenylcarbonyl)-5-O-phosphono-3-thio-D-erythro-pentitol 
BFT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "S-[4-[(4-amino-2-methyl-pyrimidin-5-yl)methyl-methanoyl-amino]-1-phosphonooxy-pentan-3-yl] benzenecarbothioate"                      
# 
