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 2020-06-17 _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 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" BFT InChI InChI 1.03 "InChI=1S/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" BFT InChIKey InChI 1.03 ZVFWYYRSRJTRQB-SUMWQHHRSA-N # # 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" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BFT "Create component" 2006-07-20 RCSB BFT "Modify descriptor" 2011-06-04 RCSB BFT "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id BFT _pdbx_chem_comp_synonyms.name BENFOTIAMINE _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##