data_VIB # _chem_comp.id VIB _chem_comp.name "3-(4-AMINO-2-METHYL-PYRIMIDIN-5-YLMETHYL)-5-(2-HYDROXY-ETHYL)-4-METHYL-THIAZOL-3-IUM" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H17 N4 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "THIAMIN; VITAMIN B1" _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2001-04-17 _chem_comp.pdbx_modified_date 2020-01-26 _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 265.355 _chem_comp.one_letter_code ? _chem_comp.three_letter_code VIB _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 1IG3 _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 VIB CM2 CM2 C 0 1 N N N 7.184 69.654 25.180 5.038 1.578 1.354 CM2 VIB 1 VIB N4A N4A N 0 1 N N N 4.578 71.418 21.377 2.558 -2.230 -0.166 N4A VIB 2 VIB CM4 CM4 C 0 1 N N N 6.456 72.345 16.851 -1.096 1.522 -1.063 CM4 VIB 3 VIB O1 O1 O 0 1 N N N 5.885 69.796 12.826 -5.653 1.650 0.322 O1 VIB 4 VIB C7 C7 C 0 1 N N N 6.138 69.427 14.175 -4.614 0.769 -0.110 C7 VIB 5 VIB C6 C6 C 0 1 N N N 5.176 70.216 15.068 -3.432 0.861 0.857 C6 VIB 6 VIB C2 C2 C 0 1 Y N N 5.981 69.324 18.758 -0.615 -2.005 -0.142 C2 VIB 7 VIB S1 S1 S 0 1 Y N N 5.267 68.452 17.383 -2.048 -1.783 0.814 S1 VIB 8 VIB C5 C5 C 0 1 Y N N 5.545 70.005 16.519 -2.337 -0.068 0.401 C5 VIB 9 VIB C4 C4 C 0 1 Y N N 6.111 70.939 17.325 -1.292 0.167 -0.433 C4 VIB 10 VIB N3 N3 N 1 1 Y N N 6.319 70.514 18.520 -0.458 -0.820 -0.686 N3 VIB 11 VIB C7A C7A C 0 1 N N N 6.917 71.344 19.588 0.673 -0.590 -1.588 C7A VIB 12 VIB C4A C4A C 0 1 Y N N 5.814 70.960 21.877 2.720 -0.854 -0.132 C4A VIB 13 VIB N3A N3A N 0 1 Y N N 5.898 70.553 23.219 3.730 -0.309 0.539 N3A VIB 14 VIB C2A C2A C 0 1 Y N N 7.105 70.091 23.750 3.884 0.999 0.577 C2A VIB 15 VIB N1A N1A N 0 1 Y N N 8.245 70.041 22.931 3.061 1.814 -0.050 N1A VIB 16 VIB C6A C6A C 0 1 Y N N 8.176 70.447 21.584 2.034 1.346 -0.745 C6A VIB 17 VIB C5A C5A C 0 1 Y N N 6.968 70.911 21.045 1.829 -0.018 -0.808 C5A VIB 18 VIB HM21 1HM2 H 0 0 N N N 8.147 69.285 25.603 4.726 1.767 2.381 HM21 VIB 19 VIB HM22 2HM2 H 0 0 N N N 6.814 70.487 25.822 5.869 0.873 1.351 HM22 VIB 20 VIB HM23 3HM2 H 0 0 N N N 6.404 68.875 25.352 5.354 2.513 0.892 HM23 VIB 21 VIB H4A1 1H4A H 0 0 N N N 4.517 71.713 20.402 1.820 -2.619 -0.661 H4A1 VIB 22 VIB H4A2 2H4A H 0 0 N N N 4.244 72.176 21.971 3.181 -2.803 0.307 H4A2 VIB 23 VIB HM41 1HM4 H 0 0 N N N 6.920 73.112 17.513 -0.396 2.104 -0.464 HM41 VIB 24 VIB HM42 2HM4 H 0 0 N N N 7.106 72.243 15.950 -0.699 1.400 -2.071 HM42 VIB 25 VIB HM43 3HM4 H 0 0 N N N 5.526 72.790 16.425 -2.053 2.042 -1.111 HM43 VIB 26 VIB HO1 HO1 H 0 1 N N N 6.481 69.306 12.272 -6.377 1.562 -0.313 HO1 VIB 27 VIB HC71 1HC7 H 0 0 N N N 6.075 68.326 14.340 -4.288 1.055 -1.110 HC71 VIB 28 VIB HC72 2HC7 H 0 0 N N N 7.205 69.561 14.466 -4.990 -0.254 -0.129 HC72 VIB 29 VIB HC61 1HC6 H 0 0 N N N 5.139 71.296 14.795 -3.758 0.575 1.857 HC61 VIB 30 VIB HC62 2HC6 H 0 0 N N N 4.109 69.963 14.863 -3.057 1.884 0.876 HC62 VIB 31 VIB HC2 HC2 H 0 1 N N N 6.226 69.116 19.812 -0.009 -2.892 -0.260 HC2 VIB 32 VIB H7A1 1H7A H 0 0 N N N 7.959 71.587 19.276 0.378 0.111 -2.368 H7A1 VIB 33 VIB H7A2 2H7A H 0 0 N N N 6.418 72.340 19.554 0.973 -1.534 -2.042 H7A2 VIB 34 VIB H6AC CH6A H 0 0 N N N 9.074 70.401 20.946 1.365 2.024 -1.255 H6AC VIB 35 # 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 VIB CM2 C2A SING N N 1 VIB CM2 HM21 SING N N 2 VIB CM2 HM22 SING N N 3 VIB CM2 HM23 SING N N 4 VIB N4A C4A SING N N 5 VIB N4A H4A1 SING N N 6 VIB N4A H4A2 SING N N 7 VIB CM4 C4 SING N N 8 VIB CM4 HM41 SING N N 9 VIB CM4 HM42 SING N N 10 VIB CM4 HM43 SING N N 11 VIB O1 C7 SING N N 12 VIB O1 HO1 SING N N 13 VIB C7 C6 SING N N 14 VIB C7 HC71 SING N N 15 VIB C7 HC72 SING N N 16 VIB C6 C5 SING N N 17 VIB C6 HC61 SING N N 18 VIB C6 HC62 SING N N 19 VIB C2 S1 SING Y N 20 VIB C2 N3 DOUB Y N 21 VIB C2 HC2 SING N N 22 VIB S1 C5 SING Y N 23 VIB C5 C4 DOUB Y N 24 VIB C4 N3 SING Y N 25 VIB N3 C7A SING N N 26 VIB C7A C5A SING N N 27 VIB C7A H7A1 SING N N 28 VIB C7A H7A2 SING N N 29 VIB C4A N3A SING Y N 30 VIB C4A C5A DOUB Y N 31 VIB N3A C2A DOUB Y N 32 VIB C2A N1A SING Y N 33 VIB N1A C6A DOUB Y N 34 VIB C6A C5A SING Y N 35 VIB C6A H6AC SING N N 36 # 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 VIB SMILES ACDLabs 10.04 "n1c(c(cnc1C)C[n+]2c(c(sc2)CCO)C)N" VIB SMILES_CANONICAL CACTVS 3.341 "Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1" VIB SMILES CACTVS 3.341 "Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1" VIB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c(sc[n+]1Cc2cnc(nc2N)C)CCO" VIB SMILES "OpenEye OEToolkits" 1.5.0 "Cc1c(sc[n+]1Cc2cnc(nc2N)C)CCO" VIB InChI InChI 1.03 "InChI=1S/C12H17N4OS/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15)/q+1" VIB InChIKey InChI 1.03 JZRWCGZRTZMZEH-UHFFFAOYSA-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 VIB "SYSTEMATIC NAME" ACDLabs 10.04 "3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium" VIB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[3-[(4-amino-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethanol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site VIB "Create component" 2001-04-17 EBI VIB "Modify descriptor" 2011-06-04 RCSB VIB "Modify synonyms" 2019-12-17 PDBE VIB "Modify synonyms" 2020-01-26 RCSB # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 VIB THIAMIN ? ? 2 VIB "VITAMIN B1" ? ? #