data_WWF
# 
_chem_comp.id                                    WWF 
_chem_comp.name                                  C2-1-HYDROXY-3-METHYL-BUTYL-THIAMIN 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H29 N4 O8 P2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2004-11-16 
_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                        511.447 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     WWF 
_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        1WCI 
_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 
WWF O1B    O1B  O 0 1 N N N 68.400 6.579  5.129  -8.724 -0.348 -0.389 O1B    WWF 1  
WWF PB     PB   P 0 1 N N N 68.852 5.109  5.242  -7.251 -0.208 0.246  PB     WWF 2  
WWF O2B    O2B  O 0 1 N N N 70.243 4.951  4.489  -7.030 -1.360 1.348  O2B    WWF 3  
WWF O3B    O3B  O 0 1 N N N 67.838 4.116  4.795  -7.114 1.120  0.886  O3B    WWF 4  
WWF O3A    O3A  O 0 1 N N N 69.160 4.933  6.811  -6.148 -0.359 -0.917 O3A    WWF 5  
WWF PA     PA   P 0 1 N N R 68.967 3.595  7.723  -4.756 0.178  -0.312 PA     WWF 6  
WWF O1A    O1A  O 0 1 N N N 69.248 4.057  9.113  -4.786 1.786  -0.244 O1A    WWF 7  
WWF O2A    O2A  O 0 1 N N N 67.693 2.935  7.442  -4.566 -0.370 1.049  O2A    WWF 8  
WWF O5G    O5G  O 0 1 N N N 70.092 2.590  7.130  -3.542 -0.297 -1.256 O5G    WWF 9  
WWF C5B    C5B  C 0 1 N N N 71.500 2.763  7.469  -2.333 0.106  -0.609 C5B    WWF 10 
WWF C5A    C5A  C 0 1 N N N 72.289 1.848  6.519  -1.134 -0.318 -1.459 C5A    WWF 11 
WWF C5     C5   C 0 1 Y N N 73.762 2.094  6.748  0.141  0.107  -0.776 C5     WWF 12 
WWF C4     C4   C 0 1 Y N N 74.769 1.294  7.297  0.909  -0.562 0.122  C4     WWF 13 
WWF C4A    C4A  C 0 1 N N N 74.508 -0.219 7.681  0.530  -1.947 0.580  C4A    WWF 14 
WWF S1     S1   S 0 1 Y N N 74.446 3.576  6.208  1.061  1.632  -0.922 S1     WWF 15 
WWF C2     C2   C 0 1 Y N N 76.089 3.052  6.607  2.333  1.234  0.192  C2     WWF 16 
WWF C8     C8   C 0 1 N N R 77.282 3.900  6.305  3.524  2.061  0.604  C8     WWF 17 
WWF O9     O9   O 0 1 N N N 78.422 3.531  6.665  3.088  3.367  0.984  O9     WWF 18 
WWF C9     C9   C 0 1 N N N 76.969 5.391  6.094  4.500  2.170  -0.570 C9     WWF 19 
WWF C10    C10  C 0 1 N N N 78.180 6.172  5.652  5.609  3.163  -0.219 C10    WWF 20 
WWF C11    C11  C 0 1 N N N 78.492 5.872  4.194  6.291  2.729  1.080  C11    WWF 21 
WWF C12    C12  C 0 1 N N N 77.841 7.641  5.812  6.640  3.196  -1.350 C12    WWF 22 
WWF N3     N3   N 1 1 Y N N 76.042 1.844  7.220  1.995  0.025  0.578  N3     WWF 23 
WWF C35    C35  C 0 1 N N N 77.219 1.194  7.859  2.838  -0.679 1.547  C35    WWF 24 
WWF "C5'"  C5*  C 0 1 Y N N 77.146 1.472  9.375  3.728  -1.656 0.822  "C5'"  WWF 25 
WWF "C6'"  C6*  C 0 1 Y N N 77.053 0.358  10.247 3.240  -2.873 0.390  "C6'"  WWF 26 
WWF "N1'"  N1*  N 0 1 Y N N 77.102 0.482  11.580 4.051  -3.707 -0.244 "N1'"  WWF 27 
WWF "C2'"  C2*  C 0 1 Y N N 77.301 1.689  12.168 5.311  -3.391 -0.466 "C2'"  WWF 28 
WWF C2A    C2A  C 0 1 N N N 77.398 1.856  13.675 6.196  -4.372 -1.192 C2A    WWF 29 
WWF "N3'"  N3*  N 0 1 Y N N 77.371 2.821  11.369 5.819  -2.241 -0.072 "N3'"  WWF 30 
WWF "C4'"  C4*  C 0 1 Y N N 77.302 2.749  9.967  5.066  -1.350 0.566  "C4'"  WWF 31 
WWF "N4'"  N4*  N 0 1 N N N 77.520 3.921  9.326  5.603  -0.141 0.979  "N4'"  WWF 32 
WWF H1B    H1B  H 0 1 N N N 68.307 6.950  5.999  -9.352 -0.251 0.340  H1B    WWF 33 
WWF H2B    H2B  H 0 1 N N N 70.094 4.919  3.551  -7.127 -2.206 0.891  H2B    WWF 34 
WWF H1A    H1A  H 0 1 N N N 69.308 3.305  9.691  -4.911 2.102  -1.149 H1A    WWF 35 
WWF H5B1   1H5B H 0 0 N N N 71.691 2.504  8.521  -2.270 -0.369 0.371  H5B1   WWF 36 
WWF H5B2   2H5B H 0 0 N N N 71.803 3.812  7.335  -2.329 1.189  -0.488 H5B2   WWF 37 
WWF H5A1   1H5A H 0 0 N N N 72.025 2.065  5.474  -1.196 0.157  -2.438 H5A1   WWF 38 
WWF H5A2   2H5A H 0 0 N N N 72.048 0.795  6.726  -1.138 -1.401 -1.579 H5A2   WWF 39 
WWF H4A1   1H4A H 0 0 N N N 73.562 -0.298 8.236  0.898  -2.681 -0.137 H4A1   WWF 40 
WWF H4A2   2H4A H 0 0 N N N 75.333 -0.585 8.309  0.973  -2.140 1.557  H4A2   WWF 41 
WWF H4A3   3H4A H 0 0 N N N 74.447 -0.825 6.765  -0.555 -2.022 0.652  H4A3   WWF 42 
WWF H8     H8   H 0 1 N N N 77.545 3.590  5.283  4.022  1.584  1.448  H8     WWF 43 
WWF H9     H9   H 0 1 N N N 78.981 3.437  5.902  2.653  3.753  0.210  H9     WWF 44 
WWF H9C1   1H9C H 0 0 N N N 76.632 5.805  7.056  3.967  2.517  -1.454 H9C1   WWF 45 
WWF H9C2   2H9C H 0 0 N N N 76.194 5.479  5.319  4.938  1.192  -0.770 H9C2   WWF 46 
WWF H10    H10  H 0 1 N N N 79.061 5.900  6.252  5.180  4.157  -0.090 H10    WWF 47 
WWF H111   1H11 H 0 0 N N N 79.037 4.919  4.125  5.643  2.960  1.925  H111   WWF 48 
WWF H112   2H11 H 0 0 N N N 79.111 6.680  3.778  6.481  1.656  1.050  H112   WWF 49 
WWF H113   3H11 H 0 0 N N N 77.553 5.800  3.625  7.236  3.262  1.190  H113   WWF 50 
WWF H121   1H12 H 0 0 N N N 76.883 7.852  5.314  7.069  2.203  -1.479 H121   WWF 51 
WWF H122   2H12 H 0 0 N N N 78.635 8.252  5.357  6.154  3.505  -2.275 H122   WWF 52 
WWF H123   3H12 H 0 0 N N N 77.759 7.885  6.882  7.430  3.904  -1.100 H123   WWF 53 
WWF H351   1H35 H 0 0 N N N 78.153 1.596  7.440  3.452  0.042  2.086  H351   WWF 54 
WWF H352   2H35 H 0 0 N N N 77.198 0.110  7.673  2.206  -1.219 2.253  H352   WWF 55 
WWF "H6'"  H6*  H 0 1 N N N 76.938 -0.628 9.821  2.209  -3.142 0.567  "H6'"  WWF 56 
WWF H2A1   1H2A H 0 0 N N N 76.525 2.418  14.038 6.144  -4.184 -2.264 H2A1   WWF 57 
WWF H2A2   2H2A H 0 0 N N N 78.318 2.405  13.924 7.224  -4.255 -0.851 H2A2   WWF 58 
WWF H2A3   3H2A H 0 0 N N N 77.421 0.866  14.153 5.858  -5.388 -0.984 H2A3   WWF 59 
WWF "H4'1" 1H4* H 0 0 N N N 78.380 3.868  8.818  6.562  0.003  0.937  "H4'1" WWF 60 
WWF "H4'2" 2H4* H 0 0 N N N 77.574 4.662  9.995  5.021  0.561  1.309  "H4'2" WWF 61 
# 
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 
WWF O1B   PB     SING N N 1  
WWF O1B   H1B    SING N N 2  
WWF PB    O2B    SING N N 3  
WWF PB    O3B    DOUB N N 4  
WWF PB    O3A    SING N N 5  
WWF O2B   H2B    SING N N 6  
WWF O3A   PA     SING N N 7  
WWF PA    O1A    SING N N 8  
WWF PA    O2A    DOUB N N 9  
WWF PA    O5G    SING N N 10 
WWF O1A   H1A    SING N N 11 
WWF O5G   C5B    SING N N 12 
WWF C5B   C5A    SING N N 13 
WWF C5B   H5B1   SING N N 14 
WWF C5B   H5B2   SING N N 15 
WWF C5A   C5     SING N N 16 
WWF C5A   H5A1   SING N N 17 
WWF C5A   H5A2   SING N N 18 
WWF C5    C4     DOUB Y N 19 
WWF C5    S1     SING Y N 20 
WWF C4    C4A    SING N N 21 
WWF C4    N3     SING Y N 22 
WWF C4A   H4A1   SING N N 23 
WWF C4A   H4A2   SING N N 24 
WWF C4A   H4A3   SING N N 25 
WWF S1    C2     SING Y N 26 
WWF C2    C8     SING N N 27 
WWF C2    N3     DOUB Y N 28 
WWF C8    O9     SING N N 29 
WWF C8    C9     SING N N 30 
WWF C8    H8     SING N N 31 
WWF O9    H9     SING N N 32 
WWF C9    C10    SING N N 33 
WWF C9    H9C1   SING N N 34 
WWF C9    H9C2   SING N N 35 
WWF C10   C11    SING N N 36 
WWF C10   C12    SING N N 37 
WWF C10   H10    SING N N 38 
WWF C11   H111   SING N N 39 
WWF C11   H112   SING N N 40 
WWF C11   H113   SING N N 41 
WWF C12   H121   SING N N 42 
WWF C12   H122   SING N N 43 
WWF C12   H123   SING N N 44 
WWF N3    C35    SING N N 45 
WWF C35   "C5'"  SING N N 46 
WWF C35   H351   SING N N 47 
WWF C35   H352   SING N N 48 
WWF "C5'" "C6'"  DOUB Y N 49 
WWF "C5'" "C4'"  SING Y N 50 
WWF "C6'" "N1'"  SING Y N 51 
WWF "C6'" "H6'"  SING N N 52 
WWF "N1'" "C2'"  DOUB Y N 53 
WWF "C2'" C2A    SING N N 54 
WWF "C2'" "N3'"  SING Y N 55 
WWF C2A   H2A1   SING N N 56 
WWF C2A   H2A2   SING N N 57 
WWF C2A   H2A3   SING N N 58 
WWF "N3'" "C4'"  DOUB Y N 59 
WWF "C4'" "N4'"  SING N N 60 
WWF "N4'" "H4'1" SING N N 61 
WWF "N4'" "H4'2" SING N N 62 
# 
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 
WWF SMILES           ACDLabs              10.04 O=P(O)(O)OP(=O)(O)OCCc1sc([n+](c1C)Cc2cnc(nc2N)C)C(O)CC(C)C 
WWF InChI            InChI                1.02b 
InChI=1/C17H28N4O8P2S/c1-10(2)7-14(22)17-21(9-13-8-19-12(4)20-16(13)18)11(3)15(32-17)5-6-28-31(26,27)29-30(23,24)25/h8,10,14,22H,5-7,9H2,1-4H3,(H4-,18,19,20,23,24,25,26,27)/p+1/t14-/m1/s1/fC17H29N4O8P2S/h23-24,26H,18H2/q+1 
WWF InChIKey         InChI                1.02b OZAWOYZVNPQFFO-DPCMQLJGDH 
WWF SMILES_CANONICAL CACTVS               3.341 CC(C)C[C@@H](O)c1sc(CCO[P@](O)(=O)O[P](O)(O)=O)c(C)[n+]1Cc2cnc(C)nc2N 
WWF SMILES           CACTVS               3.341 CC(C)C[CH](O)c1sc(CCO[P](O)(=O)O[P](O)(O)=O)c(C)[n+]1Cc2cnc(C)nc2N 
WWF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(sc([n+]1Cc2cnc(nc2N)C)[C@@H](CC(C)C)O)CCO[P@@](=O)(O)OP(=O)(O)O 
WWF SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(sc([n+]1Cc2cnc(nc2N)C)C(CC(C)C)O)CCOP(=O)(O)OP(=O)(O)O 
# 
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 
WWF "SYSTEMATIC NAME" ACDLabs              10.04 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-2-[(1R)-1-hydroxy-3-methylbutyl]-5-(2-{[(R)-hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium 
WWF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[3-[(4-amino-2-methyl-pyrimidin-5-yl)methyl]-2-[(1R)-1-hydroxy-3-methyl-butyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethyl phosphono hydrogen phosphate"        
# 
