data_T48
# 
_chem_comp.id                                    T48 
_chem_comp.name                                  
;6'-ALPHA-HYDROXY CARBOCYCLIC THYMIDINE 5'-MONOPHOSPHATE
;
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C11 H17 N2 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               DT 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1996-12-07 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        336.235 
_chem_comp.one_letter_code                       T 
_chem_comp.three_letter_code                     T48 
_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        291D 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
T48 O3P    O3P  O 0 1 N Y N 8.665  12.655 11.234 0.127  0.443  -5.963 O3P    T48 1  
T48 P      P    P 0 1 N N N 8.057  13.772 12.008 0.657  -0.099 -4.543 P      T48 2  
T48 O1P    O1P  O 0 1 N N N 6.774  13.631 12.710 1.083  -1.510 -4.681 O1P    T48 3  
T48 O2P    O2P  O 0 1 N N N 9.148  14.343 12.954 1.906  0.793  -4.060 O2P    T48 4  
T48 "O5'"  O5*  O 0 1 N N N 7.945  15.002 11.041 -0.525 -0.000 -3.455 "O5'"  T48 5  
T48 "C5'"  C5*  C 0 1 N N N 7.203  16.158 11.389 0.003  -0.493 -2.223 "C5'"  T48 6  
T48 "C4'"  C4*  C 0 1 N N R 7.458  17.254 10.351 -1.075 -0.426 -1.141 "C4'"  T48 7  
T48 "C3'"  C3*  C 0 1 N N S 7.120  16.769 8.925  -1.511 1.032  -0.921 "C3'"  T48 8  
T48 "O3'"  O3*  O 0 1 N N N 6.639  17.844 8.206  -2.913 1.167  -1.163 "O3'"  T48 9  
T48 "C2'"  C2*  C 0 1 N N N 8.436  16.513 8.270  -1.194 1.370  0.549  "C2'"  T48 10 
T48 "C1'"  C1*  C 0 1 N N S 9.248  17.608 8.836  -1.172 -0.005 1.259  "C1'"  T48 11 
T48 N1     N1   N 0 1 N N N 10.663 17.457 8.550  -0.364 0.051  2.479  N1     T48 12 
T48 C2     C2   C 0 1 N N N 11.309 18.642 8.166  0.916  0.458  2.412  C2     T48 13 
T48 O2     O2   O 0 1 N N N 10.717 19.725 8.045  1.389  0.773  1.337  O2     T48 14 
T48 N3     N3   N 0 1 N N N 12.660 18.526 7.892  1.681  0.521  3.517  N3     T48 15 
T48 C4     C4   C 0 1 N N N 13.383 17.372 7.972  1.171  0.179  4.718  C4     T48 16 
T48 O4     O4   O 0 1 N N N 14.584 17.425 7.720  1.862  0.236  5.718  O4     T48 17 
T48 C5     C5   C 0 1 N N N 12.626 16.200 8.376  -0.173 -0.254 4.802  C5     T48 18 
T48 C5M    C5M  C 0 1 N N N 13.349 14.875 8.518  -0.767 -0.645 6.131  C5M    T48 19 
T48 C      C    C 0 1 N N S 8.951  17.523 10.311 -0.510 -0.928 0.205  C      T48 20 
T48 C6     C6   C 0 1 N N N 11.321 16.264 8.649  -0.918 -0.307 3.678  C6     T48 21 
T48 O      O    O 0 1 N N N 9.371  18.644 11.136 -0.874 -2.293 0.423  O      T48 22 
T48 H3P    H3P  H 0 1 N N N 9.494  12.746 10.780 0.864  0.366  -6.584 H3P    T48 23 
T48 H2P    H2P  H 0 1 N N N 8.760  15.055 13.447 1.587  1.702  -3.982 H2P    T48 24 
T48 "H5'1" 1H5* H 0 0 N N N 7.418  16.501 12.428 0.856  0.116  -1.924 "H5'1" T48 25 
T48 "H5'2" 2H5* H 0 0 N N N 6.117  15.941 11.516 0.324  -1.527 -2.353 "H5'2" T48 26 
T48 "H4'"  H4*  H 0 1 N N N 6.892  18.181 10.602 -1.933 -1.032 -1.432 "H4'"  T48 27 
T48 "H3'"  H3*  H 0 1 N N N 6.439  15.886 8.908  -0.953 1.693  -1.585 "H3'"  T48 28 
T48 HA     HA   H 0 1 N N N 6.431  17.545 7.328  -3.139 2.091  -0.991 HA     T48 29 
T48 "H2'1" 1H2* H 0 0 N N N 8.415  16.458 7.157  -1.973 2.005  0.972  "H2'1" T48 30 
T48 "H2'2" 2H2* H 0 0 N N N 8.850  15.487 8.410  -0.221 1.855  0.628  "H2'2" T48 31 
T48 "H1'"  H1*  H 0 1 N N N 8.888  18.585 8.438  -2.185 -0.340 1.484  "H1'"  T48 32 
T48 H3     H3   H 0 1 N N N 13.155 19.371 7.607  2.603  0.816  3.451  H3     T48 33 
T48 H5M1   1H5M H 0 0 N N N 14.439 14.821 8.290  -0.014 -0.536 6.912  H5M1   T48 34 
T48 H5M2   2H5M H 0 0 N N N 12.818 14.111 7.904  -1.617 -0.001 6.353  H5M2   T48 35 
T48 H5M3   3H5M H 0 0 N N N 13.180 14.484 9.549  -1.099 -1.683 6.089  H5M3   T48 36 
T48 H      H    H 0 1 N N N 9.463  16.613 10.701 0.572  -0.814 0.231  H      T48 37 
T48 H6     H6   H 0 1 N N N 10.775 15.355 8.954  -1.947 -0.632 3.723  H6     T48 38 
T48 HB     HB   H 0 1 N N N 10.306 18.812 11.111 -0.496 -2.550 1.275  HB     T48 39 
# 
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 
T48 O3P   P      SING N N 1  
T48 O3P   H3P    SING N N 2  
T48 P     O1P    DOUB N N 3  
T48 P     O2P    SING N N 4  
T48 P     "O5'"  SING N N 5  
T48 O2P   H2P    SING N N 6  
T48 "O5'" "C5'"  SING N N 7  
T48 "C5'" "C4'"  SING N N 8  
T48 "C5'" "H5'1" SING N N 9  
T48 "C5'" "H5'2" SING N N 10 
T48 "C4'" "C3'"  SING N N 11 
T48 "C4'" C      SING N N 12 
T48 "C4'" "H4'"  SING N N 13 
T48 "C3'" "O3'"  SING N N 14 
T48 "C3'" "C2'"  SING N N 15 
T48 "C3'" "H3'"  SING N N 16 
T48 "O3'" HA     SING N N 17 
T48 "C2'" "C1'"  SING N N 18 
T48 "C2'" "H2'1" SING N N 19 
T48 "C2'" "H2'2" SING N N 20 
T48 "C1'" N1     SING N N 21 
T48 "C1'" C      SING N N 22 
T48 "C1'" "H1'"  SING N N 23 
T48 N1    C2     SING N N 24 
T48 N1    C6     SING N N 25 
T48 C2    O2     DOUB N N 26 
T48 C2    N3     SING N N 27 
T48 N3    C4     SING N N 28 
T48 N3    H3     SING N N 29 
T48 C4    O4     DOUB N N 30 
T48 C4    C5     SING N N 31 
T48 C5    C5M    SING N N 32 
T48 C5    C6     DOUB N N 33 
T48 C5M   H5M1   SING N N 34 
T48 C5M   H5M2   SING N N 35 
T48 C5M   H5M3   SING N N 36 
T48 C     O      SING N N 37 
T48 C     H      SING N N 38 
T48 C6    H6     SING N N 39 
T48 O     HB     SING N N 40 
# 
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 
T48 SMILES           ACDLabs              10.04 "O=P(O)(O)OCC2C(O)C(N1C=C(C(=O)NC1=O)C)CC2O"                                                                                                                          
T48 InChI            InChI                1.02b "InChI=1/C11H17N2O8P/c1-5-3-13(11(17)12-10(5)16)7-2-8(14)6(9(7)15)4-21-22(18,19)20/h3,6-9,14-15H,2,4H2,1H3,(H,12,16,17)(H2,18,19,20)/t6-,7+,8+,9+/m1/s1/f/h12,18-19H" 
T48 InChIKey         InChI                1.02b XBCGTBYCRNQMDB-FHSSYOKADE                                                                                                                                             
T48 SMILES_CANONICAL CACTVS               3.341 "CC1=CN([C@H]2C[C@H](O)[C@@H](CO[P](O)(O)=O)[C@@H]2O)C(=O)NC1=O"                                                                                                      
T48 SMILES           CACTVS               3.341 "CC1=CN([CH]2C[CH](O)[CH](CO[P](O)(O)=O)[CH]2O)C(=O)NC1=O"                                                                                                            
T48 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H]([C@@H]2O)COP(=O)(O)O)O"                                                                                                        
T48 SMILES           "OpenEye OEToolkits" 1.5.0 "CC1=CN(C(=O)NC1=O)C2CC(C(C2O)COP(=O)(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 
T48 "SYSTEMATIC NAME" ACDLabs              10.04 "[(1R,2S,3S,5S)-2,5-dihydroxy-3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)cyclopentyl]methyl dihydrogen phosphate" 
T48 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1R,2S,3S,5S)-2,5-dihydroxy-3-(5-methyl-2,4-dioxo-pyrimidin-1-yl)cyclopentyl]methyl dihydrogen phosphate"                
# 
