data_T23
# 
_chem_comp.id                                    T23 
_chem_comp.name                                  "2'-O-METHYL-3'-METHYL-3'-DEOXY-ARABINOFURANOSYL-THYMINE-5'-PHOSPHATE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C12 H19 N2 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               T 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-12-29 
_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                         MEP 
_chem_comp.formula_weight                        350.262 
_chem_comp.one_letter_code                       T 
_chem_comp.three_letter_code                     T23 
_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        1DPL 
_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 
T23 P      P    P 0 1 N N N 10.575 4.871  4.832  -1.034 0.007  -4.320 P      T23 1  
T23 OP1    O1P  O 0 1 N N N 11.737 5.382  4.058  -1.573 -1.299 -3.883 OP1    T23 2  
T23 OP2    O2P  O 0 1 N N N 10.796 4.144  6.115  -2.214 0.883  -4.977 OP2    T23 3  
T23 OP3    O3P  O 0 1 N Y N 9.773  3.987  3.773  0.128  -0.228 -5.408 OP3    T23 4  
T23 "O5'"  O5*  O 0 1 N N N 9.543  6.040  5.222  -0.429 0.790  -3.049 "O5'"  T23 5  
T23 N1     N1   N 0 1 N N N 6.197  6.621  7.309  -0.039 0.345  2.057  N1     T23 6  
T23 C6     C6   C 0 1 N N N 7.104  5.597  7.366  -0.165 1.163  3.147  C6     T23 7  
T23 C2     C2   C 0 1 N N N 5.171  6.725  8.237  -0.786 -0.767 1.946  C2     T23 8  
T23 O2     O2   O 0 1 N N N 4.380  7.668  8.242  -0.658 -1.480 0.969  O2     T23 9  
T23 N3     N3   N 0 1 N N N 5.099  5.703  9.144  -1.666 -1.109 2.906  N3     T23 10 
T23 C4     C4   C 0 1 N N N 5.981  4.656  9.276  -1.819 -0.329 3.995  C4     T23 11 
T23 O4     O4   O 0 1 N N N 5.794  3.836  10.168 -2.618 -0.635 4.862  O4     T23 12 
T23 C5     C5   C 0 1 N N N 7.041  4.624  8.293  -1.043 0.847  4.122  C5     T23 13 
T23 C5M    C5M  C 0 1 N N N 8.043  3.505  8.360  -1.196 1.735  5.330  C5M    T23 14 
T23 "C2'"  C2*  C 0 1 N N R 7.088  8.897  6.704  1.905  -0.476 0.752  "C2'"  T23 15 
T23 "O2'"  O2*  O 0 1 N N N 6.673  10.030 6.049  3.019  -0.394 1.644  "O2'"  T23 16 
T23 C2M    C2M  C 0 1 N N N 5.479  10.688 6.472  2.709  -1.220 2.768  C2M    T23 17 
T23 "C5'"  C5*  C 0 1 N N N 9.125  6.970  4.228  0.607  -0.032 -2.512 "C5'"  T23 18 
T23 "C4'"  C4*  C 0 1 N N S 8.125  7.920  4.873  1.227  0.657  -1.296 "C4'"  T23 19 
T23 "O4'"  O4*  O 0 1 N N N 6.887  7.167  5.124  0.236  0.827  -0.269 "O4'"  T23 20 
T23 "C1'"  C1*  C 0 1 N N R 6.272  7.723  6.273  0.913  0.688  0.998  "C1'"  T23 21 
T23 "C3'"  C3*  C 0 1 N N R 8.491  8.516  6.214  2.348  -0.222 -0.709 "C3'"  T23 22 
T23 C3M    C3M  C 0 1 N N N 9.551  9.640  6.215  3.687  0.517  -0.742 C3M    T23 23 
T23 HOP2   2HOP H 0 0 N N N 10.053 3.817  6.609  -2.548 0.379  -5.733 HOP2   T23 24 
T23 HOP3   3HOP H 0 0 N N N 9.030  3.660  4.267  0.452  0.645  -5.665 HOP3   T23 25 
T23 H6     H6   H 0 1 N N N 7.924  5.553  6.630  0.435  2.057  3.227  H6     T23 26 
T23 H3     H3   H 0 1 N N N 4.307  5.723  9.787  -2.194 -1.917 2.811  H3     T23 27 
T23 H5A1   1H5A H 0 0 N N N 7.990  2.698  9.128  -1.947 1.315  5.998  H5A1   T23 28 
T23 H5A2   2H5A H 0 0 N N N 8.067  3.014  7.358  -0.242 1.805  5.853  H5A2   T23 29 
T23 H5A3   3H5A H 0 0 N N N 9.056  3.964  8.422  -1.509 2.730  5.012  H5A3   T23 30 
T23 "H2'"  H2*  H 0 1 N N N 7.021  9.107  7.796  1.404  -1.439 0.845  "H2'"  T23 31 
T23 H2M1   1H2M H 0 0 N N N 5.142  11.608 5.940  3.534  -1.190 3.479  H2M1   T23 32 
T23 H2M2   2H2M H 0 0 N N N 4.644  9.948  6.468  1.801  -0.855 3.248  H2M2   T23 33 
T23 H2M3   3H2M H 0 0 N N N 5.564  10.917 7.559  2.555  -2.246 2.433  H2M3   T23 34 
T23 "H5'"  1H5* H 0 1 N N N 9.978  7.501  3.745  1.374  -0.190 -3.270 "H5'"  T23 35 
T23 "H5''" 2H5* H 0 0 N N N 8.723  6.474  3.313  0.190  -0.993 -2.212 "H5''" T23 36 
T23 "H4'"  H4*  H 0 1 N N N 8.060  8.766  4.150  1.631  1.627  -1.585 "H4'"  T23 37 
T23 "H1'"  H1*  H 0 1 N N N 5.236  8.094  6.093  1.450  1.603  1.249  "H1'"  T23 38 
T23 "H3'"  H3*  H 0 1 N N N 9.049  7.824  6.887  2.419  -1.163 -1.255 "H3'"  T23 39 
T23 H3M1   1H3M H 0 0 N N N 10.570 9.363  5.858  3.982  0.687  -1.777 H3M1   T23 40 
T23 H3M2   2H3M H 0 0 N N N 9.173  10.511 5.631  3.585  1.475  -0.231 H3M2   T23 41 
T23 H3M3   3H3M H 0 0 N N N 9.618  10.090 7.232  4.446  -0.082 -0.241 H3M3   T23 42 
# 
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 
T23 P     OP1    DOUB N N 1  
T23 P     OP2    SING N N 2  
T23 P     OP3    SING N N 3  
T23 P     "O5'"  SING N N 4  
T23 OP2   HOP2   SING N N 5  
T23 OP3   HOP3   SING N N 6  
T23 "O5'" "C5'"  SING N N 7  
T23 N1    C6     SING N N 8  
T23 N1    C2     SING N N 9  
T23 N1    "C1'"  SING N N 10 
T23 C6    C5     DOUB N N 11 
T23 C6    H6     SING N N 12 
T23 C2    O2     DOUB N N 13 
T23 C2    N3     SING N N 14 
T23 N3    C4     SING N N 15 
T23 N3    H3     SING N N 16 
T23 C4    O4     DOUB N N 17 
T23 C4    C5     SING N N 18 
T23 C5    C5M    SING N N 19 
T23 C5M   H5A1   SING N N 20 
T23 C5M   H5A2   SING N N 21 
T23 C5M   H5A3   SING N N 22 
T23 "C2'" "O2'"  SING N N 23 
T23 "C2'" "C1'"  SING N N 24 
T23 "C2'" "C3'"  SING N N 25 
T23 "C2'" "H2'"  SING N N 26 
T23 "O2'" C2M    SING N N 27 
T23 C2M   H2M1   SING N N 28 
T23 C2M   H2M2   SING N N 29 
T23 C2M   H2M3   SING N N 30 
T23 "C5'" "C4'"  SING N N 31 
T23 "C5'" "H5'"  SING N N 32 
T23 "C5'" "H5''" SING N N 33 
T23 "C4'" "O4'"  SING N N 34 
T23 "C4'" "C3'"  SING N N 35 
T23 "C4'" "H4'"  SING N N 36 
T23 "O4'" "C1'"  SING N N 37 
T23 "C1'" "H1'"  SING N N 38 
T23 "C3'" C3M    SING N N 39 
T23 "C3'" "H3'"  SING N N 40 
T23 C3M   H3M1   SING N N 41 
T23 C3M   H3M2   SING N N 42 
T23 C3M   H3M3   SING N N 43 
# 
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 
T23 SMILES           ACDLabs              10.04 "O=C1NC(=O)N(C=C1C)C2OC(C(C2OC)C)COP(=O)(O)O"                                                                                                                           
T23 InChI            InChI                1.02b "InChI=1/C12H19N2O8P/c1-6-4-14(12(16)13-10(6)15)11-9(20-3)7(2)8(22-11)5-21-23(17,18)19/h4,7-9,11H,5H2,1-3H3,(H,13,15,16)(H2,17,18,19)/t7-,8-,9-,11-/m1/s1/f/h13,17-18H" 
T23 InChIKey         InChI                1.02b MCXXETKRWYMFCI-VGJOWVILDN                                                                                                                                               
T23 SMILES_CANONICAL CACTVS               3.341 "CO[C@@H]1[C@H](C)[C@@H](CO[P](O)(O)=O)O[C@H]1N2C=C(C)C(=O)NC2=O"                                                                                                       
T23 SMILES           CACTVS               3.341 "CO[CH]1[CH](C)[CH](CO[P](O)(O)=O)O[CH]1N2C=C(C)C(=O)NC2=O"                                                                                                             
T23 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H]1[C@H](O[C@H]([C@@H]1OC)N2C=C(C(=O)NC2=O)C)COP(=O)(O)O"                                                                                                         
T23 SMILES           "OpenEye OEToolkits" 1.5.0 "CC1C(OC(C1OC)N2C=C(C(=O)NC2=O)C)COP(=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 
T23 "SYSTEMATIC NAME" ACDLabs              10.04 
;3'-deoxy-3',5-dimethyl-2'-O-methyluridine 5'-(dihydrogen phosphate)
;
T23 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S,3R,4R,5R)-4-methoxy-3-methyl-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)oxolan-2-yl]methyl dihydrogen phosphate" 
# 
