data_TTM
# 
_chem_comp.id                                    TTM 
_chem_comp.name                                  "N3-ETHYL-THYMIDINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C12 H19 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                     2004-09-13 
_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                        350.262 
_chem_comp.one_letter_code                       T 
_chem_comp.three_letter_code                     TTM 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1XCI 
_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 
TTM P      P    P 0 1 N N N 1.133  7.673  8.322  -3.968 -1.665 3.118  P      TTM 1  
TTM OP1    O1P  O 0 1 N N N -0.233 8.141  8.649  -4.406 -2.599 4.208  OP1    TTM 2  
TTM OP2    O2P  O 0 1 N N N 1.846  8.260  7.165  -3.912 -2.311 1.636  OP2    TTM 3  
TTM "O5'"  O5*  O 0 1 N N N 2.074  7.856  9.614  -2.493 -1.028 3.315  "O5'"  TTM 4  
TTM "C5'"  C5*  C 0 1 N N N 1.524  8.067  10.914 -2.005 -0.136 2.327  "C5'"  TTM 5  
TTM "C4'"  C4*  C 0 1 N N R 0.382  7.142  11.214 -0.611 0.328  2.728  "C4'"  TTM 6  
TTM "O4'"  O4*  O 0 1 N N N 0.841  5.797  11.130 0.247  -0.829 2.764  "O4'"  TTM 7  
TTM "C1'"  C1*  C 0 1 N N R 0.480  5.223  12.384 1.157  -0.778 1.657  "C1'"  TTM 8  
TTM N1     N1   N 0 1 N N N 1.180  3.950  12.640 1.164  -2.047 0.989  N1     TTM 9  
TTM C6     C6   C 0 1 N N N 2.446  3.758  12.186 0.003  -2.784 0.953  C6     TTM 10 
TTM C2     C2   C 0 1 N N N 0.505  2.966  13.340 2.353  -2.494 0.395  C2     TTM 11 
TTM O2     O2   O 0 1 N N N -0.632 3.154  13.761 3.404  -1.846 0.422  O2     TTM 12 
TTM N3     N3   N 0 1 N N N 1.176  1.766  13.557 2.254  -3.760 -0.242 N3     TTM 13 
TTM C1Q    C1Q  C 0 1 N N N 0.523  0.771  14.247 3.470  -4.262 -0.873 C1Q    TTM 14 
TTM C2Q    C2Q  C 0 1 N N N 1.041  0.517  15.553 4.279  -5.070 0.084  C2Q    TTM 15 
TTM C4     C4   C 0 1 N N N 2.468  1.514  13.113 1.099  -4.552 -0.306 C4     TTM 16 
TTM O4     O4   O 0 1 N N N 3.007  0.430  13.329 1.023  -5.649 -0.856 O4     TTM 17 
TTM C5     C5   C 0 1 N N N 3.089  2.603  12.397 -0.101 -3.976 0.359  C5     TTM 18 
TTM C5M    C5M  C 0 1 N N N 4.506  2.433  11.876 -1.371 -4.768 0.327  C5M    TTM 19 
TTM "C2'"  C2*  C 0 1 N N N 0.739  6.358  13.345 0.710  0.360  0.754  "C2'"  TTM 20 
TTM "C3'"  C3*  C 0 1 N N S -0.225 7.263  12.605 0.008  1.286  1.720  "C3'"  TTM 21 
TTM "O3'"  O3*  O 0 1 N N N -1.516 6.671  12.735 0.965  2.121  2.368  "O3'"  TTM 22 
TTM OP3    O3P  O 0 1 N Y N ?      ?      ?      -4.901 -0.360 2.920  OP3    TTM 23 
TTM HOP2   2HOP H 0 0 N N N 2.722  7.959  6.955  -4.684 -2.823 1.313  HOP2   TTM 24 
TTM "H5'"  1H5* H 0 1 N N N 2.317  7.941  11.649 -1.971 -0.654 1.366  "H5'"  TTM 25 
TTM "H5''" 2H5* H 0 0 N N N 1.088  9.054  10.998 -2.683 0.718  2.254  "H5''" TTM 26 
TTM "H4'"  H4*  H 0 1 N N N -0.426 7.291  10.498 -0.644 0.753  3.736  "H4'"  TTM 27 
TTM "H1'"  H1*  H 0 1 N N N -0.598 5.114  12.343 2.163  -0.604 2.054  "H1'"  TTM 28 
TTM H6     H6   H 0 1 N N N 2.939  4.565  11.648 -0.853 -2.335 1.448  H6     TTM 29 
TTM H1Q    H1Q  H 0 1 N N N 0.625  -0.140 13.659 3.173  -4.871 -1.732 H1Q    TTM 30 
TTM H2Q    H2Q  H 0 1 N N N -0.540 0.984  14.358 4.040  -3.400 -1.232 H2Q    TTM 31 
TTM H2     H2   H 0 1 N N N 0.511  -0.289 16.112 4.594  -4.462 0.939  H2     TTM 32 
TTM H3Q    H3Q  H 0 1 N N N 1.346  1.525  15.840 3.709  -5.933 0.446  H3Q    TTM 33 
TTM H4Q    H4Q  H 0 1 N N N 0.089  0.314  16.050 5.180  -5.445 -0.415 H4Q    TTM 34 
TTM H71    1H5M H 0 1 N N N 5.158  3.149  12.373 -2.125 -4.228 -0.243 H71    TTM 35 
TTM H72    2H5M H 0 1 N N N 4.525  2.614  10.803 -1.730 -4.927 1.343  H72    TTM 36 
TTM H73    3H5M H 0 1 N N N 4.843  1.419  12.089 -1.188 -5.735 -0.139 H73    TTM 37 
TTM "H2'"  1H2* H 0 1 N N N 1.774  6.695  13.326 -0.003 -0.001 0.003  "H2'"  TTM 38 
TTM "H2''" 2H2* H 0 0 N N N 0.397  6.122  14.351 1.556  0.818  0.232  "H2''" TTM 39 
TTM "H3'"  H3*  H 0 1 N N N -0.255 8.290  12.967 -0.722 1.941  1.236  "H3'"  TTM 40 
TTM "HO3'" H3T  H 0 0 N Y N -1.894 6.746  13.603 0.488  2.898  2.709  "HO3'" TTM 41 
TTM HOP3   3HOP H 0 0 N N N 0.876  -0.300 -0.209 -5.874 -0.475 2.871  HOP3   TTM 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 
TTM P     OP1    DOUB N N 1  
TTM P     OP2    SING N N 2  
TTM P     "O5'"  SING N N 3  
TTM P     OP3    SING N N 4  
TTM OP2   HOP2   SING N N 5  
TTM "O5'" "C5'"  SING N N 6  
TTM "C5'" "C4'"  SING N N 7  
TTM "C5'" "H5'"  SING N N 8  
TTM "C5'" "H5''" SING N N 9  
TTM "C4'" "O4'"  SING N N 10 
TTM "C4'" "C3'"  SING N N 11 
TTM "C4'" "H4'"  SING N N 12 
TTM "O4'" "C1'"  SING N N 13 
TTM "C1'" N1     SING N N 14 
TTM "C1'" "C2'"  SING N N 15 
TTM "C1'" "H1'"  SING N N 16 
TTM N1    C6     SING N N 17 
TTM N1    C2     SING N N 18 
TTM C6    C5     DOUB N N 19 
TTM C6    H6     SING N N 20 
TTM C2    O2     DOUB N N 21 
TTM C2    N3     SING N N 22 
TTM N3    C1Q    SING N N 23 
TTM N3    C4     SING N N 24 
TTM C1Q   C2Q    SING N N 25 
TTM C1Q   H1Q    SING N N 26 
TTM C1Q   H2Q    SING N N 27 
TTM C2Q   H2     SING N N 28 
TTM C2Q   H3Q    SING N N 29 
TTM C2Q   H4Q    SING N N 30 
TTM C4    O4     DOUB N N 31 
TTM C4    C5     SING N N 32 
TTM C5    C5M    SING N N 33 
TTM C5M   H71    SING N N 34 
TTM C5M   H72    SING N N 35 
TTM C5M   H73    SING N N 36 
TTM "C2'" "C3'"  SING N N 37 
TTM "C2'" "H2'"  SING N N 38 
TTM "C2'" "H2''" SING N N 39 
TTM "C3'" "O3'"  SING N N 40 
TTM "C3'" "H3'"  SING N N 41 
TTM "O3'" "HO3'" SING N N 42 
TTM OP3   HOP3   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 
TTM SMILES           ACDLabs              10.04 "O=C1N(C(=O)N(C=C1C)C2OC(C(O)C2)COP(=O)(O)O)CC"                                                                                                             
TTM InChI            InChI                1.02b "InChI=1/C12H19N2O8P/c1-3-13-11(16)7(2)5-14(12(13)17)10-4-8(15)9(22-10)6-21-23(18,19)20/h5,8-10,15H,3-4,6H2,1-2H3,(H2,18,19,20)/t8-,9+,10+/m0/s1/f/h18-19H" 
TTM InChIKey         InChI                1.02b DDXOXFHHQKBFFH-YDMOFEJLDL                                                                                                                                   
TTM SMILES_CANONICAL CACTVS               3.341 "CCN1C(=O)N(C=C(C)C1=O)[C@H]2C[C@H](O)[C@@H](CO[P](O)(O)=O)O2"                                                                                              
TTM SMILES           CACTVS               3.341 "CCN1C(=O)N(C=C(C)C1=O)[CH]2C[CH](O)[CH](CO[P](O)(O)=O)O2"                                                                                                  
TTM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCN1C(=O)C(=CN(C1=O)[C@H]2C[C@@H]([C@H](O2)COP(=O)(O)O)O)C"                                                                                                
TTM SMILES           "OpenEye OEToolkits" 1.5.0 "CCN1C(=O)C(=CN(C1=O)C2CC(C(O2)COP(=O)(O)O)O)C"                                                                                                             
# 
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 
TTM "SYSTEMATIC NAME" ACDLabs              10.04 
;3-ethylthymidine 5'-(dihydrogen phosphate)
;
TTM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(3-ethyl-5-methyl-2,4-dioxo-pyrimidin-1-yl)-3-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
