data_TXS
# 
_chem_comp.id                                    TXS 
_chem_comp.name                                  1-(2,5-dideoxy-5-pyrrolidin-1-yl-beta-L-erythro-pentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H21 N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "5'-deoxy-5'-pyrrolidin-1-ylthymidine" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-05-28 
_chem_comp.pdbx_modified_date                    2009-02-06 
_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                        295.334 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TXS 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3D8Z 
_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 
TXS C21    C21    C 0 1 N N N 41.988 0.383  15.087 -4.804 -0.807 0.281  C21    TXS 1  
TXS C22    C22    C 0 1 N N N 42.903 -0.417 16.033 -4.880 -2.319 0.001  C22    TXS 2  
TXS C23    C23    C 0 1 N N N 42.680 -1.888 15.654 -3.550 -2.667 -0.705 C23    TXS 3  
TXS C24    C24    C 0 1 N N N 41.829 -1.833 14.385 -2.615 -1.510 -0.271 C24    TXS 4  
TXS N25    N25    N 0 1 N N N 41.032 -0.604 14.552 -3.516 -0.329 -0.266 N25    TXS 5  
TXS "C5'"  "C5'"  C 0 1 N N N 40.549 -0.141 13.245 -2.961 0.752  0.560  "C5'"  TXS 6  
TXS "C4'"  "C4'"  C 0 1 N N S 39.059 -0.475 13.182 -1.771 1.387  -0.162 "C4'"  TXS 7  
TXS "O4'"  "O4'"  O 0 1 N N N 38.653 -1.403 12.145 -0.729 0.409  -0.368 "O4'"  TXS 8  
TXS "C3'"  "C3'"  C 0 1 N N R 38.145 0.751  12.936 -1.122 2.474  0.723  "C3'"  TXS 9  
TXS "O3'"  "O3'"  O 0 1 N N N 37.688 1.201  14.216 -1.583 3.772  0.340  "O3'"  TXS 10 
TXS "C2'"  "C2'"  C 0 1 N N N 36.972 0.142  12.146 0.391  2.332  0.444  "C2'"  TXS 11 
TXS "C1'"  "C1'"  C 0 1 N N S 37.272 -1.306 12.522 0.477  1.176  -0.577 "C1'"  TXS 12 
TXS N1     N1     N 0 1 N N N 36.380 -2.479 12.341 1.659  0.351  -0.313 N1     TXS 13 
TXS C6     C6     C 0 1 N N N 36.735 -3.575 13.139 1.503  -0.962 0.042  C6     TXS 14 
TXS C5     C5     C 0 1 N N N 35.984 -4.738 13.121 2.592  -1.722 0.284  C5     TXS 15 
TXS C5M    C5M    C 0 1 N N N 36.439 -5.896 13.999 2.441  -3.169 0.676  C5M    TXS 16 
TXS C4     C4     C 0 1 N N N 34.851 -4.815 12.311 3.878  -1.142 0.164  C4     TXS 17 
TXS O4     O4     O 0 1 N N N 34.176 -5.842 12.285 4.875  -1.808 0.377  O4     TXS 18 
TXS N3     N3     N 0 1 N N N 34.471 -3.717 11.515 3.989  0.155  -0.188 N3     TXS 19 
TXS C2     C2     C 0 1 N N N 35.229 -2.529 11.526 2.886  0.889  -0.429 C2     TXS 20 
TXS O2     O2     O 0 1 N N N 34.885 -1.578 10.830 3.002  2.056  -0.750 O2     TXS 21 
TXS H21    H21    H 0 1 N N N 41.464 1.184  15.630 -5.630 -0.295 -0.213 H21    TXS 22 
TXS H21A   H21A   H 0 0 N N N 42.558 0.878  14.287 -4.841 -0.626 1.356  H21A   TXS 23 
TXS H22    H22    H 0 1 N N N 43.956 -0.131 15.897 -4.969 -2.873 0.936  H22    TXS 24 
TXS H22A   H22A   H 0 0 N N N 42.669 -0.225 17.090 -5.724 -2.541 -0.652 H22A   TXS 25 
TXS H23    H23    H 0 1 N N N 43.636 -2.399 15.469 -3.166 -3.625 -0.354 H23    TXS 26 
TXS H23A   H23A   H 0 0 N N N 42.190 -2.455 16.459 -3.678 -2.674 -1.787 H23A   TXS 27 
TXS H24    H24    H 0 1 N N N 42.456 -1.786 13.482 -2.214 -1.692 0.726  H24    TXS 28 
TXS H24A   H24A   H 0 0 N N N 41.204 -2.729 14.254 -1.809 -1.376 -0.993 H24A   TXS 29 
TXS "H5'"  "H5'"  H 0 1 N N N 40.703 0.943  13.142 -3.728 1.508  0.731  "H5'"  TXS 30 
TXS "H5'A" "H5'A" H 0 0 N N N 41.097 -0.631 12.427 -2.632 0.346  1.516  "H5'A" TXS 31 
TXS "H4'"  "H4'"  H 0 1 N N N 38.933 -0.919 14.181 -2.088 1.810  -1.115 "H4'"  TXS 32 
TXS "H3'"  "H3'"  H 0 1 N N N 38.620 1.595  12.414 -1.338 2.289  1.775  "H3'"  TXS 33 
TXS "HO3'" "HO3'" H 0 0 N N N 38.430 1.301  14.801 -1.207 4.493  0.863  "HO3'" TXS 34 
TXS "H2'"  "H2'"  H 0 1 N N N 35.980 0.496  12.462 0.788  3.252  0.014  "H2'"  TXS 35 
TXS "H2'A" "H2'A" H 0 0 N N N 36.914 0.379  11.073 0.925  2.075  1.358  "H2'A" TXS 36 
TXS "H1'"  "H1'"  H 0 1 N N N 36.996 -1.459 13.576 0.506  1.568  -1.593 "H1'"  TXS 37 
TXS H6     H6     H 0 1 N N N 37.605 -3.512 13.776 0.514  -1.387 0.128  H6     TXS 38 
TXS H5M    H5M    H 0 1 N N N 36.549 -6.802 13.384 2.435  -3.790 -0.221 H5M    TXS 39 
TXS H5MA   H5MA   H 0 0 N N N 37.406 -5.648 14.461 3.274  -3.462 1.315  H5MA   TXS 40 
TXS H5MB   H5MB   H 0 0 N N N 35.691 -6.075 14.786 1.504  -3.303 1.216  H5MB   TXS 41 
TXS HN3    HN3    H 0 1 N N N 33.657 -3.781 10.938 4.866  0.559  -0.272 HN3    TXS 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 
TXS C21   C22    SING N N 1  
TXS C21   N25    SING N N 2  
TXS C22   C23    SING N N 3  
TXS C23   C24    SING N N 4  
TXS C24   N25    SING N N 5  
TXS N25   "C5'"  SING N N 6  
TXS "C5'" "C4'"  SING N N 7  
TXS "C4'" "O4'"  SING N N 8  
TXS "C4'" "C3'"  SING N N 9  
TXS "O4'" "C1'"  SING N N 10 
TXS "C3'" "O3'"  SING N N 11 
TXS "C3'" "C2'"  SING N N 12 
TXS "C2'" "C1'"  SING N N 13 
TXS "C1'" N1     SING N N 14 
TXS N1    C6     SING N N 15 
TXS N1    C2     SING N N 16 
TXS C6    C5     DOUB N N 17 
TXS C5    C5M    SING N N 18 
TXS C5    C4     SING N N 19 
TXS C4    O4     DOUB N N 20 
TXS C4    N3     SING N N 21 
TXS N3    C2     SING N N 22 
TXS C2    O2     DOUB N N 23 
TXS C21   H21    SING N N 24 
TXS C21   H21A   SING N N 25 
TXS C22   H22    SING N N 26 
TXS C22   H22A   SING N N 27 
TXS C23   H23    SING N N 28 
TXS C23   H23A   SING N N 29 
TXS C24   H24    SING N N 30 
TXS C24   H24A   SING N N 31 
TXS "C5'" "H5'"  SING N N 32 
TXS "C5'" "H5'A" SING N N 33 
TXS "C4'" "H4'"  SING N N 34 
TXS "C3'" "H3'"  SING N N 35 
TXS "O3'" "HO3'" SING N N 36 
TXS "C2'" "H2'"  SING N N 37 
TXS "C2'" "H2'A" SING N N 38 
TXS "C1'" "H1'"  SING N N 39 
TXS C6    H6     SING N N 40 
TXS C5M   H5M    SING N N 41 
TXS C5M   H5MA   SING N N 42 
TXS C5M   H5MB   SING N N 43 
TXS N3    HN3    SING N N 44 
# 
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 
TXS SMILES           ACDLabs              10.04 O=C1NC(=O)N(C=C1C)C2OC(C(O)C2)CN3CCCC3                                                                                                            
TXS InChI            InChI                1.02b InChI=1/C14H21N3O4/c1-9-7-17(14(20)15-13(9)19)12-6-10(18)11(21-12)8-16-4-2-3-5-16/h7,10-12,18H,2-6,8H2,1H3,(H,15,19,20)/t10-,11+,12+/m1/s1/f/h15H 
TXS InChIKey         InChI                1.02b XUSBTLVYPZUOAW-ROIQXRBKDT                                                                                                                         
TXS SMILES_CANONICAL CACTVS               3.341 CC1=CN([C@@H]2C[C@@H](O)[C@H](CN3CCCC3)O2)C(=O)NC1=O                                                                                              
TXS SMILES           CACTVS               3.341 CC1=CN([CH]2C[CH](O)[CH](CN3CCCC3)O2)C(=O)NC1=O                                                                                                   
TXS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1=CN(C(=O)NC1=O)[C@@H]2C[C@H]([C@@H](O2)CN3CCCC3)O                                                                                              
TXS SMILES           "OpenEye OEToolkits" 1.5.0 CC1=CN(C(=O)NC1=O)C2CC(C(O2)CN3CCCC3)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 
TXS "SYSTEMATIC NAME" ACDLabs              10.04 1-(2,5-dideoxy-5-pyrrolidin-1-yl-beta-L-erythro-pentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione 
TXS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-[(2S,4R,5S)-4-hydroxy-5-(pyrrolidin-1-ylmethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione         
# 
