data_CSL
# 
_chem_comp.id                                    CSL 
_chem_comp.name                                  "(D)-2'-METHYLSELENYL-2'-DEOXYCYTIDINE-5'-PHOSPHATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H16 N3 O7 P Se" 
_chem_comp.mon_nstd_parent_comp_id               DC 
_chem_comp.pdbx_synonyms                         "(D)-2'-DEOXY-2'-SE-METHYLCYTIDINE-5'-PHOSPHATE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-02-15 
_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                        400.184 
_chem_comp.one_letter_code                       C 
_chem_comp.three_letter_code                     CSL 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1YLS 
_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 
CSL P      P      P  0 1 N N N 62.884 18.223 24.845 4.724  0.598  0.168  P      CSL 1  
CSL O2P    O2P    O  0 1 N N N 63.739 18.040 23.643 5.473  0.922  1.556  O2P    CSL 2  
CSL O1P    O1P    O  0 1 N N N 62.269 19.540 25.164 5.457  -0.467 -0.552 O1P    CSL 3  
CSL "O5'"  "O5'"  O  0 1 N N N 61.730 17.186 24.799 3.222  0.104  0.472  "O5'"  CSL 4  
CSL "C5'"  "C5'"  C  0 1 N N N 61.962 15.986 24.246 2.334  -0.359 -0.547 "C5'"  CSL 5  
CSL "C4'"  "C4'"  C  0 1 N N R 60.664 15.284 24.226 0.995  -0.749 0.083  "C4'"  CSL 6  
CSL "O4'"  "O4'"  O  0 1 N N N 60.150 15.181 25.563 0.325  0.414  0.614  "O4'"  CSL 7  
CSL "C1'"  "C1'"  C  0 1 N N R 58.746 15.230 25.512 -1.071 0.086  0.712  "C1'"  CSL 8  
CSL N1     N1     N  0 1 N N N 58.294 16.334 26.307 -1.882 1.277  0.445  N1     CSL 9  
CSL C2     C2     C  0 1 N N N 56.972 16.365 26.765 -1.689 1.979  -0.687 C2     CSL 10 
CSL O2     O2     O  0 1 N N N 56.195 15.436 26.508 -0.837 1.614  -1.481 O2     CSL 11 
CSL N3     N3     N  0 1 N N N 56.586 17.407 27.506 -2.412 3.064  -0.955 N3     CSL 12 
CSL C4     C4     C  0 1 N N N 57.437 18.380 27.755 -3.345 3.483  -0.109 C4     CSL 13 
CSL N4     N4     N  0 1 N N N 57.013 19.396 28.491 -4.086 4.606  -0.397 N4     CSL 14 
CSL C5     C5     C  0 1 N N N 58.775 18.363 27.286 -3.572 2.770  1.086  C5     CSL 15 
CSL C6     C6     C  0 1 N N N 59.159 17.337 26.563 -2.832 1.665  1.341  C6     CSL 16 
CSL "C2'"  "C2'"  C  0 1 N N R 58.362 15.387 24.053 -1.363 -0.994 -0.347 "C2'"  CSL 17 
CSL "SE2'" "SE2'" SE 0 0 N N N 57.938 13.703 23.330 -2.054 -2.619 0.504  "SE2'" CSL 18 
CSL "CA'"  "CA'"  C  0 1 N N N 59.189 12.355 23.778 -2.321 -3.774 -1.057 "CA'"  CSL 19 
CSL "C3'"  "C3'"  C  0 1 N N R 59.610 16.051 23.497 0.014  -1.268 -1.000 "C3'"  CSL 20 
CSL "O3'"  "O3'"  O  0 1 N N N 59.811 15.935 22.120 0.201  -2.666 -1.229 "O3'"  CSL 21 
CSL O3P    O3P    O  0 1 N Y N ?      ?      ?      4.678  1.927  -0.739 O3P    CSL 22 
CSL HOP2   HOP2   H  0 0 N N N 63.192 18.001 22.867 6.385  1.226  1.449  HOP2   CSL 23 
CSL "H5'1" "H5'1" H  0 0 N N N 62.355 16.100 23.225 2.174  0.434  -1.277 "H5'1" CSL 24 
CSL "H5'2" "H5'2" H  0 0 N N N 62.713 15.421 24.818 2.769  -1.227 -1.042 "H5'2" CSL 25 
CSL "H4'"  "H4'"  H  0 1 N N N 60.859 14.315 23.744 1.141  -1.497 0.862  "H4'"  CSL 26 
CSL "H1'"  "H1'"  H  0 1 N N N 58.279 14.319 25.915 -1.293 -0.297 1.707  "H1'"  CSL 27 
CSL HN41   HN41   H  0 0 N N N 57.742 20.069 28.612 -3.927 5.094  -1.220 HN41   CSL 28 
CSL HN42   HN42   H  0 0 N N N 56.092 19.478 28.872 -4.767 4.909  0.223  HN42   CSL 29 
CSL H5     H5     H  0 1 N N N 59.456 19.169 27.516 -4.327 3.098  1.785  H5     CSL 30 
CSL H6     H6     H  0 1 N N N 60.166 17.296 26.174 -2.991 1.099  2.247  H6     CSL 31 
CSL "H2'"  "H2'"  H  0 1 N N N 57.464 15.981 23.829 -2.071 -0.622 -1.087 "H2'"  CSL 32 
CSL "HA'1" "HA'1" H  0 0 N N N 59.432 11.766 22.881 -1.370 -3.921 -1.567 "HA'1" CSL 33 
CSL "HA'2" "HA'2" H  0 0 N N N 60.105 12.821 24.170 -2.713 -4.739 -0.733 "HA'2" CSL 34 
CSL "HA'3" "HA'3" H  0 0 N N N 58.757 11.694 24.544 -3.031 -3.305 -1.739 "HA'3" CSL 35 
CSL "H3'"  "H3'"  H  0 1 N N N 59.580 17.142 23.636 0.124  -0.705 -1.926 "H3'"  CSL 36 
CSL H3T    H3T    H  0 1 N Y N 58.971 15.909 21.678 1.082  -2.897 -1.553 H3T    CSL 37 
CSL HOP3   HOP3   H  0 0 N N N -0.546 0.117  0.768  4.211  2.668  -0.329 HOP3   CSL 38 
# 
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 
CSL P      O2P    SING N N 1  
CSL P      O1P    DOUB N N 2  
CSL P      "O5'"  SING N N 3  
CSL P      O3P    SING N N 4  
CSL O2P    HOP2   SING N N 5  
CSL "O5'"  "C5'"  SING N N 6  
CSL "C5'"  "C4'"  SING N N 7  
CSL "C5'"  "H5'1" SING N N 8  
CSL "C5'"  "H5'2" SING N N 9  
CSL "C4'"  "O4'"  SING N N 10 
CSL "C4'"  "C3'"  SING N N 11 
CSL "C4'"  "H4'"  SING N N 12 
CSL "O4'"  "C1'"  SING N N 13 
CSL "C1'"  N1     SING N N 14 
CSL "C1'"  "C2'"  SING N N 15 
CSL "C1'"  "H1'"  SING N N 16 
CSL N1     C2     SING N N 17 
CSL N1     C6     SING N N 18 
CSL C2     O2     DOUB N N 19 
CSL C2     N3     SING N N 20 
CSL N3     C4     DOUB N N 21 
CSL C4     N4     SING N N 22 
CSL C4     C5     SING N N 23 
CSL N4     HN41   SING N N 24 
CSL N4     HN42   SING N N 25 
CSL C5     C6     DOUB N N 26 
CSL C5     H5     SING N N 27 
CSL C6     H6     SING N N 28 
CSL "C2'"  "SE2'" SING N N 29 
CSL "C2'"  "C3'"  SING N N 30 
CSL "C2'"  "H2'"  SING N N 31 
CSL "SE2'" "CA'"  SING N N 32 
CSL "CA'"  "HA'1" SING N N 33 
CSL "CA'"  "HA'2" SING N N 34 
CSL "CA'"  "HA'3" SING N N 35 
CSL "C3'"  "O3'"  SING N N 36 
CSL "C3'"  "H3'"  SING N N 37 
CSL "O3'"  H3T    SING N N 38 
CSL O3P    HOP3   SING N N 39 
# 
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 
CSL SMILES           ACDLabs              10.04 "O=C1N=C(N)C=CN1C2OC(C(O)C2[Se]C)COP(=O)(O)O"                                                                                                                              
CSL InChI            InChI                1.02b "InChI=1/C10H16N3O7PSe/c1-22-8-7(14)5(4-19-21(16,17)18)20-9(8)13-3-2-6(11)12-10(13)15/h2-3,5,7-9,14H,4H2,1H3,(H2,11,12,15)(H2,16,17,18)/t5-,7-,8-,9-/m1/s1/f/h16-17H,11H2" 
CSL InChIKey         InChI                1.02b INVVCVIDTHAWAJ-HWCVPCTGDC                                                                                                                                                  
CSL SMILES_CANONICAL CACTVS               3.341 "C[Se][C@@H]1[C@H](O)[C@@H](CO[P](O)(O)=O)O[C@H]1N2C=CC(=NC2=O)N"                                                                                                          
CSL SMILES           CACTVS               3.341 "C[Se][CH]1[CH](O)[CH](CO[P](O)(O)=O)O[CH]1N2C=CC(=NC2=O)N"                                                                                                                
CSL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[Se][C@@H]1[C@@H]([C@H](O[C@H]1N2C=CC(=NC2=O)N)COP(=O)(O)O)O"                                                                                                            
CSL SMILES           "OpenEye OEToolkits" 1.5.0 "C[Se]C1C(C(OC1N2C=CC(=NC2=O)N)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 
CSL "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-Se-methyl-2'-selenocytidine 5'-(dihydrogen phosphate)
;
CSL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3R,4R,5R)-5-(4-amino-2-oxo-pyrimidin-1-yl)-3-hydroxy-4-methylselanyl-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
