data_TA3
# 
_chem_comp.id                                    TA3 
_chem_comp.name                                  "(4S,5R)-3-(2-DEOXY-5-O-PHOSPHONO-BETA-D-ERYTHRO-PENTOFURANOSYL)-5-METHYL-1,3-DIAZABICYCLO[2.2.0]HEXAN-2-ONE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H17 N2 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               DT 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-10-16 
_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                        308.225 
_chem_comp.one_letter_code                       T 
_chem_comp.three_letter_code                     TA3 
_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   Y 
_chem_comp.pdbx_model_coordinates_db_code        1QKG 
_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 
TA3 OP3    O3P  O 0 1 N Y N -1.639 0.205  24.732 ? ? ? OP3    TA3 1  
TA3 P      P    P 0 1 N N N -2.059 -0.970 25.752 ? ? ? P      TA3 2  
TA3 OP1    O1P  O 0 1 N N N -1.880 -0.497 27.144 ? ? ? OP1    TA3 3  
TA3 OP2    O2P  O 0 1 N N N -1.359 -2.210 25.347 ? ? ? OP2    TA3 4  
TA3 "O5'"  O5*  O 0 1 N N N -3.630 -1.148 25.461 ? ? ? "O5'"  TA3 5  
TA3 "C5'"  C5*  C 0 1 N N N -4.753 -0.280 25.749 ? ? ? "C5'"  TA3 6  
TA3 "C4'"  C4*  C 0 1 N N R -6.099 -0.804 25.200 ? ? ? "C4'"  TA3 7  
TA3 "O4'"  O4*  O 0 1 N N N -6.039 -0.968 23.758 ? ? ? "O4'"  TA3 8  
TA3 "C3'"  C3*  C 0 1 N N S -6.507 -2.150 25.745 ? ? ? "C3'"  TA3 9  
TA3 "O3'"  O3*  O 0 1 N N N -7.939 -2.248 25.875 ? ? ? "O3'"  TA3 10 
TA3 "C2'"  C2*  C 0 1 N N N -5.985 -3.099 24.711 ? ? ? "C2'"  TA3 11 
TA3 "C1'"  C1*  C 0 1 N N R -6.330 -2.329 23.446 ? ? ? "C1'"  TA3 12 
TA3 N1     N1   N 0 1 N N N -5.518 -2.822 22.279 ? ? ? N1     TA3 13 
TA3 C2     C2   C 0 1 N N N -5.610 -2.132 21.045 ? ? ? C2     TA3 14 
TA3 O2     O2   O 0 1 N N N -6.386 -2.307 20.098 ? ? ? O2     TA3 15 
TA3 N3     N3   N 0 1 N N N -4.384 -1.344 21.382 ? ? ? N3     TA3 16 
TA3 C4     C4   C 0 1 N N N -3.016 -1.578 20.819 ? ? ? C4     TA3 17 
TA3 C5     C5   C 0 1 N N R -3.079 -2.907 21.155 ? ? ? C5     TA3 18 
TA3 C5M    C5M  C 0 1 N N N -2.194 -4.058 21.011 ? ? ? C5M    TA3 19 
TA3 C6     C6   C 0 1 N N S -4.019 -2.526 22.329 ? ? ? C6     TA3 20 
TA3 HO1P   HO1P H 0 0 N N N -1.842 -1.244 27.730 ? ? ? HO1P   TA3 21 
TA3 HO2P   HO2P H 0 0 N N N -1.209 -2.198 24.409 ? ? ? HO2P   TA3 22 
TA3 "H5'"  1H5* H 0 1 N N N -4.555 0.699  25.289 ? ? ? "H5'"  TA3 23 
TA3 "H5''" 2H5* H 0 0 N N N -4.848 -0.226 26.844 ? ? ? "H5''" TA3 24 
TA3 "H4'"  H4*  H 0 1 N N N -6.830 -0.045 25.515 ? ? ? "H4'"  TA3 25 
TA3 "H3'"  H3*  H 0 1 N N N -6.114 -2.350 26.753 ? ? ? "H3'"  TA3 26 
TA3 "HO3'" HO3* H 0 0 N Y N -8.173 -2.270 26.795 ? ? ? "HO3'" TA3 27 
TA3 "H2'"  1H2* H 0 1 N N N -6.471 -4.085 24.755 ? ? ? "H2'"  TA3 28 
TA3 "H2''" 2H2* H 0 0 N N N -4.920 -3.354 24.817 ? ? ? "H2''" TA3 29 
TA3 "H1'"  H1*  H 0 1 N N N -7.381 -2.459 23.148 ? ? ? "H1'"  TA3 30 
TA3 H41    1H4  H 0 1 N N N -2.198 -1.001 21.275 ? ? ? H41    TA3 31 
TA3 H42    2H4  H 0 1 N N N -2.799 -1.290 19.780 ? ? ? H42    TA3 32 
TA3 H5     H5   H 0 1 N N N -3.165 -3.693 20.391 ? ? ? H5     TA3 33 
TA3 H71    1H5M H 0 1 N N N -1.971 -4.219 19.946 ? ? ? H71    TA3 34 
TA3 H72    2H5M H 0 1 N N N -1.258 -3.871 21.557 ? ? ? H72    TA3 35 
TA3 H73    3H5M H 0 1 N N N -2.686 -4.952 21.422 ? ? ? H73    TA3 36 
TA3 H6     H6   H 0 1 N N N -3.589 -2.752 23.316 ? ? ? H6     TA3 37 
# 
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 
TA3 OP3   P      DOUB N N 1  
TA3 P     OP2    SING N N 2  
TA3 P     "O5'"  SING N N 3  
TA3 P     OP1    SING N N 4  
TA3 OP1   HO1P   SING N N 5  
TA3 OP2   HO2P   SING N N 6  
TA3 "O5'" "C5'"  SING N N 7  
TA3 "C5'" "C4'"  SING N N 8  
TA3 "C5'" "H5'"  SING N N 9  
TA3 "C5'" "H5''" SING N N 10 
TA3 "C4'" "O4'"  SING N N 11 
TA3 "C4'" "C3'"  SING N N 12 
TA3 "C4'" "H4'"  SING N N 13 
TA3 "O4'" "C1'"  SING N N 14 
TA3 "C3'" "C2'"  SING N N 15 
TA3 "C3'" "O3'"  SING N N 16 
TA3 "C3'" "H3'"  SING N N 17 
TA3 "O3'" "HO3'" SING N N 18 
TA3 "C2'" "C1'"  SING N N 19 
TA3 "C2'" "H2'"  SING N N 20 
TA3 "C2'" "H2''" SING N N 21 
TA3 "C1'" N1     SING N N 22 
TA3 "C1'" "H1'"  SING N N 23 
TA3 N1    C2     SING N N 24 
TA3 N1    C6     SING N N 25 
TA3 C2    O2     DOUB N N 26 
TA3 C2    N3     SING N N 27 
TA3 N3    C4     SING N N 28 
TA3 N3    C6     SING N N 29 
TA3 C4    C5     SING N N 30 
TA3 C4    H41    SING N N 31 
TA3 C4    H42    SING N N 32 
TA3 C5    C5M    SING N N 33 
TA3 C5    C6     SING N N 34 
TA3 C5    H5     SING N N 35 
TA3 C5M   H71    SING N N 36 
TA3 C5M   H72    SING N N 37 
TA3 C5M   H73    SING N N 38 
TA3 C6    H6     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 
TA3 SMILES           ACDLabs              10.04 "O=C2N1CC(C1N2C3OC(C(O)C3)COP(=O)(O)O)C"                                                                                                          
TA3 InChI            InChI                1.02b "InChI=1/C10H17N2O7P/c1-5-3-11-9(5)12(10(11)14)8-2-6(13)7(19-8)4-18-20(15,16)17/h5-9,13H,2-4H2,1H3,(H2,15,16,17)/t5-,6+,7-,8-,9+/m1/s1/f/h15-16H" 
TA3 InChIKey         InChI                1.02b TXQJFYDCAIBOMW-KRAQUCGSDV                                                                                                                         
TA3 SMILES_CANONICAL CACTVS               3.341 "C[C@@H]1CN2[C@H]1N([C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3)C2=O"                                                                                  
TA3 SMILES           CACTVS               3.341 "C[CH]1CN2[CH]1N([CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3)C2=O"                                                                                         
TA3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H]1CN2[C@H]1N(C2=O)[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O"                                                                                    
TA3 SMILES           "OpenEye OEToolkits" 1.5.0 "CC1CN2C1N(C2=O)C3CC(C(O3)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 
TA3 "SYSTEMATIC NAME" ACDLabs              10.04 "(4S,5R)-3-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-5-methyl-1,3-diazabicyclo[2.2.0]hexan-2-one"               
TA3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-3-hydroxy-5-[(3R,4S)-3-methyl-6-oxo-1,5-diazabicyclo[2.2.0]hexan-5-yl]oxolan-2-yl]methyl dihydrogen phosphate" 
# 
