data_TC1
# 
_chem_comp.id                                    TC1 
_chem_comp.name                                  "3-(5-PHOSPHO-2-DEOXY-BETA-D-RIBOFURANOSYL)-2-OXO-1,3-DIAZA-PHENOTHIAZINE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C15 H16 N3 O7 P S" 
_chem_comp.mon_nstd_parent_comp_id               DC 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-07-18 
_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                        413.342 
_chem_comp.one_letter_code                       C 
_chem_comp.three_letter_code                     TC1 
_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        1TUQ 
_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 
TC1 P      P    P 0 1 N N N 3.480  -3.578 5.889  -3.968 -1.665 3.118  P      TC1 1  
TC1 OP1    OP1  O 0 1 N N N 4.681  -3.688 6.746  -4.406 -2.599 4.209  OP1    TC1 2  
TC1 OP2    OP2  O 0 1 N N N 2.480  -2.545 6.241  -3.912 -2.311 1.636  OP2    TC1 3  
TC1 "O5'"  O5*  O 0 1 N N N 3.964  -3.305 4.389  -2.493 -1.028 3.315  "O5'"  TC1 4  
TC1 "C5'"  C5*  C 0 1 N N N 4.996  -4.105 3.819  -2.005 -0.136 2.327  "C5'"  TC1 5  
TC1 "C4'"  C4*  C 0 1 N N R 5.463  -3.525 2.476  -0.611 0.328  2.728  "C4'"  TC1 6  
TC1 "C3'"  C3*  C 0 1 N N S 5.861  -2.083 2.516  0.008  1.286  1.720  "C3'"  TC1 7  
TC1 "C2'"  C2*  C 0 1 N N N 4.713  -1.357 1.872  0.710  0.360  0.754  "C2'"  TC1 8  
TC1 "C1'"  C1*  C 0 1 N N R 4.343  -2.337 0.762  1.157  -0.778 1.657  "C1'"  TC1 9  
TC1 "O4'"  O4*  O 0 1 N N N 4.523  -3.588 1.387  0.247  -0.829 2.764  "O4'"  TC1 10 
TC1 N1     N1   N 0 1 N N N 2.964  -2.174 0.287  1.164  -2.047 0.989  N1     TC1 11 
TC1 C2     C2   C 0 1 N N N 2.750  -2.239 -1.133 2.344  -2.508 0.391  C2     TC1 12 
TC1 O2     O2   O 0 1 N N N 3.759  -2.413 -1.840 3.387  -1.853 0.420  O2     TC1 13 
TC1 N3     N3   N 0 1 N N N 1.449  -2.124 -1.642 2.311  -3.735 -0.244 N3     TC1 14 
TC1 C4     C4   C 0 1 N N N 0.434  -1.904 -0.800 1.218  -4.459 -0.295 C4     TC1 15 
TC1 C6     C6   C 0 1 Y N N -2.018 -1.500 -0.651 0.253  -6.587 -1.126 C6     TC1 16 
TC1 C14    C14  C 0 1 N N N 1.910  -1.969 1.127  0.011  -2.796 0.945  C14    TC1 17 
TC1 C13    C13  C 0 1 N N N 0.627  -1.798 0.649  -0.046 -3.984 0.337  C13    TC1 18 
TC1 N5     N5   N 0 1 N N N -0.842 -1.746 -1.334 1.296  -5.667 -0.955 N5     TC1 19 
TC1 C11    C11  C 0 1 Y N N -2.048 -1.295 0.736  -1.033 -6.364 -0.620 C11    TC1 20 
TC1 S12    S12  S 0 1 N N N -0.608 -1.436 1.738  -1.490 -4.906 0.290  S12    TC1 21 
TC1 C7     C7   C 0 1 Y N N -3.211 -1.437 -1.389 0.509  -7.776 -1.834 C7     TC1 22 
TC1 C8     C8   C 0 1 Y N N -4.409 -1.159 -0.750 -0.490 -8.726 -2.036 C8     TC1 23 
TC1 C9     C9   C 0 1 Y N N -4.438 -0.953 0.627  -1.765 -8.501 -1.532 C9     TC1 24 
TC1 C10    C10  C 0 1 Y N N -3.265 -1.028 1.364  -2.035 -7.327 -0.829 C10    TC1 25 
TC1 "O3'"  O3*  O 0 1 N N N 7.083  -1.896 1.804  0.965  2.121  2.368  "O3'"  TC1 26 
TC1 OP3    O3P  O 0 1 N Y N ?      ?      ?      -4.901 -0.360 2.920  OP3    TC1 27 
TC1 HP2    HP2  H 0 1 N N N 1.709  -2.474 5.691  -4.684 -2.823 1.313  HP2    TC1 28 
TC1 "H5'"  1H5* H 0 1 N N N 4.659  -5.129 3.657  -1.971 -0.654 1.366  "H5'"  TC1 29 
TC1 "H5''" 2H5* H 0 0 N N N 5.870  -4.142 4.475  -2.683 0.718  2.254  "H5''" TC1 30 
TC1 "H4'"  H4*  H 0 1 N N N 6.352  -4.119 2.172  -0.644 0.753  3.736  "H4'"  TC1 31 
TC1 "H3'"  H3*  H 0 1 N N N 6.051  -1.745 3.537  -0.722 1.941  1.236  "H3'"  TC1 32 
TC1 "H2'"  1H2* H 0 1 N N N 3.921  -1.232 2.606  -0.003 -0.001 0.003  "H2'"  TC1 33 
TC1 "H2''" 2H2* H 0 0 N N N 5.062  -0.386 1.527  1.556  0.818  0.232  "H2''" TC1 34 
TC1 "H1'"  H1*  H 0 1 N N N 5.039  -2.223 -0.069 2.163  -0.604 2.054  "H1'"  TC1 35 
TC1 H14    4H1  H 0 1 N N N 2.128  -1.930 2.212  -0.853 -2.358 1.436  H14    TC1 36 
TC1 H5     5H   H 0 1 N N N -0.945 -1.850 -2.323 2.188  -5.930 -1.363 H5     TC1 37 
TC1 H7     7H   H 0 1 N N N -3.196 -1.602 -2.447 1.502  -7.969 -2.236 H7     TC1 38 
TC1 H8     8H   H 0 1 N N N -5.315 -1.105 -1.316 -0.273 -9.637 -2.584 H8     TC1 39 
TC1 H9     9H   H 0 1 N N N -5.364 -0.738 1.116  -2.549 -9.236 -1.684 H9     TC1 40 
TC1 H10    0H1  H 0 1 N N N -3.294 -0.877 2.423  -3.042 -7.176 -0.445 H10    TC1 41 
TC1 "HO3'" H3T  H 0 0 N Y N 7.336  -0.981 1.829  0.644  3.037  2.298  "HO3'" TC1 42 
TC1 HOP3   3HOP H 0 0 N N N -0.771 0.071  -0.550 -5.874 -0.475 2.871  HOP3   TC1 43 
# 
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 
TC1 P     OP1    DOUB N N 1  
TC1 P     OP2    SING N N 2  
TC1 P     "O5'"  SING N N 3  
TC1 P     OP3    SING N N 4  
TC1 OP2   HP2    SING N N 5  
TC1 "O5'" "C5'"  SING N N 6  
TC1 "C5'" "C4'"  SING N N 7  
TC1 "C5'" "H5'"  SING N N 8  
TC1 "C5'" "H5''" SING N N 9  
TC1 "C4'" "C3'"  SING N N 10 
TC1 "C4'" "O4'"  SING N N 11 
TC1 "C4'" "H4'"  SING N N 12 
TC1 "C3'" "C2'"  SING N N 13 
TC1 "C3'" "O3'"  SING N N 14 
TC1 "C3'" "H3'"  SING N N 15 
TC1 "C2'" "C1'"  SING N N 16 
TC1 "C2'" "H2'"  SING N N 17 
TC1 "C2'" "H2''" SING N N 18 
TC1 "C1'" "O4'"  SING N N 19 
TC1 "C1'" N1     SING N N 20 
TC1 "C1'" "H1'"  SING N N 21 
TC1 N1    C2     SING N N 22 
TC1 N1    C14    SING N N 23 
TC1 C2    O2     DOUB N N 24 
TC1 C2    N3     SING N N 25 
TC1 N3    C4     DOUB N N 26 
TC1 C4    C13    SING N N 27 
TC1 C4    N5     SING N N 28 
TC1 C6    N5     SING N N 29 
TC1 C6    C11    DOUB Y N 30 
TC1 C6    C7     SING Y N 31 
TC1 C14   C13    DOUB N N 32 
TC1 C14   H14    SING N N 33 
TC1 C13   S12    SING N N 34 
TC1 N5    H5     SING N N 35 
TC1 C11   S12    SING N N 36 
TC1 C11   C10    SING Y N 37 
TC1 C7    C8     DOUB Y N 38 
TC1 C7    H7     SING N N 39 
TC1 C8    C9     SING Y N 40 
TC1 C8    H8     SING N N 41 
TC1 C9    C10    DOUB Y N 42 
TC1 C9    H9     SING N N 43 
TC1 C10   H10    SING N N 44 
TC1 "O3'" "HO3'" SING N N 45 
TC1 OP3   HOP3   SING N N 46 
# 
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 
TC1 SMILES           ACDLabs              10.04 "O=P(O)(O)OCC4OC(N2C(=O)N=C1Nc3c(SC1=C2)cccc3)CC4O"                                                                                                                                         
TC1 InChI            InChI                1.02b "InChI=1/C15H16N3O7PS/c19-9-5-13(25-10(9)7-24-26(21,22)23)18-6-12-14(17-15(18)20)16-8-3-1-2-4-11(8)27-12/h1-4,6,9-10,13,19H,5,7H2,(H,16,17,20)(H2,21,22,23)/t9-,10+,13+/m0/s1/f/h16,21-22H" 
TC1 InChIKey         InChI                1.02b JXJOUUOATWCAOY-CRJJZCHIDB                                                                                                                                                                   
TC1 SMILES_CANONICAL CACTVS               3.341 "O[C@H]1C[C@@H](O[C@@H]1CO[P](O)(O)=O)N2C=C3Sc4ccccc4NC3=NC2=O"                                                                                                                             
TC1 SMILES           CACTVS               3.341 "O[CH]1C[CH](O[CH]1CO[P](O)(O)=O)N2C=C3Sc4ccccc4NC3=NC2=O"                                                                                                                                  
TC1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)NC3=NC(=O)N(C=C3S2)[C@H]4C[C@@H]([C@H](O4)COP(=O)(O)O)O"                                                                                                                        
TC1 SMILES           "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)NC3=NC(=O)N(C=C3S2)C4CC(C(O4)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 
TC1 "SYSTEMATIC NAME" ACDLabs              10.04 "3-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-3H-pyrimido[5,4-b][1,4]benzothiazin-2(10H)-one"           
TC1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-3-hydroxy-5-(2-oxo-10H-pyrimido[5,4-b][1,4]benzothiazin-3-yl)oxolan-2-yl]methyl dihydrogen phosphate" 
# 
