data_6HC
# 
_chem_comp.id                                    6HC 
_chem_comp.name                                  "1',5'-ANHYDRO-2',3'-DIDEOXY-2'-(CYTOSIN-1-YL)-6'-O-PHOSPHORYL-D-ARABINO-HEXITOL" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H16 N3 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               DC 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-23 
_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                        321.224 
_chem_comp.one_letter_code                       C 
_chem_comp.three_letter_code                     6HC 
_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   N 
_chem_comp.pdbx_model_coordinates_db_code        1EJZ 
_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 
6HC P      P    P 0 1 N N N -256.017 100.102 -266.328 0.681  -0.101 4.079  P      6HC 1  
6HC OP1    O1P  O 0 1 N N N -256.003 99.958  -267.800 1.908  -0.727 3.540  OP1    6HC 2  
6HC OP2    O2P  O 0 1 N N N -254.874 99.620  -265.524 1.079  0.965  5.217  OP2    6HC 3  
6HC OP3    O3P  O 0 1 N Y N -256.254 101.655 -265.981 -0.265 -1.237 4.716  OP3    6HC 4  
6HC "O5'"  O5*  O 0 1 N N N -257.357 99.420  -265.760 -0.105 0.648  2.891  "O5'"  6HC 5  
6HC "C5'"  C5*  C 0 1 N N N -257.704 99.557  -264.372 -0.429 -0.346 1.918  "C5'"  6HC 6  
6HC "C4'"  C4*  C 0 1 N N R -259.203 99.533  -264.148 -1.182 0.303  0.756  "C4'"  6HC 7  
6HC "O4'"  O4*  O 0 1 N N N -259.826 100.594 -264.898 -0.360 1.304  0.158  "O4'"  6HC 8  
6HC "C3'"  C3*  C 0 1 N N S -259.763 98.176  -264.564 -1.534 -0.765 -0.281 "C3'"  6HC 9  
6HC "O3'"  O3*  O 0 1 N N N -259.227 97.150  -263.729 -2.335 -1.779 0.330  "O3'"  6HC 10 
6HC "C2'"  C2*  C 0 1 N N N -261.281 98.184  -264.477 -2.318 -0.111 -1.427 "C2'"  6HC 11 
6HC "C1'"  C1*  C 0 1 N N S -261.885 99.323  -265.285 -1.506 1.074  -1.959 "C1'"  6HC 12 
6HC "C6'"  C6*  C 0 1 N N N -261.260 100.641 -264.821 -1.156 2.003  -0.795 "C6'"  6HC 13 
6HC N1     N1   N 0 1 N N N -261.665 99.103  -266.735 -0.274 0.584  -2.583 N1     6HC 14 
6HC C2     C2   C 0 1 N N N -262.740 98.646  -267.476 -0.343 -0.210 -3.667 C2     6HC 15 
6HC O2     O2   O 0 1 N N N -263.820 98.439  -266.931 -1.434 -0.515 -4.119 O2     6HC 16 
6HC N3     N3   N 0 1 N N N -262.568 98.444  -268.810 0.760  -0.669 -4.254 N3     6HC 17 
6HC C4     C4   C 0 1 N N N -261.390 98.679  -269.396 1.959  -0.354 -3.782 C4     6HC 18 
6HC N4     N4   N 0 1 N N N -261.263 98.464  -270.703 3.093  -0.834 -4.396 N4     6HC 19 
6HC C5     C5   C 0 1 N N N -260.272 99.149  -268.639 2.066  0.472  -2.645 C5     6HC 20 
6HC C6     C6   C 0 1 N N N -260.452 99.349  -267.320 0.934  0.936  -2.063 C6     6HC 21 
6HC HOP2   2HOP H 0 0 N N N -254.883 99.712  -264.578 1.547  0.476  5.908  HOP2   6HC 22 
6HC HOP3   3HOP H 0 0 N N N -256.263 101.747 -265.035 -1.051 -0.788 5.055  HOP3   6HC 23 
6HC "H5'"  1H5* H 0 1 N N N -257.291 98.727  -263.815 -1.057 -1.111 2.375  "H5'"  6HC 24 
6HC "H5''" 2H5* H 0 0 N N N -257.284 100.502 -263.998 0.487  -0.803 1.547  "H5''" 6HC 25 
6HC "H4'"  H4*  H 0 1 N N N -259.401 99.684  -263.087 -2.098 0.762  1.129  "H4'"  6HC 26 
6HC "H3'"  H3*  H 0 1 N N N -259.470 97.978  -265.596 -0.619 -1.209 -0.672 "H3'"  6HC 27 
6HC "HO3'" HO3* H 0 0 N Y N -259.575 96.305  -263.988 -2.533 -2.430 -0.356 "HO3'" 6HC 28 
6HC "H2'"  1H2* H 0 1 N N N -261.661 97.234  -264.867 -3.281 0.240  -1.058 "H2'"  6HC 29 
6HC "H2''" 2H2* H 0 0 N N N -261.571 98.304  -263.429 -2.473 -0.838 -2.225 "H2''" 6HC 30 
6HC "H1'"  H1*  H 0 1 N N N -262.959 99.359  -265.093 -2.096 1.619  -2.696 "H1'"  6HC 31 
6HC "H6'1" 1H6* H 0 0 N N N -261.626 101.451 -265.447 -0.600 2.862  -1.172 "H6'1" 6HC 32 
6HC "H6'2" 2H6* H 0 0 N N N -261.560 100.839 -263.794 -2.073 2.348  -0.318 "H6'2" 6HC 33 
6HC H41    1H4  H 0 1 N N N -260.380 98.635  -271.159 3.016  -1.406 -5.176 H41    6HC 34 
6HC H42    2H4  H 0 1 N N N -262.057 98.140  -271.240 3.968  -0.599 -4.052 H42    6HC 35 
6HC H5     H5   H 0 1 N N N -259.310 99.344  -269.112 3.035  0.738  -2.249 H5     6HC 36 
6HC H6     H6   H 0 1 N N N -259.622 99.711  -266.713 0.990  1.574  -1.193 H6     6HC 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 
6HC P     OP1    DOUB N N 1  
6HC P     OP2    SING N N 2  
6HC P     OP3    SING N N 3  
6HC P     "O5'"  SING N N 4  
6HC OP2   HOP2   SING N N 5  
6HC OP3   HOP3   SING N N 6  
6HC "O5'" "C5'"  SING N N 7  
6HC "C5'" "C4'"  SING N N 8  
6HC "C5'" "H5'"  SING N N 9  
6HC "C5'" "H5''" SING N N 10 
6HC "C4'" "O4'"  SING N N 11 
6HC "C4'" "C3'"  SING N N 12 
6HC "C4'" "H4'"  SING N N 13 
6HC "O4'" "C6'"  SING N N 14 
6HC "C3'" "O3'"  SING N N 15 
6HC "C3'" "C2'"  SING N N 16 
6HC "C3'" "H3'"  SING N N 17 
6HC "O3'" "HO3'" SING N N 18 
6HC "C2'" "C1'"  SING N N 19 
6HC "C2'" "H2'"  SING N N 20 
6HC "C2'" "H2''" SING N N 21 
6HC "C1'" "C6'"  SING N N 22 
6HC "C1'" N1     SING N N 23 
6HC "C1'" "H1'"  SING N N 24 
6HC "C6'" "H6'1" SING N N 25 
6HC "C6'" "H6'2" SING N N 26 
6HC N1    C2     SING N N 27 
6HC N1    C6     SING N N 28 
6HC C2    O2     DOUB N N 29 
6HC C2    N3     SING N N 30 
6HC N3    C4     DOUB N N 31 
6HC C4    N4     SING N N 32 
6HC C4    C5     SING N N 33 
6HC N4    H41    SING N N 34 
6HC N4    H42    SING N N 35 
6HC C5    C6     DOUB N N 36 
6HC C5    H5     SING N N 37 
6HC C6    H6     SING N N 38 
# 
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 
6HC SMILES           ACDLabs              10.04 "O=C1N=C(N)C=CN1C2CC(O)C(OC2)COP(=O)(O)O"                                                                                                                     
6HC InChI            InChI                1.02b "InChI=1/C10H16N3O7P/c11-9-1-2-13(10(15)12-9)6-3-7(14)8(19-4-6)5-20-21(16,17)18/h1-2,6-8,14H,3-5H2,(H2,11,12,15)(H2,16,17,18)/t6-,7-,8+/m0/s1/f/h16-17H,11H2" 
6HC InChIKey         InChI                1.02b YMMHAKLJCAQJRS-PDNFHMCPDX                                                                                                                                     
6HC SMILES_CANONICAL CACTVS               3.341 "NC1=NC(=O)N(C=C1)[C@@H]2CO[C@H](CO[P](O)(O)=O)[C@@H](O)C2"                                                                                                   
6HC SMILES           CACTVS               3.341 "NC1=NC(=O)N(C=C1)[CH]2CO[CH](CO[P](O)(O)=O)[CH](O)C2"                                                                                                        
6HC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@@H](CO[C@@H]([C@H]1O)COP(=O)(O)O)N2C=CC(=NC2=O)N"                                                                                                       
6HC SMILES           "OpenEye OEToolkits" 1.5.0 "C1C(COC(C1O)COP(=O)(O)O)N2C=CC(=NC2=O)N"                                                                                                                     
# 
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 
6HC "SYSTEMATIC NAME" ACDLabs              10.04 "2-(4-amino-2-oxopyrimidin-1(2H)-yl)-1,5-anhydro-2,3-dideoxy-6-O-phosphono-D-arabino-hexitol"  
6HC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5S)-5-(4-amino-2-oxo-pyrimidin-1-yl)-3-hydroxy-oxan-2-yl]methyl dihydrogen phosphate" 
# 
