data_6HA
# 
_chem_comp.id                                    6HA 
_chem_comp.name                                  "1',5'-ANHYDRO-2',3'-DIDEOXY-2'-(ADENIN-9-YL)-6'-O-PHOSPHORYL-D-ARABINO-HEXITOL" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C11 H16 N5 O6 P" 
_chem_comp.mon_nstd_parent_comp_id               DA 
_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                        345.248 
_chem_comp.one_letter_code                       A 
_chem_comp.three_letter_code                     6HA 
_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 
6HA P      P    P 0 1 N N N -263.933 86.612 -266.875 0.869  -0.126 -4.635 P      6HA 1  
6HA OP1    O1P  O 0 1 N N N -262.580 87.206 -266.812 2.120  0.412  -4.057 OP1    6HA 2  
6HA OP2    O2P  O 0 1 N N N -264.233 85.374 -266.122 1.221  -1.301 -5.677 OP2    6HA 3  
6HA OP3    O3P  O 0 1 N Y N -264.996 87.735 -266.437 0.080  1.050  -5.400 OP3    6HA 4  
6HA "O5'"  O5*  O 0 1 N N N -264.308 86.371 -268.421 -0.056 -0.714 -3.456 "O5'"  6HA 5  
6HA "C5'"  C5*  C 0 1 N N N -265.560 85.772 -268.802 -0.333 0.370  -2.569 "C5'"  6HA 6  
6HA "C4'"  C4*  C 0 1 N N R -265.855 85.990 -270.273 -1.214 -0.123 -1.419 "C4'"  6HA 7  
6HA "O4'"  O4*  O 0 1 N N N -266.009 87.407 -270.520 -0.533 -1.156 -0.710 "O4'"  6HA 8  
6HA "C3'"  C3*  C 0 1 N N S -264.716 85.396 -271.106 -1.516 1.041  -0.474 "C3'"  6HA 9  
6HA "O3'"  O3*  O 0 1 N N N -264.709 83.976 -271.000 -2.173 2.085  -1.196 "O3'"  6HA 10 
6HA "C2'"  C2*  C 0 1 N N N -264.840 85.811 -272.560 -2.426 0.546  0.657  "C2'"  6HA 11 
6HA "C1'"  C1*  C 0 1 N N S -264.884 87.317 -272.682 -1.770 -0.674 1.312  "C1'"  6HA 12 
6HA "C6'"  C6*  C 0 1 N N N -266.096 87.808 -271.899 -1.449 -1.709 0.232  "C6'"  6HA 13 
6HA N9     N9   N 0 1 Y N N -263.639 87.905 -272.139 -0.533 -0.265 1.982  N9     6HA 14 
6HA C8     C8   C 0 1 Y N N -263.251 88.071 -270.847 0.595  0.200  1.377  C8     6HA 15 
6HA N7     N7   N 0 1 Y N N -262.090 88.585 -270.632 1.501  0.469  2.272  N7     6HA 16 
6HA C5     C5   C 0 1 Y N N -261.632 88.792 -271.933 1.010  0.199  3.505  C5     6HA 17 
6HA C6     C6   C 0 1 Y N N -260.445 89.319 -272.439 1.520  0.283  4.812  C6     6HA 18 
6HA N6     N6   N 0 1 N N N -259.450 89.749 -271.665 2.805  0.743  5.042  N6     6HA 19 
6HA N1     N1   N 0 1 Y N N -260.317 89.382 -273.773 0.737  -0.083 5.822  N1     6HA 20 
6HA C2     C2   C 0 1 Y N N -261.297 88.951 -274.570 -0.489 -0.523 5.611  C2     6HA 21 
6HA N3     N3   N 0 1 Y N N -262.464 88.435 -274.199 -1.006 -0.624 4.405  N3     6HA 22 
6HA C4     C4   C 0 1 Y N N -262.569 88.383 -272.857 -0.299 -0.280 3.334  C4     6HA 23 
6HA HOP2   2HOP H 0 0 N N N -265.102 84.992 -266.162 1.775  -0.908 -6.365 HOP2   6HA 24 
6HA HOP3   3HOP H 0 0 N N N -265.865 87.353 -266.477 -0.726 0.657  -5.761 HOP3   6HA 25 
6HA "H5'"  1H5* H 0 1 N N N -265.514 84.703 -268.644 -0.853 1.159  -3.111 "H5'"  6HA 26 
6HA "H5''" 2H5* H 0 0 N N N -266.361 86.207 -268.185 0.601  0.760  -2.168 "H5''" 6HA 27 
6HA "H4'"  H4*  H 0 1 N N N -266.784 85.477 -270.529 -2.148 -0.515 -1.821 "H4'"  6HA 28 
6HA "H3'"  H3*  H 0 1 N N N -263.771 85.776 -270.716 -0.584 1.420  -0.053 "H3'"  6HA 29 
6HA "HO3'" HO3* H 0 0 N Y N -264.002 83.607 -271.516 -2.344 2.797  -0.565 "HO3'" 6HA 30 
6HA "H2'"  1H2* H 0 1 N N N -263.973 85.434 -273.111 -3.397 0.265  0.249  "H2'"  6HA 31 
6HA "H2''" 2H2* H 0 0 N N N -265.764 85.391 -272.971 -2.553 1.336  1.397  "H2''" 6HA 32 
6HA "H1'"  H1*  H 0 1 N N N -264.990 87.595 -273.731 -2.454 -1.108 2.042  "H1'"  6HA 33 
6HA "H6'1" 1H6* H 0 0 N N N -266.146 88.892 -271.955 -1.005 -2.590 0.695  "H6'1" 6HA 34 
6HA "H6'2" 2H6* H 0 0 N N N -267.001 87.397 -272.339 -2.368 -1.995 -0.280 "H6'2" 6HA 35 
6HA H8     H8   H 0 1 N N N -263.893 87.769 -270.023 0.720  0.326  0.311  H8     6HA 36 
6HA H61    1H6  H 0 1 N N N -259.537 89.701 -270.660 3.144  0.800  5.949  H61    6HA 37 
6HA H62    2H6  H 0 1 N N N -258.610 90.128 -272.082 3.367  1.004  4.297  H62    6HA 38 
6HA H2     H2   H 0 1 N N N -261.123 89.034 -275.643 -1.091 -0.811 6.461  H2     6HA 39 
# 
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 
6HA P     OP1    DOUB N N 1  
6HA P     OP2    SING N N 2  
6HA P     OP3    SING N N 3  
6HA P     "O5'"  SING N N 4  
6HA OP2   HOP2   SING N N 5  
6HA OP3   HOP3   SING N N 6  
6HA "O5'" "C5'"  SING N N 7  
6HA "C5'" "C4'"  SING N N 8  
6HA "C5'" "H5'"  SING N N 9  
6HA "C5'" "H5''" SING N N 10 
6HA "C4'" "O4'"  SING N N 11 
6HA "C4'" "C3'"  SING N N 12 
6HA "C4'" "H4'"  SING N N 13 
6HA "O4'" "C6'"  SING N N 14 
6HA "C3'" "O3'"  SING N N 15 
6HA "C3'" "C2'"  SING N N 16 
6HA "C3'" "H3'"  SING N N 17 
6HA "O3'" "HO3'" SING N N 18 
6HA "C2'" "C1'"  SING N N 19 
6HA "C2'" "H2'"  SING N N 20 
6HA "C2'" "H2''" SING N N 21 
6HA "C1'" "C6'"  SING N N 22 
6HA "C1'" N9     SING N N 23 
6HA "C1'" "H1'"  SING N N 24 
6HA "C6'" "H6'1" SING N N 25 
6HA "C6'" "H6'2" SING N N 26 
6HA N9    C8     SING Y N 27 
6HA N9    C4     SING Y N 28 
6HA C8    N7     DOUB Y N 29 
6HA C8    H8     SING N N 30 
6HA N7    C5     SING Y N 31 
6HA C5    C6     SING Y N 32 
6HA C5    C4     DOUB Y N 33 
6HA C6    N6     SING N N 34 
6HA C6    N1     DOUB Y N 35 
6HA N6    H61    SING N N 36 
6HA N6    H62    SING N N 37 
6HA N1    C2     SING Y N 38 
6HA C2    N3     DOUB Y N 39 
6HA C2    H2     SING N N 40 
6HA N3    C4     SING Y N 41 
# 
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 
6HA SMILES           ACDLabs              10.04 "O=P(O)(O)OCC3OCC(n1cnc2c(ncnc12)N)CC3O"                                                                                                                           
6HA InChI            InChI                1.02b "InChI=1/C11H16N5O6P/c12-10-9-11(14-4-13-10)16(5-15-9)6-1-7(17)8(21-2-6)3-22-23(18,19)20/h4-8,17H,1-3H2,(H2,12,13,14)(H2,18,19,20)/t6-,7-,8+/m0/s1/f/h18-19H,12H2" 
6HA InChIKey         InChI                1.02b YTRYYFQQGYRCHL-JERQFXGZDJ                                                                                                                                          
6HA SMILES_CANONICAL CACTVS               3.341 "Nc1ncnc2n(cnc12)[C@@H]3CO[C@H](CO[P](O)(O)=O)[C@@H](O)C3"                                                                                                         
6HA SMILES           CACTVS               3.341 "Nc1ncnc2n(cnc12)[CH]3CO[CH](CO[P](O)(O)=O)[CH](O)C3"                                                                                                              
6HA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3C[C@@H]([C@H](OC3)COP(=O)(O)O)O)N"                                                                                                        
6HA SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3CC(C(OC3)COP(=O)(O)O)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 
6HA "SYSTEMATIC NAME" ACDLabs              10.04 "2-(6-amino-9H-purin-9-yl)-1,5-anhydro-2,3-dideoxy-6-O-phosphono-D-arabino-hexitol" 
6HA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5S)-5-(6-aminopurin-9-yl)-3-hydroxy-oxan-2-yl]methyl dihydrogen phosphate" 
# 
