data_6HG
# 
_chem_comp.id                                    6HG 
_chem_comp.name                                  "1',5'-ANHYDRO-2',3'-DIDEOXY-2'-(GUANIN-9-YL)-6'-O-PHOSPHORYL-D-ARABINO-HEXITOL" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C11 H16 N5 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               DG 
_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                        361.248 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     6HG 
_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 
6HG P      P    P 0 1 N N N -259.023 95.664 -264.303 -0.774 0.199  -4.957 P      6HG 1  
6HG OP1    O1P  O 0 1 N N N -258.447 95.771 -265.663 -2.057 -0.318 -4.430 OP1    6HG 2  
6HG OP2    O2P  O 0 1 N N N -258.342 94.866 -263.262 -1.064 1.402  -5.987 OP2    6HG 3  
6HG OP3    O3P  O 0 1 N Y N -259.227 97.150 -263.729 0.008  -0.983 -5.720 OP3    6HG 4  
6HG "O5'"  O5*  O 0 1 N N N -260.539 95.139 -264.429 0.127  0.741  -3.739 "O5'"  6HG 5  
6HG "C5'"  C5*  C 0 1 N N N -261.359 94.994 -263.256 0.348  -0.366 -2.864 "C5'"  6HG 6  
6HG "C4'"  C4*  C 0 1 N N R -262.825 94.818 -263.603 1.204  0.082  -1.678 "C4'"  6HG 7  
6HG "O4'"  O4*  O 0 1 N N N -263.296 95.981 -264.311 0.527  1.119  -0.971 "O4'"  6HG 8  
6HG "C3'"  C3*  C 0 1 N N S -263.003 93.547 -264.438 1.446  -1.107 -0.747 "C3'"  6HG 9  
6HG "O3'"  O3*  O 0 1 N N N -262.717 92.398 -263.636 2.100  -2.153 -1.469 "O3'"  6HG 10 
6HG "C2'"  C2*  C 0 1 N N N -264.418 93.458 -264.991 2.333  -0.656 0.421  "C2'"  6HG 11 
6HG "C1'"  C1*  C 0 1 N N S -264.820 94.723 -265.733 1.687  0.567  1.079  "C1'"  6HG 12 
6HG "C6'"  C6*  C 0 1 N N N -264.646 95.909 -264.791 1.426  1.631  0.010  "C6'"  6HG 13 
6HG N9     N9   N 0 1 Y N N -263.991 94.900 -266.945 0.419  0.178  1.702  N9     6HG 14 
6HG C8     C8   C 0 1 Y N N -262.720 95.363 -267.065 -0.702 -0.247 1.051  C8     6HG 15 
6HG N7     N7   N 0 1 Y N N -262.208 95.407 -268.248 -1.640 -0.508 1.914  N7     6HG 16 
6HG C5     C5   C 0 1 Y N N -263.257 94.917 -269.030 -1.178 -0.266 3.165  C5     6HG 17 
6HG C6     C6   C 0 1 N N N -263.326 94.719 -270.432 -1.740 -0.370 4.460  C6     6HG 18 
6HG O6     O6   O 0 1 N N N -262.461 94.935 -271.277 -2.888 -0.750 4.614  O6     6HG 19 
6HG N1     N1   N 0 1 N N N -264.556 94.212 -270.813 -0.970 -0.043 5.521  N1     6HG 20 
6HG C2     C2   C 0 1 N N N -265.598 93.931 -269.962 0.310  0.385  5.337  C2     6HG 21 
6HG N2     N2   N 0 1 N N N -266.706 93.467 -270.527 1.066  0.716  6.433  N2     6HG 22 
6HG N3     N3   N 0 1 N N N -265.549 94.111 -268.640 0.843  0.486  4.139  N3     6HG 23 
6HG C4     C4   C 0 1 Y N N -264.353 94.605 -268.241 0.143  0.174  3.042  C4     6HG 24 
6HG HOP2   2HOP H 0 0 N N N -258.711 94.797 -262.389 -1.606 1.035  -6.700 HOP2   6HG 25 
6HG HOP3   3HOP H 0 0 N N N -259.596 97.081 -262.856 0.835  -0.604 -6.047 HOP3   6HG 26 
6HG "H5'"  1H5* H 0 1 N N N -261.056 94.110 -262.713 0.865  -1.159 -3.406 "H5'"  6HG 27 
6HG "H5''" 2H5* H 0 0 N N N -261.225 95.883 -262.622 -0.608 -0.740 -2.501 "H5''" 6HG 28 
6HG "H4'"  H4*  H 0 1 N N N -263.394 94.711 -262.678 2.160  0.457  -2.043 "H4'"  6HG 29 
6HG "H3'"  H3*  H 0 1 N N N -262.301 93.577 -265.272 0.493  -1.470 -0.363 "H3'"  6HG 30 
6HG "HO3'" HO3* H 0 0 N Y N -262.827 91.609 -264.154 2.233  -2.881 -0.846 "HO3'" 6HG 31 
6HG "H2'"  1H2* H 0 1 N N N -264.473 92.611 -265.684 3.323  -0.392 0.049  "H2'"  6HG 32 
6HG "H2''" 2H2* H 0 0 N N N -265.110 93.306 -264.157 2.416  -1.463 1.149  "H2''" 6HG 33 
6HG "H1'"  H1*  H 0 1 N N N -265.867 94.650 -266.026 2.357  0.970  1.838  "H1'"  6HG 34 
6HG "H6'1" 1H6* H 0 0 N N N -264.890 96.827 -265.318 0.989  2.514  0.476  "H6'1" 6HG 35 
6HG "H6'2" 2H6* H 0 0 N N N -265.325 95.803 -263.948 2.367  1.902  -0.467 "H6'2" 6HG 36 
6HG H8     H8   H 0 1 N N N -262.155 95.696 -266.195 -0.797 -0.351 -0.019 H8     6HG 37 
6HG H1     H1   H 0 1 N N N -264.676 94.042 -271.801 -1.333 -0.106 6.418  H1     6HG 38 
6HG H21    1H2  H 0 1 N N N -266.744 93.330 -271.528 1.980  1.020  6.318  H21    6HG 39 
6HG H22    2H2  H 0 1 N N N -267.512 93.258 -269.958 0.685  0.651  7.322  H22    6HG 40 
# 
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 
6HG P     OP1    DOUB N N 1  
6HG P     OP2    SING N N 2  
6HG P     OP3    SING N N 3  
6HG P     "O5'"  SING N N 4  
6HG OP2   HOP2   SING N N 5  
6HG OP3   HOP3   SING N N 6  
6HG "O5'" "C5'"  SING N N 7  
6HG "C5'" "C4'"  SING N N 8  
6HG "C5'" "H5'"  SING N N 9  
6HG "C5'" "H5''" SING N N 10 
6HG "C4'" "O4'"  SING N N 11 
6HG "C4'" "C3'"  SING N N 12 
6HG "C4'" "H4'"  SING N N 13 
6HG "O4'" "C6'"  SING N N 14 
6HG "C3'" "O3'"  SING N N 15 
6HG "C3'" "C2'"  SING N N 16 
6HG "C3'" "H3'"  SING N N 17 
6HG "O3'" "HO3'" SING N N 18 
6HG "C2'" "C1'"  SING N N 19 
6HG "C2'" "H2'"  SING N N 20 
6HG "C2'" "H2''" SING N N 21 
6HG "C1'" "C6'"  SING N N 22 
6HG "C1'" N9     SING N N 23 
6HG "C1'" "H1'"  SING N N 24 
6HG "C6'" "H6'1" SING N N 25 
6HG "C6'" "H6'2" SING N N 26 
6HG N9    C8     SING Y N 27 
6HG N9    C4     SING Y N 28 
6HG C8    N7     DOUB Y N 29 
6HG C8    H8     SING N N 30 
6HG N7    C5     SING Y N 31 
6HG C5    C6     SING N N 32 
6HG C5    C4     DOUB Y N 33 
6HG C6    O6     DOUB N N 34 
6HG C6    N1     SING N N 35 
6HG N1    C2     SING N N 36 
6HG N1    H1     SING N N 37 
6HG C2    N2     SING N N 38 
6HG C2    N3     DOUB N N 39 
6HG N2    H21    SING N N 40 
6HG N2    H22    SING N N 41 
6HG N3    C4     SING N N 42 
# 
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 
6HG SMILES           ACDLabs              10.04 "O=C2NC(=Nc1n(cnc12)C3CC(O)C(OC3)COP(=O)(O)O)N"                                                                                                                             
6HG InChI            InChI                1.02b "InChI=1/C11H16N5O7P/c12-11-14-9-8(10(18)15-11)13-4-16(9)5-1-6(17)7(22-2-5)3-23-24(19,20)21/h4-7,17H,1-3H2,(H2,19,20,21)(H3,12,14,15,18)/t5-,6-,7+/m0/s1/f/h15,19-20H,12H2" 
6HG InChIKey         InChI                1.02b IBBBHRHYCFXRDW-YXHBGPRIDB                                                                                                                                                   
6HG SMILES_CANONICAL CACTVS               3.341 "NC1=Nc2n(cnc2C(=O)N1)[C@@H]3CO[C@H](CO[P](O)(O)=O)[C@@H](O)C3"                                                                                                             
6HG SMILES           CACTVS               3.341 "NC1=Nc2n(cnc2C(=O)N1)[CH]3CO[CH](CO[P](O)(O)=O)[CH](O)C3"                                                                                                                  
6HG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1[C@H]3C[C@@H]([C@H](OC3)COP(=O)(O)O)O)N=C(NC2=O)N"                                                                                                                
6HG SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1C3CC(C(OC3)COP(=O)(O)O)O)N=C(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 
6HG "SYSTEMATIC NAME" ACDLabs              10.04 "2-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-1,5-anhydro-2,3-dideoxy-6-O-phosphono-D-arabino-hexitol" 
6HG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5S)-5-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxy-oxan-2-yl]methyl dihydrogen phosphate"         
# 
