data_IGU
# 
_chem_comp.id                                    IGU 
_chem_comp.name                                  "2'-DEOXYISOGUANINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H14 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                     1999-07-08 
_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                        347.221 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     IGU 
_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        1BHR 
_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 
IGU P      P    P 0 1 N N N 9.313  -3.551 -29.892 1.592  -1.245 -4.964 P      IGU 1  
IGU OP1    O1P  O 0 1 N N N 9.007  -4.709 -29.021 2.575  -0.951 -6.059 OP1    IGU 2  
IGU OP2    O2P  O 0 1 N N N 10.655 -3.415 -30.500 0.339  -0.227 -4.868 OP2    IGU 3  
IGU OP3    O3P  O 0 1 N Y N ?      ?      ?       0.886  -2.697 -5.051 OP3    IGU 4  
IGU "O5'"  O5*  O 0 1 N N N 8.964  -2.208 -29.087 2.211  -1.232 -3.468 "O5'"  IGU 5  
IGU "C5'"  C5*  C 0 1 N N N 8.939  -0.975 -29.811 1.348  -1.500 -2.377 "C5'"  IGU 6  
IGU "C4'"  C4*  C 0 1 N N R 8.119  0.104  -29.101 2.156  -1.432 -1.088 "C4'"  IGU 7  
IGU "O4'"  O4*  O 0 1 N N N 6.743  -0.322 -28.932 2.678  -0.093 -0.958 "O4'"  IGU 8  
IGU "C3'"  C3*  C 0 1 N N S 8.706  0.408  -27.716 1.309  -1.697 0.152  "C3'"  IGU 9  
IGU "O3'"  O3*  O 0 1 N N N 8.887  1.810  -27.448 2.127  -2.250 1.180  "O3'"  IGU 10 
IGU "C2'"  C2*  C 0 1 N N N 7.695  -0.317 -26.848 0.878  -0.312 0.578  "C2'"  IGU 11 
IGU "C1'"  C1*  C 0 1 N N R 6.355  -0.133 -27.563 2.101  0.516  0.211  "C1'"  IGU 12 
IGU N9     N9   N 0 1 Y N N 5.332  -1.123 -27.144 1.818  1.923  -0.049 N9     IGU 13 
IGU C8     C8   C 0 1 Y N N 5.507  -2.414 -26.707 1.430  2.470  -1.252 C8     IGU 14 
IGU N7     N7   N 0 1 Y N N 4.408  -3.069 -26.479 1.247  3.776  -1.178 N7     IGU 15 
IGU C6     C6   C 0 1 N N N 2.021  -2.176 -26.653 1.511  5.333  0.818  C6     IGU 16 
IGU N6     N6   N 0 1 N N N 1.325  -3.252 -26.286 1.150  6.389  0.032  N6     IGU 17 
IGU C5     C5   C 0 1 Y N N 3.420  -2.129 -26.731 1.529  4.078  0.124  C5     IGU 18 
IGU N1     N1   N 0 1 N N N 1.324  -1.021 -26.983 1.826  5.360  2.082  N1     IGU 19 
IGU C2     C2   C 0 1 N N N 1.917  0.176  -27.374 2.184  4.205  2.792  C2     IGU 20 
IGU O2     O2   O 0 1 N N N 1.224  1.153  -27.640 2.479  4.262  3.989  O2     IGU 21 
IGU N3     N3   N 0 1 N N N 3.276  0.198  -27.440 2.211  2.961  2.140  N3     IGU 22 
IGU C4     C4   C 0 1 Y N N 3.964  -0.934 -27.125 1.878  2.962  0.822  C4     IGU 23 
IGU HOP2   2HOP H 0 0 N N N 10.851 -2.672 -31.058 -0.163 -0.014 -5.684 HOP2   IGU 24 
IGU HOP3   3HOP H 0 0 N N N 0.196  0.742  -0.558  0.508  -2.990 -5.907 HOP3   IGU 25 
IGU "H5'"  1H5* H 0 1 N N N 9.972  -0.616 -30.028 0.551  -0.756 -2.359 "H5'"  IGU 26 
IGU "H5''" 2H5* H 0 0 N N N 8.580  -1.129 -30.855 0.917  -2.495 -2.497 "H5''" IGU 27 
IGU "H4'"  H4*  H 0 1 N N N 8.153  1.020  -29.735 3.008  -2.117 -1.157 "H4'"  IGU 28 
IGU "H3'"  H3*  H 0 1 N N N 9.755  0.068  -27.552 0.475  -2.383 -0.018 "H3'"  IGU 29 
IGU "HO3'" *HO3 H 0 0 N Y N 9.250  1.998  -26.590 2.928  -1.706 1.218  "HO3'" IGU 30 
IGU "H2'"  1H2* H 0 1 N N N 7.689  0.018  -25.784 0.008  0.008  -0.009 "H2'"  IGU 31 
IGU "H2''" 2H2* H 0 0 N N N 7.955  -1.381 -26.644 0.635  -0.225 1.641  "H2''" IGU 32 
IGU "H1'"  H1*  H 0 1 N N N 5.868  0.846  -27.345 2.853  0.503  1.007  "H1'"  IGU 33 
IGU H8     H8   H 0 1 N N N 6.483  -2.901 -26.546 1.299  1.866  -2.140 H8     IGU 34 
IGU HN61   1HN6 H 0 0 N N N 1.836  -4.100 -26.043 1.764  7.172  -0.024 HN61   IGU 35 
IGU HN62   2HN6 H 0 0 N N N 0.644  -3.471 -27.013 0.285  6.344  -0.459 HN62   IGU 36 
IGU HN3    HN3  H 0 1 N N N 3.769  1.045  -27.719 2.465  2.108  2.627  HN3    IGU 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 
IGU P     OP1    DOUB N N 1  
IGU P     OP2    SING N N 2  
IGU P     OP3    SING N N 3  
IGU P     "O5'"  SING N N 4  
IGU OP2   HOP2   SING N N 5  
IGU OP3   HOP3   SING N N 6  
IGU "O5'" "C5'"  SING N N 7  
IGU "C5'" "C4'"  SING N N 8  
IGU "C5'" "H5'"  SING N N 9  
IGU "C5'" "H5''" SING N N 10 
IGU "C4'" "O4'"  SING N N 11 
IGU "C4'" "C3'"  SING N N 12 
IGU "C4'" "H4'"  SING N N 13 
IGU "O4'" "C1'"  SING N N 14 
IGU "C3'" "O3'"  SING N N 15 
IGU "C3'" "C2'"  SING N N 16 
IGU "C3'" "H3'"  SING N N 17 
IGU "O3'" "HO3'" SING N N 18 
IGU "C2'" "C1'"  SING N N 19 
IGU "C2'" "H2'"  SING N N 20 
IGU "C2'" "H2''" SING N N 21 
IGU "C1'" N9     SING N N 22 
IGU "C1'" "H1'"  SING N N 23 
IGU N9    C8     SING Y N 24 
IGU N9    C4     SING Y N 25 
IGU C8    N7     DOUB Y N 26 
IGU C8    H8     SING N N 27 
IGU N7    C5     SING Y N 28 
IGU C6    N6     SING N N 29 
IGU C6    C5     SING N N 30 
IGU C6    N1     DOUB N N 31 
IGU N6    HN61   SING N N 32 
IGU N6    HN62   SING N N 33 
IGU C5    C4     DOUB Y N 34 
IGU N1    C2     SING N N 35 
IGU C2    O2     DOUB N N 36 
IGU C2    N3     SING N N 37 
IGU N3    C4     SING N N 38 
IGU N3    HN3    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 
IGU SMILES           ACDLabs              10.04 "O=C2N=C(c1ncn(c1N2)C3OC(C(O)C3)COP(=O)(O)O)N"                                                                                                                          
IGU InChI            InChI                1.02b "InChI=1/C10H14N5O7P/c11-8-7-9(14-10(17)13-8)15(3-12-7)6-1-4(16)5(22-6)2-21-23(18,19)20/h3-6,16H,1-2H2,(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6+/m0/s1/f/h14,18-19H,11H2" 
IGU InChIKey         InChI                1.02b GEQDRKVFKBSPSW-ZFTCRPPQDA                                                                                                                                               
IGU SMILES_CANONICAL CACTVS               3.341 "NC1=NC(=O)Nc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3"                                                                                                           
IGU SMILES           CACTVS               3.341 "NC1=NC(=O)Nc2n(cnc12)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3"                                                                                                               
IGU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O)NC(=O)N=C2N"                                                                                                             
IGU SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1C3CC(C(O3)COP(=O)(O)O)O)NC(=O)N=C2N"                                                                                                                          
# 
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 
IGU "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-deoxy-2-oxoadenosine 5'-(dihydrogen phosphate)
;
IGU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(6-amino-2-oxo-3H-purin-9-yl)-3-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
