data_8OP
# 
_chem_comp.id                                    8OP 
_chem_comp.name                                  "[(2R,3S,4R,5R)-5-(6-azanyl-8-oxo-7H-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H14 N5 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2010-05-19 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        363.221 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     8OP 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3MWK 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
8OP P    P    P 0 1 N N N 61.809 34.107 -6.202 4.690  -1.124 -0.270 P    8OP 1  
8OP O1P  O1P  O 0 1 N N N 61.321 32.609 -6.254 4.399  -2.054 1.012  O1P  8OP 2  
8OP O2P  O2P  O 0 1 N N N 61.051 35.024 -7.207 5.808  -0.203 0.032  O2P  8OP 3  
8OP O3P  O3P  O 0 1 N N N 63.369 34.265 -6.162 5.081  -2.050 -1.527 O3P  8OP 4  
8OP O50  O50  O 0 1 N N N 61.285 34.637 -4.751 3.372  -0.269 -0.622 O50  8OP 5  
8OP C50  C50  C 0 1 N N N 61.954 34.247 -3.567 2.832  0.725  0.251  C50  8OP 6  
8OP C40  C40  C 0 1 N N R 61.504 35.247 -2.515 1.585  1.342  -0.387 C40  8OP 7  
8OP O40  O40  O 0 1 N N N 60.072 35.323 -2.359 0.543  0.356  -0.474 O40  8OP 8  
8OP C30  C30  C 0 1 N N S 61.973 34.808 -1.150 1.058  2.489  0.497  C30  8OP 9  
8OP O30  O30  O 0 1 N N N 63.393 34.967 -1.042 1.059  3.720  -0.228 O30  8OP 10 
8OP C20  C20  C 0 1 N N R 61.141 35.821 -0.360 -0.391 2.065  0.843  C20  8OP 11 
8OP O20  O20  O 0 1 N N N 61.852 37.034 -0.415 -1.277 3.185  0.784  O20  8OP 12 
8OP C10  C10  C 0 1 N N R 59.836 35.989 -1.122 -0.709 1.048  -0.282 C10  8OP 13 
8OP N9   N9   N 0 1 N N N 58.666 35.369 -0.427 -1.754 0.114  0.148  N9   8OP 14 
8OP C8   C8   C 0 1 N N N 58.656 34.157 0.341  -1.674 -0.725 1.198  C8   8OP 15 
8OP O8   O8   O 0 1 N N N 59.682 33.578 0.779  -0.718 -0.827 1.944  O8   8OP 16 
8OP N7   N7   N 0 1 N N N 57.312 33.735 0.607  -2.816 -1.434 1.297  N7   8OP 17 
8OP C5   C5   C 0 1 Y N N 56.482 34.695 -0.083 -3.664 -1.033 0.268  C5   8OP 18 
8OP C6   C6   C 0 1 Y N N 55.110 34.825 -0.239 -4.948 -1.395 -0.138 C6   8OP 19 
8OP N6   N6   N 0 1 N N N 54.162 33.934 0.281  -5.662 -2.365 0.552  N6   8OP 20 
8OP N1   N1   N 0 1 Y N N 54.654 35.850 -0.974 -5.474 -0.789 -1.200 N1   8OP 21 
8OP C2   C2   C 0 1 Y N N 55.483 36.736 -1.559 -4.800 0.134  -1.858 C2   8OP 22 
8OP N3   N3   N 0 1 Y N N 56.814 36.694 -1.436 -3.585 0.502  -1.506 N3   8OP 23 
8OP C4   C4   C 0 1 Y N N 57.295 35.666 -0.682 -2.989 -0.048 -0.454 C4   8OP 24 
8OP HO1P HO1P H 0 0 N N N 60.633 32.522 -6.904 3.676  -2.683 0.885  HO1P 8OP 25 
8OP HO3P HO3P H 0 0 N N N 63.637 34.929 -6.787 5.868  -2.594 -1.385 HO3P 8OP 26 
8OP H50  H50  H 0 1 N N N 61.680 33.221 -3.279 2.565  0.267  1.203  H50  8OP 27 
8OP H50A H50A H 0 0 N N N 63.045 34.280 -3.701 3.576  1.504  0.419  H50A 8OP 28 
8OP H40  H40  H 0 1 N N N 61.917 36.207 -2.858 1.825  1.717  -1.382 H40  8OP 29 
8OP H30  H30  H 0 1 N N N 61.839 33.761 -0.842 1.657  2.580  1.402  H30  8OP 30 
8OP HO30 HO30 H 0 0 N N N 63.679 34.688 -0.180 0.736  4.476  0.280  HO30 8OP 31 
8OP H20  H20  H 0 1 N N N 60.953 35.515 0.680  -0.433 1.589  1.823  H20  8OP 32 
8OP HO20 HO20 H 0 0 N N N 61.376 37.703 0.064  -1.062 3.890  1.410  HO20 8OP 33 
8OP H10  H10  H 0 1 N N N 59.577 37.053 -1.227 -1.007 1.565  -1.194 H10  8OP 34 
8OP HN7  HN7  H 0 1 N N N 57.015 32.950 1.150  -3.013 -2.106 1.968  HN7  8OP 35 
8OP HN6  HN6  H 0 1 N N N 53.245 34.223 0.004  -5.268 -2.799 1.324  HN6  8OP 36 
8OP HN6A HN6A H 0 0 N N N 54.342 33.015 -0.069 -6.554 -2.608 0.260  HN6A 8OP 37 
8OP H2   H2   H 0 1 N N N 55.050 37.522 -2.159 -5.260 0.603  -2.716 H2   8OP 38 
# 
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 
8OP P   O1P  SING N N 1  
8OP P   O2P  DOUB N N 2  
8OP P   O3P  SING N N 3  
8OP P   O50  SING N N 4  
8OP O50 C50  SING N N 5  
8OP C50 C40  SING N N 6  
8OP C40 O40  SING N N 7  
8OP C40 C30  SING N N 8  
8OP O40 C10  SING N N 9  
8OP C30 O30  SING N N 10 
8OP C30 C20  SING N N 11 
8OP C20 O20  SING N N 12 
8OP C20 C10  SING N N 13 
8OP C10 N9   SING N N 14 
8OP N9  C8   SING N N 15 
8OP N9  C4   SING N N 16 
8OP C8  O8   DOUB N N 17 
8OP C8  N7   SING N N 18 
8OP N7  C5   SING N N 19 
8OP C5  C6   DOUB Y N 20 
8OP C5  C4   SING Y N 21 
8OP C6  N6   SING N N 22 
8OP C6  N1   SING Y N 23 
8OP N1  C2   DOUB Y N 24 
8OP C2  N3   SING Y N 25 
8OP N3  C4   DOUB Y N 26 
8OP O1P HO1P SING N N 27 
8OP O3P HO3P SING N N 28 
8OP C50 H50  SING N N 29 
8OP C50 H50A SING N N 30 
8OP C40 H40  SING N N 31 
8OP C30 H30  SING N N 32 
8OP O30 HO30 SING N N 33 
8OP C20 H20  SING N N 34 
8OP O20 HO20 SING N N 35 
8OP C10 H10  SING N N 36 
8OP N7  HN7  SING N N 37 
8OP N6  HN6  SING N N 38 
8OP N6  HN6A SING N N 39 
8OP C2  H2   SING N N 40 
# 
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 
8OP SMILES           ACDLabs              12.01 "O=P(O)(O)OCC3OC(N2C(=O)Nc1c(ncnc12)N)C(O)C3O"                                                                                                                            
8OP SMILES_CANONICAL CACTVS               3.370 "Nc1ncnc2N([C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O)C(=O)Nc12"                                                                                                        
8OP SMILES           CACTVS               3.370 "Nc1ncnc2N([CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O)C(=O)Nc12"                                                                                                              
8OP SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)N(C(=O)N2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)N"                                                                                                    
8OP SMILES           "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)N(C(=O)N2)C3C(C(C(O3)COP(=O)(O)O)O)O)N"                                                                                                                      
8OP InChI            InChI                1.03  "InChI=1S/C10H14N5O8P/c11-7-4-8(13-2-12-7)15(10(18)14-4)9-6(17)5(16)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,14,18)(H2,11,12,13)(H2,19,20,21)/t3-,5-,6-,9-/m1/s1" 
8OP InChIKey         InChI                1.03  JPZDUYBDBSYCDZ-UUOKFMHZSA-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 
8OP "SYSTEMATIC NAME" ACDLabs              12.01 
;8-oxoadenosine 5'-(dihydrogen phosphate)
;
8OP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[(2R,3S,4R,5R)-5-(6-azanyl-8-oxo-7H-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
8OP "Create component"     2010-05-19 PDBJ 
8OP "Modify aromatic_flag" 2011-06-04 RCSB 
8OP "Modify descriptor"    2011-06-04 RCSB 
# 
