data_4X2
# 
_chem_comp.id                                    4X2 
_chem_comp.name                                  "(2-{[(2S)-1-hydroxy-3-(6-oxo-1,6-dihydro-9H-purin-9-yl)propan-2-yl]oxy}ethyl)phosphonic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H15 N4 O6 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-06-16 
_chem_comp.pdbx_modified_date                    2015-10-09 
_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                        318.223 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4X2 
_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        5BRN 
_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 
4X2 N12 N1  N 0 1 Y N N -14.833 15.386 -19.473 2.214  -1.230 -0.464 N12 4X2 1  
4X2 C13 C1  C 0 1 Y N N -14.686 14.503 -18.421 2.284  -0.083 0.278  C13 4X2 2  
4X2 C15 C2  C 0 1 N N N -14.518 12.575 -17.135 2.051  1.474  1.960  C15 4X2 3  
4X2 C17 C3  C 0 1 N N N -14.348 14.587 -16.022 3.234  2.128  0.038  C17 4X2 4  
4X2 C21 C4  C 0 1 Y N N -14.752 16.618 -18.993 2.872  -1.001 -1.635 C21 4X2 5  
4X2 O01 O1  O 0 1 N N N -19.000 20.897 -21.562 -3.167 1.900  -1.482 O01 4X2 6  
4X2 P02 P1  P 0 1 N N N -18.065 19.882 -22.185 -3.677 1.104  -0.178 P02 4X2 7  
4X2 O03 O2  O 0 1 N N N -16.654 20.392 -22.093 -4.376 2.135  0.841  O03 4X2 8  
4X2 O04 O3  O 0 1 N N N -18.446 19.693 -23.640 -4.656 0.071  -0.583 O04 4X2 9  
4X2 C05 C5  C 0 1 N N N -18.222 18.282 -21.280 -2.256 0.308  0.641  C05 4X2 10 
4X2 C06 C6  C 0 1 N N N -17.348 17.158 -21.870 -1.669 -0.762 -0.282 C06 4X2 11 
4X2 O07 O4  O 0 1 N N N -17.114 16.198 -20.857 -0.555 -1.386 0.361  O07 4X2 12 
4X2 C08 C7  C 0 1 N N S -16.493 15.033 -21.300 0.070  -2.406 -0.421 C08 4X2 13 
4X2 C09 C8  C 0 1 N N N -17.192 13.802 -20.737 -0.591 -3.753 -0.124 C09 4X2 14 
4X2 O10 O5  O 0 1 N N N -18.019 13.249 -21.768 -0.345 -4.115 1.236  O10 4X2 15 
4X2 C11 C9  C 0 1 N N N -15.023 15.021 -20.878 1.557  -2.479 -0.069 C11 4X2 16 
4X2 N14 N2  N 0 1 N N N -14.680 13.153 -18.309 1.831  0.279  1.486  N14 4X2 17 
4X2 N16 N3  N 0 1 N N N -14.353 13.258 -15.999 2.743  2.411  1.265  N16 4X2 18 
4X2 O18 O6  O 0 1 N N N -14.171 15.318 -14.812 3.858  2.963  -0.595 O18 4X2 19 
4X2 C19 C10 C 0 1 Y N N -14.519 15.280 -17.266 3.006  0.834  -0.492 C19 4X2 20 
4X2 N20 N4  N 0 1 Y N N -14.565 16.584 -17.657 3.337  0.215  -1.649 N20 4X2 21 
4X2 H1  H1  H 0 1 N N N -14.519 11.496 -17.090 1.668  1.726  2.938  H1  4X2 22 
4X2 H2  H2  H 0 1 N N N -14.825 17.519 -19.585 2.991  -1.721 -2.432 H2  4X2 23 
4X2 H3  H3  H 0 1 N N N -19.623 21.197 -22.214 -2.521 2.594  -1.291 H3  4X2 24 
4X2 H4  H4  H 0 1 N N N -16.295 20.490 -22.967 -5.141 2.597  0.471  H4  4X2 25 
4X2 H5  H5  H 0 1 N N N -17.924 18.443 -20.233 -1.496 1.057  0.860  H5  4X2 26 
4X2 H6  H6  H 0 1 N N N -19.274 17.962 -21.317 -2.587 -0.157 1.571  H6  4X2 27 
4X2 H7  H7  H 0 1 N N N -17.870 16.686 -22.716 -2.429 -1.511 -0.501 H7  4X2 28 
4X2 H8  H8  H 0 1 N N N -16.390 17.574 -22.216 -1.338 -0.298 -1.211 H8  4X2 29 
4X2 H9  H9  H 0 1 N N N -16.534 14.979 -22.398 -0.042 -2.172 -1.480 H9  4X2 30 
4X2 H10 H10 H 0 1 N N N -17.812 14.087 -19.874 -1.666 -3.676 -0.290 H10 4X2 31 
4X2 H11 H11 H 0 1 N N N -16.444 13.060 -20.421 -0.176 -4.515 -0.784 H11 4X2 32 
4X2 H12 H12 H 0 1 N N N -18.465 12.478 -21.437 -0.735 -4.961 1.495  H12 4X2 33 
4X2 H13 H13 H 0 1 N N N -14.620 14.010 -21.036 2.015  -3.314 -0.599 H13 4X2 34 
4X2 H14 H14 H 0 1 N N N -14.472 15.737 -21.505 1.669  -2.624 1.005  H14 4X2 35 
4X2 H15 H15 H 0 1 N N N -14.234 12.771 -15.134 2.886  3.289  1.651  H15 4X2 36 
# 
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 
4X2 O04 P02 DOUB N N 1  
4X2 P02 O03 SING N N 2  
4X2 P02 O01 SING N N 3  
4X2 P02 C05 SING N N 4  
4X2 C06 C05 SING N N 5  
4X2 C06 O07 SING N N 6  
4X2 O10 C09 SING N N 7  
4X2 C08 C11 SING N N 8  
4X2 C08 O07 SING N N 9  
4X2 C08 C09 SING N N 10 
4X2 C11 N12 SING N N 11 
4X2 N12 C21 SING Y N 12 
4X2 N12 C13 SING Y N 13 
4X2 C21 N20 DOUB Y N 14 
4X2 C13 N14 SING N N 15 
4X2 C13 C19 DOUB Y N 16 
4X2 N14 C15 DOUB N N 17 
4X2 N20 C19 SING Y N 18 
4X2 C19 C17 SING N N 19 
4X2 C15 N16 SING N N 20 
4X2 C17 N16 SING N N 21 
4X2 C17 O18 DOUB N N 22 
4X2 C15 H1  SING N N 23 
4X2 C21 H2  SING N N 24 
4X2 O01 H3  SING N N 25 
4X2 O03 H4  SING N N 26 
4X2 C05 H5  SING N N 27 
4X2 C05 H6  SING N N 28 
4X2 C06 H7  SING N N 29 
4X2 C06 H8  SING N N 30 
4X2 C08 H9  SING N N 31 
4X2 C09 H10 SING N N 32 
4X2 C09 H11 SING N N 33 
4X2 O10 H12 SING N N 34 
4X2 C11 H13 SING N N 35 
4X2 C11 H14 SING N N 36 
4X2 N16 H15 SING N N 37 
# 
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 
4X2 SMILES           ACDLabs              12.01 "n1(cnc2c1N=CNC2=O)CC(OCCP(O)(O)=O)CO"                                                                                                
4X2 InChI            InChI                1.03  "InChI=1S/C10H15N4O6P/c15-4-7(20-1-2-21(17,18)19)3-14-6-13-8-9(14)11-5-12-10(8)16/h5-7,15H,1-4H2,(H,11,12,16)(H2,17,18,19)/t7-/m0/s1" 
4X2 InChIKey         InChI                1.03  KECBSFFYQIGYIU-ZETCQYMHSA-N                                                                                                           
4X2 SMILES_CANONICAL CACTVS               3.385 "OC[C@H](Cn1cnc2C(=O)NC=Nc12)OCC[P](O)(O)=O"                                                                                          
4X2 SMILES           CACTVS               3.385 "OC[CH](Cn1cnc2C(=O)NC=Nc12)OCC[P](O)(O)=O"                                                                                           
4X2 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1nc2c(n1C[C@@H](CO)OCCP(=O)(O)O)N=CNC2=O"                                                                                           
4X2 SMILES           "OpenEye OEToolkits" 1.9.2 "c1nc2c(n1CC(CO)OCCP(=O)(O)O)N=CNC2=O"                                                                                                
# 
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 
4X2 "SYSTEMATIC NAME" ACDLabs              12.01 "(2-{[(2S)-1-hydroxy-3-(6-oxo-1,6-dihydro-9H-purin-9-yl)propan-2-yl]oxy}ethyl)phosphonic acid" 
4X2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[(2S)-1-oxidanyl-3-(6-oxidanylidene-1H-purin-9-yl)propan-2-yl]oxyethylphosphonic acid"      
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
4X2 "Create component" 2015-06-16 RCSB 
4X2 "Initial release"  2015-10-14 RCSB 
# 
