data_2X3
# 
_chem_comp.id                                    2X3 
_chem_comp.name                                  
;(8S)-3',8-cyclo-7,8-dihydroguanosine 5'-triphosphate
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H16 N5 O14 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-04-01 
_chem_comp.pdbx_modified_date                    2015-04-24 
_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                        523.180 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2X3 
_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        4PYF 
_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 
2X3 C2  C2  C 0 1 N N N -4.091  114.158 127.677 -6.313 -2.675 -0.551 C2  2X3 1  
2X3 C4  C4  C 0 1 N N N -6.008  115.062 126.708 -4.808 -0.915 -0.501 C4  2X3 2  
2X3 C5  C5  C 0 1 N N N -5.461  116.293 126.647 -5.425 -0.417 0.649  C5  2X3 3  
2X3 C6  C6  C 0 1 N N N -4.204  116.495 127.071 -6.549 -1.078 1.153  C6  2X3 4  
2X3 C8  C8  C 0 1 N N S -7.536  116.412 125.670 -3.484 0.730  0.327  C8  2X3 5  
2X3 O6  O6  O 0 1 N N N -3.683  117.616 126.993 -7.129 -0.652 2.140  O6  2X3 6  
2X3 OBD OBD O 0 1 N N N -13.982 112.590 121.317 6.835  -2.503 -0.803 OBD 2X3 7  
2X3 PBC PBC P 0 1 N N N -14.878 113.607 120.744 6.979  -0.900 -0.847 PBC 2X3 8  
2X3 OBE OBE O 0 1 N N N -14.687 113.995 119.336 7.902  -0.459 0.223  OBE 2X3 9  
2X3 OBF OBF O 0 1 N N N -16.205 113.802 121.350 7.565  -0.454 -2.279 OBF 2X3 10 
2X3 OAZ OAZ O 0 1 N N N -14.167 114.901 121.394 5.535  -0.225 -0.623 OAZ 2X3 11 
2X3 PAY PAY P 0 1 N N N -14.223 115.181 122.981 4.630  0.077  0.674  PAY 2X3 12 
2X3 OBA OBA O 0 1 N N N -15.045 116.385 123.225 4.717  -1.065 1.612  OBA 2X3 13 
2X3 OBB OBB O 0 1 N N N -14.540 113.927 123.700 5.163  1.411  1.401  OBB 2X3 14 
2X3 OAV OAV O 0 1 N N N -12.689 115.554 123.296 3.099  0.287  0.223  OAV 2X3 15 
2X3 PAU PAU P 0 1 N N N -11.537 114.454 123.082 1.695  0.309  1.010  PAU 2X3 16 
2X3 OAW OAW O 0 1 N N N -11.465 114.109 121.645 1.831  1.124  2.238  OAW 2X3 17 
2X3 OAX OAX O 0 1 N N N -11.713 113.380 124.083 1.277  -1.194 1.406  OAX 2X3 18 
2X3 OAT OAT O 0 1 N N N -10.199 115.302 123.455 0.560  0.950  0.064  OAT 2X3 19 
2X3 CAR CAR C 0 1 N N N -10.251 116.447 124.328 -0.773 1.204  0.511  CAR 2X3 20 
2X3 CAP CAP C 0 1 N N R -10.024 115.992 125.776 -1.587 1.812  -0.633 CAP 2X3 21 
2X3 OAO OAO O 0 1 N N N -9.588  114.623 125.824 -1.788 0.845  -1.686 OAO 2X3 22 
2X3 CAN CAN C 0 1 N N R -8.543  114.599 126.812 -3.199 0.751  -1.992 CAN 2X3 23 
2X3 N9  N9  N 0 1 N N N -7.270  115.140 126.339 -3.881 0.011  -0.909 N9  2X3 24 
2X3 N3  N3  N 0 1 N N N -5.358  114.025 127.250 -5.260 -2.056 -1.035 N3  2X3 25 
2X3 N2  N2  N 0 1 N N N -3.446  113.109 128.178 -6.739 -3.837 -1.143 N2  2X3 26 
2X3 N1  N1  N 0 1 N N N -3.477  115.409 127.591 -6.987 -2.192 0.529  N1  2X3 27 
2X3 N7  N7  N 0 1 N N N -6.349  117.159 126.130 -4.695 0.701  1.133  N7  2X3 28 
2X3 CAL CAL C 0 1 N N S -8.851  116.711 126.439 -3.054 2.139  -0.160 CAL 2X3 29 
2X3 OAS OAS O 0 1 N N N -9.123  118.114 126.665 -3.249 3.240  0.730  OAS 2X3 30 
2X3 CAM CAM C 0 1 N N R -8.751  115.869 127.669 -3.698 2.196  -1.597 CAM 2X3 31 
2X3 OAQ OAQ O 0 1 N N N -9.969  115.875 128.419 -3.119 3.216  -2.414 OAQ 2X3 32 
2X3 H2  H2  H 0 1 N N N -7.661  116.356 124.579 -2.668 0.215  0.834  H2  2X3 33 
2X3 H3  H3  H 0 1 N N N -13.362 112.305 120.656 6.243  -2.864 -1.478 H3  2X3 34 
2X3 H4  H4  H 0 1 N N N -16.795 114.176 120.707 8.435  -0.825 -2.481 H4  2X3 35 
2X3 H5  H5  H 0 1 N N N -15.288 114.068 124.269 5.135  2.201  0.844  H5  2X3 36 
2X3 H6  H6  H 0 1 N N N -11.761 112.540 123.642 1.170  -1.786 0.649  H6  2X3 37 
2X3 H7  H7  H 0 1 N N N -9.467  117.164 124.041 -1.235 0.269  0.828  H7  2X3 38 
2X3 H8  H8  H 0 1 N N N -11.237 116.928 124.244 -0.749 1.900  1.349  H8  2X3 39 
2X3 H9  H9  H 0 1 N N N -10.941 116.142 126.365 -1.097 2.705  -1.020 H9  2X3 40 
2X3 H10 H10 H 0 1 N N N -8.468  113.674 127.403 -3.431 0.428  -3.007 H10 2X3 41 
2X3 H11 H11 H 0 1 N N N -3.904  112.222 128.237 -6.264 -4.193 -1.910 H11 2X3 42 
2X3 H12 H12 H 0 1 N N N -2.503  113.207 128.496 -7.515 -4.303 -0.794 H12 2X3 43 
2X3 H13 H13 H 0 1 N N N -5.936  117.641 125.357 -4.949 1.311  1.844  H13 2X3 44 
2X3 H15 H15 H 0 1 N N N -9.941  118.206 127.139 -2.962 4.091  0.371  H15 2X3 45 
2X3 H16 H16 H 0 1 N N N -7.861  116.105 128.271 -4.785 2.266  -1.564 H16 2X3 46 
2X3 H17 H17 H 0 1 N N N -10.030 116.681 128.919 -3.333 3.136  -3.354 H17 2X3 47 
2X3 H18 H18 H 0 1 N N N -2.532  115.531 127.895 -7.782 -2.648 0.849  H18 2X3 48 
# 
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 
2X3 C2  N2  SING N N 1  
2X3 C4  N3  SING N N 2  
2X3 C5  C4  DOUB N N 3  
2X3 C5  C6  SING N N 4  
2X3 C6  N1  SING N N 5  
2X3 C8  N7  SING N N 6  
2X3 C8  N9  SING N N 7  
2X3 C8  CAL SING N N 8  
2X3 C8  H2  SING N N 9  
2X3 O6  C6  DOUB N N 10 
2X3 OBD H3  SING N N 11 
2X3 PBC OBD SING N N 12 
2X3 PBC OBF SING N N 13 
2X3 PBC OAZ SING N N 14 
2X3 OBE PBC DOUB N N 15 
2X3 OBF H4  SING N N 16 
2X3 OAZ PAY SING N N 17 
2X3 PAY OBA DOUB N N 18 
2X3 PAY OAV SING N N 19 
2X3 PAY OBB SING N N 20 
2X3 OBB H5  SING N N 21 
2X3 PAU OAV SING N N 22 
2X3 PAU OAT SING N N 23 
2X3 PAU OAX SING N N 24 
2X3 OAW PAU DOUB N N 25 
2X3 OAX H6  SING N N 26 
2X3 OAT CAR SING N N 27 
2X3 CAR CAP SING N N 28 
2X3 CAR H7  SING N N 29 
2X3 CAR H8  SING N N 30 
2X3 CAP OAO SING N N 31 
2X3 CAP CAL SING N N 32 
2X3 CAP H9  SING N N 33 
2X3 OAO CAN SING N N 34 
2X3 CAN CAM SING N N 35 
2X3 CAN H10 SING N N 36 
2X3 N9  C4  SING N N 37 
2X3 N9  CAN SING N N 38 
2X3 N3  C2  DOUB N N 39 
2X3 N2  H11 SING N N 40 
2X3 N2  H12 SING N N 41 
2X3 N1  C2  SING N N 42 
2X3 N7  C5  SING N N 43 
2X3 N7  H13 SING N N 44 
2X3 CAL OAS SING N N 45 
2X3 CAL CAM SING N N 46 
2X3 OAS H15 SING N N 47 
2X3 CAM OAQ SING N N 48 
2X3 CAM H16 SING N N 49 
2X3 OAQ H17 SING N N 50 
2X3 N1  H18 SING N N 51 
# 
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 
2X3 InChI            InChI                1.03  
"InChI=1S/C10H16N5O14P3/c11-9-13-5-3(6(17)14-9)12-8-10(18)2(27-7(4(10)16)15(5)8)1-26-31(22,23)29-32(24,25)28-30(19,20)21/h2,4,7-8,12,16,18H,1H2,(H,22,23)(H,24,25)(H2,19,20,21)(H3,11,13,14,17)/t2-,4+,7-,8+,10-/m1/s1" 
2X3 InChIKey         InChI                1.03  HRBCPXBJAWPPIC-FKPGNCNUSA-N 
2X3 SMILES_CANONICAL CACTVS               3.370 "NC1=NC2=C(N[C@H]3N2[C@@H]4O[C@H](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)[C@@]3(O)[C@H]4O)C(=O)N1" 
2X3 SMILES           CACTVS               3.370 "NC1=NC2=C(N[CH]3N2[CH]4O[CH](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)[C]3(O)[CH]4O)C(=O)N1" 
2X3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C(C1C2(C(C(O1)N3C2NC4=C3N=C(NC4=O)N)O)O)OP(=O)(O)OP(=O)(O)OP(=O)(O)O" 
2X3 SMILES           "OpenEye OEToolkits" 1.7.6 "C(C1C2(C(C(O1)N3C2NC4=C3N=C(NC4=O)N)O)O)OP(=O)(O)OP(=O)(O)OP(=O)(O)O" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
2X3 "Create component" 2014-04-01 RCSB 
2X3 "Initial release"  2015-04-29 RCSB 
# 
