data_A1IVH
# 
_chem_comp.id                                    A1IVH 
_chem_comp.name                                  "[5-[2-chloranyl-6-[methyl-(phenylmethyl)amino]purin-9-yl]pentoxy-oxidanyl-phosphoryl]methylphosphonic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H26 Cl N5 O6 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-11-29 
_chem_comp.pdbx_modified_date                    2025-05-23 
_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                        517.840 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IVH 
_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        9HJG 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_chem_comp.pdbx_pcm                              ? 
# 
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.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
A1IVH N3   N1  N  0 1 Y N N N N N 18.412 14.186 31.845 2.687   1.712  0.423  N3   A1IVH 1  
A1IVH C4   C1  C  0 1 Y N N N N N 18.544 14.103 33.182 2.773   0.581  1.117  C4   A1IVH 2  
A1IVH C5   C2  C  0 1 Y N N N N N 19.740 14.069 33.872 3.957   -0.173 1.048  C5   A1IVH 3  
A1IVH C6   C3  C  0 1 Y N N N N N 20.929 14.093 33.104 5.004   0.306  0.243  C6   A1IVH 4  
A1IVH C8   C4  C  0 1 N N N N N N 22.916 12.674 33.296 7.133   0.296  -0.754 C8   A1IVH 5  
A1IVH C10  C5  C  0 1 Y N N N N N 22.549 10.205 33.629 8.273   -1.464 -2.122 C10  A1IVH 6  
A1IVH C13  C6  C  0 1 Y N N N N N 21.018 10.662 35.878 10.498  -1.396 -0.482 C13  A1IVH 7  
A1IVH C15  C7  C  0 1 N N N N N N 22.961 14.871 34.399 6.791   -0.620 1.461  C15  A1IVH 8  
A1IVH C20  C8  C  0 1 N N N N N N 16.121 13.773 33.855 0.578   0.291  2.342  C20  A1IVH 9  
A1IVH C21  C9  C  0 1 N N N N N N 15.211 14.746 34.599 -0.414  -0.195 1.284  C21  A1IVH 10 
A1IVH C22  C10 C  0 1 N N N N N N 13.749 14.293 34.616 -1.832  0.218  1.685  C22  A1IVH 11 
A1IVH C24  C11 C  0 1 N N N N N N 11.553 14.611 35.892 -4.241  0.145  1.028  C24  A1IVH 12 
A1IVH C11  C12 C  0 1 Y N N N N N 21.992 9.141  34.314 9.350   -2.290 -2.384 C11  A1IVH 13 
A1IVH C12  C13 C  0 1 Y N N N N N 21.225 9.367  35.439 10.462  -2.256 -1.564 C12  A1IVH 14 
A1IVH C14  C14 C  0 1 Y N N N N N 21.576 11.725 35.194 9.420   -0.570 -0.220 C14  A1IVH 15 
A1IVH C18  C15 C  0 1 Y N N N N N 18.183 13.905 35.315 2.597   -1.223 2.372  C18  A1IVH 16 
A1IVH C2   C16 C  0 1 Y N N N N N 19.590 14.216 31.247 3.695   2.123  -0.319 C2   A1IVH 17 
A1IVH C23  C17 C  0 1 N N N N N N 12.843 15.228 35.403 -2.823  -0.268 0.627  C23  A1IVH 18 
A1IVH C27  C18 C  0 1 N N N N N N 9.636  17.910 37.269 -7.597  -0.909 -1.230 C27  A1IVH 19 
A1IVH C9   C19 C  0 1 Y N N N N N 22.346 11.508 34.061 8.308   -0.604 -1.040 C9   A1IVH 20 
A1IVH N16  N2  N  0 1 Y N N N N N 20.810 14.181 31.764 4.827   1.447  -0.414 N16  A1IVH 21 
A1IVH N17  N3  N  0 1 Y N N N N N 19.489 13.945 35.248 3.782   -1.261 1.837  N17  A1IVH 22 
A1IVH N19  N4  N  0 1 Y N N N N N 17.552 13.990 34.106 1.935   -0.105 1.958  N19  A1IVH 23 
A1IVH N7   N5  N  0 1 N N N N N N 22.196 13.925 33.592 6.193   -0.395 0.138  N7   A1IVH 24 
A1IVH O25  O1  O  0 1 N N N N N N 10.804 15.621 36.621 -5.167  -0.309 0.039  O25  A1IVH 25 
A1IVH O29  O2  O  0 1 N N N N N N 9.553  18.989 39.707 -9.941  -1.175 0.287  O29  A1IVH 26 
A1IVH O30  O3  O  0 1 N N N N N N 11.684 19.306 38.367 -9.660  0.839  -1.208 O30  A1IVH 27 
A1IVH O31  O4  O  0 1 N N N N N N 11.111 17.038 39.320 -10.137 -1.373 -2.327 O31  A1IVH 28 
A1IVH O32  O5  O  0 1 N N N N N N 10.571 17.376 34.766 -7.258  -0.565 1.431  O32  A1IVH 29 
A1IVH O33  O6  O  0 1 N N N N N N 8.571  16.006 35.693 -7.045  1.531  0.041  O33  A1IVH 30 
A1IVH P26  P1  P  0 1 N N N N N N 9.862  16.732 35.921 -6.753  -0.049 0.138  P26  A1IVH 31 
A1IVH P28  P2  P  0 1 N N N N N N 10.571 18.345 38.773 -9.392  -0.614 -1.118 P28  A1IVH 32 
A1IVH CL1  CL1 CL 0 0 N N N N N N 19.528 14.286 29.503 3.531   3.607  -1.205 CL1  A1IVH 33 
A1IVH H8B  H1  H  0 1 N N N N N N 22.839 12.465 32.219 7.484   1.210  -0.275 H8B  A1IVH 34 
A1IVH H8A  H2  H  0 1 N N N N N N 23.974 12.798 33.571 6.631   0.545  -1.689 H8A  A1IVH 35 
A1IVH H10  H3  H  0 1 N N N N N N 23.148 10.020 32.749 7.405   -1.487 -2.765 H10  A1IVH 36 
A1IVH H13  H4  H  0 1 N N N N N N 20.419 10.843 36.758 11.367  -1.369 0.158  H13  A1IVH 37 
A1IVH H15A H5  H  0 0 N N N N N N 23.946 14.442 34.632 6.100   -1.194 2.079  H15A A1IVH 38 
A1IVH H15C H6  H  0 0 N N N N N N 23.093 15.808 33.838 7.723   -1.173 1.349  H15C A1IVH 39 
A1IVH H15B H7  H  0 0 N N N N N N 22.420 15.076 35.334 6.992   0.340  1.937  H15B A1IVH 40 
A1IVH H20B H8  H  0 0 N N N N N N 15.938 13.883 32.776 0.524   1.377  2.419  H20B A1IVH 41 
A1IVH H20A H9  H  0 0 N N N N N N 15.865 12.750 34.168 0.329   -0.154 3.306  H20A A1IVH 42 
A1IVH H21B H10 H  0 0 N N N N N N 15.564 14.834 35.637 -0.165  0.249  0.321  H21B A1IVH 43 
A1IVH H21A H11 H  0 0 N N N N N N 15.269 15.728 34.107 -0.361  -1.281 1.208  H21A A1IVH 44 
A1IVH H22B H12 H  0 0 N N N N N N 13.386 14.244 33.579 -2.081  -0.227 2.648  H22B A1IVH 45 
A1IVH H22A H13 H  0 0 N N N N N N 13.698 13.292 35.070 -1.885  1.304  1.762  H22A A1IVH 46 
A1IVH H24B H14 H  0 0 N N N N N N 10.962 14.259 35.034 -4.490  -0.299 1.991  H24B A1IVH 47 
A1IVH H24A H15 H  0 0 N N N N N N 11.776 13.763 36.557 -4.295  1.231  1.104  H24A A1IVH 48 
A1IVH H11  H16 H  0 1 N N N N N N 22.157 8.131  33.968 9.322   -2.962 -3.229 H11  A1IVH 49 
A1IVH H12  H17 H  0 1 N N N N N N 20.789 8.536  35.974 11.304  -2.901 -1.769 H12  A1IVH 50 
A1IVH H14  H18 H  0 1 N N N N N N 21.411 12.733 35.545 9.448   0.102  0.625  H14  A1IVH 51 
A1IVH H18  H19 H  0 1 N N N N N N 17.648 13.812 36.249 2.196   -1.967 3.044  H18  A1IVH 52 
A1IVH H23A H20 H  0 0 N N N N N N 13.403 15.587 36.279 -2.574  0.176  -0.337 H23A A1IVH 53 
A1IVH H23B H21 H  0 0 N N N N N N 12.589 16.081 34.756 -2.770  -1.354 0.550  H23B A1IVH 54 
A1IVH H27B H22 H  0 0 N N N N N N 9.564  18.872 36.741 -7.225  -0.529 -2.182 H27B A1IVH 55 
A1IVH H27A H23 H  0 0 N N N N N N 8.648  17.636 37.668 -7.399  -1.978 -1.164 H27A A1IVH 56 
A1IVH H1   H24 H  0 1 N N N N N N 9.800  19.891 39.872 -9.799  -2.123 0.415  H1   A1IVH 57 
A1IVH H2   H25 H  0 1 N N N N N N 12.061 17.058 39.309 -11.097 -1.260 -2.330 H2   A1IVH 58 
A1IVH H3   H26 H  0 1 N N N N N N 8.343  16.046 34.772 -6.740  1.937  -0.782 H3   A1IVH 59 
# 
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 
A1IVH CL1 C2   SING N N 1  
A1IVH C2  N16  DOUB Y N 2  
A1IVH C2  N3   SING Y N 3  
A1IVH N16 C6   SING Y N 4  
A1IVH N3  C4   DOUB Y N 5  
A1IVH C6  N7   SING N N 6  
A1IVH C6  C5   DOUB Y N 7  
A1IVH C4  C5   SING Y N 8  
A1IVH C4  N19  SING Y N 9  
A1IVH C8  N7   SING N N 10 
A1IVH C8  C9   SING N N 11 
A1IVH N7  C15  SING N N 12 
A1IVH C10 C9   DOUB Y N 13 
A1IVH C10 C11  SING Y N 14 
A1IVH C20 N19  SING N N 15 
A1IVH C20 C21  SING N N 16 
A1IVH C5  N17  SING Y N 17 
A1IVH C9  C14  SING Y N 18 
A1IVH N19 C18  SING Y N 19 
A1IVH C11 C12  DOUB Y N 20 
A1IVH C21 C22  SING N N 21 
A1IVH C22 C23  SING N N 22 
A1IVH O32 P26  DOUB N N 23 
A1IVH C14 C13  DOUB Y N 24 
A1IVH N17 C18  DOUB Y N 25 
A1IVH C23 C24  SING N N 26 
A1IVH C12 C13  SING Y N 27 
A1IVH O33 P26  SING N N 28 
A1IVH C24 O25  SING N N 29 
A1IVH P26 O25  SING N N 30 
A1IVH P26 C27  SING N N 31 
A1IVH C27 P28  SING N N 32 
A1IVH O30 P28  DOUB N N 33 
A1IVH P28 O31  SING N N 34 
A1IVH P28 O29  SING N N 35 
A1IVH C8  H8B  SING N N 36 
A1IVH C8  H8A  SING N N 37 
A1IVH C10 H10  SING N N 38 
A1IVH C13 H13  SING N N 39 
A1IVH C15 H15A SING N N 40 
A1IVH C15 H15C SING N N 41 
A1IVH C15 H15B SING N N 42 
A1IVH C20 H20B SING N N 43 
A1IVH C20 H20A SING N N 44 
A1IVH C21 H21B SING N N 45 
A1IVH C21 H21A SING N N 46 
A1IVH C22 H22B SING N N 47 
A1IVH C22 H22A SING N N 48 
A1IVH C24 H24B SING N N 49 
A1IVH C24 H24A SING N N 50 
A1IVH C11 H11  SING N N 51 
A1IVH C12 H12  SING N N 52 
A1IVH C14 H14  SING N N 53 
A1IVH C18 H18  SING N N 54 
A1IVH C23 H23A SING N N 55 
A1IVH C23 H23B SING N N 56 
A1IVH C27 H27B SING N N 57 
A1IVH C27 H27A SING N N 58 
A1IVH O29 H1   SING N N 59 
A1IVH O31 H2   SING N N 60 
A1IVH O33 H3   SING N N 61 
# 
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 
A1IVH InChI            InChI                1.06  "InChI=1S/C19H26ClN5O6P2/c1-24(12-15-8-4-2-5-9-15)17-16-18(23-19(20)22-17)25(13-21-16)10-6-3-7-11-31-33(29,30)14-32(26,27)28/h2,4-5,8-9,13H,3,6-7,10-12,14H2,1H3,(H,29,30)(H2,26,27,28)" 
A1IVH InChIKey         InChI                1.06  OLMZSRUZLJBCCU-UHFFFAOYSA-N                                                                                                                                                              
A1IVH SMILES_CANONICAL CACTVS               3.385 "CN(Cc1ccccc1)c2nc(Cl)nc3n(CCCCCO[P](O)(=O)C[P](O)(O)=O)cnc23"                                                                                                                           
A1IVH SMILES           CACTVS               3.385 "CN(Cc1ccccc1)c2nc(Cl)nc3n(CCCCCO[P](O)(=O)C[P](O)(O)=O)cnc23"                                                                                                                           
A1IVH SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN(Cc1ccccc1)c2c3c(nc(n2)Cl)n(cn3)CCCCCOP(=O)(CP(=O)(O)O)O"                                                                                                                             
A1IVH SMILES           "OpenEye OEToolkits" 2.0.7 "CN(Cc1ccccc1)c2c3c(nc(n2)Cl)n(cn3)CCCCCOP(=O)(CP(=O)(O)O)O"                                                                                                                             
# 
_pdbx_chem_comp_identifier.comp_id           A1IVH 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "[5-[2-chloranyl-6-[methyl-(phenylmethyl)amino]purin-9-yl]pentoxy-oxidanyl-phosphoryl]methylphosphonic 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 
A1IVH "Create component" 2024-11-29 PDBE 
A1IVH "Initial release"  2025-05-28 RCSB 
# 
