data_A1IXI
# 
_chem_comp.id                                    A1IXI 
_chem_comp.name                                  "9-deazaguanosine-5'-monophosphate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H15 N4 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "[(2~{R},3~{S},4~{R},5~{R})-5-(2-azanyl-4-oxidanyl-5~{H}-pyrrolo[3,2-d]pyrimidin-7-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl dihydrogen phosphate" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-12-19 
_chem_comp.pdbx_modified_date                    2025-11-07 
_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                        362.233 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IXI 
_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        9HS2 
_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 
A1IXI C9  C1  C 0 1 N N N N N N 22.250 -70.811 24.819 2.920  -0.575 -0.530 C9  A1IXI 1  
A1IXI C8  C2  C 0 1 N N R N N N 22.637 -71.977 25.671 1.922  -1.496 0.175  C8  A1IXI 2  
A1IXI C5  C3  C 0 1 N N R N N N 22.083 -73.616 24.539 -0.193 -0.611 -0.148 C5  A1IXI 3  
A1IXI C6  C4  C 0 1 N N R N N N 23.541 -74.014 24.957 -0.256 -2.031 -0.779 C6  A1IXI 4  
A1IXI O6  O1  O 0 1 N N N N N N 25.239 -72.596 25.820 1.423  -3.789 -0.496 O6  A1IXI 5  
A1IXI N1  N1  N 0 1 Y N N N N N 19.249 -75.196 23.241 -3.028 -0.042 2.130  N1  A1IXI 6  
A1IXI C2  C5  C 0 1 Y N N N N N 19.610 -76.221 24.010 -3.629 0.405  0.974  C2  A1IXI 7  
A1IXI N2  N2  N 0 1 Y N N N N N 21.348 -76.783 25.526 -3.030 0.635  -1.303 N2  A1IXI 8  
A1IXI N3  N3  N 0 1 Y N N N N N 19.654 -78.310 25.108 -5.145 1.267  -0.593 N3  A1IXI 9  
A1IXI C4  C6  C 0 1 Y N N N N N 21.127 -74.574 24.228 -1.488 -0.284 0.551  C4  A1IXI 10 
A1IXI C1  C7  C 0 1 Y N N N N N 20.130 -74.216 23.360 -1.754 -0.449 1.860  C1  A1IXI 11 
A1IXI C10 C8  C 0 1 Y N N N N N 20.780 -77.974 25.731 -4.234 1.122  -1.548 C10 A1IXI 12 
A1IXI C11 C9  C 0 1 Y N N N N N 19.038 -77.487 24.251 -4.888 0.925  0.663  C11 A1IXI 13 
A1IXI C3  C10 C 0 1 Y N N N N N 20.791 -75.886 24.682 -2.691 0.267  -0.065 C3  A1IXI 14 
A1IXI C7  C11 C 0 1 N N S N N N 23.981 -72.843 25.043 1.241  -2.417 -0.855 C7  A1IXI 15 
A1IXI N4  N4  N 0 1 N N N N N N 21.336 -78.971 26.624 -4.555 1.496  -2.844 N4  A1IXI 16 
A1IXI O1  O2  O 0 1 N N N N N N 21.575 -72.740 25.684 0.891  -0.713 0.800  O1  A1IXI 17 
A1IXI O2  O3  O 0 1 N N N N N N 22.405 -69.666 25.641 3.624  0.199  0.443  O2  A1IXI 18 
A1IXI O3  O4  O 0 1 N N N N N N 24.819 -68.805 26.327 5.795  0.626  -0.771 O3  A1IXI 19 
A1IXI O4  O5  O 0 1 N N N N N N 23.387 -67.384 24.817 4.085  2.482  -0.778 O4  A1IXI 20 
A1IXI O5  O6  O 0 1 N N N N N N 24.381 -69.525 24.097 5.424  1.861  1.398  O5  A1IXI 21 
A1IXI O7  O7  O 0 1 N N N N N N 23.646 -74.862 26.222 -0.974 -2.933 0.065  O7  A1IXI 22 
A1IXI O8  O8  O 0 1 N N N N N N 17.842 -77.898 23.621 -5.828 1.078  1.627  O8  A1IXI 23 
A1IXI P1  P1  P 0 1 N N N N N N 23.760 -68.791 25.252 4.755  1.278  0.055  P1  A1IXI 24 
A1IXI H92 H1  H 0 1 N N N N N N 21.205 -70.907 24.489 3.629  -1.175 -1.100 H92 A1IXI 25 
A1IXI H91 H2  H 0 1 N N N N N N 22.908 -70.744 23.940 2.384  0.092  -1.206 H91 A1IXI 26 
A1IXI H81 H3  H 0 1 N N N N N N 22.919 -71.626 26.674 2.438  -2.095 0.925  H81 A1IXI 27 
A1IXI H51 H4  H 0 1 N N N N N N 22.192 -72.952 23.669 0.031  0.137  -0.908 H51 A1IXI 28 
A1IXI H61 H5  H 0 1 N N N N N N 23.991 -74.575 24.124 -0.700 -1.995 -1.774 H61 A1IXI 29 
A1IXI H62 H6  H 0 1 N N N N N N 25.449 -71.670 25.798 0.966  -4.411 -1.078 H62 A1IXI 30 
A1IXI H1  H7  H 0 1 N N N N N N 18.435 -75.171 22.661 -3.446 -0.062 3.005  H1  A1IXI 31 
A1IXI H11 H8  H 0 1 N N N N N N 20.071 -73.268 22.846 -1.062 -0.843 2.589  H11 A1IXI 32 
A1IXI H71 H9  H 0 1 N N N N N N 24.139 -72.421 24.039 1.634  -2.228 -1.854 H71 A1IXI 33 
A1IXI H41 H10 H 0 1 N N N N N N 22.177 -78.619 27.035 -3.901 1.397  -3.553 H41 A1IXI 34 
A1IXI H42 H11 H 0 1 N N N N N N 20.675 -79.178 27.345 -5.434 1.855  -3.041 H42 A1IXI 35 
A1IXI H2  H12 H 0 1 N N N N N N 23.898 -66.753 25.310 3.392  2.955  -0.296 H2  A1IXI 36 
A1IXI H3  H13 H 0 1 N N N N N N 25.258 -69.803 24.333 6.115  2.518  1.240  H3  A1IXI 37 
A1IXI H72 H14 H 0 1 N N N N N N 24.559 -75.055 26.399 -1.040 -3.832 -0.286 H72 A1IXI 38 
A1IXI H82 H15 H 0 1 N N N N N N 17.615 -78.773 23.912 -5.804 1.938  2.067  H82 A1IXI 39 
# 
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 
A1IXI P1 O2  SING N N 1  
A1IXI P1 O3  DOUB N N 2  
A1IXI P1 O4  SING N N 3  
A1IXI P1 O5  SING N N 4  
A1IXI C1 N1  SING Y N 5  
A1IXI C1 C4  DOUB Y N 6  
A1IXI N1 C2  SING Y N 7  
A1IXI O1 C5  SING N N 8  
A1IXI O1 C8  SING N N 9  
A1IXI C2 C3  DOUB Y N 10 
A1IXI C2 C11 SING Y N 11 
A1IXI N2 C3  SING Y N 12 
A1IXI N2 C10 DOUB Y N 13 
A1IXI O2 C9  SING N N 14 
A1IXI C3 C4  SING Y N 15 
A1IXI N3 C10 SING Y N 16 
A1IXI N3 C11 DOUB Y N 17 
A1IXI C4 C5  SING N N 18 
A1IXI N4 C10 SING N N 19 
A1IXI C5 C6  SING N N 20 
A1IXI C6 C7  SING N N 21 
A1IXI C6 O7  SING N N 22 
A1IXI O6 C7  SING N N 23 
A1IXI C7 C8  SING N N 24 
A1IXI C8 C9  SING N N 25 
A1IXI O8 C11 SING N N 26 
A1IXI C9 H92 SING N N 27 
A1IXI C9 H91 SING N N 28 
A1IXI C8 H81 SING N N 29 
A1IXI C5 H51 SING N N 30 
A1IXI C6 H61 SING N N 31 
A1IXI O6 H62 SING N N 32 
A1IXI N1 H1  SING N N 33 
A1IXI C1 H11 SING N N 34 
A1IXI C7 H71 SING N N 35 
A1IXI N4 H41 SING N N 36 
A1IXI N4 H42 SING N N 37 
A1IXI O4 H2  SING N N 38 
A1IXI O5 H3  SING N N 39 
A1IXI O7 H72 SING N N 40 
A1IXI O8 H82 SING N N 41 
# 
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 
A1IXI InChI            InChI                1.06  "InChI=1S/C11H15N4O8P/c12-11-14-5-3(1-13-6(5)10(18)15-11)9-8(17)7(16)4(23-9)2-22-24(19,20)21/h1,4,7-9,13,16-17H,2H2,(H2,19,20,21)(H3,12,14,15,18)/t4-,7-,8-,9-/m1/s1" 
A1IXI InChIKey         InChI                1.06  OHDNVDXQRZLJEP-XCBZGROMSA-N                                                                                                                                           
A1IXI SMILES_CANONICAL CACTVS               3.385 "Nc1nc(O)c2[nH]cc([C@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O)c2n1"                                                                                                   
A1IXI SMILES           CACTVS               3.385 "Nc1nc(O)c2[nH]cc([CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O)c2n1"                                                                                                        
A1IXI SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1c(c2c([nH]1)c(nc(n2)N)O)[C@@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O"                                                                                             
A1IXI SMILES           "OpenEye OEToolkits" 2.0.7 "c1c(c2c([nH]1)c(nc(n2)N)O)C3C(C(C(O3)COP(=O)(O)O)O)O"                                                                                                                
# 
_pdbx_chem_comp_identifier.comp_id           A1IXI 
_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        "[(2~{R},3~{S},4~{R},5~{R})-5-(2-azanyl-4-oxidanyl-5~{H}-pyrrolo[3,2-d]pyrimidin-7-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl dihydrogen phosphate" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1IXI 
_pdbx_chem_comp_synonyms.name         "[(2~{R},3~{S},4~{R},5~{R})-5-(2-azanyl-4-oxidanyl-5~{H}-pyrrolo[3,2-d]pyrimidin-7-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl dihydrogen phosphate" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1IXI "Create component" 2024-12-19 PDBE 
A1IXI "Initial release"  2025-11-12 RCSB 
# 
