data_A1BBE
# 
_chem_comp.id                                    A1BBE 
_chem_comp.name                                  "{(3R,4R)-1-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-hydroxypyrrolidin-3-yl}methyl dihydrogen phosphate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H18 N5 O5 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-09-29 
_chem_comp.pdbx_modified_date                    2025-01-31 
_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                        343.276 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1BBE 
_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        9DA4 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_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 
A1BBE C2  C1  C 0 1 Y N N N N N -16.512 39.075 -6.381 4.722  1.974  -1.275 C2  A1BBE 1  
A1BBE C4  C2  C 0 1 Y N N N N N -16.773 36.790 -6.176 3.594  0.639  0.221  C4  A1BBE 2  
A1BBE C5  C3  C 0 1 Y N N N N N -16.046 36.602 -7.340 4.772  -0.098 0.438  C5  A1BBE 3  
A1BBE C01 C4  C 0 1 N N R N N N -15.284 34.443 -2.085 -1.003 -1.873 -0.714 C01 A1BBE 4  
A1BBE C02 C5  C 0 1 N N R N N N -15.876 35.443 -1.502 -1.823 -0.568 -0.766 C02 A1BBE 5  
A1BBE C03 C6  C 0 1 N N N N N N -14.868 36.564 -1.000 -3.214 -0.791 -0.169 C03 A1BBE 6  
A1BBE C04 C7  C 0 1 N N N N N N -16.849 36.102 -2.643 -1.028 0.441  0.090  C04 A1BBE 7  
A1BBE C05 C8  C 0 1 N N N N N N -18.008 35.103 -4.525 1.140  0.462  1.200  C05 A1BBE 8  
A1BBE C12 C9  C 0 1 N N N N N N -16.253 34.028 -3.390 0.220  -1.543 0.169  C12 A1BBE 9  
A1BBE C6  C10 C 0 1 Y N N N N N -15.529 37.736 -7.993 5.925  0.283  -0.257 C6  A1BBE 10 
A1BBE C8  C11 C 0 1 Y N N N N N -16.595 34.606 -6.671 3.168  -0.989 1.725  C8  A1BBE 11 
A1BBE C9  C12 C 0 1 Y N N N N N -17.121 35.490 -5.727 2.578  0.031  1.073  C9  A1BBE 12 
A1BBE N01 N1  N 0 1 N N N N N N -17.340 34.813 -3.263 0.368  -0.068 0.068  N01 A1BBE 13 
A1BBE N1  N2  N 0 1 Y N N N N N -15.810 38.931 -7.508 5.851  1.311  -1.097 N1  A1BBE 14 
A1BBE N3  N3  N 0 1 Y N N N N N -16.993 38.032 -5.713 3.615  1.661  -0.639 N3  A1BBE 15 
A1BBE N6  N4  N 0 1 N N N N N N -14.765 37.593 -9.221 7.116  -0.402 -0.081 N6  A1BBE 16 
A1BBE N7  N5  N 0 1 Y N N N N N -15.949 35.292 -7.602 4.478  -1.079 1.356  N7  A1BBE 17 
A1BBE O01 O1  O 0 1 N N N N N N -15.226 33.274 -1.222 -0.580 -2.246 -2.027 O01 A1BBE 18 
A1BBE O02 O2  O 0 1 N N N N N N -15.648 37.605 -0.440 -3.997 0.394  -0.332 O02 A1BBE 19 
A1BBE O03 O3  O 0 1 N N N N N N -13.638 39.027 0.196  -6.043 2.021  -0.049 O03 A1BBE 20 
A1BBE O04 O4  O 0 1 N N N N N N -15.945 39.992 0.397  -6.447 -0.508 -0.644 O04 A1BBE 21 
A1BBE O05 O5  O 0 1 N N N N N N -14.928 39.585 -1.865 -5.581 0.187  1.623  O05 A1BBE 22 
A1BBE P01 P1  P 0 1 N N N N N N -15.018 39.133 -0.423 -5.519 0.516  0.181  P01 A1BBE 23 
A1BBE H1  H1  H 0 1 N N N N N N -16.694 40.069 -6.001 4.709  2.805  -1.964 H1  A1BBE 24 
A1BBE H2  H2  H 0 1 N N N N N N -14.285 34.693 -2.472 -1.591 -2.673 -0.265 H2  A1BBE 25 
A1BBE H3  H3  H 0 1 N N N N N N -16.506 35.133 -0.655 -1.905 -0.213 -1.794 H3  A1BBE 26 
A1BBE H4  H4  H 0 1 N N N N N N -14.191 36.149 -0.239 -3.701 -1.621 -0.682 H4  A1BBE 27 
A1BBE H5  H5  H 0 1 N N N N N N -14.278 36.947 -1.846 -3.122 -1.022 0.891  H5  A1BBE 28 
A1BBE H6  H6  H 0 1 N N N N N N -16.291 36.724 -3.359 -1.076 1.436  -0.352 H6  A1BBE 29 
A1BBE H7  H7  H 0 1 N N N N N N -17.667 36.692 -2.204 -1.411 0.459  1.110  H7  A1BBE 30 
A1BBE H8  H8  H 0 1 N N N N N N -18.703 35.937 -4.346 0.726  0.079  2.133  H8  A1BBE 31 
A1BBE H9  H9  H 0 1 N N N N N N -18.577 34.206 -4.811 1.085  1.551  1.198  H9  A1BBE 32 
A1BBE H10 H10 H 0 1 N N N N N N -16.533 32.965 -3.345 0.033  -1.837 1.202  H10 A1BBE 33 
A1BBE H11 H11 H 0 1 N N N N N N -15.735 34.231 -4.339 1.111  -2.042 -0.213 H11 A1BBE 34 
A1BBE H12 H12 H 0 1 N N N N N N -16.699 33.531 -6.646 2.677  -1.639 2.434  H12 A1BBE 35 
A1BBE H14 H14 H 0 1 N N N N N N -14.528 38.498 -9.574 7.908  -0.134 -0.573 H14 A1BBE 36 
A1BBE H15 H15 H 0 1 N N N N N N -13.928 37.078 -9.035 7.159  -1.151 0.535  H15 A1BBE 37 
A1BBE H16 H16 H 0 1 N N N N N N -15.464 34.893 -8.380 5.108  -1.736 1.691  H16 A1BBE 38 
A1BBE H17 H17 H 0 1 N N N N N N -14.684 33.465 -0.465 -0.059 -3.060 -2.056 H17 A1BBE 39 
A1BBE H18 H18 H 0 1 N N N N N N -12.982 39.267 -0.448 -6.955 2.168  0.238  H18 A1BBE 40 
A1BBE H19 H19 H 0 1 N N N N N N -16.312 40.675 -0.151 -6.455 -0.351 -1.598 H19 A1BBE 41 
# 
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 
A1BBE N6  C6  SING N N 1  
A1BBE C6  N1  DOUB Y N 2  
A1BBE C6  C5  SING Y N 3  
A1BBE N7  C5  SING Y N 4  
A1BBE N7  C8  SING Y N 5  
A1BBE N1  C2  SING Y N 6  
A1BBE C5  C4  DOUB Y N 7  
A1BBE C8  C9  DOUB Y N 8  
A1BBE C2  N3  DOUB Y N 9  
A1BBE C4  C9  SING Y N 10 
A1BBE C4  N3  SING Y N 11 
A1BBE C9  C05 SING N N 12 
A1BBE C05 N01 SING N N 13 
A1BBE C12 N01 SING N N 14 
A1BBE C12 C01 SING N N 15 
A1BBE N01 C04 SING N N 16 
A1BBE C04 C02 SING N N 17 
A1BBE C01 C02 SING N N 18 
A1BBE C01 O01 SING N N 19 
A1BBE O05 P01 DOUB N N 20 
A1BBE C02 C03 SING N N 21 
A1BBE C03 O02 SING N N 22 
A1BBE O02 P01 SING N N 23 
A1BBE P01 O03 SING N N 24 
A1BBE P01 O04 SING N N 25 
A1BBE C2  H1  SING N N 26 
A1BBE C01 H2  SING N N 27 
A1BBE C02 H3  SING N N 28 
A1BBE C03 H4  SING N N 29 
A1BBE C03 H5  SING N N 30 
A1BBE C04 H6  SING N N 31 
A1BBE C04 H7  SING N N 32 
A1BBE C05 H8  SING N N 33 
A1BBE C05 H9  SING N N 34 
A1BBE C12 H10 SING N N 35 
A1BBE C12 H11 SING N N 36 
A1BBE C8  H12 SING N N 37 
A1BBE N6  H14 SING N N 38 
A1BBE N6  H15 SING N N 39 
A1BBE N7  H16 SING N N 40 
A1BBE O01 H17 SING N N 41 
A1BBE O03 H18 SING N N 42 
A1BBE O04 H19 SING N N 43 
# 
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 
A1BBE SMILES           ACDLabs              14.52 "O=P(O)(O)OCC1CN(Cc2c[NH]c3c2ncnc3N)CC1O"                                                                                                                  
A1BBE InChI            InChI                1.06  "InChI=1S/C12H18N5O5P/c13-12-11-10(15-6-16-12)7(1-14-11)2-17-3-8(9(18)4-17)5-22-23(19,20)21/h1,6,8-9,14,18H,2-5H2,(H2,13,15,16)(H2,19,20,21)/t8-,9+/m1/s1" 
A1BBE InChIKey         InChI                1.06  QPUSNADQSHKIFF-BDAKNGLRSA-N                                                                                                                                
A1BBE SMILES_CANONICAL CACTVS               3.385 "Nc1ncnc2c(CN3C[C@H](O)[C@@H](CO[P](O)(O)=O)C3)c[nH]c12"                                                                                                   
A1BBE SMILES           CACTVS               3.385 "Nc1ncnc2c(CN3C[CH](O)[CH](CO[P](O)(O)=O)C3)c[nH]c12"                                                                                                      
A1BBE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1c(c2c([nH]1)c(ncn2)N)CN3C[C@@H]([C@H](C3)O)COP(=O)(O)O"                                                                                                 
A1BBE SMILES           "OpenEye OEToolkits" 2.0.7 "c1c(c2c([nH]1)c(ncn2)N)CN3CC(C(C3)O)COP(=O)(O)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 
A1BBE "SYSTEMATIC NAME" ACDLabs              14.52 "{(3R,4R)-1-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-hydroxypyrrolidin-3-yl}methyl dihydrogen phosphate"             
A1BBE "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "[(3~{R},4~{R})-1-[(4-azanyl-5~{H}-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-oxidanyl-pyrrolidin-3-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 
A1BBE "Create component" 2024-09-29 RCSB 
A1BBE "Initial release"  2025-02-05 RCSB 
# 
