data_A1A79
# 
_chem_comp.id                                    A1A79 
_chem_comp.name                                  "7-[(3xi,5R)-5-C-(3,4-dichlorophenyl)-3-C-methyl-beta-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H18 Cl2 N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-09-19 
_chem_comp.pdbx_modified_date                    2025-02-07 
_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                        425.266 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A79 
_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        9DOD 
_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 
A1A79 N1  N1  N  0 1 Y N N N N N -15.867 -101.764 -3.727 2.598  -0.298 -0.161 N1  A1A79 1  
A1A79 N3  N2  N  0 1 Y N N N N N -13.529 -104.855 -2.589 6.230  -1.510 1.172  N3  A1A79 2  
A1A79 C4  C1  C  0 1 Y N N N N N -21.773 -100.307 -6.195 -2.475 -0.722 -1.464 C4  A1A79 3  
A1A79 C5  C2  C  0 1 Y N N N N N -20.653 -99.489  -6.302 -2.589 0.467  -0.768 C5  A1A79 4  
A1A79 C6  C3  C  0 1 Y N N N N N -20.833 -98.130  -6.525 -3.579 0.620  0.184  C6  A1A79 5  
A1A79 C7  C4  C  0 1 N N R N N N -19.269 -100.088 -6.178 -1.632 1.597  -1.047 C7  A1A79 6  
A1A79 C8  C5  C  0 1 N N R N N N -19.103 -100.793 -4.816 -0.476 1.546  -0.047 C8  A1A79 7  
A1A79 C10 C6  C  0 1 N N R N N N -17.580 -100.050 -3.074 1.903  2.070  -0.035 C10 A1A79 8  
A1A79 C13 C7  C  0 1 Y N N N N N -13.905 -102.808 -3.675 4.468  -1.498 -0.378 C13 A1A79 9  
A1A79 C15 C8  C  0 1 Y N N N N N -14.990 -100.996 -4.445 2.493  -0.995 -1.337 C15 A1A79 10 
A1A79 C17 C9  C  0 1 Y N N N N N -13.043 -103.850 -3.306 5.731  -1.958 0.024  C17 A1A79 11 
A1A79 C1  C10 C  0 1 Y N N N N N -22.111 -97.608  -6.627 -4.457 -0.417 0.441  C1  A1A79 12 
A1A79 C2  C11 C  0 1 Y N N N N N -23.222 -98.421  -6.518 -4.343 -1.609 -0.256 C2  A1A79 13 
A1A79 C3  C12 C  0 1 Y N N N N N -23.050 -99.769  -6.292 -3.355 -1.758 -1.212 C3  A1A79 14 
A1A79 CL1 CL1 CL 0 0 N N N N N N -22.325 -95.915  -6.894 -5.702 -0.226 1.636  CL1 A1A79 15 
A1A79 CL2 CL2 CL 0 0 N N N N N N -24.809 -97.723  -6.651 -5.444 -2.912 0.066  CL2 A1A79 16 
A1A79 O1  O1  O  0 1 N N N N N N -18.225 -99.120  -6.363 -2.318 2.845  -0.919 O1  A1A79 17 
A1A79 C9  C13 C  0 1 N N S N N N -19.063 -99.902  -3.538 0.519  2.697  -0.315 C9  A1A79 18 
A1A79 C11 C14 C  0 1 N N R N N N -17.279 -101.489 -3.534 1.581  0.614  0.369  C11 A1A79 19 
A1A79 O2  O2  O  0 1 N N N N N N -17.859 -101.528 -4.848 0.297  0.340  -0.233 O2  A1A79 20 
A1A79 O3  O3  O  0 1 N N N N N N -17.418 -99.904  -1.660 2.556  2.754  1.037  O3  A1A79 21 
A1A79 C12 C15 C  0 1 Y N N N N N -15.245 -102.876 -3.254 3.788  -0.585 0.449  C12 A1A79 22 
A1A79 C14 C16 C  0 1 Y N N N N N -13.781 -101.572 -4.440 3.595  -1.738 -1.526 C14 A1A79 23 
A1A79 N2  N3  N  0 1 Y N N N N N -15.649 -103.918 -2.521 4.371  -0.195 1.581  N2  A1A79 24 
A1A79 C16 C17 C  0 1 Y N N N N N -14.800 -104.875 -2.207 5.557  -0.652 1.918  C16 A1A79 25 
A1A79 N4  N4  N  0 1 N N N N N N -11.727 -103.860 -3.700 6.440  -2.855 -0.755 N4  A1A79 26 
A1A79 C18 C18 C  0 1 N N N N N N -19.357 -98.402  -3.662 0.424  3.160  -1.770 C18 A1A79 27 
A1A79 O4  O4  O  0 1 N N N N N N -20.009 -100.435 -2.619 0.274  3.788  0.576  O4  A1A79 28 
A1A79 H1  H1  H  0 1 N N N N N N -21.649 -101.368 -6.035 -1.700 -0.840 -2.207 H1  A1A79 29 
A1A79 H2  H2  H  0 1 N N N N N N -19.975 -97.480  -6.619 -3.668 1.549  0.727  H2  A1A79 30 
A1A79 H3  H3  H  0 1 N N N N N N -19.171 -100.859 -6.956 -1.241 1.500  -2.060 H3  A1A79 31 
A1A79 H4  H4  H  0 1 N N N N N N -19.936 -101.502 -4.701 -0.855 1.602  0.974  H4  A1A79 32 
A1A79 H5  H5  H  0 1 N N N N N N -16.947 -99.340  -3.627 2.521  2.092  -0.933 H5  A1A79 33 
A1A79 H6  H6  H  0 1 N N N N N N -15.236 -100.068 -4.940 1.650  -0.953 -2.010 H6  A1A79 34 
A1A79 H7  H7  H  0 1 N N N N N N -23.913 -100.411 -6.190 -3.265 -2.687 -1.755 H7  A1A79 35 
A1A79 H8  H8  H  0 1 N N N N N N -17.380 -99.545  -6.276 -2.693 2.999  -0.041 H8  A1A79 36 
A1A79 H9  H9  H  0 1 N N N N N N -17.748 -102.216 -2.854 1.521  0.526  1.453  H9  A1A79 37 
A1A79 H10 H10 H  0 1 N N N N N N -16.501 -100.003 -1.434 3.417  2.383  1.274  H10 A1A79 38 
A1A79 H11 H11 H  0 1 N N N N N N -12.886 -101.194 -4.912 3.797  -2.390 -2.363 H11 A1A79 39 
A1A79 H12 H12 H  0 1 N N N N N N -15.152 -105.708 -1.616 5.999  -0.313 2.844  H12 A1A79 40 
A1A79 H13 H13 H  0 1 N N N N N N -11.284 -104.691 -3.364 6.065  -3.174 -1.591 H13 A1A79 41 
A1A79 H14 H14 H  0 1 N N N N N N -11.678 -103.837 -4.699 7.312  -3.165 -0.465 H14 A1A79 42 
A1A79 H15 H15 H  0 1 N N N N N N -19.286 -97.931  -2.671 -0.587 3.511  -1.974 H15 A1A79 43 
A1A79 H16 H16 H  0 1 N N N N N N -18.625 -97.940  -4.341 1.132  3.971  -1.940 H16 A1A79 44 
A1A79 H17 H17 H  0 1 N N N N N N -20.371 -98.259  -4.064 0.660  2.327  -2.432 H17 A1A79 45 
A1A79 H18 H18 H  0 1 N N N N N N -20.010 -99.912  -1.826 0.871  4.539  0.452  H18 A1A79 46 
# 
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 
A1A79 CL1 C1  SING N N 1  
A1A79 CL2 C2  SING N N 2  
A1A79 C1  C6  DOUB Y N 3  
A1A79 C1  C2  SING Y N 4  
A1A79 C6  C5  SING Y N 5  
A1A79 C2  C3  DOUB Y N 6  
A1A79 O1  C7  SING N N 7  
A1A79 C5  C4  DOUB Y N 8  
A1A79 C5  C7  SING N N 9  
A1A79 C3  C4  SING Y N 10 
A1A79 C7  C8  SING N N 11 
A1A79 O2  C8  SING N N 12 
A1A79 O2  C11 SING N N 13 
A1A79 C8  C9  SING N N 14 
A1A79 C15 C14 DOUB Y N 15 
A1A79 C15 N1  SING Y N 16 
A1A79 C14 C13 SING Y N 17 
A1A79 N1  C11 SING N N 18 
A1A79 N1  C12 SING Y N 19 
A1A79 N4  C17 SING N N 20 
A1A79 C13 C17 DOUB Y N 21 
A1A79 C13 C12 SING Y N 22 
A1A79 C18 C9  SING N N 23 
A1A79 C9  C10 SING N N 24 
A1A79 C9  O4  SING N N 25 
A1A79 C11 C10 SING N N 26 
A1A79 C17 N3  SING Y N 27 
A1A79 C12 N2  DOUB Y N 28 
A1A79 C10 O3  SING N N 29 
A1A79 N3  C16 DOUB Y N 30 
A1A79 N2  C16 SING Y N 31 
A1A79 C4  H1  SING N N 32 
A1A79 C6  H2  SING N N 33 
A1A79 C7  H3  SING N N 34 
A1A79 C8  H4  SING N N 35 
A1A79 C10 H5  SING N N 36 
A1A79 C15 H6  SING N N 37 
A1A79 C3  H7  SING N N 38 
A1A79 O1  H8  SING N N 39 
A1A79 C11 H9  SING N N 40 
A1A79 O3  H10 SING N N 41 
A1A79 C14 H11 SING N N 42 
A1A79 C16 H12 SING N N 43 
A1A79 N4  H13 SING N N 44 
A1A79 N4  H14 SING N N 45 
A1A79 C18 H15 SING N N 46 
A1A79 C18 H16 SING N N 47 
A1A79 C18 H17 SING N N 48 
A1A79 O4  H18 SING N N 49 
# 
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 
A1A79 SMILES           ACDLabs              14.52 "Clc1ccc(cc1Cl)C(O)C1OC(n2ccc3c(N)ncnc32)C(O)C1(C)O"                                                                                                                             
A1A79 InChI            InChI                1.06  "InChI=1S/C18H18Cl2N4O4/c1-18(27)13(26)17(24-5-4-9-15(21)22-7-23-16(9)24)28-14(18)12(25)8-2-3-10(19)11(20)6-8/h2-7,12-14,17,25-27H,1H3,(H2,21,22,23)/t12-,13+,14-,17-,18+/m1/s1" 
A1A79 InChIKey         InChI                1.06  NVZVVFMXEHOMQR-FOOXYVKASA-N                                                                                                                                                      
A1A79 SMILES_CANONICAL CACTVS               3.385 "C[C@]1(O)[C@@H](O)[C@@H](O[C@@H]1[C@H](O)c2ccc(Cl)c(Cl)c2)n3ccc4c(N)ncnc34"                                                                                                     
A1A79 SMILES           CACTVS               3.385 "C[C]1(O)[CH](O)[CH](O[CH]1[CH](O)c2ccc(Cl)c(Cl)c2)n3ccc4c(N)ncnc34"                                                                                                             
A1A79 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@@]1([C@H]([C@@H](O[C@@H]1[C@@H](c2ccc(c(c2)Cl)Cl)O)n3ccc4c3ncnc4N)O)O"                                                                                                      
A1A79 SMILES           "OpenEye OEToolkits" 2.0.7 "CC1(C(C(OC1C(c2ccc(c(c2)Cl)Cl)O)n3ccc4c3ncnc4N)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 
A1A79 "SYSTEMATIC NAME" ACDLabs              14.52 "7-[(3xi,5R)-5-C-(3,4-dichlorophenyl)-3-C-methyl-beta-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine"                                     
A1A79 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{R},3~{S},4~{R},5~{R})-5-(4-azanylpyrrolo[2,3-d]pyrimidin-7-yl)-2-[(~{R})-(3,4-dichlorophenyl)-oxidanyl-methyl]-3-methyl-oxolane-3,4-diol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1A79 "Create component" 2024-09-19 RCSB 
A1A79 "Initial release"  2025-02-12 RCSB 
# 
