data_A1A3G
# 
_chem_comp.id                                    A1A3G 
_chem_comp.name                                  "(2R)-3-(4-{[(S)-{[(2R,3R,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl]oxy}phenyl)-2-{[(2R)-pyrrolidine-2-carbonyl]amino}propanoic acid (non-preferred name)" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H30 N7 O9 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-08-26 
_chem_comp.pdbx_modified_date                    2025-05-02 
_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                        591.510 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A3G 
_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        9DBJ 
_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 
A1A3G C02  C1  C 0 1 Y N N N N N -7.284  -64.304 24.626 -9.603  1.431  0.991  C02  A1A3G 1  
A1A3G C04  C2  C 0 1 Y N N N N N -6.829  -65.155 26.739 -9.985  0.140  -0.884 C04  A1A3G 2  
A1A3G C06  C3  C 0 1 Y N N N N N -9.056  -64.818 26.116 -7.828  0.208  -0.091 C06  A1A3G 3  
A1A3G C07  C4  C 0 1 Y N N N N N -8.673  -64.348 24.882 -8.246  1.069  0.938  C07  A1A3G 4  
A1A3G C09  C5  C 0 1 Y N N N N N -10.856 -64.310 25.011 -6.116  0.749  1.188  C09  A1A3G 5  
A1A3G C11  C6  C 0 1 N N S N N N -11.130 -65.236 27.382 -5.600  -0.808 -0.729 C11  A1A3G 6  
A1A3G C13  C7  C 0 1 N N S N N N -11.495 -64.924 29.585 -3.440  -1.545 -0.977 C13  A1A3G 7  
A1A3G C14  C8  C 0 1 N N N N N N -11.884 -63.927 30.718 -2.031  -1.473 -0.385 C14  A1A3G 8  
A1A3G C18  C9  C 0 1 Y N N N N N -8.470  -61.875 28.745 1.984   1.583  -1.269 C18  A1A3G 9  
A1A3G C19  C10 C 0 1 Y N N N N N -9.588  -61.460 28.033 2.335   2.517  -0.306 C19  A1A3G 10 
A1A3G C20  C11 C 0 1 Y N N N N N -9.453  -60.636 26.914 3.663   2.849  -0.119 C20  A1A3G 11 
A1A3G C21  C12 C 0 1 Y N N N N N -8.189  -60.225 26.494 4.641   2.252  -0.892 C21  A1A3G 12 
A1A3G C22  C13 C 0 1 N N N N N N -8.065  -59.321 25.249 6.089   2.616  -0.686 C22  A1A3G 13 
A1A3G C23  C14 C 0 1 N N R N N N -7.759  -57.837 25.575 6.706   1.684  0.360  C23  A1A3G 14 
A1A3G C25  C15 C 0 1 N N N N N N -9.919  -57.028 26.713 6.728   -0.728 0.700  C25  A1A3G 15 
A1A3G C26  C16 C 0 1 N N S N N N -10.772 -56.609 27.938 6.744   -2.139 0.169  C26  A1A3G 16 
A1A3G C28  C17 C 0 1 N N N N N N -11.033 -56.351 30.245 6.582   -4.398 0.777  C28  A1A3G 17 
A1A3G C29  C18 C 0 1 N N N N N N -10.737 -55.079 29.894 5.217   -4.055 0.141  C29  A1A3G 18 
A1A3G C30  C19 C 0 1 N N N N N N -10.504 -55.099 28.360 5.324   -2.569 -0.259 C30  A1A3G 19 
A1A3G C32  C20 C 0 1 N N N N N N -6.257  -57.587 25.647 8.116   2.125  0.656  C32  A1A3G 20 
A1A3G C35  C21 C 0 1 Y N N N N N -7.064  -60.644 27.194 4.294   1.320  -1.852 C35  A1A3G 21 
A1A3G C36  C22 C 0 1 Y N N N N N -7.202  -61.468 28.316 2.968   0.980  -2.039 C36  A1A3G 22 
A1A3G C39  C23 C 0 1 N N S N N N -12.681 -65.667 28.834 -4.195  -2.775 -0.425 C39  A1A3G 23 
A1A3G C41  C24 C 0 1 N N N N N N -12.452 -65.345 27.353 -5.649  -2.279 -0.259 C41  A1A3G 24 
A1A3G N01  N1  N 0 1 N N N N N N -6.792  -63.830 23.371 -10.072 2.276  1.981  N01  A1A3G 25 
A1A3G N03  N2  N 0 1 Y N N N N N -6.423  -64.706 25.559 -10.424 0.947  0.065  N03  A1A3G 26 
A1A3G N05  N3  N 0 1 Y N N N N N -8.117  -65.210 27.009 -8.724  -0.230 -0.969 N05  A1A3G 27 
A1A3G N08  N4  N 0 1 Y N N N N N -9.816  -64.042 24.223 -7.152  1.361  1.683  N08  A1A3G 28 
A1A3G N10  N5  N 0 1 Y N N N N N -10.400 -64.787 26.162 -6.482  0.021  0.095  N10  A1A3G 29 
A1A3G N24  N6  N 0 1 N N N N N N -8.473  -57.448 26.828 6.720   0.313  -0.156 N24  A1A3G 30 
A1A3G N27  N7  N 0 1 N N N N N N -10.476 -57.297 29.027 7.115   -3.093 1.246  N27  A1A3G 31 
A1A3G O12  O1  O 0 1 N N N N N N -10.876 -64.278 28.649 -4.223  -0.409 -0.551 O12  A1A3G 32 
A1A3G O15  O2  O 0 1 N N N N N N -10.694 -63.704 31.461 -1.337  -0.355 -0.942 O15  A1A3G 33 
A1A3G O17  O3  O 0 1 N N N N N N -8.611  -62.724 29.887 0.678   1.255  -1.455 O17  A1A3G 34 
A1A3G O31  O4  O 0 1 N N N N N N -10.429 -57.031 25.639 6.724   -0.530 1.896  O31  A1A3G 35 
A1A3G O33  O5  O 0 1 N N N N N N -5.539  -57.859 24.661 9.039   1.371  0.456  O33  A1A3G 36 
A1A3G O34  O6  O 0 1 N N N N N N -5.732  -57.108 26.692 8.347   3.355  1.141  O34  A1A3G 37 
A1A3G O37  O7  O 0 1 N N N N N N -8.912  -62.054 32.390 1.054   -1.144 -0.766 O37  A1A3G 38 
A1A3G O38  O8  O 0 1 N N N N N N -10.573 -61.176 30.783 0.231   0.451  1.008  O38  A1A3G 39 
A1A3G O40  O9  O 0 1 N N N N N N -13.959 -65.287 29.264 -3.651  -3.172 0.835  O40  A1A3G 40 
A1A3G P16  P1  P 0 1 N N N N N N -9.709  -62.382 31.138 0.176   0.026  -0.544 P16  A1A3G 41 
A1A3G H041 H1  H 0 0 N N N N N N -6.106  -65.474 27.476 -10.686 -0.231 -1.616 H041 A1A3G 42 
A1A3G H091 H2  H 0 0 N N N N N N -11.895 -64.164 24.756 -5.114  0.807  1.587  H091 A1A3G 43 
A1A3G H111 H3  H 0 0 N N N N N N -10.702 -66.210 27.663 -5.885  -0.736 -1.779 H111 A1A3G 44 
A1A3G H131 H4  H 0 0 N N N N N N -10.853 -65.699 30.029 -3.391  -1.587 -2.065 H131 A1A3G 45 
A1A3G H141 H5  H 0 0 N N N N N N -12.662 -64.363 31.362 -2.097  -1.357 0.697  H141 A1A3G 46 
A1A3G H142 H6  H 0 0 N N N N N N -12.250 -62.983 30.289 -1.490  -2.389 -0.620 H142 A1A3G 47 
A1A3G H191 H7  H 0 0 N N N N N N -10.571 -61.778 28.348 1.571   2.985  0.298  H191 A1A3G 48 
A1A3G H201 H8  H 0 0 N N N N N N -10.331 -60.316 26.372 3.937   3.577  0.631  H201 A1A3G 49 
A1A3G H222 H9  H 0 0 N N N N N N -9.014  -59.365 24.694 6.627   2.511  -1.628 H222 A1A3G 50 
A1A3G H221 H10 H 0 0 N N N N N N -7.253  -59.711 24.618 6.159   3.647  -0.340 H221 A1A3G 51 
A1A3G H231 H11 H 0 0 N N N N N N -8.160  -57.229 24.751 6.114   1.722  1.274  H231 A1A3G 52 
A1A3G H261 H12 H 0 0 N N N N N N -11.835 -56.704 27.671 7.435   -2.221 -0.669 H261 A1A3G 53 
A1A3G H282 H13 H 0 0 N N N N N N -12.120 -56.473 30.357 6.449   -5.079 1.617  H282 A1A3G 54 
A1A3G H281 H14 H 0 0 N N N N N N -10.535 -56.612 31.190 7.249   -4.837 0.035  H281 A1A3G 55 
A1A3G H292 H15 H 0 0 N N N N N N -11.573 -54.409 30.144 5.044   -4.672 -0.740 H292 A1A3G 56 
A1A3G H291 H16 H 0 0 N N N N N N -9.828  -54.741 30.414 4.416   -4.197 0.866  H291 A1A3G 57 
A1A3G H302 H17 H 0 0 N N N N N N -11.206 -54.422 27.851 4.575   -1.980 0.270  H302 A1A3G 58 
A1A3G H301 H18 H 0 0 N N N N N N -9.472  -54.805 28.119 5.203   -2.457 -1.336 H301 A1A3G 59 
A1A3G H351 H19 H 0 0 N N N N N N -6.081  -60.333 26.871 5.060   0.855  -2.455 H351 A1A3G 60 
A1A3G H361 H20 H 0 0 N N N N N N -6.324  -61.792 28.855 2.697   0.249  -2.786 H361 A1A3G 61 
A1A3G H391 H21 H 0 0 N N N N N N -12.540 -66.748 28.978 -4.152  -3.600 -1.136 H391 A1A3G 62 
A1A3G H411 H22 H 0 0 N N N N N N -12.787 -66.160 26.694 -5.954  -2.335 0.786  H411 A1A3G 63 
A1A3G H412 H23 H 0 0 N N N N N N -12.940 -64.406 27.052 -6.325  -2.859 -0.887 H412 A1A3G 64 
A1A3G H012 H24 H 0 0 N N N N N N -5.793  -63.869 23.368 -9.462  2.627  2.649  H012 A1A3G 65 
A1A3G H011 H25 H 0 0 N N N N N N -7.150  -64.404 22.634 -11.011 2.519  2.007  H011 A1A3G 66 
A1A3G H241 H26 H 0 0 N N N N N N -8.009  -57.465 27.714 6.724   0.155  -1.113 H241 A1A3G 67 
A1A3G H271 H27 H 0 0 N N N N N N -10.937 -58.184 29.025 8.116   -3.133 1.364  H271 A1A3G 68 
A1A3G H2   H29 H 0 1 N N N N N N -4.795  -57.018 26.564 9.268   3.592  1.315  H2   A1A3G 69 
A1A3G H3   H30 H 0 1 N N N N N N -10.427 -60.484 31.417 -0.322  1.213  1.227  H3   A1A3G 70 
A1A3G H401 H31 H 0 0 N N N N N N -14.615 -65.769 28.774 -4.088  -3.940 1.227  H401 A1A3G 71 
# 
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 
A1A3G C02 N01  SING N N 1  
A1A3G N03 C02  DOUB Y N 2  
A1A3G C04 N03  SING Y N 3  
A1A3G N05 C04  DOUB Y N 4  
A1A3G C06 N05  SING Y N 5  
A1A3G C07 C06  DOUB Y N 6  
A1A3G N08 C07  SING Y N 7  
A1A3G C09 N08  DOUB Y N 8  
A1A3G N10 C09  SING Y N 9  
A1A3G C11 N10  SING N N 10 
A1A3G O12 C11  SING N N 11 
A1A3G C13 O12  SING N N 12 
A1A3G O15 C14  SING N N 13 
A1A3G P16 O15  SING N N 14 
A1A3G C18 O17  SING N N 15 
A1A3G C19 C18  DOUB Y N 16 
A1A3G C20 C19  SING Y N 17 
A1A3G C21 C20  DOUB Y N 18 
A1A3G C23 C22  SING N N 19 
A1A3G C25 N24  SING N N 20 
A1A3G N27 C26  SING N N 21 
A1A3G C28 N27  SING N N 22 
A1A3G C29 C28  SING N N 23 
A1A3G C30 C29  SING N N 24 
A1A3G C26 C25  SING N N 25 
A1A3G O31 C25  DOUB N N 26 
A1A3G N24 C23  SING N N 27 
A1A3G C32 C23  SING N N 28 
A1A3G O33 C32  DOUB N N 29 
A1A3G O34 C32  SING N N 30 
A1A3G C22 C21  SING N N 31 
A1A3G C35 C21  SING Y N 32 
A1A3G C36 C35  DOUB Y N 33 
A1A3G O17 P16  SING N N 34 
A1A3G O37 P16  DOUB N N 35 
A1A3G O38 P16  SING N N 36 
A1A3G C14 C13  SING N N 37 
A1A3G C39 C13  SING N N 38 
A1A3G O40 C39  SING N N 39 
A1A3G C41 C39  SING N N 40 
A1A3G C02 C07  SING Y N 41 
A1A3G C06 N10  SING Y N 42 
A1A3G C11 C41  SING N N 43 
A1A3G C18 C36  SING Y N 44 
A1A3G C26 C30  SING N N 45 
A1A3G C04 H041 SING N N 46 
A1A3G C09 H091 SING N N 47 
A1A3G C11 H111 SING N N 48 
A1A3G C13 H131 SING N N 49 
A1A3G C14 H141 SING N N 50 
A1A3G C14 H142 SING N N 51 
A1A3G C19 H191 SING N N 52 
A1A3G C20 H201 SING N N 53 
A1A3G C22 H222 SING N N 54 
A1A3G C22 H221 SING N N 55 
A1A3G C23 H231 SING N N 56 
A1A3G C26 H261 SING N N 57 
A1A3G C28 H282 SING N N 58 
A1A3G C28 H281 SING N N 59 
A1A3G C29 H292 SING N N 60 
A1A3G C29 H291 SING N N 61 
A1A3G C30 H302 SING N N 62 
A1A3G C30 H301 SING N N 63 
A1A3G C35 H351 SING N N 64 
A1A3G C36 H361 SING N N 65 
A1A3G C39 H391 SING N N 66 
A1A3G C41 H411 SING N N 67 
A1A3G C41 H412 SING N N 68 
A1A3G N01 H012 SING N N 69 
A1A3G N01 H011 SING N N 70 
A1A3G N24 H241 SING N N 71 
A1A3G N27 H271 SING N N 72 
A1A3G O34 H2   SING N N 73 
A1A3G O38 H3   SING N N 74 
A1A3G O40 H401 SING N N 75 
# 
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 
A1A3G SMILES           ACDLabs              14.52 "O=C(O)C(NC(=O)C1CCCN1)Cc1ccc(cc1)OP(=O)(O)OCC1OC(CC1O)n1cnc2c(N)ncnc21"                                                                                                                                                             
A1A3G InChI            InChI                1.06  "InChI=1S/C24H30N7O9P/c25-21-20-22(28-11-27-21)31(12-29-20)19-9-17(32)18(39-19)10-38-41(36,37)40-14-5-3-13(4-6-14)8-16(24(34)35)30-23(33)15-2-1-7-26-15/h3-6,11-12,15-19,26,32H,1-2,7-10H2,(H,30,33)(H,34,35)(H,36,37)(H2,25,27,28)" 
A1A3G InChIKey         InChI                1.06  FVPBNOZKHKXLRZ-UHFFFAOYSA-N                                                                                                                                                                                                          
A1A3G SMILES_CANONICAL CACTVS               3.385 "Nc1ncnc2n(cnc12)[C@@H]3C[C@H](O)[C@H](CO[P](O)(=O)Oc4ccc(C[C@@H](NC(=O)[C@@H]5CCCN5)C(O)=O)cc4)O3"                                                                                                                                  
A1A3G SMILES           CACTVS               3.385 "Nc1ncnc2n(cnc12)[CH]3C[CH](O)[CH](CO[P](O)(=O)Oc4ccc(C[CH](NC(=O)[CH]5CCCN5)C(O)=O)cc4)O3"                                                                                                                                          
A1A3G SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1C[C@H](C(=O)O)NC(=O)[C@@H]2CCCN2)OP(=O)(O)OC[C@H]3[C@H](C[C@H](O3)n4cnc5c4ncnc5N)O"                                                                                                                                        
A1A3G SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1CC(C(=O)O)NC(=O)C2CCCN2)OP(=O)(O)OCC3C(CC(O3)n4cnc5c4ncnc5N)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 
A1A3G "SYSTEMATIC NAME" ACDLabs              14.52 "(2R)-3-(4-{[(S)-{[(2R,3R,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl]oxy}phenyl)-2-{[(2R)-pyrrolidine-2-carbonyl]amino}propanoic acid (non-preferred name)" 
A1A3G "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{R})-3-[4-[[(2~{S},3~{S},5~{S})-5-(6-aminopurin-9-yl)-3-oxidanyl-oxolan-2-yl]methoxy-oxidanyl-phosphoryl]oxyphenyl]-2-[[(2~{S})-pyrrolidin-2-yl]carbonylamino]propanoic 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 
A1A3G "Create component" 2024-08-26 RCSB 
A1A3G "Initial release"  2025-05-07 RCSB 
# 
