data_A1AZG
# 
_chem_comp.id                                    A1AZG 
_chem_comp.name                                  "{(2R,3S,4R,5R)-5-[4-amino-3-(propan-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]-3,4-dihydroxyoxolan-2-yl}methyl [(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]sulfamate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H29 N7 O8 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-07-17 
_chem_comp.pdbx_modified_date                    2024-11-22 
_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                        551.573 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AZG 
_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        9CLL 
_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 
A1AZG C02  C1  C 0 1 N N R N N N -17.837 -2.236 21.893 3.424  -1.462 1.626  C02  A1AZG 1  
A1AZG C03  C2  C 0 1 N N R N N N -18.267 -1.797 20.393 3.360  -1.020 0.142  C03  A1AZG 2  
A1AZG C05  C3  C 0 1 N N R N N N -16.577 -0.383 21.097 2.096  -2.959 0.234  C05  A1AZG 3  
A1AZG C06  C4  C 0 1 N N S N N N -17.315 -0.937 22.440 2.886  -2.912 1.557  C06  A1AZG 4  
A1AZG C08  C5  C 0 1 N N N N N N -15.135 -0.718 21.030 0.643  -3.350 0.509  C08  A1AZG 5  
A1AZG C12  C6  C 0 1 N N N N N N -13.372 -2.343 24.057 -2.422 -1.475 -0.901 C12  A1AZG 6  
A1AZG C13  C7  C 0 1 N N S N N N -13.164 -1.545 25.371 -3.168 -0.244 -0.454 C13  A1AZG 7  
A1AZG C15  C8  C 0 1 N N N N N N -12.168 -0.257 25.084 -4.671 -0.462 -0.639 C15  A1AZG 8  
A1AZG C16  C9  C 0 1 Y N N N N N -12.344 0.689  26.160 -5.423 0.718  -0.079 C16  A1AZG 9  
A1AZG C17  C10 C 0 1 Y N N N N N -11.369 0.960  27.148 -5.815 0.720  1.247  C17  A1AZG 10 
A1AZG C18  C11 C 0 1 Y N N N N N -11.606 1.832  28.200 -6.505 1.800  1.763  C18  A1AZG 11 
A1AZG C19  C12 C 0 1 Y N N N N N -12.794 2.504  28.299 -6.803 2.883  0.949  C19  A1AZG 12 
A1AZG C20  C13 C 0 1 Y N N N N N -13.793 2.264  27.342 -6.408 2.879  -0.381 C20  A1AZG 13 
A1AZG C21  C14 C 0 1 Y N N N N N -13.538 1.350  26.283 -5.714 1.798  -0.890 C21  A1AZG 14 
A1AZG C27  C15 C 0 1 Y N N N N N -19.540 -3.345 18.825 4.276  1.279  -0.326 C27  A1AZG 15 
A1AZG C29  C16 C 0 1 Y N N N N N -21.674 -3.286 18.080 6.301  2.148  -0.988 C29  A1AZG 16 
A1AZG C31  C17 C 0 1 Y N N N N N -20.307 -5.100 17.351 4.595  3.658  -0.615 C31  A1AZG 17 
A1AZG C33  C18 C 0 1 Y N N N N N -19.253 -4.548 18.137 3.748  2.583  -0.281 C33  A1AZG 18 
A1AZG C34  C19 C 0 1 Y N N N N N -17.846 -4.850 18.457 2.399  2.470  0.119  C34  A1AZG 19 
A1AZG C35  C20 C 0 1 N N N N N N -17.014 -6.036 17.927 1.435  3.614  0.302  C35  A1AZG 20 
A1AZG C36  C21 C 0 1 N N N N N N -16.767 -7.186 18.917 0.521  3.711  -0.921 C36  A1AZG 21 
A1AZG C37  C22 C 0 1 N N N N N N -15.517 -5.560 17.370 0.589  3.372  1.553  C37  A1AZG 22 
A1AZG N11  N1  N 0 1 N N N N N N -12.970 -1.835 22.809 -2.333 -2.543 -0.084 N11  A1AZG 23 
A1AZG N14  N2  N 0 1 N N N N N N -12.829 -2.472 26.445 -2.738 0.908  -1.258 N14  A1AZG 24 
A1AZG N26  N3  N 0 1 Y N N N N N -18.399 -2.959 19.507 3.268  0.438  0.041  N26  A1AZG 25 
A1AZG N28  N4  N 0 1 Y N N N N N -20.736 -2.696 18.848 5.550  1.113  -0.680 N28  A1AZG 26 
A1AZG N30  N5  N 0 1 Y N N N N N -21.510 -4.456 17.369 5.848  3.389  -0.966 N30  A1AZG 27 
A1AZG N32  N6  N 0 1 N N N N N N -20.207 -6.254 16.622 4.130  4.958  -0.595 N32  A1AZG 28 
A1AZG N38  N7  N 0 1 Y N N N N N -17.380 -3.863 19.280 2.128  1.209  0.302  N38  A1AZG 29 
A1AZG O01  O1  O 0 1 N N N N N N -18.922 -2.654 22.687 4.769  -1.439 2.107  O01  A1AZG 30 
A1AZG O04  O2  O 0 1 N N N N N N -17.213 -0.987 19.963 2.151  -1.644 -0.343 O04  A1AZG 31 
A1AZG O07  O3  O 0 1 N N N N N N -18.407 -0.103 22.741 3.967  -3.845 1.527  O07  A1AZG 32 
A1AZG O09  O4  O 0 1 N N N N N N -14.824 -2.039 21.055 -0.051 -3.505 -0.730 O09  A1AZG 33 
A1AZG O22  O5  O 0 1 N N N N N N -13.002 3.356  29.275 -7.482 3.947  1.454  O22  A1AZG 34 
A1AZG O23  O6  O 0 1 N N N N N N -13.899 -3.489 24.025 -1.902 -1.504 -1.996 O23  A1AZG 35 
A1AZG O24  O7  O 0 1 N N N N N N -12.446 -1.643 20.324 -1.572 -4.815 0.507  O24  A1AZG 36 
A1AZG O25  O8  O 0 1 N N N N N N -13.189 -3.809 21.197 -1.988 -4.200 -1.880 O25  A1AZG 37 
A1AZG S10  S1  S 0 1 N N N N N N -13.161 -2.410 21.308 -1.514 -3.895 -0.575 S10  A1AZG 38 
A1AZG H021 H1  H 0 0 N N N N N N -17.039 -2.991 21.839 2.780  -0.838 2.246  H021 A1AZG 39 
A1AZG H031 H2  H 0 0 N N N N N N -19.214 -1.240 20.447 4.228  -1.388 -0.406 H031 A1AZG 40 
A1AZG H051 H3  H 0 0 N N N N N N -16.704 0.709  21.070 2.552  -3.681 -0.444 H051 A1AZG 41 
A1AZG H061 H4  H 0 0 N N N N N N -16.597 -1.072 23.262 2.228  -3.115 2.401  H061 A1AZG 42 
A1AZG H082 H5  H 0 0 N N N N N N -14.639 -0.240 21.888 0.618  -4.290 1.060  H082 A1AZG 43 
A1AZG H081 H6  H 0 0 N N N N N N -14.736 -0.297 20.095 0.163  -2.570 1.100  H081 A1AZG 44 
A1AZG H131 H7  H 0 0 N N N N N N -14.141 -1.102 25.617 -2.955 -0.052 0.598  H131 A1AZG 45 
A1AZG H151 H8  H 0 0 N N N N N N -11.121 -0.594 25.050 -4.895 -0.565 -1.701 H151 A1AZG 46 
A1AZG H152 H9  H 0 0 N N N N N N -12.433 0.214  24.126 -4.973 -1.368 -0.114 H152 A1AZG 47 
A1AZG H171 H10 H 0 0 N N N N N N -10.408 0.472  27.081 -5.582 -0.124 1.880  H171 A1AZG 48 
A1AZG H181 H11 H 0 0 N N N N N N -10.844 1.983  28.950 -6.811 1.801  2.798  H181 A1AZG 49 
A1AZG H201 H12 H 0 0 N N N N N N -14.746 2.769  27.410 -6.640 3.721  -1.016 H201 A1AZG 50 
A1AZG H211 H13 H 0 0 N N N N N N -14.311 1.171  25.551 -5.403 1.796  -1.924 H211 A1AZG 51 
A1AZG H291 H14 H 0 0 N N N N N N -22.637 -2.800 18.016 7.329  1.976  -1.271 H291 A1AZG 52 
A1AZG H351 H15 H 0 0 N N N N N N -17.546 -6.453 17.059 1.992  4.544  0.414  H351 A1AZG 53 
A1AZG H362 H16 H 0 0 N N N N N N -17.729 -7.539 19.317 -0.036 2.780  -1.033 H362 A1AZG 54 
A1AZG H363 H17 H 0 0 N N N N N N -16.259 -8.013 18.399 -0.176 4.538  -0.789 H363 A1AZG 55 
A1AZG H361 H18 H 0 0 N N N N N N -16.136 -6.829 19.744 1.123  3.883  -1.813 H361 A1AZG 56 
A1AZG H373 H19 H 0 0 N N N N N N -14.965 -6.438 17.004 1.241  3.303  2.424  H373 A1AZG 57 
A1AZG H372 H20 H 0 0 N N N N N N -15.644 -4.839 16.549 -0.108 4.200  1.686  H372 A1AZG 58 
A1AZG H371 H21 H 0 0 N N N N N N -14.954 -5.088 18.189 0.032  2.442  1.442  H371 A1AZG 59 
A1AZG H111 H22 H 0 0 N N N N N N -12.480 -0.965 22.857 -2.749 -2.519 0.792  H111 A1AZG 60 
A1AZG H142 H23 H 0 1 N N N N N N -12.694 -1.963 27.295 -2.924 0.755  -2.238 H1   A1AZG 61 
A1AZG H141 H24 H 0 0 N N N N N N -13.575 -3.127 26.564 -3.175 1.758  -0.935 H141 A1AZG 62 
A1AZG H321 H26 H 0 0 N N N N N N -21.087 -6.454 16.191 4.750  5.697  -0.696 H321 A1AZG 63 
A1AZG H322 H27 H 0 0 N N N N N N -19.508 -6.142 15.916 3.182  5.133  -0.479 H322 A1AZG 64 
A1AZG H011 H28 H 0 0 N N N N N N -18.608 -2.897 23.550 4.872  -1.792 3.002  H011 A1AZG 65 
A1AZG H071 H29 H 0 0 N N N N N N -18.842 -0.420 23.524 4.533  -3.817 2.311  H071 A1AZG 66 
A1AZG H221 H30 H 0 0 N N N N N N -12.231 3.399  29.828 -6.914 4.635  1.826  H221 A1AZG 67 
# 
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 
A1AZG N32 C31  SING N N 1  
A1AZG C31 N30  DOUB Y N 2  
A1AZG C31 C33  SING Y N 3  
A1AZG N30 C29  SING Y N 4  
A1AZG C37 C35  SING N N 5  
A1AZG C35 C34  SING N N 6  
A1AZG C35 C36  SING N N 7  
A1AZG C29 N28  DOUB Y N 8  
A1AZG C33 C34  SING Y N 9  
A1AZG C33 C27  DOUB Y N 10 
A1AZG C34 N38  DOUB Y N 11 
A1AZG C27 N28  SING Y N 12 
A1AZG C27 N26  SING Y N 13 
A1AZG N38 N26  SING Y N 14 
A1AZG N26 C03  SING N N 15 
A1AZG O04 C03  SING N N 16 
A1AZG O04 C05  SING N N 17 
A1AZG O24 S10  DOUB N N 18 
A1AZG C03 C02  SING N N 19 
A1AZG C08 O09  SING N N 20 
A1AZG C08 C05  SING N N 21 
A1AZG O09 S10  SING N N 22 
A1AZG C05 C06  SING N N 23 
A1AZG O25 S10  DOUB N N 24 
A1AZG S10 N11  SING N N 25 
A1AZG C02 C06  SING N N 26 
A1AZG C02 O01  SING N N 27 
A1AZG C06 O07  SING N N 28 
A1AZG N11 C12  SING N N 29 
A1AZG O23 C12  DOUB N N 30 
A1AZG C12 C13  SING N N 31 
A1AZG C15 C13  SING N N 32 
A1AZG C15 C16  SING N N 33 
A1AZG C13 N14  SING N N 34 
A1AZG C16 C21  DOUB Y N 35 
A1AZG C16 C17  SING Y N 36 
A1AZG C21 C20  SING Y N 37 
A1AZG C17 C18  DOUB Y N 38 
A1AZG C20 C19  DOUB Y N 39 
A1AZG C18 C19  SING Y N 40 
A1AZG C19 O22  SING N N 41 
A1AZG C02 H021 SING N N 42 
A1AZG C03 H031 SING N N 43 
A1AZG C05 H051 SING N N 44 
A1AZG C06 H061 SING N N 45 
A1AZG C08 H082 SING N N 46 
A1AZG C08 H081 SING N N 47 
A1AZG C13 H131 SING N N 48 
A1AZG C15 H151 SING N N 49 
A1AZG C15 H152 SING N N 50 
A1AZG C17 H171 SING N N 51 
A1AZG C18 H181 SING N N 52 
A1AZG C20 H201 SING N N 53 
A1AZG C21 H211 SING N N 54 
A1AZG C29 H291 SING N N 55 
A1AZG C35 H351 SING N N 56 
A1AZG C36 H362 SING N N 57 
A1AZG C36 H363 SING N N 58 
A1AZG C36 H361 SING N N 59 
A1AZG C37 H373 SING N N 60 
A1AZG C37 H372 SING N N 61 
A1AZG C37 H371 SING N N 62 
A1AZG N11 H111 SING N N 63 
A1AZG N14 H142 SING N N 64 
A1AZG N14 H141 SING N N 65 
A1AZG N32 H321 SING N N 66 
A1AZG N32 H322 SING N N 67 
A1AZG O01 H011 SING N N 68 
A1AZG O07 H071 SING N N 69 
A1AZG O22 H221 SING N N 70 
# 
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 
A1AZG SMILES           ACDLabs              12.01 "Oc1ccc(cc1)CC(N)C(=O)NS(=O)(=O)OCC1OC(n2nc(c3c(N)ncnc32)C(C)C)C(O)C1O"                                                                                                                                                                       
A1AZG InChI            InChI                1.06  "InChI=1S/C22H29N7O8S/c1-10(2)16-15-19(24)25-9-26-20(15)29(27-16)22-18(32)17(31)14(37-22)8-36-38(34,35)28-21(33)13(23)7-11-3-5-12(30)6-4-11/h3-6,9-10,13-14,17-18,22,30-32H,7-8,23H2,1-2H3,(H,28,33)(H2,24,25,26)/t13-,14+,17+,18+,22+/m0/s1" 
A1AZG InChIKey         InChI                1.06  ZOGBAKBFHJWHJQ-DVQOCAJJSA-N                                                                                                                                                                                                                   
A1AZG SMILES_CANONICAL CACTVS               3.385 "CC(C)c1nn([C@@H]2O[C@H](CO[S](=O)(=O)NC(=O)[C@@H](N)Cc3ccc(O)cc3)[C@@H](O)[C@H]2O)c4ncnc(N)c14"                                                                                                                                              
A1AZG SMILES           CACTVS               3.385 "CC(C)c1nn([CH]2O[CH](CO[S](=O)(=O)NC(=O)[CH](N)Cc3ccc(O)cc3)[CH](O)[CH]2O)c4ncnc(N)c14"                                                                                                                                                      
A1AZG SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)c1c2c(ncnc2n(n1)[C@H]3[C@@H]([C@@H]([C@H](O3)COS(=O)(=O)NC(=O)[C@H](Cc4ccc(cc4)O)N)O)O)N"                                                                                                                                               
A1AZG SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)c1c2c(ncnc2n(n1)C3C(C(C(O3)COS(=O)(=O)NC(=O)C(Cc4ccc(cc4)O)N)O)O)N"                                                                                                                                                                     
# 
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 
A1AZG "SYSTEMATIC NAME" ACDLabs              12.01 "{(2R,3S,4R,5R)-5-[4-amino-3-(propan-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]-3,4-dihydroxyoxolan-2-yl}methyl [(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]sulfamate (non-preferred name)" 
A1AZG "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "[(2~{R},3~{S},4~{R},5~{R})-5-(4-azanyl-3-propan-2-yl-pyrazolo[3,4-d]pyrimidin-1-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl ~{N}-[(2~{S})-2-azanyl-3-(4-hydroxyphenyl)propanoyl]sulfamate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AZG "Create component" 2024-07-17 RCSB 
A1AZG "Initial release"  2024-11-27 RCSB 
# 
