data_A1CHO
# 
_chem_comp.id                                    A1CHO 
_chem_comp.name                                  "(1S,2R,3S,5R)-3-{2-[2-amino-6-(2-hydroxyethyl)quinolin-7-yl]ethyl}-5-(7H-pyrrolo[2,3-d]pyrimidin-7-yl)cyclopentane-1,2-diol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H27 N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-06-30 
_chem_comp.pdbx_modified_date                    2025-09-05 
_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                        433.503 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1CHO 
_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        9PCA 
_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 
A1CHO C2  C1  C 0 1 Y N N N N N 20.159 24.718 79.305 -6.625 2.397  -0.062 C2  A1CHO 1  
A1CHO C3  C2  C 0 1 Y N N N N N 21.548 24.488 79.315 -7.264 1.569  -0.997 C3  A1CHO 2  
A1CHO C4  C3  C 0 1 Y N N N N N 22.363 25.320 80.027 -6.667 0.412  -1.398 C4  A1CHO 3  
A1CHO C5  C4  C 0 1 Y N N N N N 21.790 26.398 80.743 -5.409 0.084  -0.851 C5  A1CHO 4  
A1CHO C6  C5  C 0 1 Y N N N N N 22.583 27.282 81.508 -4.738 -1.092 -1.221 C6  A1CHO 5  
A1CHO C7  C6  C 0 1 Y N N N N N 22.005 28.324 82.219 -3.525 -1.376 -0.672 C7  A1CHO 6  
A1CHO C8  C7  C 0 1 N N N N N N 22.840 29.284 83.068 -2.806 -2.639 -1.071 C8  A1CHO 7  
A1CHO C11 C8  C 0 1 Y N N N N N 20.598 28.494 82.143 -2.939 -0.514 0.252  C11 A1CHO 8  
A1CHO C12 C9  C 0 1 N N N N N N 19.872 29.606 82.863 -1.595 -0.858 0.839  C12 A1CHO 9  
A1CHO C16 C10 C 0 1 N N N N N N 18.031 31.079 84.744 2.010  -0.355 -0.493 C16 A1CHO 10 
A1CHO C17 C11 C 0 1 N N R N N N 17.325 31.425 86.082 3.236  -0.188 0.439  C17 A1CHO 11 
A1CHO C21 C12 C 0 1 Y N N N N N 13.799 31.641 85.195 5.162  2.471  -1.111 C21 A1CHO 12 
A1CHO C23 C13 C 0 1 Y N N N N N 13.136 33.963 86.259 7.493  1.282  -1.465 C23 A1CHO 13 
A1CHO C27 C14 C 0 1 Y N N N N N 15.335 32.926 86.324 5.526  0.292  -0.478 C27 A1CHO 14 
A1CHO C31 C15 C 0 1 N N R N N N 18.957 29.719 86.581 1.161  0.146  1.738  C31 A1CHO 15 
A1CHO C34 C16 C 0 1 Y N N N N N 19.809 27.646 81.400 -3.562 0.635  0.633  C34 A1CHO 16 
A1CHO C35 C17 C 0 1 Y N N N N N 20.377 26.577 80.684 -4.816 0.962  0.089  C35 A1CHO 17 
A1CHO N1  N1  N 0 1 N N N N N N 19.350 23.857 78.588 -7.247 3.569  0.342  N1  A1CHO 18 
A1CHO C9  C18 C 0 1 N N N N N N 24.366 29.117 82.967 -3.117 -3.744 -0.059 C9  A1CHO 19 
A1CHO O10 O1  O 0 1 N N N N N N 25.023 30.191 83.645 -2.435 -4.941 -0.436 O10 A1CHO 20 
A1CHO C13 C19 C 0 1 N N N N N N 19.524 29.097 84.251 -0.489 -0.373 -0.100 C13 A1CHO 21 
A1CHO C14 C20 C 0 1 N N S N N N 19.267 30.274 85.183 0.876  -0.723 0.496  C14 A1CHO 22 
A1CHO N19 N2  N 0 1 Y N N N N N 15.919 31.781 85.874 4.243  0.671  -0.188 N19 A1CHO 23 
A1CHO C20 C21 C 0 1 Y N N N N N 14.990 31.028 85.203 4.039  1.971  -0.570 C20 A1CHO 24 
A1CHO C22 C22 C 0 1 Y N N N N N 13.973 32.892 85.918 6.162  1.405  -1.071 C22 A1CHO 25 
A1CHO N24 N3  N 0 1 Y N N N N N 13.658 34.974 86.945 8.106  0.127  -1.267 N24 A1CHO 26 
A1CHO C25 C23 C 0 1 Y N N N N N 14.938 34.974 87.308 7.479  -0.893 -0.709 C25 A1CHO 27 
A1CHO N26 N4  N 0 1 Y N N N N N 15.766 33.979 87.017 6.223  -0.827 -0.320 N26 A1CHO 28 
A1CHO C28 C24 C 0 1 N N S N N N 17.481 30.096 86.862 2.662  0.486  1.702  C28 A1CHO 29 
A1CHO O30 O2  O 0 1 N N N N N N 17.221 30.249 88.264 3.309  -0.027 2.868  O30 A1CHO 30 
A1CHO O33 O3  O 0 1 N N N N N N 19.839 30.279 87.556 0.854  -0.584 2.928  O33 A1CHO 31 
A1CHO N36 N5  N 0 1 Y N N N N N 19.618 25.736 79.961 -5.450 2.085  0.445  N36 A1CHO 32 
A1CHO H1  H1  H 0 1 N N N N N N 21.966 23.659 78.763 -8.227 1.848  -1.397 H1  A1CHO 33 
A1CHO H2  H2  H 0 1 N N N N N N 23.431 25.158 80.044 -7.144 -0.237 -2.117 H2  A1CHO 34 
A1CHO H3  H3  H 0 1 N N N N N N 23.654 27.145 81.540 -5.182 -1.768 -1.937 H3  A1CHO 35 
A1CHO H4  H4  H 0 1 N N N N N N 22.592 30.310 82.759 -3.138 -2.949 -2.061 H4  A1CHO 36 
A1CHO H5  H5  H 0 1 N N N N N N 22.554 29.139 84.120 -1.731 -2.455 -1.089 H5  A1CHO 37 
A1CHO H6  H6  H 0 1 N N N N N N 20.521 30.491 82.939 -1.487 -0.373 1.809  H6  A1CHO 38 
A1CHO H7  H7  H 0 1 N N N N N N 18.954 29.870 82.318 -1.518 -1.939 0.964  H7  A1CHO 39 
A1CHO H8  H8  H 0 1 N N N N N N 18.328 31.993 84.209 1.786  0.579  -1.008 H8  A1CHO 40 
A1CHO H9  H9  H 0 1 N N N N N N 17.376 30.473 84.100 2.175  -1.161 -1.208 H9  A1CHO 41 
A1CHO H10 H10 H 0 1 N N N N N N 17.868 32.231 86.597 3.663  -1.160 0.686  H10 A1CHO 42 
A1CHO H11 H11 H 0 1 N N N N N N 12.889 31.278 84.741 5.298  3.467  -1.505 H11 A1CHO 43 
A1CHO H12 H12 H 0 1 N N N N N N 12.095 33.966 85.972 8.012  2.112  -1.922 H12 A1CHO 44 
A1CHO H13 H13 H 0 1 N N N N N N 19.048 28.623 86.561 0.570  1.061  1.699  H13 A1CHO 45 
A1CHO H14 H14 H 0 1 N N N N N N 18.741 27.803 81.366 -3.095 1.292  1.351  H14 A1CHO 46 
A1CHO H15 H15 H 0 1 N N N N N N 18.397 24.147 78.672 -8.115 3.807  -0.022 H15 A1CHO 47 
A1CHO H16 H16 H 0 1 N N N N N N 19.619 23.872 77.625 -6.816 4.149  0.987  H16 A1CHO 48 
A1CHO H17 H17 H 0 1 N N N N N N 24.659 28.162 83.428 -2.784 -3.433 0.932  H17 A1CHO 49 
A1CHO H18 H18 H 0 1 N N N N N N 24.663 29.119 81.908 -4.191 -3.928 -0.040 H18 A1CHO 50 
A1CHO H19 H19 H 0 1 N N N N N N 25.964 30.080 83.578 -2.587 -5.686 0.162  H19 A1CHO 51 
A1CHO H20 H20 H 0 1 N N N N N N 18.621 28.472 84.195 -0.597 -0.859 -1.070 H20 A1CHO 52 
A1CHO H21 H21 H 0 1 N N N N N N 20.361 28.498 84.641 -0.565 0.707  -0.224 H21 A1CHO 53 
A1CHO H22 H22 H 0 1 N N N N N N 20.150 30.929 85.223 0.920  -1.782 0.751  H22 A1CHO 54 
A1CHO H23 H23 H 0 1 N N N N N N 15.191 30.071 84.744 3.112  2.513  -0.454 H23 A1CHO 55 
A1CHO H24 H24 H 0 1 N N N N N N 15.319 35.819 87.863 8.018  -1.818 -0.566 H24 A1CHO 56 
A1CHO H25 H25 H 0 1 N N N N N N 16.821 29.335 86.420 2.799  1.566  1.644  H25 A1CHO 57 
A1CHO H26 H26 H 0 1 N N N N N N 17.328 29.412 88.700 2.991  0.358  3.696  H26 A1CHO 58 
A1CHO H27 H27 H 0 1 N N N N N N 19.632 29.924 88.412 1.032  -0.098 3.745  H27 A1CHO 59 
# 
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 
A1CHO N1  C2  SING N N 1  
A1CHO C2  C3  DOUB Y N 2  
A1CHO C2  N36 SING Y N 3  
A1CHO C3  C4  SING Y N 4  
A1CHO N36 C35 DOUB Y N 5  
A1CHO C4  C5  DOUB Y N 6  
A1CHO C35 C5  SING Y N 7  
A1CHO C35 C34 SING Y N 8  
A1CHO C5  C6  SING Y N 9  
A1CHO C34 C11 DOUB Y N 10 
A1CHO C6  C7  DOUB Y N 11 
A1CHO C11 C7  SING Y N 12 
A1CHO C11 C12 SING N N 13 
A1CHO C7  C8  SING N N 14 
A1CHO C12 C13 SING N N 15 
A1CHO C9  C8  SING N N 16 
A1CHO C9  O10 SING N N 17 
A1CHO C13 C14 SING N N 18 
A1CHO C16 C14 SING N N 19 
A1CHO C16 C17 SING N N 20 
A1CHO C14 C31 SING N N 21 
A1CHO C21 C20 DOUB Y N 22 
A1CHO C21 C22 SING Y N 23 
A1CHO C20 N19 SING Y N 24 
A1CHO N19 C17 SING N N 25 
A1CHO N19 C27 SING Y N 26 
A1CHO C22 C23 DOUB Y N 27 
A1CHO C22 C27 SING Y N 28 
A1CHO C17 C28 SING N N 29 
A1CHO C23 N24 SING Y N 30 
A1CHO C27 N26 DOUB Y N 31 
A1CHO C31 C28 SING N N 32 
A1CHO C31 O33 SING N N 33 
A1CHO C28 O30 SING N N 34 
A1CHO N24 C25 DOUB Y N 35 
A1CHO N26 C25 SING Y N 36 
A1CHO C3  H1  SING N N 37 
A1CHO C4  H2  SING N N 38 
A1CHO C6  H3  SING N N 39 
A1CHO C8  H4  SING N N 40 
A1CHO C8  H5  SING N N 41 
A1CHO C12 H6  SING N N 42 
A1CHO C12 H7  SING N N 43 
A1CHO C16 H8  SING N N 44 
A1CHO C16 H9  SING N N 45 
A1CHO C17 H10 SING N N 46 
A1CHO C21 H11 SING N N 47 
A1CHO C23 H12 SING N N 48 
A1CHO C31 H13 SING N N 49 
A1CHO C34 H14 SING N N 50 
A1CHO N1  H15 SING N N 51 
A1CHO N1  H16 SING N N 52 
A1CHO C9  H17 SING N N 53 
A1CHO C9  H18 SING N N 54 
A1CHO O10 H19 SING N N 55 
A1CHO C13 H20 SING N N 56 
A1CHO C13 H21 SING N N 57 
A1CHO C14 H22 SING N N 58 
A1CHO C20 H23 SING N N 59 
A1CHO C25 H24 SING N N 60 
A1CHO C28 H25 SING N N 61 
A1CHO O30 H26 SING N N 62 
A1CHO O33 H27 SING N N 63 
# 
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 
A1CHO SMILES           ACDLabs              14.52   "Nc1nc2cc(CCC3CC(C(O)C3O)n3ccc4cncnc43)c(CCO)cc2cc1"                                                                                                                                                             
A1CHO InChI            InChI                1.06    "InChI=1S/C24H27N5O3/c25-21-4-3-16-9-15(6-8-30)14(10-19(16)28-21)1-2-17-11-20(23(32)22(17)31)29-7-5-18-12-26-13-27-24(18)29/h3-5,7,9-10,12-13,17,20,22-23,30-32H,1-2,6,8,11H2,(H2,25,28)/t17-,20+,22+,23-/m0/s1" 
A1CHO InChIKey         InChI                1.06    XZLOKSDJSHSIIA-ZECSIRQKSA-N                                                                                                                                                                                      
A1CHO SMILES_CANONICAL CACTVS               3.385   "Nc1ccc2cc(CCO)c(CC[C@H]3C[C@H]([C@H](O)[C@@H]3O)n4ccc5cncnc45)cc2n1"                                                                                                                                            
A1CHO SMILES           CACTVS               3.385   "Nc1ccc2cc(CCO)c(CC[CH]3C[CH]([CH](O)[CH]3O)n4ccc5cncnc45)cc2n1"                                                                                                                                                 
A1CHO SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1cc(nc2c1cc(c(c2)CC[C@H]3C[C@H]([C@@H]([C@@H]3O)O)n4ccc5c4ncnc5)CCO)N"                                                                                                                                         
A1CHO SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1cc(nc2c1cc(c(c2)CCC3CC(C(C3O)O)n4ccc5c4ncnc5)CCO)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 
A1CHO "SYSTEMATIC NAME" ACDLabs              14.52   "(1S,2R,3S,5R)-3-{2-[2-amino-6-(2-hydroxyethyl)quinolin-7-yl]ethyl}-5-(7H-pyrrolo[2,3-d]pyrimidin-7-yl)cyclopentane-1,2-diol"          
A1CHO "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(1~{S},2~{R},3~{S},5~{R})-3-[2-[2-azanyl-6-(2-hydroxyethyl)quinolin-7-yl]ethyl]-5-pyrrolo[2,3-d]pyrimidin-7-yl-cyclopentane-1,2-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 
A1CHO "Create component" 2025-06-30 RCSB 
A1CHO "Initial release"  2025-09-10 RCSB 
# 
