data_RDN
# 
_chem_comp.id                                    RDN 
_chem_comp.name                                  "(8R)-6-(9H-pyrimido[4,5-b]indol-4-yl)-6-azaspiro[3.4]octane-8-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H18 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-06-22 
_chem_comp.pdbx_modified_date                    2022-07-01 
_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                        322.361 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     RDN 
_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        5SRP 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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.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 
RDN C18 C1  C 0 1 N N N -43.699 -28.983 4.421 -3.869 0.281  -1.496 C18 RDN 1  
RDN N1  N1  N 0 1 N N N -46.508 -29.422 2.284 -0.424 -0.009 -0.036 N1  RDN 2  
RDN C16 C2  C 0 1 N N N -42.794 -28.440 2.617 -2.823 2.111  -1.228 C16 RDN 3  
RDN C17 C3  C 0 1 N N N -42.269 -28.882 3.965 -4.314 1.747  -1.342 C17 RDN 4  
RDN C15 C4  C 0 1 N N N -44.128 -29.162 2.933 -2.597 0.677  -0.747 C15 RDN 5  
RDN C14 C5  C 0 1 N N N -45.443 -28.460 2.549 -1.303 0.011  -1.235 C14 RDN 6  
RDN C13 C6  C 0 1 Y N N -49.814 -28.902 1.167 1.167  -3.179 -0.464 C13 RDN 7  
RDN O2  O1  O 0 1 N N N -43.641 -32.782 2.096 -3.840 -1.528 1.069  O2  RDN 8  
RDN C12 C7  C 0 1 Y N N -50.111 -28.847 3.380 2.873  -1.653 -0.202 C12 RDN 9  
RDN C11 C8  C 0 1 Y N N -47.551 -29.214 6.026 2.268  1.944  0.312  C11 RDN 10 
RDN C10 C9  C 0 1 Y N N -47.841 -29.170 7.408 3.227  2.919  0.477  C10 RDN 11 
RDN C9  C10 C 0 1 Y N N -49.153 -28.972 7.851 4.573  2.585  0.459  C9  RDN 12 
RDN C8  C11 C 0 1 Y N N -50.176 -28.826 6.919 4.968  1.277  0.276  C8  RDN 13 
RDN C7  C12 C 0 1 Y N N -49.924 -28.869 5.548 4.015  0.278  0.108  C7  RDN 14 
RDN C6  C13 C 0 1 Y N N -48.594 -29.063 5.063 2.653  0.618  0.126  C6  RDN 15 
RDN C5  C14 C 0 1 Y N N -48.718 -29.055 3.599 1.913  -0.637 -0.075 C5  RDN 16 
RDN C4  C15 C 0 1 Y N N -47.951 -29.169 2.408 0.557  -0.977 -0.155 C4  RDN 17 
RDN C3  C16 C 0 1 N N N -45.864 -30.665 2.665 -1.342 -0.318 1.091  C3  RDN 18 
RDN C2  C17 C 0 1 N N R -44.413 -30.501 2.267 -2.632 0.473  0.772  C2  RDN 19 
RDN C1  C18 C 0 1 N N N -43.565 -31.691 2.726 -3.848 -0.324 1.168  C1  RDN 20 
RDN O1  O2  O 0 1 N N N -42.804 -31.602 3.715 -4.941 0.304  1.629  O1  RDN 21 
RDN N2  N2  N 0 1 Y N N -50.722 -28.752 4.516 4.120  -1.089 -0.090 N2  RDN 22 
RDN N3  N3  N 0 1 Y N N -50.686 -28.765 2.162 2.452  -2.903 -0.394 N3  RDN 23 
RDN N4  N4  N 0 1 Y N N -48.531 -29.087 1.247 0.234  -2.253 -0.350 N4  RDN 24 
RDN H16 H1  H 0 1 N N N -44.088 -28.072 4.899 -4.495 -0.426 -0.952 H16 RDN 25 
RDN H17 H2  H 0 1 N N N -43.910 -29.852 5.062 -3.693 -0.017 -2.530 H17 RDN 26 
RDN H12 H3  H 0 1 N N N -42.246 -28.856 1.759 -2.353 2.330  -2.187 H12 RDN 27 
RDN H13 H4  H 0 1 N N N -42.885 -27.350 2.501 -2.613 2.865  -0.470 H13 RDN 28 
RDN H14 H5  H 0 1 N N N -41.723 -29.837 3.953 -4.796 2.153  -2.232 H14 RDN 29 
RDN H15 H6  H 0 1 N N N -41.672 -28.125 4.495 -4.881 1.936  -0.431 H15 RDN 30 
RDN H11 H7  H 0 1 N N N -45.275 -27.856 1.645 -0.849 0.600  -2.032 H11 RDN 31 
RDN H10 H8  H 0 1 N N N -45.752 -27.804 3.376 -1.503 -1.005 -1.577 H10 RDN 32 
RDN H9  H9  H 0 1 N N N -50.224 -28.853 0.169 0.864  -4.203 -0.626 H9  RDN 33 
RDN H7  H10 H 0 1 N N N -46.534 -29.363 5.696 1.220  2.206  0.327  H7  RDN 34 
RDN H6  H11 H 0 1 N N N -47.044 -29.290 8.127 2.930  3.947  0.621  H6  RDN 35 
RDN H5  H12 H 0 1 N N N -49.370 -28.933 8.908 5.318  3.356  0.588  H5  RDN 36 
RDN H4  H13 H 0 1 N N N -51.188 -28.676 7.265 6.019  1.028  0.263  H4  RDN 37 
RDN H2  H14 H 0 1 N N N -46.317 -31.513 2.131 -1.552 -1.387 1.129  H2  RDN 38 
RDN H3  H15 H 0 1 N N N -45.950 -30.827 3.750 -0.912 0.018  2.035  H3  RDN 39 
RDN H1  H16 H 0 1 N N N -44.337 -30.395 1.175 -2.625 1.435  1.286  H1  RDN 40 
RDN H18 H17 H 0 1 N N N -42.365 -32.433 3.853 -5.697 -0.250 1.870  H18 RDN 41 
RDN H8  H18 H 0 1 N N N -51.708 -28.604 4.598 4.956  -1.578 -0.142 H8  RDN 42 
# 
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 
RDN C13 N4  DOUB Y N 1  
RDN C13 N3  SING Y N 2  
RDN N4  C4  SING Y N 3  
RDN O2  C1  DOUB N N 4  
RDN N3  C12 DOUB Y N 5  
RDN C2  C3  SING N N 6  
RDN C2  C1  SING N N 7  
RDN C2  C15 SING N N 8  
RDN N1  C4  SING N N 9  
RDN N1  C14 SING N N 10 
RDN N1  C3  SING N N 11 
RDN C4  C5  DOUB Y N 12 
RDN C14 C15 SING N N 13 
RDN C16 C15 SING N N 14 
RDN C16 C17 SING N N 15 
RDN C1  O1  SING N N 16 
RDN C15 C18 SING N N 17 
RDN C12 C5  SING Y N 18 
RDN C12 N2  SING Y N 19 
RDN C5  C6  SING Y N 20 
RDN C17 C18 SING N N 21 
RDN N2  C7  SING Y N 22 
RDN C6  C7  DOUB Y N 23 
RDN C6  C11 SING Y N 24 
RDN C7  C8  SING Y N 25 
RDN C11 C10 DOUB Y N 26 
RDN C8  C9  DOUB Y N 27 
RDN C10 C9  SING Y N 28 
RDN C18 H16 SING N N 29 
RDN C18 H17 SING N N 30 
RDN C16 H12 SING N N 31 
RDN C16 H13 SING N N 32 
RDN C17 H14 SING N N 33 
RDN C17 H15 SING N N 34 
RDN C14 H11 SING N N 35 
RDN C14 H10 SING N N 36 
RDN C13 H9  SING N N 37 
RDN C11 H7  SING N N 38 
RDN C10 H6  SING N N 39 
RDN C9  H5  SING N N 40 
RDN C8  H4  SING N N 41 
RDN C3  H2  SING N N 42 
RDN C3  H3  SING N N 43 
RDN C2  H1  SING N N 44 
RDN O1  H18 SING N N 45 
RDN N2  H8  SING N N 46 
# 
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 
RDN SMILES           ACDLabs              12.01 "O=C(O)C1CN(CC21CCC2)c1ncnc2[NH]c3ccccc3c12"                                                                                                                  
RDN InChI            InChI                1.06  "InChI=1S/C18H18N4O2/c23-17(24)12-8-22(9-18(12)6-3-7-18)16-14-11-4-1-2-5-13(11)21-15(14)19-10-20-16/h1-2,4-5,10,12H,3,6-9H2,(H,23,24)(H,19,20,21)/t12-/m1/s1" 
RDN InChIKey         InChI                1.06  GCIZFGPLNCVZMB-GFCCVEGCSA-N                                                                                                                                   
RDN SMILES_CANONICAL CACTVS               3.385 "OC(=O)[C@H]1CN(CC12CCC2)c3ncnc4[nH]c5ccccc5c34"                                                                                                              
RDN SMILES           CACTVS               3.385 "OC(=O)[CH]1CN(CC12CCC2)c3ncnc4[nH]c5ccccc5c34"                                                                                                               
RDN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)c3c([nH]2)ncnc3N4C[C@@H](C5(C4)CCC5)C(=O)O"                                                                                                       
RDN SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)c3c([nH]2)ncnc3N4CC(C5(C4)CCC5)C(=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 
RDN "SYSTEMATIC NAME" ACDLabs              12.01 "(8R)-6-(9H-pyrimido[4,5-b]indol-4-yl)-6-azaspiro[3.4]octane-8-carboxylic acid"       
RDN "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(8~{R})-6-(9~{H}-pyrimido[4,5-b]indol-4-yl)-6-azaspiro[3.4]octane-8-carboxylic 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 
RDN "Create component" 2022-06-22 RCSB 
RDN "Initial release"  2022-07-06 RCSB 
# 
