data_QYO
# 
_chem_comp.id                                    QYO 
_chem_comp.name                                  "(1S,3R)-3-[(7-fluoro-9H-pyrimido[4,5-b]indol-4-yl)amino]cyclopentan-1-ol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H15 F N4 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-06-14 
_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                        286.304 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     QYO 
_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        5SR4 
_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 
QYO C17  C1  C 0 1 Y N N -46.298 -29.235 6.348  -1.594 -2.142 0.044  C17  QYO 1  
QYO C14  C2  C 0 1 Y N N -48.588 -29.060 3.500  -1.586 1.538  -0.127 C14  QYO 2  
QYO C13  C3  C 0 1 Y N N -49.959 -28.948 3.536  -2.688 2.362  -0.069 C13  QYO 3  
QYO C12  C4  C 0 1 Y N N -50.646 -28.895 4.786  -3.960 1.821  0.067  C12  QYO 4  
QYO C11  C5  C 0 1 Y N N -49.882 -28.952 5.985  -4.135 0.454  0.145  C11  QYO 5  
QYO C10  C6  C 0 1 Y N N -48.508 -29.060 5.886  -3.033 -0.393 0.088  C10  QYO 6  
QYO C19  C7  C 0 1 Y N N -44.035 -29.416 6.314  0.333  -3.400 -0.069 C19  QYO 7  
QYO C02  C8  C 0 1 N N S -44.447 -32.443 1.461  4.805  1.341  -0.323 C02  QYO 8  
QYO C03  C9  C 0 1 N N N -44.518 -31.578 0.186  4.937  0.218  0.726  C03  QYO 9  
QYO C04  C10 C 0 1 N N N -44.432 -30.106 0.649  3.478  -0.228 0.991  C04  QYO 10 
QYO C05  C11 C 0 1 N N R -44.000 -30.060 2.123  2.835  -0.147 -0.415 C05  QYO 11 
QYO C07  C12 C 0 1 Y N N -45.151 -29.332 4.263  0.574  -1.110 -0.192 C07  QYO 12 
QYO C08  C13 C 0 1 Y N N -46.401 -29.232 4.939  -0.815 -0.981 -0.077 C08  QYO 13 
QYO C09  C14 C 0 1 Y N N -47.811 -29.119 4.643  -1.748 0.156  -0.049 C09  QYO 14 
QYO C21  C15 C 0 1 N N N -43.807 -31.573 2.510  3.468  1.109  -1.049 C21  QYO 15 
QYO F15  F1  F 0 1 N N N -51.967 -28.791 4.807  -5.034 2.638  0.123  F15  QYO 16 
QYO N06  N1  N 0 1 N N N -45.015 -29.345 2.885  1.382  0.007  -0.307 N06  QYO 17 
QYO N16  N2  N 0 1 Y N N -47.581 -29.132 6.940  -2.913 -1.772 0.141  N16  QYO 18 
QYO N18  N3  N 0 1 Y N N -45.147 -29.328 7.070  -0.977 -3.323 0.040  N18  QYO 19 
QYO N20  N4  N 0 1 Y N N -43.961 -29.424 4.963  1.100  -2.332 -0.179 N20  QYO 20 
QYO O01  O1  O 0 1 N N N -45.752 -32.781 1.898  4.797  2.616  0.322  O01  QYO 21 
QYO H141 H1  H 0 0 N N N -48.098 -29.104 2.539  -0.598 1.962  -0.232 H141 QYO 22 
QYO H131 H2  H 0 0 N N N -50.518 -28.900 2.613  -2.563 3.433  -0.130 H131 QYO 23 
QYO H111 H3  H 0 0 N N N -50.365 -28.912 6.950  -5.127 0.042  0.251  H111 QYO 24 
QYO H191 H4  H 0 0 N N N -43.098 -29.488 6.846  0.797  -4.375 -0.069 H191 QYO 25 
QYO H021 H5  H 0 0 N N N -43.833 -33.337 1.275  5.630  1.288  -1.034 H021 QYO 26 
QYO H032 H6  H 0 0 N N N -43.677 -31.816 -0.482 5.523  -0.610 0.327  H032 QYO 27 
QYO H031 H7  H 0 0 N N N -45.467 -31.756 -0.341 5.393  0.601  1.639  H031 QYO 28 
QYO H041 H8  H 0 0 N N N -43.695 -29.570 0.033  3.449  -1.249 1.371  H041 QYO 29 
QYO H042 H9  H 0 0 N N N -45.417 -29.629 0.540  2.985  0.454  1.684  H042 QYO 30 
QYO H051 H10 H 0 0 N N N -43.030 -29.547 2.201  3.080  -1.034 -0.999 H051 QYO 31 
QYO H211 H11 H 0 0 N N N -42.733 -31.802 2.571  2.813  1.969  -0.909 H211 QYO 32 
QYO H212 H12 H 0 0 N N N -44.279 -31.766 3.485  3.644  0.942  -2.112 H212 QYO 33 
QYO H061 H13 H 0 0 N N N -45.889 -29.688 2.540  0.986  0.893  -0.316 H061 QYO 34 
QYO H161 H14 H 0 0 N N N -47.787 -29.114 7.918  -3.655 -2.389 0.235  H161 QYO 35 
QYO H011 H15 H 0 0 N N N -45.696 -33.313 2.683  5.613  2.821  0.798  H011 QYO 36 
# 
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 
QYO C02 O01  SING N N 1  
QYO C03 C02  SING N N 2  
QYO C04 C03  SING N N 3  
QYO C05 C04  SING N N 4  
QYO C07 N06  SING N N 5  
QYO C08 C07  SING Y N 6  
QYO C09 C08  SING Y N 7  
QYO C10 C09  DOUB Y N 8  
QYO C12 C11  DOUB Y N 9  
QYO C14 C13  DOUB Y N 10 
QYO C13 C12  SING Y N 11 
QYO F15 C12  SING N N 12 
QYO C11 C10  SING Y N 13 
QYO N16 C10  SING Y N 14 
QYO C17 N16  SING Y N 15 
QYO N18 C17  SING Y N 16 
QYO C19 N18  DOUB Y N 17 
QYO N20 C19  SING Y N 18 
QYO N06 C05  SING N N 19 
QYO C21 C05  SING N N 20 
QYO C02 C21  SING N N 21 
QYO C07 N20  DOUB Y N 22 
QYO C08 C17  DOUB Y N 23 
QYO C09 C14  SING Y N 24 
QYO C14 H141 SING N N 25 
QYO C13 H131 SING N N 26 
QYO C11 H111 SING N N 27 
QYO C19 H191 SING N N 28 
QYO C02 H021 SING N N 29 
QYO C03 H032 SING N N 30 
QYO C03 H031 SING N N 31 
QYO C04 H041 SING N N 32 
QYO C04 H042 SING N N 33 
QYO C05 H051 SING N N 34 
QYO C21 H211 SING N N 35 
QYO C21 H212 SING N N 36 
QYO N06 H061 SING N N 37 
QYO N16 H161 SING N N 38 
QYO O01 H011 SING N N 39 
# 
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 
QYO SMILES           ACDLabs              12.01 "OC1CCC(C1)Nc1ncnc2[NH]c3cc(F)ccc3c12"                                                                                                          
QYO InChI            InChI                1.03  "InChI=1S/C15H15FN4O/c16-8-1-4-11-12(5-8)20-15-13(11)14(17-7-18-15)19-9-2-3-10(21)6-9/h1,4-5,7,9-10,21H,2-3,6H2,(H2,17,18,19,20)/t9-,10+/m1/s1" 
QYO InChIKey         InChI                1.03  JNVGUGBOYHSUKL-ZJUUUORDSA-N                                                                                                                     
QYO SMILES_CANONICAL CACTVS               3.385 "O[C@H]1CC[C@H](C1)Nc2ncnc3[nH]c4cc(F)ccc4c23"                                                                                                  
QYO SMILES           CACTVS               3.385 "O[CH]1CC[CH](C1)Nc2ncnc3[nH]c4cc(F)ccc4c23"                                                                                                    
QYO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc2c(cc1F)[nH]c3c2c(ncn3)N[C@@H]4CC[C@@H](C4)O"                                                                                              
QYO SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc2c(cc1F)[nH]c3c2c(ncn3)NC4CCC(C4)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 
QYO "SYSTEMATIC NAME" ACDLabs              12.01 "(1S,3R)-3-[(7-fluoro-9H-pyrimido[4,5-b]indol-4-yl)amino]cyclopentan-1-ol"             
QYO "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(1~{S},3~{R})-3-[(7-fluoranyl-9~{H}-pyrimido[4,5-b]indol-4-yl)amino]cyclopentan-1-ol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
QYO "Create component" 2022-06-14 RCSB 
QYO "Initial release"  2022-07-06 RCSB 
# 
