data_YSI
# 
_chem_comp.id                                    YSI 
_chem_comp.name                                  "(3R)-3-cyclopentyl-3-[(4M)-4-{5-methyl-2-[(1-methyl-1H-pyrazol-4-yl)amino]pyrimidin-4-yl}-1H-pyrazol-1-yl]propanenitrile" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H24 N8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-02-17 
_chem_comp.pdbx_modified_date                    2023-06-16 
_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                        376.458 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YSI 
_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        8G6Z 
_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 
YSI C10 C1  C 0 1 Y N N -13.739 -17.145 23.616 0.902  0.838  -0.660 C10 YSI 1  
YSI C15 C2  C 0 1 N N N -10.331 -20.015 24.693 4.695  -0.378 1.066  C15 YSI 2  
YSI C14 C3  C 0 1 N N N -9.609  -16.626 23.105 3.098  -2.803 -1.377 C14 YSI 3  
YSI C13 C4  C 0 1 N N N -9.455  -18.050 23.412 3.594  -2.303 -0.084 C13 YSI 4  
YSI C12 C5  C 0 1 N N R -10.470 -18.523 24.444 4.065  -0.857 -0.243 C12 YSI 5  
YSI C11 C6  C 0 1 Y N N -13.740 -18.470 23.140 1.745  1.618  -1.479 C11 YSI 6  
YSI C8  C7  C 0 1 Y N N -18.081 -16.336 18.968 -5.793 -1.689 0.445  C8  YSI 7  
YSI C9  C8  C 0 1 Y N N -14.788 -16.150 23.488 -0.546 1.055  -0.436 C9  YSI 8  
YSI N1  N1  N 0 1 Y N N -16.777 -14.288 23.089 -3.187 1.427  -0.026 N1  YSI 9  
YSI C1  C9  C 0 1 N N N -14.191 -15.045 25.692 -0.177 3.551  -0.555 C1  YSI 10 
YSI C2  C10 C 0 1 Y N N -15.006 -15.142 24.426 -1.071 2.350  -0.384 C2  YSI 11 
YSI C3  C11 C 0 1 Y N N -16.029 -14.252 24.198 -2.429 2.503  -0.173 C3  YSI 12 
YSI C4  C12 C 0 1 Y N N -16.508 -15.276 22.219 -2.664 0.210  -0.085 C4  YSI 13 
YSI C5  C13 C 0 1 Y N N -17.226 -16.276 20.058 -4.872 -0.705 0.281  C5  YSI 14 
YSI C6  C14 C 0 1 Y N N -16.369 -17.362 19.912 -5.539 0.526  0.363  C6  YSI 15 
YSI C7  C15 C 0 1 N N N -18.234 -17.928 16.988 -8.278 -1.780 0.832  C7  YSI 16 
YSI N2  N2  N 0 1 N N N -17.261 -15.327 21.082 -3.493 -0.888 0.067  N2  YSI 17 
YSI N3  N3  N 0 1 Y N N -16.640 -18.062 18.817 -6.810 0.293  0.568  N3  YSI 18 
YSI N4  N4  N 0 1 Y N N -17.687 -17.403 18.232 -7.002 -1.093 0.619  N4  YSI 19 
YSI N5  N5  N 0 1 Y N N -15.567 -16.213 22.395 -1.369 0.019  -0.285 N5  YSI 20 
YSI N6  N6  N 0 1 Y N N -12.601 -19.104 23.376 2.947  1.110  -1.423 N6  YSI 21 
YSI N7  N7  N 0 1 Y N N -11.818 -18.194 24.025 2.921  -0.004 -0.575 N7  YSI 22 
YSI N8  N8  N 0 1 N N N -9.699  -15.510 22.848 2.715  -3.188 -2.375 N8  YSI 23 
YSI C16 C16 C 0 1 N N N -11.224 -20.563 25.817 5.239  1.055  0.899  C16 YSI 24 
YSI C17 C17 C 0 1 N N N -10.589 -21.898 26.168 6.543  1.067  1.734  C17 YSI 25 
YSI C18 C18 C 0 1 N N N -9.086  -21.548 26.149 7.133  -0.340 1.466  C18 YSI 26 
YSI C19 C19 C 0 1 N N N -8.906  -20.449 25.105 5.899  -1.266 1.427  C19 YSI 27 
YSI C20 C20 C 0 1 Y N N -12.454 -17.000 24.157 1.664  -0.157 -0.117 C20 YSI 28 
YSI H1  H1  H 0 1 N N N -10.590 -20.544 23.764 3.957  -0.406 1.868  H1  YSI 29 
YSI H2  H2  H 0 1 N N N -9.592  -18.630 22.487 2.792  -2.345 0.653  H2  YSI 30 
YSI H3  H3  H 0 1 N N N -8.442  -18.221 23.805 4.427  -2.922 0.249  H3  YSI 31 
YSI H4  H4  H 0 1 N N N -10.257 -18.002 25.389 4.804  -0.801 -1.043 H4  YSI 32 
YSI H5  H5  H 0 1 N N N -14.581 -18.922 22.635 1.448  2.484  -2.052 H5  YSI 33 
YSI H6  H6  H 0 1 N N N -18.899 -15.665 18.749 -5.600 -2.751 0.435  H6  YSI 34 
YSI H7  H7  H 0 1 N N N -13.318 -14.399 25.518 -0.123 3.816  -1.611 H7  YSI 35 
YSI H8  H8  H 0 1 N N N -14.810 -14.617 26.494 -0.584 4.390  0.009  H8  YSI 36 
YSI H9  H9  H 0 1 N N N -13.851 -16.049 25.987 0.822  3.316  -0.188 H9  YSI 37 
YSI H10 H10 H 0 1 N N N -16.236 -13.496 24.941 -2.866 3.489  -0.128 H10 YSI 38 
YSI H11 H11 H 0 1 N N N -15.578 -17.606 20.606 -5.081 1.500  0.272  H11 YSI 39 
YSI H12 H12 H 0 1 N N N -17.681 -18.833 16.697 -8.757 -1.965 -0.129 H12 YSI 40 
YSI H13 H13 H 0 1 N N N -19.296 -18.178 17.131 -8.101 -2.728 1.339  H13 YSI 41 
YSI H14 H14 H 0 1 N N N -18.139 -17.170 16.197 -8.928 -1.156 1.447  H14 YSI 42 
YSI H15 H15 H 0 1 N N N -17.925 -14.588 20.967 -3.123 -1.784 0.026  H15 YSI 43 
YSI H16 H16 H 0 1 N N N -11.220 -19.887 26.685 5.455  1.261  -0.150 H16 YSI 44 
YSI H17 H17 H 0 1 N N N -12.257 -20.701 25.464 4.528  1.782  1.292  H17 YSI 45 
YSI H18 H18 H 0 1 N N N -10.907 -22.244 27.163 7.222  1.843  1.380  H18 YSI 46 
YSI H19 H19 H 0 1 N N N -10.831 -22.666 25.418 6.323  1.202  2.793  H19 YSI 47 
YSI H20 H20 H 0 1 N N N -8.494  -22.433 25.874 7.655  -0.360 0.509  H20 YSI 48 
YSI H21 H21 H 0 1 N N N -8.768  -21.187 27.138 7.805  -0.632 2.273  H21 YSI 49 
YSI H22 H22 H 0 1 N N N -8.357  -20.836 24.234 5.745  -1.725 2.404  H22 YSI 50 
YSI H23 H23 H 0 1 N N N -8.357  -19.599 25.536 6.035  -2.037 0.669  H23 YSI 51 
YSI H24 H24 H 0 1 N N N -12.044 -16.103 24.598 1.321  -0.927 0.558  H24 YSI 52 
# 
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 
YSI C7  N4  SING N N 1  
YSI N4  N3  SING Y N 2  
YSI N4  C8  SING Y N 3  
YSI N3  C6  DOUB Y N 4  
YSI C8  C5  DOUB Y N 5  
YSI C6  C5  SING Y N 6  
YSI C5  N2  SING N N 7  
YSI N2  C4  SING N N 8  
YSI C4  N5  DOUB Y N 9  
YSI C4  N1  SING Y N 10 
YSI N5  C9  SING Y N 11 
YSI N8  C14 TRIP N N 12 
YSI N1  C3  DOUB Y N 13 
YSI C14 C13 SING N N 14 
YSI C11 N6  DOUB Y N 15 
YSI C11 C10 SING Y N 16 
YSI N6  N7  SING Y N 17 
YSI C13 C12 SING N N 18 
YSI C9  C10 SING N N 19 
YSI C9  C2  DOUB Y N 20 
YSI C10 C20 DOUB Y N 21 
YSI N7  C20 SING Y N 22 
YSI N7  C12 SING N N 23 
YSI C3  C2  SING Y N 24 
YSI C2  C1  SING N N 25 
YSI C12 C15 SING N N 26 
YSI C15 C19 SING N N 27 
YSI C15 C16 SING N N 28 
YSI C19 C18 SING N N 29 
YSI C16 C17 SING N N 30 
YSI C18 C17 SING N N 31 
YSI C15 H1  SING N N 32 
YSI C13 H2  SING N N 33 
YSI C13 H3  SING N N 34 
YSI C12 H4  SING N N 35 
YSI C11 H5  SING N N 36 
YSI C8  H6  SING N N 37 
YSI C1  H7  SING N N 38 
YSI C1  H8  SING N N 39 
YSI C1  H9  SING N N 40 
YSI C3  H10 SING N N 41 
YSI C6  H11 SING N N 42 
YSI C7  H12 SING N N 43 
YSI C7  H13 SING N N 44 
YSI C7  H14 SING N N 45 
YSI N2  H15 SING N N 46 
YSI C16 H16 SING N N 47 
YSI C16 H17 SING N N 48 
YSI C17 H18 SING N N 49 
YSI C17 H19 SING N N 50 
YSI C18 H20 SING N N 51 
YSI C18 H21 SING N N 52 
YSI C19 H22 SING N N 53 
YSI C19 H23 SING N N 54 
YSI C20 H24 SING N N 55 
# 
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 
YSI SMILES           ACDLabs              12.01 "Cn1cc(cn1)Nc1ncc(C)c(n1)c1cn(nc1)C(CC#N)C1CCCC1"                                                                                                            
YSI InChI            InChI                1.06  "InChI=1S/C20H24N8/c1-14-9-22-20(25-17-11-23-27(2)13-17)26-19(14)16-10-24-28(12-16)18(7-8-21)15-5-3-4-6-15/h9-13,15,18H,3-7H2,1-2H3,(H,22,25,26)/t18-/m1/s1" 
YSI InChIKey         InChI                1.06  FEQOESZUGZISHK-GOSISDBHSA-N                                                                                                                                  
YSI SMILES_CANONICAL CACTVS               3.385 "Cn1cc(Nc2ncc(C)c(n2)c3cnn(c3)[C@H](CC#N)C4CCCC4)cn1"                                                                                                        
YSI SMILES           CACTVS               3.385 "Cn1cc(Nc2ncc(C)c(n2)c3cnn(c3)[CH](CC#N)C4CCCC4)cn1"                                                                                                         
YSI SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1cnc(nc1c2cnn(c2)[C@H](CC#N)C3CCCC3)Nc4cnn(c4)C"                                                                                                          
YSI SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1cnc(nc1c2cnn(c2)C(CC#N)C3CCCC3)Nc4cnn(c4)C"                                                                                                              
# 
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 
YSI "SYSTEMATIC NAME" ACDLabs              12.01 "(3R)-3-cyclopentyl-3-[(4M)-4-{5-methyl-2-[(1-methyl-1H-pyrazol-4-yl)amino]pyrimidin-4-yl}-1H-pyrazol-1-yl]propanenitrile" 
YSI "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(3~{R})-3-cyclopentyl-3-[4-[5-methyl-2-[(1-methylpyrazol-4-yl)amino]pyrimidin-4-yl]pyrazol-1-yl]propanenitrile"           
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
YSI "Create component" 2023-02-17 RCSB 
YSI "Initial release"  2023-06-21 RCSB 
# 
