data_7SH
# 
_chem_comp.id                                    7SH 
_chem_comp.name                                  "N-(3-chloropyridin-4-yl)-2-{5-(3-cyano-4-hydroxyphenyl)-3-[3-(1-methyl-1H-pyrazol-4-yl)prop-2-yn-1-yl]-4-oxo-3,4-dihydro-7H-pyrrolo[2,3-d]pyrimidin-7-yl}acetamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H19 Cl N8 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2021-08-19 
_chem_comp.pdbx_modified_date                    2022-08-19 
_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                        538.945 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     7SH 
_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        7RV7 
_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 
7SH C11  C1  C  0 1 N N N -2.606 -6.387 37.365 2.464  2.027  1.202  C11  7SH 1  
7SH C13  C2  C  0 1 Y N N -3.914 -4.437 36.932 0.196  2.640  0.316  C13  7SH 2  
7SH C14  C3  C  0 1 Y N N -4.277 -3.244 37.626 -1.071 2.158  0.367  C14  7SH 3  
7SH C02  C4  C  0 1 N N N -1.205 -6.252 36.765 3.211  1.226  0.167  C02  7SH 4  
7SH C04  C5  C  0 1 Y N N 0.329  -7.428 35.205 5.252  0.453  -0.772 C04  7SH 5  
7SH C05  C6  C  0 1 Y N N 1.515  -7.042 35.840 4.723  0.164  -2.028 C05  7SH 6  
7SH C06  C7  C  0 1 Y N N 2.718  -7.320 35.197 5.441  -0.639 -2.890 C06  7SH 7  
7SH C08  C8  C  0 1 Y N N 1.602  -8.390 33.430 7.151  -0.878 -1.360 C08  7SH 8  
7SH C09  C9  C  0 1 Y N N 0.399  -8.144 34.036 6.497  -0.083 -0.440 C09  7SH 9  
7SH C15  C10 C  0 1 Y N N -5.158 -2.225 37.002 -2.272 2.745  -0.277 C15  7SH 10 
7SH C16  C11 C  0 1 Y N N -5.047 -2.012 35.645 -3.114 1.941  -1.046 C16  7SH 11 
7SH C17  C12 C  0 1 Y N N -5.926 -1.049 35.068 -4.232 2.480  -1.648 C17  7SH 12 
7SH C18  C13 C  0 1 Y N N -6.845 -0.379 35.876 -4.527 3.826  -1.493 C18  7SH 13 
7SH C20  C14 C  0 1 Y N N -6.926 -0.642 37.235 -3.688 4.643  -0.722 C20  7SH 14 
7SH C21  C15 C  0 1 N N N -7.926 0.047  38.141 -3.989 6.034  -0.559 C21  7SH 15 
7SH C23  C16 C  0 1 Y N N -6.104 -1.601 37.802 -2.560 4.094  -0.109 C23  7SH 16 
7SH C24  C17 C  0 1 Y N N -2.984 -4.536 38.953 0.317  0.785  1.571  C24  7SH 17 
7SH C25  C18 C  0 1 Y N N -3.681 -3.296 38.965 -1.019 0.942  1.185  C25  7SH 18 
7SH C26  C19 C  0 1 N N N -3.682 -2.447 40.190 -1.972 -0.009 1.614  C26  7SH 19 
7SH C28  C20 C  0 1 N N N -2.693 -2.226 42.467 -2.499 -2.045 2.851  C28  7SH 20 
7SH C29  C21 C  0 1 N N N -3.728 -2.263 43.495 -2.577 -3.138 1.868  C29  7SH 21 
7SH C30  C22 C  0 1 N N N -4.463 -2.182 44.374 -2.639 -4.009 1.084  C30  7SH 22 
7SH C31  C23 C  0 1 Y N N -5.305 -2.118 45.557 -2.715 -5.073 0.128  C31  7SH 23 
7SH C32  C24 C  0 1 Y N N -5.090 -2.858 46.733 -3.832 -5.469 -0.552 C32  7SH 24 
7SH C34  C25 C  0 1 N N N -6.321 -2.998 48.855 -4.371 -7.227 -2.255 C34  7SH 25 
7SH C36  C26 C  0 1 Y N N -6.398 -1.338 45.670 -1.650 -5.898 -0.288 C36  7SH 26 
7SH C37  C27 C  0 1 N N N -2.200 -4.212 41.196 -0.235 -1.134 2.727  C37  7SH 27 
7SH N03  N1  N  0 1 N N N -0.901 -7.246 35.813 4.557  1.262  0.129  N03  7SH 28 
7SH N07  N2  N  0 1 Y N N 2.761  -7.977 34.049 6.613  -1.132 -2.538 N07  7SH 29 
7SH N12  N3  N  0 1 Y N N -3.123 -5.104 37.746 1.024  1.821  1.034  N12  7SH 30 
7SH N22  N4  N  0 1 N N N -8.636 0.516  38.859 -4.228 7.136  -0.430 N22  7SH 31 
7SH N27  N5  N  0 1 N N N -2.897 -2.984 41.231 -1.545 -1.036 2.385  N27  7SH 32 
7SH N33  N6  N  0 1 Y N N -6.097 -2.498 47.519 -3.479 -6.497 -1.350 N33  7SH 33 
7SH N35  N7  N  0 1 Y N N -6.892 -1.589 46.930 -2.113 -6.746 -1.167 N35  7SH 34 
7SH N38  N8  N  0 1 N N N -2.208 -5.068 40.036 0.655  -0.265 2.339  N38  7SH 35 
7SH O01  O1  O  0 1 N N N -0.491 -5.353 37.074 2.599  0.549  -0.633 O01  7SH 36 
7SH O19  O2  O  0 1 N N N -7.701 0.575  35.355 -5.628 4.353  -2.087 O19  7SH 37 
7SH O39  O3  O  0 1 N N N -4.250 -1.328 40.325 -3.145 0.092  1.299  O39  7SH 38 
7SH CL10 CL1 CL 0 0 N N N -1.107 -8.647 33.279 7.213  0.246  1.106  CL10 7SH 39 
7SH H1   H1  H  0 1 N N N -3.276 -6.839 36.619 2.764  1.703  2.198  H1   7SH 40 
7SH H2   H2  H  0 1 N N N -2.557 -7.034 38.253 2.697  3.085  1.079  H2   7SH 41 
7SH H3   H3  H  0 1 N N N -4.225 -4.732 35.941 0.504  3.529  -0.213 H3   7SH 42 
7SH H4   H4  H  0 1 N N N 1.497  -6.544 36.798 3.764  0.564  -2.323 H4   7SH 43 
7SH H5   H5  H  0 1 N N N 3.642  -6.990 35.648 5.038  -0.868 -3.866 H5   7SH 44 
7SH H6   H6  H  0 1 N N N 1.642  -8.901 32.479 8.115  -1.297 -1.112 H6   7SH 45 
7SH H7   H7  H  0 1 N N N -4.327 -2.550 35.046 -2.890 0.891  -1.171 H7   7SH 46 
7SH H8   H8  H  0 1 N N N -5.881 -0.839 34.010 -4.879 1.852  -2.243 H8   7SH 47 
7SH H9   H9  H  0 1 N N N -6.197 -1.858 38.847 -1.912 4.717  0.490  H9   7SH 48 
7SH H10  H10 H  0 1 N N N -1.767 -2.602 42.927 -3.482 -1.589 2.966  H10  7SH 49 
7SH H11  H11 H  0 1 N N N -2.559 -1.172 42.181 -2.168 -2.442 3.810  H11  7SH 50 
7SH H12  H12 H  0 1 N N N -4.293 -3.555 46.946 -4.818 -5.038 -0.467 H12  7SH 51 
7SH H13  H13 H  0 1 N N N -7.217 -2.522 49.280 -4.368 -6.746 -3.233 H13  7SH 52 
7SH H14  H14 H  0 1 N N N -6.467 -4.088 48.819 -4.025 -8.255 -2.355 H14  7SH 53 
7SH H15  H15 H  0 1 N N N -5.449 -2.766 49.484 -5.383 -7.221 -1.851 H15  7SH 54 
7SH H16  H16 H  0 1 N N N -6.800 -0.661 44.931 -0.629 -5.839 0.059  H16  7SH 55 
7SH H17  H17 H  0 1 N N N -1.642 -4.520 42.068 0.082  -1.962 3.343  H17  7SH 56 
7SH H18  H18 H  0 1 N N N -1.636 -7.873 35.555 5.044  1.849  0.728  H18  7SH 57 
7SH H19  H19 H  0 1 N N N -8.250 0.921  36.049 -6.425 4.318  -1.541 H19  7SH 58 
# 
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 
7SH CL10 C09 SING N N 1  
7SH C08  C09 DOUB Y N 2  
7SH C08  N07 SING Y N 3  
7SH C09  C04 SING Y N 4  
7SH N07  C06 DOUB Y N 5  
7SH C17  C16 DOUB Y N 6  
7SH C17  C18 SING Y N 7  
7SH C06  C05 SING Y N 8  
7SH C04  N03 SING N N 9  
7SH C04  C05 DOUB Y N 10 
7SH O19  C18 SING N N 11 
7SH C16  C15 SING Y N 12 
7SH N03  C02 SING N N 13 
7SH C18  C20 DOUB Y N 14 
7SH C02  O01 DOUB N N 15 
7SH C02  C11 SING N N 16 
7SH C13  C14 DOUB Y N 17 
7SH C13  N12 SING Y N 18 
7SH C15  C14 SING N N 19 
7SH C15  C23 DOUB Y N 20 
7SH C20  C23 SING Y N 21 
7SH C20  C21 SING N N 22 
7SH C11  N12 SING N N 23 
7SH C14  C25 SING Y N 24 
7SH N12  C24 SING Y N 25 
7SH C21  N22 TRIP N N 26 
7SH C24  C25 DOUB Y N 27 
7SH C24  N38 SING N N 28 
7SH C25  C26 SING N N 29 
7SH N38  C37 DOUB N N 30 
7SH C26  O39 DOUB N N 31 
7SH C26  N27 SING N N 32 
7SH C37  N27 SING N N 33 
7SH N27  C28 SING N N 34 
7SH C28  C29 SING N N 35 
7SH C29  C30 TRIP N N 36 
7SH C30  C31 SING N N 37 
7SH C31  C36 SING Y N 38 
7SH C31  C32 DOUB Y N 39 
7SH C36  N35 DOUB Y N 40 
7SH C32  N33 SING Y N 41 
7SH N35  N33 SING Y N 42 
7SH N33  C34 SING N N 43 
7SH C11  H1  SING N N 44 
7SH C11  H2  SING N N 45 
7SH C13  H3  SING N N 46 
7SH C05  H4  SING N N 47 
7SH C06  H5  SING N N 48 
7SH C08  H6  SING N N 49 
7SH C16  H7  SING N N 50 
7SH C17  H8  SING N N 51 
7SH C23  H9  SING N N 52 
7SH C28  H10 SING N N 53 
7SH C28  H11 SING N N 54 
7SH C32  H12 SING N N 55 
7SH C34  H13 SING N N 56 
7SH C34  H14 SING N N 57 
7SH C34  H15 SING N N 58 
7SH C36  H16 SING N N 59 
7SH C37  H17 SING N N 60 
7SH N03  H18 SING N N 61 
7SH O19  H19 SING N N 62 
# 
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 
7SH SMILES           ACDLabs              12.01 "Cn1cc(C#CCN2C=Nc3n(CC(=O)Nc4ccncc4Cl)cc(c4ccc(O)c(C#N)c4)c3C2=O)cn1"                                                                                                                           
7SH InChI            InChI                1.03  "InChI=1S/C27H19ClN8O3/c1-34-13-17(11-32-34)3-2-8-35-16-31-26-25(27(35)39)20(18-4-5-23(37)19(9-18)10-29)14-36(26)15-24(38)33-22-6-7-30-12-21(22)28/h4-7,9,11-14,16,37H,8,15H2,1H3,(H,30,33,38)" 
7SH InChIKey         InChI                1.03  BLTGTNLANXRGML-UHFFFAOYSA-N                                                                                                                                                                     
7SH SMILES_CANONICAL CACTVS               3.385 "Cn1cc(cn1)C#CCN2C=Nc3n(CC(=O)Nc4ccncc4Cl)cc(c5ccc(O)c(c5)C#N)c3C2=O"                                                                                                                           
7SH SMILES           CACTVS               3.385 "Cn1cc(cn1)C#CCN2C=Nc3n(CC(=O)Nc4ccncc4Cl)cc(c5ccc(O)c(c5)C#N)c3C2=O"                                                                                                                           
7SH SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cn1cc(cn1)C#CCN2C=Nc3c(c(cn3CC(=O)Nc4ccncc4Cl)c5ccc(c(c5)C#N)O)C2=O"                                                                                                                           
7SH SMILES           "OpenEye OEToolkits" 2.0.7 "Cn1cc(cn1)C#CCN2C=Nc3c(c(cn3CC(=O)Nc4ccncc4Cl)c5ccc(c(c5)C#N)O)C2=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 
7SH "SYSTEMATIC NAME" ACDLabs              12.01 "N-(3-chloropyridin-4-yl)-2-{5-(3-cyano-4-hydroxyphenyl)-3-[3-(1-methyl-1H-pyrazol-4-yl)prop-2-yn-1-yl]-4-oxo-3,4-dihydro-7H-pyrrolo[2,3-d]pyrimidin-7-yl}acetamide" 
7SH "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-(3-chloranylpyridin-4-yl)-2-[5-(3-cyano-4-oxidanyl-phenyl)-3-[3-(1-methylpyrazol-4-yl)prop-2-ynyl]-4-oxidanylidene-pyrrolo[2,3-d]pyrimidin-7-yl]ethanamide"    
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
7SH "Create component" 2021-08-19 RCSB 
7SH "Initial release"  2022-08-24 RCSB 
# 
