data_63A
# 
_chem_comp.id                                    63A 
_chem_comp.name                                  
;1-[(3R,4R)-3-[({2-[(1-methyl-1H-pyrazol-4-yl)amino]-7H-pyrrolo[2,3-d]pyrimidin-4-yl}oxy)methyl]-4-(trifluoromethyl)pyrr
olidin-1-yl]propan-1-one
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H22 F3 N7 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         
;Bound form of
1-[(3R,4R)-3-[({2-[(1-methyl-1H-pyrazol-4-yl)amino]-7H-pyrrolo[2,3-d]pyrimidin-4-yl}oxy)methyl]-4-(trifluoromethyl)pyrro
lidin-1-yl]prop-2-en-1-one
;
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-01-18 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        437.419 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     63A 
_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        5HG9 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_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 
63A N3  N1  N 0 1 N N N N N N -14.517 18.110 -24.045 3.074  -0.786 -1.221 N3  63A 1  
63A C4  C1  C 0 1 N N N N N N -13.697 19.271 -24.435 3.787  -0.067 -0.140 C4  63A 2  
63A C5  C2  C 0 1 N N R N N N -13.870 19.420 -25.961 2.757  0.036  1.006  C5  63A 3  
63A C6  C3  C 0 1 N N N N N N -14.815 20.586 -26.340 3.450  -0.132 2.360  C6  63A 4  
63A C10 C4  C 0 1 N N N N N N -14.703 17.567 -22.761 3.126  -0.548 -2.546 C10 63A 5  
63A C20 C5  C 0 1 Y N N N N N -11.086 14.285 -29.555 -4.169 -1.998 -0.128 C20 63A 6  
63A C21 C6  C 0 1 Y N N N N N -11.468 15.622 -29.312 -2.828 -2.367 0.088  C21 63A 7  
63A C22 C7  C 0 1 Y N N N N N -10.487 16.452 -29.910 -2.809 -3.829 0.131  C22 63A 8  
63A C26 C8  C 0 1 Y N N N N N -14.805 12.238 -27.249 -2.895 2.551  -0.057 C26 63A 9  
63A C1  C9  C 0 1 N N R N N N -14.424 18.057 -26.426 1.770  -1.124 0.758  C1  63A 10 
63A C2  C10 C 0 1 N N N N N N -15.176 17.524 -25.201 2.295  -1.830 -0.515 C2  63A 11 
63A F7  F1  F 0 1 N N N N N N -14.957 20.671 -27.684 2.496  -0.069 3.382  F7  63A 12 
63A F8  F2  F 0 1 N N N N N N -16.058 20.458 -25.819 4.098  -1.371 2.402  F8  63A 13 
63A F9  F3  F 0 1 N N N N N N -14.313 21.773 -25.924 4.387  0.892  2.534  F9  63A 14 
63A C11 C11 C 0 1 N N N N N N -13.956 18.263 -21.620 3.990  0.567  -3.079 C11 63A 15 
63A C12 C12 C 0 1 N N N N N N -14.006 17.529 -20.282 3.869  0.622  -4.603 C12 63A 16 
63A O13 O1  O 0 1 N N N N N N -15.427 16.584 -22.554 2.478  -1.230 -3.311 O13 63A 17 
63A C14 C13 C 0 1 N N N N N N -13.271 17.130 -26.801 0.359  -0.581 0.528  C14 63A 18 
63A O15 O2  O 0 1 N N N N N N -13.194 17.010 -28.240 -0.559 -1.671 0.417  O15 63A 19 
63A C16 C14 C 0 1 Y N N N N N -12.665 15.772 -28.574 -1.861 -1.360 0.209  C16 63A 20 
63A N17 N2  N 0 1 Y N N N N N -13.346 14.654 -28.158 -2.249 -0.095 0.115  N17 63A 21 
63A C18 C15 C 0 1 Y N N N N N -12.895 13.394 -28.442 -3.524 0.216  -0.090 C18 63A 22 
63A N19 N3  N 0 1 Y N N N N N -11.746 13.151 -29.154 -4.468 -0.702 -0.209 N19 63A 23 
63A C23 C16 C 0 1 Y N N N N N -9.546  15.619 -30.496 -4.074 -4.239 -0.052 C23 63A 24 
63A N24 N4  N 0 1 Y N N N N N -9.924  14.313 -30.272 -4.897 -3.152 -0.213 N24 63A 25 
63A N25 N5  N 0 1 N N N N N N -13.644 12.280 -27.976 -3.879 1.552  -0.181 N25 63A 26 
63A C27 C17 C 0 1 Y N N N N N -15.432 11.079 -26.855 -3.103 3.891  -0.126 C27 63A 27 
63A N28 N6  N 0 1 Y N N N N N -16.535 11.470 -26.155 -1.902 4.502  0.047  N28 63A 28 
63A N29 N7  N 0 1 Y N N N N N -16.681 12.802 -26.062 -0.934 3.505  0.227  N29 63A 29 
63A C30 C18 C 0 1 Y N N N N N -15.627 13.270 -26.729 -1.526 2.339  0.164  C30 63A 30 
63A C31 C19 C 0 1 N N N N N N -17.515 10.615 -25.532 -1.661 5.947  0.046  C31 63A 31 
63A H1  H1  H 0 1 N N N N N N -12.640 19.094 -24.186 4.660  -0.635 0.183  H1  63A 32 
63A H2  H2  H 0 1 N N N N N N -14.048 20.177 -23.920 4.085  0.926  -0.476 H2  63A 33 
63A H3  H3  H 0 1 N N N N N N -12.886 19.588 -26.423 2.237  0.992  0.962  H3  63A 34 
63A H4  H4  H 0 1 N N N N N N -10.475 17.532 -29.909 -1.944 -4.458 0.281  H4  63A 35 
63A H5  H5  H 0 1 N N N N N N -15.110 18.189 -27.276 1.778  -1.815 1.602  H5  63A 36 
63A H6  H6  H 0 1 N N N N N N -16.232 17.831 -25.236 1.463  -2.164 -1.135 H6  63A 37 
63A H7  H7  H 0 1 N N N N N N -15.114 16.426 -25.161 2.933  -2.672 -0.247 H7  63A 38 
63A H8  H8  H 0 1 N N N N N N -12.901 18.367 -21.914 3.662  1.515  -2.653 H8  63A 39 
63A H9  H9  H 0 1 N N N N N N -14.398 19.261 -21.480 5.029  0.385  -2.803 H9  63A 40 
63A H10 H10 H 0 1 N N N N N N -13.445 18.101 -19.528 4.494  1.428  -4.988 H10 63A 41 
63A H11 H11 H 0 1 N N N N N N -15.053 17.425 -19.960 4.197  -0.326 -5.028 H11 63A 42 
63A H12 H12 H 0 1 N N N N N N -13.556 16.531 -20.394 2.830  0.804  -4.879 H12 63A 43 
63A H13 H13 H 0 1 N N N N N N -13.441 16.137 -26.359 0.071  0.052  1.367  H13 63A 44 
63A H14 H14 H 0 1 N N N N N N -12.328 17.545 -26.417 0.340  0.004  -0.392 H14 63A 45 
63A H15 H15 H 0 1 N N N N N N -8.667  15.939 -31.036 -4.396 -5.270 -0.076 H15 63A 46 
63A H16 H16 H 0 1 N N N N N N -9.423  13.507 -30.587 -5.855 -3.196 -0.359 H16 63A 47 
63A H17 H17 H 0 1 N N N N N N -13.264 11.387 -28.216 -4.805 1.799  -0.330 H17 63A 48 
63A H18 H18 H 0 1 N N N N N N -15.116 10.067 -27.058 -4.051 4.381  -0.289 H18 63A 49 
63A H19 H19 H 0 1 N N N N N N -15.421 14.322 -26.860 -1.043 1.379  0.267  H19 63A 50 
63A H20 H20 H 0 1 N N N N N N -18.283 11.232 -25.043 -1.762 6.333  1.060  H20 63A 51 
63A H21 H21 H 0 1 N N N N N N -17.987 9.980  -26.297 -0.654 6.147  -0.321 H21 63A 52 
63A H22 H22 H 0 1 N N N N N N -17.023 9.980  -24.781 -2.388 6.435  -0.603 H22 63A 53 
# 
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 
63A C23 N24 SING Y N 1  
63A C23 C22 DOUB Y N 2  
63A N24 C20 SING Y N 3  
63A C22 C21 SING Y N 4  
63A C20 C21 DOUB Y N 5  
63A C20 N19 SING Y N 6  
63A C21 C16 SING Y N 7  
63A N19 C18 DOUB Y N 8  
63A C16 O15 SING N N 9  
63A C16 N17 DOUB Y N 10 
63A C18 N17 SING Y N 11 
63A C18 N25 SING N N 12 
63A O15 C14 SING N N 13 
63A N25 C26 SING N N 14 
63A F7  C6  SING N N 15 
63A C26 C27 DOUB Y N 16 
63A C26 C30 SING Y N 17 
63A C27 N28 SING Y N 18 
63A C14 C1  SING N N 19 
63A C30 N29 DOUB Y N 20 
63A C1  C5  SING N N 21 
63A C1  C2  SING N N 22 
63A C6  C5  SING N N 23 
63A C6  F9  SING N N 24 
63A C6  F8  SING N N 25 
63A N28 N29 SING Y N 26 
63A N28 C31 SING N N 27 
63A C5  C4  SING N N 28 
63A C2  N3  SING N N 29 
63A C4  N3  SING N N 30 
63A N3  C10 SING N N 31 
63A C10 O13 DOUB N N 32 
63A C10 C11 SING N N 33 
63A C11 C12 SING N N 34 
63A C4  H1  SING N N 35 
63A C4  H2  SING N N 36 
63A C5  H3  SING N N 37 
63A C22 H4  SING N N 38 
63A C1  H5  SING N N 39 
63A C2  H6  SING N N 40 
63A C2  H7  SING N N 41 
63A C11 H8  SING N N 42 
63A C11 H9  SING N N 43 
63A C12 H10 SING N N 44 
63A C12 H11 SING N N 45 
63A C12 H12 SING N N 46 
63A C14 H13 SING N N 47 
63A C14 H14 SING N N 48 
63A C23 H15 SING N N 49 
63A N24 H16 SING N N 50 
63A N25 H17 SING N N 51 
63A C27 H18 SING N N 52 
63A C30 H19 SING N N 53 
63A C31 H20 SING N N 54 
63A C31 H21 SING N N 55 
63A C31 H22 SING N N 56 
# 
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 
63A SMILES           ACDLabs              12.01 "N1(C(=O)CC)CC(C(F)(F)F)C(C1)COc2c4c(nc(n2)Nc3cn(nc3)C)ncc4"                                                                                                                            
63A InChI            InChI                1.03  "InChI=1S/C19H22F3N7O2/c1-3-15(30)29-7-11(14(9-29)19(20,21)22)10-31-17-13-4-5-23-16(13)26-18(27-17)25-12-6-24-28(2)8-12/h4-6,8,11,14H,3,7,9-10H2,1-2H3,(H2,23,25,26,27)/t11-,14+/m1/s1" 
63A InChIKey         InChI                1.03  CKVDMJWQTVJZKC-RISCZKNCSA-N                                                                                                                                                             
63A SMILES_CANONICAL CACTVS               3.385 "CCC(=O)N1C[C@H](COc2nc(Nc3cnn(C)c3)nc4[nH]ccc24)[C@H](C1)C(F)(F)F"                                                                                                                     
63A SMILES           CACTVS               3.385 "CCC(=O)N1C[CH](COc2nc(Nc3cnn(C)c3)nc4[nH]ccc24)[CH](C1)C(F)(F)F"                                                                                                                       
63A SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CCC(=O)N1C[C@@H]([C@H](C1)C(F)(F)F)COc2c3cc[nH]c3nc(n2)Nc4cnn(c4)C"                                                                                                                    
63A SMILES           "OpenEye OEToolkits" 2.0.4 "CCC(=O)N1CC(C(C1)C(F)(F)F)COc2c3cc[nH]c3nc(n2)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 
63A "SYSTEMATIC NAME" ACDLabs              12.01 "1-[(3R,4R)-3-[({2-[(1-methyl-1H-pyrazol-4-yl)amino]-7H-pyrrolo[2,3-d]pyrimidin-4-yl}oxy)methyl]-4-(trifluoromethyl)pyrrolidin-1-yl]propan-1-one"    
63A "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "1-[(3~{R},4~{R})-3-[[2-[(1-methylpyrazol-4-yl)amino]-7~{H}-pyrrolo[2,3-d]pyrimidin-4-yl]oxymethyl]-4-(trifluoromethyl)pyrrolidin-1-yl]propan-1-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
63A "Create component" 2016-01-18 RCSB 
63A "Initial release"  2016-02-03 RCSB 
63A "Modify synonyms"  2020-06-05 PDBE 
63A "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      63A 
_pdbx_chem_comp_synonyms.name         "Bound form of 1-[(3R,4R)-3-[({2-[(1-methyl-1H-pyrazol-4-yl)amino]-7H-pyrrolo[2,3-d]pyrimidin-4-yl}oxy)methyl]-4-(trifluoromethyl)pyrrolidin-1-yl]prop-2-en-1-one" 
_pdbx_chem_comp_synonyms.provenance   ? 
_pdbx_chem_comp_synonyms.type         ? 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            63A 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C12 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
