data_GJJ
# 
_chem_comp.id                                    GJJ 
_chem_comp.name                                  "6-[(3S)-3-(acryloylamino)pyrrolidin-1-yl]-2-{[4-(tert-butylcarbamoyl)phenyl]amino}pyridine-3-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H30 N6 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2018-05-23 
_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                        450.533 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GJJ 
_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        6DI9 
_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 
GJJ C2  C1  C 0 1 Y N N N N N -20.274 6.006  -0.634 3.104  -1.010 -0.005 C2  GJJ 1  
GJJ C3  C2  C 0 1 Y N N N N N -19.261 5.697  -1.668 4.505  -0.952 -0.097 C3  GJJ 2  
GJJ C9  C3  C 0 1 Y N N N N N -20.929 5.811  1.715  1.098  -2.288 0.348  C9  GJJ 3  
GJJ C10 C4  C 0 1 Y N N N N N -20.499 5.336  2.959  0.435  -3.033 1.319  C10 GJJ 4  
GJJ C11 C5  C 0 1 Y N N N N N -21.290 5.528  4.094  -0.938 -3.130 1.296  C11 GJJ 5  
GJJ C12 C6  C 0 1 Y N N N N N -22.543 6.158  3.971  -1.666 -2.478 0.296  C12 GJJ 6  
GJJ C13 C7  C 0 1 Y N N N N N -22.958 6.646  2.744  -0.997 -1.730 -0.677 C13 GJJ 7  
GJJ C14 C8  C 0 1 Y N N N N N -22.152 6.478  1.617  0.376  -1.638 -0.649 C14 GJJ 8  
GJJ C15 C9  C 0 1 N N N N N N -23.443 6.473  5.131  -3.138 -2.579 0.268  C15 GJJ 9  
GJJ O17 O1  O 0 1 N N N N N N -24.626 6.661  4.864  -3.718 -3.230 1.115  O17 GJJ 10 
GJJ C19 C10 C 0 1 N N N N N N -24.741 6.037  7.891  -5.707 -3.519 -0.869 C19 GJJ 11 
GJJ C20 C11 C 0 1 N N N N N N -22.717 7.240  8.723  -5.843 -1.252 -1.910 C20 GJJ 12 
GJJ C21 C12 C 0 1 N N N N N N -24.344 8.446  7.296  -5.874 -1.488 0.577  C21 GJJ 13 
GJJ C22 C13 C 0 1 N N N N N N -23.060 8.152  -3.953 2.582  3.493  -0.218 C22 GJJ 14 
GJJ C24 C14 C 0 1 N N S N N N -24.520 9.156  -2.313 0.138  3.481  -0.386 C24 GJJ 15 
GJJ N26 N1  N 0 1 N N N N N N -24.166 10.580 -2.285 -0.982 3.517  0.558  N26 GJJ 16 
GJJ C27 C15 C 0 1 N N N N N N -17.980 5.002  -1.284 5.324  -2.136 0.212  C27 GJJ 17 
GJJ C30 C16 C 0 1 N N N N N N -24.630 11.444 -1.370 -1.934 4.464  0.440  C30 GJJ 18 
GJJ C32 C17 C 0 1 N N N N N N -24.251 12.903 -1.507 -3.058 4.499  1.388  C32 GJJ 19 
GJJ C33 C18 C 0 1 N N N N N N -24.085 13.757 -0.253 -3.997 5.433  1.270  C33 GJJ 20 
GJJ N1  N2  N 0 1 Y N N N N N -21.368 6.687  -1.031 2.371  0.056  -0.289 N1  GJJ 21 
GJJ C4  C19 C 0 1 Y N N N N N -19.447 6.059  -2.978 5.111  0.251  -0.487 C4  GJJ 22 
GJJ C5  C20 C 0 1 Y N N N N N -20.611 6.778  -3.315 4.312  1.326  -0.765 C5  GJJ 23 
GJJ C6  C21 C 0 1 Y N N N N N -21.547 7.051  -2.318 2.927  1.200  -0.660 C6  GJJ 24 
GJJ N7  N3  N 0 1 N N N N N N -22.703 7.763  -2.591 2.120  2.289  -0.942 N7  GJJ 25 
GJJ N8  N4  N 0 1 N N N N N N -20.089 5.652  0.665  2.487  -2.188 0.378  N8  GJJ 26 
GJJ N16 N5  N 0 1 N N N N N N -22.908 6.704  6.352  -3.838 -1.950 -0.697 N16 GJJ 27 
GJJ C18 C22 C 0 1 N N N N N N -23.683 7.082  7.544  -5.299 -2.051 -0.725 C18 GJJ 28 
GJJ C23 C23 C 0 1 N N N N N N -24.461 8.740  -3.759 1.329  4.310  0.147  C23 GJJ 29 
GJJ C25 C24 C 0 1 N N N N N N -23.593 8.203  -1.540 0.727  2.052  -0.484 C25 GJJ 30 
GJJ N28 N6  N 0 1 N N N N N N -16.933 5.074  -2.190 6.668  -2.037 0.237  N28 GJJ 31 
GJJ O29 O2  O 0 1 N N N N N N -17.881 4.457  -0.210 4.787  -3.203 0.444  O29 GJJ 32 
GJJ O31 O3  O 0 1 N N N N N N -25.384 11.182 -0.435 -1.863 5.288  -0.451 O31 GJJ 33 
GJJ H1  H1  H 0 1 N N N N N N -19.554 4.820  3.042  0.998  -3.537 2.091  H1  GJJ 34 
GJJ H2  H2  H 0 1 N N N N N N -20.942 5.195  5.061  -1.452 -3.708 2.049  H2  GJJ 35 
GJJ H3  H3  H 0 1 N N N N N N -23.906 7.157  2.659  -1.556 -1.225 -1.451 H3  GJJ 36 
GJJ H4  H4  H 0 1 N N N N N N -22.476 6.866  0.663  0.894  -1.061 -1.400 H4  GJJ 37 
GJJ H5  H5  H 0 1 N N N N N N -25.295 6.358  8.785  -6.794 -3.594 -0.890 H5  GJJ 38 
GJJ H6  H6  H 0 1 N N N N N N -25.438 5.927  7.047  -5.297 -3.920 -1.796 H6  GJJ 39 
GJJ H7  H7  H 0 1 N N N N N N -24.252 5.072  8.090  -5.319 -4.088 -0.024 H7  GJJ 40 
GJJ H8  H8  H 0 1 N N N N N N -23.281 7.523  9.624  -5.553 -0.206 -1.807 H8  GJJ 41 
GJJ H9  H9  H 0 1 N N N N N N -22.196 6.287  8.900  -5.434 -1.653 -2.837 H9  GJJ 42 
GJJ H10 H10 H 0 1 N N N N N N -21.980 8.023  8.491  -6.930 -1.326 -1.931 H10 GJJ 43 
GJJ H11 H11 H 0 1 N N N N N N -24.927 8.738  8.182  -5.584 -0.442 0.680  H11 GJJ 44 
GJJ H12 H12 H 0 1 N N N N N N -23.567 9.200  7.103  -6.962 -1.563 0.556  H12 GJJ 45 
GJJ H13 H13 H 0 1 N N N N N N -25.012 8.377  6.425  -5.487 -2.058 1.422  H13 GJJ 46 
GJJ H14 H14 H 0 1 N N N N N N -23.081 7.281  -4.625 3.112  3.200  0.689  H14 GJJ 47 
GJJ H15 H15 H 0 1 N N N N N N -22.362 8.904  -4.350 3.237  4.083  -0.859 H15 GJJ 48 
GJJ H16 H16 H 0 1 N N N N N N -25.547 9.024  -1.943 -0.176 3.838  -1.367 H16 GJJ 49 
GJJ H17 H17 H 0 1 N N N N N N -23.544 10.926 -2.988 -1.038 2.859  1.269  H17 GJJ 50 
GJJ H18 H18 H 0 1 N N N N N N -24.099 13.336 -2.485 -3.120 3.767  2.179  H18 GJJ 51 
GJJ H20 H20 H 0 1 N N N N N N -23.815 14.799 -0.341 -4.822 5.460  1.967  H20 GJJ 52 
GJJ H21 H21 H 0 1 N N N N N N -24.238 13.319 0.722  -3.935 6.166  0.479  H21 GJJ 53 
GJJ H23 H23 H 0 1 N N N N N N -18.719 5.799  -3.732 6.186  0.327  -0.567 H23 GJJ 54 
GJJ H24 H24 H 0 1 N N N N N N -20.776 7.112  -4.329 4.750  2.266  -1.068 H24 GJJ 55 
GJJ H25 H25 H 0 1 N N N N N N -19.214 5.215  0.874  3.021  -2.944 0.667  H25 GJJ 56 
GJJ H26 H26 H 0 1 N N N N N N -21.917 6.611  6.451  -3.375 -1.431 -1.372 H26 GJJ 57 
GJJ H27 H27 H 0 1 N N N N N N -24.608 9.609  -4.416 1.255  4.428  1.228  H27 GJJ 58 
GJJ H28 H28 H 0 1 N N N N N N -25.230 7.983  -3.974 1.359  5.285  -0.340 H28 GJJ 59 
GJJ H29 H29 H 0 1 N N N N N N -24.152 7.361  -1.106 0.720  1.565  0.491  H29 GJJ 60 
GJJ H30 H30 H 0 1 N N N N N N -23.047 8.730  -0.744 0.178  1.459  -1.216 H30 GJJ 61 
GJJ H31 H31 H 0 1 N N N N N N -16.049 4.664  -1.966 7.095  -1.187 0.052  H31 GJJ 62 
GJJ H32 H32 H 0 1 N N N N N N -17.062 5.536  -3.068 7.207  -2.817 0.441  H32 GJJ 63 
# 
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 
GJJ C22 C23 SING N N 1  
GJJ C22 N7  SING N N 2  
GJJ C23 C24 SING N N 3  
GJJ C5  C4  DOUB Y N 4  
GJJ C5  C6  SING Y N 5  
GJJ C4  C3  SING Y N 6  
GJJ N7  C6  SING N N 7  
GJJ N7  C25 SING N N 8  
GJJ C6  N1  DOUB Y N 9  
GJJ C24 N26 SING N N 10 
GJJ C24 C25 SING N N 11 
GJJ N26 C30 SING N N 12 
GJJ N28 C27 SING N N 13 
GJJ C3  C27 SING N N 14 
GJJ C3  C2  DOUB Y N 15 
GJJ C32 C30 SING N N 16 
GJJ C32 C33 DOUB N N 17 
GJJ C30 O31 DOUB N N 18 
GJJ C27 O29 DOUB N N 19 
GJJ N1  C2  SING Y N 20 
GJJ C2  N8  SING N N 21 
GJJ N8  C9  SING N N 22 
GJJ C14 C9  DOUB Y N 23 
GJJ C14 C13 SING Y N 24 
GJJ C9  C10 SING Y N 25 
GJJ C13 C12 DOUB Y N 26 
GJJ C10 C11 DOUB Y N 27 
GJJ C12 C11 SING Y N 28 
GJJ C12 C15 SING N N 29 
GJJ O17 C15 DOUB N N 30 
GJJ C15 N16 SING N N 31 
GJJ N16 C18 SING N N 32 
GJJ C21 C18 SING N N 33 
GJJ C18 C19 SING N N 34 
GJJ C18 C20 SING N N 35 
GJJ C10 H1  SING N N 36 
GJJ C11 H2  SING N N 37 
GJJ C13 H3  SING N N 38 
GJJ C14 H4  SING N N 39 
GJJ C19 H5  SING N N 40 
GJJ C19 H6  SING N N 41 
GJJ C19 H7  SING N N 42 
GJJ C20 H8  SING N N 43 
GJJ C20 H9  SING N N 44 
GJJ C20 H10 SING N N 45 
GJJ C21 H11 SING N N 46 
GJJ C21 H12 SING N N 47 
GJJ C21 H13 SING N N 48 
GJJ C22 H14 SING N N 49 
GJJ C22 H15 SING N N 50 
GJJ C24 H16 SING N N 51 
GJJ N26 H17 SING N N 52 
GJJ C32 H18 SING N N 53 
GJJ C33 H20 SING N N 54 
GJJ C33 H21 SING N N 55 
GJJ C4  H23 SING N N 56 
GJJ C5  H24 SING N N 57 
GJJ N8  H25 SING N N 58 
GJJ N16 H26 SING N N 59 
GJJ C23 H27 SING N N 60 
GJJ C23 H28 SING N N 61 
GJJ C25 H29 SING N N 62 
GJJ C25 H30 SING N N 63 
GJJ N28 H31 SING N N 64 
GJJ N28 H32 SING N N 65 
# 
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 
GJJ SMILES           ACDLabs              12.01 "c2(Nc1ccc(C(NC(C)(C)C)=O)cc1)c(C(=O)N)ccc(n2)N3CCC(NC(=O)\C=C)C3"                                                                                                                                   
GJJ InChI            InChI                1.03  "InChI=1S/C24H30N6O3/c1-5-20(31)26-17-12-13-30(14-17)19-11-10-18(21(25)32)22(28-19)27-16-8-6-15(7-9-16)23(33)29-24(2,3)4/h5-11,17H,1,12-14H2,2-4H3,(H2,25,32)(H,26,31)(H,27,28)(H,29,33)/t17-/m0/s1" 
GJJ InChIKey         InChI                1.03  AYRMUHGKVWLINC-KRWDZBQOSA-N                                                                                                                                                                          
GJJ SMILES_CANONICAL CACTVS               3.385 "CC(C)(C)NC(=O)c1ccc(Nc2nc(ccc2C(N)=O)N3CC[C@@H](C3)NC(=O)C=C)cc1"                                                                                                                                   
GJJ SMILES           CACTVS               3.385 "CC(C)(C)NC(=O)c1ccc(Nc2nc(ccc2C(N)=O)N3CC[CH](C3)NC(=O)C=C)cc1"                                                                                                                                     
GJJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)(C)NC(=O)c1ccc(cc1)Nc2c(ccc(n2)N3CC[C@@H](C3)NC(=O)C=C)C(=O)N"                                                                                                                                 
GJJ SMILES           "OpenEye OEToolkits" 2.0.6 "CC(C)(C)NC(=O)c1ccc(cc1)Nc2c(ccc(n2)N3CCC(C3)NC(=O)C=C)C(=O)N"                                                                                                                                      
# 
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 
GJJ "SYSTEMATIC NAME" ACDLabs              12.01 "6-[(3S)-3-(acryloylamino)pyrrolidin-1-yl]-2-{[4-(tert-butylcarbamoyl)phenyl]amino}pyridine-3-carboxamide"           
GJJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[[4-(~{tert}-butylcarbamoyl)phenyl]amino]-6-[(3~{S})-3-(prop-2-enoylamino)pyrrolidin-1-yl]pyridine-3-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
GJJ "Create component" 2018-05-23 RCSB 
GJJ "Initial release"  2018-09-05 RCSB 
GJJ "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            GJJ 
_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               C33 
_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      ? 
# 
