data_GJA
# 
_chem_comp.id                                    GJA 
_chem_comp.name                                  "6-[(3S)-3-(acryloylamino)pyrrolidin-1-yl]-2-(4-phenoxyphenoxy)pyridine-3-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H24 N4 O4" 
_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                    2018-08-31 
_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                        444.482 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GJA 
_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        6DI3 
_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 
GJA C2  C1  C 0 1 Y N N 19.493 6.117  2.664  -3.069 0.640  -0.056 C2  GJA 1  
GJA C3  C2  C 0 1 Y N N 19.200 5.814  1.317  -4.449 0.431  -0.211 C3  GJA 2  
GJA C9  C3  C 0 1 Y N N 18.619 5.972  4.937  -1.281 1.980  0.590  C9  GJA 3  
GJA C10 C4  C 0 1 Y N N 18.736 7.297  5.410  -0.393 2.071  -0.472 C10 GJA 4  
GJA C11 C5  C 0 1 Y N N 18.673 7.526  6.779  0.959  2.211  -0.231 C11 GJA 5  
GJA C12 C6  C 0 1 Y N N 18.458 6.483  7.688  1.430  2.261  1.073  C12 GJA 6  
GJA C13 C7  C 0 1 Y N N 18.327 5.174  7.209  0.542  2.170  2.135  C13 GJA 7  
GJA C14 C8  C 0 1 Y N N 18.401 4.918  5.849  -0.811 2.030  1.894  C14 GJA 8  
GJA C15 C9  C 0 1 N N N 17.978 5.067  0.970  -5.406 1.513  0.072  C15 GJA 9  
GJA C19 C10 C 0 1 N N S 24.142 9.729  2.375  0.571  -3.241 -0.613 C19 GJA 10 
GJA C20 C11 C 0 1 N N N 23.083 9.010  1.485  -0.304 -1.990 -0.842 C20 GJA 11 
GJA C22 C12 C 0 1 N N N 23.892 9.184  3.810  -0.387 -4.298 -0.026 C22 GJA 12 
GJA C30 C13 C 0 1 Y N N 15.945 8.576  11.163 4.464  4.048  -1.450 C30 GJA 13 
GJA C31 C14 C 0 1 Y N N 14.820 8.566  10.324 5.252  3.013  -1.920 C31 GJA 14 
GJA C32 C15 C 0 1 Y N N 14.860 7.938  9.071  5.206  1.773  -1.310 C32 GJA 15 
GJA C33 C16 C 0 1 Y N N 16.036 7.317  8.678  4.373  1.565  -0.228 C33 GJA 16 
GJA N1  N1  N 0 1 Y N N 20.574 6.822  2.960  -2.213 -0.334 -0.311 N1  GJA 17 
GJA C4  C17 C 0 1 Y N N 20.070 6.274  0.300  -4.901 -0.826 -0.641 C4  GJA 18 
GJA C5  C18 C 0 1 Y N N 21.166 7.017  0.644  -3.976 -1.803 -0.893 C5  GJA 19 
GJA C6  C19 C 0 1 Y N N 21.380 7.300  2.013  -2.621 -1.529 -0.713 C6  GJA 20 
GJA N7  N2  N 0 1 N N N 22.508 8.014  2.417  -1.687 -2.518 -0.969 N7  GJA 21 
GJA O8  O1  O 0 1 N N N 18.658 5.628  3.608  -2.614 1.848  0.353  O8  GJA 22 
GJA O16 O2  O 0 1 N N N 17.898 4.567  -0.108 -5.003 2.599  0.444  O16 GJA 23 
GJA N17 N3  N 0 1 N N N 16.914 4.998  1.796  -6.728 1.300  -0.081 N17 GJA 24 
GJA C18 C20 C 0 1 N N N 22.451 8.657  3.752  -1.760 -3.596 0.050  C18 GJA 25 
GJA N21 N4  N 0 1 N N N 23.958 11.182 2.401  1.645  -2.943 0.338  N21 GJA 26 
GJA C23 C21 C 0 1 N N N 24.737 12.007 1.650  2.759  -3.701 0.355  C23 GJA 27 
GJA O24 O3  O 0 1 N N N 25.606 11.534 0.919  2.874  -4.632 -0.419 O24 GJA 28 
GJA C25 C22 C 0 1 N N N 24.556 13.476 1.722  3.838  -3.402 1.310  C25 GJA 29 
GJA C26 C23 C 0 1 N N N 23.800 14.121 0.839  4.937  -4.150 1.326  C26 GJA 30 
GJA O27 O4  O 0 1 N N N 18.352 6.714  9.054  2.762  2.399  1.311  O27 GJA 31 
GJA C28 C24 C 0 1 Y N N 17.182 7.310  9.499  3.582  2.601  0.246  C28 GJA 32 
GJA C29 C25 C 0 1 Y N N 17.126 7.944  10.741 3.633  3.846  -0.365 C29 GJA 33 
GJA H1  H1  H 0 1 N N N 18.872 8.117  4.721  -0.760 2.032  -1.487 H1  GJA 34 
GJA H2  H2  H 0 1 N N N 18.793 8.533  7.151  1.651  2.282  -1.058 H2  GJA 35 
GJA H3  H3  H 0 1 N N N 18.168 4.361  7.902  0.909  2.209  3.151  H3  GJA 36 
GJA H4  H4  H 0 1 N N N 18.291 3.907  5.486  -1.502 1.959  2.721  H4  GJA 37 
GJA H5  H5  H 0 1 N N N 25.156 9.461  2.042  0.988  -3.591 -1.557 H5  GJA 38 
GJA H6  H6  H 0 1 N N N 22.315 9.714  1.132  -0.232 -1.314 0.010  H6  GJA 39 
GJA H7  H7  H 0 1 N N N 23.556 8.520  0.621  -0.006 -1.480 -1.759 H7  GJA 40 
GJA H8  H8  H 0 1 N N N 24.597 8.374  4.051  -0.441 -5.166 -0.682 H8  GJA 41 
GJA H9  H9  H 0 1 N N N 23.987 9.986  4.557  -0.057 -4.596 0.969  H9  GJA 42 
GJA H10 H10 H 0 1 N N N 15.903 9.065  12.125 4.502  5.015  -1.928 H10 GJA 43 
GJA H11 H11 H 0 1 N N N 13.910 9.049  10.648 5.904  3.174  -2.766 H11 GJA 44 
GJA H12 H12 H 0 1 N N N 13.994 7.938  8.426  5.822  0.967  -1.680 H12 GJA 45 
GJA H13 H13 H 0 1 N N N 16.075 6.825  7.717  4.337  0.596  0.247  H13 GJA 46 
GJA H14 H14 H 0 1 N N N 19.871 6.041  -0.736 -5.956 -1.017 -0.774 H14 GJA 47 
GJA H15 H15 H 0 1 N N N 21.850 7.378  -0.110 -4.295 -2.780 -1.225 H15 GJA 48 
GJA H16 H16 H 0 1 N N N 16.080 4.534  1.499  -7.049 0.434  -0.378 H16 GJA 49 
GJA H17 H17 H 0 1 N N N 16.960 5.411  2.706  -7.358 2.013  0.105  H17 GJA 50 
GJA H18 H18 H 0 1 N N N 21.710 9.469  3.790  -2.559 -4.297 -0.194 H18 GJA 51 
GJA H19 H19 H 0 1 N N N 22.242 7.932  4.553  -1.916 -3.172 1.042  H19 GJA 52 
GJA H20 H20 H 0 1 N N N 23.246 11.575 2.982  1.554  -2.201 0.956  H20 GJA 53 
GJA H21 H21 H 0 1 N N N 25.047 14.033 2.506  3.736  -2.575 1.997  H21 GJA 54 
GJA H22 H22 H 0 1 N N N 23.682 15.192 0.910  5.039  -4.976 0.639  H22 GJA 55 
GJA H23 H23 H 0 1 N N N 23.304 13.574 0.051  5.729  -3.930 2.027  H23 GJA 56 
GJA H24 H24 H 0 1 N N N 17.996 7.949  11.381 3.018  4.654  0.003  H24 GJA 57 
# 
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 
GJA O16 C15 DOUB N N 1  
GJA C4  C5  DOUB Y N 2  
GJA C4  C3  SING Y N 3  
GJA C5  C6  SING Y N 4  
GJA C26 C25 DOUB N N 5  
GJA O24 C23 DOUB N N 6  
GJA C15 C3  SING N N 7  
GJA C15 N17 SING N N 8  
GJA C3  C2  DOUB Y N 9  
GJA C20 C19 SING N N 10 
GJA C20 N7  SING N N 11 
GJA C23 C25 SING N N 12 
GJA C23 N21 SING N N 13 
GJA C6  N7  SING N N 14 
GJA C6  N1  DOUB Y N 15 
GJA C19 N21 SING N N 16 
GJA C19 C22 SING N N 17 
GJA N7  C18 SING N N 18 
GJA C2  N1  SING Y N 19 
GJA C2  O8  SING N N 20 
GJA O8  C9  SING N N 21 
GJA C18 C22 SING N N 22 
GJA C9  C10 DOUB Y N 23 
GJA C9  C14 SING Y N 24 
GJA C10 C11 SING Y N 25 
GJA C14 C13 DOUB Y N 26 
GJA C11 C12 DOUB Y N 27 
GJA C13 C12 SING Y N 28 
GJA C12 O27 SING N N 29 
GJA C33 C32 DOUB Y N 30 
GJA C33 C28 SING Y N 31 
GJA O27 C28 SING N N 32 
GJA C32 C31 SING Y N 33 
GJA C28 C29 DOUB Y N 34 
GJA C31 C30 DOUB Y N 35 
GJA C29 C30 SING Y N 36 
GJA C10 H1  SING N N 37 
GJA C11 H2  SING N N 38 
GJA C13 H3  SING N N 39 
GJA C14 H4  SING N N 40 
GJA C19 H5  SING N N 41 
GJA C20 H6  SING N N 42 
GJA C20 H7  SING N N 43 
GJA C22 H8  SING N N 44 
GJA C22 H9  SING N N 45 
GJA C30 H10 SING N N 46 
GJA C31 H11 SING N N 47 
GJA C32 H12 SING N N 48 
GJA C33 H13 SING N N 49 
GJA C4  H14 SING N N 50 
GJA C5  H15 SING N N 51 
GJA N17 H16 SING N N 52 
GJA N17 H17 SING N N 53 
GJA C18 H18 SING N N 54 
GJA C18 H19 SING N N 55 
GJA N21 H20 SING N N 56 
GJA C25 H21 SING N N 57 
GJA C26 H22 SING N N 58 
GJA C26 H23 SING N N 59 
GJA C29 H24 SING N N 60 
# 
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 
GJA SMILES           ACDLabs              12.01 "c1(nc(ccc1C(N)=O)N2CC(NC([C@H]=C)=O)CC2)Oc4ccc(Oc3ccccc3)cc4"                                                                                                                  
GJA InChI            InChI                1.03  "InChI=1S/C25H24N4O4/c1-2-23(30)27-17-14-15-29(16-17)22-13-12-21(24(26)31)25(28-22)33-20-10-8-19(9-11-20)32-18-6-4-3-5-7-18/h2-13,17H,1,14-16H2,(H2,26,31)(H,27,30)/t17-/m0/s1" 
GJA InChIKey         InChI                1.03  VMINNJIVIPLCSD-KRWDZBQOSA-N                                                                                                                                                     
GJA SMILES_CANONICAL CACTVS               3.385 "NC(=O)c1ccc(nc1Oc2ccc(Oc3ccccc3)cc2)N4CC[C@@H](C4)NC(=O)C=C"                                                                                                                   
GJA SMILES           CACTVS               3.385 "NC(=O)c1ccc(nc1Oc2ccc(Oc3ccccc3)cc2)N4CC[CH](C4)NC(=O)C=C"                                                                                                                     
GJA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C=CC(=O)N[C@H]1CCN(C1)c2ccc(c(n2)Oc3ccc(cc3)Oc4ccccc4)C(=O)N"                                                                                                                  
GJA SMILES           "OpenEye OEToolkits" 2.0.6 "C=CC(=O)NC1CCN(C1)c2ccc(c(n2)Oc3ccc(cc3)Oc4ccccc4)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 
GJA "SYSTEMATIC NAME" ACDLabs              12.01 "6-[(3S)-3-(acryloylamino)pyrrolidin-1-yl]-2-(4-phenoxyphenoxy)pyridine-3-carboxamide"        
GJA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-(4-phenoxyphenoxy)-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 
GJA "Create component" 2018-05-23 RCSB 
GJA "Initial release"  2018-09-05 RCSB 
# 
