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 #