data_E3Z # _chem_comp.id E3Z _chem_comp.name "~{N}-[3-[(5-chloranyl-2-phenylazanyl-pyrimidin-4-yl)amino]phenyl]prop-2-enamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H16 Cl N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-02-16 _chem_comp.pdbx_modified_date 2019-03-08 _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 365.816 _chem_comp.one_letter_code ? _chem_comp.three_letter_code E3Z _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 6FRX _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 E3Z C4 C1 C 0 1 Y N N -14.550 4.370 -17.340 0.579 2.056 -0.005 C4 E3Z 1 E3Z C5 C2 C 0 1 Y N N -15.548 5.328 -17.493 1.795 2.732 0.123 C5 E3Z 2 E3Z C6 C3 C 0 1 Y N N -16.808 4.929 -17.917 2.964 1.995 0.102 C6 E3Z 3 E3Z N1 N1 N 0 1 Y N N -17.015 3.585 -18.180 2.898 0.679 -0.038 N1 E3Z 4 E3Z N3 N2 N 0 1 Y N N -14.832 3.077 -17.631 0.587 0.733 -0.137 N3 E3Z 5 E3Z CAA C4 C 0 1 Y N N -16.251 -0.972 -18.209 3.899 -1.637 0.651 CAA E3Z 6 E3Z CAB C5 C 0 1 Y N N -15.550 -2.166 -18.031 5.069 -2.365 0.739 CAB E3Z 7 E3Z CAC C6 C 0 1 Y N N -14.178 -2.139 -17.815 5.236 -3.504 -0.028 CAC E3Z 8 E3Z CAD C7 C 0 1 Y N N -13.523 -0.912 -17.779 4.233 -3.917 -0.886 CAD E3Z 9 E3Z CAE C8 C 0 1 Y N N -14.233 0.275 -17.947 3.061 -3.193 -0.979 CAE E3Z 10 E3Z CAF C9 C 0 1 Y N N -15.613 0.270 -18.162 2.890 -2.049 -0.210 CAF E3Z 11 E3Z NAG N3 N 0 1 N N N -16.384 1.388 -18.347 1.704 -1.314 -0.302 NAG E3Z 12 E3Z C2 C10 C 0 1 Y N N -16.046 2.671 -18.040 1.730 0.064 -0.157 C2 E3Z 13 E3Z CL5 CL1 CL 0 0 N N N -15.277 7.004 -17.176 1.837 4.458 0.304 CL5 E3Z 14 E3Z NAO N4 N 0 1 N N N -13.338 4.830 -16.932 -0.619 2.754 0.011 NAO E3Z 15 E3Z CAP C11 C 0 1 Y N N -12.257 4.019 -16.883 -1.830 2.066 -0.110 CAP E3Z 16 E3Z CAU C12 C 0 1 Y N N -11.050 4.437 -17.467 -1.974 0.806 0.454 CAU E3Z 17 E3Z CAQ C13 C 0 1 Y N N -12.297 2.778 -16.239 -2.894 2.646 -0.790 CAQ E3Z 18 E3Z CAR C14 C 0 1 Y N N -11.160 1.974 -16.199 -4.092 1.967 -0.910 CAR E3Z 19 E3Z CAS C15 C 0 1 Y N N -9.977 2.406 -16.797 -4.236 0.711 -0.355 CAS E3Z 20 E3Z CAT C16 C 0 1 Y N N -9.890 3.656 -17.422 -3.177 0.127 0.331 CAT E3Z 21 E3Z NAV N5 N 0 1 N N N -8.788 4.143 -18.074 -3.326 -1.143 0.897 NAV E3Z 22 E3Z CAW C17 C 0 1 N N N -7.458 3.900 -17.843 -4.104 -2.063 0.294 CAW E3Z 23 E3Z OAX O1 O 0 1 N N N -6.563 4.378 -18.554 -4.602 -1.822 -0.789 OAX E3Z 24 E3Z CAY C18 C 0 1 N N N -7.012 3.061 -16.649 -4.351 -3.358 0.945 CAY E3Z 25 E3Z CAZ C19 C 0 1 N N N -5.490 2.952 -16.500 -5.119 -4.266 0.350 CAZ E3Z 26 E3Z H1 H1 H 0 1 N N N -17.605 5.647 -18.039 3.921 2.486 0.198 H1 E3Z 27 E3Z H2 H2 H 0 1 N N N -17.315 -1.009 -18.388 3.768 -0.751 1.254 H2 E3Z 28 E3Z H3 H3 H 0 1 N N N -16.074 -3.110 -18.061 5.855 -2.045 1.408 H3 E3Z 29 E3Z H4 H4 H 0 1 N N N -13.627 -3.058 -17.677 6.153 -4.071 0.042 H4 E3Z 30 E3Z H5 H5 H 0 1 N N N -12.455 -0.879 -17.620 4.367 -4.806 -1.484 H5 E3Z 31 E3Z H6 H6 H 0 1 N N N -13.706 1.217 -17.910 2.278 -3.516 -1.649 H6 E3Z 32 E3Z H7 H7 H 0 1 N N N -17.289 1.247 -18.749 0.863 -1.768 -0.467 H7 E3Z 33 E3Z H8 H8 H 0 1 N N N -13.244 5.788 -16.662 -0.617 3.719 0.107 H8 E3Z 34 E3Z H9 H9 H 0 1 N N N -11.016 5.393 -17.968 -1.150 0.355 0.986 H9 E3Z 35 E3Z H10 H10 H 0 1 N N N -13.211 2.442 -15.772 -2.785 3.628 -1.226 H10 E3Z 36 E3Z H11 H11 H 0 1 N N N -11.195 1.015 -15.704 -4.917 2.421 -1.439 H11 E3Z 37 E3Z H12 H12 H 0 1 N N N -9.109 1.763 -16.778 -5.173 0.183 -0.450 H12 E3Z 38 E3Z H13 H13 H 0 1 N N N -8.982 4.768 -18.830 -2.868 -1.362 1.724 H13 E3Z 39 E3Z H14 H14 H 0 1 N N N -7.706 2.587 -15.970 -3.908 -3.572 1.907 H14 E3Z 40 E3Z H16 H16 H 0 1 N N N -5.067 2.381 -15.687 -5.561 -4.053 -0.612 H16 E3Z 41 E3Z H17 H17 H 0 1 N N N -4.841 3.447 -17.208 -5.300 -5.218 0.828 H17 E3Z 42 # # 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 E3Z OAX CAW DOUB N N 1 E3Z NAG CAF SING N N 2 E3Z NAG C2 SING N N 3 E3Z CAA CAF DOUB Y N 4 E3Z CAA CAB SING Y N 5 E3Z N1 C2 DOUB Y N 6 E3Z N1 C6 SING Y N 7 E3Z CAF CAE SING Y N 8 E3Z NAV CAW SING N N 9 E3Z NAV CAT SING N N 10 E3Z C2 N3 SING Y N 11 E3Z CAB CAC DOUB Y N 12 E3Z CAE CAD DOUB Y N 13 E3Z C6 C5 DOUB Y N 14 E3Z CAW CAY SING N N 15 E3Z CAC CAD SING Y N 16 E3Z N3 C4 DOUB Y N 17 E3Z C5 C4 SING Y N 18 E3Z C5 CL5 SING N N 19 E3Z CAU CAT DOUB Y N 20 E3Z CAU CAP SING Y N 21 E3Z CAT CAS SING Y N 22 E3Z C4 NAO SING N N 23 E3Z NAO CAP SING N N 24 E3Z CAP CAQ DOUB Y N 25 E3Z CAS CAR DOUB Y N 26 E3Z CAY CAZ DOUB N N 27 E3Z CAQ CAR SING Y N 28 E3Z C6 H1 SING N N 29 E3Z CAA H2 SING N N 30 E3Z CAB H3 SING N N 31 E3Z CAC H4 SING N N 32 E3Z CAD H5 SING N N 33 E3Z CAE H6 SING N N 34 E3Z NAG H7 SING N N 35 E3Z NAO H8 SING N N 36 E3Z CAU H9 SING N N 37 E3Z CAQ H10 SING N N 38 E3Z CAR H11 SING N N 39 E3Z CAS H12 SING N N 40 E3Z NAV H13 SING N N 41 E3Z CAY H14 SING N N 42 E3Z CAZ H16 SING N N 43 E3Z CAZ H17 SING N N 44 # # 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 E3Z InChI InChI 1.03 "InChI=1S/C19H16ClN5O/c1-2-17(26)22-14-9-6-10-15(11-14)23-18-16(20)12-21-19(25-18)24-13-7-4-3-5-8-13/h2-12H,1H2,(H,22,26)(H2,21,23,24,25)" E3Z InChIKey InChI 1.03 SLKFAKHADUAFCQ-UHFFFAOYSA-N E3Z SMILES_CANONICAL CACTVS 3.385 "Clc1cnc(Nc2ccccc2)nc1Nc3cccc(NC(=O)C=C)c3" E3Z SMILES CACTVS 3.385 "Clc1cnc(Nc2ccccc2)nc1Nc3cccc(NC(=O)C=C)c3" E3Z SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C=CC(=O)Nc1cccc(c1)Nc2c(cnc(n2)Nc3ccccc3)Cl" E3Z SMILES "OpenEye OEToolkits" 2.0.6 "C=CC(=O)Nc1cccc(c1)Nc2c(cnc(n2)Nc3ccccc3)Cl" # _pdbx_chem_comp_identifier.comp_id E3Z _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "~{N}-[3-[(5-chloranyl-2-phenylazanyl-pyrimidin-4-yl)amino]phenyl]prop-2-enamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site E3Z "Create component" 2018-02-16 EBI E3Z "Initial release" 2019-03-13 RCSB ##