data_EE5 # _chem_comp.id EE5 _chem_comp.name "4-[(8-methyl-4-oxidanylidene-7-prop-1-ynyl-3~{H}-quinazolin-2-yl)methylsulfanyl]benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H16 N2 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-03-15 _chem_comp.pdbx_modified_date 2019-02-15 _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 364.418 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EE5 _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 6FZM _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 EE5 CAB C1 C 0 1 N N N -16.967 -13.503 2.754 -7.287 3.922 -0.008 CAB EE5 1 EE5 CAC C2 C 0 1 N N N -15.901 -13.514 1.683 -6.440 2.718 -0.007 CAC EE5 2 EE5 CAD C3 C 0 1 N N N -14.973 -13.615 0.798 -5.765 1.758 -0.006 CAD EE5 3 EE5 CAE C4 C 0 1 Y N N -13.875 -13.737 -0.249 -4.940 0.587 -0.005 CAE EE5 4 EE5 CAQ C5 C 0 1 Y N N -13.375 -15.066 -0.489 -3.555 0.717 -0.002 CAQ EE5 5 EE5 CAY C6 C 0 1 N N N -13.887 -16.151 0.252 -2.921 2.084 -0.001 CAY EE5 6 EE5 CAR C7 C 0 1 Y N N -12.323 -15.330 -1.436 -2.760 -0.426 -0.000 CAR EE5 7 EE5 NAS N1 N 0 1 N N N -11.904 -16.624 -1.580 -1.405 -0.350 0.003 NAS EE5 8 EE5 CAF C8 C 0 1 Y N N -13.264 -12.662 -1.026 -5.535 -0.681 -0.000 CAF EE5 9 EE5 CAG C9 C 0 1 Y N N -12.214 -12.922 -1.999 -4.766 -1.809 0.002 CAG EE5 10 EE5 CAH C10 C 0 1 Y N N -11.725 -14.261 -2.200 -3.375 -1.700 -0.001 CAH EE5 11 EE5 CAI C11 C 0 1 N N N -10.672 -14.626 -3.101 -2.506 -2.885 0.001 CAI EE5 12 EE5 OAA O1 O 0 1 N N N -10.054 -13.849 -3.799 -2.970 -4.010 0.004 OAA EE5 13 EE5 NAJ N2 N 0 1 N N N -10.270 -15.968 -3.198 -1.168 -2.677 -0.002 NAJ EE5 14 EE5 CAK C12 C 0 1 N N N -10.912 -16.963 -2.415 -0.663 -1.416 0.005 CAK EE5 15 EE5 CAL C13 C 0 1 N N N -10.534 -18.298 -2.462 0.834 -1.245 0.001 CAL EE5 16 EE5 SAM S1 S 0 1 N N N -9.061 -18.567 -1.386 1.241 0.523 0.012 SAM EE5 17 EE5 CAN C14 C 0 1 Y N N -9.583 -18.761 0.302 3.003 0.524 0.006 CAN EE5 18 EE5 CAO C15 C 0 1 Y N N -10.890 -18.456 0.761 3.697 1.732 0.013 CAO EE5 19 EE5 CAP C16 C 0 1 Y N N -11.268 -18.620 2.117 5.063 1.736 0.008 CAP EE5 20 EE5 CAV C17 C 0 1 Y N N -10.316 -19.106 3.040 5.765 0.526 -0.002 CAV EE5 21 EE5 CAW C18 C 0 1 N N N -10.649 -19.277 4.382 7.238 0.527 -0.007 CAW EE5 22 EE5 OAZ O2 O 0 1 N N N -11.811 -18.990 4.769 7.845 1.579 -0.001 OAZ EE5 23 EE5 OAX O3 O 0 1 N N N -9.772 -19.714 5.189 7.913 -0.640 -0.017 OAX EE5 24 EE5 CAU C19 C 0 1 Y N N -9.006 -19.418 2.591 5.065 -0.685 -0.008 CAU EE5 25 EE5 CAT C20 C 0 1 Y N N -8.645 -19.240 1.238 3.699 -0.683 0.001 CAT EE5 26 EE5 H1 H1 H 0 1 N N N -17.473 -12.526 2.759 -8.337 3.628 -0.010 H1 EE5 27 EE5 H2 H2 H 0 1 N N N -17.702 -14.295 2.548 -7.078 4.515 0.882 H2 EE5 28 EE5 H3 H3 H 0 1 N N N -16.503 -13.680 3.735 -7.074 4.515 -0.898 H3 EE5 29 EE5 H4 H4 H 0 1 N N N -13.301 -16.275 1.174 -2.770 2.414 1.028 H4 EE5 30 EE5 H5 H5 H 0 1 N N N -14.938 -15.955 0.510 -1.960 2.039 -0.512 H5 EE5 31 EE5 H6 H6 H 0 1 N N N -13.822 -17.069 -0.350 -3.574 2.789 -0.515 H6 EE5 32 EE5 H7 H7 H 0 1 N N N -13.600 -11.647 -0.874 -6.611 -0.768 0.002 H7 EE5 33 EE5 H8 H8 H 0 1 N N N -11.799 -12.107 -2.573 -5.232 -2.783 0.005 H8 EE5 34 EE5 H9 H9 H 0 1 N N N -9.530 -16.223 -3.820 -0.564 -3.436 -0.001 H9 EE5 35 EE5 H10 H10 H 0 1 N N N -11.365 -18.926 -2.108 1.256 -1.720 0.886 H10 EE5 36 EE5 H11 H11 H 0 1 N N N -10.284 -18.571 -3.498 1.250 -1.708 -0.894 H11 EE5 37 EE5 H12 H12 H 0 1 N N N -11.620 -18.087 0.055 3.155 2.666 0.021 H12 EE5 38 EE5 H13 H13 H 0 1 N N N -12.270 -18.377 2.440 5.601 2.672 0.012 H13 EE5 39 EE5 H14 H14 H 0 1 N N N -10.144 -19.772 6.061 8.878 -0.589 -0.020 H14 EE5 40 EE5 H15 H15 H 0 1 N N N -8.277 -19.796 3.293 5.604 -1.621 -0.016 H15 EE5 41 EE5 H16 H16 H 0 1 N N N -7.640 -19.473 0.917 3.158 -1.618 0.001 H16 EE5 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 EE5 OAA CAI DOUB N N 1 EE5 NAJ CAI SING N N 2 EE5 NAJ CAK SING N N 3 EE5 CAI CAH SING N N 4 EE5 CAL CAK SING N N 5 EE5 CAL SAM SING N N 6 EE5 CAK NAS DOUB N N 7 EE5 CAH CAG DOUB Y N 8 EE5 CAH CAR SING Y N 9 EE5 CAG CAF SING Y N 10 EE5 NAS CAR SING N N 11 EE5 CAR CAQ DOUB Y N 12 EE5 SAM CAN SING N N 13 EE5 CAF CAE DOUB Y N 14 EE5 CAQ CAE SING Y N 15 EE5 CAQ CAY SING N N 16 EE5 CAE CAD SING N N 17 EE5 CAN CAO DOUB Y N 18 EE5 CAN CAT SING Y N 19 EE5 CAO CAP SING Y N 20 EE5 CAD CAC TRIP N N 21 EE5 CAT CAU DOUB Y N 22 EE5 CAC CAB SING N N 23 EE5 CAP CAV DOUB Y N 24 EE5 CAU CAV SING Y N 25 EE5 CAV CAW SING N N 26 EE5 CAW OAZ DOUB N N 27 EE5 CAW OAX SING N N 28 EE5 CAB H1 SING N N 29 EE5 CAB H2 SING N N 30 EE5 CAB H3 SING N N 31 EE5 CAY H4 SING N N 32 EE5 CAY H5 SING N N 33 EE5 CAY H6 SING N N 34 EE5 CAF H7 SING N N 35 EE5 CAG H8 SING N N 36 EE5 NAJ H9 SING N N 37 EE5 CAL H10 SING N N 38 EE5 CAL H11 SING N N 39 EE5 CAO H12 SING N N 40 EE5 CAP H13 SING N N 41 EE5 OAX H14 SING N N 42 EE5 CAU H15 SING N N 43 EE5 CAT H16 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 EE5 InChI InChI 1.03 "InChI=1S/C20H16N2O3S/c1-3-4-13-7-10-16-18(12(13)2)21-17(22-19(16)23)11-26-15-8-5-14(6-9-15)20(24)25/h5-10H,11H2,1-2H3,(H,24,25)(H,21,22,23)" EE5 InChIKey InChI 1.03 RMIJZTKTCJJVSA-UHFFFAOYSA-N EE5 SMILES_CANONICAL CACTVS 3.385 "CC#Cc1ccc2C(=O)NC(=Nc2c1C)CSc3ccc(cc3)C(O)=O" EE5 SMILES CACTVS 3.385 "CC#Cc1ccc2C(=O)NC(=Nc2c1C)CSc3ccc(cc3)C(O)=O" EE5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC#Cc1ccc2c(c1C)N=C(NC2=O)CSc3ccc(cc3)C(=O)O" EE5 SMILES "OpenEye OEToolkits" 2.0.6 "CC#Cc1ccc2c(c1C)N=C(NC2=O)CSc3ccc(cc3)C(=O)O" # 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 EE5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "4-[(8-methyl-4-oxidanylidene-7-prop-1-ynyl-3~{H}-quinazolin-2-yl)methylsulfanyl]benzoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site EE5 "Create component" 2018-03-15 EBI EE5 "Initial release" 2019-02-20 RCSB #