data_F2K # _chem_comp.id F2K _chem_comp.name "(5~{S})-7-azanyl-5-(4-chlorophenyl)-2,4-bis(oxidanylidene)-1,5-dihydropyrano[2,3-d]pyrimidine-6-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H9 Cl N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-05-18 _chem_comp.pdbx_modified_date 2019-02-22 _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 316.699 _chem_comp.one_letter_code ? _chem_comp.three_letter_code F2K _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 6GK9 _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 F2K C1 C1 C 0 1 Y N N 90.709 -3.943 29.408 -1.005 0.198 -0.482 C1 F2K 1 F2K C C2 C 0 1 Y N N 89.355 -3.803 29.688 -1.970 -0.104 -1.424 C F2K 2 F2K O O1 O 0 1 N N N 92.635 -3.073 26.626 0.915 -1.745 -2.108 O F2K 3 F2K N N1 N 0 1 N N N 95.361 -3.370 29.576 3.161 -0.856 1.003 N F2K 4 F2K C10 C3 C 0 1 N N N 93.419 -3.188 27.567 1.609 -1.464 -1.146 C10 F2K 5 F2K C11 C4 C 0 1 N N N 92.747 -2.195 31.581 1.410 2.234 0.725 C11 F2K 6 F2K C12 C5 C 0 1 N N N 91.671 -2.093 30.761 0.582 2.068 -0.335 C12 F2K 7 F2K C13 C6 C 0 1 N N N 90.491 -1.483 31.262 -0.075 3.206 -0.904 C13 F2K 8 F2K C2 C7 C 0 1 Y N N 91.215 -5.222 29.222 -1.275 0.031 0.863 C2 F2K 9 F2K C3 C8 C 0 1 Y N N 90.398 -6.334 29.326 -2.510 -0.439 1.267 C3 F2K 10 F2K C4 C9 C 0 1 Y N N 89.063 -6.161 29.622 -3.477 -0.742 0.325 C4 F2K 11 F2K C5 C10 C 0 1 Y N N 88.530 -4.905 29.798 -3.206 -0.573 -1.021 C5 F2K 12 F2K C6 C11 C 0 1 N N S 91.621 -2.719 29.380 0.345 0.704 -0.922 C6 F2K 13 F2K C7 C12 C 0 1 N N N 93.040 -3.045 28.955 1.411 -0.251 -0.459 C7 F2K 14 F2K C8 C13 C 0 1 N N N 94.011 -3.133 29.906 2.197 0.042 0.610 C8 F2K 15 F2K C9 C14 C 0 1 N N N 95.757 -3.514 28.271 3.330 -2.011 0.336 C9 F2K 16 F2K N1 N2 N 0 1 N N N 94.763 -3.418 27.328 2.565 -2.316 -0.728 N1 F2K 17 F2K N2 N3 N 0 1 N N N 89.516 -1.025 31.639 -0.596 4.109 -1.355 N2 F2K 18 F2K N3 N4 N 0 1 N N N 92.900 -1.676 32.797 1.601 3.494 1.233 N3 F2K 19 F2K O1 O2 O 0 1 N N N 96.934 -3.709 27.965 4.188 -2.792 0.700 O1 F2K 20 F2K O2 O3 O 0 1 N N N 93.842 -2.948 31.245 2.048 1.195 1.291 O2 F2K 21 F2K CL CL1 CL 0 0 N N N 88.037 -7.556 29.803 -5.029 -1.332 0.831 CL F2K 22 F2K H2 H1 H 0 1 N N N 88.941 -2.815 29.822 -1.759 0.027 -2.475 H2 F2K 23 F2K H7 H2 H 0 1 N N N 96.041 -3.434 30.306 3.725 -0.652 1.765 H7 F2K 24 F2K H3 H3 H 0 1 N N N 92.262 -5.351 28.993 -0.520 0.266 1.599 H3 F2K 25 F2K H4 H4 H 0 1 N N N 90.801 -7.325 29.177 -2.720 -0.571 2.318 H4 F2K 26 F2K H5 H5 H 0 1 N N N 87.480 -4.782 30.019 -3.961 -0.808 -1.758 H5 F2K 27 F2K H6 H6 H 0 1 N N N 91.202 -1.986 28.676 0.369 0.770 -2.010 H6 F2K 28 F2K H8 H7 H 0 1 N N N 95.038 -3.525 26.372 2.705 -3.153 -1.198 H8 F2K 29 F2K H1 H8 H 0 1 N N N 93.781 -1.962 33.174 1.146 4.253 0.834 H1 F2K 30 F2K H H9 H 0 1 N N N 92.870 -0.678 32.740 2.191 3.627 1.992 H F2K 31 # # 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 F2K O C10 DOUB N N 1 F2K N1 C10 SING N N 2 F2K N1 C9 SING N N 3 F2K C10 C7 SING N N 4 F2K O1 C9 DOUB N N 5 F2K C9 N SING N N 6 F2K C7 C6 SING N N 7 F2K C7 C8 DOUB N N 8 F2K C2 C3 DOUB Y N 9 F2K C2 C1 SING Y N 10 F2K C3 C4 SING Y N 11 F2K C6 C1 SING N N 12 F2K C6 C12 SING N N 13 F2K C1 C DOUB Y N 14 F2K N C8 SING N N 15 F2K C4 C5 DOUB Y N 16 F2K C4 CL SING N N 17 F2K C C5 SING Y N 18 F2K C8 O2 SING N N 19 F2K C12 C13 SING N N 20 F2K C12 C11 DOUB N N 21 F2K O2 C11 SING N N 22 F2K C13 N2 TRIP N N 23 F2K C11 N3 SING N N 24 F2K C H2 SING N N 25 F2K N H7 SING N N 26 F2K C2 H3 SING N N 27 F2K C3 H4 SING N N 28 F2K C5 H5 SING N N 29 F2K C6 H6 SING N N 30 F2K N1 H8 SING N N 31 F2K N3 H1 SING N N 32 F2K N3 H SING N N 33 # # 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 F2K InChI InChI 1.03 "InChI=1S/C14H9ClN4O3/c15-7-3-1-6(2-4-7)9-8(5-16)11(17)22-13-10(9)12(20)18-14(21)19-13/h1-4,9H,17H2,(H2,18,19,20,21)/t9-/m0/s1" F2K InChIKey InChI 1.03 BQFPJAOKBASIPO-VIFPVBQESA-N F2K SMILES_CANONICAL CACTVS 3.385 "NC1=C(C#N)[C@H](c2ccc(Cl)cc2)C3=C(NC(=O)NC3=O)O1" F2K SMILES CACTVS 3.385 "NC1=C(C#N)[CH](c2ccc(Cl)cc2)C3=C(NC(=O)NC3=O)O1" F2K SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1[C@H]2C(=C(OC3=C2C(=O)NC(=O)N3)N)C#N)Cl" F2K SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1C2C(=C(OC3=C2C(=O)NC(=O)N3)N)C#N)Cl" # _pdbx_chem_comp_identifier.comp_id F2K _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 "(5~{S})-7-azanyl-5-(4-chlorophenyl)-2,4-bis(oxidanylidene)-1,5-dihydropyrano[2,3-d]pyrimidine-6-carbonitrile" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site F2K "Create component" 2018-05-18 EBI F2K "Initial release" 2019-02-27 RCSB ##