data_YF7 # _chem_comp.id YF7 _chem_comp.name "[(1S)-1-{[6-(3-chloro-4-methylphenyl)thieno[2,3-d]pyrimidin-4-yl]amino}-2-(3-fluorophenyl)ethyl]phosphonic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H18 Cl F N3 O3 P S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-11-29 _chem_comp.pdbx_modified_date 2019-11-01 _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 477.876 _chem_comp.one_letter_code ? _chem_comp.three_letter_code YF7 _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 6N82 _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 YF7 CAF C1 C 0 1 Y N N 2.342 76.109 28.466 -4.410 1.058 0.172 CAF YF7 1 YF7 CAA C2 C 0 1 Y N N 2.043 77.458 28.549 -5.564 1.816 0.206 CAA YF7 2 YF7 CLA CL1 CL 0 0 N N N 0.297 77.963 28.859 -5.467 3.547 0.123 CLAH YF7 3 YF7 CAB C3 C 0 1 Y N N 3.054 78.413 28.403 -6.798 1.197 0.306 CAB YF7 4 YF7 CAG C4 C 0 1 N N N 2.694 79.759 28.471 -8.054 2.029 0.343 CAG YF7 5 YF7 CAC C5 C 0 1 Y N N 4.391 77.979 28.209 -6.884 -0.183 0.373 CAC YF7 6 YF7 CAD C6 C 0 1 Y N N 4.672 76.603 28.127 -5.738 -0.950 0.339 CAD YF7 7 YF7 CAE C7 C 0 1 Y N N 3.646 75.634 28.261 -4.490 -0.333 0.233 CAE YF7 8 YF7 CAI C8 C 0 1 Y N N 3.830 74.267 28.201 -3.259 -1.151 0.196 CAI YF7 9 YF7 SAJ S1 S 0 1 Y N N 2.645 73.030 28.771 -3.230 -2.902 0.278 SAJ YF7 10 YF7 CAM C9 C 0 1 Y N N 4.889 73.575 27.704 -2.027 -0.652 0.091 CAM YF7 11 YF7 C5 C10 C 0 1 Y N N 4.807 72.183 27.755 -0.974 -1.645 0.075 C5 YF7 12 YF7 C6 C11 C 0 1 Y N N 3.650 71.689 28.306 -1.476 -2.947 0.172 C6 YF7 13 YF7 N1 N1 N 0 1 Y N N 3.410 70.357 28.438 -0.619 -3.976 0.170 N1 YF7 14 YF7 C2 C12 C 0 1 Y N N 4.344 69.423 28.007 0.676 -3.779 0.079 C2 YF7 15 YF7 N3 N2 N 0 1 Y N N 5.521 69.918 27.439 1.200 -2.570 -0.014 N3 YF7 16 YF7 C4 C13 C 0 1 Y N N 5.723 71.257 27.327 0.434 -1.490 -0.024 C4 YF7 17 YF7 NAR N3 N 0 1 N N N 6.877 71.728 26.787 0.997 -0.230 -0.123 NAR YF7 18 YF7 CAS C14 C 0 1 N N S 8.008 70.855 26.359 2.454 -0.076 -0.111 CAS YF7 19 YF7 PBB P1 P 0 1 N N N 8.543 71.443 24.684 3.040 0.290 -1.798 PBB YF7 20 YF7 OBD O1 O 0 1 N N N 9.675 70.376 24.123 4.648 0.208 -1.838 OBD YF7 21 YF7 OBE O2 O 0 1 N N N 9.339 72.894 24.922 2.422 -0.784 -2.826 OBE YF7 22 YF7 OBC O3 O 0 1 N N N 7.302 71.540 23.831 2.606 1.651 -2.187 OBC YF7 23 YF7 CAT C15 C 0 1 N N N 9.192 70.884 27.365 2.838 1.073 0.823 CAT YF7 24 YF7 CAU C16 C 0 1 Y N N 8.703 70.287 28.522 4.337 1.231 0.835 CAU YF7 25 YF7 CAZ C17 C 0 1 Y N N 8.208 71.099 29.547 5.098 0.531 1.752 CAZ YF7 26 YF7 CAY C18 C 0 1 Y N N 7.670 70.517 30.689 6.475 0.677 1.763 CAY YF7 27 YF7 FBA F1 F 0 1 N N N 7.230 71.313 31.643 7.220 -0.008 2.658 FBA YF7 28 YF7 CAX C19 C 0 1 Y N N 7.623 69.123 30.813 7.088 1.524 0.855 CAX YF7 29 YF7 CAW C20 C 0 1 Y N N 8.106 68.311 29.782 6.324 2.223 -0.061 CAW YF7 30 YF7 CAV C21 C 0 1 Y N N 8.637 68.892 28.628 4.950 2.072 -0.075 CAV YF7 31 YF7 H1 H1 H 0 1 N N N 1.539 75.393 28.563 -3.447 1.542 0.093 H1 YF7 32 YF7 H2 H2 H 0 1 N N N 2.448 80.125 27.463 -8.417 2.183 -0.673 H2 YF7 33 YF7 H3 H3 H 0 1 N N N 1.818 79.871 29.126 -8.816 1.511 0.926 H3 YF7 34 YF7 H4 H4 H 0 1 N N N 3.533 80.343 28.878 -7.838 2.993 0.802 H4 YF7 35 YF7 H5 H5 H 0 1 N N N 5.189 78.702 28.125 -7.849 -0.660 0.451 H5 YF7 36 YF7 H6 H6 H 0 1 N N N 5.688 76.279 27.959 -5.806 -2.027 0.392 H6 YF7 37 YF7 H7 H7 H 0 1 N N N 5.751 74.077 27.290 -1.830 0.408 0.025 H7 YF7 38 YF7 H8 H8 H 0 1 N N N 4.168 68.362 28.106 1.335 -4.635 0.080 H8 YF7 39 YF7 H9 H9 H 0 1 N N N 7.259 72.355 27.466 0.428 0.551 -0.200 H9 YF7 40 YF7 H10 H10 H 0 1 N N N 7.663 69.819 26.226 2.914 -1.000 0.241 H10 YF7 41 YF7 H11 H11 H 0 1 N N N 9.361 69.973 23.322 5.003 -0.658 -1.594 H11 YF7 42 YF7 H12 H12 H 0 1 N N N 8.875 73.588 24.469 2.693 -0.650 -3.745 H12 YF7 43 YF7 H13 H13 H 0 1 N N N 10.047 70.316 26.970 2.378 1.996 0.471 H13 YF7 44 YF7 H14 H14 H 0 1 N N N 9.501 71.920 27.567 2.488 0.854 1.832 H14 YF7 45 YF7 H15 H15 H 0 1 N N N 8.244 72.174 29.452 4.619 -0.129 2.460 H15 YF7 46 YF7 H16 H16 H 0 1 N N N 7.213 68.674 31.706 8.161 1.638 0.862 H16 YF7 47 YF7 H17 H17 H 0 1 N N N 8.069 67.236 29.878 6.802 2.884 -0.769 H17 YF7 48 YF7 H18 H18 H 0 1 N N N 8.995 68.269 27.822 4.355 2.615 -0.794 H18 YF7 49 # # 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 YF7 OBC PBB DOUB N N 1 YF7 OBD PBB SING N N 2 YF7 PBB OBE SING N N 3 YF7 PBB CAS SING N N 4 YF7 CAS NAR SING N N 5 YF7 CAS CAT SING N N 6 YF7 NAR C4 SING N N 7 YF7 C4 N3 DOUB Y N 8 YF7 C4 C5 SING Y N 9 YF7 CAT CAU SING N N 10 YF7 N3 C2 SING Y N 11 YF7 CAM C5 SING Y N 12 YF7 CAM CAI DOUB Y N 13 YF7 C5 C6 DOUB Y N 14 YF7 C2 N1 DOUB Y N 15 YF7 CAD CAC DOUB Y N 16 YF7 CAD CAE SING Y N 17 YF7 CAI CAE SING N N 18 YF7 CAI SAJ SING Y N 19 YF7 CAC CAB SING Y N 20 YF7 CAE CAF DOUB Y N 21 YF7 C6 N1 SING Y N 22 YF7 C6 SAJ SING Y N 23 YF7 CAB CAG SING N N 24 YF7 CAB CAA DOUB Y N 25 YF7 CAF CAA SING Y N 26 YF7 CAU CAV DOUB Y N 27 YF7 CAU CAZ SING Y N 28 YF7 CAA CLA SING N N 29 YF7 CAV CAW SING Y N 30 YF7 CAZ CAY DOUB Y N 31 YF7 CAW CAX DOUB Y N 32 YF7 CAY CAX SING Y N 33 YF7 CAY FBA SING N N 34 YF7 CAF H1 SING N N 35 YF7 CAG H2 SING N N 36 YF7 CAG H3 SING N N 37 YF7 CAG H4 SING N N 38 YF7 CAC H5 SING N N 39 YF7 CAD H6 SING N N 40 YF7 CAM H7 SING N N 41 YF7 C2 H8 SING N N 42 YF7 NAR H9 SING N N 43 YF7 CAS H10 SING N N 44 YF7 OBD H11 SING N N 45 YF7 OBE H12 SING N N 46 YF7 CAT H13 SING N N 47 YF7 CAT H14 SING N N 48 YF7 CAZ H15 SING N N 49 YF7 CAX H16 SING N N 50 YF7 CAW H17 SING N N 51 YF7 CAV H18 SING N N 52 # # 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 YF7 SMILES ACDLabs 12.01 "c1c(Cl)c(C)ccc1c2sc3c(c2)c(ncn3)NC(Cc4cccc(c4)F)P(O)(O)=O" YF7 InChI InChI 1.03 "InChI=1S/C21H18ClFN3O3PS/c1-12-5-6-14(9-17(12)22)18-10-16-20(24-11-25-21(16)31-18)26-19(30(27,28)29)8-13-3-2-4-15(23)7-13/h2-7,9-11,19H,8H2,1H3,(H,24,25,26)(H2,27,28,29)/t19-/m0/s1" YF7 InChIKey InChI 1.03 ZSPBSSJYWQDARC-IBGZPJMESA-N YF7 SMILES_CANONICAL CACTVS 3.385 "Cc1ccc(cc1Cl)c2sc3ncnc(N[C@H](Cc4cccc(F)c4)[P](O)(O)=O)c3c2" YF7 SMILES CACTVS 3.385 "Cc1ccc(cc1Cl)c2sc3ncnc(N[CH](Cc4cccc(F)c4)[P](O)(O)=O)c3c2" YF7 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1ccc(cc1Cl)c2cc3c(ncnc3s2)N[C@H](Cc4cccc(c4)F)P(=O)(O)O" YF7 SMILES "OpenEye OEToolkits" 2.0.6 "Cc1ccc(cc1Cl)c2cc3c(ncnc3s2)NC(Cc4cccc(c4)F)P(=O)(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 YF7 "SYSTEMATIC NAME" ACDLabs 12.01 "[(1S)-1-{[6-(3-chloro-4-methylphenyl)thieno[2,3-d]pyrimidin-4-yl]amino}-2-(3-fluorophenyl)ethyl]phosphonic acid" YF7 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(1~{S})-1-[[6-(3-chloranyl-4-methyl-phenyl)thieno[2,3-d]pyrimidin-4-yl]amino]-2-(3-fluorophenyl)ethyl]phosphonic 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 YF7 "Create component" 2018-11-29 RCSB YF7 "Initial release" 2019-11-06 RCSB ##