data_YL4 # _chem_comp.id YL4 _chem_comp.name "[(R)-(2,3-dihydro-1-benzofuran-5-yl){[6-(4-methylphenyl)thieno[2,3-d]pyrimidin-4-yl]amino}methyl]phosphonic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H20 N3 O4 P S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-05-12 _chem_comp.pdbx_modified_date 2017-03-10 _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 453.451 _chem_comp.one_letter_code ? _chem_comp.three_letter_code YL4 _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 5JUZ _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 YL4 CAT C1 C 0 1 Y N N 8.183 69.294 25.041 4.186 -0.185 0.735 CAT YL4 1 YL4 CAU C2 C 0 1 Y N N 8.534 69.136 23.736 4.893 -1.329 1.034 CAU YL4 2 YL4 CAY C3 C 0 1 N N N 8.896 67.980 23.034 6.225 -1.551 1.723 CAY YL4 3 YL4 CAZ C4 C 0 1 N N N 8.707 68.439 21.550 6.547 -3.013 1.331 CAZ YL4 4 YL4 OBA O1 O 0 1 N N N 8.988 69.860 21.586 5.245 -3.570 1.084 OBA YL4 5 YL4 CAV C5 C 0 1 Y N N 8.619 70.201 22.865 4.401 -2.580 0.686 CAV YL4 6 YL4 CAW C6 C 0 1 Y N N 8.328 71.437 23.296 3.182 -2.661 0.016 CAW YL4 7 YL4 CAX C7 C 0 1 Y N N 7.948 71.660 24.615 2.477 -1.514 -0.285 CAX YL4 8 YL4 CAS C8 C 0 1 Y N N 7.871 70.578 25.519 2.974 -0.274 0.074 CAS YL4 9 YL4 CAR C9 C 0 1 N N R 7.487 70.806 26.852 2.194 0.975 -0.247 CAR YL4 10 YL4 PBB P1 P 0 1 N N N 8.881 71.728 27.795 2.583 1.514 -1.945 PBB YL4 11 YL4 OBD O2 O 0 1 N N N 8.576 71.714 29.446 1.654 2.770 -2.335 OBD YL4 12 YL4 OBE O3 O 0 1 N N N 10.334 70.957 27.505 4.132 1.945 -2.029 OBE YL4 13 YL4 OBC O4 O 0 1 N N N 8.750 73.354 27.282 2.329 0.401 -2.886 OBC YL4 14 YL4 NAQ N1 N 0 1 N N N 6.277 71.692 26.887 0.760 0.696 -0.140 NAQ YL4 15 YL4 C4 C10 C 0 1 Y N N 5.068 71.335 27.358 -0.071 1.587 0.514 C4 YL4 16 YL4 N3 N2 N 0 1 Y N N 4.743 70.017 27.434 0.419 2.696 1.047 N3 YL4 17 YL4 C2 C11 C 0 1 Y N N 3.499 69.636 27.922 -0.363 3.557 1.675 C2 YL4 18 YL4 N1 N3 N 0 1 Y N N 2.630 70.658 28.309 -1.655 3.364 1.803 N1 YL4 19 YL4 C6 C12 C 0 1 Y N N 2.997 71.960 28.213 -2.244 2.273 1.298 C6 YL4 20 YL4 SAI S1 S 0 1 Y N N 2.131 73.371 28.609 -3.923 1.753 1.314 SAI YL4 21 YL4 C5 C13 C 0 1 Y N N 4.214 72.342 27.735 -1.464 1.331 0.619 C5 YL4 22 YL4 CAL C14 C 0 1 Y N N 4.371 73.725 27.715 -2.252 0.220 0.132 CAL YL4 23 YL4 CAH C15 C 0 1 Y N N 3.330 74.477 28.169 -3.551 0.290 0.423 CAH YL4 24 YL4 CAE C16 C 0 1 Y N N 3.219 75.860 28.240 -4.551 -0.727 0.032 CAE YL4 25 YL4 CAD C17 C 0 1 Y N N 1.949 76.453 28.147 -4.157 -1.857 -0.686 CAD YL4 26 YL4 CAC C18 C 0 1 Y N N 1.774 77.834 28.205 -5.095 -2.802 -1.048 CAC YL4 27 YL4 CAB C19 C 0 1 Y N N 2.846 78.712 28.356 -6.423 -2.631 -0.700 CAB YL4 28 YL4 CAA C20 C 0 1 N N N 2.577 80.104 28.390 -7.442 -3.667 -1.099 CAA YL4 29 YL4 CAG C21 C 0 1 Y N N 4.133 78.166 28.448 -6.820 -1.513 0.012 CAG YL4 30 YL4 CAF C22 C 0 1 Y N N 4.307 76.769 28.385 -5.891 -0.564 0.385 CAF YL4 31 YL4 H1 H1 H 0 1 N N N 8.145 68.441 25.703 4.576 0.781 1.020 H1 YL4 32 YL4 H2 H2 H 0 1 N N N 8.234 67.137 23.281 6.982 -0.869 1.337 H2 YL4 33 YL4 H3 H3 H 0 1 N N N 9.940 67.698 23.237 6.127 -1.449 2.804 H3 YL4 34 YL4 H4 H4 H 0 1 N N N 7.677 68.252 21.211 7.159 -3.045 0.429 H4 YL4 35 YL4 H5 H5 H 0 1 N N N 9.412 67.917 20.886 7.041 -3.533 2.152 H5 YL4 36 YL4 H6 H6 H 0 1 N N N 8.389 72.269 22.611 2.788 -3.625 -0.269 H6 YL4 37 YL4 H7 H7 H 0 1 N N N 7.712 72.660 24.948 1.533 -1.584 -0.804 H7 YL4 38 YL4 H8 H8 H 0 1 N N N 7.307 69.872 27.404 2.464 1.763 0.455 H8 YL4 39 YL4 H9 H9 H 0 1 N N N 8.398 72.599 29.743 0.706 2.582 -2.306 H9 YL4 40 YL4 H10 H10 H 0 1 N N N 10.929 71.556 27.069 4.750 1.236 -1.806 H10 YL4 41 YL4 H11 H11 H 0 1 N N N 6.547 72.490 27.426 0.393 -0.114 -0.528 H11 YL4 42 YL4 H12 H12 H 0 1 N N N 3.217 68.596 27.998 0.076 4.449 2.096 H12 YL4 43 YL4 H13 H13 H 0 1 N N N 5.280 74.183 27.355 -1.820 -0.607 -0.413 H13 YL4 44 YL4 H14 H14 H 0 1 N N N 1.082 75.820 28.027 -3.121 -1.991 -0.959 H14 YL4 45 YL4 H15 H15 H 0 1 N N N 0.775 78.237 28.131 -4.792 -3.677 -1.604 H15 YL4 46 YL4 H16 H16 H 0 1 N N N 2.407 80.420 29.430 -7.522 -4.419 -0.314 H16 YL4 47 YL4 H17 H17 H 0 1 N N N 3.435 80.653 27.976 -8.410 -3.188 -1.243 H17 YL4 48 YL4 H18 H18 H 0 1 N N N 1.680 80.319 27.790 -7.131 -4.144 -2.028 H18 YL4 49 YL4 H19 H19 H 0 1 N N N 4.989 78.814 28.567 -7.858 -1.386 0.280 H19 YL4 50 YL4 H20 H20 H 0 1 N N N 5.308 76.370 28.449 -6.201 0.306 0.945 H20 YL4 51 # 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 YL4 CAZ OBA SING N N 1 YL4 CAZ CAY SING N N 2 YL4 OBA CAV SING N N 3 YL4 CAV CAW SING Y N 4 YL4 CAV CAU DOUB Y N 5 YL4 CAY CAU SING N N 6 YL4 CAW CAX DOUB Y N 7 YL4 CAU CAT SING Y N 8 YL4 CAX CAS SING Y N 9 YL4 CAT CAS DOUB Y N 10 YL4 CAS CAR SING N N 11 YL4 CAR NAQ SING N N 12 YL4 CAR PBB SING N N 13 YL4 NAQ C4 SING N N 14 YL4 OBC PBB DOUB N N 15 YL4 C4 N3 DOUB Y N 16 YL4 C4 C5 SING Y N 17 YL4 N3 C2 SING Y N 18 YL4 OBE PBB SING N N 19 YL4 CAL C5 SING Y N 20 YL4 CAL CAH DOUB Y N 21 YL4 C5 C6 DOUB Y N 22 YL4 PBB OBD SING N N 23 YL4 C2 N1 DOUB Y N 24 YL4 CAD CAC DOUB Y N 25 YL4 CAD CAE SING Y N 26 YL4 CAH CAE SING N N 27 YL4 CAH SAI SING Y N 28 YL4 CAC CAB SING Y N 29 YL4 C6 N1 SING Y N 30 YL4 C6 SAI SING Y N 31 YL4 CAE CAF DOUB Y N 32 YL4 CAB CAA SING N N 33 YL4 CAB CAG DOUB Y N 34 YL4 CAF CAG SING Y N 35 YL4 CAT H1 SING N N 36 YL4 CAY H2 SING N N 37 YL4 CAY H3 SING N N 38 YL4 CAZ H4 SING N N 39 YL4 CAZ H5 SING N N 40 YL4 CAW H6 SING N N 41 YL4 CAX H7 SING N N 42 YL4 CAR H8 SING N N 43 YL4 OBD H9 SING N N 44 YL4 OBE H10 SING N N 45 YL4 NAQ H11 SING N N 46 YL4 C2 H12 SING N N 47 YL4 CAL H13 SING N N 48 YL4 CAD H14 SING N N 49 YL4 CAC H15 SING N N 50 YL4 CAA H16 SING N N 51 YL4 CAA H17 SING N N 52 YL4 CAA H18 SING N N 53 YL4 CAG H19 SING N N 54 YL4 CAF H20 SING N N 55 # 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 YL4 SMILES ACDLabs 12.01 "c1c(ccc2c1CCO2)C(Nc3ncnc4sc(cc34)c5ccc(cc5)C)P(O)(O)=O" YL4 InChI InChI 1.03 "InChI=1S/C22H20N3O4PS/c1-13-2-4-14(5-3-13)19-11-17-20(23-12-24-22(17)31-19)25-21(30(26,27)28)16-6-7-18-15(10-16)8-9-29-18/h2-7,10-12,21H,8-9H2,1H3,(H,23,24,25)(H2,26,27,28)/t21-/m1/s1" YL4 InChIKey InChI 1.03 ORNKDTLGUAHCGN-OAQYLSRUSA-N YL4 SMILES_CANONICAL CACTVS 3.385 "Cc1ccc(cc1)c2sc3ncnc(N[C@@H](c4ccc5OCCc5c4)[P](O)(O)=O)c3c2" YL4 SMILES CACTVS 3.385 "Cc1ccc(cc1)c2sc3ncnc(N[CH](c4ccc5OCCc5c4)[P](O)(O)=O)c3c2" YL4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "Cc1ccc(cc1)c2cc3c(ncnc3s2)N[C@@H](c4ccc5c(c4)CCO5)P(=O)(O)O" YL4 SMILES "OpenEye OEToolkits" 2.0.4 "Cc1ccc(cc1)c2cc3c(ncnc3s2)NC(c4ccc5c(c4)CCO5)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 YL4 "SYSTEMATIC NAME" ACDLabs 12.01 "[(R)-(2,3-dihydro-1-benzofuran-5-yl){[6-(4-methylphenyl)thieno[2,3-d]pyrimidin-4-yl]amino}methyl]phosphonic acid" YL4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "[(~{R})-2,3-dihydro-1-benzofuran-5-yl-[[6-(4-methylphenyl)thieno[2,3-d]pyrimidin-4-yl]amino]methyl]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 YL4 "Create component" 2016-05-12 RCSB YL4 "Initial release" 2017-03-15 RCSB #