data_YL3 # _chem_comp.id YL3 _chem_comp.name "({[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 "C14 H14 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 2013-07-18 _chem_comp.pdbx_modified_date 2014-06-20 _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 335.318 _chem_comp.one_letter_code ? _chem_comp.three_letter_code YL3 _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 4LPH _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 YL3 OAT OAT O 0 1 N N N 9.464 71.508 26.823 -4.300 0.248 1.401 OAT YL3 1 YL3 PAS PAS P 0 1 N N N 8.102 71.909 25.981 -4.344 1.374 0.251 PAS YL3 2 YL3 OAU OAU O 0 1 N N N 7.667 73.309 26.404 -5.875 1.735 -0.088 OAU YL3 3 YL3 OAV OAV O 0 1 N N N 8.208 71.519 24.546 -3.643 2.589 0.724 OAV YL3 4 YL3 CAR CAR C 0 1 N N N 6.996 70.754 26.599 -3.521 0.744 -1.248 CAR YL3 5 YL3 NAJ NAJ N 0 1 N N N 6.372 71.565 27.657 -2.099 0.528 -0.971 NAJ YL3 6 YL3 C4 C4 C 0 1 Y N N 5.122 71.374 27.991 -1.650 -0.726 -0.598 C4 YL3 7 YL3 N3 N3 N 0 1 Y N N 4.741 70.095 28.178 -2.496 -1.740 -0.493 N3 YL3 8 YL3 C2 C2 C 0 1 Y N N 3.436 69.821 28.549 -2.081 -2.943 -0.138 C2 YL3 9 YL3 N1 N1 N 0 1 Y N N 2.599 70.920 28.698 -0.821 -3.198 0.128 N1 YL3 10 YL3 C6 C6 C 0 1 Y N N 3.060 72.178 28.494 0.110 -2.240 0.050 C6 YL3 11 YL3 SAE SAE S 0 1 Y N N 2.285 73.543 28.634 1.843 -2.283 0.343 SAE YL3 12 YL3 C5 C5 C 0 1 Y N N 4.328 72.464 28.128 -0.274 -0.948 -0.327 C5 YL3 13 YL3 CAC CAC C 0 1 Y N N 4.583 73.832 27.977 0.849 -0.036 -0.368 CAC YL3 14 YL3 CAD CAD C 0 1 Y N N 3.517 74.660 28.222 2.019 -0.580 -0.036 CAD YL3 15 YL3 CAK CAK C 0 1 Y N N 3.355 76.057 28.169 3.303 0.153 -0.005 CAK YL3 16 YL3 CAL CAL C 0 1 Y N N 4.392 77.030 28.218 4.478 -0.506 0.357 CAL YL3 17 YL3 CAM CAM C 0 1 Y N N 4.138 78.417 28.124 5.673 0.184 0.383 CAM YL3 18 YL3 CAN CAN C 0 1 Y N N 2.840 78.915 28.019 5.707 1.527 0.051 CAN YL3 19 YL3 CAQ CAQ C 0 1 N N N 2.566 80.308 27.967 7.015 2.274 0.082 CAQ YL3 20 YL3 CAO CAO C 0 1 Y N N 1.803 77.987 27.974 4.545 2.186 -0.309 CAO YL3 21 YL3 CAP CAP C 0 1 Y N N 2.064 76.613 28.067 3.345 1.507 -0.344 CAP YL3 22 YL3 H1 H1 H 0 1 N N N 10.087 71.093 26.239 -4.741 -0.578 1.159 H1 YL3 23 YL3 H2 H2 H 0 1 N N N 7.493 73.834 25.632 -6.375 2.078 0.666 H2 YL3 24 YL3 H3 H3 H 0 1 N N N 6.266 70.436 25.840 -3.981 -0.199 -1.546 H3 YL3 25 YL3 H4 H4 H 0 1 N N N 7.509 69.870 27.007 -3.628 1.470 -2.054 H4 YL3 26 YL3 H5 H5 H 0 1 N N N 6.915 71.422 28.485 -1.472 1.264 -1.050 H5 YL3 27 YL3 H6 H6 H 0 1 N N N 3.089 68.812 28.713 -2.803 -3.743 -0.064 H6 YL3 28 YL3 H7 H7 H 0 1 N N N 5.552 74.210 27.687 0.744 1.005 -0.636 H7 YL3 29 YL3 H8 H8 H 0 1 N N N 5.413 76.696 28.331 4.453 -1.554 0.617 H8 YL3 30 YL3 H9 H9 H 0 1 N N N 4.969 79.107 28.134 6.583 -0.325 0.664 H9 YL3 31 YL3 H10 H10 H 0 1 N N N 2.424 80.693 28.988 7.495 2.207 -0.895 H10 YL3 32 YL3 H11 H11 H 0 1 N N N 3.410 80.830 27.492 6.830 3.320 0.324 H11 YL3 33 YL3 H12 H12 H 0 1 N N N 1.652 80.480 27.380 7.666 1.836 0.838 H12 YL3 34 YL3 H13 H13 H 0 1 N N N 0.785 78.330 27.866 4.578 3.234 -0.567 H13 YL3 35 YL3 H14 H14 H 0 1 N N N 1.222 75.937 28.060 2.439 2.022 -0.626 H14 YL3 36 # 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 YL3 OAV PAS DOUB N N 1 YL3 PAS OAU SING N N 2 YL3 PAS CAR SING N N 3 YL3 PAS OAT SING N N 4 YL3 CAR NAJ SING N N 5 YL3 NAJ C4 SING N N 6 YL3 CAQ CAN SING N N 7 YL3 CAO CAN DOUB Y N 8 YL3 CAO CAP SING Y N 9 YL3 CAC C5 SING Y N 10 YL3 CAC CAD DOUB Y N 11 YL3 C4 C5 DOUB Y N 12 YL3 C4 N3 SING Y N 13 YL3 CAN CAM SING Y N 14 YL3 CAP CAK DOUB Y N 15 YL3 CAM CAL DOUB Y N 16 YL3 C5 C6 SING Y N 17 YL3 CAK CAL SING Y N 18 YL3 CAK CAD SING N N 19 YL3 N3 C2 DOUB Y N 20 YL3 CAD SAE SING Y N 21 YL3 C6 SAE SING Y N 22 YL3 C6 N1 DOUB Y N 23 YL3 C2 N1 SING Y N 24 YL3 OAT H1 SING N N 25 YL3 OAU H2 SING N N 26 YL3 CAR H3 SING N N 27 YL3 CAR H4 SING N N 28 YL3 NAJ H5 SING N N 29 YL3 C2 H6 SING N N 30 YL3 CAC H7 SING N N 31 YL3 CAL H8 SING N N 32 YL3 CAM H9 SING N N 33 YL3 CAQ H10 SING N N 34 YL3 CAQ H11 SING N N 35 YL3 CAQ H12 SING N N 36 YL3 CAO H13 SING N N 37 YL3 CAP H14 SING N N 38 # 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 YL3 SMILES ACDLabs 12.01 "O=P(O)(O)CNc1ncnc2sc(cc12)c3ccc(cc3)C" YL3 InChI InChI 1.03 "InChI=1S/C14H14N3O3PS/c1-9-2-4-10(5-3-9)12-6-11-13(17-8-21(18,19)20)15-7-16-14(11)22-12/h2-7H,8H2,1H3,(H,15,16,17)(H2,18,19,20)" YL3 InChIKey InChI 1.03 XFTKJMGEXNVSAO-UHFFFAOYSA-N YL3 SMILES_CANONICAL CACTVS 3.385 "Cc1ccc(cc1)c2sc3ncnc(NC[P](O)(O)=O)c3c2" YL3 SMILES CACTVS 3.385 "Cc1ccc(cc1)c2sc3ncnc(NC[P](O)(O)=O)c3c2" YL3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1ccc(cc1)c2cc3c(ncnc3s2)NCP(=O)(O)O" YL3 SMILES "OpenEye OEToolkits" 1.7.6 "Cc1ccc(cc1)c2cc3c(ncnc3s2)NCP(=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 YL3 "SYSTEMATIC NAME" ACDLabs 12.01 "({[6-(4-methylphenyl)thieno[2,3-d]pyrimidin-4-yl]amino}methyl)phosphonic acid" YL3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[[6-(4-methylphenyl)thieno[2,3-d]pyrimidin-4-yl]amino]methylphosphonic 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 YL3 "Create component" 2013-07-18 RCSB YL3 "Initial release" 2014-06-25 RCSB #