data_YL2
# 
_chem_comp.id                                    YL2 
_chem_comp.name                                  "({[6-(4-cyclopropylphenyl)thieno[2,3-d]pyrimidin-4-yl]amino}methanediyl)bis(phosphonic acid)" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H17 N3 O6 P2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-04-02 
_chem_comp.pdbx_modified_date                    2013-12-27 
_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                        441.335 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YL2 
_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        4JVK 
_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 
YL2 OAU OAU O 0 1 N N N 16.106 32.510 -10.338 3.083  -2.516 2.181  OAU YL2 1  
YL2 PAS PAS P 0 1 N N N 16.558 33.849 -9.592  3.742  -2.098 0.772  PAS YL2 2  
YL2 OAV OAV O 0 1 N N N 17.816 33.517 -8.897  5.335  -2.324 0.837  OAV YL2 3  
YL2 OAW OAW O 0 1 N N N 16.510 35.006 -10.500 3.169  -2.933 -0.307 OAW YL2 4  
YL2 CAR CAR C 0 1 N N N 15.214 34.006 -8.354  3.391  -0.342 0.434  CAR YL2 5  
YL2 PAT PAT P 0 1 N N N 15.597 35.430 -7.217  4.136  0.131  -1.160 PAT YL2 6  
YL2 OAX OAX O 0 1 N N N 14.129 35.593 -6.646  3.513  -0.776 -2.335 OAX YL2 7  
YL2 OAZ OAZ O 0 1 N N N 16.540 34.903 -6.210  3.826  1.683  -1.459 OAZ YL2 8  
YL2 OAY OAY O 0 1 N N N 16.004 36.624 -8.002  5.601  -0.076 -1.101 OAY YL2 9  
YL2 NAJ NAJ N 0 1 N N N 15.033 32.725 -7.592  1.941  -0.137 0.375  NAJ YL2 10 
YL2 C4  C4  C 0 1 Y N N 14.418 31.699 -8.184  1.421  1.143  0.441  C4  YL2 11 
YL2 N3  N3  N 0 1 Y N N 13.384 32.009 -8.950  2.223  2.191  0.552  N3  YL2 12 
YL2 C2  C2  C 0 1 Y N N 12.688 31.063 -9.633  1.741  3.419  0.610  C2  YL2 13 
YL2 N1  N1  N 0 1 Y N N 13.130 29.774 -9.495  0.452  3.668  0.563  N1  YL2 14 
YL2 C6  C6  C 0 1 Y N N 14.182 29.495 -8.712  -0.440 2.675  0.452  C6  YL2 15 
YL2 SAE SAE S 0 1 Y N N 14.891 28.020 -8.401  -2.195 2.702  0.365  SAE YL2 16 
YL2 C5  C5  C 0 1 Y N N 14.867 30.437 -8.035  0.018  1.355  0.385  C5  YL2 17 
YL2 CAC CAC C 0 1 Y N N 15.913 29.895 -7.302  -1.069 0.407  0.262  CAC YL2 18 
YL2 CAD CAD C 0 1 Y N N 16.037 28.537 -7.402  -2.284 0.955  0.243  CAD YL2 19 
YL2 CAK CAK C 0 1 Y N N 16.940 27.670 -6.859  -3.544 0.190  0.128  CAK YL2 20 
YL2 CAP CAP C 0 1 Y N N 17.065 26.376 -7.380  -3.512 -1.203 0.041  CAP YL2 21 
YL2 CAO CAO C 0 1 Y N N 17.975 25.446 -6.885  -4.691 -1.911 -0.065 CAO YL2 22 
YL2 CAL CAL C 0 1 Y N N 17.788 27.975 -5.801  -4.770 0.856  0.111  CAL YL2 23 
YL2 CAM CAM C 0 1 Y N N 18.699 27.036 -5.296  -5.942 0.136  0.004  CAM YL2 24 
YL2 CAN CAN C 0 1 Y N N 18.801 25.758 -5.832  -5.903 -1.244 -0.088 CAN YL2 25 
YL2 CAQ CAQ C 0 1 N N N 19.712 24.762 -5.393  -7.187 -2.025 -0.205 CAQ YL2 26 
YL2 CBA CBA C 0 1 N N N 20.085 24.614 -4.013  -8.498 -1.258 -0.022 CBA YL2 27 
YL2 CBB CBB C 0 1 N N N 19.184 23.706 -4.588  -8.080 -1.737 -1.414 CBB YL2 28 
YL2 H1  H1  H 0 1 N N N 15.887 32.709 -11.241 3.413  -2.009 2.935  H1  YL2 29 
YL2 H2  H2  H 0 1 N N N 18.489 34.141 -9.143  5.596  -3.238 1.014  H2  YL2 30 
YL2 H3  H3  H 0 1 N N N 14.298 34.273 -8.902  3.813  0.273  1.230  H3  YL2 31 
YL2 H4  H4  H 0 1 N N N 13.776 36.433 -6.914  3.865  -0.579 -3.214 H4  YL2 32 
YL2 H5  H5  H 0 1 N N N 17.327 35.435 -6.203  2.883  1.892  -1.511 H5  YL2 33 
YL2 H6  H6  H 0 1 N N N 15.945 32.408 -7.331  1.347  -0.898 0.290  H6  YL2 34 
YL2 H7  H7  H 0 1 N N N 11.836 31.313 -10.248 2.429  4.247  0.700  H7  YL2 35 
YL2 H8  H8  H 0 1 N N N 16.577 30.498 -6.700  -0.909 -0.659 0.194  H8  YL2 36 
YL2 H9  H9  H 0 1 N N N 16.427 26.087 -8.202  -2.567 -1.725 0.058  H9  YL2 37 
YL2 H10 H10 H 0 1 N N N 18.033 24.466 -7.335  -4.668 -2.989 -0.132 H10 YL2 38 
YL2 H11 H11 H 0 1 N N N 17.744 28.959 -5.357  -4.801 1.933  0.182  H11 YL2 39 
YL2 H12 H12 H 0 1 N N N 19.337 27.313 -4.470  -6.891 0.650  -0.009 H12 YL2 40 
YL2 H13 H13 H 0 1 N N N 20.479 24.463 -6.123  -7.148 -3.051 0.159  H13 YL2 41 
YL2 H14 H14 H 0 1 N N N 21.102 24.287 -3.751  -9.323 -1.781 0.463  H14 YL2 42 
YL2 H15 H15 H 0 1 N N N 19.731 25.341 -3.268  -8.433 -0.190 0.184  H15 YL2 43 
YL2 H16 H16 H 0 1 N N N 18.125 23.722 -4.290  -7.739 -0.984 -2.124 H16 YL2 44 
YL2 H17 H17 H 0 1 N N N 19.497 22.668 -4.773  -8.629 -2.575 -1.844 H17 YL2 45 
# 
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 
YL2 OAW PAS DOUB N N 1  
YL2 OAU PAS SING N N 2  
YL2 C2  N1  DOUB Y N 3  
YL2 C2  N3  SING Y N 4  
YL2 PAS OAV SING N N 5  
YL2 PAS CAR SING N N 6  
YL2 N1  C6  SING Y N 7  
YL2 N3  C4  DOUB Y N 8  
YL2 C6  SAE SING Y N 9  
YL2 C6  C5  DOUB Y N 10 
YL2 SAE CAD SING Y N 11 
YL2 CAR NAJ SING N N 12 
YL2 CAR PAT SING N N 13 
YL2 C4  C5  SING Y N 14 
YL2 C4  NAJ SING N N 15 
YL2 C5  CAC SING Y N 16 
YL2 OAY PAT DOUB N N 17 
YL2 CAD CAC DOUB Y N 18 
YL2 CAD CAK SING N N 19 
YL2 CAP CAO DOUB Y N 20 
YL2 CAP CAK SING Y N 21 
YL2 PAT OAX SING N N 22 
YL2 PAT OAZ SING N N 23 
YL2 CAO CAN SING Y N 24 
YL2 CAK CAL DOUB Y N 25 
YL2 CAN CAQ SING N N 26 
YL2 CAN CAM DOUB Y N 27 
YL2 CAL CAM SING Y N 28 
YL2 CAQ CBB SING N N 29 
YL2 CAQ CBA SING N N 30 
YL2 CBB CBA SING N N 31 
YL2 OAU H1  SING N N 32 
YL2 OAV H2  SING N N 33 
YL2 CAR H3  SING N N 34 
YL2 OAX H4  SING N N 35 
YL2 OAZ H5  SING N N 36 
YL2 NAJ H6  SING N N 37 
YL2 C2  H7  SING N N 38 
YL2 CAC H8  SING N N 39 
YL2 CAP H9  SING N N 40 
YL2 CAO H10 SING N N 41 
YL2 CAL H11 SING N N 42 
YL2 CAM H12 SING N N 43 
YL2 CAQ H13 SING N N 44 
YL2 CBA H14 SING N N 45 
YL2 CBA H15 SING N N 46 
YL2 CBB H16 SING N N 47 
YL2 CBB H17 SING N N 48 
# 
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 
YL2 SMILES           ACDLabs              12.01 "O=P(O)(O)C(Nc1ncnc2sc(cc12)c3ccc(cc3)C4CC4)P(=O)(O)O"                                                                                                                
YL2 InChI            InChI                1.03  "InChI=1S/C16H17N3O6P2S/c20-26(21,22)16(27(23,24)25)19-14-12-7-13(28-15(12)18-8-17-14)11-5-3-10(4-6-11)9-1-2-9/h3-9,16H,1-2H2,(H,17,18,19)(H2,20,21,22)(H2,23,24,25)" 
YL2 InChIKey         InChI                1.03  VIGDNIIDHDWALF-UHFFFAOYSA-N                                                                                                                                           
YL2 SMILES_CANONICAL CACTVS               3.370 "O[P](O)(=O)C(Nc1ncnc2sc(cc12)c3ccc(cc3)C4CC4)[P](O)(O)=O"                                                                                                            
YL2 SMILES           CACTVS               3.370 "O[P](O)(=O)C(Nc1ncnc2sc(cc12)c3ccc(cc3)C4CC4)[P](O)(O)=O"                                                                                                            
YL2 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1c2cc3c(ncnc3s2)NC(P(=O)(O)O)P(=O)(O)O)C4CC4"                                                                                                                
YL2 SMILES           "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1c2cc3c(ncnc3s2)NC(P(=O)(O)O)P(=O)(O)O)C4CC4"                                                                                                                
# 
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 
YL2 "SYSTEMATIC NAME" ACDLabs              12.01 "({[6-(4-cyclopropylphenyl)thieno[2,3-d]pyrimidin-4-yl]amino}methanediyl)bis(phosphonic acid)"  
YL2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[[[6-(4-cyclopropylphenyl)thieno[2,3-d]pyrimidin-4-yl]amino]-phosphono-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 
YL2 "Create component" 2013-04-02 RCSB 
YL2 "Initial release"  2014-01-01 RCSB 
# 
