data_FAX # _chem_comp.id FAX _chem_comp.name "[(1R,2S,4R)-4-{[6-amino-5-(formylamino)pyrimidin-4-yl]amino}-2-hydroxycyclopentyl]methyl dihydrogen phosphate" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C11 H18 N5 O6 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-09-06 _chem_comp.pdbx_modified_date 2013-04-12 _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 347.264 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FAX _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 4B9N _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 FAX OP3 OP3 O 0 1 N Y N -14.588 -15.414 20.238 -5.616 -1.308 -1.267 OP3 FAX 1 FAX P P P 0 1 N N N -13.585 -15.576 21.442 -5.663 -0.463 -0.053 P FAX 2 FAX N1 N1 N 0 1 Y N N -21.047 -10.450 18.735 5.425 1.606 0.340 N1 FAX 3 FAX C2 C2 C 0 1 Y N N -20.476 -10.059 19.864 4.306 2.193 0.714 C2 FAX 4 FAX N3 N3 N 0 1 Y N N -19.627 -10.851 20.510 3.134 1.603 0.594 N3 FAX 5 FAX C4 C4 C 0 1 Y N N -19.359 -12.080 20.049 3.033 0.377 0.086 C4 FAX 6 FAX C5 C5 C 0 1 Y N N -19.909 -12.506 18.880 4.194 -0.283 -0.322 C5 FAX 7 FAX C6 C6 C 0 1 Y N N -20.769 -11.661 18.221 5.415 0.380 -0.178 C6 FAX 8 FAX N6 N6 N 0 1 N N N -21.350 -12.030 17.076 6.599 -0.230 -0.569 N6 FAX 9 FAX N7 N7 N 0 1 N N N -19.602 -13.729 18.422 4.136 -1.577 -0.865 N7 FAX 10 FAX C8 C8 C 0 1 N N N -20.294 -14.329 17.430 4.844 -2.576 -0.302 C8 FAX 11 FAX O8 O8 O 0 1 N N N -20.059 -15.439 16.972 5.470 -2.376 0.718 O8 FAX 12 FAX N9 N9 N 0 1 N N N -18.478 -12.849 20.689 1.794 -0.237 -0.035 N9 FAX 13 FAX "C1'" "C1'" C 0 1 N N R -18.044 -12.456 21.996 0.583 0.465 0.398 "C1'" FAX 14 FAX "C2'" "C2'" C 0 1 N N N -18.764 -13.291 23.015 -0.014 1.280 -0.768 "C2'" FAX 15 FAX "C3'" "C3'" C 0 1 N N S -17.681 -13.913 23.848 -1.544 1.168 -0.644 "C3'" FAX 16 FAX "O3'" "O3'" O 0 1 N N N -17.769 -13.445 25.160 -2.117 2.464 -0.462 "O3'" FAX 17 FAX "C4'" "C4'" C 0 1 N N R -16.349 -13.549 23.235 -1.822 0.288 0.592 "C4'" FAX 18 FAX "C5'" "C5'" C 0 1 N N N -15.679 -14.828 22.774 -3.025 -0.624 0.341 "C5'" FAX 19 FAX "O5'" "O5'" O 0 1 N N N -14.310 -14.659 22.497 -4.207 0.169 0.217 "O5'" FAX 20 FAX "C6'" "C6'" C 0 1 N N N -16.651 -12.687 22.140 -0.530 -0.548 0.763 "C6'" FAX 21 FAX OP1 OP1 O 0 1 N N N -13.810 -16.936 21.887 -6.732 0.722 -0.264 OP1 FAX 22 FAX OP2 OP2 O 0 1 N N N -12.224 -15.115 21.159 -6.100 -1.362 1.209 OP2 FAX 23 FAX H2 H2 H 0 1 N N N -20.704 -9.083 20.265 4.351 3.188 1.130 H2 FAX 24 FAX HN6 HN6 H 0 1 N N N -21.947 -11.295 16.752 7.324 0.305 -0.928 HN6 FAX 25 FAX HN6A HN6A H 0 0 N N N -20.646 -12.215 16.390 6.701 -1.191 -0.482 HN6A FAX 26 FAX HN7 HN7 H 0 1 N N N -18.830 -14.215 18.831 3.586 -1.752 -1.644 HN7 FAX 27 FAX H8 H8 H 0 1 N N N -21.124 -13.784 17.005 4.854 -3.555 -0.758 H8 FAX 28 FAX HN9 HN9 H 0 1 N N N -18.888 -13.757 20.776 1.730 -1.131 -0.406 HN9 FAX 29 FAX H1 H1 H 0 1 N N N -18.276 -11.395 22.169 0.802 1.113 1.247 H1 FAX 30 FAX H2A H2A H 0 1 N N N -19.417 -12.662 23.638 0.291 2.324 -0.689 H2A FAX 31 FAX H2B H2B H 0 1 N N N -19.366 -14.068 22.522 0.315 0.865 -1.720 H2B FAX 32 FAX H3 H3 H 0 1 N N N -17.796 -15.007 23.823 -1.957 0.699 -1.537 H3 FAX 33 FAX HO3 HO3 H 0 1 N N N -17.083 -13.840 25.684 -1.957 3.071 -1.197 HO3 FAX 34 FAX H4 H4 H 0 1 N N N -15.718 -13.042 23.980 -1.994 0.910 1.472 H4 FAX 35 FAX H5 H5 H 0 1 N N N -15.786 -15.585 23.565 -2.867 -1.187 -0.579 H5 FAX 36 FAX H5A H5A H 0 1 N N N -16.182 -15.178 21.860 -3.137 -1.316 1.175 H5A FAX 37 FAX H6 H6 H 0 1 N N N -16.272 -13.146 21.215 -0.523 -1.393 0.075 H6 FAX 38 FAX H6A H6A H 0 1 N N N -16.149 -11.722 22.302 -0.422 -0.886 1.793 H6A FAX 39 FAX HOP1 HOP1 H 0 0 N N N -14.479 -17.340 21.346 -7.633 0.414 -0.432 HOP1 FAX 40 FAX HOP2 HOP2 H 0 0 N N N -12.179 -14.787 20.269 -6.152 -0.872 2.042 HOP2 FAX 41 # 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 FAX OP3 P DOUB N N 1 FAX OP2 P SING N N 2 FAX P OP1 SING N N 3 FAX P "O5'" SING N N 4 FAX C6 N1 DOUB Y N 5 FAX N1 C2 SING Y N 6 FAX C2 N3 DOUB Y N 7 FAX C2 H2 SING N N 8 FAX C4 N3 SING Y N 9 FAX C5 C4 DOUB Y N 10 FAX C4 N9 SING N N 11 FAX C6 C5 SING Y N 12 FAX N7 C5 SING N N 13 FAX N6 C6 SING N N 14 FAX N6 HN6 SING N N 15 FAX N6 HN6A SING N N 16 FAX C8 N7 SING N N 17 FAX N7 HN7 SING N N 18 FAX O8 C8 DOUB N N 19 FAX C8 H8 SING N N 20 FAX N9 "C1'" SING N N 21 FAX N9 HN9 SING N N 22 FAX "C1'" "C6'" SING N N 23 FAX "C1'" "C2'" SING N N 24 FAX "C1'" H1 SING N N 25 FAX "C2'" "C3'" SING N N 26 FAX "C2'" H2A SING N N 27 FAX "C2'" H2B SING N N 28 FAX "C4'" "C3'" SING N N 29 FAX "C3'" "O3'" SING N N 30 FAX "C3'" H3 SING N N 31 FAX "O3'" HO3 SING N N 32 FAX "C6'" "C4'" SING N N 33 FAX "C5'" "C4'" SING N N 34 FAX "C4'" H4 SING N N 35 FAX "O5'" "C5'" SING N N 36 FAX "C5'" H5 SING N N 37 FAX "C5'" H5A SING N N 38 FAX "C6'" H6 SING N N 39 FAX "C6'" H6A SING N N 40 FAX OP1 HOP1 SING N N 41 FAX OP2 HOP2 SING N N 42 # 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 FAX SMILES ACDLabs 12.01 "O=P(O)(O)OCC2CC(Nc1ncnc(N)c1NC=O)CC2O" FAX InChI InChI 1.03 "InChI=1S/C11H18N5O6P/c12-10-9(15-5-17)11(14-4-13-10)16-7-1-6(8(18)2-7)3-22-23(19,20)21/h4-8,18H,1-3H2,(H,15,17)(H2,19,20,21)(H3,12,13,14,16)/t6-,7-,8+/m1/s1" FAX InChIKey InChI 1.03 DELGOZVNUACBKX-PRJMDXOYSA-N FAX SMILES_CANONICAL CACTVS 3.370 "Nc1ncnc(N[C@H]2C[C@H](O)[C@@H](CO[P](O)(O)=O)C2)c1NC=O" FAX SMILES CACTVS 3.370 "Nc1ncnc(N[CH]2C[CH](O)[CH](CO[P](O)(O)=O)C2)c1NC=O" FAX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1nc(c(c(n1)N[C@@H]2C[C@@H]([C@H](C2)O)COP(=O)(O)O)NC=O)N" FAX SMILES "OpenEye OEToolkits" 1.7.6 "c1nc(c(c(n1)NC2CC(C(C2)O)COP(=O)(O)O)NC=O)N" # 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 FAX "SYSTEMATIC NAME" ACDLabs 12.01 "[(1R,2S,4R)-4-{[6-amino-5-(formylamino)pyrimidin-4-yl]amino}-2-hydroxycyclopentyl]methyl dihydrogen phosphate" FAX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(1R,2S,4R)-4-[(6-azanyl-5-formamido-pyrimidin-4-yl)amino]-2-oxidanyl-cyclopentyl]methyl dihydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FAX "Create component" 2012-09-06 EBI FAX "Initial release" 2013-04-17 RCSB #