data_GFH # _chem_comp.id GFH _chem_comp.name "2'-DEOXY-5'-O-[(R)-{[(R)-[(R)-FLUORO(PHOSPHONO)METHYL](HYDROXY)PHOSPHORYL]OXY}(HYDROXY)PHOSPHORYL]GUANOSINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H17 F N5 O12 P3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-06-01 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 523.199 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GFH _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "Corina V3.40" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 GFH PA PA P 0 1 N N R 5.056 5.076 14.616 2.026 -1.562 -0.731 PA GFH 1 GFH O1A O1A O 0 1 N N N 3.947 5.107 15.594 1.855 -1.355 -2.318 O1A GFH 2 GFH O2A O2A O 0 1 N N N 6.444 5.224 15.111 2.616 -2.894 -0.468 O2A GFH 3 GFH O3A O3A O 0 1 N N N 4.961 3.809 13.776 2.996 -0.420 -0.142 O3A GFH 4 GFH "O5'" "O5'" O 0 1 N N N 4.780 6.283 13.608 0.586 -1.462 -0.018 "O5'" GFH 5 GFH PB PB P 0 1 N N R 3.859 2.784 13.622 4.586 -0.169 -0.190 PB GFH 6 GFH O1B O1B O 0 1 N N N 3.826 2.305 12.218 5.023 -0.039 -1.598 O1B GFH 7 GFH O2B O2B O 0 1 N N N 2.601 3.219 14.265 5.346 -1.411 0.496 O2B GFH 8 GFH C3B C3B C 0 1 N N R 4.557 1.349 14.560 4.987 1.362 0.715 C3B GFH 9 GFH F3B F3B F 0 1 N N N 4.315 0.118 13.935 4.326 2.442 0.119 F3B GFH 10 GFH PG PG P 0 1 N N N 4.065 1.253 16.331 6.787 1.647 0.661 PG GFH 11 GFH O1G O1G O 0 1 N N N 3.809 2.659 16.756 7.262 1.788 -0.871 O1G GFH 12 GFH O2G O2G O 0 1 N N N 5.090 0.443 17.055 7.141 2.999 1.460 O2G GFH 13 GFH O3G O3G O 0 1 N N N 2.781 0.507 16.332 7.485 0.504 1.291 O3G GFH 14 GFH "C5'" "C5'" C 0 1 N N N 3.524 6.399 12.941 -0.463 -2.405 -0.249 "C5'" GFH 15 GFH "C4'" "C4'" C 0 1 N N R 3.713 6.592 11.456 -1.688 -2.017 0.581 "C4'" GFH 16 GFH "O4'" "O4'" O 0 1 N N N 4.568 7.723 11.187 -2.284 -0.807 0.064 "O4'" GFH 17 GFH "C1'" "C1'" C 0 1 N N R 5.281 7.499 9.972 -3.641 -0.809 0.559 "C1'" GFH 18 GFH N9 N9 N 0 1 Y N N 6.709 7.651 10.238 -4.483 0.066 -0.259 N9 GFH 19 GFH C4 C4 C 0 1 Y N N 7.651 8.128 9.356 -5.651 0.663 0.133 C4 GFH 20 GFH N3 N3 N 0 1 N N N 7.410 8.569 8.107 -6.362 0.667 1.267 N3 GFH 21 GFH C2 C2 C 0 1 N N N 8.511 8.966 7.500 -7.480 1.351 1.365 C2 GFH 22 GFH N2 N2 N 0 1 N N N 8.433 9.479 6.257 -8.175 1.324 2.548 N2 GFH 23 GFH N1 N1 N 0 1 N N N 9.766 8.902 8.071 -7.968 2.087 0.327 N1 GFH 24 GFH C6 C6 C 0 1 N N N 10.036 8.431 9.354 -7.305 2.131 -0.850 C6 GFH 25 GFH O6 O6 O 0 1 N N N 11.201 8.382 9.762 -7.733 2.786 -1.784 O6 GFH 26 GFH C5 C5 C 0 1 Y N N 8.856 8.040 10.023 -6.100 1.400 -0.969 C5 GFH 27 GFH N7 N7 N 0 1 Y N N 8.675 7.545 11.305 -5.200 1.220 -1.966 N7 GFH 28 GFH C8 C8 C 0 1 Y N N 7.389 7.328 11.390 -4.245 0.441 -1.549 C8 GFH 29 GFH "C2'" "C2'" C 0 1 N N N 4.897 6.100 9.482 -4.106 -2.277 0.430 "C2'" GFH 30 GFH "C3'" "C3'" C 0 1 N N S 4.380 5.428 10.739 -2.792 -3.090 0.445 "C3'" GFH 31 GFH "O3'" "O3'" O 0 1 N N N 3.413 4.412 10.439 -2.766 -3.980 1.563 "O3'" GFH 32 GFH HO1A HO1A H 0 0 N N N 4.302 5.114 16.475 1.473 -0.501 -2.565 HO1A GFH 33 GFH HO2B HO2B H 0 0 N N N 2.739 3.312 15.200 5.108 -1.556 1.422 HO2B GFH 34 GFH H3B H3B H 0 1 N N N 5.638 1.554 14.547 4.665 1.267 1.752 H3B GFH 35 GFH HO1G HO1G H 0 0 N N N 3.755 2.699 17.704 6.844 2.518 -1.347 HO1G GFH 36 GFH HO2G HO2G H 0 0 N N N 5.824 0.271 16.477 8.083 3.213 1.472 HO2G GFH 37 GFH "H5'1" "1H5'" H 0 0 N N N 2.944 5.480 13.110 -0.726 -2.404 -1.307 "H5'1" GFH 38 GFH "H5'2" "2H5'" H 0 0 N N N 2.993 7.275 13.343 -0.128 -3.400 0.041 "H5'2" GFH 39 GFH "H4'" "H4'" H 0 1 N N N 2.685 6.716 11.086 -1.412 -1.889 1.628 "H4'" GFH 40 GFH "H1'" "H1'" H 0 1 N N N 5.030 8.221 9.182 -3.665 -0.494 1.602 "H1'" GFH 41 GFH HN21 1HN2 H 0 0 N N N 8.414 10.477 6.309 -7.840 0.806 3.296 HN21 GFH 42 GFH HN22 2HN2 H 0 0 N N N 9.229 9.188 5.726 -9.002 1.824 2.636 HN22 GFH 43 GFH HN1 HN1 H 0 1 N N N 10.540 9.218 7.522 -8.796 2.580 0.433 HN1 GFH 44 GFH H8 H8 H 0 1 N N N 6.909 6.935 12.274 -3.392 0.134 -2.137 H8 GFH 45 GFH "H2'1" "1H2'" H 0 0 N N N 4.127 6.141 8.697 -4.736 -2.554 1.275 "H2'1" GFH 46 GFH "H2'2" "2H2'" H 0 0 N N N 5.736 5.560 9.019 -4.637 -2.428 -0.510 "H2'2" GFH 47 GFH "H3'" "H3'" H 0 1 N N N 5.166 4.919 11.316 -2.674 -3.642 -0.487 "H3'" GFH 48 GFH "HO3'" "HO3'" H 0 0 N N N 3.199 4.441 9.514 -3.439 -4.674 1.528 "HO3'" GFH 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 GFH PA "O5'" SING N N 1 GFH PA O3A SING N N 2 GFH PA O2A DOUB N N 3 GFH PA O1A SING N N 4 GFH O1A HO1A SING N N 5 GFH O3A PB SING N N 6 GFH "O5'" "C5'" SING N N 7 GFH PB O1B DOUB N N 8 GFH PB O2B SING N N 9 GFH PB C3B SING N N 10 GFH O2B HO2B SING N N 11 GFH C3B F3B SING N N 12 GFH C3B PG SING N N 13 GFH C3B H3B SING N N 14 GFH PG O3G DOUB N N 15 GFH PG O1G SING N N 16 GFH PG O2G SING N N 17 GFH O1G HO1G SING N N 18 GFH O2G HO2G SING N N 19 GFH "C5'" "C4'" SING N N 20 GFH "C5'" "H5'1" SING N N 21 GFH "C5'" "H5'2" SING N N 22 GFH "C4'" "C3'" SING N N 23 GFH "C4'" "O4'" SING N N 24 GFH "C4'" "H4'" SING N N 25 GFH "O4'" "C1'" SING N N 26 GFH "C1'" "C2'" SING N N 27 GFH "C1'" N9 SING N N 28 GFH "C1'" "H1'" SING N N 29 GFH N9 C4 SING Y N 30 GFH N9 C8 SING Y N 31 GFH C4 N3 SING N N 32 GFH C4 C5 DOUB Y N 33 GFH N3 C2 DOUB N N 34 GFH C2 N2 SING N N 35 GFH C2 N1 SING N N 36 GFH N2 HN21 SING N N 37 GFH N2 HN22 SING N N 38 GFH N1 C6 SING N N 39 GFH N1 HN1 SING N N 40 GFH C6 O6 DOUB N N 41 GFH C6 C5 SING N N 42 GFH C5 N7 SING Y N 43 GFH N7 C8 DOUB Y N 44 GFH C8 H8 SING N N 45 GFH "C2'" "C3'" SING N N 46 GFH "C2'" "H2'1" SING N N 47 GFH "C2'" "H2'2" SING N N 48 GFH "C3'" "O3'" SING N N 49 GFH "C3'" "H3'" SING N N 50 GFH "O3'" "HO3'" SING N N 51 # 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 GFH SMILES ACDLabs 10.04 "FC(P(=O)(O)O)P(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c2N=C(N)NC1=O)CC3O" GFH SMILES_CANONICAL CACTVS 3.341 "NC1=Nc2n(cnc2C(=O)N1)[C@H]3C[C@H](O)[C@@H](CO[P@](O)(=O)O[P@@](O)(=O)[C@H](F)[P](O)(O)=O)O3" GFH SMILES CACTVS 3.341 "NC1=Nc2n(cnc2C(=O)N1)[CH]3C[CH](O)[CH](CO[P](O)(=O)O[P](O)(=O)[CH](F)[P](O)(O)=O)O3" GFH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1[C@H]3C[C@@H]([C@H](O3)CO[P@@](=O)(O)O[P@@](=O)([C@H](F)P(=O)(O)O)O)O)N=C(NC2=O)N" GFH SMILES "OpenEye OEToolkits" 1.5.0 "c1nc2c(n1C3CC(C(O3)COP(=O)(O)OP(=O)(C(F)P(=O)(O)O)O)O)N=C(NC2=O)N" GFH InChI InChI 1.03 "InChI=1S/C11H17FN5O12P3/c12-10(30(20,21)22)31(23,24)29-32(25,26)27-2-5-4(18)1-6(28-5)17-3-14-7-8(17)15-11(13)16-9(7)19/h3-6,10,18H,1-2H2,(H,23,24)(H,25,26)(H2,20,21,22)(H3,13,15,16,19)/t4-,5+,6+,10+/m0/s1" GFH InChIKey InChI 1.03 PVDLZOAYDIZEDJ-AVAJSQPUSA-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 GFH "SYSTEMATIC NAME" ACDLabs 10.04 "2'-deoxy-5'-O-[(R)-{[(R)-[(R)-fluoro(phosphono)methyl](hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]guanosine" GFH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(R)-[[[(2R,3S,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]-fluoro-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 GFH "Create component" 2007-06-01 RCSB GFH "Modify descriptor" 2011-06-04 RCSB #