data_AFG # _chem_comp.id AFG _chem_comp.name "N-(5'-PHOSPHO-2'-DEOXYGUANOSIN-8-YL)-2-AMINOFLUORENE" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C23 H23 N6 O7 P" _chem_comp.mon_nstd_parent_comp_id DG _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-09-16 _chem_comp.pdbx_modified_date 2012-01-05 _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 526.438 _chem_comp.one_letter_code G _chem_comp.three_letter_code AFG _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _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 AFG OP3 O3P O 0 1 N Y N ? ? ? 3.394 4.446 2.772 OP3 AFG 1 AFG P P P 0 1 N N N ? ? ? 3.309 4.320 1.169 P AFG 2 AFG OP1 O1P O 0 1 N N N ? ? ? 1.972 4.759 0.710 OP1 AFG 3 AFG OP2 O2P O 0 1 N N N ? ? ? 4.439 5.249 0.497 OP2 AFG 4 AFG "O5'" O5* O 0 1 N N N ? ? ? 3.548 2.787 0.738 "O5'" AFG 5 AFG N9 N9 N 0 1 Y N N ? ? ? 1.517 -1.967 -0.243 N9 AFG 6 AFG C4 C4 C 0 1 Y N N ? ? ? 1.390 -3.276 0.149 C4 AFG 7 AFG N3 N3 N 0 1 Y N N ? ? ? 2.261 -4.257 0.413 N3 AFG 8 AFG C2 C2 C 0 1 Y N N ? ? ? 1.850 -5.451 0.779 C2 AFG 9 AFG N2 N2 N 0 1 N N N ? ? ? 2.780 -6.426 1.039 N2 AFG 10 AFG N1 N1 N 0 1 Y N N ? ? ? 0.526 -5.747 0.907 N1 AFG 11 AFG C6 C6 C 0 1 Y N N ? ? ? -0.412 -4.806 0.656 C6 AFG 12 AFG O6 O6 O 0 1 N N N ? ? ? -1.599 -5.062 0.768 O6 AFG 13 AFG C5 C5 C 0 1 Y N N ? ? ? 0.018 -3.519 0.262 C5 AFG 14 AFG N7 N7 N 0 1 Y N N ? ? ? -0.627 -2.367 -0.059 N7 AFG 15 AFG C8 C8 C 0 1 Y N N ? ? ? 0.256 -1.448 -0.358 C8 AFG 16 AFG C31 C31 C 0 1 Y N N ? ? ? -1.781 1.279 -1.604 C31 AFG 17 AFG C32 C32 C 0 1 Y N N ? ? ? -1.363 0.299 -0.710 C32 AFG 18 AFG C33 C33 C 0 1 Y N N ? ? ? -2.264 -0.234 0.206 C33 AFG 19 AFG C34 C34 C 0 1 Y N N ? ? ? -3.568 0.208 0.226 C34 AFG 20 AFG C35 C35 C 0 1 Y N N ? ? ? -3.993 1.190 -0.667 C35 AFG 21 AFG C36 C36 C 0 1 Y N N ? ? ? -3.085 1.723 -1.585 C36 AFG 22 AFG C37 C37 C 0 1 N N N ? ? ? -4.752 -0.170 1.083 C37 AFG 23 AFG C38 C38 C 0 1 Y N N ? ? ? -5.901 0.682 0.604 C38 AFG 24 AFG C39 C39 C 0 1 Y N N ? ? ? -5.429 1.481 -0.433 C39 AFG 25 AFG C40 C40 C 0 1 Y N N ? ? ? -7.217 0.773 1.008 C40 AFG 26 AFG C41 C41 C 0 1 Y N N ? ? ? -8.074 1.660 0.381 C41 AFG 27 AFG C42 C42 C 0 1 Y N N ? ? ? -7.614 2.457 -0.652 C42 AFG 28 AFG C43 C43 C 0 1 Y N N ? ? ? -6.299 2.374 -1.061 C43 AFG 29 AFG N29 N29 N 0 1 N N N ? ? ? -0.041 -0.149 -0.732 N29 AFG 30 AFG "C2'" C2* C 0 1 N N N ? ? ? 3.008 -1.079 -2.003 "C2'" AFG 31 AFG "C5'" C5* C 0 1 N N N ? ? ? 3.431 2.331 -0.611 "C5'" AFG 32 AFG "C4'" C4* C 0 1 N N N ? ? ? 3.721 0.830 -0.668 "C4'" AFG 33 AFG "O4'" O4* O 0 1 N N N ? ? ? 2.696 0.092 0.033 "O4'" AFG 34 AFG "C1'" C1* C 0 1 N N N ? ? ? 2.773 -1.254 -0.486 "C1'" AFG 35 AFG "C3'" C3* C 0 1 N N N ? ? ? 3.645 0.323 -2.125 "C3'" AFG 36 AFG "O3'" O3* O 0 1 N N N ? ? ? 4.954 0.229 -2.692 "O3'" AFG 37 AFG HOP3 3HOP H 0 0 N N N ? ? ? 3.260 5.345 3.103 HOP3 AFG 38 AFG HOP2 2HOP H 0 0 N N N ? ? ? 5.343 5.017 0.754 HOP2 AFG 39 AFG HN21 1HN2 H 0 0 N N N ? ? ? 3.726 -6.229 0.952 HN21 AFG 40 AFG HN22 2HN2 H 0 0 N N N ? ? ? 2.492 -7.312 1.310 HN22 AFG 41 AFG HN1 HN1 H 0 1 N N N ? ? ? 0.255 -6.638 1.179 HN1 AFG 42 AFG H31 H31 H 0 1 N N N ? ? ? -1.080 1.696 -2.312 H31 AFG 43 AFG H33 H33 H 0 1 N N N ? ? ? -1.941 -0.996 0.900 H33 AFG 44 AFG H36 H36 H 0 1 N N N ? ? ? -3.406 2.484 -2.281 H36 AFG 45 AFG H371 1H37 H 0 0 N N N ? ? ? -4.987 -1.226 0.952 H371 AFG 46 AFG H372 2H37 H 0 0 N N N ? ? ? -4.539 0.041 2.131 H372 AFG 47 AFG H40 H40 H 0 1 N N N ? ? ? -7.578 0.151 1.813 H40 AFG 48 AFG H41 H41 H 0 1 N N N ? ? ? -9.104 1.730 0.698 H41 AFG 49 AFG H42 H42 H 0 1 N N N ? ? ? -8.286 3.148 -1.139 H42 AFG 50 AFG H43 H43 H 0 1 N N N ? ? ? -5.944 2.999 -1.867 H43 AFG 51 AFG H29 H29 H 0 1 N N N ? ? ? 0.670 0.450 -1.010 H29 AFG 52 AFG "H2'" 1H2* H 0 1 N N N ? ? ? 3.691 -1.844 -2.374 "H2'" AFG 53 AFG "H2''" 2H2* H 0 0 N N N ? ? ? 2.061 -1.117 -2.542 "H2''" AFG 54 AFG "H5'" 1H5* H 0 1 N N N ? ? ? 2.420 2.520 -0.972 "H5'" AFG 55 AFG "H5''" 2H5* H 0 0 N N N ? ? ? 4.146 2.863 -1.238 "H5''" AFG 56 AFG "H4'" H4* H 0 1 N N N ? ? ? 4.701 0.616 -0.241 "H4'" AFG 57 AFG "H1'" H1* H 0 1 N N N ? ? ? 3.607 -1.789 -0.032 "H1'" AFG 58 AFG "H3'" H3* H 0 1 N N N ? ? ? 3.014 0.978 -2.726 "H3'" AFG 59 AFG "HO3'" H3T H 0 0 N Y N ? ? ? 4.971 -0.140 -3.585 "HO3'" AFG 60 # # 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 AFG OP3 P SING N N 1 AFG OP3 HOP3 SING N N 2 AFG P OP1 DOUB N N 3 AFG P OP2 SING N N 4 AFG P "O5'" SING N N 5 AFG OP2 HOP2 SING N N 6 AFG "O5'" "C5'" SING N N 7 AFG N9 C4 SING Y N 8 AFG N9 C8 SING Y N 9 AFG N9 "C1'" SING N N 10 AFG C4 N3 SING Y N 11 AFG C4 C5 DOUB Y N 12 AFG N3 C2 DOUB Y N 13 AFG C2 N2 SING N N 14 AFG C2 N1 SING Y N 15 AFG N2 HN21 SING N N 16 AFG N2 HN22 SING N N 17 AFG N1 C6 SING Y N 18 AFG N1 HN1 SING N N 19 AFG C6 O6 DOUB N N 20 AFG C6 C5 SING Y N 21 AFG C5 N7 SING Y N 22 AFG N7 C8 DOUB Y N 23 AFG C8 N29 SING N N 24 AFG C31 C32 DOUB Y N 25 AFG C31 C36 SING Y N 26 AFG C31 H31 SING N N 27 AFG C32 C33 SING Y N 28 AFG C32 N29 SING N N 29 AFG C33 C34 DOUB Y N 30 AFG C33 H33 SING N N 31 AFG C34 C35 SING Y N 32 AFG C34 C37 SING N N 33 AFG C35 C36 DOUB Y N 34 AFG C35 C39 SING Y N 35 AFG C36 H36 SING N N 36 AFG C37 C38 SING N N 37 AFG C37 H371 SING N N 38 AFG C37 H372 SING N N 39 AFG C38 C39 DOUB Y N 40 AFG C38 C40 SING Y N 41 AFG C39 C43 SING Y N 42 AFG C40 C41 DOUB Y N 43 AFG C40 H40 SING N N 44 AFG C41 C42 SING Y N 45 AFG C41 H41 SING N N 46 AFG C42 C43 DOUB Y N 47 AFG C42 H42 SING N N 48 AFG C43 H43 SING N N 49 AFG N29 H29 SING N N 50 AFG "C2'" "C1'" SING N N 51 AFG "C2'" "C3'" SING N N 52 AFG "C2'" "H2'" SING N N 53 AFG "C2'" "H2''" SING N N 54 AFG "C5'" "C4'" SING N N 55 AFG "C5'" "H5'" SING N N 56 AFG "C5'" "H5''" SING N N 57 AFG "C4'" "O4'" SING N N 58 AFG "C4'" "C3'" SING N N 59 AFG "C4'" "H4'" SING N N 60 AFG "O4'" "C1'" SING N N 61 AFG "C1'" "H1'" SING N N 62 AFG "C3'" "O3'" SING N N 63 AFG "C3'" "H3'" SING N N 64 AFG "O3'" "HO3'" SING N N 65 # # 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 AFG InChI InChI 1.03 "InChI=1S/C23H23N6O7P/c24-22-27-20-19(21(31)28-22)26-23(29(20)18-9-16(30)17(36-18)10-35-37(32,33)34)25-13-5-6-15-12(8-13)7-11-3-1-2-4-14(11)15/h1-6,8,16-18,30H,7,9-10H2,(H,25,26)(H2,32,33,34)(H3,24,27,28,31)" AFG InChIKey InChI 1.03 FAMJCWJWMDNVLX-UHFFFAOYSA-N AFG SMILES_CANONICAL CACTVS 3.385 "NC1=Nc2n(C3CC(O)C(CO[P](O)(O)=O)O3)c(Nc4ccc5c(Cc6ccccc56)c4)nc2C(=O)N1" AFG SMILES CACTVS 3.385 "NC1=Nc2n(C3CC(O)C(CO[P](O)(O)=O)O3)c(Nc4ccc5c(Cc6ccccc56)c4)nc2C(=O)N1" AFG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.5 "c1ccc-2c(c1)Cc3c2ccc(c3)Nc4nc5c(n4C6CC(C(O6)COP(=O)(O)O)O)N=C(NC5=O)N" AFG SMILES "OpenEye OEToolkits" 1.7.5 "c1ccc-2c(c1)Cc3c2ccc(c3)Nc4nc5c(n4C6CC(C(O6)COP(=O)(O)O)O)N=C(NC5=O)N" # _pdbx_chem_comp_identifier.comp_id AFG _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 1.5.0 _pdbx_chem_comp_identifier.identifier "[(2S,3R,5S)-5-[2-amino-8-(9H-fluoren-2-ylamino)-6-oxo-1H-purin-9-yl]-3-hydroxy-oxolan-2-yl]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 AFG "Create component" 2004-09-16 RCSB AFG "Modify aromatic_flag" 2011-06-04 RCSB AFG "Modify descriptor" 2011-06-04 RCSB AFG "Modify descriptor" 2012-01-05 RCSB AFG "Modify coordinates" 2012-01-05 RCSB ##