data_CF2 # _chem_comp.id CF2 _chem_comp.name "2'-deoxy-5'-O-{[2-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)ethyl]carbamoyl}guanosine" _chem_comp.type non-polymer _chem_comp.pdbx_type ? _chem_comp.formula "C25 H26 N10 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-12-19 _chem_comp.pdbx_modified_date 2011-06-04 _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 578.537 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CF2 _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 2VKF _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 CF2 O6A O6A O 0 1 N N N 2.580 27.616 -6.447 9.130 -3.256 -0.390 O6A CF2 1 CF2 C6A C6A C 0 1 N N N 3.516 28.133 -5.796 8.823 -2.163 0.054 C6A CF2 2 CF2 N1A N1A N 0 1 N N N 4.665 28.540 -6.399 9.685 -1.460 0.821 N1A CF2 3 CF2 C2A C2A C 0 1 N N N 5.700 29.113 -5.714 9.332 -0.239 1.313 C2A CF2 4 CF2 N2A N2A N 0 1 N N N 6.823 29.493 -6.376 10.228 0.452 2.089 N2A CF2 5 CF2 N3A N3A N 0 1 N N N 5.652 29.305 -4.371 8.157 0.296 1.065 N3A CF2 6 CF2 C5AA C5AA C 0 0 Y N N 3.404 28.320 -4.327 7.557 -1.596 -0.226 C5AA CF2 7 CF2 C4AA C4AA C 0 0 Y N N 4.559 28.939 -3.652 7.252 -0.341 0.313 C4AA CF2 8 CF2 N7A N7A N 0 1 Y N N 2.486 28.067 -3.372 6.479 -2.001 -0.940 N7A CF2 9 CF2 C8A C8A C 0 1 Y N N 3.003 28.485 -2.189 5.554 -1.089 -0.878 C8A CF2 10 CF2 N9A N9A N 0 1 Y N N 4.236 29.010 -2.366 5.983 -0.047 -0.107 N9A CF2 11 CF2 "C1'A" "C1'A" C 0 0 N N R 5.152 29.556 -1.343 5.228 1.170 0.202 "C1'A" CF2 12 CF2 "C2'A" "C2'A" C 0 0 N N N 4.428 29.976 -0.072 5.594 2.282 -0.802 "C2'A" CF2 13 CF2 "C3'A" "C3'A" C 0 0 N N S 5.282 29.413 1.044 4.244 2.655 -1.462 "C3'A" CF2 14 CF2 "O3'A" "O3'A" O 0 0 N N N 6.119 30.472 1.532 4.132 4.069 -1.630 "O3'A" CF2 15 CF2 "O4'A" "O4'A" O 0 0 N N N 6.077 28.507 -1.017 3.819 0.920 0.068 "O4'A" CF2 16 CF2 "C4'A" "C4'A" C 0 0 N N R 6.130 28.319 0.402 3.219 2.138 -0.420 "C4'A" CF2 17 CF2 "C5'A" "C5'A" C 0 0 N N N 5.662 26.917 0.781 1.873 1.847 -1.087 "C5'A" CF2 18 CF2 "O1'" "O1'" O 0 1 N N N 4.354 26.691 0.251 0.900 1.479 -0.074 "O1'" CF2 19 CF2 "C5'" "C5'" C 0 1 N N N 3.663 25.454 0.543 -0.344 1.189 -0.498 "C5'" CF2 20 CF2 "O2'" "O2'" O 0 1 N N N 4.280 24.585 1.150 -0.610 1.241 -1.683 "O2'" CF2 21 CF2 "N1'" "N1'" N 0 1 N N N 2.405 25.288 0.134 -1.295 0.840 0.391 "N1'" CF2 22 CF2 "C4'" "C4'" C 0 1 N N N 1.609 24.089 0.381 -2.649 0.525 -0.071 "C4'" CF2 23 CF2 "C1'" "C1'" C 0 1 N N N 2.024 23.228 -0.786 -3.526 0.163 1.130 "C1'" CF2 24 CF2 N10 N10 N 0 1 N N N 1.732 21.780 -0.827 -4.880 -0.152 0.668 N10 CF2 25 CF2 C9A C9A C 0 1 Y N N 2.227 20.784 0.046 -5.226 -1.443 0.327 C9A CF2 26 CF2 C5A C5A C 0 1 Y N N 1.893 19.437 -0.202 -6.535 -1.737 -0.116 C5A CF2 27 CF2 C6 C6 C 0 1 Y N N 2.369 18.446 0.663 -6.864 -3.064 -0.458 C6 CF2 28 CF2 C7 C7 C 0 1 Y N N 3.176 18.782 1.756 -5.923 -4.044 -0.359 C7 CF2 29 CF2 C7M C7M C 0 1 N N N 3.665 17.669 2.655 -6.282 -5.461 -0.726 C7M CF2 30 CF2 C8 C8 C 0 1 Y N N 3.503 20.111 2.001 -4.635 -3.753 0.077 C8 CF2 31 CF2 C8M C8M C 0 1 N N N 4.363 20.513 3.175 -3.613 -4.856 0.177 C8M CF2 32 CF2 C9 C9 C 0 1 Y N N 3.029 21.114 1.153 -4.285 -2.465 0.418 C9 CF2 33 CF2 N5 N5 N 0 1 N N N 1.116 19.082 -1.270 -7.462 -0.775 -0.214 N5 CF2 34 CF2 C4A C4A C 0 1 N N N 0.638 20.033 -2.119 -7.175 0.463 0.099 C4A CF2 35 CF2 C4 C4 C 0 1 N N N -0.157 19.720 -3.229 -8.172 1.552 0.003 C4 CF2 36 CF2 O4 O4 O 0 1 N N N -0.472 18.540 -3.484 -9.309 1.340 -0.373 O4 CF2 37 CF2 N3 N3 N 0 1 N N N -0.595 20.716 -4.041 -7.765 2.794 0.352 N3 CF2 38 CF2 C10 C10 C 0 1 N N N 0.943 21.379 -1.912 -5.828 0.822 0.572 C10 CF2 39 CF2 N1 N1 N 0 1 N N N 0.488 22.344 -2.745 -5.580 2.082 0.885 N1 CF2 40 CF2 C2 C2 C 0 1 N N N -0.283 22.014 -3.805 -6.511 3.025 0.766 C2 CF2 41 CF2 O2 O2 O 0 1 N N N ? ? ? -6.210 4.167 1.066 O2 CF2 42 CF2 "HA'" "HA'" H 0 1 N N N 4.757 28.415 -7.387 10.561 -1.827 1.023 "HA'" CF2 43 CF2 "HA'1" "HA'1" H 0 0 N N N 7.476 29.891 -5.732 11.099 0.070 2.280 "HA'1" CF2 44 CF2 "HA'2" "HA'2" H 0 0 N N N 6.974 29.390 -7.359 9.990 1.322 2.446 "HA'2" CF2 45 CF2 HAA HAA H 0 1 N N N 2.499 28.409 -1.237 4.588 -1.151 -1.356 HAA CF2 46 CF2 HAB HAB H 0 1 N N N 5.644 30.454 -1.746 5.454 1.498 1.217 HAB CF2 47 CF2 HAA1 HAA1 H 0 0 N N N 4.349 31.071 -0.001 6.014 3.142 -0.282 HAA1 CF2 48 CF2 HAA2 HAA2 H 0 0 N N N 3.393 29.605 -0.036 6.293 1.906 -1.548 HAA2 CF2 49 CF2 HAC HAC H 0 1 N N N 4.693 29.011 1.882 4.122 2.141 -2.416 HAC CF2 50 CF2 HAD HAD H 0 1 N N N 6.304 30.331 2.453 4.810 4.452 -2.204 HAD CF2 51 CF2 HAE HAE H 0 1 N N N 7.163 28.400 0.771 3.099 2.858 0.389 HAE CF2 52 CF2 HAB1 HAB1 H 0 0 N N N 6.359 26.174 0.367 1.529 2.736 -1.616 HAB1 CF2 53 CF2 HAB2 HAB2 H 0 0 N N N 5.634 26.824 1.877 1.989 1.025 -1.795 HAB2 CF2 54 CF2 "H1'" "H1'" H 0 1 N N N 1.978 26.035 -0.376 -1.083 0.798 1.336 "H1'" CF2 55 CF2 "H4'1" "H4'1" H 0 0 N N N 1.840 23.623 1.350 -3.070 1.391 -0.581 "H4'1" CF2 56 CF2 "H4'2" "H4'2" H 0 0 N N N 0.526 24.271 0.446 -2.611 -0.319 -0.760 "H4'2" CF2 57 CF2 "H1'1" "H1'1" H 0 0 N N N 1.517 23.656 -1.664 -3.105 -0.703 1.640 "H1'1" CF2 58 CF2 "H1'2" "H1'2" H 0 0 N N N 3.122 23.251 -0.725 -3.564 1.007 1.819 "H1'2" CF2 59 CF2 H9 H9 H 0 1 N N N 3.279 22.146 1.348 -3.282 -2.249 0.756 H9 CF2 60 CF2 H6 H6 H 0 1 N N N 2.111 17.412 0.486 -7.860 -3.303 -0.798 H6 CF2 61 CF2 H7M1 H7M1 H 0 0 N N N 3.784 16.747 2.067 -6.081 -5.624 -1.785 H7M1 CF2 62 CF2 H7M2 H7M2 H 0 0 N N N 4.633 17.951 3.094 -5.686 -6.153 -0.132 H7M2 CF2 63 CF2 H7M3 H7M3 H 0 0 N N N 2.933 17.499 3.459 -7.341 -5.631 -0.528 H7M3 CF2 64 CF2 H8M1 H8M1 H 0 0 N N N 5.409 20.611 2.848 -3.079 -4.942 -0.769 H8M1 CF2 65 CF2 H8M2 H8M2 H 0 0 N N N 4.012 21.476 3.574 -2.906 -4.625 0.973 H8M2 CF2 66 CF2 H8M3 H8M3 H 0 0 N N N 4.295 19.745 3.959 -4.115 -5.797 0.398 H8M3 CF2 67 CF2 H3 H3 H 0 1 N N N -1.162 20.487 -4.832 -8.393 3.532 0.301 H3 CF2 68 # 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 CF2 O6A C6A DOUB N N 1 CF2 C6A N1A SING N N 2 CF2 C6A C5AA SING N N 3 CF2 N1A C2A SING N N 4 CF2 C2A N2A SING N N 5 CF2 C2A N3A DOUB N N 6 CF2 N3A C4AA SING N N 7 CF2 C5AA C4AA DOUB Y N 8 CF2 C5AA N7A SING Y N 9 CF2 C4AA N9A SING Y N 10 CF2 N7A C8A DOUB Y N 11 CF2 C8A N9A SING Y N 12 CF2 N9A "C1'A" SING N N 13 CF2 "C1'A" "C2'A" SING N N 14 CF2 "C1'A" "O4'A" SING N N 15 CF2 "C2'A" "C3'A" SING N N 16 CF2 "C3'A" "O3'A" SING N N 17 CF2 "C3'A" "C4'A" SING N N 18 CF2 "O4'A" "C4'A" SING N N 19 CF2 "C4'A" "C5'A" SING N N 20 CF2 "C5'A" "O1'" SING N N 21 CF2 "O1'" "C5'" SING N N 22 CF2 "C5'" "O2'" DOUB N N 23 CF2 "C5'" "N1'" SING N N 24 CF2 "N1'" "C4'" SING N N 25 CF2 "C4'" "C1'" SING N N 26 CF2 "C1'" N10 SING N N 27 CF2 N10 C9A SING N N 28 CF2 N10 C10 SING N N 29 CF2 C9A C5A SING Y N 30 CF2 C9A C9 DOUB Y N 31 CF2 C5A C6 DOUB Y N 32 CF2 C5A N5 SING N N 33 CF2 C6 C7 SING Y N 34 CF2 C7 C7M SING N N 35 CF2 C7 C8 DOUB Y N 36 CF2 C8 C8M SING N N 37 CF2 C8 C9 SING Y N 38 CF2 N5 C4A DOUB N N 39 CF2 C4A C4 SING N N 40 CF2 C4A C10 SING N N 41 CF2 C4 O4 DOUB N N 42 CF2 C4 N3 SING N N 43 CF2 N3 C2 SING N N 44 CF2 C10 N1 DOUB N N 45 CF2 N1 C2 SING N N 46 CF2 C2 O2 DOUB N N 47 CF2 N1A "HA'" SING N N 48 CF2 N2A "HA'1" SING N N 49 CF2 N2A "HA'2" SING N N 50 CF2 C8A HAA SING N N 51 CF2 "C1'A" HAB SING N N 52 CF2 "C2'A" HAA1 SING N N 53 CF2 "C2'A" HAA2 SING N N 54 CF2 "C3'A" HAC SING N N 55 CF2 "O3'A" HAD SING N N 56 CF2 "C4'A" HAE SING N N 57 CF2 "C5'A" HAB1 SING N N 58 CF2 "C5'A" HAB2 SING N N 59 CF2 "N1'" "H1'" SING N N 60 CF2 "C4'" "H4'1" SING N N 61 CF2 "C4'" "H4'2" SING N N 62 CF2 "C1'" "H1'1" SING N N 63 CF2 "C1'" "H1'2" SING N N 64 CF2 C9 H9 SING N N 65 CF2 C6 H6 SING N N 66 CF2 C7M H7M1 SING N N 67 CF2 C7M H7M2 SING N N 68 CF2 C7M H7M3 SING N N 69 CF2 C8M H8M1 SING N N 70 CF2 C8M H8M2 SING N N 71 CF2 C8M H8M3 SING N N 72 CF2 N3 H3 SING N N 73 # 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 CF2 SMILES ACDLabs 10.04 "O=C2C3=Nc1cc(c(cc1N(C3=NC(=O)N2)CCNC(=O)OCC6OC(n5cnc4c5N=C(N)NC4=O)CC6O)C)C" CF2 SMILES_CANONICAL CACTVS 3.341 "Cc1cc2N=C3C(=O)NC(=O)N=C3N(CCNC(=O)OC[C@H]4O[C@H](C[C@@H]4O)n5cnc6C(=O)NC(=Nc56)N)c2cc1C" CF2 SMILES CACTVS 3.341 "Cc1cc2N=C3C(=O)NC(=O)N=C3N(CCNC(=O)OC[CH]4O[CH](C[CH]4O)n5cnc6C(=O)NC(=Nc56)N)c2cc1C" CF2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)C3=N2)CCNC(=O)OC[C@@H]4[C@H](C[C@@H](O4)n5cnc6c5N=C(NC6=O)N)O" CF2 SMILES "OpenEye OEToolkits" 1.5.0 "Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)C3=N2)CCNC(=O)OCC4C(CC(O4)n5cnc6c5N=C(NC6=O)N)O" CF2 InChI InChI 1.03 "InChI=1S/C25H26N10O7/c1-10-5-12-13(6-11(10)2)34(20-18(29-12)22(38)33-24(39)31-20)4-3-27-25(40)41-8-15-14(36)7-16(42-15)35-9-28-17-19(35)30-23(26)32-21(17)37/h5-6,9,14-16,36H,3-4,7-8H2,1-2H3,(H,27,40)(H,33,38,39)(H3,26,30,32,37)/t14-,15+,16+/m0/s1" CF2 InChIKey InChI 1.03 JIELMHTXDVQHJI-ARFHVFGLSA-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 CF2 "SYSTEMATIC NAME" ACDLabs 10.04 "2'-deoxy-5'-O-{[2-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)ethyl]carbamoyl}guanosine" CF2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxy-oxolan-2-yl]methyl N-[2-(7,8-dimethyl-2,4-dioxo-benzo[g]pteridin-10-yl)ethyl]carbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site CF2 "Create component" 2007-12-19 EBI CF2 "Modify aromatic_flag" 2011-06-04 RCSB CF2 "Modify descriptor" 2011-06-04 RCSB #