data_662 # _chem_comp.id 662 _chem_comp.name "5-(4-fluorophenyl)-2,3-dihydroxy-N-[(E)-3-[(2R,3R,4R,5R)-4-hydroxy-3-methyl-5-[6-(propylamino)purin-9-yl]oxolan-2-yl]prop-2-enyl]benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H31 F N6 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-07-23 _chem_comp.pdbx_modified_date 2011-07-29 _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 562.592 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 662 _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 3NWE _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 662 N1 N1 N 0 1 Y N N -5.991 5.567 26.838 3.175 -1.701 -0.246 N1 662 1 662 C2 C2 C 0 1 N N R -4.903 5.364 25.854 2.858 -3.131 -0.206 C2 662 2 662 C3 C3 C 0 1 N N R -5.245 5.971 24.522 2.913 -3.640 1.247 C3 662 3 662 C4 C4 C 0 1 Y N N -6.403 4.624 27.751 4.430 -1.149 -0.297 C4 662 4 662 C5 C5 C 0 1 Y N N -7.350 5.274 28.591 4.241 0.243 -0.319 C5 662 5 662 N6 N6 N 0 1 Y N N -7.494 6.569 28.115 2.905 0.465 -0.282 N6 662 6 662 C7 C7 C 0 1 Y N N -0.586 13.410 25.026 -4.934 -0.598 -0.364 C7 662 7 662 C8 C8 C 0 1 N N R -3.818 6.132 23.909 1.495 -4.204 1.506 C8 662 8 662 C9 C9 C 0 1 Y N N -6.663 6.715 27.118 2.278 -0.675 -0.244 C9 662 9 662 O10 O10 O 0 1 N N N -3.806 6.219 26.274 1.519 -3.347 -0.684 O10 662 10 662 O11 O11 O 0 1 N N N -5.998 5.000 23.772 3.894 -4.671 1.379 O11 662 11 662 C12 C12 C 0 1 Y N N 1.830 13.625 25.291 -6.753 0.978 -0.134 C12 662 12 662 C13 C13 C 0 1 Y N N 0.613 12.936 25.549 -6.307 -0.324 -0.352 C13 662 13 662 C14 C14 C 0 1 N N N -3.802 7.014 22.655 0.621 -3.177 2.228 C14 662 14 662 C15 C15 C 0 1 N N R -3.214 6.890 25.122 0.978 -4.456 0.066 C15 662 15 662 C16 C16 C 0 1 Y N N -0.579 14.616 24.329 -4.019 0.436 -0.158 C16 662 16 662 C17 C17 C 0 1 N N N -1.862 12.761 25.231 -4.456 -1.976 -0.588 C17 662 17 662 C18 C18 C 0 1 Y N N -7.914 4.493 29.616 5.379 1.066 -0.372 C18 662 18 662 N19 N19 N 0 1 Y N N -6.009 3.392 27.946 5.668 -1.634 -0.326 N19 662 19 662 O20 O20 O 0 1 N N N 3.001 13.136 25.793 -8.087 1.245 -0.121 O20 662 20 662 C21 C21 C 0 1 Y N N 0.586 15.358 24.070 -4.474 1.730 0.058 C21 662 21 662 N22 N22 N 0 1 Y N N -7.469 3.220 29.734 6.576 0.491 -0.399 N22 662 22 662 C23 C23 C 0 1 Y N N 1.837 14.849 24.590 -5.844 1.998 0.070 C23 662 23 662 C24 C24 C 0 1 Y N N -6.556 2.695 28.920 6.704 -0.824 -0.376 C24 662 24 662 C25 C25 C 0 1 Y N N 0.579 16.637 23.304 -3.502 2.830 0.277 C25 662 25 662 C26 C26 C 0 1 N N N -3.589 8.355 25.238 -0.529 -4.434 0.032 C26 662 26 662 O27 O27 O 0 1 N N N -2.914 13.288 24.881 -5.256 -2.875 -0.763 O27 662 27 662 N28 N28 N 0 1 N N N -1.815 11.494 25.659 -3.134 -2.237 -0.600 N28 662 28 662 C29 C29 C 0 1 N N N -2.671 9.229 25.624 -1.154 -3.627 -0.788 C29 662 29 662 C30 C30 C 0 1 Y N N 1.413 17.694 23.691 -3.955 4.130 0.494 C30 662 30 662 C31 C31 C 0 1 Y N N -0.299 16.722 22.205 -2.134 2.565 0.272 C31 662 31 662 N32 N32 N 0 1 N N N -8.897 4.943 30.463 5.255 2.444 -0.397 N32 662 32 662 O33 O33 O 0 1 N N N 0.783 11.793 26.276 -7.202 -1.324 -0.552 O33 662 33 662 C34 C34 C 0 1 Y N N 0.510 18.915 21.891 -1.689 4.883 0.687 C34 662 34 662 C35 C35 C 0 1 Y N N -0.286 17.895 21.457 -1.234 3.591 0.477 C35 662 35 662 C36 C36 C 0 1 Y N N 1.392 18.886 22.942 -3.048 5.149 0.698 C36 662 36 662 F37 F37 F 0 1 N N N 0.535 20.060 21.124 -0.804 5.884 0.888 F37 662 37 662 C38 C38 C 0 1 N N N -3.064 10.701 25.777 -2.660 -3.605 -0.822 C38 662 38 662 C39 C39 C 0 1 N N N -9.560 6.236 30.331 6.452 3.286 -0.453 C39 662 39 662 C40 C40 C 0 1 N N N -10.767 6.095 29.358 6.039 4.760 -0.470 C40 662 40 662 C41 C41 C 0 1 N N N -11.591 7.374 29.503 7.290 5.639 -0.528 C41 662 41 662 H2 H2 H 0 1 N N N -4.705 4.284 25.790 3.567 -3.685 -0.820 H2 662 42 662 H3 H3 H 0 1 N N N -5.834 6.900 24.548 3.127 -2.819 1.931 H3 662 43 662 H8 H8 H 0 1 N N N -3.324 5.210 23.567 1.544 -5.136 2.070 H8 662 44 662 H9 H9 H 0 1 N N N -6.526 7.641 26.579 1.204 -0.790 -0.214 H9 662 45 662 HO11 HO11 H 0 0 N N N -6.226 5.362 22.924 4.794 -4.386 1.171 HO11 662 46 662 H14 H14 H 0 1 N N N -2.774 7.089 22.272 0.535 -2.279 1.616 H14 662 47 662 H14A H14A H 0 0 N N N -4.449 6.568 21.885 -0.370 -3.598 2.398 H14A 662 48 662 H14B H14B H 0 0 N N N -4.173 8.018 22.908 1.077 -2.921 3.185 H14B 662 49 662 H15 H15 H 0 1 N N N -2.118 6.871 25.033 1.358 -5.402 -0.319 H15 662 50 662 H16 H16 H 0 1 N N N -1.521 15.002 23.968 -2.959 0.229 -0.167 H16 662 51 662 HO20 HO20 H 0 0 N N N 3.718 13.704 25.536 -8.495 1.169 0.752 HO20 662 52 662 H23 H23 H 0 1 N N N 2.757 15.395 24.444 -6.194 3.006 0.238 H23 662 53 662 H24 H24 H 0 1 N N N -6.255 1.668 29.063 7.696 -1.250 -0.398 H24 662 54 662 H26 H26 H 0 1 N N N -4.592 8.682 25.009 -1.093 -5.085 0.684 H26 662 55 662 HN28 HN28 H 0 0 N N N -0.937 11.081 25.900 -2.497 -1.520 -0.461 HN28 662 56 662 H29 H29 H 0 1 N N N -1.660 8.908 25.828 -0.590 -2.976 -1.440 H29 662 57 662 H30 H30 H 0 1 N N N 2.061 17.596 24.549 -5.015 4.339 0.503 H30 662 58 662 H31 H31 H 0 1 N N N -0.959 15.905 21.952 -1.778 1.559 0.108 H31 662 59 662 HN32 HN32 H 0 0 N N N -9.631 4.269 30.385 4.375 2.852 -0.378 HN32 662 60 662 HO33 HO33 H 0 0 N N N 1.699 11.700 26.512 -7.484 -1.768 0.260 HO33 662 61 662 H35 H35 H 0 1 N N N -0.885 17.995 20.564 -0.173 3.387 0.473 H35 662 62 662 H36 H36 H 0 1 N N N 2.030 19.725 23.180 -3.398 6.157 0.867 H36 662 63 662 H38 H38 H 0 1 N N N -3.535 10.872 26.757 -3.050 -4.257 -0.041 H38 662 64 662 H38A H38A H 0 0 N N N -3.777 10.990 24.991 -3.007 -3.956 -1.795 H38A 662 65 662 H39 H39 H 0 1 N N N -9.918 6.569 31.316 7.073 3.094 0.423 H39 662 66 662 H39A H39A H 0 0 N N N -8.850 6.975 29.932 7.017 3.056 -1.356 H39A 662 67 662 H40 H40 H 0 1 N N N -10.415 5.979 28.322 5.419 4.952 -1.345 H40 662 68 662 H40A H40A H 0 0 N N N -11.372 5.215 29.620 5.475 4.990 0.433 H40A 662 69 662 H41 H41 H 0 1 N N N -12.462 7.327 28.833 7.910 5.446 0.347 H41 662 70 662 H41A H41A H 0 0 N N N -11.934 7.473 30.544 7.854 5.409 -1.432 H41A 662 71 662 H41B H41B H 0 0 N N N -10.970 8.242 29.237 6.996 6.689 -0.541 H41B 662 72 # 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 662 N1 C2 SING N N 1 662 N1 C4 SING Y N 2 662 N1 C9 SING Y N 3 662 C2 C3 SING N N 4 662 C2 O10 SING N N 5 662 C3 C8 SING N N 6 662 C3 O11 SING N N 7 662 C4 C5 DOUB Y N 8 662 C4 N19 SING Y N 9 662 C5 N6 SING Y N 10 662 C5 C18 SING Y N 11 662 N6 C9 DOUB Y N 12 662 C7 C13 DOUB Y N 13 662 C7 C16 SING Y N 14 662 C7 C17 SING N N 15 662 C8 C14 SING N N 16 662 C8 C15 SING N N 17 662 O10 C15 SING N N 18 662 C12 C13 SING Y N 19 662 C12 O20 SING N N 20 662 C12 C23 DOUB Y N 21 662 C13 O33 SING N N 22 662 C15 C26 SING N N 23 662 C16 C21 DOUB Y N 24 662 C17 O27 DOUB N N 25 662 C17 N28 SING N N 26 662 C18 N22 DOUB Y N 27 662 C18 N32 SING N N 28 662 N19 C24 DOUB Y N 29 662 C21 C23 SING Y N 30 662 C21 C25 SING Y N 31 662 N22 C24 SING Y N 32 662 C25 C30 DOUB Y N 33 662 C25 C31 SING Y N 34 662 C26 C29 DOUB N N 35 662 N28 C38 SING N N 36 662 C29 C38 SING N N 37 662 C30 C36 SING Y N 38 662 C31 C35 DOUB Y N 39 662 N32 C39 SING N N 40 662 C34 C35 SING Y N 41 662 C34 C36 DOUB Y N 42 662 C34 F37 SING N N 43 662 C39 C40 SING N N 44 662 C40 C41 SING N N 45 662 C2 H2 SING N N 46 662 C3 H3 SING N N 47 662 C8 H8 SING N E 48 662 C9 H9 SING N N 49 662 O11 HO11 SING N N 50 662 C14 H14 SING N N 51 662 C14 H14A SING N N 52 662 C14 H14B SING N N 53 662 C15 H15 SING N N 54 662 C16 H16 SING N N 55 662 O20 HO20 SING N N 56 662 C23 H23 SING N N 57 662 C24 H24 SING N N 58 662 C26 H26 SING N N 59 662 N28 HN28 SING N N 60 662 C29 H29 SING N N 61 662 C30 H30 SING N N 62 662 C31 H31 SING N N 63 662 N32 HN32 SING N N 64 662 O33 HO33 SING N N 65 662 C35 H35 SING N N 66 662 C36 H36 SING N N 67 662 C38 H38 SING N N 68 662 C38 H38A SING N N 69 662 C39 H39 SING N N 70 662 C39 H39A SING N N 71 662 C40 H40 SING N N 72 662 C40 H40A SING N N 73 662 C41 H41 SING N N 74 662 C41 H41A SING N N 75 662 C41 H41B SING N N 76 # 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 662 SMILES ACDLabs 12.01 "Fc1ccc(cc1)c2cc(c(O)c(O)c2)C(=O)NC/C=C/C5OC(n4cnc3c(ncnc34)NCCC)C(O)C5C" 662 SMILES_CANONICAL CACTVS 3.370 "CCCNc1ncnc2n(cnc12)[C@@H]3O[C@H](\C=C\CNC(=O)c4cc(cc(O)c4O)c5ccc(F)cc5)[C@H](C)[C@H]3O" 662 SMILES CACTVS 3.370 "CCCNc1ncnc2n(cnc12)[CH]3O[CH](C=CCNC(=O)c4cc(cc(O)c4O)c5ccc(F)cc5)[CH](C)[CH]3O" 662 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCCNc1c2c(ncn1)n(cn2)[C@H]3[C@@H]([C@H]([C@H](O3)/C=C/CNC(=O)c4cc(cc(c4O)O)c5ccc(cc5)F)C)O" 662 SMILES "OpenEye OEToolkits" 1.7.0 "CCCNc1c2c(ncn1)n(cn2)C3C(C(C(O3)C=CCNC(=O)c4cc(cc(c4O)O)c5ccc(cc5)F)C)O" 662 InChI InChI 1.03 "InChI=1S/C29H31FN6O5/c1-3-10-31-26-23-27(34-14-33-26)36(15-35-23)29-24(38)16(2)22(41-29)5-4-11-32-28(40)20-12-18(13-21(37)25(20)39)17-6-8-19(30)9-7-17/h4-9,12-16,22,24,29,37-39H,3,10-11H2,1-2H3,(H,32,40)(H,31,33,34)/b5-4+/t16-,22+,24+,29+/m0/s1" 662 InChIKey InChI 1.03 LOQQCXYJTZBLGY-SPGAZLGQSA-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 662 "SYSTEMATIC NAME" ACDLabs 12.01 "N-propyl-9-[(5E)-3,5,6,7-tetradeoxy-7-{[(4'-fluoro-4,5-dihydroxybiphenyl-3-yl)carbonyl]amino}-3-methyl-beta-D-xylo-hept-5-enofuranosyl]-9H-purin-6-amine" 662 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "5-(4-fluorophenyl)-2,3-dihydroxy-N-[(E)-3-[(2R,3R,4R,5R)-4-hydroxy-3-methyl-5-[6-(propylamino)purin-9-yl]oxolan-2-yl]prop-2-enyl]benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 662 "Create component" 2010-07-23 PDBJ 662 "Modify aromatic_flag" 2011-06-04 RCSB 662 "Modify descriptor" 2011-06-04 RCSB #