data_M59 # _chem_comp.id M59 _chem_comp.name "[(1S,3S,4S)-3-(6-amino-9H-purin-9-yl)bicyclo[2.2.1]hept-1-yl]methanol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H17 N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-02-19 _chem_comp.pdbx_modified_date 2015-07-10 _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 259.307 _chem_comp.one_letter_code ? _chem_comp.three_letter_code M59 _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 4YC4 _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 M59 C2 C1 C 0 1 Y N N 21.942 235.597 64.616 1.688 0.421 -0.190 C2 M59 1 M59 N3 N1 N 0 1 Y N N 22.380 236.359 63.582 2.210 1.525 -0.712 N3 M59 2 M59 C4 C2 C 0 1 Y N N 23.012 235.797 62.551 3.510 1.635 -0.887 C4 M59 3 M59 N5 N2 N 0 1 Y N N 23.218 234.473 62.480 4.353 0.673 -0.559 N5 M59 4 M59 C6 C3 C 0 1 Y N N 22.798 233.653 63.461 3.923 -0.468 -0.030 C6 M59 5 M59 C7 C4 C 0 1 Y N N 22.140 234.219 64.565 2.542 -0.635 0.170 C7 M59 6 M59 N8 N3 N 0 1 N N N 23.044 232.182 63.317 4.814 -1.471 0.310 N8 M59 7 M59 N14 N4 N 0 1 Y N N 21.595 233.704 65.697 1.765 -1.627 0.668 N14 M59 8 M59 C15 C5 C 0 1 Y N N 21.089 234.737 66.416 0.517 -1.260 0.627 C15 M59 9 M59 N18 N5 N 0 1 Y N N 21.290 235.896 65.758 0.418 -0.001 0.115 N18 M59 10 M59 C1 C6 C 0 1 N N S 20.851 237.235 66.240 -0.819 0.758 -0.088 C1 M59 11 M59 C3 C7 C 0 1 N N N 19.524 237.083 66.992 -1.829 -0.068 -0.916 C3 M59 12 M59 C5 C8 C 0 1 N N S 19.926 237.250 68.456 -3.060 -0.244 0.024 C5 M59 13 M59 C8 C9 C 0 1 N N N 20.084 238.731 68.704 -3.692 1.179 0.110 C8 M59 14 M59 C9 C10 C 0 1 N N N 21.293 239.058 67.818 -2.682 2.005 0.939 C9 M59 15 M59 C10 C11 C 0 1 N N S 21.771 237.692 67.339 -1.535 1.004 1.276 C10 M59 16 M59 C11 C12 C 0 1 N N N 21.363 236.792 68.489 -2.349 -0.331 1.420 C11 M59 17 M59 C12 C13 C 0 1 N N N 19.008 236.595 69.501 -4.009 -1.393 -0.324 C12 M59 18 M59 O13 O1 O 0 1 N N N 19.374 235.236 69.791 -4.555 -1.182 -1.627 O13 M59 19 M59 H1 H1 H 0 1 N N N 23.369 236.426 61.749 3.902 2.546 -1.315 H1 M59 20 M59 H2 H2 H 0 1 N N N 23.517 232.006 62.454 5.765 -1.346 0.163 H2 M59 21 M59 H3 H3 H 0 1 N N N 23.608 231.862 64.078 4.488 -2.299 0.696 H3 M59 22 M59 H4 H4 H 0 1 N N N 20.598 234.644 67.373 -0.317 -1.860 0.962 H4 M59 23 M59 H5 H5 H 0 1 N N N 20.777 237.971 65.426 -0.606 1.705 -0.583 H5 M59 24 M59 H6 H6 H 0 1 N N N 18.808 237.862 66.689 -2.114 0.474 -1.818 H6 M59 25 M59 H7 H7 H 0 1 N N N 19.083 236.091 66.816 -1.405 -1.039 -1.173 H7 M59 26 M59 H8 H8 H 0 1 N N N 20.293 238.942 69.763 -3.805 1.605 -0.886 H8 M59 27 M59 H9 H9 H 0 1 N N N 19.191 239.290 68.388 -4.656 1.136 0.616 H9 M59 28 M59 H10 H10 H 0 1 N N N 22.077 239.567 68.397 -2.299 2.838 0.350 H10 M59 29 M59 H11 H11 H 0 1 N N N 20.997 239.690 66.968 -3.150 2.371 1.853 H11 M59 30 M59 H12 H12 H 0 1 N N N 22.841 237.650 67.087 -0.890 1.281 2.109 H12 M59 31 M59 H13 H13 H 0 1 N N N 21.484 235.721 68.268 -3.060 -0.288 2.245 H13 M59 32 M59 H14 H14 H 0 1 N N N 21.875 237.032 69.433 -1.696 -1.201 1.494 H14 M59 33 M59 H15 H15 H 0 1 N N N 19.062 237.179 70.431 -3.460 -2.335 -0.308 H15 M59 34 M59 H16 H16 H 0 1 N N N 17.976 236.607 69.119 -4.817 -1.431 0.407 H16 M59 35 M59 H17 H17 H 0 1 N N N 18.779 234.879 70.439 -5.167 -1.874 -1.914 H17 M59 36 # 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 M59 N5 C4 DOUB Y N 1 M59 N5 C6 SING Y N 2 M59 C4 N3 SING Y N 3 M59 N8 C6 SING N N 4 M59 C6 C7 DOUB Y N 5 M59 N3 C2 DOUB Y N 6 M59 C7 C2 SING Y N 7 M59 C7 N14 SING Y N 8 M59 C2 N18 SING Y N 9 M59 N14 C15 DOUB Y N 10 M59 N18 C1 SING N N 11 M59 N18 C15 SING Y N 12 M59 C1 C3 SING N N 13 M59 C1 C10 SING N N 14 M59 C3 C5 SING N N 15 M59 C10 C9 SING N N 16 M59 C10 C11 SING N N 17 M59 C9 C8 SING N N 18 M59 C5 C11 SING N N 19 M59 C5 C8 SING N N 20 M59 C5 C12 SING N N 21 M59 C12 O13 SING N N 22 M59 C4 H1 SING N N 23 M59 N8 H2 SING N N 24 M59 N8 H3 SING N N 25 M59 C15 H4 SING N N 26 M59 C1 H5 SING N N 27 M59 C3 H6 SING N N 28 M59 C3 H7 SING N N 29 M59 C8 H8 SING N N 30 M59 C8 H9 SING N N 31 M59 C9 H10 SING N N 32 M59 C9 H11 SING N N 33 M59 C10 H12 SING N N 34 M59 C11 H13 SING N N 35 M59 C11 H14 SING N N 36 M59 C12 H15 SING N N 37 M59 C12 H16 SING N N 38 M59 O13 H17 SING N N 39 # 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 M59 SMILES ACDLabs 12.01 "n1c(c2ncn(c2nc1)C4CC3(CO)CCC4C3)N" M59 InChI InChI 1.03 "InChI=1S/C13H17N5O/c14-11-10-12(16-6-15-11)18(7-17-10)9-4-13(5-19)2-1-8(9)3-13/h6-9,19H,1-5H2,(H2,14,15,16)/t8-,9-,13-/m0/s1" M59 InChIKey InChI 1.03 JHMDCTCOXQJTFX-RVBZMBCESA-N M59 SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@H]3C[C@]4(CO)CC[C@H]3C4" M59 SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3C[C]4(CO)CC[CH]3C4" M59 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1nc(c2c(n1)n(cn2)[C@H]3C[C@@]4(CC[C@H]3C4)CO)N" M59 SMILES "OpenEye OEToolkits" 1.9.2 "c1nc(c2c(n1)n(cn2)C3CC4(CCC3C4)CO)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 M59 "SYSTEMATIC NAME" ACDLabs 12.01 "[(1S,3S,4S)-3-(6-amino-9H-purin-9-yl)bicyclo[2.2.1]hept-1-yl]methanol" M59 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(1S,2S,4S)-2-(6-aminopurin-9-yl)-4-bicyclo[2.2.1]heptanyl]methanol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site M59 "Create component" 2015-02-19 EBI M59 "Initial release" 2015-07-15 RCSB #