data_10O # _chem_comp.id 10O _chem_comp.name "3-{5-[(2E,4aR,7aR)-2-imino-6-(6-methoxypyridin-2-yl)-3-methyl-4-oxooctahydro-7aH-pyrrolo[3,4-d]pyrimidin-7a-yl]thiophen-3-yl}benzonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H22 N6 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-09-23 _chem_comp.pdbx_modified_date 2012-11-02 _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 458.535 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 10O _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 4H3F _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 10O C1 C1 C 0 1 N N R 21.862 10.385 21.564 -0.876 0.837 0.307 C1 10O 1 10O C2 C2 C 0 1 N N R 21.172 11.673 22.059 -1.751 1.474 -0.794 C2 10O 2 10O N1 N1 N 0 1 N N N 22.463 11.356 24.182 -0.638 3.630 -0.184 N1 10O 3 10O C3 C3 C 0 1 N N N 22.478 9.984 23.955 -0.122 3.061 0.969 C3 10O 4 10O C4 C4 C 0 1 N N N 21.815 12.261 23.342 -1.381 2.903 -1.029 C4 10O 5 10O N2 N2 N 0 1 N N N 22.174 9.501 22.702 -0.631 1.836 1.357 N2 10O 6 10O C5 C5 C 0 1 Y N N 23.109 10.754 20.780 0.405 0.265 -0.241 C5 10O 7 10O N3 N3 N 0 1 N N N 19.537 10.167 21.328 -3.172 0.339 0.815 N3 10O 8 10O C6 C6 C 0 1 N N N 20.786 9.719 20.710 -1.818 -0.248 0.886 C6 10O 9 10O C7 C7 C 0 1 N N N 19.695 11.304 22.244 -3.180 1.377 -0.231 C7 10O 10 10O C8 C8 C 0 1 Y N N 24.486 10.623 21.206 1.552 0.179 0.428 C8 10O 11 10O C9 C9 C 0 1 Y N N 25.431 11.060 20.242 2.607 -0.388 -0.284 C9 10O 12 10O S1 S1 S 0 1 Y N N 23.097 11.422 19.209 0.606 -0.395 -1.859 S1 10O 13 10O C10 C10 C 0 1 Y N N 24.793 11.531 19.081 2.296 -0.760 -1.539 C10 10O 14 10O C11 C11 C 0 1 Y N N 18.340 9.555 21.037 -4.125 -0.638 0.554 C11 10O 15 10O N4 N4 N 0 1 N N N 29.779 9.264 23.981 8.125 -2.362 -1.312 N4 10O 16 10O N5 N5 N 0 1 N N N 22.772 9.139 24.936 0.807 3.657 1.659 N5 10O 17 10O C12 C12 C 0 1 Y N N 26.921 11.030 20.468 3.962 -0.567 0.294 C12 10O 18 10O C13 C13 C 0 1 N N N 29.358 9.769 23.034 7.293 -1.894 -0.696 C13 10O 19 10O O1 O1 O 0 1 N N N 21.744 13.467 23.562 -1.775 3.435 -2.045 O1 10O 20 10O N6 N6 N 0 1 Y N N 18.394 8.574 20.101 -3.747 -1.899 0.398 N6 10O 21 10O C14 C14 C 0 1 Y N N 27.474 10.423 21.621 4.974 -1.140 -0.468 C14 10O 22 10O C15 C15 C 0 1 N N N 23.172 11.905 25.374 -0.371 5.039 -0.480 C15 10O 23 10O C16 C16 C 0 1 Y N N 28.865 10.399 21.850 6.245 -1.304 0.082 C16 10O 24 10O C17 C17 C 0 1 Y N N 27.826 11.622 19.544 4.224 -0.154 1.601 C17 10O 25 10O C18 C18 C 0 1 Y N N 17.109 9.906 21.656 -5.467 -0.285 0.465 C18 10O 26 10O C19 C19 C 0 1 Y N N 29.228 11.601 19.767 5.484 -0.319 2.141 C19 10O 27 10O C20 C20 C 0 1 Y N N 17.284 7.901 19.729 -4.623 -2.859 0.149 C20 10O 28 10O C21 C21 C 0 1 Y N N 29.760 10.986 20.927 6.493 -0.893 1.393 C21 10O 29 10O C22 C22 C 0 1 Y N N 15.943 9.202 21.270 -6.409 -1.267 0.205 C22 10O 30 10O C23 C23 C 0 1 Y N N 16.029 8.182 20.289 -5.977 -2.573 0.042 C23 10O 31 10O O2 O2 O 0 1 N N N 17.361 6.896 18.767 -4.192 -4.136 -0.005 O2 10O 32 10O C24 C24 C 0 1 N N N 18.670 6.666 18.243 -2.787 -4.366 0.115 C24 10O 33 10O H1 H1 H 0 1 N N N 21.243 12.429 21.263 -1.670 0.900 -1.717 H1 10O 34 10O H2 H2 H 0 1 N N N 20.874 8.623 20.750 -1.766 -1.154 0.282 H2 10O 35 10O H3 H3 H 0 1 N N N 20.850 10.054 19.664 -1.554 -0.466 1.920 H3 10O 36 10O H4 H4 H 0 1 N N N 19.038 12.139 21.959 -3.474 2.335 0.199 H4 10O 37 10O H5 H5 H 0 1 N N N 19.485 11.010 23.283 -3.873 1.098 -1.025 H5 10O 38 10O H6 H6 H 0 1 N N N 24.769 10.228 22.171 1.657 0.524 1.447 H6 10O 39 10O H7 H7 H 0 1 N N N 25.313 11.914 18.216 2.978 -1.216 -2.241 H7 10O 40 10O H8 H8 H 0 1 N N N 22.965 9.614 25.794 1.151 4.517 1.369 H8 10O 41 10O H10 H10 H 0 1 N N N 26.814 9.967 22.344 4.777 -1.457 -1.482 H10 10O 42 10O H11 H11 H 0 1 N N N 23.633 11.081 25.939 0.243 5.467 0.312 H11 10O 43 10O H12 H12 H 0 1 N N N 23.954 12.606 25.045 0.156 5.117 -1.431 H12 10O 44 10O H13 H13 H 0 1 N N N 22.453 12.433 26.017 -1.314 5.583 -0.542 H13 10O 45 10O H14 H14 H 0 1 N N N 27.439 12.097 18.655 3.439 0.295 2.191 H14 10O 46 10O H15 H15 H 0 1 N N N 17.065 10.688 22.400 -5.771 0.743 0.598 H15 10O 47 10O H16 H16 H 0 1 N N N 29.893 12.057 19.048 5.681 0.002 3.153 H16 10O 48 10O H17 H17 H 0 1 N N N 30.826 10.966 21.102 7.477 -1.019 1.821 H17 10O 49 10O H18 H18 H 0 1 N N N 14.991 9.441 21.721 -7.457 -1.019 0.132 H18 10O 50 10O H19 H19 H 0 1 N N N 15.150 7.635 19.981 -6.687 -3.362 -0.161 H19 10O 51 10O H20 H20 H 0 1 N N N 18.630 5.860 17.495 -2.258 -3.786 -0.641 H20 10O 52 10O H21 H21 H 0 1 N N N 19.042 7.587 17.770 -2.453 -4.062 1.107 H21 10O 53 10O H22 H22 H 0 1 N N N 19.346 6.375 19.060 -2.579 -5.426 -0.029 H22 10O 54 10O H23 H23 H 0 1 N N N 22.164 8.511 22.558 -0.820 1.643 2.289 H23 10O 55 # 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 10O C24 O2 SING N N 1 10O O2 C20 SING N N 2 10O C10 S1 SING Y N 3 10O C10 C9 DOUB Y N 4 10O S1 C5 SING Y N 5 10O C17 C19 DOUB Y N 6 10O C17 C12 SING Y N 7 10O C20 N6 DOUB Y N 8 10O C20 C23 SING Y N 9 10O C19 C21 SING Y N 10 10O N6 C11 SING Y N 11 10O C9 C12 SING N N 12 10O C9 C8 SING Y N 13 10O C23 C22 DOUB Y N 14 10O C12 C14 DOUB Y N 15 10O C6 N3 SING N N 16 10O C6 C1 SING N N 17 10O C5 C8 DOUB Y N 18 10O C5 C1 SING N N 19 10O C21 C16 DOUB Y N 20 10O C11 N3 SING N N 21 10O C11 C18 DOUB Y N 22 10O C22 C18 SING Y N 23 10O N3 C7 SING N N 24 10O C1 C2 SING N N 25 10O C1 N2 SING N N 26 10O C14 C16 SING Y N 27 10O C16 C13 SING N N 28 10O C2 C7 SING N N 29 10O C2 C4 SING N N 30 10O N2 C3 SING N N 31 10O C13 N4 TRIP N N 32 10O C4 O1 DOUB N N 33 10O C4 N1 SING N N 34 10O C3 N1 SING N N 35 10O C3 N5 DOUB N N 36 10O N1 C15 SING N N 37 10O C2 H1 SING N N 38 10O C6 H2 SING N N 39 10O C6 H3 SING N N 40 10O C7 H4 SING N N 41 10O C7 H5 SING N N 42 10O C8 H6 SING N N 43 10O C10 H7 SING N N 44 10O N5 H8 SING N N 45 10O C14 H10 SING N N 46 10O C15 H11 SING N N 47 10O C15 H12 SING N N 48 10O C15 H13 SING N N 49 10O C17 H14 SING N N 50 10O C18 H15 SING N N 51 10O C19 H16 SING N N 52 10O C21 H17 SING N N 53 10O C22 H18 SING N N 54 10O C23 H19 SING N N 55 10O C24 H20 SING N N 56 10O C24 H21 SING N N 57 10O C24 H22 SING N N 58 10O N2 H23 SING N N 59 # 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 10O SMILES ACDLabs 12.01 "O=C4N(C(=[N@H])NC5(c2scc(c1cc(C#N)ccc1)c2)CN(c3nc(OC)ccc3)CC45)C" 10O InChI InChI 1.03 "InChI=1S/C24H22N6O2S/c1-29-22(31)18-12-30(20-7-4-8-21(27-20)32-2)14-24(18,28-23(29)26)19-10-17(13-33-19)16-6-3-5-15(9-16)11-25/h3-10,13,18H,12,14H2,1-2H3,(H2,26,28)/t18-,24-/m0/s1" 10O InChIKey InChI 1.03 DHDYCYIAHXOSEU-UUOWRZLLSA-N 10O SMILES_CANONICAL CACTVS 3.370 "COc1cccc(n1)N2C[C@H]3C(=O)N(C)C(=N)N[C@]3(C2)c4scc(c4)c5cccc(c5)C#N" 10O SMILES CACTVS 3.370 "COc1cccc(n1)N2C[CH]3C(=O)N(C)C(=N)N[C]3(C2)c4scc(c4)c5cccc(c5)C#N" 10O SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "[H]/N=C/1\N[C@]2(CN(C[C@H]2C(=O)N1C)c3cccc(n3)OC)c4cc(cs4)c5cccc(c5)C#N" 10O SMILES "OpenEye OEToolkits" 1.7.6 "CN1C(=O)C2CN(CC2(NC1=N)c3cc(cs3)c4cccc(c4)C#N)c5cccc(n5)OC" # 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 10O "SYSTEMATIC NAME" ACDLabs 12.01 "3-{5-[(2E,4aR,7aR)-2-imino-6-(6-methoxypyridin-2-yl)-3-methyl-4-oxooctahydro-7aH-pyrrolo[3,4-d]pyrimidin-7a-yl]thiophen-3-yl}benzonitrile" 10O "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-[5-[(4aR,7aR)-2-azanylidene-6-(6-methoxypyridin-2-yl)-3-methyl-4-oxidanylidene-1,4a,5,7-tetrahydropyrrolo[3,4-d]pyrimidin-7a-yl]thiophen-3-yl]benzenecarbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 10O "Create component" 2012-09-23 RCSB 10O "Initial release" 2012-11-02 RCSB #