data_10J # _chem_comp.id 10J _chem_comp.name "3-{5-[(2E,4aR,7aR)-6-benzoyl-2-imino-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 "C25 H21 N5 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 2012-10-12 _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 455.532 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 10J _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 4H1E _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 10J C1 C1 C 0 1 N N R 21.289 10.451 21.373 -0.578 -0.036 -0.072 C1 10J 1 10J C2 C2 C 0 1 N N R 20.678 11.726 22.009 -1.461 0.811 -1.013 C2 10J 2 10J N3 N3 N 0 1 N N N 22.400 11.399 23.845 -0.922 2.731 0.497 N3 10J 3 10J C4 C4 C 0 1 N N N 22.355 10.010 23.613 -0.405 1.866 1.447 C4 10J 4 10J C5 C5 C 0 1 N N N 21.586 12.313 23.102 -1.399 2.263 -0.664 C5 10J 5 10J N6 N6 N 0 1 N N N 21.671 9.578 22.471 -0.664 0.518 1.287 N6 10J 6 10J N7 N7 N 0 1 N N N 18.901 10.374 21.443 -2.742 -1.071 -0.176 N7 10J 7 10J C8 C8 C 0 1 Y N N 22.434 10.742 20.436 0.845 -0.132 -0.556 C8 10J 8 10J C9 C9 C 0 1 N N N 20.042 9.831 20.689 -1.309 -1.401 -0.082 C9 10J 9 10J C10 C10 C 0 1 N N N 17.626 9.865 21.258 -3.758 -1.862 0.223 C10 10J 10 10J C11 C11 C 0 1 N N N 19.340 11.252 22.522 -2.880 0.264 -0.776 C11 10J 11 10J C12 C12 C 0 1 Y N N 23.782 10.509 20.628 1.912 -0.268 0.228 C12 10J 12 10J C13 C13 C 0 1 Y N N 24.618 10.917 19.558 3.130 -0.336 -0.445 C13 10J 13 10J S14 S14 S 0 1 Y N N 22.210 11.432 18.881 1.343 -0.088 -2.242 S14 10J 14 10J C15 C15 C 0 1 Y N N 23.868 11.435 18.513 3.033 -0.252 -1.784 C15 10J 15 10J C16 C16 C 0 1 Y N N 28.154 10.313 20.699 6.828 -0.690 0.198 C16 10J 16 10J C17 C17 C 0 1 Y N N 16.614 10.143 22.286 -5.149 -1.362 0.170 C17 10J 17 10J C18 C18 C 0 1 Y N N 26.060 10.785 19.522 4.428 -0.486 0.258 C18 10J 18 10J N19 N19 N 0 1 N N N 29.361 9.712 22.872 9.021 -0.806 -1.133 N19 10J 19 10J C20 C20 C 0 1 N N N 28.821 9.981 21.899 8.051 -0.754 -0.544 C20 10J 20 10J N21 N21 N 0 1 N N N 22.803 9.118 24.445 0.297 2.306 2.451 N21 10J 21 10J C22 C22 C 0 1 Y N N 26.748 10.442 20.719 5.612 -0.548 -0.470 C22 10J 22 10J O23 O23 O 0 1 N N N 21.539 13.539 23.241 -1.804 3.064 -1.480 O23 10J 23 10J C24 C24 C 0 1 Y N N 28.886 10.486 19.503 6.849 -0.774 1.592 C24 10J 24 10J O25 O25 O 0 1 N N N 17.302 9.251 20.232 -3.531 -2.986 0.626 O25 10J 25 10J C26 C26 C 0 1 Y N N 16.712 9.664 23.634 -6.033 -1.637 1.214 C26 10J 26 10J C27 C27 C 0 1 Y N N 26.812 10.948 18.309 4.463 -0.577 1.650 C27 10J 27 10J C28 C28 C 0 1 Y N N 28.210 10.788 18.293 5.669 -0.717 2.307 C28 10J 28 10J C29 C29 C 0 1 N N N 23.297 11.949 24.915 -0.950 4.171 0.765 C29 10J 29 10J C30 C30 C 0 1 Y N N 15.684 9.991 24.551 -7.329 -1.168 1.159 C30 10J 30 10J C31 C31 C 0 1 Y N N 15.497 10.956 21.837 -5.581 -0.609 -0.923 C31 10J 31 10J C32 C32 C 0 1 Y N N 14.480 11.252 22.749 -6.880 -0.145 -0.966 C32 10J 32 10J C33 C33 C 0 1 Y N N 14.564 10.760 24.108 -7.753 -0.426 0.070 C33 10J 33 10J H1 H1 H 0 1 N N N 20.525 12.480 21.223 -1.165 0.653 -2.050 H1 10J 34 10J H2 H2 H 0 1 N N N 19.988 10.132 19.632 -0.999 -1.990 -0.945 H2 10J 35 10J H3 H3 H 0 1 N N N 20.066 8.733 20.757 -1.107 -1.946 0.841 H3 10J 36 10J H4 H4 H 0 1 N N N 18.644 12.092 22.663 -3.422 0.921 -0.096 H4 10J 37 10J H5 H5 H 0 1 N N N 19.446 10.701 23.468 -3.412 0.190 -1.724 H5 10J 38 10J H6 H6 H 0 1 N N N 24.170 10.051 21.526 1.838 -0.322 1.304 H6 10J 39 10J H7 H7 H 0 1 N N N 24.285 11.794 17.584 3.864 -0.286 -2.473 H7 10J 40 10J H8 H8 H 0 1 N N N 23.184 9.534 25.271 0.468 3.257 2.544 H8 10J 41 10J H10 H10 H 0 1 N N N 26.199 10.282 21.635 5.589 -0.486 -1.548 H10 10J 42 10J H11 H11 H 0 1 N N N 29.962 10.388 19.510 7.790 -0.884 2.111 H11 10J 43 10J H12 H12 H 0 1 N N N 17.555 9.064 23.944 -5.703 -2.217 2.064 H12 10J 44 10J H13 H13 H 0 1 N N N 26.296 11.198 17.394 3.543 -0.538 2.215 H13 10J 45 10J H14 H14 H 0 1 N N N 28.762 10.894 17.371 5.690 -0.788 3.384 H14 10J 46 10J H15 H15 H 0 1 N N N 23.851 11.125 25.389 -0.525 4.366 1.750 H15 10J 47 10J H16 H16 H 0 1 N N N 24.008 12.660 24.468 -0.364 4.693 0.007 H16 10J 48 10J H17 H17 H 0 1 N N N 22.690 12.465 25.673 -1.980 4.527 0.736 H17 10J 49 10J H18 H18 H 0 1 N N N 15.746 9.662 25.578 -8.014 -1.380 1.966 H18 10J 50 10J H19 H19 H 0 1 N N N 15.453 11.323 20.822 -4.901 -0.389 -1.732 H19 10J 51 10J H20 H20 H 0 1 N N N 13.633 11.847 22.440 -7.216 0.438 -1.810 H20 10J 52 10J H21 H21 H 0 1 N N N 13.765 10.978 24.801 -8.769 -0.061 0.031 H21 10J 53 10J H22 H22 H 0 1 N N N 21.430 8.610 22.406 -0.894 -0.043 2.045 H22 10J 54 # 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 10J C28 C27 DOUB Y N 1 10J C28 C24 SING Y N 2 10J C27 C18 SING Y N 3 10J C15 S14 SING Y N 4 10J C15 C13 DOUB Y N 5 10J S14 C8 SING Y N 6 10J C24 C16 DOUB Y N 7 10J C18 C13 SING N N 8 10J C18 C22 DOUB Y N 9 10J C13 C12 SING Y N 10 10J O25 C10 DOUB N N 11 10J C8 C12 DOUB Y N 12 10J C8 C1 SING N N 13 10J C9 C1 SING N N 14 10J C9 N7 SING N N 15 10J C16 C22 SING Y N 16 10J C16 C20 SING N N 17 10J C10 N7 SING N N 18 10J C10 C17 SING N N 19 10J C1 C2 SING N N 20 10J C1 N6 SING N N 21 10J N7 C11 SING N N 22 10J C31 C17 DOUB Y N 23 10J C31 C32 SING Y N 24 10J C20 N19 TRIP N N 25 10J C2 C11 SING N N 26 10J C2 C5 SING N N 27 10J C17 C26 SING Y N 28 10J N6 C4 SING N N 29 10J C32 C33 DOUB Y N 30 10J C5 O23 DOUB N N 31 10J C5 N3 SING N N 32 10J C4 N3 SING N N 33 10J C4 N21 DOUB N N 34 10J C26 C30 DOUB Y N 35 10J N3 C29 SING N N 36 10J C33 C30 SING Y N 37 10J C2 H1 SING N N 38 10J C9 H2 SING N N 39 10J C9 H3 SING N N 40 10J C11 H4 SING N N 41 10J C11 H5 SING N N 42 10J C12 H6 SING N N 43 10J C15 H7 SING N N 44 10J N21 H8 SING N N 45 10J C22 H10 SING N N 46 10J C24 H11 SING N N 47 10J C26 H12 SING N N 48 10J C27 H13 SING N N 49 10J C28 H14 SING N N 50 10J C29 H15 SING N N 51 10J C29 H16 SING N N 52 10J C29 H17 SING N N 53 10J C30 H18 SING N N 54 10J C31 H19 SING N N 55 10J C32 H20 SING N N 56 10J C33 H21 SING N N 57 10J N6 H22 SING N N 58 # 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 10J SMILES ACDLabs 12.01 "O=C(c1ccccc1)N4CC5(c3scc(c2cc(C#N)ccc2)c3)NC(=[N@H])N(C(=O)C5C4)C" 10J InChI InChI 1.03 "InChI=1S/C25H21N5O2S/c1-29-23(32)20-13-30(22(31)17-7-3-2-4-8-17)15-25(20,28-24(29)27)21-11-19(14-33-21)18-9-5-6-16(10-18)12-26/h2-11,14,20H,13,15H2,1H3,(H2,27,28)/t20-,25-/m0/s1" 10J InChIKey InChI 1.03 POOXGNGZUXTIQE-CPJSRVTESA-N 10J SMILES_CANONICAL CACTVS 3.370 "CN1C(=N)N[C@]2(CN(C[C@H]2C1=O)C(=O)c3ccccc3)c4scc(c4)c5cccc(c5)C#N" 10J SMILES CACTVS 3.370 "CN1C(=N)N[C]2(CN(C[CH]2C1=O)C(=O)c3ccccc3)c4scc(c4)c5cccc(c5)C#N" 10J SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "[H]/N=C/1\N[C@]2(CN(C[C@H]2C(=O)N1C)C(=O)c3ccccc3)c4cc(cs4)c5cccc(c5)C#N" 10J SMILES "OpenEye OEToolkits" 1.7.6 "CN1C(=O)C2CN(CC2(NC1=N)c3cc(cs3)c4cccc(c4)C#N)C(=O)c5ccccc5" # 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 10J "SYSTEMATIC NAME" ACDLabs 12.01 "3-{5-[(2E,4aR,7aR)-6-benzoyl-2-imino-3-methyl-4-oxooctahydro-7aH-pyrrolo[3,4-d]pyrimidin-7a-yl]thiophen-3-yl}benzonitrile" 10J "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-[5-[(4aR,7aR)-2-azanylidene-3-methyl-4-oxidanylidene-6-(phenylcarbonyl)-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 10J "Create component" 2012-09-23 RCSB 10J "Initial release" 2012-10-12 RCSB #