data_79D # _chem_comp.id 79D _chem_comp.name "4-{[(6R)-7-cyano-5-cyclopentyl-6-ethyl-5,6-dihydroimidazo[1,5-f]pteridin-3-yl]amino}-3-methoxy-N-(1-methylpiperidin-4-yl)benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H37 N9 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-09-15 _chem_comp.pdbx_modified_date 2017-02-17 _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 555.674 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 79D _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 5TA6 _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 79D C6 C1 C 0 1 N N N 10.761 46.505 10.978 -5.075 -0.752 -1.376 C6 79D 1 79D C7 C2 C 0 1 N N N 9.913 47.491 11.840 -4.754 0.660 -1.925 C7 79D 2 79D C8 C3 C 0 1 N N N 10.917 48.658 12.011 -4.613 0.411 -3.448 C8 79D 3 79D C10 C4 C 0 1 N N N 12.179 46.582 11.599 -4.200 -1.696 -2.226 C10 79D 4 79D N12 N1 N 0 1 Y N N 11.426 44.838 8.895 -2.442 -1.465 0.103 N12 79D 5 79D C13 C5 C 0 1 Y N N 11.709 44.140 7.807 -1.159 -1.161 0.229 C13 79D 6 79D C15 C6 C 0 1 Y N N 13.415 45.748 6.854 1.143 -1.858 0.102 C15 79D 7 79D C17 C7 C 0 1 Y N N 13.996 47.953 7.583 2.918 -0.325 -0.398 C17 79D 8 79D C20 C8 C 0 1 Y N N 14.480 45.779 5.939 2.065 -2.772 0.614 C20 79D 9 79D C22 C9 C 0 1 N N N 15.855 44.442 4.429 2.638 -4.851 1.617 C22 79D 10 79D C26 C10 C 0 1 N N N 17.013 51.212 7.666 7.130 0.609 -0.377 C26 79D 11 79D C28 C11 C 0 1 N N N 16.939 53.689 8.199 8.899 2.020 -1.431 C28 79D 12 79D C1 C12 C 0 1 N N N 11.468 42.905 12.757 -7.475 -1.726 0.363 C1 79D 13 79D C2 C13 C 0 1 N N N 10.495 44.007 13.194 -7.066 -0.252 0.322 C2 79D 14 79D C3 C14 C 0 1 N N R 9.546 44.489 12.071 -5.650 -0.100 0.882 C3 79D 15 79D N5 N2 N 0 1 N N N 10.243 45.114 10.918 -4.707 -0.847 0.043 N5 79D 16 79D C9 C15 C 0 1 N N N 12.258 47.956 12.297 -3.906 -0.957 -3.543 C9 79D 17 79D C11 C16 C 0 1 Y N N 10.537 44.393 9.779 -3.378 -0.528 0.231 C11 79D 18 79D N14 N3 N 0 1 N N N 12.640 44.573 6.863 -0.217 -2.170 0.098 N14 79D 19 79D C16 C17 C 0 1 Y N N 13.175 46.844 7.676 1.576 -0.637 -0.400 C16 79D 20 79D C18 C18 C 0 1 Y N N 15.079 47.999 6.680 3.846 -1.238 0.108 C18 79D 21 79D C19 C19 C 0 1 Y N N 15.310 46.895 5.840 3.411 -2.465 0.618 C19 79D 22 79D O21 O1 O 0 1 N N N 14.646 44.664 5.165 1.639 -3.965 1.109 O21 79D 23 79D C23 C20 C 0 1 N N N 15.948 49.204 6.596 5.284 -0.906 0.109 C23 79D 24 79D O24 O2 O 0 1 N N N 16.444 49.477 5.527 6.091 -1.701 0.550 O24 79D 25 79D N25 N4 N 0 1 N N N 16.185 49.992 7.677 5.702 0.279 -0.378 N25 79D 26 79D C27 C21 C 0 1 N N N 16.152 52.371 8.179 7.419 1.634 -1.477 C27 79D 27 79D N29 N5 N 0 1 N N N 18.137 53.560 9.046 9.218 2.586 -0.114 N29 79D 28 79D C30 C22 C 0 1 N N N 18.895 54.821 9.008 10.595 3.095 -0.080 C30 79D 29 79D C31 C23 C 0 1 N N N 18.998 52.419 8.669 8.993 1.604 0.954 C31 79D 30 79D C32 C24 C 0 1 N N N 18.227 51.082 8.595 7.516 1.206 0.980 C32 79D 31 79D N33 N6 N 0 1 Y N N 11.125 42.977 7.556 -0.745 0.072 0.475 N33 79D 32 79D C34 C25 C 0 1 Y N N 10.230 42.458 8.378 -1.618 1.062 0.627 C34 79D 33 79D C35 C26 C 0 1 Y N N 9.925 43.152 9.520 -2.963 0.781 0.527 C35 79D 34 79D N36 N7 N 0 1 Y N N 8.947 42.689 10.402 -3.955 1.748 0.726 N36 79D 35 79D C37 C27 C 0 1 Y N N 8.027 41.707 10.271 -3.922 3.089 0.797 C37 79D 36 79D N38 N8 N 0 1 Y N N 7.283 41.672 11.340 -5.139 3.533 0.975 N38 79D 37 79D C39 C28 C 0 1 Y N N 7.706 42.672 12.170 -5.997 2.477 1.031 C39 79D 38 79D C40 C29 C 0 1 N N N 7.174 43.001 13.445 -7.416 2.545 1.212 C40 79D 39 79D N41 N9 N 0 1 N N N 6.734 43.242 14.451 -8.541 2.599 1.356 N41 79D 40 79D C42 C30 C 0 1 Y N N 8.723 43.324 11.594 -5.264 1.354 0.884 C42 79D 41 79D H1 H1 H 0 1 N N N 10.814 46.909 9.956 -6.131 -0.984 -1.513 H1 79D 42 79D H2 H2 H 0 1 N N N 9.004 47.813 11.311 -5.574 1.350 -1.721 H2 79D 43 79D H3 H3 H 0 1 N N N 9.637 47.048 12.808 -3.820 1.035 -1.507 H3 79D 44 79D H4 H4 H 0 1 N N N 10.978 49.259 11.092 -5.595 0.367 -3.920 H4 79D 45 79D H5 H5 H 0 1 N N N 10.626 49.304 12.853 -4.003 1.189 -3.907 H5 79D 46 79D H6 H6 H 0 1 N N N 12.322 45.772 12.330 -3.268 -1.913 -1.703 H6 79D 47 79D H7 H7 H 0 1 N N N 12.946 46.507 10.814 -4.738 -2.622 -2.429 H7 79D 48 79D H8 H8 H 0 1 N N N 13.803 48.805 8.218 3.252 0.625 -0.788 H8 79D 49 79D H9 H9 H 0 1 N N N 15.780 43.493 3.877 3.341 -5.099 0.823 H9 79D 50 79D H10 H10 H 0 1 N N N 16.009 45.268 3.719 3.170 -4.368 2.436 H10 79D 51 79D H11 H11 H 0 1 N N N 16.705 44.395 5.126 2.164 -5.763 1.980 H11 79D 52 79D H12 H12 H 0 1 N N N 17.355 51.432 6.644 7.712 -0.294 -0.558 H12 79D 53 79D H13 H13 H 0 1 N N N 17.246 53.943 7.174 9.511 1.135 -1.604 H13 79D 54 79D H14 H14 H 0 1 N N N 16.297 54.488 8.598 9.105 2.761 -2.204 H14 79D 55 79D H15 H15 H 0 1 N N N 12.105 42.619 13.607 -6.781 -2.313 -0.238 H15 79D 56 79D H16 H16 H 0 1 N N N 10.899 42.028 12.414 -7.452 -2.080 1.394 H16 79D 57 79D H17 H17 H 0 1 N N N 12.099 43.277 11.936 -8.483 -1.834 -0.036 H17 79D 58 79D H18 H18 H 0 1 N N N 11.083 44.869 13.544 -7.088 0.102 -0.709 H18 79D 59 79D H19 H19 H 0 1 N N N 9.883 43.620 14.022 -7.760 0.335 0.923 H19 79D 60 79D H20 H20 H 0 1 N N N 8.864 45.233 12.508 -5.618 -0.488 1.901 H20 79D 61 79D H21 H21 H 0 1 N N N 12.398 47.826 13.380 -4.302 -1.524 -4.385 H21 79D 62 79D H22 H22 H 0 1 N N N 13.092 48.545 11.888 -2.832 -0.814 -3.659 H22 79D 63 79D H23 H23 H 0 1 N N N 12.776 43.963 6.083 -0.503 -3.092 0.004 H23 79D 64 79D H24 H24 H 0 1 N N N 12.356 46.829 8.380 0.859 0.070 -0.791 H24 79D 65 79D H25 H25 H 0 1 N N N 16.121 46.911 5.127 4.126 -3.171 1.014 H25 79D 66 79D H26 H26 H 0 1 N N N 15.767 49.725 8.545 5.058 0.914 -0.729 H26 79D 67 79D H27 H27 H 0 1 N N N 15.278 52.486 7.521 7.186 1.200 -2.449 H27 79D 68 79D H28 H28 H 0 1 N N N 15.814 52.141 9.200 6.806 2.521 -1.318 H28 79D 69 79D H30 H30 H 0 1 N N N 19.791 54.730 9.639 10.714 3.875 -0.833 H30 79D 70 79D H31 H31 H 0 1 N N N 19.197 55.036 7.972 10.805 3.509 0.907 H31 79D 71 79D H32 H32 H 0 1 N N N 18.264 55.640 9.384 11.289 2.281 -0.288 H32 79D 72 79D H33 H33 H 0 1 N N N 19.799 52.321 9.417 9.604 0.721 0.770 H33 79D 73 79D H34 H34 H 0 1 N N N 19.440 52.624 7.683 9.267 2.043 1.914 H34 79D 74 79D H35 H35 H 0 1 N N N 17.884 50.806 9.603 6.905 2.086 1.177 H35 79D 75 79D H36 H36 H 0 1 N N N 18.896 50.299 8.209 7.352 0.465 1.763 H36 79D 76 79D H37 H37 H 0 1 N N N 9.753 41.515 8.157 -1.280 2.068 0.826 H37 79D 77 79D H38 H38 H 0 1 N N N 7.925 41.055 9.416 -3.035 3.701 0.720 H38 79D 78 # 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 79D C22 O21 SING N N 1 79D O21 C20 SING N N 2 79D O24 C23 DOUB N N 3 79D C19 C20 DOUB Y N 4 79D C19 C18 SING Y N 5 79D C20 C15 SING Y N 6 79D C23 C18 SING N N 7 79D C23 N25 SING N N 8 79D C18 C17 DOUB Y N 9 79D C15 N14 SING N N 10 79D C15 C16 DOUB Y N 11 79D N14 C13 SING N N 12 79D N33 C13 DOUB Y N 13 79D N33 C34 SING Y N 14 79D C17 C16 SING Y N 15 79D C26 N25 SING N N 16 79D C26 C27 SING N N 17 79D C26 C32 SING N N 18 79D C13 N12 SING Y N 19 79D C27 C28 SING N N 20 79D C28 N29 SING N N 21 79D C34 C35 DOUB Y N 22 79D C32 C31 SING N N 23 79D C31 N29 SING N N 24 79D N12 C11 DOUB Y N 25 79D C30 N29 SING N N 26 79D C35 C11 SING Y N 27 79D C35 N36 SING N N 28 79D C11 N5 SING N N 29 79D C37 N36 SING Y N 30 79D C37 N38 DOUB Y N 31 79D N36 C42 SING Y N 32 79D N5 C6 SING N N 33 79D N5 C3 SING N N 34 79D C6 C10 SING N N 35 79D C6 C7 SING N N 36 79D N38 C39 SING Y N 37 79D C42 C3 SING N N 38 79D C42 C39 DOUB Y N 39 79D C10 C9 SING N N 40 79D C7 C8 SING N N 41 79D C8 C9 SING N N 42 79D C3 C2 SING N N 43 79D C39 C40 SING N N 44 79D C1 C2 SING N N 45 79D C40 N41 TRIP N N 46 79D C6 H1 SING N N 47 79D C7 H2 SING N N 48 79D C7 H3 SING N N 49 79D C8 H4 SING N N 50 79D C8 H5 SING N N 51 79D C10 H6 SING N N 52 79D C10 H7 SING N N 53 79D C17 H8 SING N N 54 79D C22 H9 SING N N 55 79D C22 H10 SING N N 56 79D C22 H11 SING N N 57 79D C26 H12 SING N N 58 79D C28 H13 SING N N 59 79D C28 H14 SING N N 60 79D C1 H15 SING N N 61 79D C1 H16 SING N N 62 79D C1 H17 SING N N 63 79D C2 H18 SING N N 64 79D C2 H19 SING N N 65 79D C3 H20 SING N N 66 79D C9 H21 SING N N 67 79D C9 H22 SING N N 68 79D N14 H23 SING N N 69 79D C16 H24 SING N N 70 79D C19 H25 SING N N 71 79D N25 H26 SING N N 72 79D C27 H27 SING N N 73 79D C27 H28 SING N N 74 79D C30 H30 SING N N 75 79D C30 H31 SING N N 76 79D C30 H32 SING N N 77 79D C31 H33 SING N N 78 79D C31 H34 SING N N 79 79D C32 H35 SING N N 80 79D C32 H36 SING N N 81 79D C34 H37 SING N N 82 79D C37 H38 SING N N 83 # 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 79D SMILES ACDLabs 12.01 "C1(CCCC1)N5C(CC)c6n(c4c5nc(Nc2ccc(cc2OC)C(NC3CCN(C)CC3)=O)nc4)cnc6C#N" 79D InChI InChI 1.03 "InChI=1S/C30H37N9O2/c1-4-24-27-23(16-31)33-18-38(27)25-17-32-30(36-28(25)39(24)21-7-5-6-8-21)35-22-10-9-19(15-26(22)41-3)29(40)34-20-11-13-37(2)14-12-20/h9-10,15,17-18,20-21,24H,4-8,11-14H2,1-3H3,(H,34,40)(H,32,35,36)/t24-/m1/s1" 79D InChIKey InChI 1.03 UJEXFMKGBVBXPF-XMMPIXPASA-N 79D SMILES_CANONICAL CACTVS 3.385 "CC[C@H]1N(C2CCCC2)c3nc(Nc4ccc(cc4OC)C(=O)NC5CCN(C)CC5)ncc3n6cnc(C#N)c16" 79D SMILES CACTVS 3.385 "CC[CH]1N(C2CCCC2)c3nc(Nc4ccc(cc4OC)C(=O)NC5CCN(C)CC5)ncc3n6cnc(C#N)c16" 79D SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC[C@@H]1c2c(ncn2-c3cnc(nc3N1C4CCCC4)Nc5ccc(cc5OC)C(=O)NC6CCN(CC6)C)C#N" 79D SMILES "OpenEye OEToolkits" 2.0.6 "CCC1c2c(ncn2-c3cnc(nc3N1C4CCCC4)Nc5ccc(cc5OC)C(=O)NC6CCN(CC6)C)C#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 79D "SYSTEMATIC NAME" ACDLabs 12.01 "4-{[(6R)-7-cyano-5-cyclopentyl-6-ethyl-5,6-dihydroimidazo[1,5-f]pteridin-3-yl]amino}-3-methoxy-N-(1-methylpiperidin-4-yl)benzamide" 79D "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "4-[[(6~{R})-7-cyano-5-cyclopentyl-6-ethyl-6~{H}-imidazo[1,5-f]pteridin-3-yl]amino]-3-methoxy-~{N}-(1-methylpiperidin-4-yl)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 79D "Create component" 2016-09-15 RCSB 79D "Initial release" 2017-02-22 RCSB #