data_75M # _chem_comp.id 75M _chem_comp.name "4-({2-[(3R)-3-aminopiperidin-1-yl]-3-(but-2-yn-1-yl)-4-oxo-3,4-dihydro-5H-imidazo[2,1-b]purin-5-yl}methyl)benzonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H24 N8 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-08-30 _chem_comp.pdbx_modified_date 2016-09-30 _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 440.500 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 75M _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 5T4F _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 75M C4 C1 C 0 1 Y N N 39.749 49.374 39.960 0.771 -1.589 -0.045 C4 75M 1 75M C2 C2 C 0 1 N N N 37.550 48.234 40.445 -0.760 -0.423 1.418 C2 75M 2 75M N1 N1 N 0 1 N N N 37.871 48.416 41.852 -1.725 -1.313 1.111 N1 75M 3 75M C6 C3 C 0 1 Y N N 39.906 49.409 37.861 2.603 -0.437 0.133 C6 75M 4 75M C3 C4 C 0 1 Y N N 38.577 48.749 39.532 0.517 -0.549 0.838 C3 75M 5 75M N5 N2 N 0 1 Y N N 40.523 49.821 38.972 2.042 -1.482 -0.440 N5 75M 6 75M N7 N3 N 0 1 Y N N 38.666 48.751 38.153 1.696 0.177 0.938 N7 75M 7 75M N8 N4 N 0 1 Y N N 40.032 49.490 41.356 -0.244 -2.489 -0.340 N8 75M 8 75M C9 C5 C 0 1 Y N N 39.084 49.013 42.267 -1.474 -2.350 0.233 C9 75M 9 75M N10 N5 N 0 1 Y N N 39.490 49.212 43.526 -2.242 -3.321 -0.211 N10 75M 10 75M C11 C6 C 0 1 Y N N 40.856 49.847 43.521 -1.543 -4.091 -1.058 C11 75M 11 75M C12 C7 C 0 1 Y N N 41.202 50.067 42.029 -0.297 -3.594 -1.155 C12 75M 12 75M O13 O1 O 0 1 N N N 36.510 47.736 40.112 -0.992 0.488 2.194 O13 75M 13 75M C14 C8 C 0 1 N N N 38.108 47.673 37.264 1.920 1.373 1.753 C14 75M 14 75M C15 C9 C 0 1 N N N 36.726 47.959 36.801 1.594 2.572 0.965 C15 75M 15 75M C16 C10 C 0 1 N N N 35.628 48.212 36.377 1.333 3.529 0.337 C16 75M 16 75M C17 C11 C 0 1 N N N 34.213 48.466 35.945 1.006 4.728 -0.452 C17 75M 17 75M N18 N6 N 0 1 N N N 40.351 49.602 36.566 3.905 -0.031 -0.054 N18 75M 18 75M C19 C12 C 0 1 N N N 39.351 50.108 35.568 4.605 -0.921 -0.989 C19 75M 19 75M C20 C13 C 0 1 N N R 39.188 51.646 35.678 6.082 -0.528 -1.060 C20 75M 20 75M C21 C14 C 0 1 N N N 40.547 52.350 35.531 6.197 0.926 -1.527 C21 75M 21 75M C22 C15 C 0 1 N N N 41.653 51.731 36.467 5.419 1.826 -0.563 C22 75M 22 75M C23 C16 C 0 1 N N N 41.737 50.148 36.359 3.961 1.365 -0.507 C23 75M 23 75M N24 N7 N 0 1 N N N 38.151 52.132 34.696 6.691 -0.666 0.270 N24 75M 24 75M C25 C17 C 0 1 N N N 36.909 47.954 42.915 -3.053 -1.180 1.716 C25 75M 25 75M C26 C18 C 0 1 Y N N 36.330 49.182 43.604 -3.920 -0.314 0.839 C26 75M 26 75M C27 C19 C 0 1 Y N N 36.253 49.151 45.015 -4.685 -0.892 -0.158 C27 75M 27 75M C28 C20 C 0 1 Y N N 35.700 50.255 45.721 -5.482 -0.105 -0.965 C28 75M 28 75M C29 C21 C 0 1 Y N N 35.331 51.396 45.014 -5.514 1.277 -0.772 C29 75M 29 75M C30 C22 C 0 1 Y N N 35.446 51.467 43.580 -4.739 1.854 0.236 C30 75M 30 75M C31 C23 C 0 1 Y N N 35.932 50.350 42.897 -3.951 1.055 1.038 C31 75M 31 75M C32 C24 C 0 1 N N N 34.801 52.478 45.793 -6.338 2.100 -1.606 C32 75M 32 75M N33 N8 N 0 1 N N N 34.375 53.346 46.418 -6.992 2.753 -2.267 N33 75M 33 75M H1 H1 H 0 1 N N N 41.465 50.096 44.377 -1.918 -4.963 -1.575 H1 75M 34 75M H2 H2 H 0 1 N N N 42.078 50.526 41.595 0.507 -3.988 -1.758 H2 75M 35 75M H3 H3 H 0 1 N N N 38.101 46.726 37.824 1.283 1.334 2.637 H3 75M 36 75M H4 H4 H 0 1 N N N 38.759 47.573 36.383 2.965 1.413 2.060 H4 75M 37 75M H5 H5 H 0 1 N N N 34.213 49.052 35.014 1.173 5.619 0.155 H5 75M 38 75M H6 H6 H 0 1 N N N 33.704 47.506 35.774 1.643 4.767 -1.336 H6 75M 39 75M H7 H7 H 0 1 N N N 33.685 49.026 36.731 -0.039 4.688 -0.758 H7 75M 40 75M H8 H8 H 0 1 N N N 38.379 49.629 35.757 4.519 -1.951 -0.643 H8 75M 41 75M H9 H9 H 0 1 N N N 39.694 49.854 34.554 4.158 -0.832 -1.979 H9 75M 42 75M H10 H10 H 0 1 N N N 38.816 51.861 36.690 6.598 -1.179 -1.766 H10 75M 43 75M H11 H11 H 0 1 N N N 40.879 52.261 34.486 7.246 1.223 -1.537 H11 75M 44 75M H12 H12 H 0 1 N N N 40.423 53.413 35.787 5.781 1.020 -2.530 H12 75M 45 75M H13 H13 H 0 1 N N N 42.628 52.155 36.186 5.860 1.761 0.432 H13 75M 46 75M H14 H14 H 0 1 N N N 41.423 52.000 37.508 5.462 2.857 -0.914 H14 75M 47 75M H15 H15 H 0 1 N N N 42.109 49.859 35.365 3.517 1.443 -1.499 H15 75M 48 75M H16 H16 H 0 1 N N N 42.414 49.755 37.132 3.408 1.995 0.190 H16 75M 49 75M H17 H17 H 0 1 N N N 37.294 51.637 34.843 7.668 -0.412 0.249 H17 75M 50 75M H18 H18 H 0 1 N N N 37.998 53.111 34.830 6.190 -0.121 0.955 H18 75M 51 75M H20 H20 H 0 1 N N N 36.099 47.370 42.455 -3.507 -2.166 1.816 H20 75M 52 75M H21 H21 H 0 1 N N N 37.439 47.330 43.650 -2.959 -0.721 2.700 H21 75M 53 75M H22 H22 H 0 1 N N N 36.614 48.289 45.557 -4.659 -1.962 -0.306 H22 75M 54 75M H23 H23 H 0 1 N N N 35.568 50.209 46.792 -6.078 -0.558 -1.743 H23 75M 55 75M H24 H24 H 0 1 N N N 35.163 52.362 43.046 -4.759 2.923 0.390 H24 75M 56 75M H25 H25 H 0 1 N N N 36.006 50.373 41.820 -3.351 1.500 1.818 H25 75M 57 # 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 75M N24 C20 SING N N 1 75M C21 C20 SING N N 2 75M C21 C22 SING N N 3 75M C19 C20 SING N N 4 75M C19 N18 SING N N 5 75M C17 C16 SING N N 6 75M C23 C22 SING N N 7 75M C23 N18 SING N N 8 75M C16 C15 TRIP N N 9 75M N18 C6 SING N N 10 75M C15 C14 SING N N 11 75M C14 N7 SING N N 12 75M C6 N7 SING Y N 13 75M C6 N5 DOUB Y N 14 75M N7 C3 SING Y N 15 75M N5 C4 SING Y N 16 75M C3 C4 DOUB Y N 17 75M C3 C2 SING N N 18 75M C4 N8 SING N N 19 75M O13 C2 DOUB N N 20 75M C2 N1 SING N N 21 75M N8 C12 SING Y N 22 75M N8 C9 SING Y N 23 75M N1 C9 SING N N 24 75M N1 C25 SING N N 25 75M C12 C11 DOUB Y N 26 75M C9 N10 DOUB Y N 27 75M C31 C30 DOUB Y N 28 75M C31 C26 SING Y N 29 75M C25 C26 SING N N 30 75M C11 N10 SING Y N 31 75M C30 C29 SING Y N 32 75M C26 C27 DOUB Y N 33 75M C29 C28 DOUB Y N 34 75M C29 C32 SING N N 35 75M C27 C28 SING Y N 36 75M C32 N33 TRIP N N 37 75M C11 H1 SING N N 38 75M C12 H2 SING N N 39 75M C14 H3 SING N N 40 75M C14 H4 SING N N 41 75M C17 H5 SING N N 42 75M C17 H6 SING N N 43 75M C17 H7 SING N N 44 75M C19 H8 SING N N 45 75M C19 H9 SING N N 46 75M C20 H10 SING N N 47 75M C21 H11 SING N N 48 75M C21 H12 SING N N 49 75M C22 H13 SING N N 50 75M C22 H14 SING N N 51 75M C23 H15 SING N N 52 75M C23 H16 SING N N 53 75M N24 H17 SING N N 54 75M N24 H18 SING N N 55 75M C25 H20 SING N N 56 75M C25 H21 SING N N 57 75M C27 H22 SING N N 58 75M C28 H23 SING N N 59 75M C30 H24 SING N N 60 75M C31 H25 SING N N 61 # 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 75M SMILES ACDLabs 12.01 "c12n5ccnc5N(C(c1n(c(n2)N3CC(CCC3)N)CC#CC)=O)Cc4ccc(C#N)cc4" 75M InChI InChI 1.03 "InChI=1S/C24H24N8O/c1-2-3-12-30-20-21(28-24(30)29-11-4-5-19(26)16-29)31-13-10-27-23(31)32(22(20)33)15-18-8-6-17(14-25)7-9-18/h6-10,13,19H,4-5,11-12,15-16,26H2,1H3/t19-/m1/s1" 75M InChIKey InChI 1.03 KWDNXNYGKOAJBG-LJQANCHMSA-N 75M SMILES_CANONICAL CACTVS 3.385 "CC#CCn1c(nc2n3ccnc3N(Cc4ccc(cc4)C#N)C(=O)c12)N5CCC[C@@H](N)C5" 75M SMILES CACTVS 3.385 "CC#CCn1c(nc2n3ccnc3N(Cc4ccc(cc4)C#N)C(=O)c12)N5CCC[CH](N)C5" 75M SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "CC#CCn1c2c(nc1N3CCC[C@H](C3)N)-n4ccnc4N(C2=O)Cc5ccc(cc5)C#N" 75M SMILES "OpenEye OEToolkits" 2.0.5 "CC#CCn1c2c(nc1N3CCCC(C3)N)-n4ccnc4N(C2=O)Cc5ccc(cc5)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 75M "SYSTEMATIC NAME" ACDLabs 12.01 "4-({2-[(3R)-3-aminopiperidin-1-yl]-3-(but-2-yn-1-yl)-4-oxo-3,4-dihydro-5H-imidazo[2,1-b]purin-5-yl}methyl)benzonitrile" 75M "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "4-[[2-[(3~{R})-3-azanylpiperidin-1-yl]-3-but-2-ynyl-4-oxidanylidene-imidazo[2,1-b]purin-5-yl]methyl]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 75M "Create component" 2016-08-30 RCSB 75M "Initial release" 2016-10-05 RCSB #