data_K9M # _chem_comp.id K9M _chem_comp.name "1-{4-[7-(naphthalen-1-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-yl]piperazin-1-yl}propan-1-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H27 N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-11-14 _chem_comp.pdbx_modified_date 2018-12-07 _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 401.504 _chem_comp.one_letter_code ? _chem_comp.three_letter_code K9M _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 6N2J _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 K9M C18 C1 C 0 1 Y N N 18.872 3.873 -25.510 -4.356 1.093 -1.518 C18 K9M 1 K9M N5 N1 N 0 1 Y N N 25.100 4.723 -22.117 1.837 2.091 1.393 N5 K9M 2 K9M C13 C2 C 0 1 N N N 27.118 0.935 -22.679 4.408 0.189 -1.556 C13 K9M 3 K9M C12 C3 C 0 1 N N N 26.683 2.393 -22.521 3.450 1.127 -0.815 C12 K9M 4 K9M C17 C4 C 0 1 Y N N 19.108 3.824 -24.121 -3.846 0.246 -0.556 C17 K9M 5 K9M C16 C5 C 0 1 N N N 24.558 1.244 -21.688 3.191 -0.449 1.009 C16 K9M 6 K9M C15 C6 C 0 1 N N N 25.449 0.478 -20.759 4.139 -1.452 0.343 C15 K9M 7 K9M N3 N2 N 0 1 Y N N 23.086 5.914 -22.602 -0.370 2.707 1.618 N3 K9M 8 K9M C10 C7 C 0 1 N N N 21.032 4.992 -23.457 -2.232 1.645 0.442 C10 K9M 9 K9M C8 C8 C 0 1 N N N 21.301 2.718 -24.303 -1.615 0.114 -1.318 C8 K9M 10 K9M C22 C9 C 0 1 Y N N 18.007 3.925 -23.234 -4.689 -0.719 0.035 C22 K9M 11 K9M C7 C10 C 0 1 N N N 22.423 2.263 -23.354 -0.200 -0.131 -0.788 C7 K9M 12 K9M C6 C11 C 0 1 Y N N 24.499 3.557 -22.460 1.518 1.134 0.528 C6 K9M 13 K9M C1 C12 C 0 1 Y N N 23.135 3.543 -22.903 0.174 0.951 0.187 C1 K9M 14 K9M C4 C13 C 0 1 Y N N 24.366 5.844 -22.218 0.903 2.856 1.921 C4 K9M 15 K9M C19 C14 C 0 1 Y N N 17.561 3.987 -26.049 -5.690 1.008 -1.905 C19 K9M 16 K9M C20 C15 C 0 1 Y N N 16.472 4.097 -25.180 -6.527 0.090 -1.347 C20 K9M 17 K9M C21 C16 C 0 1 Y N N 16.684 4.048 -23.781 -6.044 -0.799 -0.372 C21 K9M 18 K9M C2 C17 C 0 1 Y N N 22.463 4.800 -23.000 -0.767 1.773 0.760 C2 K9M 19 K9M N9 N3 N 0 1 N N N 20.412 3.718 -23.624 -2.510 0.342 -0.172 N9 K9M 20 K9M N11 N4 N 0 1 N N N 25.240 2.394 -22.328 2.500 0.330 -0.027 N11 K9M 21 K9M N14 N5 N 0 1 N N N 26.747 0.167 -21.448 5.022 -0.720 -0.577 N14 K9M 22 K9M C23 C18 C 0 1 Y N N 15.582 4.131 -22.897 -6.885 -1.757 0.221 C23 K9M 23 K9M C24 C19 C 0 1 Y N N 15.812 4.105 -21.491 -6.385 -2.602 1.163 C24 K9M 24 K9M C25 C20 C 0 1 Y N N 17.115 4.006 -20.923 -5.048 -2.533 1.551 C25 K9M 25 K9M C26 C21 C 0 1 Y N N 18.216 3.897 -21.819 -4.211 -1.601 1.017 C26 K9M 26 K9M C27 C22 C 0 1 N N N 27.534 -0.754 -20.804 6.360 -0.878 -0.524 C27 K9M 27 K9M C28 C23 C 0 1 N N N 28.958 -1.089 -21.364 6.968 -1.814 0.488 C28 K9M 28 K9M O29 O1 O 0 1 N N N 27.049 -1.285 -19.777 7.074 -0.266 -1.290 O29 K9M 29 K9M C30 C24 C 0 1 N N N 30.092 -0.589 -20.404 8.491 -1.809 0.337 C30 K9M 30 K9M H1 H1 H 0 1 N N N 19.713 3.822 -26.186 -3.714 1.833 -1.972 H1 K9M 31 K9M H2 H2 H 0 1 N N N 26.614 0.495 -23.552 3.855 -0.390 -2.296 H2 K9M 32 K9M H3 H3 H 0 1 N N N 28.208 0.891 -22.824 5.184 0.774 -2.050 H3 K9M 33 K9M H4 H4 H 0 1 N N N 27.180 2.842 -21.648 4.018 1.777 -0.151 H4 K9M 34 K9M H5 H5 H 0 1 N N N 26.943 2.964 -23.425 2.903 1.734 -1.538 H5 K9M 35 K9M H6 H6 H 0 1 N N N 23.697 1.621 -21.117 2.457 -0.986 1.610 H6 K9M 36 K9M H7 H7 H 0 1 N N N 24.205 0.563 -22.476 3.763 0.223 1.649 H7 K9M 37 K9M H8 H8 H 0 1 N N N 25.647 1.081 -19.861 4.737 -1.952 1.105 H8 K9M 38 K9M H9 H9 H 0 1 N N N 24.955 -0.461 -20.469 3.559 -2.191 -0.211 H9 K9M 39 K9M H10 H10 H 0 1 N N N 21.022 5.533 -24.415 -2.810 1.740 1.361 H10 K9M 40 K9M H11 H11 H 0 1 N N N 20.481 5.572 -22.702 -2.522 2.436 -0.250 H11 K9M 41 K9M H12 H12 H 0 1 N N N 20.702 1.845 -24.601 -1.617 0.991 -1.964 H12 K9M 42 K9M H13 H13 H 0 1 N N N 21.747 3.178 -25.197 -1.952 -0.758 -1.878 H13 K9M 43 K9M H14 H14 H 0 1 N N N 22.000 1.734 -22.487 -0.163 -1.099 -0.288 H14 K9M 44 K9M H15 H15 H 0 1 N N N 23.125 1.600 -23.881 0.504 -0.128 -1.620 H15 K9M 45 K9M H16 H16 H 0 1 N N N 24.854 6.774 -21.966 1.189 3.625 2.622 H16 K9M 46 K9M H17 H17 H 0 1 N N N 17.409 3.989 -27.118 -6.068 1.682 -2.659 H17 K9M 47 K9M H18 H18 H 0 1 N N N 15.474 4.219 -25.574 -7.560 0.040 -1.660 H18 K9M 48 K9M H19 H19 H 0 1 N N N 14.577 4.213 -23.284 -7.924 -1.821 -0.069 H19 K9M 49 K9M H20 H20 H 0 1 N N N 14.962 4.163 -20.827 -7.033 -3.337 1.617 H20 K9M 50 K9M H21 H21 H 0 1 N N N 17.262 4.013 -19.853 -4.676 -3.215 2.301 H21 K9M 51 K9M H22 H22 H 0 1 N N N 19.217 3.792 -21.427 -3.181 -1.551 1.335 H22 K9M 52 K9M H23 H23 H 0 1 N N N 29.047 -2.179 -21.483 6.702 -1.487 1.493 H23 K9M 53 K9M H24 H24 H 0 1 N N N 29.079 -0.602 -22.343 6.590 -2.823 0.323 H24 K9M 54 K9M H25 H25 H 0 1 N N N 31.073 -0.843 -20.832 8.757 -2.137 -0.668 H25 K9M 55 K9M H26 H26 H 0 1 N N N 30.016 0.502 -20.283 8.869 -0.800 0.502 H26 K9M 56 K9M H27 H27 H 0 1 N N N 29.983 -1.075 -19.423 8.931 -2.486 1.069 H27 K9M 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 K9M C19 C18 DOUB Y N 1 K9M C19 C20 SING Y N 2 K9M C18 C17 SING Y N 3 K9M C20 C21 DOUB Y N 4 K9M C8 N9 SING N N 5 K9M C8 C7 SING N N 6 K9M C17 N9 SING N N 7 K9M C17 C22 DOUB Y N 8 K9M C21 C22 SING Y N 9 K9M C21 C23 SING Y N 10 K9M N9 C10 SING N N 11 K9M C10 C2 SING N N 12 K9M C7 C1 SING N N 13 K9M C22 C26 SING Y N 14 K9M C2 C1 DOUB Y N 15 K9M C2 N3 SING Y N 16 K9M C1 C6 SING Y N 17 K9M C23 C24 DOUB Y N 18 K9M C13 C12 SING N N 19 K9M C13 N14 SING N N 20 K9M N3 C4 DOUB Y N 21 K9M C12 N11 SING N N 22 K9M C6 N11 SING N N 23 K9M C6 N5 DOUB Y N 24 K9M N11 C16 SING N N 25 K9M C4 N5 SING Y N 26 K9M C26 C25 DOUB Y N 27 K9M C16 C15 SING N N 28 K9M C24 C25 SING Y N 29 K9M N14 C27 SING N N 30 K9M N14 C15 SING N N 31 K9M C28 C27 SING N N 32 K9M C28 C30 SING N N 33 K9M C27 O29 DOUB N N 34 K9M C18 H1 SING N N 35 K9M C13 H2 SING N N 36 K9M C13 H3 SING N N 37 K9M C12 H4 SING N N 38 K9M C12 H5 SING N N 39 K9M C16 H6 SING N N 40 K9M C16 H7 SING N N 41 K9M C15 H8 SING N N 42 K9M C15 H9 SING N N 43 K9M C10 H10 SING N N 44 K9M C10 H11 SING N N 45 K9M C8 H12 SING N N 46 K9M C8 H13 SING N N 47 K9M C7 H14 SING N N 48 K9M C7 H15 SING N N 49 K9M C4 H16 SING N N 50 K9M C19 H17 SING N N 51 K9M C20 H18 SING N N 52 K9M C23 H19 SING N N 53 K9M C24 H20 SING N N 54 K9M C25 H21 SING N N 55 K9M C26 H22 SING N N 56 K9M C28 H23 SING N N 57 K9M C28 H24 SING N N 58 K9M C30 H25 SING N N 59 K9M C30 H26 SING N N 60 K9M C30 H27 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 K9M SMILES ACDLabs 12.01 "c5c(N2Cc3ncnc(N1CCN(CC1)C(=O)CC)c3CC2)c4ccccc4cc5" K9M InChI InChI 1.03 "InChI=1S/C24H27N5O/c1-2-23(30)27-12-14-28(15-13-27)24-20-10-11-29(16-21(20)25-17-26-24)22-9-5-7-18-6-3-4-8-19(18)22/h3-9,17H,2,10-16H2,1H3" K9M InChIKey InChI 1.03 XUTSLHHFLGGLJU-UHFFFAOYSA-N K9M SMILES_CANONICAL CACTVS 3.385 "CCC(=O)N1CCN(CC1)c2ncnc3CN(CCc23)c4cccc5ccccc45" K9M SMILES CACTVS 3.385 "CCC(=O)N1CCN(CC1)c2ncnc3CN(CCc23)c4cccc5ccccc45" K9M SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCC(=O)N1CCN(CC1)c2c3c(ncn2)CN(CC3)c4cccc5c4cccc5" K9M SMILES "OpenEye OEToolkits" 2.0.6 "CCC(=O)N1CCN(CC1)c2c3c(ncn2)CN(CC3)c4cccc5c4cccc5" # 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 K9M "SYSTEMATIC NAME" ACDLabs 12.01 "1-{4-[7-(naphthalen-1-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-yl]piperazin-1-yl}propan-1-one" K9M "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "1-[4-(7-naphthalen-1-yl-6,8-dihydro-5~{H}-pyrido[3,4-d]pyrimidin-4-yl)piperazin-1-yl]propan-1-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site K9M "Create component" 2018-11-14 RCSB K9M "Initial release" 2018-12-12 RCSB #