data_MK9 # _chem_comp.id MK9 _chem_comp.name "N-(3-{[3-(2,6-dichloro-3,5-dimethoxyphenyl)-7-{[4-(diethylamino)butyl]amino}-2-oxo-3,4-dihydropyrimido[4,5-d]pyrimidin-1(2H)-yl]methyl}phenyl)prop-2-enamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H39 Cl2 N7 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-02-15 _chem_comp.pdbx_modified_date 2019-01-11 _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 656.603 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MK9 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 5USU _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 MK9 CLR CL1 CL 0 0 N N N -14.986 14.330 8.989 -4.234 -3.211 -1.431 CLR MK9 1 MK9 CAQ C1 C 0 1 Y N N -13.702 13.462 9.647 -4.998 -2.095 -0.342 CAQ MK9 2 MK9 CAO C2 C 0 1 Y N N -11.514 12.573 9.479 -6.965 -1.314 0.796 CAO MK9 3 MK9 CAN C3 C 0 1 Y N N -11.668 12.067 10.742 -6.220 -0.312 1.399 CAN MK9 4 MK9 OAT O1 O 0 1 N N N -10.663 11.326 11.399 -6.820 0.563 2.248 OAT MK9 5 MK9 CBS C4 C 0 1 N N N -9.333 11.645 11.050 -8.221 0.393 2.472 CBS MK9 6 MK9 CAM C5 C 0 1 Y N N -12.830 12.245 11.452 -4.862 -0.204 1.137 CAM MK9 7 MK9 CLU CL2 CL 0 0 N N N -12.872 11.553 12.998 -3.930 1.050 1.893 CLU MK9 8 MK9 CAP C6 C 0 1 Y N N -12.559 13.286 8.953 -6.355 -2.205 -0.074 CAP MK9 9 MK9 OAS O2 O 0 1 N N N -12.559 13.865 7.679 -7.086 -3.187 -0.665 OAS MK9 10 MK9 CBR C7 C 0 1 N N N -11.356 14.564 7.450 -8.478 -3.242 -0.344 CBR MK9 11 MK9 CAL C8 C 0 1 Y N N -13.858 12.959 10.879 -4.250 -1.095 0.266 CAL MK9 12 MK9 NAI N1 N 0 1 N N N -15.128 13.183 11.597 -2.879 -0.986 0.001 NAI MK9 13 MK9 CAJ C9 C 0 1 N N N -14.778 13.985 12.755 -1.898 -1.711 0.828 CAJ MK9 14 MK9 C5 C10 C 0 1 Y N N -16.081 14.324 13.327 -0.444 -1.532 0.466 C5 MK9 15 MK9 C6 C11 C 0 1 Y N N -16.330 15.572 13.806 0.565 -2.155 1.160 C6 MK9 16 MK9 N1 N2 N 0 1 Y N N -17.563 15.838 14.332 1.820 -1.947 0.779 N1 MK9 17 MK9 C2 C12 C 0 1 Y N N -18.475 14.899 14.371 2.096 -1.156 -0.248 C2 MK9 18 MK9 NAV N3 N 0 1 N N N -19.750 15.217 14.920 3.418 -0.966 -0.611 NAV MK9 19 MK9 CAX C13 C 0 1 N N N -20.845 14.264 14.883 4.486 -1.635 0.136 CAX MK9 20 MK9 N3 N4 N 0 1 Y N N -18.229 13.693 13.906 1.146 -0.541 -0.938 N3 MK9 21 MK9 C4 C14 C 0 1 Y N N -17.061 13.386 13.363 -0.130 -0.704 -0.612 C4 MK9 22 MK9 CAH C15 C 0 1 N N N -15.939 12.147 11.839 -2.440 -0.223 -1.016 CAH MK9 23 MK9 OAK O3 O 0 1 N N N -15.884 11.188 11.088 -3.260 0.366 -1.694 OAK MK9 24 MK9 NAG N5 N 0 1 N N N -16.758 12.131 12.899 -1.143 -0.075 -1.315 NAG MK9 25 MK9 CAW C16 C 0 1 N N N -17.906 11.204 12.860 -0.779 0.783 -2.447 CAW MK9 26 MK9 CBG C17 C 0 1 Y N N -18.912 11.565 11.884 -0.582 2.196 -1.962 CBG MK9 27 MK9 CBL C18 C 0 1 Y N N -20.226 11.190 12.072 0.667 2.613 -1.543 CBL MK9 28 MK9 CBH C19 C 0 1 Y N N -18.535 12.261 10.777 -1.648 3.075 -1.944 CBH MK9 29 MK9 CBI C20 C 0 1 Y N N -19.500 12.590 9.853 -1.470 4.375 -1.506 CBI MK9 30 MK9 CBJ C21 C 0 1 Y N N -20.815 12.227 10.034 -0.225 4.798 -1.085 CBJ MK9 31 MK9 CBK C22 C 0 1 Y N N -21.198 11.524 11.148 0.848 3.916 -1.097 CBK MK9 32 MK9 NBM N6 N 0 1 N N N -22.484 11.151 11.301 2.110 4.342 -0.672 NBM MK9 33 MK9 CBN C23 C 0 1 N N N -23.391 11.923 11.908 2.217 5.245 0.323 CBN MK9 34 MK9 OBQ O4 O 0 1 N N N -23.090 13.015 12.351 1.221 5.621 0.912 OBQ MK9 35 MK9 CBO C24 C 0 1 N N N -24.796 11.456 12.043 3.536 5.776 0.696 CBO MK9 36 MK9 CBP C25 C 0 1 N N N -25.759 12.591 12.338 3.642 6.668 1.677 CBP MK9 37 MK9 H1 H1 H 0 1 N N N -10.604 12.416 8.919 -8.022 -1.398 1.000 H1 MK9 38 MK9 H2 H2 H 0 1 N N N -8.641 11.008 11.621 -8.574 1.155 3.167 H2 MK9 39 MK9 H3 H3 H 0 1 N N N -9.185 11.474 9.974 -8.755 0.489 1.527 H3 MK9 40 MK9 H4 H4 H 0 1 N N N -9.136 12.702 11.283 -8.404 -0.596 2.894 H4 MK9 41 MK9 H5 H5 H 0 1 N N N -11.376 15.011 6.445 -8.598 -3.392 0.729 H5 MK9 42 MK9 H6 H6 H 0 1 N N N -11.245 15.359 8.202 -8.955 -2.306 -0.635 H6 MK9 43 MK9 H7 H7 H 0 1 N N N -10.508 13.868 7.524 -8.942 -4.069 -0.882 H7 MK9 44 MK9 H8 H8 H 0 1 N N N -14.172 13.407 13.468 -2.030 -1.394 1.863 H8 MK9 45 MK9 H9 H9 H 0 1 N N N -14.229 14.891 12.457 -2.131 -2.775 0.773 H9 MK9 46 MK9 H10 H10 H 0 1 N N N -15.569 16.337 13.771 0.343 -2.799 1.998 H10 MK9 47 MK9 H11 H11 H 0 1 N N N -19.597 15.435 15.884 3.637 -0.391 -1.361 H11 MK9 48 MK9 H12 H12 H 0 1 N N N -21.150 13.827 15.845 4.452 -1.320 1.179 H12 MK9 49 MK9 H13 H13 H 0 1 N N N -21.739 14.562 14.316 4.349 -2.715 0.077 H13 MK9 50 MK9 H15 H15 H 0 1 N N N -18.376 11.191 13.855 0.145 0.419 -2.895 H15 MK9 51 MK9 H16 H16 H 0 1 N N N -17.532 10.198 12.618 -1.577 0.761 -3.189 H16 MK9 52 MK9 H17 H17 H 0 1 N N N -20.499 10.628 12.953 1.500 1.927 -1.562 H17 MK9 53 MK9 H18 H18 H 0 1 N N N -17.505 12.548 10.628 -2.623 2.746 -2.272 H18 MK9 54 MK9 H19 H19 H 0 1 N N N -19.220 13.144 8.969 -2.305 5.060 -1.497 H19 MK9 55 MK9 H20 H20 H 0 1 N N N -21.552 12.498 9.292 -0.086 5.813 -0.743 H20 MK9 56 MK9 H21 H21 H 0 1 N N N -22.771 10.261 10.946 2.909 3.987 -1.092 H21 MK9 57 MK9 H22 H22 H 0 1 N N N -25.098 10.424 11.942 4.420 5.442 0.172 H22 MK9 58 MK9 H24 H24 H 0 1 N N N -26.813 12.387 12.460 4.611 7.057 1.951 H24 MK9 59 MK9 H25 H25 H 0 1 N N N -25.391 13.602 12.426 2.758 7.001 2.200 H25 MK9 60 MK9 CAY CAY C 0 1 N N N ? ? ? 5.842 -1.260 -0.467 CAY MK9 61 MK9 CAZ CAZ C 0 1 N N N ? ? ? 6.957 -1.958 0.313 CAZ MK9 62 MK9 C7 C28 C 0 1 N N N ? ? ? 8.313 -1.582 -0.289 C7 MK9 63 MK9 N2 N7 N 0 1 N N N ? ? ? 9.384 -2.253 0.460 N2 MK9 64 MK9 C9 C29 C 0 1 N N N ? ? ? 10.675 -2.110 -0.226 C9 MK9 65 MK9 C8 C30 C 0 1 N N N ? ? ? 9.461 -1.746 1.837 C8 MK9 66 MK9 C10 C31 C 0 1 N N N ? ? ? 10.345 -2.673 2.673 C10 MK9 67 MK9 C11 C32 C 0 1 N N N ? ? ? 10.689 -2.994 -1.475 C11 MK9 68 MK9 H14 H14 H 0 1 N N N ? ? ? 5.876 -1.574 -1.510 H14 MK9 69 MK9 H23 H23 H 0 1 N N N ? ? ? 5.978 -0.180 -0.408 H23 MK9 70 MK9 H26 H26 H 0 1 N N N ? ? ? 6.923 -1.643 1.357 H26 MK9 71 MK9 H27 H27 H 0 1 N N N ? ? ? 6.820 -3.038 0.255 H27 MK9 72 MK9 H28 H28 H 0 1 N N N ? ? ? 8.347 -1.897 -1.332 H28 MK9 73 MK9 H29 H29 H 0 1 N N N ? ? ? 8.450 -0.502 -0.231 H29 MK9 74 MK9 H30 H30 H 0 1 N N N ? ? ? 10.819 -1.069 -0.516 H30 MK9 75 MK9 H31 H31 H 0 1 N N N ? ? ? 11.479 -2.415 0.444 H31 MK9 76 MK9 H32 H32 H 0 1 N N N ? ? ? 9.888 -0.743 1.832 H32 MK9 77 MK9 H33 H33 H 0 1 N N N ? ? ? 8.460 -1.712 2.268 H33 MK9 78 MK9 H34 H34 H 0 1 N N N ? ? ? 10.316 -2.359 3.717 H34 MK9 79 MK9 H35 H35 H 0 1 N N N ? ? ? 9.979 -3.696 2.591 H35 MK9 80 MK9 H36 H36 H 0 1 N N N ? ? ? 11.371 -2.624 2.308 H36 MK9 81 MK9 H37 H37 H 0 1 N N N ? ? ? 10.433 -4.017 -1.199 H37 MK9 82 MK9 H38 H38 H 0 1 N N N ? ? ? 9.962 -2.618 -2.194 H38 MK9 83 MK9 H39 H39 H 0 1 N N N ? ? ? 11.684 -2.977 -1.921 H39 MK9 84 # 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 MK9 CBR OAS SING N N 1 MK9 OAS CAP SING N N 2 MK9 CAP CAO DOUB Y N 3 MK9 CAP CAQ SING Y N 4 MK9 CLR CAQ SING N N 5 MK9 CAO CAN SING Y N 6 MK9 CAQ CAL DOUB Y N 7 MK9 CBI CBJ DOUB Y N 8 MK9 CBI CBH SING Y N 9 MK9 CBJ CBK SING Y N 10 MK9 CAN OAT SING N N 11 MK9 CAN CAM DOUB Y N 12 MK9 CBH CBG DOUB Y N 13 MK9 CAL CAM SING Y N 14 MK9 CAL NAI SING N N 15 MK9 CBS OAT SING N N 16 MK9 OAK CAH DOUB N N 17 MK9 CBK NBM SING N N 18 MK9 CBK CBL DOUB Y N 19 MK9 NBM CBN SING N N 20 MK9 CAM CLU SING N N 21 MK9 NAI CAH SING N N 22 MK9 NAI CAJ SING N N 23 MK9 CAH NAG SING N N 24 MK9 CBG CBL SING Y N 25 MK9 CBG CAW SING N N 26 MK9 CBN CBO SING N N 27 MK9 CBN OBQ DOUB N N 28 MK9 CBO CBP DOUB N N 29 MK9 CAJ C5 SING N N 30 MK9 CAW NAG SING N N 31 MK9 NAG C4 SING N N 32 MK9 C5 C4 DOUB Y N 33 MK9 C5 C6 SING Y N 34 MK9 C4 N3 SING Y N 35 MK9 C6 N1 DOUB Y N 36 MK9 N3 C2 DOUB Y N 37 MK9 N1 C2 SING Y N 38 MK9 C2 NAV SING N N 39 MK9 CAX NAV SING N N 40 MK9 CAO H1 SING N N 41 MK9 CBS H2 SING N N 42 MK9 CBS H3 SING N N 43 MK9 CBS H4 SING N N 44 MK9 CBR H5 SING N N 45 MK9 CBR H6 SING N N 46 MK9 CBR H7 SING N N 47 MK9 CAJ H8 SING N N 48 MK9 CAJ H9 SING N N 49 MK9 C6 H10 SING N N 50 MK9 NAV H11 SING N N 51 MK9 CAX H12 SING N N 52 MK9 CAX H13 SING N N 53 MK9 CAW H15 SING N N 54 MK9 CAW H16 SING N N 55 MK9 CBL H17 SING N N 56 MK9 CBH H18 SING N N 57 MK9 CBI H19 SING N N 58 MK9 CBJ H20 SING N N 59 MK9 NBM H21 SING N N 60 MK9 CBO H22 SING N N 61 MK9 CBP H24 SING N N 62 MK9 CBP H25 SING N N 63 MK9 CAX CAY SING N N 64 MK9 CAY CAZ SING N N 65 MK9 CAZ C7 SING N N 66 MK9 C7 N2 SING N N 67 MK9 N2 C9 SING N N 68 MK9 N2 C8 SING N N 69 MK9 C8 C10 SING N N 70 MK9 C9 C11 SING N N 71 MK9 CAY H14 SING N N 72 MK9 CAY H23 SING N N 73 MK9 CAZ H26 SING N N 74 MK9 CAZ H27 SING N N 75 MK9 C7 H28 SING N N 76 MK9 C7 H29 SING N N 77 MK9 C9 H30 SING N N 78 MK9 C9 H31 SING N N 79 MK9 C8 H32 SING N N 80 MK9 C8 H33 SING N N 81 MK9 C10 H34 SING N N 82 MK9 C10 H35 SING N N 83 MK9 C10 H36 SING N N 84 MK9 C11 H37 SING N N 85 MK9 C11 H38 SING N N 86 MK9 C11 H39 SING N N 87 # 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 MK9 SMILES ACDLabs 12.01 "Clc1c(c(c(cc1OC)OC)Cl)N2C(N(c3c(C2)cnc(NCCCCN(CC)CC)n3)Cc4cc(ccc4)NC(\C=C)=O)=O" MK9 InChI InChI 1.03 "InChI=1S/C32H39Cl2N7O4/c1-6-26(42)37-23-13-11-12-21(16-23)19-41-30-22(18-36-31(38-30)35-14-9-10-15-39(7-2)8-3)20-40(32(41)43)29-27(33)24(44-4)17-25(45-5)28(29)34/h6,11-13,16-18H,1,7-10,14-15,19-20H2,2-5H3,(H,37,42)(H,35,36,38)" MK9 InChIKey InChI 1.03 DNVFTXQYIYFQBW-UHFFFAOYSA-N MK9 SMILES_CANONICAL CACTVS 3.385 "CCN(CC)CCCCNc1ncc2CN(C(=O)N(Cc3cccc(NC(=O)C=C)c3)c2n1)c4c(Cl)c(OC)cc(OC)c4Cl" MK9 SMILES CACTVS 3.385 "CCN(CC)CCCCNc1ncc2CN(C(=O)N(Cc3cccc(NC(=O)C=C)c3)c2n1)c4c(Cl)c(OC)cc(OC)c4Cl" MK9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCN(CC)CCCCNc1ncc2c(n1)N(C(=O)N(C2)c3c(c(cc(c3Cl)OC)OC)Cl)Cc4cccc(c4)NC(=O)C=C" MK9 SMILES "OpenEye OEToolkits" 2.0.6 "CCN(CC)CCCCNc1ncc2c(n1)N(C(=O)N(C2)c3c(c(cc(c3Cl)OC)OC)Cl)Cc4cccc(c4)NC(=O)C=C" # 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 MK9 "SYSTEMATIC NAME" ACDLabs 12.01 "N-(3-{[3-(2,6-dichloro-3,5-dimethoxyphenyl)-7-{[4-(diethylamino)butyl]amino}-2-oxo-3,4-dihydropyrimido[4,5-d]pyrimidin-1(2H)-yl]methyl}phenyl)prop-2-enamide" MK9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[3-[[3-[2,6-bis(chloranyl)-3,5-dimethoxy-phenyl]-7-[4-(diethylamino)butylamino]-2-oxidanylidene-4~{H}-pyrimido[4,5-d]pyrimidin-1-yl]methyl]phenyl]prop-2-enamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site MK9 "Create component" 2017-02-15 RCSB MK9 "Modify formula" 2017-02-15 RCSB MK9 "Initial release" 2019-01-16 RCSB #