data_9QD # _chem_comp.id 9QD _chem_comp.name "N-[3-({4-hydroxy-1-[(3R)-3-phenylbutanoyl]piperidin-4-yl}methyl)-4-oxo-3,4-dihydroquinazolin-7-yl]-3-(4-methylpiperazin-1-yl)propanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H42 N6 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-05-24 _chem_comp.pdbx_modified_date 2017-12-15 _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 574.714 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9QD _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 5VS6 _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 9QD N1 N1 N 0 1 N N N 86.323 -53.959 148.646 5.134 0.026 0.700 N1 9QD 1 9QD N3 N2 N 0 1 N N N 96.452 -52.972 151.463 -5.273 -1.039 1.121 N3 9QD 2 9QD C4 C1 C 0 1 N N N 85.877 -54.085 150.032 3.765 0.339 1.133 C4 9QD 3 9QD C5 C2 C 0 1 N N N 85.456 -54.144 147.638 6.108 0.954 0.779 C5 9QD 4 9QD C6 C3 C 0 1 N N N 85.964 -54.270 146.208 7.507 0.618 0.330 C6 9QD 5 9QD C7 C4 C 0 1 N N R 85.574 -55.644 145.637 8.411 1.837 0.524 C7 9QD 6 9QD C8 C5 C 0 1 N N N 85.921 -55.831 144.159 8.530 2.152 2.016 C8 9QD 7 9QD C10 C6 C 0 1 Y N N 85.582 -57.435 147.340 10.521 0.491 0.468 C10 9QD 8 9QD C13 C7 C 0 1 Y N N 88.323 -57.835 146.979 11.549 2.060 -1.564 C13 9QD 9 9QD C15 C8 C 0 1 N N N 87.711 -53.557 148.441 5.422 -1.319 0.184 C15 9QD 10 9QD C17 C9 C 0 1 N N N 90.734 -54.230 152.551 0.120 -0.279 -1.322 C17 9QD 11 9QD C20 C10 C 0 1 Y N N 95.243 -53.545 151.257 -3.982 -1.392 0.725 C20 9QD 12 9QD C21 C11 C 0 1 N N N 96.652 -52.020 152.372 -6.006 -0.204 0.359 C21 9QD 13 9QD C22 C12 C 0 1 N N N 97.940 -52.090 153.153 -7.435 0.097 0.732 C22 9QD 14 9QD C24 C13 C 0 1 N N N 101.096 -52.653 152.614 -9.965 2.457 -0.740 C24 9QD 15 9QD C26 C14 C 0 1 N N N 104.394 -51.686 154.119 -13.620 1.878 -0.038 C26 9QD 16 9QD C28 C15 C 0 1 N N N 101.086 -50.280 153.060 -10.269 0.158 -0.050 C28 9QD 17 9QD N N3 N 0 1 N N N 90.463 -55.052 151.517 0.653 -1.510 -1.102 N 9QD 18 9QD C C16 C 0 1 N N N 91.449 -55.384 150.562 -0.064 -2.470 -0.474 C 9QD 19 9QD O O1 O 0 1 N N N 91.219 -56.156 149.600 0.402 -3.576 -0.271 O 9QD 20 9QD C1 C17 C 0 1 N N N 89.124 -55.609 151.409 2.017 -1.800 -1.550 C1 9QD 21 9QD C11 C18 C 0 1 Y N N 86.260 -58.413 148.079 11.775 0.221 -0.047 C11 9QD 22 9QD C12 C19 C 0 1 Y N N 87.625 -58.617 147.899 12.289 1.005 -1.062 C12 9QD 23 9QD C14 C20 C 0 1 Y N N 87.649 -56.866 146.228 10.290 2.322 -1.057 C14 9QD 24 9QD C16 C21 C 0 1 N N N 88.610 -54.494 149.243 4.436 -1.636 -0.945 C16 9QD 25 9QD C18 C22 C 0 1 Y N N 92.968 -53.884 151.917 -1.897 -0.820 -0.317 C18 9QD 26 9QD C19 C23 C 0 1 Y N N 94.198 -53.292 152.137 -3.186 -0.464 0.076 C19 9QD 27 9QD C2 C24 C 0 1 N N N 88.217 -54.614 150.709 3.005 -1.451 -0.435 C2 9QD 28 9QD C23 C25 C 0 1 N N N 99.050 -51.382 152.384 -8.036 1.064 -0.290 C23 9QD 29 9QD C25 C26 C 0 1 N N N 102.379 -52.813 153.421 -11.387 2.784 -0.278 C25 9QD 30 9QD C27 C27 C 0 1 N N N 102.344 -50.454 153.901 -11.691 0.485 0.413 C27 9QD 31 9QD C29 C28 C 0 1 Y N N 95.072 -54.395 150.160 -3.507 -2.678 0.987 C29 9QD 32 9QD C3 C29 C 0 1 N N N 86.774 -55.084 150.760 2.799 0.009 -0.009 C3 9QD 33 9QD C30 C30 C 0 1 Y N N 93.850 -55.012 149.887 -2.247 -3.044 0.609 C30 9QD 34 9QD C31 C31 C 0 1 Y N N 92.785 -54.779 150.746 -1.426 -2.126 -0.046 C31 9QD 35 9QD C9 C32 C 0 1 Y N N 86.282 -56.676 146.412 9.778 1.542 -0.037 C9 9QD 36 9QD N2 N4 N 0 1 N N N 91.934 -53.666 152.754 -1.080 0.054 -0.956 N2 9QD 37 9QD N4 N5 N 0 1 N N N 100.307 -51.525 153.139 -9.429 1.357 0.073 N4 9QD 38 9QD N5 N6 N 0 1 N N N 103.145 -51.561 153.353 -12.227 1.585 -0.401 N5 9QD 39 9QD O1 O2 O 0 1 N N N 88.340 -53.361 151.384 2.784 -2.313 0.683 O1 9QD 40 9QD O2 O3 O 0 1 N N N 84.265 -54.218 147.856 5.859 2.059 1.211 O2 9QD 41 9QD O3 O4 O 0 1 N N N 95.880 -51.098 152.569 -5.517 0.305 -0.627 O3 9QD 42 9QD H1 H1 H 0 1 N N N 97.227 -53.276 150.909 -5.642 -1.394 1.945 H1 9QD 43 9QD H2 H2 H 0 1 N N N 85.939 -53.105 150.529 3.513 -0.260 2.009 H2 9QD 44 9QD H3 H3 H 0 1 N N N 84.837 -54.442 150.053 3.693 1.398 1.379 H3 9QD 45 9QD H4 H4 H 0 1 N N N 87.059 -54.168 146.199 7.888 -0.215 0.921 H4 9QD 46 9QD H5 H5 H 0 1 N N N 85.517 -53.477 145.590 7.494 0.339 -0.724 H5 9QD 47 9QD H6 H6 H 0 1 N N N 84.489 -55.777 145.761 7.982 2.694 0.004 H6 9QD 48 9QD H7 H7 H 0 1 N N N 85.610 -56.835 143.833 8.958 1.295 2.536 H7 9QD 49 9QD H8 H8 H 0 1 N N N 85.396 -55.072 143.560 9.174 3.020 2.154 H8 9QD 50 9QD H9 H9 H 0 1 N N N 87.007 -55.721 144.021 7.541 2.365 2.422 H9 9QD 51 9QD H10 H10 H 0 1 N N N 84.525 -57.273 147.491 10.120 -0.121 1.261 H10 9QD 52 9QD H11 H11 H 0 1 N N N 89.385 -57.978 146.846 11.951 2.672 -2.357 H11 9QD 53 9QD H12 H12 H 0 1 N N N 87.963 -53.625 147.372 6.441 -1.353 -0.200 H12 9QD 54 9QD H13 H13 H 0 1 N N N 87.852 -52.522 148.786 5.307 -2.050 0.985 H13 9QD 55 9QD H14 H14 H 0 1 N N N 89.942 -54.014 153.253 0.727 0.460 -1.824 H14 9QD 56 9QD H15 H15 H 0 1 N N N 97.802 -51.601 154.129 -8.012 -0.828 0.739 H15 9QD 57 9QD H16 H16 H 0 1 N N N 98.217 -53.143 153.307 -7.465 0.551 1.722 H16 9QD 58 9QD H17 H17 H 0 1 N N N 100.503 -53.577 152.686 -9.983 2.159 -1.789 H17 9QD 59 9QD H18 H18 H 0 1 N N N 101.350 -52.461 151.561 -9.333 3.338 -0.623 H18 9QD 60 9QD H19 H19 H 0 1 N N N 104.957 -50.743 154.060 -14.014 2.649 -0.700 H19 9QD 61 9QD H20 H20 H 0 1 N N N 104.159 -51.907 155.171 -14.220 0.973 -0.137 H20 9QD 62 9QD H21 H21 H 0 1 N N N 105.001 -52.502 153.700 -13.660 2.229 0.994 H21 9QD 63 9QD H22 H22 H 0 1 N N N 101.362 -50.078 152.014 -9.859 -0.638 0.572 H22 9QD 64 9QD H23 H23 H 0 1 N N N 100.490 -49.442 153.450 -10.290 -0.167 -1.090 H23 9QD 65 9QD H24 H24 H 0 1 N N N 88.732 -55.818 152.415 2.103 -2.859 -1.793 H24 9QD 66 9QD H25 H25 H 0 1 N N N 89.161 -56.543 150.829 2.244 -1.205 -2.435 H25 9QD 67 9QD H26 H26 H 0 1 N N N 85.719 -59.014 148.795 12.354 -0.603 0.345 H26 9QD 68 9QD H27 H27 H 0 1 N N N 88.141 -59.376 148.468 13.270 0.795 -1.464 H27 9QD 69 9QD H28 H28 H 0 1 N N N 88.187 -56.267 145.508 9.710 3.143 -1.452 H28 9QD 70 9QD H29 H29 H 0 1 N N N 88.563 -55.494 148.788 4.614 -0.961 -1.783 H29 9QD 71 9QD H30 H30 H 0 1 N N N 89.641 -54.115 149.190 4.576 -2.667 -1.272 H30 9QD 72 9QD H31 H31 H 0 1 N N N 94.345 -52.639 152.985 -3.561 0.529 -0.124 H31 9QD 73 9QD H32 H32 H 0 1 N N N 98.803 -50.316 152.273 -7.460 1.989 -0.298 H32 9QD 74 9QD H33 H33 H 0 1 N N N 99.161 -51.838 151.389 -8.007 0.610 -1.281 H33 9QD 75 9QD H34 H34 H 0 1 N N N 102.130 -53.037 154.469 -11.366 3.109 0.762 H34 9QD 76 9QD H35 H35 H 0 1 N N N 102.978 -53.635 153.003 -11.797 3.581 -0.899 H35 9QD 77 9QD H36 H36 H 0 1 N N N 102.934 -49.526 153.876 -12.323 -0.396 0.295 H36 9QD 78 9QD H37 H37 H 0 1 N N N 102.063 -50.682 154.940 -11.673 0.782 1.461 H37 9QD 79 9QD H38 H38 H 0 1 N N N 95.910 -54.580 149.505 -4.141 -3.390 1.494 H38 9QD 80 9QD H39 H39 H 0 1 N N N 86.453 -55.165 151.809 1.773 0.146 0.332 H39 9QD 81 9QD H40 H40 H 0 1 N N N 86.693 -56.068 150.275 2.994 0.672 -0.853 H40 9QD 82 9QD H41 H41 H 0 1 N N N 93.736 -55.656 149.027 -1.887 -4.041 0.816 H41 9QD 83 9QD H44 H44 H 0 1 N N N 88.089 -53.465 152.294 1.895 -2.249 1.059 H44 9QD 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 9QD C8 C7 SING N N 1 9QD C7 C6 SING N N 2 9QD C7 C9 SING N N 3 9QD C6 C5 SING N N 4 9QD C14 C9 DOUB Y N 5 9QD C14 C13 SING Y N 6 9QD C9 C10 SING Y N 7 9QD C13 C12 DOUB Y N 8 9QD C10 C11 DOUB Y N 9 9QD C5 O2 DOUB N N 10 9QD C5 N1 SING N N 11 9QD C12 C11 SING Y N 12 9QD C15 N1 SING N N 13 9QD C15 C16 SING N N 14 9QD N1 C4 SING N N 15 9QD C16 C2 SING N N 16 9QD O C DOUB N N 17 9QD C30 C29 DOUB Y N 18 9QD C30 C31 SING Y N 19 9QD C4 C3 SING N N 20 9QD C29 C20 SING Y N 21 9QD C C31 SING N N 22 9QD C N SING N N 23 9QD C2 C3 SING N N 24 9QD C2 O1 SING N N 25 9QD C2 C1 SING N N 26 9QD C31 C18 DOUB Y N 27 9QD C20 N3 SING N N 28 9QD C20 C19 DOUB Y N 29 9QD C1 N SING N N 30 9QD N3 C21 SING N N 31 9QD N C17 SING N N 32 9QD C18 C19 SING Y N 33 9QD C18 N2 SING N N 34 9QD C21 O3 DOUB N N 35 9QD C21 C22 SING N N 36 9QD C23 N4 SING N N 37 9QD C23 C22 SING N N 38 9QD C17 N2 DOUB N N 39 9QD C24 N4 SING N N 40 9QD C24 C25 SING N N 41 9QD C28 N4 SING N N 42 9QD C28 C27 SING N N 43 9QD N5 C25 SING N N 44 9QD N5 C27 SING N N 45 9QD N5 C26 SING N N 46 9QD N3 H1 SING N N 47 9QD C4 H2 SING N N 48 9QD C4 H3 SING N N 49 9QD C6 H4 SING N N 50 9QD C6 H5 SING N N 51 9QD C7 H6 SING N N 52 9QD C8 H7 SING N N 53 9QD C8 H8 SING N N 54 9QD C8 H9 SING N N 55 9QD C10 H10 SING N N 56 9QD C13 H11 SING N N 57 9QD C15 H12 SING N N 58 9QD C15 H13 SING N N 59 9QD C17 H14 SING N N 60 9QD C22 H15 SING N N 61 9QD C22 H16 SING N N 62 9QD C24 H17 SING N N 63 9QD C24 H18 SING N N 64 9QD C26 H19 SING N N 65 9QD C26 H20 SING N N 66 9QD C26 H21 SING N N 67 9QD C28 H22 SING N N 68 9QD C28 H23 SING N N 69 9QD C1 H24 SING N N 70 9QD C1 H25 SING N N 71 9QD C11 H26 SING N N 72 9QD C12 H27 SING N N 73 9QD C14 H28 SING N N 74 9QD C16 H29 SING N N 75 9QD C16 H30 SING N N 76 9QD C19 H31 SING N N 77 9QD C23 H32 SING N N 78 9QD C23 H33 SING N N 79 9QD C25 H34 SING N N 80 9QD C25 H35 SING N N 81 9QD C27 H36 SING N N 82 9QD C27 H37 SING N N 83 9QD C29 H38 SING N N 84 9QD C3 H39 SING N N 85 9QD C3 H40 SING N N 86 9QD C30 H41 SING N N 87 9QD O1 H44 SING N N 88 # 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 9QD SMILES ACDLabs 12.01 "N4(CCC(CN2C=Nc3cc(NC(=O)CCN1CCN(C)CC1)ccc3C2=O)(CC4)O)C(=O)CC(c5ccccc5)C" 9QD InChI InChI 1.03 "InChI=1S/C32H42N6O4/c1-24(25-6-4-3-5-7-25)20-30(40)37-14-11-32(42,12-15-37)22-38-23-33-28-21-26(8-9-27(28)31(38)41)34-29(39)10-13-36-18-16-35(2)17-19-36/h3-9,21,23-24,42H,10-20,22H2,1-2H3,(H,34,39)/t24-/m1/s1" 9QD InChIKey InChI 1.03 QLBYDWATOPNXBG-XMMPIXPASA-N 9QD SMILES_CANONICAL CACTVS 3.385 "C[C@H](CC(=O)N1CCC(O)(CC1)CN2C=Nc3cc(NC(=O)CCN4CCN(C)CC4)ccc3C2=O)c5ccccc5" 9QD SMILES CACTVS 3.385 "C[CH](CC(=O)N1CCC(O)(CC1)CN2C=Nc3cc(NC(=O)CCN4CCN(C)CC4)ccc3C2=O)c5ccccc5" 9QD SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@H](CC(=O)N1CCC(CC1)(CN2C=Nc3cc(ccc3C2=O)NC(=O)CCN4CCN(CC4)C)O)c5ccccc5" 9QD SMILES "OpenEye OEToolkits" 2.0.6 "CC(CC(=O)N1CCC(CC1)(CN2C=Nc3cc(ccc3C2=O)NC(=O)CCN4CCN(CC4)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 9QD "SYSTEMATIC NAME" ACDLabs 12.01 "N-[3-({4-hydroxy-1-[(3R)-3-phenylbutanoyl]piperidin-4-yl}methyl)-4-oxo-3,4-dihydroquinazolin-7-yl]-3-(4-methylpiperazin-1-yl)propanamide" 9QD "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "3-(4-methylpiperazin-1-yl)-~{N}-[4-oxidanylidene-3-[[4-oxidanyl-1-[(3~{R})-3-phenylbutanoyl]piperidin-4-yl]methyl]quinazolin-7-yl]propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9QD "Create component" 2017-05-24 RCSB 9QD "Initial release" 2017-12-20 RCSB #