data_0WW # _chem_comp.id 0WW _chem_comp.name "4-{2-[(cyclohexylmethyl)amino]ethyl}-2-[(thiophen-2-ylmethyl)amino]-3,7-dihydro-8H-imidazo[4,5-g]quinazolin-8-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H28 N6 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-08-09 _chem_comp.pdbx_modified_date 2013-08-30 _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 436.573 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0WW _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 4GG9 _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 0WW C1 C1 C 0 1 N N N 13.174 15.884 17.900 -3.753 1.698 0.713 C1 0WW 1 0WW N1 N1 N 0 1 N N N 14.364 15.069 17.676 -3.122 0.969 -0.395 N1 0WW 2 0WW C2 C2 C 0 1 N N N 15.456 15.436 18.594 -2.242 -0.094 0.107 C2 0WW 3 0WW C3 C3 C 0 1 N N N 15.265 16.805 19.272 -1.605 -0.829 -1.074 C3 0WW 4 0WW C4 C4 C 0 1 Y N N 16.573 17.321 19.836 -0.702 -1.921 -0.559 C4 0WW 5 0WW C5 C5 C 0 1 Y N N 16.883 17.319 21.210 -1.207 -3.199 -0.338 C5 0WW 6 0WW N2 N2 N 0 1 N N N 15.856 16.945 22.118 -2.511 -3.495 -0.577 N2 0WW 7 0WW C6 C6 C 0 1 N N N 16.178 16.940 23.380 -2.988 -4.684 -0.373 C6 0WW 8 0WW N3 N3 N 0 1 N N N 17.382 17.322 23.894 -2.239 -5.721 0.089 N3 0WW 9 0WW C7 C7 C 0 1 N N N 18.449 17.675 23.116 -0.925 -5.554 0.366 C7 0WW 10 0WW C8 C8 C 0 1 Y N N 18.174 17.664 21.655 -0.351 -4.219 0.146 C8 0WW 11 0WW C9 C9 C 0 1 Y N N 19.236 18.049 20.786 0.988 -3.951 0.402 C9 0WW 12 0WW C10 C10 C 0 1 Y N N 18.889 18.066 19.424 1.485 -2.670 0.179 C10 0WW 13 0WW C11 C11 C 0 1 Y N N 17.629 17.690 18.982 0.632 -1.658 -0.309 C11 0WW 14 0WW N4 N4 N 0 1 Y N N 17.661 17.849 17.604 1.414 -0.521 -0.422 N4 0WW 15 0WW C12 C12 C 0 1 Y N N 18.909 18.266 17.309 2.676 -0.852 -0.015 C12 0WW 16 0WW N5 N5 N 0 1 Y N N 19.688 18.410 18.357 2.717 -2.113 0.332 N5 0WW 17 0WW N6 N6 N 0 1 N N N 19.299 18.480 16.031 3.748 0.013 0.019 N6 0WW 18 0WW C13 C13 C 0 1 N N N 18.285 18.681 14.995 3.579 1.406 -0.402 C13 0WW 19 0WW O1 O1 O 0 1 N N N 19.512 17.992 23.632 -0.245 -6.474 0.781 O1 0WW 20 0WW C14 C14 C 0 1 N N N 12.001 15.499 16.953 -4.660 2.795 0.152 C14 0WW 21 0WW C15 C15 C 0 1 N N N 10.722 15.447 17.842 -5.412 3.472 1.300 C15 0WW 22 0WW C16 C16 C 0 1 N N N 9.472 15.217 16.980 -6.318 4.569 0.738 C16 0WW 23 0WW C17 C17 C 0 1 N N N 9.347 16.403 16.030 -5.468 5.607 0.004 C17 0WW 24 0WW C18 C18 C 0 1 N N N 10.560 16.530 15.117 -4.716 4.930 -1.144 C18 0WW 25 0WW C19 C19 C 0 1 N N N 11.872 16.627 15.896 -3.809 3.833 -0.583 C19 0WW 26 0WW S1 S1 S 0 1 Y N N 18.539 20.998 13.432 5.438 2.989 1.166 S1 0WW 27 0WW C20 C20 C 0 1 Y N N 19.608 21.001 12.100 6.938 3.439 0.365 C20 0WW 28 0WW C21 C21 C 0 1 Y N N 20.197 19.773 11.901 6.948 2.947 -0.875 C21 0WW 29 0WW C22 C22 C 0 1 Y N N 19.747 18.817 12.852 5.819 2.227 -1.226 C22 0WW 30 0WW C23 C23 C 0 1 Y N N 18.821 19.332 13.742 4.892 2.134 -0.271 C23 0WW 31 0WW H1 H1 H 0 1 N N N 13.432 16.940 17.730 -4.347 1.007 1.311 H1 0WW 32 0WW H2 H2 H 0 1 N N N 12.845 15.750 18.941 -2.981 2.148 1.338 H2 0WW 33 0WW H3 H3 H 0 1 N N N 14.130 14.107 17.819 -3.817 0.596 -1.025 H3 0WW 34 0WW H5 H5 H 0 1 N N N 15.523 14.667 19.378 -1.460 0.343 0.727 H5 0WW 35 0WW H6 H6 H 0 1 N N N 16.396 15.460 18.023 -2.826 -0.798 0.701 H6 0WW 36 0WW H7 H7 H 0 1 N N N 14.885 17.523 18.531 -2.387 -1.267 -1.694 H7 0WW 37 0WW H8 H8 H 0 1 N N N 14.537 16.702 20.090 -1.022 -0.126 -1.668 H8 0WW 38 0WW H9 H9 H 0 1 N N N 15.427 16.604 24.080 -4.033 -4.860 -0.581 H9 0WW 39 0WW H10 H10 H 0 1 N N N 17.489 17.345 24.888 -2.651 -6.589 0.222 H10 0WW 40 0WW H11 H11 H 0 1 N N N 20.222 18.306 21.143 1.638 -4.730 0.772 H11 0WW 41 0WW H12 H12 H 0 1 N N N 16.912 17.687 16.961 1.120 0.350 -0.732 H12 0WW 42 0WW H14 H14 H 0 1 N N N 19.844 17.688 15.756 4.615 -0.300 0.321 H14 0WW 43 0WW H15 H15 H 0 1 N N N 17.490 19.320 15.406 3.251 1.435 -1.441 H15 0WW 44 0WW H16 H16 H 0 1 N N N 17.865 17.701 14.725 2.832 1.888 0.228 H16 0WW 45 0WW H17 H17 H 0 1 N N N 12.186 14.527 16.473 -5.376 2.355 -0.542 H17 0WW 46 0WW H18 H18 H 0 1 N N N 10.818 14.624 18.566 -6.017 2.732 1.823 H18 0WW 47 0WW H19 H19 H 0 1 N N N 10.618 16.400 18.382 -4.696 3.912 1.994 H19 0WW 48 0WW H20 H20 H 0 1 N N N 8.580 15.153 17.621 -7.035 4.129 0.045 H20 0WW 49 0WW H21 H21 H 0 1 N N N 9.578 14.285 16.405 -6.854 5.051 1.556 H21 0WW 50 0WW H22 H22 H 0 1 N N N 9.250 17.325 16.623 -6.114 6.389 -0.396 H22 0WW 51 0WW H23 H23 H 0 1 N N N 8.448 16.269 15.410 -4.752 6.047 0.697 H23 0WW 52 0WW H24 H24 H 0 1 N N N 10.446 17.436 14.503 -5.432 4.490 -1.838 H24 0WW 53 0WW H25 H25 H 0 1 N N N 10.603 15.647 14.463 -4.110 5.670 -1.668 H25 0WW 54 0WW H26 H26 H 0 1 N N N 12.712 16.550 15.190 -3.093 4.273 0.111 H26 0WW 55 0WW H27 H27 H 0 1 N N N 11.911 17.600 16.408 -3.274 3.351 -1.401 H27 0WW 56 0WW H28 H28 H 0 1 N N N 19.800 21.867 11.484 7.730 4.024 0.809 H28 0WW 57 0WW H29 H29 H 0 1 N N N 20.912 19.562 11.120 7.774 3.100 -1.554 H29 0WW 58 0WW H30 H30 H 0 1 N N N 20.092 17.794 12.877 5.697 1.776 -2.199 H30 0WW 59 # 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 0WW C21 C20 DOUB Y N 1 0WW C21 C22 SING Y N 2 0WW C20 S1 SING Y N 3 0WW C22 C23 DOUB Y N 4 0WW S1 C23 SING Y N 5 0WW C23 C13 SING N N 6 0WW C13 N6 SING N N 7 0WW C18 C19 SING N N 8 0WW C18 C17 SING N N 9 0WW C19 C14 SING N N 10 0WW C17 C16 SING N N 11 0WW N6 C12 SING N N 12 0WW C14 C15 SING N N 13 0WW C14 C1 SING N N 14 0WW C16 C15 SING N N 15 0WW C12 N4 SING Y N 16 0WW C12 N5 DOUB Y N 17 0WW N4 C11 SING Y N 18 0WW N1 C1 SING N N 19 0WW N1 C2 SING N N 20 0WW N5 C10 SING Y N 21 0WW C2 C3 SING N N 22 0WW C11 C10 DOUB Y N 23 0WW C11 C4 SING Y N 24 0WW C3 C4 SING N N 25 0WW C10 C9 SING Y N 26 0WW C4 C5 DOUB Y N 27 0WW C9 C8 DOUB Y N 28 0WW C5 C8 SING Y N 29 0WW C5 N2 SING N N 30 0WW C8 C7 SING N N 31 0WW N2 C6 DOUB N N 32 0WW C7 O1 DOUB N N 33 0WW C7 N3 SING N N 34 0WW C6 N3 SING N N 35 0WW C1 H1 SING N N 36 0WW C1 H2 SING N N 37 0WW N1 H3 SING N N 38 0WW C2 H5 SING N N 39 0WW C2 H6 SING N N 40 0WW C3 H7 SING N N 41 0WW C3 H8 SING N N 42 0WW C6 H9 SING N N 43 0WW N3 H10 SING N N 44 0WW C9 H11 SING N N 45 0WW N4 H12 SING N N 46 0WW N6 H14 SING N N 47 0WW C13 H15 SING N N 48 0WW C13 H16 SING N N 49 0WW C14 H17 SING N N 50 0WW C15 H18 SING N N 51 0WW C15 H19 SING N N 52 0WW C16 H20 SING N N 53 0WW C16 H21 SING N N 54 0WW C17 H22 SING N N 55 0WW C17 H23 SING N N 56 0WW C18 H24 SING N N 57 0WW C18 H25 SING N N 58 0WW C19 H26 SING N N 59 0WW C19 H27 SING N N 60 0WW C20 H28 SING N N 61 0WW C21 H29 SING N N 62 0WW C22 H30 SING N N 63 # 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 0WW SMILES ACDLabs 12.01 "O=C1c2cc4nc(nc4c(c2N=CN1)CCNCC3CCCCC3)NCc5sccc5" 0WW InChI InChI 1.03 "InChI=1S/C23H28N6OS/c30-22-18-11-19-21(29-23(28-19)25-13-16-7-4-10-31-16)17(20(18)26-14-27-22)8-9-24-12-15-5-2-1-3-6-15/h4,7,10-11,14-15,24H,1-3,5-6,8-9,12-13H2,(H2,25,28,29)(H,26,27,30)" 0WW InChIKey InChI 1.03 YNWRNLSOYRMCNY-UHFFFAOYSA-N 0WW SMILES_CANONICAL CACTVS 3.370 "O=C1NC=Nc2c(CCNCC3CCCCC3)c4[nH]c(NCc5sccc5)nc4cc12" 0WW SMILES CACTVS 3.370 "O=C1NC=Nc2c(CCNCC3CCCCC3)c4[nH]c(NCc5sccc5)nc4cc12" 0WW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(sc1)CNc2[nH]c3c(n2)cc4c(c3CCNCC5CCCCC5)N=CNC4=O" 0WW SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(sc1)CNc2[nH]c3c(n2)cc4c(c3CCNCC5CCCCC5)N=CNC4=O" # 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 0WW "SYSTEMATIC NAME" ACDLabs 12.01 "4-{2-[(cyclohexylmethyl)amino]ethyl}-2-[(thiophen-2-ylmethyl)amino]-3,7-dihydro-8H-imidazo[4,5-g]quinazolin-8-one" 0WW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[2-(cyclohexylmethylamino)ethyl]-2-(thiophen-2-ylmethylamino)-3,7-dihydroimidazo[4,5-g]quinazolin-8-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 0WW "Create component" 2012-08-09 RCSB 0WW "Initial release" 2013-09-04 RCSB #