data_0V3 # _chem_comp.id 0V3 _chem_comp.name "6-amino-2-(methylamino)-4-[2-({[trans-4-(pyridin-3-ylethynyl)cyclohexyl]methyl}amino)ethyl]-1,7-dihydro-8H-imidazo[4,5-g]quinazolin-8-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H30 N8 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-06-28 _chem_comp.pdbx_modified_date 2013-07-19 _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 470.569 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0V3 _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 4FR6 _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 0V3 N2 N2 N 0 1 N N N 15.137 16.776 22.553 3.644 -2.363 0.449 N2 0V3 1 0V3 C1 C1 C 0 1 Y N N 16.108 17.119 21.641 4.376 -1.225 0.336 C1 0V3 2 0V3 C2 C2 C 0 1 Y N N 17.366 17.563 22.076 5.746 -1.322 -0.015 C2 0V3 3 0V3 C3 C3 C 0 1 Y N N 18.372 18.021 21.190 6.525 -0.173 -0.139 C3 0V3 4 0V3 C4 C4 C 0 1 Y N N 17.994 17.988 19.853 5.954 1.063 0.083 C4 0V3 5 0V3 N3 N3 N 0 1 Y N N 18.657 18.324 18.716 6.442 2.363 0.041 N3 0V3 6 0V3 C5 C5 C 0 1 Y N N 17.881 18.154 17.691 5.406 3.194 0.355 C5 0V3 7 0V3 N4 N4 N 0 1 N N N 18.274 18.644 16.520 5.487 4.566 0.421 N4 0V3 8 0V3 C6 C6 C 0 1 N N N 17.432 18.620 15.328 6.758 5.240 0.142 C6 0V3 9 0V3 N5 N5 N 0 1 Y N N 16.674 17.776 18.036 4.323 2.492 0.584 N5 0V3 10 0V3 C7 C7 C 0 1 Y N N 16.776 17.550 19.382 4.591 1.170 0.433 C7 0V3 11 0V3 C8 C8 C 0 1 Y N N 15.767 17.101 20.280 3.808 0.023 0.558 C8 0V3 12 0V3 C9 C9 C 0 1 N N N 14.435 16.654 19.690 2.352 0.137 0.932 C9 0V3 13 0V3 C10 C10 C 0 1 N N N 14.514 15.241 19.063 1.508 0.263 -0.337 C10 0V3 14 0V3 N6 N6 N 0 1 N N N 13.455 15.027 18.028 0.089 0.374 0.027 N6 0V3 15 0V3 C11 C11 C 0 1 N N N 12.058 15.027 18.585 -0.754 0.497 -1.169 C11 0V3 16 0V3 C12 C12 C 0 1 N N N 11.042 14.935 17.393 -2.221 0.610 -0.750 C12 0V3 17 0V3 C13 C13 C 0 1 N N N 11.127 16.215 16.527 -2.661 -0.692 -0.077 C13 0V3 18 0V3 C14 C14 C 0 1 N N N 10.079 16.234 15.396 -4.128 -0.579 0.342 C14 0V3 19 0V3 C15 C15 C 0 1 N N N 8.654 15.978 15.929 -4.994 -0.326 -0.894 C15 0V3 20 0V3 C16 C16 C 0 1 N N N 7.729 15.794 14.799 -6.405 -0.217 -0.491 C16 0V3 21 0V3 C17 C17 C 0 1 N N N 6.972 15.643 13.877 -7.531 -0.130 -0.169 C17 0V3 22 0V3 C23 C23 C 0 1 N N N 8.616 14.702 16.798 -4.554 0.976 -1.567 C23 0V3 23 0V3 C24 C24 C 0 1 N N N 9.599 14.807 17.991 -3.087 0.863 -1.986 C24 0V3 24 0V3 C25 C25 C 0 1 N N N 17.600 17.573 23.455 6.310 -2.659 -0.242 C25 0V3 25 0V3 O1 O1 O 0 1 N N N 18.744 18.068 23.981 7.479 -2.806 -0.546 O1 0V3 26 0V3 N8 N8 N 0 1 N N N 16.610 17.292 24.300 5.483 -3.720 -0.101 N8 0V3 27 0V3 C26 C26 C 0 1 N N N 15.419 16.831 23.871 4.173 -3.541 0.241 C26 0V3 28 0V3 N9 N9 N 0 1 N N N 14.488 16.550 24.803 3.374 -4.649 0.372 N9 0V3 29 0V3 H2 H2 H 0 1 N N N 19.341 18.363 21.522 7.568 -0.249 -0.407 H2 0V3 30 0V3 H3 H3 H 0 1 N N N 19.601 18.653 18.676 7.351 2.630 -0.171 H3 0V3 31 0V3 H4 H4 H 0 1 N N N 19.108 18.147 16.279 4.702 5.088 0.652 H4 0V3 32 0V3 H5 H5 H 0 1 N N N 17.972 19.080 14.488 7.513 4.897 0.849 H5 0V3 33 0V3 H6 H6 H 0 1 N N N 17.182 17.579 15.077 7.078 5.006 -0.873 H6 0V3 34 0V3 H7 H7 H 0 1 N N N 16.507 19.183 15.521 6.628 6.317 0.243 H7 0V3 35 0V3 H9 H9 H 0 1 N N N 14.135 17.370 18.911 2.048 -0.753 1.484 H9 0V3 36 0V3 H10 H10 H 0 1 N N N 13.680 16.644 20.490 2.205 1.019 1.556 H10 0V3 37 0V3 H11 H11 H 0 1 N N N 14.389 14.492 19.859 1.812 1.153 -0.889 H11 0V3 38 0V3 H12 H12 H 0 1 N N N 15.501 15.116 18.593 1.655 -0.619 -0.961 H12 0V3 39 0V3 H13 H13 H 0 1 N N N 13.619 14.145 17.586 -0.063 1.147 0.658 H13 0V3 40 0V3 H15 H15 H 0 1 N N N 11.884 15.955 19.149 -0.466 1.388 -1.727 H15 0V3 41 0V3 H16 H16 H 0 1 N N N 11.925 14.163 19.252 -0.623 -0.383 -1.798 H16 0V3 42 0V3 H17 H17 H 0 1 N N N 11.269 14.051 16.780 -2.336 1.438 -0.050 H17 0V3 43 0V3 H18 H18 H 0 1 N N N 12.130 16.272 16.079 -2.546 -1.519 -0.777 H18 0V3 44 0V3 H19 H19 H 0 1 N N N 10.964 17.090 17.174 -2.044 -0.872 0.803 H19 0V3 45 0V3 H20 H20 H 0 1 N N N 10.331 15.452 14.664 -4.441 -1.506 0.821 H20 0V3 46 0V3 H21 H21 H 0 1 N N N 10.104 17.218 14.905 -4.243 0.249 1.042 H21 0V3 47 0V3 H22 H22 H 0 1 N N N 8.338 16.837 16.539 -4.878 -1.153 -1.594 H22 0V3 48 0V3 H24 H24 H 0 1 N N N 7.596 14.562 17.185 -5.170 1.157 -2.447 H24 0V3 49 0V3 H25 H25 H 0 1 N N N 8.895 13.837 16.178 -4.669 1.804 -0.867 H25 0V3 50 0V3 H26 H26 H 0 1 N N N 9.362 15.694 18.597 -2.773 1.791 -2.465 H26 0V3 51 0V3 H27 H27 H 0 1 N N N 9.529 13.905 18.617 -2.971 0.036 -2.686 H27 0V3 52 0V3 H28 H28 H 0 1 N N N 13.563 16.293 24.524 2.440 -4.548 0.614 H28 0V3 53 0V3 H29 H29 H 0 1 N N N 14.722 16.598 25.774 3.743 -5.534 0.223 H29 0V3 54 0V3 C18 C18 C 0 1 Y N N ? ? ? -8.904 -0.025 0.223 C18 0V3 55 0V3 C19 C19 C 0 1 Y N N ? ? ? -9.898 0.207 -0.728 C19 0V3 56 0V3 N1 N1 N 0 1 Y N N ? ? ? -11.161 0.305 -0.368 N1 0V3 57 0V3 C21 C21 C 0 1 Y N N ? ? ? -11.536 0.189 0.892 C21 0V3 58 0V3 C22 C22 C 0 1 Y N N ? ? ? -10.612 -0.042 1.894 C22 0V3 59 0V3 C27 C27 C 0 1 Y N N ? ? ? -9.272 -0.158 1.567 C27 0V3 60 0V3 H8 H8 H 0 1 N N N ? ? ? -9.629 0.308 -1.770 H8 0V3 61 0V3 H14 H14 H 0 1 N N N ? ? ? -12.583 0.275 1.144 H14 0V3 62 0V3 H23 H23 H 0 1 N N N ? ? ? -10.933 -0.134 2.921 H23 0V3 63 0V3 H30 H30 H 0 1 N N N ? ? ? -8.529 -0.338 2.329 H30 0V3 64 0V3 H1 H1 H 0 1 N N N 16.755 17.427 25.280 5.824 -4.617 -0.244 H1 0V3 65 # 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 0V3 C17 C16 TRIP N N 1 0V3 C16 C15 SING N N 2 0V3 C6 N4 SING N N 3 0V3 C14 C15 SING N N 4 0V3 C14 C13 SING N N 5 0V3 C15 C23 SING N N 6 0V3 N4 C5 SING N N 7 0V3 C13 C12 SING N N 8 0V3 C23 C24 SING N N 9 0V3 C12 C24 SING N N 10 0V3 C12 C11 SING N N 11 0V3 C5 N5 DOUB Y N 12 0V3 C5 N3 SING Y N 13 0V3 N6 C11 SING N N 14 0V3 N6 C10 SING N N 15 0V3 N5 C7 SING Y N 16 0V3 N3 C4 SING Y N 17 0V3 C10 C9 SING N N 18 0V3 C7 C4 DOUB Y N 19 0V3 C7 C8 SING Y N 20 0V3 C9 C8 SING N N 21 0V3 C4 C3 SING Y N 22 0V3 C8 C1 DOUB Y N 23 0V3 C3 C2 DOUB Y N 24 0V3 C1 C2 SING Y N 25 0V3 C1 N2 SING N N 26 0V3 C2 C25 SING N N 27 0V3 N2 C26 DOUB N N 28 0V3 C25 O1 DOUB N N 29 0V3 C25 N8 SING N N 30 0V3 C26 N8 SING N N 31 0V3 C26 N9 SING N N 32 0V3 C3 H2 SING N N 33 0V3 N3 H3 SING N N 34 0V3 N4 H4 SING N N 35 0V3 C6 H5 SING N N 36 0V3 C6 H6 SING N N 37 0V3 C6 H7 SING N N 38 0V3 C9 H9 SING N N 39 0V3 C9 H10 SING N N 40 0V3 C10 H11 SING N N 41 0V3 C10 H12 SING N N 42 0V3 N6 H13 SING N N 43 0V3 C11 H15 SING N N 44 0V3 C11 H16 SING N N 45 0V3 C12 H17 SING N N 46 0V3 C13 H18 SING N N 47 0V3 C13 H19 SING N N 48 0V3 C14 H20 SING N N 49 0V3 C14 H21 SING N N 50 0V3 C15 H22 SING N N 51 0V3 C23 H24 SING N N 52 0V3 C23 H25 SING N N 53 0V3 C24 H26 SING N N 54 0V3 C24 H27 SING N N 55 0V3 N9 H28 SING N N 56 0V3 N9 H29 SING N N 57 0V3 C17 C18 SING N N 58 0V3 C18 C19 SING Y N 59 0V3 C19 N1 DOUB Y N 60 0V3 N1 C21 SING Y N 61 0V3 C21 C22 DOUB Y N 62 0V3 C22 C27 SING Y N 63 0V3 C27 C18 DOUB Y N 64 0V3 C19 H8 SING N N 65 0V3 C21 H14 SING N N 66 0V3 C22 H23 SING N N 67 0V3 C27 H30 SING N N 68 0V3 N8 H1 SING N N 69 # 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 0V3 SMILES ACDLabs 12.01 "O=C2c3cc1nc(nc1c(c3N=C(N)N2)CCNCC5CCC(C#Cc4cccnc4)CC5)NC" 0V3 InChI InChI 1.03 "InChI=1S/C26H30N8O/c1-28-26-31-21-13-20-22(32-25(27)34-24(20)35)19(23(21)33-26)10-12-30-15-18-8-5-16(6-9-18)4-7-17-3-2-11-29-14-17/h2-3,11,13-14,16,18,30H,5-6,8-10,12,15H2,1H3,(H2,28,31,33)(H3,27,32,34,35)/t16-,18-" 0V3 InChIKey InChI 1.03 UUKLQSWLBLNLAR-SAABIXHNSA-N 0V3 SMILES_CANONICAL CACTVS 3.370 "CNc1[nH]c2cc3C(=O)NC(=Nc3c(CCNC[C@@H]4CC[C@H](CC4)C#Cc5cccnc5)c2n1)N" 0V3 SMILES CACTVS 3.370 "CNc1[nH]c2cc3C(=O)NC(=Nc3c(CCNC[CH]4CC[CH](CC4)C#Cc5cccnc5)c2n1)N" 0V3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CNc1[nH]c2cc3c(c(c2n1)CCNCC4CCC(CC4)C#Cc5cccnc5)N=C(NC3=O)N" 0V3 SMILES "OpenEye OEToolkits" 1.7.6 "CNc1[nH]c2cc3c(c(c2n1)CCNCC4CCC(CC4)C#Cc5cccnc5)N=C(NC3=O)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 0V3 "SYSTEMATIC NAME" ACDLabs 12.01 "6-amino-2-(methylamino)-4-[2-({[trans-4-(pyridin-3-ylethynyl)cyclohexyl]methyl}amino)ethyl]-1,7-dihydro-8H-imidazo[4,5-g]quinazolin-8-one" 0V3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "6-azanyl-2-(methylamino)-4-[2-[[4-(2-pyridin-3-ylethynyl)cyclohexyl]methylamino]ethyl]-1,7-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 0V3 "Create component" 2012-06-28 RCSB 0V3 "Initial release" 2013-07-24 RCSB #