data_0UX
# 
_chem_comp.id                                    0UX 
_chem_comp.name                                  "6-amino-2-(methylamino)-4-(2-{[(3S,5S,7S)-tricyclo[3.3.1.1~3,7~]dec-1-ylmethyl]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                               "C23 H31 N7 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-06-25 
_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                        421.539 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     0UX 
_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        4FPS 
_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 
0UX N1  N1  N 0 1 N N N 16.770 16.994 23.687 3.970  -3.614 -0.157 N1  0UX 1  
0UX C1  C1  C 0 1 N N N 17.838 17.366 22.879 4.700  -2.494 -0.365 C1  0UX 2  
0UX O1  O1  O 0 1 N N N 18.864 17.737 23.390 5.862  -2.556 -0.724 O1  0UX 3  
0UX C2  C2  C 0 1 Y N N 17.583 17.308 21.446 4.041  -1.201 -0.142 C2  0UX 4  
0UX C3  C3  C 0 1 Y N N 16.362 16.863 20.935 2.687  -1.205 0.275  C3  0UX 5  
0UX N2  N2  N 0 1 N N N 15.369 16.425 21.864 2.055  -2.394 0.452  N2  0UX 6  
0UX C4  C4  C 0 1 N N N 15.574 16.528 23.147 2.667  -3.531 0.240  C4  0UX 7  
0UX N3  N3  N 0 1 N N N 14.608 16.173 24.056 1.967  -4.696 0.438  N3  0UX 8  
0UX C5  C5  C 0 1 Y N N 18.655 17.701 20.617 4.717  0.003  -0.331 C5  0UX 9  
0UX C6  C6  C 0 1 Y N N 18.387 17.631 19.253 4.058  1.195  -0.109 C6  0UX 10 
0UX C7  C7  C 0 1 Y N N 17.187 17.188 18.710 2.710  1.202  0.306  C7  0UX 11 
0UX C8  C8  C 0 1 Y N N 16.119 16.776 19.552 2.029  -0.001 0.495  C8  0UX 12 
0UX C9  C9  C 0 1 N N N 14.837 16.323 18.932 0.589  0.006  0.939  C9  0UX 13 
0UX C10 C10 C 0 1 N N N 14.919 14.923 18.346 -0.323 0.032  -0.290 C10 0UX 14 
0UX N4  N4  N 0 1 N N N 13.975 14.743 17.235 -1.727 0.038  0.143  N4  0UX 15 
0UX C11 C11 C 0 1 N N N 12.566 14.691 17.628 -2.633 0.062  -1.013 C11 0UX 16 
0UX N5  N5  N 0 1 Y N N 19.147 17.969 18.176 4.437  2.528  -0.205 N5  0UX 17 
0UX C12 C12 C 0 1 Y N N 18.398 17.760 17.057 3.353  3.281  0.141  C12 0UX 18 
0UX N6  N6  N 0 1 N N N 18.927 18.003 15.840 3.324  4.657  0.171  N6  0UX 19 
0UX C13 C13 C 0 1 N N N 17.977 18.176 14.752 4.521  5.422  -0.186 C13 0UX 20 
0UX N7  N7  N 0 1 Y N N 17.203 17.298 17.339 2.342  2.501  0.440  N7  0UX 21 
0UX C14 C14 C 0 1 N N N 11.571 15.481 16.759 -4.083 0.069  -0.524 C14 0UX 22 
0UX C15 C15 C 0 1 N N N 11.704 15.010 15.303 -4.347 -1.190 0.305  C15 0UX 23 
0UX C16 C16 C 0 1 N N N 10.703 15.722 14.395 -5.797 -1.184 0.794  C16 0UX 24 
0UX C17 C17 C 0 1 N N N 11.017 17.209 14.480 -6.741 -1.158 -0.410 C17 0UX 25 
0UX C18 C18 C 0 1 N N N 10.870 17.752 15.888 -6.477 0.100  -1.239 C18 0UX 26 
0UX C19 C19 C 0 1 N N N 11.815 16.993 16.842 -5.027 0.094  -1.728 C19 0UX 27 
0UX C20 C20 C 0 1 N N N 9.464  17.444 16.333 -6.718 1.340  -0.375 C20 0UX 28 
0UX C21 C21 C 0 1 N N N 10.135 15.200 17.221 -4.325 1.308  0.340  C21 0UX 29 
0UX C22 C22 C 0 1 N N N 9.307  15.437 14.903 -6.038 0.056  1.658  C22 0UX 30 
0UX C23 C23 C 0 1 N N N 9.142  15.955 16.318 -5.774 1.314  0.829  C23 0UX 31 
0UX H1  H1  H 0 1 N N N 16.863 17.063 24.680 4.376  -4.484 -0.296 H1  0UX 32 
0UX H2  H2  H 0 1 N N N 13.725 15.827 23.738 1.042  -4.664 0.727  H2  0UX 33 
0UX H3  H3  H 0 1 N N N 14.787 16.260 25.036 2.399  -5.552 0.287  H3  0UX 34 
0UX H4  H4  H 0 1 N N N 19.606 18.029 21.009 5.749  0.003  -0.649 H4  0UX 35 
0UX H5  H5  H 0 1 N N N 14.571 17.024 18.127 0.385  -0.891 1.524  H5  0UX 36 
0UX H6  H6  H 0 1 N N N 14.052 16.334 19.703 0.401  0.889  1.549  H6  0UX 37 
0UX H7  H7  H 0 1 N N N 14.685 14.192 19.134 -0.119 0.928  -0.875 H7  0UX 38 
0UX H8  H8  H 0 1 N N N 15.941 14.750 17.977 -0.135 -0.852 -0.900 H8  0UX 39 
0UX H9  H9  H 0 1 N N N 14.200 13.886 16.771 -1.911 0.812  0.763  H9  0UX 40 
0UX H11 H11 H 0 1 N N N 12.493 15.080 18.654 -2.445 0.959  -1.604 H11 0UX 41 
0UX H12 H12 H 0 1 N N N 12.256 13.636 17.613 -2.461 -0.821 -1.628 H12 0UX 42 
0UX H13 H13 H 0 1 N N N 20.087 18.310 18.201 5.309  2.861  -0.468 H13 0UX 43 
0UX H14 H14 H 0 1 N N N 19.522 17.234 15.607 2.512  5.120  0.429  H14 0UX 44 
0UX H15 H15 H 0 1 N N N 18.522 18.367 13.816 5.335  5.161  0.490  H15 0UX 45 
0UX H16 H16 H 0 1 N N N 17.373 17.263 14.645 4.811  5.187  -1.211 H16 0UX 46 
0UX H17 H17 H 0 1 N N N 17.318 19.028 14.973 4.309  6.488  -0.104 H17 0UX 47 
0UX H19 H19 H 0 1 N N N 11.520 13.926 15.259 -4.175 -2.073 -0.311 H19 0UX 48 
0UX H20 H20 H 0 1 N N N 12.723 15.223 14.949 -3.674 -1.208 1.162  H20 0UX 49 
0UX H21 H21 H 0 1 N N N 10.813 15.369 13.359 -5.985 -2.081 1.384  H21 0UX 50 
0UX H22 H22 H 0 1 N N N 12.052 17.371 14.145 -6.569 -2.042 -1.025 H22 0UX 51 
0UX H23 H23 H 0 1 N N N 10.328 17.754 13.818 -7.774 -1.154 -0.062 H23 0UX 52 
0UX H24 H24 H 0 1 N N N 11.071 18.833 15.919 -7.149 0.118  -2.096 H24 0UX 53 
0UX H25 H25 H 0 1 N N N 12.857 17.206 16.563 -4.839 0.991  -2.318 H25 0UX 54 
0UX H26 H26 H 0 1 N N N 11.635 17.332 17.873 -4.855 -0.789 -2.343 H26 0UX 55 
0UX H27 H27 H 0 1 N N N 9.332  17.820 17.358 -6.530 2.236  -0.965 H27 0UX 56 
0UX H28 H28 H 0 1 N N N 8.763  17.960 15.660 -7.751 1.344  -0.026 H28 0UX 57 
0UX H29 H29 H 0 1 N N N 10.013 15.537 18.261 -3.652 1.290  1.197  H29 0UX 58 
0UX H30 H30 H 0 1 N N N 9.936  14.120 17.160 -4.136 2.205  -0.251 H30 0UX 59 
0UX H31 H31 H 0 1 N N N 8.575  15.933 14.248 -7.071 0.060  2.006  H31 0UX 60 
0UX H32 H32 H 0 1 N N N 9.132  14.351 14.892 -5.366 0.037  2.515  H32 0UX 61 
0UX H33 H33 H 0 1 N N N 8.113  15.786 16.668 -5.946 2.197  1.444  H33 0UX 62 
# 
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 
0UX C16 C17 SING N N 1  
0UX C16 C22 SING N N 2  
0UX C16 C15 SING N N 3  
0UX C17 C18 SING N N 4  
0UX C13 N6  SING N N 5  
0UX C22 C23 SING N N 6  
0UX C15 C14 SING N N 7  
0UX N6  C12 SING N N 8  
0UX C18 C20 SING N N 9  
0UX C18 C19 SING N N 10 
0UX C23 C20 SING N N 11 
0UX C23 C21 SING N N 12 
0UX C14 C19 SING N N 13 
0UX C14 C21 SING N N 14 
0UX C14 C11 SING N N 15 
0UX C12 N7  DOUB Y N 16 
0UX C12 N5  SING Y N 17 
0UX N4  C11 SING N N 18 
0UX N4  C10 SING N N 19 
0UX N7  C7  SING Y N 20 
0UX N5  C6  SING Y N 21 
0UX C10 C9  SING N N 22 
0UX C7  C6  DOUB Y N 23 
0UX C7  C8  SING Y N 24 
0UX C9  C8  SING N N 25 
0UX C6  C5  SING Y N 26 
0UX C8  C3  DOUB Y N 27 
0UX C5  C2  DOUB Y N 28 
0UX C3  C2  SING Y N 29 
0UX C3  N2  SING N N 30 
0UX C2  C1  SING N N 31 
0UX N2  C4  DOUB N N 32 
0UX C1  O1  DOUB N N 33 
0UX C1  N1  SING N N 34 
0UX C4  N1  SING N N 35 
0UX C4  N3  SING N N 36 
0UX N1  H1  SING N N 37 
0UX N3  H2  SING N N 38 
0UX N3  H3  SING N N 39 
0UX C5  H4  SING N N 40 
0UX C9  H5  SING N N 41 
0UX C9  H6  SING N N 42 
0UX C10 H7  SING N N 43 
0UX C10 H8  SING N N 44 
0UX N4  H9  SING N N 45 
0UX C11 H11 SING N N 46 
0UX C11 H12 SING N N 47 
0UX N5  H13 SING N N 48 
0UX N6  H14 SING N N 49 
0UX C13 H15 SING N N 50 
0UX C13 H16 SING N N 51 
0UX C13 H17 SING N N 52 
0UX C15 H19 SING N N 53 
0UX C15 H20 SING N N 54 
0UX C16 H21 SING N N 55 
0UX C17 H22 SING N N 56 
0UX C17 H23 SING N N 57 
0UX C18 H24 SING N N 58 
0UX C19 H25 SING N N 59 
0UX C19 H26 SING N N 60 
0UX C20 H27 SING N N 61 
0UX C20 H28 SING N N 62 
0UX C21 H29 SING N N 63 
0UX C21 H30 SING N N 64 
0UX C22 H31 SING N N 65 
0UX C22 H32 SING N N 66 
0UX C23 H33 SING N N 67 
# 
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 
0UX SMILES           ACDLabs              12.01 "O=C2c3cc1nc(nc1c(c3N=C(N)N2)CCNCC46CC5CC(C4)CC(C5)C6)NC"                                                                                                                                              
0UX InChI            InChI                1.03  "InChI=1S/C23H31N7O/c1-25-22-27-17-7-16-18(28-21(24)30-20(16)31)15(19(17)29-22)2-3-26-11-23-8-12-4-13(9-23)6-14(5-12)10-23/h7,12-14,26H,2-6,8-11H2,1H3,(H2,25,27,29)(H3,24,28,30,31)/t12-,13+,14-,23-" 
0UX InChIKey         InChI                1.03  HJDZMDZEUQKVPL-CAUGRDAOSA-N                                                                                                                                                                            
0UX SMILES_CANONICAL CACTVS               3.370 "CNc1[nH]c2cc3C(=O)NC(=Nc3c(CCNCC45CC6CC(CC(C6)C4)C5)c2n1)N"                                                                                                                                           
0UX SMILES           CACTVS               3.370 "CNc1[nH]c2cc3C(=O)NC(=Nc3c(CCNCC45CC6CC(CC(C6)C4)C5)c2n1)N"                                                                                                                                           
0UX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CNc1[nH]c2cc3c(c(c2n1)CCNCC45CC6CC(C4)CC(C6)C5)N=C(NC3=O)N"                                                                                                                                           
0UX SMILES           "OpenEye OEToolkits" 1.7.6 "CNc1[nH]c2cc3c(c(c2n1)CCNCC45CC6CC(C4)CC(C6)C5)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 
0UX "SYSTEMATIC NAME" ACDLabs              12.01 "6-amino-2-(methylamino)-4-(2-{[(3S,5S,7S)-tricyclo[3.3.1.1~3,7~]dec-1-ylmethyl]amino}ethyl)-1,7-dihydro-8H-imidazo[4,5-g]quinazolin-8-one" 
0UX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[2-(1-adamantylmethylamino)ethyl]-6-azanyl-2-(methylamino)-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 
0UX "Create component" 2012-06-25 RCSB 
0UX "Initial release"  2013-07-24 RCSB 
# 
