data_0O1
# 
_chem_comp.id                                    0O1 
_chem_comp.name                                  "6-amino-4-{2-[(cyclopentylmethyl)amino]ethyl}-2-[(2-phenylethyl)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                               "C25 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                     2012-08-17 
_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                        445.560 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     0O1 
_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        4GKT 
_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 
0O1 C1  C1  C 0 1 N N N 12.579 14.709 17.938 -0.675 4.015  0.605  C1  0O1 1  
0O1 N1  N1  N 0 1 N N N 13.928 14.705 17.355 -0.863 3.021  -0.460 N1  0O1 2  
0O1 C2  C2  C 0 1 N N N 14.959 14.903 18.388 -1.324 1.740  0.091  C2  0O1 3  
0O1 C3  C3  C 0 1 N N N 14.811 16.324 18.983 -1.507 0.732  -1.046 C3  0O1 4  
0O1 C4  C4  C 0 1 Y N N 16.043 16.935 19.619 -1.980 -0.582 -0.481 C4  0O1 5  
0O1 C5  C5  C 0 1 Y N N 16.343 16.972 21.007 -3.343 -0.837 -0.349 C5  0O1 6  
0O1 N2  N2  N 0 1 N N N 15.356 16.585 21.950 -4.270 0.081  -0.723 N2  0O1 7  
0O1 C6  C6  C 0 1 N N N 15.627 16.626 23.221 -5.551 -0.152 -0.602 C6  0O1 8  
0O1 N3  N3  N 0 1 N N N 16.834 17.023 23.728 -6.053 -1.318 -0.099 N3  0O1 9  
0O1 C7  C7  C 0 1 N N N 17.881 17.404 22.905 -5.224 -2.307 0.306  C7  0O1 10 
0O1 C8  C8  C 0 1 Y N N 17.610 17.371 21.464 -3.778 -2.076 0.183  C8  0O1 11 
0O1 C9  C9  C 0 1 Y N N 18.627 17.755 20.588 -2.852 -3.038 0.575  C9  0O1 12 
0O1 C10 C10 C 0 1 Y N N 18.334 17.727 19.220 -1.493 -2.775 0.439  C10 0O1 13 
0O1 C11 C11 C 0 1 Y N N 17.092 17.324 18.762 -1.062 -1.543 -0.097 C11 0O1 14 
0O1 N4  N4  N 0 1 Y N N 17.159 17.419 17.390 0.321  -1.590 -0.100 N4  0O1 15 
0O1 C12 C12 C 0 1 Y N N 18.426 17.869 17.089 0.689  -2.803 0.414  C12 0O1 16 
0O1 N5  N5  N 0 1 Y N N 19.144 18.059 18.167 -0.375 -3.498 0.725  N5  0O1 17 
0O1 N6  N6  N 0 1 N N N 18.862 18.081 15.820 1.989  -3.232 0.576  N6  0O1 18 
0O1 C13 C13 C 0 1 N N N 17.899 18.268 14.749 3.101  -2.362 0.184  C13 0O1 19 
0O1 O1  O1  O 0 1 N N N 18.959 17.744 23.384 -5.660 -3.351 0.757  O1  0O1 20 
0O1 C14 C14 C 0 1 N N N 11.475 14.640 16.859 -0.196 5.333  -0.006 C14 0O1 21 
0O1 N7  N7  N 0 1 N N N 14.664 16.271 24.125 -6.434 0.822  -0.999 N7  0O1 22 
0O1 C15 C15 C 0 1 N N N 18.550 19.032 13.596 4.427  -3.072 0.467  C15 0O1 23 
0O1 C16 C16 C 0 1 Y N N 17.720 18.876 12.337 5.571  -2.178 0.064  C16 0O1 24 
0O1 C17 C17 C 0 1 Y N N 15.982 19.639 10.855 7.164  -0.476 0.609  C17 0O1 25 
0O1 C18 C18 C 0 1 Y N N 16.733 19.800 12.014 6.115  -1.296 0.979  C18 0O1 26 
0O1 C19 C19 C 0 1 Y N N 16.219 18.553 10.019 7.671  -0.538 -0.675 C19 0O1 27 
0O1 C20 C20 C 0 1 Y N N 17.956 17.791 11.502 6.081  -2.244 -1.220 C20 0O1 28 
0O1 C21 C21 C 0 1 Y N N 17.206 17.629 10.343 7.131  -1.424 -1.589 C21 0O1 29 
0O1 C22 C22 C 0 1 N N N 10.093 14.690 17.534 -0.116 6.420  1.081  C22 0O1 30 
0O1 C23 C23 C 0 1 N N N 11.485 15.881 15.965 1.230  5.167  -0.570 C23 0O1 31 
0O1 C24 C24 C 0 1 N N N 9.170  15.287 16.493 1.357  6.876  1.140  C24 0O1 32 
0O1 C25 C25 C 0 1 N N N 10.042 16.300 15.747 1.922  6.517  -0.257 C25 0O1 33 
0O1 H1  H1  H 0 1 N N N 12.448 15.633 18.520 -1.622 4.177  1.122  H1  0O1 34 
0O1 H2  H2  H 0 1 N N N 12.478 13.839 18.603 0.068  3.652  1.314  H2  0O1 35 
0O1 H3  H3  H 0 1 N N N 14.085 13.827 16.903 -1.500 3.362  -1.165 H3  0O1 36 
0O1 H5  H5  H 0 1 N N N 14.832 14.155 19.184 -0.585 1.361  0.796  H5  0O1 37 
0O1 H6  H6  H 0 1 N N N 15.957 14.794 17.938 -2.274 1.886  0.604  H6  0O1 38 
0O1 H7  H7  H 0 1 N N N 14.491 16.992 18.170 -2.246 1.111  -1.752 H7  0O1 39 
0O1 H8  H8  H 0 1 N N N 14.027 16.281 19.753 -0.557 0.586  -1.559 H8  0O1 40 
0O1 H9  H9  H 0 1 N N N 16.964 17.039 24.719 -7.014 -1.438 -0.031 H9  0O1 41 
0O1 H10 H10 H 0 1 N N N 19.597 18.060 20.950 -3.187 -3.981 0.980  H10 0O1 42 
0O1 H11 H11 H 0 1 N N N 16.431 17.204 16.739 0.919  -0.892 -0.409 H11 0O1 43 
0O1 H13 H13 H 0 1 N N N 19.423 17.292 15.571 2.167  -4.109 0.950  H13 0O1 44 
0O1 H14 H14 H 0 1 N N N 17.039 18.840 15.127 3.029  -2.137 -0.879 H14 0O1 45 
0O1 H15 H15 H 0 1 N N N 17.557 17.286 14.390 3.057  -1.436 0.756  H15 0O1 46 
0O1 H16 H16 H 0 1 N N N 11.580 13.725 16.257 -0.877 5.647  -0.797 H16 0O1 47 
0O1 H17 H17 H 0 1 N N N 13.761 15.983 23.806 -6.102 1.660  -1.359 H17 0O1 48 
0O1 H18 H18 H 0 1 N N N 14.863 16.299 25.105 -7.389 0.673  -0.919 H18 0O1 49 
0O1 H19 H19 H 0 1 N N N 19.560 18.633 13.419 4.499  -3.298 1.531  H19 0O1 50 
0O1 H20 H20 H 0 1 N N N 18.618 20.098 13.858 4.471  -3.999 -0.105 H20 0O1 51 
0O1 H21 H21 H 0 1 N N N 15.215 20.357 10.604 7.589  0.213  1.324  H21 0O1 52 
0O1 H22 H22 H 0 1 N N N 16.549 20.643 12.663 5.719  -1.248 1.983  H22 0O1 53 
0O1 H23 H23 H 0 1 N N N 15.636 18.428 9.118  8.491  0.102  -0.964 H23 0O1 54 
0O1 H24 H24 H 0 1 N N N 18.723 17.073 11.754 5.659  -2.936 -1.933 H24 0O1 55 
0O1 H25 H25 H 0 1 N N N 17.390 16.785 9.694  7.527  -1.473 -2.593 H25 0O1 56 
0O1 H26 H26 H 0 1 N N N 10.124 15.324 18.432 -0.756 7.261  0.817  H26 0O1 57 
0O1 H27 H27 H 0 1 N N N 9.761  13.678 17.811 -0.419 6.008  2.043  H27 0O1 58 
0O1 H28 H28 H 0 1 N N N 11.957 15.645 15.000 1.746  4.349  -0.067 H28 0O1 59 
0O1 H29 H29 H 0 1 N N N 12.041 16.693 16.456 1.197  4.993  -1.645 H29 0O1 60 
0O1 H30 H30 H 0 1 N N N 8.315  15.787 16.972 1.417  7.950  1.311  H30 0O1 61 
0O1 H31 H31 H 0 1 N N N 8.803  14.510 15.807 1.893  6.335  1.920  H31 0O1 62 
0O1 H32 H32 H 0 1 N N N 9.876  17.311 16.149 3.004  6.396  -0.217 H32 0O1 63 
0O1 H33 H33 H 0 1 N N N 9.802  16.288 14.674 1.643  7.273  -0.992 H33 0O1 64 
# 
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 
0O1 C19 C21 DOUB Y N 1  
0O1 C19 C17 SING Y N 2  
0O1 C21 C20 SING Y N 3  
0O1 C17 C18 DOUB Y N 4  
0O1 C20 C16 DOUB Y N 5  
0O1 C18 C16 SING Y N 6  
0O1 C16 C15 SING N N 7  
0O1 C15 C13 SING N N 8  
0O1 C13 N6  SING N N 9  
0O1 C25 C23 SING N N 10 
0O1 C25 C24 SING N N 11 
0O1 N6  C12 SING N N 12 
0O1 C23 C14 SING N N 13 
0O1 C24 C22 SING N N 14 
0O1 C14 C22 SING N N 15 
0O1 C14 C1  SING N N 16 
0O1 C12 N4  SING Y N 17 
0O1 C12 N5  DOUB Y N 18 
0O1 N1  C1  SING N N 19 
0O1 N1  C2  SING N N 20 
0O1 N4  C11 SING Y N 21 
0O1 N5  C10 SING Y N 22 
0O1 C2  C3  SING N N 23 
0O1 C11 C10 DOUB Y N 24 
0O1 C11 C4  SING Y N 25 
0O1 C3  C4  SING N N 26 
0O1 C10 C9  SING Y N 27 
0O1 C4  C5  DOUB Y N 28 
0O1 C9  C8  DOUB Y N 29 
0O1 C5  C8  SING Y N 30 
0O1 C5  N2  SING N N 31 
0O1 C8  C7  SING N N 32 
0O1 N2  C6  DOUB N N 33 
0O1 C7  O1  DOUB N N 34 
0O1 C7  N3  SING N N 35 
0O1 C6  N3  SING N N 36 
0O1 C6  N7  SING N N 37 
0O1 C1  H1  SING N N 38 
0O1 C1  H2  SING N N 39 
0O1 N1  H3  SING N N 40 
0O1 C2  H5  SING N N 41 
0O1 C2  H6  SING N N 42 
0O1 C3  H7  SING N N 43 
0O1 C3  H8  SING N N 44 
0O1 N3  H9  SING N N 45 
0O1 C9  H10 SING N N 46 
0O1 N4  H11 SING N N 47 
0O1 N6  H13 SING N N 48 
0O1 C13 H14 SING N N 49 
0O1 C13 H15 SING N N 50 
0O1 C14 H16 SING N N 51 
0O1 N7  H17 SING N N 52 
0O1 N7  H18 SING N N 53 
0O1 C15 H19 SING N N 54 
0O1 C15 H20 SING N N 55 
0O1 C17 H21 SING N N 56 
0O1 C18 H22 SING N N 57 
0O1 C19 H23 SING N N 58 
0O1 C20 H24 SING N N 59 
0O1 C21 H25 SING N N 60 
0O1 C22 H26 SING N N 61 
0O1 C22 H27 SING N N 62 
0O1 C23 H28 SING N N 63 
0O1 C23 H29 SING N N 64 
0O1 C24 H30 SING N N 65 
0O1 C24 H31 SING N N 66 
0O1 C25 H32 SING N N 67 
0O1 C25 H33 SING N N 68 
# 
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 
0O1 SMILES           ACDLabs              12.01 "O=C3c4cc2nc(NCCc1ccccc1)nc2c(c4N=C(N)N3)CCNCC5CCCC5"                                                                                                                                         
0O1 InChI            InChI                1.03  "InChI=1S/C25H31N7O/c26-24-30-21-18(11-12-27-15-17-8-4-5-9-17)22-20(14-19(21)23(33)32-24)29-25(31-22)28-13-10-16-6-2-1-3-7-16/h1-3,6-7,14,17,27H,4-5,8-13,15H2,(H2,28,29,31)(H3,26,30,32,33)" 
0O1 InChIKey         InChI                1.03  RDFXKIVPJRMHKW-UHFFFAOYSA-N                                                                                                                                                                   
0O1 SMILES_CANONICAL CACTVS               3.370 "NC1=Nc2c(CCNCC3CCCC3)c4[nH]c(NCCc5ccccc5)nc4cc2C(=O)N1"                                                                                                                                      
0O1 SMILES           CACTVS               3.370 "NC1=Nc2c(CCNCC3CCCC3)c4[nH]c(NCCc5ccccc5)nc4cc2C(=O)N1"                                                                                                                                      
0O1 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)CCNc2[nH]c3c(n2)cc4c(c3CCNCC5CCCC5)N=C(NC4=O)N"                                                                                                                                    
0O1 SMILES           "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)CCNc2[nH]c3c(n2)cc4c(c3CCNCC5CCCC5)N=C(NC4=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 
0O1 "SYSTEMATIC NAME" ACDLabs              12.01 "6-amino-4-{2-[(cyclopentylmethyl)amino]ethyl}-2-[(2-phenylethyl)amino]-3,7-dihydro-8H-imidazo[4,5-g]quinazolin-8-one" 
0O1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "6-azanyl-4-[2-(cyclopentylmethylamino)ethyl]-2-(2-phenylethylamino)-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 
0O1 "Create component" 2012-08-17 RCSB 
0O1 "Initial release"  2013-09-04 RCSB 
# 
