# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 02:44:10 2020
#   Inital geometry file: a 120 line input string
#   Ligand name: 6-amino-2-({2-[4-(2-hydroxyethyl)phenyl]ethyl}amino)-1,7-dihydro-8H-imidazo[4,5-g]quinazolin-8-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC1=Nc2cc3nc(NCCc4ccc(CCO)cc4)[nH]c3cc2C(=O)N1
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 6OK  6OK  6-amino-2-({2-[4-(2-hydroxyethyl)phenyl]ethyl}amino)-1,7-dihydro-8H-imidazo[4,5-g]quinazolin-8-one  ligand  47  27  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_6OK
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 6OK  C2   C  CR16  0  -0.352  -3.0369   1.0648  -0.2438
 6OK  C4   C  CR56  0   0.197  -2.7586  -1.3529  -0.0143
 6OK  C5   C  CR16  0  -0.453  -4.1220  -1.5404   0.1351
 6OK  C6   C  CR66  0   0.276  -4.9669  -0.4248   0.1001
 6OK  C1   C  CR66  0  -0.157  -4.4180   0.8665  -0.0914
 6OK  C3   C  CR56  0   0.355  -2.2401  -0.0454  -0.2003
 6OK  C7   C  CR6   0   0.543  -5.3134   2.0050  -0.1288
 6OK  N8   N  N     0  -0.527  -6.3152  -0.6301   0.2609
 6OK  C9   C  CR6   0   0.638  -7.0958   0.3984   0.2214
 6OK  N10  N  NH2   0  -0.834  -8.4359   0.2540   0.3191
 6OK  N11  N  NR16  0  -0.719  -6.6413   1.6762   0.0343
 6OK  N12  N  NR15  0  -0.748  -0.8762  -0.2278  -0.3022
 6OK  N13  N  N     0  -0.541  -1.7449  -2.2686  -0.0079
 6OK  C14  C  CR5   0   0.689  -0.6442  -1.5624  -0.1806
 6OK  N15  N  NH1   0  -0.688   0.5872  -2.0869  -0.2524
 6OK  C16  C  CH2   0  -0.270   1.7976  -1.2949  -0.1695
 6OK  O18  O  O     0  -0.474  -4.9804   3.1699  -0.2892
 6OK  C17  C  CH2   0  -0.553   3.0177  -2.2070  -0.2348
 6OK  C19  C  CR6   0   0.096   6.6613   0.0900   0.1335
 6OK  C20  C  CH2   0  -0.537   7.9056   0.9227   0.2639
 6OK  C21  C  CH2   0  -0.133   7.6094   2.3941   0.0117
 6OK  O22  O  OH1   0  -0.671   8.8017   3.1281   0.1802
 6OK  C23  C  CR16  0  -0.292   5.9138  -0.2576   1.2562
 6OK  C24  C  CR16  0  -0.287   4.7500  -1.0029   1.1381
 6OK  C25  C  CR6   0   0.108   4.2929  -1.4219  -0.1089
 6OK  C26  C  CR16  0  -0.296   5.0355  -1.0705  -1.2323
 6OK  C27  C  CR16  0  -0.286   6.2030  -0.3291  -1.1128
 6OK  H1   H  HCR6  0   0.268  -2.6362   2.0594  -0.3887
 6OK  H2   H  HCR6  0   0.246  -4.5411  -2.5275   0.2832
 6OK  H3   H  HNH2  0   0.402  -8.7608  -0.6426   0.6408
 6OK  H4   H  HNH2  0   0.405  -9.0003   1.0367   0.6056
 6OK  H5   H  HNR6  0   0.420  -7.3051   2.4387  -0.0042
 6OK  H6   H  HNR5  0   0.426  -0.1886   0.4959  -0.4359
 6OK  H8   H  HNH1  0   0.403   0.6480  -3.0591   0.0069
 6OK  H9   H  HCH2  0   0.250   1.8361  -0.5863  -1.0016
 6OK  H10  H  HCH2  0   0.245   1.8249  -0.7108   0.7577
 6OK  H11  H  HCH2  0   0.260   2.9526  -2.9445   0.5704
 6OK  H12  H  HCH2  0   0.263   3.0049  -2.7598  -1.1770
 6OK  H13  H  HCH2  0   0.245   8.3215   0.8087   1.2678
 6OK  H14  H  HCH2  0   0.246   8.6653   0.5806  -0.4437
 6OK  H15  H  HCH2  0   0.196   7.2028   2.5125  -1.0015
 6OK  H16  H  HCH2  0   0.197   6.8275   2.7269   0.7070
 6OK  H17  H  HOH1  0   0.454   8.6051   4.0578   0.0344
 6OK  H18  H  HCR6  0   0.248   6.2523   0.0494   2.2390
 6OK  H19  H  HCR6  0   0.247   4.1951  -1.2675   2.0312
 6OK  H20  H  HCR6  0   0.248   4.7023  -1.3857  -2.2143
 6OK  H21  H  HCR6  0   0.247   6.7689  -0.0814  -2.0039

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 6OK  O22  C21  single    1.410  0.020  1.410
 6OK  C21  C20  single    1.522  0.020  1.522
 6OK  C20  C19  single    1.503  0.020  1.503
 6OK  C19  C27  aromatic  1.392  0.020  1.392
 6OK  C19  C23  aromatic  1.393  0.020  1.393
 6OK  C27  C26  aromatic  1.388  0.020  1.388
 6OK  C23  C24  aromatic  1.387  0.020  1.387
 6OK  C26  C25  aromatic  1.392  0.020  1.392
 6OK  C24  C25  aromatic  1.393  0.020  1.393
 6OK  C25  C17  single    1.503  0.020  1.503
 6OK  C17  C16  single    1.525  0.020  1.525
 6OK  C16  N15  single    1.449  0.020  1.449
 6OK  N15  C14  single    1.340  0.020  1.340
 6OK  C14  N13  aromatic  1.319  0.020  1.319
 6OK  C14  N12  aromatic  1.360  0.020  1.360
 6OK  N13  C4   aromatic  1.366  0.020  1.366
 6OK  N12  C3   aromatic  1.380  0.020  1.380
 6OK  C4   C3   aromatic  1.419  0.020  1.419
 6OK  C4   C5   aromatic  1.384  0.020  1.384
 6OK  C3   C2   aromatic  1.367  0.020  1.367
 6OK  C5   C6   aromatic  1.400  0.020  1.400
 6OK  C2   C1   aromatic  1.404  0.020  1.404
 6OK  C6   C1   aromatic  1.416  0.020  1.416
 6OK  C6   N8   single    1.373  0.020  1.373
 6OK  C1   C7   single    1.449  0.020  1.449
 6OK  N8   C9   double    1.292  0.020  1.292
 6OK  C7   O18  double    1.222  0.020  1.222
 6OK  C7   N11  single    1.378  0.020  1.378
 6OK  C9   N11  single    1.369  0.020  1.369
 6OK  C9   N10  single    1.351  0.020  1.351
 6OK  C2   H1   single    0.930  0.020  1.080
 6OK  C5   H2   single    0.930  0.020  1.080
 6OK  N10  H3   single    0.890  0.020  1.040
 6OK  N10  H4   single    0.890  0.020  1.040
 6OK  N11  H5   single    0.860  0.020  1.020
 6OK  N12  H6   single    0.860  0.020  1.020
 6OK  N15  H8   single    0.890  0.020  1.040
 6OK  C16  H9   single    0.970  0.020  1.090
 6OK  C16  H10  single    0.970  0.020  1.090
 6OK  C17  H11  single    0.970  0.020  1.090
 6OK  C17  H12  single    0.970  0.020  1.090
 6OK  C20  H13  single    0.970  0.020  1.090
 6OK  C20  H14  single    0.970  0.020  1.090
 6OK  C21  H15  single    0.970  0.020  1.090
 6OK  C21  H16  single    0.970  0.020  1.090
 6OK  O22  H17  single    0.850  0.020  0.980
 6OK  C23  H18  single    0.930  0.020  1.080
 6OK  C24  H19  single    0.930  0.020  1.080
 6OK  C26  H20  single    0.930  0.020  1.080
 6OK  C27  H21  single    0.930  0.020  1.080

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 6OK  H1   C2   C3   122.33  3.000
 6OK  H1   C2   C1   120.58  3.000
 6OK  C3   C2   C1   117.08  3.000
 6OK  N13  C4   C3   110.32  3.000
 6OK  C3   C4   C5   119.93  3.000
 6OK  N13  C4   C5   129.76  3.000
 6OK  H2   C5   C6   119.76  3.000
 6OK  H2   C5   C4   121.31  3.000
 6OK  C6   C5   C4   118.93  3.000
 6OK  N8   C6   C1   122.19  3.000
 6OK  N8   C6   C5   118.06  3.000
 6OK  C1   C6   C5   119.75  3.000
 6OK  C7   C1   C6   118.72  3.000
 6OK  C7   C1   C2   119.62  3.000
 6OK  C6   C1   C2   121.66  3.000
 6OK  N12  C3   C4   104.42  3.000
 6OK  C4   C3   C2   122.65  3.000
 6OK  N12  C3   C2   132.93  3.000
 6OK  O18  C7   N11  120.37  3.000
 6OK  N11  C7   C1   113.90  3.000
 6OK  O18  C7   C1   125.74  3.000
 6OK  C9   N8   C6   118.08  3.000
 6OK  N11  C9   N10  116.03  3.000
 6OK  N10  C9   N8   120.79  3.000
 6OK  N11  C9   N8   123.14  3.000
 6OK  H4   N10  H3   114.87  3.000
 6OK  H4   N10  C9   119.57  3.000
 6OK  H3   N10  C9   116.01  3.000
 6OK  H5   N11  C9   119.39  3.000
 6OK  H5   N11  C7   116.62  3.000
 6OK  C9   N11  C7   123.98  3.000
 6OK  H6   N12  C14  126.91  3.000
 6OK  H6   N12  C3   126.13  3.000
 6OK  C14  N12  C3   106.96  3.000
 6OK  C14  N13  C4   105.05  3.000
 6OK  N15  C14  N13  124.34  3.000
 6OK  N13  C14  N12  113.25  3.000
 6OK  N15  C14  N12  122.41  3.000
 6OK  H8   N15  C16  117.52  3.000
 6OK  H8   N15  C14  114.77  3.000
 6OK  C16  N15  C14  123.40  3.000
 6OK  H10  C16  H9   107.31  3.000
 6OK  H10  C16  C17  109.58  3.000
 6OK  H9   C16  C17  109.08  3.000
 6OK  H10  C16  N15  111.13  3.000
 6OK  H9   C16  N15  109.88  3.000
 6OK  C17  C16  N15  109.82  3.000
 6OK  H12  C17  H11  107.04  3.000
 6OK  H12  C17  C25  110.28  3.000
 6OK  H11  C17  C25  109.94  3.000
 6OK  H12  C17  C16  109.28  3.000
 6OK  H11  C17  C16  108.91  3.000
 6OK  C25  C17  C16  111.28  3.000
 6OK  C27  C19  C23  118.02  3.000
 6OK  C23  C19  C20  120.84  3.000
 6OK  C27  C19  C20  121.12  3.000
 6OK  H14  C20  H13  107.31  3.000
 6OK  H14  C20  C21  109.30  3.000
 6OK  H13  C20  C21  109.10  3.000
 6OK  H14  C20  C19  110.24  3.000
 6OK  H13  C20  C19  109.70  3.000
 6OK  C21  C20  C19  111.11  3.000
 6OK  H16  C21  H15  106.73  3.000
 6OK  H16  C21  O22  111.63  3.000
 6OK  H15  C21  O22  111.54  3.000
 6OK  H16  C21  C20  109.07  3.000
 6OK  H15  C21  C20  109.22  3.000
 6OK  O22  C21  C20  108.59  3.000
 6OK  H17  O22  C21  108.20  3.000
 6OK  H18  C23  C24  119.43  3.000
 6OK  H18  C23  C19  119.51  3.000
 6OK  C24  C23  C19  121.05  3.000
 6OK  H19  C24  C25  119.74  3.000
 6OK  H19  C24  C23  119.37  3.000
 6OK  C25  C24  C23  120.88  3.000
 6OK  C26  C25  C24  118.14  3.000
 6OK  C24  C25  C17  120.71  3.000
 6OK  C26  C25  C17  121.13  3.000
 6OK  H20  C26  C27  119.46  3.000
 6OK  H20  C26  C25  119.59  3.000
 6OK  C27  C26  C25  120.94  3.000
 6OK  H21  C27  C26  119.36  3.000
 6OK  H21  C27  C19  119.67  3.000
 6OK  C26  C27  C19  120.97  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 6OK  CONST_01  C14  N12  C3   C2    180.00   0.0  0
 6OK  CONST_02  N13  C4   C3   C2    180.00   0.0  0
 6OK  CONST_03  C5   C4   C3   C2      0.00   0.0  0
 6OK  CONST_04  C5   C6   C1   C2      0.00   0.0  0
 6OK  CONST_05  N12  C14  N13  C4      0.00   0.0  0
 6OK  CONST_06  C14  N12  C3   C4      0.00   0.0  0
 6OK  CONST_07  C1   C2   C3   C4      0.00   0.0  0
 6OK  CONST_08  C1   C6   C5   C4      0.00   0.0  0
 6OK  CONST_09  C14  N13  C4   C5    180.00   0.0  0
 6OK  CONST_10  N12  C3   C4   C5    180.00   0.0  0
 6OK  CONST_11  N13  C4   C5   C6    180.00   0.0  0
 6OK  CONST_12  C3   C4   C5   C6      0.00   0.0  0
 6OK  CONST_13  C3   C2   C1   C6      0.00   0.0  0
 6OK  CONST_14  N12  C3   C2   C1    180.00   0.0  0
 6OK  CONST_15  N13  C14  N12  C3      0.00   0.0  0
 6OK  CONST_16  C14  N13  C4   C3      0.00   0.0  0
 6OK  CONST_17  N13  C4   C3   N12     0.00   0.0  0
 6OK  CONST_18  C25  C26  C27  C19     0.00   0.0  0
 6OK  CONST_19  C25  C24  C23  C19     0.00   0.0  0
 6OK  CONST_20  C26  C27  C19  C23     0.00   0.0  0
 6OK  CONST_21  C26  C25  C24  C23     0.00   0.0  0
 6OK  CONST_22  C27  C19  C23  C24     0.00   0.0  0
 6OK  CONST_23  C27  C26  C25  C24     0.00   0.0  0
 6OK  CONST_24  N11  C9   N8   C6      0.00   0.0  0
 6OK  CONST_25  C9   N11  C7   C1      0.00   0.0  0
 6OK  CONST_26  N8   C9   N11  C7      0.00   0.0  0
 6OK  CONST_27  N15  C14  N13  C4    180.00   0.0  0
 6OK  CONST_28  N15  C14  N12  C3    180.00   0.0  0
 6OK  CONST_29  C27  C26  C25  C17   180.00   0.0  0
 6OK  CONST_30  C23  C24  C25  C17   180.00   0.0  0
 6OK  CONST_31  C26  C27  C19  C20   180.00   0.0  0
 6OK  CONST_32  C24  C23  C19  C20   180.00   0.0  0
 6OK  CONST_33  N10  C9   N8   C6    180.00   0.0  0
 6OK  CONST_34  N10  C9   N11  C7    180.00   0.0  0
 6OK  CONST_35  O18  C7   N11  C9    180.00   0.0  0
 6OK  CONST_36  H6   N12  C3   C2      0.00   0.0  0
 6OK  CONST_37  H1   C2   C3   C4    180.00   0.0  0
 6OK  CONST_38  H2   C5   C6   C1    180.00   0.0  0
 6OK  CONST_39  H20  C26  C27  C19   180.00   0.0  0
 6OK  CONST_40  H19  C24  C23  C19   180.00   0.0  0
 6OK  CONST_41  H21  C27  C19  C23   180.00   0.0  0
 6OK  CONST_42  H18  C23  C24  C25   180.00   0.0  0
 6OK  CONST_43  H5   N11  C7   C1    180.00   0.0  0
 6OK  CONST_44  C16  N15  C14  N12     0.00   0.0  0
 6OK  CONST_45  C16  N15  C14  N13   180.00   0.0  0
 6OK  CONST_46  H8   N15  C14  N12   180.00   0.0  0
 6OK  CONST_47  H3   N10  C9   N8      0.00   0.0  0
 6OK  Var_01    C26  C25  C17  C16   -98.86  30.0  2
 6OK  Var_02    C27  C19  C20  C21    82.26  30.0  2
 6OK  Var_03    C17  C16  N15  C14   177.94  30.0  1
 6OK  Var_04    C25  C17  C16  N15  -178.25  30.0  1
 6OK  Var_05    O22  C21  C20  C19   178.53  30.0  1

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 6OK  plan-1  C17  0.020
 6OK  plan-1  C19  0.020
 6OK  plan-1  C20  0.020
 6OK  plan-1  C23  0.020
 6OK  plan-1  C24  0.020
 6OK  plan-1  C25  0.020
 6OK  plan-1  C26  0.020
 6OK  plan-1  C27  0.020
 6OK  plan-1  H18  0.020
 6OK  plan-1  H19  0.020
 6OK  plan-1  H20  0.020
 6OK  plan-1  H21  0.020
 6OK  plan-2  C2   0.020
 6OK  plan-2  C4   0.020
 6OK  plan-2  C5   0.020
 6OK  plan-2  C6   0.020
 6OK  plan-2  C1   0.020
 6OK  plan-2  C3   0.020
 6OK  plan-2  C7   0.020
 6OK  plan-2  N8   0.020
 6OK  plan-2  C9   0.020
 6OK  plan-2  N10  0.020
 6OK  plan-2  N11  0.020
 6OK  plan-2  N12  0.020
 6OK  plan-2  N13  0.020
 6OK  plan-2  C14  0.020
 6OK  plan-2  N15  0.020
 6OK  plan-2  O18  0.020
 6OK  plan-2  H1   0.020
 6OK  plan-2  H2   0.020
 6OK  plan-2  H3   0.020
 6OK  plan-2  H4   0.020
 6OK  plan-2  H5   0.020
 6OK  plan-2  H6   0.020
 6OK  plan-3  C14  0.020
 6OK  plan-3  N15  0.020
 6OK  plan-3  C16  0.020
 6OK  plan-3  H8   0.020

