# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 14:46:02 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: 6-amino-4-{2-[(cyclopentylmethyl)amino]ethyl}-2-(methylamino)-1,7-dihydro-8H-imidazo[4,5-g]quinazolin-8-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNc1[nH]c2cc3C(=O)NC(=Nc3c(CCNCC4CCCC4)c2n1)N
#
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
 AFQ  AFQ  6-amino-4-{2-[(cyclopentylmethyl)amino]ethyl}-2-(methylamino)-1,7-dihydro-8H-imidazo[4,5-g]quinazolin-8-one  ligand  51  26  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_AFQ
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
 AFQ  C2    C  CR6   0   0.542  -3.2275   2.7383   0.5564
 AFQ  O16   O  O     0  -0.477  -4.3410   3.0423   0.9600
 AFQ  N3    N  NR16  0  -0.718  -2.2732   3.7107   0.3533
 AFQ  C4    C  CR6   0   0.638  -1.0103   3.4519  -0.1056
 AFQ  N17   N  NH2   0  -0.836  -0.1832   4.5176  -0.2039
 AFQ  N5    N  N     0  -0.513  -0.5935   2.2642  -0.3906
 AFQ  C6    C  CR66  0   0.223  -1.4538   1.2075  -0.2178
 AFQ  C10   C  CR6   0  -0.075  -0.9817  -0.0819  -0.5287
 AFQ  C18   C  CH2   0  -0.507   0.4181  -0.3106  -1.0106
 AFQ  C19   C  CH2   0  -0.248   1.4184  -0.3882   0.1387
 AFQ  N20   N  NH1   0  -0.599   2.7706  -0.5506  -0.3569
 AFQ  C21   C  CH2   0  -0.245   3.7599  -0.6050   0.7008
 AFQ  C22   C  CH1   0  -0.258   5.1663  -0.7708   0.1547
 AFQ  C26   C  CH2   0  -0.438   6.2317  -0.8335   1.2626
 AFQ  C25   C  CH2   0  -0.445   7.5240  -0.2431   0.6538
 AFQ  C24   C  CH2   0  -0.451   7.1586   0.1649  -0.7825
 AFQ  C23   C  CH2   0  -0.412   5.6467   0.3662  -0.7452
 AFQ  C9    C  CR56  0   0.142  -1.8604  -1.1416  -0.3460
 AFQ  N11   N  N     0  -0.537  -1.6520  -2.4750  -0.5679
 AFQ  C12   C  CR5   0   0.689  -2.7936  -3.0584  -0.2557
 AFQ  N14   N  NH1   0  -0.676  -3.0270  -4.3714  -0.3464
 AFQ  C15   C  CH3   0  -0.545  -4.2459  -5.0024   0.0963
 AFQ  N13   N  NR15  0  -0.750  -3.7451  -2.1811   0.1654
 AFQ  C8    C  CR56  0   0.363  -3.1805  -0.9230   0.1221
 AFQ  C7    C  CR16  0  -0.373  -3.6607   0.3198   0.4254
 AFQ  C1    C  CR66  0  -0.155  -2.7770   1.3954   0.2514
 AFQ  HN3   H  HNR6  0   0.419  -2.5430   4.6633   0.5615
 AFQ  HN17  H  HNH2  0   0.404  -0.5757   5.4405  -0.2893
 AFQ  HN1A  H  HNH2  0   0.401   0.6635   4.3687  -0.7275
 AFQ  H18   H  HCH2  0   0.233   0.4545  -1.2419  -1.5821
 AFQ  H18A  H  HCH2  0   0.231   0.7203   0.4935  -1.6830
 AFQ  H19   H  HCH2  0   0.219   1.3745   0.5418   0.7127
 AFQ  H19A  H  HCH2  0   0.187   1.1176  -1.1926   0.8296
 AFQ  HN20  H  HNH1  0   0.333   2.8222  -1.4086  -0.8957
 AFQ  H21   H  HCH2  0   0.206   3.7108   0.3338   1.2655
 AFQ  H21A  H  HCH2  0   0.191   3.5562  -1.4079   1.4295
 AFQ  H22   H  HCH1  0   0.217   5.2082  -1.7031  -0.4247
 AFQ  H26   H  HCH2  0   0.218   5.9080  -0.2339   2.1182
 AFQ  H26A  H  HCH2  0   0.229   6.3703  -1.8506   1.6323
 AFQ  H25   H  HCH2  0   0.223   7.8483   0.6285   1.2254
 AFQ  H25A  H  HCH2  0   0.226   8.3515  -0.9531   0.6735
 AFQ  H24   H  HCH2  0   0.226   7.7025   1.0478  -1.1222
 AFQ  H24A  H  HCH2  0   0.216   7.3991  -0.6451  -1.4770
 AFQ  H23   H  HCH2  0   0.226   5.1869   0.3567  -1.7338
 AFQ  H23A  H  HCH2  0   0.204   5.4012   1.3282  -0.2808
 AFQ  HN14  H  HNH1  0   0.406  -2.2384  -4.9481  -0.5846
 AFQ  H15   H  HCH3  0   0.245  -5.1154  -4.6204  -0.4418
 AFQ  H15A  H  HCH3  0   0.270  -4.1741  -6.0661  -0.1089
 AFQ  H15B  H  HCH3  0   0.242  -4.4169  -4.8761   1.1682
 AFQ  HN13  H  HNR5  0   0.423  -4.6814  -2.4025   0.4626
 AFQ  H7    H  HCR6  0   0.264  -4.6692   0.4830   0.7816

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
 AFQ  C2   O16   double    1.223  0.020  1.223
 AFQ  C2   N3    single    1.377  0.020  1.377
 AFQ  C2   C1    single    1.449  0.020  1.449
 AFQ  N3   C4    single    1.368  0.020  1.368
 AFQ  C4   N17   single    1.353  0.020  1.353
 AFQ  C4   N5    double    1.291  0.020  1.291
 AFQ  N5   C6    single    1.374  0.020  1.374
 AFQ  C6   C10   aromatic  1.408  0.020  1.408
 AFQ  C6   C1    aromatic  1.416  0.020  1.416
 AFQ  C10  C18   single    1.498  0.020  1.498
 AFQ  C10  C9    aromatic  1.389  0.020  1.389
 AFQ  C18  C19   single    1.526  0.020  1.526
 AFQ  C19  N20   single    1.449  0.020  1.449
 AFQ  N20  C21   single    1.449  0.020  1.449
 AFQ  C21  C22   single    1.518  0.020  1.518
 AFQ  C22  C26   single    1.538  0.020  1.538
 AFQ  C22  C23   single    1.528  0.020  1.528
 AFQ  C26  C25   single    1.546  0.020  1.546
 AFQ  C25  C24   single    1.537  0.020  1.537
 AFQ  C24  C23   single    1.526  0.020  1.526
 AFQ  C9   N11   aromatic  1.368  0.020  1.368
 AFQ  C9   C8    aromatic  1.418  0.020  1.418
 AFQ  N11  C12   aromatic  1.319  0.020  1.319
 AFQ  C12  N14   single    1.337  0.020  1.337
 AFQ  C12  N13   aromatic  1.361  0.020  1.361
 AFQ  N14  C15   single    1.442  0.020  1.442
 AFQ  N13  C8    aromatic  1.380  0.020  1.380
 AFQ  C8   C7    aromatic  1.366  0.020  1.366
 AFQ  C7   C1    aromatic  1.403  0.020  1.403
 AFQ  N3   HN3   single    0.860  0.020  1.020
 AFQ  N17  HN17  single    0.890  0.020  1.040
 AFQ  N17  HN1A  single    0.890  0.020  1.040
 AFQ  C18  H18   single    0.970  0.020  1.090
 AFQ  C18  H18A  single    0.970  0.020  1.090
 AFQ  C19  H19   single    0.970  0.020  1.090
 AFQ  C19  H19A  single    0.970  0.020  1.090
 AFQ  N20  HN20  single    0.890  0.020  1.040
 AFQ  C21  H21   single    0.970  0.020  1.090
 AFQ  C21  H21A  single    0.970  0.020  1.090
 AFQ  C22  H22   single    0.970  0.020  1.090
 AFQ  C26  H26   single    0.970  0.020  1.090
 AFQ  C26  H26A  single    0.970  0.020  1.090
 AFQ  C25  H25   single    0.970  0.020  1.090
 AFQ  C25  H25A  single    0.970  0.020  1.090
 AFQ  C24  H24   single    0.970  0.020  1.090
 AFQ  C24  H24A  single    0.970  0.020  1.090
 AFQ  C23  H23   single    0.970  0.020  1.090
 AFQ  C23  H23A  single    0.970  0.020  1.090
 AFQ  N14  HN14  single    0.860  0.020  1.020
 AFQ  C15  H15   single    0.970  0.020  1.090
 AFQ  C15  H15A  single    0.970  0.020  1.090
 AFQ  C15  H15B  single    0.970  0.020  1.090
 AFQ  N13  HN13  single    0.860  0.020  1.020
 AFQ  C7   H7    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
 AFQ  C1    C2   N3    114.07  3.000
 AFQ  C1    C2   O16   125.67  3.000
 AFQ  N3    C2   O16   120.27  3.000
 AFQ  HN3   N3   C4    119.55  3.000
 AFQ  HN3   N3   C2    116.72  3.000
 AFQ  C4    N3   C2    123.73  3.000
 AFQ  N5    C4   N17   120.77  3.000
 AFQ  N5    C4   N3    123.11  3.000
 AFQ  N17   C4   N3    116.08  3.000
 AFQ  HN1A  N17  HN17  114.80  3.000
 AFQ  HN1A  N17  C4    115.82  3.000
 AFQ  HN17  N17  C4    119.35  3.000
 AFQ  C6    N5   C4    118.55  3.000
 AFQ  C1    C6   C10   120.52  3.000
 AFQ  C1    C6   N5    121.65  3.000
 AFQ  C10   C6   N5    117.82  3.000
 AFQ  C9    C10  C18   121.14  3.000
 AFQ  C9    C10  C6    117.23  3.000
 AFQ  C18   C10  C6    121.61  3.000
 AFQ  H18A  C18  H18   107.25  3.000
 AFQ  H18A  C18  C19   108.68  3.000
 AFQ  H18   C18  C19   109.18  3.000
 AFQ  H18A  C18  C10   110.16  3.000
 AFQ  H18   C18  C10   109.23  3.000
 AFQ  C19   C18  C10   112.22  3.000
 AFQ  H19A  C19  H19   106.29  3.000
 AFQ  H19A  C19  N20   112.79  3.000
 AFQ  H19   C19  N20   108.19  3.000
 AFQ  H19A  C19  C18   109.29  3.000
 AFQ  H19   C19  C18   109.01  3.000
 AFQ  N20   C19  C18   111.09  3.000
 AFQ  HN20  N20  C21   108.73  3.000
 AFQ  HN20  N20  C19   108.90  3.000
 AFQ  C21   N20  C19   113.05  3.000
 AFQ  H21A  C21  H21   105.94  3.000
 AFQ  H21A  C21  C22   109.22  3.000
 AFQ  H21   C21  C22   108.68  3.000
 AFQ  H21A  C21  N20   112.54  3.000
 AFQ  H21   C21  N20   108.25  3.000
 AFQ  C22   C21  N20   111.97  3.000
 AFQ  H22   C22  C23   108.00  3.000
 AFQ  H22   C22  C26   108.60  3.000
 AFQ  C23   C22  C26   103.70  3.000
 AFQ  H22   C22  C21   108.53  3.000
 AFQ  C23   C22  C21   114.96  3.000
 AFQ  C26   C22  C21   112.77  3.000
 AFQ  H26A  C26  H26   106.48  3.000
 AFQ  H26A  C26  C25   112.54  3.000
 AFQ  H26   C26  C25   110.25  3.000
 AFQ  H26A  C26  C22   111.71  3.000
 AFQ  H26   C26  C22   109.63  3.000
 AFQ  C25   C26  C22   106.25  3.000
 AFQ  H25A  C25  H25   106.56  3.000
 AFQ  H25A  C25  C24   111.72  3.000
 AFQ  H25   C25  C24   110.37  3.000
 AFQ  H25A  C25  C26   112.25  3.000
 AFQ  H25   C25  C26   110.31  3.000
 AFQ  C24   C25  C26   105.71  3.000
 AFQ  H24A  C24  H24   106.97  3.000
 AFQ  H24A  C24  C23   109.34  3.000
 AFQ  H24   C24  C23   113.25  3.000
 AFQ  H24A  C24  C25   110.15  3.000
 AFQ  H24   C24  C25   112.78  3.000
 AFQ  C23   C24  C25   104.34  3.000
 AFQ  H23A  C23  H23   107.30  3.000
 AFQ  H23A  C23  C24   110.37  3.000
 AFQ  H23   C23  C24   113.24  3.000
 AFQ  H23A  C23  C22   109.47  3.000
 AFQ  H23   C23  C22   113.27  3.000
 AFQ  C24   C23  C22   103.17  3.000
 AFQ  C8    C9   N11   110.23  3.000
 AFQ  C8    C9   C10   121.00  3.000
 AFQ  N11   C9   C10   128.77  3.000
 AFQ  C12   N11  C9    105.12  3.000
 AFQ  N13   C12  N14   122.15  3.000
 AFQ  N13   C12  N11   113.15  3.000
 AFQ  N14   C12  N11   124.70  3.000
 AFQ  HN14  N14  C15   118.98  3.000
 AFQ  HN14  N14  C12   116.26  3.000
 AFQ  C15   N14  C12   123.82  3.000
 AFQ  H15B  C15  H15A  108.00  3.000
 AFQ  H15B  C15  H15   108.57  3.000
 AFQ  H15A  C15  H15   107.60  3.000
 AFQ  H15B  C15  N14   112.51  3.000
 AFQ  H15A  C15  N14   108.35  3.000
 AFQ  H15   C15  N14   111.64  3.000
 AFQ  HN13  N13  C8    126.18  3.000
 AFQ  HN13  N13  C12   126.84  3.000
 AFQ  C8    N13  C12   106.98  3.000
 AFQ  C7    C8   N13   132.74  3.000
 AFQ  C7    C8   C9    122.74  3.000
 AFQ  N13   C8   C9    104.52  3.000
 AFQ  H7    C7   C1    120.82  3.000
 AFQ  H7    C7   C8    122.54  3.000
 AFQ  C1    C7   C8    116.64  3.000
 AFQ  C7    C1   C6    121.86  3.000
 AFQ  C7    C1   C2    119.25  3.000
 AFQ  C6    C1   C2    118.89  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
 AFQ  CONST_01  N11   C9   C10  C6    180.00   0.0  0
 AFQ  CONST_02  C8    C9   C10  C6      0.00   0.0  0
 AFQ  CONST_03  C8    C7   C1   C6      0.00   0.0  0
 AFQ  CONST_04  C7    C1   C6   C10     0.00   0.0  0
 AFQ  CONST_05  C12   N11  C9   C10   180.00   0.0  0
 AFQ  CONST_06  N13   C8   C9   C10   180.00   0.0  0
 AFQ  CONST_07  C7    C8   C9   C10     0.00   0.0  0
 AFQ  CONST_08  C1    C6   C10  C9      0.00   0.0  0
 AFQ  CONST_09  N13   C12  N11  C9      0.00   0.0  0
 AFQ  CONST_10  C12   N13  C8   C9      0.00   0.0  0
 AFQ  CONST_11  C1    C7   C8   C9      0.00   0.0  0
 AFQ  CONST_12  N13   C8   C9   N11     0.00   0.0  0
 AFQ  CONST_13  C7    C8   C9   N11   180.00   0.0  0
 AFQ  CONST_14  C8    N13  C12  N11     0.00   0.0  0
 AFQ  CONST_15  C8    C9   N11  C12     0.00   0.0  0
 AFQ  CONST_16  C7    C8   N13  C12   180.00   0.0  0
 AFQ  CONST_17  C1    C7   C8   N13   180.00   0.0  0
 AFQ  CONST_18  N5    C4   N3   C2      0.00   0.0  0
 AFQ  CONST_19  C6    N5   C4   N3      0.00   0.0  0
 AFQ  CONST_20  C1    C2   N3   C4      0.00   0.0  0
 AFQ  CONST_21  C18   C10  C6   N5      0.00   0.0  0
 AFQ  CONST_22  C1    C6   C10  C18   180.00   0.0  0
 AFQ  CONST_23  N11   C9   C10  C18     0.00   0.0  0
 AFQ  CONST_24  C8    C9   C10  C18   180.00   0.0  0
 AFQ  CONST_25  N14   C12  N11  C9    180.00   0.0  0
 AFQ  CONST_26  C8    N13  C12  N14   180.00   0.0  0
 AFQ  CONST_27  N17   C4   N3   C2    180.00   0.0  0
 AFQ  CONST_28  C4    N3   C2   O16   180.00   0.0  0
 AFQ  CONST_29  C6    N5   C4   N17   180.00   0.0  0
 AFQ  CONST_30  H7    C7   C1   C2      0.00   0.0  0
 AFQ  CONST_31  HN13  N13  C8   C9    180.00   0.0  0
 AFQ  CONST_32  HN3   N3   C4   N5    180.00   0.0  0
 AFQ  CONST_33  C15   N14  C12  N11   180.00   0.0  0
 AFQ  CONST_34  N13   C12  N14  C15     0.00   0.0  0
 AFQ  CONST_35  HN14  N14  C12  N11     0.00   0.0  0
 AFQ  CONST_37  HN1A  N17  C4   N3    180.00   0.0  0
 AFQ  Var_01    C24   C25  C26  C22     0.91  30.0  1
 AFQ  Var_02    C25   C24  C23  C22   -39.33  30.0  1
 AFQ  Var_03    C23   C24  C25  C26    23.59  30.0  1
 AFQ  Var_04    C19   C18  C10  C6     82.85  30.0  2
 AFQ  Var_05    N20   C19  C18  C10  -177.48  30.0  3
 AFQ  Var_06    C22   C21  N20  C19  -179.82  30.0  3
 AFQ  Var_07    H15   C15  N14  C12    60.83  30.0  3
 AFQ  Var_08    C21   N20  C19  C18   178.95  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 AFQ  chir_01  C22  C21  C26  C23  positiv

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
 AFQ  plan-1  C2    0.020
 AFQ  plan-1  O16   0.020
 AFQ  plan-1  N3    0.020
 AFQ  plan-1  C4    0.020
 AFQ  plan-1  N17   0.020
 AFQ  plan-1  N5    0.020
 AFQ  plan-1  C6    0.020
 AFQ  plan-1  C10   0.020
 AFQ  plan-1  C18   0.020
 AFQ  plan-1  C9    0.020
 AFQ  plan-1  N11   0.020
 AFQ  plan-1  C12   0.020
 AFQ  plan-1  N14   0.020
 AFQ  plan-1  N13   0.020
 AFQ  plan-1  C8    0.020
 AFQ  plan-1  C7    0.020
 AFQ  plan-1  C1    0.020
 AFQ  plan-1  HN3   0.020
 AFQ  plan-1  HN17  0.020
 AFQ  plan-1  HN1A  0.020
 AFQ  plan-1  HN13  0.020
 AFQ  plan-1  H7    0.020
 AFQ  plan-2  C12   0.020
 AFQ  plan-2  N14   0.020
 AFQ  plan-2  C15   0.020
 AFQ  plan-2  HN14  0.020

