# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 16:51:24 2020
#   Inital geometry file: a 120 line input string
#   Ligand name: cis-3-[8-amino-1-(4-phenoxyphenyl)imidazo[1,5-a]pyrazin-3-yl]cyclobutanol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1nccn2c(nc(c3ccc(Oc4ccccc4)cc3)c12)[C@@H]5C[C@H](O)C5
#
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
 1G0  1G0  cis-3-[8-amino-1-(4-phenoxyphenyl)imidazo[1,5-a]pyrazin-3-yl]cyclobutanol  ligand  48  28  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_1G0
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
 1G0  O1   O  OH1   0  -0.663  -5.3441   4.1992  -0.5871
 1G0  C2   C  CH1   0   0.056  -5.4849   2.9373  -0.0042
 1G0  C4   C  CH2   0  -0.469  -5.1435   1.6781  -0.8214
 1G0  C5   C  CH1   0  -0.401  -4.4925   1.1118   0.4681
 1G0  C7   C  CH2   0  -0.452  -4.3873   2.5549   0.9902
 1G0  C8   C  CR5   0   0.498  -3.2374   0.3388   0.3443
 1G0  N9   N  N     0  -0.453  -2.0298   0.7408   0.6774
 1G0  C10  C  CR5   0   0.111  -1.1624  -0.2518   0.3640
 1G0  C11  C  CR56  0   0.251  -1.8680  -1.3199  -0.1690
 1G0  C12  C  CR6   0   0.357  -1.6094  -2.6645  -0.6040
 1G0  N13  N  NH2   0  -0.827  -0.3536  -3.1567  -0.5466
 1G0  N14  N  N     0  -0.455  -2.5623  -3.4251  -1.0769
 1G0  C15  C  CR16  0  -0.146  -3.8316  -2.9293  -1.1251
 1G0  C16  C  CR16  0  -0.095  -4.1935  -1.7095  -0.6831
 1G0  N17  N  N     0  -0.531  -3.1899  -0.9050  -0.1796
 1G0  C18  C  CR6   0  -0.010   0.2749  -0.0862   0.5959
 1G0  C19  C  CR16  0  -0.283   0.7286   0.4554   1.8012
 1G0  C20  C  CR16  0  -0.319   2.0762   0.6537   2.0334
 1G0  C21  C  CR6   0   0.353   3.0066   0.3125   1.0552
 1G0  O22  O  O2    0  -0.511   4.3151   0.5056   1.3749
 1G0  C23  C  CR6   0   0.308   5.2620   0.5047   0.3804
 1G0  C24  C  CR16  0  -0.299   5.3283   1.5575  -0.5227
 1G0  C25  C  CR16  0  -0.252   6.3271   1.5613  -1.4856
 1G0  C26  C  CR16  0  -0.259   7.2512   0.5249  -1.5448
 1G0  C27  C  CR16  0  -0.252   7.1740  -0.5193  -0.6338
 1G0  C28  C  CR16  0  -0.314   6.1746  -0.5372   0.3311
 1G0  C29  C  CR16  0  -0.321   2.5785  -0.2156  -0.1562
 1G0  C30  C  CR16  0  -0.319   1.2207  -0.4014  -0.3774
 1G0  H1   H  HOH1  0   0.452  -6.0998   4.3550  -1.1619
 1G0  H2   H  HCH1  0   0.205  -6.4717   2.8158   0.4594
 1G0  H3   H  HCH2  0   0.245  -5.9592   1.1152  -1.2747
 1G0  H4   H  HCH2  0   0.241  -4.3852   1.8923  -1.5770
 1G0  H5   H  HCH1  0   0.283  -5.2292   0.5430   1.0432
 1G0  H6   H  HCH2  0   0.240  -3.4323   2.9964   0.7004
 1G0  H7   H  HCH2  0   0.248  -4.5598   2.7312   2.0512
 1G0  H8   H  HNH2  0   0.406   0.3177  -2.7454   0.0796
 1G0  H9   H  HNH2  0   0.396  -0.2527  -4.1488  -0.6891
 1G0  H10  H  HCR6  0   0.266  -4.5869  -3.5878  -1.5336
 1G0  H11  H  HCR6  0   0.303  -5.2011  -1.3260  -0.6909
 1G0  H12  H  HCR6  0   0.254   0.0156   0.7198   2.5712
 1G0  H13  H  HCR6  0   0.271   2.4136   1.0681   2.9749
 1G0  H14  H  HCR6  0   0.277   4.6116   2.3678  -0.4721
 1G0  H15  H  HCR6  0   0.265   6.3844   2.3814  -2.1891
 1G0  H16  H  HCR6  0   0.261   8.0294   0.5342  -2.2961
 1G0  H17  H  HCR6  0   0.264   7.8899  -1.3295  -0.6736
 1G0  H18  H  HCR6  0   0.272   6.1083  -1.3494   1.0437
 1G0  H19  H  HCR6  0   0.281   3.2818  -0.4738  -0.9367
 1G0  H20  H  HCR6  0   0.268   0.8996  -0.7857  -1.3371

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
 1G0  O1   C2   single    1.397  0.020  1.397
 1G0  C2   C7   single    1.530  0.020  1.530
 1G0  C2   C4   single    1.539  0.020  1.539
 1G0  C7   C5   single    1.538  0.020  1.538
 1G0  C4   C5   single    1.552  0.020  1.552
 1G0  C5   C8   single    1.479  0.020  1.479
 1G0  C16  C15  aromatic  1.347  0.020  1.347
 1G0  C16  N17  aromatic  1.381  0.020  1.381
 1G0  C8   N17  aromatic  1.350  0.020  1.350
 1G0  C8   N9   aromatic  1.316  0.020  1.316
 1G0  C15  N14  aromatic  1.364  0.020  1.364
 1G0  N17  C11  aromatic  1.385  0.020  1.385
 1G0  N9   C10  aromatic  1.355  0.020  1.355
 1G0  N14  C12  aromatic  1.308  0.020  1.308
 1G0  C11  C10  aromatic  1.387  0.020  1.387
 1G0  C11  C12  aromatic  1.437  0.020  1.437
 1G0  C10  C18  single    1.465  0.020  1.465
 1G0  C12  N13  single    1.350  0.020  1.350
 1G0  C19  C18  aromatic  1.397  0.020  1.397
 1G0  C19  C20  aromatic  1.382  0.020  1.382
 1G0  C18  C30  aromatic  1.393  0.020  1.393
 1G0  C20  C21  aromatic  1.392  0.020  1.392
 1G0  C30  C29  aromatic  1.388  0.020  1.388
 1G0  C21  C29  aromatic  1.389  0.020  1.389
 1G0  C21  O22  single    1.361  0.020  1.361
 1G0  O22  C23  single    1.373  0.020  1.373
 1G0  C28  C23  aromatic  1.386  0.020  1.386
 1G0  C28  C27  aromatic  1.389  0.020  1.389
 1G0  C23  C24  aromatic  1.389  0.020  1.389
 1G0  C27  C26  aromatic  1.388  0.020  1.388
 1G0  C24  C25  aromatic  1.387  0.020  1.387
 1G0  C26  C25  aromatic  1.390  0.020  1.390
 1G0  O1   H1   single    0.850  0.020  0.980
 1G0  C2   H2   single    0.970  0.020  1.090
 1G0  C4   H3   single    0.970  0.020  1.090
 1G0  C4   H4   single    0.970  0.020  1.090
 1G0  C5   H5   single    0.970  0.020  1.090
 1G0  C7   H6   single    0.970  0.020  1.090
 1G0  C7   H7   single    0.970  0.020  1.090
 1G0  N13  H8   single    0.890  0.020  1.040
 1G0  N13  H9   single    0.890  0.020  1.040
 1G0  C15  H10  single    0.930  0.020  1.080
 1G0  C16  H11  single    0.930  0.020  1.080
 1G0  C19  H12  single    0.930  0.020  1.080
 1G0  C20  H13  single    0.930  0.020  1.080
 1G0  C24  H14  single    0.930  0.020  1.080
 1G0  C25  H15  single    0.930  0.020  1.080
 1G0  C26  H16  single    0.930  0.020  1.080
 1G0  C27  H17  single    0.930  0.020  1.080
 1G0  C28  H18  single    0.930  0.020  1.080
 1G0  C29  H19  single    0.930  0.020  1.080
 1G0  C30  H20  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
 1G0  H1   O1   C2   108.44  3.000
 1G0  H2   C2   C7   110.06  3.000
 1G0  H2   C2   C4   109.47  3.000
 1G0  C7   C2   C4    88.94  3.000
 1G0  H2   C2   O1   111.53  3.000
 1G0  C4   C2   O1   119.67  3.000
 1G0  C7   C2   O1   115.13  3.000
 1G0  H4   C4   H3   109.47  3.000
 1G0  H4   C4   C5   110.82  3.000
 1G0  H3   C4   C5   118.11  3.000
 1G0  H4   C4   C2   111.16  3.000
 1G0  H3   C4   C2   118.51  3.000
 1G0  C5   C4   C2    87.16  3.000
 1G0  H5   C5   C8   110.10  3.000
 1G0  H5   C5   C7   110.82  3.000
 1G0  C8   C5   C7   117.43  3.000
 1G0  H5   C5   C4   110.13  3.000
 1G0  C8   C5   C4   118.50  3.000
 1G0  C7   C5   C4    88.19  3.000
 1G0  H7   C7   H6   109.37  3.000
 1G0  H7   C7   C5   118.14  3.000
 1G0  H6   C7   C5   110.44  3.000
 1G0  H7   C7   C2   118.63  3.000
 1G0  H6   C7   C2   110.74  3.000
 1G0  C5   C7   C2    87.98  3.000
 1G0  N17  C8   N9   110.32  3.000
 1G0  N9   C8   C5   126.72  3.000
 1G0  N17  C8   C5   122.93  3.000
 1G0  C10  N9   C8   107.77  3.000
 1G0  C18  C10  C11  130.32  3.000
 1G0  C18  C10  N9   120.56  3.000
 1G0  C11  C10  N9   109.11  3.000
 1G0  N17  C11  C12  116.73  3.000
 1G0  C12  C11  C10  138.22  3.000
 1G0  N17  C11  C10  104.94  3.000
 1G0  N14  C12  N13  118.76  3.000
 1G0  N13  C12  C11  119.72  3.000
 1G0  N14  C12  C11  121.51  3.000
 1G0  H9   N13  H8   115.08  3.000
 1G0  H9   N13  C12  116.50  3.000
 1G0  H8   N13  C12  119.88  3.000
 1G0  C15  N14  C12  118.66  3.000
 1G0  H10  C15  C16  119.17  3.000
 1G0  H10  C15  N14  116.22  3.000
 1G0  C16  C15  N14  124.60  3.000
 1G0  H11  C16  N17  118.33  3.000
 1G0  H11  C16  C15  124.81  3.000
 1G0  N17  C16  C15  116.86  3.000
 1G0  C16  N17  C11  121.44  3.000
 1G0  C11  N17  C8   107.85  3.000
 1G0  C16  N17  C8   130.71  3.000
 1G0  C30  C18  C19  118.03  3.000
 1G0  C30  C18  C10  121.99  3.000
 1G0  C19  C18  C10  119.93  3.000
 1G0  H12  C19  C20  119.20  3.000
 1G0  H12  C19  C18  119.64  3.000
 1G0  C20  C19  C18  121.16  3.000
 1G0  H13  C20  C21  119.77  3.000
 1G0  H13  C20  C19  120.34  3.000
 1G0  C21  C20  C19  119.89  3.000
 1G0  C29  C21  O22  123.72  3.000
 1G0  O22  C21  C20  116.27  3.000
 1G0  C29  C21  C20  119.99  3.000
 1G0  C23  O22  C21  119.52  3.000
 1G0  C28  C23  C24  121.02  3.000
 1G0  C24  C23  O22  120.23  3.000
 1G0  C28  C23  O22  118.70  3.000
 1G0  H14  C24  C25  120.45  3.000
 1G0  H14  C24  C23  120.35  3.000
 1G0  C25  C24  C23  119.20  3.000
 1G0  H15  C25  C26  120.15  3.000
 1G0  H15  C25  C24  119.44  3.000
 1G0  C26  C25  C24  120.41  3.000
 1G0  H16  C26  C27  120.16  3.000
 1G0  H16  C26  C25  120.10  3.000
 1G0  C27  C26  C25  119.74  3.000
 1G0  H17  C27  C28  119.47  3.000
 1G0  H17  C27  C26  120.16  3.000
 1G0  C28  C27  C26  120.37  3.000
 1G0  H18  C28  C27  120.72  3.000
 1G0  H18  C28  C23  120.02  3.000
 1G0  C27  C28  C23  119.26  3.000
 1G0  H19  C29  C30  119.28  3.000
 1G0  H19  C29  C21  121.30  3.000
 1G0  C30  C29  C21  119.42  3.000
 1G0  H20  C30  C29  118.61  3.000
 1G0  H20  C30  C18  119.88  3.000
 1G0  C29  C30  C18  121.50  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
 1G0  CONST_01  C15  C16  N17  C8    180.00   0.0  0
 1G0  CONST_02  C10  C11  N17  C8      0.00   0.0  0
 1G0  CONST_03  C12  C11  N17  C8    180.00   0.0  0
 1G0  CONST_04  C11  C10  N9   C8      0.00   0.0  0
 1G0  CONST_05  C18  C10  N9   C8    180.00   0.0  0
 1G0  CONST_06  C16  N17  C8   N9    180.00   0.0  0
 1G0  CONST_07  C11  N17  C8   N9      0.00   0.0  0
 1G0  CONST_08  N17  C11  C10  N9      0.00   0.0  0
 1G0  CONST_09  C12  C11  C10  N9    180.00   0.0  0
 1G0  CONST_12  N17  C8   N9   C10     0.00   0.0  0
 1G0  CONST_13  C16  N17  C11  C10   180.00   0.0  0
 1G0  CONST_14  N14  C12  C11  C10   180.00   0.0  0
 1G0  CONST_15  C20  C19  C18  C10   180.00   0.0  0
 1G0  CONST_16  C29  C30  C18  C10   180.00   0.0  0
 1G0  CONST_17  C15  C16  N17  C11     0.00   0.0  0
 1G0  CONST_20  C15  N14  C12  C11     0.00   0.0  0
 1G0  CONST_21  C16  C15  N14  C12     0.00   0.0  0
 1G0  CONST_22  C16  N17  C11  C12     0.00   0.0  0
 1G0  CONST_23  C18  C10  C11  C12     0.00   0.0  0
 1G0  CONST_24  N17  C16  C15  N14     0.00   0.0  0
 1G0  CONST_25  N17  C11  C12  N14     0.00   0.0  0
 1G0  CONST_26  C18  C10  C11  N17   180.00   0.0  0
 1G0  CONST_27  C21  C20  C19  C18     0.00   0.0  0
 1G0  CONST_28  C21  C29  C30  C18     0.00   0.0  0
 1G0  CONST_29  C29  C30  C18  C19     0.00   0.0  0
 1G0  CONST_30  C29  C21  C20  C19     0.00   0.0  0
 1G0  CONST_31  C30  C18  C19  C20     0.00   0.0  0
 1G0  CONST_32  C30  C29  C21  C20     0.00   0.0  0
 1G0  CONST_33  C26  C27  C28  C23     0.00   0.0  0
 1G0  CONST_34  C26  C25  C24  C23     0.00   0.0  0
 1G0  CONST_35  C27  C28  C23  C24     0.00   0.0  0
 1G0  CONST_36  C27  C26  C25  C24     0.00   0.0  0
 1G0  CONST_37  C28  C23  C24  C25     0.00   0.0  0
 1G0  CONST_38  C28  C27  C26  C25     0.00   0.0  0
 1G0  CONST_39  C16  N17  C8   C5      0.00   0.0  0
 1G0  CONST_40  C11  N17  C8   C5    180.00   0.0  0
 1G0  CONST_41  C10  N9   C8   C5    180.00   0.0  0
 1G0  CONST_42  N13  C12  C11  C10     0.00   0.0  0
 1G0  CONST_43  C15  N14  C12  N13   180.00   0.0  0
 1G0  CONST_44  N17  C11  C12  N13   180.00   0.0  0
 1G0  CONST_45  O22  C21  C20  C19   180.00   0.0  0
 1G0  CONST_46  C30  C29  C21  O22   180.00   0.0  0
 1G0  CONST_47  C27  C28  C23  O22   180.00   0.0  0
 1G0  CONST_48  C25  C24  C23  O22   180.00   0.0  0
 1G0  CONST_49  H11  C16  N17  C8      0.00   0.0  0
 1G0  CONST_50  H12  C19  C18  C10     0.00   0.0  0
 1G0  CONST_51  H20  C30  C18  C10     0.00   0.0  0
 1G0  CONST_52  H10  C15  N14  C12   180.00   0.0  0
 1G0  CONST_53  H13  C20  C19  C18   180.00   0.0  0
 1G0  CONST_54  H19  C29  C30  C18   180.00   0.0  0
 1G0  CONST_55  H17  C27  C28  C23   180.00   0.0  0
 1G0  CONST_56  H15  C25  C24  C23   180.00   0.0  0
 1G0  CONST_57  H18  C28  C23  C24   180.00   0.0  0
 1G0  CONST_58  H16  C26  C25  C24   180.00   0.0  0
 1G0  CONST_59  H14  C24  C25  C26   180.00   0.0  0
 1G0  CONST_61  H9   N13  C12  C11   180.00   0.0  0
 1G0  Var_01    C28  C23  O22  C21  -111.64  30.0  2
 1G0  Var_02    C29  C21  O22  C23    16.78  30.0  2

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
 1G0  chir_01  C2  O1  C7  C4  positiv
 1G0  chir_02  C5  C8  C4  C7  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
 1G0  plan-1  C10  0.020
 1G0  plan-1  C18  0.020
 1G0  plan-1  C19  0.020
 1G0  plan-1  C20  0.020
 1G0  plan-1  C21  0.020
 1G0  plan-1  O22  0.020
 1G0  plan-1  C29  0.020
 1G0  plan-1  C30  0.020
 1G0  plan-1  H12  0.020
 1G0  plan-1  H13  0.020
 1G0  plan-1  H19  0.020
 1G0  plan-1  H20  0.020
 1G0  plan-2  O22  0.020
 1G0  plan-2  C23  0.020
 1G0  plan-2  C24  0.020
 1G0  plan-2  C25  0.020
 1G0  plan-2  C26  0.020
 1G0  plan-2  C27  0.020
 1G0  plan-2  C28  0.020
 1G0  plan-2  H14  0.020
 1G0  plan-2  H15  0.020
 1G0  plan-2  H16  0.020
 1G0  plan-2  H17  0.020
 1G0  plan-2  H18  0.020
 1G0  plan-3  C5   0.020
 1G0  plan-3  C8   0.020
 1G0  plan-3  N9   0.020
 1G0  plan-3  C10  0.020
 1G0  plan-3  C11  0.020
 1G0  plan-3  C12  0.020
 1G0  plan-3  N13  0.020
 1G0  plan-3  N14  0.020
 1G0  plan-3  C15  0.020
 1G0  plan-3  C16  0.020
 1G0  plan-3  N17  0.020
 1G0  plan-3  C18  0.020
 1G0  plan-3  H10  0.020
 1G0  plan-3  H11  0.020
 1G0  plan-4  C12  0.020
 1G0  plan-4  N13  0.020
 1G0  plan-4  H8   0.020
 1G0  plan-4  H9   0.020

