# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 13:57:29 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: 8,8-diphenyl-2,3,4,8-tetrahydroimidazo[1,5-a]pyrimidin-6-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC1=NC(c2ccccc2)(c3ccccc3)C4=NCCCN14
#
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
 454  454  8,8-diphenyl-2,3,4,8-tetrahydroimidazo[1,5-a]pyrimidin-6-amine  ligand  40  22  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_454
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
 454  C1    C  CR16  0  -0.268  -3.0802  -3.0658  -0.5913
 454  N1    N  N     0  -0.441   1.3922  -0.0419  -1.6621
 454  C2    C  CR16  0  -0.246  -3.0666  -2.4267   0.6432
 454  N2    N  NR5   0  -0.550   2.1547  -0.4313   0.5380
 454  C3    C  CR16  0  -0.285  -2.0983  -1.4769   0.9279
 454  N3    N  N     0  -0.483   0.2734  -0.2140   1.7431
 454  C4    C  CR6   0   0.162  -1.1256  -1.1430  -0.0143
 454  N4    N  NH2   0  -0.848   2.2509  -0.7365   2.8751
 454  C5    C  CR16  0  -0.314  -1.1478  -1.7828  -1.2482
 454  C6    C  CR16  0  -0.243  -2.1171  -2.7393  -1.5331
 454  C7    C  CR5   0  -0.190  -0.1148  -0.0533   0.3532
 454  C8    C  CR5   0   0.526   1.2036  -0.1694  -0.4195
 454  C9    C  CH2   0  -0.324   2.7559  -0.1975  -2.1413
 454  C10   C  CH2   0  -0.506   3.8193   0.1201  -1.0964
 454  C11   C  CH2   0  -0.291   3.5469  -0.6329   0.1975
 454  C12   C  CR5   0   0.666   1.5357  -0.4414   1.7698
 454  C13   C  CR6   0   0.165  -0.7470   1.3128   0.0977
 454  C14   C  CR16  0  -0.318  -0.8747   2.2442   1.1207
 454  C15   C  CR16  0  -0.241  -1.4567   3.4846   0.8799
 454  C16   C  CR16  0  -0.268  -1.9149   3.8086  -0.3877
 454  C17   C  CR16  0  -0.246  -1.7883   2.8811  -1.4160
 454  C18   C  CR16  0  -0.278  -1.2126   1.6434  -1.1746
 454  H1    H  HCR6  0   0.253  -3.8347  -3.8097  -0.8128
 454  H2    H  HCR6  0   0.252  -3.8112  -2.6719   1.3900
 454  H3    H  HCR6  0   0.250  -2.0911  -0.9933   1.8953
 454  HN4   H  HNH2  0   0.403   3.2436  -0.5715   2.8786
 454  HN4A  H  HNH2  0   0.402   1.7990  -0.5458   3.7544
 454  H5    H  HCR6  0   0.260  -0.4085  -1.5366  -1.9983
 454  H6    H  HCR6  0   0.252  -2.1128  -3.2297  -2.4984
 454  H9    H  HCH2  0   0.234   2.8856  -1.2221  -2.5063
 454  H9A   H  HCH2  0   0.238   2.8900   0.4507  -3.0092
 454  H10   H  HCH2  0   0.258   4.8078  -0.1470  -1.4700
 454  H10A  H  HCH2  0   0.247   3.8278   1.1935  -0.8933
 454  H11   H  HCH2  0   0.261   4.1874  -0.2530   0.9939
 454  H11A  H  HCH2  0   0.258   3.7562  -1.6990   0.0810
 454  H14   H  HCR6  0   0.250  -0.5231   1.9956   2.1123
 454  H15   H  HCR6  0   0.251  -1.5518   4.1959   1.6905
 454  H16   H  HCR6  0   0.252  -2.3695   4.7727  -0.5766
 454  H17   H  HCR6  0   0.252  -2.1423   3.1227  -2.4101
 454  H18   H  HCR6  0   0.251  -1.1223   0.9328  -1.9850

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
 454  C1   C2    aromatic  1.390  0.020  1.390
 454  C1   C6    aromatic  1.386  0.020  1.386
 454  N1   C8    double    1.263  0.020  1.263
 454  N1   C9    single    1.454  0.020  1.454
 454  C2   C3    aromatic  1.386  0.020  1.386
 454  N2   C8    single    1.375  0.020  1.375
 454  N2   C11   single    1.447  0.020  1.447
 454  N2   C12   single    1.379  0.020  1.379
 454  C3   C4    aromatic  1.395  0.020  1.395
 454  N3   C7    single    1.452  0.020  1.452
 454  N3   C12   double    1.283  0.020  1.283
 454  C4   C5    aromatic  1.390  0.020  1.390
 454  C4   C7    single    1.531  0.020  1.531
 454  N4   C12   single    1.349  0.020  1.349
 454  C5   C6    aromatic  1.391  0.020  1.391
 454  C7   C8    single    1.533  0.020  1.533
 454  C7   C13   single    1.527  0.020  1.527
 454  C9   C10   single    1.524  0.020  1.524
 454  C10  C11   single    1.522  0.020  1.522
 454  C13  C14   aromatic  1.389  0.020  1.389
 454  C13  C18   aromatic  1.395  0.020  1.395
 454  C14  C15   aromatic  1.391  0.020  1.391
 454  C15  C16   aromatic  1.386  0.020  1.386
 454  C16  C17   aromatic  1.391  0.020  1.391
 454  C17  C18   aromatic  1.386  0.020  1.386
 454  C1   H1    single    0.930  0.020  1.080
 454  C2   H2    single    0.930  0.020  1.080
 454  C3   H3    single    0.930  0.020  1.080
 454  N4   HN4   single    0.890  0.020  1.040
 454  N4   HN4A  single    0.890  0.020  1.040
 454  C5   H5    single    0.930  0.020  1.080
 454  C6   H6    single    0.930  0.020  1.080
 454  C9   H9    single    0.970  0.020  1.090
 454  C9   H9A   single    0.970  0.020  1.090
 454  C10  H10   single    0.970  0.020  1.090
 454  C10  H10A  single    0.970  0.020  1.090
 454  C11  H11   single    0.970  0.020  1.090
 454  C11  H11A  single    0.970  0.020  1.090
 454  C14  H14   single    0.930  0.020  1.080
 454  C15  H15   single    0.930  0.020  1.080
 454  C16  H16   single    0.930  0.020  1.080
 454  C17  H17   single    0.930  0.020  1.080
 454  C18  H18   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
 454  H1    C1   C6   120.47  3.000
 454  H1    C1   C2   120.30  3.000
 454  C6    C1   C2   119.23  3.000
 454  C9    N1   C8   116.97  3.000
 454  H2    C2   C3   119.60  3.000
 454  H2    C2   C1   120.11  3.000
 454  C3    C2   C1   120.28  3.000
 454  C12   N2   C11  129.87  3.000
 454  C12   N2   C8   108.24  3.000
 454  C11   N2   C8   121.88  3.000
 454  H3    C3   C4   119.51  3.000
 454  H3    C3   C2   119.66  3.000
 454  C4    C3   C2   120.83  3.000
 454  C12   N3   C7   107.61  3.000
 454  C7    C4   C5   123.45  3.000
 454  C7    C4   C3   117.94  3.000
 454  C5    C4   C3   118.57  3.000
 454  HN4A  N4   HN4  114.12  3.000
 454  HN4A  N4   C12  115.85  3.000
 454  HN4   N4   C12  119.34  3.000
 454  H5    C5   C6   119.39  3.000
 454  H5    C5   C4   119.99  3.000
 454  C6    C5   C4   120.62  3.000
 454  H6    C6   C5   119.42  3.000
 454  H6    C6   C1   120.12  3.000
 454  C5    C6   C1   120.46  3.000
 454  C13   C7   C8   109.85  3.000
 454  C13   C7   C4   108.86  3.000
 454  C8    C7   C4   113.14  3.000
 454  C13   C7   N3   111.71  3.000
 454  C8    C7   N3   104.14  3.000
 454  C4    C7   N3   109.12  3.000
 454  C7    C8   N2   104.98  3.000
 454  C7    C8   N1   128.08  3.000
 454  N2    C8   N1   126.94  3.000
 454  H9A   C9   H9   106.02  3.000
 454  H9A   C9   C10  109.61  3.000
 454  H9    C9   C10  109.92  3.000
 454  H9A   C9   N1   108.28  3.000
 454  H9    C9   N1   108.72  3.000
 454  C10   C9   N1   113.96  3.000
 454  H10A  C10  H10  107.30  3.000
 454  H10A  C10  C11  109.24  3.000
 454  H10   C10  C11  109.42  3.000
 454  H10A  C10  C9   109.73  3.000
 454  H10   C10  C9   110.28  3.000
 454  C11   C10  C9   110.79  3.000
 454  H11A  C11  H11  107.78  3.000
 454  H11A  C11  C10  110.97  3.000
 454  H11   C11  C10  110.09  3.000
 454  H11A  C11  N2   110.20  3.000
 454  H11   C11  N2   110.16  3.000
 454  C10   C11  N2   107.65  3.000
 454  N4    C12  N3   125.27  3.000
 454  N4    C12  N2   119.70  3.000
 454  N3    C12  N2   114.95  3.000
 454  C18   C13  C14  118.83  3.000
 454  C18   C13  C7   120.20  3.000
 454  C14   C13  C7   120.97  3.000
 454  H14   C14  C15  119.99  3.000
 454  H14   C14  C13  119.43  3.000
 454  C15   C14  C13  120.58  3.000
 454  H15   C15  C16  120.14  3.000
 454  H15   C15  C14  119.54  3.000
 454  C16   C15  C14  120.33  3.000
 454  H16   C16  C17  120.22  3.000
 454  H16   C16  C15  120.43  3.000
 454  C17   C16  C15  119.35  3.000
 454  H17   C17  C18  119.67  3.000
 454  H17   C17  C16  120.03  3.000
 454  C18   C17  C16  120.31  3.000
 454  H18   C18  C17  119.39  3.000
 454  H18   C18  C13  120.00  3.000
 454  C17   C18  C13  120.61  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
 454  CONST_01  C4    C3   C2   C1     0.00   0.0  0
 454  CONST_02  C4    C5   C6   C1     0.00   0.0  0
 454  CONST_03  C5    C6   C1   C2     0.00   0.0  0
 454  CONST_04  C5    C4   C3   C2     0.00   0.0  0
 454  CONST_05  C6    C1   C2   C3     0.00   0.0  0
 454  CONST_06  C6    C5   C4   C3     0.00   0.0  0
 454  CONST_07  C16   C15  C14  C13    0.00   0.0  0
 454  CONST_08  C16   C17  C18  C13    0.00   0.0  0
 454  CONST_09  C17   C18  C13  C14    0.00   0.0  0
 454  CONST_10  C17   C16  C15  C14    0.00   0.0  0
 454  CONST_11  C18   C13  C14  C15    0.00   0.0  0
 454  CONST_12  C18   C17  C16  C15    0.00   0.0  0
 454  CONST_13  C7    C4   C3   C2   180.00   0.0  0
 454  CONST_14  C7    C4   C5   C6   180.00   0.0  0
 454  CONST_15  C15   C14  C13  C7   180.00   0.0  0
 454  CONST_16  C17   C18  C13  C7   180.00   0.0  0
 454  CONST_17  C11   N2   C8   N1     0.00   0.0  0
 454  CONST_18  C12   N2   C8   N1   180.00   0.0  0
 454  CONST_19  C9    N1   C8   N2     0.00   0.0  0
 454  CONST_20  N3    C7   C8   N2     0.00   0.0  0
 454  CONST_21  C7    N3   C12  N2     0.00   0.0  0
 454  CONST_22  C8    N2   C12  N3     0.00   0.0  0
 454  CONST_23  C11   N2   C12  N3   180.00   0.0  0
 454  CONST_24  C9    N1   C8   C7   180.00   0.0  0
 454  CONST_25  C11   N2   C8   C7   180.00   0.0  0
 454  CONST_26  C12   N2   C8   C7     0.00   0.0  0
 454  CONST_27  C12   N3   C7   C8     0.00   0.0  0
 454  CONST_28  C8    N2   C12  N4   180.00   0.0  0
 454  CONST_29  C11   N2   C12  N4     0.00   0.0  0
 454  CONST_30  C7    N3   C12  N4   180.00   0.0  0
 454  CONST_31  H3    C3   C2   C1   180.00   0.0  0
 454  CONST_32  H5    C5   C6   C1   180.00   0.0  0
 454  CONST_33  H6    C6   C1   C2   180.00   0.0  0
 454  CONST_34  H1    C1   C2   C3   180.00   0.0  0
 454  CONST_35  H2    C2   C3   C4   180.00   0.0  0
 454  CONST_36  H14   C14  C13  C7     0.00   0.0  0
 454  CONST_37  H18   C18  C13  C7     0.00   0.0  0
 454  CONST_38  H15   C15  C14  C13  180.00   0.0  0
 454  CONST_39  H17   C17  C18  C13  180.00   0.0  0
 454  CONST_40  H16   C16  C15  C14  180.00   0.0  0
 454  CONST_42  HN4A  N4   C12  N2   180.00   0.0  0
 454  Var_01    C4    C7   C8   N1    64.81  30.0  1
 454  Var_02    C11   C10  C9   N1    50.85  30.0  1
 454  Var_03    C9    C10  C11  N2   -48.66  30.0  1
 454  Var_04    N3    C7   C4   C3    39.92  30.0  2
 454  Var_05    C14   C13  C7   N3     1.17  30.0  2
 454  Var_06    C10   C9   N1   C8   -25.80  30.0  1
 454  Var_07    C10   C11  N2   C8    26.70  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
 454  plan-1  C1    0.020
 454  plan-1  C2    0.020
 454  plan-1  C3    0.020
 454  plan-1  C4    0.020
 454  plan-1  C5    0.020
 454  plan-1  C6    0.020
 454  plan-1  C7    0.020
 454  plan-1  H1    0.020
 454  plan-1  H2    0.020
 454  plan-1  H3    0.020
 454  plan-1  H5    0.020
 454  plan-1  H6    0.020
 454  plan-2  C7    0.020
 454  plan-2  C13   0.020
 454  plan-2  C14   0.020
 454  plan-2  C15   0.020
 454  plan-2  C16   0.020
 454  plan-2  C17   0.020
 454  plan-2  C18   0.020
 454  plan-2  H14   0.020
 454  plan-2  H15   0.020
 454  plan-2  H16   0.020
 454  plan-2  H17   0.020
 454  plan-2  H18   0.020
 454  plan-3  N1    0.020
 454  plan-3  N2    0.020
 454  plan-3  N3    0.020
 454  plan-3  N4    0.020
 454  plan-3  C7    0.020
 454  plan-3  C8    0.020
 454  plan-3  C9    0.020
 454  plan-3  C11   0.020
 454  plan-3  C12   0.020
 454  plan-3  HN4   0.020
 454  plan-3  HN4A  0.020

