# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 22 01:23:32 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: N-tert-butyl-2-(5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-1-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(C)NC(=O)c1c[nH]c2ncc(nc12)c3ncn4CCCCc34
#
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
 1B6  1B6  N-tert-butyl-2-(5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-1-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide  ligand  47  25  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1B6
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
 1B6  N1   N  N     0  -0.381  -0.4794  -3.6317  -0.1181
 1B6  C2   C  CR16  0  -0.113  -1.5865  -2.9146  -0.0330
 1B6  C3   C  CR6   0   0.091  -1.5874  -1.5006  -0.0127
 1B6  N4   N  N     0  -0.408  -0.4600  -0.8031  -0.0916
 1B6  C5   C  CR56  0   0.148   0.6585  -1.5076  -0.1977
 1B6  C6   C  CR56  0   0.462   0.6261  -2.9174  -0.1966
 1B6  C7   C  CR5   0  -0.214   2.0329  -1.1218  -0.2857
 1B6  C8   C  CR15  0  -0.009   2.7452  -2.2975  -0.3383
 1B6  N9   N  NR15  0  -0.664   1.9097  -3.3655  -0.2839
 1B6  C10  C  CR5   0   0.019  -2.8359  -0.7632   0.1035
 1B6  C11  C  C     0   0.509   2.5515   0.2564  -0.3891
 1B6  N12  N  NH1   0  -0.670   3.8000   0.4311   0.0840
 1B6  O13  O  O     0  -0.486   1.8717   1.1458  -0.8854
 1B6  C14  C  CT    0   0.102   4.5986   1.6606   0.0223
 1B6  C15  C  CH3   0  -0.642   3.9351   2.7901   0.8132
 1B6  C16  C  CH3   0  -0.683   5.9446   1.3194   0.6604
 1B6  N17  N  N     0  -0.465  -4.0468  -1.3965   0.1854
 1B6  C18  C  CR15  0   0.084  -4.9321  -0.4461   0.2953
 1B6  N19  N  NR5   0  -0.463  -4.3567   0.7780   0.2928
 1B6  C20  C  CR5   0   0.342  -3.0090   0.6046   0.1644
 1B6  C21  C  CH3   0  -0.645   4.8291   2.0834  -1.4293
 1B6  C22  C  CH2   0  -0.281  -5.0434   2.0598   0.3453
 1B6  C23  C  CH2   0  -0.468  -4.0755   3.1523   0.7638
 1B6  C24  C  CH2   0  -0.458  -2.8057   3.0803  -0.0744
 1B6  C25  C  CH2   0  -0.496  -2.0704   1.7642   0.1662
 1B6  H1   H  HCR6  0   0.263  -2.5216  -3.4560   0.0299
 1B6  H2   H  HCR5  0   0.309   3.8082  -2.4513  -0.4387
 1B6  H3   H  HNR5  0   0.423   2.1957  -4.3309  -0.3301
 1B6  H4   H  HNH1  0   0.399   4.2065  -0.3347   0.5966
 1B6  H5   H  HCH3  0   0.226   3.7287   2.4754   1.8373
 1B6  H6   H  HCH3  0   0.224   4.5979   3.6560   0.8547
 1B6  H7   H  HCH3  0   0.238   2.9998   3.1025   0.3539
 1B6  H8   H  HCH3  0   0.237   6.4444   0.5121   0.1211
 1B6  H9   H  HCH3  0   0.242   6.5988   2.1900   0.6392
 1B6  H10  H  HCH3  0   0.237   5.8271   1.0152   1.7027
 1B6  H11  H  HCR5  0   0.278  -6.0003  -0.5782   0.3820
 1B6  H12  H  HCH3  0   0.238   3.9005   2.3621  -1.9237
 1B6  H13  H  HCH3  0   0.226   5.4967   2.9460  -1.4632
 1B6  H14  H  HCH3  0   0.227   5.2943   1.2762  -1.9974
 1B6  H15  H  HCH2  0   0.258  -5.4532   2.2817  -0.6424
 1B6  H16  H  HCH2  0   0.270  -5.8769   1.9773   1.0420
 1B6  H17  H  HCH2  0   0.256  -4.5712   4.1160   0.6431
 1B6  H18  H  HCH2  0   0.239  -3.8300   3.0485   1.8247
 1B6  H19  H  HCH2  0   0.231  -3.0648   3.1764  -1.1333
 1B6  H20  H  HCH2  0   0.250  -2.1428   3.9135   0.1619
 1B6  H21  H  HCH2  0   0.246  -1.5596   1.8000   1.1342
 1B6  H22  H  HCH2  0   0.269  -1.2832   1.6064  -0.5698

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
 1B6  C24  C23  single    1.523  0.020  1.523
 1B6  C24  C25  single    1.527  0.020  1.527
 1B6  C16  C14  single    1.528  0.020  1.528
 1B6  C23  C22  single    1.518  0.020  1.518
 1B6  C21  C14  single    1.529  0.020  1.529
 1B6  C22  N19  single    1.455  0.020  1.455
 1B6  C25  C20  single    1.492  0.020  1.492
 1B6  C14  N12  single    1.467  0.020  1.467
 1B6  C14  C15  single    1.530  0.020  1.530
 1B6  N12  C11  single    1.347  0.020  1.347
 1B6  C20  N19  aromatic  1.365  0.020  1.365
 1B6  C20  C10  aromatic  1.380  0.020  1.380
 1B6  N19  C18  aromatic  1.353  0.020  1.353
 1B6  C11  O13  double    1.225  0.020  1.225
 1B6  C11  C7   single    1.476  0.020  1.476
 1B6  N4   C5   aromatic  1.326  0.020  1.326
 1B6  N4   C3   aromatic  1.328  0.020  1.328
 1B6  C10  C3   single    1.455  0.020  1.455
 1B6  C10  N17  aromatic  1.369  0.020  1.369
 1B6  C18  N17  aromatic  1.303  0.020  1.303
 1B6  C7   C5   aromatic  1.430  0.020  1.430
 1B6  C7   C8   aromatic  1.376  0.020  1.376
 1B6  C5   C6   aromatic  1.410  0.020  1.410
 1B6  C3   C2   aromatic  1.414  0.020  1.414
 1B6  C8   N9   aromatic  1.357  0.020  1.357
 1B6  C6   N9   aromatic  1.362  0.020  1.362
 1B6  C6   N1   aromatic  1.319  0.020  1.319
 1B6  C2   N1   aromatic  1.322  0.020  1.322
 1B6  C2   H1   single    0.930  0.020  1.080
 1B6  C8   H2   single    0.930  0.020  1.080
 1B6  N9   H3   single    0.860  0.020  1.020
 1B6  N12  H4   single    0.860  0.020  1.020
 1B6  C15  H5   single    0.970  0.020  1.090
 1B6  C15  H6   single    0.970  0.020  1.090
 1B6  C15  H7   single    0.970  0.020  1.090
 1B6  C16  H8   single    0.970  0.020  1.090
 1B6  C16  H9   single    0.970  0.020  1.090
 1B6  C16  H10  single    0.970  0.020  1.090
 1B6  C18  H11  single    0.930  0.020  1.080
 1B6  C21  H12  single    0.970  0.020  1.090
 1B6  C21  H13  single    0.970  0.020  1.090
 1B6  C21  H14  single    0.970  0.020  1.090
 1B6  C22  H15  single    0.970  0.020  1.090
 1B6  C22  H16  single    0.970  0.020  1.090
 1B6  C23  H17  single    0.970  0.020  1.090
 1B6  C23  H18  single    0.970  0.020  1.090
 1B6  C24  H19  single    0.970  0.020  1.090
 1B6  C24  H20  single    0.970  0.020  1.090
 1B6  C25  H21  single    0.970  0.020  1.090
 1B6  C25  H22  single    0.970  0.020  1.090

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
 1B6  C6   N1   C2   114.34  3.000
 1B6  H1   C2   C3   119.92  3.000
 1B6  H1   C2   N1   117.13  3.000
 1B6  C3   C2   N1   122.95  3.000
 1B6  C10  C3   N4   117.85  3.000
 1B6  C10  C3   C2   120.57  3.000
 1B6  N4   C3   C2   121.58  3.000
 1B6  C5   N4   C3   116.22  3.000
 1B6  C7   C5   C6   106.97  3.000
 1B6  C6   C5   N4   120.77  3.000
 1B6  C7   C5   N4   132.23  3.000
 1B6  N9   C6   C5   107.89  3.000
 1B6  N9   C6   N1   127.99  3.000
 1B6  C5   C6   N1   124.12  3.000
 1B6  C11  C7   C8   127.83  3.000
 1B6  C8   C7   C5   105.63  3.000
 1B6  C11  C7   C5   126.43  3.000
 1B6  H2   C8   N9   119.89  3.000
 1B6  H2   C8   C7   129.47  3.000
 1B6  N9   C8   C7   110.62  3.000
 1B6  H3   N9   C8   125.25  3.000
 1B6  H3   N9   C6   125.83  3.000
 1B6  C8   N9   C6   108.90  3.000
 1B6  C20  C10  N17  110.18  3.000
 1B6  N17  C10  C3   121.97  3.000
 1B6  C20  C10  C3   127.85  3.000
 1B6  O13  C11  N12  124.25  3.000
 1B6  O13  C11  C7   120.76  3.000
 1B6  N12  C11  C7   114.98  3.000
 1B6  H4   N12  C14  116.03  3.000
 1B6  H4   N12  C11  117.02  3.000
 1B6  C14  N12  C11  126.77  3.000
 1B6  C21  C14  C16  108.98  3.000
 1B6  C21  C14  C15  110.60  3.000
 1B6  C16  C14  C15  109.32  3.000
 1B6  C15  C14  N12  111.15  3.000
 1B6  C21  C14  N12  110.71  3.000
 1B6  C16  C14  N12  105.94  3.000
 1B6  H7   C15  H6   108.08  3.000
 1B6  H7   C15  H5   108.45  3.000
 1B6  H6   C15  H5   107.93  3.000
 1B6  H7   C15  C14  111.51  3.000
 1B6  H6   C15  C14  110.00  3.000
 1B6  H5   C15  C14  110.75  3.000
 1B6  H10  C16  H9   107.81  3.000
 1B6  H10  C16  H8   108.34  3.000
 1B6  H9   C16  H8   107.85  3.000
 1B6  H10  C16  C14  111.47  3.000
 1B6  H9   C16  C14  110.02  3.000
 1B6  H8   C16  C14  111.22  3.000
 1B6  C18  N17  C10  105.57  3.000
 1B6  H11  C18  N19  122.12  3.000
 1B6  H11  C18  N17  126.11  3.000
 1B6  N19  C18  N17  111.77  3.000
 1B6  C22  N19  C20  125.54  3.000
 1B6  C20  N19  C18  107.77  3.000
 1B6  C22  N19  C18  126.61  3.000
 1B6  C25  C20  N19  121.49  3.000
 1B6  N19  C20  C10  104.71  3.000
 1B6  C25  C20  C10  133.75  3.000
 1B6  H14  C21  H13  107.93  3.000
 1B6  H14  C21  H12  108.46  3.000
 1B6  H13  C21  H12  107.78  3.000
 1B6  H14  C21  C14  110.73  3.000
 1B6  H13  C21  C14  109.89  3.000
 1B6  H12  C21  C14  111.92  3.000
 1B6  H16  C22  H15  107.85  3.000
 1B6  H16  C22  C23  111.47  3.000
 1B6  H15  C22  C23  110.01  3.000
 1B6  H16  C22  N19  108.50  3.000
 1B6  H15  C22  N19  108.87  3.000
 1B6  C23  C22  N19  110.06  3.000
 1B6  H18  C23  H17  107.05  3.000
 1B6  H18  C23  C24  110.01  3.000
 1B6  H17  C23  C24  111.09  3.000
 1B6  H18  C23  C22  110.00  3.000
 1B6  H17  C23  C22  108.40  3.000
 1B6  C24  C23  C22  110.23  3.000
 1B6  H20  C24  H19  106.65  3.000
 1B6  H20  C24  C25  109.37  3.000
 1B6  H19  C24  C25  110.01  3.000
 1B6  H20  C24  C23  110.57  3.000
 1B6  H19  C24  C23  109.33  3.000
 1B6  C25  C24  C23  110.83  3.000
 1B6  H22  C25  H21  105.36  3.000
 1B6  H22  C25  C24  111.50  3.000
 1B6  H21  C25  C24  109.62  3.000
 1B6  H22  C25  C20  109.96  3.000
 1B6  H21  C25  C20  108.66  3.000
 1B6  C24  C25  C20  111.52  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
 1B6  CONST_01  N4   C5   C6   N1      0.00   0.0  0
 1B6  CONST_02  C7   C5   C6   N1    180.00   0.0  0
 1B6  CONST_03  C8   N9   C6   N1    180.00   0.0  0
 1B6  CONST_04  N4   C3   C2   N1      0.00   0.0  0
 1B6  CONST_05  C10  C3   C2   N1    180.00   0.0  0
 1B6  CONST_06  C5   N4   C3   C2      0.00   0.0  0
 1B6  CONST_07  C20  C10  C3   C2    180.00   0.0  0
 1B6  CONST_08  N17  C10  C3   C2      0.00   0.0  0
 1B6  CONST_09  C5   C6   N1   C2      0.00   0.0  0
 1B6  CONST_10  N9   C6   N1   C2    180.00   0.0  0
 1B6  CONST_11  C7   C5   N4   C3    180.00   0.0  0
 1B6  CONST_12  C6   C5   N4   C3      0.00   0.0  0
 1B6  CONST_13  N19  C20  C10  C3    180.00   0.0  0
 1B6  CONST_14  C18  N17  C10  C3    180.00   0.0  0
 1B6  CONST_15  C6   N1   C2   C3      0.00   0.0  0
 1B6  CONST_16  C8   C7   C5   N4    180.00   0.0  0
 1B6  CONST_17  N9   C6   C5   N4    180.00   0.0  0
 1B6  CONST_18  C20  C10  C3   N4      0.00   0.0  0
 1B6  CONST_19  N17  C10  C3   N4    180.00   0.0  0
 1B6  CONST_20  C10  C3   N4   C5    180.00   0.0  0
 1B6  CONST_21  N9   C8   C7   C5      0.00   0.0  0
 1B6  CONST_22  C8   N9   C6   C5      0.00   0.0  0
 1B6  CONST_23  C8   C7   C5   C6      0.00   0.0  0
 1B6  CONST_24  C7   C8   N9   C6      0.00   0.0  0
 1B6  CONST_25  N9   C6   C5   C7      0.00   0.0  0
 1B6  CONST_26  C18  N19  C20  C10     0.00   0.0  0
 1B6  CONST_27  N19  C18  N17  C10     0.00   0.0  0
 1B6  CONST_28  N19  C20  C10  N17     0.00   0.0  0
 1B6  CONST_29  C20  N19  C18  N17     0.00   0.0  0
 1B6  CONST_30  C20  C10  N17  C18     0.00   0.0  0
 1B6  CONST_31  C25  C20  C10  C3      0.00   0.0  0
 1B6  CONST_32  C11  C7   C5   N4      0.00   0.0  0
 1B6  CONST_33  C11  C7   C5   C6    180.00   0.0  0
 1B6  CONST_34  C11  C7   C8   N9    180.00   0.0  0
 1B6  CONST_35  H3   N9   C6   N1      0.00   0.0  0
 1B6  CONST_36  H1   C2   C3   N4    180.00   0.0  0
 1B6  CONST_37  H2   C8   C7   C5    180.00   0.0  0
 1B6  CONST_38  H11  C18  N17  C10   180.00   0.0  0
 1B6  CONST_39  C14  N12  C11  C7    180.00   0.0  0
 1B6  CONST_40  H4   N12  C11  C7      0.00   0.0  0
 1B6  CONST_41  C14  N12  C11  O13     0.00   0.0  0
 1B6  Var_01    C24  C25  C20  C10   166.79  30.0  1
 1B6  Var_02    C23  C22  N19  C18   162.05  30.0  1
 1B6  Var_03    C24  C23  C22  N19    49.42  30.0  1
 1B6  Var_04    C23  C24  C25  C20    44.75  30.0  1
 1B6  Var_05    C25  C24  C23  C22   -63.40  30.0  1
 1B6  Var_06    N12  C11  C7   C5    153.66  30.0  1
 1B6  Var_07    C16  C14  N12  C11  -178.47  30.0  3
 1B6  Var_08    H8   C16  C14  N12    59.94  30.0  3
 1B6  Var_09    H12  C21  C14  N12    65.29  30.0  3
 1B6  Var_10    H5   C15  C14  N12    54.07  30.0  3

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
 1B6  plan-1  N1   0.020
 1B6  plan-1  C2   0.020
 1B6  plan-1  C3   0.020
 1B6  plan-1  N4   0.020
 1B6  plan-1  C5   0.020
 1B6  plan-1  C6   0.020
 1B6  plan-1  C7   0.020
 1B6  plan-1  C8   0.020
 1B6  plan-1  N9   0.020
 1B6  plan-1  C10  0.020
 1B6  plan-1  C11  0.020
 1B6  plan-1  H1   0.020
 1B6  plan-1  H2   0.020
 1B6  plan-1  H3   0.020
 1B6  plan-2  C3   0.020
 1B6  plan-2  C10  0.020
 1B6  plan-2  N17  0.020
 1B6  plan-2  C18  0.020
 1B6  plan-2  N19  0.020
 1B6  plan-2  C20  0.020
 1B6  plan-2  C22  0.020
 1B6  plan-2  C25  0.020
 1B6  plan-2  H11  0.020
 1B6  plan-3  C7   0.020
 1B6  plan-3  C11  0.020
 1B6  plan-3  N12  0.020
 1B6  plan-3  O13  0.020
 1B6  plan-3  C14  0.020
 1B6  plan-3  H4   0.020

