# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 22:05:11 2020
#   Inital geometry file: a 99 line input string
#   Ligand name: 7-(1-propyl-1H-pyrazol-4-yl)-2-(pyridin-4-yl)-5H-pyrrolo[2,3-b]pyrazine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCn1cc(cn1)c2c[nH]c3ncc(nc23)c4ccncc4
#
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
 35X  35X  7-(1-propyl-1H-pyrazol-4-yl)-2-(pyridin-4-yl)-5H-pyrrolo[2,3-b]pyrazine  ligand  39  23  .  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_35X
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
 35X  C5   C  CR15  0   0.007   3.2918   0.6621  -0.5907
 35X  C6   C  CR5   0  -0.147   1.9269   0.5267  -0.4148
 35X  C7   C  CR15  0  -0.126   1.7283  -0.8692  -0.4449
 35X  C10  C  CR15  0  -0.078   1.1241   2.9243  -0.2103
 35X  C13  C  CR56  0   0.502  -1.0594   2.6769   0.0473
 35X  C17  C  CR16  0  -0.128  -3.0804   1.7871   0.2592
 35X  C20  C  CR16  0  -0.365  -2.8369  -1.9576   0.4426
 35X  C21  C  CR16  0  -0.059  -3.6623  -3.0680   0.4852
 35X  C24  C  CR16  0  -0.393  -4.7664  -0.6602  -0.0476
 35X  C1   C  CH3   0  -0.670   7.2555  -1.8552   0.2479
 35X  C2   C  CH2   0  -0.435   5.7917  -1.4840   0.4351
 35X  N4   N  NR5   0  -0.272   3.7981  -0.5762  -0.7133
 35X  N8   N  N     0  -0.282   2.8652  -1.5162  -0.6225
 35X  C9   C  CR5   0  -0.008   0.9307   1.5662  -0.2464
 35X  N11  N  NR15  0  -0.668  -0.0618   3.5856  -0.0359
 35X  C14  C  CR56  0   0.063  -0.4794   1.3890  -0.0814
 35X  N15  N  N     0  -0.411  -1.2331   0.3031  -0.0405
 35X  C16  C  CR6   0   0.172  -2.5379   0.4955   0.1225
 35X  N18  N  N     0  -0.381  -2.3464   2.8890   0.2221
 35X  C19  C  CR6   0   0.146  -3.3913  -0.7072   0.1738
 35X  N22  N  N     0  -0.406  -4.9748  -3.0219   0.2809
 35X  C23  C  CR16  0  -0.060  -5.5025  -1.8326   0.0187
 35X  H1   H  HCR5  0   0.285   3.9233   1.5349  -0.6402
 35X  H2   H  HCR5  0   0.259   0.7978  -1.4069  -0.3484
 35X  H3   H  HCR5  0   0.298   2.0405   3.4858  -0.2987
 35X  H4   H  HCR6  0   0.271  -4.1420   1.9254   0.4196
 35X  H5   H  HCR6  0   0.274  -1.7766  -2.0678   0.6213
 35X  H6   H  HCR6  0   0.265  -3.2389  -4.0435   0.6974
 35X  H7   H  HCR6  0   0.267  -5.2763   0.2629  -0.2870
 35X  H8   H  HCH3  0   0.224   7.8458  -0.9936  -0.0688
 35X  H9   H  HCH3  0   0.238   7.6869  -2.2260   1.1771
 35X  H10  H  HCH3  0   0.225   7.3755  -2.6346  -0.5064
 35X  H11  H  HCH2  0   0.234   5.2216  -2.3574   0.7589
 35X  H12  H  HCH2  0   0.231   5.6935  -0.7301   1.2200
 35X  H13  H  HCH2  0   0.254   5.7299  -0.0513  -1.1795
 35X  H14  H  HCH2  0   0.258   5.2695  -1.6796  -1.6554
 35X  H15  H  HNR5  0   0.422  -0.1663   4.5862   0.0198
 35X  H16  H  HCR6  0   0.267  -6.5726  -1.8027  -0.1539
 35X  C3   C  CH2   0  -0.273   5.1918  -0.9421  -0.8551

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
 35X  N11  C10  aromatic  1.369  0.020  1.369
 35X  N11  C13  aromatic  1.352  0.020  1.352
 35X  C10  C9   aromatic  1.372  0.020  1.372
 35X  C7   C6   aromatic  1.410  0.020  1.410
 35X  C7   N8   aromatic  1.320  0.020  1.320
 35X  C13  N18  aromatic  1.316  0.020  1.316
 35X  C13  C14  aromatic  1.418  0.020  1.418
 35X  C9   C6   single    1.450  0.020  1.450
 35X  C9   C14  aromatic  1.431  0.020  1.431
 35X  N18  C17  aromatic  1.325  0.020  1.325
 35X  C6   C5   aromatic  1.383  0.020  1.383
 35X  N8   N4   aromatic  1.327  0.020  1.327
 35X  C14  N15  aromatic  1.322  0.020  1.322
 35X  C17  C16  aromatic  1.408  0.020  1.408
 35X  C5   N4   aromatic  1.343  0.020  1.343
 35X  N4   C3   single    1.448  0.020  1.448
 35X  N15  C16  aromatic  1.329  0.020  1.329
 35X  C16  C19  single    1.476  0.020  1.476
 35X  C3   C2   single    1.523  0.020  1.523
 35X  C19  C24  aromatic  1.394  0.020  1.394
 35X  C19  C20  aromatic  1.394  0.020  1.394
 35X  C24  C23  aromatic  1.386  0.020  1.386
 35X  C2   C1   single    1.522  0.020  1.522
 35X  C20  C21  aromatic  1.384  0.020  1.384
 35X  C23  N22  aromatic  1.327  0.020  1.327
 35X  C21  N22  aromatic  1.329  0.020  1.329
 35X  C5   H1   single    0.930  0.020  1.080
 35X  C7   H2   single    0.930  0.020  1.080
 35X  C10  H3   single    0.930  0.020  1.080
 35X  C17  H4   single    0.930  0.020  1.080
 35X  C20  H5   single    0.930  0.020  1.080
 35X  C21  H6   single    0.930  0.020  1.080
 35X  C24  H7   single    0.930  0.020  1.080
 35X  C1   H8   single    0.970  0.020  1.090
 35X  C1   H9   single    0.970  0.020  1.090
 35X  C1   H10  single    0.970  0.020  1.090
 35X  C2   H11  single    0.970  0.020  1.090
 35X  C2   H12  single    0.970  0.020  1.090
 35X  C3   H13  single    0.970  0.020  1.090
 35X  C3   H14  single    0.970  0.020  1.090
 35X  N11  H15  single    0.860  0.020  1.020
 35X  C23  H16  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
 35X  H1   C5   N4   121.41  3.000
 35X  H1   C5   C6   131.53  3.000
 35X  N4   C5   C6   107.06  3.000
 35X  C9   C6   C7   127.99  3.000
 35X  C9   C6   C5   128.53  3.000
 35X  C7   C6   C5   103.48  3.000
 35X  H2   C7   N8   120.69  3.000
 35X  H2   C7   C6   127.79  3.000
 35X  N8   C7   C6   111.52  3.000
 35X  H3   C10  N11  119.67  3.000
 35X  H3   C10  C9   129.27  3.000
 35X  N11  C10  C9   111.06  3.000
 35X  N18  C13  C14  123.94  3.000
 35X  C14  C13  N11  107.64  3.000
 35X  N18  C13  N11  128.42  3.000
 35X  H4   C17  N18  116.19  3.000
 35X  H4   C17  C16  120.64  3.000
 35X  N18  C17  C16  123.17  3.000
 35X  H5   C20  C19  120.89  3.000
 35X  H5   C20  C21  119.87  3.000
 35X  C19  C20  C21  119.23  3.000
 35X  H6   C21  N22  116.54  3.000
 35X  H6   C21  C20  119.66  3.000
 35X  N22  C21  C20  123.80  3.000
 35X  H7   C24  C23  118.84  3.000
 35X  H7   C24  C19  121.95  3.000
 35X  C23  C24  C19  119.20  3.000
 35X  H10  C1   H9   107.63  3.000
 35X  H10  C1   H8   107.68  3.000
 35X  H9   C1   H8   107.58  3.000
 35X  H10  C1   C2   111.41  3.000
 35X  H9   C1   C2   111.04  3.000
 35X  H8   C1   C2   111.31  3.000
 35X  H12  C2   H11  106.97  3.000
 35X  H12  C2   C3   109.13  3.000
 35X  H11  C2   C3   109.28  3.000
 35X  H12  C2   C1   110.07  3.000
 35X  H11  C2   C1   110.10  3.000
 35X  C3   C2   C1   111.20  3.000
 35X  N8   N4   C3   120.28  3.000
 35X  C3   N4   C5   127.20  3.000
 35X  N8   N4   C5   112.44  3.000
 35X  N4   N8   C7   105.50  3.000
 35X  C14  C9   C10  104.98  3.000
 35X  C14  C9   C6   127.00  3.000
 35X  C10  C9   C6   128.02  3.000
 35X  H15  N11  C13  125.98  3.000
 35X  H15  N11  C10  125.21  3.000
 35X  C13  N11  C10  108.81  3.000
 35X  N15  C14  C9   131.84  3.000
 35X  N15  C14  C13  120.64  3.000
 35X  C9   C14  C13  107.52  3.000
 35X  C16  N15  C14  116.39  3.000
 35X  C19  C16  N15  117.01  3.000
 35X  C19  C16  C17  121.44  3.000
 35X  N15  C16  C17  121.54  3.000
 35X  C17  N18  C13  114.31  3.000
 35X  C16  C19  C24  122.52  3.000
 35X  C24  C19  C20  116.96  3.000
 35X  C16  C19  C20  120.52  3.000
 35X  C23  N22  C21  117.00  3.000
 35X  H16  C23  N22  116.65  3.000
 35X  H16  C23  C24  119.55  3.000
 35X  N22  C23  C24  123.80  3.000
 35X  H14  C3   H13  107.39  3.000
 35X  H14  C3   N4   108.13  3.000
 35X  H13  C3   N4   107.33  3.000
 35X  H14  C3   C2   110.66  3.000
 35X  H13  C3   C2   110.39  3.000
 35X  N4   C3   C2   112.72  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
 35X  CONST_01  N8   C7   C6   C5      0.00   0.0  0
 35X  CONST_02  C10  C9   C6   C5      0.00   0.0  0
 35X  CONST_03  C14  C9   C6   C5    180.00   0.0  0
 35X  CONST_04  C7   N8   N4   C5      0.00   0.0  0
 35X  CONST_05  N4   N8   C7   C6      0.00   0.0  0
 35X  CONST_06  N11  C10  C9   C6    180.00   0.0  0
 35X  CONST_07  C13  C14  C9   C6    180.00   0.0  0
 35X  CONST_08  N15  C14  C9   C6      0.00   0.0  0
 35X  CONST_09  N8   N4   C5   C6      0.00   0.0  0
 35X  CONST_10  C10  C9   C6   C7    180.00   0.0  0
 35X  CONST_11  C14  C9   C6   C7      0.00   0.0  0
 35X  CONST_12  N4   C5   C6   C7      0.00   0.0  0
 35X  CONST_13  N18  C13  N11  C10   180.00   0.0  0
 35X  CONST_14  C14  C13  N11  C10     0.00   0.0  0
 35X  CONST_15  C13  C14  C9   C10     0.00   0.0  0
 35X  CONST_16  N15  C14  C9   C10   180.00   0.0  0
 35X  CONST_17  C9   C10  N11  C13     0.00   0.0  0
 35X  CONST_18  C16  C17  N18  C13     0.00   0.0  0
 35X  CONST_19  C16  N15  C14  C13     0.00   0.0  0
 35X  CONST_20  N11  C13  N18  C17   180.00   0.0  0
 35X  CONST_21  C14  C13  N18  C17     0.00   0.0  0
 35X  CONST_22  C14  N15  C16  C17     0.00   0.0  0
 35X  CONST_26  C23  C24  C19  C20     0.00   0.0  0
 35X  CONST_27  C23  N22  C21  C20     0.00   0.0  0
 35X  CONST_28  C16  C19  C20  C21   180.00   0.0  0
 35X  CONST_29  C24  C19  C20  C21     0.00   0.0  0
 35X  CONST_30  C24  C23  N22  C21     0.00   0.0  0
 35X  CONST_32  C9   C6   C5   N4    180.00   0.0  0
 35X  CONST_33  C9   C6   C7   N8    180.00   0.0  0
 35X  CONST_34  N11  C13  C14  C9      0.00   0.0  0
 35X  CONST_35  N18  C13  C14  C9    180.00   0.0  0
 35X  CONST_36  C16  N15  C14  C9    180.00   0.0  0
 35X  CONST_37  C14  C9   C10  N11     0.00   0.0  0
 35X  CONST_38  N15  C14  C13  N11   180.00   0.0  0
 35X  CONST_39  C19  C16  N15  C14   180.00   0.0  0
 35X  CONST_40  N18  C13  C14  N15     0.00   0.0  0
 35X  CONST_41  N18  C17  C16  N15     0.00   0.0  0
 35X  CONST_42  C23  C24  C19  C16   180.00   0.0  0
 35X  CONST_43  C19  C16  C17  N18   180.00   0.0  0
 35X  CONST_44  N22  C23  C24  C19     0.00   0.0  0
 35X  CONST_45  N22  C21  C20  C19     0.00   0.0  0
 35X  CONST_46  C3   N4   C5   C6    180.00   0.0  0
 35X  CONST_47  C3   N4   N8   C7    180.00   0.0  0
 35X  CONST_48  H2   C7   C6   C5    180.00   0.0  0
 35X  CONST_49  H3   C10  C9   C6      0.00   0.0  0
 35X  CONST_50  H1   C5   C6   C7    180.00   0.0  0
 35X  CONST_51  H4   C17  N18  C13   180.00   0.0  0
 35X  CONST_52  H7   C24  C19  C20   180.00   0.0  0
 35X  CONST_53  H16  C23  N22  C21   180.00   0.0  0
 35X  CONST_54  H5   C20  C19  C24   180.00   0.0  0
 35X  CONST_55  H15  N11  C10  C9    180.00   0.0  0
 35X  CONST_56  H6   C21  C20  C19   180.00   0.0  0
 35X  Var_01    C2   C3   N4   C5    103.03  30.0  2
 35X  Var_02    N4   C3   C2   C1   -179.92  30.0  1
 35X  Var_03    H8   C1   C2   C3     59.16  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
 35X  plan-1  C5   0.020
 35X  plan-1  C6   0.020
 35X  plan-1  C7   0.020
 35X  plan-1  N4   0.020
 35X  plan-1  N8   0.020
 35X  plan-1  C9   0.020
 35X  plan-1  H1   0.020
 35X  plan-1  H2   0.020
 35X  plan-1  C3   0.020
 35X  plan-2  C20  0.020
 35X  plan-2  C21  0.020
 35X  plan-2  C24  0.020
 35X  plan-2  C16  0.020
 35X  plan-2  C19  0.020
 35X  plan-2  N22  0.020
 35X  plan-2  C23  0.020
 35X  plan-2  H5   0.020
 35X  plan-2  H6   0.020
 35X  plan-2  H7   0.020
 35X  plan-2  H16  0.020
 35X  plan-3  C6   0.020
 35X  plan-3  C10  0.020
 35X  plan-3  C13  0.020
 35X  plan-3  C17  0.020
 35X  plan-3  C9   0.020
 35X  plan-3  N11  0.020
 35X  plan-3  C14  0.020
 35X  plan-3  N15  0.020
 35X  plan-3  C16  0.020
 35X  plan-3  N18  0.020
 35X  plan-3  C19  0.020
 35X  plan-3  H3   0.020
 35X  plan-3  H4   0.020
 35X  plan-3  H15  0.020

