# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 15:36:28 2021
#   Inital geometry file: a 123 line input string
#   Ligand name: 1-[4-[2-(4-methoxyphenyl)-5-methyl-pyrrolo[2,3-b]pyrazin-6-yl]piperidin-1-yl]ethanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1)c2cnc3n(C)c(cc3n2)C4CCN(CC4)C(C)=O
#
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
 M7H  M7H  1-[4-[2-(4-methoxyphenyl)-5-methyl-pyrrolo[2,3-b]pyrazin-6-yl]piperidin-1-yl]ethanone  ligand  51  27  .  2022-03-22  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_M7H
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
 M7H  C4   C  CR15  0  -0.493  22.7973   1.9196  -34.8520
 M7H  C5   C  CR56  0   0.185  22.9334   1.4966  -33.5036
 M7H  N1   N  NR5   0  -0.563  23.8771  -0.0596  -34.8293
 M7H  C9   C  C     0   0.516  24.2439   3.2187  -40.3936
 M7H  C10  C  CR6   0   0.153  22.8256   1.3350  -31.2537
 M7H  C11  C  CH1   0  -0.382  23.5292   0.8954  -37.1104
 M7H  C12  C  CR16  0  -0.143  23.5276   0.1156  -31.3188
 M7H  C13  C  CR6   0   0.036  22.3949   1.8978  -29.9606
 M7H  C14  C  CH2   0  -0.315  25.0429   1.3244  -39.0747
 M7H  C15  C  CH2   0  -0.323  22.6528   1.6243  -39.3408
 M7H  C2   C  CR5   0   0.464  23.3779   0.9475  -35.6272
 M7H  C3   C  CR56  0   0.455  23.6149   0.2560  -33.5321
 M7H  N6   N  N     0  -0.426  22.5394   2.0275  -32.3539
 M7H  N7   N  N     0  -0.393  23.9230  -0.4357  -32.4579
 M7H  N8   N  NT    0  -0.434  23.9794   2.0847  -39.7062
 M7H  O16  O  O     0  -0.509  25.3887   3.6100  -40.5886
 M7H  C17  C  CH2   0  -0.412  22.4500   1.7015  -37.8328
 M7H  C18  C  CH2   0  -0.417  24.9180   1.3796  -37.5570
 M7H  C19  C  CR16  0  -0.302  22.1703   1.0895  -28.8416
 M7H  C20  C  CR16  0  -0.281  22.1820   3.2668  -29.8207
 M7H  C21  C  CH3   0  -0.547  24.5198  -1.2753  -35.2731
 M7H  C22  C  CR6   0   0.374  21.5580   3.0027  -27.5114
 M7H  C23  C  CR16  0  -0.326  21.7614   1.6268  -27.6374
 M7H  C24  C  CR16  0  -0.366  21.7726   3.8230  -28.6174
 M7H  O25  O  O2    0  -0.468  21.1566   3.4392  -26.3050
 M7H  C26  C  CH3   0  -0.806  23.0635   3.9948  -40.9323
 M7H  C27  C  CH3   0  -0.438  20.9068   4.8204  -26.1328
 M7H  H1   H  HCR5  0   0.256  22.3303   2.8238  -35.2077
 M7H  H2   H  HCH1  0   0.262  23.4229  -0.1500  -37.4287
 M7H  H3   H  HCR6  0   0.262  23.7888  -0.4172  -30.4133
 M7H  H4   H  HCH2  0   0.243  24.9747   0.2843  -39.4110
 M7H  H5   H  HCH2  0   0.269  26.0060   1.7097  -39.3963
 M7H  H6   H  HCH2  0   0.279  21.8877   2.1988  -39.8545
 M7H  H7   H  HCH2  0   0.247  22.5409   0.5868  -39.6735
 M7H  H8   H  HCH2  0   0.235  22.4856   2.7497  -37.5232
 M7H  H9   H  HCH2  0   0.254  21.4588   1.3198  -37.5809
 M7H  H10  H  HCH2  0   0.249  25.7080   0.7696  -37.1143
 M7H  H11  H  HCH2  0   0.241  25.0742   2.4052  -37.2109
 M7H  H12  H  HCR6  0   0.253  22.2919   0.0160  -28.9069
 M7H  H13  H  HCR6  0   0.255  22.3434   3.9211  -30.6671
 M7H  H14  H  HCH3  0   0.275  24.7451  -1.8844  -34.4021
 M7H  H15  H  HCH3  0   0.261  23.8669  -1.8434  -35.9339
 M7H  H16  H  HCH3  0   0.257  25.4528  -1.0634  -35.7926
 M7H  H17  H  HCR6  0   0.265  21.5837   0.9804  -26.7871
 M7H  H18  H  HCR6  0   0.280  21.6304   4.8938  -28.5614
 M7H  H19  H  HCH3  0   0.268  23.4304   4.8436  -41.5033
 M7H  H20  H  HCH3  0   0.265  22.4353   3.3868  -41.5832
 M7H  H21  H  HCH3  0   0.264  22.4315   4.3728  -40.1273
 M7H  H22  H  HCH3  0   0.261  20.5887   4.9498  -25.1014
 M7H  H23  H  HCH3  0   0.230  21.8022   5.4233  -26.3026
 M7H  H24  H  HCH3  0   0.230  20.1118   5.1767  -26.7929

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
 M7H  C26  C9   single    1.512  0.020  1.512
 M7H  O16  C9   double    1.225  0.020  1.225
 M7H  C9   N8   single    1.352  0.020  1.352
 M7H  N8   C15  single    1.451  0.020  1.451
 M7H  N8   C14  single    1.452  0.020  1.452
 M7H  C15  C17  single    1.524  0.020  1.524
 M7H  C14  C18  single    1.524  0.020  1.524
 M7H  C17  C11  single    1.528  0.020  1.528
 M7H  C18  C11  single    1.537  0.020  1.537
 M7H  C11  C2   single    1.492  0.020  1.492
 M7H  C2   C4   aromatic  1.372  0.020  1.372
 M7H  C2   N1   aromatic  1.378  0.020  1.378
 M7H  C21  N1   single    1.445  0.020  1.445
 M7H  C4   C5   aromatic  1.420  0.020  1.420
 M7H  N1   C3   aromatic  1.361  0.020  1.361
 M7H  C3   C5   aromatic  1.416  0.020  1.416
 M7H  C3   N7   aromatic  1.314  0.020  1.314
 M7H  C5   N6   aromatic  1.326  0.020  1.326
 M7H  N7   C12  aromatic  1.326  0.020  1.326
 M7H  N6   C10  aromatic  1.331  0.020  1.331
 M7H  C12  C10  aromatic  1.409  0.020  1.409
 M7H  C10  C13  single    1.475  0.020  1.475
 M7H  C13  C20  aromatic  1.393  0.020  1.393
 M7H  C13  C19  aromatic  1.398  0.020  1.398
 M7H  C20  C24  aromatic  1.387  0.020  1.387
 M7H  C19  C23  aromatic  1.381  0.020  1.381
 M7H  C24  C22  aromatic  1.394  0.020  1.394
 M7H  C23  C22  aromatic  1.396  0.020  1.396
 M7H  C22  O25  single    1.344  0.020  1.344
 M7H  O25  C27  single    1.414  0.020  1.414
 M7H  C4   H1   single    0.930  0.020  1.080
 M7H  C11  H2   single    0.970  0.020  1.090
 M7H  C12  H3   single    0.930  0.020  1.080
 M7H  C14  H4   single    0.970  0.020  1.090
 M7H  C14  H5   single    0.970  0.020  1.090
 M7H  C15  H6   single    0.970  0.020  1.090
 M7H  C15  H7   single    0.970  0.020  1.090
 M7H  C17  H8   single    0.970  0.020  1.090
 M7H  C17  H9   single    0.970  0.020  1.090
 M7H  C18  H10  single    0.970  0.020  1.090
 M7H  C18  H11  single    0.970  0.020  1.090
 M7H  C19  H12  single    0.930  0.020  1.080
 M7H  C20  H13  single    0.930  0.020  1.080
 M7H  C21  H14  single    0.970  0.020  1.090
 M7H  C21  H15  single    0.970  0.020  1.090
 M7H  C21  H16  single    0.970  0.020  1.090
 M7H  C23  H17  single    0.930  0.020  1.080
 M7H  C24  H18  single    0.930  0.020  1.080
 M7H  C26  H19  single    0.970  0.020  1.090
 M7H  C26  H20  single    0.970  0.020  1.090
 M7H  C26  H21  single    0.970  0.020  1.090
 M7H  C27  H22  single    0.970  0.020  1.090
 M7H  C27  H23  single    0.970  0.020  1.090
 M7H  C27  H24  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
 M7H  H1   C4   C2   126.23  3.000
 M7H  H1   C4   C5   127.22  3.000
 M7H  C2   C4   C5   106.55  3.000
 M7H  N6   C5   C3   120.75  3.000
 M7H  N6   C5   C4   132.50  3.000
 M7H  C3   C5   C4   106.75  3.000
 M7H  C21  N1   C3   125.01  3.000
 M7H  C3   N1   C2   108.22  3.000
 M7H  C21  N1   C2   126.73  3.000
 M7H  C26  C9   O16  120.58  3.000
 M7H  O16  C9   N8   122.10  3.000
 M7H  C26  C9   N8   117.31  3.000
 M7H  N6   C10  C13  117.61  3.000
 M7H  C13  C10  C12  121.10  3.000
 M7H  N6   C10  C12  121.29  3.000
 M7H  H2   C11  C18  107.65  3.000
 M7H  H2   C11  C17  107.26  3.000
 M7H  C18  C11  C17  109.54  3.000
 M7H  H2   C11  C2   108.15  3.000
 M7H  C18  C11  C2   111.68  3.000
 M7H  C17  C11  C2   112.33  3.000
 M7H  H3   C12  N7   116.23  3.000
 M7H  H3   C12  C10  120.51  3.000
 M7H  N7   C12  C10  123.25  3.000
 M7H  C20  C13  C19  117.60  3.000
 M7H  C19  C13  C10  121.87  3.000
 M7H  C20  C13  C10  120.53  3.000
 M7H  H5   C14  H4   107.52  3.000
 M7H  H5   C14  C18  110.78  3.000
 M7H  H4   C14  C18  109.58  3.000
 M7H  H5   C14  N8   109.58  3.000
 M7H  H4   C14  N8   108.55  3.000
 M7H  C18  C14  N8   110.75  3.000
 M7H  H7   C15  H6   106.59  3.000
 M7H  H7   C15  C17  109.57  3.000
 M7H  H6   C15  C17  110.35  3.000
 M7H  H7   C15  N8   108.51  3.000
 M7H  H6   C15  N8   110.92  3.000
 M7H  C17  C15  N8   110.79  3.000
 M7H  C11  C2   N1   120.89  3.000
 M7H  N1   C2   C4   110.11  3.000
 M7H  C11  C2   C4   129.00  3.000
 M7H  N7   C3   N1   127.73  3.000
 M7H  N7   C3   C5   123.89  3.000
 M7H  N1   C3   C5   108.38  3.000
 M7H  C10  N6   C5   116.38  3.000
 M7H  C3   N7   C12  114.42  3.000
 M7H  C15  N8   C14  113.21  3.000
 M7H  C14  N8   C9   121.13  3.000
 M7H  C15  N8   C9   124.96  3.000
 M7H  H9   C17  H8   107.42  3.000
 M7H  H9   C17  C15  109.36  3.000
 M7H  H8   C17  C15  108.93  3.000
 M7H  H9   C17  C11  110.35  3.000
 M7H  H8   C17  C11  110.41  3.000
 M7H  C15  C17  C11  110.31  3.000
 M7H  H11  C18  H10  106.99  3.000
 M7H  H11  C18  C14  109.72  3.000
 M7H  H10  C18  C14  108.92  3.000
 M7H  H11  C18  C11  109.42  3.000
 M7H  H10  C18  C11  111.10  3.000
 M7H  C14  C18  C11  110.61  3.000
 M7H  H12  C19  C23  118.16  3.000
 M7H  H12  C19  C13  120.46  3.000
 M7H  C23  C19  C13  121.37  3.000
 M7H  H13  C20  C24  118.69  3.000
 M7H  H13  C20  C13  119.55  3.000
 M7H  C24  C20  C13  121.76  3.000
 M7H  H16  C21  H15  109.02  3.000
 M7H  H16  C21  H14  108.30  3.000
 M7H  H15  C21  H14  108.57  3.000
 M7H  H16  C21  N1   111.34  3.000
 M7H  H15  C21  N1   111.01  3.000
 M7H  H14  C21  N1   108.52  3.000
 M7H  O25  C22  C24  124.54  3.000
 M7H  O25  C22  C23  116.39  3.000
 M7H  C24  C22  C23  119.07  3.000
 M7H  H17  C23  C22  119.57  3.000
 M7H  H17  C23  C19  120.08  3.000
 M7H  C22  C23  C19  120.35  3.000
 M7H  H18  C24  C22  121.43  3.000
 M7H  H18  C24  C20  118.72  3.000
 M7H  C22  C24  C20  119.85  3.000
 M7H  C27  O25  C22  118.63  3.000
 M7H  H21  C26  H20  107.46  3.000
 M7H  H21  C26  H19  108.22  3.000
 M7H  H20  C26  H19  108.45  3.000
 M7H  H21  C26  C9   111.55  3.000
 M7H  H20  C26  C9   112.11  3.000
 M7H  H19  C26  C9   108.93  3.000
 M7H  H24  C27  H23  108.80  3.000
 M7H  H24  C27  H22  108.75  3.000
 M7H  H23  C27  H22  108.75  3.000
 M7H  H24  C27  O25  111.93  3.000
 M7H  H23  C27  O25  112.04  3.000
 M7H  H22  C27  O25  106.47  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
 M7H  CONST_01  C3   N1   C2   C4      0.00   0.0  0
 M7H  CONST_02  N1   C3   C5   C4      0.00   0.0  0
 M7H  CONST_03  N7   C3   C5   C4    180.00   0.0  0
 M7H  CONST_04  C10  N6   C5   C4    180.00   0.0  0
 M7H  CONST_05  N1   C2   C4   C5      0.00   0.0  0
 M7H  CONST_06  C2   N1   C3   C5      0.00   0.0  0
 M7H  CONST_07  C12  N7   C3   C5      0.00   0.0  0
 M7H  CONST_08  C12  C10  N6   C5      0.00   0.0  0
 M7H  CONST_09  C13  C10  N6   C5    180.00   0.0  0
 M7H  CONST_10  N6   C5   C3   N1    180.00   0.0  0
 M7H  CONST_11  C12  N7   C3   N1    180.00   0.0  0
 M7H  CONST_12  C3   C5   N6   C10     0.00   0.0  0
 M7H  CONST_13  C3   N7   C12  C10     0.00   0.0  0
 M7H  CONST_14  C24  C20  C13  C10   180.00   0.0  0
 M7H  CONST_15  C23  C19  C13  C10   180.00   0.0  0
 M7H  CONST_18  N7   C12  C10  C13   180.00   0.0  0
 M7H  CONST_19  C22  C24  C20  C13     0.00   0.0  0
 M7H  CONST_20  C22  C23  C19  C13     0.00   0.0  0
 M7H  CONST_21  C3   C5   C4   C2      0.00   0.0  0
 M7H  CONST_22  N6   C5   C4   C2    180.00   0.0  0
 M7H  CONST_23  N7   C3   N1   C2    180.00   0.0  0
 M7H  CONST_24  N7   C3   C5   N6      0.00   0.0  0
 M7H  CONST_25  N7   C12  C10  N6      0.00   0.0  0
 M7H  CONST_28  C24  C20  C13  C19     0.00   0.0  0
 M7H  CONST_29  C24  C22  C23  C19     0.00   0.0  0
 M7H  CONST_30  C23  C19  C13  C20     0.00   0.0  0
 M7H  CONST_31  C23  C22  C24  C20     0.00   0.0  0
 M7H  CONST_32  C11  C2   C4   C5    180.00   0.0  0
 M7H  CONST_33  C3   N1   C2   C11   180.00   0.0  0
 M7H  CONST_34  C21  N1   C2   C4    180.00   0.0  0
 M7H  CONST_35  C21  N1   C3   C5    180.00   0.0  0
 M7H  CONST_36  C21  N1   C2   C11     0.00   0.0  0
 M7H  CONST_37  C21  N1   C3   N7      0.00   0.0  0
 M7H  CONST_38  O25  C22  C23  C19   180.00   0.0  0
 M7H  CONST_39  O25  C22  C24  C20   180.00   0.0  0
 M7H  CONST_40  H1   C4   C2   N1    180.00   0.0  0
 M7H  CONST_41  H13  C20  C13  C10     0.00   0.0  0
 M7H  CONST_42  H12  C19  C13  C10     0.00   0.0  0
 M7H  CONST_43  H3   C12  C10  C13     0.00   0.0  0
 M7H  CONST_44  H18  C24  C20  C13   180.00   0.0  0
 M7H  CONST_45  H17  C23  C19  C13   180.00   0.0  0
 M7H  CONST_46  C26  C9   N8   C14   180.00   0.0  0
 M7H  CONST_47  O16  C9   N8   C14     0.00   0.0  0
 M7H  CONST_48  C26  C9   N8   C15     0.00   0.0  0
 M7H  CONST_49  O16  C9   N8   C15   180.00   0.0  0
 M7H  Var_01    N8   C15  C17  C11   -56.62  30.0  1
 M7H  Var_02    N8   C14  C18  C11    55.54  30.0  1
 M7H  Var_03    C17  C15  N8   C14    58.70  30.0  1
 M7H  Var_04    C18  C14  N8   C15   -58.13  30.0  1
 M7H  Var_05    H14  C21  N1   C2   -176.77  30.0  2
 M7H  Var_06    H19  C26  C9   N8   -176.92  30.0  3
 M7H  Var_07    H22  C27  O25  C22   179.45  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
 M7H  chir_01  C11  C17  C18  C2  negativ

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
 M7H  plan-1  C10  0.020
 M7H  plan-1  C13  0.020
 M7H  plan-1  C19  0.020
 M7H  plan-1  C20  0.020
 M7H  plan-1  C22  0.020
 M7H  plan-1  C23  0.020
 M7H  plan-1  C24  0.020
 M7H  plan-1  O25  0.020
 M7H  plan-1  H12  0.020
 M7H  plan-1  H13  0.020
 M7H  plan-1  H17  0.020
 M7H  plan-1  H18  0.020
 M7H  plan-2  C4   0.020
 M7H  plan-2  C5   0.020
 M7H  plan-2  N1   0.020
 M7H  plan-2  C10  0.020
 M7H  plan-2  C11  0.020
 M7H  plan-2  C12  0.020
 M7H  plan-2  C13  0.020
 M7H  plan-2  C2   0.020
 M7H  plan-2  C3   0.020
 M7H  plan-2  N6   0.020
 M7H  plan-2  N7   0.020
 M7H  plan-2  C21  0.020
 M7H  plan-2  H1   0.020
 M7H  plan-2  H3   0.020
 M7H  plan-3  C9   0.020
 M7H  plan-3  C14  0.020
 M7H  plan-3  C15  0.020
 M7H  plan-3  N8   0.020
 M7H  plan-3  O16  0.020
 M7H  plan-3  C26  0.020

