# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 02:30:10 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: 4-[3-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl]-6-methyl-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1Cc2nccc(c3cn(C)nc3c4ccc(F)cc4)c2C1=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
 9WG  9WG  4-[3-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl]-6-methyl-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one  ligand  39  24  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_9WG
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
 9WG  C4    C  CR5   0  -0.188   1.7465   0.7251  -0.2880
 9WG  N2    N  NR5   0  -0.267   2.6505   2.6147   0.3317
 9WG  C7    C  CR6   0   0.055  -0.6917   1.5970  -0.0696
 9WG  C9    C  CR16  0  -0.403  -2.8798   2.1898   0.7787
 9WG  C20   C  CR5   0   0.505   0.0083  -1.4977   1.2115
 9WG  C8    C  CR16  0  -0.266  -1.4987   2.2673   0.8489
 9WG  C18   C  CR56  0   0.185   0.6201  -2.8584  -0.5733
 9WG  C16   C  CR16  0  -0.063   2.0155  -2.4532  -2.2746
 9WG  C19   C  CR56  0  -0.181   0.7645  -1.5801  -0.0610
 9WG  C1    C  CH3   0  -0.507   3.5744   3.6729   0.6627
 9WG  C3    C  CR15  0   0.036   2.9453   1.3749  -0.0810
 9WG  C5    C  CR5   0   0.295   0.7672   1.7000   0.0154
 9WG  N6    N  N     0  -0.307   1.3417   2.8325   0.3837
 9WG  C10   C  CR6   0   0.514  -3.4493   1.4276  -0.2237
 9WG  C11   C  CR16  0  -0.395  -2.6849   0.7564  -1.1566
 9WG  C12   C  CR16  0  -0.300  -1.3034   0.8513  -1.0753
 9WG  F13   F  F     0  -0.316  -4.7882   1.3414  -0.2957
 9WG  C14   C  CR6   0   0.179   1.5752  -0.6591  -0.7186
 9WG  C15   C  CR16  0  -0.401   2.2227  -1.1454  -1.8550
 9WG  N17   N  N     0  -0.425   1.2122  -3.3189  -1.6588
 9WG  N22   N  NR5   0  -0.493  -0.6112  -2.6973   1.3489
 9WG  C23   C  CH2   0  -0.278  -0.2976  -3.6449   0.3065
 9WG  C24   C  CH3   0  -0.514  -1.4270  -3.0711   2.4718
 9WG  HC9   H  HCR6  0   0.278  -3.5020   2.7075   1.4968
 9WG  HC8   H  HCR6  0   0.257  -1.0424   2.8473   1.6400
 9WG  HC16  H  HCR6  0   0.272   2.5191  -2.8130  -3.1644
 9WG  HC1C  H  HCH3  0   0.262   3.5117   4.4769  -0.0683
 9WG  HC1A  H  HCH3  0   0.264   3.3509   4.0678   1.6510
 9WG  HC1B  H  HCH3  0   0.261   4.5835   3.2717   0.6620
 9WG  HC3   H  HCR5  0   0.301   3.9617   1.0253  -0.1696
 9WG  HC11  H  HCR6  0   0.279  -3.1559   0.1794  -1.9417
 9WG  HC12  H  HCR6  0   0.262  -0.7060   0.3460  -1.8228
 9WG  HC15  H  HCR6  0   0.269   2.8702  -0.4990  -2.4320
 9WG  H23A  H  HCH2  0   0.276  -1.1952  -3.9719  -0.2275
 9WG  H23B  H  HCH2  0   0.275   0.1922  -4.5375   0.7085
 9WG  H24A  H  HCH3  0   0.257  -1.5999  -2.2033   3.1026
 9WG  H24B  H  HCH3  0   0.245  -2.3916  -3.4500   2.1322
 9WG  H24C  H  HCH3  0   0.243  -0.9444  -3.8469   3.0701
 9WG  O21   O  O     0  -0.463  -0.0362  -0.5713   1.9999

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
 9WG  C1   N2    single    1.443  0.020  1.443
 9WG  N6   N2    aromatic  1.328  0.020  1.328
 9WG  N6   C5    aromatic  1.322  0.020  1.322
 9WG  C12  C11   aromatic  1.387  0.020  1.387
 9WG  C12  C7    aromatic  1.393  0.020  1.393
 9WG  C11  C10   aromatic  1.380  0.020  1.380
 9WG  N2   C3    aromatic  1.340  0.020  1.340
 9WG  C5   C7    single    1.465  0.020  1.465
 9WG  C5   C4    aromatic  1.415  0.020  1.415
 9WG  C7   C8    aromatic  1.394  0.020  1.394
 9WG  C10  F13   single    1.344  0.020  1.344
 9WG  C10  C9    aromatic  1.382  0.020  1.382
 9WG  C3   C4    aromatic  1.379  0.020  1.379
 9WG  C4   C14   single    1.460  0.020  1.460
 9WG  C8   C9    aromatic  1.385  0.020  1.385
 9WG  C14  C15   aromatic  1.395  0.020  1.395
 9WG  C14  C19   aromatic  1.392  0.020  1.392
 9WG  C15  C16   aromatic  1.389  0.020  1.389
 9WG  O21  C20   double    1.217  0.020  1.217
 9WG  C19  C20   single    1.483  0.020  1.483
 9WG  C19  C18   aromatic  1.385  0.020  1.385
 9WG  C16  N17   aromatic  1.332  0.020  1.332
 9WG  C20  N22   single    1.357  0.020  1.357
 9WG  C18  N17   aromatic  1.319  0.020  1.319
 9WG  C18  C23   single    1.495  0.020  1.495
 9WG  N22  C23   single    1.443  0.020  1.443
 9WG  N22  C24   single    1.437  0.020  1.437
 9WG  C9   HC9   single    0.930  0.020  1.080
 9WG  C8   HC8   single    0.930  0.020  1.080
 9WG  C16  HC16  single    0.930  0.020  1.080
 9WG  C1   HC1C  single    0.970  0.020  1.090
 9WG  C1   HC1A  single    0.970  0.020  1.090
 9WG  C1   HC1B  single    0.970  0.020  1.090
 9WG  C3   HC3   single    0.930  0.020  1.080
 9WG  C11  HC11  single    0.930  0.020  1.080
 9WG  C12  HC12  single    0.930  0.020  1.080
 9WG  C15  HC15  single    0.930  0.020  1.080
 9WG  C23  H23A  single    0.970  0.020  1.090
 9WG  C23  H23B  single    0.970  0.020  1.090
 9WG  C24  H24A  single    0.970  0.020  1.090
 9WG  C24  H24B  single    0.970  0.020  1.090
 9WG  C24  H24C  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
 9WG  C14   C4   C5    129.46  3.000
 9WG  C14   C4   C3    126.37  3.000
 9WG  C5    C4   C3    104.17  3.000
 9WG  N6    N2   C3    112.39  3.000
 9WG  C3    N2   C1    127.47  3.000
 9WG  N6    N2   C1    120.11  3.000
 9WG  C12   C7   C5    121.11  3.000
 9WG  C5    C7   C8    120.29  3.000
 9WG  C12   C7   C8    118.59  3.000
 9WG  HC9   C9   C10   120.55  3.000
 9WG  HC9   C9   C8    120.86  3.000
 9WG  C10   C9   C8    118.59  3.000
 9WG  N22   C20  O21   126.19  3.000
 9WG  N22   C20  C19   105.70  3.000
 9WG  O21   C20  C19   128.09  3.000
 9WG  HC8   C8   C9    119.18  3.000
 9WG  HC8   C8   C7    119.69  3.000
 9WG  C9    C8   C7    121.12  3.000
 9WG  C23   C18  N17   125.17  3.000
 9WG  C23   C18  C19   109.39  3.000
 9WG  N17   C18  C19   125.43  3.000
 9WG  HC16  C16  N17   116.36  3.000
 9WG  HC16  C16  C15   119.43  3.000
 9WG  N17   C16  C15   124.21  3.000
 9WG  C14   C19  C18   119.78  3.000
 9WG  C18   C19  C20   108.40  3.000
 9WG  C14   C19  C20   131.74  3.000
 9WG  HC1B  C1   HC1A  109.01  3.000
 9WG  HC1B  C1   HC1C  109.03  3.000
 9WG  HC1A  C1   HC1C  109.28  3.000
 9WG  HC1B  C1   N2    108.90  3.000
 9WG  HC1A  C1   N2    110.07  3.000
 9WG  HC1C  C1   N2    110.53  3.000
 9WG  HC3   C3   N2    122.20  3.000
 9WG  HC3   C3   C4    130.85  3.000
 9WG  N2    C3   C4    106.91  3.000
 9WG  N6    C5   C7    120.60  3.000
 9WG  C7    C5   C4    128.93  3.000
 9WG  N6    C5   C4    110.44  3.000
 9WG  C5    N6   N2    106.07  3.000
 9WG  F13   C10  C11   118.98  3.000
 9WG  F13   C10  C9    119.00  3.000
 9WG  C11   C10  C9    122.02  3.000
 9WG  HC11  C11  C12   120.83  3.000
 9WG  HC11  C11  C10   120.57  3.000
 9WG  C12   C11  C10   118.60  3.000
 9WG  HC12  C12  C11   118.51  3.000
 9WG  HC12  C12  C7    120.40  3.000
 9WG  C11   C12  C7    121.08  3.000
 9WG  C15   C14  C19   115.11  3.000
 9WG  C19   C14  C4    123.81  3.000
 9WG  C15   C14  C4    121.08  3.000
 9WG  HC15  C15  C14   120.26  3.000
 9WG  HC15  C15  C16   119.39  3.000
 9WG  C14   C15  C16   120.33  3.000
 9WG  C16   N17  C18   115.10  3.000
 9WG  C24   N22  C23   121.12  3.000
 9WG  C24   N22  C20   124.61  3.000
 9WG  C23   N22  C20   114.09  3.000
 9WG  H23B  C23  H23A  107.62  3.000
 9WG  H23B  C23  N22   111.55  3.000
 9WG  H23A  C23  N22   111.74  3.000
 9WG  H23B  C23  C18   111.74  3.000
 9WG  H23A  C23  C18   111.93  3.000
 9WG  N22   C23  C18   102.30  3.000
 9WG  H24C  C24  H24B  108.34  3.000
 9WG  H24C  C24  H24A  108.64  3.000
 9WG  H24B  C24  H24A  108.51  3.000
 9WG  H24C  C24  N22   111.22  3.000
 9WG  H24B  C24  N22   110.43  3.000
 9WG  H24A  C24  N22   109.64  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
 9WG  CONST_01  N2    N6   C5   C4      0.00   0.0  0
 9WG  CONST_04  N6    N2   C3   C4      0.00   0.0  0
 9WG  CONST_05  C16   C15  C14  C4    180.00   0.0  0
 9WG  CONST_06  C18   C19  C14  C4    180.00   0.0  0
 9WG  CONST_07  C7    C5   N6   N2    180.00   0.0  0
 9WG  CONST_08  C5    C4   C3   N2      0.00   0.0  0
 9WG  CONST_09  C14   C4   C3   N2    180.00   0.0  0
 9WG  CONST_10  C10   C11  C12  C7      0.00   0.0  0
 9WG  CONST_11  C3    C4   C5   C7    180.00   0.0  0
 9WG  CONST_12  C14   C4   C5   C7      0.00   0.0  0
 9WG  CONST_13  C10   C9   C8   C7      0.00   0.0  0
 9WG  CONST_14  C12   C11  C10  C9      0.00   0.0  0
 9WG  CONST_15  C12   C7   C8   C9      0.00   0.0  0
 9WG  CONST_16  C5    C7   C8   C9    180.00   0.0  0
 9WG  CONST_17  C11   C12  C7   C8      0.00   0.0  0
 9WG  CONST_19  C11   C10  C9   C8      0.00   0.0  0
 9WG  CONST_20  C15   C14  C19  C18     0.00   0.0  0
 9WG  CONST_21  C15   C16  N17  C18     0.00   0.0  0
 9WG  CONST_22  C19   C14  C15  C16     0.00   0.0  0
 9WG  CONST_23  C19   C18  N17  C16     0.00   0.0  0
 9WG  CONST_26  C5    N6   N2   C3      0.00   0.0  0
 9WG  CONST_27  N6    C5   C4   C3      0.00   0.0  0
 9WG  CONST_29  C11   C12  C7   C5    180.00   0.0  0
 9WG  CONST_32  C14   C4   C5   N6    180.00   0.0  0
 9WG  CONST_33  N17   C16  C15  C14     0.00   0.0  0
 9WG  CONST_34  N17   C18  C19  C14     0.00   0.0  0
 9WG  CONST_35  C20   C19  C14  C4      0.00   0.0  0
 9WG  CONST_36  C23   N22  C20  C19     0.00   0.0  0
 9WG  CONST_37  C1    N2   C3   C4    180.00   0.0  0
 9WG  CONST_38  F13   C10  C9   C8    180.00   0.0  0
 9WG  CONST_39  C5    N6   N2   C1    180.00   0.0  0
 9WG  CONST_40  F13   C10  C11  C12   180.00   0.0  0
 9WG  CONST_41  C24   N22  C20  C19   180.00   0.0  0
 9WG  CONST_42  C23   N22  C20  O21   180.00   0.0  0
 9WG  CONST_43  HC15  C15  C14  C4      0.00   0.0  0
 9WG  CONST_44  HC11  C11  C12  C7    180.00   0.0  0
 9WG  CONST_45  HC9   C9   C8   C7    180.00   0.0  0
 9WG  CONST_46  HC12  C12  C7   C8    180.00   0.0  0
 9WG  CONST_47  HC16  C16  N17  C18   180.00   0.0  0
 9WG  CONST_48  HC8   C8   C7   C5      0.00   0.0  0
 9WG  CONST_49  HC3   C3   C4   C5    180.00   0.0  0
 9WG  CONST_50  C24   N22  C20  O21     0.00   0.0  0
 9WG  Var_01    H23A  C23  N22  C20  -121.09  30.0  1
 9WG  Var_02    H24A  C24  N22  C20     9.08  30.0  3
 9WG  Var_03    HC1C  C1   N2   C3    111.81  30.0  2

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
 9WG  plan-1  C4    0.020
 9WG  plan-1  N2    0.020
 9WG  plan-1  C7    0.020
 9WG  plan-1  C1    0.020
 9WG  plan-1  C3    0.020
 9WG  plan-1  C5    0.020
 9WG  plan-1  N6    0.020
 9WG  plan-1  C14   0.020
 9WG  plan-1  HC3   0.020
 9WG  plan-2  C7    0.020
 9WG  plan-2  C9    0.020
 9WG  plan-2  C8    0.020
 9WG  plan-2  C5    0.020
 9WG  plan-2  C10   0.020
 9WG  plan-2  C11   0.020
 9WG  plan-2  C12   0.020
 9WG  plan-2  F13   0.020
 9WG  plan-2  HC9   0.020
 9WG  plan-2  HC8   0.020
 9WG  plan-2  HC11  0.020
 9WG  plan-2  HC12  0.020
 9WG  plan-3  C4    0.020
 9WG  plan-3  C20   0.020
 9WG  plan-3  C18   0.020
 9WG  plan-3  C16   0.020
 9WG  plan-3  C19   0.020
 9WG  plan-3  C14   0.020
 9WG  plan-3  C15   0.020
 9WG  plan-3  N17   0.020
 9WG  plan-3  N22   0.020
 9WG  plan-3  C23   0.020
 9WG  plan-3  C24   0.020
 9WG  plan-3  HC16  0.020
 9WG  plan-3  HC15  0.020
 9WG  plan-3  O21   0.020

