# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 16:03:15 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: 6-methyl-4-(2-phenoxyphenyl)-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1C=C(c2ccccc2Oc3ccccc3)c4cc[nH]c4C1=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
 8NJ  8NJ  6-methyl-4-(2-phenoxyphenyl)-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one  ligand  40  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 OK
;

data_comp_8NJ
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
 8NJ  C4   C  CR16  0  -0.247  -3.7868   2.6047   0.9285
 8NJ  C5   C  CR16  0  -0.265  -2.1240  -3.6332  -0.6326
 8NJ  C6   C  CR16  0  -0.309   0.1027  -2.8185  -1.0070
 8NJ  C7   C  CR16  0  -0.340  -2.9823   0.6368  -0.8616
 8NJ  C8   C  CR16  0  -0.329  -2.9738   1.5711   1.3640
 8NJ  C10  C  CR15  0  -0.458   2.7380  -2.0785   0.9232
 8NJ  C13  C  CR56  0   0.185   2.1389  -0.9091   0.3916
 8NJ  C15  C  CR6   0   0.253  -1.4619  -1.4856   0.2108
 8NJ  C17  C  CR16  0  -0.001   0.6713   0.6832  -0.5562
 8NJ  C20  C  CH3   0  -0.546   1.2346   3.0047  -0.8782
 8NJ  C1   C  CR16  0  -0.270  -4.2063   2.6670  -0.3955
 8NJ  C2   C  CR16  0  -0.246  -0.8533  -3.8080  -1.1660
 8NJ  C3   C  CR16  0  -0.248  -3.7990   1.6812  -1.2810
 8NJ  C9   C  CR16  0  -0.291  -2.4270  -2.4724   0.0600
 8NJ  C11  C  CR15  0  -0.011   4.0052  -1.7216   1.3222
 8NJ  C12  C  CR6   0  -0.036  -0.1833  -1.6309  -0.3289
 8NJ  C14  C  CR6   0   0.361  -2.5730   0.5861   0.4661
 8NJ  C16  C  CR56  0   0.130   3.0797   0.1089   0.4982
 8NJ  C18  C  CR6   0  -0.081   0.8595  -0.6009  -0.1676
 8NJ  C19  C  CR6   0   0.523   2.8782   1.4639   0.0939
 8NJ  N21  N  NR15  0  -0.644   4.2037  -0.4080   1.0649
 8NJ  N22  N  NR6   0  -0.537   1.6163   1.6709  -0.4326
 8NJ  O23  O  O     0  -0.514   3.7168   2.3580   0.1934
 8NJ  O24  O  O2    0  -0.504  -1.7479  -0.3773   0.9640
 8NJ  H1   H  HCR6  0   0.260  -4.0959   3.3660   1.6331
 8NJ  H2   H  HCR6  0   0.266  -2.8787  -4.3991  -0.7508
 8NJ  H3   H  HCR6  0   0.260   1.0902  -2.9554  -1.4301
 8NJ  H4   H  HCR6  0   0.283  -2.6743  -0.1175  -1.5743
 8NJ  H5   H  HCR6  0   0.268  -2.6447   1.5245   2.3944
 8NJ  H6   H  HCR5  0   0.254   2.3036  -3.0618   1.0053
 8NJ  H7   H  HCR6  0   0.288  -0.2513   1.0094  -1.0166
 8NJ  H8   H  HCH3  0   0.273   2.0707   3.6834  -0.7610
 8NJ  H9   H  HCH3  0   0.261   0.9430   2.9814  -1.9267
 8NJ  H10  H  HCH3  0   0.256   0.3988   3.3734  -0.2853
 8NJ  H11  H  HCR6  0   0.255  -4.8410   3.4761  -0.7310
 8NJ  H12  H  HCR6  0   0.261  -0.6073  -4.7124  -1.7064
 8NJ  H13  H  HCR6  0   0.262  -4.1138   1.7159  -2.3159
 8NJ  H14  H  HCR6  0   0.276  -3.4093  -2.3349   0.4955
 8NJ  H15  H  HCR5  0   0.288   4.7806  -2.3199   1.7721
 8NJ  H16  H  HNR5  0   0.416   5.0461   0.1063   1.2661

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
 8NJ  C20  N22  single    1.457  0.020  1.457
 8NJ  O23  C19  double    1.230  0.020  1.230
 8NJ  N22  C19  single    1.383  0.020  1.383
 8NJ  N22  C17  single    1.373  0.020  1.373
 8NJ  C19  C16  single    1.428  0.020  1.428
 8NJ  C17  C18  double    1.355  0.020  1.355
 8NJ  C16  N21  aromatic  1.361  0.020  1.361
 8NJ  C16  C13  aromatic  1.390  0.020  1.390
 8NJ  N21  C11  aromatic  1.353  0.020  1.353
 8NJ  C6   C2   aromatic  1.385  0.020  1.385
 8NJ  C6   C12  aromatic  1.397  0.020  1.397
 8NJ  C18  C13  single    1.430  0.020  1.430
 8NJ  C18  C12  single    1.475  0.020  1.475
 8NJ  C13  C10  aromatic  1.417  0.020  1.417
 8NJ  C2   C5   aromatic  1.389  0.020  1.389
 8NJ  C12  C15  aromatic  1.395  0.020  1.395
 8NJ  C11  C10  aromatic  1.376  0.020  1.376
 8NJ  C5   C9   aromatic  1.385  0.020  1.385
 8NJ  C15  C9   aromatic  1.388  0.020  1.388
 8NJ  C15  O24  single    1.370  0.020  1.370
 8NJ  O24  C14  single    1.363  0.020  1.363
 8NJ  C14  C8   aromatic  1.392  0.020  1.392
 8NJ  C14  C7   aromatic  1.390  0.020  1.390
 8NJ  C8   C4   aromatic  1.385  0.020  1.385
 8NJ  C7   C3   aromatic  1.390  0.020  1.390
 8NJ  C4   C1   aromatic  1.390  0.020  1.390
 8NJ  C3   C1   aromatic  1.386  0.020  1.386
 8NJ  C4   H1   single    0.930  0.020  1.080
 8NJ  C5   H2   single    0.930  0.020  1.080
 8NJ  C6   H3   single    0.930  0.020  1.080
 8NJ  C7   H4   single    0.930  0.020  1.080
 8NJ  C8   H5   single    0.930  0.020  1.080
 8NJ  C10  H6   single    0.930  0.020  1.080
 8NJ  C17  H7   single    0.930  0.020  1.080
 8NJ  C20  H8   single    0.970  0.020  1.090
 8NJ  C20  H9   single    0.970  0.020  1.090
 8NJ  C20  H10  single    0.970  0.020  1.090
 8NJ  C1   H11  single    0.930  0.020  1.080
 8NJ  C2   H12  single    0.930  0.020  1.080
 8NJ  C3   H13  single    0.930  0.020  1.080
 8NJ  C9   H14  single    0.930  0.020  1.080
 8NJ  C11  H15  single    0.930  0.020  1.080
 8NJ  N21  H16  single    0.860  0.020  1.020

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
 8NJ  H1   C4   C1   120.15  3.000
 8NJ  H1   C4   C8   119.20  3.000
 8NJ  C1   C4   C8   120.66  3.000
 8NJ  H2   C5   C9   119.69  3.000
 8NJ  H2   C5   C2   120.47  3.000
 8NJ  C9   C5   C2   119.84  3.000
 8NJ  H3   C6   C12  118.93  3.000
 8NJ  H3   C6   C2   119.62  3.000
 8NJ  C12  C6   C2   121.45  3.000
 8NJ  H4   C7   C14  121.30  3.000
 8NJ  H4   C7   C3   119.46  3.000
 8NJ  C14  C7   C3   119.24  3.000
 8NJ  H5   C8   C14  119.73  3.000
 8NJ  H5   C8   C4   120.64  3.000
 8NJ  C14  C8   C4   119.62  3.000
 8NJ  H6   C10  C11  125.86  3.000
 8NJ  H6   C10  C13  127.64  3.000
 8NJ  C11  C10  C13  106.50  3.000
 8NJ  C18  C13  C16  118.53  3.000
 8NJ  C18  C13  C10  134.65  3.000
 8NJ  C16  C13  C10  106.82  3.000
 8NJ  O24  C15  C12  119.21  3.000
 8NJ  O24  C15  C9   119.31  3.000
 8NJ  C12  C15  C9   121.40  3.000
 8NJ  H7   C17  N22  114.12  3.000
 8NJ  H7   C17  C18  121.77  3.000
 8NJ  N22  C17  C18  124.10  3.000
 8NJ  H10  C20  H9   109.02  3.000
 8NJ  H10  C20  H8   108.75  3.000
 8NJ  H9   C20  H8   108.92  3.000
 8NJ  H10  C20  N22  110.15  3.000
 8NJ  H9   C20  N22  110.19  3.000
 8NJ  H8   C20  N22  109.77  3.000
 8NJ  H11  C1   C3   120.41  3.000
 8NJ  H11  C1   C4   120.39  3.000
 8NJ  C3   C1   C4   119.19  3.000
 8NJ  H12  C2   C6   119.84  3.000
 8NJ  H12  C2   C5   120.33  3.000
 8NJ  C6   C2   C5   119.83  3.000
 8NJ  H13  C3   C1   120.16  3.000
 8NJ  H13  C3   C7   118.91  3.000
 8NJ  C1   C3   C7   120.93  3.000
 8NJ  H14  C9   C15  119.77  3.000
 8NJ  H14  C9   C5   120.38  3.000
 8NJ  C15  C9   C5   119.85  3.000
 8NJ  H15  C11  N21  120.84  3.000
 8NJ  H15  C11  C10  129.78  3.000
 8NJ  N21  C11  C10  109.38  3.000
 8NJ  C18  C12  C15  122.21  3.000
 8NJ  C15  C12  C6   117.63  3.000
 8NJ  C18  C12  C6   120.13  3.000
 8NJ  O24  C14  C8   116.04  3.000
 8NJ  C8   C14  C7   120.36  3.000
 8NJ  O24  C14  C7   123.57  3.000
 8NJ  N21  C16  C19  126.49  3.000
 8NJ  N21  C16  C13  108.23  3.000
 8NJ  C19  C16  C13  125.27  3.000
 8NJ  C12  C18  C17  122.17  3.000
 8NJ  C12  C18  C13  121.66  3.000
 8NJ  C17  C18  C13  116.16  3.000
 8NJ  O23  C19  N22  122.96  3.000
 8NJ  N22  C19  C16  112.24  3.000
 8NJ  O23  C19  C16  124.79  3.000
 8NJ  H16  N21  C16  125.46  3.000
 8NJ  H16  N21  C11  125.47  3.000
 8NJ  C16  N21  C11  109.07  3.000
 8NJ  C19  N22  C20  119.51  3.000
 8NJ  C19  N22  C17  123.70  3.000
 8NJ  C20  N22  C17  116.79  3.000
 8NJ  C14  O24  C15  119.83  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
 8NJ  CONST_01  C7   C14  C8   C4      0.00   0.0  0
 8NJ  CONST_02  C7   C3   C1   C4      0.00   0.0  0
 8NJ  CONST_03  C12  C6   C2   C5      0.00   0.0  0
 8NJ  CONST_04  C12  C15  C9   C5      0.00   0.0  0
 8NJ  CONST_05  C9   C5   C2   C6      0.00   0.0  0
 8NJ  CONST_06  C9   C15  C12  C6      0.00   0.0  0
 8NJ  CONST_07  C3   C7   C14  C8      0.00   0.0  0
 8NJ  CONST_08  C3   C1   C4   C8      0.00   0.0  0
 8NJ  CONST_09  N21  C16  C13  C10     0.00   0.0  0
 8NJ  CONST_10  C16  N21  C11  C10     0.00   0.0  0
 8NJ  CONST_11  C11  N21  C16  C13     0.00   0.0  0
 8NJ  CONST_12  N21  C11  C10  C13     0.00   0.0  0
 8NJ  CONST_13  C2   C6   C12  C15     0.00   0.0  0
 8NJ  CONST_14  C2   C5   C9   C15     0.00   0.0  0
 8NJ  CONST_15  C14  C8   C4   C1      0.00   0.0  0
 8NJ  CONST_16  C14  C7   C3   C1      0.00   0.0  0
 8NJ  CONST_17  C16  C13  C10  C11     0.00   0.0  0
 8NJ  CONST_18  C18  C12  C6   C2    180.00   0.0  0
 8NJ  CONST_19  C18  C12  C15  C9    180.00   0.0  0
 8NJ  CONST_20  C16  C19  N22  C17     0.00   0.0  0
 8NJ  CONST_21  O24  C14  C8   C4    180.00   0.0  0
 8NJ  CONST_22  O24  C15  C9   C5    180.00   0.0  0
 8NJ  CONST_23  O24  C15  C12  C6    180.00   0.0  0
 8NJ  CONST_24  O24  C14  C7   C3    180.00   0.0  0
 8NJ  CONST_25  O24  C15  C12  C18     0.00   0.0  0
 8NJ  CONST_26  O23  C19  N22  C17   180.00   0.0  0
 8NJ  CONST_27  C16  C19  N22  C20   180.00   0.0  0
 8NJ  CONST_28  H13  C3   C1   C4    180.00   0.0  0
 8NJ  CONST_29  H3   C6   C2   C5    180.00   0.0  0
 8NJ  CONST_30  H2   C5   C2   C6    180.00   0.0  0
 8NJ  CONST_31  H5   C8   C14  C7    180.00   0.0  0
 8NJ  CONST_32  H11  C1   C3   C7    180.00   0.0  0
 8NJ  CONST_33  H4   C7   C14  C8    180.00   0.0  0
 8NJ  CONST_34  H16  N21  C11  C10   180.00   0.0  0
 8NJ  CONST_35  H15  C11  C10  C13   180.00   0.0  0
 8NJ  CONST_36  H14  C9   C5   C2    180.00   0.0  0
 8NJ  CONST_37  H1   C4   C1   C3    180.00   0.0  0
 8NJ  CONST_38  H12  C2   C5   C9    180.00   0.0  0
 8NJ  CONST_39  H6   C10  C13  C16   180.00   0.0  0
 8NJ  CONST_40  O23  C19  N22  C20     0.00   0.0  0
 8NJ  Var_01    C17  C18  C12  C6    125.74  30.0  2
 8NJ  Var_02    H8   C20  N22  C17  -178.10  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
 8NJ  plan-1  C5   0.020
 8NJ  plan-1  C6   0.020
 8NJ  plan-1  C15  0.020
 8NJ  plan-1  C2   0.020
 8NJ  plan-1  C9   0.020
 8NJ  plan-1  C12  0.020
 8NJ  plan-1  C18  0.020
 8NJ  plan-1  O24  0.020
 8NJ  plan-1  H2   0.020
 8NJ  plan-1  H3   0.020
 8NJ  plan-1  H12  0.020
 8NJ  plan-1  H14  0.020
 8NJ  plan-2  C4   0.020
 8NJ  plan-2  C7   0.020
 8NJ  plan-2  C8   0.020
 8NJ  plan-2  C1   0.020
 8NJ  plan-2  C3   0.020
 8NJ  plan-2  C14  0.020
 8NJ  plan-2  O24  0.020
 8NJ  plan-2  H1   0.020
 8NJ  plan-2  H4   0.020
 8NJ  plan-2  H5   0.020
 8NJ  plan-2  H11  0.020
 8NJ  plan-2  H13  0.020
 8NJ  plan-3  C10  0.020
 8NJ  plan-3  C13  0.020
 8NJ  plan-3  C17  0.020
 8NJ  plan-3  C20  0.020
 8NJ  plan-3  C11  0.020
 8NJ  plan-3  C12  0.020
 8NJ  plan-3  C16  0.020
 8NJ  plan-3  C18  0.020
 8NJ  plan-3  C19  0.020
 8NJ  plan-3  N21  0.020
 8NJ  plan-3  N22  0.020
 8NJ  plan-3  O23  0.020
 8NJ  plan-3  H6   0.020
 8NJ  plan-3  H7   0.020
 8NJ  plan-3  H15  0.020
 8NJ  plan-3  H16  0.020

