# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 03:57:17 2021
#   Inital geometry file: a 121 line input string
#   Ligand name: 1-(1-piperidin-4-ylpyrazol-4-yl)anthracene-9,10-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C1c2ccccc2C(=O)c3c1cccc3c4cnn(c4)C5CCNCC5
#
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
 EGX  EGX  1-(1-piperidin-4-ylpyrazol-4-yl)anthracene-9,10-dione  ligand  46  27  .  2022-03-18  2022-07-24
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_EGX
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
 EGX  N1   N  NR5   0  -0.289  -12.1566  -17.5795  -0.3956
 EGX  N3   N  NH1   0  -0.613  -10.3719  -19.8157  -3.2994
 EGX  C4   C  CR16  0  -0.269  -13.4147  -10.9149   4.8502
 EGX  C5   C  CR66  0  -0.023  -13.1949  -12.2107   4.3917
 EGX  C6   C  CR66  0  -0.015  -12.7506  -12.4220   3.0862
 EGX  C7   C  CR6   0   0.334  -13.4107  -13.3571   5.2988
 EGX  C8   C  CR66  0  -0.041  -13.3121  -14.7263   4.7280
 EGX  C10  C  CR6   0   0.271  -12.4738  -13.7910   2.5811
 EGX  C13  C  CR16  0  -0.305  -13.2694  -17.3024   3.7314
 EGX  C15  C  CR5   0  -0.181  -12.7798  -16.5775   1.4495
 EGX  C17  C  CR15  0  -0.064  -13.4336  -16.0603   0.3157
 EGX  C20  C  CH2   0  -0.303  -10.3100  -18.3953  -3.5881
 EGX  C21  C  CH2   0  -0.274  -11.7379  -20.2610  -3.0585
 EGX  C22  C  CH2   0  -0.483  -12.4877  -19.2439  -2.1855
 EGX  C1   C  CR16  0  -0.277  -12.5286  -11.3334   2.2480
 EGX  C2   C  CR16  0  -0.233  -12.7641  -10.0473   2.7047
 EGX  C3   C  CR16  0  -0.235  -13.2057   -9.8375   4.0063
 EGX  C9   C  CR66  0  -0.059  -12.9637  -14.9425   3.3849
 EGX  C11  C  CR16  0  -0.286  -13.5946  -15.7978   5.5660
 EGX  C12  C  CR16  0  -0.216  -13.5504  -17.0882   5.0695
 EGX  C14  C  CR6   0   0.101  -12.9818  -16.2478   2.8631
 EGX  C16  C  CR15  0   0.041  -11.9700  -17.5677   0.9346
 EGX  N2   N  N     0  -0.284  -13.0497  -16.6740  -0.7840
 EGX  C18  C  CH1   0  -0.057  -11.4913  -18.4309  -1.3667
 EGX  C19  C  CH2   0  -0.435  -10.5903  -17.6120  -2.2988
 EGX  O2   O  O     0  -0.374  -13.6874  -13.1867   6.4683
 EGX  H1   H  HNH1  0   0.355   -9.9698  -20.3473  -4.0589
 EGX  H3   H  HCR6  0   0.273  -13.7498  -10.7498   5.8650
 EGX  H4   H  HCR6  0   0.268  -13.2924  -18.3103   3.3372
 EGX  H5   H  HCR5  0   0.254  -14.1756  -15.2768   0.2765
 EGX  H6   H  HCH2  0   0.241   -9.3148  -18.1533  -3.9625
 EGX  H7   H  HCH2  0   0.199  -11.0182  -18.0892  -4.3734
 EGX  H8   H  HCH2  0   0.208  -12.3048  -20.4128  -3.9873
 EGX  H9   H  HCH2  0   0.225  -11.6998  -21.2286  -2.5519
 EGX  H10  H  HCH2  0   0.240  -13.0727  -18.5613  -2.8053
 EGX  H11  H  HCH2  0   0.254  -13.1926  -19.7592  -1.5310
 EGX  H12  H  HCR6  0   0.274  -12.1800  -11.4930   1.2369
 EGX  H13  H  HCR6  0   0.276  -12.6012   -9.2047   2.0464
 EGX  H14  H  HCR6  0   0.277  -13.3842   -8.8320   4.3623
 EGX  H15  H  HCR6  0   0.274  -13.8490  -15.6222   6.6018
 EGX  H16  H  HCR6  0   0.276  -13.7621  -17.9280   5.7174
 EGX  H17  H  HCR5  0   0.292  -11.2758  -18.2356   1.4198
 EGX  H18  H  HCH1  0   0.263  -10.8798  -19.1156  -0.7766
 EGX  H19  H  HCH2  0   0.239   -9.6612  -17.3676  -1.7801
 EGX  H20  H  HCH2  0   0.237  -11.0831  -16.6697  -2.5437
 EGX  O1   O  O     0  -0.355  -11.8334  -13.9418   1.5641

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
 EGX  C20  N3   single    1.451  0.020  1.451
 EGX  C20  C19  single    1.534  0.020  1.534
 EGX  N3   C21  single    1.457  0.020  1.457
 EGX  C21  C22  single    1.536  0.020  1.536
 EGX  C22  C18  single    1.525  0.020  1.525
 EGX  C19  C18  single    1.533  0.020  1.533
 EGX  C18  N1   single    1.453  0.020  1.453
 EGX  N2   N1   aromatic  1.330  0.020  1.330
 EGX  N2   C17  aromatic  1.317  0.020  1.317
 EGX  N1   C16  aromatic  1.343  0.020  1.343
 EGX  C17  C15  aromatic  1.407  0.020  1.407
 EGX  C16  C15  aromatic  1.379  0.020  1.379
 EGX  O1   C10  double    1.211  0.020  1.211
 EGX  C15  C14  single    1.465  0.020  1.465
 EGX  C1   C2   aromatic  1.385  0.020  1.385
 EGX  C1   C6   aromatic  1.392  0.020  1.392
 EGX  C10  C6   single    1.485  0.020  1.485
 EGX  C10  C9   single    1.487  0.020  1.487
 EGX  C2   C3   aromatic  1.390  0.020  1.390
 EGX  C14  C9   aromatic  1.406  0.020  1.406
 EGX  C14  C13  aromatic  1.396  0.020  1.396
 EGX  C6   C5   aromatic  1.395  0.020  1.395
 EGX  C9   C8   aromatic  1.404  0.020  1.404
 EGX  C13  C12  aromatic  1.384  0.020  1.384
 EGX  C3   C4   aromatic  1.384  0.020  1.384
 EGX  C5   C4   aromatic  1.392  0.020  1.392
 EGX  C5   C7   single    1.478  0.020  1.478
 EGX  C8   C7   single    1.487  0.020  1.487
 EGX  C8   C11  aromatic  1.389  0.020  1.389
 EGX  C12  C11  aromatic  1.383  0.020  1.383
 EGX  C7   O2   double    1.214  0.020  1.214
 EGX  N3   H1   single    0.890  0.020  1.040
 EGX  C4   H3   single    0.930  0.020  1.080
 EGX  C13  H4   single    0.930  0.020  1.080
 EGX  C17  H5   single    0.930  0.020  1.080
 EGX  C20  H6   single    0.970  0.020  1.090
 EGX  C20  H7   single    0.970  0.020  1.090
 EGX  C21  H8   single    0.970  0.020  1.090
 EGX  C21  H9   single    0.970  0.020  1.090
 EGX  C22  H10  single    0.970  0.020  1.090
 EGX  C22  H11  single    0.970  0.020  1.090
 EGX  C1   H12  single    0.930  0.020  1.080
 EGX  C2   H13  single    0.930  0.020  1.080
 EGX  C3   H14  single    0.930  0.020  1.080
 EGX  C11  H15  single    0.930  0.020  1.080
 EGX  C12  H16  single    0.930  0.020  1.080
 EGX  C16  H17  single    0.930  0.020  1.080
 EGX  C18  H18  single    0.970  0.020  1.090
 EGX  C19  H19  single    0.970  0.020  1.090
 EGX  C19  H20  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
 EGX  C18  N1   N2   120.75  3.000
 EGX  N2   N1   C16  112.12  3.000
 EGX  C18  N1   C16  127.12  3.000
 EGX  H1   N3   C21  109.67  3.000
 EGX  H1   N3   C20  110.40  3.000
 EGX  C21  N3   C20  111.85  3.000
 EGX  H3   C4   C3   120.00  3.000
 EGX  H3   C4   C5   120.01  3.000
 EGX  C3   C4   C5   119.99  3.000
 EGX  C7   C5   C6   120.23  3.000
 EGX  C7   C5   C4   119.80  3.000
 EGX  C6   C5   C4   119.97  3.000
 EGX  C1   C6   C10  119.11  3.000
 EGX  C10  C6   C5   121.14  3.000
 EGX  C1   C6   C5   119.73  3.000
 EGX  O2   C7   C8   120.95  3.000
 EGX  O2   C7   C5   121.05  3.000
 EGX  C8   C7   C5   117.98  3.000
 EGX  C11  C8   C9   120.57  3.000
 EGX  C11  C8   C7   117.73  3.000
 EGX  C9   C8   C7   121.70  3.000
 EGX  O1   C10  C9   122.11  3.000
 EGX  C9   C10  C6   117.94  3.000
 EGX  O1   C10  C6   119.92  3.000
 EGX  H4   C13  C14  118.76  3.000
 EGX  H4   C13  C12  119.47  3.000
 EGX  C14  C13  C12  121.75  3.000
 EGX  C16  C15  C14  127.06  3.000
 EGX  C14  C15  C17  129.08  3.000
 EGX  C16  C15  C17  103.65  3.000
 EGX  H5   C17  N2   120.55  3.000
 EGX  H5   C17  C15  127.96  3.000
 EGX  N2   C17  C15  111.48  3.000
 EGX  H7   C20  H6   106.29  3.000
 EGX  H7   C20  C19  109.88  3.000
 EGX  H6   C20  C19  109.99  3.000
 EGX  H7   C20  N3   112.75  3.000
 EGX  H6   C20  N3   108.94  3.000
 EGX  C19  C20  N3   108.95  3.000
 EGX  H9   C21  H8   106.71  3.000
 EGX  H9   C21  C22  109.87  3.000
 EGX  H8   C21  C22  108.67  3.000
 EGX  H9   C21  N3   108.34  3.000
 EGX  H8   C21  N3   112.72  3.000
 EGX  C22  C21  N3   110.45  3.000
 EGX  H11  C22  H10  106.83  3.000
 EGX  H11  C22  C18  110.60  3.000
 EGX  H10  C22  C18  108.76  3.000
 EGX  H11  C22  C21  110.10  3.000
 EGX  H10  C22  C21  110.66  3.000
 EGX  C18  C22  C21  109.84  3.000
 EGX  H12  C1   C2   120.01  3.000
 EGX  H12  C1   C6   119.95  3.000
 EGX  C2   C1   C6   120.04  3.000
 EGX  H13  C2   C3   120.00  3.000
 EGX  H13  C2   C1   119.81  3.000
 EGX  C3   C2   C1   120.19  3.000
 EGX  H14  C3   C2   120.06  3.000
 EGX  H14  C3   C4   119.87  3.000
 EGX  C2   C3   C4   120.07  3.000
 EGX  C14  C9   C10  121.50  3.000
 EGX  C14  C9   C8   119.65  3.000
 EGX  C10  C9   C8   118.65  3.000
 EGX  H15  C11  C12  120.20  3.000
 EGX  H15  C11  C8   120.04  3.000
 EGX  C12  C11  C8   119.76  3.000
 EGX  H16  C12  C11  120.20  3.000
 EGX  H16  C12  C13  119.91  3.000
 EGX  C11  C12  C13  119.86  3.000
 EGX  C9   C14  C15  124.41  3.000
 EGX  C9   C14  C13  118.24  3.000
 EGX  C15  C14  C13  117.28  3.000
 EGX  H17  C16  C15  130.90  3.000
 EGX  H17  C16  N1   121.97  3.000
 EGX  C15  C16  N1   107.13  3.000
 EGX  C17  N2   N1   105.62  3.000
 EGX  H18  C18  C19  109.54  3.000
 EGX  H18  C18  C22  108.78  3.000
 EGX  C19  C18  C22  110.02  3.000
 EGX  H18  C18  N1   105.24  3.000
 EGX  C19  C18  N1   111.25  3.000
 EGX  C22  C18  N1   111.85  3.000
 EGX  H20  C19  H19  107.31  3.000
 EGX  H20  C19  C18  109.40  3.000
 EGX  H19  C19  C18  109.32  3.000
 EGX  H20  C19  C20  109.55  3.000
 EGX  H19  C19  C20  110.98  3.000
 EGX  C18  C19  C20  110.21  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
 EGX  CONST_01  C15  C17  N2   N1     0.00   0.0  0
 EGX  CONST_02  C17  C15  C16  N1     0.00   0.0  0
 EGX  CONST_03  C14  C15  C16  N1   180.00   0.0  0
 EGX  CONST_04  C1   C2   C3   C4     0.00   0.0  0
 EGX  CONST_05  C1   C6   C5   C4     0.00   0.0  0
 EGX  CONST_06  C2   C1   C6   C5     0.00   0.0  0
 EGX  CONST_07  C2   C3   C4   C5     0.00   0.0  0
 EGX  CONST_08  C3   C2   C1   C6     0.00   0.0  0
 EGX  CONST_09  C3   C4   C5   C6     0.00   0.0  0
 EGX  CONST_10  C15  C14  C9   C8   180.00   0.0  0
 EGX  CONST_11  C13  C14  C9   C8     0.00   0.0  0
 EGX  CONST_12  C13  C12  C11  C8     0.00   0.0  0
 EGX  CONST_15  N2   N1   C16  C15    0.00   0.0  0
 EGX  CONST_16  C12  C13  C14  C15  180.00   0.0  0
 EGX  CONST_17  C16  N1   N2   C17    0.00   0.0  0
 EGX  CONST_20  C12  C13  C14  C9     0.00   0.0  0
 EGX  CONST_21  C12  C11  C8   C9     0.00   0.0  0
 EGX  CONST_22  C14  C9   C8   C11    0.00   0.0  0
 EGX  CONST_23  C14  C13  C12  C11    0.00   0.0  0
 EGX  CONST_24  N2   C17  C15  C14  180.00   0.0  0
 EGX  CONST_25  N2   C17  C15  C16    0.00   0.0  0
 EGX  CONST_26  C15  C14  C9   C10    0.00   0.0  0
 EGX  CONST_27  C18  N1   C16  C15  180.00   0.0  0
 EGX  CONST_28  C18  N1   N2   C17  180.00   0.0  0
 EGX  CONST_29  H5   C17  N2   N1   180.00   0.0  0
 EGX  CONST_30  H13  C2   C3   C4   180.00   0.0  0
 EGX  CONST_31  H12  C1   C6   C5   180.00   0.0  0
 EGX  CONST_32  H14  C3   C4   C5   180.00   0.0  0
 EGX  CONST_33  H3   C4   C5   C6   180.00   0.0  0
 EGX  CONST_34  H15  C11  C8   C7     0.00   0.0  0
 EGX  CONST_35  H16  C12  C11  C8   180.00   0.0  0
 EGX  CONST_36  H4   C13  C14  C15    0.00   0.0  0
 EGX  CONST_37  H17  C16  C15  C17  180.00   0.0  0
 EGX  Var_01    C18  C19  C20  N3   -28.35  30.0  1
 EGX  Var_02    C18  C22  C21  N3   -23.93  30.0  1
 EGX  Var_03    C22  C21  N3   C20  -42.18  30.0  1
 EGX  Var_04    C19  C20  N3   C21   71.74  30.0  1

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
 EGX  chir_01  C18  C22  C19  N1  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
 EGX  plan-1  N1   0.020
 EGX  plan-1  C15  0.020
 EGX  plan-1  C17  0.020
 EGX  plan-1  C14  0.020
 EGX  plan-1  C16  0.020
 EGX  plan-1  N2   0.020
 EGX  plan-1  C18  0.020
 EGX  plan-1  H5   0.020
 EGX  plan-1  H17  0.020
 EGX  plan-2  C4   0.020
 EGX  plan-2  C5   0.020
 EGX  plan-2  C6   0.020
 EGX  plan-2  C7   0.020
 EGX  plan-2  C8   0.020
 EGX  plan-2  C10  0.020
 EGX  plan-2  C13  0.020
 EGX  plan-2  C15  0.020
 EGX  plan-2  C1   0.020
 EGX  plan-2  C2   0.020
 EGX  plan-2  C3   0.020
 EGX  plan-2  C9   0.020
 EGX  plan-2  C11  0.020
 EGX  plan-2  C12  0.020
 EGX  plan-2  C14  0.020
 EGX  plan-2  O2   0.020
 EGX  plan-2  H3   0.020
 EGX  plan-2  H4   0.020
 EGX  plan-2  H12  0.020
 EGX  plan-2  H13  0.020
 EGX  plan-2  H14  0.020
 EGX  plan-2  H15  0.020
 EGX  plan-2  H16  0.020
 EGX  plan-2  O1   0.020

