# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May 21 05:13:59 2020
#   Inital geometry file: a 146 line input string
#   Ligand name: 3-({4-[(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)methyl]benzene-1-carbonyl}amino)-4-(carboxymethyl)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC1=Nc2[nH]cc(Cc3ccc(cc3)C(=O)Nc4cc(ccc4CC(O)=O)C(O)=O)c2C(=O)N1
#
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
 OEP  OEP  '3-({4-[(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)methyl]benzene-1-carbonyl}amino)-4-(carboxymethyl)benzoic acid'  ligand  53  34  .  2022-11-17  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_OEP
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
 OEP  C1   C  CR56  0   0.501   5.6850   0.6142   1.1544
 OEP  C10  C  CR16  0  -0.258   0.3757   0.2821  -2.3567
 OEP  C11  C  CR6   0  -0.053  -0.3937   0.6355  -1.2517
 OEP  C12  C  CR16  0  -0.276   0.1663   1.4633  -0.2794
 OEP  C13  C  CR16  0  -0.272   1.4690   1.9137  -0.4089
 OEP  C14  C  C     0   0.508  -1.8008   0.1509  -1.1810
 OEP  C15  C  CR6   0   0.330  -3.6018  -0.4429   0.3676
 OEP  C16  C  CR6   0   0.132  -4.3247   0.3044   1.3024
 OEP  C17  C  CR16  0  -0.312  -5.6200  -0.0879   1.6128
 OEP  C18  C  CR16  0  -0.251  -6.2053  -1.1834   1.0000
 OEP  C19  C  CR6   0  -0.099  -5.4818  -1.9181   0.0651
 OEP  C2   C  CR56  0  -0.240   4.9746   0.4487  -0.0337
 OEP  C20  C  CR16  0  -0.277  -4.1761  -1.5467  -0.2415
 OEP  C21  C  C     0   0.537  -6.0449  -3.1077  -0.6210
 OEP  C22  C  CH2   0  -0.698  -3.7054   1.5008   1.9568
 OEP  C23  C  C     0   0.559  -3.4254   2.6117   0.9725
 OEP  C3   C  CR6   0   0.493   4.8763  -0.8602  -0.5809
 OEP  C4   C  CR6   0   0.674   6.1860  -1.5394   1.3879
 OEP  C5   C  CR5   0   0.033   4.5081   1.7364  -0.4451
 OEP  C6   C  CR15  0  -0.096   4.9518   2.6133   0.5000
 OEP  C7   C  CH2   0  -0.608   3.6645   2.0524  -1.6361
 OEP  C8   C  CR6   0   0.150   2.2499   1.5447  -1.5011
 OEP  C9   C  CR16  0  -0.301   1.6864   0.7177  -2.4676
 OEP  N1   N  N     0  -0.508   6.2989  -0.3375   1.8846
 OEP  N2   N  NR16  0  -0.722   5.5209  -1.8058   0.2259
 OEP  N3   N  NR15  0  -0.664   5.6627   1.9259   1.4623
 OEP  N4   N  NH2   0  -0.834   6.7021  -2.5946   2.0451
 OEP  N5   N  NH1   0  -0.768  -2.2778  -0.0590   0.0741
 OEP  O1   O  O     0  -0.474   4.3268  -1.2137  -1.6141
 OEP  O2   O  O     0  -0.457  -2.4654  -0.0424  -2.1831
 OEP  O3   O  O     0  -0.436  -5.4363  -3.7647  -1.4313
 OEP  O4   O  OH1   0  -0.593  -7.2887  -3.3772  -0.2533
 OEP  O5   O  OH1   0  -0.591  -2.5354   3.4728   1.4510
 OEP  O6   O  O     0  -0.423  -3.9582   2.7284  -0.0998
 OEP  H1   H  HCR6  0   0.259  -0.0452  -0.3521  -3.1259
 OEP  H2   H  HCR6  0   0.247  -0.4123   1.7961   0.5736
 OEP  H3   H  HCR6  0   0.254   1.8834   2.5646   0.3517
 OEP  H4   H  HCR6  0   0.269  -6.1877   0.4821   2.3367
 OEP  H5   H  HCR6  0   0.272  -7.2201  -1.4509   1.2581
 OEP  H6   H  HCR6  0   0.273  -3.6014  -2.1326  -0.9441
 OEP  H7   H  HCH2  0   0.328  -4.3825   1.9047   2.7153
 OEP  H8   H  HCH2  0   0.301  -2.7906   1.2419   2.4956
 OEP  H9   H  HCR5  0   0.282   4.8147   3.6800   0.5730
 OEP  H10  H  HCH2  0   0.266   3.6410   3.1364  -1.7779
 OEP  H11  H  HCH2  0   0.259   4.1102   1.6319  -2.5395
 OEP  H12  H  HCR6  0   0.250   2.2791   0.4098  -3.3195
 OEP  H13  H  HNR6  0   0.419   5.4779  -2.7635  -0.0965
 OEP  H14  H  HNR5  0   0.409   6.1022   2.3385   2.2689
 OEP  H15  H  HNH2  0   0.409   6.8505  -3.4685   1.5692
 OEP  H16  H  HNH2  0   0.407   7.3303  -2.3974   2.8055
 OEP  H17  H  HNH1  0   0.419  -1.6320   0.0014   0.8466
 OEP  H18  H  HOH1  0   0.489  -7.6140  -4.1557  -0.7295
 OEP  H19  H  HOH1  0   0.484  -2.4070   4.2012   0.8245

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
 OEP  O3   C21  double    1.208  0.020  1.208
 OEP  C21  C19  single    1.484  0.020  1.484
 OEP  C21  O4   single    1.325  0.020  1.325
 OEP  C18  C19  aromatic  1.392  0.020  1.392
 OEP  C18  C17  aromatic  1.385  0.020  1.385
 OEP  C19  C20  aromatic  1.392  0.020  1.392
 OEP  C17  C16  aromatic  1.388  0.020  1.388
 OEP  N4   C4   single    1.346  0.020  1.346
 OEP  O2   C14  double    1.218  0.020  1.218
 OEP  C20  C15  aromatic  1.385  0.020  1.385
 OEP  C16  C15  aromatic  1.398  0.020  1.398
 OEP  C16  C22  single    1.498  0.020  1.498
 OEP  O6   C23  double    1.203  0.020  1.203
 OEP  C15  N5   single    1.409  0.020  1.409
 OEP  C22  C23  single    1.510  0.020  1.510
 OEP  C14  N5   single    1.359  0.020  1.359
 OEP  C14  C11  single    1.490  0.020  1.490
 OEP  C4   N2   single    1.365  0.020  1.365
 OEP  C4   N1   double    1.305  0.020  1.305
 OEP  C23  O5   single    1.328  0.020  1.328
 OEP  N2   C3   single    1.400  0.020  1.400
 OEP  N1   C1   single    1.348  0.020  1.348
 OEP  C10  C11  aromatic  1.392  0.020  1.392
 OEP  C10  C9   aromatic  1.386  0.020  1.386
 OEP  C11  C12  aromatic  1.394  0.020  1.394
 OEP  C3   O1   double    1.223  0.020  1.223
 OEP  C3   C2   single    1.422  0.020  1.422
 OEP  C1   C2   aromatic  1.394  0.020  1.394
 OEP  C1   N3   aromatic  1.348  0.020  1.348
 OEP  C9   C8   aromatic  1.391  0.020  1.391
 OEP  C12  C13  aromatic  1.384  0.020  1.384
 OEP  C2   C5   aromatic  1.430  0.020  1.430
 OEP  N3   C6   aromatic  1.380  0.020  1.380
 OEP  C8   C13  aromatic  1.392  0.020  1.392
 OEP  C8   C7   single    1.509  0.020  1.509
 OEP  C5   C6   aromatic  1.363  0.020  1.363
 OEP  C5   C7   single    1.493  0.020  1.493
 OEP  C10  H1   single    0.930  0.020  1.080
 OEP  C12  H2   single    0.930  0.020  1.080
 OEP  C13  H3   single    0.930  0.020  1.080
 OEP  C17  H4   single    0.930  0.020  1.080
 OEP  C18  H5   single    0.930  0.020  1.080
 OEP  C20  H6   single    0.930  0.020  1.080
 OEP  C22  H7   single    0.970  0.020  1.090
 OEP  C22  H8   single    0.970  0.020  1.090
 OEP  C6   H9   single    0.930  0.020  1.080
 OEP  C7   H10  single    0.970  0.020  1.090
 OEP  C7   H11  single    0.970  0.020  1.090
 OEP  C9   H12  single    0.930  0.020  1.080
 OEP  N2   H13  single    0.860  0.020  1.020
 OEP  N3   H14  single    0.860  0.020  1.020
 OEP  N4   H15  single    0.890  0.020  1.040
 OEP  N4   H16  single    0.890  0.020  1.040
 OEP  N5   H17  single    0.860  0.020  1.020
 OEP  O4   H18  single    0.850  0.020  0.980
 OEP  O5   H19  single    0.850  0.020  0.980

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
 OEP  N3   C1   N1   124.83  3.000
 OEP  N3   C1   C2   107.57  3.000
 OEP  N1   C1   C2   127.60  3.000
 OEP  H1   C10  C9   119.69  3.000
 OEP  H1   C10  C11  119.86  3.000
 OEP  C9   C10  C11  120.44  3.000
 OEP  C14  C11  C12  122.64  3.000
 OEP  C12  C11  C10  118.83  3.000
 OEP  C14  C11  C10  118.50  3.000
 OEP  H2   C12  C13  118.45  3.000
 OEP  H2   C12  C11  121.14  3.000
 OEP  C13  C12  C11  120.38  3.000
 OEP  H3   C13  C8   119.69  3.000
 OEP  H3   C13  C12  119.32  3.000
 OEP  C8   C13  C12  120.99  3.000
 OEP  O2   C14  N5   122.95  3.000
 OEP  N5   C14  C11  115.19  3.000
 OEP  O2   C14  C11  121.86  3.000
 OEP  N5   C15  C20  120.99  3.000
 OEP  N5   C15  C16  118.65  3.000
 OEP  C20  C15  C16  120.36  3.000
 OEP  C22  C16  C17  120.91  3.000
 OEP  C22  C16  C15  120.35  3.000
 OEP  C17  C16  C15  118.74  3.000
 OEP  H4   C17  C18  119.40  3.000
 OEP  H4   C17  C16  119.35  3.000
 OEP  C18  C17  C16  121.25  3.000
 OEP  H5   C18  C19  121.19  3.000
 OEP  H5   C18  C17  119.14  3.000
 OEP  C19  C18  C17  119.67  3.000
 OEP  C21  C19  C20  117.90  3.000
 OEP  C20  C19  C18  119.66  3.000
 OEP  C21  C19  C18  122.43  3.000
 OEP  C5   C2   C3   134.07  3.000
 OEP  C5   C2   C1   107.73  3.000
 OEP  C3   C2   C1   118.19  3.000
 OEP  H6   C20  C19  119.85  3.000
 OEP  H6   C20  C15  119.83  3.000
 OEP  C19  C20  C15  120.31  3.000
 OEP  O4   C21  O3   123.27  3.000
 OEP  O4   C21  C19  113.02  3.000
 OEP  O3   C21  C19  123.71  3.000
 OEP  H8   C22  H7   105.28  3.000
 OEP  H8   C22  C23  109.90  3.000
 OEP  H7   C22  C23  107.16  3.000
 OEP  H8   C22  C16  111.86  3.000
 OEP  H7   C22  C16  110.00  3.000
 OEP  C23  C22  C16  112.30  3.000
 OEP  O6   C23  O5   123.73  3.000
 OEP  O5   C23  C22  111.50  3.000
 OEP  O6   C23  C22  124.76  3.000
 OEP  O1   C3   N2   119.91  3.000
 OEP  O1   C3   C2   128.49  3.000
 OEP  N2   C3   C2   111.60  3.000
 OEP  N4   C4   N2   116.71  3.000
 OEP  N2   C4   N1   123.08  3.000
 OEP  N4   C4   N1   120.19  3.000
 OEP  C7   C5   C6   126.92  3.000
 OEP  C7   C5   C2   127.17  3.000
 OEP  C6   C5   C2   105.87  3.000
 OEP  H9   C6   N3   120.75  3.000
 OEP  H9   C6   C5   129.94  3.000
 OEP  N3   C6   C5   109.31  3.000
 OEP  H11  C7   H10  106.46  3.000
 OEP  H11  C7   C8   109.10  3.000
 OEP  H10  C7   C8   108.96  3.000
 OEP  H11  C7   C5   110.36  3.000
 OEP  H10  C7   C5   108.98  3.000
 OEP  C8   C7   C5   112.77  3.000
 OEP  C9   C8   C7   121.17  3.000
 OEP  C7   C8   C13  120.44  3.000
 OEP  C9   C8   C13  118.38  3.000
 OEP  H12  C9   C8   119.60  3.000
 OEP  H12  C9   C10  119.44  3.000
 OEP  C8   C9   C10  120.96  3.000
 OEP  C4   N1   C1   113.87  3.000
 OEP  H13  N2   C4   118.48  3.000
 OEP  H13  N2   C3   115.86  3.000
 OEP  C4   N2   C3   125.66  3.000
 OEP  H14  N3   C6   125.41  3.000
 OEP  H14  N3   C1   125.07  3.000
 OEP  C6   N3   C1   109.52  3.000
 OEP  H16  N4   H15  115.83  3.000
 OEP  H16  N4   C4   117.05  3.000
 OEP  H15  N4   C4   120.43  3.000
 OEP  H17  N5   C15  117.27  3.000
 OEP  H17  N5   C14  118.25  3.000
 OEP  C15  N5   C14  124.34  3.000
 OEP  H18  O4   C21  110.02  3.000
 OEP  H19  O5   C23  110.08  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
 OEP  CONST_01  C6   C5   C2   C1      0.00   0.0  0
 OEP  CONST_02  C5   C6   N3   C1      0.00   0.0  0
 OEP  CONST_03  C13  C12  C11  C10     0.00   0.0  0
 OEP  CONST_04  C13  C8   C9   C10     0.00   0.0  0
 OEP  CONST_05  C8   C9   C10  C11     0.00   0.0  0
 OEP  CONST_06  C8   C13  C12  C11     0.00   0.0  0
 OEP  CONST_07  C9   C10  C11  C12     0.00   0.0  0
 OEP  CONST_08  C9   C8   C13  C12     0.00   0.0  0
 OEP  CONST_09  C18  C19  C20  C15     0.00   0.0  0
 OEP  CONST_10  C18  C17  C16  C15     0.00   0.0  0
 OEP  CONST_11  C19  C18  C17  C16     0.00   0.0  0
 OEP  CONST_12  C19  C20  C15  C16     0.00   0.0  0
 OEP  CONST_13  C20  C19  C18  C17     0.00   0.0  0
 OEP  CONST_14  C20  C15  C16  C17     0.00   0.0  0
 OEP  CONST_15  C6   N3   C1   C2      0.00   0.0  0
 OEP  CONST_16  N3   C6   C5   C2      0.00   0.0  0
 OEP  CONST_17  N3   C1   C2   C5      0.00   0.0  0
 OEP  CONST_18  N2   C4   N1   C1      0.00   0.0  0
 OEP  CONST_19  C4   N2   C3   C2      0.00   0.0  0
 OEP  CONST_20  N1   C4   N2   C3      0.00   0.0  0
 OEP  CONST_21  C7   C5   C2   C1    180.00   0.0  0
 OEP  CONST_22  C7   C8   C9   C10   180.00   0.0  0
 OEP  CONST_23  C7   C8   C13  C12   180.00   0.0  0
 OEP  CONST_24  C14  C11  C12  C13   180.00   0.0  0
 OEP  CONST_25  C9   C10  C11  C14   180.00   0.0  0
 OEP  CONST_26  C21  C19  C20  C15   180.00   0.0  0
 OEP  CONST_27  C21  C19  C18  C17   180.00   0.0  0
 OEP  CONST_28  N5   C15  C16  C17   180.00   0.0  0
 OEP  CONST_29  C22  C16  C17  C18   180.00   0.0  0
 OEP  CONST_30  N5   C15  C20  C19   180.00   0.0  0
 OEP  CONST_31  C22  C16  C15  C20   180.00   0.0  0
 OEP  CONST_32  C7   C5   C2   C3      0.00   0.0  0
 OEP  CONST_33  N3   C6   C5   C7    180.00   0.0  0
 OEP  CONST_34  N4   C4   N1   C1    180.00   0.0  0
 OEP  CONST_35  N4   C4   N2   C3    180.00   0.0  0
 OEP  CONST_36  O1   C3   N2   C4    180.00   0.0  0
 OEP  CONST_37  H9   C6   N3   C1    180.00   0.0  0
 OEP  CONST_38  H2   C12  C11  C10   180.00   0.0  0
 OEP  CONST_39  H12  C9   C10  C11   180.00   0.0  0
 OEP  CONST_40  H3   C13  C12  C11   180.00   0.0  0
 OEP  CONST_41  H1   C10  C11  C12   180.00   0.0  0
 OEP  CONST_42  H4   C17  C16  C15   180.00   0.0  0
 OEP  CONST_43  H5   C18  C17  C16   180.00   0.0  0
 OEP  CONST_44  H6   C20  C15  C16   180.00   0.0  0
 OEP  CONST_45  H14  N3   C1   C2    180.00   0.0  0
 OEP  CONST_46  H13  N2   C3   C2    180.00   0.0  0
 OEP  CONST_47  C15  N5   C14  C11   180.00   0.0  0
 OEP  CONST_52  H16  N4   C4   N1      0.00   0.0  0
 OEP  CONST_53  O2   C14  N5   C15     0.00   0.0  0
 OEP  CONST_54  H18  O4   C21  C19   180.00   0.0  0
 OEP  CONST_55  H19  O5   C23  C22   180.00   0.0  0
 OEP  Var_01    C5   C7   C8   C13    55.62  30.0  2
 OEP  Var_02    C8   C7   C5   C2     69.54  30.0  2
 OEP  Var_03    O2   C14  C11  C10   -30.42  30.0  2
 OEP  Var_04    C23  C22  C16  C15    65.57  30.0  2
 OEP  Var_05    O3   C21  C19  C18  -179.68  30.0  3
 OEP  Var_06    O6   C23  C22  C16    20.62  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
 OEP  plan-1  C10  0.020
 OEP  plan-1  C11  0.020
 OEP  plan-1  C12  0.020
 OEP  plan-1  C13  0.020
 OEP  plan-1  C14  0.020
 OEP  plan-1  C7   0.020
 OEP  plan-1  C8   0.020
 OEP  plan-1  C9   0.020
 OEP  plan-1  H1   0.020
 OEP  plan-1  H2   0.020
 OEP  plan-1  H3   0.020
 OEP  plan-1  H12  0.020
 OEP  plan-2  C22  0.020
 OEP  plan-2  C23  0.020
 OEP  plan-2  O5   0.020
 OEP  plan-2  O6   0.020
 OEP  plan-2  H19  0.020
 OEP  plan-3  C15  0.020
 OEP  plan-3  C16  0.020
 OEP  plan-3  C17  0.020
 OEP  plan-3  C18  0.020
 OEP  plan-3  C19  0.020
 OEP  plan-3  C20  0.020
 OEP  plan-3  C21  0.020
 OEP  plan-3  C22  0.020
 OEP  plan-3  N5   0.020
 OEP  plan-3  H4   0.020
 OEP  plan-3  H5   0.020
 OEP  plan-3  H6   0.020
 OEP  plan-4  C1   0.020
 OEP  plan-4  C2   0.020
 OEP  plan-4  C3   0.020
 OEP  plan-4  C4   0.020
 OEP  plan-4  C5   0.020
 OEP  plan-4  C6   0.020
 OEP  plan-4  C7   0.020
 OEP  plan-4  N1   0.020
 OEP  plan-4  N2   0.020
 OEP  plan-4  N3   0.020
 OEP  plan-4  N4   0.020
 OEP  plan-4  O1   0.020
 OEP  plan-4  H9   0.020
 OEP  plan-4  H13  0.020
 OEP  plan-4  H14  0.020
 OEP  plan-4  H15  0.020
 OEP  plan-4  H16  0.020
 OEP  plan-5  C11  0.020
 OEP  plan-5  C14  0.020
 OEP  plan-5  C15  0.020
 OEP  plan-5  N5   0.020
 OEP  plan-5  O2   0.020
 OEP  plan-5  H17  0.020
 OEP  plan-6  C19  0.020
 OEP  plan-6  C21  0.020
 OEP  plan-6  O3   0.020
 OEP  plan-6  O4   0.020
 OEP  plan-6  H18  0.020

