# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May 21 06:02:39 2020
#   Inital geometry file: a 139 line input string
#   Ligand name: 2-({4-[(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)methyl]benzene-1-carbonyl}amino)-4-methoxybenzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(C(O)=O)c(NC(=O)c2ccc(Cc3c[nH]c4N=C(N)NC(=O)c34)cc2)c1
#
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
 OEA  OEA  '2-({4-[(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)methyl]benzene-1-carbonyl}amino)-4-methoxybenzoic acid'  ligand  51  32  .  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_OEA
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
 OEA  C13  C  CR16  0  -0.277  -1.6541  -1.7056  -1.0486
 OEA  C12  C  CR16  0  -0.251  -0.3957  -1.8324  -0.4903
 OEA  C11  C  CR6   0  -0.060   0.4872  -0.7524  -0.4841
 OEA  C10  C  CR16  0  -0.285   0.0668   0.4603  -1.0251
 OEA  C14  C  C     0   0.530   1.8252  -0.9416   0.1466
 OEA  C15  C  CR6   0   0.412   4.1348  -0.0293   0.0139
 OEA  C3   C  CR56  0  -0.238  -4.9727  -0.0201  -0.1167
 OEA  C4   C  CR6   0   0.493  -4.5940   1.2172   0.4732
 OEA  C5   C  CR5   0   0.034  -4.5453  -0.7444  -1.2736
 OEA  C6   C  CR15  0  -0.097  -5.3207  -1.8652  -1.3190
 OEA  C2   C  CR56  0   0.501  -5.9979  -0.7487   0.4850
 OEA  C1   C  CR6   0   0.672  -6.3255   0.6976   2.1414
 OEA  C16  C  CR16  0  -0.437   4.6573  -0.7031   1.1107
 OEA  C17  C  CR6   0   0.431   5.9961  -0.5570   1.4717
 OEA  C18  C  CR16  0  -0.388   6.8402   0.2727   0.7338
 OEA  C19  C  CR16  0  -0.244   6.3193   0.9400  -0.3545
 OEA  C20  C  CR6   0  -0.214   4.9858   0.8183  -0.7466
 OEA  C22  C  CH3   0  -0.441   7.7324  -1.1793   2.9633
 OEA  C8   C  CR6   0   0.153  -2.0773  -0.4963  -1.5979
 OEA  C9   C  CR16  0  -0.299  -1.2041   0.5845  -1.5666
 OEA  N1   N  NR16  0  -0.721  -5.3393   1.4883   1.6268
 OEA  N2   N  N     0  -0.507  -6.6863  -0.4335   1.5998
 OEA  N3   N  NR15  0  -0.664  -6.1959  -1.8584  -0.2528
 OEA  N4   N  NH2   0  -0.834  -6.9638   1.1603   3.2346
 OEA  N5   N  NH1   0  -0.792   2.8055  -0.1469  -0.3661
 OEA  O2   O  O     0  -0.455   1.9930  -1.7607   1.0326
 OEA  O3   O  OH1   0  -0.588   5.4431   2.2778  -2.5172
 OEA  O4   O  O     0  -0.474   3.3604   1.5366  -2.3429
 OEA  O5   O  O2    0  -0.460   6.3807  -1.2562   2.5428
 OEA  H1   H  HCR6  0   0.252  -2.3227  -2.5583  -1.0541
 OEA  H2   H  HCR6  0   0.258  -0.0898  -2.7805  -0.0683
 OEA  H3   H  HCR6  0   0.256   0.7039   1.3355  -0.9995
 OEA  H4   H  HCR5  0   0.283  -5.3219  -2.6774  -2.0275
 OEA  H5   H  HCR6  0   0.299   4.0344  -1.3559   1.6992
 OEA  H6   H  HCR6  0   0.288   7.8814   0.4088   0.9877
 OEA  H7   H  HCR6  0   0.279   6.9836   1.5810  -0.9153
 OEA  H8   H  HCH3  0   0.236   8.4168  -1.5284   2.1871
 OEA  H9   H  HCH3  0   0.236   8.0094  -0.1635   3.2531
 OEA  H10  H  HCH3  0   0.265   7.8205  -1.8295   3.8293
 OEA  H11  H  HCH2  0   0.266  -3.4968  -1.0360  -3.0898
 OEA  H12  H  HCH2  0   0.259  -3.5882   0.6398  -2.5872
 OEA  H13  H  HCR6  0   0.252  -1.5209   1.5406  -1.9627
 OEA  H14  H  HNR6  0   0.419  -5.1291   2.3628   2.0893
 OEA  H15  H  HNR5  0   0.409  -6.8748  -2.5747  -0.0515
 OEA  H16  H  HNH2  0   0.409  -6.5226   1.8490   3.8212
 OEA  H17  H  HNH2  0   0.406  -7.5659   0.5109   3.7123
 OEA  H18  H  HNH1  0   0.443   2.5779   0.4042  -1.1887
 OEA  H19  H  HOH1  0   0.491   5.0688   2.7328  -3.2862
 OEA  C7   C  CH2   0  -0.611  -3.4477  -0.3778  -2.2179
 OEA  C21  C  C     0   0.580   4.5047   1.5593  -1.9226
 OEA  O1   O  O     0  -0.474  -3.7462   2.0130   0.0955

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
 OEA  N4   C1   single    1.348  0.020  1.348
 OEA  N2   C1   double    1.305  0.020  1.305
 OEA  N2   C2   single    1.348  0.020  1.348
 OEA  C1   N1   single    1.365  0.020  1.365
 OEA  O2   C14  double    1.218  0.020  1.218
 OEA  N3   C2   aromatic  1.347  0.020  1.347
 OEA  N3   C6   aromatic  1.379  0.020  1.379
 OEA  C2   C3   aromatic  1.394  0.020  1.394
 OEA  C10  C9   aromatic  1.387  0.020  1.387
 OEA  C10  C11  aromatic  1.393  0.020  1.393
 OEA  N1   C4   single    1.400  0.020  1.400
 OEA  C6   C5   aromatic  1.364  0.020  1.364
 OEA  C9   C8   aromatic  1.390  0.020  1.390
 OEA  C14  C11  single    1.491  0.020  1.491
 OEA  C14  N5   single    1.362  0.020  1.362
 OEA  C3   C4   single    1.422  0.020  1.422
 OEA  C3   C5   aromatic  1.430  0.020  1.430
 OEA  C4   O1   double    1.223  0.020  1.223
 OEA  C11  C12  aromatic  1.395  0.020  1.395
 OEA  O4   C21  double    1.219  0.020  1.219
 OEA  C5   C7   single    1.494  0.020  1.494
 OEA  O3   C21  single    1.323  0.020  1.323
 OEA  C21  C20  single    1.471  0.020  1.471
 OEA  N5   C15  single    1.387  0.020  1.387
 OEA  C20  C15  aromatic  1.422  0.020  1.422
 OEA  C20  C19  aromatic  1.395  0.020  1.395
 OEA  C8   C7   single    1.509  0.020  1.509
 OEA  C8   C13  aromatic  1.394  0.020  1.394
 OEA  C15  C16  aromatic  1.389  0.020  1.389
 OEA  C19  C18  aromatic  1.379  0.020  1.379
 OEA  C16  C17  aromatic  1.394  0.020  1.394
 OEA  C18  C17  aromatic  1.395  0.020  1.395
 OEA  C12  C13  aromatic  1.383  0.020  1.383
 OEA  C17  O5   single    1.336  0.020  1.336
 OEA  O5   C22  single    1.418  0.020  1.418
 OEA  C13  H1   single    0.930  0.020  1.080
 OEA  C12  H2   single    0.930  0.020  1.080
 OEA  C10  H3   single    0.930  0.020  1.080
 OEA  C6   H4   single    0.930  0.020  1.080
 OEA  C16  H5   single    0.930  0.020  1.080
 OEA  C18  H6   single    0.930  0.020  1.080
 OEA  C19  H7   single    0.930  0.020  1.080
 OEA  C22  H8   single    0.970  0.020  1.090
 OEA  C22  H9   single    0.970  0.020  1.090
 OEA  C22  H10  single    0.970  0.020  1.090
 OEA  C7   H11  single    0.970  0.020  1.090
 OEA  C7   H12  single    0.970  0.020  1.090
 OEA  C9   H13  single    0.930  0.020  1.080
 OEA  N1   H14  single    0.860  0.020  1.020
 OEA  N3   H15  single    0.860  0.020  1.020
 OEA  N4   H16  single    0.890  0.020  1.040
 OEA  N4   H17  single    0.890  0.020  1.040
 OEA  N5   H18  single    0.860  0.020  1.020
 OEA  O3   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
 OEA  H1   C13  C8   119.56  3.000
 OEA  H1   C13  C12  119.44  3.000
 OEA  C8   C13  C12  121.00  3.000
 OEA  H2   C12  C11  119.86  3.000
 OEA  H2   C12  C13  119.68  3.000
 OEA  C11  C12  C13  120.46  3.000
 OEA  C14  C11  C10  123.06  3.000
 OEA  C14  C11  C12  118.13  3.000
 OEA  C10  C11  C12  118.77  3.000
 OEA  H3   C10  C9   118.42  3.000
 OEA  H3   C10  C11  121.12  3.000
 OEA  C9   C10  C11  120.41  3.000
 OEA  O2   C14  N5   124.53  3.000
 OEA  N5   C14  C11  114.37  3.000
 OEA  O2   C14  C11  121.10  3.000
 OEA  N5   C15  C20  118.52  3.000
 OEA  C20  C15  C16  119.10  3.000
 OEA  N5   C15  C16  122.37  3.000
 OEA  C2   C3   C5   107.71  3.000
 OEA  C5   C3   C4   134.15  3.000
 OEA  C2   C3   C4   118.13  3.000
 OEA  O1   C4   N1   119.85  3.000
 OEA  O1   C4   C3   128.52  3.000
 OEA  N1   C4   C3   111.63  3.000
 OEA  C7   C5   C6   126.77  3.000
 OEA  C7   C5   C3   127.35  3.000
 OEA  C6   C5   C3   105.86  3.000
 OEA  H4   C6   N3   120.73  3.000
 OEA  H4   C6   C5   129.94  3.000
 OEA  N3   C6   C5   109.33  3.000
 OEA  N3   C2   N2   124.79  3.000
 OEA  N3   C2   C3   107.59  3.000
 OEA  N2   C2   C3   127.62  3.000
 OEA  N4   C1   N2   120.22  3.000
 OEA  N2   C1   N1   123.05  3.000
 OEA  N4   C1   N1   116.69  3.000
 OEA  H5   C16  C17  118.51  3.000
 OEA  H5   C16  C15  120.51  3.000
 OEA  C17  C16  C15  120.98  3.000
 OEA  O5   C17  C18  124.15  3.000
 OEA  O5   C17  C16  115.42  3.000
 OEA  C18  C17  C16  120.43  3.000
 OEA  H6   C18  C19  119.25  3.000
 OEA  H6   C18  C17  122.27  3.000
 OEA  C19  C18  C17  118.48  3.000
 OEA  H7   C19  C20  119.58  3.000
 OEA  H7   C19  C18  117.69  3.000
 OEA  C20  C19  C18  122.73  3.000
 OEA  C19  C20  C21  119.56  3.000
 OEA  C19  C20  C15  118.28  3.000
 OEA  C21  C20  C15  122.16  3.000
 OEA  H10  C22  H9   108.93  3.000
 OEA  H10  C22  H8   108.93  3.000
 OEA  H9   C22  H8   109.08  3.000
 OEA  H10  C22  O5   106.34  3.000
 OEA  H9   C22  O5   111.78  3.000
 OEA  H8   C22  O5   111.68  3.000
 OEA  C9   C8   C7   121.25  3.000
 OEA  C7   C8   C13  120.39  3.000
 OEA  C9   C8   C13  118.36  3.000
 OEA  H13  C9   C8   119.66  3.000
 OEA  H13  C9   C10  119.35  3.000
 OEA  C8   C9   C10  120.98  3.000
 OEA  H14  N1   C1   118.60  3.000
 OEA  H14  N1   C4   115.70  3.000
 OEA  C1   N1   C4   125.68  3.000
 OEA  C1   N2   C2   113.88  3.000
 OEA  H15  N3   C2   125.13  3.000
 OEA  H15  N3   C6   125.36  3.000
 OEA  C2   N3   C6   109.51  3.000
 OEA  H17  N4   H16  115.29  3.000
 OEA  H17  N4   C1   116.55  3.000
 OEA  H16  N4   C1   120.00  3.000
 OEA  H18  N5   C15  112.98  3.000
 OEA  H18  N5   C14  117.38  3.000
 OEA  C15  N5   C14  129.49  3.000
 OEA  H19  O3   C21  109.74  3.000
 OEA  C22  O5   C17  118.95  3.000
 OEA  H12  C7   H11  106.60  3.000
 OEA  H12  C7   C8   109.22  3.000
 OEA  H11  C7   C8   108.73  3.000
 OEA  H12  C7   C5   110.37  3.000
 OEA  H11  C7   C5   108.87  3.000
 OEA  C8   C7   C5   112.85  3.000
 OEA  O4   C21  O3   121.39  3.000
 OEA  O3   C21  C20  113.64  3.000
 OEA  O4   C21  C20  124.97  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
 OEA  CONST_01  C10  C9   C8   C13    0.00   0.0  0
 OEA  CONST_02  C10  C11  C12  C13    0.00   0.0  0
 OEA  CONST_03  C9   C10  C11  C12    0.00   0.0  0
 OEA  CONST_04  C9   C8   C13  C12    0.00   0.0  0
 OEA  CONST_05  C8   C9   C10  C11    0.00   0.0  0
 OEA  CONST_06  C8   C13  C12  C11    0.00   0.0  0
 OEA  CONST_07  C18  C19  C20  C15    0.00   0.0  0
 OEA  CONST_08  C18  C17  C16  C15    0.00   0.0  0
 OEA  CONST_09  C6   N3   C2   C3     0.00   0.0  0
 OEA  CONST_10  N3   C6   C5   C3     0.00   0.0  0
 OEA  CONST_11  C2   N3   C6   C5     0.00   0.0  0
 OEA  CONST_12  N3   C2   C3   C5     0.00   0.0  0
 OEA  CONST_13  C2   C3   C5   C6     0.00   0.0  0
 OEA  CONST_14  C19  C20  C15  C16    0.00   0.0  0
 OEA  CONST_15  C19  C18  C17  C16    0.00   0.0  0
 OEA  CONST_16  C20  C15  C16  C17    0.00   0.0  0
 OEA  CONST_17  C20  C19  C18  C17    0.00   0.0  0
 OEA  CONST_18  C1   N1   C4   C3     0.00   0.0  0
 OEA  CONST_19  N2   C1   N1   C4     0.00   0.0  0
 OEA  CONST_20  N1   C1   N2   C2     0.00   0.0  0
 OEA  CONST_21  C14  C11  C12  C13  180.00   0.0  0
 OEA  CONST_22  C7   C8   C13  C12  180.00   0.0  0
 OEA  CONST_23  C7   C8   C9   C10  180.00   0.0  0
 OEA  CONST_24  C9   C10  C11  C14  180.00   0.0  0
 OEA  CONST_25  O5   C17  C16  C15  180.00   0.0  0
 OEA  CONST_26  C16  C15  C20  C21  180.00   0.0  0
 OEA  CONST_27  C18  C19  C20  C21  180.00   0.0  0
 OEA  CONST_28  C7   C5   C3   C4     0.00   0.0  0
 OEA  CONST_29  C7   C5   C3   C2   180.00   0.0  0
 OEA  CONST_30  N5   C15  C16  C17  180.00   0.0  0
 OEA  CONST_31  N5   C15  C20  C19  180.00   0.0  0
 OEA  CONST_32  O5   C17  C18  C19  180.00   0.0  0
 OEA  CONST_33  N3   C6   C5   C7   180.00   0.0  0
 OEA  CONST_34  N4   C1   N1   C4   180.00   0.0  0
 OEA  CONST_35  N4   C1   N2   C2   180.00   0.0  0
 OEA  CONST_36  O1   C4   N1   C1   180.00   0.0  0
 OEA  CONST_37  H13  C9   C8   C13  180.00   0.0  0
 OEA  CONST_38  H3   C10  C11  C12  180.00   0.0  0
 OEA  CONST_39  H1   C13  C12  C11  180.00   0.0  0
 OEA  CONST_40  H2   C12  C11  C10  180.00   0.0  0
 OEA  CONST_41  H7   C19  C20  C15  180.00   0.0  0
 OEA  CONST_42  H15  N3   C2   C3   180.00   0.0  0
 OEA  CONST_43  H4   C6   C5   C3   180.00   0.0  0
 OEA  CONST_44  H6   C18  C17  C16  180.00   0.0  0
 OEA  CONST_45  H5   C16  C17  C18  180.00   0.0  0
 OEA  CONST_46  H14  N1   C4   C3   180.00   0.0  0
 OEA  CONST_47  C15  N5   C14  C11  180.00   0.0  0
 OEA  CONST_48  C20  C15  N5   C14  180.00   0.0  0
 OEA  CONST_49  C16  C15  N5   C14    0.00   0.0  0
 OEA  CONST_50  H18  N5   C15  C16  180.00   0.0  0
 OEA  CONST_52  H17  N4   C1   N1   180.00   0.0  0
 OEA  CONST_53  O2   C14  N5   C15    0.00   0.0  0
 OEA  CONST_54  H19  O3   C21  C20  180.00   0.0  0
 OEA  Var_01    C5   C7   C8   C13   56.79  30.0  2
 OEA  Var_02    C8   C7   C5   C3    69.48  30.0  2
 OEA  Var_03    O2   C14  C11  C12  -26.85  30.0  2
 OEA  Var_04    O4   C21  C20  C15    0.92  30.0  2
 OEA  Var_05    H8   C22  O5   C17  -60.45  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
 OEA  plan-1  C13  0.020
 OEA  plan-1  C12  0.020
 OEA  plan-1  C11  0.020
 OEA  plan-1  C10  0.020
 OEA  plan-1  C14  0.020
 OEA  plan-1  C8   0.020
 OEA  plan-1  C9   0.020
 OEA  plan-1  H1   0.020
 OEA  plan-1  H2   0.020
 OEA  plan-1  H3   0.020
 OEA  plan-1  H13  0.020
 OEA  plan-1  C7   0.020
 OEA  plan-2  C15  0.020
 OEA  plan-2  C16  0.020
 OEA  plan-2  C17  0.020
 OEA  plan-2  C18  0.020
 OEA  plan-2  C19  0.020
 OEA  plan-2  C20  0.020
 OEA  plan-2  N5   0.020
 OEA  plan-2  O5   0.020
 OEA  plan-2  H5   0.020
 OEA  plan-2  H6   0.020
 OEA  plan-2  H7   0.020
 OEA  plan-2  C21  0.020
 OEA  plan-3  C3   0.020
 OEA  plan-3  C4   0.020
 OEA  plan-3  C5   0.020
 OEA  plan-3  C6   0.020
 OEA  plan-3  C2   0.020
 OEA  plan-3  C1   0.020
 OEA  plan-3  N1   0.020
 OEA  plan-3  N2   0.020
 OEA  plan-3  N3   0.020
 OEA  plan-3  N4   0.020
 OEA  plan-3  H4   0.020
 OEA  plan-3  H14  0.020
 OEA  plan-3  H15  0.020
 OEA  plan-3  H16  0.020
 OEA  plan-3  H17  0.020
 OEA  plan-3  C7   0.020
 OEA  plan-3  O1   0.020
 OEA  plan-4  C11  0.020
 OEA  plan-4  C14  0.020
 OEA  plan-4  C15  0.020
 OEA  plan-4  N5   0.020
 OEA  plan-4  O2   0.020
 OEA  plan-4  H18  0.020
 OEA  plan-5  C20  0.020
 OEA  plan-5  O3   0.020
 OEA  plan-5  O4   0.020
 OEA  plan-5  H19  0.020
 OEA  plan-5  C21  0.020

