# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May 21 03:51:26 2020
#   Inital geometry file: a 140 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)benzene-1,4-dicarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC1=Nc2[nH]cc(Cc3ccc(cc3)C(=O)Nc4cc(ccc4C(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
 OEJ  OEJ  '2-({4-[(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)methyl]benzene-1-carbonyl}amino)benzene-1,4-dicarboxylic acid'  ligand  50  33  .  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_OEJ
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
 OEJ  C14  C  C     0   0.534   1.7942  -0.8669   0.7817
 OEJ  C13  C  CR16  0  -0.300  -1.2105   1.0986   2.0166
 OEJ  C1   C  CR56  0   0.502  -5.6748   0.9757  -0.7679
 OEJ  C6   C  CR15  0  -0.084  -4.5577   2.2211   0.7001
 OEJ  C5   C  CR5   0   0.035  -4.4268   0.9374   1.1418
 OEJ  C4   C  CR6   0   0.671  -6.6738  -0.6378  -1.9261
 OEJ  C3   C  CR6   0   0.509  -5.4419  -1.2615   0.1081
 OEJ  C2   C  CR56  0  -0.245  -5.1429   0.1266   0.2038
 OEJ  C7   C  CH2   0  -0.632  -3.6329   0.4911   2.3319
 OEJ  C10  C  CR16  0  -0.247  -0.5866  -1.4465   1.1350
 OEJ  C11  C  CR6   0  -0.061   0.4118  -0.4751   1.1777
 OEJ  C12  C  CR16  0  -0.279   0.0869   0.8026   1.6306
 OEJ  C15  C  CR6   0   0.424   3.8736   0.1600  -0.1128
 OEJ  C16  C  CR16  0  -0.336   4.7145  -0.9378   0.0838
 OEJ  C17  C  CR6   0  -0.058   6.0427  -0.8991  -0.3090
 OEJ  C18  C  CR16  0  -0.269   6.5710   0.2356  -0.9162
 OEJ  C19  C  CR16  0  -0.248   5.7497   1.3253  -1.1161
 OEJ  C20  C  CR6   0  -0.184   4.4098   1.3173  -0.7264
 OEJ  C21  C  C     0   0.593   3.5846   2.5278  -0.9600
 OEJ  C22  C  C     0   0.546   6.8666  -2.1153  -0.0519
 OEJ  C8   C  CR6   0   0.148  -2.2156   0.1380   1.9530
 OEJ  C9   C  CR16  0  -0.301  -1.8842  -1.1397   1.5065
 OEJ  N1   N  N     0  -0.506  -6.4239   0.6391  -1.8358
 OEJ  N2   N  NR16  0  -0.720  -6.2198  -1.5495  -1.0172
 OEJ  N3   N  NR15  0  -0.662  -5.3102   2.2334  -0.4546
 OEJ  N4   N  NH2   0  -0.833  -7.4492  -1.1096  -2.9221
 OEJ  N5   N  NH1   0  -0.794   2.5464   0.1578   0.2865
 OEJ  O1   O  O     0  -0.485  -5.1162  -2.1678   0.8644
 OEJ  O2   O  O     0  -0.451   2.1812  -2.0164   0.8881
 OEJ  O3   O  OH1   0  -0.580   4.2385   3.4973  -1.5685
 OEJ  O4   O  O     0  -0.458   2.4196   2.6409  -0.6320
 OEJ  O5   O  O     0  -0.427   6.4328  -3.1215   0.4523
 OEJ  O6   O  OH1   0  -0.589   8.1238  -1.9695  -0.4349
 OEJ  H1   H  HCR6  0   0.254  -1.4409   2.0936   2.3778
 OEJ  H3   H  HCH2  0   0.266  -3.6156   1.2911   3.0743
 OEJ  H4   H  HCH2  0   0.266  -4.1131  -0.3678   2.8022
 OEJ  H5   H  HCR6  0   0.260  -0.3494  -2.4478   0.8003
 OEJ  H6   H  HCR6  0   0.259   0.8416   1.5735   1.7244
 OEJ  H7   H  HCR6  0   0.300   4.3314  -1.8303   0.5477
 OEJ  H8   H  HCR6  0   0.276   7.6029   0.2838  -1.2311
 OEJ  H9   H  HCR6  0   0.284   6.1666   2.2041  -1.5847
 OEJ  H10  H  HCR6  0   0.264  -2.6519  -1.9002   1.4492
 OEJ  H11  H  HNR6  0   0.419  -6.4831  -2.5194  -1.1334
 OEJ  H12  H  HNR5  0   0.410  -5.5542   3.0555  -0.9829
 OEJ  H13  H  HNH2  0   0.409  -7.4003  -2.0819  -3.1769
 OEJ  H14  H  HNH2  0   0.406  -7.6398  -0.4761  -3.6804
 OEJ  H15  H  HNH1  0   0.444   2.0705   1.0348   0.0983
 OEJ  H16  H  HOH1  0   0.496   3.6581   4.2640  -1.6915
 OEJ  H17  H  HOH1  0   0.492   8.6270  -2.7757  -0.2455
 OEJ  H2   H  HCR5  0   0.281  -4.1700   3.1383   1.1127

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
 OEJ  N4   C4   single    1.348  0.020  1.348
 OEJ  N1   C4   double    1.304  0.020  1.304
 OEJ  N1   C1   single    1.347  0.020  1.347
 OEJ  C4   N2   single    1.365  0.020  1.365
 OEJ  N3   C1   aromatic  1.346  0.020  1.346
 OEJ  N3   C6   aromatic  1.378  0.020  1.378
 OEJ  C1   C2   aromatic  1.396  0.020  1.396
 OEJ  O2   C14  double    1.217  0.020  1.217
 OEJ  N2   C3   single    1.398  0.020  1.398
 OEJ  C6   C5   aromatic  1.364  0.020  1.364
 OEJ  C12  C13  aromatic  1.386  0.020  1.386
 OEJ  C12  C11  aromatic  1.394  0.020  1.394
 OEJ  C2   C3   single    1.423  0.020  1.423
 OEJ  C2   C5   aromatic  1.432  0.020  1.432
 OEJ  C13  C8   aromatic  1.392  0.020  1.392
 OEJ  O4   C21  double    1.216  0.020  1.216
 OEJ  C3   O1   double    1.225  0.020  1.225
 OEJ  C14  C11  single    1.490  0.020  1.490
 OEJ  C14  N5   single    1.364  0.020  1.364
 OEJ  C5   C7   single    1.499  0.020  1.499
 OEJ  C11  C10  aromatic  1.394  0.020  1.394
 OEJ  C21  O3   single    1.318  0.020  1.318
 OEJ  C21  C20  single    1.484  0.020  1.484
 OEJ  C8   C7   single    1.509  0.020  1.509
 OEJ  C8   C9   aromatic  1.393  0.020  1.393
 OEJ  C20  C19  aromatic  1.395  0.020  1.395
 OEJ  C20  C15  aromatic  1.415  0.020  1.415
 OEJ  N5   C15  single    1.386  0.020  1.386
 OEJ  C19  C18  aromatic  1.379  0.020  1.379
 OEJ  C15  C16  aromatic  1.397  0.020  1.397
 OEJ  C10  C9   aromatic  1.384  0.020  1.384
 OEJ  C18  C17  aromatic  1.391  0.020  1.391
 OEJ  C16  C17  aromatic  1.386  0.020  1.386
 OEJ  C17  C22  single    1.491  0.020  1.491
 OEJ  O5   C22  double    1.206  0.020  1.206
 OEJ  C22  O6   single    1.322  0.020  1.322
 OEJ  C13  H1   single    0.930  0.020  1.080
 OEJ  C6   H2   single    0.930  0.020  1.080
 OEJ  C7   H3   single    0.970  0.020  1.090
 OEJ  C7   H4   single    0.970  0.020  1.090
 OEJ  C10  H5   single    0.930  0.020  1.080
 OEJ  C12  H6   single    0.930  0.020  1.080
 OEJ  C16  H7   single    0.930  0.020  1.080
 OEJ  C18  H8   single    0.930  0.020  1.080
 OEJ  C19  H9   single    0.930  0.020  1.080
 OEJ  C9   H10  single    0.930  0.020  1.080
 OEJ  N2   H11  single    0.860  0.020  1.020
 OEJ  N3   H12  single    0.860  0.020  1.020
 OEJ  N4   H13  single    0.890  0.020  1.040
 OEJ  N4   H14  single    0.890  0.020  1.040
 OEJ  N5   H15  single    0.860  0.020  1.020
 OEJ  O3   H16  single    0.850  0.020  0.980
 OEJ  O6   H17  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
 OEJ  O2   C14  N5   124.45  3.000
 OEJ  N5   C14  C11  114.23  3.000
 OEJ  O2   C14  C11  121.32  3.000
 OEJ  H1   C13  C8   119.71  3.000
 OEJ  H1   C13  C12  119.22  3.000
 OEJ  C8   C13  C12  121.06  3.000
 OEJ  N3   C1   N1   124.64  3.000
 OEJ  N3   C1   C2   107.64  3.000
 OEJ  N1   C1   C2   127.72  3.000
 OEJ  H2   C6   N3   120.62  3.000
 OEJ  H2   C6   C5   129.98  3.000
 OEJ  N3   C6   C5   109.40  3.000
 OEJ  C7   C5   C2   128.07  3.000
 OEJ  C7   C5   C6   126.04  3.000
 OEJ  C2   C5   C6   105.84  3.000
 OEJ  N4   C4   N2   116.72  3.000
 OEJ  N2   C4   N1   122.96  3.000
 OEJ  N4   C4   N1   120.28  3.000
 OEJ  O1   C3   N2   119.52  3.000
 OEJ  O1   C3   C2   128.64  3.000
 OEJ  N2   C3   C2   111.84  3.000
 OEJ  C3   C2   C5   134.55  3.000
 OEJ  C5   C2   C1   107.59  3.000
 OEJ  C3   C2   C1   117.80  3.000
 OEJ  H4   C7   H3   106.91  3.000
 OEJ  H4   C7   C8   109.73  3.000
 OEJ  H3   C7   C8   109.11  3.000
 OEJ  H4   C7   C5   110.10  3.000
 OEJ  H3   C7   C5   109.28  3.000
 OEJ  C8   C7   C5   111.59  3.000
 OEJ  H5   C10  C9   119.58  3.000
 OEJ  H5   C10  C11  119.83  3.000
 OEJ  C9   C10  C11  120.58  3.000
 OEJ  C12  C11  C10  118.81  3.000
 OEJ  C10  C11  C14  118.23  3.000
 OEJ  C12  C11  C14  122.92  3.000
 OEJ  H6   C12  C11  121.21  3.000
 OEJ  H6   C12  C13  118.45  3.000
 OEJ  C11  C12  C13  120.31  3.000
 OEJ  N5   C15  C20  119.27  3.000
 OEJ  N5   C15  C16  122.33  3.000
 OEJ  C20  C15  C16  118.39  3.000
 OEJ  H7   C16  C17  119.11  3.000
 OEJ  H7   C16  C15  119.87  3.000
 OEJ  C17  C16  C15  121.02  3.000
 OEJ  C22  C17  C18  122.05  3.000
 OEJ  C22  C17  C16  117.26  3.000
 OEJ  C18  C17  C16  120.70  3.000
 OEJ  H8   C18  C19  119.44  3.000
 OEJ  H8   C18  C17  121.77  3.000
 OEJ  C19  C18  C17  118.79  3.000
 OEJ  H9   C19  C20  119.78  3.000
 OEJ  H9   C19  C18  118.42  3.000
 OEJ  C20  C19  C18  121.79  3.000
 OEJ  C21  C20  C19  119.04  3.000
 OEJ  C19  C20  C15  119.31  3.000
 OEJ  C21  C20  C15  121.65  3.000
 OEJ  O4   C21  O3   122.11  3.000
 OEJ  O3   C21  C20  113.38  3.000
 OEJ  O4   C21  C20  124.51  3.000
 OEJ  O6   C22  O5   123.71  3.000
 OEJ  O6   C22  C17  112.67  3.000
 OEJ  O5   C22  C17  123.62  3.000
 OEJ  C9   C8   C7   121.23  3.000
 OEJ  C9   C8   C13  118.41  3.000
 OEJ  C7   C8   C13  120.35  3.000
 OEJ  H10  C9   C8   119.51  3.000
 OEJ  H10  C9   C10  119.67  3.000
 OEJ  C8   C9   C10  120.82  3.000
 OEJ  C4   N1   C1   113.95  3.000
 OEJ  H11  N2   C3   115.77  3.000
 OEJ  H11  N2   C4   118.51  3.000
 OEJ  C3   N2   C4   125.69  3.000
 OEJ  H12  N3   C6   125.38  3.000
 OEJ  H12  N3   C1   125.09  3.000
 OEJ  C6   N3   C1   109.53  3.000
 OEJ  H14  N4   H13  115.26  3.000
 OEJ  H14  N4   C4   116.46  3.000
 OEJ  H13  N4   C4   119.83  3.000
 OEJ  H15  N5   C15  113.21  3.000
 OEJ  H15  N5   C14  117.23  3.000
 OEJ  C15  N5   C14  129.32  3.000
 OEJ  H16  O3   C21  110.07  3.000
 OEJ  H17  O6   C22  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
 OEJ  CONST_01  C10  C11  C12  C13    0.00   0.0  0
 OEJ  CONST_02  C10  C9   C8   C13    0.00   0.0  0
 OEJ  CONST_03  C5   C6   N3   C1     0.00   0.0  0
 OEJ  CONST_04  C6   C5   C2   C1     0.00   0.0  0
 OEJ  CONST_05  C2   C1   N3   C6     0.00   0.0  0
 OEJ  CONST_06  N3   C1   C2   C5     0.00   0.0  0
 OEJ  CONST_07  N3   C6   C5   C2     0.00   0.0  0
 OEJ  CONST_08  C8   C13  C12  C11    0.00   0.0  0
 OEJ  CONST_09  C8   C9   C10  C11    0.00   0.0  0
 OEJ  CONST_10  C9   C8   C13  C12    0.00   0.0  0
 OEJ  CONST_11  C9   C10  C11  C12    0.00   0.0  0
 OEJ  CONST_12  C18  C19  C20  C15    0.00   0.0  0
 OEJ  CONST_13  C18  C17  C16  C15    0.00   0.0  0
 OEJ  CONST_14  C19  C20  C15  C16    0.00   0.0  0
 OEJ  CONST_15  C19  C18  C17  C16    0.00   0.0  0
 OEJ  CONST_16  C20  C19  C18  C17    0.00   0.0  0
 OEJ  CONST_17  C20  C15  C16  C17    0.00   0.0  0
 OEJ  CONST_18  N2   C4   N1   C1     0.00   0.0  0
 OEJ  CONST_19  C2   C3   N2   C4     0.00   0.0  0
 OEJ  CONST_20  N1   C4   N2   C3     0.00   0.0  0
 OEJ  CONST_21  C13  C12  C11  C14  180.00   0.0  0
 OEJ  CONST_22  C9   C10  C11  C14  180.00   0.0  0
 OEJ  CONST_23  C7   C5   C2   C1   180.00   0.0  0
 OEJ  CONST_24  C7   C5   C2   C3     0.00   0.0  0
 OEJ  CONST_25  N3   C6   C5   C7   180.00   0.0  0
 OEJ  CONST_26  C12  C13  C8   C7   180.00   0.0  0
 OEJ  CONST_27  C10  C9   C8   C7   180.00   0.0  0
 OEJ  CONST_28  C22  C17  C16  C15  180.00   0.0  0
 OEJ  CONST_29  C21  C20  C15  C16  180.00   0.0  0
 OEJ  CONST_30  N5   C15  C16  C17  180.00   0.0  0
 OEJ  CONST_31  C21  C20  C19  C18  180.00   0.0  0
 OEJ  CONST_32  N5   C15  C20  C19  180.00   0.0  0
 OEJ  CONST_33  C22  C17  C18  C19  180.00   0.0  0
 OEJ  CONST_34  N4   C4   N1   C1   180.00   0.0  0
 OEJ  CONST_35  O1   C3   N2   C4   180.00   0.0  0
 OEJ  CONST_36  N4   C4   N2   C3   180.00   0.0  0
 OEJ  CONST_37  H10  C9   C8   C13  180.00   0.0  0
 OEJ  CONST_38  H2   C6   N3   C1   180.00   0.0  0
 OEJ  CONST_39  H12  N3   C6   C5   180.00   0.0  0
 OEJ  CONST_40  H6   C12  C11  C10  180.00   0.0  0
 OEJ  CONST_41  H1   C13  C12  C11  180.00   0.0  0
 OEJ  CONST_42  H5   C10  C11  C12  180.00   0.0  0
 OEJ  CONST_43  H9   C19  C20  C15  180.00   0.0  0
 OEJ  CONST_44  H8   C18  C17  C16  180.00   0.0  0
 OEJ  CONST_45  H7   C16  C17  C18  180.00   0.0  0
 OEJ  CONST_46  H11  N2   C3   C2   180.00   0.0  0
 OEJ  CONST_47  C15  N5   C14  C11  180.00   0.0  0
 OEJ  CONST_48  C20  C15  N5   C14  180.00   0.0  0
 OEJ  CONST_49  C16  C15  N5   C14    0.00   0.0  0
 OEJ  CONST_50  H15  N5   C15  C16  180.00   0.0  0
 OEJ  CONST_52  H14  N4   C4   N1     0.00   0.0  0
 OEJ  CONST_53  O2   C14  N5   C15    0.00   0.0  0
 OEJ  CONST_54  H17  O6   C22  C17  180.00   0.0  0
 OEJ  CONST_55  H16  O3   C21  C20  180.00   0.0  0
 OEJ  Var_01    C5   C7   C8   C13   91.96  30.0  2
 OEJ  Var_02    C8   C7   C5   C6   -90.97  30.0  2
 OEJ  Var_03    O2   C14  C11  C10  -26.50  30.0  2
 OEJ  Var_04    O4   C21  C20  C15    1.51  30.0  3
 OEJ  Var_05    O5   C22  C17  C16    1.30  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
 OEJ  plan-1  C14  0.020
 OEJ  plan-1  C13  0.020
 OEJ  plan-1  C7   0.020
 OEJ  plan-1  C10  0.020
 OEJ  plan-1  C11  0.020
 OEJ  plan-1  C12  0.020
 OEJ  plan-1  C8   0.020
 OEJ  plan-1  C9   0.020
 OEJ  plan-1  H1   0.020
 OEJ  plan-1  H5   0.020
 OEJ  plan-1  H6   0.020
 OEJ  plan-1  H10  0.020
 OEJ  plan-2  C17  0.020
 OEJ  plan-2  C22  0.020
 OEJ  plan-2  O5   0.020
 OEJ  plan-2  O6   0.020
 OEJ  plan-2  H17  0.020
 OEJ  plan-3  C15  0.020
 OEJ  plan-3  C16  0.020
 OEJ  plan-3  C17  0.020
 OEJ  plan-3  C18  0.020
 OEJ  plan-3  C19  0.020
 OEJ  plan-3  C20  0.020
 OEJ  plan-3  C21  0.020
 OEJ  plan-3  C22  0.020
 OEJ  plan-3  N5   0.020
 OEJ  plan-3  H7   0.020
 OEJ  plan-3  H8   0.020
 OEJ  plan-3  H9   0.020
 OEJ  plan-4  C1   0.020
 OEJ  plan-4  C6   0.020
 OEJ  plan-4  C5   0.020
 OEJ  plan-4  C4   0.020
 OEJ  plan-4  C3   0.020
 OEJ  plan-4  C2   0.020
 OEJ  plan-4  C7   0.020
 OEJ  plan-4  N1   0.020
 OEJ  plan-4  N2   0.020
 OEJ  plan-4  N3   0.020
 OEJ  plan-4  N4   0.020
 OEJ  plan-4  O1   0.020
 OEJ  plan-4  H11  0.020
 OEJ  plan-4  H12  0.020
 OEJ  plan-4  H13  0.020
 OEJ  plan-4  H14  0.020
 OEJ  plan-4  H2   0.020
 OEJ  plan-5  C14  0.020
 OEJ  plan-5  C11  0.020
 OEJ  plan-5  C15  0.020
 OEJ  plan-5  N5   0.020
 OEJ  plan-5  O2   0.020
 OEJ  plan-5  H15  0.020
 OEJ  plan-6  C20  0.020
 OEJ  plan-6  C21  0.020
 OEJ  plan-6  O3   0.020
 OEJ  plan-6  O4   0.020
 OEJ  plan-6  H16  0.020

