# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May 20 15:17:27 2020
#   Inital geometry file: a 145 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-methoxyphenyl]acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(CC(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
 OED  OED  '[2-({4-[(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)methyl]benzene-1-carbonyl}amino)-4-methoxyphenyl]acetic acid'  ligand  54  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_OED
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
 OED  O1   O  O     0  -0.477   4.0870  -2.0551   0.2064
 OED  C6   C  CR15  0  -0.092   5.2982   2.0241  -1.0005
 OED  C7   C  CH2   0  -0.626   3.6263   0.3989  -2.0407
 OED  C9   C  CR16  0  -0.284   1.6662   1.8232  -1.3608
 OED  C10  C  CR16  0  -0.254   0.3695   1.9843  -0.9093
 OED  C11  C  CR6   0  -0.059  -0.4282   0.8738  -0.6330
 OED  C12  C  CR16  0  -0.287   0.1186  -0.3972  -0.7947
 OED  C13  C  CR16  0  -0.296   1.4238  -0.5519  -1.2390
 OED  C14  C  C     0   0.526  -1.8254   1.1156  -0.1680
 OED  C15  C  CR6   0   0.317  -4.0425   0.0768   0.0184
 OED  C16  C  CR6   0   0.075  -4.9884  -0.3769  -0.9114
 OED  C18  C  CR16  0  -0.380  -6.7311   0.0084   0.7408
 OED  C20  C  CR16  0  -0.375  -4.4357   0.4922   1.2809
 OED  C21  C  CH3   0  -0.437  -7.4058   0.9002   3.3207
 OED  C22  C  CH2   0  -0.686  -4.6174  -0.7822  -2.3123
 OED  C23  C  C     0   0.575  -3.9777  -2.1465  -2.3945
 OED  C1   C  CR56  0   0.499   5.9974   0.9197   0.8020
 OED  C17  C  CR16  0  -0.287  -6.3174  -0.4091  -0.5167
 OED  C19  C  CR6   0   0.380  -5.7810   0.4711   1.6460
 OED  C2   C  CR56  0  -0.239   5.0804   0.1128   0.1283
 OED  C3   C  CR6   0   0.498   4.8219  -1.1846   0.6518
 OED  C4   C  CR6   0   0.673   6.4144  -0.5510   2.4163
 OED  C5   C  CR5   0   0.038   4.6385   0.8308  -1.0278
 OED  C8   C  CR6   0   0.153   2.2116   0.5530  -1.5394
 OED  N1   N  N     0  -0.507   6.6737   0.6322   1.9313
 OED  N2   N  NR16  0  -0.721   5.5453  -1.4223   1.8260
 OED  N3   N  NR15  0  -0.663   6.1141   2.0697   0.1105
 OED  N4   N  NH2   0  -0.834   6.9813  -0.9486   3.5717
 OED  N5   N  NH1   0  -0.781  -2.6830   0.0787  -0.3396
 OED  O2   O  O     0  -0.464  -2.1641   2.1866   0.3058
 OED  O3   O  O2    0  -0.472  -6.0594   0.9058   2.8884
 OED  O4   O  O     0  -0.449  -3.1620  -2.5581  -1.6013
 OED  O5   O  OH1   0  -0.576  -4.3766  -2.8369  -3.4472
 OED  H1   H  HCR5  0   0.282   5.2529   2.8553  -1.6851
 OED  H2   H  HCH2  0   0.267   3.7493   1.0016  -2.9439
 OED  H3   H  HCH2  0   0.261   3.7986  -0.6390  -2.3283
 OED  H4   H  HCR6  0   0.251   2.2644   2.6999  -1.5800
 OED  H5   H  HCR6  0   0.258  -0.0321   2.9805  -0.7809
 OED  H6   H  HCR6  0   0.252  -0.4463  -1.2902  -0.5555
 OED  H7   H  HCR6  0   0.256   1.8351  -1.5464  -1.3472
 OED  H8   H  HCR6  0   0.281  -7.7833  -0.0285   0.9859
 OED  H9   H  HCR6  0   0.272  -3.7000   0.8221   2.0021
 OED  H10  H  HCH3  0   0.229  -7.8224  -0.1101   3.3475
 OED  H11  H  HCH3  0   0.260  -7.4074   1.3055   4.3294
 OED  H12  H  HCH3  0   0.229  -8.0403   1.5268   2.6886
 OED  H13  H  HCH2  0   0.300  -5.4952  -0.7441  -2.9559
 OED  H14  H  HCH2  0   0.311  -3.8965  -0.0753  -2.7399
 OED  H15  H  HCR6  0   0.261  -7.0660  -0.7541  -1.2196
 OED  H16  H  HNR6  0   0.419   5.4060  -2.3291   2.2519
 OED  H17  H  HNR5  0   0.409   6.7165   2.8369   0.3613
 OED  H18  H  HNH2  0   0.407   7.7536  -0.3990   3.9091
 OED  H19  H  HNH2  0   0.409   7.0057  -1.9252   3.8134
 OED  H20  H  HNH1  0   0.416  -2.3690  -0.7426  -0.8350
 OED  H21  H  HOH1  0   0.485  -3.9072  -3.6846  -3.4888

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
 OED  O4   C23  double    1.210  0.020  1.210
 OED  C23  O5   single    1.321  0.020  1.321
 OED  C23  C22  single    1.509  0.020  1.509
 OED  C17  C18  aromatic  1.388  0.020  1.388
 OED  C17  C16  aromatic  1.387  0.020  1.387
 OED  N4   C4   single    1.347  0.020  1.347
 OED  C21  O3   single    1.414  0.020  1.414
 OED  C18  C19  aromatic  1.391  0.020  1.391
 OED  C22  C16  single    1.505  0.020  1.505
 OED  C16  C15  aromatic  1.402  0.020  1.402
 OED  C19  O3   single    1.345  0.020  1.345
 OED  C19  C20  aromatic  1.394  0.020  1.394
 OED  C4   N1   double    1.305  0.020  1.305
 OED  C4   N2   single    1.365  0.020  1.365
 OED  N1   C1   single    1.347  0.020  1.347
 OED  C15  C20  aromatic  1.386  0.020  1.386
 OED  C15  N5   single    1.406  0.020  1.406
 OED  N5   C14  single    1.357  0.020  1.357
 OED  N2   C3   single    1.400  0.020  1.400
 OED  C1   N3   aromatic  1.347  0.020  1.347
 OED  C1   C2   aromatic  1.395  0.020  1.395
 OED  N3   C6   aromatic  1.379  0.020  1.379
 OED  C10  C9   aromatic  1.382  0.020  1.382
 OED  C10  C11  aromatic  1.395  0.020  1.395
 OED  C3   C2   single    1.423  0.020  1.423
 OED  C3   O1   double    1.223  0.020  1.223
 OED  C9   C8   aromatic  1.394  0.020  1.394
 OED  C14  C11  single    1.492  0.020  1.492
 OED  C14  O2   double    1.219  0.020  1.219
 OED  C2   C5   aromatic  1.431  0.020  1.431
 OED  C11  C12  aromatic  1.393  0.020  1.393
 OED  C6   C5   aromatic  1.364  0.020  1.364
 OED  C5   C7   single    1.496  0.020  1.496
 OED  C8   C7   single    1.509  0.020  1.509
 OED  C8   C13  aromatic  1.390  0.020  1.390
 OED  C12  C13  aromatic  1.387  0.020  1.387
 OED  C6   H1   single    0.930  0.020  1.080
 OED  C7   H2   single    0.970  0.020  1.090
 OED  C7   H3   single    0.970  0.020  1.090
 OED  C9   H4   single    0.930  0.020  1.080
 OED  C10  H5   single    0.930  0.020  1.080
 OED  C12  H6   single    0.930  0.020  1.080
 OED  C13  H7   single    0.930  0.020  1.080
 OED  C18  H8   single    0.930  0.020  1.080
 OED  C20  H9   single    0.930  0.020  1.080
 OED  C21  H10  single    0.970  0.020  1.090
 OED  C21  H11  single    0.970  0.020  1.090
 OED  C21  H12  single    0.970  0.020  1.090
 OED  C22  H13  single    0.970  0.020  1.090
 OED  C22  H14  single    0.970  0.020  1.090
 OED  C17  H15  single    0.930  0.020  1.080
 OED  N2   H16  single    0.860  0.020  1.020
 OED  N3   H17  single    0.860  0.020  1.020
 OED  N4   H18  single    0.890  0.020  1.040
 OED  N4   H19  single    0.890  0.020  1.040
 OED  N5   H20  single    0.860  0.020  1.020
 OED  O5   H21  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
 OED  H1   C6   N3   120.73  3.000
 OED  H1   C6   C5   129.92  3.000
 OED  N3   C6   C5   109.34  3.000
 OED  H3   C7   H2   106.80  3.000
 OED  H3   C7   C8   109.45  3.000
 OED  H2   C7   C8   108.89  3.000
 OED  H3   C7   C5   110.27  3.000
 OED  H2   C7   C5   108.92  3.000
 OED  C8   C7   C5   112.34  3.000
 OED  H4   C9   C8   119.69  3.000
 OED  H4   C9   C10  119.31  3.000
 OED  C8   C9   C10  121.00  3.000
 OED  H5   C10  C11  119.82  3.000
 OED  H5   C10  C9   119.63  3.000
 OED  C11  C10  C9   120.55  3.000
 OED  C14  C11  C12  123.48  3.000
 OED  C12  C11  C10  118.61  3.000
 OED  C14  C11  C10  117.91  3.000
 OED  H6   C12  C13  117.99  3.000
 OED  H6   C12  C11  121.45  3.000
 OED  C13  C12  C11  120.55  3.000
 OED  H7   C13  C8   119.59  3.000
 OED  H7   C13  C12  119.49  3.000
 OED  C8   C13  C12  120.92  3.000
 OED  O2   C14  N5   123.02  3.000
 OED  O2   C14  C11  121.58  3.000
 OED  N5   C14  C11  115.38  3.000
 OED  N5   C15  C20  120.39  3.000
 OED  N5   C15  C16  118.95  3.000
 OED  C20  C15  C16  120.65  3.000
 OED  C17  C16  C22  119.67  3.000
 OED  C22  C16  C15  122.57  3.000
 OED  C17  C16  C15  117.74  3.000
 OED  H8   C18  C19  121.90  3.000
 OED  H8   C18  C17  119.03  3.000
 OED  C19  C18  C17  119.07  3.000
 OED  H9   C20  C19  119.09  3.000
 OED  H9   C20  C15  120.38  3.000
 OED  C19  C20  C15  120.52  3.000
 OED  H12  C21  H11  108.79  3.000
 OED  H12  C21  H10  108.83  3.000
 OED  H11  C21  H10  108.74  3.000
 OED  H12  C21  O3   111.94  3.000
 OED  H11  C21  O3   106.47  3.000
 OED  H10  C21  O3   111.96  3.000
 OED  H14  C22  H13  106.08  3.000
 OED  H14  C22  C23  106.44  3.000
 OED  H13  C22  C23  109.95  3.000
 OED  H14  C22  C16  110.58  3.000
 OED  H13  C22  C16  110.00  3.000
 OED  C23  C22  C16  113.50  3.000
 OED  O5   C23  O4   123.26  3.000
 OED  O5   C23  C22  112.83  3.000
 OED  O4   C23  C22  123.89  3.000
 OED  N3   C1   N1   124.68  3.000
 OED  N3   C1   C2   107.63  3.000
 OED  N1   C1   C2   127.68  3.000
 OED  H15  C17  C18  118.53  3.000
 OED  H15  C17  C16  119.02  3.000
 OED  C18  C17  C16  122.44  3.000
 OED  O3   C19  C20  115.89  3.000
 OED  C20  C19  C18  119.57  3.000
 OED  O3   C19  C18  124.53  3.000
 OED  C5   C2   C3   134.33  3.000
 OED  C5   C2   C1   107.63  3.000
 OED  C3   C2   C1   117.99  3.000
 OED  N2   C3   C2   111.70  3.000
 OED  C2   C3   O1   128.62  3.000
 OED  N2   C3   O1   119.68  3.000
 OED  N4   C4   N2   116.77  3.000
 OED  N2   C4   N1   123.00  3.000
 OED  N4   C4   N1   120.19  3.000
 OED  C2   C5   C7   127.68  3.000
 OED  C7   C5   C6   126.42  3.000
 OED  C2   C5   C6   105.87  3.000
 OED  C13  C8   C9   118.36  3.000
 OED  C13  C8   C7   121.47  3.000
 OED  C9   C8   C7   120.17  3.000
 OED  C4   N1   C1   113.91  3.000
 OED  H16  N2   C4   118.55  3.000
 OED  H16  N2   C3   115.75  3.000
 OED  C4   N2   C3   125.70  3.000
 OED  H17  N3   C1   125.05  3.000
 OED  H17  N3   C6   125.42  3.000
 OED  C1   N3   C6   109.52  3.000
 OED  H19  N4   H18  115.53  3.000
 OED  H19  N4   C4   120.18  3.000
 OED  H18  N4   C4   116.71  3.000
 OED  H20  N5   C15  115.13  3.000
 OED  H20  N5   C14  119.17  3.000
 OED  C15  N5   C14  125.47  3.000
 OED  C19  O3   C21  118.56  3.000
 OED  H21  O5   C23  110.18  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
 OED  CONST_01  C2   C1   N3   C6      0.00   0.0  0
 OED  CONST_02  C1   C2   C5   C6      0.00   0.0  0
 OED  CONST_03  C12  C11  C10  C9      0.00   0.0  0
 OED  CONST_04  C12  C13  C8   C9      0.00   0.0  0
 OED  CONST_05  C13  C8   C9   C10     0.00   0.0  0
 OED  CONST_06  C13  C12  C11  C10     0.00   0.0  0
 OED  CONST_07  C8   C9   C10  C11     0.00   0.0  0
 OED  CONST_08  C8   C13  C12  C11     0.00   0.0  0
 OED  CONST_09  C18  C17  C16  C15     0.00   0.0  0
 OED  CONST_10  C18  C19  C20  C15     0.00   0.0  0
 OED  CONST_11  C19  C18  C17  C16     0.00   0.0  0
 OED  CONST_12  C19  C20  C15  C16     0.00   0.0  0
 OED  CONST_13  C17  C18  C19  C20     0.00   0.0  0
 OED  CONST_14  C17  C16  C15  C20     0.00   0.0  0
 OED  CONST_15  C5   C6   N3   C1      0.00   0.0  0
 OED  CONST_16  N3   C6   C5   C2      0.00   0.0  0
 OED  CONST_17  N3   C1   C2   C5      0.00   0.0  0
 OED  CONST_18  N2   C4   N1   C1      0.00   0.0  0
 OED  CONST_19  C4   N2   C3   C2      0.00   0.0  0
 OED  CONST_20  N1   C4   N2   C3      0.00   0.0  0
 OED  CONST_21  C1   C2   C5   C7    180.00   0.0  0
 OED  CONST_22  C3   C2   C5   C7      0.00   0.0  0
 OED  CONST_23  N3   C6   C5   C7    180.00   0.0  0
 OED  CONST_24  C10  C9   C8   C7    180.00   0.0  0
 OED  CONST_25  C12  C13  C8   C7    180.00   0.0  0
 OED  CONST_26  C14  C11  C10  C9    180.00   0.0  0
 OED  CONST_27  C14  C11  C12  C13   180.00   0.0  0
 OED  CONST_28  O3   C19  C20  C15   180.00   0.0  0
 OED  CONST_29  C22  C16  C17  C18   180.00   0.0  0
 OED  CONST_30  C22  C16  C15  C20   180.00   0.0  0
 OED  CONST_31  O3   C19  C18  C17   180.00   0.0  0
 OED  CONST_32  N5   C15  C16  C17   180.00   0.0  0
 OED  CONST_33  N5   C15  C20  C19   180.00   0.0  0
 OED  CONST_34  C4   N2   C3   O1    180.00   0.0  0
 OED  CONST_35  N4   C4   N1   C1    180.00   0.0  0
 OED  CONST_36  N4   C4   N2   C3    180.00   0.0  0
 OED  CONST_37  H7   C13  C8   C9    180.00   0.0  0
 OED  CONST_38  H6   C12  C11  C10   180.00   0.0  0
 OED  CONST_39  H4   C9   C10  C11   180.00   0.0  0
 OED  CONST_40  H5   C10  C11  C12   180.00   0.0  0
 OED  CONST_41  H15  C17  C16  C15   180.00   0.0  0
 OED  CONST_42  H8   C18  C17  C16   180.00   0.0  0
 OED  CONST_43  H9   C20  C15  C16   180.00   0.0  0
 OED  CONST_44  H1   C6   N3   C1    180.00   0.0  0
 OED  CONST_45  H17  N3   C1   C2    180.00   0.0  0
 OED  CONST_46  H16  N2   C3   C2    180.00   0.0  0
 OED  CONST_47  C15  N5   C14  C11   180.00   0.0  0
 OED  CONST_51  H18  N4   C4   N1      0.00   0.0  0
 OED  CONST_53  O2   C14  N5   C15     0.00   0.0  0
 OED  CONST_54  H21  O5   C23  C22   180.00   0.0  0
 OED  Var_01    C8   C7   C5   C6   -100.21  30.0  2
 OED  Var_02    C5   C7   C8   C9     69.80  30.0  2
 OED  Var_03    N5   C14  C11  C10   158.80  30.0  2
 OED  Var_04    C23  C22  C16  C15    77.15  30.0  2
 OED  Var_05    O4   C23  C22  C16   -40.97  30.0  2
 OED  Var_06    H10  C21  O3   C19    62.53  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
 OED  plan-1  C7   0.020
 OED  plan-1  C9   0.020
 OED  plan-1  C10  0.020
 OED  plan-1  C11  0.020
 OED  plan-1  C12  0.020
 OED  plan-1  C13  0.020
 OED  plan-1  C14  0.020
 OED  plan-1  C8   0.020
 OED  plan-1  H4   0.020
 OED  plan-1  H5   0.020
 OED  plan-1  H6   0.020
 OED  plan-1  H7   0.020
 OED  plan-2  C15  0.020
 OED  plan-2  C16  0.020
 OED  plan-2  C18  0.020
 OED  plan-2  C20  0.020
 OED  plan-2  C22  0.020
 OED  plan-2  C17  0.020
 OED  plan-2  C19  0.020
 OED  plan-2  N5   0.020
 OED  plan-2  O3   0.020
 OED  plan-2  H8   0.020
 OED  plan-2  H9   0.020
 OED  plan-2  H15  0.020
 OED  plan-3  O1   0.020
 OED  plan-3  C6   0.020
 OED  plan-3  C7   0.020
 OED  plan-3  C1   0.020
 OED  plan-3  C2   0.020
 OED  plan-3  C3   0.020
 OED  plan-3  C4   0.020
 OED  plan-3  C5   0.020
 OED  plan-3  N1   0.020
 OED  plan-3  N2   0.020
 OED  plan-3  N3   0.020
 OED  plan-3  N4   0.020
 OED  plan-3  H1   0.020
 OED  plan-3  H16  0.020
 OED  plan-3  H17  0.020
 OED  plan-3  H18  0.020
 OED  plan-3  H19  0.020
 OED  plan-4  C11  0.020
 OED  plan-4  C14  0.020
 OED  plan-4  C15  0.020
 OED  plan-4  N5   0.020
 OED  plan-4  O2   0.020
 OED  plan-4  H20  0.020
 OED  plan-5  C22  0.020
 OED  plan-5  C23  0.020
 OED  plan-5  O4   0.020
 OED  plan-5  O5   0.020
 OED  plan-5  H21  0.020

