# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 03:29:04 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: (7R)-2-[(3,5-difluoro-4-hydroxyphenyl)amino]-7-methyl-5,8-dipropyl-7,8-dihydropteridin-6(5H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCN1[C@H](C)C(=O)N(CCC)c2cnc(Nc3cc(F)c(O)c(F)c3)nc12
#
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
 G6J  G6J  (7R)-2-[(3,5-difluoro-4-hydroxyphenyl)amino]-7-methyl-5,8-dipropyl-7,8-dihydropteridin-6(5H)-one  ligand  51  28  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_G6J
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
 G6J  C4   C  CR6   0   0.518  -4.6010  -1.0536   0.0401
 G6J  C14  C  CH2   0  -0.433   3.1439  -3.5712  -1.1610
 G6J  C5   C  CR16  0  -0.514  -3.2530  -0.7679  -0.0226
 G6J  C6   C  CR6   0   0.388  -2.8471   0.5215  -0.3722
 G6J  C11  C  C     0   0.573   4.4152  -0.7447   0.1804
 G6J  C7   C  CR6   0   0.594  -0.3551   0.2702  -0.2480
 G6J  C8   C  CR16  0  -0.066   0.8372  -1.5550   0.3186
 G6J  C9   C  CR6   0   0.192   2.0232  -0.8922   0.1251
 G6J  C10  C  CR6   0   0.537   1.9124   0.4668  -0.2603
 G6J  C12  C  CH1   0  -0.218   4.2275   0.7685   0.2861
 G6J  N1   N  NH1   0  -0.778  -1.5291   0.9337  -0.4756
 G6J  N2   N  N     0  -0.488  -0.3619  -0.9876   0.1474
 G6J  C3   C  CR6   0   0.041  -5.6026  -0.1316  -0.2247
 G6J  N3   N  N     0  -0.518   0.7295   1.0185  -0.4548
 G6J  C1   C  CR16  0  -0.534  -3.8280   1.4803  -0.6458
 G6J  C2   C  CR6   0   0.479  -5.1578   1.1385  -0.5678
 G6J  F1   F  F     0  -0.314  -4.9801  -2.2943   0.3781
 G6J  O1   O  OH1   0  -0.622  -6.8937  -0.5041  -0.1389
 G6J  F2   F  F     0  -0.319  -6.0901   2.0695  -0.8347
 G6J  N4   N  NT    0  -0.575   3.2852  -1.4934   0.2008
 G6J  N5   N  NT    0  -0.501   3.0366   1.1935  -0.4527
 G6J  C15  C  CH3   0  -0.667   3.2300  -5.0891  -1.0942
 G6J  C16  C  CH2   0  -0.317   2.9018   2.5973  -0.8168
 G6J  C17  C  CH2   0  -0.442   2.6175   3.5224   0.3618
 G6J  C18  C  CH3   0  -0.666   2.5207   4.9739  -0.0857
 G6J  O2   O  O     0  -0.468   5.5258  -1.2412   0.1443
 G6J  C19  C  CH3   0  -0.696   5.4851   1.4846  -0.1742
 G6J  H1   H  HCH2  0   0.231   2.1639  -3.2762  -1.5453
 G6J  H2   H  HCH2  0   0.235   3.8843  -3.1830  -1.8643
 G6J  H3   H  HCR6  0   0.310  -2.5339  -1.5403   0.1981
 G6J  H4   H  HCR6  0   0.276   0.8181  -2.5986   0.6085
 G6J  H5   H  HCH1  0   0.281   4.0889   0.9806   1.3581
 G6J  H6   H  HCH2  0   0.255   2.6885  -3.3473   0.9454
 G6J  H7   H  HCH2  0   0.274   4.3804  -3.2079   0.5635
 G6J  H8   H  HNH1  0   0.410  -1.3941   1.8943  -0.7510
 G6J  H9   H  HCR6  0   0.296  -3.5591   2.4924  -0.9221
 G6J  H10  H  HOH1  0   0.479  -7.4775   0.2343  -0.3458
 G6J  H11  H  HCH3  0   0.237   3.0550  -5.5347  -2.0731
 G6J  H12  H  HCH3  0   0.225   4.2124  -5.4166  -0.7510
 G6J  H13  H  HCH3  0   0.224   2.4864  -5.4972  -0.4074
 G6J  H14  H  HCH2  0   0.260   3.8120   2.9062  -1.3302
 G6J  H15  H  HCH2  0   0.262   2.0981   2.6758  -1.5474
 G6J  H16  H  HCH2  0   0.235   1.6843   3.2156   0.8384
 G6J  H17  H  HCH2  0   0.224   3.4034   3.4243   1.1160
 G6J  H18  H  HCH3  0   0.234   2.2959   5.6301   0.7550
 G6J  H19  H  HCH3  0   0.222   3.4569   5.3159  -0.5302
 G6J  H20  H  HCH3  0   0.222   1.7329   5.1086  -0.8292
 G6J  H21  H  HCH3  0   0.243   5.6608   1.3440  -1.2406
 G6J  H22  H  HCH3  0   0.250   5.4297   2.5510   0.0330
 G6J  H23  H  HCH3  0   0.263   6.3432   1.0985   0.3690
 G6J  C13  C  CH2   0  -0.333   3.3864  -2.9478   0.2072

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
 G6J  F2   C2   single    1.344  0.020  1.344
 G6J  N2   C8   aromatic  1.337  0.020  1.337
 G6J  N2   C7   aromatic  1.319  0.020  1.319
 G6J  C1   C2   aromatic  1.375  0.020  1.375
 G6J  C1   C6   aromatic  1.399  0.020  1.399
 G6J  N1   C7   single    1.368  0.020  1.368
 G6J  N1   C6   single    1.385  0.020  1.385
 G6J  C8   C9   aromatic  1.372  0.020  1.372
 G6J  C2   C3   aromatic  1.389  0.020  1.389
 G6J  C7   N3   aromatic  1.334  0.020  1.334
 G6J  C15  C14  single    1.522  0.020  1.522
 G6J  C6   C5   aromatic  1.396  0.020  1.396
 G6J  C14  C13  single    1.523  0.020  1.523
 G6J  C13  N4   single    1.458  0.020  1.458
 G6J  C9   N4   single    1.400  0.020  1.400
 G6J  C9   C10  aromatic  1.417  0.020  1.417
 G6J  C3   O1   single    1.347  0.020  1.347
 G6J  C3   C4   aromatic  1.387  0.020  1.387
 G6J  N3   C10  aromatic  1.320  0.020  1.320
 G6J  N4   C11  single    1.356  0.020  1.356
 G6J  C5   C4   aromatic  1.379  0.020  1.379
 G6J  C10  N5   single    1.352  0.020  1.352
 G6J  C4   F1   single    1.341  0.020  1.341
 G6J  C11  O2   double    1.217  0.020  1.217
 G6J  C11  C12  single    1.528  0.020  1.528
 G6J  N5   C12  single    1.465  0.020  1.465
 G6J  N5   C16  single    1.457  0.020  1.457
 G6J  C12  C19  single    1.519  0.020  1.519
 G6J  C16  C17  single    1.525  0.020  1.525
 G6J  C17  C18  single    1.522  0.020  1.522
 G6J  C14  H1   single    0.970  0.020  1.090
 G6J  C14  H2   single    0.970  0.020  1.090
 G6J  C5   H3   single    0.930  0.020  1.080
 G6J  C8   H4   single    0.930  0.020  1.080
 G6J  C12  H5   single    0.970  0.020  1.090
 G6J  C13  H6   single    0.970  0.020  1.090
 G6J  C13  H7   single    0.970  0.020  1.090
 G6J  N1   H8   single    0.860  0.020  1.020
 G6J  C1   H9   single    0.930  0.020  1.080
 G6J  O1   H10  single    0.850  0.020  0.980
 G6J  C15  H11  single    0.970  0.020  1.090
 G6J  C15  H12  single    0.970  0.020  1.090
 G6J  C15  H13  single    0.970  0.020  1.090
 G6J  C16  H14  single    0.970  0.020  1.090
 G6J  C16  H15  single    0.970  0.020  1.090
 G6J  C17  H16  single    0.970  0.020  1.090
 G6J  C17  H17  single    0.970  0.020  1.090
 G6J  C18  H18  single    0.970  0.020  1.090
 G6J  C18  H19  single    0.970  0.020  1.090
 G6J  C18  H20  single    0.970  0.020  1.090
 G6J  C19  H21  single    0.970  0.020  1.090
 G6J  C19  H22  single    0.970  0.020  1.090
 G6J  C19  H23  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
 G6J  F1   C4   C3   117.34  3.000
 G6J  F1   C4   C5   118.65  3.000
 G6J  C3   C4   C5   124.01  3.000
 G6J  H2   C14  H1   106.58  3.000
 G6J  H2   C14  C15  110.14  3.000
 G6J  H1   C14  C15  109.59  3.000
 G6J  H2   C14  C13  108.97  3.000
 G6J  H1   C14  C13  110.37  3.000
 G6J  C15  C14  C13  111.10  3.000
 G6J  H3   C5   C6   121.26  3.000
 G6J  H3   C5   C4   119.61  3.000
 G6J  C6   C5   C4   119.13  3.000
 G6J  C1   C6   N1   116.67  3.000
 G6J  N1   C6   C5   124.77  3.000
 G6J  C1   C6   C5   118.56  3.000
 G6J  O2   C11  N4   122.39  3.000
 G6J  O2   C11  C12  121.20  3.000
 G6J  N4   C11  C12  116.32  3.000
 G6J  N3   C7   N2   125.87  3.000
 G6J  N3   C7   N1   113.58  3.000
 G6J  N2   C7   N1   120.55  3.000
 G6J  H4   C8   N2   115.29  3.000
 G6J  H4   C8   C9   121.21  3.000
 G6J  N2   C8   C9   123.49  3.000
 G6J  N4   C9   C10  119.81  3.000
 G6J  C10  C9   C8   115.72  3.000
 G6J  N4   C9   C8   124.34  3.000
 G6J  N5   C10  N3   119.97  3.000
 G6J  N5   C10  C9   119.28  3.000
 G6J  N3   C10  C9   120.74  3.000
 G6J  H5   C12  C19  107.97  3.000
 G6J  H5   C12  N5   109.44  3.000
 G6J  C19  C12  N5   112.56  3.000
 G6J  H5   C12  C11  105.86  3.000
 G6J  C19  C12  C11  110.13  3.000
 G6J  N5   C12  C11  110.62  3.000
 G6J  H8   N1   C7   113.12  3.000
 G6J  H8   N1   C6   115.56  3.000
 G6J  C7   N1   C6   131.31  3.000
 G6J  C8   N2   C7   116.01  3.000
 G6J  O1   C3   C2   125.16  3.000
 G6J  O1   C3   C4   119.76  3.000
 G6J  C2   C3   C4   115.08  3.000
 G6J  C10  N3   C7   118.13  3.000
 G6J  H9   C1   C2   119.13  3.000
 G6J  H9   C1   C6   121.09  3.000
 G6J  C2   C1   C6   119.78  3.000
 G6J  F2   C2   C1   119.16  3.000
 G6J  C1   C2   C3   123.44  3.000
 G6J  F2   C2   C3   117.40  3.000
 G6J  H10  O1   C3   110.80  3.000
 G6J  C13  N4   C9   119.42  3.000
 G6J  C9   N4   C11  120.89  3.000
 G6J  C13  N4   C11  119.55  3.000
 G6J  C16  N5   C12  118.75  3.000
 G6J  C16  N5   C10  118.46  3.000
 G6J  C12  N5   C10  116.63  3.000
 G6J  H13  C15  H12  107.66  3.000
 G6J  H13  C15  H11  107.64  3.000
 G6J  H12  C15  H11  107.73  3.000
 G6J  H13  C15  C14  111.22  3.000
 G6J  H12  C15  C14  111.36  3.000
 G6J  H11  C15  C14  111.06  3.000
 G6J  H15  C16  H14  106.26  3.000
 G6J  H15  C16  C17  109.71  3.000
 G6J  H14  C16  C17  110.36  3.000
 G6J  H15  C16  N5   107.79  3.000
 G6J  H14  C16  N5   108.28  3.000
 G6J  C17  C16  N5   114.12  3.000
 G6J  H17  C17  H16  106.73  3.000
 G6J  H17  C17  C18  109.52  3.000
 G6J  H16  C17  C18  110.00  3.000
 G6J  H17  C17  C16  110.16  3.000
 G6J  H16  C17  C16  109.04  3.000
 G6J  C18  C17  C16  111.29  3.000
 G6J  H20  C18  H19  107.64  3.000
 G6J  H20  C18  H18  107.59  3.000
 G6J  H19  C18  H18  107.60  3.000
 G6J  H20  C18  C17  111.34  3.000
 G6J  H19  C18  C17  111.35  3.000
 G6J  H18  C18  C17  111.13  3.000
 G6J  H23  C19  H22  107.06  3.000
 G6J  H23  C19  H21  108.42  3.000
 G6J  H22  C19  H21  108.73  3.000
 G6J  H23  C19  C12  109.57  3.000
 G6J  H22  C19  C12  111.25  3.000
 G6J  H21  C19  C12  111.67  3.000
 G6J  H7   C13  H6   105.98  3.000
 G6J  H7   C13  N4   107.67  3.000
 G6J  H6   C13  N4   108.88  3.000
 G6J  H7   C13  C14  110.00  3.000
 G6J  H6   C13  C14  110.85  3.000
 G6J  N4   C13  C14  113.16  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
 G6J  CONST_01  C1   C2   C3   C4      0.00   0.0  0
 G6J  CONST_02  C1   C6   C5   C4      0.00   0.0  0
 G6J  CONST_03  C2   C1   C6   C5      0.00   0.0  0
 G6J  CONST_04  C2   C3   C4   C5      0.00   0.0  0
 G6J  CONST_05  C3   C2   C1   C6      0.00   0.0  0
 G6J  CONST_06  C3   C4   C5   C6      0.00   0.0  0
 G6J  CONST_07  C9   C8   N2   C7      0.00   0.0  0
 G6J  CONST_08  C9   C10  N3   C7      0.00   0.0  0
 G6J  CONST_09  N3   C7   N2   C8      0.00   0.0  0
 G6J  CONST_10  N3   C10  C9   C8      0.00   0.0  0
 G6J  CONST_11  N2   C8   C9   C10     0.00   0.0  0
 G6J  CONST_12  N2   C7   N3   C10     0.00   0.0  0
 G6J  CONST_13  C12  C11  N4   C9      0.00   0.0  0
 G6J  CONST_14  F2   C2   C3   C4    180.00   0.0  0
 G6J  CONST_15  N1   C6   C5   C4    180.00   0.0  0
 G6J  CONST_16  O1   C3   C4   C5    180.00   0.0  0
 G6J  CONST_17  F2   C2   C1   C6    180.00   0.0  0
 G6J  CONST_18  F1   C4   C5   C6    180.00   0.0  0
 G6J  CONST_19  N1   C7   N2   C8    180.00   0.0  0
 G6J  CONST_20  N1   C7   N3   C10   180.00   0.0  0
 G6J  CONST_21  C2   C1   C6   N1    180.00   0.0  0
 G6J  CONST_22  O1   C3   C2   C1    180.00   0.0  0
 G6J  CONST_23  F1   C4   C3   C2    180.00   0.0  0
 G6J  CONST_24  O2   C11  N4   C9    180.00   0.0  0
 G6J  CONST_25  C13  N4   C11  C12   180.00   0.0  0
 G6J  CONST_26  H9   C1   C6   C5    180.00   0.0  0
 G6J  CONST_27  H4   C8   N2   C7    180.00   0.0  0
 G6J  CONST_28  H3   C5   C4   C3    180.00   0.0  0
 G6J  CONST_29  O2   C11  N4   C13     0.00   0.0  0
 G6J  Var_01    C8   C9   N4   C11  -170.85  30.0  1
 G6J  Var_02    C12  N5   C10  C9    -26.40  30.0  1
 G6J  Var_03    C7   N1   C6   C5     -2.04  30.0  2
 G6J  Var_04    N2   C7   N1   C6     -0.27  30.0  2
 G6J  Var_05    C9   N4   C13  C14    74.83  30.0  3
 G6J  Var_06    C17  C16  N5   C10    80.41  30.0  3
 G6J  Var_07    C15  C14  C13  N4   -178.73  30.0  1
 G6J  Var_08    C18  C17  C16  N5    178.70  30.0  3
 G6J  Var_09    H11  C15  C14  C13   179.92  30.0  3
 G6J  Var_10    H18  C18  C17  C16   178.76  30.0  3

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
 G6J  chir_01  C12  C11  N5  C19  positiv

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
 G6J  plan-1  C4   0.020
 G6J  plan-1  C5   0.020
 G6J  plan-1  C6   0.020
 G6J  plan-1  N1   0.020
 G6J  plan-1  C3   0.020
 G6J  plan-1  C1   0.020
 G6J  plan-1  C2   0.020
 G6J  plan-1  F1   0.020
 G6J  plan-1  O1   0.020
 G6J  plan-1  F2   0.020
 G6J  plan-1  H3   0.020
 G6J  plan-1  H9   0.020
 G6J  plan-2  C7   0.020
 G6J  plan-2  C8   0.020
 G6J  plan-2  C9   0.020
 G6J  plan-2  C10  0.020
 G6J  plan-2  N1   0.020
 G6J  plan-2  N2   0.020
 G6J  plan-2  N3   0.020
 G6J  plan-2  N4   0.020
 G6J  plan-2  N5   0.020
 G6J  plan-2  H4   0.020
 G6J  plan-3  C11  0.020
 G6J  plan-3  C9   0.020
 G6J  plan-3  C12  0.020
 G6J  plan-3  N4   0.020
 G6J  plan-3  O2   0.020
 G6J  plan-3  C13  0.020

