# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 01:47:29 2020
#   Inital geometry file: a 132 line input string
#   Ligand name: (7S)-2-[(3,5-difluoro-4-hydroxyphenyl)amino]-7-methyl-8-(3-methylbutyl)-5-(prop-2-yn-1-yl)-7,8-dihydropteridin-6(5H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)CCN1[C@@H](C)C(=O)N(CC#C)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
 FCS  FCS  (7S)-2-[(3,5-difluoro-4-hydroxyphenyl)amino]-7-methyl-8-(3-methylbutyl)-5-(prop-2-yn-1-yl)-7,8-dihydropteridin-6(5H)-one  ligand  53  30  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FCS
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
 FCS  N2   N  N     0  -0.490  -1.0469   1.1651   0.1765
 FCS  C3   C  CR66  0   0.187   1.2990   1.5580   0.2838
 FCS  C4   C  CR66  0   0.544   1.4931   0.1815   0.0098
 FCS  C5   C  CR6   0   0.558   3.6592   1.9890   0.1907
 FCS  C6   C  CR16  0  -0.261   3.7718   0.6555  -0.5236
 FCS  C8   C  CSP   0   0.264   1.8835   4.7081   0.2287
 FCS  C9   C  CSP1  0  -0.501   1.6089   5.5668  -0.5649
 FCS  C11  C  CH2   0  -0.447   4.3435  -2.1882   0.1449
 FCS  C12  C  CH1   0  -0.237   4.4597  -3.7141   0.1553
 FCS  C15  C  CH3   0  -0.655   3.7562   0.8769  -2.0380
 FCS  C16  C  CR6   0   0.387  -3.1418  -0.8850  -0.1270
 FCS  C17  C  CR16  0  -0.513  -3.8133   0.3100   0.1373
 FCS  C18  C  CR6   0   0.518  -5.1929   0.3161   0.1485
 FCS  C19  C  CR6   0   0.042  -5.9751  -0.8047  -0.0862
 FCS  C20  C  CR6   0   0.479  -5.2692  -1.9734  -0.3400
 FCS  C21  C  CR16  0  -0.533  -3.8959  -2.0378  -0.3682
 FCS  N1   N  N     0  -0.521   0.4630  -0.6297  -0.1292
 FCS  C1   C  CR6   0   0.600  -0.7622  -0.1070  -0.0250
 FCS  C2   C  CR16  0  -0.057  -0.0022   1.9853   0.3323
 FCS  N3   N  NR6   0  -0.562   2.4087   2.3681   0.5567
 FCS  N4   N  NR6   0  -0.497   2.7567  -0.2882  -0.0825
 FCS  O1   O  O     0  -0.459   4.6394   2.6837   0.3760
 FCS  C13  C  CH3   0  -0.661   4.2791  -4.3151  -1.2366
 FCS  C14  C  CH3   0  -0.650   5.8041  -4.1288   0.7435
 FCS  N5   N  NH1   0  -0.777  -1.7635  -1.0258  -0.1640
 FCS  F1   F  F     0  -0.318  -5.9823  -3.0884  -0.5723
 FCS  F2   F  F     0  -0.314  -5.8292   1.4686   0.4009
 FCS  O2   O  OH1   0  -0.622  -7.3173  -0.7036  -0.0523
 FCS  H1   H  HCR6  0   0.305   4.7454   0.2624  -0.2364
 FCS  H2   H  HCH2  0   0.319   3.1240   3.9266   1.7281
 FCS  H3   H  HCH2  0   0.308   1.4240   3.5711   1.9382
 FCS  H4   H  H     0   0.285   1.3653   6.3285  -1.2698
 FCS  H5   H  HCH2  0   0.236   2.8446  -1.9260  -1.4019
 FCS  H6   H  HCH2  0   0.259   2.2035  -2.2553   0.1923
 FCS  H7   H  HCH2  0   0.226   5.1487  -1.7884  -0.4811
 FCS  H8   H  HCH2  0   0.238   4.5136  -1.8096   1.1578
 FCS  H9   H  HCH1  0   0.220   3.6683  -4.1083   0.8038
 FCS  H10  H  HCH3  0   0.240   2.8022   1.2852  -2.3743
 FCS  H11  H  HCH3  0   0.255   4.5483   1.5641  -2.3326
 FCS  H12  H  HCH3  0   0.256   3.9265  -0.0654  -2.5581
 FCS  H13  H  HCR6  0   0.311  -3.2740   1.2240   0.3287
 FCS  H14  H  HCR6  0   0.297  -3.4163  -2.9854  -0.5802
 FCS  H15  H  HCR6  0   0.279  -0.2465   3.0254   0.5142
 FCS  H16  H  HCH3  0   0.215   5.0098  -3.9013  -1.9363
 FCS  H17  H  HCH3  0   0.230   4.4199  -5.3970  -1.2143
 FCS  H18  H  HCH3  0   0.230   3.2857  -4.1270  -1.6459
 FCS  H19  H  HCH3  0   0.226   5.9298  -3.7553   1.7611
 FCS  H20  H  HCH3  0   0.227   5.9027  -5.2150   0.7747
 FCS  H21  H  HCH3  0   0.214   6.6294  -3.7381   0.1432
 FCS  H22  H  HNH1  0   0.412  -1.4264  -1.9593  -0.3434
 FCS  H23  H  HOH1  0   0.479  -7.7290  -1.5361  -0.3102
 FCS  C7   C  CH2   0  -0.489   2.2147   3.6607   1.1909
 FCS  C10  C  CH2   0  -0.282   2.9814  -1.7072  -0.3375

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
 FCS  C14  C12  single    1.525  0.020  1.525
 FCS  C13  C12  single    1.527  0.020  1.527
 FCS  C12  C11  single    1.530  0.020  1.530
 FCS  C11  C10  single    1.523  0.020  1.523
 FCS  F2   C18  single    1.340  0.020  1.340
 FCS  C10  N4   single    1.459  0.020  1.459
 FCS  O2   C19  single    1.346  0.020  1.346
 FCS  C6   C15  single    1.531  0.020  1.531
 FCS  C6   N4   single    1.455  0.020  1.455
 FCS  C6   C5   single    1.517  0.020  1.517
 FCS  N4   C4   single    1.351  0.020  1.351
 FCS  C18  C19  aromatic  1.387  0.020  1.387
 FCS  C18  C17  aromatic  1.380  0.020  1.380
 FCS  O1   C5   double    1.216  0.020  1.216
 FCS  C19  C20  aromatic  1.389  0.020  1.389
 FCS  C5   N3   single    1.357  0.020  1.357
 FCS  C17  C16  aromatic  1.396  0.020  1.396
 FCS  C4   N1   aromatic  1.319  0.020  1.319
 FCS  C4   C3   aromatic  1.417  0.020  1.417
 FCS  N1   C1   aromatic  1.336  0.020  1.336
 FCS  N3   C3   single    1.401  0.020  1.401
 FCS  N3   C7   single    1.453  0.020  1.453
 FCS  C20  F1   single    1.344  0.020  1.344
 FCS  C20  C21  aromatic  1.375  0.020  1.375
 FCS  C16  C21  aromatic  1.398  0.020  1.398
 FCS  C16  N5   single    1.386  0.020  1.386
 FCS  C3   C2   aromatic  1.370  0.020  1.370
 FCS  C1   N5   single    1.366  0.020  1.366
 FCS  C1   N2   aromatic  1.319  0.020  1.319
 FCS  C7   C8   single    1.460  0.020  1.460
 FCS  C2   N2   aromatic  1.337  0.020  1.337
 FCS  C8   C9   triple    1.201  0.020  1.201
 FCS  C6   H1   single    0.939  0.020  1.096
 FCS  C7   H2   single    0.939  0.020  1.096
 FCS  C7   H3   single    0.939  0.020  1.096
 FCS  C9   H4   single    0.913  0.020  1.066
 FCS  C10  H5   single    0.939  0.020  1.096
 FCS  C10  H6   single    0.939  0.020  1.096
 FCS  C11  H7   single    0.939  0.020  1.096
 FCS  C11  H8   single    0.939  0.020  1.096
 FCS  C12  H9   single    0.939  0.020  1.096
 FCS  C15  H10  single    0.939  0.020  1.096
 FCS  C15  H11  single    0.939  0.020  1.096
 FCS  C15  H12  single    0.939  0.020  1.096
 FCS  C17  H13  single    0.929  0.020  1.085
 FCS  C21  H14  single    0.929  0.020  1.085
 FCS  C2   H15  single    0.929  0.020  1.085
 FCS  C13  H16  single    0.939  0.020  1.096
 FCS  C13  H17  single    0.939  0.020  1.096
 FCS  C13  H18  single    0.939  0.020  1.096
 FCS  C14  H19  single    0.939  0.020  1.096
 FCS  C14  H20  single    0.939  0.020  1.096
 FCS  C14  H21  single    0.939  0.020  1.096
 FCS  N5   H22  single    0.868  0.020  1.013
 FCS  O2   H23  single    0.832  0.020  0.971

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
 FCS  C2   N2   C1   116.15  3.000
 FCS  N3   C3   C2   124.40  3.000
 FCS  C2   C3   C4   116.10  3.000
 FCS  N3   C3   C4   119.40  3.000
 FCS  N4   C4   N1   120.63  3.000
 FCS  N1   C4   C3   120.73  3.000
 FCS  N4   C4   C3   118.62  3.000
 FCS  O1   C5   N3   122.84  3.000
 FCS  N3   C5   C6   116.17  3.000
 FCS  O1   C5   C6   120.95  3.000
 FCS  H1   C6   N4   108.05  3.000
 FCS  H1   C6   C15  108.80  3.000
 FCS  N4   C6   C15  112.76  3.000
 FCS  H1   C6   C5   105.05  3.000
 FCS  N4   C6   C5   112.07  3.000
 FCS  C15  C6   C5   109.76  3.000
 FCS  C9   C8   C7   180.00  3.000
 FCS  H4   C9   C8   180.00  3.000
 FCS  H8   C11  H7   106.75  3.000
 FCS  H8   C11  C12  109.07  3.000
 FCS  H7   C11  C12  108.18  3.000
 FCS  H8   C11  C10  108.84  3.000
 FCS  H7   C11  C10  111.17  3.000
 FCS  C12  C11  C10  112.64  3.000
 FCS  H9   C12  C14  108.09  3.000
 FCS  H9   C12  C13  108.20  3.000
 FCS  C14  C12  C13  110.42  3.000
 FCS  H9   C12  C11  107.92  3.000
 FCS  C13  C12  C11  112.17  3.000
 FCS  C14  C12  C11  109.92  3.000
 FCS  H12  C15  H11  107.63  3.000
 FCS  H12  C15  H10  108.25  3.000
 FCS  H11  C15  H10  108.45  3.000
 FCS  H12  C15  C6   110.22  3.000
 FCS  H11  C15  C6   110.58  3.000
 FCS  H10  C15  C6   111.60  3.000
 FCS  N5   C16  C21  116.61  3.000
 FCS  N5   C16  C17  124.77  3.000
 FCS  C21  C16  C17  118.62  3.000
 FCS  H13  C17  C18  119.67  3.000
 FCS  H13  C17  C16  121.24  3.000
 FCS  C18  C17  C16  119.10  3.000
 FCS  F2   C18  C19  117.32  3.000
 FCS  C19  C18  C17  123.99  3.000
 FCS  F2   C18  C17  118.69  3.000
 FCS  O2   C19  C20  125.07  3.000
 FCS  C20  C19  C18  115.11  3.000
 FCS  O2   C19  C18  119.82  3.000
 FCS  F1   C20  C21  119.18  3.000
 FCS  C21  C20  C19  123.42  3.000
 FCS  F1   C20  C19  117.40  3.000
 FCS  H14  C21  C20  119.15  3.000
 FCS  H14  C21  C16  121.08  3.000
 FCS  C20  C21  C16  119.76  3.000
 FCS  C1   N1   C4   117.87  3.000
 FCS  N5   C1   N1   113.65  3.000
 FCS  N5   C1   N2   120.40  3.000
 FCS  N1   C1   N2   125.95  3.000
 FCS  H15  C2   C3   121.28  3.000
 FCS  H15  C2   N2   115.59  3.000
 FCS  C3   C2   N2   123.12  3.000
 FCS  C7   N3   C5   119.30  3.000
 FCS  C7   N3   C3   119.59  3.000
 FCS  C5   N3   C3   121.06  3.000
 FCS  C10  N4   C6   118.07  3.000
 FCS  C6   N4   C4   116.60  3.000
 FCS  C10  N4   C4   119.60  3.000
 FCS  H18  C13  H17  107.23  3.000
 FCS  H18  C13  H16  107.65  3.000
 FCS  H17  C13  H16  107.59  3.000
 FCS  H18  C13  C12  112.45  3.000
 FCS  H17  C13  C12  110.88  3.000
 FCS  H16  C13  C12  110.82  3.000
 FCS  H21  C14  H20  107.66  3.000
 FCS  H21  C14  H19  107.63  3.000
 FCS  H20  C14  H19  107.68  3.000
 FCS  H21  C14  C12  110.90  3.000
 FCS  H20  C14  C12  111.19  3.000
 FCS  H19  C14  C12  111.60  3.000
 FCS  H22  N5   C1   113.30  3.000
 FCS  H22  N5   C16  115.54  3.000
 FCS  C1   N5   C16  131.14  3.000
 FCS  H23  O2   C19  110.74  3.000
 FCS  H3   C7   H2   106.69  3.000
 FCS  H3   C7   N3   108.82  3.000
 FCS  H2   C7   N3   108.72  3.000
 FCS  H3   C7   C8   110.22  3.000
 FCS  H2   C7   C8   109.83  3.000
 FCS  N3   C7   C8   112.38  3.000
 FCS  H6   C10  H5   106.44  3.000
 FCS  H6   C10  N4   107.12  3.000
 FCS  H5   C10  N4   110.18  3.000
 FCS  H6   C10  C11  109.01  3.000
 FCS  H5   C10  C11  110.89  3.000
 FCS  N4   C10  C11  112.92  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
 FCS  CONST_01  C4   N1   C1   N2      0.00   0.0  0
 FCS  CONST_02  C4   C3   C2   N2      0.00   0.0  0
 FCS  CONST_03  C1   N1   C4   C3      0.00   0.0  0
 FCS  CONST_04  C1   N2   C2   C3      0.00   0.0  0
 FCS  CONST_05  C19  C18  C17  C16     0.00   0.0  0
 FCS  CONST_06  C19  C20  C21  C16     0.00   0.0  0
 FCS  CONST_07  C20  C19  C18  C17     0.00   0.0  0
 FCS  CONST_08  C20  C21  C16  C17     0.00   0.0  0
 FCS  CONST_09  C21  C20  C19  C18     0.00   0.0  0
 FCS  CONST_10  C21  C16  C17  C18     0.00   0.0  0
 FCS  CONST_11  C2   C3   C4   N1      0.00   0.0  0
 FCS  CONST_12  C2   N2   C1   N1      0.00   0.0  0
 FCS  CONST_13  C6   C5   N3   C3      0.00   0.0  0
 FCS  CONST_14  N5   C1   N1   C4    180.00   0.0  0
 FCS  CONST_15  F2   C18  C17  C16   180.00   0.0  0
 FCS  CONST_16  F1   C20  C21  C16   180.00   0.0  0
 FCS  CONST_17  O2   C19  C18  C17   180.00   0.0  0
 FCS  CONST_18  F1   C20  C19  C18   180.00   0.0  0
 FCS  CONST_19  N5   C16  C17  C18   180.00   0.0  0
 FCS  CONST_20  F2   C18  C19  C20   180.00   0.0  0
 FCS  CONST_21  N5   C16  C21  C20   180.00   0.0  0
 FCS  CONST_22  O2   C19  C20  C21   180.00   0.0  0
 FCS  CONST_23  N5   C1   N2   C2    180.00   0.0  0
 FCS  CONST_24  O1   C5   N3   C3    180.00   0.0  0
 FCS  CONST_25  C7   N3   C5   C6    180.00   0.0  0
 FCS  CONST_26  H15  C2   C3   C4    180.00   0.0  0
 FCS  CONST_27  H14  C21  C16  C17   180.00   0.0  0
 FCS  CONST_28  H13  C17  C18  C19   180.00   0.0  0
 FCS  CONST_29  O1   C5   N3   C7      0.00   0.0  0
 FCS  Var_01    C6   N4   C4   C3    -28.37  30.0  1
 FCS  Var_02    C5   N3   C3   C4     19.58  30.0  1
 FCS  Var_03    C16  N5   C1   N2     -0.40  30.0  2
 FCS  Var_04    C1   N5   C16  C17    -3.13  30.0  2
 FCS  Var_05    C8   C7   N3   C3    -84.20  30.0  3
 FCS  Var_06    C11  C10  N4   C4   -156.10  30.0  3
 FCS  Var_07    N3   C7   C8   C9     35.28  30.0  2
 FCS  Var_08    N4   C10  C11  C12   167.60  30.0  3
 FCS  Var_09    C14  C12  C11  C10  -175.84  30.0  3
 FCS  Var_10    H19  C14  C12  C11    58.89  30.0  3
 FCS  Var_11    H16  C13  C12  C11    57.49  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
 FCS  chir_01  C6  C15  N4  C5  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
 FCS  plan-1  C16  0.020
 FCS  plan-1  C17  0.020
 FCS  plan-1  C18  0.020
 FCS  plan-1  C19  0.020
 FCS  plan-1  C20  0.020
 FCS  plan-1  C21  0.020
 FCS  plan-1  N5   0.020
 FCS  plan-1  F1   0.020
 FCS  plan-1  F2   0.020
 FCS  plan-1  O2   0.020
 FCS  plan-1  H13  0.020
 FCS  plan-1  H14  0.020
 FCS  plan-2  N2   0.020
 FCS  plan-2  C3   0.020
 FCS  plan-2  C4   0.020
 FCS  plan-2  N1   0.020
 FCS  plan-2  C1   0.020
 FCS  plan-2  C2   0.020
 FCS  plan-2  N3   0.020
 FCS  plan-2  N4   0.020
 FCS  plan-2  N5   0.020
 FCS  plan-2  H15  0.020
 FCS  plan-3  C3   0.020
 FCS  plan-3  C5   0.020
 FCS  plan-3  C6   0.020
 FCS  plan-3  N3   0.020
 FCS  plan-3  O1   0.020
 FCS  plan-3  C7   0.020

