# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 10:45:02 2020
#   Inital geometry file: a 104 line input string
#   Ligand name: 3-(hydroxymethyl)-6-methyl-1-{(1S)-1-[4-(trifluoromethyl)phenyl]ethyl}-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](n1nc(CO)c2C(=O)NC(=Nc12)C)c3ccc(cc3)C(F)(F)F
#
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
 FKG  FKG  3-(hydroxymethyl)-6-methyl-1-{(1S)-1-[4-(trifluoromethyl)phenyl]ethyl}-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one  ligand  40  25  .  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_FKG
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
 FKG  C2   C  CR5   0   0.272   2.4258   1.7580   0.3035
 FKG  C3   C  CH1   0  -0.205   0.2088  -0.4009   1.9924
 FKG  C5   C  CR16  0  -0.302  -1.6554  -1.6543   0.8685
 FKG  C7   C  CR6   0  -0.207  -3.4443  -0.5361  -0.2746
 FKG  C9   C  CR16  0  -0.285  -1.6833   0.7382   0.7532
 FKG  C10  C  CT    0   1.050  -4.7003  -0.5614  -1.0856
 FKG  C11  C  CH3   0  -0.649   0.0347   0.2949   3.3337
 FKG  C12  C  CH2   0  -0.240   2.8933   3.1382  -0.0022
 FKG  C13  C  CR6   0   0.514   3.9151   0.1287  -1.1417
 FKG  O1   O  O     0  -0.453   4.6697   0.8263  -1.7935
 FKG  C1   C  CR56  0  -0.340   2.9177   0.5339  -0.2015
 FKG  N2   N  NR16  0  -0.696   3.9373  -1.2643  -1.2614
 FKG  C14  C  CR6   0   0.483   3.1304  -2.1443  -0.6072
 FKG  N3   N  N     0  -0.468   2.2182  -1.7777   0.2378
 FKG  C    C  CR56  0   0.606   2.1433  -0.4407   0.4109
 FKG  N1   N  NR5   0  -0.363   1.2841   0.2008   1.2194
 FKG  N    N  N     0  -0.281   1.4489   1.5311   1.1507
 FKG  O    O  OH1   0  -0.667   4.1939   3.2956   0.5196
 FKG  C4   C  CR6   0   0.160  -1.0694  -0.4365   1.1841
 FKG  C8   C  CR16  0  -0.250  -2.8602   0.6913   0.0284
 FKG  F2   F  F     0  -0.312  -5.5952   0.3365  -0.6512
 FKG  F1   F  F     0  -0.315  -4.4626  -0.2669  -2.3737
 FKG  F    F  F     0  -0.303  -5.3018  -1.7546  -1.0666
 FKG  C6   C  CR16  0  -0.265  -2.8387  -1.7111   0.1446
 FKG  H1   H  HCH1  0   0.289   0.5263  -1.4290   2.1734
 FKG  H2   H  HCR6  0   0.267  -1.1880  -2.5769   1.1892
 FKG  H3   H  HCR6  0   0.268  -1.2432   1.7008   0.9785
 FKG  H4   H  HCH3  0   0.250  -0.7294  -0.2271   3.9080
 FKG  H5   H  HCH3  0   0.251   0.9631   0.2699   3.9035
 FKG  H6   H  HCH3  0   0.243  -0.2751   1.3322   3.2208
 FKG  H7   H  HCH2  0   0.220   2.8769   3.2829  -1.0876
 FKG  H8   H  HCH2  0   0.216   2.1842   3.8534   0.4313
 FKG  H9   H  HCH3  0   0.276   4.3670  -3.8829  -0.7084
 FKG  H10  H  HCH3  0   0.275   2.6655  -4.1966  -0.3254
 FKG  H11  H  HCH3  0   0.277   3.1502  -3.7782  -1.9756
 FKG  H12  H  HNR6  0   0.430   4.6160  -1.6436  -1.9101
 FKG  H13  H  HOH1  0   0.459   4.5938   4.0580   0.0914
 FKG  H14  H  HCR6  0   0.276  -3.3169   1.6190  -0.2918
 FKG  H15  H  HCR6  0   0.273  -3.2698  -2.6766  -0.0816
 FKG  C15  C  CH3   0  -0.751   3.3390  -3.5858  -0.9187

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
 FKG  C15  C14  single    1.489  0.020  1.489
 FKG  C14  N2   single    1.361  0.020  1.361
 FKG  C14  N3   double    1.296  0.020  1.296
 FKG  N2   C13  single    1.398  0.020  1.398
 FKG  N3   C    single    1.350  0.020  1.350
 FKG  C13  O1   double    1.217  0.020  1.217
 FKG  C13  C1   single    1.429  0.020  1.429
 FKG  C    C1   aromatic  1.387  0.020  1.387
 FKG  C    N1   aromatic  1.343  0.020  1.343
 FKG  C1   C2   aromatic  1.413  0.020  1.413
 FKG  C5   C6   aromatic  1.388  0.020  1.388
 FKG  C5   C4   aromatic  1.388  0.020  1.388
 FKG  C6   C7   aromatic  1.387  0.020  1.387
 FKG  N1   C3   single    1.455  0.020  1.455
 FKG  N1   N    aromatic  1.342  0.020  1.342
 FKG  C3   C4   single    1.513  0.020  1.513
 FKG  C3   C11  single    1.521  0.020  1.521
 FKG  C4   C9   aromatic  1.394  0.020  1.394
 FKG  C2   N    aromatic  1.313  0.020  1.313
 FKG  C2   C12  single    1.489  0.020  1.489
 FKG  F    C10  single    1.336  0.020  1.336
 FKG  C7   C10  single    1.495  0.020  1.495
 FKG  C7   C8   aromatic  1.393  0.020  1.393
 FKG  F2   C10  single    1.340  0.020  1.340
 FKG  C12  O    single    1.410  0.020  1.410
 FKG  C10  F1   single    1.343  0.020  1.343
 FKG  C9   C8   aromatic  1.383  0.020  1.383
 FKG  C3   H1   single    0.970  0.020  1.090
 FKG  C5   H2   single    0.930  0.020  1.080
 FKG  C9   H3   single    0.930  0.020  1.080
 FKG  C11  H4   single    0.970  0.020  1.090
 FKG  C11  H5   single    0.970  0.020  1.090
 FKG  C11  H6   single    0.970  0.020  1.090
 FKG  C12  H7   single    0.970  0.020  1.090
 FKG  C12  H8   single    0.970  0.020  1.090
 FKG  C15  H9   single    0.970  0.020  1.090
 FKG  C15  H10  single    0.970  0.020  1.090
 FKG  C15  H11  single    0.970  0.020  1.090
 FKG  N2   H12  single    0.860  0.020  1.020
 FKG  O    H13  single    0.850  0.020  0.980
 FKG  C8   H14  single    0.930  0.020  1.080
 FKG  C6   H15  single    0.930  0.020  1.080

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
 FKG  N    C2   C1   109.88  3.000
 FKG  N    C2   C12  121.76  3.000
 FKG  C1   C2   C12  128.35  3.000
 FKG  H1   C3   C4   108.20  3.000
 FKG  H1   C3   N1   105.24  3.000
 FKG  C4   C3   N1   110.52  3.000
 FKG  H1   C3   C11  108.54  3.000
 FKG  C4   C3   C11  112.66  3.000
 FKG  N1   C3   C11  111.35  3.000
 FKG  H2   C5   C6   119.18  3.000
 FKG  H2   C5   C4   119.87  3.000
 FKG  C6   C5   C4   120.95  3.000
 FKG  C6   C7   C8   119.85  3.000
 FKG  C8   C7   C10  119.03  3.000
 FKG  C6   C7   C10  121.10  3.000
 FKG  H3   C9   C8   119.04  3.000
 FKG  H3   C9   C4   120.41  3.000
 FKG  C8   C9   C4   120.55  3.000
 FKG  F    C10  F1   106.81  3.000
 FKG  F1   C10  F2   106.39  3.000
 FKG  F    C10  F2   107.04  3.000
 FKG  F1   C10  C7   111.59  3.000
 FKG  F2   C10  C7   111.95  3.000
 FKG  F    C10  C7   112.67  3.000
 FKG  H6   C11  H5   108.58  3.000
 FKG  H6   C11  H4   108.17  3.000
 FKG  H5   C11  H4   108.12  3.000
 FKG  H6   C11  C3   112.15  3.000
 FKG  H5   C11  C3   110.68  3.000
 FKG  H4   C11  C3   109.03  3.000
 FKG  H8   C12  H7   107.22  3.000
 FKG  H8   C12  O    112.17  3.000
 FKG  H7   C12  O    111.46  3.000
 FKG  H8   C12  C2   108.69  3.000
 FKG  H7   C12  C2   108.75  3.000
 FKG  O    C12  C2   108.48  3.000
 FKG  N2   C13  C1   110.48  3.000
 FKG  C1   C13  O1   128.50  3.000
 FKG  N2   C13  O1   121.02  3.000
 FKG  C    C1   C13  118.74  3.000
 FKG  C    C1   C2   104.86  3.000
 FKG  C13  C1   C2   136.37  3.000
 FKG  H12  N2   C14  117.57  3.000
 FKG  H12  N2   C13  116.02  3.000
 FKG  C14  N2   C13  126.40  3.000
 FKG  N3   C14  N2   123.19  3.000
 FKG  N3   C14  C15  120.57  3.000
 FKG  N2   C14  C15  116.24  3.000
 FKG  C    N3   C14  113.74  3.000
 FKG  N1   C    N3   125.85  3.000
 FKG  N1   C    C1   106.70  3.000
 FKG  N3   C    C1   127.45  3.000
 FKG  N    N1   C    111.35  3.000
 FKG  N    N1   C3   121.87  3.000
 FKG  C    N1   C3   126.54  3.000
 FKG  N1   N    C2   107.20  3.000
 FKG  H13  O    C12  107.90  3.000
 FKG  C9   C4   C5   118.90  3.000
 FKG  C9   C4   C3   121.17  3.000
 FKG  C5   C4   C3   119.93  3.000
 FKG  H14  C8   C9   119.02  3.000
 FKG  H14  C8   C7   120.93  3.000
 FKG  C9   C8   C7   120.05  3.000
 FKG  H15  C6   C7   121.27  3.000
 FKG  H15  C6   C5   119.04  3.000
 FKG  C7   C6   C5   119.68  3.000
 FKG  H11  C15  H10  108.84  3.000
 FKG  H11  C15  H9   107.57  3.000
 FKG  H10  C15  H9   109.03  3.000
 FKG  H11  C15  C14  110.43  3.000
 FKG  H10  C15  C14  110.08  3.000
 FKG  H9   C15  C14  110.82  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
 FKG  CONST_01  N1   C    C1   C2      0.00   0.0  0
 FKG  CONST_02  C    N1   N    C2      0.00   0.0  0
 FKG  CONST_03  C8   C7   C6   C5      0.00   0.0  0
 FKG  CONST_04  C8   C9   C4   C5      0.00   0.0  0
 FKG  CONST_05  C4   C5   C6   C7      0.00   0.0  0
 FKG  CONST_06  C4   C9   C8   C7      0.00   0.0  0
 FKG  CONST_07  C6   C5   C4   C9      0.00   0.0  0
 FKG  CONST_08  C6   C7   C8   C9      0.00   0.0  0
 FKG  CONST_09  N    N1   C    C1      0.00   0.0  0
 FKG  CONST_10  N1   N    C2   C1      0.00   0.0  0
 FKG  CONST_11  N    C2   C1   C       0.00   0.0  0
 FKG  CONST_12  N3   C14  N2   C13     0.00   0.0  0
 FKG  CONST_13  C14  N2   C13  C1      0.00   0.0  0
 FKG  CONST_14  C    N3   C14  N2      0.00   0.0  0
 FKG  CONST_15  C3   N1   N    C2    180.00   0.0  0
 FKG  CONST_16  N3   C    N1   C3      0.00   0.0  0
 FKG  CONST_17  C1   C    N1   C3    180.00   0.0  0
 FKG  CONST_18  C6   C5   C4   C3    180.00   0.0  0
 FKG  CONST_19  C8   C9   C4   C3    180.00   0.0  0
 FKG  CONST_20  C10  C7   C6   C5    180.00   0.0  0
 FKG  CONST_21  C10  C7   C8   C9    180.00   0.0  0
 FKG  CONST_22  C13  C1   C2   C12     0.00   0.0  0
 FKG  CONST_23  C    C1   C2   C12   180.00   0.0  0
 FKG  CONST_24  N1   N    C2   C12   180.00   0.0  0
 FKG  CONST_25  C15  C14  N2   C13   180.00   0.0  0
 FKG  CONST_26  C    N3   C14  C15   180.00   0.0  0
 FKG  CONST_27  C14  N2   C13  O1    180.00   0.0  0
 FKG  CONST_28  H3   C9   C4   C5    180.00   0.0  0
 FKG  CONST_29  H2   C5   C6   C7    180.00   0.0  0
 FKG  CONST_30  H15  C6   C5   C4    180.00   0.0  0
 FKG  CONST_31  H14  C8   C9   C4    180.00   0.0  0
 FKG  CONST_32  H12  N2   C13  C1    180.00   0.0  0
 FKG  Var_01    O    C12  C2   C1    -67.14  30.0  2
 FKG  Var_02    F    C10  C7   C8   -166.82  30.0  2
 FKG  Var_03    H9   C15  C14  N2     57.78  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
 FKG  chir_01  C3  N1  C4  C11  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
 FKG  plan-1  C3   0.020
 FKG  plan-1  C5   0.020
 FKG  plan-1  C7   0.020
 FKG  plan-1  C9   0.020
 FKG  plan-1  C10  0.020
 FKG  plan-1  C4   0.020
 FKG  plan-1  C8   0.020
 FKG  plan-1  C6   0.020
 FKG  plan-1  H2   0.020
 FKG  plan-1  H3   0.020
 FKG  plan-1  H14  0.020
 FKG  plan-1  H15  0.020
 FKG  plan-2  C2   0.020
 FKG  plan-2  C3   0.020
 FKG  plan-2  C12  0.020
 FKG  plan-2  C13  0.020
 FKG  plan-2  O1   0.020
 FKG  plan-2  C1   0.020
 FKG  plan-2  N2   0.020
 FKG  plan-2  C14  0.020
 FKG  plan-2  N3   0.020
 FKG  plan-2  C    0.020
 FKG  plan-2  N1   0.020
 FKG  plan-2  N    0.020
 FKG  plan-2  H12  0.020
 FKG  plan-2  C15  0.020

