# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 13:34:00 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: 1-(9H-purin-6-yl)-N-[3-(trifluoromethyl)phenyl]piperidine-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: FC(F)(F)c1cccc(NC(=O)C2CCN(CC2)c3ncnc4[nH]cnc34)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
 FS9  FS9  1-(9H-purin-6-yl)-N-[3-(trifluoromethyl)phenyl]piperidine-4-carboxamide  ligand  45  28  .  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_FS9
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
 FS9  N01  N  N     0  -0.439  -6.3395   0.3971   1.9059
 FS9  C02  C  CR16  0   0.069  -5.5941  -0.6707   2.1218
 FS9  N03  N  N     0  -0.492  -4.6210  -1.1583   1.3656
 FS9  C04  C  CR6   0   0.537  -4.2861  -0.5613   0.2143
 FS9  N05  N  NT    0  -0.467  -3.3092  -1.1180  -0.5248
 FS9  C06  C  CH2   0  -0.343  -2.6923  -0.4786  -1.6738
 FS9  C07  C  CH2   0  -0.401  -1.3088   0.0483  -1.3108
 FS9  C08  C  CH1   0  -0.405  -0.4330  -1.0713  -0.7449
 FS9  C09  C  C     0   0.592   0.9017  -0.5284  -0.2738
 FS9  O10  O  O     0  -0.449   0.9771   0.4249   0.4762
 FS9  N11  N  NH1   0  -0.743   1.9812  -1.2113  -0.7417
 FS9  C12  C  CR6   0   0.425   3.3373  -1.0107  -0.4842
 FS9  C13  C  CR16  0  -0.334   3.8433   0.0675   0.2354
 FS9  C14  C  CR6   0  -0.155   5.2166   0.1810   0.4259
 FS9  C15  C  CT    0   1.051   5.7112   1.3624   1.2047
 FS9  F16  F  F     0  -0.300   7.0399   1.3729   1.3329
 FS9  F17  F  F     0  -0.312   5.3623   2.5170   0.6212
 FS9  F18  F  F     0  -0.311   5.1959   1.3886   2.4411
 FS9  C19  C  CR16  0  -0.292   6.0981  -0.7564  -0.0853
 FS9  C20  C  CR16  0  -0.199   5.5863  -1.8286  -0.8025
 FS9  C21  C  CR16  0  -0.319   4.2270  -1.9569  -0.9996
 FS9  C22  C  CH2   0  -0.408  -1.1492  -1.7816   0.4104
 FS9  C23  C  CH2   0  -0.318  -2.5361  -2.2396  -0.0261
 FS9  C24  C  CR56  0   0.008  -5.0156   0.6021  -0.1357
 FS9  N25  N  N     0  -0.422  -4.9776   1.4712  -1.1997
 FS9  C26  C  CR15  0   0.130  -5.9009   2.3457  -0.9519
 FS9  N27  N  NR15  0  -0.658  -6.5563   2.1098   0.2206
 FS9  C28  C  CR56  0   0.461  -6.0045   0.9907   0.7652
 FS9  H1   H  HCR6  0   0.231  -5.7978  -1.2222   3.0334
 FS9  H2   H  HCH2  0   0.227  -2.6075  -1.2261  -2.4692
 FS9  H3   H  HCH2  0   0.309  -3.3192   0.3228  -2.0510
 FS9  H4   H  HCH2  0   0.250  -0.8446   0.4759  -2.2014
 FS9  H5   H  HCH2  0   0.240  -1.4074   0.8522  -0.5780
 FS9  H6   H  HCH1  0   0.228  -0.2764  -1.8098  -1.5412
 FS9  H7   H  HNH1  0   0.383   1.7771  -1.9933  -1.3412
 FS9  H8   H  HCR6  0   0.291   3.1738   0.8090   0.6403
 FS9  H9   H  HCR6  0   0.248   7.1641  -0.6679   0.0648
 FS9  H10  H  HCR6  0   0.238   6.2559  -2.5737  -1.2097
 FS9  H11  H  HCR6  0   0.232   3.8475  -2.8058  -1.5563
 FS9  H12  H  HCH2  0   0.235  -0.5697  -2.6464   0.7430
 FS9  H13  H  HCH2  0   0.244  -1.2406  -1.1056   1.2643
 FS9  H14  H  HCH2  0   0.278  -3.0652  -2.7138   0.7939
 FS9  H15  H  HCH2  0   0.224  -2.4480  -2.9732  -0.8346
 FS9  H17  H  HCR5  0   0.251  -6.1504   3.1832  -1.5850
 FS9  H18  H  HNR5  0   0.384  -7.3040   2.6517   0.6192

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
 FS9  F18  C15  single    1.340  0.020  1.340
 FS9  F17  C15  single    1.340  0.020  1.340
 FS9  C15  C14  single    1.499  0.020  1.499
 FS9  C15  F16  single    1.335  0.020  1.335
 FS9  C14  C19  aromatic  1.385  0.020  1.385
 FS9  C14  C13  aromatic  1.391  0.020  1.391
 FS9  C19  C20  aromatic  1.388  0.020  1.388
 FS9  C13  C12  aromatic  1.392  0.020  1.392
 FS9  C20  C21  aromatic  1.380  0.020  1.380
 FS9  O10  C09  double    1.215  0.020  1.215
 FS9  C12  C21  aromatic  1.397  0.020  1.397
 FS9  C12  N11  single    1.395  0.020  1.395
 FS9  C09  N11  single    1.360  0.020  1.360
 FS9  C09  C08  single    1.516  0.020  1.516
 FS9  C07  C08  single    1.530  0.020  1.530
 FS9  C07  C06  single    1.524  0.020  1.524
 FS9  C08  C22  single    1.534  0.020  1.534
 FS9  C06  N05  single    1.452  0.020  1.452
 FS9  N25  C26  aromatic  1.296  0.020  1.296
 FS9  N25  C24  aromatic  1.374  0.020  1.374
 FS9  C26  N27  aromatic  1.364  0.020  1.364
 FS9  C22  C23  single    1.524  0.020  1.524
 FS9  N05  C23  single    1.451  0.020  1.451
 FS9  N05  C04  single    1.346  0.020  1.346
 FS9  C24  C04  aromatic  1.417  0.020  1.417
 FS9  C24  C28  aromatic  1.393  0.020  1.393
 FS9  N27  C28  aromatic  1.361  0.020  1.361
 FS9  C04  N03  aromatic  1.339  0.020  1.339
 FS9  C28  N01  aromatic  1.329  0.020  1.329
 FS9  N03  C02  aromatic  1.325  0.020  1.325
 FS9  N01  C02  aromatic  1.320  0.020  1.320
 FS9  C02  H1   single    0.930  0.020  1.080
 FS9  C06  H2   single    0.970  0.020  1.090
 FS9  C06  H3   single    0.970  0.020  1.090
 FS9  C07  H4   single    0.970  0.020  1.090
 FS9  C07  H5   single    0.970  0.020  1.090
 FS9  C08  H6   single    0.970  0.020  1.090
 FS9  N11  H7   single    0.860  0.020  1.020
 FS9  C13  H8   single    0.930  0.020  1.080
 FS9  C19  H9   single    0.930  0.020  1.080
 FS9  C20  H10  single    0.930  0.020  1.080
 FS9  C21  H11  single    0.930  0.020  1.080
 FS9  C22  H12  single    0.970  0.020  1.090
 FS9  C22  H13  single    0.970  0.020  1.090
 FS9  C23  H14  single    0.970  0.020  1.090
 FS9  C23  H15  single    0.970  0.020  1.090
 FS9  C26  H17  single    0.930  0.020  1.080
 FS9  N27  H18  single    0.860  0.020  1.020

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
 FS9  C28  N01  C02  111.07  3.000
 FS9  H1   C02  N03  115.49  3.000
 FS9  H1   C02  N01  116.28  3.000
 FS9  N03  C02  N01  128.23  3.000
 FS9  C04  N03  C02  120.66  3.000
 FS9  C24  C04  N05  125.29  3.000
 FS9  C24  C04  N03  116.71  3.000
 FS9  N05  C04  N03  117.98  3.000
 FS9  C23  N05  C06  112.70  3.000
 FS9  C23  N05  C04  121.20  3.000
 FS9  C06  N05  C04  124.11  3.000
 FS9  H3   C06  H2   107.24  3.000
 FS9  H3   C06  C07  110.60  3.000
 FS9  H2   C06  C07  109.80  3.000
 FS9  H3   C06  N05  110.77  3.000
 FS9  H2   C06  N05  107.89  3.000
 FS9  C07  C06  N05  110.45  3.000
 FS9  H5   C07  H4   107.31  3.000
 FS9  H5   C07  C08  110.01  3.000
 FS9  H4   C07  C08  110.18  3.000
 FS9  H5   C07  C06  109.41  3.000
 FS9  H4   C07  C06  109.09  3.000
 FS9  C08  C07  C06  110.77  3.000
 FS9  H6   C08  C22  107.55  3.000
 FS9  H6   C08  C09  109.93  3.000
 FS9  C22  C08  C09  110.05  3.000
 FS9  H6   C08  C07  107.81  3.000
 FS9  C22  C08  C07  110.50  3.000
 FS9  C09  C08  C07  110.91  3.000
 FS9  N11  C09  O10  123.83  3.000
 FS9  N11  C09  C08  114.33  3.000
 FS9  O10  C09  C08  121.82  3.000
 FS9  H7   N11  C12  114.77  3.000
 FS9  H7   N11  C09  115.73  3.000
 FS9  C12  N11  C09  129.48  3.000
 FS9  C21  C12  C13  118.94  3.000
 FS9  C21  C12  N11  116.97  3.000
 FS9  C13  C12  N11  124.09  3.000
 FS9  H8   C13  C14  120.37  3.000
 FS9  H8   C13  C12  120.09  3.000
 FS9  C14  C13  C12  119.54  3.000
 FS9  C19  C14  C15  121.02  3.000
 FS9  C19  C14  C13  121.51  3.000
 FS9  C15  C14  C13  117.46  3.000
 FS9  F18  C15  F17  106.55  3.000
 FS9  F17  C15  F16  107.11  3.000
 FS9  F18  C15  F16  107.10  3.000
 FS9  F16  C15  C14  112.61  3.000
 FS9  F17  C15  C14  111.53  3.000
 FS9  F18  C15  C14  111.60  3.000
 FS9  H9   C19  C20  119.94  3.000
 FS9  H9   C19  C14  121.44  3.000
 FS9  C20  C19  C14  118.63  3.000
 FS9  H10  C20  C21  119.49  3.000
 FS9  H10  C20  C19  119.91  3.000
 FS9  C21  C20  C19  120.60  3.000
 FS9  H11  C21  C20  119.42  3.000
 FS9  H11  C21  C12  119.80  3.000
 FS9  C20  C21  C12  120.78  3.000
 FS9  H13  C22  H12  107.22  3.000
 FS9  H13  C22  C23  109.48  3.000
 FS9  H12  C22  C23  109.38  3.000
 FS9  H13  C22  C08  109.95  3.000
 FS9  H12  C22  C08  110.37  3.000
 FS9  C23  C22  C08  110.38  3.000
 FS9  H15  C23  H14  107.73  3.000
 FS9  H15  C23  C22  109.85  3.000
 FS9  H14  C23  C22  111.01  3.000
 FS9  H15  C23  N05  107.87  3.000
 FS9  H14  C23  N05  109.74  3.000
 FS9  C22  C23  N05  110.55  3.000
 FS9  C28  C24  N25  110.11  3.000
 FS9  C28  C24  C04  115.77  3.000
 FS9  N25  C24  C04  134.12  3.000
 FS9  C26  N25  C24  105.02  3.000
 FS9  H17  C26  N27  121.84  3.000
 FS9  H17  C26  N25  125.20  3.000
 FS9  N27  C26  N25  112.96  3.000
 FS9  H18  N27  C28  125.85  3.000
 FS9  H18  N27  C26  127.21  3.000
 FS9  C28  N27  C26  106.94  3.000
 FS9  N27  C28  C24  104.97  3.000
 FS9  N27  C28  N01  127.48  3.000
 FS9  C24  C28  N01  127.55  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
 FS9  CONST_01  N25  C24  C28  N01   180.00   0.0  0
 FS9  CONST_02  C04  C24  C28  N01     0.00   0.0  0
 FS9  CONST_03  C26  N27  C28  N01   180.00   0.0  0
 FS9  CONST_04  C04  N03  C02  N01     0.00   0.0  0
 FS9  CONST_05  C24  C04  N03  C02     0.00   0.0  0
 FS9  CONST_06  C24  C28  N01  C02     0.00   0.0  0
 FS9  CONST_07  N27  C28  N01  C02   180.00   0.0  0
 FS9  CONST_08  N25  C24  C04  N03   180.00   0.0  0
 FS9  CONST_09  C28  C24  C04  N03     0.00   0.0  0
 FS9  CONST_10  C28  N01  C02  N03     0.00   0.0  0
 FS9  CONST_11  C26  N25  C24  C04   180.00   0.0  0
 FS9  CONST_12  N27  C28  C24  C04   180.00   0.0  0
 FS9  CONST_13  C19  C14  C13  C12     0.00   0.0  0
 FS9  CONST_14  C19  C20  C21  C12     0.00   0.0  0
 FS9  CONST_15  C20  C19  C14  C13     0.00   0.0  0
 FS9  CONST_16  C20  C21  C12  C13     0.00   0.0  0
 FS9  CONST_17  C21  C20  C19  C14     0.00   0.0  0
 FS9  CONST_18  C21  C12  C13  C14     0.00   0.0  0
 FS9  CONST_19  N27  C26  N25  C24     0.00   0.0  0
 FS9  CONST_20  C26  N27  C28  C24     0.00   0.0  0
 FS9  CONST_21  C28  N27  C26  N25     0.00   0.0  0
 FS9  CONST_22  N27  C28  C24  N25     0.00   0.0  0
 FS9  CONST_23  C28  C24  N25  C26     0.00   0.0  0
 FS9  CONST_24  N05  C04  N03  C02   180.00   0.0  0
 FS9  CONST_25  N25  C24  C04  N05     0.00   0.0  0
 FS9  CONST_26  C28  C24  C04  N05   180.00   0.0  0
 FS9  CONST_27  C14  C13  C12  N11   180.00   0.0  0
 FS9  CONST_28  C20  C21  C12  N11   180.00   0.0  0
 FS9  CONST_29  C15  C14  C13  C12   180.00   0.0  0
 FS9  CONST_30  C20  C19  C14  C15   180.00   0.0  0
 FS9  CONST_31  H18  N27  C28  N01     0.00   0.0  0
 FS9  CONST_32  H1   C02  N03  C04   180.00   0.0  0
 FS9  CONST_33  H10  C20  C21  C12   180.00   0.0  0
 FS9  CONST_34  H9   C19  C14  C13   180.00   0.0  0
 FS9  CONST_35  H11  C21  C12  C13   180.00   0.0  0
 FS9  CONST_36  H8   C13  C14  C19   180.00   0.0  0
 FS9  CONST_37  H17  C26  N25  C24   180.00   0.0  0
 FS9  CONST_38  C12  N11  C09  C08   180.00   0.0  0
 FS9  CONST_39  C13  C12  N11  C09     0.00   0.0  0
 FS9  CONST_40  C21  C12  N11  C09   180.00   0.0  0
 FS9  CONST_41  H7   N11  C12  C13   180.00   0.0  0
 FS9  CONST_42  C12  N11  C09  O10     0.00   0.0  0
 FS9  Var_01    C06  N05  C04  N03  -169.64  30.0  3
 FS9  Var_02    C07  C06  N05  C04   104.12  30.0  1
 FS9  Var_03    C22  C23  N05  C04  -104.24  30.0  1
 FS9  Var_04    C08  C07  C06  N05    55.56  30.0  1
 FS9  Var_05    C08  C22  C23  N05   -56.03  30.0  1
 FS9  Var_06    F18  C15  C14  C13    59.28  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
 FS9  chir_01  C08  C09  C07  C22  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
 FS9  plan-1  N11  0.020
 FS9  plan-1  C12  0.020
 FS9  plan-1  C13  0.020
 FS9  plan-1  C14  0.020
 FS9  plan-1  C15  0.020
 FS9  plan-1  C19  0.020
 FS9  plan-1  C20  0.020
 FS9  plan-1  C21  0.020
 FS9  plan-1  H8   0.020
 FS9  plan-1  H9   0.020
 FS9  plan-1  H10  0.020
 FS9  plan-1  H11  0.020
 FS9  plan-2  N01  0.020
 FS9  plan-2  C02  0.020
 FS9  plan-2  N03  0.020
 FS9  plan-2  C04  0.020
 FS9  plan-2  N05  0.020
 FS9  plan-2  C24  0.020
 FS9  plan-2  N25  0.020
 FS9  plan-2  C26  0.020
 FS9  plan-2  N27  0.020
 FS9  plan-2  C28  0.020
 FS9  plan-2  H1   0.020
 FS9  plan-2  H17  0.020
 FS9  plan-2  H18  0.020
 FS9  plan-3  C08  0.020
 FS9  plan-3  C09  0.020
 FS9  plan-3  O10  0.020
 FS9  plan-3  N11  0.020
 FS9  plan-3  C12  0.020
 FS9  plan-3  H7   0.020

