# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 16:00:47 2021
#   Inital geometry file: a 83 line input string
#   Ligand name: (1R)-1-(4-fluorophenyl)-N-[2-(1H-pyrazol-1-yl)ethyl]ethan-1-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](NCCn1cccn1)c2ccc(F)cc2
#
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
 RE7  RE7  (1R)-1-(4-fluorophenyl)-N-[2-(1H-pyrazol-1-yl)ethyl]ethan-1-amine  ligand  33  17  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_RE7
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
 RE7  C4   C  CR16  0  -0.398  15.6111   2.1742  47.7623
 RE7  C5   C  CR6   0   0.508  15.1337   3.1311  48.6350
 RE7  C6   C  CR16  0  -0.398  15.6635   3.2969  49.9007
 RE7  N1   N  NR5   0  -0.264  16.1694  -1.7892  53.4568
 RE7  C7   C  CR16  0  -0.271  16.7098   2.4761  50.2970
 RE7  C8   C  CH2   0  -0.266  17.2942  -0.6811  51.5659
 RE7  N2   N  N     0  -0.293  16.4360  -3.0887  53.3634
 RE7  C9   C  CH2   0  -0.307  17.1655  -0.8132  53.0776
 RE7  C10  C  CR15  0   0.045  14.9040  -1.5536  53.8498
 RE7  C11  C  CR15  0  -0.516  14.3089  -2.7803  54.0346
 RE7  C12  C  CR15  0  -0.051  15.3188  -3.7012  53.7138
 RE7  F    F  F     0  -0.319  14.1193   3.9233  48.2440
 RE7  C3   C  CR16  0  -0.298  16.6555   1.3607  48.1819
 RE7  C2   C  CR6   0   0.110  17.2206   1.5009  49.4448
 RE7  C1   C  CH1   0  -0.124  18.4007   0.6453  49.8515
 RE7  C    C  CH3   0  -0.665  19.7051   1.3961  49.5991
 RE7  N    N  NH1   0  -0.604  18.3213   0.2903  51.2568
 RE7  H1   H  HCR6  0   0.276  15.1777   2.0597  46.7774
 RE7  H2   H  HCR6  0   0.275  15.2655   4.0519  50.5667
 RE7  H3   H  HCR6  0   0.256  17.1278   2.5907  51.2888
 RE7  H4   H  HCH2  0   0.234  16.3413  -0.3319  51.1610
 RE7  H5   H  HCH2  0   0.215  17.4865  -1.6687  51.1222
 RE7  H6   H  HCH2  0   0.262  18.1180  -1.1089  53.5211
 RE7  H7   H  HCH2  0   0.260  16.8824   0.1451  53.5112
 RE7  H8   H  HCR5  0   0.289  14.5270  -0.5514  53.9738
 RE7  H9   H  HCR5  0   0.261  13.3013  -2.9801  54.3580
 RE7  H10  H  HCR5  0   0.258  15.2723  -4.7796  53.7315
 RE7  H11  H  HCR6  0   0.257  17.0369   0.6031  47.5074
 RE7  H12  H  HCH1  0   0.216  18.3979  -0.2476  49.2047
 RE7  H13  H  HCH3  0   0.234  20.5658   0.7641  49.8279
 RE7  H14  H  HCH3  0   0.238  19.7826   1.7006  48.5561
 RE7  H15  H  HCH3  0   0.228  19.7600   2.2891  50.2234
 RE7  H16  H  HNH1  0   0.353  19.2203  -0.0691  51.5554

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
 RE7  C4   C3   aromatic  1.389  0.020  1.389
 RE7  C4   C5   aromatic  1.380  0.020  1.380
 RE7  F    C5   single    1.345  0.020  1.345
 RE7  C3   C2   aromatic  1.391  0.020  1.391
 RE7  C5   C6   aromatic  1.382  0.020  1.382
 RE7  C    C1   single    1.526  0.020  1.526
 RE7  C2   C1   single    1.513  0.020  1.513
 RE7  C2   C7   aromatic  1.392  0.020  1.392
 RE7  C6   C7   aromatic  1.388  0.020  1.388
 RE7  C1   N    single    1.452  0.020  1.452
 RE7  N    C8   single    1.447  0.020  1.447
 RE7  C8   C9   single    1.523  0.020  1.523
 RE7  N2   C12  aromatic  1.321  0.020  1.321
 RE7  N2   N1   aromatic  1.330  0.020  1.330
 RE7  C9   N1   single    1.445  0.020  1.445
 RE7  C12  C11  aromatic  1.404  0.020  1.404
 RE7  N1   C10  aromatic  1.346  0.020  1.346
 RE7  C11  C10  aromatic  1.376  0.020  1.376
 RE7  C4   H1   single    0.930  0.020  1.080
 RE7  C6   H2   single    0.930  0.020  1.080
 RE7  C7   H3   single    0.930  0.020  1.080
 RE7  C8   H4   single    0.970  0.020  1.090
 RE7  C8   H5   single    0.970  0.020  1.090
 RE7  C9   H6   single    0.970  0.020  1.090
 RE7  C9   H7   single    0.970  0.020  1.090
 RE7  C10  H8   single    0.930  0.020  1.080
 RE7  C11  H9   single    0.930  0.020  1.080
 RE7  C12  H10  single    0.930  0.020  1.080
 RE7  C3   H11  single    0.930  0.020  1.080
 RE7  C1   H12  single    0.970  0.020  1.090
 RE7  C    H13  single    0.970  0.020  1.090
 RE7  C    H14  single    0.970  0.020  1.090
 RE7  C    H15  single    0.970  0.020  1.090
 RE7  N    H16  single    0.890  0.020  1.040

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
 RE7  H1   C4   C3   120.95  3.000
 RE7  H1   C4   C5   120.68  3.000
 RE7  C3   C4   C5   118.37  3.000
 RE7  F    C5   C6   118.99  3.000
 RE7  C6   C5   C4   121.98  3.000
 RE7  F    C5   C4   119.03  3.000
 RE7  H2   C6   C7   120.94  3.000
 RE7  H2   C6   C5   120.40  3.000
 RE7  C7   C6   C5   118.66  3.000
 RE7  C10  N1   C9   127.33  3.000
 RE7  C10  N1   N2   112.34  3.000
 RE7  C9   N1   N2   120.22  3.000
 RE7  H3   C7   C2   119.56  3.000
 RE7  H3   C7   C6   119.36  3.000
 RE7  C2   C7   C6   121.08  3.000
 RE7  H5   C8   H4   106.86  3.000
 RE7  H5   C8   N    113.12  3.000
 RE7  H4   C8   N    108.99  3.000
 RE7  H5   C8   C9   109.71  3.000
 RE7  H4   C8   C9   108.77  3.000
 RE7  N    C8   C9   109.28  3.000
 RE7  C12  N2   N1   105.36  3.000
 RE7  H7   C9   H6   107.66  3.000
 RE7  H7   C9   C8   109.92  3.000
 RE7  H6   C9   C8   110.68  3.000
 RE7  H7   C9   N1   108.09  3.000
 RE7  H6   C9   N1   108.18  3.000
 RE7  C8   C9   N1   112.16  3.000
 RE7  H8   C10  C11  131.47  3.000
 RE7  H8   C10  N1   121.68  3.000
 RE7  C11  C10  N1   106.85  3.000
 RE7  H9   C11  C12  128.32  3.000
 RE7  H9   C11  C10  127.62  3.000
 RE7  C12  C11  C10  104.06  3.000
 RE7  H10  C12  C11  128.35  3.000
 RE7  H10  C12  N2   120.25  3.000
 RE7  C11  C12  N2   111.40  3.000
 RE7  H11  C3   C2   119.52  3.000
 RE7  H11  C3   C4   119.08  3.000
 RE7  C2   C3   C4   121.40  3.000
 RE7  C1   C2   C3   120.26  3.000
 RE7  C1   C2   C7   121.18  3.000
 RE7  C3   C2   C7   118.52  3.000
 RE7  H12  C1   N    111.70  3.000
 RE7  H12  C1   C    107.67  3.000
 RE7  N    C1   C    109.09  3.000
 RE7  H12  C1   C2   107.36  3.000
 RE7  N    C1   C2   110.84  3.000
 RE7  C    C1   C2   110.11  3.000
 RE7  H15  C    H14  108.40  3.000
 RE7  H15  C    H13  108.31  3.000
 RE7  H14  C    H13  107.84  3.000
 RE7  H15  C    C1   110.55  3.000
 RE7  H14  C    C1   110.90  3.000
 RE7  H13  C    C1   110.75  3.000
 RE7  H16  N    C1   108.88  3.000
 RE7  H16  N    C8   109.19  3.000
 RE7  C1   N    C8   114.18  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
 RE7  CONST_01  C7   C2   C3   C4      0.00   0.0  0
 RE7  CONST_02  C7   C6   C5   C4      0.00   0.0  0
 RE7  CONST_03  C2   C3   C4   C5      0.00   0.0  0
 RE7  CONST_04  C2   C7   C6   C5      0.00   0.0  0
 RE7  CONST_05  C3   C4   C5   C6      0.00   0.0  0
 RE7  CONST_06  C3   C2   C7   C6      0.00   0.0  0
 RE7  CONST_07  C11  C12  N2   N1      0.00   0.0  0
 RE7  CONST_08  C12  C11  C10  N1      0.00   0.0  0
 RE7  CONST_09  C10  C11  C12  N2      0.00   0.0  0
 RE7  CONST_10  C11  C10  N1   N2      0.00   0.0  0
 RE7  CONST_11  C12  N2   N1   C10     0.00   0.0  0
 RE7  CONST_12  C1   C2   C3   C4    180.00   0.0  0
 RE7  CONST_13  C1   C2   C7   C6    180.00   0.0  0
 RE7  CONST_14  F    C5   C6   C7    180.00   0.0  0
 RE7  CONST_15  C12  N2   N1   C9    180.00   0.0  0
 RE7  CONST_16  C11  C10  N1   C9    180.00   0.0  0
 RE7  CONST_17  C3   C4   C5   F     180.00   0.0  0
 RE7  CONST_18  H2   C6   C5   C4    180.00   0.0  0
 RE7  CONST_19  H11  C3   C4   C5    180.00   0.0  0
 RE7  CONST_20  H3   C7   C6   C5    180.00   0.0  0
 RE7  CONST_21  H1   C4   C5   C6    180.00   0.0  0
 RE7  CONST_22  H10  C12  N2   N1    180.00   0.0  0
 RE7  CONST_23  H9   C11  C10  N1    180.00   0.0  0
 RE7  CONST_24  H8   C10  N1   N2    180.00   0.0  0
 RE7  Var_01    N2   N1   C9   C8     76.14  30.0  2
 RE7  Var_02    N    C8   C9   N1   -178.96  30.0  1
 RE7  Var_03    C1   N    C8   C9   -171.47  30.0  2

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
 RE7  chir_01  C1  C  C2  N  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
 RE7  plan-1  N1   0.020
 RE7  plan-1  N2   0.020
 RE7  plan-1  C9   0.020
 RE7  plan-1  C10  0.020
 RE7  plan-1  C11  0.020
 RE7  plan-1  C12  0.020
 RE7  plan-1  H8   0.020
 RE7  plan-1  H9   0.020
 RE7  plan-1  H10  0.020
 RE7  plan-2  C4   0.020
 RE7  plan-2  C5   0.020
 RE7  plan-2  C6   0.020
 RE7  plan-2  C7   0.020
 RE7  plan-2  F    0.020
 RE7  plan-2  C3   0.020
 RE7  plan-2  C2   0.020
 RE7  plan-2  C1   0.020
 RE7  plan-2  H1   0.020
 RE7  plan-2  H2   0.020
 RE7  plan-2  H3   0.020
 RE7  plan-2  H11  0.020

