# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 07:02:41 2021
#   Inital geometry file: a 76 line input string
#   Ligand name: 2-phenoxy-1-(pyrrolidin-1-yl)ethan-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(COc1ccccc1)N2CCCC2
#
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
 VVY  VVY  2-phenoxy-1-(pyrrolidin-1-yl)ethan-1-one  ligand  30  15  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_VVY
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
 VVY  N1   N  NR5   0  -0.473  5.8900   9.8167  -28.9680
 VVY  C4   C  CR16  0  -0.377  5.1073  14.0807  -31.7612
 VVY  C5   C  CR16  0  -0.241  5.0205  15.2488  -32.5129
 VVY  C6   C  CR16  0  -0.281  3.9238  15.4987  -33.3213
 VVY  C7   C  CR16  0  -0.240  2.8969  14.5608  -33.3759
 VVY  C8   C  CR16  0  -0.346  2.9676  13.3945  -32.6355
 VVY  C10  C  CH2   0  -0.486  7.2493   8.2508  -27.8828
 VVY  O1   O  O     0  -0.494  3.8428   9.6972  -29.8995
 VVY  C1   C  C     0   0.523  4.8904  10.2979  -29.7151
 VVY  C2   C  CH2   0  -0.312  5.1528  11.6652  -30.3286
 VVY  O2   O  O2    0  -0.466  4.0550  11.9833  -31.1384
 VVY  C3   C  CR6   0   0.383  4.0758  13.1472  -31.8224
 VVY  C9   C  CH2   0  -0.258  5.8181   8.4974  -28.3461
 VVY  C11  C  CH2   0  -0.473  7.7652   9.6544  -27.5827
 VVY  C12  C  CH2   0  -0.281  7.1608  10.4878  -28.7062
 VVY  H3   H  HCR6  0   0.279  5.9793  13.9211  -31.1411
 VVY  H4   H  HCR6  0   0.260  5.8284  15.9669  -32.4572
 VVY  H5   H  HCR6  0   0.253  3.8662  16.4098  -33.9017
 VVY  H6   H  HCR6  0   0.258  2.0318  14.7386  -34.0020
 VVY  H7   H  HCR6  0   0.263  2.1682  12.6653  -32.6801
 VVY  H11  H  HCH2  0   0.254  7.2922   7.5823  -27.0243
 VVY  H10  H  HCH2  0   0.240  7.8334   7.7999  -28.6879
 VVY  H2   H  HCH2  0   0.260  6.0852  11.6408  -30.9073
 VVY  H1   H  HCH2  0   0.261  5.2887  12.4055  -29.5293
 VVY  H9   H  HCH2  0   0.240  5.1230   8.5111  -27.5020
 VVY  H8   H  HCH2  0   0.249  5.4654   7.7488  -29.0557
 VVY  H13  H  HCH2  0   0.255  8.8517   9.7237  -27.5625
 VVY  H12  H  HCH2  0   0.242  7.3883   9.9985  -26.6170
 VVY  H14  H  HCH2  0   0.248  7.8001  10.4714  -29.5942
 VVY  H15  H  HCH2  0   0.258  7.0153  11.5293  -28.4164

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
 VVY  C7   C6   aromatic  1.392  0.020  1.392
 VVY  C7   C8   aromatic  1.383  0.020  1.383
 VVY  C6   C5   aromatic  1.385  0.020  1.385
 VVY  C8   C3   aromatic  1.397  0.020  1.397
 VVY  C5   C4   aromatic  1.392  0.020  1.392
 VVY  C3   C4   aromatic  1.393  0.020  1.393
 VVY  C3   O2   single    1.350  0.020  1.350
 VVY  O2   C2   single    1.401  0.020  1.401
 VVY  C2   C1   single    1.521  0.020  1.521
 VVY  C1   N1   single    1.338  0.020  1.338
 VVY  C1   O1   double    1.222  0.020  1.222
 VVY  N1   C9   single    1.460  0.020  1.460
 VVY  N1   C12  single    1.461  0.020  1.461
 VVY  C9   C10  single    1.524  0.020  1.524
 VVY  C12  C11  single    1.524  0.020  1.524
 VVY  C10  C11  single    1.525  0.020  1.525
 VVY  C4   H3   single    0.930  0.020  1.080
 VVY  C5   H4   single    0.930  0.020  1.080
 VVY  C6   H5   single    0.930  0.020  1.080
 VVY  C7   H6   single    0.930  0.020  1.080
 VVY  C8   H7   single    0.930  0.020  1.080
 VVY  C10  H11  single    0.970  0.020  1.090
 VVY  C10  H10  single    0.970  0.020  1.090
 VVY  C2   H2   single    0.970  0.020  1.090
 VVY  C2   H1   single    0.970  0.020  1.090
 VVY  C9   H9   single    0.970  0.020  1.090
 VVY  C9   H8   single    0.970  0.020  1.090
 VVY  C11  H13  single    0.970  0.020  1.090
 VVY  C11  H12  single    0.970  0.020  1.090
 VVY  C12  H14  single    0.970  0.020  1.090
 VVY  C12  H15  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
 VVY  C12  N1   C9   112.43  3.000
 VVY  C12  N1   C1   125.80  3.000
 VVY  C9   N1   C1   121.74  3.000
 VVY  H3   C4   C3   121.56  3.000
 VVY  H3   C4   C5   118.93  3.000
 VVY  C3   C4   C5   119.51  3.000
 VVY  H4   C5   C6   120.09  3.000
 VVY  H4   C5   C4   118.85  3.000
 VVY  C6   C5   C4   121.07  3.000
 VVY  H5   C6   C7   120.48  3.000
 VVY  H5   C6   C5   120.48  3.000
 VVY  C7   C6   C5   119.04  3.000
 VVY  H6   C7   C8   119.27  3.000
 VVY  H6   C7   C6   120.10  3.000
 VVY  C8   C7   C6   120.63  3.000
 VVY  H7   C8   C3   119.38  3.000
 VVY  H7   C8   C7   120.52  3.000
 VVY  C3   C8   C7   120.10  3.000
 VVY  H10  C10  H11  107.86  3.000
 VVY  H10  C10  C11  110.13  3.000
 VVY  H11  C10  C11  113.36  3.000
 VVY  H10  C10  C9   110.17  3.000
 VVY  H11  C10  C9   112.08  3.000
 VVY  C11  C10  C9   103.21  3.000
 VVY  C2   C1   O1   121.94  3.000
 VVY  O1   C1   N1   123.25  3.000
 VVY  C2   C1   N1   114.81  3.000
 VVY  H1   C2   H2   107.08  3.000
 VVY  H1   C2   O2   111.39  3.000
 VVY  H2   C2   O2   111.47  3.000
 VVY  H1   C2   C1   109.50  3.000
 VVY  H2   C2   C1   109.83  3.000
 VVY  O2   C2   C1   107.58  3.000
 VVY  C3   O2   C2   118.47  3.000
 VVY  O2   C3   C8   115.81  3.000
 VVY  O2   C3   C4   124.54  3.000
 VVY  C8   C3   C4   119.65  3.000
 VVY  H8   C9   H9   107.79  3.000
 VVY  H8   C9   C10  112.99  3.000
 VVY  H9   C9   C10  111.36  3.000
 VVY  H8   C9   N1   111.05  3.000
 VVY  H9   C9   N1   110.40  3.000
 VVY  C10  C9   N1   103.25  3.000
 VVY  H12  C11  H13  107.93  3.000
 VVY  H12  C11  C12  110.04  3.000
 VVY  H13  C11  C12  112.00  3.000
 VVY  H12  C11  C10  110.31  3.000
 VVY  H13  C11  C10  113.56  3.000
 VVY  C12  C11  C10  102.95  3.000
 VVY  H15  C12  H14  107.93  3.000
 VVY  H15  C12  C11  112.29  3.000
 VVY  H14  C12  C11  111.00  3.000
 VVY  H15  C12  N1   111.72  3.000
 VVY  H14  C12  N1   110.85  3.000
 VVY  C11  C12  N1   103.06  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
 VVY  CONST_01  C7   C6   C5   C4     0.00   0.0  0
 VVY  CONST_02  C7   C8   C3   C4     0.00   0.0  0
 VVY  CONST_03  C8   C7   C6   C5     0.00   0.0  0
 VVY  CONST_04  C8   C3   C4   C5     0.00   0.0  0
 VVY  CONST_05  C3   C8   C7   C6     0.00   0.0  0
 VVY  CONST_06  C3   C4   C5   C6     0.00   0.0  0
 VVY  CONST_07  O2   C3   C4   C5   180.00   0.0  0
 VVY  CONST_08  O2   C3   C8   C7   180.00   0.0  0
 VVY  CONST_09  H5   C6   C5   C4   180.00   0.0  0
 VVY  CONST_10  H7   C8   C3   C4   180.00   0.0  0
 VVY  CONST_11  H6   C7   C6   C5   180.00   0.0  0
 VVY  CONST_12  H3   C4   C5   C6   180.00   0.0  0
 VVY  CONST_13  H4   C5   C6   C7   180.00   0.0  0
 VVY  CONST_14  C9   N1   C1   O1     0.00   0.0  0
 VVY  CONST_15  C12  N1   C1   O1   180.00   0.0  0
 VVY  CONST_16  C9   N1   C1   C2   180.00   0.0  0
 VVY  CONST_17  C12  N1   C1   C2     0.00   0.0  0
 VVY  Var_01    C11  C10  C9   N1    30.47  30.0  1
 VVY  Var_02    C10  C11  C12  N1    32.25  30.0  1
 VVY  Var_03    C12  N1   C9   C10  -10.57  30.0  1
 VVY  Var_04    C11  C12  N1   C9   -13.72  30.0  1
 VVY  Var_05    C12  C11  C10  C9   -39.12  30.0  1
 VVY  Var_06    O2   C2   C1   N1   176.42  30.0  2

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
 VVY  plan-1  C4   0.020
 VVY  plan-1  C5   0.020
 VVY  plan-1  C6   0.020
 VVY  plan-1  C7   0.020
 VVY  plan-1  C8   0.020
 VVY  plan-1  O2   0.020
 VVY  plan-1  C3   0.020
 VVY  plan-1  H3   0.020
 VVY  plan-1  H4   0.020
 VVY  plan-1  H5   0.020
 VVY  plan-1  H6   0.020
 VVY  plan-1  H7   0.020
 VVY  plan-2  N1   0.020
 VVY  plan-2  O1   0.020
 VVY  plan-2  C1   0.020
 VVY  plan-2  C2   0.020
 VVY  plan-2  C9   0.020
 VVY  plan-2  C12  0.020

