# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 12:40:07 2021
#   Inital geometry file: a 78 line input string
#   Ligand name: N-(3-fluoro-4-methylphenyl)-N'-[(2S)-1-hydroxypropan-2-yl]urea
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](CO)NC(=O)Nc1ccc(C)c(F)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
 WRV  WRV  N-(3-fluoro-4-methylphenyl)-N'-[(2S)-1-hydroxypropan-2-yl]urea  ligand  31  16  .  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_WRV
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
 WRV  N1   N  NH1   0  -0.685   -7.8969  14.3689   4.3735
 WRV  C4   C  C     0   0.751   -7.5781  14.7914   3.1273
 WRV  C5   C  CR6   0   0.381   -5.7135  14.5891   1.4873
 WRV  C6   C  CR16  0  -0.490   -6.1904  15.4583   0.5043
 WRV  C7   C  CR6   0   0.551   -5.4390  15.6362  -0.6408
 WRV  C8   C  CR6   0  -0.124   -4.2309  15.0111  -0.8984
 WRV  C10  C  CR16  0  -0.271   -3.7829  14.1502   0.0999
 WRV  C1   C  CH3   0  -0.671   -9.5166  13.6921   6.0433
 WRV  C2   C  CH1   0  -0.115   -9.1048  14.7798   5.0624
 WRV  C3   C  CH2   0  -0.131   -8.8716  16.1243   5.7474
 WRV  O1   O  OH1   0  -0.671  -10.0738  16.5402   6.3511
 WRV  N2   N  NH1   0  -0.793   -6.3584  14.3310   2.6910
 WRV  F1   F  F     0  -0.318   -5.9226  16.4835  -1.5692
 WRV  C9   C  CH3   0  -0.712   -3.4642  15.2505  -2.1638
 WRV  C11  C  CR16  0  -0.356   -4.4970  13.9366   1.2652
 WRV  O2   O  O     0  -0.521   -8.3115  15.5008   2.4530
 WRV  H1   H  HNH1  0   0.396   -7.2154  13.8593   4.9135
 WRV  H2   H  HCR6  0   0.294   -7.1217  15.9893   0.6166
 WRV  H3   H  HCR6  0   0.261   -2.8430  13.6303  -0.0407
 WRV  H4   H  HCH3  0   0.244  -10.4460  13.9545   6.5449
 WRV  H5   H  HCH3  0   0.241   -9.6687  12.7437   5.5282
 WRV  H6   H  HCH3  0   0.224   -8.7534  13.5453   6.8116
 WRV  H7   H  HCH1  0   0.247   -9.8918  14.9003   4.3148
 WRV  H8   H  HCH2  0   0.188   -8.0635  16.0055   6.4823
 WRV  H9   H  HCH2  0   0.205   -8.5261  16.8476   4.9981
 WRV  H10  H  HOH1  0   0.457   -9.9150  17.3792   6.7918
 WRV  H11  H  HNH1  0   0.410   -5.8570  13.7109   3.3082
 WRV  H12  H  HCH3  0   0.247   -3.1774  16.2973  -2.2748
 WRV  H13  H  HCH3  0   0.246   -2.5519  14.6562  -2.1706
 WRV  H14  H  HCH3  0   0.246   -4.0420  14.9781  -3.0482
 WRV  H15  H  HCR6  0   0.268   -4.1045  13.2569   2.0118

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
 WRV  C9   C8   single    1.499  0.020  1.499
 WRV  F1   C7   single    1.347  0.020  1.347
 WRV  C8   C7   aromatic  1.384  0.020  1.384
 WRV  C8   C10  aromatic  1.392  0.020  1.392
 WRV  C7   C6   aromatic  1.381  0.020  1.381
 WRV  C6   C5   aromatic  1.396  0.020  1.396
 WRV  C10  C11  aromatic  1.383  0.020  1.383
 WRV  C5   C11  aromatic  1.398  0.020  1.398
 WRV  C5   N2   single    1.390  0.020  1.390
 WRV  O2   C4   double    1.223  0.020  1.223
 WRV  N2   C4   single    1.375  0.020  1.375
 WRV  C4   N1   single    1.354  0.020  1.354
 WRV  N1   C2   single    1.450  0.020  1.450
 WRV  C2   C1   single    1.522  0.020  1.522
 WRV  C2   C3   single    1.527  0.020  1.527
 WRV  C3   O1   single    1.408  0.020  1.408
 WRV  N1   H1   single    0.860  0.020  1.020
 WRV  C6   H2   single    0.930  0.020  1.080
 WRV  C10  H3   single    0.930  0.020  1.080
 WRV  C1   H4   single    0.970  0.020  1.090
 WRV  C1   H5   single    0.970  0.020  1.090
 WRV  C1   H6   single    0.970  0.020  1.090
 WRV  C2   H7   single    0.970  0.020  1.090
 WRV  C3   H8   single    0.970  0.020  1.090
 WRV  C3   H9   single    0.970  0.020  1.090
 WRV  O1   H10  single    0.850  0.020  0.980
 WRV  N2   H11  single    0.860  0.020  1.020
 WRV  C9   H12  single    0.970  0.020  1.090
 WRV  C9   H13  single    0.970  0.020  1.090
 WRV  C9   H14  single    0.970  0.020  1.090
 WRV  C11  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
 WRV  H1   N1   C2   116.88  3.000
 WRV  H1   N1   C4   119.45  3.000
 WRV  C2   N1   C4   123.02  3.000
 WRV  O2   C4   N2   123.46  3.000
 WRV  N2   C4   N1   113.36  3.000
 WRV  O2   C4   N1   123.18  3.000
 WRV  C11  C5   N2   117.04  3.000
 WRV  N2   C5   C6   124.54  3.000
 WRV  C11  C5   C6   118.42  3.000
 WRV  H2   C6   C7   119.53  3.000
 WRV  H2   C6   C5   121.90  3.000
 WRV  C7   C6   C5   118.57  3.000
 WRV  F1   C7   C8   117.99  3.000
 WRV  C8   C7   C6   124.81  3.000
 WRV  F1   C7   C6   117.21  3.000
 WRV  C9   C8   C10  122.65  3.000
 WRV  C10  C8   C7   115.26  3.000
 WRV  C9   C8   C7   122.10  3.000
 WRV  H3   C10  C11  118.89  3.000
 WRV  H3   C10  C8   118.88  3.000
 WRV  C11  C10  C8   122.23  3.000
 WRV  H6   C1   H5   108.23  3.000
 WRV  H6   C1   H4   107.75  3.000
 WRV  H5   C1   H4   107.97  3.000
 WRV  H6   C1   C2   111.12  3.000
 WRV  H5   C1   C2   110.80  3.000
 WRV  H4   C1   C2   110.85  3.000
 WRV  H7   C2   C3   108.66  3.000
 WRV  H7   C2   C1   108.97  3.000
 WRV  C3   C2   C1   112.43  3.000
 WRV  H7   C2   N1   107.84  3.000
 WRV  C3   C2   N1   109.60  3.000
 WRV  C1   C2   N1   109.22  3.000
 WRV  H9   C3   H8   107.24  3.000
 WRV  H9   C3   O1   111.53  3.000
 WRV  H8   C3   O1   111.90  3.000
 WRV  H9   C3   C2   108.80  3.000
 WRV  H8   C3   C2   108.49  3.000
 WRV  O1   C3   C2   108.79  3.000
 WRV  H10  O1   C3   108.27  3.000
 WRV  H11  N2   C5   114.43  3.000
 WRV  H11  N2   C4   116.93  3.000
 WRV  C5   N2   C4   128.64  3.000
 WRV  H14  C9   H13  107.60  3.000
 WRV  H14  C9   H12  107.24  3.000
 WRV  H13  C9   H12  107.63  3.000
 WRV  H14  C9   C8   111.93  3.000
 WRV  H13  C9   C8   110.28  3.000
 WRV  H12  C9   C8   111.93  3.000
 WRV  H15  C11  C10  119.37  3.000
 WRV  H15  C11  C5   119.91  3.000
 WRV  C10  C11  C5   120.72  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
 WRV  CONST_01  C8   C7   C6   C5     0.00   0.0  0
 WRV  CONST_02  C8   C10  C11  C5     0.00   0.0  0
 WRV  CONST_03  C10  C8   C7   C6     0.00   0.0  0
 WRV  CONST_04  C10  C11  C5   C6     0.00   0.0  0
 WRV  CONST_05  C11  C10  C8   C7     0.00   0.0  0
 WRV  CONST_06  C11  C5   C6   C7     0.00   0.0  0
 WRV  CONST_07  F1   C7   C6   C5   180.00   0.0  0
 WRV  CONST_08  C9   C8   C7   C6   180.00   0.0  0
 WRV  CONST_09  N2   C5   C6   C7   180.00   0.0  0
 WRV  CONST_10  F1   C7   C8   C10  180.00   0.0  0
 WRV  CONST_11  N2   C5   C11  C10  180.00   0.0  0
 WRV  CONST_12  C11  C10  C8   C9   180.00   0.0  0
 WRV  CONST_13  H3   C10  C11  C5   180.00   0.0  0
 WRV  CONST_14  H15  C11  C5   C6   180.00   0.0  0
 WRV  CONST_15  H2   C6   C7   C8   180.00   0.0  0
 WRV  CONST_16  C6   C5   N2   C4     0.00   0.0  0
 WRV  CONST_17  C11  C5   N2   C4   180.00   0.0  0
 WRV  CONST_18  H11  N2   C5   C6   180.00   0.0  0
 WRV  CONST_19  O2   C4   N2   C5     0.00   0.0  0
 WRV  CONST_20  C5   N2   C4   N1   180.00   0.0  0
 WRV  CONST_21  O2   C4   N1   C2     0.00   0.0  0
 WRV  CONST_22  N2   C4   N1   C2   180.00   0.0  0
 WRV  CONST_23  H1   N1   C4   O2   180.00   0.0  0
 WRV  Var_01    H12  C9   C8   C7    60.80  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
 WRV  chir_01  C2  N1  C1  C3  negativ

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
 WRV  plan-1  C5   0.020
 WRV  plan-1  C6   0.020
 WRV  plan-1  C7   0.020
 WRV  plan-1  C8   0.020
 WRV  plan-1  C10  0.020
 WRV  plan-1  N2   0.020
 WRV  plan-1  F1   0.020
 WRV  plan-1  C9   0.020
 WRV  plan-1  C11  0.020
 WRV  plan-1  H2   0.020
 WRV  plan-1  H3   0.020
 WRV  plan-1  H15  0.020
 WRV  plan-2  N1   0.020
 WRV  plan-2  C4   0.020
 WRV  plan-2  C5   0.020
 WRV  plan-2  C2   0.020
 WRV  plan-2  N2   0.020
 WRV  plan-2  O2   0.020
 WRV  plan-2  H1   0.020
 WRV  plan-2  H11  0.020

