# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 08:38:21 2020
#   Inital geometry file: a 112 line input string
#   Ligand name: 3-(2-{[(4-chlorophenyl)carbamoyl]amino}propan-2-yl)-N-hydroxybenzene-1-carboximidamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(NC(=O)Nc1ccc(Cl)cc1)c2cccc(c2)C(=N)NO
#
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
 8L4  8L4  3-(2-{[(4-chlorophenyl)carbamoyl]amino}propan-2-yl)-N-hydroxybenzene-1-carboximidamide  ligand  43  24  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_8L4
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
 8L4  C7   C   C     0   0.343  -4.6404   1.6807  -0.2395
 8L4  C13  C   CH3   0  -0.645  -1.2932  -2.2200  -1.7131
 8L4  C17  C   CR6   0   0.382   3.0689   0.4862   0.2293
 8L4  C18  C   CR16  0  -0.314   3.8896   0.0369  -0.8083
 8L4  C19  C   CR16  0  -0.203   5.2288   0.3969  -0.8459
 8L4  C20  C   CR6   0  -0.061   5.7611   1.2141   0.1361
 8L4  C21  C   CR16  0  -0.202   4.9595   1.6818   1.1650
 8L4  C22  C   CR16  0  -0.352   3.6267   1.3148   1.2078
 8L4  C1   C   CR6   0   0.121  -2.5978  -1.4616   0.2292
 8L4  C10  C   C     0   0.761   1.0288  -0.8546  -0.2285
 8L4  C11  C   CT    0   0.075  -1.2200  -1.9636  -0.2010
 8L4  C12  C   CH3   0  -0.670  -0.8142  -3.2505   0.5202
 8L4  C2   C   CR16  0  -0.323  -3.4957  -2.2572   0.9337
 8L4  C3   C   CR16  0  -0.220  -4.7639  -1.7872   1.2494
 8L4  C4   C   CR16  0  -0.291  -5.1615  -0.5172   0.8666
 8L4  C5   C   CR6   0   0.001  -4.2730   0.2964   0.1661
 8L4  C6   C   CR16  0  -0.337  -3.0052  -0.1825  -0.1451
 8L4  N1   N   NH1   0  -0.381  -5.9451   1.7787  -0.6625
 8L4  N2   N   N     0  -0.617  -3.8795   2.6972  -0.1704
 8L4  N3   N   NH1   0  -0.709  -0.2823  -0.8837   0.1246
 8L4  N4   N   NH1   0  -0.790   1.7118   0.1978   0.3404
 8L4  O1   O   OH1   0  -0.552  -6.2993   2.9582  -1.2723
 8L4  O2   O   O     0  -0.512   1.5570  -1.6528  -0.9859
 8L4  CL   CL  CL    0  -0.140   7.4366   1.6613   0.0759
 8L4  H1   H   HCH3  0   0.236  -1.4916  -1.2977  -2.2591
 8L4  H2   H   HCH3  0   0.250  -0.3743  -2.6572  -2.0937
 8L4  H3   H   HCH3  0   0.234  -2.1089  -2.9142  -1.9173
 8L4  H4   H   HCR6  0   0.282   3.4997  -0.5858  -1.5962
 8L4  H5   H   HCR6  0   0.278   5.8495   0.0368  -1.6554
 8L4  H6   H   HCR6  0   0.280   5.3652   2.3224   1.9363
 8L4  H7   H   HCR6  0   0.277   3.0105   1.6813   2.0201
 8L4  H8   H   HCH3  0   0.255   0.1953  -3.5327   0.2264
 8L4  H9   H   HCH3  0   0.237  -0.8329  -3.1247   1.6036
 8L4  H10  H   HCH3  0   0.233  -1.4716  -4.0800   0.2582
 8L4  H11  H   HCR6  0   0.263  -3.2213  -3.2539   1.2496
 8L4  H12  H   HCR6  0   0.264  -5.4436  -2.4177   1.8072
 8L4  H13  H   HCR6  0   0.265  -6.1467  -0.1564   1.1314
 8L4  H14  H   HCR6  0   0.269  -2.3287   0.4500  -0.7085
 8L4  H15  H   HNH1  0   0.398  -6.3011   0.9874  -1.1828
 8L4  H16  H   H     0   0.336  -2.9959   2.4402   0.2547
 8L4  H17  H   HNH1  0   0.397  -0.5608  -0.3048   0.9022
 8L4  H18  H   HNH1  0   0.409   1.2154   0.7610   1.0137
 8L4  H19  H   HOH1  0   0.472  -6.8809   3.4030  -0.6453

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
 8L4  C3   C4   aromatic  1.385  0.020  1.385
 8L4  C3   C2   aromatic  1.389  0.020  1.389
 8L4  C4   C5   aromatic  1.394  0.020  1.394
 8L4  C2   C1   aromatic  1.391  0.020  1.391
 8L4  N1   O1   single    1.374  0.020  1.374
 8L4  N1   C7   single    1.375  0.020  1.375
 8L4  C5   C7   single    1.489  0.020  1.489
 8L4  C5   C6   aromatic  1.391  0.020  1.391
 8L4  C7   N2   double    1.272  0.020  1.272
 8L4  C1   C6   aromatic  1.394  0.020  1.394
 8L4  C1   C11  single    1.528  0.020  1.528
 8L4  C13  C11  single    1.535  0.020  1.535
 8L4  C11  C12  single    1.530  0.020  1.530
 8L4  C11  N3   single    1.467  0.020  1.467
 8L4  N3   C10  single    1.358  0.020  1.358
 8L4  O2   C10  double    1.221  0.020  1.221
 8L4  C10  N4   single    1.377  0.020  1.377
 8L4  N4   C17  single    1.392  0.020  1.392
 8L4  C17  C18  aromatic  1.397  0.020  1.397
 8L4  C17  C22  aromatic  1.398  0.020  1.398
 8L4  C18  C19  aromatic  1.387  0.020  1.387
 8L4  C22  C21  aromatic  1.383  0.020  1.383
 8L4  C19  C20  aromatic  1.384  0.020  1.384
 8L4  C21  C20  aromatic  1.386  0.020  1.386
 8L4  C20  CL   single    1.735  0.020  1.735
 8L4  C13  H1   single    0.970  0.020  1.090
 8L4  C13  H2   single    0.970  0.020  1.090
 8L4  C13  H3   single    0.970  0.020  1.090
 8L4  C18  H4   single    0.930  0.020  1.080
 8L4  C19  H5   single    0.930  0.020  1.080
 8L4  C21  H6   single    0.930  0.020  1.080
 8L4  C22  H7   single    0.930  0.020  1.080
 8L4  C12  H8   single    0.970  0.020  1.090
 8L4  C12  H9   single    0.970  0.020  1.090
 8L4  C12  H10  single    0.970  0.020  1.090
 8L4  C2   H11  single    0.930  0.020  1.080
 8L4  C3   H12  single    0.930  0.020  1.080
 8L4  C4   H13  single    0.930  0.020  1.080
 8L4  C6   H14  single    0.930  0.020  1.080
 8L4  N1   H15  single    0.890  0.020  1.040
 8L4  N2   H16  single    0.890  0.020  1.040
 8L4  N3   H17  single    0.890  0.020  1.040
 8L4  N4   H18  single    0.860  0.020  1.020
 8L4  O1   H19  single    0.850  0.020  0.980

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
 8L4  N2   C7   N1   121.84  3.000
 8L4  N2   C7   C5   125.52  3.000
 8L4  N1   C7   C5   112.60  3.000
 8L4  H3   C13  H2   108.11  3.000
 8L4  H3   C13  H1   107.98  3.000
 8L4  H2   C13  H1   108.60  3.000
 8L4  H3   C13  C11  109.05  3.000
 8L4  H2   C13  C11  111.83  3.000
 8L4  H1   C13  C11  111.14  3.000
 8L4  N4   C17  C22  117.12  3.000
 8L4  C22  C17  C18  118.42  3.000
 8L4  N4   C17  C18  124.43  3.000
 8L4  H4   C18  C19  118.66  3.000
 8L4  H4   C18  C17  121.09  3.000
 8L4  C19  C18  C17  120.24  3.000
 8L4  H5   C19  C20  120.46  3.000
 8L4  H5   C19  C18  119.20  3.000
 8L4  C20  C19  C18  120.35  3.000
 8L4  CL   C20  C21  119.82  3.000
 8L4  CL   C20  C19  119.93  3.000
 8L4  C21  C20  C19  120.25  3.000
 8L4  H6   C21  C22  119.78  3.000
 8L4  H6   C21  C20  120.83  3.000
 8L4  C22  C21  C20  119.39  3.000
 8L4  H7   C22  C21  118.78  3.000
 8L4  H7   C22  C17  119.88  3.000
 8L4  C21  C22  C17  121.34  3.000
 8L4  C6   C1   C2   118.18  3.000
 8L4  C6   C1   C11  119.31  3.000
 8L4  C2   C1   C11  122.45  3.000
 8L4  O2   C10  N4   122.77  3.000
 8L4  N4   C10  N3   112.81  3.000
 8L4  O2   C10  N3   124.41  3.000
 8L4  N3   C11  C12  110.18  3.000
 8L4  N3   C11  C1   105.78  3.000
 8L4  C12  C11  C1   112.50  3.000
 8L4  N3   C11  C13  111.84  3.000
 8L4  C12  C11  C13  109.66  3.000
 8L4  C1   C11  C13  106.81  3.000
 8L4  H10  C12  H9   108.43  3.000
 8L4  H10  C12  H8   107.28  3.000
 8L4  H9   C12  H8   108.28  3.000
 8L4  H10  C12  C11  111.51  3.000
 8L4  H9   C12  C11  111.51  3.000
 8L4  H8   C12  C11  109.68  3.000
 8L4  H11  C2   C3   118.52  3.000
 8L4  H11  C2   C1   120.76  3.000
 8L4  C3   C2   C1   120.72  3.000
 8L4  H12  C3   C4   119.77  3.000
 8L4  H12  C3   C2   119.58  3.000
 8L4  C4   C3   C2   120.65  3.000
 8L4  H13  C4   C5   120.58  3.000
 8L4  H13  C4   C3   119.97  3.000
 8L4  C5   C4   C3   119.43  3.000
 8L4  C6   C5   C4   119.52  3.000
 8L4  C6   C5   C7   118.97  3.000
 8L4  C4   C5   C7   121.51  3.000
 8L4  H14  C6   C5   118.97  3.000
 8L4  H14  C6   C1   119.52  3.000
 8L4  C5   C6   C1   121.50  3.000
 8L4  H15  N1   O1   110.63  3.000
 8L4  H15  N1   C7   115.87  3.000
 8L4  O1   N1   C7   116.24  3.000
 8L4  H16  N2   C7   109.98  3.000
 8L4  H17  N3   C11  114.66  3.000
 8L4  H17  N3   C10  117.05  3.000
 8L4  C11  N3   C10  125.11  3.000
 8L4  H18  N4   C10  117.28  3.000
 8L4  H18  N4   C17  114.68  3.000
 8L4  C10  N4   C17  127.50  3.000
 8L4  H19  O1   N1   105.25  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
 8L4  CONST_01  C20  C19  C18  C17     0.00   0.0  0
 8L4  CONST_02  C20  C21  C22  C17     0.00   0.0  0
 8L4  CONST_03  C21  C22  C17  C18     0.00   0.0  0
 8L4  CONST_04  C21  C20  C19  C18     0.00   0.0  0
 8L4  CONST_05  C22  C17  C18  C19     0.00   0.0  0
 8L4  CONST_06  C22  C21  C20  C19     0.00   0.0  0
 8L4  CONST_07  C4   C3   C2   C1      0.00   0.0  0
 8L4  CONST_08  C4   C5   C6   C1      0.00   0.0  0
 8L4  CONST_09  C5   C4   C3   C2      0.00   0.0  0
 8L4  CONST_10  C5   C6   C1   C2      0.00   0.0  0
 8L4  CONST_11  C6   C5   C4   C3      0.00   0.0  0
 8L4  CONST_12  C6   C1   C2   C3      0.00   0.0  0
 8L4  CONST_13  C3   C4   C5   C7    180.00   0.0  0
 8L4  CONST_14  C1   C6   C5   C7    180.00   0.0  0
 8L4  CONST_15  CL   C20  C19  C18   180.00   0.0  0
 8L4  CONST_16  N4   C17  C18  C19   180.00   0.0  0
 8L4  CONST_17  N4   C17  C22  C21   180.00   0.0  0
 8L4  CONST_18  CL   C20  C21  C22   180.00   0.0  0
 8L4  CONST_19  C3   C2   C1   C11   180.00   0.0  0
 8L4  CONST_20  C5   C6   C1   C11   180.00   0.0  0
 8L4  CONST_21  H5   C19  C18  C17   180.00   0.0  0
 8L4  CONST_22  H6   C21  C22  C17   180.00   0.0  0
 8L4  CONST_23  H7   C22  C17  C18   180.00   0.0  0
 8L4  CONST_24  H4   C18  C19  C20   180.00   0.0  0
 8L4  CONST_25  H12  C3   C2   C1    180.00   0.0  0
 8L4  CONST_26  H13  C4   C3   C2    180.00   0.0  0
 8L4  CONST_27  H14  C6   C1   C2    180.00   0.0  0
 8L4  CONST_28  H11  C2   C3   C4    180.00   0.0  0
 8L4  CONST_31  H18  N4   C17  C18   180.00   0.0  0
 8L4  CONST_32  O2   C10  N4   C17     0.00   0.0  0
 8L4  CONST_33  N3   C10  N4   C17   180.00   0.0  0
 8L4  CONST_34  O1   N1   C7   C5    180.00   0.0  0
 8L4  CONST_36  H16  N2   C7   C5      0.00   0.0  0
 8L4  CONST_37  O2   C10  N3   C11     0.00   0.0  0
 8L4  CONST_38  N4   C10  N3   C11   180.00   0.0  0
 8L4  CONST_39  O1   N1   C7   N2      0.00   0.0  0
 8L4  CONST_40  H17  N3   C10  O2    180.00   0.0  0
 8L4  Var_01    C2   C1   C11  C13   105.60  30.0  2
 8L4  Var_02    N1   C7   C5   C4    -39.25  30.0  2
 8L4  Var_03    C10  N3   C11  C1   -172.29  30.0  3
 8L4  Var_04    H1   C13  C11  C1     63.00  30.0  3
 8L4  Var_05    H8   C12  C11  C1   -176.53  30.0  3

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
 8L4  plan-1  C17  0.020
 8L4  plan-1  C18  0.020
 8L4  plan-1  C19  0.020
 8L4  plan-1  C20  0.020
 8L4  plan-1  C21  0.020
 8L4  plan-1  C22  0.020
 8L4  plan-1  N4   0.020
 8L4  plan-1  CL   0.020
 8L4  plan-1  H4   0.020
 8L4  plan-1  H5   0.020
 8L4  plan-1  H6   0.020
 8L4  plan-1  H7   0.020
 8L4  plan-2  C7   0.020
 8L4  plan-2  C1   0.020
 8L4  plan-2  C11  0.020
 8L4  plan-2  C2   0.020
 8L4  plan-2  C3   0.020
 8L4  plan-2  C4   0.020
 8L4  plan-2  C5   0.020
 8L4  plan-2  C6   0.020
 8L4  plan-2  H11  0.020
 8L4  plan-2  H12  0.020
 8L4  plan-2  H13  0.020
 8L4  plan-2  H14  0.020
 8L4  plan-3  C17  0.020
 8L4  plan-3  C10  0.020
 8L4  plan-3  C11  0.020
 8L4  plan-3  N3   0.020
 8L4  plan-3  N4   0.020
 8L4  plan-3  O2   0.020
 8L4  plan-3  H17  0.020
 8L4  plan-3  H18  0.020
 8L4  plan-4  C7   0.020
 8L4  plan-4  C5   0.020
 8L4  plan-4  N1   0.020
 8L4  plan-4  N2   0.020
 8L4  plan-4  O1   0.020
 8L4  plan-4  H15  0.020
 8L4  plan-4  H16  0.020

