# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 20:37:38 2020
#   Inital geometry file: a 121 line input string
#   Ligand name: 1-[3-(4-{[(4,5-dichloro-2-hydroxyphenyl)amino]acetyl}piperazin-1-yl)azetidin-1-yl]propan-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(=O)N1CC(C1)N2CCN(CC2)C(=O)CNc3cc(Cl)c(Cl)cc3O
#
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
 C8G  C8G  1-[3-(4-{[(4,5-dichloro-2-hydroxyphenyl)amino]acetyl}piperazin-1-yl)azetidin-1-yl]propan-1-one  ligand  51  27  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_C8G
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
 C8G  O1   O   O     0  -0.506   6.4277  -1.9620   2.0232
 C8G  C2   C   CR6   0   0.298  -4.6068   0.7335   1.0110
 C8G  N3   N   N     0  -0.449   5.8601  -0.4949   0.4339
 C8G  C4   C   CH2   0  -0.433  -1.2165   1.2192  -0.4067
 C8G  C5   C   C     0   0.555  -0.2909   2.4203  -0.2578
 C8G  C6   C   CH2   0  -0.311   1.9325   3.3540  -0.6304
 C8G  C7   C   CH2   0  -0.292   3.1961   2.8608   0.0537
 C8G  C9   C   C     0  -0.272   5.7658   0.1765  -0.8517
 C8G  C11  C   CH2   0  -0.572   7.0912  -2.4471  -0.2486
 C8G  C12  C   CH3   0  -0.655   7.9227  -3.6030   0.2783
 C8G  C13  C   C     0  -0.266   5.1809   0.5373   1.1930
 C8G  C14  C   CH2   0  -0.290   2.7570   0.6299  -0.6701
 C8G  C16  C   CR16  0  -0.286  -3.3550  -0.6836  -0.4731
 C8G  C17  C   CR6   0  -0.015  -4.3789  -1.6239  -0.4321
 C8G  CL1  CL  CL    0  -0.109  -4.2033  -3.0906  -1.3252
 C8G  C    C   CR6   0  -0.024  -5.5228  -1.3732   0.3034
 C8G  CL   CL  CL    0  -0.108  -6.8145  -2.5147   0.3580
 C8G  C3   C   CR6   0   0.268  -3.4544   0.5098   0.2296
 C8G  C1   C   CR16  0  -0.310  -5.6294  -0.1940   1.0323
 C8G  N    N   NH1   0  -0.706  -2.4644   1.4826   0.2555
 C8G  O2   O   O     0  -0.495  -0.7015   3.4564   0.2458
 C8G  N1   N   NT    0  -0.462   0.9622   2.2786  -0.7258
 C8G  C15  C   CH2   0  -0.320   1.4969   1.0989  -1.3783
 C8G  N2   N   NT    0  -0.429   3.7354   1.7001  -0.6331
 C8G  C8   C   C     0  -0.158   5.0350   1.3377  -0.1394
 C8G  C10  C   C     0   0.525   6.4419  -1.6256   0.8448
 C8G  H1   H   HCH2  0   0.266  -1.3376   1.0010  -1.4778
 C8G  H2   H   HCH2  0   0.279  -0.7596   0.3339   0.0431
 C8G  H3   H   HCH2  0   0.270   1.5098   4.1850  -0.0729
 C8G  H4   H   HCH2  0   0.245   2.1738   3.7099  -1.6370
 C8G  H5   H   HCH2  0   0.251   3.9371   3.6626   0.0333
 C8G  H6   H   HCH2  0   0.212   2.9723   2.6497   1.1122
 C8G  H7   H   H     0   0.259   6.7288   0.4511  -1.2873
 C8G  H8   H   H     0   0.249   5.1884  -0.3635  -1.6050
 C8G  H9   H   HCH2  0   0.257   7.7026  -1.7931  -0.8771
 C8G  H10  H   HCH2  0   0.266   6.2998  -2.8231  -0.9050
 C8G  H11  H   HCH3  0   0.227   8.7448  -3.2559   0.9040
 C8G  H12  H   HCH3  0   0.228   7.3223  -4.2941   0.8681
 C8G  H13  H   HCH3  0   0.233   8.3522  -4.1623  -0.5521
 C8G  H14  H   H     0   0.241   4.2488   0.2074   1.6586
 C8G  H15  H   H     0   0.249   5.8020   1.0134   1.9540
 C8G  H16  H   HCH2  0   0.212   2.4795   0.2739   0.3343
 C8G  H17  H   HCH2  0   0.257   3.1515  -0.2254  -1.2206
 C8G  H18  H   HCR6  0   0.297  -2.4840  -0.8962  -1.0775
 C8G  H19  H   HOH1  0   0.469  -3.8553   2.2171   1.9360
 C8G  H20  H   HCR6  0   0.292  -6.5068  -0.0069   1.6376
 C8G  H21  H   HNH1  0   0.384  -2.8038   2.4179   0.0716
 C8G  H22  H   HCH2  0   0.253   1.7305   1.3427  -2.4193
 C8G  H23  H   HCH2  0   0.278   0.7750   0.2882  -1.3927
 C8G  H25  H   H     0   0.276   5.6456   2.2412  -0.1287
 C8G  O    O   OH1   0  -0.625  -4.7322   1.8555   1.7470

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
 C8G  O1   C10  double    1.225  0.020  1.225
 C8G  C12  C11  single    1.518  0.020  1.518
 C8G  C11  C10  single    1.514  0.020  1.514
 C8G  C10  N3   single    1.336  0.020  1.336
 C8G  N3   C13  single    1.450  0.020  1.450
 C8G  N3   C9   single    1.453  0.020  1.453
 C8G  C13  C8   single    1.561  0.020  1.561
 C8G  C9   C8   single    1.546  0.020  1.546
 C8G  C8   N2   single    1.437  0.020  1.437
 C8G  C7   N2   single    1.452  0.020  1.452
 C8G  C7   C6   single    1.519  0.020  1.519
 C8G  N2   C14  single    1.451  0.020  1.451
 C8G  C6   N1   single    1.452  0.020  1.452
 C8G  C14  C15  single    1.520  0.020  1.520
 C8G  N1   C15  single    1.450  0.020  1.450
 C8G  N1   C5   single    1.345  0.020  1.345
 C8G  O2   C5   double    1.223  0.020  1.223
 C8G  C5   C4   single    1.524  0.020  1.524
 C8G  CL1  C17  single    1.726  0.020  1.726
 C8G  C4   N    single    1.437  0.020  1.437
 C8G  C16  C17  aromatic  1.391  0.020  1.391
 C8G  C16  C3   aromatic  1.388  0.020  1.388
 C8G  C17  C    aromatic  1.383  0.020  1.383
 C8G  N    C3   single    1.388  0.020  1.388
 C8G  C3   C2   aromatic  1.410  0.020  1.410
 C8G  C    CL   single    1.725  0.020  1.725
 C8G  C    C1   aromatic  1.390  0.020  1.390
 C8G  C2   C1   aromatic  1.381  0.020  1.381
 C8G  C2   O    single    1.348  0.020  1.348
 C8G  C4   H1   single    0.970  0.020  1.090
 C8G  C4   H2   single    0.970  0.020  1.090
 C8G  C6   H3   single    0.970  0.020  1.090
 C8G  C6   H4   single    0.970  0.020  1.090
 C8G  C7   H5   single    0.970  0.020  1.090
 C8G  C7   H6   single    0.970  0.020  1.090
 C8G  C9   H7   single    0.970  0.020  1.090
 C8G  C9   H8   single    0.970  0.020  1.090
 C8G  C11  H9   single    0.970  0.020  1.090
 C8G  C11  H10  single    0.970  0.020  1.090
 C8G  C12  H11  single    0.970  0.020  1.090
 C8G  C12  H12  single    0.970  0.020  1.090
 C8G  C12  H13  single    0.970  0.020  1.090
 C8G  C13  H14  single    0.970  0.020  1.090
 C8G  C13  H15  single    0.970  0.020  1.090
 C8G  C14  H16  single    0.970  0.020  1.090
 C8G  C14  H17  single    0.970  0.020  1.090
 C8G  C16  H18  single    0.930  0.020  1.080
 C8G  O    H19  single    0.850  0.020  0.980
 C8G  C1   H20  single    0.930  0.020  1.080
 C8G  N    H21  single    0.890  0.020  1.040
 C8G  C15  H22  single    0.970  0.020  1.090
 C8G  C15  H23  single    0.970  0.020  1.090
 C8G  C8   H25  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
 C8G  C1   C2   O    118.81  3.000
 C8G  O    C2   C3   120.71  3.000
 C8G  C1   C2   C3   120.48  3.000
 C8G  C10  N3   C13  130.18  3.000
 C8G  C13  N3   C9    95.96  3.000
 C8G  C10  N3   C9   133.72  3.000
 C8G  H2   C4   H1   106.62  3.000
 C8G  H2   C4   N    108.77  3.000
 C8G  H1   C4   N    112.93  3.000
 C8G  H2   C4   C5   110.14  3.000
 C8G  H1   C4   C5   108.57  3.000
 C8G  N    C4   C5   109.76  3.000
 C8G  N1   C5   O2   123.05  3.000
 C8G  O2   C5   C4   120.27  3.000
 C8G  N1   C5   C4   116.67  3.000
 C8G  H4   C6   H3   108.00  3.000
 C8G  H4   C6   N1   109.13  3.000
 C8G  H3   C6   N1   109.90  3.000
 C8G  H4   C6   C7   109.65  3.000
 C8G  H3   C6   C7   109.94  3.000
 C8G  N1   C6   C7   110.19  3.000
 C8G  H6   C7   H5   107.24  3.000
 C8G  H6   C7   N2   112.11  3.000
 C8G  H5   C7   N2   109.03  3.000
 C8G  H6   C7   C6   109.00  3.000
 C8G  H5   C7   C6   108.52  3.000
 C8G  N2   C7   C6   110.81  3.000
 C8G  H8   C9   H7   108.39  3.000
 C8G  H8   C9   C8   116.06  3.000
 C8G  H7   C9   C8   114.32  3.000
 C8G  H8   C9   N3   114.58  3.000
 C8G  H7   C9   N3   114.31  3.000
 C8G  C8   C9   N3    88.28  3.000
 C8G  H10  C11  H9   105.36  3.000
 C8G  H10  C11  C10  108.02  3.000
 C8G  H9   C11  C10  109.29  3.000
 C8G  H10  C11  C12  110.02  3.000
 C8G  H9   C11  C12  110.40  3.000
 C8G  C10  C11  C12  113.42  3.000
 C8G  H13  C12  H12  107.72  3.000
 C8G  H13  C12  H11  107.68  3.000
 C8G  H12  C12  H11  107.88  3.000
 C8G  H13  C12  C11  110.02  3.000
 C8G  H12  C12  C11  111.67  3.000
 C8G  H11  C12  C11  111.70  3.000
 C8G  H15  C13  H14  108.66  3.000
 C8G  H15  C13  C8   115.13  3.000
 C8G  H14  C13  C8   116.01  3.000
 C8G  H15  C13  N3   114.14  3.000
 C8G  H14  C13  N3   114.05  3.000
 C8G  C8   C13  N3    87.82  3.000
 C8G  H17  C14  H16  107.33  3.000
 C8G  H17  C14  N2   110.33  3.000
 C8G  H16  C14  N2   112.66  3.000
 C8G  H17  C14  C15  107.86  3.000
 C8G  H16  C14  C15  108.42  3.000
 C8G  N2   C14  C15  110.09  3.000
 C8G  H18  C16  C3   120.63  3.000
 C8G  H18  C16  C17  118.46  3.000
 C8G  C3   C16  C17  120.90  3.000
 C8G  C    C17  CL1  120.89  3.000
 C8G  C    C17  C16  120.13  3.000
 C8G  CL1  C17  C16  118.97  3.000
 C8G  C1   C    CL   119.16  3.000
 C8G  C1   C    C17  119.74  3.000
 C8G  CL   C    C17  121.09  3.000
 C8G  N    C3   C16  124.10  3.000
 C8G  N    C3   C2   117.47  3.000
 C8G  C16  C3   C2   118.38  3.000
 C8G  H20  C1   C    120.14  3.000
 C8G  H20  C1   C2   119.53  3.000
 C8G  C    C1   C2   120.32  3.000
 C8G  H21  N    C3   113.90  3.000
 C8G  H21  N    C4   112.14  3.000
 C8G  C3   N    C4   118.83  3.000
 C8G  C15  N1   C6   112.69  3.000
 C8G  C15  N1   C5   125.85  3.000
 C8G  C6   N1   C5   121.45  3.000
 C8G  H23  C15  H22  107.20  3.000
 C8G  H23  C15  N1   111.60  3.000
 C8G  H22  C15  N1   109.00  3.000
 C8G  H23  C15  C14  109.09  3.000
 C8G  H22  C15  C14  109.58  3.000
 C8G  N1   C15  C14  110.31  3.000
 C8G  C8   N2   C14  115.64  3.000
 C8G  C14  N2   C7   110.56  3.000
 C8G  C8   N2   C7   112.02  3.000
 C8G  H25  C8   N2   107.51  3.000
 C8G  H25  C8   C13  111.35  3.000
 C8G  N2   C8   C13  120.48  3.000
 C8G  H25  C8   C9   111.23  3.000
 C8G  N2   C8   C9   117.31  3.000
 C8G  C13  C8   C9    87.94  3.000
 C8G  C11  C10  N3   115.07  3.000
 C8G  N3   C10  O1   121.53  3.000
 C8G  C11  C10  O1   123.40  3.000
 C8G  H19  O    C2   109.49  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
 C8G  CONST_01  C17  C16  C3   C2     0.00   0.0  0
 C8G  CONST_02  C17  C    C1   C2     0.00   0.0  0
 C8G  CONST_03  C1   C    C17  C16    0.00   0.0  0
 C8G  CONST_04  C1   C2   C3   C16    0.00   0.0  0
 C8G  CONST_05  C3   C16  C17  C      0.00   0.0  0
 C8G  CONST_06  C3   C2   C1   C      0.00   0.0  0
 C8G  CONST_07  CL   C    C1   C2   180.00   0.0  0
 C8G  CONST_08  CL   C    C17  C16  180.00   0.0  0
 C8G  CONST_09  O    C2   C3   C16  180.00   0.0  0
 C8G  CONST_10  N    C3   C16  C17  180.00   0.0  0
 C8G  CONST_11  C3   C16  C17  CL1  180.00   0.0  0
 C8G  CONST_12  C1   C    C17  CL1  180.00   0.0  0
 C8G  CONST_13  O    C2   C1   C    180.00   0.0  0
 C8G  CONST_14  N    C3   C2   C1   180.00   0.0  0
 C8G  CONST_15  H18  C16  C3   C2   180.00   0.0  0
 C8G  CONST_16  H20  C1   C    C17  180.00   0.0  0
 C8G  CONST_17  C13  N3   C10  O1     0.00   0.0  0
 C8G  CONST_18  C9   N3   C10  O1   180.00   0.0  0
 C8G  CONST_19  C6   N1   C5   C4   180.00   0.0  0
 C8G  CONST_20  C15  N1   C5   C4     0.00   0.0  0
 C8G  CONST_21  O2   C5   N1   C6     0.00   0.0  0
 C8G  CONST_22  C11  C10  N3   C9     0.00   0.0  0
 C8G  CONST_23  C13  N3   C10  C11  180.00   0.0  0
 C8G  CONST_24  C15  N1   C5   O2   180.00   0.0  0
 C8G  CONST_25  C4   N    C3   C2   180.00   0.0  0
 C8G  CONST_26  C16  C3   N    C4     0.00   0.0  0
 C8G  Var_01    C8   N2   C7   C6   170.98  30.0  1
 C8G  Var_02    C14  C15  N1   C6    55.50  30.0  1
 C8G  Var_03    C15  C14  N2   C7    58.86  30.0  1
 C8G  Var_04    C15  N1   C6   C7   -54.63  30.0  1
 C8G  Var_05    C8   C13  N3   C9    -0.18  30.0  1
 C8G  Var_06    N2   C7   C6   N1    55.45  30.0  1
 C8G  Var_07    N2   C14  C15  N1   -56.81  30.0  1
 C8G  Var_08    C12  C11  C10  N3   170.99  30.0  2
 C8G  Var_09    C3   N    C4   C5   179.62  30.0  3
 C8G  Var_10    N1   C5   C4   N    174.31  30.0  1
 C8G  Var_11    H11  C12  C11  C10  -61.19  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
 C8G  chir_01  C8  C13  C9  N2  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
 C8G  plan-1  C4   0.020
 C8G  plan-1  C5   0.020
 C8G  plan-1  C6   0.020
 C8G  plan-1  O2   0.020
 C8G  plan-1  N1   0.020
 C8G  plan-1  C15  0.020
 C8G  plan-2  C2   0.020
 C8G  plan-2  C16  0.020
 C8G  plan-2  C17  0.020
 C8G  plan-2  CL1  0.020
 C8G  plan-2  C    0.020
 C8G  plan-2  CL   0.020
 C8G  plan-2  C3   0.020
 C8G  plan-2  C1   0.020
 C8G  plan-2  N    0.020
 C8G  plan-2  H18  0.020
 C8G  plan-2  H20  0.020
 C8G  plan-2  O    0.020
 C8G  plan-3  C4   0.020
 C8G  plan-3  C3   0.020
 C8G  plan-3  N    0.020
 C8G  plan-3  H21  0.020
 C8G  plan-4  O1   0.020
 C8G  plan-4  N3   0.020
 C8G  plan-4  C9   0.020
 C8G  plan-4  C11  0.020
 C8G  plan-4  C13  0.020
 C8G  plan-4  C10  0.020

