# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 07:54:51 2020
#   Inital geometry file: a 130 line input string
#   Ligand name: 5-chloranyl-N-[2-(3-methoxyphenyl)ethanimidoyl]-2-piperidin-4-yloxy-benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cccc(CC(=N)NC(=O)c2cc(Cl)ccc2OC3CCNCC3)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
 TUT  TUT  5-chloranyl-N-[2-(3-methoxyphenyl)ethanimidoyl]-2-piperidin-4-yloxy-benzamide  ligand  52  28  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TUT
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
 TUT  C     C   CH3   0  -0.436  -8.1361   2.1497   1.2182
 TUT  N     N   N     0  -0.574  -2.2015   0.8737  -1.4176
 TUT  O     O   O2    0  -0.472  -6.7958   1.7285   1.3765
 TUT  CL    CL  CL    0  -0.131   2.7495  -4.7710  -1.0129
 TUT  C1    C   CR6   0   0.398  -6.3016   0.8155   0.5199
 TUT  N1    N   NH1   0  -0.686  -0.6505  -0.5475  -0.4328
 TUT  O1    O   O     0  -0.408   0.6162   0.8672  -1.7092
 TUT  C2    C   CR16  0  -0.391  -7.0176   0.2581  -0.5365
 TUT  N2    N   NH1   0  -0.571   5.5775   4.1092   0.1096
 TUT  O2    O   O2    0  -0.476   2.7720   0.9496   0.2397
 TUT  C3    C   CR16  0  -0.228  -6.4012  -0.6803  -1.3570
 TUT  C4    C   CR16  0  -0.306  -5.0910  -1.0699  -1.1404
 TUT  C5    C   CR6   0   0.085  -4.3724  -0.5157  -0.0807
 TUT  C6    C   CH2   0  -0.647  -2.9461  -0.9138   0.1536
 TUT  C7    C   C     0   0.411  -1.9499  -0.0936  -0.6456
 TUT  C8    C   C     0   0.529   0.5186  -0.0908  -0.9806
 TUT  C9    C   CR6   0  -0.208   1.6996  -0.9374  -0.6109
 TUT  C10   C   CR16  0  -0.202   1.6701  -2.2979  -0.8873
 TUT  C11   C   CR6   0  -0.060   2.7860  -3.0793  -0.6398
 TUT  C12   C   CR16  0  -0.197   3.9274  -2.5137  -0.1008
 TUT  C13   C   CR16  0  -0.374   3.9571  -1.1592   0.1922
 TUT  C14   C   CR6   0   0.412   2.8476  -0.3529  -0.0577
 TUT  C15   C   CH1   0   0.032   3.9554   1.7070   0.5020
 TUT  C16   C   CH2   0  -0.464   3.5158   3.0507   1.0552
 TUT  C17   C   CH2   0  -0.328   4.7425   3.9377   1.2858
 TUT  C18   C   CH2   0  -0.324   5.9692   2.8306  -0.4570
 TUT  C19   C   CH2   0  -0.482   4.7916   1.8986  -0.7544
 TUT  C20   C   CR16  0  -0.376  -4.9786   0.4240   0.7383
 TUT  H     H   HCH3  0   0.229  -8.3040   2.6263   0.2491
 TUT  HA    H   HCH3  0   0.229  -8.8411   1.3220   1.3322
 TUT  HB    H   HCH3  0   0.259  -8.3249   2.8789   2.0022
 TUT  HN    H   H     0   0.347  -3.2029   1.0424  -1.4368
 TUT  HN1   H   HNH1  0   0.429  -0.5576  -1.3091   0.2224
 TUT  H2    H   HCR6  0   0.281  -8.0436   0.5365  -0.7336
 TUT  H3    H   HCR6  0   0.261  -6.9639  -1.1124  -2.1743
 TUT  H4    H   HCR6  0   0.252  -4.6259  -1.8055  -1.7851
 TUT  H6    H   HCH2  0   0.300  -2.6904  -0.8249   1.2136
 TUT  H6A   H   HCH2  0   0.296  -2.8051  -1.9674  -0.1051
 TUT  H10   H   HCR6  0   0.291   0.7842  -2.7424  -1.3228
 TUT  H12   H   HCR6  0   0.289   4.8006  -3.1195   0.0997
 TUT  H13   H   HCR6  0   0.291   4.8599  -0.7542   0.6259
 TUT  H15   H   HCH1  0   0.227   4.5551   1.2050   1.2723
 TUT  H16   H   HCH2  0   0.230   2.8383   3.5374   0.3461
 TUT  H16A  H   HCH2  0   0.243   2.9720   2.9177   1.9941
 TUT  H17   H   HCH2  0   0.222   5.3580   3.4995   2.0788
 TUT  H17A  H   HCH2  0   0.246   4.4259   4.9183   1.6439
 TUT  H18   H   HCH2  0   0.245   6.5378   3.0063  -1.3713
 TUT  H18A  H   HCH2  0   0.223   6.6511   2.3395   0.2456
 TUT  H19   H   HCH2  0   0.246   5.1660   0.9462  -1.1380
 TUT  H19A  H   HCH2  0   0.234   4.1641   2.3397  -1.5354
 TUT  H20   H   HCR6  0   0.261  -4.4285   0.8602   1.5644
 TUT  HN2   H   HNH1  0   0.341   5.0603   4.6325  -0.5882

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
 TUT  C    O     single    1.414  0.020  1.414
 TUT  N    C7    double    1.263  0.020  1.263
 TUT  O    C1    single    1.346  0.020  1.346
 TUT  CL   C11   single    1.733  0.020  1.733
 TUT  C1   C2    aromatic  1.393  0.020  1.393
 TUT  C1   C20   aromatic  1.397  0.020  1.397
 TUT  N1   C7    single    1.393  0.020  1.393
 TUT  N1   C8    single    1.369  0.020  1.369
 TUT  O1   C8    double    1.208  0.020  1.208
 TUT  C2   C3    aromatic  1.391  0.020  1.391
 TUT  N2   C17   single    1.453  0.020  1.453
 TUT  N2   C18   single    1.452  0.020  1.452
 TUT  O2   C14   single    1.338  0.020  1.338
 TUT  O2   C15   single    1.429  0.020  1.429
 TUT  C3   C4    aromatic  1.384  0.020  1.384
 TUT  C4   C5    aromatic  1.395  0.020  1.395
 TUT  C5   C6    single    1.499  0.020  1.499
 TUT  C5   C20   aromatic  1.386  0.020  1.386
 TUT  C6   C7    single    1.518  0.020  1.518
 TUT  C8   C9    single    1.499  0.020  1.499
 TUT  C9   C10   aromatic  1.389  0.020  1.389
 TUT  C9   C14   aromatic  1.402  0.020  1.402
 TUT  C10  C11   aromatic  1.385  0.020  1.385
 TUT  C11  C12   aromatic  1.383  0.020  1.383
 TUT  C12  C13   aromatic  1.386  0.020  1.386
 TUT  C13  C14   aromatic  1.394  0.020  1.394
 TUT  C15  C16   single    1.518  0.020  1.518
 TUT  C15  C19   single    1.521  0.020  1.521
 TUT  C16  C17   single    1.531  0.020  1.531
 TUT  C18  C19   single    1.531  0.020  1.531
 TUT  C    H     single    0.970  0.020  1.090
 TUT  C    HA    single    0.970  0.020  1.090
 TUT  C    HB    single    0.970  0.020  1.090
 TUT  N    HN    single    0.890  0.020  1.040
 TUT  N1   HN1   single    0.860  0.020  1.020
 TUT  C2   H2    single    0.930  0.020  1.080
 TUT  N2   HN2   single    0.890  0.020  1.040
 TUT  C3   H3    single    0.930  0.020  1.080
 TUT  C4   H4    single    0.930  0.020  1.080
 TUT  C6   H6    single    0.970  0.020  1.090
 TUT  C6   H6A   single    0.970  0.020  1.090
 TUT  C10  H10   single    0.930  0.020  1.080
 TUT  C12  H12   single    0.930  0.020  1.080
 TUT  C13  H13   single    0.930  0.020  1.080
 TUT  C15  H15   single    0.970  0.020  1.090
 TUT  C16  H16   single    0.970  0.020  1.090
 TUT  C16  H16A  single    0.970  0.020  1.090
 TUT  C17  H17   single    0.970  0.020  1.090
 TUT  C17  H17A  single    0.970  0.020  1.090
 TUT  C18  H18   single    0.970  0.020  1.090
 TUT  C18  H18A  single    0.970  0.020  1.090
 TUT  C19  H19   single    0.970  0.020  1.090
 TUT  C19  H19A  single    0.970  0.020  1.090
 TUT  C20  H20   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
 TUT  HB    C    HA   108.70  3.000
 TUT  HB    C    H    108.68  3.000
 TUT  HA    C    H    108.87  3.000
 TUT  HB    C    O    106.48  3.000
 TUT  HA    C    O    111.97  3.000
 TUT  H     C    O    112.01  3.000
 TUT  HN    N    C7   109.58  3.000
 TUT  C1    O    C    118.61  3.000
 TUT  C20   C1   C2   119.56  3.000
 TUT  C20   C1   O    116.00  3.000
 TUT  C2    C1   O    124.44  3.000
 TUT  HN1   N1   C8   115.65  3.000
 TUT  HN1   N1   C7   115.54  3.000
 TUT  C8    N1   C7   128.80  3.000
 TUT  H2    C2   C3   119.13  3.000
 TUT  H2    C2   C1   121.54  3.000
 TUT  C3    C2   C1   119.33  3.000
 TUT  HN2   N2   C18  108.87  3.000
 TUT  HN2   N2   C17  108.96  3.000
 TUT  C18   N2   C17  111.53  3.000
 TUT  C15   O2   C14  120.65  3.000
 TUT  H3    C3   C4   119.87  3.000
 TUT  H3    C3   C2   118.98  3.000
 TUT  C4    C3   C2   121.14  3.000
 TUT  H4    C4   C5   120.05  3.000
 TUT  H4    C4   C3   120.30  3.000
 TUT  C5    C4   C3   119.65  3.000
 TUT  C20   C5   C6   120.25  3.000
 TUT  C20   C5   C4   119.52  3.000
 TUT  C6    C5   C4   120.22  3.000
 TUT  H6A   C6   H6   106.09  3.000
 TUT  H6A   C6   C7   108.14  3.000
 TUT  H6    C6   C7   108.23  3.000
 TUT  H6A   C6   C5   109.96  3.000
 TUT  H6    C6   C5   110.62  3.000
 TUT  C7    C6   C5   113.49  3.000
 TUT  C6    C7   N1   110.84  3.000
 TUT  C6    C7   N    127.23  3.000
 TUT  N1    C7   N    121.93  3.000
 TUT  C9    C8   O1   122.21  3.000
 TUT  C9    C8   N1   112.67  3.000
 TUT  O1    C8   N1   125.10  3.000
 TUT  C14   C9   C10  120.29  3.000
 TUT  C14   C9   C8   120.46  3.000
 TUT  C10   C9   C8   119.17  3.000
 TUT  H10   C10  C11  119.98  3.000
 TUT  H10   C10  C9   119.98  3.000
 TUT  C11   C10  C9   120.02  3.000
 TUT  C12   C11  C10  120.26  3.000
 TUT  C12   C11  CL   120.03  3.000
 TUT  C10   C11  CL   119.71  3.000
 TUT  H12   C12  C13  119.40  3.000
 TUT  H12   C12  C11  120.63  3.000
 TUT  C13   C12  C11  119.97  3.000
 TUT  H13   C13  C14  121.34  3.000
 TUT  H13   C13  C12  117.97  3.000
 TUT  C14   C13  C12  120.68  3.000
 TUT  C13   C14  C9   118.77  3.000
 TUT  C13   C14  O2   124.62  3.000
 TUT  C9    C14  O2   116.56  3.000
 TUT  H15   C15  C19  109.68  3.000
 TUT  H15   C15  C16  107.89  3.000
 TUT  C19   C15  C16  110.41  3.000
 TUT  H15   C15  O2   109.80  3.000
 TUT  C19   C15  O2   111.73  3.000
 TUT  C16   C15  O2   107.23  3.000
 TUT  H16A  C16  H16  107.61  3.000
 TUT  H16A  C16  C17  109.86  3.000
 TUT  H16   C16  C17  109.62  3.000
 TUT  H16A  C16  C15  110.45  3.000
 TUT  H16   C16  C15  109.67  3.000
 TUT  C17   C16  C15  109.61  3.000
 TUT  H17A  C17  H17  106.56  3.000
 TUT  H17A  C17  C16  109.73  3.000
 TUT  H17   C17  C16  109.11  3.000
 TUT  H17A  C17  N2   109.06  3.000
 TUT  H17   C17  N2   108.09  3.000
 TUT  C16   C17  N2   114.01  3.000
 TUT  H18A  C18  H18  106.57  3.000
 TUT  H18A  C18  C19  109.30  3.000
 TUT  H18   C18  C19  109.65  3.000
 TUT  H18A  C18  N2   108.20  3.000
 TUT  H18   C18  N2   109.01  3.000
 TUT  C19   C18  N2   113.85  3.000
 TUT  H19A  C19  H19  107.28  3.000
 TUT  H19A  C19  C18  109.52  3.000
 TUT  H19   C19  C18  109.58  3.000
 TUT  H19A  C19  C15  108.96  3.000
 TUT  H19   C19  C15  111.62  3.000
 TUT  C18   C19  C15  109.82  3.000
 TUT  H20   C20  C5   120.07  3.000
 TUT  H20   C20  C1   119.14  3.000
 TUT  C5    C20  C1   120.79  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
 TUT  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 TUT  CONST_02  C4   C5   C20  C1     0.00   0.0  0
 TUT  CONST_03  C5   C20  C1   C2     0.00   0.0  0
 TUT  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 TUT  CONST_05  C20  C1   C2   C3     0.00   0.0  0
 TUT  CONST_06  C20  C5   C4   C3     0.00   0.0  0
 TUT  CONST_07  C12  C11  C10  C9     0.00   0.0  0
 TUT  CONST_08  C12  C13  C14  C9     0.00   0.0  0
 TUT  CONST_09  C13  C14  C9   C10    0.00   0.0  0
 TUT  CONST_10  C13  C12  C11  C10    0.00   0.0  0
 TUT  CONST_11  C14  C9   C10  C11    0.00   0.0  0
 TUT  CONST_12  C14  C13  C12  C11    0.00   0.0  0
 TUT  CONST_13  C3   C2   C1   O    180.00   0.0  0
 TUT  CONST_14  C5   C20  C1   O    180.00   0.0  0
 TUT  CONST_15  C9   C10  C11  CL   180.00   0.0  0
 TUT  CONST_16  C13  C12  C11  CL   180.00   0.0  0
 TUT  CONST_17  C6   C5   C20  C1   180.00   0.0  0
 TUT  CONST_18  C10  C9   C14  O2   180.00   0.0  0
 TUT  CONST_19  C12  C13  C14  O2   180.00   0.0  0
 TUT  CONST_20  C6   C5   C4   C3   180.00   0.0  0
 TUT  CONST_21  C11  C10  C9   C8   180.00   0.0  0
 TUT  CONST_22  C13  C14  C9   C8   180.00   0.0  0
 TUT  CONST_23  H3   C3   C2   C1   180.00   0.0  0
 TUT  CONST_24  H20  C20  C1   C2   180.00   0.0  0
 TUT  CONST_25  H4   C4   C3   C2   180.00   0.0  0
 TUT  CONST_26  H2   C2   C3   C4   180.00   0.0  0
 TUT  CONST_27  H13  C13  C14  C9   180.00   0.0  0
 TUT  CONST_28  H12  C12  C11  C10  180.00   0.0  0
 TUT  CONST_29  H10  C10  C11  C12  180.00   0.0  0
 TUT  CONST_30  C9   C8   N1   C7   180.00   0.0  0
 TUT  CONST_31  HN1  N1   C8   C9     0.00   0.0  0
 TUT  CONST_32  C7   N1   C8   O1     0.00   0.0  0
 TUT  CONST_33  C8   N1   C7   N      0.00   0.0  0
 TUT  CONST_34  C8   N1   C7   C6   180.00   0.0  0
 TUT  CONST_35  HN   N    C7   N1   180.00   0.0  0
 TUT  Var_01    C15  C16  C17  N2    55.00  30.0  1
 TUT  Var_02    C15  C19  C18  N2   -54.74  30.0  1
 TUT  Var_03    C18  N2   C17  C16  -53.79  30.0  1
 TUT  Var_04    C19  C18  N2   C17   53.58  30.0  1
 TUT  Var_05    C2   C1   O    C      0.82  30.0  2
 TUT  Var_06    C10  C9   C8   N1    55.78  30.0  2
 TUT  Var_07    C7   C6   C5   C4    86.53  30.0  2
 TUT  Var_08    C5   C6   C7   N      2.39  30.0  1
 TUT  Var_09    H    C    O    C1   -61.24  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
 TUT  chir_01  C15  O2  C16  C19  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
 TUT  plan-1  O    0.020
 TUT  plan-1  C1   0.020
 TUT  plan-1  C2   0.020
 TUT  plan-1  C3   0.020
 TUT  plan-1  C4   0.020
 TUT  plan-1  C5   0.020
 TUT  plan-1  C6   0.020
 TUT  plan-1  C20  0.020
 TUT  plan-1  H2   0.020
 TUT  plan-1  H3   0.020
 TUT  plan-1  H4   0.020
 TUT  plan-1  H20  0.020
 TUT  plan-2  CL   0.020
 TUT  plan-2  O2   0.020
 TUT  plan-2  C8   0.020
 TUT  plan-2  C9   0.020
 TUT  plan-2  C10  0.020
 TUT  plan-2  C11  0.020
 TUT  plan-2  C12  0.020
 TUT  plan-2  C13  0.020
 TUT  plan-2  C14  0.020
 TUT  plan-2  H10  0.020
 TUT  plan-2  H12  0.020
 TUT  plan-2  H13  0.020
 TUT  plan-3  N    0.020
 TUT  plan-3  N1   0.020
 TUT  plan-3  O1   0.020
 TUT  plan-3  C6   0.020
 TUT  plan-3  C7   0.020
 TUT  plan-3  C8   0.020
 TUT  plan-3  C9   0.020
 TUT  plan-3  HN   0.020
 TUT  plan-3  HN1  0.020

