# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 09:55:07 2022
#   Inital geometry file: a 128 line input string
#   Ligand name: 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-(piperidin-1-yl)-1H-pyrazole-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1c(nn(c2ccc(Cl)cc2Cl)c1c3ccc(Cl)cc3)C(=O)NN4CCCCC4
#
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
 AY6  AY6  5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-(piperidin-1-yl)-1H-pyrazole-3-carboxamide  ligand  51  30  .  2022-03-11  2022-03-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_AY6
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
 AY6  N    N   NR5   0  -0.443   0.1498  -0.0222   0.1852
 AY6  C    C   CH3   0  -0.741  -0.6534  -3.5604  -0.2113
 AY6  O    O   O     0  -0.465  -3.5082  -2.5656   0.1637
 AY6  C1   C   CR5   0  -0.196  -0.5771  -2.0853  -0.0151
 AY6  C10  C   CR6   0   0.370   0.9619   1.1209   0.3510
 AY6  C11  C   CR6   0  -0.069   1.0551   2.0730  -0.6580
 AY6  C12  C   CR16  0  -0.179   1.8518   3.1945  -0.4995
 AY6  C13  C   CR6   0  -0.037   2.5629   3.3432   0.6810
 AY6  C14  C   CR16  0  -0.208   2.4941   2.4000   1.6946
 AY6  C15  C   CR16  0  -0.263   1.6845   1.2910   1.5213
 AY6  C16  C   CR6   0   0.046   1.9751  -1.6776  -0.1004
 AY6  C17  C   CR16  0  -0.293   2.5218  -2.6506   0.7333
 AY6  C18  C   CR16  0  -0.196   3.8553  -3.0115   0.6240
 AY6  C19  C   CR6   0  -0.045   4.6468  -2.3856  -0.3262
 AY6  C2   C   CR5   0   0.420   0.5631  -1.3113   0.0252
 AY6  C20  C   CR16  0  -0.196   4.1257  -1.4165  -1.1703
 AY6  C21  C   CR16  0  -0.281   2.7900  -1.0702  -1.0549
 AY6  C3   C   CR5   0   0.135  -1.6243  -1.1476   0.1268
 AY6  C4   C   C     0   0.508  -3.0808  -1.4237   0.1429
 AY6  C5   C   CH2   0  -0.279  -5.7630   0.1692   1.3815
 AY6  C6   C   CH2   0  -0.446  -7.2691  -0.0318   1.4423
 AY6  C7   C   CH2   0  -0.444  -7.9453   0.5543   0.2098
 AY6  C8   C   CH2   0  -0.446  -7.3171  -0.0183  -1.0540
 AY6  C9   C   CH2   0  -0.278  -5.8095   0.1818  -1.0486
 AY6  N1   N   N     0  -0.292  -1.1653   0.0849   0.2483
 AY6  N2   N   NH1   0  -0.510  -3.8501  -0.3184   0.1235
 AY6  N3   N   NT    0  -0.286  -5.2250  -0.4025   0.1525
 AY6  CL   CL  CL    0  -0.098   3.5596   4.7374   0.8836
 AY6  CL1  CL  CL    0  -0.070   0.2095   1.8404  -2.1383
 AY6  CL2  CL  CL    0  -0.120   6.3155  -2.8242  -0.4642
 AY6  H1   H   HCH3  0   0.248  -0.9696  -4.0693   0.6996
 AY6  H2   H   HCH3  0   0.251  -1.3679  -3.8209  -0.9897
 AY6  H3   H   HCH3  0   0.239   0.3171  -3.9637  -0.4968
 AY6  H4   H   HCR6  0   0.312   1.9225   3.9316  -1.2869
 AY6  H5   H   HCR6  0   0.297   3.0551   2.5280   2.6095
 AY6  H6   H   HCR6  0   0.298   1.6114   0.5482   2.3044
 AY6  H7   H   HCR6  0   0.274   1.9048  -3.1250   1.4853
 AY6  H8   H   HCR6  0   0.286   4.2710  -3.7664   1.2772
 AY6  H9   H   HCR6  0   0.286   4.7484  -0.9406  -1.9150
 AY6  H10  H   HCR6  0   0.257   2.3810  -0.3336  -1.7344
 AY6  H11  H   HCH2  0   0.199  -5.5330   1.2455   1.4550
 AY6  H12  H   HCH2  0   0.246  -5.2795  -0.3234   2.2264
 AY6  H13  H   HCH2  0   0.223  -7.4859  -1.1017   1.5132
 AY6  H14  H   HCH2  0   0.238  -7.6515   0.4319   2.3537
 AY6  H15  H   HCH2  0   0.237  -9.0188   0.3566   0.2293
 AY6  H16  H   HCH2  0   0.215  -7.8250   1.6428   0.2132
 AY6  H17  H   HCH2  0   0.223  -7.5372  -1.0873  -1.1280
 AY6  H18  H   HCH2  0   0.237  -7.7339   0.4554  -1.9449
 AY6  H19  H   HCH2  0   0.247  -5.3588  -0.3020  -1.9165
 AY6  H20  H   HCH2  0   0.199  -5.5827   1.2590  -1.1205
 AY6  H21  H   HNH1  0   0.395  -3.4098   0.5957   0.1126

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
 AY6  C7   C6   single    1.523  0.020  1.523
 AY6  C7   C8   single    1.523  0.020  1.523
 AY6  C6   C5   single    1.521  0.020  1.521
 AY6  C5   N3   single    1.458  0.020  1.458
 AY6  C8   C9   single    1.521  0.020  1.521
 AY6  C9   N3   single    1.458  0.020  1.458
 AY6  N3   N2   single    1.378  0.020  1.378
 AY6  N2   C4   single    1.347  0.020  1.347
 AY6  C4   O    double    1.219  0.020  1.219
 AY6  C4   C3   single    1.482  0.020  1.482
 AY6  N1   C3   aromatic  1.321  0.020  1.321
 AY6  N1   N    aromatic  1.321  0.020  1.321
 AY6  C14  C15  aromatic  1.384  0.020  1.384
 AY6  C14  C13  aromatic  1.386  0.020  1.386
 AY6  C15  C10  aromatic  1.386  0.020  1.386
 AY6  C3   C1   aromatic  1.413  0.020  1.413
 AY6  CL   C13  single    1.726  0.020  1.726
 AY6  C13  C12  aromatic  1.386  0.020  1.386
 AY6  C10  N    single    1.412  0.020  1.412
 AY6  C10  C11  aromatic  1.390  0.020  1.390
 AY6  N    C2   aromatic  1.363  0.020  1.363
 AY6  C12  C11  aromatic  1.385  0.020  1.385
 AY6  C1   C2   aromatic  1.379  0.020  1.379
 AY6  C1   C    single    1.490  0.020  1.490
 AY6  C11  CL1  single    1.721  0.020  1.721
 AY6  C2   C16  single    1.464  0.020  1.464
 AY6  C16  C21  aromatic  1.394  0.020  1.394
 AY6  C16  C17  aromatic  1.393  0.020  1.393
 AY6  C21  C20  aromatic  1.385  0.020  1.385
 AY6  C17  C18  aromatic  1.386  0.020  1.386
 AY6  C20  C19  aromatic  1.387  0.020  1.387
 AY6  C18  C19  aromatic  1.386  0.020  1.386
 AY6  C19  CL2  single    1.731  0.020  1.731
 AY6  C    H1   single    0.970  0.020  1.090
 AY6  C    H2   single    0.970  0.020  1.090
 AY6  C    H3   single    0.970  0.020  1.090
 AY6  C12  H4   single    0.930  0.020  1.080
 AY6  C14  H5   single    0.930  0.020  1.080
 AY6  C15  H6   single    0.930  0.020  1.080
 AY6  C17  H7   single    0.930  0.020  1.080
 AY6  C18  H8   single    0.930  0.020  1.080
 AY6  C20  H9   single    0.930  0.020  1.080
 AY6  C21  H10  single    0.930  0.020  1.080
 AY6  C5   H11  single    0.970  0.020  1.090
 AY6  C5   H12  single    0.970  0.020  1.090
 AY6  C6   H13  single    0.970  0.020  1.090
 AY6  C6   H14  single    0.970  0.020  1.090
 AY6  C7   H15  single    0.970  0.020  1.090
 AY6  C7   H16  single    0.970  0.020  1.090
 AY6  C8   H17  single    0.970  0.020  1.090
 AY6  C8   H18  single    0.970  0.020  1.090
 AY6  C9   H19  single    0.970  0.020  1.090
 AY6  C9   H20  single    0.970  0.020  1.090
 AY6  N2   H21  single    0.860  0.020  1.020

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
 AY6  N1   N    C2   112.59  3.000
 AY6  C2   N    C10  127.23  3.000
 AY6  N1   N    C10  120.09  3.000
 AY6  H3   C    H2   108.00  3.000
 AY6  H3   C    H1   107.74  3.000
 AY6  H2   C    H1   107.18  3.000
 AY6  H3   C    C1   110.82  3.000
 AY6  H2   C    C1   111.39  3.000
 AY6  H1   C    C1   111.52  3.000
 AY6  C3   C1   C2   103.73  3.000
 AY6  C2   C1   C    127.01  3.000
 AY6  C3   C1   C    129.23  3.000
 AY6  C15  C10  C11  119.59  3.000
 AY6  C11  C10  N    120.51  3.000
 AY6  C15  C10  N    119.90  3.000
 AY6  CL1  C11  C12  119.39  3.000
 AY6  CL1  C11  C10  119.92  3.000
 AY6  C12  C11  C10  120.67  3.000
 AY6  H4   C12  C13  120.91  3.000
 AY6  H4   C12  C11  120.43  3.000
 AY6  C13  C12  C11  118.65  3.000
 AY6  CL   C13  C14  119.50  3.000
 AY6  CL   C13  C12  118.88  3.000
 AY6  C14  C13  C12  121.62  3.000
 AY6  H5   C14  C15  120.30  3.000
 AY6  H5   C14  C13  120.84  3.000
 AY6  C15  C14  C13  118.86  3.000
 AY6  H6   C15  C14  119.94  3.000
 AY6  H6   C15  C10  119.46  3.000
 AY6  C14  C15  C10  120.61  3.000
 AY6  C21  C16  C2   120.89  3.000
 AY6  C21  C16  C17  118.98  3.000
 AY6  C2   C16  C17  120.13  3.000
 AY6  H7   C17  C18  119.29  3.000
 AY6  H7   C17  C16  119.88  3.000
 AY6  C18  C17  C16  120.82  3.000
 AY6  H8   C18  C19  120.66  3.000
 AY6  H8   C18  C17  120.27  3.000
 AY6  C19  C18  C17  119.07  3.000
 AY6  CL2  C19  C20  119.39  3.000
 AY6  CL2  C19  C18  119.39  3.000
 AY6  C20  C19  C18  121.22  3.000
 AY6  C16  C2   C1   130.89  3.000
 AY6  C16  C2   N    122.62  3.000
 AY6  C1   C2   N    106.48  3.000
 AY6  H9   C20  C21  120.20  3.000
 AY6  H9   C20  C19  120.69  3.000
 AY6  C21  C20  C19  119.11  3.000
 AY6  H10  C21  C20  118.85  3.000
 AY6  H10  C21  C16  120.35  3.000
 AY6  C20  C21  C16  120.79  3.000
 AY6  N1   C3   C4   120.95  3.000
 AY6  N1   C3   C1   111.78  3.000
 AY6  C4   C3   C1   127.27  3.000
 AY6  N2   C4   C3   114.09  3.000
 AY6  C3   C4   O    121.26  3.000
 AY6  N2   C4   O    124.65  3.000
 AY6  H12  C5   H11  107.25  3.000
 AY6  H12  C5   N3   108.19  3.000
 AY6  H11  C5   N3   111.21  3.000
 AY6  H12  C5   C6   110.37  3.000
 AY6  H11  C5   C6   109.44  3.000
 AY6  N3   C5   C6   110.32  3.000
 AY6  H14  C6   H13  106.98  3.000
 AY6  H14  C6   C7   110.89  3.000
 AY6  H13  C6   C7   109.92  3.000
 AY6  H14  C6   C5   108.92  3.000
 AY6  H13  C6   C5   109.16  3.000
 AY6  C7   C6   C5   110.88  3.000
 AY6  H16  C7   H15  106.74  3.000
 AY6  H16  C7   C8   109.33  3.000
 AY6  H15  C7   C8   110.63  3.000
 AY6  H16  C7   C6   109.34  3.000
 AY6  H15  C7   C6   110.63  3.000
 AY6  C8   C7   C6   110.10  3.000
 AY6  H18  C8   H17  106.98  3.000
 AY6  H18  C8   C9   108.91  3.000
 AY6  H17  C8   C9   109.16  3.000
 AY6  H18  C8   C7   110.89  3.000
 AY6  H17  C8   C7   109.92  3.000
 AY6  C9   C8   C7   110.88  3.000
 AY6  H20  C9   H19  107.24  3.000
 AY6  H20  C9   N3   111.26  3.000
 AY6  H19  C9   N3   108.18  3.000
 AY6  H20  C9   C8   109.40  3.000
 AY6  H19  C9   C8   110.39  3.000
 AY6  N3   C9   C8   110.34  3.000
 AY6  C3   N1   N    105.43  3.000
 AY6  H21  N2   N3   119.23  3.000
 AY6  H21  N2   C4   119.44  3.000
 AY6  N3   N2   C4   121.31  3.000
 AY6  N2   N3   C9   111.00  3.000
 AY6  N2   N3   C5   111.21  3.000
 AY6  C9   N3   C5   112.91  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
 AY6  CONST_01  C1   C3   N1   N       0.00   0.0  0
 AY6  CONST_02  C14  C15  C10  N     180.00   0.0  0
 AY6  CONST_03  C12  C11  C10  N     180.00   0.0  0
 AY6  CONST_04  C3   C1   C2   N       0.00   0.0  0
 AY6  CONST_07  N1   N    C2   C1      0.00   0.0  0
 AY6  CONST_08  C10  N    C2   C1    180.00   0.0  0
 AY6  CONST_11  C13  C14  C15  C10     0.00   0.0  0
 AY6  CONST_12  C3   N1   N    C10   180.00   0.0  0
 AY6  CONST_13  C16  C2   N    C10     0.00   0.0  0
 AY6  CONST_14  C13  C12  C11  C10     0.00   0.0  0
 AY6  CONST_15  C14  C15  C10  C11     0.00   0.0  0
 AY6  CONST_18  C14  C13  C12  C11     0.00   0.0  0
 AY6  CONST_19  C15  C14  C13  C12     0.00   0.0  0
 AY6  CONST_20  C15  C10  C11  C12     0.00   0.0  0
 AY6  CONST_23  N1   N    C2   C16   180.00   0.0  0
 AY6  CONST_24  C3   C1   C2   C16   180.00   0.0  0
 AY6  CONST_25  C19  C20  C21  C16     0.00   0.0  0
 AY6  CONST_26  C19  C18  C17  C16     0.00   0.0  0
 AY6  CONST_27  C20  C21  C16  C17     0.00   0.0  0
 AY6  CONST_28  C20  C19  C18  C17     0.00   0.0  0
 AY6  CONST_29  C2   C16  C17  C18   180.00   0.0  0
 AY6  CONST_30  C21  C16  C17  C18     0.00   0.0  0
 AY6  CONST_31  C21  C20  C19  C18     0.00   0.0  0
 AY6  CONST_32  C3   N1   N    C2      0.00   0.0  0
 AY6  CONST_33  N1   C3   C1   C2      0.00   0.0  0
 AY6  CONST_34  C20  C21  C16  C2    180.00   0.0  0
 AY6  CONST_35  C4   C3   N1   N     180.00   0.0  0
 AY6  CONST_36  CL1  C11  C10  N       0.00   0.0  0
 AY6  CONST_37  C    C1   C2   N     180.00   0.0  0
 AY6  CONST_38  N1   C3   C1   C     180.00   0.0  0
 AY6  CONST_39  C16  C2   C1   C       0.00   0.0  0
 AY6  CONST_40  CL   C13  C12  C11   180.00   0.0  0
 AY6  CONST_41  CL1  C11  C12  C13   180.00   0.0  0
 AY6  CONST_42  CL   C13  C14  C15   180.00   0.0  0
 AY6  CONST_43  CL1  C11  C10  C15   180.00   0.0  0
 AY6  CONST_44  CL2  C19  C18  C17   180.00   0.0  0
 AY6  CONST_45  C4   C3   C1   C2    180.00   0.0  0
 AY6  CONST_46  CL2  C19  C20  C21   180.00   0.0  0
 AY6  CONST_47  H6   C15  C10  N       0.00   0.0  0
 AY6  CONST_48  H5   C14  C15  C10   180.00   0.0  0
 AY6  CONST_49  H4   C12  C11  C10   180.00   0.0  0
 AY6  CONST_50  H9   C20  C21  C16   180.00   0.0  0
 AY6  CONST_51  H8   C18  C17  C16   180.00   0.0  0
 AY6  CONST_52  H10  C21  C16  C17   180.00   0.0  0
 AY6  CONST_53  H7   C17  C18  C19   180.00   0.0  0
 AY6  CONST_54  N3   N2   C4   C3    180.00   0.0  0
 AY6  CONST_55  N3   N2   C4   O       0.00   0.0  0
 AY6  CONST_56  H21  N2   C4   C3      0.00   0.0  0
 AY6  Var_01    C8   C7   C6   C5     54.10  30.0  1
 AY6  Var_02    C8   C9   N3   C5    -58.88  30.0  1
 AY6  Var_03    C9   C8   C7   C6    -54.08  30.0  1
 AY6  Var_04    C9   N3   C5   C6     58.89  30.0  1
 AY6  Var_05    N3   C5   C6   C7    -55.91  30.0  1
 AY6  Var_06    N3   C9   C8   C7     55.88  30.0  1
 AY6  Var_07    N1   C3   C4   O    -172.70  30.0  2
 AY6  Var_08    C5   N3   N2   C4    114.66  30.0  1
 AY6  Var_09    H1   C    C1   C2    110.21  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
 AY6  plan-1  N    0.020
 AY6  plan-1  C    0.020
 AY6  plan-1  C1   0.020
 AY6  plan-1  C10  0.020
 AY6  plan-1  C16  0.020
 AY6  plan-1  C2   0.020
 AY6  plan-1  C3   0.020
 AY6  plan-1  C4   0.020
 AY6  plan-1  N1   0.020
 AY6  plan-2  N    0.020
 AY6  plan-2  C10  0.020
 AY6  plan-2  C11  0.020
 AY6  plan-2  C12  0.020
 AY6  plan-2  C13  0.020
 AY6  plan-2  C14  0.020
 AY6  plan-2  C15  0.020
 AY6  plan-2  CL   0.020
 AY6  plan-2  CL1  0.020
 AY6  plan-2  H4   0.020
 AY6  plan-2  H5   0.020
 AY6  plan-2  H6   0.020
 AY6  plan-3  C16  0.020
 AY6  plan-3  C17  0.020
 AY6  plan-3  C18  0.020
 AY6  plan-3  C19  0.020
 AY6  plan-3  C2   0.020
 AY6  plan-3  C20  0.020
 AY6  plan-3  C21  0.020
 AY6  plan-3  CL2  0.020
 AY6  plan-3  H7   0.020
 AY6  plan-3  H8   0.020
 AY6  plan-3  H9   0.020
 AY6  plan-3  H10  0.020
 AY6  plan-4  O    0.020
 AY6  plan-4  C3   0.020
 AY6  plan-4  C4   0.020
 AY6  plan-4  N2   0.020
 AY6  plan-4  N3   0.020
 AY6  plan-4  H21  0.020

