# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 20:22:21 2021
#   Inital geometry file: a 114 line input string
#   Ligand name: 1-(2-azanylethyl)-3-(3,4-dichlorophenyl)-~{N}-(phenylmethyl)pyrazole-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NCCn1cc(C(=O)NCc2ccccc2)c(n1)c3ccc(Cl)c(Cl)c3
#
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
 KWW  KWW  1-(2-azanylethyl)-3-(3,4-dichlorophenyl)-~{N}-(phenylmethyl)pyrazole-4-carboxamide  ligand  44  26  .  2022-07-25  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_KWW
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
 KWW  C10  C   CH2   0  -0.309  47.4511  28.6464  -34.3325
 KWW  C12  C   CR5   0   0.319  45.1318  29.0327  -31.7364
 KWW  C13  C   CR6   0   0.016  44.6718  28.5787  -30.4178
 KWW  C15  C   CR16  0  -0.202  44.1932  26.7792  -28.8834
 KWW  C1   C   CH2   0  -0.395  41.3859  31.5215  -31.3823
 KWW  C2   C   CR6   0   0.134  41.4682  32.1077  -29.9934
 KWW  C3   C   CR16  0  -0.306  40.5540  31.7403  -29.0131
 KWW  C4   C   CR16  0  -0.233  40.6207  32.2895  -27.7380
 KWW  C5   C   CR16  0  -0.263  41.6097  33.2103  -27.4292
 KWW  C6   C   CR16  0  -0.236  42.5338  33.5775  -28.4005
 KWW  C7   C   CR16  0  -0.297  42.4619  33.0317  -29.6727
 KWW  C8   C   CR5   0  -0.320  44.6811  30.1026  -32.5491
 KWW  C9   C   CR15  0   0.088  45.5165  30.0636  -33.6468
 KWW  C11  C   CH2   0  -0.293  48.7189  29.4360  -34.0516
 KWW  C14  C   CR16  0  -0.288  44.6032  27.2161  -30.1298
 KWW  C16  C   CR6   0  -0.018  43.8411  27.6968  -27.9042
 KWW  C17  C   CR6   0   0.027  43.9095  29.0577  -28.1799
 KWW  C18  C   CR16  0  -0.273  44.3303  29.4937  -29.4260
 KWW  CL1  CL  CL    0  -0.077  43.4770  30.2222  -26.9918
 KWW  CL   CL  CL    0  -0.094  43.3195  27.1384  -26.3621
 KWW  N3   N   N     0  -0.290  46.1423  28.4077  -32.3153
 KWW  N1   N   NR5   0  -0.275  46.3510  29.0352  -33.4684
 KWW  N2   N   NH2   0  -0.796  49.2498  29.1462  -32.7321
 KWW  O    O   O     0  -0.495  43.6424  32.1647  -32.9808
 KWW  N    N   NH1   0  -0.632  42.5158  30.6762  -31.7018
 KWW  H1   H   HCH2  0   0.273  47.1363  28.8042  -35.3634
 KWW  H2   H   HCH2  0   0.270  47.6189  27.5808  -34.1860
 KWW  H3   H   HCR6  0   0.292  44.1367  25.7207  -28.6702
 KWW  H4   H   HCH2  0   0.268  41.3305  32.3145  -32.1273
 KWW  H5   H   HCH2  0   0.271  40.4775  30.9260  -31.4799
 KWW  H6   H   HCR6  0   0.249  39.7776  31.0207  -29.2468
 KWW  H7   H   HCR6  0   0.251  39.9000  31.9936  -26.9865
 KWW  H8   H   HCR6  0   0.252  41.6638  33.6395  -26.4369
 KWW  H9   H   HCR6  0   0.252  43.3097  34.2959  -28.1683
 KWW  H10  H   HCR6  0   0.249  43.1772  33.3370  -30.4271
 KWW  H11  H   HCR5  0   0.308  45.5423  30.6781  -34.5324
 KWW  H12  H   HCH2  0   0.210  48.5161  30.5007  -34.2338
 KWW  H13  H   HCH2  0   0.242  49.4544  29.1301  -34.7985
 KWW  H14  H   HCR6  0   0.270  44.8604  26.4891  -30.8881
 KWW  H15  H   HCR6  0   0.290  44.3954  30.5580  -29.6092
 KWW  H16  H   HNH2  0   0.354  50.1232  29.6422  -32.6109
 KWW  H17  H   HNH2  0   0.344  48.6296  29.5134  -32.0214
 KWW  H19  H   HNH1  0   0.407  42.5151  29.7501  -31.3063
 KWW  C    C   C     0   0.458  43.5782  31.0759  -32.4223

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
 KWW  C11  N2   single    1.452  0.020  1.452
 KWW  C11  C10  single    1.520  0.020  1.520
 KWW  C10  N1   single    1.452  0.020  1.452
 KWW  C9   N1   aromatic  1.336  0.020  1.336
 KWW  C9   C8   aromatic  1.380  0.020  1.380
 KWW  N1   N3   aromatic  1.329  0.020  1.329
 KWW  O    C    double    1.225  0.020  1.225
 KWW  C8   C    single    1.476  0.020  1.476
 KWW  C8   C12  aromatic  1.417  0.020  1.417
 KWW  C    N    single    1.344  0.020  1.344
 KWW  N    C1   single    1.447  0.020  1.447
 KWW  N3   C12  aromatic  1.322  0.020  1.322
 KWW  C1   C2   single    1.510  0.020  1.510
 KWW  C12  C13  single    1.468  0.020  1.468
 KWW  C13  C14  aromatic  1.394  0.020  1.394
 KWW  C13  C18  aromatic  1.392  0.020  1.392
 KWW  C2   C7   aromatic  1.394  0.020  1.394
 KWW  C2   C3   aromatic  1.390  0.020  1.390
 KWW  C14  C15  aromatic  1.383  0.020  1.383
 KWW  C7   C6   aromatic  1.386  0.020  1.386
 KWW  C18  C17  aromatic  1.386  0.020  1.386
 KWW  C3   C4   aromatic  1.390  0.020  1.390
 KWW  C15  C16  aromatic  1.387  0.020  1.387
 KWW  C6   C5   aromatic  1.390  0.020  1.390
 KWW  C17  C16  aromatic  1.390  0.020  1.390
 KWW  C17  CL1  single    1.719  0.020  1.719
 KWW  C4   C5   aromatic  1.386  0.020  1.386
 KWW  C16  CL   single    1.721  0.020  1.721
 KWW  C10  H1   single    0.970  0.020  1.090
 KWW  C10  H2   single    0.970  0.020  1.090
 KWW  C15  H3   single    0.930  0.020  1.080
 KWW  C1   H4   single    0.970  0.020  1.090
 KWW  C1   H5   single    0.970  0.020  1.090
 KWW  C3   H6   single    0.930  0.020  1.080
 KWW  C4   H7   single    0.930  0.020  1.080
 KWW  C5   H8   single    0.930  0.020  1.080
 KWW  C6   H9   single    0.930  0.020  1.080
 KWW  C7   H10  single    0.930  0.020  1.080
 KWW  C9   H11  single    0.930  0.020  1.080
 KWW  C11  H12  single    0.970  0.020  1.090
 KWW  C11  H13  single    0.970  0.020  1.090
 KWW  C14  H14  single    0.930  0.020  1.080
 KWW  C18  H15  single    0.930  0.020  1.080
 KWW  N2   H16  single    0.890  0.020  1.040
 KWW  N2   H17  single    0.890  0.020  1.040
 KWW  N    H19  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
 KWW  H2   C10  H1   108.28  3.000
 KWW  H2   C10  N1   107.38  3.000
 KWW  H1   C10  N1   107.79  3.000
 KWW  H2   C10  C11  110.80  3.000
 KWW  H1   C10  C11  109.92  3.000
 KWW  N1   C10  C11  112.52  3.000
 KWW  N3   C12  C8   110.43  3.000
 KWW  N3   C12  C13  119.12  3.000
 KWW  C8   C12  C13  130.45  3.000
 KWW  C18  C13  C14  118.89  3.000
 KWW  C18  C13  C12  120.89  3.000
 KWW  C14  C13  C12  120.20  3.000
 KWW  H3   C15  C16  119.67  3.000
 KWW  H3   C15  C14  120.16  3.000
 KWW  C16  C15  C14  120.16  3.000
 KWW  H5   C1   H4   107.09  3.000
 KWW  H5   C1   N    108.16  3.000
 KWW  H4   C1   N    108.30  3.000
 KWW  H5   C1   C2   109.85  3.000
 KWW  H4   C1   C2   110.45  3.000
 KWW  N    C1   C2   112.79  3.000
 KWW  C7   C2   C3   118.80  3.000
 KWW  C3   C2   C1   120.69  3.000
 KWW  C7   C2   C1   120.51  3.000
 KWW  H6   C3   C4   119.63  3.000
 KWW  H6   C3   C2   119.64  3.000
 KWW  C4   C3   C2   120.73  3.000
 KWW  H7   C4   C5   120.13  3.000
 KWW  H7   C4   C3   119.80  3.000
 KWW  C5   C4   C3   120.07  3.000
 KWW  H8   C5   C6   120.17  3.000
 KWW  H8   C5   C4   120.22  3.000
 KWW  C6   C5   C4   119.61  3.000
 KWW  H9   C6   C7   119.69  3.000
 KWW  H9   C6   C5   120.12  3.000
 KWW  C7   C6   C5   120.19  3.000
 KWW  H10  C7   C6   119.59  3.000
 KWW  H10  C7   C2   119.81  3.000
 KWW  C6   C7   C2   120.59  3.000
 KWW  C    C8   C9   122.63  3.000
 KWW  C    C8   C12  133.32  3.000
 KWW  C9   C8   C12  104.02  3.000
 KWW  H11  C9   N1   122.23  3.000
 KWW  H11  C9   C8   130.67  3.000
 KWW  N1   C9   C8   107.08  3.000
 KWW  H13  C11  H12  106.40  3.000
 KWW  H13  C11  N2   108.63  3.000
 KWW  H12  C11  N2   114.31  3.000
 KWW  H13  C11  C10  106.85  3.000
 KWW  H12  C11  C10  108.58  3.000
 KWW  N2   C11  C10  111.68  3.000
 KWW  H14  C14  C15  119.35  3.000
 KWW  H14  C14  C13  120.02  3.000
 KWW  C15  C14  C13  120.63  3.000
 KWW  CL   C16  C17  120.68  3.000
 KWW  CL   C16  C15  119.65  3.000
 KWW  C17  C16  C15  119.67  3.000
 KWW  CL1  C17  C18  119.00  3.000
 KWW  CL1  C17  C16  120.91  3.000
 KWW  C18  C17  C16  120.08  3.000
 KWW  H15  C18  C17  118.69  3.000
 KWW  H15  C18  C13  120.74  3.000
 KWW  C17  C18  C13  120.56  3.000
 KWW  N1   N3   C12  106.07  3.000
 KWW  N3   N1   C9   112.40  3.000
 KWW  N3   N1   C10  120.59  3.000
 KWW  C9   N1   C10  126.85  3.000
 KWW  H17  N2   H16  105.49  3.000
 KWW  H17  N2   C11  109.98  3.000
 KWW  H16  N2   C11  109.07  3.000
 KWW  H19  N    C    118.97  3.000
 KWW  H19  N    C1   116.75  3.000
 KWW  C    N    C1   124.18  3.000
 KWW  N    C    O    123.35  3.000
 KWW  N    C    C8   116.13  3.000
 KWW  O    C    C8   120.50  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
 KWW  CONST_01  N1   C9   C8   C12     0.00   0.0  0
 KWW  CONST_02  C9   N1   N3   C12     0.00   0.0  0
 KWW  CONST_03  C15  C14  C13  C12   180.00   0.0  0
 KWW  CONST_04  C17  C18  C13  C12   180.00   0.0  0
 KWW  CONST_05  C9   C8   C12  C13   180.00   0.0  0
 KWW  CONST_06  N1   N3   C12  C13   180.00   0.0  0
 KWW  CONST_07  C16  C15  C14  C13     0.00   0.0  0
 KWW  CONST_08  C16  C17  C18  C13     0.00   0.0  0
 KWW  CONST_09  C18  C13  C14  C15     0.00   0.0  0
 KWW  CONST_10  C18  C17  C16  C15     0.00   0.0  0
 KWW  CONST_11  C5   C6   C7   C2      0.00   0.0  0
 KWW  CONST_12  C5   C4   C3   C2      0.00   0.0  0
 KWW  CONST_13  C6   C7   C2   C3      0.00   0.0  0
 KWW  CONST_14  C6   C5   C4   C3      0.00   0.0  0
 KWW  CONST_15  C7   C2   C3   C4      0.00   0.0  0
 KWW  CONST_16  C7   C6   C5   C4      0.00   0.0  0
 KWW  CONST_17  N3   N1   C9   C8      0.00   0.0  0
 KWW  CONST_18  N1   N3   C12  C8      0.00   0.0  0
 KWW  CONST_21  N3   C12  C8   C9      0.00   0.0  0
 KWW  CONST_23  C17  C18  C13  C14     0.00   0.0  0
 KWW  CONST_24  C17  C16  C15  C14     0.00   0.0  0
 KWW  CONST_26  C8   C9   N1   C10   180.00   0.0  0
 KWW  CONST_27  C12  N3   N1   C10   180.00   0.0  0
 KWW  CONST_28  C    C8   C12  C13     0.00   0.0  0
 KWW  CONST_29  CL1  C17  C18  C13   180.00   0.0  0
 KWW  CONST_30  CL1  C17  C16  C15   180.00   0.0  0
 KWW  CONST_31  C6   C7   C2   C1    180.00   0.0  0
 KWW  CONST_32  C4   C3   C2   C1    180.00   0.0  0
 KWW  CONST_33  CL   C16  C15  C14   180.00   0.0  0
 KWW  CONST_34  CL   C16  C17  C18   180.00   0.0  0
 KWW  CONST_35  C    C8   C12  N3    180.00   0.0  0
 KWW  CONST_36  C    C8   C9   N1    180.00   0.0  0
 KWW  CONST_37  H11  C9   C8   C12   180.00   0.0  0
 KWW  CONST_38  H14  C14  C13  C12     0.00   0.0  0
 KWW  CONST_39  H15  C18  C13  C12     0.00   0.0  0
 KWW  CONST_40  H3   C15  C14  C13   180.00   0.0  0
 KWW  CONST_41  H9   C6   C7   C2    180.00   0.0  0
 KWW  CONST_42  H7   C4   C3   C2    180.00   0.0  0
 KWW  CONST_43  H10  C7   C2   C3    180.00   0.0  0
 KWW  CONST_44  H8   C5   C4   C3    180.00   0.0  0
 KWW  CONST_45  H6   C3   C4   C5    180.00   0.0  0
 KWW  CONST_46  C8   C    N    C1    180.00   0.0  0
 KWW  CONST_47  H19  N    C    C8      0.00   0.0  0
 KWW  CONST_48  O    C    N    C1      0.00   0.0  0
 KWW  Var_01    O    C    C8   C12   154.83  30.0  2
 KWW  Var_02    N    C1   C2   C3   -113.59  30.0  2
 KWW  Var_03    C11  C10  N1   C9     83.48  30.0  1
 KWW  Var_04    C    N    C1   C2    -98.82  30.0  1
 KWW  Var_05    N2   C11  C10  N1     65.80  30.0  2
 KWW  Var_06    H16  N2   C11  C10   176.20  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
 KWW  plan-1  C10  0.020
 KWW  plan-1  C12  0.020
 KWW  plan-1  C13  0.020
 KWW  plan-1  C8   0.020
 KWW  plan-1  C9   0.020
 KWW  plan-1  N3   0.020
 KWW  plan-1  N1   0.020
 KWW  plan-1  H11  0.020
 KWW  plan-1  C    0.020
 KWW  plan-2  C12  0.020
 KWW  plan-2  C13  0.020
 KWW  plan-2  C15  0.020
 KWW  plan-2  C14  0.020
 KWW  plan-2  C16  0.020
 KWW  plan-2  C17  0.020
 KWW  plan-2  C18  0.020
 KWW  plan-2  CL1  0.020
 KWW  plan-2  CL   0.020
 KWW  plan-2  H3   0.020
 KWW  plan-2  H14  0.020
 KWW  plan-2  H15  0.020
 KWW  plan-3  C1   0.020
 KWW  plan-3  C2   0.020
 KWW  plan-3  C3   0.020
 KWW  plan-3  C4   0.020
 KWW  plan-3  C5   0.020
 KWW  plan-3  C6   0.020
 KWW  plan-3  C7   0.020
 KWW  plan-3  H6   0.020
 KWW  plan-3  H7   0.020
 KWW  plan-3  H8   0.020
 KWW  plan-3  H9   0.020
 KWW  plan-3  H10  0.020
 KWW  plan-4  C1   0.020
 KWW  plan-4  C8   0.020
 KWW  plan-4  O    0.020
 KWW  plan-4  N    0.020
 KWW  plan-4  H19  0.020
 KWW  plan-4  C    0.020

