# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 20:17:21 2020
#   Inital geometry file: a 105 line input string
#   Ligand name: 5-[(1S)-1-(4-methoxyphenyl)ethyl]-1',3'-dimethyl-1'H,2H-3,4'-bipyrazole
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1)[C@H](C)c2cc([nH]n2)c3cn(C)nc3C
#
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
 6PM  6PM  5-[(1S)-1-(4-methoxyphenyl)ethyl]-1',3'-dimethyl-1'H,2H-3,4'-bipyrazole  ligand  42  22  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_6PM
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
 6PM  C01  C  CR15  0   0.024  -3.4032   1.2984  -0.6860
 6PM  C02  C  CR5   0  -0.191  -3.1402   0.1433   0.0255
 6PM  C06  C  CH3   0  -0.506  -5.3636   2.8298  -0.8591
 6PM  C07  C  CH3   0  -0.787  -4.6388  -1.1939   1.7071
 6PM  N09  N  NR15  0  -0.535  -1.5913  -1.6199   0.8111
 6PM  C11  C  CR5   0   0.294   0.0672  -1.5089  -0.4876
 6PM  C13  C  CH1   0  -0.429   1.4177  -1.8390  -1.0534
 6PM  C15  C  CH3   0  -0.646   1.4073  -1.8291  -2.5826
 6PM  C16  C  CR16  0  -0.315   3.4845  -1.4280   0.3417
 6PM  C17  C  CR16  0  -0.327   4.4766  -0.6142   0.8610
 6PM  C18  C  CR6   0   0.363   4.4974   0.7467   0.5572
 6PM  C19  C  CR16  0  -0.366   3.5062   1.2695  -0.2709
 6PM  C20  C  CR16  0  -0.292   2.5201   0.4340  -0.7814
 6PM  C22  C  CH3   0  -0.436   5.5672   2.8499   0.8084
 6PM  C03  C  CR5   0   0.282  -4.3279  -0.0862   0.7613
 6PM  N04  N  N     0  -0.298  -5.2184   0.8546   0.5048
 6PM  N05  N  NR5   0  -0.272  -4.6449   1.6793  -0.3678
 6PM  C08  C  CR5   0   0.401  -1.9111  -0.6181  -0.0336
 6PM  N10  N  N     0  -0.283  -0.4061  -2.1711   0.5529
 6PM  C12  C  CR15  0  -0.585  -0.8409  -0.5191  -0.9039
 6PM  C14  C  CR6   0   0.153   2.4872  -0.9246  -0.4909
 6PM  O21  O  O2    0  -0.473   5.4982   1.4693   1.1004
 6PM  H1   H  HCR5  0   0.293  -2.7937   1.8559  -1.3791
 6PM  H2   H  HCH3  0   0.261  -6.2622   2.5184  -1.3884
 6PM  H3   H  HCH3  0   0.261  -5.6424   3.4819  -0.0337
 6PM  H4   H  HCH3  0   0.260  -4.7228   3.3786  -1.5428
 6PM  H5   H  HCH3  0   0.250  -4.0064  -1.1553   2.5967
 6PM  H6   H  HCH3  0   0.268  -5.6725  -1.1312   2.0419
 6PM  H7   H  HCH3  0   0.253  -4.4981  -2.1709   1.2413
 6PM  H8   H  HNR5  0   0.420  -2.1363  -1.9770   1.5789
 6PM  H9   H  HCH1  0   0.259   1.6551  -2.8547  -0.7250
 6PM  H10  H  HCH3  0   0.224   1.1680  -0.8428  -2.9832
 6PM  H11  H  HCH3  0   0.239   2.3846  -2.1139  -2.9725
 6PM  H12  H  HCH3  0   0.237   0.6698  -2.5331  -2.9690
 6PM  H13  H  HCR6  0   0.249   3.4893  -2.4825   0.5922
 6PM  H14  H  HCR6  0   0.258   5.2425  -1.0308   1.5038
 6PM  H15  H  HCR6  0   0.276   3.4839   2.3190  -0.5316
 6PM  H16  H  HCR6  0   0.247   1.7639   0.8745  -1.4206
 6PM  H17  H  HCH3  0   0.258   6.4393   3.2337   1.3320
 6PM  H18  H  HCH3  0   0.227   5.6898   3.0368  -0.2619
 6PM  H19  H  HCH3  0   0.227   4.6832   3.3890   1.1595
 6PM  H20  H  HCR5  0   0.256  -0.7464   0.1673  -1.7298

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
 6PM  C06  N05  single    1.443  0.020  1.443
 6PM  N05  C01  aromatic  1.337  0.020  1.337
 6PM  N05  N04  aromatic  1.331  0.020  1.331
 6PM  C01  C02  aromatic  1.382  0.020  1.382
 6PM  N04  C03  aromatic  1.321  0.020  1.321
 6PM  C02  C03  aromatic  1.416  0.020  1.416
 6PM  C02  C08  single    1.447  0.020  1.447
 6PM  C03  C07  single    1.489  0.020  1.489
 6PM  C12  C08  aromatic  1.383  0.020  1.383
 6PM  C12  C11  aromatic  1.406  0.020  1.406
 6PM  C08  N09  aromatic  1.349  0.020  1.349
 6PM  C16  C17  aromatic  1.384  0.020  1.384
 6PM  C16  C14  aromatic  1.393  0.020  1.393
 6PM  C17  C18  aromatic  1.395  0.020  1.395
 6PM  C11  C13  single    1.501  0.020  1.501
 6PM  C11  N10  aromatic  1.321  0.020  1.321
 6PM  C13  C14  single    1.515  0.020  1.515
 6PM  C13  C15  single    1.529  0.020  1.529
 6PM  C14  C20  aromatic  1.390  0.020  1.390
 6PM  C22  O21  single    1.413  0.020  1.413
 6PM  C18  O21  single    1.349  0.020  1.349
 6PM  C18  C19  aromatic  1.393  0.020  1.393
 6PM  N09  N10  aromatic  1.332  0.020  1.332
 6PM  C20  C19  aromatic  1.390  0.020  1.390
 6PM  C01  H1   single    0.930  0.020  1.080
 6PM  C06  H2   single    0.970  0.020  1.090
 6PM  C06  H3   single    0.970  0.020  1.090
 6PM  C06  H4   single    0.970  0.020  1.090
 6PM  C07  H5   single    0.970  0.020  1.090
 6PM  C07  H6   single    0.970  0.020  1.090
 6PM  C07  H7   single    0.970  0.020  1.090
 6PM  N09  H8   single    0.860  0.020  1.020
 6PM  C13  H9   single    0.970  0.020  1.090
 6PM  C15  H10  single    0.970  0.020  1.090
 6PM  C15  H11  single    0.970  0.020  1.090
 6PM  C15  H12  single    0.970  0.020  1.090
 6PM  C16  H13  single    0.930  0.020  1.080
 6PM  C17  H14  single    0.930  0.020  1.080
 6PM  C19  H15  single    0.930  0.020  1.080
 6PM  C20  H16  single    0.930  0.020  1.080
 6PM  C22  H17  single    0.970  0.020  1.090
 6PM  C22  H18  single    0.970  0.020  1.090
 6PM  C22  H19  single    0.970  0.020  1.090
 6PM  C12  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
 6PM  H1   C01  N05  122.05  3.000
 6PM  H1   C01  C02  130.96  3.000
 6PM  N05  C01  C02  106.99  3.000
 6PM  C08  C02  C03  130.43  3.000
 6PM  C08  C02  C01  125.48  3.000
 6PM  C03  C02  C01  104.09  3.000
 6PM  H4   C06  H3   109.01  3.000
 6PM  H4   C06  H2   109.00  3.000
 6PM  H3   C06  H2   109.19  3.000
 6PM  H4   C06  N05  108.87  3.000
 6PM  H3   C06  N05  110.31  3.000
 6PM  H2   C06  N05  110.41  3.000
 6PM  H7   C07  H6   107.78  3.000
 6PM  H7   C07  H5   107.74  3.000
 6PM  H6   C07  H5   107.30  3.000
 6PM  H7   C07  C03  111.58  3.000
 6PM  H6   C07  C03  110.53  3.000
 6PM  H5   C07  C03  111.72  3.000
 6PM  H8   N09  N10  118.85  3.000
 6PM  H8   N09  C08  127.77  3.000
 6PM  N10  N09  C08  113.38  3.000
 6PM  C12  C11  N10  110.77  3.000
 6PM  N10  C11  C13  120.60  3.000
 6PM  C12  C11  C13  128.62  3.000
 6PM  H9   C13  C14  107.21  3.000
 6PM  H9   C13  C15  107.93  3.000
 6PM  C14  C13  C15  111.84  3.000
 6PM  H9   C13  C11  106.64  3.000
 6PM  C15  C13  C11  111.68  3.000
 6PM  C14  C13  C11  111.25  3.000
 6PM  H12  C15  H11  108.11  3.000
 6PM  H12  C15  H10  107.77  3.000
 6PM  H11  C15  H10  107.55  3.000
 6PM  H12  C15  C13  110.78  3.000
 6PM  H11  C15  C13  110.48  3.000
 6PM  H10  C15  C13  111.99  3.000
 6PM  H13  C16  C14  119.53  3.000
 6PM  H13  C16  C17  118.82  3.000
 6PM  C14  C16  C17  121.66  3.000
 6PM  H14  C17  C18  119.61  3.000
 6PM  H14  C17  C16  120.22  3.000
 6PM  C18  C17  C16  120.17  3.000
 6PM  O21  C18  C19  124.48  3.000
 6PM  C19  C18  C17  119.01  3.000
 6PM  O21  C18  C17  116.50  3.000
 6PM  H15  C19  C20  118.70  3.000
 6PM  H15  C19  C18  121.46  3.000
 6PM  C20  C19  C18  119.84  3.000
 6PM  H16  C20  C14  120.28  3.000
 6PM  H16  C20  C19  117.87  3.000
 6PM  C14  C20  C19  121.86  3.000
 6PM  H19  C22  H18  108.71  3.000
 6PM  H19  C22  H17  108.65  3.000
 6PM  H18  C22  H17  108.73  3.000
 6PM  H19  C22  O21  112.08  3.000
 6PM  H18  C22  O21  112.02  3.000
 6PM  H17  C22  O21  106.53  3.000
 6PM  N04  C03  C07  120.82  3.000
 6PM  C07  C03  C02  128.73  3.000
 6PM  N04  C03  C02  110.44  3.000
 6PM  N05  N04  C03  106.15  3.000
 6PM  N04  N05  C06  120.19  3.000
 6PM  N04  N05  C01  112.32  3.000
 6PM  C06  N05  C01  127.49  3.000
 6PM  C12  C08  N09  105.30  3.000
 6PM  N09  C08  C02  124.51  3.000
 6PM  C12  C08  C02  130.19  3.000
 6PM  C11  N10  N09  105.31  3.000
 6PM  H20  C12  C08  126.55  3.000
 6PM  H20  C12  C11  128.19  3.000
 6PM  C08  C12  C11  105.25  3.000
 6PM  C20  C14  C16  117.46  3.000
 6PM  C20  C14  C13  121.94  3.000
 6PM  C16  C14  C13  120.60  3.000
 6PM  C22  O21  C18  118.47  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
 6PM  CONST_01  C03  N04  N05  C01     0.00   0.0  0
 6PM  CONST_02  N04  C03  C02  C01     0.00   0.0  0
 6PM  CONST_03  C12  C08  C02  C01     0.00   0.0  0
 6PM  CONST_04  N09  C08  C02  C01   180.00   0.0  0
 6PM  CONST_05  N04  N05  C01  C02     0.00   0.0  0
 6PM  CONST_06  N05  N04  C03  C02     0.00   0.0  0
 6PM  CONST_07  C11  C12  C08  C02   180.00   0.0  0
 6PM  CONST_08  N10  N09  C08  C02   180.00   0.0  0
 6PM  CONST_09  C03  C02  C08  N09     0.00   0.0  0
 6PM  CONST_10  C11  C12  C08  N09     0.00   0.0  0
 6PM  CONST_11  C12  C11  N10  N09     0.00   0.0  0
 6PM  CONST_12  C08  N09  N10  C11     0.00   0.0  0
 6PM  CONST_13  C19  C18  C17  C16     0.00   0.0  0
 6PM  CONST_14  C19  C20  C14  C16     0.00   0.0  0
 6PM  CONST_15  C20  C14  C16  C17     0.00   0.0  0
 6PM  CONST_16  C20  C19  C18  C17     0.00   0.0  0
 6PM  CONST_17  C14  C16  C17  C18     0.00   0.0  0
 6PM  CONST_18  C14  C20  C19  C18     0.00   0.0  0
 6PM  CONST_19  N05  C01  C02  C03     0.00   0.0  0
 6PM  CONST_20  C12  C08  C02  C03   180.00   0.0  0
 6PM  CONST_21  C08  C02  C03  N04   180.00   0.0  0
 6PM  CONST_22  C08  C02  C01  N05   180.00   0.0  0
 6PM  CONST_23  N10  C11  C12  C08     0.00   0.0  0
 6PM  CONST_24  C12  C08  N09  N10     0.00   0.0  0
 6PM  CONST_25  C07  C03  C02  C01   180.00   0.0  0
 6PM  CONST_26  C06  N05  C01  C02   180.00   0.0  0
 6PM  CONST_27  C03  N04  N05  C06   180.00   0.0  0
 6PM  CONST_28  N05  N04  C03  C07   180.00   0.0  0
 6PM  CONST_29  C08  C02  C03  C07     0.00   0.0  0
 6PM  CONST_30  C13  C11  N10  N09   180.00   0.0  0
 6PM  CONST_31  C08  C12  C11  C13   180.00   0.0  0
 6PM  CONST_32  C17  C16  C14  C13   180.00   0.0  0
 6PM  CONST_33  C19  C20  C14  C13   180.00   0.0  0
 6PM  CONST_34  O21  C18  C17  C16   180.00   0.0  0
 6PM  CONST_35  O21  C18  C19  C20   180.00   0.0  0
 6PM  CONST_36  H20  C12  C08  C02     0.00   0.0  0
 6PM  CONST_37  H8   N09  C08  C02     0.00   0.0  0
 6PM  CONST_38  H16  C20  C14  C16   180.00   0.0  0
 6PM  CONST_39  H15  C19  C18  C17   180.00   0.0  0
 6PM  CONST_40  H13  C16  C17  C18   180.00   0.0  0
 6PM  CONST_41  H14  C17  C18  C19   180.00   0.0  0
 6PM  CONST_42  H1   C01  C02  C03   180.00   0.0  0
 6PM  Var_01    H2   C06  N05  C01   118.71  30.0  2
 6PM  Var_02    H5   C07  C03  C02    65.57  30.0  2
 6PM  Var_03    H17  C22  O21  C18  -179.54  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
 6PM  chir_01  C13  C11  C14  C15  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
 6PM  plan-1  C01  0.020
 6PM  plan-1  C02  0.020
 6PM  plan-1  C06  0.020
 6PM  plan-1  C07  0.020
 6PM  plan-1  C03  0.020
 6PM  plan-1  N04  0.020
 6PM  plan-1  N05  0.020
 6PM  plan-1  C08  0.020
 6PM  plan-1  H1   0.020
 6PM  plan-2  C02  0.020
 6PM  plan-2  N09  0.020
 6PM  plan-2  C11  0.020
 6PM  plan-2  C13  0.020
 6PM  plan-2  C08  0.020
 6PM  plan-2  N10  0.020
 6PM  plan-2  C12  0.020
 6PM  plan-2  H8   0.020
 6PM  plan-2  H20  0.020
 6PM  plan-3  C13  0.020
 6PM  plan-3  C16  0.020
 6PM  plan-3  C17  0.020
 6PM  plan-3  C18  0.020
 6PM  plan-3  C19  0.020
 6PM  plan-3  C20  0.020
 6PM  plan-3  C14  0.020
 6PM  plan-3  O21  0.020
 6PM  plan-3  H13  0.020
 6PM  plan-3  H14  0.020
 6PM  plan-3  H15  0.020
 6PM  plan-3  H16  0.020

