# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 19:16:57 2020
#   Inital geometry file: a 112 line input string
#   Ligand name: 4-bromanyl-2-methyl-5-[[(3~{R},5~{R})-1-methyl-5-phenyl-piperidin-3-yl]amino]pyridazin-3-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1C[C@@H](C[C@@H](C1)c2ccccc2)NC3=C(Br)C(=O)N(C)N=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
 9ST  9ST  4-bromanyl-2-methyl-5-[[(3~{R},5~{R})-1-methyl-5-phenyl-piperidin-3-yl]amino]pyridazin-3-one  ligand  44  23  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_9ST
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
 9ST  C20  C   CR16  0  -0.320   4.7145  -1.1720   0.4681
 9ST  C22  C   CR16  0  -0.238   5.8684  -1.9364   0.3671
 9ST  C24  C   CR16  0  -0.274   6.7582  -1.7253  -0.6791
 9ST  C26  C   CR16  0  -0.237   6.4839  -0.7435  -1.6207
 9ST  C28  C   CR16  0  -0.335   5.3278   0.0197  -1.5145
 9ST  N05  N   NT    0  -0.416   2.0685   2.4230   0.9321
 9ST  C06  C   CH2   0  -0.265   0.8542   1.6428   1.0261
 9ST  C09  C   CH1   0  -0.103   0.6947   0.7436  -0.1992
 9ST  C11  C   CH2   0  -0.437   1.9057  -0.1671  -0.3449
 9ST  C14  C   CH1   0  -0.363   3.1869   0.6677  -0.3644
 9ST  C16  C   CH2   0  -0.246   3.2413   1.5748   0.8656
 9ST  C19  C   CR6   0   0.191   4.4268  -0.1823  -0.4721
 9ST  N30  N   NH1   0  -0.693  -0.5065  -0.0649  -0.1080
 9ST  C32  C   CR6   0   0.473  -1.7579   0.3692  -0.3183
 9ST  C33  C   CR16  0  -0.165  -2.0013   1.6864  -0.8430
 9ST  N35  N   N     0  -0.184  -3.1772   2.1557  -1.0763
 9ST  N36  N   NR6   0  -0.339  -4.2412   1.4197  -0.8347
 9ST  C37  C   CH3   0  -0.510  -5.5313   2.0271  -1.1166
 9ST  C41  C   CR6   0   0.586  -4.2111   0.1253  -0.3382
 9ST  O42  O   O     0  -0.495  -5.2564  -0.4859  -0.1508
 9ST  C43  C   CR6   0  -0.378  -2.8955  -0.3756  -0.0839
 9ST  BR   BR  BR    0  -0.018  -2.8047  -2.1198   0.5935
 9ST  H1   H   HCR6  0   0.247   4.0328  -1.3506   1.2914
 9ST  H2   H   HCR6  0   0.254   6.0728  -2.6987   1.1081
 9ST  H3   H   HCR6  0   0.254   7.6577  -2.3221  -0.7579
 9ST  H4   H   HCR6  0   0.254   7.1709  -0.5694  -2.4390
 9ST  H5   H   HCR6  0   0.249   5.1243   0.7857  -2.2540
 9ST  H6   H   HCH3  0   0.196   2.2090   2.9215   3.0045
 9ST  H7   H   HCH3  0   0.236   3.0568   3.9978   1.8842
 9ST  H8   H   HCH3  0   0.236   1.2975   4.0493   1.9889
 9ST  H11  H   HCH2  0   0.244   0.0042   2.3277   1.1001
 9ST  H12  H   HCH1  0   0.258   0.6389   1.3695  -1.0940
 9ST  H13  H   HCH2  0   0.232   1.9312  -0.8679   0.4975
 9ST  H14  H   HCH2  0   0.264   1.8244  -0.7613  -1.2578
 9ST  H15  H   HCH1  0   0.252   3.1506   1.3204  -1.2432
 9ST  H16  H   HCH2  0   0.245   4.1295   2.2091   0.8087
 9ST  H17  H   HCH2  0   0.194   3.3472   0.9552   1.7747
 9ST  H18  H   HCR6  0   0.298  -1.1861   2.3578  -1.0730
 9ST  H19  H   HCH3  0   0.263  -5.3513   3.0403  -1.4593
 9ST  H20  H   HCH3  0   0.257  -6.0600   1.4732  -1.8904
 9ST  H21  H   HCH3  0   0.257  -6.1477   2.0541  -0.2204
 9ST  H9   H   HNH1  0   0.400  -0.3966  -0.9654   0.3344
 9ST  H10  H   HCH2  0   0.198   0.8325   1.0096   1.9321
 9ST  C01  C   CH3   0  -0.521   2.1626   3.3855   2.0073

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
 9ST  BR   C43  single    1.873  0.020  1.873
 9ST  O42  C41  double    1.225  0.020  1.225
 9ST  C41  C43  single    1.431  0.020  1.431
 9ST  C41  N36  single    1.387  0.020  1.387
 9ST  C43  C32  double    1.380  0.020  1.380
 9ST  C32  N30  single    1.341  0.020  1.341
 9ST  C32  C33  single    1.439  0.020  1.439
 9ST  N36  C37  single    1.454  0.020  1.454
 9ST  N36  N35  single    1.316  0.020  1.316
 9ST  N30  C09  single    1.451  0.020  1.451
 9ST  C11  C09  single    1.522  0.020  1.522
 9ST  C11  C14  single    1.529  0.020  1.529
 9ST  C33  N35  double    1.287  0.020  1.287
 9ST  C09  C06  single    1.528  0.020  1.528
 9ST  C26  C28  aromatic  1.389  0.020  1.389
 9ST  C26  C24  aromatic  1.388  0.020  1.388
 9ST  C28  C19  aromatic  1.393  0.020  1.393
 9ST  C06  N05  single    1.446  0.020  1.446
 9ST  C24  C22  aromatic  1.389  0.020  1.389
 9ST  C19  C14  single    1.507  0.020  1.507
 9ST  C19  C20  aromatic  1.395  0.020  1.395
 9ST  C14  C16  single    1.529  0.020  1.529
 9ST  C16  N05  single    1.449  0.020  1.449
 9ST  C22  C20  aromatic  1.388  0.020  1.388
 9ST  N05  C01  single    1.446  0.020  1.446
 9ST  C20  H1   single    0.930  0.020  1.080
 9ST  C22  H2   single    0.930  0.020  1.080
 9ST  C24  H3   single    0.930  0.020  1.080
 9ST  C26  H4   single    0.930  0.020  1.080
 9ST  C28  H5   single    0.930  0.020  1.080
 9ST  C01  H6   single    0.970  0.020  1.090
 9ST  C01  H7   single    0.970  0.020  1.090
 9ST  C01  H8   single    0.970  0.020  1.090
 9ST  C06  H10  single    0.970  0.020  1.090
 9ST  C06  H11  single    0.970  0.020  1.090
 9ST  C09  H12  single    0.970  0.020  1.090
 9ST  C11  H13  single    0.970  0.020  1.090
 9ST  C11  H14  single    0.970  0.020  1.090
 9ST  C14  H15  single    0.970  0.020  1.090
 9ST  C16  H16  single    0.970  0.020  1.090
 9ST  C16  H17  single    0.970  0.020  1.090
 9ST  C33  H18  single    0.930  0.020  1.080
 9ST  C37  H19  single    0.970  0.020  1.090
 9ST  C37  H20  single    0.970  0.020  1.090
 9ST  C37  H21  single    0.970  0.020  1.090
 9ST  N30  H9   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
 9ST  H1   C20  C19  119.95  3.000
 9ST  H1   C20  C22  119.18  3.000
 9ST  C19  C20  C22  120.87  3.000
 9ST  H2   C22  C24  120.10  3.000
 9ST  H2   C22  C20  119.67  3.000
 9ST  C24  C22  C20  120.24  3.000
 9ST  H3   C24  C26  120.33  3.000
 9ST  H3   C24  C22  120.22  3.000
 9ST  C26  C24  C22  119.46  3.000
 9ST  H4   C26  C28  119.84  3.000
 9ST  H4   C26  C24  120.08  3.000
 9ST  C28  C26  C24  120.08  3.000
 9ST  H5   C28  C19  119.45  3.000
 9ST  H5   C28  C26  119.49  3.000
 9ST  C19  C28  C26  121.06  3.000
 9ST  C16  N05  C06  111.52  3.000
 9ST  C16  N05  C01  111.78  3.000
 9ST  C06  N05  C01  111.43  3.000
 9ST  H11  C06  H10  106.73  3.000
 9ST  H11  C06  C09  109.97  3.000
 9ST  H10  C06  C09  108.54  3.000
 9ST  H11  C06  N05  108.60  3.000
 9ST  H10  C06  N05  112.25  3.000
 9ST  C09  C06  N05  110.67  3.000
 9ST  H12  C09  N30  109.16  3.000
 9ST  H12  C09  C11  107.74  3.000
 9ST  N30  C09  C11  109.35  3.000
 9ST  H12  C09  C06  108.94  3.000
 9ST  C11  C09  C06  110.23  3.000
 9ST  N30  C09  C06  111.34  3.000
 9ST  H14  C11  H13  107.23  3.000
 9ST  H14  C11  C14  110.41  3.000
 9ST  H13  C11  C14  109.83  3.000
 9ST  H14  C11  C09  110.26  3.000
 9ST  H13  C11  C09  109.12  3.000
 9ST  C14  C11  C09  109.95  3.000
 9ST  H15  C14  C19  107.81  3.000
 9ST  H15  C14  C16  107.04  3.000
 9ST  C19  C14  C16  111.27  3.000
 9ST  H15  C14  C11  107.92  3.000
 9ST  C16  C14  C11  110.08  3.000
 9ST  C19  C14  C11  112.48  3.000
 9ST  H17  C16  H16  106.88  3.000
 9ST  H17  C16  C14  109.42  3.000
 9ST  H16  C16  C14  109.34  3.000
 9ST  H17  C16  N05  111.59  3.000
 9ST  H16  C16  N05  108.69  3.000
 9ST  C14  C16  N05  110.81  3.000
 9ST  C14  C19  C28  120.27  3.000
 9ST  C14  C19  C20  121.43  3.000
 9ST  C28  C19  C20  118.29  3.000
 9ST  H9   N30  C32  117.33  3.000
 9ST  H9   N30  C09  115.76  3.000
 9ST  C32  N30  C09  125.61  3.000
 9ST  C43  C32  C33  114.63  3.000
 9ST  C33  C32  N30  120.76  3.000
 9ST  C43  C32  N30  124.60  3.000
 9ST  H18  C33  N35  115.08  3.000
 9ST  H18  C33  C32  121.25  3.000
 9ST  N35  C33  C32  123.67  3.000
 9ST  N36  N35  C33  120.08  3.000
 9ST  C41  N36  C37  118.61  3.000
 9ST  C37  N36  N35  116.63  3.000
 9ST  C41  N36  N35  124.77  3.000
 9ST  H21  C37  H20  108.84  3.000
 9ST  H21  C37  H19  109.34  3.000
 9ST  H20  C37  H19  109.35  3.000
 9ST  H21  C37  N36  110.70  3.000
 9ST  H20  C37  N36  110.87  3.000
 9ST  H19  C37  N36  107.72  3.000
 9ST  C43  C41  O42  125.64  3.000
 9ST  C43  C41  N36  114.23  3.000
 9ST  O42  C41  N36  120.12  3.000
 9ST  BR   C43  C41  115.78  3.000
 9ST  C41  C43  C32  122.61  3.000
 9ST  BR   C43  C32  121.61  3.000
 9ST  H8   C01  H7   107.86  3.000
 9ST  H8   C01  H6   107.77  3.000
 9ST  H7   C01  H6   107.71  3.000
 9ST  H8   C01  N05  109.93  3.000
 9ST  H7   C01  N05  110.07  3.000
 9ST  H6   C01  N05  113.31  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
 9ST  CONST_01  C26  C28  C19  C20     0.00   0.0  0
 9ST  CONST_02  C26  C24  C22  C20     0.00   0.0  0
 9ST  CONST_03  C28  C26  C24  C22     0.00   0.0  0
 9ST  CONST_04  C28  C19  C20  C22     0.00   0.0  0
 9ST  CONST_05  C19  C28  C26  C24     0.00   0.0  0
 9ST  CONST_06  C19  C20  C22  C24     0.00   0.0  0
 9ST  CONST_07  C14  C19  C20  C22   180.00   0.0  0
 9ST  CONST_08  C14  C19  C28  C26   180.00   0.0  0
 9ST  CONST_09  C43  C41  N36  N35     0.00   0.0  0
 9ST  CONST_10  O42  C41  N36  N35   180.00   0.0  0
 9ST  CONST_11  C43  C41  N36  C37   180.00   0.0  0
 9ST  CONST_12  H5   C28  C19  C20   180.00   0.0  0
 9ST  CONST_13  H3   C24  C22  C20   180.00   0.0  0
 9ST  CONST_14  H4   C26  C24  C22   180.00   0.0  0
 9ST  CONST_15  H1   C20  C22  C24   180.00   0.0  0
 9ST  CONST_16  H2   C22  C24  C26   180.00   0.0  0
 9ST  CONST_17  O42  C41  N36  C37     0.00   0.0  0
 9ST  Var_01    C14  C16  N05  C06    60.52  30.0  1
 9ST  Var_02    C16  N05  C06  C09   -60.68  30.0  1
 9ST  Var_03    C43  C32  N30  C09  -172.49  30.0  3
 9ST  Var_04    H6   C01  N05  C06    62.45  30.0  3
 9ST  Var_05    H19  C37  N36  N35    -2.01  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
 9ST  chir_01  C09  N30  C11  C06  positiv
 9ST  chir_02  C14  C16  C19  C11  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
 9ST  plan-1  C20  0.020
 9ST  plan-1  C22  0.020
 9ST  plan-1  C24  0.020
 9ST  plan-1  C26  0.020
 9ST  plan-1  C28  0.020
 9ST  plan-1  C14  0.020
 9ST  plan-1  C19  0.020
 9ST  plan-1  H1   0.020
 9ST  plan-1  H2   0.020
 9ST  plan-1  H3   0.020
 9ST  plan-1  H4   0.020
 9ST  plan-1  H5   0.020
 9ST  plan-2  N30  0.020
 9ST  plan-2  C32  0.020
 9ST  plan-2  C33  0.020
 9ST  plan-2  N35  0.020
 9ST  plan-2  N36  0.020
 9ST  plan-2  C37  0.020
 9ST  plan-2  C41  0.020
 9ST  plan-2  O42  0.020
 9ST  plan-2  C43  0.020
 9ST  plan-2  BR   0.020
 9ST  plan-2  H18  0.020

