# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 16:31:18 2020
#   Inital geometry file: a 132 line input string
#   Ligand name: 3-[4-[(6~{R})-7-(2-methylpropyl)-3,6,8,9-tetrahydropyrazolo[4,3-f]isoquinolin-6-yl]phenyl]propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)CN1CCc2c(ccc3[nH]ncc23)[C@H]1c4ccc(CCC(O)=O)cc4
#
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
 H8W  H8W  '3-[4-[(6~{R})-7-(2-methylpropyl)-3,6,8,9-tetrahydropyrazolo[4,3-f]isoquinolin-6-yl]phenyl]propanoic acid'  ligand  55  28  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_H8W
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
 H8W  C1   C  CH3   0  -0.653  -0.7755   5.5668   0.2087
 H8W  C2   C  CH1   0  -0.258  -1.3527   4.2687  -0.3466
 H8W  C3   C  CH3   0  -0.644  -0.6585   3.8583  -1.6391
 H8W  C7   C  CH2   0  -0.507  -3.7134   0.6742  -0.5230
 H8W  C8   C  CR6   0   0.007  -3.0495  -0.5816  -0.0521
 H8W  C9   C  CR6   0   0.031  -1.8895  -0.5379   0.6918
 H8W  C10  C  CR16  0  -0.282  -1.3151  -1.7353   1.1877
 H8W  C11  C  CR16  0  -0.302  -1.8467  -2.9768   0.9444
 H8W  C12  C  CR56  0   0.406  -3.0087  -3.0156   0.1634
 H8W  C13  C  CR56  0  -0.111  -3.6073  -1.8455  -0.3239
 H8W  C14  C  CR15  0  -0.149  -4.7444  -2.3105  -1.0373
 H8W  C19  C  CR6   0   0.083   0.2815   0.6640   0.6829
 H8W  C20  C  CR16  0  -0.299   1.2440   0.6471   1.6832
 H8W  C21  C  CR16  0  -0.297   2.5929   0.5292   1.3704
 H8W  C22  C  CR6   0   0.113   3.0127   0.4307   0.0483
 H8W  C24  C  CR16  0  -0.243   0.6969   0.5696  -0.6417
 H8W  C27  C  C     0   0.551   6.3513  -1.4217  -0.4531
 H8W  O28  O  O     0  -0.445   7.1260  -0.5745  -0.8225
 H8W  C4   C  CH2   0  -0.243  -1.2521   3.1728   0.7146
 H8W  N5   N  NT    0  -0.432  -1.7757   1.8894   0.2798
 H8W  C6   C  CH2   0  -0.304  -3.2235   1.8573   0.2848
 H8W  N15  N  N     0  -0.230  -4.8231  -3.6184  -0.9894
 H8W  N16  N  NR15  0  -0.547  -3.7820  -4.0383  -0.2685
 H8W  C18  C  CH1   0  -0.123  -1.1936   0.7765   1.0108
 H8W  C23  C  CR16  0  -0.302   2.0419   0.4534  -0.9529
 H8W  C25  C  CH2   0  -0.509   4.4703   0.2650  -0.2842
 H8W  C26  C  CH2   0  -0.574   4.8943  -1.1944  -0.1585
 H8W  O29  O  OH1   0  -0.596   6.7016  -2.6897  -0.2599
 H8W  H1   H  HCH3  0   0.228  -0.8669   6.3789  -0.5142
 H8W  H2   H  HCH3  0   0.224  -1.2913   5.8755   1.1200
 H8W  H3   H  HCH3  0   0.213   0.2847   5.4562   0.4493
 H8W  H4   H  HCH1  0   0.217  -2.4091   4.4527  -0.5725
 H8W  H5   H  HCH3  0   0.207   0.4008   3.6504  -1.4678
 H8W  H6   H  HCH3  0   0.231  -1.1028   2.9544  -2.0545
 H8W  H7   H  HCH3  0   0.218  -0.7262   4.6494  -2.3880
 H8W  H8   H  HCH2  0   0.249  -3.5006   0.8371  -1.5841
 H8W  H9   H  HCH2  0   0.242  -4.7984   0.5830  -0.4316
 H8W  H10  H  HCR6  0   0.253  -0.4123  -1.6695   1.7829
 H8W  H11  H  HCR6  0   0.266  -1.3866  -3.8744   1.3350
 H8W  H12  H  HCR5  0   0.262  -5.4872  -1.7384  -1.5724
 H8W  H13  H  HCR6  0   0.246   0.9413   0.7363   2.7205
 H8W  H14  H  HCR6  0   0.245   3.3269   0.5228   2.1683
 H8W  H15  H  HCR6  0   0.243  -0.0418   0.6031  -1.4325
 H8W  H16  H  HCH2  0   0.231  -0.1951   3.0506   0.9635
 H8W  H17  H  HCH2  0   0.201  -1.7481   3.5094   1.6414
 H8W  H19  H  HCH2  0   0.246  -3.6026   2.7797  -0.1555
 H8W  H20  H  HCH2  0   0.201  -3.6278   1.8072   1.3103
 H8W  H22  H  HCH1  0   0.226  -1.2809   0.9326   2.1038
 H8W  H23  H  HCR6  0   0.242   2.3446   0.3838  -1.9916
 H8W  H24  H  HCH2  0   0.252   4.6638   0.6205  -1.2977
 H8W  H25  H  HCH2  0   0.252   5.0741   0.8806   0.3859
 H8W  H26  H  HCH2  0   0.288   4.3072  -1.8224  -0.8359
 H8W  H27  H  HCH2  0   0.284   4.6824  -1.5711   0.8464
 H8W  H28  H  HOH1  0   0.479   7.6421  -2.8082  -0.4605
 H8W  H18  H  HNR5  0   0.415  -3.6533  -5.0232  -0.1041

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
 H8W  C4   N5   single    1.453  0.020  1.453
 H8W  C4   C2   single    1.529  0.020  1.529
 H8W  C24  C23  aromatic  1.385  0.020  1.385
 H8W  C24  C19  aromatic  1.391  0.020  1.391
 H8W  C10  C11  aromatic  1.372  0.020  1.372
 H8W  C10  C9   aromatic  1.418  0.020  1.418
 H8W  C18  C9   single    1.521  0.020  1.521
 H8W  C18  N5   single    1.453  0.020  1.453
 H8W  C18  C19  single    1.515  0.020  1.515
 H8W  C1   C2   single    1.525  0.020  1.525
 H8W  C11  C12  aromatic  1.401  0.020  1.401
 H8W  C9   C8   aromatic  1.379  0.020  1.379
 H8W  C6   N5   single    1.448  0.020  1.448
 H8W  C6   C7   single    1.514  0.020  1.514
 H8W  C23  C22  aromatic  1.395  0.020  1.395
 H8W  C19  C20  aromatic  1.388  0.020  1.388
 H8W  C12  C13  aromatic  1.402  0.020  1.402
 H8W  C12  N16  aromatic  1.353  0.020  1.353
 H8W  C2   C3   single    1.523  0.020  1.523
 H8W  C8   C13  aromatic  1.408  0.020  1.408
 H8W  C8   C7   single    1.497  0.020  1.497
 H8W  C13  C14  aromatic  1.421  0.020  1.421
 H8W  N16  N15  aromatic  1.334  0.020  1.334
 H8W  C14  N15  aromatic  1.311  0.020  1.311
 H8W  C22  C25  single    1.504  0.020  1.504
 H8W  C22  C21  aromatic  1.391  0.020  1.391
 H8W  C20  C21  aromatic  1.390  0.020  1.390
 H8W  C25  C26  single    1.525  0.020  1.525
 H8W  O28  C27  double    1.206  0.020  1.206
 H8W  C26  C27  single    1.504  0.020  1.504
 H8W  C27  O29  single    1.330  0.020  1.330
 H8W  C1   H1   single    0.970  0.020  1.090
 H8W  C1   H2   single    0.970  0.020  1.090
 H8W  C1   H3   single    0.970  0.020  1.090
 H8W  C2   H4   single    0.970  0.020  1.090
 H8W  C3   H5   single    0.970  0.020  1.090
 H8W  C3   H6   single    0.970  0.020  1.090
 H8W  C3   H7   single    0.970  0.020  1.090
 H8W  C7   H8   single    0.970  0.020  1.090
 H8W  C7   H9   single    0.970  0.020  1.090
 H8W  C10  H10  single    0.930  0.020  1.080
 H8W  C11  H11  single    0.930  0.020  1.080
 H8W  C14  H12  single    0.930  0.020  1.080
 H8W  C20  H13  single    0.930  0.020  1.080
 H8W  C21  H14  single    0.930  0.020  1.080
 H8W  C24  H15  single    0.930  0.020  1.080
 H8W  C4   H16  single    0.970  0.020  1.090
 H8W  C4   H17  single    0.970  0.020  1.090
 H8W  C6   H19  single    0.970  0.020  1.090
 H8W  C6   H20  single    0.970  0.020  1.090
 H8W  C18  H22  single    0.970  0.020  1.090
 H8W  C23  H23  single    0.930  0.020  1.080
 H8W  C25  H24  single    0.970  0.020  1.090
 H8W  C25  H25  single    0.970  0.020  1.090
 H8W  C26  H26  single    0.970  0.020  1.090
 H8W  C26  H27  single    0.970  0.020  1.090
 H8W  O29  H28  single    0.850  0.020  0.980
 H8W  N16  H18  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
 H8W  H3   C1   H2   107.65  3.000
 H8W  H3   C1   H1   107.60  3.000
 H8W  H2   C1   H1   107.64  3.000
 H8W  H3   C1   C2   111.17  3.000
 H8W  H2   C1   C2   111.46  3.000
 H8W  H1   C1   C2   111.13  3.000
 H8W  H4   C2   C4   109.07  3.000
 H8W  H4   C2   C3   108.04  3.000
 H8W  C4   C2   C3   111.46  3.000
 H8W  H4   C2   C1   107.28  3.000
 H8W  C3   C2   C1   111.45  3.000
 H8W  C4   C2   C1   109.42  3.000
 H8W  H7   C3   H6   108.33  3.000
 H8W  H7   C3   H5   107.79  3.000
 H8W  H6   C3   H5   107.29  3.000
 H8W  H7   C3   C2   111.01  3.000
 H8W  H6   C3   C2   111.17  3.000
 H8W  H5   C3   C2   111.10  3.000
 H8W  H9   C7   H8   106.66  3.000
 H8W  H9   C7   C6   109.99  3.000
 H8W  H8   C7   C6   109.76  3.000
 H8W  H9   C7   C8   110.13  3.000
 H8W  H8   C7   C8   110.10  3.000
 H8W  C6   C7   C8   110.14  3.000
 H8W  C13  C8   C9   117.77  3.000
 H8W  C13  C8   C7   121.11  3.000
 H8W  C9   C8   C7   121.10  3.000
 H8W  C18  C9   C10  118.11  3.000
 H8W  C18  C9   C8   121.70  3.000
 H8W  C10  C9   C8   120.19  3.000
 H8W  H10  C10  C11  118.37  3.000
 H8W  H10  C10  C9   118.59  3.000
 H8W  C11  C10  C9   123.04  3.000
 H8W  H11  C11  C12  122.09  3.000
 H8W  H11  C11  C10  121.47  3.000
 H8W  C12  C11  C10  116.44  3.000
 H8W  N16  C12  C13  106.01  3.000
 H8W  N16  C12  C11  132.31  3.000
 H8W  C13  C12  C11  121.67  3.000
 H8W  C14  C13  C12  104.07  3.000
 H8W  C14  C13  C8   135.06  3.000
 H8W  C12  C13  C8   120.86  3.000
 H8W  H12  C14  N15  120.37  3.000
 H8W  H12  C14  C13  128.76  3.000
 H8W  N15  C14  C13  110.87  3.000
 H8W  C18  C19  C24  120.11  3.000
 H8W  C18  C19  C20  121.32  3.000
 H8W  C24  C19  C20  118.56  3.000
 H8W  H13  C20  C21  119.55  3.000
 H8W  H13  C20  C19  119.66  3.000
 H8W  C21  C20  C19  120.79  3.000
 H8W  H14  C21  C22  119.66  3.000
 H8W  H14  C21  C20  119.47  3.000
 H8W  C22  C21  C20  120.86  3.000
 H8W  C25  C22  C23  121.17  3.000
 H8W  C25  C22  C21  120.70  3.000
 H8W  C23  C22  C21  118.11  3.000
 H8W  H15  C24  C23  120.06  3.000
 H8W  H15  C24  C19  119.31  3.000
 H8W  C23  C24  C19  120.62  3.000
 H8W  O29  C27  C26  111.77  3.000
 H8W  O29  C27  O28  123.05  3.000
 H8W  C26  C27  O28  125.18  3.000
 H8W  H17  C4   H16  106.11  3.000
 H8W  H17  C4   N5   111.02  3.000
 H8W  H16  C4   N5   108.54  3.000
 H8W  H17  C4   C2   109.56  3.000
 H8W  H16  C4   C2   107.57  3.000
 H8W  N5   C4   C2   113.69  3.000
 H8W  C18  N5   C6   112.44  3.000
 H8W  C6   N5   C4   112.26  3.000
 H8W  C18  N5   C4   112.43  3.000
 H8W  H20  C6   H19  106.64  3.000
 H8W  H20  C6   N5   111.75  3.000
 H8W  H19  C6   N5   109.12  3.000
 H8W  H20  C6   C7   109.99  3.000
 H8W  H19  C6   C7   109.46  3.000
 H8W  N5   C6   C7   109.81  3.000
 H8W  N16  N15  C14  106.67  3.000
 H8W  H18  N16  N15  119.73  3.000
 H8W  H18  N16  C12  127.90  3.000
 H8W  N15  N16  C12  112.38  3.000
 H8W  H22  C18  N5   110.91  3.000
 H8W  H22  C18  C19  107.50  3.000
 H8W  N5   C18  C19  109.75  3.000
 H8W  H22  C18  C9   107.02  3.000
 H8W  C19  C18  C9   109.62  3.000
 H8W  N5   C18  C9   111.90  3.000
 H8W  H23  C23  C24  119.45  3.000
 H8W  H23  C23  C22  119.49  3.000
 H8W  C24  C23  C22  121.06  3.000
 H8W  H25  C25  H24  106.75  3.000
 H8W  H25  C25  C26  109.59  3.000
 H8W  H24  C25  C26  109.81  3.000
 H8W  H25  C25  C22  109.76  3.000
 H8W  H24  C25  C22  109.95  3.000
 H8W  C26  C25  C22  110.89  3.000
 H8W  H27  C26  H26  105.49  3.000
 H8W  H27  C26  C25  110.57  3.000
 H8W  H26  C26  C25  110.43  3.000
 H8W  H27  C26  C27  108.40  3.000
 H8W  H26  C26  C27  108.17  3.000
 H8W  C25  C26  C27  113.45  3.000
 H8W  H28  O29  C27  110.01  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
 H8W  CONST_01  C11  C10  C9   C8      0.00   0.0  0
 H8W  CONST_02  C11  C12  C13  C8      0.00   0.0  0
 H8W  CONST_03  N16  C12  C13  C8    180.00   0.0  0
 H8W  CONST_04  N15  C14  C13  C8    180.00   0.0  0
 H8W  CONST_05  C12  C11  C10  C9      0.00   0.0  0
 H8W  CONST_06  C12  C13  C8   C9      0.00   0.0  0
 H8W  CONST_07  C14  C13  C8   C9    180.00   0.0  0
 H8W  CONST_08  C13  C12  C11  C10     0.00   0.0  0
 H8W  CONST_09  N16  C12  C11  C10   180.00   0.0  0
 H8W  CONST_10  C13  C8   C9   C10     0.00   0.0  0
 H8W  CONST_11  C14  C13  C12  C11   180.00   0.0  0
 H8W  CONST_12  N15  N16  C12  C11   180.00   0.0  0
 H8W  CONST_13  N15  C14  C13  C12     0.00   0.0  0
 H8W  CONST_14  C14  N15  N16  C12     0.00   0.0  0
 H8W  CONST_15  N15  N16  C12  C13     0.00   0.0  0
 H8W  CONST_16  N16  N15  C14  C13     0.00   0.0  0
 H8W  CONST_17  N16  C12  C13  C14     0.00   0.0  0
 H8W  CONST_18  C22  C23  C24  C19     0.00   0.0  0
 H8W  CONST_19  C22  C21  C20  C19     0.00   0.0  0
 H8W  CONST_20  C23  C24  C19  C20     0.00   0.0  0
 H8W  CONST_21  C23  C22  C21  C20     0.00   0.0  0
 H8W  CONST_22  C24  C23  C22  C21     0.00   0.0  0
 H8W  CONST_23  C24  C19  C20  C21     0.00   0.0  0
 H8W  CONST_24  C18  C19  C20  C21   180.00   0.0  0
 H8W  CONST_25  C23  C24  C19  C18   180.00   0.0  0
 H8W  CONST_26  C25  C22  C21  C20   180.00   0.0  0
 H8W  CONST_27  C25  C22  C23  C24   180.00   0.0  0
 H8W  CONST_28  H10  C10  C9   C8    180.00   0.0  0
 H8W  CONST_29  H12  C14  C13  C8      0.00   0.0  0
 H8W  CONST_30  H11  C11  C10  C9    180.00   0.0  0
 H8W  CONST_31  H18  N16  C12  C11     0.00   0.0  0
 H8W  CONST_32  H23  C23  C24  C19   180.00   0.0  0
 H8W  CONST_33  H14  C21  C20  C19   180.00   0.0  0
 H8W  CONST_34  H15  C24  C19  C20   180.00   0.0  0
 H8W  CONST_35  H13  C20  C21  C22   180.00   0.0  0
 H8W  CONST_36  H28  O29  C27  O28     0.00   0.0  0
 H8W  Var_01    C18  N5   C6   C7    -67.71  30.0  1
 H8W  Var_02    N5   C6   C7   C8     52.27  30.0  1
 H8W  Var_03    C6   C7   C8   C9    -18.44  30.0  1
 H8W  Var_04    C26  C25  C22  C21    82.23  30.0  2
 H8W  Var_05    N5   C4   C2   C1   -179.88  30.0  3
 H8W  Var_06    C27  C26  C25  C22  -178.88  30.0  3
 H8W  Var_07    C25  C26  C27  O28    -3.70  30.0  3
 H8W  Var_08    H5   C3   C2   C1     63.05  30.0  3
 H8W  Var_09    H1   C1   C2   C3     58.37  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
 H8W  chir_01  C18  C9  N5  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
 H8W  plan-1  C19  0.020
 H8W  plan-1  C20  0.020
 H8W  plan-1  C21  0.020
 H8W  plan-1  C22  0.020
 H8W  plan-1  C24  0.020
 H8W  plan-1  C18  0.020
 H8W  plan-1  C23  0.020
 H8W  plan-1  C25  0.020
 H8W  plan-1  H13  0.020
 H8W  plan-1  H14  0.020
 H8W  plan-1  H15  0.020
 H8W  plan-1  H23  0.020
 H8W  plan-2  C7   0.020
 H8W  plan-2  C8   0.020
 H8W  plan-2  C9   0.020
 H8W  plan-2  C10  0.020
 H8W  plan-2  C11  0.020
 H8W  plan-2  C12  0.020
 H8W  plan-2  C13  0.020
 H8W  plan-2  C14  0.020
 H8W  plan-2  N15  0.020
 H8W  plan-2  N16  0.020
 H8W  plan-2  C18  0.020
 H8W  plan-2  H10  0.020
 H8W  plan-2  H11  0.020
 H8W  plan-2  H12  0.020
 H8W  plan-2  H18  0.020
 H8W  plan-3  C27  0.020
 H8W  plan-3  O28  0.020
 H8W  plan-3  C26  0.020
 H8W  plan-3  O29  0.020
 H8W  plan-3  H28  0.020

