# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 10:53:53 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: 1-(3-methoxyphenyl)-N-(5-methyl-1H-pyrazol-3-yl)isoquinolin-3-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cccc(c1)c2nc(Nc3cc(C)[nH]n3)cc4ccccc24
#
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
 RO9  RO9  1-(3-methoxyphenyl)-N-(5-methyl-1H-pyrazol-3-yl)isoquinolin-3-amine  ligand  43  25  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_RO9
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
 RO9  C5   C  CR6   0   0.543  -1.5174   1.4638   0.2010
 RO9  C6   C  CR16  0  -0.514  -1.0665   2.7700   0.2614
 RO9  C10  C  CR16  0  -0.268   3.0118   3.4783  -0.4767
 RO9  C15  C  CR16  0  -0.396   2.5358  -0.8251   0.4445
 RO9  C14  C  CR6   0   0.402   3.2652  -2.0082   0.3080
 RO9  C12  C  CR16  0  -0.321   0.8221   4.3423   0.0583
 RO9  N17  N  NH1   0  -0.773  -2.8471   1.1876   0.3572
 RO9  C11  C  CR16  0  -0.245   2.1450   4.5593  -0.1967
 RO9  C8   C  CR66  0  -0.014   1.1742   1.9332  -0.1844
 RO9  C21  C  CR5   0   0.403  -4.1469  -2.1235   0.0472
 RO9  C23  C  CH3   0  -0.734  -4.3073  -3.5903  -0.1354
 RO9  C22  C  CR15  0  -0.555  -3.0201  -1.3267  -0.0004
 RO9  N20  N  NR15  0  -0.479  -5.1696  -1.3069   0.3336
 RO9  N19  N  N     0  -0.344  -4.8062  -0.0283   0.4789
 RO9  C18  C  CR5   0   0.459  -3.4991  -0.0285   0.2784
 RO9  N4   N  N     0  -0.471  -0.6844   0.4291   0.0056
 RO9  C7   C  CR66  0   0.253   0.2945   3.0244   0.0566
 RO9  C9   C  CR16  0  -0.326   2.5365   2.1974  -0.4712
 RO9  C3   C  CR6   0   0.200   0.5999   0.6345  -0.1599
 RO9  C16  C  CR6   0   0.066   1.4099  -0.5956  -0.3337
 RO9  C29  C  CR16  0  -0.306   0.9965  -1.5623  -1.2528
 RO9  C32  C  CR16  0  -0.232   1.7268  -2.7283  -1.3901
 RO9  C43  C  CR16  0  -0.388   2.8594  -2.9649  -0.6180
 RO9  C25  C  CH3   0  -0.438   5.1226  -3.3065   1.0071
 RO9  H1   H  HCR6  0   0.266  -1.7520   3.5895   0.4400
 RO9  H2   H  HCR6  0   0.260   4.0522   3.6700  -0.7022
 RO9  H3   H  HCR6  0   0.271   2.8529  -0.0977   1.1822
 RO9  H4   H  HCR6  0   0.256   0.1555   5.1735   0.2527
 RO9  H5   H  HNH1  0   0.403  -3.4525   1.9770   0.5208
 RO9  H6   H  HCR6  0   0.262   2.5348   5.5692  -0.1995
 RO9  H7   H  HCH3  0   0.259  -4.1419  -4.1273   0.7998
 RO9  H8   H  HCH3  0   0.254  -5.3063  -3.8429  -0.4894
 RO9  H9   H  HCH3  0   0.258  -3.5883  -3.9653  -0.8610
 RO9  H10  H  HCR5  0   0.272  -2.0125  -1.6361  -0.2052
 RO9  H11  H  HNR5  0   0.413  -6.1389  -1.5595   0.4357
 RO9  H12  H  HCR6  0   0.265   3.2057   1.3809  -0.7051
 RO9  H13  H  HCR6  0   0.249   0.1158  -1.3940  -1.8578
 RO9  H14  H  HCR6  0   0.262   1.4159  -3.4763  -2.1078
 RO9  H15  H  HCR6  0   0.282   3.4015  -3.8918  -0.7474
 RO9  H16  H  HCH3  0   0.229   4.5528  -4.2069   1.2516
 RO9  H17  H  HCH3  0   0.229   5.5507  -3.4208   0.0077
 RO9  H18  H  HCH3  0   0.260   5.9329  -3.1998   1.7238
 RO9  O24  O  O2    0  -0.472   4.3360  -2.1365   1.1137

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
 RO9  C32  C43  aromatic  1.391  0.020  1.391
 RO9  C32  C29  aromatic  1.383  0.020  1.383
 RO9  C43  C14  aromatic  1.392  0.020  1.392
 RO9  C23  C21  single    1.487  0.020  1.487
 RO9  C25  O24  single    1.414  0.020  1.414
 RO9  C29  C16  aromatic  1.396  0.020  1.396
 RO9  C14  O24  single    1.346  0.020  1.346
 RO9  C14  C15  aromatic  1.397  0.020  1.397
 RO9  C21  C22  aromatic  1.381  0.020  1.381
 RO9  C21  N20  aromatic  1.340  0.020  1.340
 RO9  C16  C15  aromatic  1.388  0.020  1.388
 RO9  C16  C3   single    1.483  0.020  1.483
 RO9  C22  C18  aromatic  1.412  0.020  1.412
 RO9  N20  N19  aromatic  1.337  0.020  1.337
 RO9  C3   N4   aromatic  1.311  0.020  1.311
 RO9  C3   C8   aromatic  1.420  0.020  1.420
 RO9  N4   C5   aromatic  1.343  0.020  1.343
 RO9  C18  N19  aromatic  1.322  0.020  1.322
 RO9  C18  N17  single    1.382  0.020  1.382
 RO9  C9   C8   aromatic  1.417  0.020  1.417
 RO9  C9   C10  aromatic  1.366  0.020  1.366
 RO9  C8   C7   aromatic  1.422  0.020  1.422
 RO9  C5   N17  single    1.367  0.020  1.367
 RO9  C5   C6   aromatic  1.383  0.020  1.383
 RO9  C10  C11  aromatic  1.414  0.020  1.414
 RO9  C7   C6   aromatic  1.400  0.020  1.400
 RO9  C7   C12  aromatic  1.420  0.020  1.420
 RO9  C11  C12  aromatic  1.365  0.020  1.365
 RO9  C6   H1   single    0.930  0.020  1.080
 RO9  C10  H2   single    0.930  0.020  1.080
 RO9  C15  H3   single    0.930  0.020  1.080
 RO9  C12  H4   single    0.930  0.020  1.080
 RO9  N17  H5   single    0.860  0.020  1.020
 RO9  C11  H6   single    0.930  0.020  1.080
 RO9  C23  H7   single    0.970  0.020  1.090
 RO9  C23  H8   single    0.970  0.020  1.090
 RO9  C23  H9   single    0.970  0.020  1.090
 RO9  C22  H10  single    0.930  0.020  1.080
 RO9  N20  H11  single    0.860  0.020  1.020
 RO9  C9   H12  single    0.930  0.020  1.080
 RO9  C29  H13  single    0.930  0.020  1.080
 RO9  C32  H14  single    0.930  0.020  1.080
 RO9  C43  H15  single    0.930  0.020  1.080
 RO9  C25  H16  single    0.970  0.020  1.090
 RO9  C25  H17  single    0.970  0.020  1.090
 RO9  C25  H18  single    0.970  0.020  1.090

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
 RO9  N4   C5   N17  117.67  3.000
 RO9  N17  C5   C6   120.19  3.000
 RO9  N4   C5   C6   122.13  3.000
 RO9  H1   C6   C7   120.13  3.000
 RO9  H1   C6   C5   121.02  3.000
 RO9  C7   C6   C5   118.84  3.000
 RO9  H2   C10  C9   120.10  3.000
 RO9  H2   C10  C11  119.71  3.000
 RO9  C9   C10  C11  120.19  3.000
 RO9  H3   C15  C16  120.54  3.000
 RO9  H3   C15  C14  118.84  3.000
 RO9  C16  C15  C14  120.60  3.000
 RO9  O24  C14  C43  124.37  3.000
 RO9  O24  C14  C15  115.96  3.000
 RO9  C43  C14  C15  119.67  3.000
 RO9  H4   C12  C7   118.94  3.000
 RO9  H4   C12  C11  120.54  3.000
 RO9  C7   C12  C11  120.51  3.000
 RO9  H5   N17  C18  114.52  3.000
 RO9  H5   N17  C5   116.38  3.000
 RO9  C18  N17  C5   129.06  3.000
 RO9  H6   C11  C12  119.87  3.000
 RO9  H6   C11  C10  119.48  3.000
 RO9  C12  C11  C10  120.65  3.000
 RO9  C3   C8   C9   124.25  3.000
 RO9  C9   C8   C7   119.07  3.000
 RO9  C3   C8   C7   116.65  3.000
 RO9  N20  C21  C22  106.18  3.000
 RO9  N20  C21  C23  123.04  3.000
 RO9  C22  C21  C23  130.77  3.000
 RO9  H9   C23  H8   108.01  3.000
 RO9  H9   C23  H7   107.56  3.000
 RO9  H8   C23  H7   107.67  3.000
 RO9  H9   C23  C21  110.52  3.000
 RO9  H8   C23  C21  111.56  3.000
 RO9  H7   C23  C21  111.35  3.000
 RO9  H10  C22  C18  128.40  3.000
 RO9  H10  C22  C21  127.30  3.000
 RO9  C18  C22  C21  104.30  3.000
 RO9  H11  N20  N19  119.37  3.000
 RO9  H11  N20  C21  127.13  3.000
 RO9  N19  N20  C21  113.49  3.000
 RO9  C18  N19  N20  104.59  3.000
 RO9  N19  C18  C22  111.44  3.000
 RO9  N19  C18  N17  117.22  3.000
 RO9  C22  C18  N17  131.33  3.000
 RO9  C3   N4   C5   120.35  3.000
 RO9  C8   C7   C12  118.86  3.000
 RO9  C12  C7   C6   122.00  3.000
 RO9  C8   C7   C6   119.13  3.000
 RO9  H12  C9   C8   119.87  3.000
 RO9  H12  C9   C10  119.46  3.000
 RO9  C8   C9   C10  120.67  3.000
 RO9  C16  C3   N4   114.82  3.000
 RO9  N4   C3   C8   122.79  3.000
 RO9  C16  C3   C8   122.39  3.000
 RO9  C29  C16  C3   119.32  3.000
 RO9  C3   C16  C15  120.97  3.000
 RO9  C29  C16  C15  119.65  3.000
 RO9  H13  C29  C32  120.38  3.000
 RO9  H13  C29  C16  120.09  3.000
 RO9  C32  C29  C16  119.53  3.000
 RO9  H14  C32  C43  118.97  3.000
 RO9  H14  C32  C29  119.81  3.000
 RO9  C43  C32  C29  121.23  3.000
 RO9  H15  C43  C32  119.17  3.000
 RO9  H15  C43  C14  121.51  3.000
 RO9  C32  C43  C14  119.32  3.000
 RO9  H18  C25  H17  108.73  3.000
 RO9  H18  C25  H16  108.77  3.000
 RO9  H17  C25  H16  108.81  3.000
 RO9  H18  C25  O24  106.49  3.000
 RO9  H17  C25  O24  111.92  3.000
 RO9  H16  C25  O24  112.01  3.000
 RO9  C25  O24  C14  118.44  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
 RO9  CONST_01  C16  C3   N4   C5   180.00   0.0  0
 RO9  CONST_02  C8   C3   N4   C5     0.00   0.0  0
 RO9  CONST_03  C8   C7   C6   C5     0.00   0.0  0
 RO9  CONST_04  C12  C7   C6   C5   180.00   0.0  0
 RO9  CONST_05  C3   N4   C5   C6     0.00   0.0  0
 RO9  CONST_06  C3   C8   C7   C6     0.00   0.0  0
 RO9  CONST_07  C9   C8   C7   C6   180.00   0.0  0
 RO9  CONST_08  C11  C12  C7   C6   180.00   0.0  0
 RO9  CONST_09  C3   C8   C9   C10  180.00   0.0  0
 RO9  CONST_10  C7   C8   C9   C10    0.00   0.0  0
 RO9  CONST_11  C7   C12  C11  C10    0.00   0.0  0
 RO9  CONST_12  C32  C43  C14  C15    0.00   0.0  0
 RO9  CONST_13  C32  C29  C16  C15    0.00   0.0  0
 RO9  CONST_16  C29  C32  C43  C14    0.00   0.0  0
 RO9  CONST_17  C29  C16  C15  C14    0.00   0.0  0
 RO9  CONST_18  C3   C16  C15  C14  180.00   0.0  0
 RO9  CONST_19  C3   C8   C7   C12  180.00   0.0  0
 RO9  CONST_20  C9   C8   C7   C12    0.00   0.0  0
 RO9  CONST_21  C9   C10  C11  C12    0.00   0.0  0
 RO9  CONST_22  C8   C9   C10  C11    0.00   0.0  0
 RO9  CONST_23  C8   C7   C12  C11    0.00   0.0  0
 RO9  CONST_25  N19  C18  C22  C21    0.00   0.0  0
 RO9  CONST_26  C18  N19  N20  C21    0.00   0.0  0
 RO9  CONST_27  N19  N20  C21  C22    0.00   0.0  0
 RO9  CONST_28  N20  N19  C18  C22    0.00   0.0  0
 RO9  CONST_29  C18  C22  C21  N20    0.00   0.0  0
 RO9  CONST_31  C9   C8   C3   N4   180.00   0.0  0
 RO9  CONST_32  C7   C8   C3   N4     0.00   0.0  0
 RO9  CONST_33  C7   C6   C5   N4     0.00   0.0  0
 RO9  CONST_34  C16  C3   C8   C7   180.00   0.0  0
 RO9  CONST_35  C16  C3   C8   C9     0.00   0.0  0
 RO9  CONST_36  C32  C29  C16  C3   180.00   0.0  0
 RO9  CONST_37  C43  C32  C29  C16    0.00   0.0  0
 RO9  CONST_38  C43  C14  C15  C16    0.00   0.0  0
 RO9  CONST_39  C21  C22  C18  N17  180.00   0.0  0
 RO9  CONST_40  N20  N19  C18  N17  180.00   0.0  0
 RO9  CONST_41  C3   N4   C5   N17  180.00   0.0  0
 RO9  CONST_42  C7   C6   C5   N17  180.00   0.0  0
 RO9  CONST_43  C18  C22  C21  C23  180.00   0.0  0
 RO9  CONST_44  N19  N20  C21  C23  180.00   0.0  0
 RO9  CONST_45  O24  C14  C15  C16  180.00   0.0  0
 RO9  CONST_46  O24  C14  C43  C32  180.00   0.0  0
 RO9  CONST_47  H4   C12  C7   C6     0.00   0.0  0
 RO9  CONST_48  H15  C43  C14  C15  180.00   0.0  0
 RO9  CONST_49  H13  C29  C16  C15  180.00   0.0  0
 RO9  CONST_50  H14  C32  C43  C14  180.00   0.0  0
 RO9  CONST_51  H1   C6   C7   C12    0.00   0.0  0
 RO9  CONST_52  H2   C10  C11  C12  180.00   0.0  0
 RO9  CONST_53  H12  C9   C10  C11  180.00   0.0  0
 RO9  CONST_54  H11  N20  C21  C22  180.00   0.0  0
 RO9  CONST_55  H10  C22  C21  N20  180.00   0.0  0
 RO9  CONST_56  H6   C11  C12  C7   180.00   0.0  0
 RO9  CONST_57  H3   C15  C16  C3     0.00   0.0  0
 RO9  Var_01    C22  C18  N17  C5    -1.15  30.0  2
 RO9  Var_02    C18  N17  C5   C6   177.14  30.0  2
 RO9  Var_03    H7   C23  C21  C22   86.11  30.0  2
 RO9  Var_04    H16  C25  O24  C14  -62.16  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
 RO9  plan-1  N17  0.020
 RO9  plan-1  C21  0.020
 RO9  plan-1  C23  0.020
 RO9  plan-1  C22  0.020
 RO9  plan-1  N20  0.020
 RO9  plan-1  N19  0.020
 RO9  plan-1  C18  0.020
 RO9  plan-1  H10  0.020
 RO9  plan-1  H11  0.020
 RO9  plan-2  C15  0.020
 RO9  plan-2  C14  0.020
 RO9  plan-2  C3   0.020
 RO9  plan-2  C16  0.020
 RO9  plan-2  C29  0.020
 RO9  plan-2  C32  0.020
 RO9  plan-2  C43  0.020
 RO9  plan-2  H3   0.020
 RO9  plan-2  H13  0.020
 RO9  plan-2  H14  0.020
 RO9  plan-2  H15  0.020
 RO9  plan-2  O24  0.020
 RO9  plan-3  C5   0.020
 RO9  plan-3  C6   0.020
 RO9  plan-3  C10  0.020
 RO9  plan-3  C12  0.020
 RO9  plan-3  N17  0.020
 RO9  plan-3  C11  0.020
 RO9  plan-3  C8   0.020
 RO9  plan-3  N4   0.020
 RO9  plan-3  C7   0.020
 RO9  plan-3  C9   0.020
 RO9  plan-3  C3   0.020
 RO9  plan-3  C16  0.020
 RO9  plan-3  H1   0.020
 RO9  plan-3  H2   0.020
 RO9  plan-3  H4   0.020
 RO9  plan-3  H6   0.020
 RO9  plan-3  H12  0.020

