# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 02:44:08 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: 4-(2-methoxyphenyl)-3,7,7-trimethyl-1,6,7,8-tetrahydro-5H-pyrazolo[3,4-b]quinolin-5-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccccc1c2c3C(=O)CC(C)(C)Cc3nc4[nH]nc(C)c24
#
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
 65A  65A  4-(2-methoxyphenyl)-3,7,7-trimethyl-1,6,7,8-tetrahydro-5H-pyrazolo[3,4-b]quinolin-5-one  ligand  46  25  .  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_65A
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
 65A  C11  C  CR5   0   0.172  -1.8228  -2.4551  -0.4133
 65A  C13  C  CH3   0  -0.749  -3.2321  -2.0536  -0.6681
 65A  C16  C  CR16  0  -0.279  -2.9777   1.7254  -2.0586
 65A  C15  C  CR16  0  -0.257  -1.9009   0.8868  -1.7931
 65A  C14  C  CR6   0  -0.085  -1.4609   0.6853  -0.4969
 65A  C9   C  CR6   0   0.231  -0.3656  -0.2734  -0.2250
 65A  C19  C  CR6   0   0.391  -2.1154   1.3207   0.5636
 65A  C20  C  CH3   0  -0.437  -2.2289   1.6867   2.9037
 65A  C8   C  CH3   0  -0.640   3.8641   0.7530  -1.5199
 65A  C6   C  CT    0  -0.142   3.8105   0.7533   0.0097
 65A  N3   N  N     0  -0.467   1.6573  -2.2387   0.2059
 65A  C4   C  C     0   0.338   1.3842   1.4955   0.0895
 65A  C5   C  CH2   0  -0.536   2.8014   1.7833   0.5132
 65A  C2   C  CR6   0   0.253   1.9344  -0.9482   0.2405
 65A  C1   C  CH2   0  -0.483   3.3661  -0.6082   0.5369
 65A  O1   O  O     0  -0.393   0.6213   2.4012  -0.1765
 65A  C7   C  CH3   0  -0.638   5.1958   1.0842   0.5570
 65A  C3   C  CR6   0  -0.180   0.9643   0.0747   0.0391
 65A  O2   O  O2    0  -0.464  -1.6281   1.0584   1.7896
 65A  C18  C  CR16  0  -0.391  -3.1993   2.1514   0.3057
 65A  C17  C  CR16  0  -0.247  -3.6216   2.3506  -1.0053
 65A  C10  C  CR56  0  -0.161  -0.6628  -1.6326  -0.2408
 65A  C12  C  CR56  0   0.550   0.3860  -2.5409  -0.0179
 65A  N2   N  NR15  0  -0.535  -0.1602  -3.7648  -0.0763
 65A  N1   N  N     0  -0.245  -1.4845  -3.7136  -0.3059
 65A  H1   H  HCH3  0   0.255  -3.3494  -1.6231  -1.6627
 65A  H2   H  HCH3  0   0.257  -3.8897  -2.9178  -0.5914
 65A  H3   H  HCH3  0   0.251  -3.5659  -1.2999   0.0449
 65A  H4   H  HCR6  0   0.252  -3.3088   1.8788  -3.0768
 65A  H5   H  HCR6  0   0.254  -1.3929   0.3836  -2.6067
 65A  H6   H  HCH3  0   0.259  -1.6763   1.3561   3.7797
 65A  H7   H  HCH3  0   0.229  -2.1685   2.7761   2.8385
 65A  H8   H  HCH3  0   0.228  -3.2767   1.3978   3.0202
 65A  H9   H  HCH3  0   0.234   4.1522   1.7360  -1.8975
 65A  H10  H  HCH3  0   0.234   4.6006   0.0303  -1.8762
 65A  H11  H  HCH3  0   0.231   2.9076   0.4953  -1.9798
 65A  H12  H  HCH2  0   0.274   2.8128   1.7875   1.6114
 65A  H13  H  HCH2  0   0.264   3.0644   2.7929   0.1891
 65A  H14  H  HCH2  0   0.262   4.0005  -1.4056   0.1431
 65A  H15  H  HCH2  0   0.270   3.4910  -0.6262   1.6271
 65A  H16  H  HCH3  0   0.233   5.5343   2.0594   0.2019
 65A  H17  H  HCH3  0   0.227   5.1988   1.1067   1.6486
 65A  H18  H  HCH3  0   0.232   5.9284   0.3410   0.2354
 65A  H19  H  HCR6  0   0.278  -3.7255   2.6502   1.1083
 65A  H20  H  HCR6  0   0.257  -4.4673   3.0002  -1.1907
 65A  H21  H  HNR5  0   0.417   0.2971  -4.6536   0.0504

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
 65A  C7   C6   single    1.526  0.020  1.526
 65A  C1   C6   single    1.526  0.020  1.526
 65A  C1   C2   single    1.501  0.020  1.501
 65A  N3   C2   aromatic  1.320  0.020  1.320
 65A  N3   C12  aromatic  1.326  0.020  1.326
 65A  C6   C8   single    1.530  0.020  1.530
 65A  C6   C5   single    1.527  0.020  1.527
 65A  N2   C12  aromatic  1.342  0.020  1.342
 65A  N2   N1   aromatic  1.345  0.020  1.345
 65A  C2   C3   aromatic  1.424  0.020  1.424
 65A  C12  C10  aromatic  1.405  0.020  1.405
 65A  C5   C4   single    1.507  0.020  1.507
 65A  N1   C11  aromatic  1.308  0.020  1.308
 65A  C3   C4   single    1.482  0.020  1.482
 65A  C3   C9   aromatic  1.400  0.020  1.400
 65A  C10  C11  aromatic  1.432  0.020  1.432
 65A  C10  C9   aromatic  1.391  0.020  1.391
 65A  C4   O1   double    1.214  0.020  1.214
 65A  C11  C13  single    1.487  0.020  1.487
 65A  C9   C14  single    1.481  0.020  1.481
 65A  C15  C14  aromatic  1.384  0.020  1.384
 65A  C15  C16  aromatic  1.390  0.020  1.390
 65A  C14  C19  aromatic  1.399  0.020  1.399
 65A  C16  C17  aromatic  1.384  0.020  1.384
 65A  C19  O2   single    1.345  0.020  1.345
 65A  C19  C18  aromatic  1.390  0.020  1.390
 65A  C17  C18  aromatic  1.392  0.020  1.392
 65A  O2   C20  single    1.413  0.020  1.413
 65A  C13  H1   single    0.970  0.020  1.090
 65A  C13  H2   single    0.970  0.020  1.090
 65A  C13  H3   single    0.970  0.020  1.090
 65A  C16  H4   single    0.930  0.020  1.080
 65A  C15  H5   single    0.930  0.020  1.080
 65A  C20  H6   single    0.970  0.020  1.090
 65A  C20  H7   single    0.970  0.020  1.090
 65A  C20  H8   single    0.970  0.020  1.090
 65A  C8   H9   single    0.970  0.020  1.090
 65A  C8   H10  single    0.970  0.020  1.090
 65A  C8   H11  single    0.970  0.020  1.090
 65A  C5   H12  single    0.970  0.020  1.090
 65A  C5   H13  single    0.970  0.020  1.090
 65A  C1   H14  single    0.970  0.020  1.090
 65A  C1   H15  single    0.970  0.020  1.090
 65A  C7   H16  single    0.970  0.020  1.090
 65A  C7   H17  single    0.970  0.020  1.090
 65A  C7   H18  single    0.970  0.020  1.090
 65A  C18  H19  single    0.930  0.020  1.080
 65A  C17  H20  single    0.930  0.020  1.080
 65A  N2   H21  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
 65A  N1   C11  C10  109.46  3.000
 65A  C10  C11  C13  129.27  3.000
 65A  N1   C11  C13  121.27  3.000
 65A  H3   C13  H2   108.54  3.000
 65A  H3   C13  H1   106.91  3.000
 65A  H2   C13  H1   108.23  3.000
 65A  H3   C13  C11  111.40  3.000
 65A  H2   C13  C11  110.24  3.000
 65A  H1   C13  C11  111.39  3.000
 65A  H4   C16  C17  120.67  3.000
 65A  H4   C16  C15  120.16  3.000
 65A  C17  C16  C15  119.17  3.000
 65A  H5   C15  C14  119.14  3.000
 65A  H5   C15  C16  120.00  3.000
 65A  C14  C15  C16  120.87  3.000
 65A  C19  C14  C9   120.07  3.000
 65A  C19  C14  C15  119.69  3.000
 65A  C9   C14  C15  120.10  3.000
 65A  C10  C9   C3   116.61  3.000
 65A  C10  C9   C14  118.19  3.000
 65A  C3   C9   C14  125.20  3.000
 65A  C18  C19  O2   124.63  3.000
 65A  C18  C19  C14  119.72  3.000
 65A  O2   C19  C14  115.65  3.000
 65A  H8   C20  H7   108.83  3.000
 65A  H8   C20  H6   108.72  3.000
 65A  H7   C20  H6   108.84  3.000
 65A  H8   C20  O2   111.97  3.000
 65A  H7   C20  O2   111.88  3.000
 65A  H6   C20  O2   106.50  3.000
 65A  H11  C8   H10  107.29  3.000
 65A  H11  C8   H9   107.33  3.000
 65A  H10  C8   H9   107.77  3.000
 65A  H11  C8   C6   112.97  3.000
 65A  H10  C8   C6   110.49  3.000
 65A  H9   C8   C6   110.78  3.000
 65A  C7   C6   C1   109.50  3.000
 65A  C1   C6   C5   107.18  3.000
 65A  C7   C6   C5   109.59  3.000
 65A  C5   C6   C8   110.66  3.000
 65A  C1   C6   C8   110.81  3.000
 65A  C7   C6   C8   109.07  3.000
 65A  C12  N3   C2   115.37  3.000
 65A  C3   C4   O1   121.99  3.000
 65A  O1   C4   C5   120.68  3.000
 65A  C3   C4   C5   117.32  3.000
 65A  H13  C5   H12  106.90  3.000
 65A  H13  C5   C4   108.63  3.000
 65A  H12  C5   C4   106.96  3.000
 65A  H13  C5   C6   111.50  3.000
 65A  H12  C5   C6   108.99  3.000
 65A  C4   C5   C6   113.57  3.000
 65A  C3   C2   C1   120.99  3.000
 65A  C3   C2   N3   123.74  3.000
 65A  C1   C2   N3   115.26  3.000
 65A  H15  C1   H14  106.26  3.000
 65A  H15  C1   C2   107.51  3.000
 65A  H14  C1   C2   108.50  3.000
 65A  H15  C1   C6   108.95  3.000
 65A  H14  C1   C6   110.95  3.000
 65A  C2   C1   C6   114.30  3.000
 65A  H18  C7   H17  107.86  3.000
 65A  H18  C7   H16  107.71  3.000
 65A  H17  C7   H16  107.81  3.000
 65A  H18  C7   C6   110.85  3.000
 65A  H17  C7   C6   111.44  3.000
 65A  H16  C7   C6   111.01  3.000
 65A  C2   C3   C4   119.38  3.000
 65A  C4   C3   C9   120.92  3.000
 65A  C2   C3   C9   119.69  3.000
 65A  C20  O2   C19  118.54  3.000
 65A  H19  C18  C17  119.04  3.000
 65A  H19  C18  C19  121.16  3.000
 65A  C17  C18  C19  119.80  3.000
 65A  H20  C17  C18  118.96  3.000
 65A  H20  C17  C16  120.29  3.000
 65A  C18  C17  C16  120.74  3.000
 65A  C12  C10  C9   118.05  3.000
 65A  C9   C10  C11  137.33  3.000
 65A  C12  C10  C11  104.62  3.000
 65A  N2   C12  C10  106.19  3.000
 65A  C10  C12  N3   126.52  3.000
 65A  N2   C12  N3   127.28  3.000
 65A  H21  N2   N1   120.13  3.000
 65A  H21  N2   C12  127.91  3.000
 65A  N1   N2   C12  111.94  3.000
 65A  N2   N1   C11  107.78  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
 65A  CONST_01  C12  N2   N1   C11     0.00   0.0  0
 65A  CONST_02  N3   C12  C10  C11   180.00   0.0  0
 65A  CONST_03  N2   C12  C10  C11     0.00   0.0  0
 65A  CONST_04  C3   C9   C10  C11   180.00   0.0  0
 65A  CONST_05  C14  C9   C10  C11     0.00   0.0  0
 65A  CONST_06  C9   C14  C15  C16   180.00   0.0  0
 65A  CONST_07  C19  C14  C15  C16     0.00   0.0  0
 65A  CONST_08  C19  C18  C17  C16     0.00   0.0  0
 65A  CONST_11  C18  C19  C14  C15     0.00   0.0  0
 65A  CONST_12  C18  C17  C16  C15     0.00   0.0  0
 65A  CONST_13  C2   C3   C9   C14   180.00   0.0  0
 65A  CONST_14  C12  C10  C9   C14   180.00   0.0  0
 65A  CONST_15  C17  C16  C15  C14     0.00   0.0  0
 65A  CONST_16  C17  C18  C19  C14     0.00   0.0  0
 65A  CONST_17  N3   C2   C3   C9      0.00   0.0  0
 65A  CONST_18  N3   C12  C10  C9      0.00   0.0  0
 65A  CONST_19  N2   C12  C10  C9    180.00   0.0  0
 65A  CONST_20  N1   C11  C10  C9    180.00   0.0  0
 65A  CONST_21  C18  C19  C14  C9    180.00   0.0  0
 65A  CONST_24  N1   N2   C12  N3    180.00   0.0  0
 65A  CONST_25  N2   C12  N3   C2    180.00   0.0  0
 65A  CONST_26  C10  C12  N3   C2      0.00   0.0  0
 65A  CONST_27  C10  C9   C3   C2      0.00   0.0  0
 65A  CONST_28  C12  N3   C2   C3      0.00   0.0  0
 65A  CONST_29  C12  C10  C9   C3      0.00   0.0  0
 65A  CONST_30  N1   N2   C12  C10     0.00   0.0  0
 65A  CONST_31  N2   N1   C11  C10     0.00   0.0  0
 65A  CONST_32  N1   C11  C10  C12     0.00   0.0  0
 65A  CONST_33  C4   C3   C9   C14     0.00   0.0  0
 65A  CONST_34  N2   N1   C11  C13   180.00   0.0  0
 65A  CONST_35  C12  C10  C11  C13   180.00   0.0  0
 65A  CONST_36  C9   C10  C11  C13     0.00   0.0  0
 65A  CONST_37  O2   C19  C14  C15   180.00   0.0  0
 65A  CONST_38  O2   C19  C14  C9      0.00   0.0  0
 65A  CONST_39  C17  C18  C19  O2    180.00   0.0  0
 65A  CONST_40  H21  N2   N1   C11   180.00   0.0  0
 65A  CONST_41  H19  C18  C17  C16   180.00   0.0  0
 65A  CONST_42  H20  C17  C16  C15   180.00   0.0  0
 65A  CONST_43  H4   C16  C15  C14   180.00   0.0  0
 65A  CONST_44  H5   C15  C14  C9      0.00   0.0  0
 65A  Var_01    C5   C4   C3   C9    174.12  30.0  1
 65A  Var_02    N3   C2   C1   C6    155.22  30.0  1
 65A  Var_03    C3   C4   C5   C6     36.58  30.0  1
 65A  Var_04    C1   C6   C5   C4    -57.91  30.0  1
 65A  Var_05    C2   C1   C6   C5     52.19  30.0  1
 65A  Var_06    C18  C19  O2   C20    -1.51  30.0  2
 65A  Var_07    H16  C7   C6   C5    -62.16  30.0  3
 65A  Var_08    H9   C8   C6   C5     59.50  30.0  3
 65A  Var_09    H1   C13  C11  C10    68.80  30.0  2
 65A  Var_10    H6   C20  O2   C19  -178.88  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
 65A  plan-1  C16  0.020
 65A  plan-1  C15  0.020
 65A  plan-1  C14  0.020
 65A  plan-1  C9   0.020
 65A  plan-1  C19  0.020
 65A  plan-1  O2   0.020
 65A  plan-1  C18  0.020
 65A  plan-1  C17  0.020
 65A  plan-1  H4   0.020
 65A  plan-1  H5   0.020
 65A  plan-1  H19  0.020
 65A  plan-1  H20  0.020
 65A  plan-2  C11  0.020
 65A  plan-2  C13  0.020
 65A  plan-2  C14  0.020
 65A  plan-2  C9   0.020
 65A  plan-2  N3   0.020
 65A  plan-2  C4   0.020
 65A  plan-2  C2   0.020
 65A  plan-2  C1   0.020
 65A  plan-2  C3   0.020
 65A  plan-2  C10  0.020
 65A  plan-2  C12  0.020
 65A  plan-2  N2   0.020
 65A  plan-2  N1   0.020
 65A  plan-2  H21  0.020
 65A  plan-3  C4   0.020
 65A  plan-3  C5   0.020
 65A  plan-3  O1   0.020
 65A  plan-3  C3   0.020

