# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 17:02:02 2020
#   Inital geometry file: a 142 line input string
#   Ligand name: (4~{S})-3-(2,2-dimethylpropyl)-4,7,7-trimethyl-4-phenyl-2,6,8,9-tetrahydropyrazolo[3,4-b]quinolin-5-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(C)Cc1[nH]nc2NC3=C(C(=O)CC(C)(C)C3)[C@@](C)(c4ccccc4)c12
#
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
 6VM  6VM  (4~{S})-3-(2,2-dimethylpropyl)-4,7,7-trimethyl-4-phenyl-2,6,8,9-tetrahydropyrazolo[3,4-b]quinolin-5-one  ligand  59  28  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_6VM
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
 6VM  C1   C  CT    0  -0.085  -4.3164  -0.7891   0.5619
 6VM  C2   C  CH3   0  -0.646  -3.7501  -1.4599   1.8096
 6VM  C3   C  CH3   0  -0.642  -5.3387   0.2709   0.9785
 6VM  C4   C  CH2   0  -0.514  -3.2069  -0.0532  -0.2241
 6VM  C5   C  CR5   0   0.440  -2.0475  -0.8554  -0.7133
 6VM  C6   C  CR5   0   0.455  -0.1364  -1.7536  -1.2869
 6VM  C14  C  C     0  -0.521   3.5099  -1.4330  -0.9444
 6VM  C24  C  CR16  0  -0.319  -0.7950   2.2630   1.3555
 6VM  C25  C  CR16  0  -0.241  -1.1565   3.5835   1.1140
 6VM  C26  C  CR16  0  -0.274  -0.9463   4.1525  -0.1332
 6VM  C27  C  CR16  0  -0.246  -0.3728   3.3837  -1.1390
 6VM  C9   C  CR6   0   0.272   2.5953   0.6054   0.8955
 6VM  C8   C  CR6   0  -0.092   1.6170  -0.2138   0.2070
 6VM  C7   C  CR6   0   0.396   2.0605  -1.1853  -0.6508
 6VM  C11  C  CR6   0  -0.139   4.4420  -1.0024   0.1832
 6VM  C10  C  C     0  -0.533   4.0593   0.4257   0.5567
 6VM  C15  C  CT    0  -0.222   0.1344   0.0074   0.5446
 6VM  C29  C  CH3   0  -0.566  -0.1343  -0.4970   1.9698
 6VM  C30  C  CR6   0   0.217  -0.2263   1.4822   0.3560
 6VM  C28  C  CR16  0  -0.285  -0.0233   2.0646  -0.8937
 6VM  C23  C  CR5   0  -0.191  -0.6935  -0.8060  -0.4224
 6VM  C    C  CH3   0  -0.670  -5.0211  -1.8369  -0.3019
 6VM  N    N  NR15  0  -0.510  -2.1748  -1.7889  -1.6797
 6VM  N1   N  N     0  -0.296  -1.0201  -2.3529  -2.0517
 6VM  N2   N  NH1   0  -0.745   1.2172  -1.9891  -1.3370
 6VM  H1   H  HCH3  0   0.229  -2.9882  -2.2020   1.5623
 6VM  H2   H  HCH3  0   0.222  -3.2978  -0.7293   2.4834
 6VM  H3   H  HCH3  0   0.237  -4.5402  -1.9695   2.3649
 6VM  H4   H  HCH3  0   0.224  -4.8790   1.0467   1.5949
 6VM  H5   H  HCH3  0   0.227  -5.7839   0.7562   0.1071
 6VM  H6   H  HCH3  0   0.231  -6.1470  -0.1758   1.5609
 6VM  H7   H  HCH2  0   0.262  -3.6703   0.4433  -1.0843
 6VM  H8   H  HCH2  0   0.261  -2.8136   0.7504   0.4001
 6VM  H9   H  HCH3  0   0.236   6.1645  -2.0502  -0.6250
 6VM  H10  H  HCH3  0   0.230   6.0425  -0.3674  -1.1496
 6VM  H11  H  HCH3  0   0.236   6.5750  -0.7451   0.4875
 6VM  H12  H  HCH3  0   0.237   4.9421  -1.6139   2.2051
 6VM  H13  H  HCH3  0   0.222   3.2747  -1.9732   1.7668
 6VM  H14  H  HCH3  0   0.237   4.5858  -2.9550   1.1178
 6VM  H15  H  H     0   0.275   3.6548  -2.4938  -1.1726
 6VM  H16  H  H     0   0.291   3.7646  -0.8871  -1.8611
 6VM  H17  H  HCR6  0   0.246  -0.9651   1.8543   2.3427
 6VM  H18  H  HCR6  0   0.252  -1.6023   4.1676   1.9095
 6VM  H19  H  HCR6  0   0.251  -1.2265   5.1810  -0.3218
 6VM  H20  H  HCR6  0   0.251  -0.2007   3.8115  -2.1190
 6VM  H22  H  H     0   0.279   4.2830   1.0910  -0.2875
 6VM  H23  H  H     0   0.265   4.6565   0.7831   1.3992
 6VM  H24  H  HCH3  0   0.026   0.4553   0.0367   2.7124
 6VM  H25  H  HCH3  0   0.267  -1.1863  -0.3947   2.2358
 6VM  H26  H  HCH3  0   0.274   0.1141  -1.5565   2.0326
 6VM  H27  H  HCR6  0   0.243   0.4177   1.4768  -1.6908
 6VM  H28  H  HCH3  0   0.240  -5.9073  -2.2140   0.2118
 6VM  H29  H  HCH3  0   0.230  -5.3502  -1.4153  -1.2547
 6VM  H30  H  HCH3  0   0.224  -4.3859  -2.7000  -0.5071
 6VM  H31  H  HNR5  0   0.419  -3.0192  -2.0444  -2.1644
 6VM  H21  H  HNH1  0   0.417   1.5833  -2.6731  -1.9797
 6VM  C12  C  CH3   0  -0.641   5.8872  -1.0432  -0.3063
 6VM  C13  C  CH3   0  -0.634   4.2968  -1.9368   1.3859
 6VM  O    O  O     0  -0.506   2.2721   1.4556   1.7165

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
 6VM  C12  C11  single    1.526  0.020  1.526
 6VM  C13  C11  single    1.530  0.020  1.530
 6VM  C14  C11  single    1.525  0.020  1.525
 6VM  C14  C7   single    1.499  0.020  1.499
 6VM  C11  C10  single    1.525  0.020  1.525
 6VM  N2   C7   single    1.352  0.020  1.352
 6VM  N2   C6   single    1.375  0.020  1.375
 6VM  C7   C8   double    1.370  0.020  1.370
 6VM  C10  C9   single    1.513  0.020  1.513
 6VM  N1   C6   aromatic  1.313  0.020  1.313
 6VM  N1   N    aromatic  1.338  0.020  1.338
 6VM  C6   C23  aromatic  1.398  0.020  1.398
 6VM  C8   C9   single    1.450  0.020  1.450
 6VM  C8   C15  single    1.537  0.020  1.537
 6VM  C9   O    double    1.225  0.020  1.225
 6VM  N    C5   aromatic  1.350  0.020  1.350
 6VM  C23  C15  single    1.511  0.020  1.511
 6VM  C23  C5   aromatic  1.386  0.020  1.386
 6VM  C15  C29  single    1.536  0.020  1.536
 6VM  C15  C30  single    1.530  0.020  1.530
 6VM  C5   C4   single    1.492  0.020  1.492
 6VM  C28  C30  aromatic  1.394  0.020  1.394
 6VM  C28  C27  aromatic  1.387  0.020  1.387
 6VM  C30  C24  aromatic  1.390  0.020  1.390
 6VM  C4   C1   single    1.546  0.020  1.546
 6VM  C27  C26  aromatic  1.390  0.020  1.390
 6VM  C3   C1   single    1.530  0.020  1.530
 6VM  C24  C25  aromatic  1.390  0.020  1.390
 6VM  C1   C2   single    1.526  0.020  1.526
 6VM  C1   C    single    1.530  0.020  1.530
 6VM  C26  C25  aromatic  1.387  0.020  1.387
 6VM  C2   H1   single    0.970  0.020  1.090
 6VM  C2   H2   single    0.970  0.020  1.090
 6VM  C2   H3   single    0.970  0.020  1.090
 6VM  C3   H4   single    0.970  0.020  1.090
 6VM  C3   H5   single    0.970  0.020  1.090
 6VM  C3   H6   single    0.970  0.020  1.090
 6VM  C4   H7   single    0.970  0.020  1.090
 6VM  C4   H8   single    0.970  0.020  1.090
 6VM  C12  H9   single    0.970  0.020  1.090
 6VM  C12  H10  single    0.970  0.020  1.090
 6VM  C12  H11  single    0.970  0.020  1.090
 6VM  C13  H12  single    0.970  0.020  1.090
 6VM  C13  H13  single    0.970  0.020  1.090
 6VM  C13  H14  single    0.970  0.020  1.090
 6VM  C14  H15  single    0.970  0.020  1.090
 6VM  C14  H16  single    0.970  0.020  1.090
 6VM  C24  H17  single    0.930  0.020  1.080
 6VM  C25  H18  single    0.930  0.020  1.080
 6VM  C26  H19  single    0.930  0.020  1.080
 6VM  C27  H20  single    0.930  0.020  1.080
 6VM  C10  H22  single    0.970  0.020  1.090
 6VM  C10  H23  single    0.970  0.020  1.090
 6VM  C29  H24  single    0.970  0.020  1.090
 6VM  C29  H25  single    0.970  0.020  1.090
 6VM  C29  H26  single    0.970  0.020  1.090
 6VM  C28  H27  single    0.930  0.020  1.080
 6VM  C    H28  single    0.970  0.020  1.090
 6VM  C    H29  single    0.970  0.020  1.090
 6VM  C    H30  single    0.970  0.020  1.090
 6VM  N    H31  single    0.860  0.020  1.020
 6VM  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
 6VM  C    C1   C4   111.68  3.000
 6VM  C    C1   C3   108.69  3.000
 6VM  C4   C1   C3   106.74  3.000
 6VM  C    C1   C2   109.37  3.000
 6VM  C3   C1   C2   109.26  3.000
 6VM  C4   C1   C2   111.02  3.000
 6VM  H3   C2   H2   107.35  3.000
 6VM  H3   C2   H1   107.63  3.000
 6VM  H2   C2   H1   107.79  3.000
 6VM  H3   C2   C1   110.64  3.000
 6VM  H2   C2   C1   111.36  3.000
 6VM  H1   C2   C1   111.87  3.000
 6VM  H6   C3   H5   107.80  3.000
 6VM  H6   C3   H4   107.53  3.000
 6VM  H5   C3   H4   107.83  3.000
 6VM  H6   C3   C1   110.88  3.000
 6VM  H5   C3   C1   111.27  3.000
 6VM  H4   C3   C1   111.37  3.000
 6VM  H8   C4   H7   105.53  3.000
 6VM  H8   C4   C5   107.67  3.000
 6VM  H7   C4   C5   108.34  3.000
 6VM  H8   C4   C1   108.57  3.000
 6VM  H7   C4   C1   108.13  3.000
 6VM  C5   C4   C1   117.93  3.000
 6VM  N    C5   C23  105.49  3.000
 6VM  C23  C5   C4   132.15  3.000
 6VM  N    C5   C4   122.23  3.000
 6VM  N2   C6   N1   124.27  3.000
 6VM  N1   C6   C23  113.64  3.000
 6VM  N2   C6   C23  122.06  3.000
 6VM  H16  C14  H15  106.10  3.000
 6VM  H16  C14  C11  109.60  3.000
 6VM  H15  C14  C11  110.30  3.000
 6VM  H16  C14  C7   107.81  3.000
 6VM  H15  C14  C7   109.20  3.000
 6VM  C11  C14  C7   113.54  3.000
 6VM  H17  C24  C30  120.55  3.000
 6VM  H17  C24  C25  118.45  3.000
 6VM  C30  C24  C25  121.00  3.000
 6VM  H18  C25  C26  120.11  3.000
 6VM  H18  C25  C24  119.46  3.000
 6VM  C26  C25  C24  120.43  3.000
 6VM  H19  C26  C27  120.41  3.000
 6VM  H19  C26  C25  120.48  3.000
 6VM  C27  C26  C25  119.10  3.000
 6VM  H20  C27  C28  119.73  3.000
 6VM  H20  C27  C26  120.12  3.000
 6VM  C28  C27  C26  120.15  3.000
 6VM  C10  C9   C8   118.64  3.000
 6VM  C8   C9   O    122.15  3.000
 6VM  C10  C9   O    119.18  3.000
 6VM  C15  C8   C7   123.51  3.000
 6VM  C15  C8   C9   117.74  3.000
 6VM  C7   C8   C9   118.66  3.000
 6VM  N2   C7   C8   122.52  3.000
 6VM  C8   C7   C14  123.56  3.000
 6VM  N2   C7   C14  113.91  3.000
 6VM  C10  C11  C14  106.99  3.000
 6VM  C10  C11  C13  110.83  3.000
 6VM  C14  C11  C13  110.53  3.000
 6VM  C10  C11  C12  109.95  3.000
 6VM  C14  C11  C12  109.51  3.000
 6VM  C13  C11  C12  109.00  3.000
 6VM  H23  C10  H22  106.45  3.000
 6VM  H23  C10  C11  110.98  3.000
 6VM  H22  C10  C11  109.15  3.000
 6VM  H23  C10  C9   108.49  3.000
 6VM  H22  C10  C9   107.30  3.000
 6VM  C11  C10  C9   114.13  3.000
 6VM  C23  C15  C30  108.12  3.000
 6VM  C30  C15  C29  112.94  3.000
 6VM  C23  C15  C29  108.74  3.000
 6VM  C30  C15  C8   109.83  3.000
 6VM  C29  C15  C8   108.99  3.000
 6VM  C23  C15  C8   108.10  3.000
 6VM  H26  C29  H25  107.29  3.000
 6VM  H26  C29  H24  108.30  3.000
 6VM  H25  C29  H24  108.09  3.000
 6VM  H26  C29  C15  109.44  3.000
 6VM  H25  C29  C15  111.38  3.000
 6VM  H24  C29  C15  112.18  3.000
 6VM  C28  C30  C15  118.62  3.000
 6VM  C28  C30  C24  118.01  3.000
 6VM  C15  C30  C24  123.32  3.000
 6VM  H27  C28  C30  119.47  3.000
 6VM  H27  C28  C27  119.22  3.000
 6VM  C30  C28  C27  121.30  3.000
 6VM  C15  C23  C6   122.84  3.000
 6VM  C15  C23  C5   133.55  3.000
 6VM  C6   C23  C5   103.61  3.000
 6VM  H30  C    H29  108.46  3.000
 6VM  H30  C    H28  106.73  3.000
 6VM  H29  C    H28  107.41  3.000
 6VM  H30  C    C1   112.32  3.000
 6VM  H29  C    C1   111.52  3.000
 6VM  H28  C    C1   110.17  3.000
 6VM  H31  N    N1   118.89  3.000
 6VM  H31  N    C5   126.83  3.000
 6VM  N1   N    C5   114.16  3.000
 6VM  N    N1   C6   103.09  3.000
 6VM  H21  N2   C7   120.05  3.000
 6VM  H21  N2   C6   119.82  3.000
 6VM  C7   N2   C6   119.59  3.000
 6VM  H11  C12  H10  107.63  3.000
 6VM  H11  C12  H9   107.70  3.000
 6VM  H10  C12  H9   108.01  3.000
 6VM  H11  C12  C11  110.86  3.000
 6VM  H10  C12  C11  111.46  3.000
 6VM  H9   C12  C11  111.02  3.000
 6VM  H14  C13  H13  107.61  3.000
 6VM  H14  C13  H12  107.67  3.000
 6VM  H13  C13  H12  107.55  3.000
 6VM  H14  C13  C11  110.57  3.000
 6VM  H13  C13  C11  112.56  3.000
 6VM  H12  C13  C11  110.68  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
 6VM  CONST_01  C6   N1   N    C5      0.00   0.0  0
 6VM  CONST_02  N1   C6   C23  C5      0.00   0.0  0
 6VM  CONST_03  N    C5   C23  C6      0.00   0.0  0
 6VM  CONST_04  C27  C28  C30  C24     0.00   0.0  0
 6VM  CONST_05  C27  C26  C25  C24     0.00   0.0  0
 6VM  CONST_06  C28  C30  C24  C25     0.00   0.0  0
 6VM  CONST_07  C28  C27  C26  C25     0.00   0.0  0
 6VM  CONST_08  C30  C28  C27  C26     0.00   0.0  0
 6VM  CONST_09  C30  C24  C25  C26     0.00   0.0  0
 6VM  CONST_10  N    N1   C6   C23     0.00   0.0  0
 6VM  CONST_11  N1   N    C5   C23     0.00   0.0  0
 6VM  CONST_12  C15  C30  C24  C25   180.00   0.0  0
 6VM  CONST_13  C15  C30  C28  C27   180.00   0.0  0
 6VM  CONST_14  N1   N    C5   C4    180.00   0.0  0
 6VM  CONST_15  C6   C23  C5   C4    180.00   0.0  0
 6VM  CONST_16  C15  C23  C5   C4      0.00   0.0  0
 6VM  CONST_17  H31  N    N1   C6    180.00   0.0  0
 6VM  CONST_18  H27  C28  C30  C24   180.00   0.0  0
 6VM  CONST_19  H19  C26  C25  C24   180.00   0.0  0
 6VM  CONST_20  H20  C27  C26  C25   180.00   0.0  0
 6VM  CONST_21  H17  C24  C25  C26   180.00   0.0  0
 6VM  CONST_22  H18  C25  C26  C27   180.00   0.0  0
 6VM  Var_01    C14  C7   N2   C6   -171.88  30.0  1
 6VM  Var_02    C9   C10  C11  C14    54.12  30.0  1
 6VM  Var_03    C9   C8   C7   C14    -1.39  30.0  1
 6VM  Var_04    C11  C14  C7   C8     26.08  30.0  1
 6VM  Var_05    C11  C10  C9   C8    -32.96  30.0  1
 6VM  Var_06    C10  C11  C14  C7    -50.14  30.0  1
 6VM  Var_07    N1   C6   N2   C7    170.32  30.0  1
 6VM  Var_08    C10  C9   C8   C7      4.70  30.0  1
 6VM  Var_09    N    C5   C4   C1     67.78  30.0  1
 6VM  Var_10    H9   C12  C11  C14   -59.93  30.0  3
 6VM  Var_11    H12  C13  C11  C14  -178.39  30.0  3
 6VM  Var_12    C5   C4   C1   C2     59.02  30.0  3
 6VM  Var_13    H4   C3   C1   C2     61.04  30.0  3
 6VM  Var_14    H28  C    C1   C2     66.73  30.0  3
 6VM  Var_15    H1   C2   C1   C3   -178.01  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
 6VM  chir_01  C15  C23  C8  C30  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
 6VM  plan-1  C24  0.020
 6VM  plan-1  C25  0.020
 6VM  plan-1  C26  0.020
 6VM  plan-1  C27  0.020
 6VM  plan-1  C15  0.020
 6VM  plan-1  C30  0.020
 6VM  plan-1  C28  0.020
 6VM  plan-1  H17  0.020
 6VM  plan-1  H18  0.020
 6VM  plan-1  H19  0.020
 6VM  plan-1  H20  0.020
 6VM  plan-1  H27  0.020
 6VM  plan-2  C4   0.020
 6VM  plan-2  C5   0.020
 6VM  plan-2  C6   0.020
 6VM  plan-2  C15  0.020
 6VM  plan-2  C23  0.020
 6VM  plan-2  N    0.020
 6VM  plan-2  N1   0.020
 6VM  plan-2  N2   0.020
 6VM  plan-2  H31  0.020
 6VM  plan-3  C9   0.020
 6VM  plan-3  C8   0.020
 6VM  plan-3  C10  0.020
 6VM  plan-3  O    0.020
 6VM  plan-4  C6   0.020
 6VM  plan-4  C7   0.020
 6VM  plan-4  N2   0.020
 6VM  plan-4  H21  0.020

