# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 13:11:17 2020
#   Inital geometry file: a 118 line input string
#   Ligand name: (4~{S})-4-ethyl-7,7-dimethyl-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@]1(c2ccccc2)c3c[nH]nc3NC4=C1C(=O)CC(C)(C)C4
#
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
 6VL  6VL  (4~{S})-4-ethyl-7,7-dimethyl-4-phenyl-2,6,8,9-tetrahydropyrazolo[3,4-b]quinolin-5-one  ligand  47  24  .  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_6VL
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
 6VL  C29  C  CH2   0  -0.422  -1.1718  -0.1660   2.2024
 6VL  C26  C  CR16  0  -0.280  -2.5617   3.1023  -1.6085
 6VL  C25  C  CR16  0  -0.248  -1.7865   2.1199  -2.2129
 6VL  C28  C  CR16  0  -0.334  -2.2198   2.0198   0.5186
 6VL  C27  C  CR16  0  -0.247  -2.7754   3.0445  -0.2394
 6VL  C24  C  CR16  0  -0.285  -1.2465   1.0945  -1.4518
 6VL  C23  C  CR5   0  -0.129  -1.2735  -1.4229   0.0462
 6VL  C31  C  CH3   0  -0.684  -2.6004  -0.5551   2.5662
 6VL  C15  C  CT    0  -0.189  -0.8184  -0.1422   0.6927
 6VL  C14  C  CH2   0  -0.510   2.9792  -1.0468   0.0132
 6VL  C6   C  CR5   0   0.448  -0.4058  -2.4320  -0.3798
 6VL  C11  C  CT    0  -0.131   3.4994   0.3643  -0.2418
 6VL  C12  C  CH3   0  -0.639   3.1081   0.8443  -1.6411
 6VL  O    O  O     0  -0.453   0.7606   2.1144   1.4060
 6VL  C10  C  CH2   0  -0.528   2.8818   1.2539   0.8302
 6VL  C13  C  CH3   0  -0.643   5.0204   0.3763  -0.1205
 6VL  N2   N  NH1   0  -0.749   0.9592  -2.2934  -0.2958
 6VL  N1   N  N     0  -0.314  -1.0210  -3.4707  -0.9043
 6VL  N    N  NR15  0  -0.440  -2.3121  -3.1338  -0.8265
 6VL  C5   C  CR15  0  -0.002  -2.5153  -1.9274  -0.2759
 6VL  C8   C  C     0  -0.134   0.7121  -0.0686   0.5469
 6VL  C30  C  CR6   0   0.221  -1.4518   1.0244  -0.0738
 6VL  H1   H  HCH2  0   0.242  -0.9309   0.8043   2.6355
 6VL  H2   H  HCH2  0   0.232  -0.4936  -0.8808   2.6751
 6VL  H3   H  HCR6  0   0.248  -2.9914   3.9024  -2.1975
 6VL  H4   H  HCR6  0   0.247  -1.6031   2.1507  -3.2797
 6VL  H5   H  HCR6  0   0.246  -2.3888   2.0196   1.5866
 6VL  H6   H  HCR6  0   0.247  -3.3708   3.8054   0.2496
 6VL  H7   H  HCR6  0   0.240  -0.6498   0.3336  -1.9414
 6VL  H8   H  HCH3  0   0.222  -3.3508   0.0132   2.0163
 6VL  H9   H  HCH3  0   0.229  -2.7899  -1.6114   2.3810
 6VL  H10  H  HCH3  0   0.236  -2.7715  -0.3770   3.6286
 6VL  H11  H  HCH2  0   0.262   3.3297  -1.7280  -0.7680
 6VL  H12  H  HCH2  0   0.278   3.3905  -1.4247   0.9571
 6VL  H13  H  HCH3  0   0.233   2.0282   0.8489  -1.7969
 6VL  H14  H  HCH3  0   0.231   3.4687   1.8606  -1.8093
 6VL  H15  H  HCH3  0   0.229   3.5534   0.2071  -2.4080
 6VL  H16  H  HCH2  0   0.253   3.1489   2.3027   0.6765
 6VL  H17  H  HCH2  0   0.261   3.2925   0.9710   1.8085
 6VL  H18  H  HCH3  0   0.231   5.4759  -0.2916  -0.8547
 6VL  H19  H  HCH3  0   0.232   5.4159   1.3790  -0.2951
 6VL  H20  H  HCH3  0   0.227   5.3456   0.0576   0.8719
 6VL  H22  H  HCR5  0   0.289  -3.5067  -1.5202  -0.1621
 6VL  H24  H  HNH1  0   0.408   1.5579  -3.0037  -0.6856
 6VL  H21  H  HNR5  0   0.421  -3.0146  -3.7732  -1.1596
 6VL  C9   C  C     0   0.371   1.3744   1.1591   0.9452
 6VL  C7   C  C     0   0.375   1.4830  -1.1089   0.0956

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
 6VL  C31  C29  single    1.525  0.020  1.525
 6VL  C13  C11  single    1.526  0.020  1.526
 6VL  C10  C11  single    1.524  0.020  1.524
 6VL  C10  C9   single    1.515  0.020  1.515
 6VL  C11  C14  single    1.525  0.020  1.525
 6VL  C11  C12  single    1.530  0.020  1.530
 6VL  C9   O    double    1.225  0.020  1.225
 6VL  C9   C8   single    1.451  0.020  1.451
 6VL  C29  C15  single    1.551  0.020  1.551
 6VL  C14  C7   single    1.500  0.020  1.500
 6VL  C8   C7   double    1.371  0.020  1.371
 6VL  C8   C15  single    1.539  0.020  1.539
 6VL  C7   N2   single    1.353  0.020  1.353
 6VL  C15  C23  single    1.505  0.020  1.505
 6VL  C15  C30  single    1.533  0.020  1.533
 6VL  N2   C6   single    1.375  0.020  1.375
 6VL  C23  C6   aromatic  1.397  0.020  1.397
 6VL  C23  C5   aromatic  1.379  0.020  1.379
 6VL  C6   N1   aromatic  1.316  0.020  1.316
 6VL  C28  C30  aromatic  1.390  0.020  1.390
 6VL  C28  C27  aromatic  1.390  0.020  1.390
 6VL  C5   N    aromatic  1.342  0.020  1.342
 6VL  C30  C24  aromatic  1.395  0.020  1.395
 6VL  N1   N    aromatic  1.337  0.020  1.337
 6VL  C27  C26  aromatic  1.387  0.020  1.387
 6VL  C24  C25  aromatic  1.386  0.020  1.386
 6VL  C26  C25  aromatic  1.390  0.020  1.390
 6VL  C29  H1   single    0.970  0.020  1.090
 6VL  C29  H2   single    0.970  0.020  1.090
 6VL  C26  H3   single    0.930  0.020  1.080
 6VL  C25  H4   single    0.930  0.020  1.080
 6VL  C28  H5   single    0.930  0.020  1.080
 6VL  C27  H6   single    0.930  0.020  1.080
 6VL  C24  H7   single    0.930  0.020  1.080
 6VL  C31  H8   single    0.970  0.020  1.090
 6VL  C31  H9   single    0.970  0.020  1.090
 6VL  C31  H10  single    0.970  0.020  1.090
 6VL  C14  H11  single    0.970  0.020  1.090
 6VL  C14  H12  single    0.970  0.020  1.090
 6VL  C12  H13  single    0.970  0.020  1.090
 6VL  C12  H14  single    0.970  0.020  1.090
 6VL  C12  H15  single    0.970  0.020  1.090
 6VL  C10  H16  single    0.970  0.020  1.090
 6VL  C10  H17  single    0.970  0.020  1.090
 6VL  C13  H18  single    0.970  0.020  1.090
 6VL  C13  H19  single    0.970  0.020  1.090
 6VL  C13  H20  single    0.970  0.020  1.090
 6VL  C5   H22  single    0.930  0.020  1.080
 6VL  N2   H24  single    0.860  0.020  1.020
 6VL  N    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
 6VL  H2   C29  H1   105.87  3.000
 6VL  H2   C29  C15  106.84  3.000
 6VL  H1   C29  C15  108.84  3.000
 6VL  H2   C29  C31  108.14  3.000
 6VL  H1   C29  C31  109.86  3.000
 6VL  C15  C29  C31  116.73  3.000
 6VL  H3   C26  C27  120.45  3.000
 6VL  H3   C26  C25  120.48  3.000
 6VL  C27  C26  C25  119.07  3.000
 6VL  H4   C25  C24  119.73  3.000
 6VL  H4   C25  C26  120.19  3.000
 6VL  C24  C25  C26  120.09  3.000
 6VL  H5   C28  C30  120.48  3.000
 6VL  H5   C28  C27  118.43  3.000
 6VL  C30  C28  C27  121.08  3.000
 6VL  H6   C27  C28  119.43  3.000
 6VL  H6   C27  C26  120.08  3.000
 6VL  C28  C27  C26  120.48  3.000
 6VL  H7   C24  C30  119.46  3.000
 6VL  H7   C24  C25  119.06  3.000
 6VL  C30  C24  C25  121.48  3.000
 6VL  C5   C23  C6   102.94  3.000
 6VL  C5   C23  C15  133.17  3.000
 6VL  C6   C23  C15  123.89  3.000
 6VL  H10  C31  H9   107.26  3.000
 6VL  H10  C31  H8   107.35  3.000
 6VL  H9   C31  H8   107.46  3.000
 6VL  H10  C31  C29  109.74  3.000
 6VL  H9   C31  C29  111.72  3.000
 6VL  H8   C31  C29  113.05  3.000
 6VL  C30  C15  C8   109.09  3.000
 6VL  C30  C15  C23  107.93  3.000
 6VL  C8   C15  C23  107.50  3.000
 6VL  C30  C15  C29  113.85  3.000
 6VL  C23  C15  C29  109.65  3.000
 6VL  C8   C15  C29  108.64  3.000
 6VL  H12  C14  H11  106.25  3.000
 6VL  H12  C14  C7   108.22  3.000
 6VL  H11  C14  C7   109.45  3.000
 6VL  H12  C14  C11  109.56  3.000
 6VL  H11  C14  C11  110.32  3.000
 6VL  C7   C14  C11  112.81  3.000
 6VL  N1   C6   N2   124.62  3.000
 6VL  N1   C6   C23  113.65  3.000
 6VL  N2   C6   C23  121.68  3.000
 6VL  C13  C11  C10  110.09  3.000
 6VL  C10  C11  C12  110.89  3.000
 6VL  C13  C11  C12  108.97  3.000
 6VL  C12  C11  C14  110.85  3.000
 6VL  C10  C11  C14  106.51  3.000
 6VL  C13  C11  C14  109.51  3.000
 6VL  H15  C12  H14  107.49  3.000
 6VL  H15  C12  H13  107.80  3.000
 6VL  H14  C12  H13  107.52  3.000
 6VL  H15  C12  C11  110.79  3.000
 6VL  H14  C12  C11  110.40  3.000
 6VL  H13  C12  C11  112.64  3.000
 6VL  H17  C10  H16  106.32  3.000
 6VL  H17  C10  C11  108.95  3.000
 6VL  H16  C10  C11  111.24  3.000
 6VL  H17  C10  C9   106.76  3.000
 6VL  H16  C10  C9   108.29  3.000
 6VL  C11  C10  C9   114.85  3.000
 6VL  H20  C13  H19  107.79  3.000
 6VL  H20  C13  H18  107.95  3.000
 6VL  H19  C13  H18  107.64  3.000
 6VL  H20  C13  C11  111.52  3.000
 6VL  H19  C13  C11  110.83  3.000
 6VL  H18  C13  C11  110.95  3.000
 6VL  H24  N2   C7   119.94  3.000
 6VL  H24  N2   C6   119.69  3.000
 6VL  C7   N2   C6   119.37  3.000
 6VL  N    N1   C6   103.26  3.000
 6VL  H21  N    C5   126.96  3.000
 6VL  H21  N    N1   119.66  3.000
 6VL  C5   N    N1   113.38  3.000
 6VL  H22  C5   N    121.49  3.000
 6VL  H22  C5   C23  131.74  3.000
 6VL  N    C5   C23  106.77  3.000
 6VL  C7   C8   C9   118.40  3.000
 6VL  C7   C8   C15  123.64  3.000
 6VL  C9   C8   C15  117.93  3.000
 6VL  C15  C30  C24  118.13  3.000
 6VL  C24  C30  C28  117.80  3.000
 6VL  C15  C30  C28  124.07  3.000
 6VL  C8   C9   C10  119.11  3.000
 6VL  C8   C9   O    122.29  3.000
 6VL  C10  C9   O    118.57  3.000
 6VL  C8   C7   N2   122.80  3.000
 6VL  N2   C7   C14  113.99  3.000
 6VL  C8   C7   C14  123.20  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
 6VL  CONST_01  C30  C28  C27  C26     0.00   0.0  0
 6VL  CONST_02  C30  C24  C25  C26     0.00   0.0  0
 6VL  CONST_03  C28  C30  C24  C25     0.00   0.0  0
 6VL  CONST_04  C28  C27  C26  C25     0.00   0.0  0
 6VL  CONST_05  C24  C30  C28  C27     0.00   0.0  0
 6VL  CONST_06  C24  C25  C26  C27     0.00   0.0  0
 6VL  CONST_07  N    N1   C6   C23     0.00   0.0  0
 6VL  CONST_08  N1   N    C5   C23     0.00   0.0  0
 6VL  CONST_09  N    C5   C23  C6      0.00   0.0  0
 6VL  CONST_10  C5   N    N1   C6      0.00   0.0  0
 6VL  CONST_11  C5   C23  C6   N1      0.00   0.0  0
 6VL  CONST_12  C15  C30  C24  C25   180.00   0.0  0
 6VL  CONST_13  C15  C30  C28  C27   180.00   0.0  0
 6VL  CONST_14  H5   C28  C27  C26   180.00   0.0  0
 6VL  CONST_15  H7   C24  C25  C26   180.00   0.0  0
 6VL  CONST_16  H6   C27  C26  C25   180.00   0.0  0
 6VL  CONST_17  H3   C26  C27  C28   180.00   0.0  0
 6VL  CONST_18  H4   C25  C26  C27   180.00   0.0  0
 6VL  CONST_19  H21  N    C5   C23   180.00   0.0  0
 6VL  CONST_20  H22  C5   C23  C15     0.00   0.0  0
 6VL  Var_01    C7   N2   C6   C23    -6.03  30.0  1
 6VL  Var_02    C10  C9   C8   C15   179.19  30.0  1
 6VL  Var_03    C14  C7   C8   C15  -177.27  30.0  1
 6VL  Var_04    C9   C10  C11  C14   -52.52  30.0  1
 6VL  Var_05    C6   N2   C7   C14  -174.18  30.0  1
 6VL  Var_06    C8   C9   C10  C11    26.97  30.0  1
 6VL  Var_07    C7   C14  C11  C10    53.24  30.0  1
 6VL  Var_08    H18  C13  C11  C14    60.72  30.0  3
 6VL  Var_09    H13  C12  C11  C14    58.80  30.0  3
 6VL  Var_10    H8   C31  C29  C15   -50.90  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
 6VL  chir_01  C15  C8  C23  C30  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
 6VL  plan-1  C26  0.020
 6VL  plan-1  C25  0.020
 6VL  plan-1  C28  0.020
 6VL  plan-1  C27  0.020
 6VL  plan-1  C24  0.020
 6VL  plan-1  C15  0.020
 6VL  plan-1  C30  0.020
 6VL  plan-1  H3   0.020
 6VL  plan-1  H4   0.020
 6VL  plan-1  H5   0.020
 6VL  plan-1  H6   0.020
 6VL  plan-1  H7   0.020
 6VL  plan-2  C23  0.020
 6VL  plan-2  C15  0.020
 6VL  plan-2  C6   0.020
 6VL  plan-2  N2   0.020
 6VL  plan-2  N1   0.020
 6VL  plan-2  N    0.020
 6VL  plan-2  C5   0.020
 6VL  plan-2  H22  0.020
 6VL  plan-2  H21  0.020
 6VL  plan-3  O    0.020
 6VL  plan-3  C10  0.020
 6VL  plan-3  C8   0.020
 6VL  plan-3  C9   0.020
 6VL  plan-4  C6   0.020
 6VL  plan-4  N2   0.020
 6VL  plan-4  H24  0.020
 6VL  plan-4  C7   0.020

