# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 23:12:26 2022
#   Inital geometry file: a 115 line input string
#   Ligand name: 5-(1-tert-butyl-1H-pyrazol-4-yl)-7-oxo-6-(propan-2-yl)-4,7-dihydropyrazolo[1,5-a]pyrimidine-3-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)C1=C(Nc2n(ncc2C#N)C1=O)c3cnn(c3)C(C)(C)C
#
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
 DQS  DQS  5-(1-tert-butyl-1H-pyrazol-4-yl)-7-oxo-6-(propan-2-yl)-4,7-dihydropyrazolo[1,5-a]pyrimidine-3-carbonitrile  ligand  44  24  .  2022-09-15  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_DQS
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
 DQS  C10  C  CR15  0   0.033   4.3576   1.4678   0.0651
 DQS  N12  N  N     0  -0.455   2.9701  -0.1174   0.0560
 DQS  C13  C  CR6   0   0.588   2.4684  -1.4335   0.0869
 DQS  C15  C  CR5   0  -0.274  -1.1671  -0.3176  -0.2779
 DQS  C20  C  CH3   0  -0.633  -4.3729   2.4677  -0.1492
 DQS  C21  C  CH3   0  -0.637  -4.6687   0.8898   1.7856
 DQS  C24  C  CH3   0  -0.649   0.6133  -3.7665  -1.0407
 DQS  C01  C  CH3   0  -0.649   0.7628  -3.5756   1.4794
 DQS  C03  C  CR6   0  -0.144   1.0219  -1.5115   0.0291
 DQS  C04  C  CR6   0   0.348   0.2821  -0.3713  -0.1312
 DQS  C06  C  CR56  0   0.791   2.2106   0.9908  -0.0628
 DQS  C07  C  CR5   0  -0.308   3.0814   2.0707  -0.0622
 DQS  C08  C  CSP   0  -0.007   2.7543   3.4323  -0.1618
 DQS  C16  C  CR15  0   0.059  -2.0305   0.5638   0.3462
 DQS  C19  C  CH3   0  -0.647  -5.6925   0.3628  -0.4278
 DQS  C23  C  CR15  0  -0.051  -2.0054  -1.0698  -1.1231
 DQS  N05  N  NR16  0  -0.744   0.8812   0.8611  -0.1679
 DQS  N09  N  NS    0  -0.249   2.4852   4.5518  -0.2432
 DQS  N11  N  N     0  -0.265   4.2865   0.1672   0.1342
 DQS  N17  N  NR5   0  -0.270  -3.2596   0.2994  -0.1165
 DQS  N22  N  N     0  -0.260  -3.2567  -0.6820  -1.0139
 DQS  O14  O  O     0  -0.422   3.2467  -2.3575   0.1639
 DQS  H1   H  HCR5  0   0.300   5.3092   1.9750   0.1064
 DQS  H2   H  HCH3  0   0.237  -3.5446   2.9644   0.3586
 DQS  H3   H  HCH3  0   0.244  -4.2169   2.5553  -1.2250
 DQS  H4   H  HCH3  0   0.242  -5.2858   3.0057   0.1063
 DQS  H5   H  HCH3  0   0.244  -5.5842   1.3970   2.0895
 DQS  H6   H  HCH3  0   0.244  -4.7395  -0.1535   2.0954
 DQS  H7   H  HCH3  0   0.237  -3.8430   1.3530   2.3277
 DQS  H8   H  HCH3  0   0.231   0.0739  -4.7080  -0.9239
 DQS  H9   H  HCH3  0   0.227   0.2595  -3.2949  -1.9589
 DQS  H10  H  HCH3  0   0.233   1.6688  -4.0015  -1.1701
 DQS  H11  H  HCH3  0   0.229   0.6348  -2.9155   2.3385
 DQS  H12  H  HCH3  0   0.231   0.1134  -4.4394   1.6288
 DQS  H13  H  HCH3  0   0.232   1.7903  -3.9326   1.4718
 DQS  H14  H  HCH1  0   0.253  -0.6992  -2.7008   0.2428
 DQS  H16  H  HCR5  0   0.314  -1.8410   1.3238   1.0880
 DQS  H17  H  HCH3  0   0.242  -5.6276   0.4448  -1.5118
 DQS  H18  H  HCH3  0   0.242  -5.8014  -0.6896  -0.1682
 DQS  H19  H  HCH3  0   0.241  -6.5945   0.8828  -0.1044
 DQS  H20  H  HCR5  0   0.271  -1.7300  -1.8546  -1.8111
 DQS  H15  H  HNR6  0   0.447   0.3202   1.6787  -0.3605
 DQS  C02  C  CH1   0  -0.337   0.3757  -2.8713   0.1760
 DQS  C18  C  CT    0   0.042  -4.5009   1.0037   0.2707

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
 DQS  C19  C18  single    1.523  0.020  1.523
 DQS  N09  C08  triple    1.154  0.020  1.154
 DQS  C20  C18  single    1.528  0.020  1.528
 DQS  C18  C21  single    1.528  0.020  1.528
 DQS  C18  N17  single    1.479  0.020  1.479
 DQS  C08  C07  single    1.404  0.020  1.404
 DQS  N17  C16  aromatic  1.340  0.020  1.340
 DQS  N17  N22  aromatic  1.330  0.020  1.330
 DQS  C16  C15  aromatic  1.383  0.020  1.383
 DQS  C07  C06  aromatic  1.387  0.020  1.387
 DQS  C07  C10  aromatic  1.417  0.020  1.417
 DQS  N22  C23  aromatic  1.315  0.020  1.315
 DQS  N05  C06  single    1.340  0.020  1.340
 DQS  N05  C04  single    1.371  0.020  1.371
 DQS  C15  C23  aromatic  1.408  0.020  1.408
 DQS  C15  C04  single    1.458  0.020  1.458
 DQS  C06  N12  aromatic  1.349  0.020  1.349
 DQS  C10  N11  aromatic  1.304  0.020  1.304
 DQS  C04  C03  double    1.369  0.020  1.369
 DQS  N12  N11  aromatic  1.349  0.020  1.349
 DQS  N12  C13  single    1.409  0.020  1.409
 DQS  C03  C13  single    1.450  0.020  1.450
 DQS  C03  C02  single    1.513  0.020  1.513
 DQS  C13  O14  double    1.211  0.020  1.211
 DQS  C02  C01  single    1.531  0.020  1.531
 DQS  C02  C24  single    1.529  0.020  1.529
 DQS  C10  H1   single    0.930  0.020  1.080
 DQS  C20  H2   single    0.970  0.020  1.090
 DQS  C20  H3   single    0.970  0.020  1.090
 DQS  C20  H4   single    0.970  0.020  1.090
 DQS  C21  H5   single    0.970  0.020  1.090
 DQS  C21  H6   single    0.970  0.020  1.090
 DQS  C21  H7   single    0.970  0.020  1.090
 DQS  C24  H8   single    0.970  0.020  1.090
 DQS  C24  H9   single    0.970  0.020  1.090
 DQS  C24  H10  single    0.970  0.020  1.090
 DQS  C01  H11  single    0.970  0.020  1.090
 DQS  C01  H12  single    0.970  0.020  1.090
 DQS  C01  H13  single    0.970  0.020  1.090
 DQS  C02  H14  single    0.970  0.020  1.090
 DQS  C16  H16  single    0.930  0.020  1.080
 DQS  C19  H17  single    0.970  0.020  1.090
 DQS  C19  H18  single    0.970  0.020  1.090
 DQS  C19  H19  single    0.970  0.020  1.090
 DQS  C23  H20  single    0.930  0.020  1.080
 DQS  N05  H15  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
 DQS  H1   C10  N11  120.98  3.000
 DQS  H1   C10  C07  126.70  3.000
 DQS  N11  C10  C07  112.33  3.000
 DQS  N11  N12  C06  112.41  3.000
 DQS  N11  N12  C13  122.91  3.000
 DQS  C06  N12  C13  124.68  3.000
 DQS  O14  C13  C03  127.08  3.000
 DQS  O14  C13  N12  119.04  3.000
 DQS  C03  C13  N12  113.87  3.000
 DQS  C23  C15  C16  103.87  3.000
 DQS  C23  C15  C04  129.24  3.000
 DQS  C16  C15  C04  126.79  3.000
 DQS  H4   C20  H3   108.15  3.000
 DQS  H4   C20  H2   107.57  3.000
 DQS  H3   C20  H2   108.29  3.000
 DQS  H4   C20  C18  109.77  3.000
 DQS  H3   C20  C18  111.10  3.000
 DQS  H2   C20  C18  111.82  3.000
 DQS  H7   C21  H6   108.30  3.000
 DQS  H7   C21  H5   107.44  3.000
 DQS  H6   C21  H5   108.15  3.000
 DQS  H7   C21  C18  112.20  3.000
 DQS  H6   C21  C18  111.10  3.000
 DQS  H5   C21  C18  109.51  3.000
 DQS  H10  C24  H9   107.91  3.000
 DQS  H10  C24  H8   107.79  3.000
 DQS  H9   C24  H8   107.62  3.000
 DQS  H10  C24  C02  111.81  3.000
 DQS  H9   C24  C02  111.48  3.000
 DQS  H8   C24  C02  110.06  3.000
 DQS  H13  C01  H12  107.66  3.000
 DQS  H13  C01  H11  108.36  3.000
 DQS  H12  C01  H11  107.54  3.000
 DQS  H13  C01  C02  112.57  3.000
 DQS  H12  C01  C02  109.28  3.000
 DQS  H11  C01  C02  111.24  3.000
 DQS  C04  C03  C02  121.96  3.000
 DQS  C02  C03  C13  118.08  3.000
 DQS  C04  C03  C13  119.94  3.000
 DQS  N05  C04  C03  121.06  3.000
 DQS  C03  C04  C15  125.44  3.000
 DQS  N05  C04  C15  113.50  3.000
 DQS  N05  C06  C07  134.29  3.000
 DQS  N05  C06  N12  119.08  3.000
 DQS  C07  C06  N12  106.62  3.000
 DQS  C08  C07  C06  127.50  3.000
 DQS  C06  C07  C10  103.54  3.000
 DQS  C08  C07  C10  128.96  3.000
 DQS  N09  C08  C07  180.00  3.000
 DQS  H16  C16  N17  122.53  3.000
 DQS  H16  C16  C15  130.52  3.000
 DQS  N17  C16  C15  106.93  3.000
 DQS  H19  C19  H18  107.91  3.000
 DQS  H19  C19  H17  107.98  3.000
 DQS  H18  C19  H17  108.42  3.000
 DQS  H19  C19  C18  108.09  3.000
 DQS  H18  C19  C18  112.05  3.000
 DQS  H17  C19  C18  112.22  3.000
 DQS  H20  C23  N22  120.69  3.000
 DQS  H20  C23  C15  128.25  3.000
 DQS  N22  C23  C15  111.05  3.000
 DQS  H15  N05  C06  119.18  3.000
 DQS  H15  N05  C04  119.35  3.000
 DQS  C06  N05  C04  121.24  3.000
 DQS  N12  N11  C10  105.10  3.000
 DQS  N22  N17  C18  122.01  3.000
 DQS  N22  N17  C16  112.13  3.000
 DQS  C18  N17  C16  125.85  3.000
 DQS  N17  N22  C23  106.01  3.000
 DQS  H14  C02  C03  106.65  3.000
 DQS  H14  C02  C01  105.60  3.000
 DQS  C03  C02  C01  112.84  3.000
 DQS  H14  C02  C24  107.07  3.000
 DQS  C01  C02  C24  111.64  3.000
 DQS  C03  C02  C24  112.50  3.000
 DQS  N17  C18  C19  109.65  3.000
 DQS  N17  C18  C21  108.43  3.000
 DQS  C19  C18  C21  109.72  3.000
 DQS  N17  C18  C20  108.30  3.000
 DQS  C21  C18  C20  110.66  3.000
 DQS  C19  C18  C20  110.04  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
 DQS  CONST_01  N12  C06  C07  C10     0.00   0.0  0
 DQS  CONST_02  C06  N12  N11  C10     0.00   0.0  0
 DQS  CONST_03  C07  C10  N11  N12     0.00   0.0  0
 DQS  CONST_04  N22  N17  C16  C15     0.00   0.0  0
 DQS  CONST_05  N17  N22  C23  C15     0.00   0.0  0
 DQS  CONST_06  N11  C10  C07  C06     0.00   0.0  0
 DQS  CONST_07  N11  N12  C06  C07     0.00   0.0  0
 DQS  CONST_08  C23  N22  N17  C16     0.00   0.0  0
 DQS  CONST_09  N22  C23  C15  C16     0.00   0.0  0
 DQS  CONST_10  N17  C16  C15  C23     0.00   0.0  0
 DQS  CONST_11  N17  C16  C15  C04   180.00   0.0  0
 DQS  CONST_12  N22  C23  C15  C04   180.00   0.0  0
 DQS  CONST_13  C08  C07  C06  N12   180.00   0.0  0
 DQS  CONST_14  C18  N17  C16  C15   180.00   0.0  0
 DQS  CONST_15  N05  C06  C07  C08     0.00   0.0  0
 DQS  CONST_16  N11  C10  C07  C08   180.00   0.0  0
 DQS  CONST_17  C23  N22  N17  C18   180.00   0.0  0
 DQS  CONST_18  H1   C10  N11  N12   180.00   0.0  0
 DQS  CONST_19  H16  C16  C15  C04     0.00   0.0  0
 DQS  CONST_20  H20  C23  C15  C04     0.00   0.0  0
 DQS  Var_01    C16  C15  C04  C03   135.89  30.0  3
 DQS  Var_02    C01  C02  C03  C13    56.89  30.0  3
 DQS  Var_03    C16  N17  C18  C20    62.54  30.0  2
 DQS  Var_04    H11  C01  C02  C03    49.49  30.0  3
 DQS  Var_05    H8   C24  C02  C03  -176.06  30.0  3
 DQS  Var_06    H17  C19  C18  N17   -62.54  30.0  3
 DQS  Var_07    H2   C20  C18  N17   -61.89  30.0  3
 DQS  Var_08    H5   C21  C18  N17  -179.54  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
 DQS  plan-1  C15  0.020
 DQS  plan-1  C04  0.020
 DQS  plan-1  C16  0.020
 DQS  plan-1  C23  0.020
 DQS  plan-1  N17  0.020
 DQS  plan-1  N22  0.020
 DQS  plan-1  H16  0.020
 DQS  plan-1  H20  0.020
 DQS  plan-1  C18  0.020
 DQS  plan-2  C10  0.020
 DQS  plan-2  N12  0.020
 DQS  plan-2  C13  0.020
 DQS  plan-2  C15  0.020
 DQS  plan-2  C03  0.020
 DQS  plan-2  C04  0.020
 DQS  plan-2  C06  0.020
 DQS  plan-2  C07  0.020
 DQS  plan-2  C08  0.020
 DQS  plan-2  N05  0.020
 DQS  plan-2  N09  0.020
 DQS  plan-2  N11  0.020
 DQS  plan-2  O14  0.020
 DQS  plan-2  H1   0.020
 DQS  plan-2  H15  0.020
 DQS  plan-2  C02  0.020

