# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 20:27:10 2020
#   Inital geometry file: a 151 line input string
#   Ligand name: propan-2-yl {[4-ethoxy-3-(1-methyl-7-oxo-3-propyl-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl)phenyl]sulfonyl}carbamate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCc1nn(C)c2C(=O)NC(=Nc12)c3cc(ccc3OCC)[S](=O)(=O)NC(=O)OC(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
 WYQ  WYQ  'propan-2-yl {[4-ethoxy-3-(1-methyl-7-oxo-3-propyl-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl)phenyl]sulfonyl}carbamate'  ligand  60  33  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_WYQ
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
 WYQ  C16  C  CH3   0  -0.669   6.1280   2.9110  -2.1211
 WYQ  C15  C  CH1   0   0.006   4.7642   2.4399  -1.6651
 WYQ  C17  C  CH3   0  -0.672   3.7978   2.2395  -2.8158
 WYQ  O6   O  O2    0  -0.469   4.9844   1.1817  -0.9753
 WYQ  C14  C  C     0   0.808   4.0935   0.7888  -0.0886
 WYQ  O5   O  O     0  -0.471   3.0969   1.3816   0.2421
 WYQ  N5   N  NC1   0  -0.827   4.4586  -0.4313   0.4345
 WYQ  S1   S  S     0   1.397   3.5183  -1.2636   1.5442
 WYQ  O4   O  OS    0  -0.642   4.2482  -2.4993   1.7494
 WYQ  O3   O  OS    0  -0.622   3.2334  -0.3899   2.6612
 WYQ  C8   C  CR6   0  -0.240   2.0268  -1.5988   0.6832
 WYQ  C7   C  CR16  0  -0.217   0.9627  -0.7145   0.7811
 WYQ  C9   C  CR16  0  -0.203   1.9366  -2.7230  -0.1245
 WYQ  C10  C  CR16  0  -0.382   0.7798  -2.9623  -0.8416
 WYQ  C11  C  CR6   0   0.421  -0.2943  -2.0705  -0.7743
 WYQ  O2   O  O2    0  -0.435  -1.4145  -2.2089  -1.4682
 WYQ  C12  C  CH2   0  -0.201  -1.5927  -3.3445  -2.3163
 WYQ  C13  C  CH3   0  -0.683  -2.9457  -3.2233  -2.9730
 WYQ  C6   C  CR6   0  -0.126  -0.1937  -0.9351   0.0544
 WYQ  C5   C  CR6   0   0.463  -1.2901   0.0499   0.1367
 WYQ  N4   N  NR16  0  -0.705  -0.9183   1.3581  -0.0673
 WYQ  C4   C  CR6   0   0.535  -1.7479   2.4669  -0.0006
 WYQ  O1   O  O     0  -0.453  -1.3327   3.5969  -0.1802
 WYQ  N3   N  N     0  -0.420  -2.4943  -0.3102   0.4033
 WYQ  C2   C  CR56  0   0.017  -3.4004   0.7041   0.4560
 WYQ  C3   C  CR56  0   0.255  -3.0922   2.0452   0.2828
 WYQ  N2   N  NR5   0  -0.352  -4.2416   2.7340   0.4222
 WYQ  C18  C  CH3   0  -0.521  -4.4749   4.1494   0.2477
 WYQ  N1   N  N     0  -0.256  -5.2599   1.9124   0.6558
 WYQ  C1   C  CR5   0   0.215  -4.7921   0.6778   0.6907
 WYQ  C19  C  CH2   0  -0.508  -5.6560  -0.5131   0.9243
 WYQ  C20  C  CH2   0  -0.440  -5.6848  -1.4589  -0.2784
 WYQ  C21  C  CH3   0  -0.666  -6.5344  -2.6950  -0.0236
 WYQ  H1   H  HCH3  0   0.240   6.0277   3.8772  -2.6151
 WYQ  H2   H  HCH3  0   0.245   6.8095   3.0379  -1.2799
 WYQ  H3   H  HCH3  0   0.234   6.5749   2.2153  -2.8325
 WYQ  H4   H  HCH1  0   0.249   4.3506   3.1562  -0.9526
 WYQ  H5   H  HCH3  0   0.243   2.8225   1.8915  -2.4767
 WYQ  H6   H  HCH3  0   0.242   3.6486   3.1906  -3.3274
 WYQ  H7   H  HCH3  0   0.234   4.1919   1.5269  -3.5418
 WYQ  H8   H  HNC1  0   0.446   5.2513  -0.9357   0.0536
 WYQ  H9   H  HCR6  0   0.301   1.0221   0.1444   1.4352
 WYQ  H10  H  HCR6  0   0.298   2.7581  -3.4216  -0.2077
 WYQ  H11  H  HCR6  0   0.304   0.7367  -3.8438  -1.4647
 WYQ  H12  H  HCH2  0   0.238  -0.8007  -3.3750  -3.0702
 WYQ  H13  H  HCH2  0   0.239  -1.5313  -4.2618  -1.7233
 WYQ  H14  H  HCH3  0   0.239  -3.7492  -3.2145  -2.2367
 WYQ  H15  H  HCH3  0   0.239  -3.0148  -2.3194  -3.5778
 WYQ  H16  H  HCH3  0   0.243  -3.1005  -4.0791  -3.6291
 WYQ  H17  H  HNR6  0   0.421   0.0475   1.5469  -0.3076
 WYQ  H18  H  HCH3  0   0.259  -4.6607   4.3864  -0.7993
 WYQ  H19  H  HCH3  0   0.268  -5.3420   4.4305   0.8378
 WYQ  H20  H  HCH3  0   0.265  -3.6123   4.7107   0.5911
 WYQ  H21  H  HCH2  0   0.241  -5.2878  -1.0575   1.7988
 WYQ  H22  H  HCH2  0   0.245  -6.6679  -0.1797   1.1649
 WYQ  H23  H  HCH2  0   0.224  -6.0657  -0.9210  -1.1505
 WYQ  H24  H  HCH2  0   0.235  -4.6620  -1.7572  -0.5222
 WYQ  H25  H  HCH3  0   0.219  -6.1585  -3.2641   0.8285
 WYQ  H26  H  HCH3  0   0.221  -7.5712  -2.4277   0.1876
 WYQ  H27  H  HCH3  0   0.231  -6.5330  -3.3575  -0.8898

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
 WYQ  C16  C15  single    1.513  0.020  1.513
 WYQ  C15  C17  single    1.516  0.020  1.516
 WYQ  O6   C15  single    1.452  0.020  1.452
 WYQ  O6   C14  single    1.317  0.020  1.317
 WYQ  C14  O5   double    1.206  0.020  1.206
 WYQ  N5   C14  single    1.377  0.020  1.377
 WYQ  N5   S1   single    1.676  0.020  1.676
 WYQ  S1   O4   double    1.450  0.020  1.450
 WYQ  S1   O3   double    1.446  0.020  1.446
 WYQ  C8   C9   aromatic  1.387  0.020  1.387
 WYQ  C8   S1   single    1.755  0.020  1.755
 WYQ  C7   C8   aromatic  1.387  0.020  1.387
 WYQ  C10  C9   aromatic  1.382  0.020  1.382
 WYQ  C11  C10  aromatic  1.398  0.020  1.398
 WYQ  O2   C11  single    1.325  0.020  1.325
 WYQ  O2   C12  single    1.429  0.020  1.429
 WYQ  C12  C13  single    1.509  0.020  1.509
 WYQ  C6   C7   aromatic  1.383  0.020  1.383
 WYQ  C6   C11  aromatic  1.409  0.020  1.409
 WYQ  C5   C6   single    1.476  0.020  1.476
 WYQ  N4   C5   single    1.375  0.020  1.375
 WYQ  C4   N4   single    1.386  0.020  1.386
 WYQ  O1   C4   double    1.217  0.020  1.217
 WYQ  N3   C5   double    1.285  0.020  1.285
 WYQ  C2   N3   single    1.361  0.020  1.361
 WYQ  C3   C4   single    1.437  0.020  1.437
 WYQ  C3   C2   aromatic  1.387  0.020  1.387
 WYQ  N2   C3   aromatic  1.347  0.020  1.347
 WYQ  C18  N2   single    1.445  0.020  1.445
 WYQ  N1   N2   aromatic  1.329  0.020  1.329
 WYQ  N1   C1   aromatic  1.321  0.020  1.321
 WYQ  C1   C19  single    1.490  0.020  1.490
 WYQ  C1   C2   aromatic  1.412  0.020  1.412
 WYQ  C20  C19  single    1.530  0.020  1.530
 WYQ  C20  C21  single    1.521  0.020  1.521
 WYQ  C16  H1   single    0.970  0.020  1.090
 WYQ  C16  H2   single    0.970  0.020  1.090
 WYQ  C16  H3   single    0.970  0.020  1.090
 WYQ  C15  H4   single    0.970  0.020  1.090
 WYQ  C17  H5   single    0.970  0.020  1.090
 WYQ  C17  H6   single    0.970  0.020  1.090
 WYQ  C17  H7   single    0.970  0.020  1.090
 WYQ  N5   H8   single    0.860  0.020  1.020
 WYQ  C7   H9   single    0.930  0.020  1.080
 WYQ  C9   H10  single    0.930  0.020  1.080
 WYQ  C10  H11  single    0.930  0.020  1.080
 WYQ  C12  H12  single    0.970  0.020  1.090
 WYQ  C12  H13  single    0.970  0.020  1.090
 WYQ  C13  H14  single    0.970  0.020  1.090
 WYQ  C13  H15  single    0.970  0.020  1.090
 WYQ  C13  H16  single    0.970  0.020  1.090
 WYQ  N4   H17  single    0.860  0.020  1.020
 WYQ  C18  H18  single    0.970  0.020  1.090
 WYQ  C18  H19  single    0.970  0.020  1.090
 WYQ  C18  H20  single    0.970  0.020  1.090
 WYQ  C19  H21  single    0.970  0.020  1.090
 WYQ  C19  H22  single    0.970  0.020  1.090
 WYQ  C20  H23  single    0.970  0.020  1.090
 WYQ  C20  H24  single    0.970  0.020  1.090
 WYQ  C21  H25  single    0.970  0.020  1.090
 WYQ  C21  H26  single    0.970  0.020  1.090
 WYQ  C21  H27  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
 WYQ  H3   C16  H2   108.75  3.000
 WYQ  H3   C16  H1   107.91  3.000
 WYQ  H2   C16  H1   107.71  3.000
 WYQ  H3   C16  C15  111.54  3.000
 WYQ  H2   C16  C15  111.54  3.000
 WYQ  H1   C16  C15  109.25  3.000
 WYQ  H4   C15  O6   108.42  3.000
 WYQ  H4   C15  C17  109.91  3.000
 WYQ  O6   C15  C17  110.05  3.000
 WYQ  H4   C15  C16  109.50  3.000
 WYQ  O6   C15  C16  106.04  3.000
 WYQ  C17  C15  C16  112.77  3.000
 WYQ  H7   C17  H6   107.88  3.000
 WYQ  H7   C17  H5   108.77  3.000
 WYQ  H6   C17  H5   107.59  3.000
 WYQ  H7   C17  C15  111.17  3.000
 WYQ  H6   C17  C15  109.16  3.000
 WYQ  H5   C17  C15  112.12  3.000
 WYQ  C14  O6   C15  118.42  3.000
 WYQ  N5   C14  O5   123.41  3.000
 WYQ  N5   C14  O6   109.93  3.000
 WYQ  O5   C14  O6   126.66  3.000
 WYQ  H8   N5   S1   116.13  3.000
 WYQ  H8   N5   C14  120.36  3.000
 WYQ  S1   N5   C14  122.88  3.000
 WYQ  C8   S1   O3   109.08  3.000
 WYQ  C8   S1   O4   109.55  3.000
 WYQ  O3   S1   O4   120.32  3.000
 WYQ  C8   S1   N5   104.30  3.000
 WYQ  O3   S1   N5   108.78  3.000
 WYQ  O4   S1   N5   103.57  3.000
 WYQ  C9   C8   C7   120.53  3.000
 WYQ  C7   C8   S1   119.72  3.000
 WYQ  C9   C8   S1   119.72  3.000
 WYQ  H9   C7   C6   119.36  3.000
 WYQ  H9   C7   C8   120.47  3.000
 WYQ  C6   C7   C8   120.17  3.000
 WYQ  H10  C9   C10  118.95  3.000
 WYQ  H10  C9   C8   121.26  3.000
 WYQ  C10  C9   C8   119.79  3.000
 WYQ  H11  C10  C11  121.18  3.000
 WYQ  H11  C10  C9   118.30  3.000
 WYQ  C11  C10  C9   120.52  3.000
 WYQ  C6   C11  O2   116.91  3.000
 WYQ  C6   C11  C10  119.17  3.000
 WYQ  O2   C11  C10  123.91  3.000
 WYQ  C12  O2   C11  119.96  3.000
 WYQ  H13  C12  H12  108.04  3.000
 WYQ  H13  C12  C13  110.71  3.000
 WYQ  H12  C12  C13  110.58  3.000
 WYQ  H13  C12  O2   109.74  3.000
 WYQ  H12  C12  O2   109.94  3.000
 WYQ  C13  C12  O2   107.84  3.000
 WYQ  H16  C13  H15  107.96  3.000
 WYQ  H16  C13  H14  107.96  3.000
 WYQ  H15  C13  H14  108.76  3.000
 WYQ  H16  C13  C12  109.05  3.000
 WYQ  H15  C13  C12  111.42  3.000
 WYQ  H14  C13  C12  111.57  3.000
 WYQ  C5   C6   C11  121.15  3.000
 WYQ  C5   C6   C7   119.03  3.000
 WYQ  C11  C6   C7   119.81  3.000
 WYQ  N3   C5   N4   123.42  3.000
 WYQ  N3   C5   C6   121.38  3.000
 WYQ  N4   C5   C6   115.19  3.000
 WYQ  H17  N4   C4   115.65  3.000
 WYQ  H17  N4   C5   118.05  3.000
 WYQ  C4   N4   C5   126.28  3.000
 WYQ  C3   C4   O1   128.36  3.000
 WYQ  C3   C4   N4   109.55  3.000
 WYQ  O1   C4   N4   122.09  3.000
 WYQ  C2   N3   C5   115.03  3.000
 WYQ  C1   C2   C3   104.95  3.000
 WYQ  C1   C2   N3   130.46  3.000
 WYQ  C3   C2   N3   124.59  3.000
 WYQ  N2   C3   C2   106.97  3.000
 WYQ  N2   C3   C4   131.95  3.000
 WYQ  C2   C3   C4   121.08  3.000
 WYQ  N1   N2   C18  120.20  3.000
 WYQ  N1   N2   C3   110.84  3.000
 WYQ  C18  N2   C3   128.76  3.000
 WYQ  H20  C18  H19  109.20  3.000
 WYQ  H20  C18  H18  109.10  3.000
 WYQ  H19  C18  H18  109.26  3.000
 WYQ  H20  C18  N2   109.89  3.000
 WYQ  H19  C18  N2   108.47  3.000
 WYQ  H18  C18  N2   110.90  3.000
 WYQ  C1   N1   N2   108.13  3.000
 WYQ  C19  C1   N1   123.10  3.000
 WYQ  C19  C1   C2   127.79  3.000
 WYQ  N1   C1   C2   109.11  3.000
 WYQ  H22  C19  H21  106.71  3.000
 WYQ  H22  C19  C20  110.14  3.000
 WYQ  H21  C19  C20  109.09  3.000
 WYQ  H22  C19  C1   109.13  3.000
 WYQ  H21  C19  C1   109.15  3.000
 WYQ  C20  C19  C1   112.44  3.000
 WYQ  H24  C20  H23  106.40  3.000
 WYQ  H24  C20  C21  109.76  3.000
 WYQ  H23  C20  C21  109.80  3.000
 WYQ  H24  C20  C19  109.06  3.000
 WYQ  H23  C20  C19  109.24  3.000
 WYQ  C21  C20  C19  112.40  3.000
 WYQ  H27  C21  H26  107.69  3.000
 WYQ  H27  C21  H25  107.63  3.000
 WYQ  H26  C21  H25  107.68  3.000
 WYQ  H27  C21  C20  111.09  3.000
 WYQ  H26  C21  C20  111.34  3.000
 WYQ  H25  C21  C20  111.22  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
 WYQ  CONST_01  C11  C10  C9   C8      0.00   0.0  0
 WYQ  CONST_02  C11  C6   C7   C8      0.00   0.0  0
 WYQ  CONST_03  C10  C9   C8   C7      0.00   0.0  0
 WYQ  CONST_04  C10  C11  C6   C7      0.00   0.0  0
 WYQ  CONST_05  C6   C7   C8   C9      0.00   0.0  0
 WYQ  CONST_06  C6   C11  C10  C9      0.00   0.0  0
 WYQ  CONST_07  N1   N2   C3   C2      0.00   0.0  0
 WYQ  CONST_08  N2   N1   C1   C2      0.00   0.0  0
 WYQ  CONST_09  N1   C1   C2   C3      0.00   0.0  0
 WYQ  CONST_10  C1   N1   N2   C3      0.00   0.0  0
 WYQ  CONST_11  C1   C2   C3   N2      0.00   0.0  0
 WYQ  CONST_12  C5   C6   C7   C8    180.00   0.0  0
 WYQ  CONST_13  C5   C6   C11  C10   180.00   0.0  0
 WYQ  CONST_14  C4   N4   C5   C6    180.00   0.0  0
 WYQ  CONST_15  C2   N3   C5   C6    180.00   0.0  0
 WYQ  CONST_16  C3   C4   N4   C5      0.00   0.0  0
 WYQ  CONST_17  C2   N3   C5   N4      0.00   0.0  0
 WYQ  CONST_18  N3   C5   N4   C4      0.00   0.0  0
 WYQ  CONST_19  C10  C9   C8   S1    180.00   0.0  0
 WYQ  CONST_20  C6   C7   C8   S1    180.00   0.0  0
 WYQ  CONST_21  O2   C11  C6   C7    180.00   0.0  0
 WYQ  CONST_22  O2   C11  C10  C9    180.00   0.0  0
 WYQ  CONST_23  C5   C6   C11  O2      0.00   0.0  0
 WYQ  CONST_24  C18  N2   C3   C4      0.00   0.0  0
 WYQ  CONST_25  C19  C1   C2   N3      0.00   0.0  0
 WYQ  CONST_26  C18  N2   C3   C2    180.00   0.0  0
 WYQ  CONST_27  C19  C1   C2   C3    180.00   0.0  0
 WYQ  CONST_28  C19  C1   N1   N2    180.00   0.0  0
 WYQ  CONST_29  C1   N1   N2   C18   180.00   0.0  0
 WYQ  CONST_30  O1   C4   N4   C5    180.00   0.0  0
 WYQ  CONST_31  H11  C10  C9   C8    180.00   0.0  0
 WYQ  CONST_32  H10  C9   C8   C7    180.00   0.0  0
 WYQ  CONST_33  H9   C7   C8   C9    180.00   0.0  0
 WYQ  CONST_34  H17  N4   C5   C6      0.00   0.0  0
 WYQ  Var_01    N4   C5   C6   C7     50.22  30.0  3
 WYQ  Var_02    C9   C8   S1   N5     85.29  30.0  1
 WYQ  Var_03    C6   C11  O2   C12  -179.22  30.0  2
 WYQ  Var_04    C20  C19  C1   C2    -62.74  30.0  2
 WYQ  Var_05    H18  C18  N2   C3     84.80  30.0  2
 WYQ  Var_06    C8   S1   N5   C14    62.43  30.0  3
 WYQ  Var_07    C13  C12  O2   C11  -179.70  30.0  3
 WYQ  Var_08    C21  C20  C19  C1    178.31  30.0  2
 WYQ  Var_09    O5   C14  O6   C15    -1.32  30.0  3
 WYQ  Var_10    S1   N5   C14  O6   -177.23  30.0  1
 WYQ  Var_11    H5   C17  C15  C16   179.46  30.0  3
 WYQ  Var_12    H1   C16  C15  C17    61.67  30.0  3
 WYQ  Var_13    H4   C15  O6   C14    38.79  30.0  3
 WYQ  Var_14    H14  C13  C12  O2    -61.08  30.0  3
 WYQ  Var_15    H25  C21  C20  C19   -59.63  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
 WYQ  plan-1  S1   0.020
 WYQ  plan-1  C8   0.020
 WYQ  plan-1  C7   0.020
 WYQ  plan-1  C9   0.020
 WYQ  plan-1  C10  0.020
 WYQ  plan-1  C11  0.020
 WYQ  plan-1  O2   0.020
 WYQ  plan-1  C6   0.020
 WYQ  plan-1  C5   0.020
 WYQ  plan-1  H9   0.020
 WYQ  plan-1  H10  0.020
 WYQ  plan-1  H11  0.020
 WYQ  plan-2  C6   0.020
 WYQ  plan-2  C5   0.020
 WYQ  plan-2  N4   0.020
 WYQ  plan-2  C4   0.020
 WYQ  plan-2  O1   0.020
 WYQ  plan-2  N3   0.020
 WYQ  plan-2  C2   0.020
 WYQ  plan-2  C3   0.020
 WYQ  plan-2  N2   0.020
 WYQ  plan-2  C18  0.020
 WYQ  plan-2  N1   0.020
 WYQ  plan-2  C1   0.020
 WYQ  plan-2  C19  0.020
 WYQ  plan-2  H17  0.020
 WYQ  plan-3  O6   0.020
 WYQ  plan-3  C14  0.020
 WYQ  plan-3  O5   0.020
 WYQ  plan-3  N5   0.020

