# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 20:11:08 2022
#   Inital geometry file: a 138 line input string
#   Ligand name: 6-(4-hydroxyphenyl)-5-methyl-2-phenyl-3-(piperidin-1-yl)pyrazolo[1,5-a]pyrimidin-7(4H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1=C(C(=O)n2nc(c3ccccc3)c(N4CCCCC4)c2N1)c5ccc(O)cc5
#
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
 J4A  J4A  6-(4-hydroxyphenyl)-5-methyl-2-phenyl-3-(piperidin-1-yl)pyrazolo[1,5-a]pyrimidin-7(4H)-one  ligand  54  30  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_J4A
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
 J4A  C10   C  CR6   0   0.345  -0.4536  6.2552  -51.4156
 J4A  C17   C  CR5   0  -0.053  -3.3041  5.3023  -43.5857
 J4A  C20   C  CR16  0  -0.289  -1.0537  2.9059  -41.7714
 J4A  C21   C  CR16  0  -0.239  -0.7275  2.3511  -40.5433
 J4A  C22   C  CR16  0  -0.260  -1.1176  2.9786  -39.3669
 J4A  C24   C  CR16  0  -0.303  -2.1577  4.7231  -40.6569
 J4A  C26   C  CH2   0  -0.296  -4.6982  6.8579  -42.3357
 J4A  C28   C  CH2   0  -0.441  -6.9032  6.0750  -41.4374
 J4A  C01   C  CR6   0   0.372  -3.2863  6.3225  -47.1365
 J4A  C03   C  CR56  0   0.695  -3.0426  5.5884  -44.9080
 J4A  C05   C  CR6   0   0.556  -1.1693  5.2845  -46.4416
 J4A  C06   C  CR6   0  -0.278  -2.0170  5.9017  -47.4401
 J4A  C07   C  CR6   0   0.039  -1.4715  6.0222  -48.8090
 J4A  C08   C  CR16  0  -0.271  -2.0422  5.3226  -49.8708
 J4A  C09   C  CR16  0  -0.324  -1.5502  5.4355  -51.1606
 J4A  C11   C  CR16  0  -0.371   0.1362  6.9531  -50.3636
 J4A  C12   C  CR16  0  -0.269  -0.3719  6.8330  -49.0800
 J4A  C16   C  CR5   0   0.297  -2.1004  4.6776  -43.1522
 J4A  C19   C  CR6   0   0.054  -1.7772  4.0975  -41.8426
 J4A  C23   C  CR16  0  -0.242  -1.8312  4.1679  -39.4282
 J4A  C27   C  CH2   0  -0.435  -6.1741  7.1905  -42.1771
 J4A  C29   C  CH2   0  -0.433  -6.6706  4.7384  -42.1316
 J4A  C30   C  CH2   0  -0.289  -5.1818  4.4626  -42.2838
 J4A  N02   N  NR16  0  -0.727  -3.7788  6.1663  -45.8845
 J4A  N04   N  N     0  -0.449  -1.7860  5.1683  -45.1880
 J4A  N15   N  N     0  -0.325  -1.2064  4.5974  -44.1242
 J4A  N18   N  NT    0  -0.524  -4.5367  5.5628  -42.9815
 J4A  O13   O  OH1   0  -0.628  -0.0087  6.3346  -52.6844
 J4A  O14   O  O     0  -0.430  -0.0381  4.8768  -46.6059
 J4A  H201  H  HCR6  0   0.250  -0.7549  2.4062  -42.6838
 J4A  H211  H  HCR6  0   0.257  -0.1716  1.4232  -40.5052
 J4A  H221  H  HCR6  0   0.257  -0.8655  2.5437  -38.4084
 J4A  H241  H  HCR6  0   0.266  -2.6957  5.6613  -40.6879
 J4A  H261  H  HCH2  0   0.205  -4.2193  6.8844  -41.3441
 J4A  H262  H  HCH2  0   0.242  -4.2030  7.6149  -42.9461
 J4A  H281  H  HCH2  0   0.211  -6.5311  6.0181  -40.4087
 J4A  H282  H  HCH2  0   0.233  -7.9712  6.2931  -41.3721
 J4A  H081  H  HCR6  0   0.251  -2.8882  4.6704  -49.6891
 J4A  H091  H  HCR6  0   0.260  -2.0099  4.8835  -51.9710
 J4A  H111  H  HCR6  0   0.268   0.9906  7.5957  -50.5459
 J4A  H121  H  HCR6  0   0.250   0.0927  7.3946  -48.2792
 J4A  H231  H  HCR6  0   0.257  -2.1315  4.6697  -38.5176
 J4A  H251  H  HCH3  0   0.271  -4.8724  7.6723  -47.6221
 J4A  H252  H  HCH3  0   0.273  -3.6704  7.4704  -48.9025
 J4A  H253  H  HCH3  0   0.278  -4.8471  6.2005  -48.5884
 J4A  H272  H  HCH2  0   0.231  -6.2730  8.1382  -41.6433
 J4A  H271  H  HCH2  0   0.216  -6.6185  7.3315  -43.1671
 J4A  H292  H  HCH2  0   0.214  -7.1381  4.7496  -43.1206
 J4A  H291  H  HCH2  0   0.230  -7.1307  3.9243  -41.5671
 J4A  H301  H  HCH2  0   0.239  -5.0224  3.5486  -42.8586
 J4A  H302  H  HCH2  0   0.204  -4.7465  4.2941  -41.2872
 J4A  H021  H  HNR6  0   0.431  -4.7184  6.4612  -45.6571
 J4A  H131  H  HOH1  0   0.473   0.7612  6.9123  -52.7369
 J4A  C25   C  CH3   0  -0.749  -4.2163  6.9561  -48.1170

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
 J4A  O13  C10   single    1.347  0.020  1.347
 J4A  C09  C10   aromatic  1.393  0.020  1.393
 J4A  C09  C08   aromatic  1.385  0.020  1.385
 J4A  C10  C11   aromatic  1.393  0.020  1.393
 J4A  C08  C07   aromatic  1.394  0.020  1.394
 J4A  C11  C12   aromatic  1.386  0.020  1.386
 J4A  C12  C07   aromatic  1.393  0.020  1.393
 J4A  C07  C06   single    1.478  0.020  1.478
 J4A  C25  C01   single    1.493  0.020  1.493
 J4A  C06  C01   double    1.371  0.020  1.371
 J4A  C06  C05   single    1.448  0.020  1.448
 J4A  C01  N02   single    1.354  0.020  1.354
 J4A  O14  C05   double    1.214  0.020  1.214
 J4A  C05  N04   single    1.402  0.020  1.402
 J4A  N02  C03   single    1.353  0.020  1.353
 J4A  N04  C03   aromatic  1.354  0.020  1.354
 J4A  N04  N15   aromatic  1.339  0.020  1.339
 J4A  C03  C17   aromatic  1.378  0.020  1.378
 J4A  N15  C16   aromatic  1.323  0.020  1.323
 J4A  C17  C16   aromatic  1.424  0.020  1.424
 J4A  C17  N18   single    1.397  0.020  1.397
 J4A  C16  C19   single    1.468  0.020  1.468
 J4A  N18  C26   single    1.456  0.020  1.456
 J4A  N18  C30   single    1.454  0.020  1.454
 J4A  C26  C27   single    1.521  0.020  1.521
 J4A  C27  C28   single    1.524  0.020  1.524
 J4A  C30  C29   single    1.522  0.020  1.522
 J4A  C19  C20   aromatic  1.396  0.020  1.396
 J4A  C19  C24   aromatic  1.394  0.020  1.394
 J4A  C20  C21   aromatic  1.386  0.020  1.386
 J4A  C29  C28   single    1.524  0.020  1.524
 J4A  C24  C23   aromatic  1.387  0.020  1.387
 J4A  C21  C22   aromatic  1.389  0.020  1.389
 J4A  C23  C22   aromatic  1.388  0.020  1.388
 J4A  C20  H201  single    0.930  0.020  1.080
 J4A  C21  H211  single    0.930  0.020  1.080
 J4A  C22  H221  single    0.930  0.020  1.080
 J4A  C24  H241  single    0.930  0.020  1.080
 J4A  C26  H261  single    0.970  0.020  1.090
 J4A  C26  H262  single    0.970  0.020  1.090
 J4A  C28  H281  single    0.970  0.020  1.090
 J4A  C28  H282  single    0.970  0.020  1.090
 J4A  C08  H081  single    0.930  0.020  1.080
 J4A  C09  H091  single    0.930  0.020  1.080
 J4A  C11  H111  single    0.930  0.020  1.080
 J4A  C12  H121  single    0.930  0.020  1.080
 J4A  C23  H231  single    0.930  0.020  1.080
 J4A  C25  H251  single    0.970  0.020  1.090
 J4A  C25  H252  single    0.970  0.020  1.090
 J4A  C25  H253  single    0.970  0.020  1.090
 J4A  C27  H272  single    0.970  0.020  1.090
 J4A  C27  H271  single    0.970  0.020  1.090
 J4A  C29  H292  single    0.970  0.020  1.090
 J4A  C29  H291  single    0.970  0.020  1.090
 J4A  C30  H301  single    0.970  0.020  1.090
 J4A  C30  H302  single    0.970  0.020  1.090
 J4A  N02  H021  single    0.860  0.020  1.020
 J4A  O13  H131  single    0.850  0.020  0.980

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
 J4A  O13   C10  C11   122.81  3.000
 J4A  C11   C10  C09   119.33  3.000
 J4A  O13   C10  C09   117.86  3.000
 J4A  N18   C17  C16   134.10  3.000
 J4A  N18   C17  C03   122.93  3.000
 J4A  C16   C17  C03   102.88  3.000
 J4A  H201  C20  C19   119.62  3.000
 J4A  H201  C20  C21   119.80  3.000
 J4A  C19   C20  C21   120.58  3.000
 J4A  H211  C21  C22   120.11  3.000
 J4A  H211  C21  C20   119.67  3.000
 J4A  C22   C21  C20   120.22  3.000
 J4A  H221  C22  C23   120.21  3.000
 J4A  H221  C22  C21   120.20  3.000
 J4A  C23   C22  C21   119.59  3.000
 J4A  H241  C24  C23   119.30  3.000
 J4A  H241  C24  C19   120.05  3.000
 J4A  C23   C24  C19   120.64  3.000
 J4A  H262  C26  H261  106.83  3.000
 J4A  H262  C26  N18   108.58  3.000
 J4A  H261  C26  N18   111.87  3.000
 J4A  H262  C26  C27   110.30  3.000
 J4A  H261  C26  C27   108.83  3.000
 J4A  N18   C26  C27   110.38  3.000
 J4A  H282  C28  H281  106.64  3.000
 J4A  H282  C28  C29   110.59  3.000
 J4A  H281  C28  C29   109.29  3.000
 J4A  H282  C28  C27   110.53  3.000
 J4A  H281  C28  C27   109.34  3.000
 J4A  C29   C28  C27   110.36  3.000
 J4A  N02   C01  C25   115.44  3.000
 J4A  N02   C01  C06   120.39  3.000
 J4A  C25   C01  C06   124.17  3.000
 J4A  N04   C03  N02   119.23  3.000
 J4A  N04   C03  C17   108.06  3.000
 J4A  N02   C03  C17   132.71  3.000
 J4A  O14   C05  N04   120.21  3.000
 J4A  N04   C05  C06   113.23  3.000
 J4A  O14   C05  C06   126.55  3.000
 J4A  C07   C06  C05   117.20  3.000
 J4A  C05   C06  C01   121.34  3.000
 J4A  C07   C06  C01   121.43  3.000
 J4A  C12   C07  C08   117.85  3.000
 J4A  C12   C07  C06   121.26  3.000
 J4A  C08   C07  C06   120.89  3.000
 J4A  H081  C08  C09   118.86  3.000
 J4A  H081  C08  C07   119.60  3.000
 J4A  C09   C08  C07   121.54  3.000
 J4A  H091  C09  C08   120.30  3.000
 J4A  H091  C09  C10   119.81  3.000
 J4A  C08   C09  C10   119.88  3.000
 J4A  H111  C11  C12   119.74  3.000
 J4A  H111  C11  C10   120.22  3.000
 J4A  C12   C11  C10   120.05  3.000
 J4A  H121  C12  C11   118.86  3.000
 J4A  H121  C12  C07   119.78  3.000
 J4A  C11   C12  C07   121.35  3.000
 J4A  N15   C16  C19   118.85  3.000
 J4A  C19   C16  C17   129.12  3.000
 J4A  N15   C16  C17   111.97  3.000
 J4A  C16   C19  C24   121.43  3.000
 J4A  C24   C19  C20   118.78  3.000
 J4A  C16   C19  C20   119.79  3.000
 J4A  H231  C23  C24   119.63  3.000
 J4A  H231  C23  C22   120.18  3.000
 J4A  C24   C23  C22   120.20  3.000
 J4A  H271  C27  H272  107.07  3.000
 J4A  H271  C27  C28   109.82  3.000
 J4A  H272  C27  C28   110.77  3.000
 J4A  H271  C27  C26   109.14  3.000
 J4A  H272  C27  C26   109.18  3.000
 J4A  C28   C27  C26   110.77  3.000
 J4A  H291  C29  H292  107.15  3.000
 J4A  H291  C29  C30   109.19  3.000
 J4A  H292  C29  C30   109.25  3.000
 J4A  H291  C29  C28   110.73  3.000
 J4A  H292  C29  C28   109.73  3.000
 J4A  C30   C29  C28   110.72  3.000
 J4A  H302  C30  H301  106.91  3.000
 J4A  H302  C30  N18   112.02  3.000
 J4A  H301  C30  N18   108.43  3.000
 J4A  H302  C30  C29   108.92  3.000
 J4A  H301  C30  C29   110.32  3.000
 J4A  N18   C30  C29   110.18  3.000
 J4A  H021  N02  C03   117.91  3.000
 J4A  H021  N02  C01   120.83  3.000
 J4A  C03   N02  C01   121.25  3.000
 J4A  N15   N04  C05   123.73  3.000
 J4A  N15   N04  C03   111.69  3.000
 J4A  C05   N04  C03   124.56  3.000
 J4A  N04   N15  C16   105.38  3.000
 J4A  C30   N18  C26   114.27  3.000
 J4A  C30   N18  C17   117.25  3.000
 J4A  C26   N18  C17   117.09  3.000
 J4A  H131  O13  C10   110.51  3.000
 J4A  H253  C25  H252  107.82  3.000
 J4A  H253  C25  H251  107.64  3.000
 J4A  H252  C25  H251  108.65  3.000
 J4A  H253  C25  C01   110.48  3.000
 J4A  H252  C25  C01   111.28  3.000
 J4A  H251  C25  C01   110.84  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
 J4A  CONST_01  C07   C08  C09  C10     0.00   0.0  0
 J4A  CONST_02  C07   C12  C11  C10     0.00   0.0  0
 J4A  CONST_03  N15   N04  C03  C17     0.00   0.0  0
 J4A  CONST_04  N04   N15  C16  C17     0.00   0.0  0
 J4A  CONST_08  C23   C24  C19  C20     0.00   0.0  0
 J4A  CONST_09  C23   C22  C21  C20     0.00   0.0  0
 J4A  CONST_10  C16   C19  C20  C21   180.00   0.0  0
 J4A  CONST_11  C24   C19  C20  C21     0.00   0.0  0
 J4A  CONST_12  C24   C23  C22  C21     0.00   0.0  0
 J4A  CONST_13  C19   C20  C21  C22     0.00   0.0  0
 J4A  CONST_14  C19   C24  C23  C22     0.00   0.0  0
 J4A  CONST_16  C16   N15  N04  C03     0.00   0.0  0
 J4A  CONST_17  N15   C16  C17  C03     0.00   0.0  0
 J4A  CONST_18  C19   C16  C17  C03   180.00   0.0  0
 J4A  CONST_19  C11   C10  C09  C08     0.00   0.0  0
 J4A  CONST_20  C11   C12  C07  C08     0.00   0.0  0
 J4A  CONST_21  C12   C11  C10  C09     0.00   0.0  0
 J4A  CONST_22  C12   C07  C08  C09     0.00   0.0  0
 J4A  CONST_23  N04   C03  C17  C16     0.00   0.0  0
 J4A  CONST_24  C23   C24  C19  C16   180.00   0.0  0
 J4A  CONST_25  N04   N15  C16  C19   180.00   0.0  0
 J4A  CONST_26  C09   C08  C07  C06   180.00   0.0  0
 J4A  CONST_27  C11   C12  C07  C06   180.00   0.0  0
 J4A  CONST_28  N18   C17  C16  C19     0.00   0.0  0
 J4A  CONST_29  N18   C17  C03  N02     0.00   0.0  0
 J4A  CONST_30  N18   C17  C03  N04   180.00   0.0  0
 J4A  CONST_31  N18   C17  C16  N15   180.00   0.0  0
 J4A  CONST_32  O13   C10  C09  C08   180.00   0.0  0
 J4A  CONST_33  O13   C10  C11  C12   180.00   0.0  0
 J4A  CONST_34  H081  C08  C09  C10   180.00   0.0  0
 J4A  CONST_35  H121  C12  C11  C10   180.00   0.0  0
 J4A  CONST_36  H241  C24  C19  C20   180.00   0.0  0
 J4A  CONST_37  H221  C22  C21  C20   180.00   0.0  0
 J4A  CONST_38  H231  C23  C22  C21   180.00   0.0  0
 J4A  CONST_39  H201  C20  C21  C22   180.00   0.0  0
 J4A  CONST_40  H091  C09  C08  C07   180.00   0.0  0
 J4A  CONST_41  H111  C11  C12  C07   180.00   0.0  0
 J4A  CONST_42  H211  C21  C20  C19   180.00   0.0  0
 J4A  Var_01    C27   C26  N18  C17   159.79  30.0  1
 J4A  Var_02    C29   C30  N18  C17  -159.61  30.0  1
 J4A  Var_03    C03   C17  N18  C26   -91.10  30.0  3
 J4A  Var_04    C29   C28  C27  C26   -54.37  30.0  1
 J4A  Var_05    N18   C26  C27  C28    54.72  30.0  1
 J4A  Var_06    N18   C30  C29  C28   -55.33  30.0  1
 J4A  Var_07    C08   C07  C06  C01   -63.73  30.0  2
 J4A  Var_08    C30   C29  C28  C27    54.68  30.0  1
 J4A  Var_09    H251  C25  C01  C06  -148.52  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
 J4A  plan-1  C10   0.020
 J4A  plan-1  C06   0.020
 J4A  plan-1  C07   0.020
 J4A  plan-1  C08   0.020
 J4A  plan-1  C09   0.020
 J4A  plan-1  C11   0.020
 J4A  plan-1  C12   0.020
 J4A  plan-1  O13   0.020
 J4A  plan-1  H081  0.020
 J4A  plan-1  H091  0.020
 J4A  plan-1  H111  0.020
 J4A  plan-1  H121  0.020
 J4A  plan-2  C20   0.020
 J4A  plan-2  C21   0.020
 J4A  plan-2  C22   0.020
 J4A  plan-2  C24   0.020
 J4A  plan-2  C16   0.020
 J4A  plan-2  C19   0.020
 J4A  plan-2  C23   0.020
 J4A  plan-2  H201  0.020
 J4A  plan-2  H211  0.020
 J4A  plan-2  H221  0.020
 J4A  plan-2  H241  0.020
 J4A  plan-2  H231  0.020
 J4A  plan-3  C17   0.020
 J4A  plan-3  C01   0.020
 J4A  plan-3  C03   0.020
 J4A  plan-3  C05   0.020
 J4A  plan-3  C06   0.020
 J4A  plan-3  C07   0.020
 J4A  plan-3  C16   0.020
 J4A  plan-3  C19   0.020
 J4A  plan-3  N02   0.020
 J4A  plan-3  N04   0.020
 J4A  plan-3  N15   0.020
 J4A  plan-3  N18   0.020
 J4A  plan-3  O14   0.020
 J4A  plan-3  H021  0.020
 J4A  plan-3  C25   0.020

