# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 22 21:49:10 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: 4-oxidanyl-~{N}-[(4-phenoxyphenyl)methyl]-2-pyrazol-1-yl-pyrimidine-5-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1nc(ncc1C(=O)NCc2ccc(Oc3ccccc3)cc2)n4cccn4
#
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
 LUW  LUW  4-oxidanyl-~{N}-[(4-phenoxyphenyl)methyl]-2-pyrazol-1-yl-pyrimidine-5-carboxamide  ligand  46  29  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_LUW
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
 LUW  C02   C  C     0   0.547   1.2192   1.8299  -0.1479
 LUW  C03   C  CR6   0  -0.239   2.3640   0.9075  -0.0424
 LUW  C04   C  CR16  0   0.066   2.7853   0.2365   1.0931
 LUW  C06   C  CR6   0   0.658   4.4117  -0.7916  -0.0565
 LUW  C09   C  CR15  0  -0.056   7.0916  -2.7978  -0.8009
 LUW  C10   C  CR15  0  -0.449   6.9983  -3.1115   0.5744
 LUW  C11   C  CR15  0   0.013   5.9471  -2.3748   1.0246
 LUW  C13   C  CR6   0   0.474   3.1083   0.6210  -1.2078
 LUW  C16   C  CH2   0  -0.320  -0.6896   2.9469   0.9183
 LUW  C17   C  CR6   0   0.051  -1.9206   2.0840   0.9466
 LUW  C18   C  CR16  0  -0.277  -2.5448   1.7836   2.1525
 LUW  C19   C  CR16  0  -0.367  -3.6624   0.9654   2.1981
 LUW  C20   C  CR16  0  -0.231  -2.4482   1.5424  -0.2202
 LUW  C21   C  CR16  0  -0.404  -3.5674   0.7290  -0.1970
 LUW  C22   C  CR6   0   0.452  -4.1767   0.4388   1.0198
 LUW  C24   C  CR6   0   0.231  -5.7986  -0.9641   0.0404
 LUW  C25   C  CR16  0  -0.316  -5.3108  -2.2086  -0.3297
 LUW  C26   C  CR16  0  -0.125  -5.8723  -2.8600  -1.4189
 LUW  C27   C  CR16  0  -0.334  -6.9067  -2.2699  -2.1328
 LUW  C28   C  CR16  0  -0.162  -7.3829  -1.0227  -1.7531
 LUW  C29   C  CR16  0  -0.314  -6.8283  -0.3617  -0.6654
 LUW  N05   N  N     0  -0.427   3.8016  -0.6075   1.1009
 LUW  N07   N  NR5   0  -0.330   5.4744  -1.6776  -0.0493
 LUW  N08   N  N     0  -0.249   6.1749  -1.9384  -1.1688
 LUW  N12   N  N     0  -0.455   4.1143  -0.2265  -1.2106
 LUW  N15   N  NH1   0  -0.710   0.5319   2.1541   0.9344
 LUW  O01   O  O     0  -0.490   0.9245   2.2881  -1.2748
 LUW  O14   O  OH1   0  -0.641   2.8235   1.1893  -2.3523
 LUW  O23   O  O2    0  -0.486  -5.2852  -0.3341   1.1484
 LUW  H041  H  HCR6  0   0.288   2.2934   0.3592   2.0511
 LUW  H091  H  HCR5  0   0.275   7.8000  -3.1747  -1.5216
 LUW  H101  H  HCR5  0   0.251   7.6160  -3.7835   1.1430
 LUW  H111  H  HCR5  0   0.323   5.5027  -2.2871   1.9998
 LUW  H162  H  HCH2  0   0.282  -0.6734   3.5891   0.0416
 LUW  H161  H  HCH2  0   0.272  -0.6579   3.6026   1.7873
 LUW  H181  H  HCR6  0   0.240  -2.1600   2.1904   3.0796
 LUW  H191  H  HCR6  0   0.258  -4.1410   0.7458   3.1431
 LUW  H201  H  HCR6  0   0.272  -1.9894   1.7617  -1.1759
 LUW  H211  H  HCR6  0   0.255  -3.9564   0.3364  -1.1267
 LUW  H251  H  HCR6  0   0.274  -4.5094  -2.6693   0.2334
 LUW  H261  H  HCR6  0   0.270  -5.5010  -3.8343  -1.7058
 LUW  H271  H  HCR6  0   0.229  -7.3441  -2.7836  -2.9779
 LUW  H281  H  HCR6  0   0.281  -8.1896  -0.5586  -2.3039
 LUW  H291  H  HCR6  0   0.252  -7.1977   0.6103  -0.3652
 LUW  H151  H  HNH1  0   0.381   0.7841   1.7500   1.8204
 LUW  H141  H  HOH1  0   0.485   1.9967   1.7552  -2.1407

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
 LUW  C10  C09   aromatic  1.414  0.020  1.414
 LUW  C10  C11   aromatic  1.360  0.020  1.360
 LUW  C09  N08   aromatic  1.309  0.020  1.309
 LUW  C11  N07   aromatic  1.365  0.020  1.365
 LUW  N08  N07   aromatic  1.346  0.020  1.346
 LUW  N07  C06   single    1.384  0.020  1.384
 LUW  C06  N12   aromatic  1.319  0.020  1.319
 LUW  C06  N05   aromatic  1.321  0.020  1.321
 LUW  N12  C13   aromatic  1.315  0.020  1.315
 LUW  N05  C04   aromatic  1.321  0.020  1.321
 LUW  C13  O14   single    1.309  0.020  1.309
 LUW  C13  C03   aromatic  1.412  0.020  1.412
 LUW  C04  C03   aromatic  1.385  0.020  1.385
 LUW  C03  C02   single    1.474  0.020  1.474
 LUW  C02  N15   single    1.322  0.020  1.322
 LUW  C02  O01   double    1.252  0.020  1.252
 LUW  N15  C16   single    1.456  0.020  1.456
 LUW  C20  C21   aromatic  1.384  0.020  1.384
 LUW  C20  C17   aromatic  1.390  0.020  1.390
 LUW  C16  C17   single    1.504  0.020  1.504
 LUW  C21  C22   aromatic  1.391  0.020  1.391
 LUW  C17  C18   aromatic  1.391  0.020  1.391
 LUW  C22  O23   single    1.357  0.020  1.357
 LUW  C22  C19   aromatic  1.389  0.020  1.389
 LUW  C18  C19   aromatic  1.386  0.020  1.386
 LUW  O23  C24   single    1.374  0.020  1.374
 LUW  C24  C25   aromatic  1.387  0.020  1.387
 LUW  C24  C29   aromatic  1.386  0.020  1.386
 LUW  C25  C26   aromatic  1.388  0.020  1.388
 LUW  C29  C28   aromatic  1.388  0.020  1.388
 LUW  C26  C27   aromatic  1.388  0.020  1.388
 LUW  C28  C27   aromatic  1.388  0.020  1.388
 LUW  C04  H041  single    0.930  0.020  1.080
 LUW  C09  H091  single    0.930  0.020  1.080
 LUW  C10  H101  single    0.930  0.020  1.080
 LUW  C11  H111  single    0.930  0.020  1.080
 LUW  C16  H162  single    0.970  0.020  1.090
 LUW  C16  H161  single    0.970  0.020  1.090
 LUW  C18  H181  single    0.930  0.020  1.080
 LUW  C19  H191  single    0.930  0.020  1.080
 LUW  C20  H201  single    0.930  0.020  1.080
 LUW  C21  H211  single    0.930  0.020  1.080
 LUW  C25  H251  single    0.930  0.020  1.080
 LUW  C26  H261  single    0.930  0.020  1.080
 LUW  C27  H271  single    0.930  0.020  1.080
 LUW  C28  H281  single    0.930  0.020  1.080
 LUW  C29  H291  single    0.930  0.020  1.080
 LUW  N15  H151  single    0.860  0.020  1.020
 LUW  O14  H141  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
 LUW  O01   C02  N15   121.65  3.000
 LUW  O01   C02  C03   118.45  3.000
 LUW  N15   C02  C03   119.90  3.000
 LUW  C13   C03  C04   114.72  3.000
 LUW  C04   C03  C02   126.75  3.000
 LUW  C13   C03  C02   118.50  3.000
 LUW  H041  C04  N05   114.60  3.000
 LUW  H041  C04  C03   122.13  3.000
 LUW  N05   C04  C03   123.26  3.000
 LUW  N12   C06  N07   116.88  3.000
 LUW  N12   C06  N05   127.06  3.000
 LUW  N07   C06  N05   116.06  3.000
 LUW  H091  C09  N08   120.10  3.000
 LUW  H091  C09  C10   128.01  3.000
 LUW  N08   C09  C10   111.89  3.000
 LUW  H101  C10  C11   127.40  3.000
 LUW  H101  C10  C09   127.96  3.000
 LUW  C11   C10  C09   104.64  3.000
 LUW  H111  C11  N07   121.93  3.000
 LUW  H111  C11  C10   131.58  3.000
 LUW  N07   C11  C10   106.49  3.000
 LUW  O14   C13  N12   116.37  3.000
 LUW  O14   C13  C03   121.25  3.000
 LUW  N12   C13  C03   122.38  3.000
 LUW  H161  C16  H162  106.70  3.000
 LUW  H161  C16  N15   107.13  3.000
 LUW  H162  C16  N15   108.55  3.000
 LUW  H161  C16  C17   110.75  3.000
 LUW  H162  C16  C17   111.50  3.000
 LUW  N15   C16  C17   111.97  3.000
 LUW  C20   C17  C18   118.24  3.000
 LUW  C18   C17  C16   120.52  3.000
 LUW  C20   C17  C16   121.23  3.000
 LUW  H181  C18  C19   118.69  3.000
 LUW  H181  C18  C17   120.11  3.000
 LUW  C19   C18  C17   121.20  3.000
 LUW  H191  C19  C22   120.01  3.000
 LUW  H191  C19  C18   120.36  3.000
 LUW  C22   C19  C18   119.63  3.000
 LUW  H201  C20  C21   118.47  3.000
 LUW  H201  C20  C17   120.08  3.000
 LUW  C21   C20  C17   121.45  3.000
 LUW  H211  C21  C22   121.24  3.000
 LUW  H211  C21  C20   119.33  3.000
 LUW  C22   C21  C20   119.43  3.000
 LUW  O23   C22  C21   123.99  3.000
 LUW  O23   C22  C19   115.97  3.000
 LUW  C21   C22  C19   120.03  3.000
 LUW  O23   C24  C29   119.27  3.000
 LUW  C29   C24  C25   121.02  3.000
 LUW  O23   C24  C25   119.67  3.000
 LUW  H251  C25  C26   120.54  3.000
 LUW  H251  C25  C24   120.23  3.000
 LUW  C26   C25  C24   119.22  3.000
 LUW  H261  C26  C27   120.15  3.000
 LUW  H261  C26  C25   119.48  3.000
 LUW  C27   C26  C25   120.37  3.000
 LUW  H271  C27  C28   120.13  3.000
 LUW  H271  C27  C26   120.09  3.000
 LUW  C28   C27  C26   119.79  3.000
 LUW  H281  C28  C29   119.52  3.000
 LUW  H281  C28  C27   120.14  3.000
 LUW  C29   C28  C27   120.34  3.000
 LUW  H291  C29  C28   120.57  3.000
 LUW  H291  C29  C24   120.17  3.000
 LUW  C28   C29  C24   119.26  3.000
 LUW  C06   N05  C04   116.05  3.000
 LUW  N08   N07  C11   112.03  3.000
 LUW  N08   N07  C06   121.29  3.000
 LUW  C11   N07  C06   126.67  3.000
 LUW  N07   N08  C09   104.94  3.000
 LUW  C13   N12  C06   116.53  3.000
 LUW  H151  N15  C16   116.02  3.000
 LUW  H151  N15  C02   119.48  3.000
 LUW  C16   N15  C02   124.08  3.000
 LUW  H141  O14  C13   103.58  3.000
 LUW  C24   O23  C22   119.33  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
 LUW  CONST_01  C06   N12  C13  C03    0.00   0.0  0
 LUW  CONST_02  C06   N05  C04  C03    0.00   0.0  0
 LUW  CONST_03  N07   C06  N05  C04  180.00   0.0  0
 LUW  CONST_04  N12   C06  N05  C04    0.00   0.0  0
 LUW  CONST_05  N12   C13  C03  C04    0.00   0.0  0
 LUW  CONST_06  C10   C11  N07  C06  180.00   0.0  0
 LUW  CONST_07  C09   N08  N07  C06  180.00   0.0  0
 LUW  CONST_08  N07   C11  C10  C09    0.00   0.0  0
 LUW  CONST_09  C11   N07  N08  C09    0.00   0.0  0
 LUW  CONST_10  N07   N08  C09  C10    0.00   0.0  0
 LUW  CONST_11  N08   N07  C11  C10    0.00   0.0  0
 LUW  CONST_12  N08   C09  C10  C11    0.00   0.0  0
 LUW  CONST_13  N12   C06  N07  C11  180.00   0.0  0
 LUW  CONST_14  N05   C06  N07  C11    0.00   0.0  0
 LUW  CONST_15  N07   C06  N12  C13  180.00   0.0  0
 LUW  CONST_16  N05   C06  N12  C13    0.00   0.0  0
 LUW  CONST_17  N05   C04  C03  C13    0.00   0.0  0
 LUW  CONST_18  C22   C21  C20  C17    0.00   0.0  0
 LUW  CONST_19  C22   C19  C18  C17    0.00   0.0  0
 LUW  CONST_20  C21   C20  C17  C18    0.00   0.0  0
 LUW  CONST_21  C21   C22  C19  C18    0.00   0.0  0
 LUW  CONST_22  C20   C21  C22  C19    0.00   0.0  0
 LUW  CONST_23  C20   C17  C18  C19    0.00   0.0  0
 LUW  CONST_24  C27   C26  C25  C24    0.00   0.0  0
 LUW  CONST_25  C27   C28  C29  C24    0.00   0.0  0
 LUW  CONST_26  C28   C29  C24  C25    0.00   0.0  0
 LUW  CONST_27  C28   C27  C26  C25    0.00   0.0  0
 LUW  CONST_28  C29   C24  C25  C26    0.00   0.0  0
 LUW  CONST_29  C29   C28  C27  C26    0.00   0.0  0
 LUW  CONST_30  N08   N07  C06  N05  180.00   0.0  0
 LUW  CONST_31  N12   C06  N07  N08    0.00   0.0  0
 LUW  CONST_32  N12   C13  C03  C02  180.00   0.0  0
 LUW  CONST_33  N05   C04  C03  C02  180.00   0.0  0
 LUW  CONST_34  O14   C13  C03  C04  180.00   0.0  0
 LUW  CONST_35  O14   C13  N12  C06  180.00   0.0  0
 LUW  CONST_36  C21   C20  C17  C16  180.00   0.0  0
 LUW  CONST_37  C19   C18  C17  C16  180.00   0.0  0
 LUW  CONST_38  O23   C22  C19  C18  180.00   0.0  0
 LUW  CONST_39  O23   C22  C21  C20  180.00   0.0  0
 LUW  CONST_40  O23   C24  C25  C26  180.00   0.0  0
 LUW  CONST_41  O23   C24  C29  C28  180.00   0.0  0
 LUW  CONST_42  H111  C11  N07  C06    0.00   0.0  0
 LUW  CONST_43  H041  C04  N05  C06  180.00   0.0  0
 LUW  CONST_44  H091  C09  C10  C11  180.00   0.0  0
 LUW  CONST_45  H211  C21  C20  C17  180.00   0.0  0
 LUW  CONST_46  H191  C19  C18  C17  180.00   0.0  0
 LUW  CONST_47  H201  C20  C17  C18  180.00   0.0  0
 LUW  CONST_48  H181  C18  C17  C20  180.00   0.0  0
 LUW  CONST_49  H261  C26  C25  C24  180.00   0.0  0
 LUW  CONST_50  H281  C28  C29  C24  180.00   0.0  0
 LUW  CONST_51  H291  C29  C24  C25  180.00   0.0  0
 LUW  CONST_52  H271  C27  C26  C25  180.00   0.0  0
 LUW  CONST_53  H251  C25  C26  C27  180.00   0.0  0
 LUW  CONST_54  H101  C10  C11  N07  180.00   0.0  0
 LUW  CONST_55  C16   N15  C02  C03  180.00   0.0  0
 LUW  CONST_56  H151  N15  C02  C03    0.00   0.0  0
 LUW  CONST_57  O01   C02  N15  C16    0.00   0.0  0
 LUW  Var_01    C25   C24  O23  C22   86.66  30.0  2
 LUW  Var_02    N15   C02  C03  C04    4.48  30.0  2
 LUW  Var_03    N15   C16  C17  C18   94.26  30.0  2
 LUW  Var_04    C17   C16  N15  C02   96.77  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
 LUW  plan-1  C06   0.020
 LUW  plan-1  C09   0.020
 LUW  plan-1  C10   0.020
 LUW  plan-1  C11   0.020
 LUW  plan-1  N07   0.020
 LUW  plan-1  N08   0.020
 LUW  plan-1  H091  0.020
 LUW  plan-1  H101  0.020
 LUW  plan-1  H111  0.020
 LUW  plan-2  C02   0.020
 LUW  plan-2  C03   0.020
 LUW  plan-2  C04   0.020
 LUW  plan-2  C06   0.020
 LUW  plan-2  C13   0.020
 LUW  plan-2  N05   0.020
 LUW  plan-2  N07   0.020
 LUW  plan-2  N12   0.020
 LUW  plan-2  O14   0.020
 LUW  plan-2  H041  0.020
 LUW  plan-3  C16   0.020
 LUW  plan-3  C17   0.020
 LUW  plan-3  C18   0.020
 LUW  plan-3  C19   0.020
 LUW  plan-3  C20   0.020
 LUW  plan-3  C21   0.020
 LUW  plan-3  C22   0.020
 LUW  plan-3  O23   0.020
 LUW  plan-3  H181  0.020
 LUW  plan-3  H191  0.020
 LUW  plan-3  H201  0.020
 LUW  plan-3  H211  0.020
 LUW  plan-4  C24   0.020
 LUW  plan-4  C25   0.020
 LUW  plan-4  C26   0.020
 LUW  plan-4  C27   0.020
 LUW  plan-4  C28   0.020
 LUW  plan-4  C29   0.020
 LUW  plan-4  O23   0.020
 LUW  plan-4  H251  0.020
 LUW  plan-4  H261  0.020
 LUW  plan-4  H271  0.020
 LUW  plan-4  H281  0.020
 LUW  plan-4  H291  0.020
 LUW  plan-5  C02   0.020
 LUW  plan-5  C03   0.020
 LUW  plan-5  C16   0.020
 LUW  plan-5  N15   0.020
 LUW  plan-5  O01   0.020
 LUW  plan-5  H151  0.020

