# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 11:41:25 2020
#   Inital geometry file: a 128 line input string
#   Ligand name: N-{3-[2,4-dihydroxy-5-(propan-2-yl)phenyl]-4-(4-methoxyphenyl)-1H-pyrazol-5-yl}acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1)c2c([nH]nc2c3cc(C(C)C)c(O)cc3O)NC(C)=O
#
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
 9ZC  9ZC  N-{3-[2,4-dihydroxy-5-(propan-2-yl)phenyl]-4-(4-methoxyphenyl)-1H-pyrazol-5-yl}acetamide  ligand  51  28  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_9ZC
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
 9ZC  C10  C  CR5   0   0.407   0.5638   1.6395  -0.0670
 9ZC  C15  C  CR5   0   0.651   2.6521   0.9327  -0.0352
 9ZC  C17  C  CR6   0  -0.063   0.9633  -0.9551   0.0635
 9ZC  C20  C  CR6   0   0.375   0.2004  -3.6566   0.1707
 9ZC  C21  C  CR16  0  -0.361  -0.0172  -2.9104  -0.9861
 9ZC  C22  C  CR16  0  -0.262   0.3687  -1.5786  -1.0291
 9ZC  C24  C  CH3   0  -0.438  -0.7929  -5.6004  -0.7583
 9ZC  C26  C  C     0   0.508   5.0810   0.6739  -0.0420
 9ZC  C01  C  CR6   0   0.329  -3.6782   2.0961  -0.1041
 9ZC  C02  C  CR16  0  -0.485  -2.8592   3.1557  -0.4711
 9ZC  C03  C  CR6   0   0.338  -1.4738   3.0328  -0.4496
 9ZC  C04  C  CR6   0  -0.114  -0.8901   1.8092  -0.0716
 9ZC  C05  C  CR16  0  -0.393  -1.7495   0.7733   0.3001
 9ZC  C06  C  CR6   0   0.050  -3.1302   0.8678   0.2905
 9ZC  O08  O  OH1   0  -0.628  -5.0202   2.2203  -0.1053
 9ZC  C09  C  CH1   0  -0.302  -4.0042  -0.2812   0.7461
 9ZC  C11  C  CH3   0  -0.650  -3.4918  -1.6426   0.2811
 9ZC  C12  C  CH3   0  -0.639  -4.1716  -0.2556   2.2673
 9ZC  N13  N  N     0  -0.415   1.3435   2.7094  -0.1514
 9ZC  N14  N  NR15  0  -0.477   2.5999   2.2666  -0.1353
 9ZC  C16  C  CR5   0  -0.230   1.3503   0.4631   0.0073
 9ZC  C18  C  CR16  0  -0.277   1.1806  -1.7185   1.2129
 9ZC  C19  C  CR16  0  -0.328   0.8105  -3.0497   1.2698
 9ZC  O23  O  O2    0  -0.469  -0.1405  -4.9501   0.3146
 9ZC  N25  N  NH1   0  -0.719   3.8085   0.1859  -0.0061
 9ZC  C27  C  CH3   0  -0.795   6.1451  -0.3862  -0.0239
 9ZC  O28  O  O     0  -0.467   5.3117   1.8689  -0.0914
 9ZC  H1   H  HCR6  0   0.279  -0.4844  -3.3435  -1.8595
 9ZC  H2   H  HCR6  0   0.253   0.1903  -1.0114  -1.9341
 9ZC  H3   H  HCH3  0   0.228  -1.7399  -5.1175  -1.0129
 9ZC  H4   H  HCH3  0   0.230  -0.1673  -5.6411  -1.6535
 9ZC  H5   H  HCH3  0   0.261  -0.9962  -6.6154  -0.4269
 9ZC  H6   H  HCR6  0   0.268  -3.2940   4.1029  -0.7728
 9ZC  H7   H  HCR6  0   0.251  -1.3105  -0.1593   0.6232
 9ZC  H8   H  HOH1  0   0.470   0.1970   3.9171  -0.6584
 9ZC  H9   H  HOH1  0   0.476  -5.2759   3.1000  -0.4051
 9ZC  H10  H  HCH1  0   0.237  -4.9955  -0.1477   0.3070
 9ZC  H11  H  HCH3  0   0.218  -2.5268  -1.8992   0.7216
 9ZC  H12  H  HCH3  0   0.230  -4.1947  -2.4256   0.5699
 9ZC  H13  H  HCH3  0   0.228  -3.3776  -1.6795  -0.8029
 9ZC  H14  H  HCH3  0   0.216  -3.2148  -0.4222   2.7672
 9ZC  H15  H  HCH3  0   0.229  -4.5640   0.7030   2.6089
 9ZC  H16  H  HCH3  0   0.224  -4.8603  -1.0360   2.5972
 9ZC  H18  H  HCR6  0   0.256   1.6324  -1.2590   2.0836
 9ZC  H19  H  HCR6  0   0.264   0.9826  -3.6256   2.1707
 9ZC  H20  H  HNH1  0   0.428   3.6779  -0.8153   0.0268
 9ZC  H21  H  HCH3  0   0.273   7.1294   0.0706   0.0241
 9ZC  H22  H  HCH3  0   0.275   6.0195  -1.0516   0.8307
 9ZC  H23  H  HCH3  0   0.279   6.0848  -0.9971  -0.9258
 9ZC  H17  H  HNR5  0   0.426   3.3799   2.9022  -0.1856
 9ZC  O07  O  OH1   0  -0.644  -0.7568   4.1102  -0.7996

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
 9ZC  C27  C26  single    1.502  0.020  1.502
 9ZC  N25  C15  single    1.377  0.020  1.377
 9ZC  N25  C26  single    1.363  0.020  1.363
 9ZC  N14  C15  aromatic  1.339  0.020  1.339
 9ZC  N14  N13  aromatic  1.332  0.020  1.332
 9ZC  C15  C16  aromatic  1.385  0.020  1.385
 9ZC  C26  O28  double    1.218  0.020  1.218
 9ZC  N13  C10  aromatic  1.326  0.020  1.326
 9ZC  C16  C10  aromatic  1.417  0.020  1.417
 9ZC  C16  C17  single    1.471  0.020  1.471
 9ZC  C10  C04  single    1.464  0.020  1.464
 9ZC  C22  C17  aromatic  1.391  0.020  1.391
 9ZC  C22  C21  aromatic  1.387  0.020  1.387
 9ZC  C17  C18  aromatic  1.397  0.020  1.397
 9ZC  C04  C05  aromatic  1.396  0.020  1.396
 9ZC  C04  C03  aromatic  1.407  0.020  1.407
 9ZC  C21  C20  aromatic  1.394  0.020  1.394
 9ZC  O07  C03  single    1.341  0.020  1.341
 9ZC  C05  C06  aromatic  1.384  0.020  1.384
 9ZC  C03  C02  aromatic  1.391  0.020  1.391
 9ZC  C18  C19  aromatic  1.383  0.020  1.383
 9ZC  C11  C09  single    1.527  0.020  1.527
 9ZC  C20  C19  aromatic  1.396  0.020  1.396
 9ZC  C20  O23  single    1.345  0.020  1.345
 9ZC  C12  C09  single    1.531  0.020  1.531
 9ZC  C06  C09  single    1.514  0.020  1.514
 9ZC  C06  C01  aromatic  1.402  0.020  1.402
 9ZC  C02  C01  aromatic  1.389  0.020  1.389
 9ZC  C01  O08  single    1.348  0.020  1.348
 9ZC  O23  C24  single    1.414  0.020  1.414
 9ZC  C21  H1   single    0.930  0.020  1.080
 9ZC  C22  H2   single    0.930  0.020  1.080
 9ZC  C24  H3   single    0.970  0.020  1.090
 9ZC  C24  H4   single    0.970  0.020  1.090
 9ZC  C24  H5   single    0.970  0.020  1.090
 9ZC  C02  H6   single    0.930  0.020  1.080
 9ZC  C05  H7   single    0.930  0.020  1.080
 9ZC  O07  H8   single    0.850  0.020  0.980
 9ZC  O08  H9   single    0.850  0.020  0.980
 9ZC  C09  H10  single    0.970  0.020  1.090
 9ZC  C11  H11  single    0.970  0.020  1.090
 9ZC  C11  H12  single    0.970  0.020  1.090
 9ZC  C11  H13  single    0.970  0.020  1.090
 9ZC  C12  H14  single    0.970  0.020  1.090
 9ZC  C12  H15  single    0.970  0.020  1.090
 9ZC  C12  H16  single    0.970  0.020  1.090
 9ZC  C18  H18  single    0.930  0.020  1.080
 9ZC  C19  H19  single    0.930  0.020  1.080
 9ZC  N25  H20  single    0.860  0.020  1.020
 9ZC  C27  H21  single    0.970  0.020  1.090
 9ZC  C27  H22  single    0.970  0.020  1.090
 9ZC  C27  H23  single    0.970  0.020  1.090
 9ZC  N14  H17  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
 9ZC  C16  C10  N13  110.29  3.000
 9ZC  C16  C10  C04  130.37  3.000
 9ZC  N13  C10  C04  119.34  3.000
 9ZC  N25  C15  C16  127.23  3.000
 9ZC  C16  C15  N14  107.67  3.000
 9ZC  N25  C15  N14  125.09  3.000
 9ZC  C18  C17  C16  121.16  3.000
 9ZC  C18  C17  C22  117.88  3.000
 9ZC  C16  C17  C22  120.96  3.000
 9ZC  O23  C20  C19  116.39  3.000
 9ZC  O23  C20  C21  124.33  3.000
 9ZC  C19  C20  C21  119.27  3.000
 9ZC  H1   C21  C22  118.67  3.000
 9ZC  H1   C21  C20  121.57  3.000
 9ZC  C22  C21  C20  119.75  3.000
 9ZC  H2   C22  C21  118.88  3.000
 9ZC  H2   C22  C17  119.47  3.000
 9ZC  C21  C22  C17  121.65  3.000
 9ZC  H5   C24  H4   108.79  3.000
 9ZC  H5   C24  H3   108.76  3.000
 9ZC  H4   C24  H3   108.76  3.000
 9ZC  H5   C24  O23  106.52  3.000
 9ZC  H4   C24  O23  111.99  3.000
 9ZC  H3   C24  O23  111.92  3.000
 9ZC  O28  C26  C27  123.97  3.000
 9ZC  O28  C26  N25  121.94  3.000
 9ZC  C27  C26  N25  114.10  3.000
 9ZC  O08  C01  C06  118.05  3.000
 9ZC  O08  C01  C02  121.12  3.000
 9ZC  C06  C01  C02  120.83  3.000
 9ZC  H6   C02  C03  118.73  3.000
 9ZC  H6   C02  C01  120.22  3.000
 9ZC  C03  C02  C01  121.06  3.000
 9ZC  O07  C03  C04  123.16  3.000
 9ZC  O07  C03  C02  117.23  3.000
 9ZC  C04  C03  C02  119.61  3.000
 9ZC  C05  C04  C03  117.47  3.000
 9ZC  C03  C04  C10  120.90  3.000
 9ZC  C05  C04  C10  121.63  3.000
 9ZC  H7   C05  C06  117.81  3.000
 9ZC  H7   C05  C04  118.03  3.000
 9ZC  C06  C05  C04  124.16  3.000
 9ZC  C09  C06  C05  121.47  3.000
 9ZC  C09  C06  C01  121.61  3.000
 9ZC  C05  C06  C01  116.86  3.000
 9ZC  H9   O08  C01  110.39  3.000
 9ZC  H10  C09  C12  107.35  3.000
 9ZC  H10  C09  C11  106.92  3.000
 9ZC  C12  C09  C11  110.75  3.000
 9ZC  H10  C09  C06  108.07  3.000
 9ZC  C12  C09  C06  110.46  3.000
 9ZC  C11  C09  C06  113.04  3.000
 9ZC  H13  C11  H12  107.83  3.000
 9ZC  H13  C11  H11  107.50  3.000
 9ZC  H12  C11  H11  107.10  3.000
 9ZC  H13  C11  C09  111.59  3.000
 9ZC  H12  C11  C09  110.06  3.000
 9ZC  H11  C11  C09  112.54  3.000
 9ZC  H16  C12  H15  107.86  3.000
 9ZC  H16  C12  H14  107.77  3.000
 9ZC  H15  C12  H14  107.82  3.000
 9ZC  H16  C12  C09  110.93  3.000
 9ZC  H15  C12  C09  111.43  3.000
 9ZC  H14  C12  C09  110.89  3.000
 9ZC  N14  N13  C10  106.59  3.000
 9ZC  H17  N14  N13  121.33  3.000
 9ZC  H17  N14  C15  127.02  3.000
 9ZC  N13  N14  C15  111.64  3.000
 9ZC  C17  C16  C15  125.13  3.000
 9ZC  C17  C16  C10  131.02  3.000
 9ZC  C15  C16  C10  103.81  3.000
 9ZC  H18  C18  C19  119.14  3.000
 9ZC  H18  C18  C17  119.63  3.000
 9ZC  C19  C18  C17  121.23  3.000
 9ZC  H19  C19  C18  120.25  3.000
 9ZC  H19  C19  C20  119.55  3.000
 9ZC  C18  C19  C20  120.20  3.000
 9ZC  C24  O23  C20  118.54  3.000
 9ZC  H20  N25  C26  118.44  3.000
 9ZC  H20  N25  C15  115.45  3.000
 9ZC  C26  N25  C15  126.10  3.000
 9ZC  H23  C27  H22  107.45  3.000
 9ZC  H23  C27  H21  108.79  3.000
 9ZC  H22  C27  H21  109.05  3.000
 9ZC  H23  C27  C26  110.24  3.000
 9ZC  H22  C27  C26  111.01  3.000
 9ZC  H21  C27  C26  110.22  3.000
 9ZC  H8   O07  C03  108.87  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
 9ZC  CONST_01  C15  N14  N13  C10     0.00   0.0  0
 9ZC  CONST_02  N14  C15  C16  C10     0.00   0.0  0
 9ZC  CONST_05  C06  C05  C04  C10   180.00   0.0  0
 9ZC  CONST_06  C02  C03  C04  C10   180.00   0.0  0
 9ZC  CONST_07  N13  C10  C16  C15     0.00   0.0  0
 9ZC  CONST_08  C04  C10  C16  C15   180.00   0.0  0
 9ZC  CONST_11  N14  C15  C16  C17   180.00   0.0  0
 9ZC  CONST_12  N13  C10  C16  C17   180.00   0.0  0
 9ZC  CONST_13  C04  C10  C16  C17     0.00   0.0  0
 9ZC  CONST_14  C20  C21  C22  C17     0.00   0.0  0
 9ZC  CONST_15  C20  C19  C18  C17     0.00   0.0  0
 9ZC  CONST_16  C16  C17  C22  C21   180.00   0.0  0
 9ZC  CONST_17  C18  C17  C22  C21     0.00   0.0  0
 9ZC  CONST_18  C18  C19  C20  C21     0.00   0.0  0
 9ZC  CONST_19  C19  C18  C17  C22     0.00   0.0  0
 9ZC  CONST_20  C19  C20  C21  C22     0.00   0.0  0
 9ZC  CONST_21  C04  C05  C06  C01     0.00   0.0  0
 9ZC  CONST_22  C04  C03  C02  C01     0.00   0.0  0
 9ZC  CONST_23  C05  C04  C03  C02     0.00   0.0  0
 9ZC  CONST_24  C05  C06  C01  C02     0.00   0.0  0
 9ZC  CONST_25  N13  C10  C04  C03     0.00   0.0  0
 9ZC  CONST_26  C16  C10  C04  C03   180.00   0.0  0
 9ZC  CONST_27  C06  C05  C04  C03     0.00   0.0  0
 9ZC  CONST_28  C06  C01  C02  C03     0.00   0.0  0
 9ZC  CONST_29  N14  N13  C10  C04   180.00   0.0  0
 9ZC  CONST_30  N13  C10  C04  C05   180.00   0.0  0
 9ZC  CONST_31  C16  C10  C04  C05     0.00   0.0  0
 9ZC  CONST_32  C16  C15  N14  N13     0.00   0.0  0
 9ZC  CONST_33  C16  C10  N13  N14     0.00   0.0  0
 9ZC  CONST_34  C19  C18  C17  C16   180.00   0.0  0
 9ZC  CONST_35  N25  C15  C16  C10   180.00   0.0  0
 9ZC  CONST_36  O07  C03  C04  C10     0.00   0.0  0
 9ZC  CONST_37  N25  C15  C16  C17     0.00   0.0  0
 9ZC  CONST_38  O23  C20  C21  C22   180.00   0.0  0
 9ZC  CONST_39  O07  C03  C02  C01   180.00   0.0  0
 9ZC  CONST_40  C09  C06  C01  C02   180.00   0.0  0
 9ZC  CONST_41  O08  C01  C02  C03   180.00   0.0  0
 9ZC  CONST_42  C09  C06  C05  C04   180.00   0.0  0
 9ZC  CONST_43  O07  C03  C04  C05   180.00   0.0  0
 9ZC  CONST_44  O08  C01  C06  C05   180.00   0.0  0
 9ZC  CONST_45  N25  C15  N14  N13   180.00   0.0  0
 9ZC  CONST_46  O23  C20  C19  C18   180.00   0.0  0
 9ZC  CONST_47  H17  N14  N13  C10   180.00   0.0  0
 9ZC  CONST_48  H7   C05  C04  C10     0.00   0.0  0
 9ZC  CONST_49  H1   C21  C22  C17   180.00   0.0  0
 9ZC  CONST_50  H19  C19  C18  C17   180.00   0.0  0
 9ZC  CONST_51  H2   C22  C21  C20   180.00   0.0  0
 9ZC  CONST_52  H18  C18  C19  C20   180.00   0.0  0
 9ZC  CONST_53  H6   C02  C03  C04   180.00   0.0  0
 9ZC  CONST_54  N14  C15  N25  C26     0.00   0.0  0
 9ZC  CONST_55  C16  C15  N25  C26   180.00   0.0  0
 9ZC  CONST_56  H20  N25  C15  N14   180.00   0.0  0
 9ZC  CONST_57  C27  C26  N25  C15   180.00   0.0  0
 9ZC  CONST_58  O28  C26  N25  C15     0.00   0.0  0
 9ZC  Var_01    C19  C20  O23  C24   178.38  30.0  2
 9ZC  Var_02    C11  C09  C06  C01   142.47  30.0  2
 9ZC  Var_03    H3   C24  O23  C20   -59.92  30.0  3
 9ZC  Var_04    H11  C11  C09  C06    64.90  30.0  3
 9ZC  Var_05    H14  C12  C09  C06   -64.51  30.0  3
 9ZC  Var_06    H21  C27  C26  N25  -175.60  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
 9ZC  plan-1  C10  0.020
 9ZC  plan-1  C15  0.020
 9ZC  plan-1  C17  0.020
 9ZC  plan-1  C04  0.020
 9ZC  plan-1  N13  0.020
 9ZC  plan-1  N14  0.020
 9ZC  plan-1  C16  0.020
 9ZC  plan-1  N25  0.020
 9ZC  plan-1  H17  0.020
 9ZC  plan-2  C17  0.020
 9ZC  plan-2  C20  0.020
 9ZC  plan-2  C21  0.020
 9ZC  plan-2  C22  0.020
 9ZC  plan-2  C16  0.020
 9ZC  plan-2  C18  0.020
 9ZC  plan-2  C19  0.020
 9ZC  plan-2  O23  0.020
 9ZC  plan-2  H1   0.020
 9ZC  plan-2  H2   0.020
 9ZC  plan-2  H18  0.020
 9ZC  plan-2  H19  0.020
 9ZC  plan-3  C10  0.020
 9ZC  plan-3  C01  0.020
 9ZC  plan-3  C02  0.020
 9ZC  plan-3  C03  0.020
 9ZC  plan-3  C04  0.020
 9ZC  plan-3  C05  0.020
 9ZC  plan-3  C06  0.020
 9ZC  plan-3  O08  0.020
 9ZC  plan-3  C09  0.020
 9ZC  plan-3  H6   0.020
 9ZC  plan-3  H7   0.020
 9ZC  plan-3  O07  0.020
 9ZC  plan-4  C15  0.020
 9ZC  plan-4  C26  0.020
 9ZC  plan-4  N25  0.020
 9ZC  plan-4  C27  0.020
 9ZC  plan-4  O28  0.020
 9ZC  plan-4  H20  0.020

