# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 14:51:07 2020
#   Inital geometry file: a 137 line input string
#   Ligand name: (2~{S})-1-[3-(3-cyclopentyloxy-4-methoxy-phenyl)pyrazol-1-yl]-3-morpholin-4-yl-propan-2-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1OC2CCCC2)c3ccn(C[C@@H](O)CN4CCOCC4)n3
#
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
 CZK  CZK  (2~{S})-1-[3-(3-cyclopentyloxy-4-methoxy-phenyl)pyrazol-1-yl]-3-morpholin-4-yl-propan-2-ol  ligand  60  29  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_CZK
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
 CZK  C10  C  CR6   0   0.067  -2.3715   1.7190   0.0717
 CZK  C13  C  CR5   0   0.286  -1.0294   2.2915  -0.0526
 CZK  C15  C  CH1   0  -0.003   3.0818   1.1592  -0.1509
 CZK  C17  C  CH2   0  -0.311   5.7731   0.5698   1.1420
 CZK  C20  C  CH2   0  -0.302   6.2582  -0.7649  -0.7612
 CZK  C21  C  CR15  0   0.041   0.7736   3.5487   0.0725
 CZK  C22  C  CR15  0  -0.564  -0.5431   3.5132   0.4599
 CZK  C01  C  CH3   0  -0.437  -7.2252   0.6787   0.8612
 CZK  C02  C  CR6   0   0.283  -4.9234   0.5812   0.3222
 CZK  C03  C  CR6   0   0.357  -3.8362  -0.2064  -0.1148
 CZK  O02  O  O2    0  -0.482  -4.1315  -1.4922  -0.3855
 CZK  C04  C  CR15  0   0.019  -3.0994  -2.3866  -0.7638
 CZK  C05  C  CH2   0  -0.461  -3.7077  -3.6879  -1.2653
 CZK  C06  C  CH2   0  -0.457  -2.5302  -4.6694  -1.2355
 CZK  C07  C  CH2   0  -0.453  -1.5452  -4.1170  -0.1739
 CZK  C08  C  CH2   0  -0.473  -2.1956  -2.8435   0.3796
 CZK  C09  C  CR16  0  -0.437  -2.5853   0.3684  -0.2363
 CZK  C11  C  CR16  0  -0.352  -3.4446   2.4814   0.5020
 CZK  C12  C  CR16  0  -0.367  -4.7115   1.9157   0.6254
 CZK  N01  N  N     0  -0.311  -0.0706   1.6477  -0.7013
 CZK  N02  N  NR5   0  -0.259   1.0059   2.4190  -0.6216
 CZK  C14  C  CH2   0  -0.315   2.2649   1.9678  -1.1611
 CZK  O03  O  OH1   0  -0.646   2.3499   0.0952   0.3938
 CZK  C16  C  CH2   0  -0.288   4.3779   0.7121  -0.8241
 CZK  N03  N  NT    0  -0.419   5.2020  -0.1339   0.0087
 CZK  C18  C  CH2   0  -0.186   6.6032  -0.3808   1.9832
 CZK  O04  O  O2    0  -0.485   7.6216  -0.9970   1.2271
 CZK  C19  C  CH2   0  -0.190   7.0743  -1.6860   0.1248
 CZK  H18  H  HCH1  0   0.244   3.3117   1.8177   0.6928
 CZK  H23  H  HCH2  0   0.245   4.9797   0.9761   1.7726
 CZK  H29  H  HCH2  0   0.242   5.8165  -1.3552  -1.5682
 CZK  H28  H  HCH2  0   0.196   6.9259  -0.0221  -1.2322
 CZK  H30  H  HCR5  0   0.292   1.5458   4.2833   0.2360
 CZK  H31  H  HCR5  0   0.262  -1.0713   4.2575   1.0323
 CZK  H01  H  HCH3  0   0.259  -8.0655  -0.0112   0.8671
 CZK  H02  H  HCH3  0   0.228  -7.0811   1.0659   1.8735
 CZK  H03  H  HCH3  0   0.227  -7.4625   1.5142   0.1970
 CZK  H04  H  HCR5  0   0.225  -2.4944  -1.9414  -1.5651
 CZK  H05  H  HCH2  0   0.232  -4.4910  -4.0053  -0.5710
 CZK  H06  H  HCH2  0   0.244  -4.1594  -3.5922  -2.2535
 CZK  H08  H  HCH2  0   0.238  -2.8631  -5.6803  -1.0021
 CZK  H07  H  HCH2  0   0.234  -2.0468  -4.7152  -2.2122
 CZK  H10  H  HCH2  0   0.238  -1.3443  -4.8376   0.6184
 CZK  H09  H  HCH2  0   0.234  -0.5855  -3.8813  -0.6356
 CZK  H12  H  HCH2  0   0.242  -1.4628  -2.0979   0.6889
 CZK  H11  H  HCH2  0   0.234  -2.8203  -3.0713   1.2480
 CZK  H13  H  HCR6  0   0.270  -1.7386  -0.2205  -0.5611
 CZK  H14  H  HCR6  0   0.248  -3.3165   3.5293   0.7413
 CZK  H15  H  HCR6  0   0.281  -5.5279   2.5405   0.9624
 CZK  H16  H  HCH2  0   0.272   2.8331   2.8404  -1.4852
 CZK  H17  H  HCH2  0   0.268   2.0479   1.3703  -2.0487
 CZK  H19  H  HOH1  0   0.442   2.1326  -0.5271  -0.3087
 CZK  H20  H  HCH2  0   0.238   4.1225   0.1479  -1.7282
 CZK  H21  H  HCH2  0   0.204   4.9211   1.6102  -1.1669
 CZK  H24  H  HCH2  0   0.236   7.0835   0.1642   2.7971
 CZK  H25  H  HCH2  0   0.200   5.9429  -1.1396   2.4270
 CZK  H26  H  HCH2  0   0.199   6.4398  -2.5159   0.4680
 CZK  H27  H  HCH2  0   0.236   7.9048  -2.1107  -0.4411
 CZK  O01  O  O2    0  -0.462  -6.1057  -0.0557   0.4115
 CZK  H22  H  HCH2  0   0.196   6.3956   1.4227   0.8181

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
 CZK  C06  C07  single    1.550  0.020  1.550
 CZK  C06  C05  single    1.533  0.020  1.533
 CZK  O04  C19  single    1.411  0.020  1.411
 CZK  O04  C18  single    1.410  0.020  1.410
 CZK  C07  C08  single    1.533  0.020  1.533
 CZK  C15  O03  single    1.402  0.020  1.402
 CZK  C15  C14  single    1.530  0.020  1.530
 CZK  C15  C16  single    1.527  0.020  1.527
 CZK  C20  N03  single    1.451  0.020  1.451
 CZK  C20  C19  single    1.516  0.020  1.516
 CZK  N03  C16  single    1.445  0.020  1.445
 CZK  N03  C17  single    1.451  0.020  1.451
 CZK  C14  N02  single    1.442  0.020  1.442
 CZK  C18  C17  single    1.517  0.020  1.517
 CZK  C08  C04  single    1.527  0.020  1.527
 CZK  C05  C04  single    1.521  0.020  1.521
 CZK  N02  N01  aromatic  1.327  0.020  1.327
 CZK  N02  C21  aromatic  1.346  0.020  1.346
 CZK  C04  O02  single    1.417  0.020  1.417
 CZK  N01  C13  aromatic  1.325  0.020  1.325
 CZK  C21  C22  aromatic  1.373  0.020  1.373
 CZK  C13  C22  aromatic  1.411  0.020  1.411
 CZK  C13  C10  single    1.464  0.020  1.464
 CZK  O02  C03  single    1.347  0.020  1.347
 CZK  C09  C10  aromatic  1.402  0.020  1.402
 CZK  C09  C03  aromatic  1.382  0.020  1.382
 CZK  C10  C11  aromatic  1.385  0.020  1.385
 CZK  C03  C02  aromatic  1.412  0.020  1.412
 CZK  C11  C12  aromatic  1.393  0.020  1.393
 CZK  C02  O01  single    1.346  0.020  1.346
 CZK  C02  C12  aromatic  1.385  0.020  1.385
 CZK  O01  C01  single    1.412  0.020  1.412
 CZK  C15  H18  single    0.970  0.020  1.090
 CZK  C17  H22  single    0.970  0.020  1.090
 CZK  C17  H23  single    0.970  0.020  1.090
 CZK  C20  H29  single    0.970  0.020  1.090
 CZK  C20  H28  single    0.970  0.020  1.090
 CZK  C21  H30  single    0.930  0.020  1.080
 CZK  C22  H31  single    0.930  0.020  1.080
 CZK  C01  H01  single    0.970  0.020  1.090
 CZK  C01  H02  single    0.970  0.020  1.090
 CZK  C01  H03  single    0.970  0.020  1.090
 CZK  C04  H04  single    0.970  0.020  1.090
 CZK  C05  H05  single    0.970  0.020  1.090
 CZK  C05  H06  single    0.970  0.020  1.090
 CZK  C06  H08  single    0.970  0.020  1.090
 CZK  C06  H07  single    0.970  0.020  1.090
 CZK  C07  H10  single    0.970  0.020  1.090
 CZK  C07  H09  single    0.970  0.020  1.090
 CZK  C08  H12  single    0.970  0.020  1.090
 CZK  C08  H11  single    0.970  0.020  1.090
 CZK  C09  H13  single    0.930  0.020  1.080
 CZK  C11  H14  single    0.930  0.020  1.080
 CZK  C12  H15  single    0.930  0.020  1.080
 CZK  C14  H16  single    0.970  0.020  1.090
 CZK  C14  H17  single    0.970  0.020  1.090
 CZK  O03  H19  single    0.850  0.020  0.980
 CZK  C16  H20  single    0.970  0.020  1.090
 CZK  C16  H21  single    0.970  0.020  1.090
 CZK  C18  H24  single    0.970  0.020  1.090
 CZK  C18  H25  single    0.970  0.020  1.090
 CZK  C19  H26  single    0.970  0.020  1.090
 CZK  C19  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
 CZK  C11  C10  C09  118.72  3.000
 CZK  C11  C10  C13  121.42  3.000
 CZK  C09  C10  C13  119.86  3.000
 CZK  N01  C13  C22  110.44  3.000
 CZK  C22  C13  C10  128.57  3.000
 CZK  N01  C13  C10  120.99  3.000
 CZK  H18  C15  C16  109.73  3.000
 CZK  H18  C15  O03  105.48  3.000
 CZK  C16  C15  O03  113.09  3.000
 CZK  H18  C15  C14  107.64  3.000
 CZK  C16  C15  C14  108.46  3.000
 CZK  O03  C15  C14  112.27  3.000
 CZK  H23  C17  H22  106.95  3.000
 CZK  H23  C17  C18  108.09  3.000
 CZK  H22  C17  C18  109.77  3.000
 CZK  H23  C17  N03  110.21  3.000
 CZK  H22  C17  N03  111.55  3.000
 CZK  C18  C17  N03  110.16  3.000
 CZK  H28  C20  H29  107.02  3.000
 CZK  H28  C20  C19  109.42  3.000
 CZK  H29  C20  C19  108.71  3.000
 CZK  H28  C20  N03  111.95  3.000
 CZK  H29  C20  N03  109.41  3.000
 CZK  C19  C20  N03  110.23  3.000
 CZK  H30  C21  N02  121.76  3.000
 CZK  H30  C21  C22  131.42  3.000
 CZK  N02  C21  C22  106.81  3.000
 CZK  H31  C22  C21  127.03  3.000
 CZK  H31  C22  C13  128.47  3.000
 CZK  C21  C22  C13  104.50  3.000
 CZK  H03  C01  H02  108.68  3.000
 CZK  H03  C01  H01  108.68  3.000
 CZK  H02  C01  H01  108.76  3.000
 CZK  H03  C01  O01  112.08  3.000
 CZK  H02  C01  O01  111.99  3.000
 CZK  H01  C01  O01  106.52  3.000
 CZK  C12  C02  C03  119.18  3.000
 CZK  C12  C02  O01  125.17  3.000
 CZK  C03  C02  O01  115.66  3.000
 CZK  C09  C03  O02  125.31  3.000
 CZK  C09  C03  C02  119.48  3.000
 CZK  O02  C03  C02  115.21  3.000
 CZK  C04  O02  C03  119.77  3.000
 CZK  H04  C04  C08  109.96  3.000
 CZK  H04  C04  C05  109.05  3.000
 CZK  C08  C04  C05  103.15  3.000
 CZK  H04  C04  O02  109.88  3.000
 CZK  C05  C04  O02  109.67  3.000
 CZK  C08  C04  O02  114.83  3.000
 CZK  H06  C05  H05  107.70  3.000
 CZK  H06  C05  C06  113.06  3.000
 CZK  H05  C05  C06  110.60  3.000
 CZK  H06  C05  C04  112.91  3.000
 CZK  H05  C05  C04  108.98  3.000
 CZK  C06  C05  C04  103.54  3.000
 CZK  H07  C06  H08  106.75  3.000
 CZK  H07  C06  C07  110.28  3.000
 CZK  H08  C06  C07  112.22  3.000
 CZK  H07  C06  C05  110.48  3.000
 CZK  H08  C06  C05  111.31  3.000
 CZK  C07  C06  C05  105.86  3.000
 CZK  H09  C07  H10  106.76  3.000
 CZK  H09  C07  C08  110.27  3.000
 CZK  H10  C07  C08  111.41  3.000
 CZK  H09  C07  C06  110.26  3.000
 CZK  H10  C07  C06  112.30  3.000
 CZK  C08  C07  C06  105.88  3.000
 CZK  H11  C08  H12  107.52  3.000
 CZK  H11  C08  C07  110.85  3.000
 CZK  H12  C08  C07  112.66  3.000
 CZK  H11  C08  C04  108.58  3.000
 CZK  H12  C08  C04  113.93  3.000
 CZK  C07  C08  C04  103.25  3.000
 CZK  H13  C09  C03  120.57  3.000
 CZK  H13  C09  C10  118.12  3.000
 CZK  C03  C09  C10  121.30  3.000
 CZK  H14  C11  C12  118.76  3.000
 CZK  H14  C11  C10  120.66  3.000
 CZK  C12  C11  C10  120.58  3.000
 CZK  H15  C12  C11  118.65  3.000
 CZK  H15  C12  C02  120.61  3.000
 CZK  C11  C12  C02  120.74  3.000
 CZK  N02  N01  C13  105.98  3.000
 CZK  C14  N02  N01  120.27  3.000
 CZK  N01  N02  C21  112.27  3.000
 CZK  C14  N02  C21  127.31  3.000
 CZK  H17  C14  H16  107.45  3.000
 CZK  H17  C14  N02  107.57  3.000
 CZK  H16  C14  N02  108.41  3.000
 CZK  H17  C14  C15  110.71  3.000
 CZK  H16  C14  C15  109.93  3.000
 CZK  N02  C14  C15  112.60  3.000
 CZK  H19  O03  C15  108.95  3.000
 CZK  H21  C16  H20  106.09  3.000
 CZK  H21  C16  N03  111.99  3.000
 CZK  H20  C16  N03  107.88  3.000
 CZK  H21  C16  C15  108.43  3.000
 CZK  H20  C16  C15  108.45  3.000
 CZK  N03  C16  C15  113.66  3.000
 CZK  C16  N03  C20  111.34  3.000
 CZK  C16  N03  C17  112.99  3.000
 CZK  C20  N03  C17  109.80  3.000
 CZK  H25  C18  H24  107.94  3.000
 CZK  H25  C18  O04  110.40  3.000
 CZK  H24  C18  O04  107.48  3.000
 CZK  H25  C18  C17  109.13  3.000
 CZK  H24  C18  C17  109.98  3.000
 CZK  O04  C18  C17  111.82  3.000
 CZK  C19  O04  C18  110.63  3.000
 CZK  H27  C19  H26  107.90  3.000
 CZK  H27  C19  O04  107.47  3.000
 CZK  H26  C19  O04  110.41  3.000
 CZK  H27  C19  C20  110.06  3.000
 CZK  H26  C19  C20  109.29  3.000
 CZK  O04  C19  C20  111.63  3.000
 CZK  C02  O01  C01  118.12  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
 CZK  CONST_01  N02  N01  C13  C10   180.00   0.0  0
 CZK  CONST_02  C21  C22  C13  C10   180.00   0.0  0
 CZK  CONST_03  C02  C03  C09  C10     0.00   0.0  0
 CZK  CONST_04  C02  C12  C11  C10     0.00   0.0  0
 CZK  CONST_05  C21  N02  N01  C13     0.00   0.0  0
 CZK  CONST_06  N02  C21  C22  C13     0.00   0.0  0
 CZK  CONST_07  C03  C09  C10  C13   180.00   0.0  0
 CZK  CONST_08  C12  C11  C10  C13   180.00   0.0  0
 CZK  CONST_09  N01  C13  C22  C21     0.00   0.0  0
 CZK  CONST_10  N01  N02  C21  C22     0.00   0.0  0
 CZK  CONST_11  N02  N01  C13  C22     0.00   0.0  0
 CZK  CONST_12  C09  C10  C13  C22   180.00   0.0  0
 CZK  CONST_13  C11  C10  C13  C22     0.00   0.0  0
 CZK  CONST_14  C11  C10  C09  C03     0.00   0.0  0
 CZK  CONST_15  C11  C12  C02  C03     0.00   0.0  0
 CZK  CONST_16  N01  C13  C10  C09     0.00   0.0  0
 CZK  CONST_17  C12  C11  C10  C09     0.00   0.0  0
 CZK  CONST_18  C12  C02  C03  C09     0.00   0.0  0
 CZK  CONST_19  N01  C13  C10  C11   180.00   0.0  0
 CZK  CONST_20  O02  C03  C09  C10   180.00   0.0  0
 CZK  CONST_21  C14  N02  N01  C13   180.00   0.0  0
 CZK  CONST_22  C14  N02  C21  C22   180.00   0.0  0
 CZK  CONST_23  C09  C03  C02  O01   180.00   0.0  0
 CZK  CONST_24  C11  C12  C02  O01   180.00   0.0  0
 CZK  CONST_25  C12  C02  C03  O02   180.00   0.0  0
 CZK  CONST_26  H31  C22  C13  C10     0.00   0.0  0
 CZK  CONST_27  H15  C12  C11  C10   180.00   0.0  0
 CZK  CONST_28  H30  C21  C22  C13   180.00   0.0  0
 CZK  CONST_29  H13  C09  C10  C13     0.00   0.0  0
 CZK  CONST_30  H14  C11  C10  C13     0.00   0.0  0
 CZK  Var_01    C19  C20  N03  C17    56.24  30.0  1
 CZK  Var_02    C18  C17  N03  C20   -56.05  30.0  1
 CZK  Var_03    C06  C07  C08  C04   -25.52  30.0  1
 CZK  Var_04    C07  C06  C05  C04    24.85  30.0  1
 CZK  Var_05    C08  C07  C06  C05     0.49  30.0  1
 CZK  Var_06    O04  C19  C20  N03   -57.24  30.0  1
 CZK  Var_07    O04  C18  C17  N03    57.01  30.0  1
 CZK  Var_08    C09  C03  O02  C04     3.45  30.0  2
 CZK  Var_09    N01  N02  C14  C15   -87.98  30.0  2
 CZK  Var_10    C20  N03  C16  C15   167.39  30.0  2
 CZK  Var_11    C03  C02  O01  C01   179.15  30.0  2
 CZK  Var_12    H01  C01  O01  C02  -179.63  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 CZK  chir_01  C15  O03  C14  C16  positiv
 CZK  chir_02  C04  C08  C05  O02  negativ

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
 CZK  plan-1  C10  0.020
 CZK  plan-1  C13  0.020
 CZK  plan-1  C21  0.020
 CZK  plan-1  C22  0.020
 CZK  plan-1  N01  0.020
 CZK  plan-1  N02  0.020
 CZK  plan-1  C14  0.020
 CZK  plan-1  H30  0.020
 CZK  plan-1  H31  0.020
 CZK  plan-2  C10  0.020
 CZK  plan-2  C13  0.020
 CZK  plan-2  C02  0.020
 CZK  plan-2  C03  0.020
 CZK  plan-2  O02  0.020
 CZK  plan-2  C09  0.020
 CZK  plan-2  C11  0.020
 CZK  plan-2  C12  0.020
 CZK  plan-2  H13  0.020
 CZK  plan-2  H14  0.020
 CZK  plan-2  H15  0.020
 CZK  plan-2  O01  0.020

