# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 15:12:24 2020
#   Inital geometry file: a 136 line input string
#   Ligand name: 3-[3-(3-cyclopentyloxy-4-methoxy-phenyl)pyrazol-1-yl]-1-morpholin-4-yl-propan-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1OC2CCCC2)c3ccn(CCC(=O)N4CCOCC4)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
 D0E  D0E  3-[3-(3-cyclopentyloxy-4-methoxy-phenyl)pyrazol-1-yl]-1-morpholin-4-yl-propan-1-one  ligand  58  29  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_D0E
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
 D0E  C10  C  CR6   0   0.065  -2.3255   1.8123   0.0617
 D0E  C13  C  CR5   0   0.300  -1.0342   2.4953  -0.0431
 D0E  C15  C  CH2   0  -0.624   2.9708   1.3683  -0.0515
 D0E  C17  C  CH2   0  -0.328   4.5796  -0.4869   1.4729
 D0E  C20  C  CH2   0  -0.322   6.3484  -0.3926  -0.1854
 D0E  C21  C  CR15  0   0.045   0.6340   3.9310   0.0293
 D0E  C22  C  CR15  0  -0.567  -0.6962   3.8074   0.3500
 D0E  C01  C  CH3   0  -0.437  -7.1005   0.3917   0.7256
 D0E  C02  C  CR6   0   0.284  -4.7823   0.4743   0.2589
 D0E  C03  C  CR6   0   0.359  -3.6227  -0.2270  -0.1383
 D0E  O02  O  O2    0  -0.482  -3.8096  -1.5331  -0.4054
 D0E  C04  C  CR15  0   0.018  -2.7048  -2.3524  -0.7467
 D0E  C05  C  CH2   0  -0.461  -3.2070  -3.6946  -1.2578
 D0E  C06  C  CH2   0  -0.457  -1.9678  -4.5937  -1.1842
 D0E  C07  C  CH2   0  -0.453  -1.0595  -3.9742  -0.0917
 D0E  C08  C  CH2   0  -0.473  -1.8068  -2.7393   0.4267
 D0E  C09  C  CR16  0  -0.438  -2.4189   0.4447  -0.2313
 D0E  C11  C  CR16  0  -0.352  -3.4691   2.4898   0.4505
 D0E  C12  C  CR16  0  -0.366  -4.6889   1.8249   0.5487
 D0E  N01  N  N     0  -0.323   0.0209   1.8828  -0.5617
 D0E  N02  N  NR5   0  -0.268   1.0139   2.7608  -0.5136
 D0E  C14  C  CH2   0  -0.264   2.3304   2.3876  -0.9830
 D0E  C16  C  C     0   0.585   4.3386   0.9449  -0.5496
 D0E  N03  N  NT    0  -0.475   5.0148   0.0438   0.1932
 D0E  C18  C  CH2   0  -0.178   4.7391  -1.9979   1.4842
 D0E  O03  O  O2    0  -0.482   6.0554  -2.3843   1.1645
 D0E  C19  C  CH2   0  -0.186   6.4333  -1.9063  -0.1076
 D0E  O04  O  O     0  -0.504   4.7929   1.4080  -1.5884
 D0E  H19  H  HCH2  0   0.284   3.0526   1.7939   0.9524
 D0E  H01  H  HCH2  0   0.285   2.3175   0.4961   0.0356
 D0E  H20  H  HCH2  0   0.278   3.5382  -0.2450   1.6662
 D0E  H26  H  HCH2  0   0.268   6.5715  -0.0637  -1.1969
 D0E  H27  H  HCH2  0   0.245   7.0860   0.0612   0.4855
 D0E  H28  H  HCR5  0   0.294   1.3224   4.7523   0.1472
 D0E  H29  H  HCR5  0   0.261  -1.3218   4.5571   0.8049
 D0E  H02  H  HCH3  0   0.228  -7.0206   0.8056   1.7345
 D0E  H03  H  HCH3  0   0.228  -7.3823   1.1949   0.0393
 D0E  H04  H  HCH3  0   0.260  -7.8817  -0.3641   0.7178
 D0E  H05  H  HCR5  0   0.226  -2.1074  -1.8700  -1.5322
 D0E  H06  H  HCH2  0   0.232  -3.9888  -4.0608  -0.5863
 D0E  H07  H  HCH2  0   0.244  -3.6328  -3.6337  -2.2602
 D0E  H08  H  HCH2  0   0.238  -2.2393  -5.6243  -0.9574
 D0E  H09  H  HCH2  0   0.233  -1.4497  -4.6096  -2.1440
 D0E  H11  H  HCH2  0   0.238  -0.8465  -4.6763   0.7140
 D0E  H10  H  HCH2  0   0.234  -0.0984  -3.6842  -0.5181
 D0E  H13  H  HCH2  0   0.244  -1.1331  -1.9442   0.7472
 D0E  H12  H  HCH2  0   0.233  -2.4400  -2.9979   1.2801
 D0E  H14  H  HCR6  0   0.272  -1.5197  -0.0775  -0.5270
 D0E  H15  H  HCR6  0   0.246  -3.4349   3.5473   0.6778
 D0E  H16  H  HCR6  0   0.282  -5.5628   2.3843   0.8540
 D0E  H18  H  HCH2  0   0.267   2.9250   3.2972  -1.0377
 D0E  H17  H  HCH2  0   0.269   2.2344   1.9934  -1.9937
 D0E  H22  H  HCH2  0   0.246   4.5157  -2.3826   2.4801
 D0E  H23  H  HCH2  0   0.209   4.0215  -2.4418   0.7798
 D0E  H24  H  HCH2  0   0.209   5.7994  -2.3460  -0.8901
 D0E  H25  H  HCH2  0   0.245   7.4602  -2.2273  -0.2865
 D0E  O01  O  O2    0  -0.462  -5.9108  -0.2559   0.3246
 D0E  H21  H  HCH2  0   0.250   5.1753  -0.0404   2.2765

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
 D0E  C19  O03  single    1.410  0.020  1.410
 D0E  C19  C20  single    1.518  0.020  1.518
 D0E  O03  C18  single    1.409  0.020  1.409
 D0E  C06  C05  single    1.533  0.020  1.533
 D0E  C06  C07  single    1.550  0.020  1.550
 D0E  C05  C04  single    1.521  0.020  1.521
 D0E  C20  N03  single    1.453  0.020  1.453
 D0E  C18  C17  single    1.520  0.020  1.520
 D0E  C07  C08  single    1.534  0.020  1.534
 D0E  C08  C04  single    1.527  0.020  1.527
 D0E  C04  O02  single    1.417  0.020  1.417
 D0E  N03  C17  single    1.452  0.020  1.452
 D0E  N03  C16  single    1.349  0.020  1.349
 D0E  O04  C16  double    1.225  0.020  1.225
 D0E  O02  C03  single    1.346  0.020  1.346
 D0E  C16  C15  single    1.516  0.020  1.516
 D0E  C22  C21  aromatic  1.374  0.020  1.374
 D0E  C22  C13  aromatic  1.411  0.020  1.411
 D0E  C21  N02  aromatic  1.345  0.020  1.345
 D0E  C09  C03  aromatic  1.382  0.020  1.382
 D0E  C09  C10  aromatic  1.402  0.020  1.402
 D0E  C03  C02  aromatic  1.412  0.020  1.412
 D0E  C13  C10  single    1.465  0.020  1.465
 D0E  C13  N01  aromatic  1.326  0.020  1.326
 D0E  C10  C11  aromatic  1.385  0.020  1.385
 D0E  N02  N01  aromatic  1.326  0.020  1.326
 D0E  N02  C14  single    1.447  0.020  1.447
 D0E  C15  C14  single    1.522  0.020  1.522
 D0E  C02  O01  single    1.346  0.020  1.346
 D0E  C02  C12  aromatic  1.384  0.020  1.384
 D0E  O01  C01  single    1.413  0.020  1.413
 D0E  C11  C12  aromatic  1.393  0.020  1.393
 D0E  C15  H19  single    0.970  0.020  1.090
 D0E  C15  H01  single    0.970  0.020  1.090
 D0E  C17  H21  single    0.970  0.020  1.090
 D0E  C17  H20  single    0.970  0.020  1.090
 D0E  C20  H26  single    0.970  0.020  1.090
 D0E  C20  H27  single    0.970  0.020  1.090
 D0E  C21  H28  single    0.930  0.020  1.080
 D0E  C22  H29  single    0.930  0.020  1.080
 D0E  C01  H02  single    0.970  0.020  1.090
 D0E  C01  H03  single    0.970  0.020  1.090
 D0E  C01  H04  single    0.970  0.020  1.090
 D0E  C04  H05  single    0.970  0.020  1.090
 D0E  C05  H06  single    0.970  0.020  1.090
 D0E  C05  H07  single    0.970  0.020  1.090
 D0E  C06  H08  single    0.970  0.020  1.090
 D0E  C06  H09  single    0.970  0.020  1.090
 D0E  C07  H11  single    0.970  0.020  1.090
 D0E  C07  H10  single    0.970  0.020  1.090
 D0E  C08  H13  single    0.970  0.020  1.090
 D0E  C08  H12  single    0.970  0.020  1.090
 D0E  C09  H14  single    0.930  0.020  1.080
 D0E  C11  H15  single    0.930  0.020  1.080
 D0E  C12  H16  single    0.930  0.020  1.080
 D0E  C14  H18  single    0.970  0.020  1.090
 D0E  C14  H17  single    0.970  0.020  1.090
 D0E  C18  H22  single    0.970  0.020  1.090
 D0E  C18  H23  single    0.970  0.020  1.090
 D0E  C19  H24  single    0.970  0.020  1.090
 D0E  C19  H25  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
 D0E  C11  C10  C09  118.75  3.000
 D0E  C11  C10  C13  121.33  3.000
 D0E  C09  C10  C13  119.92  3.000
 D0E  N01  C13  C22  110.37  3.000
 D0E  N01  C13  C10  120.94  3.000
 D0E  C22  C13  C10  128.69  3.000
 D0E  H01  C15  H19  106.38  3.000
 D0E  H01  C15  C16  110.03  3.000
 D0E  H19  C15  C16  110.05  3.000
 D0E  H01  C15  C14  109.37  3.000
 D0E  H19  C15  C14  109.43  3.000
 D0E  C16  C15  C14  111.44  3.000
 D0E  H20  C17  H21  107.46  3.000
 D0E  H20  C17  C18  108.70  3.000
 D0E  H21  C17  C18  110.04  3.000
 D0E  H20  C17  N03  111.27  3.000
 D0E  H21  C17  N03  109.55  3.000
 D0E  C18  C17  N03  109.79  3.000
 D0E  H27  C20  H26  107.84  3.000
 D0E  H27  C20  C19  110.12  3.000
 D0E  H26  C20  C19  109.75  3.000
 D0E  H27  C20  N03  109.51  3.000
 D0E  H26  C20  N03  109.87  3.000
 D0E  C19  C20  N03  109.72  3.000
 D0E  H28  C21  N02  121.78  3.000
 D0E  H28  C21  C22  131.39  3.000
 D0E  N02  C21  C22  106.83  3.000
 D0E  H29  C22  C21  126.75  3.000
 D0E  H29  C22  C13  128.74  3.000
 D0E  C21  C22  C13  104.51  3.000
 D0E  H04  C01  H03  108.72  3.000
 D0E  H04  C01  H02  108.80  3.000
 D0E  H03  C01  H02  108.66  3.000
 D0E  H04  C01  O01  106.53  3.000
 D0E  H03  C01  O01  112.06  3.000
 D0E  H02  C01  O01  111.96  3.000
 D0E  C12  C02  C03  119.20  3.000
 D0E  C12  C02  O01  125.15  3.000
 D0E  C03  C02  O01  115.65  3.000
 D0E  C09  C03  O02  125.40  3.000
 D0E  C09  C03  C02  119.54  3.000
 D0E  O02  C03  C02  115.07  3.000
 D0E  C04  O02  C03  120.03  3.000
 D0E  H05  C04  C08  109.93  3.000
 D0E  H05  C04  C05  109.06  3.000
 D0E  C08  C04  C05  103.22  3.000
 D0E  H05  C04  O02  110.02  3.000
 D0E  C08  C04  O02  114.82  3.000
 D0E  C05  C04  O02  109.49  3.000
 D0E  H07  C05  H06  107.69  3.000
 D0E  H07  C05  C06  113.11  3.000
 D0E  H06  C05  C06  110.61  3.000
 D0E  H07  C05  C04  112.85  3.000
 D0E  H06  C05  C04  108.97  3.000
 D0E  C06  C05  C04  103.56  3.000
 D0E  H09  C06  H08  106.72  3.000
 D0E  H09  C06  C07  110.34  3.000
 D0E  H08  C06  C07  112.17  3.000
 D0E  H09  C06  C05  110.50  3.000
 D0E  H08  C06  C05  111.31  3.000
 D0E  C07  C06  C05  105.85  3.000
 D0E  H10  C07  H11  106.75  3.000
 D0E  H10  C07  C08  110.33  3.000
 D0E  H11  C07  C08  111.36  3.000
 D0E  H10  C07  C06  110.31  3.000
 D0E  H11  C07  C06  112.22  3.000
 D0E  C08  C07  C06  105.93  3.000
 D0E  H12  C08  H13  107.51  3.000
 D0E  H12  C08  C07  110.82  3.000
 D0E  H13  C08  C07  112.67  3.000
 D0E  H12  C08  C04  108.60  3.000
 D0E  H13  C08  C04  113.85  3.000
 D0E  C07  C08  C04  103.34  3.000
 D0E  H14  C09  C03  120.55  3.000
 D0E  H14  C09  C10  118.23  3.000
 D0E  C03  C09  C10  121.21  3.000
 D0E  H15  C11  C12  118.64  3.000
 D0E  H15  C11  C10  120.73  3.000
 D0E  C12  C11  C10  120.63  3.000
 D0E  H16  C12  C11  118.73  3.000
 D0E  H16  C12  C02  120.61  3.000
 D0E  C11  C12  C02  120.67  3.000
 D0E  N02  N01  C13  106.01  3.000
 D0E  C14  N02  N01  119.92  3.000
 D0E  C14  N02  C21  127.77  3.000
 D0E  N01  N02  C21  112.28  3.000
 D0E  H17  C14  H18  107.71  3.000
 D0E  H17  C14  N02  108.31  3.000
 D0E  H18  C14  N02  107.34  3.000
 D0E  H17  C14  C15  111.26  3.000
 D0E  H18  C14  C15  111.14  3.000
 D0E  N02  C14  C15  110.92  3.000
 D0E  O04  C16  N03  122.24  3.000
 D0E  O04  C16  C15  120.52  3.000
 D0E  N03  C16  C15  117.24  3.000
 D0E  C16  N03  C20  121.13  3.000
 D0E  C16  N03  C17  125.37  3.000
 D0E  C20  N03  C17  113.25  3.000
 D0E  H23  C18  H22  108.00  3.000
 D0E  H23  C18  O03  110.72  3.000
 D0E  H22  C18  O03  107.58  3.000
 D0E  H23  C18  C17  109.16  3.000
 D0E  H22  C18  C17  109.63  3.000
 D0E  O03  C18  C17  111.67  3.000
 D0E  C19  O03  C18  111.23  3.000
 D0E  H25  C19  H24  107.97  3.000
 D0E  H25  C19  O03  107.48  3.000
 D0E  H24  C19  O03  110.61  3.000
 D0E  H25  C19  C20  109.74  3.000
 D0E  H24  C19  C20  109.28  3.000
 D0E  O03  C19  C20  111.67  3.000
 D0E  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
 D0E  CONST_01  C02  C03  C09  C10    0.00   0.0  0
 D0E  CONST_02  C21  C22  C13  C10  180.00   0.0  0
 D0E  CONST_03  N02  N01  C13  C10  180.00   0.0  0
 D0E  CONST_04  C02  C12  C11  C10    0.00   0.0  0
 D0E  CONST_05  N02  C21  C22  C13    0.00   0.0  0
 D0E  CONST_06  C03  C09  C10  C13  180.00   0.0  0
 D0E  CONST_07  C12  C11  C10  C13  180.00   0.0  0
 D0E  CONST_08  C21  N02  N01  C13    0.00   0.0  0
 D0E  CONST_09  N01  C13  C22  C21    0.00   0.0  0
 D0E  CONST_10  N01  N02  C21  C22    0.00   0.0  0
 D0E  CONST_11  C09  C10  C13  C22  180.00   0.0  0
 D0E  CONST_12  C11  C10  C13  C22    0.00   0.0  0
 D0E  CONST_13  N02  N01  C13  C22    0.00   0.0  0
 D0E  CONST_14  C11  C10  C09  C03    0.00   0.0  0
 D0E  CONST_15  C11  C12  C02  C03    0.00   0.0  0
 D0E  CONST_16  C12  C02  C03  C09    0.00   0.0  0
 D0E  CONST_17  N01  C13  C10  C09    0.00   0.0  0
 D0E  CONST_18  C12  C11  C10  C09    0.00   0.0  0
 D0E  CONST_19  N01  C13  C10  C11  180.00   0.0  0
 D0E  CONST_20  O02  C03  C09  C10  180.00   0.0  0
 D0E  CONST_21  C14  N02  N01  C13  180.00   0.0  0
 D0E  CONST_22  C14  N02  C21  C22  180.00   0.0  0
 D0E  CONST_23  C09  C03  C02  O01  180.00   0.0  0
 D0E  CONST_24  C11  C12  C02  O01  180.00   0.0  0
 D0E  CONST_25  C12  C02  C03  O02  180.00   0.0  0
 D0E  CONST_26  H29  C22  C13  C10    0.00   0.0  0
 D0E  CONST_27  H16  C12  C11  C10  180.00   0.0  0
 D0E  CONST_28  H28  C21  C22  C13  180.00   0.0  0
 D0E  CONST_29  H14  C09  C10  C13    0.00   0.0  0
 D0E  CONST_30  H15  C11  C10  C13    0.00   0.0  0
 D0E  CONST_31  C20  N03  C16  C15  180.00   0.0  0
 D0E  CONST_32  C17  N03  C16  C15    0.00   0.0  0
 D0E  CONST_33  O04  C16  N03  C17  180.00   0.0  0
 D0E  CONST_34  O04  C16  N03  C20    0.00   0.0  0
 D0E  Var_01    C19  C20  N03  C17   52.54  30.0  1
 D0E  Var_02    C18  C17  N03  C20  -52.47  30.0  1
 D0E  Var_03    C07  C06  C05  C04   25.09  30.0  1
 D0E  Var_04    C06  C07  C08  C04  -24.98  30.0  1
 D0E  Var_05    C08  C07  C06  C05    0.01  30.0  1
 D0E  Var_06    O03  C19  C20  N03  -54.86  30.0  1
 D0E  Var_07    O03  C18  C17  N03   54.74  30.0  1
 D0E  Var_08    C09  C03  O02  C04    3.58  30.0  2
 D0E  Var_09    C21  N02  C14  C15  108.63  30.0  2
 D0E  Var_10    C03  C02  O01  C01  179.57  30.0  1
 D0E  Var_11    C16  C15  C14  N02  178.70  30.0  2
 D0E  Var_12    N03  C16  C15  C14  179.80  30.0  1
 D0E  Var_13    H02  C01  O01  C02  -60.90  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
 D0E  chir_01  C04  C05  C08  O02  positiv

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
 D0E  plan-1  C10  0.020
 D0E  plan-1  C13  0.020
 D0E  plan-1  C21  0.020
 D0E  plan-1  C22  0.020
 D0E  plan-1  N01  0.020
 D0E  plan-1  N02  0.020
 D0E  plan-1  C14  0.020
 D0E  plan-1  H28  0.020
 D0E  plan-1  H29  0.020
 D0E  plan-2  C10  0.020
 D0E  plan-2  C13  0.020
 D0E  plan-2  C02  0.020
 D0E  plan-2  C03  0.020
 D0E  plan-2  O02  0.020
 D0E  plan-2  C09  0.020
 D0E  plan-2  C11  0.020
 D0E  plan-2  C12  0.020
 D0E  plan-2  H14  0.020
 D0E  plan-2  H15  0.020
 D0E  plan-2  H16  0.020
 D0E  plan-2  O01  0.020
 D0E  plan-3  C15  0.020
 D0E  plan-3  C17  0.020
 D0E  plan-3  C20  0.020
 D0E  plan-3  C16  0.020
 D0E  plan-3  N03  0.020
 D0E  plan-3  O04  0.020

