# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 00:43:42 2020
#   Inital geometry file: a 138 line input string
#   Ligand name: N-[(1R,2S)-1-[(2R,4R)-4-(cyclohexylmethoxy)pyrrolidin-2-yl]-3-(3,5-difluorophenyl)-1-hydroxypropan-2-yl]acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)N[C@@H](Cc1cc(F)cc(F)c1)[C@H](O)[C@H]2C[C@H](CN2)OCC3CCCCC3
#
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
 DJV  DJV  N-[(1R,2S)-1-[(2R,4R)-4-(cyclohexylmethoxy)pyrrolidin-2-yl]-3-(3,5-difluorophenyl)-1-hydroxypropan-2-yl]acetamide  ligand  61  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 PERFECT
;

data_comp_DJV
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
 DJV  O1   O  O     0  -0.509    1.9234  -2.1946  -1.1251
 DJV  C7   C  C     0   0.541    2.0561  -1.9230   0.0623
 DJV  O2   O  OH1   0  -0.659    0.5795   1.9655  -1.5207
 DJV  C6   C  CR6   0   0.559    6.3464   1.3331   0.5624
 DJV  C1   C  CR16  0  -0.490    5.2200  -0.7224  -0.8756
 DJV  N1   N  NH1   0  -0.568   -0.7491  -0.8875   0.4225
 DJV  C5   C  CR6   0   0.559    6.4612  -0.8559  -0.2847
 DJV  C4   C  CR6   0   0.183    4.5325   0.4795  -0.7401
 DJV  C3   C  CR16  0  -0.575    7.0576   0.1533   0.4458
 DJV  C2   C  CR16  0  -0.480    5.1054   1.5199  -0.0113
 DJV  C8   C  CH2   0  -0.428   -9.2259   0.6180  -0.1381
 DJV  C9   C  CH2   0  -0.430   -8.8529  -0.8154   0.2240
 DJV  C10  C  CH2   0  -0.432   -8.1503   1.2619  -1.0061
 DJV  C11  C  CH2   0  -0.422   -7.4833  -0.8810   0.8917
 DJV  C12  C  CH2   0  -0.411   -6.7765   1.1878  -0.3459
 DJV  C13  C  CH2   0  -0.463   -1.8230   1.0724  -0.3466
 DJV  C14  C  CH2   0  -0.332   -2.0649  -0.8893   1.0558
 DJV  C15  C  CH1   0  -0.278   -6.3955  -0.2454   0.0248
 DJV  C16  C  CH1   0   0.041   -2.8181   0.3858   0.5850
 DJV  C17  C  CH1   0  -0.149   -0.4736   0.5159   0.1191
 DJV  C18  C  CH3   0  -0.775    2.0495  -2.9901   1.1270
 DJV  C19  C  CH2   0  -0.525    3.1686   0.6490  -1.3419
 DJV  C21  C  CH1   0   0.053    0.6584   0.7022  -0.8968
 DJV  C22  C  CH1   0  -0.101    2.0624   0.5287  -0.2793
 DJV  N2   N  NH1   0  -0.619    2.1991  -0.6690   0.5200
 DJV  O3   O  O2    0  -0.497   -4.0275   0.1436  -0.0922
 DJV  F1   F  F     0  -0.311    7.1220  -2.0142  -0.4233
 DJV  F2   F  F     0  -0.311    6.8960   2.3381   1.2591
 DJV  H32  H  HOH1  0   0.446    0.6692   2.6492  -0.8473
 DJV  H1   H  HCR6  0   0.271    4.7887  -1.5427  -1.4350
 DJV  H30  H  HNH1  0   0.339   -0.8100  -1.3943  -0.4537
 DJV  H3   H  HCR6  0   0.299    8.0320   0.0282   0.8993
 DJV  H2   H  HCR6  0   0.274    4.5898   2.4657   0.1049
 DJV  H4   H  HCH2  0   0.207   -9.3462   1.2018   0.7812
 DJV  H7   H  HCH2  0   0.226   -9.6090  -1.2513   0.8815
 DJV  H6   H  HCH2  0   0.209   -8.8416  -1.4288  -0.6835
 DJV  H9   H  HCH2  0   0.207   -8.1135   0.7528  -1.9755
 DJV  H8   H  HCH2  0   0.225   -8.4063   2.3036  -1.2156
 DJV  H11  H  HCH2  0   0.207   -7.5278  -0.3603   1.8559
 DJV  H10  H  HCH2  0   0.226   -7.2224  -1.9200   1.1133
 DJV  H13  H  HCH2  0   0.228   -6.0225   1.6226  -1.0053
 DJV  H12  H  HCH2  0   0.201   -6.7797   1.7973   0.5664
 DJV  H14  H  HCH2  0   0.228   -2.0095   0.7532  -1.3777
 DJV  H15  H  HCH2  0   0.239   -1.8979   2.1588  -0.3102
 DJV  H17  H  HCH2  0   0.241   -2.6036  -1.8042   0.8038
 DJV  H16  H  HCH2  0   0.224   -1.9484  -0.8729   2.1425
 DJV  H18  H  HCH1  0   0.215   -6.3203  -0.8356  -0.8985
 DJV  H19  H  HCH1  0   0.209   -3.0184   1.0269   1.4561
 DJV  H20  H  HCH1  0   0.228   -0.1901   1.0137   1.0588
 DJV  H22  H  HCH3  0   0.256    2.5253  -3.8959   0.7573
 DJV  H21  H  HCH3  0   0.247    2.5435  -2.6812   2.0469
 DJV  H23  H  HCH3  0   0.265    1.0114  -3.2263   1.3661
 DJV  H25  H  HCH2  0   0.263    3.0942   1.6331  -1.8058
 DJV  H24  H  HCH2  0   0.262    3.0118  -0.0924  -2.1241
 DJV  H28  H  HCH1  0   0.232    0.5242  -0.0274  -1.7017
 DJV  H29  H  HCH1  0   0.263    2.1986   1.3504   0.4325
 DJV  H31  H  HNH1  0   0.398    2.2256  -0.5428   1.5171
 DJV  C20  C  CH2   0  -0.115   -5.0620  -0.3127   0.7476
 DJV  H5   H  HCH2  0   0.224  -10.1917   0.6405  -0.6493
 DJV  H26  H  HCH2  0   0.186   -5.1123   0.3045   1.6587
 DJV  H27  H  HCH2  0   0.203   -4.8702  -1.3452   1.0756

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
 DJV  F1   C5   single    1.341  0.020  1.341
 DJV  C3   C5   aromatic  1.381  0.020  1.381
 DJV  C3   C6   aromatic  1.382  0.020  1.382
 DJV  F2   C6   single    1.341  0.020  1.341
 DJV  C5   C1   aromatic  1.381  0.020  1.381
 DJV  C6   C2   aromatic  1.380  0.020  1.380
 DJV  C1   C4   aromatic  1.391  0.020  1.391
 DJV  C2   C4   aromatic  1.393  0.020  1.393
 DJV  C4   C19  single    1.500  0.020  1.500
 DJV  C19  C22  single    1.539  0.020  1.539
 DJV  O1   C7   double    1.225  0.020  1.225
 DJV  C22  N2   single    1.446  0.020  1.446
 DJV  C22  C21  single    1.544  0.020  1.544
 DJV  C7   N2   single    1.343  0.020  1.343
 DJV  C7   C18  single    1.507  0.020  1.507
 DJV  C8   C9   single    1.525  0.020  1.525
 DJV  C8   C10  single    1.525  0.020  1.525
 DJV  O2   C21  single    1.411  0.020  1.411
 DJV  C9   C11  single    1.525  0.020  1.525
 DJV  C11  C15  single    1.529  0.020  1.529
 DJV  C21  C17  single    1.532  0.020  1.532
 DJV  C10  C12  single    1.526  0.020  1.526
 DJV  C12  C15  single    1.529  0.020  1.529
 DJV  C15  C20  single    1.518  0.020  1.518
 DJV  C13  C17  single    1.532  0.020  1.532
 DJV  C13  C16  single    1.526  0.020  1.526
 DJV  C20  O3   single    1.408  0.020  1.408
 DJV  C17  N1   single    1.462  0.020  1.462
 DJV  O3   C16  single    1.407  0.020  1.407
 DJV  C16  C14  single    1.554  0.020  1.554
 DJV  N1   C14  single    1.460  0.020  1.460
 DJV  O2   H32  single    0.850  0.020  0.980
 DJV  C1   H1   single    0.930  0.020  1.080
 DJV  N1   H30  single    0.890  0.020  1.040
 DJV  C3   H3   single    0.930  0.020  1.080
 DJV  C2   H2   single    0.930  0.020  1.080
 DJV  C8   H5   single    0.970  0.020  1.090
 DJV  C8   H4   single    0.970  0.020  1.090
 DJV  C9   H7   single    0.970  0.020  1.090
 DJV  C9   H6   single    0.970  0.020  1.090
 DJV  C10  H9   single    0.970  0.020  1.090
 DJV  C10  H8   single    0.970  0.020  1.090
 DJV  C11  H11  single    0.970  0.020  1.090
 DJV  C11  H10  single    0.970  0.020  1.090
 DJV  C12  H13  single    0.970  0.020  1.090
 DJV  C12  H12  single    0.970  0.020  1.090
 DJV  C13  H14  single    0.970  0.020  1.090
 DJV  C13  H15  single    0.970  0.020  1.090
 DJV  C14  H17  single    0.970  0.020  1.090
 DJV  C14  H16  single    0.970  0.020  1.090
 DJV  C15  H18  single    0.970  0.020  1.090
 DJV  C16  H19  single    0.970  0.020  1.090
 DJV  C17  H20  single    0.970  0.020  1.090
 DJV  C18  H22  single    0.970  0.020  1.090
 DJV  C18  H21  single    0.970  0.020  1.090
 DJV  C18  H23  single    0.970  0.020  1.090
 DJV  C19  H25  single    0.970  0.020  1.090
 DJV  C19  H24  single    0.970  0.020  1.090
 DJV  C20  H26  single    0.970  0.020  1.090
 DJV  C20  H27  single    0.970  0.020  1.090
 DJV  C21  H28  single    0.970  0.020  1.090
 DJV  C22  H29  single    0.970  0.020  1.090
 DJV  N2   H31  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
 DJV  N2   C7   C18  114.89  3.000
 DJV  C18  C7   O1   121.81  3.000
 DJV  N2   C7   O1   123.30  3.000
 DJV  H32  O2   C21  108.71  3.000
 DJV  F2   C6   C2   118.90  3.000
 DJV  C2   C6   C3   122.90  3.000
 DJV  F2   C6   C3   118.20  3.000
 DJV  H1   C1   C4   120.54  3.000
 DJV  H1   C1   C5   120.39  3.000
 DJV  C4   C1   C5   119.07  3.000
 DJV  H30  N1   C17  108.16  3.000
 DJV  H30  N1   C14  108.66  3.000
 DJV  C17  N1   C14  105.13  3.000
 DJV  F1   C5   C3   118.23  3.000
 DJV  C3   C5   C1   122.94  3.000
 DJV  F1   C5   C1   118.83  3.000
 DJV  C19  C4   C2   119.95  3.000
 DJV  C19  C4   C1   120.51  3.000
 DJV  C2   C4   C1   119.52  3.000
 DJV  H3   C3   C5   121.74  3.000
 DJV  H3   C3   C6   121.78  3.000
 DJV  C5   C3   C6   116.49  3.000
 DJV  H2   C2   C4   120.81  3.000
 DJV  H2   C2   C6   120.10  3.000
 DJV  C4   C2   C6   119.09  3.000
 DJV  H4   C8   H5   106.52  3.000
 DJV  H4   C8   C10  109.28  3.000
 DJV  H5   C8   C10  110.39  3.000
 DJV  H4   C8   C9   109.18  3.000
 DJV  H5   C8   C9   110.28  3.000
 DJV  C10  C8   C9   111.08  3.000
 DJV  H6   C9   H7   106.39  3.000
 DJV  H6   C9   C11  109.23  3.000
 DJV  H7   C9   C11  109.93  3.000
 DJV  H6   C9   C8   109.40  3.000
 DJV  H7   C9   C8   110.40  3.000
 DJV  C11  C9   C8   111.35  3.000
 DJV  H8   C10  H9   106.33  3.000
 DJV  H8   C10  C12  109.88  3.000
 DJV  H9   C10  C12  109.27  3.000
 DJV  H8   C10  C8   110.26  3.000
 DJV  H9   C10  C8   109.34  3.000
 DJV  C12  C10  C8   111.60  3.000
 DJV  H10  C11  H11  106.41  3.000
 DJV  H10  C11  C15  109.88  3.000
 DJV  H11  C11  C15  109.26  3.000
 DJV  H10  C11  C9   110.10  3.000
 DJV  H11  C11  C9   109.15  3.000
 DJV  C15  C11  C9   111.88  3.000
 DJV  H12  C12  H13  106.44  3.000
 DJV  H12  C12  C15  108.66  3.000
 DJV  H13  C12  C15  110.34  3.000
 DJV  H12  C12  C10  109.28  3.000
 DJV  H13  C12  C10  109.94  3.000
 DJV  C15  C12  C10  112.01  3.000
 DJV  H15  C13  H14  108.08  3.000
 DJV  H15  C13  C17  114.36  3.000
 DJV  H14  C13  C17  109.28  3.000
 DJV  H15  C13  C16  112.54  3.000
 DJV  H14  C13  C16  109.42  3.000
 DJV  C17  C13  C16  103.02  3.000
 DJV  H16  C14  H17  107.14  3.000
 DJV  H16  C14  C16  109.91  3.000
 DJV  H17  C14  C16  112.26  3.000
 DJV  H16  C14  N1   109.58  3.000
 DJV  H17  C14  N1   110.23  3.000
 DJV  C16  C14  N1   107.72  3.000
 DJV  H18  C15  C20  108.43  3.000
 DJV  H18  C15  C12  108.49  3.000
 DJV  C20  C15  C12  112.08  3.000
 DJV  H18  C15  C11  107.57  3.000
 DJV  C20  C15  C11  109.66  3.000
 DJV  C12  C15  C11  110.48  3.000
 DJV  H19  C16  O3   108.96  3.000
 DJV  H19  C16  C14  109.06  3.000
 DJV  O3   C16  C14  114.91  3.000
 DJV  H19  C16  C13  109.87  3.000
 DJV  C14  C16  C13  103.77  3.000
 DJV  O3   C16  C13  110.12  3.000
 DJV  H20  C17  C21  108.71  3.000
 DJV  H20  C17  C13  108.79  3.000
 DJV  C21  C17  C13  113.89  3.000
 DJV  H20  C17  N1   107.79  3.000
 DJV  C13  C17  N1   104.23  3.000
 DJV  C21  C17  N1   113.17  3.000
 DJV  H23  C18  H21  107.93  3.000
 DJV  H23  C18  H22  108.07  3.000
 DJV  H21  C18  H22  108.95  3.000
 DJV  H23  C18  C7   108.19  3.000
 DJV  H21  C18  C7   113.20  3.000
 DJV  H22  C18  C7   110.34  3.000
 DJV  H24  C19  H25  107.40  3.000
 DJV  H24  C19  C22  109.83  3.000
 DJV  H25  C19  C22  108.38  3.000
 DJV  H24  C19  C4   110.00  3.000
 DJV  H25  C19  C4   109.55  3.000
 DJV  C22  C19  C4   111.57  3.000
 DJV  H28  C21  C22  109.32  3.000
 DJV  H28  C21  C17  108.41  3.000
 DJV  C22  C21  C17  113.14  3.000
 DJV  H28  C21  O2   105.35  3.000
 DJV  C17  C21  O2   111.14  3.000
 DJV  C22  C21  O2   109.17  3.000
 DJV  H29  C22  N2   104.49  3.000
 DJV  H29  C22  C21  106.78  3.000
 DJV  N2   C22  C21  113.59  3.000
 DJV  H29  C22  C19  107.50  3.000
 DJV  C21  C22  C19  111.65  3.000
 DJV  N2   C22  C19  112.24  3.000
 DJV  H31  N2   C22  116.53  3.000
 DJV  H31  N2   C7   117.27  3.000
 DJV  C22  N2   C7   125.10  3.000
 DJV  C20  O3   C16  113.58  3.000
 DJV  H27  C20  H26  106.69  3.000
 DJV  H27  C20  O3   110.72  3.000
 DJV  H26  C20  O3   110.19  3.000
 DJV  H27  C20  C15  109.67  3.000
 DJV  H26  C20  C15  109.19  3.000
 DJV  O3   C20  C15  110.29  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
 DJV  CONST_01  C1   C5   C3   C6     0.00   0.0  0
 DJV  CONST_02  C1   C4   C2   C6     0.00   0.0  0
 DJV  CONST_03  C2   C6   C3   C5     0.00   0.0  0
 DJV  CONST_04  C2   C4   C1   C5     0.00   0.0  0
 DJV  CONST_05  C3   C5   C1   C4     0.00   0.0  0
 DJV  CONST_06  C3   C6   C2   C4     0.00   0.0  0
 DJV  CONST_07  F1   C5   C3   C6   180.00   0.0  0
 DJV  CONST_08  C19  C4   C2   C6   180.00   0.0  0
 DJV  CONST_09  F2   C6   C3   C5   180.00   0.0  0
 DJV  CONST_10  C19  C4   C1   C5   180.00   0.0  0
 DJV  CONST_11  F1   C5   C1   C4   180.00   0.0  0
 DJV  CONST_12  F2   C6   C2   C4   180.00   0.0  0
 DJV  CONST_13  H3   C3   C5   C1   180.00   0.0  0
 DJV  CONST_14  H2   C2   C4   C1   180.00   0.0  0
 DJV  CONST_15  H1   C1   C5   C3   180.00   0.0  0
 DJV  CONST_16  C22  N2   C7   O1     0.00   0.0  0
 DJV  CONST_17  C22  N2   C7   C18  180.00   0.0  0
 DJV  CONST_18  H31  N2   C7   O1   180.00   0.0  0
 DJV  Var_01    C15  C11  C9   C8   -55.70  30.0  1
 DJV  Var_02    C15  C12  C10  C8    54.86  30.0  1
 DJV  Var_03    C12  C10  C8   C9   -54.72  30.0  1
 DJV  Var_04    C11  C9   C8   C10   55.12  30.0  1
 DJV  Var_05    C17  N1   C14  C16   24.22  30.0  1
 DJV  Var_06    C22  C19  C4   C1   102.13  30.0  2
 DJV  Var_07    H26  C20  O3   C16   46.39  30.0  1
 DJV  Var_08    H22  C18  C7   O1    35.38  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
 DJV  chir_01  C15  C11  C12  C20  negativ
 DJV  chir_02  C16  O3   C13  C14  positiv
 DJV  chir_03  C17  N1   C21  C13  negativ
 DJV  chir_04  C21  O2   C17  C22  positiv
 DJV  chir_05  C22  N2   C19  C21  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
 DJV  plan-1  C6   0.020
 DJV  plan-1  C1   0.020
 DJV  plan-1  C5   0.020
 DJV  plan-1  C4   0.020
 DJV  plan-1  C3   0.020
 DJV  plan-1  C2   0.020
 DJV  plan-1  C19  0.020
 DJV  plan-1  F1   0.020
 DJV  plan-1  F2   0.020
 DJV  plan-1  H1   0.020
 DJV  plan-1  H3   0.020
 DJV  plan-1  H2   0.020
 DJV  plan-2  O1   0.020
 DJV  plan-2  C7   0.020
 DJV  plan-2  C18  0.020
 DJV  plan-2  C22  0.020
 DJV  plan-2  N2   0.020
 DJV  plan-2  H31  0.020

