# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 15:50:53 2020
#   Inital geometry file: a 106 line input string
#   Ligand name: (R)-pyridin-4-yl[4-(2-pyrrolidin-1-ylethoxy)phenyl]methanol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@@H](c1ccncc1)c2ccc(OCCN3CCCC3)cc2
#
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
 80A  80A  (R)-pyridin-4-yl[4-(2-pyrrolidin-1-ylethoxy)phenyl]methanol  ligand  44  22  .  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_80A
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
 80A  C1    C  CR16  0  -0.303  -1.1072  -1.0755  -1.7111
 80A  C2    C  CR16  0  -0.338   0.2644  -1.0871  -1.5391
 80A  C3    C  CR6   0   0.389   0.8127  -0.9926  -0.2585
 80A  C4    C  CR16  0  -0.369  -0.0389  -0.8845   0.8402
 80A  C5    C  CR16  0  -0.261  -1.4135  -0.8667   0.6459
 80A  C6    C  CR6   0   0.066  -1.9704  -0.9600  -0.6238
 80A  C7    C  CH1   0  -0.064  -3.4691  -1.0006  -0.8203
 80A  O8    O  OH1   0  -0.647  -4.0012  -2.2750  -0.5516
 80A  C9    C  CR6   0   0.150  -4.1561   0.1018  -0.0405
 80A  C14   C  CR16  0  -0.391  -5.1256  -0.1474   0.9192
 80A  C13   C  CR16  0  -0.058  -5.7016   0.9265   1.5869
 80A  N12   N  N     0  -0.411  -5.3896   2.1938   1.3545
 80A  C11   C  CR16  0  -0.062  -4.4679   2.4298   0.4242
 80A  C10   C  CR16  0  -0.347  -3.8280   1.4321  -0.2884
 80A  O15   O  O2    0  -0.470   2.1540  -1.0122  -0.1818
 80A  C16   C  CH2   0  -0.201   2.7741  -0.8770   1.0872
 80A  C17   C  CH2   0  -0.297   4.2779  -0.8761   0.9194
 80A  N23   N  NT    0  -0.430   4.8299   0.3687   0.4389
 80A  C19   C  CH2   0  -0.272   6.2789   0.4119   0.5401
 80A  C20   C  CH2   0  -0.460   6.6410   1.6885  -0.2048
 80A  C21   C  CH2   0  -0.474   5.5811   1.7690  -1.3199
 80A  C22   C  CH2   0  -0.268   4.5413   0.6985  -0.9510
 80A  H1    H  HCR6  0   0.257  -1.5119  -1.1508  -2.7137
 80A  H2    H  HCR6  0   0.263   0.9231  -1.1675  -2.3948
 80A  H4    H  HCR6  0   0.281   0.3466  -0.8073   1.8478
 80A  H5    H  HCR6  0   0.258  -2.0523  -0.7652   1.5163
 80A  H7    H  HCH1  0   0.272  -3.6755  -0.8138  -1.8795
 80A  HO8   H  HOH1  0   0.453  -3.6591  -2.5866   0.2937
 80A  H14   H  HCR6  0   0.264  -5.4445  -1.1524   1.1576
 80A  H13   H  HCR6  0   0.263  -6.4547   0.7451   2.3461
 80A  H11   H  HCR6  0   0.263  -4.2226   3.4695   0.2375
 80A  H10   H  HCR6  0   0.264  -3.0799   1.6929  -1.0270
 80A  H16   H  HCH2  0   0.226   2.4548   0.0493   1.5773
 80A  H16A  H  HCH2  0   0.235   2.4881  -1.7148   1.7326
 80A  H17   H  HCH2  0   0.245   4.6943  -1.0630   1.9126
 80A  H17A  H  HCH2  0   0.201   4.5757  -1.7360   0.2933
 80A  H19   H  HCH2  0   0.232   6.5964   0.4152   1.5852
 80A  H19A  H  HCH2  0   0.189   6.7496  -0.4613   0.0554
 80A  H20   H  HCH2  0   0.231   6.5604   2.5464   0.4641
 80A  H20A  H  HCH2  0   0.232   7.6610   1.6674  -0.5873
 80A  H21   H  HCH2  0   0.235   5.1346   2.7622  -1.3690
 80A  H21A  H  HCH2  0   0.233   6.0085   1.5644  -2.3014
 80A  H22   H  HCH2  0   0.190   4.6552  -0.1824  -1.6029
 80A  H22A  H  HCH2  0   0.231   3.5182   1.0537  -1.0720

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
 80A  C1   C6    aromatic  1.393  0.020  1.393
 80A  C1   C2    aromatic  1.382  0.020  1.382
 80A  C1   H1    single    0.930  0.020  1.080
 80A  C2   C3    aromatic  1.396  0.020  1.396
 80A  C2   H2    single    0.930  0.020  1.080
 80A  C3   C4    aromatic  1.394  0.020  1.394
 80A  C3   O15   single    1.344  0.020  1.344
 80A  C5   C4    aromatic  1.388  0.020  1.388
 80A  C4   H4    single    0.930  0.020  1.080
 80A  C6   C5    aromatic  1.390  0.020  1.390
 80A  C5   H5    single    0.930  0.020  1.080
 80A  C7   C6    single    1.512  0.020  1.512
 80A  C9   C7    single    1.515  0.020  1.515
 80A  O8   C7    single    1.407  0.020  1.407
 80A  C7   H7    single    0.970  0.020  1.090
 80A  O8   HO8   single    0.850  0.020  0.980
 80A  C14  C9    aromatic  1.387  0.020  1.387
 80A  C9   C10   aromatic  1.392  0.020  1.392
 80A  C13  C14   aromatic  1.390  0.020  1.390
 80A  C14  H14   single    0.930  0.020  1.080
 80A  C13  N12   aromatic  1.326  0.020  1.326
 80A  C13  H13   single    0.930  0.020  1.080
 80A  N12  C11   aromatic  1.331  0.020  1.331
 80A  C11  C10   aromatic  1.383  0.020  1.383
 80A  C11  H11   single    0.930  0.020  1.080
 80A  C10  H10   single    0.930  0.020  1.080
 80A  C16  O15   single    1.419  0.020  1.419
 80A  C16  C17   single    1.513  0.020  1.513
 80A  C16  H16   single    0.970  0.020  1.090
 80A  C16  H16A  single    0.970  0.020  1.090
 80A  N23  C17   single    1.444  0.020  1.444
 80A  C17  H17   single    0.970  0.020  1.090
 80A  C17  H17A  single    0.970  0.020  1.090
 80A  C22  N23   single    1.457  0.020  1.457
 80A  N23  C19   single    1.453  0.020  1.453
 80A  C20  C19   single    1.522  0.020  1.522
 80A  C19  H19   single    0.970  0.020  1.090
 80A  C19  H19A  single    0.970  0.020  1.090
 80A  C21  C20   single    1.541  0.020  1.541
 80A  C20  H20   single    0.970  0.020  1.090
 80A  C20  H20A  single    0.970  0.020  1.090
 80A  C21  C22   single    1.537  0.020  1.537
 80A  C21  H21   single    0.970  0.020  1.090
 80A  C21  H21A  single    0.970  0.020  1.090
 80A  C22  H22   single    0.970  0.020  1.090
 80A  C22  H22A  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
 80A  H1    C1   C6   119.76  3.000
 80A  H1    C1   C2   119.01  3.000
 80A  C6    C1   C2   121.23  3.000
 80A  H2    C2   C3   119.40  3.000
 80A  H2    C2   C1   120.39  3.000
 80A  C3    C2   C1   120.21  3.000
 80A  O15   C3   C4   124.46  3.000
 80A  O15   C3   C2   116.32  3.000
 80A  C4    C3   C2   119.22  3.000
 80A  H4    C4   C5   118.84  3.000
 80A  H4    C4   C3   121.46  3.000
 80A  C5    C4   C3   119.70  3.000
 80A  H5    C5   C6   120.24  3.000
 80A  H5    C5   C4   118.17  3.000
 80A  C6    C5   C4   121.59  3.000
 80A  C7    C6   C5   121.18  3.000
 80A  C7    C6   C1   120.69  3.000
 80A  C5    C6   C1   118.06  3.000
 80A  H7    C7   C9   106.75  3.000
 80A  H7    C7   O8   105.54  3.000
 80A  C9    C7   O8   112.91  3.000
 80A  H7    C7   C6   107.94  3.000
 80A  O8    C7   C6   111.98  3.000
 80A  C9    C7   C6   111.29  3.000
 80A  HO8   O8   C7   109.03  3.000
 80A  C10   C9   C14  117.36  3.000
 80A  C10   C9   C7   119.78  3.000
 80A  C14   C9   C7   122.86  3.000
 80A  H14   C14  C13  119.35  3.000
 80A  H14   C14  C9   121.73  3.000
 80A  C13   C14  C9   118.92  3.000
 80A  H13   C13  N12  116.49  3.000
 80A  H13   C13  C14  119.66  3.000
 80A  N12   C13  C14  123.85  3.000
 80A  C11   N12  C13  117.07  3.000
 80A  H11   C11  C10  119.89  3.000
 80A  H11   C11  N12  116.56  3.000
 80A  C10   C11  N12  123.56  3.000
 80A  H10   C10  C11  119.81  3.000
 80A  H10   C10  C9   120.95  3.000
 80A  C11   C10  C9   119.24  3.000
 80A  C16   O15  C3   119.08  3.000
 80A  H16A  C16  H16  107.88  3.000
 80A  H16A  C16  C17  108.98  3.000
 80A  H16   C16  C17  109.80  3.000
 80A  H16A  C16  O15  109.87  3.000
 80A  H16   C16  O15  110.69  3.000
 80A  C17   C16  O15  109.59  3.000
 80A  H17A  C17  H17  106.21  3.000
 80A  H17A  C17  N23  112.30  3.000
 80A  H17   C17  N23  107.71  3.000
 80A  H17A  C17  C16  109.29  3.000
 80A  H17   C17  C16  106.12  3.000
 80A  N23   C17  C16  114.67  3.000
 80A  C22   N23  C19  104.90  3.000
 80A  C19   N23  C17  112.56  3.000
 80A  C22   N23  C17  115.90  3.000
 80A  H19A  C19  H19  107.36  3.000
 80A  H19A  C19  C20  110.32  3.000
 80A  H19   C19  C20  113.37  3.000
 80A  H19A  C19  N23  111.78  3.000
 80A  H19   C19  N23  110.89  3.000
 80A  C20   C19  N23  103.19  3.000
 80A  H20A  C20  H20  107.44  3.000
 80A  H20A  C20  C21  113.02  3.000
 80A  H20   C20  C21  110.61  3.000
 80A  H20A  C20  C19  112.23  3.000
 80A  H20   C20  C19  110.00  3.000
 80A  C21   C20  C19  103.56  3.000
 80A  H21A  C21  H21  106.92  3.000
 80A  H21A  C21  C22  110.53  3.000
 80A  H21   C21  C22  111.61  3.000
 80A  H21A  C21  C20  111.86  3.000
 80A  H21   C21  C20  111.22  3.000
 80A  C22   C21  C20  104.79  3.000
 80A  H22A  C22  H22  106.98  3.000
 80A  H22A  C22  C21  112.42  3.000
 80A  H22   C22  C21  110.17  3.000
 80A  H22A  C22  N23  111.44  3.000
 80A  H22   C22  N23  111.28  3.000
 80A  C21   C22  N23  104.63  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
 80A  CONST_01  C4   C5   C6   C1      0.00   0.0  0
 80A  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 80A  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 80A  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 80A  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 80A  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 80A  CONST_07  N12  C13  C14  C9      0.00   0.0  0
 80A  CONST_08  N12  C11  C10  C9      0.00   0.0  0
 80A  CONST_09  C11  C10  C9   C14     0.00   0.0  0
 80A  CONST_10  C11  N12  C13  C14     0.00   0.0  0
 80A  CONST_11  C10  C9   C14  C13     0.00   0.0  0
 80A  CONST_12  C10  C11  N12  C13     0.00   0.0  0
 80A  CONST_13  O15  C3   C2   C1    180.00   0.0  0
 80A  CONST_14  C7   C6   C1   C2    180.00   0.0  0
 80A  CONST_15  C7   C6   C5   C4    180.00   0.0  0
 80A  CONST_16  O15  C3   C4   C5    180.00   0.0  0
 80A  CONST_17  C13  C14  C9   C7    180.00   0.0  0
 80A  CONST_18  C11  C10  C9   C7    180.00   0.0  0
 80A  CONST_19  H5   C5   C6   C1    180.00   0.0  0
 80A  CONST_20  H4   C4   C3   C2    180.00   0.0  0
 80A  CONST_21  H1   C1   C2   C3    180.00   0.0  0
 80A  CONST_22  H2   C2   C3   C4    180.00   0.0  0
 80A  CONST_23  H13  C13  C14  C9    180.00   0.0  0
 80A  CONST_24  H11  C11  C10  C9    180.00   0.0  0
 80A  CONST_25  H10  C10  C9   C14   180.00   0.0  0
 80A  CONST_26  H14  C14  C13  N12   180.00   0.0  0
 80A  Var_01    C20  C21  C22  N23    15.19  30.0  1
 80A  Var_02    C21  C20  C19  N23   -33.60  30.0  1
 80A  Var_03    C21  C22  N23  C19   -37.34  30.0  1
 80A  Var_04    C22  C21  C20  C19    11.07  30.0  1
 80A  Var_05    C22  N23  C19  C20    44.75  30.0  1
 80A  Var_06    C17  C16  O15  C3   -177.90  30.0  1
 80A  Var_07    N23  C17  C16  O15    77.30  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
 80A  chir_01  C7  C6  C9  O8  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
 80A  plan-1  C1   0.020
 80A  plan-1  C2   0.020
 80A  plan-1  C3   0.020
 80A  plan-1  C4   0.020
 80A  plan-1  C5   0.020
 80A  plan-1  C6   0.020
 80A  plan-1  C7   0.020
 80A  plan-1  O15  0.020
 80A  plan-1  H1   0.020
 80A  plan-1  H2   0.020
 80A  plan-1  H4   0.020
 80A  plan-1  H5   0.020
 80A  plan-2  C7   0.020
 80A  plan-2  C9   0.020
 80A  plan-2  C14  0.020
 80A  plan-2  C13  0.020
 80A  plan-2  N12  0.020
 80A  plan-2  C11  0.020
 80A  plan-2  C10  0.020
 80A  plan-2  H14  0.020
 80A  plan-2  H13  0.020
 80A  plan-2  H11  0.020
 80A  plan-2  H10  0.020

