# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 00:35:16 2020
#   Inital geometry file: a 127 line input string
#   Ligand name: 2-cyclopentyl-4-(5-phenylfuro[2,3-b]pyridin-3-yl)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(cc1C2CCCC2)c3coc4ncc(cc34)c5ccccc5
#
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
 8R4  8R4  '2-cyclopentyl-4-(5-phenylfuro[2,3-b]pyridin-3-yl)benzoic acid'  ligand  49  29  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_8R4
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
 8R4  C4   C  CR6    0   0.198   3.1539  -0.2041  -0.0576
 8R4  C14  C  CR15   0  -0.020  -0.0799   2.7186   0.7928
 8R4  C5   C  CR16   0  -0.411   2.1036   0.7103   0.0052
 8R4  C6   C  CR6    0   0.085   0.8597   0.3910   0.5425
 8R4  C11  C  CH2    0  -0.457   6.1356   1.8528  -1.1923
 8R4  C8   C  CH1    0  -0.337   4.4672   0.2403  -0.6506
 8R4  C9   C  CH2    0  -0.428   4.4539   0.3530  -2.1831
 8R4  C10  C  CH2    0  -0.444   5.6430   1.2718  -2.5343
 8R4  C12  C  CH2    0  -0.414   4.9815   1.6172  -0.2204
 8R4  C13  C  CR5    0  -0.021  -0.2112   1.3861   0.5898
 8R4  N1   N  N      0  -0.411  -3.4845   2.7388   0.4705
 8R4  C3   C  CR6    0  -0.129   2.9413  -1.5010   0.4339
 8R4  C1   C  CR16   0  -0.348   0.6698  -0.8938   1.0489
 8R4  C2   C  CR16   0  -0.262   1.7057  -1.8090   1.0045
 8R4  O1   O  OC    -1  -0.596   4.0802  -3.3355   1.3730
 8R4  O2   O  O      0  -0.587   4.5861  -2.7527  -0.7176
 8R4  O3   O  O      0  -0.423  -1.2708   3.3733   0.7751
 8R4  C15  C  CR56   0   0.478  -2.2149   2.4396   0.5560
 8R4  C16  C  CR56   0   0.001  -1.6297   1.1776   0.4330
 8R4  C17  C  CR16   0  -0.309  -2.4824   0.1161   0.1653
 8R4  C18  C  CR6    0  -0.011  -3.8457   0.3843   0.0648
 8R4  C19  C  CR16   0  -0.116  -4.2851   1.7069   0.2333
 8R4  C20  C  CR6    0   0.081  -4.8162  -0.6935  -0.2062
 8R4  C21  C  CR16   0  -0.309  -5.8941  -0.4878  -1.0689
 8R4  C22  C  CR16   0  -0.239  -6.8031  -1.5052  -1.3208
 8R4  C23  C  CR16   0  -0.265  -6.6476  -2.7469  -0.7188
 8R4  C24  C  CR16   0  -0.239  -5.5780  -2.9628   0.1403
 8R4  C25  C  CR16   0  -0.309  -4.6715  -1.9447   0.3955
 8R4  H14  H  HCR5   0   0.302   0.7900   3.3284   0.9806
 8R4  H3   H  HCR6   0   0.235   2.2504   1.7082  -0.3929
 8R4  H11  H  HCH2   0   0.222   7.0176   1.3072  -0.8486
 8R4  H10  H  HCH2   0   0.229   6.4212   2.9030  -1.2665
 8R4  H5   H  HCH1   0   0.239   5.2363  -0.4848  -0.3840
 8R4  H6   H  HCH2   0   0.235   4.5142  -0.6300  -2.6491
 8R4  H7   H  HCH2   0   0.219   3.5144   0.8067  -2.5096
 8R4  H9   H  HCH2   0   0.224   5.3267   2.0677  -3.2100
 8R4  H8   H  HCH2   0   0.226   6.4393   0.7280  -3.0439
 8R4  H12  H  HCH2   0   0.232   5.2855   1.6477   0.8276
 8R4  H13  H  HCH2   0   0.214   4.2166   2.3859  -0.3621
 8R4  H1   H  HCR6   0   0.244  -0.2726  -1.1742   1.5031
 8R4  H2   H  HCR6   0   0.245   1.5480  -2.7984   1.4146
 8R4  H15  H  HCR6   0   0.271  -2.1054  -0.8876   0.0134
 8R4  H16  H  HCR6   0   0.269  -5.3450   1.9293   0.1848
 8R4  H17  H  HCR6   0   0.256  -6.0148   0.4678  -1.5644
 8R4  H18  H  HCR6   0   0.259  -7.6297  -1.3293  -1.9970
 8R4  H19  H  HCR6   0   0.259  -7.3549  -3.5413  -0.9187
 8R4  H20  H  HCR6   0   0.259  -5.4523  -3.9246   0.6205
 8R4  H21  H  HCR6   0   0.255  -3.8555  -2.1205   1.0858
 8R4  C7   C  C      0   0.346   3.9717  -2.6209   0.3581

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
 8R4  O3   C15  aromatic  1.346  0.020  1.346
 8R4  O3   C14  aromatic  1.359  0.020  1.359
 8R4  N1   C15  aromatic  1.307  0.020  1.307
 8R4  N1   C19  aromatic  1.327  0.020  1.327
 8R4  C15  C16  aromatic  1.397  0.020  1.397
 8R4  C14  C13  aromatic  1.354  0.020  1.354
 8R4  C19  C18  aromatic  1.404  0.020  1.404
 8R4  C16  C13  aromatic  1.442  0.020  1.442
 8R4  C16  C17  aromatic  1.388  0.020  1.388
 8R4  C13  C6   single    1.463  0.020  1.463
 8R4  C18  C17  aromatic  1.393  0.020  1.393
 8R4  C18  C20  single    1.475  0.020  1.475
 8R4  C25  C20  aromatic  1.396  0.020  1.396
 8R4  C25  C24  aromatic  1.387  0.020  1.387
 8R4  C6   C1   aromatic  1.394  0.020  1.394
 8R4  C6   C5   aromatic  1.392  0.020  1.392
 8R4  C20  C21  aromatic  1.396  0.020  1.396
 8R4  C1   C2   aromatic  1.383  0.020  1.383
 8R4  C5   C4   aromatic  1.394  0.020  1.394
 8R4  C24  C23  aromatic  1.389  0.020  1.389
 8R4  C21  C22  aromatic  1.387  0.020  1.387
 8R4  C2   C3   aromatic  1.395  0.020  1.395
 8R4  C12  C11  single    1.527  0.020  1.527
 8R4  C12  C8   single    1.532  0.020  1.532
 8R4  C4   C3   aromatic  1.403  0.020  1.403
 8R4  C4   C8   single    1.508  0.020  1.508
 8R4  C23  C22  aromatic  1.389  0.020  1.389
 8R4  C11  C10  single    1.543  0.020  1.543
 8R4  C3   C7   single    1.524  0.020  1.524
 8R4  C8   C9   single    1.537  0.020  1.537
 8R4  O2   C7   deloc     1.246  0.020  1.246
 8R4  C7   O1   deloc     1.246  0.020  1.246
 8R4  C10  C9   single    1.543  0.020  1.543
 8R4  C14  H14  single    0.930  0.020  1.080
 8R4  C5   H3   single    0.930  0.020  1.080
 8R4  C11  H11  single    0.970  0.020  1.090
 8R4  C11  H10  single    0.970  0.020  1.090
 8R4  C8   H5   single    0.970  0.020  1.090
 8R4  C9   H6   single    0.970  0.020  1.090
 8R4  C9   H7   single    0.970  0.020  1.090
 8R4  C10  H9   single    0.970  0.020  1.090
 8R4  C10  H8   single    0.970  0.020  1.090
 8R4  C12  H12  single    0.970  0.020  1.090
 8R4  C12  H13  single    0.970  0.020  1.090
 8R4  C1   H1   single    0.930  0.020  1.080
 8R4  C2   H2   single    0.930  0.020  1.080
 8R4  C17  H15  single    0.930  0.020  1.080
 8R4  C19  H16  single    0.930  0.020  1.080
 8R4  C21  H17  single    0.930  0.020  1.080
 8R4  C22  H18  single    0.930  0.020  1.080
 8R4  C23  H19  single    0.930  0.020  1.080
 8R4  C24  H20  single    0.930  0.020  1.080
 8R4  C25  H21  single    0.930  0.020  1.080

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
 8R4  C3   C4   C8   122.83  3.000
 8R4  C8   C4   C5   118.72  3.000
 8R4  C3   C4   C5   118.45  3.000
 8R4  H14  C14  O3   115.88  3.000
 8R4  H14  C14  C13  131.33  3.000
 8R4  O3   C14  C13  112.77  3.000
 8R4  H3   C5   C6   118.28  3.000
 8R4  H3   C5   C4   119.02  3.000
 8R4  C6   C5   C4   122.69  3.000
 8R4  C1   C6   C13  121.04  3.000
 8R4  C1   C6   C5   118.25  3.000
 8R4  C13  C6   C5   120.70  3.000
 8R4  H10  C11  H11  106.90  3.000
 8R4  H10  C11  C12  112.93  3.000
 8R4  H11  C11  C12  109.44  3.000
 8R4  H10  C11  C10  112.76  3.000
 8R4  H11  C11  C10  110.08  3.000
 8R4  C12  C11  C10  104.73  3.000
 8R4  H5   C8   C12  107.00  3.000
 8R4  H5   C8   C9   107.38  3.000
 8R4  C12  C8   C9   102.53  3.000
 8R4  H5   C8   C4   108.80  3.000
 8R4  C9   C8   C4   113.97  3.000
 8R4  C12  C8   C4   116.55  3.000
 8R4  H7   C9   H6   107.11  3.000
 8R4  H7   C9   C10  110.31  3.000
 8R4  H6   C9   C10  113.40  3.000
 8R4  H7   C9   C8   109.62  3.000
 8R4  H6   C9   C8   111.09  3.000
 8R4  C10  C9   C8   105.31  3.000
 8R4  H8   C10  H9   106.62  3.000
 8R4  H8   C10  C9   111.84  3.000
 8R4  H9   C10  C9   110.61  3.000
 8R4  H8   C10  C11  111.16  3.000
 8R4  H9   C10  C11  110.89  3.000
 8R4  C9   C10  C11  105.80  3.000
 8R4  H13  C12  H12  107.43  3.000
 8R4  H13  C12  C8   111.14  3.000
 8R4  H12  C12  C8   112.85  3.000
 8R4  H13  C12  C11  109.74  3.000
 8R4  H12  C12  C11  113.35  3.000
 8R4  C8   C12  C11  102.34  3.000
 8R4  C16  C13  C6   128.19  3.000
 8R4  C6   C13  C14  127.11  3.000
 8R4  C16  C13  C14  104.71  3.000
 8R4  C19  N1   C15  114.80  3.000
 8R4  C2   C3   C7   117.19  3.000
 8R4  C7   C3   C4   124.02  3.000
 8R4  C2   C3   C4   118.78  3.000
 8R4  H1   C1   C2   119.59  3.000
 8R4  H1   C1   C6   120.63  3.000
 8R4  C2   C1   C6   119.75  3.000
 8R4  H2   C2   C1   118.91  3.000
 8R4  H2   C2   C3   119.06  3.000
 8R4  C1   C2   C3   122.03  3.000
 8R4  C15  O3   C14  106.42  3.000
 8R4  C16  C15  O3   110.33  3.000
 8R4  C16  C15  N1   127.45  3.000
 8R4  O3   C15  N1   122.22  3.000
 8R4  C17  C16  C15  116.80  3.000
 8R4  C17  C16  C13  137.38  3.000
 8R4  C15  C16  C13  105.78  3.000
 8R4  H15  C17  C18  120.60  3.000
 8R4  H15  C17  C16  121.48  3.000
 8R4  C18  C17  C16  117.90  3.000
 8R4  C20  C18  C19  120.29  3.000
 8R4  C20  C18  C17  121.08  3.000
 8R4  C19  C18  C17  118.63  3.000
 8R4  H16  C19  C18  119.60  3.000
 8R4  H16  C19  N1   115.99  3.000
 8R4  C18  C19  N1   124.41  3.000
 8R4  C25  C20  C21  118.59  3.000
 8R4  C21  C20  C18  120.92  3.000
 8R4  C25  C20  C18  120.50  3.000
 8R4  H17  C21  C22  119.40  3.000
 8R4  H17  C21  C20  119.92  3.000
 8R4  C22  C21  C20  120.67  3.000
 8R4  H18  C22  C23  120.11  3.000
 8R4  H18  C22  C21  119.65  3.000
 8R4  C23  C22  C21  120.24  3.000
 8R4  H19  C23  C24  120.23  3.000
 8R4  H19  C23  C22  120.21  3.000
 8R4  C24  C23  C22  119.56  3.000
 8R4  H20  C24  C25  119.66  3.000
 8R4  H20  C24  C23  120.14  3.000
 8R4  C25  C24  C23  120.21  3.000
 8R4  H21  C25  C24  119.37  3.000
 8R4  H21  C25  C20  119.89  3.000
 8R4  C24  C25  C20  120.73  3.000
 8R4  O2   C7   O1   126.85  3.000
 8R4  O1   C7   C3   116.10  3.000
 8R4  O2   C7   C3   117.01  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
 8R4  CONST_01  C13  C6   C5   C4   180.00   0.0  0
 8R4  CONST_02  C1   C6   C5   C4     0.00   0.0  0
 8R4  CONST_03  C1   C2   C3   C4     0.00   0.0  0
 8R4  CONST_04  N1   C15  O3   C14  180.00   0.0  0
 8R4  CONST_05  C16  C15  O3   C14    0.00   0.0  0
 8R4  CONST_06  C15  C16  C13  C14    0.00   0.0  0
 8R4  CONST_07  C17  C16  C13  C14  180.00   0.0  0
 8R4  CONST_11  C2   C1   C6   C5     0.00   0.0  0
 8R4  CONST_12  C2   C3   C4   C5     0.00   0.0  0
 8R4  CONST_13  O3   C14  C13  C6   180.00   0.0  0
 8R4  CONST_14  C15  C16  C13  C6   180.00   0.0  0
 8R4  CONST_15  C17  C16  C13  C6     0.00   0.0  0
 8R4  CONST_16  C3   C2   C1   C6     0.00   0.0  0
 8R4  CONST_17  C3   C4   C5   C6     0.00   0.0  0
 8R4  CONST_18  C15  O3   C14  C13    0.00   0.0  0
 8R4  CONST_19  O3   C15  C16  C13    0.00   0.0  0
 8R4  CONST_20  N1   C15  C16  C13  180.00   0.0  0
 8R4  CONST_21  C18  C17  C16  C13  180.00   0.0  0
 8R4  CONST_22  C2   C1   C6   C13  180.00   0.0  0
 8R4  CONST_23  C17  C16  C15  N1     0.00   0.0  0
 8R4  CONST_24  C17  C18  C19  N1     0.00   0.0  0
 8R4  CONST_25  C20  C18  C19  N1   180.00   0.0  0
 8R4  CONST_27  C19  N1   C15  O3   180.00   0.0  0
 8R4  CONST_28  C17  C16  C15  O3   180.00   0.0  0
 8R4  CONST_29  C16  C13  C14  O3     0.00   0.0  0
 8R4  CONST_30  C18  C19  N1   C15    0.00   0.0  0
 8R4  CONST_31  C18  C17  C16  C15    0.00   0.0  0
 8R4  CONST_32  C19  N1   C15  C16    0.00   0.0  0
 8R4  CONST_33  C19  C18  C17  C16    0.00   0.0  0
 8R4  CONST_34  C20  C18  C17  C16  180.00   0.0  0
 8R4  CONST_37  C24  C25  C20  C18  180.00   0.0  0
 8R4  CONST_38  C22  C21  C20  C18  180.00   0.0  0
 8R4  CONST_41  C23  C24  C25  C20    0.00   0.0  0
 8R4  CONST_42  C23  C22  C21  C20    0.00   0.0  0
 8R4  CONST_43  C24  C25  C20  C21    0.00   0.0  0
 8R4  CONST_44  C24  C23  C22  C21    0.00   0.0  0
 8R4  CONST_45  C25  C20  C21  C22    0.00   0.0  0
 8R4  CONST_46  C25  C24  C23  C22    0.00   0.0  0
 8R4  CONST_47  C8   C4   C5   C6   180.00   0.0  0
 8R4  CONST_48  C2   C3   C4   C8   180.00   0.0  0
 8R4  CONST_49  C7   C3   C4   C5   180.00   0.0  0
 8R4  CONST_50  C1   C2   C3   C7   180.00   0.0  0
 8R4  CONST_51  C8   C4   C3   C7     0.00   0.0  0
 8R4  CONST_52  H2   C2   C3   C4   180.00   0.0  0
 8R4  CONST_53  H1   C1   C6   C5   180.00   0.0  0
 8R4  CONST_54  H14  C14  C13  C6     0.00   0.0  0
 8R4  CONST_55  H3   C5   C4   C8     0.00   0.0  0
 8R4  CONST_56  H15  C17  C16  C13    0.00   0.0  0
 8R4  CONST_57  H16  C19  N1   C15  180.00   0.0  0
 8R4  CONST_58  H21  C25  C20  C18    0.00   0.0  0
 8R4  CONST_59  H17  C21  C20  C18    0.00   0.0  0
 8R4  CONST_60  H20  C24  C25  C20  180.00   0.0  0
 8R4  CONST_61  H18  C22  C21  C20  180.00   0.0  0
 8R4  CONST_62  H19  C23  C22  C21  180.00   0.0  0
 8R4  Var_01    C8   C9   C10  C11   -9.90  30.0  1
 8R4  Var_02    C10  C11  C12  C8    38.02  30.0  1
 8R4  Var_03    C12  C11  C10  C9   -17.37  30.0  1
 8R4  Var_04    O2   C7   C3   C4   -43.74  30.0  2

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
 8R4  chir_01  C8  C12  C4  C9  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
 8R4  plan-1  C4   0.020
 8R4  plan-1  C5   0.020
 8R4  plan-1  C6   0.020
 8R4  plan-1  C8   0.020
 8R4  plan-1  C13  0.020
 8R4  plan-1  C3   0.020
 8R4  plan-1  C1   0.020
 8R4  plan-1  C2   0.020
 8R4  plan-1  H3   0.020
 8R4  plan-1  H1   0.020
 8R4  plan-1  H2   0.020
 8R4  plan-1  C7   0.020
 8R4  plan-2  C18  0.020
 8R4  plan-2  C20  0.020
 8R4  plan-2  C21  0.020
 8R4  plan-2  C22  0.020
 8R4  plan-2  C23  0.020
 8R4  plan-2  C24  0.020
 8R4  plan-2  C25  0.020
 8R4  plan-2  H17  0.020
 8R4  plan-2  H18  0.020
 8R4  plan-2  H19  0.020
 8R4  plan-2  H20  0.020
 8R4  plan-2  H21  0.020
 8R4  plan-3  C14  0.020
 8R4  plan-3  C6   0.020
 8R4  plan-3  C13  0.020
 8R4  plan-3  N1   0.020
 8R4  plan-3  O3   0.020
 8R4  plan-3  C15  0.020
 8R4  plan-3  C16  0.020
 8R4  plan-3  C17  0.020
 8R4  plan-3  C18  0.020
 8R4  plan-3  C19  0.020
 8R4  plan-3  C20  0.020
 8R4  plan-3  H14  0.020
 8R4  plan-3  H15  0.020
 8R4  plan-3  H16  0.020
 8R4  plan-4  C3   0.020
 8R4  plan-4  O1   0.020
 8R4  plan-4  O2   0.020
 8R4  plan-4  C7   0.020

