# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 01:45:08 2021
#   Inital geometry file: a 151 line input string
#   Ligand name: 2-[2-[[3-[(3~{S})-3-azanyl-2,3-dihydro-1-benzofuran-5-yl]-5-(2-cyanopropan-2-yl)phenyl]methoxy]phenyl]ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(C#N)c1cc(COc2ccccc2CC(O)=O)cc(c1)c3ccc4OC[C@@H](N)c4c3
#
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
 NW5  NW5  '2-[2-[[3-[(3~{S})-3-azanyl-2,3-dihydro-1-benzofuran-5-yl]-5-(2-cyanopropan-2-yl)phenyl]methoxy]phenyl]ethanoic acid'  ligand  59  33  .  2022-03-23  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_NW5
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
 NW5  C1   C  CR6   0   0.136  32.8334   6.9464  -4.3153
 NW5  C2   C  CR16  0  -0.380  33.5548   8.0303  -3.8210
 NW5  C3   C  CR6   0   0.233  34.9102   8.1824  -4.0900
 NW5  C11  C  CR16  0  -0.271  36.4471   0.4393  -7.7888
 NW5  C12  C  CR16  0  -0.291  35.5717   0.3811  -6.7094
 NW5  C13  C  CR6   0   0.039  35.1578   1.5274  -6.0508
 NW5  C14  C  CH2   0  -0.678  34.2019   1.4578  -4.9007
 NW5  C15  C  C     0   0.564  32.8209   1.9436  -5.2640
 NW5  C18  C  CR6   0   0.062  31.3950   6.7982  -4.0201
 NW5  C19  C  CR16  0  -0.363  30.5380   7.9036  -4.0445
 NW5  C20  C  CR56  0   0.010  29.1938   7.7260  -3.7946
 NW5  C21  C  CR56  0   0.401  28.6939   6.4672  -3.4954
 NW5  C22  C  CR16  0  -0.343  29.5162   5.3538  -3.4391
 NW5  C23  C  CR16  0  -0.305  30.8656   5.5431  -3.7069
 NW5  C24  C  CR15  0  -0.200  28.0709   8.7213  -3.6868
 NW5  C25  C  CH2   0  -0.195  26.8636   7.7557  -3.6507
 NW5  C28  C  CR16  0  -0.376  33.4976   6.0040  -5.0981
 NW5  C29  C  CT    0  -0.293  35.6642   9.3590  -3.4727
 NW5  C30  C  CSP   0   0.156  34.9095  10.5838  -3.7693
 NW5  C4   C  CR16  0  -0.402  35.5537   7.2227  -4.8617
 NW5  C5   C  CR6   0   0.139  34.8525   6.1339  -5.3679
 NW5  C6   C  CH2   0  -0.247  35.5522   5.1347  -6.2426
 NW5  O7   O  O2    0  -0.469  35.2046   3.8379  -5.7952
 NW5  C8   C  CR6   0   0.382  35.6434   2.7674  -6.4875
 NW5  C9   C  CR16  0  -0.381  36.5218   2.8381  -7.5635
 NW5  C10  C  CR16  0  -0.252  36.9168   1.6711  -8.2095
 NW5  O16  O  OH1   0  -0.598  32.0298   2.0045  -4.1935
 NW5  O17  O  O     0  -0.431  32.4482   2.2214  -6.3734
 NW5  O26  O  O     0  -0.487  27.3670   6.4622  -3.2681
 NW5  N27  N  NH2   0  -0.780  28.2704   9.5876  -2.5403
 NW5  N31  N  NS    0  -0.264  34.3254  11.5511  -3.9866
 NW5  C32  C  CH3   0  -0.613  35.7306   9.1888  -1.9443
 NW5  C33  C  CH3   0  -0.662  37.0802   9.5467  -4.0290
 NW5  H1   H  HCR6  0   0.259  33.0460   8.7559  -3.1958
 NW5  H2   H  HCR6  0   0.253  36.7527  -0.4685  -8.2913
 NW5  H3   H  HCR6  0   0.254  35.1979  -0.5788  -6.3732
 NW5  H4   H  HCH2  0   0.308  34.1025   0.4227  -4.5600
 NW5  H5   H  HCH2  0   0.299  34.5586   2.0195  -4.0335
 NW5  H6   H  HCR6  0   0.254  30.9188   8.8893  -4.2846
 NW5  H7   H  HCR6  0   0.265  29.1290   4.3754  -3.1866
 NW5  H8   H  HCR6  0   0.244  31.5327   4.6925  -3.6443
 NW5  H9   H  HCR5  0   0.268  28.0001   9.3562  -4.5725
 NW5  H10  H  HCH2  0   0.246  26.0959   8.0557  -2.9373
 NW5  H11  H  HCH2  0   0.241  26.4099   7.6655  -4.6410
 NW5  H12  H  HCR6  0   0.249  32.9425   5.1766  -5.5231
 NW5  H13  H  HCR6  0   0.264  36.6095   7.3098  -5.0818
 NW5  H14  H  HCH2  0   0.246  36.6357   5.2866  -6.1993
 NW5  H15  H  HCH2  0   0.248  35.2431   5.2685  -7.2862
 NW5  H16  H  HCR6  0   0.281  36.9090   3.7858  -7.9122
 NW5  H17  H  HCR6  0   0.259  37.5996   1.7384  -9.0463
 NW5  H18  H  HOH1  0   0.478  31.1292   2.2371  -4.4641
 NW5  H19  H  HNH2  0   0.353  27.4900  10.2274  -2.4541
 NW5  H20  H  HNH2  0   0.345  28.2895   9.0425  -1.6864
 NW5  H22  H  HCH3  0   0.254  36.2333  10.0376  -1.4813
 NW5  H23  H  HCH3  0   0.253  34.7386   9.0918  -1.5062
 NW5  H24  H  HCH3  0   0.255  36.2954   8.2856  -1.7150
 NW5  H25  H  HCH3  0   0.268  37.5339  10.4391  -3.6001
 NW5  H26  H  HCH3  0   0.257  37.7044   8.6969  -3.7552
 NW5  H27  H  HCH3  0   0.259  37.0839   9.6483  -5.1136

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
 NW5  C10  C11  aromatic  1.384  0.020  1.384
 NW5  C10  C9   aromatic  1.391  0.020  1.391
 NW5  C11  C12  aromatic  1.391  0.020  1.391
 NW5  C9   C8   aromatic  1.391  0.020  1.391
 NW5  C12  C13  aromatic  1.385  0.020  1.385
 NW5  C8   C13  aromatic  1.401  0.020  1.401
 NW5  C8   O7   single    1.348  0.020  1.348
 NW5  C13  C14  single    1.497  0.020  1.497
 NW5  C6   O7   single    1.415  0.020  1.415
 NW5  C6   C5   single    1.501  0.020  1.501
 NW5  O17  C15  double    1.203  0.020  1.203
 NW5  C5   C28  aromatic  1.388  0.020  1.388
 NW5  C5   C4   aromatic  1.390  0.020  1.390
 NW5  C28  C1   aromatic  1.394  0.020  1.394
 NW5  C15  C14  single    1.508  0.020  1.508
 NW5  C15  O16  single    1.332  0.020  1.332
 NW5  C4   C3   aromatic  1.389  0.020  1.389
 NW5  C1   C18  single    1.476  0.020  1.476
 NW5  C1   C2   aromatic  1.393  0.020  1.393
 NW5  C19  C18  aromatic  1.399  0.020  1.399
 NW5  C19  C20  aromatic  1.379  0.020  1.379
 NW5  C3   C2   aromatic  1.390  0.020  1.390
 NW5  C3   C29  single    1.528  0.020  1.528
 NW5  C18  C23  aromatic  1.398  0.020  1.398
 NW5  C33  C29  single    1.533  0.020  1.533
 NW5  C20  C24  single    1.504  0.020  1.504
 NW5  C20  C21  aromatic  1.387  0.020  1.387
 NW5  C23  C22  aromatic  1.389  0.020  1.389
 NW5  N31  C30  triple    1.151  0.020  1.151
 NW5  C24  C25  single    1.546  0.020  1.546
 NW5  C24  N27  single    1.451  0.020  1.451
 NW5  C25  O26  single    1.440  0.020  1.440
 NW5  C22  C21  aromatic  1.385  0.020  1.385
 NW5  C21  O26  single    1.346  0.020  1.346
 NW5  C30  C29  single    1.469  0.020  1.469
 NW5  C29  C32  single    1.539  0.020  1.539
 NW5  C2   H1   single    0.930  0.020  1.080
 NW5  C11  H2   single    0.930  0.020  1.080
 NW5  C12  H3   single    0.930  0.020  1.080
 NW5  C14  H4   single    0.970  0.020  1.090
 NW5  C14  H5   single    0.970  0.020  1.090
 NW5  C19  H6   single    0.930  0.020  1.080
 NW5  C22  H7   single    0.930  0.020  1.080
 NW5  C23  H8   single    0.930  0.020  1.080
 NW5  C24  H9   single    0.970  0.020  1.090
 NW5  C25  H10  single    0.970  0.020  1.090
 NW5  C25  H11  single    0.970  0.020  1.090
 NW5  C28  H12  single    0.930  0.020  1.080
 NW5  C4   H13  single    0.930  0.020  1.080
 NW5  C6   H14  single    0.970  0.020  1.090
 NW5  C6   H15  single    0.970  0.020  1.090
 NW5  C9   H16  single    0.930  0.020  1.080
 NW5  C10  H17  single    0.930  0.020  1.080
 NW5  O16  H18  single    0.850  0.020  0.980
 NW5  N27  H19  single    0.890  0.020  1.040
 NW5  N27  H20  single    0.890  0.020  1.040
 NW5  C32  H22  single    0.970  0.020  1.090
 NW5  C32  H23  single    0.970  0.020  1.090
 NW5  C32  H24  single    0.970  0.020  1.090
 NW5  C33  H25  single    0.970  0.020  1.090
 NW5  C33  H26  single    0.970  0.020  1.090
 NW5  C33  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
 NW5  C28  C1   C18  120.60  3.000
 NW5  C18  C1   C2   120.80  3.000
 NW5  C28  C1   C2   118.60  3.000
 NW5  H1   C2   C3   119.72  3.000
 NW5  H1   C2   C1   118.83  3.000
 NW5  C3   C2   C1   121.44  3.000
 NW5  C4   C3   C29  121.86  3.000
 NW5  C29  C3   C2   119.16  3.000
 NW5  C4   C3   C2   118.91  3.000
 NW5  H2   C11  C10  120.66  3.000
 NW5  H2   C11  C12  120.21  3.000
 NW5  C10  C11  C12  119.13  3.000
 NW5  H3   C12  C13  118.85  3.000
 NW5  H3   C12  C11  119.66  3.000
 NW5  C13  C12  C11  121.49  3.000
 NW5  C8   C13  C14  120.12  3.000
 NW5  C14  C13  C12  121.16  3.000
 NW5  C8   C13  C12  118.72  3.000
 NW5  H5   C14  H4   105.59  3.000
 NW5  H5   C14  C15  108.92  3.000
 NW5  H4   C14  C15  107.25  3.000
 NW5  H5   C14  C13  112.16  3.000
 NW5  H4   C14  C13  109.95  3.000
 NW5  C15  C14  C13  112.62  3.000
 NW5  O17  C15  O16  123.12  3.000
 NW5  O16  C15  C14  111.40  3.000
 NW5  O17  C15  C14  125.46  3.000
 NW5  C23  C18  C19  118.78  3.000
 NW5  C23  C18  C1   120.27  3.000
 NW5  C19  C18  C1   120.94  3.000
 NW5  H6   C19  C20  119.99  3.000
 NW5  H6   C19  C18  120.49  3.000
 NW5  C20  C19  C18  119.49  3.000
 NW5  C24  C20  C21  108.42  3.000
 NW5  C21  C20  C19  120.49  3.000
 NW5  C24  C20  C19  130.96  3.000
 NW5  O26  C21  C22  125.11  3.000
 NW5  O26  C21  C20  113.27  3.000
 NW5  C22  C21  C20  121.61  3.000
 NW5  H7   C22  C23  121.06  3.000
 NW5  H7   C22  C21  121.59  3.000
 NW5  C23  C22  C21  117.35  3.000
 NW5  H8   C23  C22  118.71  3.000
 NW5  H8   C23  C18  119.02  3.000
 NW5  C22  C23  C18  122.25  3.000
 NW5  H9   C24  N27  107.62  3.000
 NW5  H9   C24  C25  109.35  3.000
 NW5  N27  C24  C25  117.50  3.000
 NW5  H9   C24  C20  112.02  3.000
 NW5  N27  C24  C20  110.43  3.000
 NW5  C25  C24  C20   99.87  3.000
 NW5  H11  C25  H10  108.86  3.000
 NW5  H11  C25  O26  108.16  3.000
 NW5  H10  C25  O26  108.64  3.000
 NW5  H11  C25  C24  110.76  3.000
 NW5  H10  C25  C24  113.16  3.000
 NW5  O26  C25  C24  107.11  3.000
 NW5  H12  C28  C5   119.71  3.000
 NW5  H12  C28  C1   119.51  3.000
 NW5  C5   C28  C1   120.75  3.000
 NW5  C33  C29  C32  109.51  3.000
 NW5  C32  C29  C30  108.35  3.000
 NW5  C33  C29  C30  107.42  3.000
 NW5  C32  C29  C3   109.72  3.000
 NW5  C30  C29  C3   107.88  3.000
 NW5  C33  C29  C3   113.80  3.000
 NW5  N31  C30  C29  180.00  3.000
 NW5  H13  C4   C5   118.75  3.000
 NW5  H13  C4   C3   120.62  3.000
 NW5  C5   C4   C3   120.63  3.000
 NW5  C6   C5   C4   119.89  3.000
 NW5  C4   C5   C28  119.66  3.000
 NW5  C6   C5   C28  120.41  3.000
 NW5  H15  C6   H14  107.44  3.000
 NW5  H15  C6   O7   110.09  3.000
 NW5  H14  C6   O7   110.96  3.000
 NW5  H15  C6   C5   110.00  3.000
 NW5  H14  C6   C5   110.23  3.000
 NW5  O7   C6   C5   108.13  3.000
 NW5  C8   O7   C6   119.03  3.000
 NW5  C9   C8   O7   124.22  3.000
 NW5  O7   C8   C13  115.45  3.000
 NW5  C9   C8   C13  120.33  3.000
 NW5  H16  C9   C10  118.93  3.000
 NW5  H16  C9   C8   121.35  3.000
 NW5  C10  C9   C8   119.73  3.000
 NW5  H17  C10  C9   119.08  3.000
 NW5  H17  C10  C11  120.31  3.000
 NW5  C9   C10  C11  120.61  3.000
 NW5  H18  O16  C15  109.78  3.000
 NW5  C25  O26  C21  107.24  3.000
 NW5  H20  N27  H19  106.42  3.000
 NW5  H20  N27  C24  110.33  3.000
 NW5  H19  N27  C24  109.79  3.000
 NW5  H24  C32  H23  108.28  3.000
 NW5  H24  C32  H22  108.49  3.000
 NW5  H23  C32  H22  108.58  3.000
 NW5  H24  C32  C29  108.84  3.000
 NW5  H23  C32  C29  111.72  3.000
 NW5  H22  C32  C29  110.84  3.000
 NW5  H27  C33  H26  108.73  3.000
 NW5  H27  C33  H25  108.31  3.000
 NW5  H26  C33  H25  107.54  3.000
 NW5  H27  C33  C29  112.08  3.000
 NW5  H26  C33  C29  110.04  3.000
 NW5  H25  C33  C29  110.01  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
 NW5  CONST_01  C4   C5   C28  C1      0.00   0.0  0
 NW5  CONST_02  C20  C19  C18  C1    180.00   0.0  0
 NW5  CONST_03  C22  C23  C18  C1    180.00   0.0  0
 NW5  CONST_04  C4   C3   C2   C1      0.00   0.0  0
 NW5  CONST_05  C5   C28  C1   C2      0.00   0.0  0
 NW5  CONST_08  C5   C4   C3   C2      0.00   0.0  0
 NW5  CONST_09  C28  C5   C4   C3      0.00   0.0  0
 NW5  CONST_10  C28  C1   C2   C3      0.00   0.0  0
 NW5  CONST_11  C18  C1   C2   C3    180.00   0.0  0
 NW5  CONST_12  C8   C9   C10  C11     0.00   0.0  0
 NW5  CONST_13  C8   C13  C12  C11     0.00   0.0  0
 NW5  CONST_14  C9   C10  C11  C12     0.00   0.0  0
 NW5  CONST_15  C9   C8   C13  C12     0.00   0.0  0
 NW5  CONST_16  C10  C11  C12  C13     0.00   0.0  0
 NW5  CONST_17  C10  C9   C8   C13     0.00   0.0  0
 NW5  CONST_18  C5   C28  C1   C18   180.00   0.0  0
 NW5  CONST_19  C21  C20  C19  C18     0.00   0.0  0
 NW5  CONST_20  C21  C22  C23  C18     0.00   0.0  0
 NW5  CONST_22  C22  C23  C18  C19     0.00   0.0  0
 NW5  CONST_23  C22  C21  C20  C19     0.00   0.0  0
 NW5  CONST_24  C23  C18  C19  C20     0.00   0.0  0
 NW5  CONST_25  C23  C22  C21  C20     0.00   0.0  0
 NW5  CONST_27  C6   C5   C28  C1    180.00   0.0  0
 NW5  CONST_28  C29  C3   C2   C1    180.00   0.0  0
 NW5  CONST_29  C6   C5   C4   C3    180.00   0.0  0
 NW5  CONST_30  C14  C13  C12  C11   180.00   0.0  0
 NW5  CONST_31  O7   C8   C13  C12   180.00   0.0  0
 NW5  CONST_32  C9   C8   C13  C14   180.00   0.0  0
 NW5  CONST_33  C5   C4   C3   C29   180.00   0.0  0
 NW5  CONST_34  C10  C9   C8   O7    180.00   0.0  0
 NW5  CONST_35  H6   C19  C18  C1      0.00   0.0  0
 NW5  CONST_36  H8   C23  C18  C1      0.00   0.0  0
 NW5  CONST_37  H12  C28  C1   C2    180.00   0.0  0
 NW5  CONST_38  H13  C4   C3   C2    180.00   0.0  0
 NW5  CONST_39  H16  C9   C10  C11   180.00   0.0  0
 NW5  CONST_40  H17  C10  C11  C12   180.00   0.0  0
 NW5  CONST_41  H2   C11  C12  C13   180.00   0.0  0
 NW5  CONST_42  H1   C2   C1   C18     0.00   0.0  0
 NW5  CONST_43  H7   C22  C23  C18   180.00   0.0  0
 NW5  CONST_44  H3   C12  C13  C8    180.00   0.0  0
 NW5  CONST_45  H18  O16  C15  C14   180.00   0.0  0
 NW5  Var_01    C24  C25  O26  C21   -19.01  30.0  1
 NW5  Var_02    C33  C29  C3   C2   -170.32  30.0  2
 NW5  Var_03    C15  C14  C13  C12  -106.67  30.0  2
 NW5  Var_04    O7   C6   C5   C28   -48.36  30.0  3
 NW5  Var_05    C9   C8   O7   C6      5.79  30.0  3
 NW5  Var_06    O17  C15  C14  C13     7.97  30.0  2
 NW5  Var_07    H25  C33  C29  C3    176.05  30.0  3
 NW5  Var_08    H22  C32  C29  C3   -177.91  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
 NW5  chir_01  C24  C20  C25  N27  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
 NW5  plan-1  C1   0.020
 NW5  plan-1  C2   0.020
 NW5  plan-1  C3   0.020
 NW5  plan-1  C18  0.020
 NW5  plan-1  C28  0.020
 NW5  plan-1  C29  0.020
 NW5  plan-1  C4   0.020
 NW5  plan-1  C5   0.020
 NW5  plan-1  C6   0.020
 NW5  plan-1  H1   0.020
 NW5  plan-1  H12  0.020
 NW5  plan-1  H13  0.020
 NW5  plan-2  C11  0.020
 NW5  plan-2  C12  0.020
 NW5  plan-2  C13  0.020
 NW5  plan-2  C14  0.020
 NW5  plan-2  O7   0.020
 NW5  plan-2  C8   0.020
 NW5  plan-2  C9   0.020
 NW5  plan-2  C10  0.020
 NW5  plan-2  H2   0.020
 NW5  plan-2  H3   0.020
 NW5  plan-2  H16  0.020
 NW5  plan-2  H17  0.020
 NW5  plan-3  C1   0.020
 NW5  plan-3  C18  0.020
 NW5  plan-3  C19  0.020
 NW5  plan-3  C20  0.020
 NW5  plan-3  C21  0.020
 NW5  plan-3  C22  0.020
 NW5  plan-3  C23  0.020
 NW5  plan-3  C24  0.020
 NW5  plan-3  O26  0.020
 NW5  plan-3  H6   0.020
 NW5  plan-3  H7   0.020
 NW5  plan-3  H8   0.020
 NW5  plan-4  C14  0.020
 NW5  plan-4  C15  0.020
 NW5  plan-4  O16  0.020
 NW5  plan-4  O17  0.020
 NW5  plan-4  H18  0.020

