# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 14:49:51 2022
#   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  58  33  .  2022-03-23  2022-03-23
;
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   0.134  32.8103   6.8697  -4.3287
 NW5  C2   C  CR16   0  -0.380  33.5213   7.9448  -3.7982
 NW5  C3   C  CR6    0   0.231  34.8764   8.1174  -4.0520
 NW5  C11  C  CR16   0  -0.268  36.1216   0.4640  -8.0168
 NW5  C12  C  CR16   0  -0.312  35.4744   0.4032  -6.7852
 NW5  C13  C  CR6    0   0.066  35.2337   1.5375  -6.0247
 NW5  C14  C  CH2    0  -0.658  34.5407   1.4710  -4.7006
 NW5  C15  C  C      0   0.448  33.1500   2.1562  -4.6642
 NW5  C18  C  CR6    0   0.054  31.3619   6.7301  -4.0751
 NW5  C19  C  CR16   0  -0.365  30.5294   7.8546  -4.1063
 NW5  C20  C  CR56   0   0.011  29.1738   7.7044  -3.9059
 NW5  C21  C  CR56   0   0.402  28.6372   6.4518  -3.6493
 NW5  C22  C  CR16   0  -0.349  29.4335   5.3200  -3.5916
 NW5  C23  C  CR16   0  -0.326  30.7968   5.4786  -3.8105
 NW5  C24  C  CR15   0  -0.200  28.0708   8.7230  -3.8142
 NW5  C25  C  CH2    0  -0.193  26.8418   7.7840  -3.8351
 NW5  C28  C  CR16   0  -0.373  33.4913   5.9507  -5.1235
 NW5  C29  C  CT     0  -0.288  35.6153   9.2853  -3.4014
 NW5  C30  C  CSP    0   0.152  34.8389  10.5067  -3.6526
 NW5  C4   C  CR16   0  -0.404  35.5325   7.1900  -4.8530
 NW5  C5   C  CR6    0   0.150  34.8447   6.1095  -5.3927
 NW5  C6   C  CH2    0  -0.258  35.5437   5.1420  -6.3043
 NW5  O7   O  O2     0  -0.466  35.4123   3.8461  -5.7529
 NW5  C8   C  CR6    0   0.359  35.6683   2.7720  -6.5321
 NW5  C9   C  CR16   0  -0.378  36.3252   2.8476  -7.7548
 NW5  C10  C  CR16   0  -0.261  36.5474   1.6898  -8.4954
 NW5  O16  O  OC    -1  -0.614  32.7491   2.4939  -3.5308
 NW5  O17  O  O      0  -0.597  32.5433   2.2815  -5.7429
 NW5  O26  O  O      0  -0.484  27.3030   6.4727  -3.4654
 NW5  N27  N  NH2    0  -0.779  28.2521   9.5616  -2.6437
 NW5  N31  N  NS     0  -0.264  34.2412  11.4708  -3.8460
 NW5  C32  C  CH3    0  -0.614  35.7011   9.0682  -1.8801
 NW5  C33  C  CH3    0  -0.661  37.0220   9.5140  -3.9661
 NW5  H1   H  HCR6   0   0.258  33.0014   8.6525  -3.1614
 NW5  H2   H  HCR6   0   0.242  36.2910  -0.4396  -8.5878
 NW5  H3   H  HCR6   0   0.240  35.1412  -0.5557  -6.4043
 NW5  H4   H  HCH2   0   0.244  34.3991   0.4193  -4.4302
 NW5  H5   H  HCH2   0   0.228  35.1664   1.8986  -3.9133
 NW5  H6   H  HCR6   0   0.253  30.9402   8.8360  -4.3138
 NW5  H7   H  HCR6   0   0.259  29.0168   4.3441  -3.3787
 NW5  H8   H  HCR6   0   0.272  31.4330   4.6024  -3.7493
 NW5  H9   H  HCR5   0   0.264  28.0417   9.3766  -4.6886
 NW5  H10  H  HCH2   0   0.242  26.0617   8.0886  -3.1372
 NW5  H11  H  HCH2   0   0.237  26.4136   7.7258  -4.8394
 NW5  H12  H  HCR6   0   0.248  32.9528   5.1183  -5.5617
 NW5  H13  H  HCR6   0   0.261  36.5868   7.2963  -5.0719
 NW5  H14  H  HCH2   0   0.241  36.5981   5.4163  -6.4192
 NW5  H15  H  HCH2   0   0.239  35.0856   5.1788  -7.2994
 NW5  H16  H  HCR6   0   0.273  36.6767   3.7942  -8.1440
 NW5  H17  H  HCR6   0   0.248  37.0584   1.7602  -9.4472
 NW5  H19  H  HNH2   0   0.351  27.4861  10.2206  -2.5714
 NW5  H20  H  HNH2   0   0.345  28.2245   8.9983  -1.8016
 NW5  H22  H  HCH3   0   0.252  36.2086   9.9044  -1.3994
 NW5  H23  H  HCH3   0   0.253  34.7151   8.9558  -1.4323
 NW5  H24  H  HCH3   0   0.254  36.2717   8.1603  -1.6861
 NW5  H25  H  HCH3   0   0.266  37.4681  10.3963  -3.5092
 NW5  H26  H  HCH3   0   0.257  37.6607   8.6631  -3.7313
 NW5  H27  H  HCH3   0   0.257  37.0099   9.6544  -5.0462

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  1.383  0.020  1.383
 NW5  C10  C9   aromatic  1.392  0.020  1.392
 NW5  C11  C12  aromatic  1.393  0.020  1.393
 NW5  C9   C8   aromatic  1.390  0.020  1.390
 NW5  C12  C13  aromatic  1.387  0.020  1.387
 NW5  C8   C13  aromatic  1.404  0.020  1.404
 NW5  C8   O7   single    1.351  0.020  1.351
 NW5  C13  C14  single    1.496  0.020  1.496
 NW5  C6   O7   single    1.414  0.020  1.414
 NW5  C6   C5   single    1.502  0.020  1.502
 NW5  O17  C15  deloc     1.244  0.020  1.244
 NW5  C5   C28  aromatic  1.389  0.020  1.389
 NW5  C5   C4   aromatic  1.390  0.020  1.390
 NW5  C28  C1   aromatic  1.393  0.020  1.393
 NW5  C15  C14  single    1.551  0.020  1.551
 NW5  C15  O16  deloc     1.249  0.020  1.249
 NW5  C4   C3   aromatic  1.390  0.020  1.390
 NW5  C1   C18  single    1.477  0.020  1.477
 NW5  C1   C2   aromatic  1.394  0.020  1.394
 NW5  C19  C18  aromatic  1.399  0.020  1.399
 NW5  C19  C20  aromatic  1.379  0.020  1.379
 NW5  C3   C2   aromatic  1.389  0.020  1.389
 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  1.390  0.020  1.390
 NW5  N31  C30  triple    1.151  0.020  1.151
 NW5  C24  C25  single    1.547  0.020  1.547
 NW5  C24  N27  single    1.451  0.020  1.451
 NW5  C25  O26  single    1.438  0.020  1.438
 NW5  C22  C21  aromatic  1.385  0.020  1.385
 NW5  C21  O26  single    1.347  0.020  1.347
 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  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  121.00  3.000
 NW5  C18  C1   C2   120.52  3.000
 NW5  C28  C1   C2   118.47  3.000
 NW5  H1   C2   C3   119.59  3.000
 NW5  H1   C2   C1   118.82  3.000
 NW5  C3   C2   C1   121.58  3.000
 NW5  C4   C3   C29  121.82  3.000
 NW5  C29  C3   C2   119.27  3.000
 NW5  C4   C3   C2   118.87  3.000
 NW5  H2   C11  C10  120.61  3.000
 NW5  H2   C11  C12  120.20  3.000
 NW5  C10  C11  C12  119.19  3.000
 NW5  H3   C12  C13  118.52  3.000
 NW5  H3   C12  C11  119.47  3.000
 NW5  C13  C12  C11  122.00  3.000
 NW5  C8   C13  C14  120.17  3.000
 NW5  C14  C13  C12  121.97  3.000
 NW5  C8   C13  C12  117.87  3.000
 NW5  H5   C14  H4   105.78  3.000
 NW5  H5   C14  C15  108.88  3.000
 NW5  H4   C14  C15  107.62  3.000
 NW5  H5   C14  C13  110.79  3.000
 NW5  H4   C14  C13  108.73  3.000
 NW5  C15  C14  C13  114.62  3.000
 NW5  O17  C15  O16  127.10  3.000
 NW5  O16  C15  C14  115.38  3.000
 NW5  O17  C15  C14  117.49  3.000
 NW5  C23  C18  C19  118.87  3.000
 NW5  C23  C18  C1   120.89  3.000
 NW5  C19  C18  C1   120.24  3.000
 NW5  H6   C19  C20  119.94  3.000
 NW5  H6   C19  C18  120.42  3.000
 NW5  C20  C19  C18  119.62  3.000
 NW5  C24  C20  C21  108.46  3.000
 NW5  C21  C20  C19  120.39  3.000
 NW5  C24  C20  C19  131.01  3.000
 NW5  O26  C21  C22  125.20  3.000
 NW5  O26  C21  C20  113.24  3.000
 NW5  C22  C21  C20  121.55  3.000
 NW5  H7   C22  C23  120.77  3.000
 NW5  H7   C22  C21  121.58  3.000
 NW5  C23  C22  C21  117.65  3.000
 NW5  H8   C23  C22  118.31  3.000
 NW5  H8   C23  C18  119.78  3.000
 NW5  C22  C23  C18  121.89  3.000
 NW5  H9   C24  N27  107.65  3.000
 NW5  H9   C24  C25  109.36  3.000
 NW5  N27  C24  C25  117.45  3.000
 NW5  H9   C24  C20  112.09  3.000
 NW5  N27  C24  C20  110.41  3.000
 NW5  C25  C24  C20   99.83  3.000
 NW5  H11  C25  H10  108.82  3.000
 NW5  H11  C25  O26  108.25  3.000
 NW5  H10  C25  O26  108.64  3.000
 NW5  H11  C25  C24  110.85  3.000
 NW5  H10  C25  C24  112.97  3.000
 NW5  O26  C25  C24  107.17  3.000
 NW5  H12  C28  C5   119.57  3.000
 NW5  H12  C28  C1   119.64  3.000
 NW5  C5   C28  C1   120.77  3.000
 NW5  C33  C29  C32  109.51  3.000
 NW5  C32  C29  C30  108.41  3.000
 NW5  C33  C29  C30  107.34  3.000
 NW5  C32  C29  C3   109.88  3.000
 NW5  C30  C29  C3   107.89  3.000
 NW5  C33  C29  C3   113.64  3.000
 NW5  N31  C30  C29  180.00  3.000
 NW5  H13  C4   C5   118.68  3.000
 NW5  H13  C4   C3   120.73  3.000
 NW5  C5   C4   C3   120.59  3.000
 NW5  C6   C5   C4   120.41  3.000
 NW5  C4   C5   C28  119.72  3.000
 NW5  C6   C5   C28  119.83  3.000
 NW5  H15  C6   H14  107.38  3.000
 NW5  H15  C6   O7   110.23  3.000
 NW5  H14  C6   O7   111.08  3.000
 NW5  H15  C6   C5   109.56  3.000
 NW5  H14  C6   C5   110.51  3.000
 NW5  O7   C6   C5   108.08  3.000
 NW5  C8   O7   C6   119.06  3.000
 NW5  C9   C8   O7   123.60  3.000
 NW5  O7   C8   C13  115.59  3.000
 NW5  C9   C8   C13  120.81  3.000
 NW5  H16  C9   C10  118.96  3.000
 NW5  H16  C9   C8   121.16  3.000
 NW5  C10  C9   C8   119.87  3.000
 NW5  H17  C10  C9   119.27  3.000
 NW5  H17  C10  C11  120.47  3.000
 NW5  C9   C10  C11  120.25  3.000
 NW5  C25  O26  C21  107.26  3.000
 NW5  H20  N27  H19  106.36  3.000
 NW5  H20  N27  C24  110.22  3.000
 NW5  H19  N27  C24  109.81  3.000
 NW5  H24  C32  H23  108.36  3.000
 NW5  H24  C32  H22  108.47  3.000
 NW5  H23  C32  H22  108.63  3.000
 NW5  H24  C32  C29  108.83  3.000
 NW5  H23  C32  C29  111.75  3.000
 NW5  H22  C32  C29  110.71  3.000
 NW5  H27  C33  H26  108.71  3.000
 NW5  H27  C33  H25  108.43  3.000
 NW5  H26  C33  H25  107.58  3.000
 NW5  H27  C33  C29  111.99  3.000
 NW5  H26  C33  C29  110.01  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  Var_01    C24  C25  O26  C21   -18.88  30.0  1
 NW5  Var_02    C33  C29  C3   C2   -169.11  30.0  2
 NW5  Var_03    C15  C14  C13  C12  -113.65  30.0  2
 NW5  Var_04    O7   C6   C5   C28   -58.96  30.0  2
 NW5  Var_05    C9   C8   O7   C6     14.29  30.0  1
 NW5  Var_06    O17  C15  C14  C13    23.72  30.0  2
 NW5  Var_07    H25  C33  C29  C3    176.30  30.0  3
 NW5  Var_08    H22  C32  C29  C3   -178.85  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

