# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 12:38:11 2022
#   Inital geometry file: a 152 line input string
#   Ligand name: 2-[2-[3-[(3~{S})-3-azanyl-2,3-dihydro-1-benzofuran-5-yl]-5-propan-2-yl-phenyl]ethoxy]-3-methoxy-benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cccc(C(O)=O)c1OCCc2cc(cc(c2)c3ccc4OC[C@@H](N)c4c3)C(C)C
#
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
 NW2  NW2  '2-[2-[3-[(3~{S})-3-azanyl-2,3-dihydro-1-benzofuran-5-yl]-5-propan-2-yl-phenyl]ethoxy]-3-methoxy-benzoic acid'  ligand  61  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 PERFECT
;

data_comp_NW2
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
 NW2  C1   C  CR6    0   0.218  34.2600   8.6384  -4.3769
 NW2  C2   C  CR16   0  -0.410  32.8988   8.4460  -4.1666
 NW2  C3   C  CR6    0   0.138  32.1369   7.6495  -5.0216
 NW2  C11  C  CR56   0   0.012  28.5456   8.2966  -4.1117
 NW2  C12  C  CR56   0   0.398  27.9886   7.0416  -4.3035
 NW2  C13  C  CR16   0  -0.346  28.7547   5.9672  -4.7250
 NW2  C14  C  CR16   0  -0.319  30.1073   6.1906  -4.9543
 NW2  C15  C  CR15   0  -0.200  27.4816   9.2128  -3.5721
 NW2  C16  C  CH2    0  -0.192  26.2252   8.3521  -3.8450
 NW2  C20  C  CH1    0  -0.327  35.0730   9.5055  -3.4429
 NW2  C21  C  CH3    0  -0.642  34.5935  10.9563  -3.4776
 NW2  C22  C  CH3    0  -0.643  35.0643   8.9579  -2.0159
 NW2  C23  C  CR6    0   0.245  35.4584   3.2217  -6.1672
 NW2  C24  C  CR6    0  -0.099  34.4937   2.4454  -5.5430
 NW2  C25  C  CR16   0  -0.326  34.7067   1.0715  -5.4133
 NW2  C26  C  CR16   0  -0.246  35.8454   0.4886  -5.9377
 NW2  C27  C  CR16   0  -0.402  36.8158   1.2628  -6.5660
 NW2  C28  C  CR6    0   0.321  36.6297   2.6363  -6.6780
 NW2  C29  C  C      0   0.369  33.2341   3.0739  -4.9637
 NW2  C4   C  CR16   0  -0.397  32.7654   7.0466  -6.1106
 NW2  C5   C  CR6    0   0.191  34.1271   7.2103  -6.3374
 NW2  C6   C  CR16   0  -0.426  34.8594   8.0073  -5.4629
 NW2  C7   C  CH2    0  -0.552  34.7967   6.5460  -7.5114
 NW2  C8   C  CH2    0  -0.161  34.7311   5.0310  -7.4772
 NW2  C9   C  CR6    0   0.054  30.6944   7.4478  -4.7718
 NW2  C10  C  CR16   0  -0.370  29.8912   8.5057  -4.3305
 NW2  O17  O  O      0  -0.485  26.6693   6.9967  -4.0322
 NW2  O19  O  O2     0  -0.488  35.3085   4.5749  -6.2585
 NW2  O30  O  OC    -1  -0.583  33.1866   3.1497  -3.7256
 NW2  O31  O  O      0  -0.582  32.3674   3.4215  -5.7893
 NW2  O32  O  O2     0  -0.463  37.5125   3.4830  -7.2437
 NW2  C33  C  CH3    0  -0.434  38.6941   2.9446  -7.7963
 NW2  H1   H  HCR6   0   0.242  32.4208   8.9050  -3.3082
 NW2  H2   H  HCR6   0   0.259  28.3247   4.9833  -4.8610
 NW2  H3   H  HCR6   0   0.261  30.7237   5.3517  -5.2584
 NW2  H4   H  HCR5   0   0.263  27.4148  10.1421  -4.1418
 NW2  H5   H  HCH2   0   0.242  25.5102   8.3751  -3.0225
 NW2  H6   H  HCH2   0   0.236  25.7217   8.6771  -4.7594
 NW2  H7   H  HCH1   0   0.237  36.1076   9.4883  -3.7992
 NW2  H8   H  HCH3   0   0.228  35.2250  11.5863  -2.8491
 NW2  H9   H  HCH3   0   0.229  34.6208  11.3576  -4.4912
 NW2  H10  H  HCH3   0   0.220  33.5693  11.0449  -3.1106
 NW2  H11  H  HCH3   0   0.228  35.6930   9.5692  -1.3666
 NW2  H12  H  HCH3   0   0.220  34.0568   8.9588  -1.5964
 NW2  H13  H  HCH3   0   0.230  35.4402   7.9347  -1.9804
 NW2  H14  H  HCR6   0   0.242  33.9669   0.4572  -4.9146
 NW2  H15  H  HCR6   0   0.247  35.9984  -0.5796  -5.8506
 NW2  H16  H  HCR6   0   0.273  37.7049   0.7846  -6.9544
 NW2  H17  H  HCR6   0   0.238  32.1797   6.4506  -6.8013
 NW2  H18  H  HCR6   0   0.237  35.9221   8.1437  -5.6348
 NW2  H19  H  HCH2   0   0.247  35.8396   6.8655  -7.5705
 NW2  H20  H  HCH2   0   0.253  34.3220   6.8662  -8.4433
 NW2  H21  H  HCH2   0   0.222  33.6961   4.6873  -7.5444
 NW2  H22  H  HCH2   0   0.223  35.2731   4.6291  -8.3398
 NW2  H23  H  HCR6   0   0.251  30.3167   9.4913  -4.1814
 NW2  H28  H  HCH3   0   0.256  39.2502   3.7809  -8.2134
 NW2  H29  H  HCH3   0   0.225  39.3137   2.4537  -7.0409
 NW2  H30  H  HCH3   0   0.225  38.4840   2.2285  -8.5955
 NW2  N18  N  NH2    0  -0.780  27.7648   9.5648  -2.1926
 NW2  H24  H  HNH2   0   0.351  27.0240  10.1528  -1.8299
 NW2  H25  H  HNH2   0   0.345  27.7779   8.7321  -1.6151

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
 NW2  C33  O32  single    1.411  0.020  1.411
 NW2  C8   C7   single    1.517  0.020  1.517
 NW2  C8   O19  single    1.424  0.020  1.424
 NW2  C7   C5   single    1.506  0.020  1.506
 NW2  C27  C26  aromatic  1.391  0.020  1.391
 NW2  C27  C28  aromatic  1.391  0.020  1.391
 NW2  O32  C28  single    1.348  0.020  1.348
 NW2  C26  C25  aromatic  1.382  0.020  1.382
 NW2  C28  C23  aromatic  1.405  0.020  1.405
 NW2  O31  C29  deloc     1.246  0.020  1.246
 NW2  C25  C24  aromatic  1.396  0.020  1.396
 NW2  C23  O19  single    1.365  0.020  1.365
 NW2  C23  C24  aromatic  1.387  0.020  1.387
 NW2  C5   C4   aromatic  1.390  0.020  1.390
 NW2  C5   C6   aromatic  1.391  0.020  1.391
 NW2  C24  C29  single    1.522  0.020  1.522
 NW2  C4   C3   aromatic  1.394  0.020  1.394
 NW2  C29  O30  deloc     1.241  0.020  1.241
 NW2  C6   C1   aromatic  1.392  0.020  1.392
 NW2  C3   C9   single    1.478  0.020  1.478
 NW2  C3   C2   aromatic  1.395  0.020  1.395
 NW2  C9   C10  aromatic  1.400  0.020  1.400
 NW2  C9   C14  aromatic  1.399  0.020  1.399
 NW2  C10  C11  aromatic  1.379  0.020  1.379
 NW2  C14  C13  aromatic  1.390  0.020  1.390
 NW2  C1   C2   aromatic  1.391  0.020  1.391
 NW2  C1   C20  single    1.512  0.020  1.512
 NW2  C11  C12  aromatic  1.386  0.020  1.386
 NW2  C11  C15  single    1.504  0.020  1.504
 NW2  C13  C12  aromatic  1.385  0.020  1.385
 NW2  C12  O17  single    1.348  0.020  1.348
 NW2  C15  C16  single    1.547  0.020  1.547
 NW2  C15  N18  single    1.452  0.020  1.452
 NW2  C16  O17  single    1.439  0.020  1.439
 NW2  C21  C20  single    1.528  0.020  1.528
 NW2  C20  C22  single    1.529  0.020  1.529
 NW2  C2   H1   single    0.930  0.020  1.080
 NW2  C13  H2   single    0.930  0.020  1.080
 NW2  C14  H3   single    0.930  0.020  1.080
 NW2  C15  H4   single    0.970  0.020  1.090
 NW2  C16  H5   single    0.970  0.020  1.090
 NW2  C16  H6   single    0.970  0.020  1.090
 NW2  C20  H7   single    0.970  0.020  1.090
 NW2  C21  H8   single    0.970  0.020  1.090
 NW2  C21  H9   single    0.970  0.020  1.090
 NW2  C21  H10  single    0.970  0.020  1.090
 NW2  C22  H11  single    0.970  0.020  1.090
 NW2  C22  H12  single    0.970  0.020  1.090
 NW2  C22  H13  single    0.970  0.020  1.090
 NW2  C25  H14  single    0.930  0.020  1.080
 NW2  C26  H15  single    0.930  0.020  1.080
 NW2  C27  H16  single    0.930  0.020  1.080
 NW2  C4   H17  single    0.930  0.020  1.080
 NW2  C6   H18  single    0.930  0.020  1.080
 NW2  C7   H19  single    0.970  0.020  1.090
 NW2  C7   H20  single    0.970  0.020  1.090
 NW2  C8   H21  single    0.970  0.020  1.090
 NW2  C8   H22  single    0.970  0.020  1.090
 NW2  C10  H23  single    0.930  0.020  1.080
 NW2  N18  H24  single    0.890  0.020  1.040
 NW2  N18  H25  single    0.890  0.020  1.040
 NW2  C33  H28  single    0.970  0.020  1.090
 NW2  C33  H29  single    0.970  0.020  1.090
 NW2  C33  H30  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
 NW2  C6   C1   C20  120.70  3.000
 NW2  C20  C1   C2   120.82  3.000
 NW2  C6   C1   C2   118.48  3.000
 NW2  H1   C2   C3   119.08  3.000
 NW2  H1   C2   C1   119.51  3.000
 NW2  C3   C2   C1   121.40  3.000
 NW2  C9   C3   C4   120.86  3.000
 NW2  C9   C3   C2   120.50  3.000
 NW2  C4   C3   C2   118.64  3.000
 NW2  C10  C11  C15  130.89  3.000
 NW2  C15  C11  C12  108.47  3.000
 NW2  C10  C11  C12  120.48  3.000
 NW2  O17  C12  C13  125.22  3.000
 NW2  O17  C12  C11  113.31  3.000
 NW2  C13  C12  C11  121.47  3.000
 NW2  H2   C13  C14  120.79  3.000
 NW2  H2   C13  C12  121.58  3.000
 NW2  C14  C13  C12  117.62  3.000
 NW2  H3   C14  C9   119.53  3.000
 NW2  H3   C14  C13  118.37  3.000
 NW2  C9   C14  C13  122.08  3.000
 NW2  H4   C15  N18  107.54  3.000
 NW2  H4   C15  C16  109.37  3.000
 NW2  N18  C15  C16  117.45  3.000
 NW2  H4   C15  C11  111.99  3.000
 NW2  N18  C15  C11  110.53  3.000
 NW2  C16  C15  C11   99.92  3.000
 NW2  H6   C16  H5   108.83  3.000
 NW2  H6   C16  O17  108.27  3.000
 NW2  H5   C16  O17  108.69  3.000
 NW2  H6   C16  C15  110.87  3.000
 NW2  H5   C16  C15  112.82  3.000
 NW2  O17  C16  C15  107.24  3.000
 NW2  H7   C20  C22  107.68  3.000
 NW2  H7   C20  C21  107.70  3.000
 NW2  C22  C20  C21  111.07  3.000
 NW2  H7   C20  C1   107.35  3.000
 NW2  C22  C20  C1   111.61  3.000
 NW2  C21  C20  C1   111.21  3.000
 NW2  H10  C21  H9   107.83  3.000
 NW2  H10  C21  H8   107.61  3.000
 NW2  H9   C21  H8   107.97  3.000
 NW2  H10  C21  C20  111.33  3.000
 NW2  H9   C21  C20  111.25  3.000
 NW2  H8   C21  C20  110.69  3.000
 NW2  H13  C22  H12  107.85  3.000
 NW2  H13  C22  H11  107.92  3.000
 NW2  H12  C22  H11  107.62  3.000
 NW2  H13  C22  C20  111.38  3.000
 NW2  H12  C22  C20  111.33  3.000
 NW2  H11  C22  C20  110.59  3.000
 NW2  O19  C23  C28  118.70  3.000
 NW2  O19  C23  C24  120.59  3.000
 NW2  C28  C23  C24  120.68  3.000
 NW2  C29  C24  C25  119.81  3.000
 NW2  C29  C24  C23  121.05  3.000
 NW2  C25  C24  C23  119.11  3.000
 NW2  H14  C25  C26  119.87  3.000
 NW2  H14  C25  C24  119.78  3.000
 NW2  C26  C25  C24  120.34  3.000
 NW2  H15  C26  C27  119.13  3.000
 NW2  H15  C26  C25  120.12  3.000
 NW2  C27  C26  C25  120.74  3.000
 NW2  H16  C27  C28  121.18  3.000
 NW2  H16  C27  C26  119.31  3.000
 NW2  C28  C27  C26  119.51  3.000
 NW2  O32  C28  C27  124.52  3.000
 NW2  O32  C28  C23  115.90  3.000
 NW2  C27  C28  C23  119.58  3.000
 NW2  O31  C29  O30  128.10  3.000
 NW2  O30  C29  C24  115.88  3.000
 NW2  O31  C29  C24  116.00  3.000
 NW2  H17  C4   C5   119.34  3.000
 NW2  H17  C4   C3   119.46  3.000
 NW2  C5   C4   C3   121.20  3.000
 NW2  C7   C5   C6   120.57  3.000
 NW2  C6   C5   C4   118.71  3.000
 NW2  C7   C5   C4   120.72  3.000
 NW2  H18  C6   C5   119.20  3.000
 NW2  H18  C6   C1   119.23  3.000
 NW2  C5   C6   C1   121.56  3.000
 NW2  H20  C7   H19  106.42  3.000
 NW2  H20  C7   C8   107.03  3.000
 NW2  H19  C7   C8   109.55  3.000
 NW2  H20  C7   C5   110.01  3.000
 NW2  H19  C7   C5   109.74  3.000
 NW2  C8   C7   C5   113.82  3.000
 NW2  H22  C8   H21  107.76  3.000
 NW2  H22  C8   O19  110.85  3.000
 NW2  H21  C8   O19  109.63  3.000
 NW2  H22  C8   C7   109.11  3.000
 NW2  H21  C8   C7   110.72  3.000
 NW2  O19  C8   C7   108.77  3.000
 NW2  C10  C9   C14  118.65  3.000
 NW2  C14  C9   C3   120.67  3.000
 NW2  C10  C9   C3   120.68  3.000
 NW2  H23  C10  C9   120.36  3.000
 NW2  H23  C10  C11  119.94  3.000
 NW2  C9   C10  C11  119.69  3.000
 NW2  C16  O17  C12  107.28  3.000
 NW2  C8   O19  C23  114.81  3.000
 NW2  C33  O32  C28  118.24  3.000
 NW2  H30  C33  H29  108.65  3.000
 NW2  H30  C33  H28  108.76  3.000
 NW2  H29  C33  H28  108.69  3.000
 NW2  H30  C33  O32  112.03  3.000
 NW2  H29  C33  O32  112.04  3.000
 NW2  H28  C33  O32  106.56  3.000
 NW2  H25  N18  H24  106.40  3.000
 NW2  H25  N18  C15  110.16  3.000
 NW2  H24  N18  C15  109.78  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
 NW2  CONST_01  C4   C5   C6   C1      0.00   0.0  0
 NW2  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 NW2  CONST_03  C9   C3   C2   C1    180.00   0.0  0
 NW2  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 NW2  CONST_07  C5   C6   C1   C2      0.00   0.0  0
 NW2  CONST_08  C6   C5   C4   C3      0.00   0.0  0
 NW2  CONST_09  C11  C10  C9   C3    180.00   0.0  0
 NW2  CONST_10  C13  C14  C9   C3    180.00   0.0  0
 NW2  CONST_11  C6   C1   C2   C3      0.00   0.0  0
 NW2  CONST_12  C14  C9   C10  C11     0.00   0.0  0
 NW2  CONST_13  C14  C13  C12  C11     0.00   0.0  0
 NW2  CONST_14  C9   C10  C11  C12     0.00   0.0  0
 NW2  CONST_15  C9   C14  C13  C12     0.00   0.0  0
 NW2  CONST_16  C10  C9   C14  C13     0.00   0.0  0
 NW2  CONST_17  C10  C11  C12  C13     0.00   0.0  0
 NW2  CONST_19  C26  C27  C28  C23     0.00   0.0  0
 NW2  CONST_20  C26  C25  C24  C23     0.00   0.0  0
 NW2  CONST_21  C27  C26  C25  C24     0.00   0.0  0
 NW2  CONST_22  C27  C28  C23  C24     0.00   0.0  0
 NW2  CONST_23  C28  C27  C26  C25     0.00   0.0  0
 NW2  CONST_24  C28  C23  C24  C25     0.00   0.0  0
 NW2  CONST_26  C9   C3   C4   C5    180.00   0.0  0
 NW2  CONST_27  C7   C5   C6   C1    180.00   0.0  0
 NW2  CONST_28  C7   C5   C4   C3    180.00   0.0  0
 NW2  CONST_29  C20  C1   C2   C3    180.00   0.0  0
 NW2  CONST_30  C5   C6   C1   C20   180.00   0.0  0
 NW2  CONST_31  O32  C28  C23  C24   180.00   0.0  0
 NW2  CONST_32  O19  C23  C24  C25   180.00   0.0  0
 NW2  CONST_33  O32  C28  C27  C26   180.00   0.0  0
 NW2  CONST_34  C29  C24  C25  C26   180.00   0.0  0
 NW2  CONST_35  O19  C23  C28  C27   180.00   0.0  0
 NW2  CONST_36  C29  C24  C23  C28   180.00   0.0  0
 NW2  CONST_37  H17  C4   C3   C2    180.00   0.0  0
 NW2  CONST_38  H18  C6   C1   C2    180.00   0.0  0
 NW2  CONST_39  H23  C10  C9   C3      0.00   0.0  0
 NW2  CONST_40  H3   C14  C9   C3      0.00   0.0  0
 NW2  CONST_41  H2   C13  C12  C11   180.00   0.0  0
 NW2  CONST_42  H16  C27  C28  C23   180.00   0.0  0
 NW2  CONST_43  H14  C25  C24  C23   180.00   0.0  0
 NW2  CONST_44  H15  C26  C25  C24   180.00   0.0  0
 NW2  CONST_45  H1   C2   C3   C4    180.00   0.0  0
 NW2  Var_01    C15  C16  O17  C12   -18.26  30.0  1
 NW2  Var_02    C21  C20  C1   C2    -63.47  30.0  2
 NW2  Var_03    O31  C29  C24  C23    75.20  30.0  2
 NW2  Var_04    C8   C7   C5   C4    -61.95  30.0  2
 NW2  Var_05    C7   C8   O19  C23  -172.59  30.0  1
 NW2  Var_06    O19  C8   C7   C5    -56.70  30.0  1
 NW2  Var_07    H8   C21  C20  C1   -176.44  30.0  3
 NW2  Var_08    H11  C22  C20  C1    177.36  30.0  3
 NW2  Var_09    H28  C33  O32  C28   178.86  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
 NW2  chir_01  C15  C11  C16  N18  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
 NW2  plan-1  C23  0.020
 NW2  plan-1  C24  0.020
 NW2  plan-1  C25  0.020
 NW2  plan-1  C26  0.020
 NW2  plan-1  C27  0.020
 NW2  plan-1  C28  0.020
 NW2  plan-1  C29  0.020
 NW2  plan-1  O19  0.020
 NW2  plan-1  O32  0.020
 NW2  plan-1  H14  0.020
 NW2  plan-1  H15  0.020
 NW2  plan-1  H16  0.020
 NW2  plan-2  C1   0.020
 NW2  plan-2  C2   0.020
 NW2  plan-2  C3   0.020
 NW2  plan-2  C20  0.020
 NW2  plan-2  C4   0.020
 NW2  plan-2  C5   0.020
 NW2  plan-2  C6   0.020
 NW2  plan-2  C7   0.020
 NW2  plan-2  C9   0.020
 NW2  plan-2  H1   0.020
 NW2  plan-2  H17  0.020
 NW2  plan-2  H18  0.020
 NW2  plan-3  C3   0.020
 NW2  plan-3  C11  0.020
 NW2  plan-3  C12  0.020
 NW2  plan-3  C13  0.020
 NW2  plan-3  C14  0.020
 NW2  plan-3  C15  0.020
 NW2  plan-3  C9   0.020
 NW2  plan-3  C10  0.020
 NW2  plan-3  O17  0.020
 NW2  plan-3  H2   0.020
 NW2  plan-3  H3   0.020
 NW2  plan-3  H23  0.020
 NW2  plan-4  C24  0.020
 NW2  plan-4  C29  0.020
 NW2  plan-4  O30  0.020
 NW2  plan-4  O31  0.020

