# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 18:39:18 2020
#   Inital geometry file: a 150 line input string
#   Ligand name: N-[5-(2,3-dihydro-1-benzofuran-5-yl)-2-(4-methylpiperazin-1-yl)phenyl]-3-methylbenzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1CCN(CC1)c2ccc(cc2NC(=O)c3cccc(C)c3)c4ccc5OCCc5c4
#
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
 5MO  5MO  N-[5-(2,3-dihydro-1-benzofuran-5-yl)-2-(4-methylpiperazin-1-yl)phenyl]-3-methylbenzamide  ligand  61  32  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_5MO
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
 5MO  C4   C  CH2   0  -0.285   3.8757  -2.6048   0.9908
 5MO  C5   C  CR6   0   0.221   0.4129  -1.7286  -0.0436
 5MO  C6   C  CR6   0   0.354   0.1536  -0.3531   0.1139
 5MO  N1   N  NT    0  -0.531   1.7650  -2.1351  -0.1383
 5MO  C7   C  C     0   0.514   1.3815   1.7981   0.3473
 5MO  C8   C  CR6   0  -0.013   2.7753   2.3321   0.2803
 5MO  N2   N  NH1   0  -0.749   1.2786   0.4707   0.1010
 5MO  C9   C  CR16  0  -0.316   3.8804   1.5819   0.6730
 5MO  C10  C  CR16  0  -0.229   5.1483   2.1410   0.6109
 5MO  C11  C  CR16  0  -0.291   5.3174   3.4376   0.1509
 5MO  C12  C  CR6   0   0.116   4.2225   4.2076  -0.2405
 5MO  C13  C  CH3   0  -0.722   4.4139   5.6018  -0.7603
 5MO  C14  C  CR16  0  -0.324   2.9553   3.6430  -0.1552
 5MO  C15  C  CR16  0  -0.403  -1.1570   0.0972   0.2285
 5MO  O    O  O     0  -0.462   0.4347   2.5270   0.5929
 5MO  C16  C  CR6   0   0.109  -2.2278  -0.7981   0.1817
 5MO  C17  C  CR16  0  -0.336  -1.9637  -2.1539   0.0055
 5MO  C18  C  CR16  0  -0.276  -0.6578  -2.6071  -0.1018
 5MO  C2   C  CH2   0  -0.298   2.0488  -3.1948  -1.0923
 5MO  C1   C  CH2   0  -0.283   3.5495  -3.3521  -1.2439
 5MO  C3   C  CH2   0  -0.318   2.3804  -2.4139   1.1566
 5MO  N    N  NT    0  -0.411   4.1618  -3.6517   0.0341
 5MO  C    C  CH3   0  -0.519   5.5817  -3.8859  -0.0928
 5MO  C19  C  CR6   0   0.071  -3.6138  -0.3059   0.3063
 5MO  C26  C  CR16  0  -0.314  -3.9210   0.7632   1.1502
 5MO  C25  C  CR16  0  -0.342  -5.2183   1.2441   1.2940
 5MO  C22  C  CR56  0   0.401  -6.2159   0.6229   0.5651
 5MO  O1   O  O     0  -0.491  -7.5184   0.9662   0.5827
 5MO  C23  C  CH2   0  -0.187  -8.2513  -0.0520  -0.1270
 5MO  C24  C  CH2   0  -0.521  -7.2243  -0.8362  -0.9574
 5MO  C21  C  CR56  0  -0.015  -5.9422  -0.4427  -0.2831
 5MO  C20  C  CR16  0  -0.378  -4.6523  -0.9072  -0.4192
 5MO  H1   H  HCH2  0   0.185   4.3335  -1.6444   0.6889
 5MO  H2   H  HCH2  0   0.245   4.3084  -2.8718   1.9578
 5MO  H3   H  HNH1  0   0.407   2.1097  -0.0302  -0.1941
 5MO  H4   H  HCR6  0   0.255   3.7655   0.5789   1.0657
 5MO  H5   H  HCR6  0   0.263   6.0072   1.5646   0.9282
 5MO  H6   H  HCR6  0   0.257   6.3138   3.8602   0.1005
 5MO  H7   H  HCH3  0   0.252   4.7233   5.5865  -1.8070
 5MO  H8   H  HCH3  0   0.247   3.4946   6.1829  -0.7007
 5MO  H9   H  HCH3  0   0.247   5.1868   6.1315  -0.2037
 5MO  H10  H  HCR6  0   0.254   2.0914   4.2298  -0.4436
 5MO  H11  H  HCR6  0   0.273  -1.3507   1.1538   0.3203
 5MO  H12  H  HCR6  0   0.252  -2.7744  -2.8702  -0.0189
 5MO  H13  H  HCR6  0   0.259  -0.4766  -3.6678  -0.2195
 5MO  H14  H  HCH2  0   0.210   1.6225  -4.1599  -0.7820
 5MO  H15  H  HCH2  0   0.252   1.6101  -2.9323  -2.0558
 5MO  H16  H  HCH2  0   0.241   3.7484  -4.1724  -1.9375
 5MO  H17  H  HCH2  0   0.194   3.9675  -2.4352  -1.6957
 5MO  H18  H  HCH2  0   0.228   1.9400  -3.3088   1.6206
 5MO  H19  H  HCH2  0   0.254   2.1981  -1.5762   1.8332
 5MO  H21  H  HCH3  0   0.193   6.1348  -3.0083  -0.4627
 5MO  H22  H  HCH3  0   0.235   6.0037  -4.1613   0.8748
 5MO  H23  H  HCH3  0   0.234   5.7640  -4.7090  -0.7852
 5MO  H24  H  HCR6  0   0.254  -3.1357   1.2225   1.7375
 5MO  H25  H  HCR6  0   0.263  -5.4311   2.0685   1.9619
 5MO  H26  H  HCH2  0   0.239  -8.7416  -0.6976   0.6054
 5MO  H27  H  HCH2  0   0.270  -7.4182  -1.9082  -0.9293
 5MO  H28  H  HCR6  0   0.253  -4.4420  -1.7235  -1.1002
 5MO  H20  H  HCH2  0   0.246  -9.0163   0.4353  -0.7283
 5MO  H29  H  HCH2  0   0.267  -7.2260  -0.5302  -2.0062

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
 5MO  C    N    single    1.445  0.020  1.445
 5MO  N    C1   single    1.448  0.020  1.448
 5MO  N    C4   single    1.447  0.020  1.447
 5MO  C1   C2   single    1.517  0.020  1.517
 5MO  C4   C3   single    1.517  0.020  1.517
 5MO  C2   N1   single    1.454  0.020  1.454
 5MO  C3   N1   single    1.461  0.020  1.461
 5MO  C13  C12  single    1.500  0.020  1.500
 5MO  C11  C12  aromatic  1.395  0.020  1.395
 5MO  C11  C10  aromatic  1.386  0.020  1.386
 5MO  N1   C5   single    1.415  0.020  1.415
 5MO  C12  C14  aromatic  1.390  0.020  1.390
 5MO  C10  C9   aromatic  1.387  0.020  1.387
 5MO  C14  C8   aromatic  1.393  0.020  1.393
 5MO  C9   C8   aromatic  1.392  0.020  1.392
 5MO  C8   C7   single    1.494  0.020  1.494
 5MO  N2   C7   single    1.354  0.020  1.354
 5MO  N2   C6   single    1.394  0.020  1.394
 5MO  C5   C18  aromatic  1.386  0.020  1.386
 5MO  C5   C6   aromatic  1.409  0.020  1.409
 5MO  C7   O    double    1.220  0.020  1.220
 5MO  C18  C17  aromatic  1.386  0.020  1.386
 5MO  C6   C15  aromatic  1.391  0.020  1.391
 5MO  C17  C16  aromatic  1.392  0.020  1.392
 5MO  C15  C16  aromatic  1.397  0.020  1.397
 5MO  C16  C19  single    1.476  0.020  1.476
 5MO  C19  C20  aromatic  1.402  0.020  1.402
 5MO  C19  C26  aromatic  1.396  0.020  1.396
 5MO  C20  C21  aromatic  1.378  0.020  1.378
 5MO  C26  C25  aromatic  1.391  0.020  1.391
 5MO  C21  C22  aromatic  1.389  0.020  1.389
 5MO  C21  C24  single    1.501  0.020  1.501
 5MO  C25  C22  aromatic  1.383  0.020  1.383
 5MO  C22  O1   single    1.347  0.020  1.347
 5MO  C24  C23  single    1.536  0.020  1.536
 5MO  O1   C23  single    1.441  0.020  1.441
 5MO  C4   H1   single    0.970  0.020  1.090
 5MO  C4   H2   single    0.970  0.020  1.090
 5MO  N2   H3   single    0.860  0.020  1.020
 5MO  C9   H4   single    0.930  0.020  1.080
 5MO  C10  H5   single    0.930  0.020  1.080
 5MO  C11  H6   single    0.930  0.020  1.080
 5MO  C13  H7   single    0.970  0.020  1.090
 5MO  C13  H8   single    0.970  0.020  1.090
 5MO  C13  H9   single    0.970  0.020  1.090
 5MO  C14  H10  single    0.930  0.020  1.080
 5MO  C15  H11  single    0.930  0.020  1.080
 5MO  C17  H12  single    0.930  0.020  1.080
 5MO  C18  H13  single    0.930  0.020  1.080
 5MO  C2   H14  single    0.970  0.020  1.090
 5MO  C2   H15  single    0.970  0.020  1.090
 5MO  C1   H16  single    0.970  0.020  1.090
 5MO  C1   H17  single    0.970  0.020  1.090
 5MO  C3   H18  single    0.970  0.020  1.090
 5MO  C3   H19  single    0.970  0.020  1.090
 5MO  C    H21  single    0.970  0.020  1.090
 5MO  C    H22  single    0.970  0.020  1.090
 5MO  C    H23  single    0.970  0.020  1.090
 5MO  C26  H24  single    0.930  0.020  1.080
 5MO  C25  H25  single    0.930  0.020  1.080
 5MO  C23  H26  single    0.970  0.020  1.090
 5MO  C24  H27  single    0.970  0.020  1.090
 5MO  C20  H28  single    0.930  0.020  1.080
 5MO  C23  H20  single    0.970  0.020  1.090
 5MO  C24  H29  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
 5MO  H2   C4   H1   106.86  3.000
 5MO  H2   C4   N    109.28  3.000
 5MO  H1   C4   N    111.47  3.000
 5MO  H2   C4   C3   108.93  3.000
 5MO  H1   C4   C3   109.19  3.000
 5MO  N    C4   C3   111.00  3.000
 5MO  C18  C5   N1   123.58  3.000
 5MO  C18  C5   C6   118.77  3.000
 5MO  N1   C5   C6   117.64  3.000
 5MO  C15  C6   N2   124.74  3.000
 5MO  C15  C6   C5   119.93  3.000
 5MO  N2   C6   C5   115.30  3.000
 5MO  C3   N1   C2   111.12  3.000
 5MO  C3   N1   C5   113.46  3.000
 5MO  C2   N1   C5   116.09  3.000
 5MO  O    C7   N2   124.29  3.000
 5MO  O    C7   C8   121.30  3.000
 5MO  N2   C7   C8   114.40  3.000
 5MO  C14  C8   C9   119.52  3.000
 5MO  C9   C8   C7   122.36  3.000
 5MO  C14  C8   C7   118.09  3.000
 5MO  H3   N2   C7   118.35  3.000
 5MO  H3   N2   C6   111.84  3.000
 5MO  C7   N2   C6   129.70  3.000
 5MO  H4   C9   C10  119.10  3.000
 5MO  H4   C9   C8   121.14  3.000
 5MO  C10  C9   C8   119.72  3.000
 5MO  H5   C10  C11  119.92  3.000
 5MO  H5   C10  C9   119.86  3.000
 5MO  C11  C10  C9   120.23  3.000
 5MO  H6   C11  C12  119.58  3.000
 5MO  H6   C11  C10  119.51  3.000
 5MO  C12  C11  C10  120.91  3.000
 5MO  C14  C12  C13  121.00  3.000
 5MO  C14  C12  C11  118.31  3.000
 5MO  C13  C12  C11  120.68  3.000
 5MO  H9   C13  H8   108.14  3.000
 5MO  H9   C13  H7   107.19  3.000
 5MO  H8   C13  H7   107.41  3.000
 5MO  H9   C13  C12  111.42  3.000
 5MO  H8   C13  C12  111.67  3.000
 5MO  H7   C13  C12  110.81  3.000
 5MO  H10  C14  C12  119.38  3.000
 5MO  H10  C14  C8   119.34  3.000
 5MO  C12  C14  C8   121.28  3.000
 5MO  H11  C15  C16  119.56  3.000
 5MO  H11  C15  C6   119.59  3.000
 5MO  C16  C15  C6   120.81  3.000
 5MO  C19  C16  C17  120.90  3.000
 5MO  C19  C16  C15  120.22  3.000
 5MO  C17  C16  C15  118.88  3.000
 5MO  H12  C17  C18  119.18  3.000
 5MO  H12  C17  C16  120.35  3.000
 5MO  C18  C17  C16  120.45  3.000
 5MO  H13  C18  C17  119.10  3.000
 5MO  H13  C18  C5   119.75  3.000
 5MO  C17  C18  C5   121.14  3.000
 5MO  H15  C2   H14  107.73  3.000
 5MO  H15  C2   C1   109.55  3.000
 5MO  H14  C2   C1   108.71  3.000
 5MO  H15  C2   N1   109.01  3.000
 5MO  H14  C2   N1   112.26  3.000
 5MO  C1   C2   N1   109.53  3.000
 5MO  H17  C1   H16  107.14  3.000
 5MO  H17  C1   N    111.88  3.000
 5MO  H16  C1   N    109.15  3.000
 5MO  H17  C1   C2   109.22  3.000
 5MO  H16  C1   C2   108.75  3.000
 5MO  N    C1   C2   110.58  3.000
 5MO  H19  C3   H18  107.21  3.000
 5MO  H19  C3   N1   109.42  3.000
 5MO  H18  C3   N1   111.13  3.000
 5MO  H19  C3   C4   109.20  3.000
 5MO  H18  C3   C4   109.78  3.000
 5MO  N1   C3   C4   110.03  3.000
 5MO  C    N    C1   111.81  3.000
 5MO  C1   N    C4   110.50  3.000
 5MO  C    N    C4   111.70  3.000
 5MO  H23  C    H22  107.93  3.000
 5MO  H23  C    H21  107.70  3.000
 5MO  H22  C    H21  107.74  3.000
 5MO  H23  C    N    110.02  3.000
 5MO  H22  C    N    110.07  3.000
 5MO  H21  C    N    113.20  3.000
 5MO  C20  C19  C26  118.56  3.000
 5MO  C26  C19  C16  120.86  3.000
 5MO  C20  C19  C16  120.58  3.000
 5MO  H24  C26  C25  118.27  3.000
 5MO  H24  C26  C19  119.54  3.000
 5MO  C25  C26  C19  122.17  3.000
 5MO  H25  C25  C22  121.71  3.000
 5MO  H25  C25  C26  120.71  3.000
 5MO  C22  C25  C26  117.58  3.000
 5MO  C21  C22  O1   113.20  3.000
 5MO  O1   C22  C25  125.18  3.000
 5MO  C21  C22  C25  121.62  3.000
 5MO  C23  O1   C22  107.77  3.000
 5MO  H20  C23  H26  108.64  3.000
 5MO  H20  C23  C24  113.57  3.000
 5MO  H26  C23  C24  111.15  3.000
 5MO  H20  C23  O1   108.25  3.000
 5MO  H26  C23  O1   108.39  3.000
 5MO  C24  C23  O1   106.67  3.000
 5MO  H29  C24  H27  107.46  3.000
 5MO  H29  C24  C21  111.05  3.000
 5MO  H27  C24  C21  113.47  3.000
 5MO  H29  C24  C23  112.02  3.000
 5MO  H27  C24  C23  111.67  3.000
 5MO  C21  C24  C23  101.21  3.000
 5MO  C20  C21  C24  131.83  3.000
 5MO  C24  C21  C22  107.88  3.000
 5MO  C20  C21  C22  120.23  3.000
 5MO  H28  C20  C21  119.85  3.000
 5MO  H28  C20  C19  120.29  3.000
 5MO  C21  C20  C19  119.84  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
 5MO  CONST_01  C16  C17  C18  C5     0.00   0.0  0
 5MO  CONST_02  C16  C15  C6   C5     0.00   0.0  0
 5MO  CONST_03  C17  C18  C5   C6     0.00   0.0  0
 5MO  CONST_04  C17  C16  C15  C6     0.00   0.0  0
 5MO  CONST_05  C19  C16  C15  C6   180.00   0.0  0
 5MO  CONST_06  C11  C12  C14  C8     0.00   0.0  0
 5MO  CONST_07  C11  C10  C9   C8     0.00   0.0  0
 5MO  CONST_08  C12  C11  C10  C9     0.00   0.0  0
 5MO  CONST_09  C12  C14  C8   C9     0.00   0.0  0
 5MO  CONST_10  C14  C12  C11  C10    0.00   0.0  0
 5MO  CONST_11  C14  C8   C9   C10    0.00   0.0  0
 5MO  CONST_12  C18  C5   C6   C15    0.00   0.0  0
 5MO  CONST_13  C18  C17  C16  C15    0.00   0.0  0
 5MO  CONST_16  C21  C20  C19  C16  180.00   0.0  0
 5MO  CONST_17  C25  C26  C19  C16  180.00   0.0  0
 5MO  CONST_20  C19  C16  C17  C18  180.00   0.0  0
 5MO  CONST_21  C22  C21  C20  C19    0.00   0.0  0
 5MO  CONST_22  C22  C25  C26  C19    0.00   0.0  0
 5MO  CONST_23  C21  C20  C19  C26    0.00   0.0  0
 5MO  CONST_24  C21  C22  C25  C26    0.00   0.0  0
 5MO  CONST_25  C20  C19  C26  C25    0.00   0.0  0
 5MO  CONST_26  C20  C21  C22  C25    0.00   0.0  0
 5MO  CONST_27  C17  C18  C5   N1   180.00   0.0  0
 5MO  CONST_28  C15  C6   C5   N1   180.00   0.0  0
 5MO  CONST_29  N2   C6   C5   N1     0.00   0.0  0
 5MO  CONST_30  C12  C14  C8   C7   180.00   0.0  0
 5MO  CONST_31  C10  C9   C8   C7   180.00   0.0  0
 5MO  CONST_32  C13  C12  C14  C8   180.00   0.0  0
 5MO  CONST_33  C18  C5   C6   N2   180.00   0.0  0
 5MO  CONST_34  C16  C15  C6   N2   180.00   0.0  0
 5MO  CONST_35  C13  C12  C11  C10  180.00   0.0  0
 5MO  CONST_36  H12  C17  C18  C5   180.00   0.0  0
 5MO  CONST_37  H11  C15  C6   C5   180.00   0.0  0
 5MO  CONST_38  H13  C18  C5   C6   180.00   0.0  0
 5MO  CONST_39  H5   C10  C9   C8   180.00   0.0  0
 5MO  CONST_40  H6   C11  C10  C9   180.00   0.0  0
 5MO  CONST_41  H10  C14  C8   C9   180.00   0.0  0
 5MO  CONST_42  H4   C9   C10  C11  180.00   0.0  0
 5MO  CONST_43  H28  C20  C19  C16    0.00   0.0  0
 5MO  CONST_44  H24  C26  C19  C16    0.00   0.0  0
 5MO  CONST_45  H25  C25  C26  C19  180.00   0.0  0
 5MO  CONST_46  C8   C7   N2   C6   180.00   0.0  0
 5MO  CONST_47  C7   N2   C6   C5   180.00   0.0  0
 5MO  CONST_48  C15  C6   N2   C7     0.00   0.0  0
 5MO  CONST_49  H3   N2   C6   C5     0.00   0.0  0
 5MO  CONST_50  O    C7   N2   C6     0.00   0.0  0
 5MO  Var_01    C2   C1   N    C4   -58.36  30.0  1
 5MO  Var_02    C2   N1   C3   C4    56.83  30.0  1
 5MO  Var_03    C1   C2   N1   C5   170.57  30.0  1
 5MO  Var_04    N    C1   C2   N1    58.33  30.0  1
 5MO  Var_05    N    C4   C3   N1   -56.23  30.0  1
 5MO  Var_06    C3   C4   N    C1    57.34  30.0  1
 5MO  Var_07    C23  C24  C21  C22  -12.00  30.0  1
 5MO  Var_08    C24  C23  O1   C22  -17.26  30.0  1
 5MO  Var_09    C21  C24  C23  O1    17.46  30.0  1
 5MO  Var_10    C21  C22  O1   C23    9.78  30.0  1
 5MO  Var_11    C14  C8   C7   N2   147.95  30.0  2
 5MO  Var_12    H21  C    N    C4   -62.00  30.0  3
 5MO  Var_13    H7   C13  C12  C11   79.79  30.0  2

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
 5MO  plan-1  C5   0.020
 5MO  plan-1  C6   0.020
 5MO  plan-1  N1   0.020
 5MO  plan-1  N2   0.020
 5MO  plan-1  C15  0.020
 5MO  plan-1  C16  0.020
 5MO  plan-1  C17  0.020
 5MO  plan-1  C18  0.020
 5MO  plan-1  C19  0.020
 5MO  plan-1  H11  0.020
 5MO  plan-1  H12  0.020
 5MO  plan-1  H13  0.020
 5MO  plan-2  C7   0.020
 5MO  plan-2  C8   0.020
 5MO  plan-2  C9   0.020
 5MO  plan-2  C10  0.020
 5MO  plan-2  C11  0.020
 5MO  plan-2  C12  0.020
 5MO  plan-2  C13  0.020
 5MO  plan-2  C14  0.020
 5MO  plan-2  H4   0.020
 5MO  plan-2  H5   0.020
 5MO  plan-2  H6   0.020
 5MO  plan-2  H10  0.020
 5MO  plan-3  C16  0.020
 5MO  plan-3  C19  0.020
 5MO  plan-3  C26  0.020
 5MO  plan-3  C25  0.020
 5MO  plan-3  C22  0.020
 5MO  plan-3  O1   0.020
 5MO  plan-3  C24  0.020
 5MO  plan-3  C21  0.020
 5MO  plan-3  C20  0.020
 5MO  plan-3  H24  0.020
 5MO  plan-3  H25  0.020
 5MO  plan-3  H28  0.020
 5MO  plan-4  C6   0.020
 5MO  plan-4  C7   0.020
 5MO  plan-4  C8   0.020
 5MO  plan-4  N2   0.020
 5MO  plan-4  O    0.020
 5MO  plan-4  H3   0.020

