# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 20:33:44 2021
#   Inital geometry file: a 141 line input string
#   Ligand name: 2-[(3-chlorophenyl)methylamino]-7-methoxy-~{N}-[[(3~{S})-oxolan-3-yl]methyl]-~{N}-propyl-1,3-benzoxazole-5-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCN(C[C@@H]1CCOC1)C(=O)c2cc(OC)c3oc(NCc4cccc(Cl)c4)nc3c2
#
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
 QPW  QPW  2-[(3-chlorophenyl)methylamino]-7-methoxy-~{N}-[[(3~{S})-oxolan-3-yl]methyl]-~{N}-propyl-1,3-benzoxazole-5-carboxamide  ligand  60  32  .  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_QPW
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
 QPW  N3   N   NT    0  -0.445   9.4695  -15.9361  11.0407
 QPW  C4   C   CH2   0  -0.303   9.1618  -14.6012  10.5492
 QPW  C5   C   CH3   0  -0.665   7.4655  -12.7602  10.2910
 QPW  C6   C   CH2   0  -0.436   7.7084  -14.1892  10.7536
 QPW  C7   C   CR56  0   0.196  12.3682  -13.6937  13.8743
 QPW  C8   C   CR56  0   0.268  11.4227  -12.9485  14.5617
 QPW  C13  C   CR6   0  -0.071  10.6054  -15.0036  12.9907
 QPW  C17  C   CH2   0  -0.366  15.6858  -11.5032  15.1969
 QPW  C20  C   CR16  0  -0.250  15.5803   -9.8108  13.3400
 QPW  C21  C   CR16  0  -0.290  16.7864  -11.8500  12.9580
 QPW  C22  C   CR6   0  -0.024  15.9150   -9.3959  12.0625
 QPW  C24  C   CR16  0  -0.228  16.6845  -10.1844  11.2196
 QPW  C26  C   CR16  0  -0.388  11.9691  -14.7571  13.0735
 QPW  C28  C   CH2   0  -0.155  10.2202  -19.6230   8.8527
 QPW  C27  C   CH2   0  -0.507   9.4461  -18.4854   8.1799
 QPW  O29  O   O2    0  -0.499  11.3240  -19.0281   9.5227
 QPW  C30  C   CH2   0  -0.147  11.3464  -17.6394   9.2539
 QPW  C1   C   CH1   0  -0.314   9.9049  -17.2506   8.9595
 QPW  C2   C   CH2   0  -0.304   9.0395  -17.0470  10.2059
 QPW  C16  C   C     0   0.502  10.1642  -16.1812  12.1713
 QPW  O18  O   O     0  -0.489  10.4702  -17.3078  12.5399
 QPW  C14  C   CR16  0  -0.420   9.6641  -14.2475  13.6990
 QPW  C11  C   CR6   0   0.318  10.0602  -13.1861  14.5142
 QPW  O31  O   O2    0  -0.462   9.2520  -12.3981  15.2352
 QPW  C32  C   CH3   0  -0.440   7.8545  -12.6016  15.1250
 QPW  O10  O   O     0  -0.461  12.0880  -11.9815  15.2587
 QPW  N9   N   N     0  -0.508  13.6208  -13.1831  14.1471
 QPW  C12  C   CR5   0   0.723  13.3874  -12.1963  14.9557
 QPW  N15  N   NH1   0  -0.691  14.2841  -11.3914  15.5235
 QPW  C19  C   CR6   0   0.104  16.0209  -11.0497  13.7959
 QPW  C23  C   CR16  0  -0.249  17.1192  -11.4174  11.6814
 QPW  H1   H   HCH2  0   0.253   9.3991  -14.5647   9.4823
 QPW  H2   H   HCH2  0   0.264   9.8239  -13.8810  11.0276
 QPW  H3   H   HCH3  0   0.235   6.4206  -12.4788  10.4208
 QPW  H4   H   HCH3  0   0.222   8.0716  -12.0515  10.8582
 QPW  H5   H   HCH3  0   0.224   7.7117  -12.6359   9.2352
 QPW  H6   H   HCH2  0   0.225   7.4416  -14.2867  11.8084
 QPW  H7   H   HCH2  0   0.231   7.0481  -14.8670  10.2075
 QPW  H8   H   HCH2  0   0.269  16.0152  -12.5342  15.3375
 QPW  H9   H   HCH2  0   0.289  16.2269  -10.8970  15.9230
 QPW  H10  H   HCR6  0   0.273  14.9759   -9.1752  13.9749
 QPW  H11  H   HCR6  0   0.258  17.1218  -12.8205  13.3014
 QPW  H12  H   HCR6  0   0.279  16.9366   -9.8467  10.2237
 QPW  H13  H   HCR6  0   0.260  12.6891  -15.3520  12.5275
 QPW  H14  H   HCH2  0   0.211   9.6025  -20.1518   9.5849
 QPW  H15  H   HCH2  0   0.217  10.5692  -20.3603   8.1236
 QPW  H16  H   HCH2  0   0.254   9.7261  -18.3894   7.1299
 QPW  H17  H   HCH2  0   0.252   8.3669  -18.6410   8.2184
 QPW  H18  H   HCH2  0   0.207  11.9727  -17.4160   8.3796
 QPW  H19  H   HCH2  0   0.228  11.7838  -17.1200  10.1079
 QPW  H20  H   HCH1  0   0.256   9.8673  -16.3562   8.3336
 QPW  H21  H   HCH2  0   0.257   8.0115  -16.8605   9.8858
 QPW  H22  H   HCH2  0   0.265   9.0200  -17.9506  10.8124
 QPW  H23  H   HCR6  0   0.287   8.6168  -14.5027  13.6131
 QPW  H24  H   HCH3  0   0.266   7.3841  -11.8563  15.7606
 QPW  H25  H   HCH3  0   0.229   7.5066  -12.4612  14.0982
 QPW  H26  H   HCH3  0   0.235   7.5598  -13.5959  15.4680
 QPW  H27  H   HNH1  0   0.418  13.9670  -10.6269  16.0961
 QPW  H28  H   HCR6  0   0.268  17.7156  -12.0470  11.0346
 QPW  CL1  CL  CL    0  -0.132  15.3607   -7.8484  11.5046

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
 QPW  C27  C28  single    1.532  0.020  1.532
 QPW  C27  C1   single    1.531  0.020  1.531
 QPW  C28  O29  single    1.422  0.020  1.422
 QPW  C1   C30  single    1.522  0.020  1.522
 QPW  C1   C2   single    1.531  0.020  1.531
 QPW  C30  O29  single    1.415  0.020  1.415
 QPW  C5   C6   single    1.522  0.020  1.522
 QPW  C2   N3   single    1.455  0.020  1.455
 QPW  C4   C6   single    1.524  0.020  1.524
 QPW  C4   N3   single    1.455  0.020  1.455
 QPW  CL1  C22  single    1.736  0.020  1.736
 QPW  N3   C16  single    1.349  0.020  1.349
 QPW  C24  C22  aromatic  1.387  0.020  1.387
 QPW  C24  C23  aromatic  1.387  0.020  1.387
 QPW  C22  C20  aromatic  1.384  0.020  1.384
 QPW  C23  C21  aromatic  1.388  0.020  1.388
 QPW  C16  O18  double    1.224  0.020  1.224
 QPW  C16  C13  single    1.501  0.020  1.501
 QPW  C13  C26  aromatic  1.388  0.020  1.388
 QPW  C13  C14  aromatic  1.400  0.020  1.400
 QPW  C26  C7   aromatic  1.390  0.020  1.390
 QPW  C20  C19  aromatic  1.392  0.020  1.392
 QPW  C21  C19  aromatic  1.389  0.020  1.389
 QPW  C14  C11  aromatic  1.396  0.020  1.396
 QPW  C7   N9   aromatic  1.380  0.020  1.380
 QPW  C7   C8   aromatic  1.386  0.020  1.386
 QPW  C19  C17  single    1.510  0.020  1.510
 QPW  N9   C12  aromatic  1.297  0.020  1.297
 QPW  C8   C11  aromatic  1.384  0.020  1.384
 QPW  C8   O10  aromatic  1.365  0.020  1.365
 QPW  C11  O31  single    1.339  0.020  1.339
 QPW  C12  O10  aromatic  1.351  0.020  1.351
 QPW  C12  N15  single    1.332  0.020  1.332
 QPW  C17  N15  single    1.444  0.020  1.444
 QPW  O31  C32  single    1.417  0.020  1.417
 QPW  C4   H1   single    0.970  0.020  1.090
 QPW  C4   H2   single    0.970  0.020  1.090
 QPW  C5   H3   single    0.970  0.020  1.090
 QPW  C5   H4   single    0.970  0.020  1.090
 QPW  C5   H5   single    0.970  0.020  1.090
 QPW  C6   H6   single    0.970  0.020  1.090
 QPW  C6   H7   single    0.970  0.020  1.090
 QPW  C17  H8   single    0.970  0.020  1.090
 QPW  C17  H9   single    0.970  0.020  1.090
 QPW  C20  H10  single    0.930  0.020  1.080
 QPW  C21  H11  single    0.930  0.020  1.080
 QPW  C24  H12  single    0.930  0.020  1.080
 QPW  C26  H13  single    0.930  0.020  1.080
 QPW  C28  H14  single    0.970  0.020  1.090
 QPW  C28  H15  single    0.970  0.020  1.090
 QPW  C27  H16  single    0.970  0.020  1.090
 QPW  C27  H17  single    0.970  0.020  1.090
 QPW  C30  H18  single    0.970  0.020  1.090
 QPW  C30  H19  single    0.970  0.020  1.090
 QPW  C1   H20  single    0.970  0.020  1.090
 QPW  C2   H21  single    0.970  0.020  1.090
 QPW  C2   H22  single    0.970  0.020  1.090
 QPW  C14  H23  single    0.930  0.020  1.080
 QPW  C32  H24  single    0.970  0.020  1.090
 QPW  C32  H25  single    0.970  0.020  1.090
 QPW  C32  H26  single    0.970  0.020  1.090
 QPW  N15  H27  single    0.860  0.020  1.020
 QPW  C23  H28  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
 QPW  C16  N3   C2   119.63  3.000
 QPW  C16  N3   C4   123.94  3.000
 QPW  C2   N3   C4   116.37  3.000
 QPW  H2   C4   H1   105.94  3.000
 QPW  H2   C4   C6   110.00  3.000
 QPW  H1   C4   C6   109.19  3.000
 QPW  H2   C4   N3   109.25  3.000
 QPW  H1   C4   N3   108.31  3.000
 QPW  C6   C4   N3   113.84  3.000
 QPW  H5   C5   H4   107.67  3.000
 QPW  H5   C5   H3   107.59  3.000
 QPW  H4   C5   H3   107.63  3.000
 QPW  H5   C5   C6   111.41  3.000
 QPW  H4   C5   C6   111.30  3.000
 QPW  H3   C5   C6   111.06  3.000
 QPW  H7   C6   H6   106.24  3.000
 QPW  H7   C6   C5   109.52  3.000
 QPW  H6   C6   C5   109.77  3.000
 QPW  H7   C6   C4   109.97  3.000
 QPW  H6   C6   C4   109.77  3.000
 QPW  C5   C6   C4   111.42  3.000
 QPW  N9   C7   C26  131.13  3.000
 QPW  N9   C7   C8   108.79  3.000
 QPW  C26  C7   C8   120.08  3.000
 QPW  O10  C8   C11  128.24  3.000
 QPW  O10  C8   C7   107.55  3.000
 QPW  C11  C8   C7   124.21  3.000
 QPW  C14  C13  C16  120.16  3.000
 QPW  C14  C13  C26  122.31  3.000
 QPW  C16  C13  C26  117.42  3.000
 QPW  H9   C17  H8   106.85  3.000
 QPW  H9   C17  C19  109.94  3.000
 QPW  H8   C17  C19  109.64  3.000
 QPW  H9   C17  N15  106.76  3.000
 QPW  H8   C17  N15  109.69  3.000
 QPW  C19  C17  N15  113.71  3.000
 QPW  H10  C20  C19  120.48  3.000
 QPW  H10  C20  C22  120.01  3.000
 QPW  C19  C20  C22  119.51  3.000
 QPW  H11  C21  C23  119.78  3.000
 QPW  H11  C21  C19  119.73  3.000
 QPW  C23  C21  C19  120.49  3.000
 QPW  CL1  C22  C24  119.25  3.000
 QPW  C24  C22  C20  121.63  3.000
 QPW  CL1  C22  C20  119.12  3.000
 QPW  H12  C24  C23  120.75  3.000
 QPW  H12  C24  C22  120.76  3.000
 QPW  C23  C24  C22  118.49  3.000
 QPW  H13  C26  C13  121.74  3.000
 QPW  H13  C26  C7   121.36  3.000
 QPW  C13  C26  C7   116.89  3.000
 QPW  H15  C28  H14  107.47  3.000
 QPW  H15  C28  O29  110.39  3.000
 QPW  H14  C28  O29  108.98  3.000
 QPW  H15  C28  C27  111.65  3.000
 QPW  H14  C28  C27  111.57  3.000
 QPW  O29  C28  C27  106.78  3.000
 QPW  H17  C27  H16  107.48  3.000
 QPW  H17  C27  C1   113.18  3.000
 QPW  H16  C27  C1   110.01  3.000
 QPW  H17  C27  C28  112.24  3.000
 QPW  H16  C27  C28  111.01  3.000
 QPW  C1   C27  C28  102.94  3.000
 QPW  C30  O29  C28  109.48  3.000
 QPW  H19  C30  H18  107.31  3.000
 QPW  H19  C30  C1   114.18  3.000
 QPW  H18  C30  C1   109.52  3.000
 QPW  H19  C30  O29  108.96  3.000
 QPW  H18  C30  O29  111.09  3.000
 QPW  C1   C30  O29  105.81  3.000
 QPW  H20  C1   C2   109.76  3.000
 QPW  H20  C1   C30  110.65  3.000
 QPW  C2   C1   C30  114.33  3.000
 QPW  H20  C1   C27  111.00  3.000
 QPW  C2   C1   C27  110.64  3.000
 QPW  C30  C1   C27  100.16  3.000
 QPW  H22  C2   H21  106.75  3.000
 QPW  H22  C2   C1   110.69  3.000
 QPW  H21  C2   C1   108.42  3.000
 QPW  H22  C2   N3   108.63  3.000
 QPW  H21  C2   N3   108.41  3.000
 QPW  C1   C2   N3   113.68  3.000
 QPW  O18  C16  C13  118.96  3.000
 QPW  C13  C16  N3   117.79  3.000
 QPW  O18  C16  N3   123.23  3.000
 QPW  H23  C14  C11  120.05  3.000
 QPW  H23  C14  C13  118.92  3.000
 QPW  C11  C14  C13  121.03  3.000
 QPW  O31  C11  C14  126.20  3.000
 QPW  O31  C11  C8   118.33  3.000
 QPW  C14  C11  C8   115.47  3.000
 QPW  C32  O31  C11  117.96  3.000
 QPW  H26  C32  H25  109.02  3.000
 QPW  H26  C32  H24  108.90  3.000
 QPW  H25  C32  H24  108.88  3.000
 QPW  H26  C32  O31  111.87  3.000
 QPW  H25  C32  O31  111.63  3.000
 QPW  H24  C32  O31  106.44  3.000
 QPW  C12  O10  C8   103.97  3.000
 QPW  C12  N9   C7   103.97  3.000
 QPW  N15  C12  N9   127.18  3.000
 QPW  N15  C12  O10  117.10  3.000
 QPW  N9   C12  O10  115.71  3.000
 QPW  H27  N15  C12  119.30  3.000
 QPW  H27  N15  C17  119.57  3.000
 QPW  C12  N15  C17  120.70  3.000
 QPW  C21  C19  C20  119.33  3.000
 QPW  C21  C19  C17  120.60  3.000
 QPW  C20  C19  C17  120.06  3.000
 QPW  H28  C23  C24  119.42  3.000
 QPW  H28  C23  C21  120.04  3.000
 QPW  C24  C23  C21  120.54  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
 QPW  CONST_01  C14  C13  C26  C7      0.00   0.0  0
 QPW  CONST_02  O10  C12  N9   C7      0.00   0.0  0
 QPW  CONST_03  C14  C11  C8   C7      0.00   0.0  0
 QPW  CONST_04  C12  O10  C8   C7      0.00   0.0  0
 QPW  CONST_05  C13  C26  C7   C8      0.00   0.0  0
 QPW  CONST_06  C12  N9   C7   C8      0.00   0.0  0
 QPW  CONST_07  C13  C14  C11  C8      0.00   0.0  0
 QPW  CONST_08  N9   C12  O10  C8      0.00   0.0  0
 QPW  CONST_09  N9   C7   C26  C13   180.00   0.0  0
 QPW  CONST_10  C23  C24  C22  C20     0.00   0.0  0
 QPW  CONST_11  C23  C21  C19  C20     0.00   0.0  0
 QPW  CONST_12  C22  C24  C23  C21     0.00   0.0  0
 QPW  CONST_13  C22  C20  C19  C21     0.00   0.0  0
 QPW  CONST_14  C19  C20  C22  C24     0.00   0.0  0
 QPW  CONST_15  C19  C21  C23  C24     0.00   0.0  0
 QPW  CONST_16  C11  C14  C13  C26     0.00   0.0  0
 QPW  CONST_17  C12  N9   C7   C26   180.00   0.0  0
 QPW  CONST_18  C11  C8   C7   C26     0.00   0.0  0
 QPW  CONST_19  O10  C8   C7   C26   180.00   0.0  0
 QPW  CONST_20  O10  C8   C11  C14   180.00   0.0  0
 QPW  CONST_21  N9   C7   C8   C11   180.00   0.0  0
 QPW  CONST_22  C12  O10  C8   C11   180.00   0.0  0
 QPW  CONST_23  N9   C7   C8   O10     0.00   0.0  0
 QPW  CONST_24  C16  C13  C26  C7    180.00   0.0  0
 QPW  CONST_25  N15  C12  N9   C7    180.00   0.0  0
 QPW  CONST_26  O31  C11  C8   C7    180.00   0.0  0
 QPW  CONST_27  N15  C12  O10  C8    180.00   0.0  0
 QPW  CONST_28  O31  C11  C14  C13   180.00   0.0  0
 QPW  CONST_29  C22  C20  C19  C17   180.00   0.0  0
 QPW  CONST_30  C23  C21  C19  C17   180.00   0.0  0
 QPW  CONST_31  C11  C14  C13  C16   180.00   0.0  0
 QPW  CONST_32  O10  C8   C11  O31     0.00   0.0  0
 QPW  CONST_33  CL1  C22  C20  C19   180.00   0.0  0
 QPW  CONST_34  C23  C24  C22  CL1   180.00   0.0  0
 QPW  CONST_35  H13  C26  C7   C8    180.00   0.0  0
 QPW  CONST_36  H23  C14  C11  C8    180.00   0.0  0
 QPW  CONST_37  H12  C24  C22  C20   180.00   0.0  0
 QPW  CONST_38  H11  C21  C19  C20   180.00   0.0  0
 QPW  CONST_39  H10  C20  C19  C21   180.00   0.0  0
 QPW  CONST_40  H28  C23  C24  C22   180.00   0.0  0
 QPW  CONST_41  N9   C12  N15  C17     0.00   0.0  0
 QPW  CONST_42  O10  C12  N15  C17   180.00   0.0  0
 QPW  CONST_43  H27  N15  C12  O10     0.00   0.0  0
 QPW  CONST_44  C13  C16  N3   C4      0.00   0.0  0
 QPW  CONST_45  C2   N3   C16  C13   180.00   0.0  0
 QPW  CONST_46  O18  C16  N3   C4    180.00   0.0  0
 QPW  CONST_47  O18  C16  N3   C2      0.00   0.0  0
 QPW  Var_01    C1   C30  O29  C28    26.65  30.0  1
 QPW  Var_02    C1   C27  C28  O29   -20.34  30.0  1
 QPW  Var_03    H14  C28  O29  C30  -124.27  30.0  1
 QPW  Var_04    C26  C13  C16  N3   -113.14  30.0  2
 QPW  Var_05    N15  C17  C19  C20    50.54  30.0  2
 QPW  Var_06    C19  C17  N15  C12    69.95  30.0  2
 QPW  Var_07    C1   C2   N3   C4     75.04  30.0  1
 QPW  Var_08    H24  C32  O31  C11  -178.66  30.0  3
 QPW  Var_09    C5   C6   C4   N3    176.88  30.0  3
 QPW  Var_10    C2   N3   C4   C6     77.45  30.0  3
 QPW  Var_11    H3   C5   C6   C4    178.84  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
 QPW  chir_01  C1  C27  C30  C2  positiv

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
 QPW  plan-1  C17  0.020
 QPW  plan-1  C20  0.020
 QPW  plan-1  C21  0.020
 QPW  plan-1  C22  0.020
 QPW  plan-1  C24  0.020
 QPW  plan-1  C19  0.020
 QPW  plan-1  C23  0.020
 QPW  plan-1  H10  0.020
 QPW  plan-1  H11  0.020
 QPW  plan-1  H12  0.020
 QPW  plan-1  H28  0.020
 QPW  plan-1  CL1  0.020
 QPW  plan-2  C7   0.020
 QPW  plan-2  C8   0.020
 QPW  plan-2  C13  0.020
 QPW  plan-2  C26  0.020
 QPW  plan-2  C16  0.020
 QPW  plan-2  C14  0.020
 QPW  plan-2  C11  0.020
 QPW  plan-2  O31  0.020
 QPW  plan-2  O10  0.020
 QPW  plan-2  N9   0.020
 QPW  plan-2  C12  0.020
 QPW  plan-2  N15  0.020
 QPW  plan-2  H13  0.020
 QPW  plan-2  H23  0.020
 QPW  plan-3  C17  0.020
 QPW  plan-3  C12  0.020
 QPW  plan-3  N15  0.020
 QPW  plan-3  H27  0.020
 QPW  plan-4  N3   0.020
 QPW  plan-4  C4   0.020
 QPW  plan-4  C13  0.020
 QPW  plan-4  C2   0.020
 QPW  plan-4  C16  0.020
 QPW  plan-4  O18  0.020

