# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 15:20:28 2020
#   Inital geometry file: a 160 line input string
#   Ligand name: N-[(2S,3R)-4-{[(4S)-6-(2,2-dimethylpropyl)-2,2-dimethyl-3,4-dihydro-2H-thieno[2,3-b]pyran-4-yl]amino}-3-hydroxy-1-phenylbutan-2-yl]acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)N[C@@H](Cc1ccccc1)[C@H](O)CN[C@H]2CC(C)(C)Oc3sc(CC(C)(C)C)cc23
#
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
 916  916  N-[(2S,3R)-4-{[(4S)-6-(2,2-dimethylpropyl)-2,2-dimethyl-3,4-dihydro-2H-thieno[2,3-b]pyran-4-yl]amino}-3-hydroxy-1-phenylbutan-2-yl]acetamide  ligand  70  32  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_916
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
 916  O21  O  O     0  -0.498  -3.4405  -2.0762  -1.4931
 916  C6   C  C     0   0.513  -3.7953  -0.9739  -1.8896
 916  C5   C  CH3   0  -0.775  -4.2505  -0.7387  -3.3097
 916  N7   N  NH1   0  -0.631  -3.8348   0.1157  -1.1018
 916  C8   C  CH1   0  -0.093  -3.5992   0.1310   0.3302
 916  C13  C  CH2   0  -0.525  -4.6361  -0.7000   1.1052
 916  C22  C  CR6   0   0.150  -6.0412  -0.2979   0.7587
 916  C27  C  CR16  0  -0.318  -6.7870  -1.0153  -0.1733
 916  C26  C  CR16  0  -0.240  -8.0706  -0.6142  -0.5217
 916  C25  C  CR16  0  -0.275  -8.6298   0.5160   0.0596
 916  C24  C  CR16  0  -0.239  -7.8974   1.2388   0.9934
 916  C23  C  CR16  0  -0.308  -6.6154   0.8329   1.3374
 916  C9   C  CH1   0   0.024  -2.1538  -0.2446   0.7066
 916  O1   O  OH1   0  -0.662  -1.9615  -0.0719   2.0971
 916  C10  C  CH2   0  -0.285  -1.1353   0.5608  -0.0916
 916  N11  N  NH1   0  -0.596   0.2143   0.2190   0.3109
 916  C12  C  CH1   0  -0.093   1.2517   0.8191  -0.5104
 916  C15  C  CH2   0  -0.473   1.2194   2.3558  -0.5642
 916  C2   C  CT    0   0.169   2.4991   2.9710  -1.1309
 916  C4   C  CH3   0  -0.662   2.4473   4.4857  -1.0482
 916  C3   C  CH3   0  -0.660   2.7637   2.5200  -2.5633
 916  C17  C  CR5   0   0.053   2.6005   0.4060  -0.0045
 916  C18  C  CR15  0  -0.249   2.9959  -0.8765   0.4867
 916  C19  C  CR5   0  -0.149   4.2879  -0.9424   0.9034
 916  S20  S  S2    0   0.159   5.0698   0.6009   0.6967
 916  C16  C  CR5   0   0.056   3.6247   1.2978   0.0598
 916  O14  O  O2    0  -0.472   3.6290   2.5814  -0.3075
 916  C28  C  CH2   0  -0.478   5.0333  -2.0917   1.4997
 916  C29  C  CT    0  -0.078   5.8403  -2.9792   0.5240
 916  C32  C  CH3   0  -0.638   4.8970  -3.6897  -0.4439
 916  C31  C  CH3   0  -0.650   6.8573  -2.1559  -0.2650
 916  C30  C  CH3   0  -0.642   6.5839  -4.0198   1.3639
 916  H1   H  HCH3  0   0.260  -3.8652  -1.5175  -3.9631
 916  H2   H  HCH3  0   0.266  -5.3411  -0.7711  -3.3524
 916  H3   H  HCH3  0   0.255  -3.9365   0.2322  -3.6920
 916  H4   H  HNH1  0   0.403  -4.1731   0.9713  -1.5092
 916  H5   H  HCH1  0   0.257  -3.7355   1.1794   0.6173
 916  H6   H  HCH2  0   0.253  -4.4855  -1.7611   0.9017
 916  H7   H  HCH2  0   0.256  -4.4640  -0.5509   2.1720
 916  H8   H  HCR6  0   0.242  -6.3622  -1.9030  -0.6273
 916  H9   H  HCR6  0   0.252  -8.6347  -1.1861  -1.2474
 916  H10  H  HCR6  0   0.253  -9.6306   0.8284  -0.2091
 916  H11  H  HCR6  0   0.252  -8.3268   2.1178   1.4571
 916  H12  H  HCR6  0   0.245  -6.0524   1.4013   2.0698
 916  H13  H  HCH1  0   0.232  -1.9907  -1.3074   0.5191
 916  H14  H  HOH1  0   0.444  -2.0966   0.8583   2.3130
 916  H15  H  HCH2  0   0.235  -1.2422   0.3319  -1.1540
 916  H16  H  HCH2  0   0.198  -1.3678   1.6333   0.0173
 916  H17  H  HNH1  0   0.337   0.3595   0.4907   1.2765
 916  H19  H  HCH1  0   0.240   1.1072   0.4311  -1.5273
 916  H20  H  HCH2  0   0.252   0.3796   2.7026  -1.1701
 916  H21  H  HCH2  0   0.240   1.0568   2.7401   0.4491
 916  H22  H  HCH3  0   0.239   2.2618   4.8238  -0.0277
 916  H23  H  HCH3  0   0.240   3.3799   4.9333  -1.3958
 916  H24  H  HCH3  0   0.235   1.6418   4.8619  -1.6786
 916  H25  H  HCH3  0   0.237   1.9164   2.7819  -3.1979
 916  H26  H  HCH3  0   0.242   3.6490   3.0143  -2.9650
 916  H27  H  HCH3  0   0.243   2.9142   1.4425  -2.6415
 916  H28  H  HCR5  0   0.249   2.3201  -1.7195   0.5430
 916  H29  H  HCH2  0   0.243   5.7136  -1.7214   2.2735
 916  H30  H  HCH2  0   0.248   4.3103  -2.7282   2.0186
 916  H31  H  HCH3  0   0.224   5.4537  -4.3394  -1.1231
 916  H32  H  HCH3  0   0.219   4.1748  -4.3115   0.0912
 916  H33  H  HCH3  0   0.229   4.3363  -2.9780  -1.0520
 916  H34  H  HCH3  0   0.221   7.5166  -1.5915   0.3987
 916  H35  H  HCH3  0   0.227   7.4849  -2.8108  -0.8729
 916  H36  H  HCH3  0   0.227   6.3734  -1.4476  -0.9392
 916  H37  H  HCH3  0   0.222   7.2795  -3.5434   2.0589
 916  H38  H  HCH3  0   0.222   5.8906  -4.6270   1.9499
 916  H39  H  HCH3  0   0.226   7.1600  -4.6947   0.7279

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
 916  C30  C29  single    1.530  0.020  1.530
 916  C25  C26  aromatic  1.388  0.020  1.388
 916  C25  C24  aromatic  1.390  0.020  1.390
 916  C29  C31  single    1.528  0.020  1.528
 916  C29  C28  single    1.546  0.020  1.546
 916  C29  C32  single    1.527  0.020  1.527
 916  C26  C27  aromatic  1.389  0.020  1.389
 916  C24  C23  aromatic  1.388  0.020  1.388
 916  C28  C19  single    1.494  0.020  1.494
 916  C23  C22  aromatic  1.394  0.020  1.394
 916  C27  C22  aromatic  1.393  0.020  1.393
 916  C22  C13  single    1.502  0.020  1.502
 916  C13  C8   single    1.538  0.020  1.538
 916  O1   C9   single    1.414  0.020  1.414
 916  C19  C18  aromatic  1.359  0.020  1.359
 916  C19  S20  aromatic  1.742  0.020  1.742
 916  C8   C9   single    1.540  0.020  1.540
 916  C8   N7   single    1.451  0.020  1.451
 916  C18  C17  aromatic  1.429  0.020  1.429
 916  C9   C10  single    1.524  0.020  1.524
 916  S20  C16  aromatic  1.726  0.020  1.726
 916  N7   C6   single    1.345  0.020  1.345
 916  O21  C6   double    1.224  0.020  1.224
 916  C10  N11  single    1.449  0.020  1.449
 916  C17  C16  aromatic  1.360  0.020  1.360
 916  C17  C12  single    1.499  0.020  1.499
 916  C6   C5   single    1.510  0.020  1.510
 916  C16  O14  single    1.335  0.020  1.335
 916  N11  C12  single    1.453  0.020  1.453
 916  C12  C15  single    1.538  0.020  1.538
 916  O14  C2   single    1.451  0.020  1.451
 916  C15  C2   single    1.529  0.020  1.529
 916  C2   C3   single    1.525  0.020  1.525
 916  C2   C4   single    1.518  0.020  1.518
 916  C5   H1   single    0.970  0.020  1.090
 916  C5   H2   single    0.970  0.020  1.090
 916  C5   H3   single    0.970  0.020  1.090
 916  N7   H4   single    0.860  0.020  1.020
 916  C8   H5   single    0.970  0.020  1.090
 916  C13  H6   single    0.970  0.020  1.090
 916  C13  H7   single    0.970  0.020  1.090
 916  C27  H8   single    0.930  0.020  1.080
 916  C26  H9   single    0.930  0.020  1.080
 916  C25  H10  single    0.930  0.020  1.080
 916  C24  H11  single    0.930  0.020  1.080
 916  C23  H12  single    0.930  0.020  1.080
 916  C9   H13  single    0.970  0.020  1.090
 916  O1   H14  single    0.850  0.020  0.980
 916  C10  H15  single    0.970  0.020  1.090
 916  C10  H16  single    0.970  0.020  1.090
 916  N11  H17  single    0.890  0.020  1.040
 916  C12  H19  single    0.970  0.020  1.090
 916  C15  H20  single    0.970  0.020  1.090
 916  C15  H21  single    0.970  0.020  1.090
 916  C4   H22  single    0.970  0.020  1.090
 916  C4   H23  single    0.970  0.020  1.090
 916  C4   H24  single    0.970  0.020  1.090
 916  C3   H25  single    0.970  0.020  1.090
 916  C3   H26  single    0.970  0.020  1.090
 916  C3   H27  single    0.970  0.020  1.090
 916  C18  H28  single    0.930  0.020  1.080
 916  C28  H29  single    0.970  0.020  1.090
 916  C28  H30  single    0.970  0.020  1.090
 916  C32  H31  single    0.970  0.020  1.090
 916  C32  H32  single    0.970  0.020  1.090
 916  C32  H33  single    0.970  0.020  1.090
 916  C31  H34  single    0.970  0.020  1.090
 916  C31  H35  single    0.970  0.020  1.090
 916  C31  H36  single    0.970  0.020  1.090
 916  C30  H37  single    0.970  0.020  1.090
 916  C30  H38  single    0.970  0.020  1.090
 916  C30  H39  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
 916  N7   C6   C5   114.57  3.000
 916  C5   C6   O21  122.17  3.000
 916  N7   C6   O21  123.25  3.000
 916  H3   C5   H2   107.50  3.000
 916  H3   C5   H1   108.98  3.000
 916  H2   C5   H1   108.01  3.000
 916  H3   C5   C6   112.45  3.000
 916  H2   C5   C6   109.47  3.000
 916  H1   C5   C6   110.29  3.000
 916  H4   N7   C8   116.43  3.000
 916  H4   N7   C6   117.49  3.000
 916  C8   N7   C6   125.57  3.000
 916  H5   C8   C9   106.63  3.000
 916  H5   C8   C13  107.51  3.000
 916  C9   C8   C13  112.19  3.000
 916  H5   C8   N7   104.39  3.000
 916  C9   C8   N7   113.02  3.000
 916  C13  C8   N7   112.45  3.000
 916  H7   C13  H6   107.07  3.000
 916  H7   C13  C22  109.67  3.000
 916  H6   C13  C22  110.28  3.000
 916  H7   C13  C8   108.21  3.000
 916  H6   C13  C8   109.78  3.000
 916  C22  C13  C8   111.70  3.000
 916  C23  C22  C27  118.37  3.000
 916  C27  C22  C13  121.16  3.000
 916  C23  C22  C13  120.44  3.000
 916  H8   C27  C26  119.58  3.000
 916  H8   C27  C22  119.49  3.000
 916  C26  C27  C22  120.93  3.000
 916  H9   C26  C25  120.05  3.000
 916  H9   C26  C27  119.81  3.000
 916  C25  C26  C27  120.14  3.000
 916  H10  C25  C24  120.27  3.000
 916  H10  C25  C26  120.23  3.000
 916  C24  C25  C26  119.51  3.000
 916  H11  C24  C23  119.84  3.000
 916  H11  C24  C25  120.08  3.000
 916  C23  C24  C25  120.08  3.000
 916  H12  C23  C24  119.57  3.000
 916  H12  C23  C22  119.45  3.000
 916  C24  C23  C22  120.98  3.000
 916  H13  C9   C10  108.95  3.000
 916  H13  C9   O1   105.51  3.000
 916  C10  C9   O1   111.07  3.000
 916  H13  C9   C8   109.62  3.000
 916  C10  C9   C8   111.73  3.000
 916  O1   C9   C8   109.77  3.000
 916  H14  O1   C9   108.59  3.000
 916  H16  C10  H15  106.22  3.000
 916  H16  C10  N11  113.47  3.000
 916  H15  C10  N11  108.18  3.000
 916  H16  C10  C9   108.74  3.000
 916  H15  C10  C9   109.47  3.000
 916  N11  C10  C9   110.62  3.000
 916  H17  N11  C12  109.00  3.000
 916  H17  N11  C10  109.56  3.000
 916  C12  N11  C10  114.24  3.000
 916  H19  C12  C17  109.49  3.000
 916  H19  C12  C15  108.53  3.000
 916  C17  C12  C15  107.83  3.000
 916  H19  C12  N11  106.48  3.000
 916  C15  C12  N11  114.68  3.000
 916  C17  C12  N11  109.76  3.000
 916  H21  C15  H20  106.71  3.000
 916  H21  C15  C2   109.02  3.000
 916  H20  C15  C2   108.08  3.000
 916  H21  C15  C12  108.73  3.000
 916  H20  C15  C12  110.66  3.000
 916  C2   C15  C12  113.42  3.000
 916  O14  C2   C3   108.57  3.000
 916  C3   C2   C4   110.62  3.000
 916  O14  C2   C4   105.28  3.000
 916  C4   C2   C15  110.66  3.000
 916  C3   C2   C15  111.99  3.000
 916  O14  C2   C15  109.47  3.000
 916  H24  C4   H23  107.81  3.000
 916  H24  C4   H22  107.96  3.000
 916  H23  C4   H22  108.44  3.000
 916  H24  C4   C2   109.76  3.000
 916  H23  C4   C2   111.27  3.000
 916  H22  C4   C2   111.47  3.000
 916  H27  C3   H26  108.02  3.000
 916  H27  C3   H25  107.62  3.000
 916  H26  C3   H25  107.91  3.000
 916  H27  C3   C2   112.55  3.000
 916  H26  C3   C2   110.66  3.000
 916  H25  C3   C2   109.92  3.000
 916  C16  C17  C18  111.34  3.000
 916  C16  C17  C12  120.87  3.000
 916  C18  C17  C12  127.77  3.000
 916  H28  C18  C19  122.69  3.000
 916  H28  C18  C17  122.97  3.000
 916  C19  C18  C17  114.32  3.000
 916  C28  C19  S20  120.32  3.000
 916  S20  C19  C18  110.32  3.000
 916  C28  C19  C18  129.34  3.000
 916  C16  S20  C19   91.47  3.000
 916  O14  C16  S20  119.14  3.000
 916  O14  C16  C17  128.32  3.000
 916  S20  C16  C17  112.54  3.000
 916  C16  O14  C2   114.31  3.000
 916  H30  C28  H29  105.80  3.000
 916  H30  C28  C29  108.07  3.000
 916  H29  C28  C29  108.41  3.000
 916  H30  C28  C19  107.88  3.000
 916  H29  C28  C19  109.39  3.000
 916  C29  C28  C19  116.75  3.000
 916  C30  C29  C31  109.05  3.000
 916  C31  C29  C32  109.55  3.000
 916  C30  C29  C32  109.38  3.000
 916  C32  C29  C28  110.16  3.000
 916  C31  C29  C28  111.34  3.000
 916  C30  C29  C28  107.32  3.000
 916  H33  C32  H32  107.72  3.000
 916  H33  C32  H31  107.65  3.000
 916  H32  C32  H31  107.62  3.000
 916  H33  C32  C29  111.55  3.000
 916  H32  C32  C29  111.26  3.000
 916  H31  C32  C29  110.85  3.000
 916  H36  C31  H35  107.47  3.000
 916  H36  C31  H34  107.91  3.000
 916  H35  C31  H34  107.53  3.000
 916  H36  C31  C29  111.95  3.000
 916  H35  C31  C29  110.30  3.000
 916  H34  C31  C29  111.49  3.000
 916  H39  C30  H38  107.69  3.000
 916  H39  C30  H37  107.71  3.000
 916  H38  C30  H37  107.77  3.000
 916  H39  C30  C29  110.92  3.000
 916  H38  C30  C29  111.36  3.000
 916  H37  C30  C29  111.23  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
 916  CONST_01  C25  C24  C23  C22     0.00   0.0  0
 916  CONST_02  C25  C26  C27  C22     0.00   0.0  0
 916  CONST_03  C24  C25  C26  C27     0.00   0.0  0
 916  CONST_04  C24  C23  C22  C27     0.00   0.0  0
 916  CONST_05  C23  C24  C25  C26     0.00   0.0  0
 916  CONST_06  C23  C22  C27  C26     0.00   0.0  0
 916  CONST_07  S20  C19  C18  C17     0.00   0.0  0
 916  CONST_08  C19  S20  C16  C17     0.00   0.0  0
 916  CONST_09  C16  S20  C19  C18     0.00   0.0  0
 916  CONST_10  S20  C16  C17  C18     0.00   0.0  0
 916  CONST_11  C16  C17  C18  C19     0.00   0.0  0
 916  CONST_12  C24  C23  C22  C13   180.00   0.0  0
 916  CONST_13  C26  C27  C22  C13   180.00   0.0  0
 916  CONST_14  C28  C19  C18  C17   180.00   0.0  0
 916  CONST_15  C28  C19  S20  C16   180.00   0.0  0
 916  CONST_16  H11  C24  C23  C22   180.00   0.0  0
 916  CONST_17  H9   C26  C27  C22   180.00   0.0  0
 916  CONST_18  H10  C25  C26  C27   180.00   0.0  0
 916  CONST_19  H12  C23  C22  C27   180.00   0.0  0
 916  CONST_20  H8   C27  C26  C25   180.00   0.0  0
 916  CONST_21  H28  C18  C17  C12     0.00   0.0  0
 916  CONST_22  C8   N7   C6   O21     0.00   0.0  0
 916  CONST_23  C8   N7   C6   C5    180.00   0.0  0
 916  CONST_24  H4   N7   C6   O21   180.00   0.0  0
 916  Var_01    O14  C2   C15  C12   -59.67  30.0  1
 916  Var_02    S20  C16  O14  C2    165.03  30.0  1
 916  Var_03    C23  C22  C13  C8    -80.03  30.0  3
 916  Var_04    C29  C28  C19  C18    93.75  30.0  2
 916  Var_05    H25  C3   C2   C15    57.71  30.0  3
 916  Var_06    H22  C4   C2   C15    55.47  30.0  3
 916  Var_07    C12  N11  C10  C9    172.88  30.0  3
 916  Var_08    C30  C29  C28  C19   176.32  30.0  3
 916  Var_09    H1   C5   C6   O21   -21.67  30.0  3
 916  Var_10    H37  C30  C29  C28   -61.32  30.0  3
 916  Var_11    H34  C31  C29  C28    54.91  30.0  3
 916  Var_12    H31  C32  C29  C28  -178.61  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
 916  chir_01  C8   C13  C9   N7   negativ
 916  chir_02  C9   O1   C8   C10  negativ
 916  chir_03  C12  N11  C15  C17  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
 916  plan-1  C13  0.020
 916  plan-1  C22  0.020
 916  plan-1  C27  0.020
 916  plan-1  C26  0.020
 916  plan-1  C25  0.020
 916  plan-1  C24  0.020
 916  plan-1  C23  0.020
 916  plan-1  H8   0.020
 916  plan-1  H9   0.020
 916  plan-1  H10  0.020
 916  plan-1  H11  0.020
 916  plan-1  H12  0.020
 916  plan-2  C12  0.020
 916  plan-2  C17  0.020
 916  plan-2  C18  0.020
 916  plan-2  C19  0.020
 916  plan-2  S20  0.020
 916  plan-2  C16  0.020
 916  plan-2  O14  0.020
 916  plan-2  C28  0.020
 916  plan-2  H28  0.020
 916  plan-3  O21  0.020
 916  plan-3  C6   0.020
 916  plan-3  C5   0.020
 916  plan-3  N7   0.020
 916  plan-3  C8   0.020
 916  plan-3  H4   0.020

