# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Wed Jun  3 14:23:33 2020
#   Inital geometry file: a 157 line input string
#   Ligand name: 5-cyclopropyl-N-{1-[({trans-4-[(4,4,4-trifluorobutyl)amino]cyclohexyl}methyl)sulfonyl]piperidin-4-yl}-1,2-oxazole-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: FC(F)(F)CCCN[C@H]1CC[C@@H](CC1)C[S](=O)(=O)N2CC[C@@H](CC2)NC(=O)c3cc(on3)C4CC4
#
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
 LUP  LUP  5-cyclopropyl-N-{1-[({trans-4-[(4,4,4-trifluorobutyl)amino]cyclohexyl}methyl)sulfonyl]piperidin-4-yl}-1,2-oxazole-3-carboxamide  ligand  70  35  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_LUP
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
 LUP  C10  C  CH2   0  -0.458   -2.8518   0.7912   1.6071
 LUP  C13  C  CH2   0  -0.630   -0.1772  -1.6053   0.2157
 LUP  C20  C  CH1   0  -0.069    4.0817  -2.1353  -0.5147
 LUP  C21  C  CH2   0  -0.440    3.4156  -2.4391   0.8266
 LUP  C22  C  CH2   0  -0.327    2.5582  -3.6946   0.7414
 LUP  C26  C  CR5   0   0.134    6.6580   0.5798  -0.0461
 LUP  C28  C  CR5   0   0.508    7.9694   2.2974   0.1905
 LUP  C02  C  CT    0   0.999   -9.7758   2.7123  -0.1652
 LUP  C05  C  CH2   0  -0.646   -8.3901   2.3886  -0.6453
 LUP  C07  C  CH2   0  -0.261   -6.0851   1.5619  -0.1001
 LUP  C09  C  CH1   0  -0.025   -3.8836   0.6996   0.4897
 LUP  C11  C  CH2   0  -0.423   -1.4928   0.2664   1.1616
 LUP  C12  C  CH1   0  -0.241   -1.5742  -1.1787   0.6612
 LUP  C18  C  CH2   0  -0.325    2.1992  -3.3396  -1.6603
 LUP  C19  C  CH2   0  -0.454    3.0464  -2.0748  -1.6308
 LUP  C27  C  CR15  0  -0.499    7.9779   0.9437   0.2995
 LUP  C31  C  CH1   0  -0.410    9.0000   3.3075   0.4042
 LUP  C34  C  CH2   0  -0.423   -2.6266  -1.2880  -0.4419
 LUP  C35  C  CH2   0  -0.436   -3.9771  -0.7471   0.0135
 LUP  F01  F  F     0  -0.317   -9.7873   3.6934   0.7527
 LUP  F03  F  F     0  -0.314  -10.5737   3.1172  -1.1668
 LUP  F04  F  F     0  -0.316  -10.3836   1.6570   0.4029
 LUP  N08  N  NH1   0  -0.617   -5.1746   1.1786   0.9617
 LUP  N17  N  N     0  -0.561    1.6046  -3.6424  -0.3626
 LUP  N30  N  N     0  -0.172    5.9329   1.6227  -0.3329
 LUP  O25  O  O     0  -0.473    6.8125  -1.7502   0.2100
 LUP  O29  O  O     0  -0.337    6.7469   2.6942  -0.1867
 LUP  S14  S  S     0   1.369    0.0094  -3.3639  -0.0900
 LUP  C32  C  CH2   0  -0.469    8.6510   4.6690   0.9505
 LUP  C33  C  CH2   0  -0.469    9.0765   4.5355  -0.4687
 LUP  H1   H  HCH2  0   0.235   -2.7515   1.8286   1.9403
 LUP  H2   H  HCH2  0   0.219   -3.2073   0.2147   2.4685
 LUP  H3   H  HCH2  0   0.290    0.1239  -1.0882  -0.6989
 LUP  H4   H  HCH2  0   0.299    0.5535  -1.3672   0.9929
 LUP  H5   H  HCH1  0   0.255    4.7924  -2.9356  -0.7378
 LUP  H6   H  HCH2  0   0.261    4.1778  -2.5847   1.5949
 LUP  H7   H  HCH2  0   0.235    2.8116  -1.5825   1.1377
 LUP  H8   H  HCH2  0   0.260    3.1987  -4.5656   0.5738
 LUP  H9   H  HCH2  0   0.280    2.0355  -3.8694   1.6792
 LUP  H10  H  HCH2  0   0.274   -8.4761   1.6161  -1.4138
 LUP  H11  H  HCH2  0   0.274   -7.9897   3.2790  -1.1363
 LUP  H12  H  HCH2  0   0.238   -7.3323   2.7209   1.2080
 LUP  H13  H  HCH2  0   0.240   -7.8603   1.0599   0.9812
 LUP  H14  H  HCH2  0   0.226   -6.2032   0.7224  -0.7902
 LUP  H15  H  HCH2  0   0.196   -5.6960   2.3988  -0.7022
 LUP  H16  H  HCH1  0   0.184   -3.5164   1.3127  -0.3540
 LUP  H17  H  HCH2  0   0.221   -1.1000   0.9012   0.3591
 LUP  H18  H  HCH2  0   0.241   -0.7820   0.3345   1.9889
 LUP  H19  H  HCH1  0   0.244   -1.8777  -1.8076   1.5058
 LUP  H20  H  HCH2  0   0.282    1.4226  -3.2583  -2.4171
 LUP  H21  H  HCH2  0   0.260    2.8188  -4.1959  -1.9421
 LUP  H22  H  HCH2  0   0.237    2.4013  -1.2006  -1.4939
 LUP  H23  H  HCH2  0   0.266    3.5419  -1.9598  -2.5967
 LUP  H24  H  HCR5  0   0.284    8.7973   0.3054   0.5809
 LUP  H25  H  HCH1  0   0.292    9.9422   2.8814   0.7247
 LUP  H26  H  HCH2  0   0.215   -2.2805  -0.7271  -1.3180
 LUP  H27  H  HCH2  0   0.243   -2.7458  -2.3220  -0.7646
 LUP  H28  H  HCH2  0   0.212   -4.3628  -1.3572   0.8377
 LUP  H29  H  HCH2  0   0.235   -4.6933  -0.8412  -0.8066
 LUP  H30  H  HNH1  0   0.340   -5.0223   1.9893   1.5514
 LUP  H32  H  HNH1  0   0.408    4.3166  -0.0360  -0.6439
 LUP  H33  H  HCH2  0   0.265    7.6099   4.8803   1.1573
 LUP  H34  H  HCH2  0   0.271    9.3445   5.0971   1.6618
 LUP  H35  H  HCH2  0   0.271   10.0680   4.8683  -0.7445
 LUP  H36  H  HCH2  0   0.265    8.3317   4.6545  -1.2448
 LUP  N23  N  NH1   0  -0.655    4.8232  -0.8921  -0.4689
 LUP  C24  C  C     0   0.542    6.1017  -0.8030  -0.0874
 LUP  C06  C  CH2   0  -0.471   -7.4499   1.9290   0.4631
 LUP  O15  O  OS    0  -0.669   -0.3458  -4.0613   1.1395
 LUP  O16  O  OS    0  -0.662   -0.6920  -3.7106  -1.3198

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
 LUP  O16  S14  double    1.458  0.020  1.458
 LUP  O29  N30  aromatic  1.354  0.020  1.354
 LUP  O29  C28  aromatic  1.340  0.020  1.340
 LUP  N30  C26  aromatic  1.302  0.020  1.302
 LUP  C21  C22  single    1.523  0.020  1.523
 LUP  C21  C20  single    1.528  0.020  1.528
 LUP  C32  C31  single    1.508  0.020  1.508
 LUP  C32  C33  single    1.488  0.020  1.488
 LUP  C22  N17  single    1.460  0.020  1.460
 LUP  C28  C31  single    1.459  0.020  1.459
 LUP  C28  C27  aromatic  1.358  0.020  1.358
 LUP  C31  C33  single    1.509  0.020  1.509
 LUP  O15  S14  double    1.458  0.020  1.458
 LUP  S14  N17  single    1.642  0.020  1.642
 LUP  S14  C13  single    1.795  0.020  1.795
 LUP  N23  C20  single    1.448  0.020  1.448
 LUP  N23  C24  single    1.337  0.020  1.337
 LUP  N17  C18  single    1.459  0.020  1.459
 LUP  C26  C27  aromatic  1.412  0.020  1.412
 LUP  C26  C24  single    1.491  0.020  1.491
 LUP  C20  C19  single    1.524  0.020  1.524
 LUP  C11  C10  single    1.523  0.020  1.523
 LUP  C11  C12  single    1.531  0.020  1.531
 LUP  C24  O25  double    1.221  0.020  1.221
 LUP  C10  C09  single    1.524  0.020  1.524
 LUP  C13  C12  single    1.527  0.020  1.527
 LUP  C19  C18  single    1.523  0.020  1.523
 LUP  C12  C34  single    1.528  0.020  1.528
 LUP  C05  C02  single    1.502  0.020  1.502
 LUP  C05  C06  single    1.524  0.020  1.524
 LUP  F04  C02  single    1.344  0.020  1.344
 LUP  C07  N08  single    1.450  0.020  1.450
 LUP  C07  C06  single    1.521  0.020  1.521
 LUP  C09  N08  single    1.456  0.020  1.456
 LUP  C09  C35  single    1.526  0.020  1.526
 LUP  F03  C02  single    1.343  0.020  1.343
 LUP  C02  F01  single    1.344  0.020  1.344
 LUP  C34  C35  single    1.524  0.020  1.524
 LUP  C10  H1   single    0.970  0.020  1.090
 LUP  C10  H2   single    0.970  0.020  1.090
 LUP  C13  H3   single    0.970  0.020  1.090
 LUP  C13  H4   single    0.970  0.020  1.090
 LUP  C20  H5   single    0.970  0.020  1.090
 LUP  C21  H6   single    0.970  0.020  1.090
 LUP  C21  H7   single    0.970  0.020  1.090
 LUP  C22  H8   single    0.970  0.020  1.090
 LUP  C22  H9   single    0.970  0.020  1.090
 LUP  C05  H10  single    0.970  0.020  1.090
 LUP  C05  H11  single    0.970  0.020  1.090
 LUP  C06  H12  single    0.970  0.020  1.090
 LUP  C06  H13  single    0.970  0.020  1.090
 LUP  C07  H14  single    0.970  0.020  1.090
 LUP  C07  H15  single    0.970  0.020  1.090
 LUP  C09  H16  single    0.970  0.020  1.090
 LUP  C11  H17  single    0.970  0.020  1.090
 LUP  C11  H18  single    0.970  0.020  1.090
 LUP  C12  H19  single    0.970  0.020  1.090
 LUP  C18  H20  single    0.970  0.020  1.090
 LUP  C18  H21  single    0.970  0.020  1.090
 LUP  C19  H22  single    0.970  0.020  1.090
 LUP  C19  H23  single    0.970  0.020  1.090
 LUP  C27  H24  single    0.930  0.020  1.080
 LUP  C31  H25  single    0.970  0.020  1.090
 LUP  C34  H26  single    0.970  0.020  1.090
 LUP  C34  H27  single    0.970  0.020  1.090
 LUP  C35  H28  single    0.970  0.020  1.090
 LUP  C35  H29  single    0.970  0.020  1.090
 LUP  N08  H30  single    0.890  0.020  1.040
 LUP  N23  H32  single    0.860  0.020  1.020
 LUP  C32  H33  single    0.970  0.020  1.090
 LUP  C32  H34  single    0.970  0.020  1.090
 LUP  C33  H35  single    0.970  0.020  1.090
 LUP  C33  H36  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
 LUP  H2   C10  H1   106.80  3.000
 LUP  H2   C10  C11  109.76  3.000
 LUP  H1   C10  C11  109.51  3.000
 LUP  H2   C10  C09  108.98  3.000
 LUP  H1   C10  C09  110.02  3.000
 LUP  C11  C10  C09  111.65  3.000
 LUP  H4   C13  H3   107.92  3.000
 LUP  H4   C13  S14  105.37  3.000
 LUP  H3   C13  S14  107.00  3.000
 LUP  H4   C13  C12  110.08  3.000
 LUP  H3   C13  C12  111.34  3.000
 LUP  S14  C13  C12  114.74  3.000
 LUP  H5   C20  N23  107.58  3.000
 LUP  H5   C20  C19  108.74  3.000
 LUP  N23  C20  C19  109.69  3.000
 LUP  H5   C20  C21  108.48  3.000
 LUP  C19  C20  C21  110.78  3.000
 LUP  N23  C20  C21  111.48  3.000
 LUP  H7   C21  H6   106.85  3.000
 LUP  H7   C21  C22  110.54  3.000
 LUP  H6   C21  C22  108.81  3.000
 LUP  H7   C21  C20  109.56  3.000
 LUP  H6   C21  C20  109.87  3.000
 LUP  C22  C21  C20  111.12  3.000
 LUP  H9   C22  H8   106.59  3.000
 LUP  H9   C22  N17  110.11  3.000
 LUP  H8   C22  N17  107.16  3.000
 LUP  H9   C22  C21  110.78  3.000
 LUP  H8   C22  C21  109.59  3.000
 LUP  N17  C22  C21  112.37  3.000
 LUP  N30  C26  C27  111.59  3.000
 LUP  C27  C26  C24  126.48  3.000
 LUP  N30  C26  C24  121.93  3.000
 LUP  O29  C28  C31  118.74  3.000
 LUP  C31  C28  C27  132.38  3.000
 LUP  O29  C28  C27  108.88  3.000
 LUP  F04  C02  F03  106.46  3.000
 LUP  F03  C02  F01  106.51  3.000
 LUP  F04  C02  F01  106.30  3.000
 LUP  F01  C02  C05  112.56  3.000
 LUP  F03  C02  C05  112.01  3.000
 LUP  F04  C02  C05  112.53  3.000
 LUP  H11  C05  H10  106.79  3.000
 LUP  H11  C05  C06  110.26  3.000
 LUP  H10  C05  C06  110.29  3.000
 LUP  H11  C05  C02  107.82  3.000
 LUP  H10  C05  C02  107.73  3.000
 LUP  C06  C05  C02  113.68  3.000
 LUP  H15  C07  H14  106.05  3.000
 LUP  H15  C07  N08  112.28  3.000
 LUP  H14  C07  N08  109.09  3.000
 LUP  H15  C07  C06  109.62  3.000
 LUP  H14  C07  C06  108.79  3.000
 LUP  N08  C07  C06  110.85  3.000
 LUP  H16  C09  N08  111.07  3.000
 LUP  H16  C09  C35  107.94  3.000
 LUP  N08  C09  C35  111.03  3.000
 LUP  H16  C09  C10  107.54  3.000
 LUP  C35  C09  C10  109.11  3.000
 LUP  N08  C09  C10  110.06  3.000
 LUP  H18  C11  H17  106.56  3.000
 LUP  H18  C11  C12  109.93  3.000
 LUP  H17  C11  C12  109.05  3.000
 LUP  H18  C11  C10  109.71  3.000
 LUP  H17  C11  C10  109.53  3.000
 LUP  C12  C11  C10  111.91  3.000
 LUP  H19  C12  C34  108.93  3.000
 LUP  H19  C12  C11  107.72  3.000
 LUP  C34  C12  C11  109.87  3.000
 LUP  H19  C12  C13  108.53  3.000
 LUP  C34  C12  C13  113.54  3.000
 LUP  C11  C12  C13  108.08  3.000
 LUP  H21  C18  H20  106.48  3.000
 LUP  H21  C18  N17  107.31  3.000
 LUP  H20  C18  N17  110.08  3.000
 LUP  H21  C18  C19  109.89  3.000
 LUP  H20  C18  C19  110.41  3.000
 LUP  N17  C18  C19  112.45  3.000
 LUP  H23  C19  H22  107.09  3.000
 LUP  H23  C19  C18  108.84  3.000
 LUP  H22  C19  C18  109.74  3.000
 LUP  H23  C19  C20  110.12  3.000
 LUP  H22  C19  C20  109.90  3.000
 LUP  C18  C19  C20  111.06  3.000
 LUP  H24  C27  C28  128.09  3.000
 LUP  H24  C27  C26  128.53  3.000
 LUP  C28  C27  C26  103.38  3.000
 LUP  H25  C31  C33  116.58  3.000
 LUP  H25  C31  C32  116.71  3.000
 LUP  C33  C31  C32   59.10  3.000
 LUP  H25  C31  C28  112.69  3.000
 LUP  C33  C31  C28  120.98  3.000
 LUP  C32  C31  C28  120.98  3.000
 LUP  H27  C34  H26  106.46  3.000
 LUP  H27  C34  C35  109.16  3.000
 LUP  H26  C34  C35  109.69  3.000
 LUP  H27  C34  C12  110.91  3.000
 LUP  H26  C34  C12  108.83  3.000
 LUP  C35  C34  C12  111.65  3.000
 LUP  H29  C35  H28  106.61  3.000
 LUP  H29  C35  C34  109.02  3.000
 LUP  H28  C35  C34  109.82  3.000
 LUP  H29  C35  C09  110.85  3.000
 LUP  H28  C35  C09  108.35  3.000
 LUP  C34  C35  C09  112.05  3.000
 LUP  H30  N08  C09  108.57  3.000
 LUP  H30  N08  C07  107.98  3.000
 LUP  C09  N08  C07  113.98  3.000
 LUP  S14  N17  C18  120.55  3.000
 LUP  C18  N17  C22  114.44  3.000
 LUP  S14  N17  C22  121.01  3.000
 LUP  O29  N30  C26  105.98  3.000
 LUP  N30  O29  C28  110.16  3.000
 LUP  O16  S14  O15  118.73  3.000
 LUP  O15  S14  N17  107.20  3.000
 LUP  O16  S14  N17  106.69  3.000
 LUP  N17  S14  C13  107.18  3.000
 LUP  O15  S14  C13  107.44  3.000
 LUP  O16  S14  C13  109.07  3.000
 LUP  H34  C32  H33  114.45  3.000
 LUP  H34  C32  C33  118.65  3.000
 LUP  H33  C32  C33  118.36  3.000
 LUP  H34  C32  C31  116.56  3.000
 LUP  H33  C32  C31  117.91  3.000
 LUP  C33  C32  C31   60.47  3.000
 LUP  H36  C33  H35  114.47  3.000
 LUP  H36  C33  C32  118.51  3.000
 LUP  H35  C33  C32  118.55  3.000
 LUP  H36  C33  C31  118.00  3.000
 LUP  H35  C33  C31  116.40  3.000
 LUP  C32  C33  C31   60.43  3.000
 LUP  H32  N23  C24  118.20  3.000
 LUP  H32  N23  C20  117.73  3.000
 LUP  C24  N23  C20  123.76  3.000
 LUP  O25  C24  N23  125.06  3.000
 LUP  O25  C24  C26  119.70  3.000
 LUP  N23  C24  C26  115.24  3.000
 LUP  H13  C06  H12  107.08  3.000
 LUP  H13  C06  C07  108.71  3.000
 LUP  H12  C06  C07  109.30  3.000
 LUP  H13  C06  C05  110.68  3.000
 LUP  H12  C06  C05  110.08  3.000
 LUP  C07  C06  C05  110.90  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
 LUP  CONST_01  C28  O29  N30  C26     0.00   0.0  0
 LUP  CONST_02  O29  C28  C27  C26     0.00   0.0  0
 LUP  CONST_03  N30  C26  C27  C28     0.00   0.0  0
 LUP  CONST_04  N30  O29  C28  C27     0.00   0.0  0
 LUP  CONST_05  O29  N30  C26  C27     0.00   0.0  0
 LUP  CONST_06  C31  C28  C27  C26   180.00   0.0  0
 LUP  CONST_07  N30  O29  C28  C31   180.00   0.0  0
 LUP  CONST_08  O29  N30  C26  C24   180.00   0.0  0
 LUP  CONST_09  C28  C27  C26  C24   180.00   0.0  0
 LUP  CONST_10  H24  C27  C28  C31     0.00   0.0  0
 LUP  CONST_11  C26  C24  N23  C20   180.00   0.0  0
 LUP  CONST_12  O25  C24  N23  C20     0.00   0.0  0
 LUP  CONST_13  H32  N23  C24  C26     0.00   0.0  0
 LUP  Var_01    N17  C22  C21  C20   -52.65  30.0  1
 LUP  Var_02    N17  C18  C19  C20    52.92  30.0  1
 LUP  Var_03    C18  N17  C22  C21    52.86  30.0  1
 LUP  Var_04    C19  C18  N17  C22   -53.00  30.0  1
 LUP  Var_05    C33  C32  C31  C28  -109.90  30.0  1
 LUP  Var_06    C12  C11  C10  C09   -56.97  30.0  1
 LUP  Var_07    C12  C34  C35  C09    56.64  30.0  1
 LUP  Var_08    C32  C31  C28  C27  -146.05  30.0  2
 LUP  Var_09    C22  N17  S14  C13    77.45  30.0  3
 LUP  Var_10    N17  S14  C13  C12  -172.80  30.0  2
 LUP  Var_11    N23  C24  C26  C27  -178.89  30.0  2
 LUP  Var_12    C09  N08  C07  C06   174.83  30.0  3
 LUP  Var_13    C07  C06  C05  C02   177.58  30.0  3
 LUP  Var_14    N08  C07  C06  C05   177.61  30.0  2
 LUP  Var_15    F04  C02  C05  C06   -60.30  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
 LUP  chir_01  C20  C21  N23  C19  positiv
 LUP  chir_02  C09  C10  N08  C35  positiv
 LUP  chir_03  C12  C34  C13  C11  negativ
 LUP  chir_04  C31  C32  C28  C33  both

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
 LUP  plan-1  C26  0.020
 LUP  plan-1  C28  0.020
 LUP  plan-1  C27  0.020
 LUP  plan-1  C31  0.020
 LUP  plan-1  N30  0.020
 LUP  plan-1  O29  0.020
 LUP  plan-1  H24  0.020
 LUP  plan-1  C24  0.020
 LUP  plan-2  C20  0.020
 LUP  plan-2  C26  0.020
 LUP  plan-2  O25  0.020
 LUP  plan-2  H32  0.020
 LUP  plan-2  N23  0.020
 LUP  plan-2  C24  0.020

