# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 10:33:32 2020
#   Inital geometry file: a 127 line input string
#   Ligand name: ~{N}-(furan-2-ylmethyl)-1-[[(3~{S})-1,2,3,4-tetrahydroisoquinolin-3-yl]carbonyl]piperidine-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(NCc1occc1)C2CCN(CC2)C(=O)[C@@H]3Cc4ccccc4CN3
#
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
 6S5  6S5  ~{N}-(furan-2-ylmethyl)-1-[[(3~{S})-1,2,3,4-tetrahydroisoquinolin-3-yl]carbonyl]piperidine-4-carboxamide  ligand  52  27  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_6S5
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
 6S5  C6   C  CH1   0  -0.400   1.7414  -0.1412  -0.8519
 6S5  N1   N  NT    0  -0.453  -0.8523  -1.3564  -1.2682
 6S5  C7   C  CH2   0  -0.419   0.4571   0.6900  -0.9251
 6S5  C8   C  CH2   0  -0.331  -0.5978  -0.0158  -1.7683
 6S5  N2   N  NH1   0  -0.575  -4.4274  -1.6212  -0.6628
 6S5  C9   C  CH2   0  -0.322   0.3427  -2.1854  -1.2516
 6S5  C10  C  CH2   0  -0.418   1.4199  -1.5579  -0.3770
 6S5  C11  C  C     0   0.562  -2.0086  -1.8116  -0.7436
 6S5  C12  C  CH1   0  -0.245  -3.1960  -0.8582  -0.6680
 6S5  C13  C  CH2   0  -0.512  -3.0573   0.0191   0.5840
 6S5  C14  C  CR6   0   0.098  -4.3255   0.7787   0.8756
 6S5  C15  C  CR6   0   0.034  -5.5327   0.4061   0.2868
 6S5  O2   O  O     0  -0.499  -2.1232  -2.9445  -0.2927
 6S5  C16  C  CH2   0  -0.366  -5.5807  -0.7452  -0.6908
 6S5  C17  C  CR16  0  -0.289  -6.6898   1.1235   0.5838
 6S5  C18  C  CR16  0  -0.261  -6.6597   2.1965   1.4598
 6S5  C19  C  CR16  0  -0.259  -5.4566   2.5668   2.0505
 6S5  C20  C  CR16  0  -0.302  -4.3021   1.8599   1.7557
 6S5  H1   H  HCH1  0   0.256   2.1602  -0.2053  -1.8631
 6S5  H3   H  HCH2  0   0.239   0.0679   0.8610   0.0828
 6S5  H4   H  HCH2  0   0.255   0.6616   1.6690  -1.3640
 6S5  H5   H  HCH2  0   0.256  -0.2472  -0.0972  -2.8024
 6S5  H6   H  HCH2  0   0.274  -1.5070   0.5774  -1.7952
 6S5  H7   H  HNH1  0   0.346  -4.4596  -2.2056   0.1641
 6S5  H9   H  HCH2  0   0.271   0.0906  -3.1799  -0.8959
 6S5  H10  H  HCH2  0   0.243   0.7069  -2.2873  -2.2795
 6S5  H11  H  HCH2  0   0.251   2.3139  -2.1844  -0.4112
 6S5  H12  H  HCH2  0   0.237   1.0768  -1.5350   0.6599
 6S5  H13  H  HCH1  0   0.267  -3.2350  -0.2175  -1.5535
 6S5  H14  H  HCH2  0   0.258  -2.8166  -0.6221   1.4394
 6S5  H15  H  HCH2  0   0.258  -2.2239   0.7186   0.4865
 6S5  H16  H  HCH2  0   0.245  -5.6888  -0.3415  -1.7039
 6S5  H17  H  HCH2  0   0.256  -6.4737  -1.3479  -0.5135
 6S5  H18  H  HCR6  0   0.245  -7.6275   0.8328   0.1227
 6S5  H19  H  HCR6  0   0.251  -7.5684   2.7410   1.6827
 6S5  H20  H  HCR6  0   0.251  -5.4195   3.4036   2.7359
 6S5  H21  H  HCR6  0   0.245  -3.3626   2.1497   2.2130
 6S5  C22  C  C     0   0.580   2.7396   0.5301   0.0710
 6S5  N3   N  NH1   0  -0.627   3.8048   1.0772  -0.5404
 6S5  C5   C  CH2   0  -0.405   4.8797   1.7427   0.1604
 6S5  C4   C  CR5   0   0.364   6.0691   0.8711   0.3574
 6S5  O1   O  O     0  -0.495   2.5573   0.5877   1.2788
 6S5  C3   C  CR15  0  -0.379   7.3566   0.9765  -0.0518
 6S5  C2   C  CR15  0  -0.335   8.0335  -0.1789   0.4489
 6S5  C1   C  CR15  0  -0.008   7.0998  -0.8942   1.1162
 6S5  O3   O  O     0  -0.405   5.9062  -0.2650   1.0689
 6S5  H2   H  HNH1  0   0.405   3.9088   0.9519  -1.5343
 6S5  H8   H  HCH2  0   0.284   5.1903   2.6180  -0.4100
 6S5  H22  H  HCH2  0   0.272   4.4978   2.1028   1.1163
 6S5  H23  H  HCR5  0   0.262   7.7741   1.7786  -0.6391
 6S5  H24  H  HCR5  0   0.263   9.0717  -0.4387   0.3221
 6S5  H25  H  HCR5  0   0.278   7.1333  -1.8295   1.6512

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
 6S5  C17  C18  aromatic  1.385  0.020  1.385
 6S5  C17  C15  aromatic  1.393  0.020  1.393
 6S5  C18  C19  aromatic  1.391  0.020  1.391
 6S5  C16  C15  single    1.511  0.020  1.511
 6S5  C16  N2   single    1.449  0.020  1.449
 6S5  C15  C14  aromatic  1.394  0.020  1.394
 6S5  C19  C20  aromatic  1.385  0.020  1.385
 6S5  C7   C8   single    1.524  0.020  1.524
 6S5  C7   C6   single    1.532  0.020  1.532
 6S5  C14  C20  aromatic  1.394  0.020  1.394
 6S5  C14  C13  single    1.507  0.020  1.507
 6S5  C12  N2   single    1.449  0.020  1.449
 6S5  C12  C13  single    1.535  0.020  1.535
 6S5  C12  C11  single    1.525  0.020  1.525
 6S5  C8   N1   single    1.453  0.020  1.453
 6S5  C6   C10  single    1.528  0.020  1.528
 6S5  C11  N1   single    1.349  0.020  1.349
 6S5  C11  O2   double    1.225  0.020  1.225
 6S5  N1   C9   single    1.454  0.020  1.454
 6S5  C10  C9   single    1.523  0.020  1.523
 6S5  C6   H1   single    0.970  0.020  1.090
 6S5  C7   H3   single    0.970  0.020  1.090
 6S5  C7   H4   single    0.970  0.020  1.090
 6S5  C8   H5   single    0.970  0.020  1.090
 6S5  C8   H6   single    0.970  0.020  1.090
 6S5  N2   H7   single    0.890  0.020  1.040
 6S5  C9   H9   single    0.970  0.020  1.090
 6S5  C9   H10  single    0.970  0.020  1.090
 6S5  C10  H11  single    0.970  0.020  1.090
 6S5  C10  H12  single    0.970  0.020  1.090
 6S5  C12  H13  single    0.970  0.020  1.090
 6S5  C13  H14  single    0.970  0.020  1.090
 6S5  C13  H15  single    0.970  0.020  1.090
 6S5  C16  H16  single    0.970  0.020  1.090
 6S5  C16  H17  single    0.970  0.020  1.090
 6S5  C17  H18  single    0.930  0.020  1.080
 6S5  C18  H19  single    0.930  0.020  1.080
 6S5  C19  H20  single    0.930  0.020  1.080
 6S5  C20  H21  single    0.930  0.020  1.080
 6S5  C6   C22  single    1.516  0.020  1.516
 6S5  C22  N3   single    1.345  0.020  1.345
 6S5  N3   C5   single    1.445  0.020  1.445
 6S5  C5   C4   single    1.488  0.020  1.488
 6S5  C22  O1   double    1.223  0.020  1.223
 6S5  C4   C3   aromatic  1.355  0.020  1.355
 6S5  C3   C2   aromatic  1.430  0.020  1.430
 6S5  C2   C1   aromatic  1.352  0.020  1.352
 6S5  C4   O3   aromatic  1.350  0.020  1.350
 6S5  C1   O3   aromatic  1.350  0.020  1.350
 6S5  N3   H2   single    0.860  0.020  1.020
 6S5  C5   H8   single    0.970  0.020  1.090
 6S5  C5   H22  single    0.970  0.020  1.090
 6S5  C3   H23  single    0.930  0.020  1.080
 6S5  C2   H24  single    0.930  0.020  1.080
 6S5  C1   H25  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
 6S5  C22  C6   H1   109.63  3.000
 6S5  C22  C6   C10  111.09  3.000
 6S5  H1   C6   C10  108.22  3.000
 6S5  C22  C6   C7   109.93  3.000
 6S5  H1   C6   C7   107.94  3.000
 6S5  C10  C6   C7   109.96  3.000
 6S5  C11  N1   C9   120.50  3.000
 6S5  C9   N1   C8   112.69  3.000
 6S5  C11  N1   C8   126.53  3.000
 6S5  H4   C7   H3   107.26  3.000
 6S5  H4   C7   C8   108.81  3.000
 6S5  H3   C7   C8   109.63  3.000
 6S5  H4   C7   C6   110.40  3.000
 6S5  H3   C7   C6   109.82  3.000
 6S5  C8   C7   C6   110.83  3.000
 6S5  H6   C8   H5   106.58  3.000
 6S5  H6   C8   C7   109.90  3.000
 6S5  H5   C8   C7   109.60  3.000
 6S5  H6   C8   N1   111.45  3.000
 6S5  H5   C8   N1   108.21  3.000
 6S5  C7   C8   N1   110.98  3.000
 6S5  H7   N2   C16  109.84  3.000
 6S5  H7   N2   C12  109.50  3.000
 6S5  C16  N2   C12  110.99  3.000
 6S5  H10  C9   H9   107.42  3.000
 6S5  H10  C9   C10  110.01  3.000
 6S5  H9   C9   C10  110.70  3.000
 6S5  H10  C9   N1   108.40  3.000
 6S5  H9   C9   N1   109.57  3.000
 6S5  C10  C9   N1   110.67  3.000
 6S5  H12  C10  H11  107.38  3.000
 6S5  H12  C10  C9   109.36  3.000
 6S5  H11  C10  C9   108.94  3.000
 6S5  H12  C10  C6   109.98  3.000
 6S5  H11  C10  C6   110.47  3.000
 6S5  C9   C10  C6   110.63  3.000
 6S5  O2   C11  C12  119.16  3.000
 6S5  O2   C11  N1   122.39  3.000
 6S5  C12  C11  N1   118.42  3.000
 6S5  H13  C12  C13  109.19  3.000
 6S5  H13  C12  C11  110.73  3.000
 6S5  C13  C12  C11  109.11  3.000
 6S5  H13  C12  N2   106.33  3.000
 6S5  C11  C12  N2   109.44  3.000
 6S5  C13  C12  N2   112.02  3.000
 6S5  H15  C13  H14  106.07  3.000
 6S5  H15  C13  C14  109.66  3.000
 6S5  H14  C13  C14  109.19  3.000
 6S5  H15  C13  C12  111.23  3.000
 6S5  H14  C13  C12  108.79  3.000
 6S5  C14  C13  C12  111.71  3.000
 6S5  C20  C14  C15  119.24  3.000
 6S5  C20  C14  C13  119.93  3.000
 6S5  C15  C14  C13  120.83  3.000
 6S5  C17  C15  C16  120.25  3.000
 6S5  C16  C15  C14  120.29  3.000
 6S5  C17  C15  C14  119.44  3.000
 6S5  H17  C16  H16  105.82  3.000
 6S5  H17  C16  C15  109.96  3.000
 6S5  H16  C16  C15  108.70  3.000
 6S5  H17  C16  N2   108.31  3.000
 6S5  H16  C16  N2   108.62  3.000
 6S5  C15  C16  N2   115.02  3.000
 6S5  H18  C17  C18  119.68  3.000
 6S5  H18  C17  C15  119.29  3.000
 6S5  C18  C17  C15  121.03  3.000
 6S5  H19  C18  C19  120.32  3.000
 6S5  H19  C18  C17  120.10  3.000
 6S5  C19  C18  C17  119.58  3.000
 6S5  H20  C19  C20  120.05  3.000
 6S5  H20  C19  C18  120.30  3.000
 6S5  C20  C19  C18  119.65  3.000
 6S5  H21  C20  C19  119.73  3.000
 6S5  H21  C20  C14  119.20  3.000
 6S5  C19  C20  C14  121.06  3.000
 6S5  O1   C22  N3   123.24  3.000
 6S5  O1   C22  C6   121.59  3.000
 6S5  N3   C22  C6   115.15  3.000
 6S5  H2   N3   C5   117.32  3.000
 6S5  H2   N3   C22  118.68  3.000
 6S5  C5   N3   C22  123.78  3.000
 6S5  H22  C5   H8   107.06  3.000
 6S5  H22  C5   C4   110.94  3.000
 6S5  H8   C5   C4   108.18  3.000
 6S5  H22  C5   N3   108.45  3.000
 6S5  H8   C5   N3   109.14  3.000
 6S5  C4   C5   N3   112.89  3.000
 6S5  O3   C4   C3   109.83  3.000
 6S5  O3   C4   C5   117.79  3.000
 6S5  C3   C4   C5   132.38  3.000
 6S5  H23  C3   C2   127.49  3.000
 6S5  H23  C3   C4   126.17  3.000
 6S5  C2   C3   C4   106.34  3.000
 6S5  H24  C2   C1   126.56  3.000
 6S5  H24  C2   C3   127.57  3.000
 6S5  C1   C2   C3   105.87  3.000
 6S5  H25  C1   O3   116.69  3.000
 6S5  H25  C1   C2   133.03  3.000
 6S5  O3   C1   C2   110.28  3.000
 6S5  C1   O3   C4   107.69  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
 6S5  CONST_01  C18  C17  C15  C14     0.00   0.0  0
 6S5  CONST_02  C18  C19  C20  C14     0.00   0.0  0
 6S5  CONST_03  C19  C18  C17  C15     0.00   0.0  0
 6S5  CONST_04  C19  C20  C14  C15     0.00   0.0  0
 6S5  CONST_05  C20  C19  C18  C17     0.00   0.0  0
 6S5  CONST_06  C20  C14  C15  C17     0.00   0.0  0
 6S5  CONST_07  C1   C2   C3   C4      0.00   0.0  0
 6S5  CONST_08  C2   C1   O3   C4      0.00   0.0  0
 6S5  CONST_09  C1   O3   C4   C3      0.00   0.0  0
 6S5  CONST_10  O3   C1   C2   C3      0.00   0.0  0
 6S5  CONST_11  O3   C4   C3   C2      0.00   0.0  0
 6S5  CONST_12  C2   C3   C4   C5    180.00   0.0  0
 6S5  CONST_13  C1   O3   C4   C5    180.00   0.0  0
 6S5  CONST_14  C12  C11  N1   C8      0.00   0.0  0
 6S5  CONST_15  C12  C11  N1   C9    180.00   0.0  0
 6S5  CONST_16  H21  C20  C14  C13     0.00   0.0  0
 6S5  CONST_17  H18  C17  C15  C14   180.00   0.0  0
 6S5  CONST_18  H20  C19  C20  C14   180.00   0.0  0
 6S5  CONST_19  H19  C18  C17  C15   180.00   0.0  0
 6S5  CONST_20  H24  C2   C3   C4    180.00   0.0  0
 6S5  CONST_21  H25  C1   O3   C4    180.00   0.0  0
 6S5  CONST_22  H23  C3   C2   C1    180.00   0.0  0
 6S5  CONST_23  O2   C11  N1   C8    180.00   0.0  0
 6S5  CONST_24  O2   C11  N1   C9      0.00   0.0  0
 6S5  CONST_25  C5   N3   C22  C6    180.00   0.0  0
 6S5  CONST_26  H2   N3   C22  C6      0.00   0.0  0
 6S5  CONST_27  O1   C22  N3   C5      0.00   0.0  0
 6S5  Var_01    N1   C8   C7   C6     55.24  30.0  1
 6S5  Var_02    N1   C9   C10  C6    -56.50  30.0  1
 6S5  Var_03    C9   N1   C8   C7    -58.56  30.0  1
 6S5  Var_04    C10  C9   N1   C8     59.16  30.0  1
 6S5  Var_05    C17  C15  C16  N2   -164.77  30.0  1
 6S5  Var_06    C15  C16  N2   C12   -46.96  30.0  1
 6S5  Var_07    C15  C14  C13  C12    16.46  30.0  1
 6S5  Var_08    C3   C4   C5   N3    119.37  30.0  2
 6S5  Var_09    C4   C5   N3   C22    98.90  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
 6S5  chir_01  C6   C7  C10  C22  positiv
 6S5  chir_02  C12  N2  C13  C11  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
 6S5  plan-1  C5   0.020
 6S5  plan-1  C4   0.020
 6S5  plan-1  C3   0.020
 6S5  plan-1  C2   0.020
 6S5  plan-1  C1   0.020
 6S5  plan-1  O3   0.020
 6S5  plan-1  H23  0.020
 6S5  plan-1  H24  0.020
 6S5  plan-1  H25  0.020
 6S5  plan-2  C13  0.020
 6S5  plan-2  C14  0.020
 6S5  plan-2  C15  0.020
 6S5  plan-2  C16  0.020
 6S5  plan-2  C17  0.020
 6S5  plan-2  C18  0.020
 6S5  plan-2  C19  0.020
 6S5  plan-2  C20  0.020
 6S5  plan-2  H18  0.020
 6S5  plan-2  H19  0.020
 6S5  plan-2  H20  0.020
 6S5  plan-2  H21  0.020
 6S5  plan-3  N1   0.020
 6S5  plan-3  C8   0.020
 6S5  plan-3  C9   0.020
 6S5  plan-3  C11  0.020
 6S5  plan-3  C12  0.020
 6S5  plan-3  O2   0.020
 6S5  plan-4  C6   0.020
 6S5  plan-4  C22  0.020
 6S5  plan-4  N3   0.020
 6S5  plan-4  C5   0.020
 6S5  plan-4  O1   0.020
 6S5  plan-4  H2   0.020

