# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 06:55:21 2020
#   Inital geometry file: a 121 line input string
#   Ligand name: [(3R)-2-(tert-butoxycarbonyl)-3-(methylcarbamoyl)-1,2,3,4-tetrahydroisoquinolin-7-yl]sulfamic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNC(=O)[C@H]1Cc2ccc(N[S](O)(=O)=O)cc2CN1C(=O)OC(C)(C)C
#
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
 ENT  ENT  '[(3R)-2-(tert-butoxycarbonyl)-3-(methylcarbamoyl)-1,2,3,4-tetrahydroisoquinolin-7-yl]sulfamic acid'  ligand  48  26  .  2022-07-24  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_ENT
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
 ENT  O6    O  OS    -1  -0.743  41.3952  17.4572  12.4454
 ENT  S1    S  S      0   1.509  42.4104  16.6735  13.1551
 ENT  O4    O  OS     0  -0.740  43.1950  15.7776  12.2975
 ENT  O5    O  OS     0  -0.744  43.2419  17.4569  14.0765
 ENT  N1    N  NC1    0  -0.867  41.4392  15.6898  14.1615
 ENT  C5    C  CR6    0   0.361  41.9267  14.5382  14.7748
 ENT  C4    C  CR16   0  -0.338  41.0652  13.4540  14.9598
 ENT  C1    C  CR16   0  -0.317  41.4919  12.3107  15.6165
 ENT  C2    C  CR16   0  -0.383  43.2327  14.4463  15.2664
 ENT  C6    C  CR66   0   0.073  43.6551  13.2867  15.8963
 ENT  C8    C  C      0  -0.345  45.0532  13.1287  16.4181
 ENT  N2    N  NR6    0  -0.527  45.0388  12.5262  17.7503
 ENT  C9    C  CR16   0  -0.178  44.0915  11.4661  18.0671
 ENT  C10   C  C      0   0.558  43.0652  11.8644  19.1290
 ENT  O3    O  O      0  -0.506  42.4935  10.9961  19.7760
 ENT  N3    N  NH1    0  -0.610  42.8017  13.1654  19.2674
 ENT  C16   C  CH3    0  -0.513  41.8353  13.6585  20.2185
 ENT  C7    C  C      0  -0.552  43.3551  11.0230  16.7965
 ENT  C3    C  CR66   0   0.098  42.7945  12.2086  16.0787
 ENT  C11   C  C      0   0.773  45.9757  12.9156  18.6572
 ENT  O1    O  O      0  -0.515  46.8138  13.7683  18.4434
 ENT  O2    O  O2     0  -0.498  45.8353  12.2360  19.7888
 ENT  C12   C  CT     0   0.195  46.4812  12.6131  21.0344
 ENT  C15   C  CH3    0  -0.667  47.9928  12.4517  20.9444
 ENT  C14   C  CH3    0  -0.678  46.0782  14.0271  21.4334
 ENT  C13   C  CH3    0  -0.657  45.9056  11.6121  22.0282
 ENT  HN1   H  HNC1   0   0.395  40.5144  15.5754  13.7665
 ENT  H4    H  HCR6   0   0.259  40.0477  13.5113  14.5909
 ENT  H1    H  HCR6   0   0.250  40.7991  11.4897  15.7571
 ENT  H2    H  HCR6   0   0.261  43.9165  15.2800  15.1766
 ENT  H81   H  H      0   0.278  45.5518  14.0929  16.4766
 ENT  H82   H  H      0   0.261  45.6386  12.5067  15.7311
 ENT  H9    H  HCR6   0   0.287  44.6173  10.5965  18.4657
 ENT  HN3   H  HNH1   0   0.402  43.2739  13.8315  18.6806
 ENT  H161  H  HCH3   0   0.237  42.0827  13.3477  21.2337
 ENT  H162  H  HCH3   0   0.250  41.8413  14.7439  20.1827
 ENT  H163  H  HCH3   0   0.238  40.8267  13.3120  19.9900
 ENT  H71   H  H      0   0.280  42.5791  10.3054  17.0637
 ENT  H72   H  H      0   0.275  44.0650  10.4866  16.1579
 ENT  H151  H  HCH3   0   0.246  48.4466  13.1736  20.2698
 ENT  H152  H  HCH3   0   0.233  48.4259  12.6018  21.9342
 ENT  H153  H  HCH3   0   0.235  48.2594  11.4466  20.6144
 ENT  H141  H  HCH3   0   0.236  44.9922  14.1370  21.4233
 ENT  H142  H  HCH3   0   0.239  46.4213  14.2228  22.4494
 ENT  H143  H  HCH3   0   0.245  46.5145  14.7849  20.7859
 ENT  H131  H  HCH3   0   0.237  46.1741  10.5886  21.7625
 ENT  H132  H  HCH3   0   0.230  46.2959  11.8131  23.0255
 ENT  H133  H  HCH3   0   0.238  44.8174  11.6823  22.0715

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
 ENT  O6   S1    deloc     1.466  0.020  1.466
 ENT  S1   O4    deloc     1.468  0.020  1.468
 ENT  S1   O5    deloc     1.468  0.020  1.468
 ENT  S1   N1    single    1.710  0.020  1.710
 ENT  N1   C5    single    1.393  0.020  1.393
 ENT  N1   HN1   single    0.890  0.020  1.040
 ENT  C5   C4    aromatic  1.397  0.020  1.397
 ENT  C5   C2    aromatic  1.398  0.020  1.398
 ENT  C4   C1    aromatic  1.386  0.020  1.386
 ENT  C4   H4    single    0.930  0.020  1.080
 ENT  C1   C3    aromatic  1.386  0.020  1.386
 ENT  C1   H1    single    0.930  0.020  1.080
 ENT  C2   C6    aromatic  1.386  0.020  1.386
 ENT  C2   H2    single    0.930  0.020  1.080
 ENT  C6   C8    single    1.501  0.020  1.501
 ENT  C6   C3    aromatic  1.391  0.020  1.391
 ENT  C8   N2    single    1.462  0.020  1.462
 ENT  C8   H81   single    0.970  0.020  1.090
 ENT  C8   H82   single    0.970  0.020  1.090
 ENT  N2   C9    single    1.457  0.020  1.457
 ENT  N2   C11   single    1.361  0.020  1.361
 ENT  C9   C10   single    1.530  0.020  1.530
 ENT  C9   C7    single    1.534  0.020  1.534
 ENT  C9   H9    single    0.970  0.020  1.090
 ENT  C10  O3    double    1.224  0.020  1.224
 ENT  C10  N3    single    1.335  0.020  1.335
 ENT  N3   C16   single    1.443  0.020  1.443
 ENT  N3   HN3   single    0.860  0.020  1.020
 ENT  C16  H161  single    0.970  0.020  1.090
 ENT  C16  H162  single    0.970  0.020  1.090
 ENT  C16  H163  single    0.970  0.020  1.090
 ENT  C7   C3    single    1.495  0.020  1.495
 ENT  C7   H71   single    0.970  0.020  1.090
 ENT  C7   H72   single    0.970  0.020  1.090
 ENT  C11  O1    double    1.215  0.020  1.215
 ENT  C11  O2    single    1.327  0.020  1.327
 ENT  O2   C12   single    1.453  0.020  1.453
 ENT  C12  C15   single    1.523  0.020  1.523
 ENT  C12  C14   single    1.523  0.020  1.523
 ENT  C12  C13   single    1.523  0.020  1.523
 ENT  C15  H151  single    0.970  0.020  1.090
 ENT  C15  H152  single    0.970  0.020  1.090
 ENT  C15  H153  single    0.970  0.020  1.090
 ENT  C14  H141  single    0.970  0.020  1.090
 ENT  C14  H142  single    0.970  0.020  1.090
 ENT  C14  H143  single    0.970  0.020  1.090
 ENT  C13  H131  single    0.970  0.020  1.090
 ENT  C13  H132  single    0.970  0.020  1.090
 ENT  C13  H133  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
 ENT  N1    S1   O5    105.03  3.000
 ENT  N1    S1   O4    107.24  3.000
 ENT  O5    S1   O4    112.94  3.000
 ENT  N1    S1   O6    101.49  3.000
 ENT  O5    S1   O6    114.26  3.000
 ENT  O4    S1   O6    114.44  3.000
 ENT  HN1   N1   C5    113.47  3.000
 ENT  HN1   N1   S1    110.75  3.000
 ENT  C5    N1   S1    122.42  3.000
 ENT  C2    C5   C4    118.57  3.000
 ENT  C2    C5   N1    122.41  3.000
 ENT  C4    C5   N1    118.95  3.000
 ENT  H4    C4   C1    119.60  3.000
 ENT  H4    C4   C5    119.53  3.000
 ENT  C1    C4   C5    120.87  3.000
 ENT  H1    C1   C3    120.13  3.000
 ENT  H1    C1   C4    119.32  3.000
 ENT  C3    C1   C4    120.55  3.000
 ENT  H2    C2   C6    119.34  3.000
 ENT  H2    C2   C5    120.69  3.000
 ENT  C6    C2   C5    119.97  3.000
 ENT  C3    C6   C8    116.69  3.000
 ENT  C3    C6   C2    121.30  3.000
 ENT  C8    C6   C2    122.02  3.000
 ENT  H82   C8   H81   106.98  3.000
 ENT  H82   C8   N2    110.03  3.000
 ENT  H81   C8   N2    108.72  3.000
 ENT  H82   C8   C6    109.84  3.000
 ENT  H81   C8   C6    110.65  3.000
 ENT  N2    C8   C6    110.55  3.000
 ENT  C11   N2   C9    120.74  3.000
 ENT  C11   N2   C8    118.84  3.000
 ENT  C9    N2   C8    120.30  3.000
 ENT  H9    C9   C7    107.67  3.000
 ENT  H9    C9   C10   106.09  3.000
 ENT  C7    C9   C10   109.16  3.000
 ENT  H9    C9   N2    110.24  3.000
 ENT  C7    C9   N2    110.02  3.000
 ENT  C10   C9   N2    113.44  3.000
 ENT  N3    C10  O3    122.98  3.000
 ENT  N3    C10  C9    117.28  3.000
 ENT  O3    C10  C9    119.70  3.000
 ENT  HN3   N3   C16   118.22  3.000
 ENT  HN3   N3   C10   119.51  3.000
 ENT  C16   N3   C10   122.26  3.000
 ENT  H163  C16  H162  108.41  3.000
 ENT  H163  C16  H161  108.32  3.000
 ENT  H162  C16  H161  108.32  3.000
 ENT  H163  C16  N3    111.89  3.000
 ENT  H162  C16  N3    108.43  3.000
 ENT  H161  C16  N3    111.37  3.000
 ENT  H72   C7   H71   106.37  3.000
 ENT  H72   C7   C3    110.58  3.000
 ENT  H71   C7   C3    111.88  3.000
 ENT  H72   C7   C9    108.26  3.000
 ENT  H71   C7   C9    109.20  3.000
 ENT  C3    C7   C9    110.41  3.000
 ENT  C7    C3   C6    116.45  3.000
 ENT  C7    C3   C1    124.82  3.000
 ENT  C6    C3   C1    118.72  3.000
 ENT  O2    C11  O1    125.63  3.000
 ENT  O2    C11  N2    110.41  3.000
 ENT  O1    C11  N2    123.97  3.000
 ENT  C12   O2   C11   123.43  3.000
 ENT  C13   C12  C14   109.82  3.000
 ENT  C13   C12  C15   110.12  3.000
 ENT  C14   C12  C15   112.11  3.000
 ENT  C13   C12  O2    102.75  3.000
 ENT  C14   C12  O2    110.36  3.000
 ENT  C15   C12  O2    111.29  3.000
 ENT  H153  C15  H152  107.71  3.000
 ENT  H153  C15  H151  108.79  3.000
 ENT  H152  C15  H151  107.81  3.000
 ENT  H153  C15  C12   110.98  3.000
 ENT  H152  C15  C12   109.02  3.000
 ENT  H151  C15  C12   112.37  3.000
 ENT  H143  C14  H142  107.66  3.000
 ENT  H143  C14  H141  108.86  3.000
 ENT  H142  C14  H141  107.68  3.000
 ENT  H143  C14  C12   112.61  3.000
 ENT  H142  C14  C12   109.12  3.000
 ENT  H141  C14  C12   110.75  3.000
 ENT  H133  C13  H132  108.00  3.000
 ENT  H133  C13  H131  108.39  3.000
 ENT  H132  C13  H131  107.93  3.000
 ENT  H133  C13  C12   111.12  3.000
 ENT  H132  C13  C12   109.90  3.000
 ENT  H131  C13  C12   111.38  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
 ENT  CONST_01  C3    C1   C4   C5      0.00   0.0  0
 ENT  CONST_02  C3    C6   C2   C5      0.00   0.0  0
 ENT  CONST_03  C6    C2   C5   C4      0.00   0.0  0
 ENT  CONST_04  C6    C3   C1   C4      0.00   0.0  0
 ENT  CONST_05  C2    C5   C4   C1      0.00   0.0  0
 ENT  CONST_06  C2    C6   C3   C1      0.00   0.0  0
 ENT  CONST_07  C1    C4   C5   N1    180.00   0.0  0
 ENT  CONST_08  C6    C2   C5   N1    180.00   0.0  0
 ENT  CONST_09  H1    C1   C4   C5    180.00   0.0  0
 ENT  CONST_10  H2    C2   C5   C4    180.00   0.0  0
 ENT  CONST_11  H4    C4   C5   C2    180.00   0.0  0
 ENT  CONST_14  HN1   N1   C5   C4      0.00   0.0  0
 ENT  CONST_15  C16   N3   C10  C9    180.00   0.0  0
 ENT  CONST_16  HN3   N3   C10  C9      0.00   0.0  0
 ENT  CONST_17  C16   N3   C10  O3      0.00   0.0  0
 ENT  Var_01    C9    C7   C3   C1   -131.23  30.0  1
 ENT  Var_02    N2    C8   C6   C2    135.88  30.0  1
 ENT  Var_03    C9    N2   C8   C6     38.72  30.0  1
 ENT  Var_04    O1    C11  N2   C8      2.06  30.0  2
 ENT  Var_05    C5    N1   S1   O6    162.95  30.0  3
 ENT  Var_06    C15   C12  O2   C11   -67.22  30.0  3
 ENT  Var_07    H161  C16  N3   C10    57.71  30.0  3
 ENT  Var_08    H151  C15  C12  O2     68.76  30.0  3
 ENT  Var_09    H141  C14  C12  O2     51.38  30.0  3
 ENT  Var_10    H131  C13  C12  O2     62.21  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
 ENT  chir_01  C9  N2  C10  C7  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
 ENT  plan-1  C9   0.020
 ENT  plan-1  C10  0.020
 ENT  plan-1  O3   0.020
 ENT  plan-1  N3   0.020
 ENT  plan-1  C16  0.020
 ENT  plan-1  HN3  0.020
 ENT  plan-2  N1   0.020
 ENT  plan-2  C5   0.020
 ENT  plan-2  C4   0.020
 ENT  plan-2  C1   0.020
 ENT  plan-2  C2   0.020
 ENT  plan-2  C6   0.020
 ENT  plan-2  C8   0.020
 ENT  plan-2  C7   0.020
 ENT  plan-2  C3   0.020
 ENT  plan-2  H4   0.020
 ENT  plan-2  H1   0.020
 ENT  plan-2  H2   0.020
 ENT  plan-3  S1   0.020
 ENT  plan-3  N1   0.020
 ENT  plan-3  C5   0.020
 ENT  plan-3  HN1  0.020
 ENT  plan-4  N2   0.020
 ENT  plan-4  C11  0.020
 ENT  plan-4  O1   0.020
 ENT  plan-4  O2   0.020

