# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 05:01:41 2020
#   Inital geometry file: a 129 line input string
#   Ligand name: (3R)-3-cyclopentyl-7-[(4-methylpiperazin-1-yl)sulfonyl]-3,4-dihydro-2H-1,2-benzothiazine 1,1-dioxide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1CCN(CC1)[S](=O)(=O)c2ccc3C[C@@H](N[S](=O)(=O)c3c2)C4CCCC4
#
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
 NS6  NS6  '(3R)-3-cyclopentyl-7-[(4-methylpiperazin-1-yl)sulfonyl]-3,4-dihydro-2H-1,2-benzothiazine 1,1-dioxide'  ligand  54  27  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_NS6
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
 NS6  C2    C  CH2   0  -0.438  -5.5033   1.2256   1.6049
 NS6  C3    C  CH2   0  -0.448  -6.9371   0.9799   1.1357
 NS6  C4    C  CH2   0  -0.432  -6.7719  -0.0763   0.0474
 NS6  C5    C  CH2   0  -0.481  -5.7407  -1.0303   0.6514
 NS6  C1    C  CH1   0  -0.222  -4.7883  -0.1382   1.4848
 NS6  C6    C  CH1   0  -0.171  -3.3796   0.0050   0.9152
 NS6  C9    C  CH2   0  -0.489  -2.5608  -1.2769   1.0103
 NS6  N1    N  NC1   0  -0.706  -3.4384   0.4700  -0.4779
 NS6  S1    S  S     0   1.378  -2.0088   1.0195  -1.0631
 NS6  O2    O  OS    0  -0.647  -2.0979   1.0673  -2.5116
 NS6  O1    O  OS    0  -0.652  -1.6546   2.2273  -0.3392
 NS6  C7    C  CR6   0  -0.247  -0.8553  -0.2435  -0.5903
 NS6  C10   C  CR16  0  -0.220   0.3940  -0.2160  -1.1946
 NS6  C8    C  CR6   0   0.203  -1.2039  -1.2023   0.3605
 NS6  C13   C  CR16  0  -0.296  -0.2398  -2.1576   0.6850
 NS6  C12   C  CR16  0  -0.205   1.0095  -2.1565   0.0957
 NS6  C11   C  CR6   0  -0.208   1.3220  -1.1776  -0.8429
 NS6  S2    S  S     0   1.383   2.9441  -1.1250  -1.5597
 NS6  O3    O  OS    0  -0.645   3.4468  -2.4856  -1.6308
 NS6  O4    O  OS    0  -0.645   2.8608  -0.3175  -2.7640
 NS6  N2    N  N     0  -0.569   3.8930  -0.3086  -0.4872
 NS6  C14   C  CH2   0  -0.317   4.3199  -1.0112   0.7235
 NS6  C15   C  CH2   0  -0.276   5.5041  -0.2727   1.3169
 NS6  N3    N  NT    0  -0.415   5.1586   1.1024   1.6070
 NS6  C18   C  CH3   0  -0.522   6.2395   1.7981   2.2678
 NS6  C16   C  CH2   0  -0.275   4.7399   1.7830   0.3998
 NS6  C17   C  CH2   0  -0.318   3.5447   1.0887  -0.2246
 NS6  H2    H  HCH2  0   0.231  -5.0253   1.9562   0.9472
 NS6  H2A   H  HCH2  0   0.237  -5.4483   1.6239   2.6187
 NS6  H3    H  HCH2  0   0.219  -7.5406   0.5749   1.9533
 NS6  H3A   H  HCH2  0   0.232  -7.4297   1.8894   0.7883
 NS6  H4    H  HCH2  0   0.232  -7.7051  -0.5771  -0.2146
 NS6  H4A   H  HCH2  0   0.218  -6.3857   0.3859  -0.8656
 NS6  H5    H  HCH2  0   0.246  -6.2464  -1.7325   1.3169
 NS6  H5A   H  HCH2  0   0.231  -5.2330  -1.6446  -0.0973
 NS6  H1    H  HCH1  0   0.257  -4.6615  -0.5747   2.4788
 NS6  H6    H  HCH1  0   0.291  -2.8785   0.7878   1.4918
 NS6  H9    H  HCH2  0   0.283  -2.4341  -1.5486   2.0598
 NS6  H9A   H  HCH2  0   0.283  -3.1112  -2.1025   0.5453
 NS6  HN1   H  HNC1  0   0.414  -3.8593  -0.2026  -1.1143
 NS6  H10   H  HCR6  0   0.307   0.6276   0.5340  -1.9393
 NS6  H13   H  HCR6  0   0.280  -0.4791  -2.9220   1.4130
 NS6  H12   H  HCR6  0   0.295   1.7264  -2.9211   0.3631
 NS6  H14   H  HCH2  0   0.239   3.5078  -1.0547   1.4604
 NS6  H14A  H  HCH2  0   0.278   4.6190  -2.0270   0.4772
 NS6  H15   H  HCH2  0   0.253   5.7908  -0.7755   2.2429
 NS6  H15A  H  HCH2  0   0.205   6.3591  -0.3475   0.6236
 NS6  H18   H  HCH3  0   0.197   7.1489   1.8736   1.6523
 NS6  H18A  H  HCH3  0   0.237   5.9271   2.8100   2.5292
 NS6  H18B  H  HCH3  0   0.237   6.5044   1.2805   3.1905
 NS6  H16   H  HCH2  0   0.253   4.4490   2.8063   0.6460
 NS6  H16A  H  HCH2  0   0.206   5.5505   1.8426  -0.3461
 NS6  H17   H  HCH2  0   0.277   3.2872   1.5904  -1.1554
 NS6  H17A  H  HCH2  0   0.240   2.6856   1.1523   0.4547

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
 NS6  C3   C2    single    1.528  0.020  1.528
 NS6  C2   C1    single    1.545  0.020  1.545
 NS6  C2   H2    single    0.970  0.020  1.090
 NS6  C2   H2A   single    0.970  0.020  1.090
 NS6  C4   C3    single    1.526  0.020  1.526
 NS6  C3   H3    single    0.970  0.020  1.090
 NS6  C3   H3A   single    0.970  0.020  1.090
 NS6  C4   C5    single    1.529  0.020  1.529
 NS6  C4   H4    single    0.970  0.020  1.090
 NS6  C4   H4A   single    0.970  0.020  1.090
 NS6  C5   C1    single    1.548  0.020  1.548
 NS6  C5   H5    single    0.970  0.020  1.090
 NS6  C5   H5A   single    0.970  0.020  1.090
 NS6  C1   C6    single    1.526  0.020  1.526
 NS6  C1   H1    single    0.970  0.020  1.090
 NS6  N1   C6    single    1.470  0.020  1.470
 NS6  C6   C9    single    1.524  0.020  1.524
 NS6  C6   H6    single    0.970  0.020  1.090
 NS6  C9   C8    single    1.506  0.020  1.506
 NS6  C9   H9    single    0.970  0.020  1.090
 NS6  C9   H9A   single    0.970  0.020  1.090
 NS6  N1   S1    single    1.640  0.020  1.640
 NS6  N1   HN1   single    0.890  0.020  1.040
 NS6  O2   S1    double    1.452  0.020  1.452
 NS6  S1   C7    single    1.775  0.020  1.775
 NS6  S1   O1    double    1.452  0.020  1.452
 NS6  C8   C7    aromatic  1.395  0.020  1.395
 NS6  C7   C10   aromatic  1.388  0.020  1.388
 NS6  C10  C11   aromatic  1.382  0.020  1.382
 NS6  C10  H10   single    0.930  0.020  1.080
 NS6  C8   C13   aromatic  1.396  0.020  1.396
 NS6  C13  C12   aromatic  1.381  0.020  1.381
 NS6  C13  H13   single    0.930  0.020  1.080
 NS6  C12  C11   aromatic  1.392  0.020  1.392
 NS6  C12  H12   single    0.930  0.020  1.080
 NS6  C11  S2    single    1.774  0.020  1.774
 NS6  S2   O3    double    1.452  0.020  1.452
 NS6  S2   O4    double    1.452  0.020  1.452
 NS6  S2   N2    single    1.648  0.020  1.648
 NS6  N2   C14   single    1.463  0.020  1.463
 NS6  N2   C17   single    1.464  0.020  1.464
 NS6  C14  C15   single    1.517  0.020  1.517
 NS6  C14  H14   single    0.970  0.020  1.090
 NS6  C14  H14A  single    0.970  0.020  1.090
 NS6  C15  N3    single    1.447  0.020  1.447
 NS6  C15  H15   single    0.970  0.020  1.090
 NS6  C15  H15A  single    0.970  0.020  1.090
 NS6  C16  N3    single    1.448  0.020  1.448
 NS6  N3   C18   single    1.445  0.020  1.445
 NS6  C18  H18   single    0.970  0.020  1.090
 NS6  C18  H18A  single    0.970  0.020  1.090
 NS6  C18  H18B  single    0.970  0.020  1.090
 NS6  C17  C16   single    1.517  0.020  1.517
 NS6  C16  H16   single    0.970  0.020  1.090
 NS6  C16  H16A  single    0.970  0.020  1.090
 NS6  C17  H17   single    0.970  0.020  1.090
 NS6  C17  H17A  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
 NS6  H2A   C2   H2    107.05  3.000
 NS6  H2A   C2   C1    111.80  3.000
 NS6  H2    C2   C1    109.93  3.000
 NS6  H2A   C2   C3    113.04  3.000
 NS6  H2    C2   C3    109.45  3.000
 NS6  C1    C2   C3    105.57  3.000
 NS6  H3A   C3   H3    107.31  3.000
 NS6  H3A   C3   C4    113.51  3.000
 NS6  H3    C3   C4    109.67  3.000
 NS6  H3A   C3   C2    112.78  3.000
 NS6  H3    C3   C2    110.34  3.000
 NS6  C4    C3   C2    103.22  3.000
 NS6  H4A   C4   H4    107.19  3.000
 NS6  H4A   C4   C5    110.81  3.000
 NS6  H4    C4   C5    112.66  3.000
 NS6  H4A   C4   C3    109.94  3.000
 NS6  H4    C4   C3    113.36  3.000
 NS6  C5    C4   C3    102.90  3.000
 NS6  H5A   C5   H5    105.73  3.000
 NS6  H5A   C5   C1    113.99  3.000
 NS6  H5    C5   C1    109.11  3.000
 NS6  H5A   C5   C4    113.15  3.000
 NS6  H5    C5   C4    109.25  3.000
 NS6  C1    C5   C4    105.55  3.000
 NS6  H1    C1   C6    105.65  3.000
 NS6  H1    C1   C5    109.32  3.000
 NS6  C6    C1   C5    114.89  3.000
 NS6  H1    C1   C2    109.61  3.000
 NS6  C6    C1   C2    111.93  3.000
 NS6  C5    C1   C2    105.42  3.000
 NS6  H6    C6   N1    106.95  3.000
 NS6  H6    C6   C9    108.84  3.000
 NS6  N1    C6   C9    110.29  3.000
 NS6  H6    C6   C1    107.05  3.000
 NS6  C9    C6   C1    113.18  3.000
 NS6  N1    C6   C1    110.27  3.000
 NS6  H9A   C9   H9    106.19  3.000
 NS6  H9A   C9   C8    107.86  3.000
 NS6  H9    C9   C8    108.82  3.000
 NS6  H9A   C9   C6    109.72  3.000
 NS6  H9    C9   C6    109.38  3.000
 NS6  C8    C9   C6    114.54  3.000
 NS6  HN1   N1   S1    111.04  3.000
 NS6  HN1   N1   C6    113.60  3.000
 NS6  S1    N1   C6    114.17  3.000
 NS6  C7    S1   O1    107.49  3.000
 NS6  O1    S1   O2    119.01  3.000
 NS6  C7    S1   O2    109.22  3.000
 NS6  O1    S1   N1    108.27  3.000
 NS6  C7    S1   N1    103.48  3.000
 NS6  O2    S1   N1    108.28  3.000
 NS6  C8    C7   C10   122.38  3.000
 NS6  C10   C7   S1    117.06  3.000
 NS6  C8    C7   S1    120.56  3.000
 NS6  H10   C10  C11   120.82  3.000
 NS6  H10   C10  C7    120.50  3.000
 NS6  C11   C10  C7    118.68  3.000
 NS6  C13   C8   C7    117.16  3.000
 NS6  C13   C8   C9    119.22  3.000
 NS6  C7    C8   C9    123.60  3.000
 NS6  H13   C13  C12   119.17  3.000
 NS6  H13   C13  C8    119.15  3.000
 NS6  C12   C13  C8    121.68  3.000
 NS6  H12   C12  C11   121.00  3.000
 NS6  H12   C12  C13   119.57  3.000
 NS6  C11   C12  C13   119.43  3.000
 NS6  S2    C11  C12   119.91  3.000
 NS6  S2    C11  C10   119.38  3.000
 NS6  C12   C11  C10   120.68  3.000
 NS6  N2    S2   O4    107.29  3.000
 NS6  N2    S2   O3    107.26  3.000
 NS6  O4    S2   O3    120.01  3.000
 NS6  N2    S2   C11   106.15  3.000
 NS6  O4    S2   C11   107.40  3.000
 NS6  O3    S2   C11   107.97  3.000
 NS6  C17   N2   C14   112.29  3.000
 NS6  C17   N2   S2    116.91  3.000
 NS6  C14   N2   S2    117.93  3.000
 NS6  H14A  C14  H14   108.58  3.000
 NS6  H14A  C14  C15   109.20  3.000
 NS6  H14   C14  C15   109.54  3.000
 NS6  H14A  C14  N2    109.96  3.000
 NS6  H14   C14  N2    111.02  3.000
 NS6  C15   C14  N2    108.52  3.000
 NS6  H15A  C15  H15   107.35  3.000
 NS6  H15A  C15  N3    112.05  3.000
 NS6  H15   C15  N3    109.28  3.000
 NS6  H15A  C15  C14   109.04  3.000
 NS6  H15   C15  C14   108.22  3.000
 NS6  N3    C15  C14   110.78  3.000
 NS6  C16   N3   C18   111.79  3.000
 NS6  C18   N3   C15   111.75  3.000
 NS6  C16   N3   C15   110.40  3.000
 NS6  H18B  C18  H18A  107.88  3.000
 NS6  H18B  C18  H18   107.75  3.000
 NS6  H18A  C18  H18   107.88  3.000
 NS6  H18B  C18  N3    109.88  3.000
 NS6  H18A  C18  N3    110.00  3.000
 NS6  H18   C18  N3    113.28  3.000
 NS6  H16A  C16  H16   107.31  3.000
 NS6  H16A  C16  C17   108.98  3.000
 NS6  H16   C16  C17   108.18  3.000
 NS6  H16A  C16  N3    112.13  3.000
 NS6  H16   C16  N3    109.25  3.000
 NS6  C17   C16  N3    110.86  3.000
 NS6  H17A  C17  H17   108.52  3.000
 NS6  H17A  C17  C16   109.60  3.000
 NS6  H17   C17  C16   109.12  3.000
 NS6  H17A  C17  N2    110.66  3.000
 NS6  H17   C17  N2    110.06  3.000
 NS6  C16   C17  N2    108.87  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
 NS6  CONST_01  C12  C13  C8   C7     0.00   0.0  0
 NS6  CONST_02  C12  C11  C10  C7     0.00   0.0  0
 NS6  CONST_03  C13  C8   C7   C10    0.00   0.0  0
 NS6  CONST_04  C13  C12  C11  C10    0.00   0.0  0
 NS6  CONST_05  C11  C10  C7   C8     0.00   0.0  0
 NS6  CONST_06  C11  C12  C13  C8     0.00   0.0  0
 NS6  CONST_07  S2   C11  C10  C7   180.00   0.0  0
 NS6  CONST_08  S2   C11  C12  C13  180.00   0.0  0
 NS6  CONST_09  H13  C13  C8   C9     0.00   0.0  0
 NS6  CONST_10  H10  C10  C7   S1     0.00   0.0  0
 NS6  CONST_11  H12  C12  C11  C10  180.00   0.0  0
 NS6  Var_01    C5   C4   C3   C2    42.05  30.0  1
 NS6  Var_02    C1   C5   C4   C3   -34.27  30.0  1
 NS6  Var_03    C1   C2   C3   C4   -33.90  30.0  1
 NS6  Var_04    C7   S1   N1   C6    47.51  30.0  1
 NS6  Var_05    C7   C8   C9   C6   -19.01  30.0  1
 NS6  Var_06    C8   C7   S1   N1   -14.61  30.0  1
 NS6  Var_07    N3   C15  C14  N2    57.78  30.0  1
 NS6  Var_08    N3   C16  C17  N2   -56.88  30.0  1
 NS6  Var_09    C16  C17  N2   C14   57.27  30.0  1
 NS6  Var_10    C16  N3   C15  C14  -59.34  30.0  1
 NS6  Var_11    C17  N2   C14  C15  -57.63  30.0  1
 NS6  Var_12    C17  C16  N3   C15   58.82  30.0  1
 NS6  Var_13    N2   S2   C11  C10   94.87  30.0  2
 NS6  Var_14    C14  N2   S2   C11   75.53  30.0  3
 NS6  Var_15    H18  C18  N3   C15   62.75  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
 NS6  chir_01  C1  C2  C5  C6  negativ
 NS6  chir_02  C6  N1  C9  C1  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
 NS6  plan-1  C6   0.020
 NS6  plan-1  N1   0.020
 NS6  plan-1  S1   0.020
 NS6  plan-1  HN1  0.020
 NS6  plan-2  C9   0.020
 NS6  plan-2  S1   0.020
 NS6  plan-2  C7   0.020
 NS6  plan-2  C10  0.020
 NS6  plan-2  C8   0.020
 NS6  plan-2  C13  0.020
 NS6  plan-2  C12  0.020
 NS6  plan-2  C11  0.020
 NS6  plan-2  S2   0.020
 NS6  plan-2  H10  0.020
 NS6  plan-2  H13  0.020
 NS6  plan-2  H12  0.020

