# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 23 21:00:14 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: 4-(4-{2-[(methylsulfonyl)amino]ethyl}piperidin-1-yl)thieno[3,2-d]pyrimidine-6-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[S](=O)(=O)NCCC1CCN(CC1)c2ncnc3cc(sc23)C(N)=O
#
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
 1NS  1NS  4-(4-{2-[(methylsulfonyl)amino]ethyl}piperidin-1-yl)thieno[3,2-d]pyrimidine-6-carboxamide  ligand  46  25  .  2022-07-22  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_1NS
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
 1NS  C01  C  CH3   0  -0.800   5.7178   2.8288  -0.2819
 1NS  S02  S  S     0   1.342   6.2493   1.1608  -0.5998
 1NS  N03  N  NC1   0  -0.739   5.0454   0.1559  -0.1028
 1NS  C04  C  CH2   0  -0.273   3.7550   0.1807  -0.7910
 1NS  C05  C  CH2   0  -0.445   2.9355  -1.0295  -0.3678
 1NS  C06  C  CH1   0  -0.265   1.6113  -1.1493  -1.1282
 1NS  C07  C  CH2   0  -0.437   0.9594  -2.5200  -0.9009
 1NS  C08  C  CH2   0  -0.338   0.3086  -2.6513   0.4738
 1NS  N09  N  NT    0  -0.470  -0.6577  -1.5732   0.6551
 1NS  C10  C  CR6   0   0.587  -1.9791  -1.7964   0.5434
 1NS  C11  C  CR56  0  -0.328  -2.9784  -0.8052   0.3215
 1NS  C12  C  CR56  0   0.316  -4.3132  -1.2241   0.2761
 1NS  C13  C  CR15  0  -0.206  -5.2156  -0.1505   0.0130
 1NS  C14  C  CR5   0  -0.276  -4.5754   1.0284  -0.1718
 1NS  C15  C  C     0   0.505  -5.2491   2.3213  -0.4693
 1NS  N16  N  NH2   0  -0.815  -4.4740   3.2846  -0.9864
 1NS  O17  O  O     0  -0.461  -6.4380   2.4568  -0.2307
 1NS  S18  S  S2    0   0.224  -2.8621   0.8934   0.0071
 1NS  N19  N  N     0  -0.461  -4.6925  -2.5041   0.4324
 1NS  C20  C  CR16  0   0.039  -3.6941  -3.3385   0.6021
 1NS  N21  N  N     0  -0.483  -2.3992  -3.0584   0.6560
 1NS  C22  C  CH2   0  -0.361  -0.0155  -0.2740   0.5929
 1NS  C23  C  CH2   0  -0.435   0.6058  -0.0431  -0.7786
 1NS  O24  O  OS    0  -0.676   6.3766   0.9986  -2.0413
 1NS  O25  O  OS    0  -0.674   7.3978   0.8836   0.2498
 1NS  H1   H  HCH3  0   0.291   5.5488   2.9543   0.7851
 1NS  H2   H  HCH3  0   0.304   6.5078   3.5003  -0.6147
 1NS  H3   H  HCH3  0   0.290   4.8047   3.0386  -0.8350
 1NS  H4   H  HNC1  0   0.410   4.9683   0.1354   0.9091
 1NS  H5   H  HCH2  0   0.239   3.2118   1.1082  -0.5854
 1NS  H6   H  HCH2  0   0.255   3.9389   0.1366  -1.8644
 1NS  H7   H  HCH2  0   0.246   3.5318  -1.9266  -0.5540
 1NS  H8   H  HCH2  0   0.232   2.7688  -0.9919   0.7131
 1NS  H9   H  HCH1  0   0.246   1.8436  -1.0682  -2.1951
 1NS  H10  H  HCH2  0   0.241   0.1900  -2.6860  -1.6608
 1NS  H11  H  HCH2  0   0.244   1.6999  -3.3143  -1.0244
 1NS  H12  H  HCH2  0   0.282  -0.1878  -3.6105   0.5772
 1NS  H13  H  HCH2  0   0.249   1.0516  -2.5785   1.2722
 1NS  H14  H  HCR5  0   0.283  -6.2863  -0.2780  -0.0535
 1NS  H15  H  HNH2  0   0.415  -3.5479   3.1112  -1.3410
 1NS  H16  H  HNH2  0   0.415  -4.8873   4.1700  -1.2329
 1NS  H17  H  HCR6  0   0.254  -3.9490  -4.3876   0.7126
 1NS  H18  H  HCH2  0   0.270  -0.6994   0.5233   0.8702
 1NS  H19  H  HCH2  0   0.272   0.7519  -0.2563   1.3722
 1NS  H20  H  HCH2  0   0.249   1.0696   0.9448  -0.8018
 1NS  H21  H  HCH2  0   0.242  -0.1891  -0.0262  -1.5304

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
 1NS  O25  S02  double    1.455  0.020  1.455
 1NS  O24  S02  double    1.456  0.020  1.456
 1NS  N03  S02  single    1.645  0.020  1.645
 1NS  N03  C04  single    1.463  0.020  1.463
 1NS  S02  C01  single    1.779  0.020  1.779
 1NS  C04  C05  single    1.522  0.020  1.522
 1NS  C05  C06  single    1.532  0.020  1.532
 1NS  C06  C07  single    1.535  0.020  1.535
 1NS  C06  C23  single    1.535  0.020  1.535
 1NS  C07  C08  single    1.527  0.020  1.527
 1NS  C23  C22  single    1.523  0.020  1.523
 1NS  C08  N09  single    1.459  0.020  1.459
 1NS  C22  N09  single    1.451  0.020  1.451
 1NS  N09  C10  single    1.345  0.020  1.345
 1NS  O17  C15  double    1.220  0.020  1.220
 1NS  S18  C11  aromatic  1.731  0.020  1.731
 1NS  S18  C14  aromatic  1.728  0.020  1.728
 1NS  C10  C11  aromatic  1.425  0.020  1.425
 1NS  C10  N21  aromatic  1.335  0.020  1.335
 1NS  C11  C12  aromatic  1.400  0.020  1.400
 1NS  C15  C14  single    1.488  0.020  1.488
 1NS  C15  N16  single    1.340  0.020  1.340
 1NS  C14  C13  aromatic  1.354  0.020  1.354
 1NS  N21  C20  aromatic  1.326  0.020  1.326
 1NS  C12  C13  aromatic  1.427  0.020  1.427
 1NS  C12  N19  aromatic  1.344  0.020  1.344
 1NS  C20  N19  aromatic  1.312  0.020  1.312
 1NS  C01  H1   single    0.970  0.020  1.090
 1NS  C01  H2   single    0.970  0.020  1.090
 1NS  C01  H3   single    0.970  0.020  1.090
 1NS  N03  H4   single    0.890  0.020  1.040
 1NS  C04  H5   single    0.970  0.020  1.090
 1NS  C04  H6   single    0.970  0.020  1.090
 1NS  C05  H7   single    0.970  0.020  1.090
 1NS  C05  H8   single    0.970  0.020  1.090
 1NS  C06  H9   single    0.970  0.020  1.090
 1NS  C07  H10  single    0.970  0.020  1.090
 1NS  C07  H11  single    0.970  0.020  1.090
 1NS  C08  H12  single    0.970  0.020  1.090
 1NS  C08  H13  single    0.970  0.020  1.090
 1NS  C13  H14  single    0.930  0.020  1.080
 1NS  N16  H15  single    0.860  0.020  1.020
 1NS  N16  H16  single    0.860  0.020  1.020
 1NS  C20  H17  single    0.930  0.020  1.080
 1NS  C22  H18  single    0.970  0.020  1.090
 1NS  C22  H19  single    0.970  0.020  1.090
 1NS  C23  H20  single    0.970  0.020  1.090
 1NS  C23  H21  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
 1NS  H3   C01  H2   109.55  3.000
 1NS  H3   C01  H1   110.25  3.000
 1NS  H2   C01  H1   109.96  3.000
 1NS  H3   C01  S02  109.91  3.000
 1NS  H2   C01  S02  107.87  3.000
 1NS  H1   C01  S02  109.26  3.000
 1NS  O25  S02  O24  119.19  3.000
 1NS  O24  S02  N03  107.16  3.000
 1NS  O25  S02  N03  106.55  3.000
 1NS  N03  S02  C01  107.46  3.000
 1NS  O24  S02  C01  107.90  3.000
 1NS  O25  S02  C01  108.06  3.000
 1NS  H4   N03  C04  113.73  3.000
 1NS  H4   N03  S02  111.66  3.000
 1NS  C04  N03  S02  119.55  3.000
 1NS  H6   C04  H5   107.64  3.000
 1NS  H6   C04  C05  109.43  3.000
 1NS  H5   C04  C05  110.76  3.000
 1NS  H6   C04  N03  108.29  3.000
 1NS  H5   C04  N03  111.34  3.000
 1NS  C05  C04  N03  109.32  3.000
 1NS  H8   C05  H7   106.23  3.000
 1NS  H8   C05  C06  111.18  3.000
 1NS  H7   C05  C06  108.83  3.000
 1NS  H8   C05  C04  109.24  3.000
 1NS  H7   C05  C04  108.15  3.000
 1NS  C06  C05  C04  112.94  3.000
 1NS  H9   C06  C23  107.90  3.000
 1NS  H9   C06  C07  107.49  3.000
 1NS  C23  C06  C07  109.37  3.000
 1NS  H9   C06  C05  107.13  3.000
 1NS  C23  C06  C05  113.38  3.000
 1NS  C07  C06  C05  111.32  3.000
 1NS  H11  C07  H10  106.73  3.000
 1NS  H11  C07  C08  109.16  3.000
 1NS  H10  C07  C08  108.22  3.000
 1NS  H11  C07  C06  110.15  3.000
 1NS  H10  C07  C06  109.35  3.000
 1NS  C08  C07  C06  113.03  3.000
 1NS  H13  C08  H12  107.47  3.000
 1NS  H13  C08  N09  108.08  3.000
 1NS  H12  C08  N09  109.78  3.000
 1NS  H13  C08  C07  111.23  3.000
 1NS  H12  C08  C07  110.91  3.000
 1NS  N09  C08  C07  109.31  3.000
 1NS  C22  N09  C10  125.46  3.000
 1NS  C10  N09  C08  121.18  3.000
 1NS  C22  N09  C08  111.30  3.000
 1NS  N21  C10  C11  116.75  3.000
 1NS  N21  C10  N09  117.33  3.000
 1NS  C11  C10  N09  125.92  3.000
 1NS  S18  C11  C12  110.60  3.000
 1NS  C12  C11  C10  117.75  3.000
 1NS  S18  C11  C10  131.58  3.000
 1NS  N19  C12  C13  124.02  3.000
 1NS  N19  C12  C11  123.39  3.000
 1NS  C13  C12  C11  112.57  3.000
 1NS  H14  C13  C14  124.25  3.000
 1NS  H14  C13  C12  123.32  3.000
 1NS  C14  C13  C12  112.41  3.000
 1NS  S18  C14  C15  122.51  3.000
 1NS  C15  C14  C13  124.73  3.000
 1NS  S18  C14  C13  112.74  3.000
 1NS  O17  C15  N16  124.00  3.000
 1NS  N16  C15  C14  116.09  3.000
 1NS  O17  C15  C14  119.90  3.000
 1NS  H16  N16  H15  116.26  3.000
 1NS  H16  N16  C15  119.25  3.000
 1NS  H15  N16  C15  122.97  3.000
 1NS  C14  S18  C11   91.65  3.000
 1NS  C20  N19  C12  113.94  3.000
 1NS  H17  C20  N21  115.43  3.000
 1NS  H17  C20  N19  116.69  3.000
 1NS  N21  C20  N19  127.88  3.000
 1NS  C20  N21  C10  120.24  3.000
 1NS  H19  C22  H18  104.35  3.000
 1NS  H19  C22  C23  110.66  3.000
 1NS  H18  C22  C23  112.04  3.000
 1NS  H19  C22  N09  107.13  3.000
 1NS  H18  C22  N09  111.57  3.000
 1NS  C23  C22  N09  110.79  3.000
 1NS  H21  C23  H20  106.27  3.000
 1NS  H21  C23  C22  108.94  3.000
 1NS  H20  C23  C22  109.25  3.000
 1NS  H21  C23  C06  109.30  3.000
 1NS  H20  C23  C06  111.65  3.000
 1NS  C22  C23  C06  111.28  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
 1NS  CONST_01  C14  S18  C11  C10   180.00   0.0  0
 1NS  CONST_02  C13  C12  C11  C10   180.00   0.0  0
 1NS  CONST_03  N19  C12  C11  C10     0.00   0.0  0
 1NS  CONST_04  N19  C20  N21  C10     0.00   0.0  0
 1NS  CONST_05  C13  C14  S18  C11     0.00   0.0  0
 1NS  CONST_06  C20  N21  C10  C11     0.00   0.0  0
 1NS  CONST_07  C14  C13  C12  C11     0.00   0.0  0
 1NS  CONST_08  C20  N19  C12  C11     0.00   0.0  0
 1NS  CONST_09  C14  S18  C11  C12     0.00   0.0  0
 1NS  CONST_10  N21  C10  C11  C12     0.00   0.0  0
 1NS  CONST_11  S18  C14  C13  C12     0.00   0.0  0
 1NS  CONST_12  N21  C20  N19  C12     0.00   0.0  0
 1NS  CONST_13  S18  C11  C12  C13     0.00   0.0  0
 1NS  CONST_14  C20  N19  C12  C13   180.00   0.0  0
 1NS  CONST_15  N19  C12  C13  C14   180.00   0.0  0
 1NS  CONST_16  N21  C10  C11  S18   180.00   0.0  0
 1NS  CONST_17  N19  C12  C11  S18   180.00   0.0  0
 1NS  CONST_18  S18  C11  C10  N09     0.00   0.0  0
 1NS  CONST_19  C12  C11  C10  N09   180.00   0.0  0
 1NS  CONST_20  C20  N21  C10  N09   180.00   0.0  0
 1NS  CONST_21  C15  C14  S18  C11   180.00   0.0  0
 1NS  CONST_22  C15  C14  C13  C12   180.00   0.0  0
 1NS  CONST_23  H17  C20  N21  C10   180.00   0.0  0
 1NS  CONST_24  H14  C13  C12  C11   180.00   0.0  0
 1NS  CONST_25  H15  N16  C15  C14     0.00   0.0  0
 1NS  CONST_26  H16  N16  C15  C14   180.00   0.0  0
 1NS  Var_01    N09  C08  C07  C06    55.69  30.0  1
 1NS  Var_02    N09  C22  C23  C06   -57.00  30.0  1
 1NS  Var_03    C22  N09  C08  C07   -61.13  30.0  1
 1NS  Var_04    C23  C22  N09  C08    62.74  30.0  1
 1NS  Var_05    C11  C10  N09  C08  -161.06  30.0  2
 1NS  Var_06    O17  C15  C14  C13    18.73  30.0  2
 1NS  Var_07    C06  C05  C04  N03  -175.22  30.0  3
 1NS  Var_08    C04  N03  S02  C01    65.56  30.0  2
 1NS  Var_09    C05  C04  N03  S02   167.30  30.0  3
 1NS  Var_10    H1   C01  S02  N03    60.85  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
 1NS  chir_01  C06  C05  C07  C23  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
 1NS  plan-1  N09  0.020
 1NS  plan-1  C10  0.020
 1NS  plan-1  C11  0.020
 1NS  plan-1  C12  0.020
 1NS  plan-1  C13  0.020
 1NS  plan-1  C14  0.020
 1NS  plan-1  C15  0.020
 1NS  plan-1  S18  0.020
 1NS  plan-1  N19  0.020
 1NS  plan-1  C20  0.020
 1NS  plan-1  N21  0.020
 1NS  plan-1  H14  0.020
 1NS  plan-1  H17  0.020
 1NS  plan-2  C14  0.020
 1NS  plan-2  C15  0.020
 1NS  plan-2  N16  0.020
 1NS  plan-2  O17  0.020
 1NS  plan-2  H15  0.020
 1NS  plan-2  H16  0.020

