# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 05:48:10 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: 1-(3-chlorophenyl)-3-methyl-4~{H}-pyrazolo[4,3-c][1,2]benzothiazine 5,5-dioxide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1nn(c2cccc(Cl)c2)c3c1N[S](=O)(=O)c4ccccc34
#
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
 9Y5  9Y5  '1-(3-chlorophenyl)-3-methyl-4~{H}-pyrazolo[4,3-c][1,2]benzothiazine 5,5-dioxide'  ligand  35  23  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_9Y5
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
 9Y5  CAT  C   CH3   0  -0.736   2.1263   3.9417   0.2657
 9Y5  CAK  C   CR5   0   0.250   1.2955   2.7256   0.0711
 9Y5  NAL  N   N     0  -0.274  -0.0177   2.7662  -0.0291
 9Y5  CAI  C   CR56  0   0.018   1.7297   1.3939  -0.0450
 9Y5  NAH  N   NR16  0  -0.814   3.0242   0.8632   0.0463
 9Y5  SAG  S   S     0   1.359   3.0581  -0.6644   0.6918
 9Y5  OAV  O   OS    0  -0.639   4.3481  -1.2475   0.3799
 9Y5  OAW  O   OS    0  -0.637   2.6248  -0.5573   2.0703
 9Y5  CAD  C   CR66  0  -0.303   1.7816  -1.4997  -0.2083
 9Y5  CAC  C   CR16  0  -0.239   1.9510  -2.8325  -0.5442
 9Y5  CAB  C   CR16  0  -0.254   0.9300  -3.4942  -1.2081
 9Y5  CAA  C   CR16  0  -0.222  -0.2301  -2.8106  -1.5479
 9Y5  CAF  C   CR16  0  -0.298  -0.3851  -1.4714  -1.2283
 9Y5  CAE  C   CR66  0   0.253   0.6152  -0.7911  -0.5350
 9Y5  CAJ  C   CR56  0   0.362   0.5982   0.6309  -0.2387
 9Y5  NAM  N   NR5   0  -0.482  -0.4356   1.5068  -0.2007
 9Y5  CAN  C   CR6   0   0.294  -1.8221   1.2381  -0.1833
 9Y5  CAO  C   CR16  0  -0.239  -2.3200   0.2982   0.7088
 9Y5  CAP  C   CR6   0  -0.030  -3.6798   0.0361   0.7007
 9Y5  CL1  CL  CL    0  -0.114  -4.3109  -1.1420   1.7994
 9Y5  CAQ  C   CR16  0  -0.211  -4.5418   0.7066  -0.1535
 9Y5  CAR  C   CR16  0  -0.259  -4.0215   1.6578  -1.0195
 9Y5  CAS  C   CR16  0  -0.264  -2.6619   1.9266  -1.0466
 9Y5  H1   H   HCH3  0   0.257   2.7485   4.1364  -0.6088
 9Y5  H2   H   HCH3  0   0.259   1.5008   4.8154   0.4377
 9Y5  H3   H   HCH3  0   0.255   2.7945   3.8209   1.1186
 9Y5  H4   H   HNR6  0   0.430   3.6342   0.9837  -0.7577
 9Y5  H5   H   HCR6  0   0.288   2.8634  -3.3547  -0.2895
 9Y5  H6   H   HCR6  0   0.279   1.0461  -4.5372  -1.4679
 9Y5  H7   H   HCR6  0   0.280  -1.0195  -3.3202  -2.0831
 9Y5  H8   H   HCR6  0   0.277  -1.2809  -0.9560  -1.5443
 9Y5  H9   H   HCR6  0   0.305  -1.6621  -0.2150   1.3976
 9Y5  H10  H   HCR6  0   0.288  -5.6014   0.4918  -0.1456
 9Y5  H11  H   HCR6  0   0.280  -4.6854   2.1853  -1.6904
 9Y5  H12  H   HCR6  0   0.282  -2.2552   2.6560  -1.7334

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
 9Y5  CAR  CAQ  aromatic  1.388  0.020  1.388
 9Y5  CAR  CAS  aromatic  1.386  0.020  1.386
 9Y5  CAQ  CAP  aromatic  1.386  0.020  1.386
 9Y5  CAS  CAN  aromatic  1.387  0.020  1.387
 9Y5  CAP  CAO  aromatic  1.385  0.020  1.385
 9Y5  CAP  CL1  single    1.730  0.020  1.730
 9Y5  CAN  CAO  aromatic  1.388  0.020  1.388
 9Y5  CAN  NAM  single    1.412  0.020  1.412
 9Y5  NAL  NAM  aromatic  1.338  0.020  1.338
 9Y5  NAL  CAK  aromatic  1.318  0.020  1.318
 9Y5  NAM  CAJ  aromatic  1.356  0.020  1.356
 9Y5  CAT  CAK  single    1.486  0.020  1.486
 9Y5  CAK  CAI  aromatic  1.406  0.020  1.406
 9Y5  CAJ  CAI  aromatic  1.378  0.020  1.378
 9Y5  CAJ  CAE  aromatic  1.453  0.020  1.453
 9Y5  CAI  NAH  single    1.402  0.020  1.402
 9Y5  CAF  CAE  aromatic  1.394  0.020  1.394
 9Y5  CAF  CAA  aromatic  1.386  0.020  1.386
 9Y5  CAE  CAD  aromatic  1.403  0.020  1.403
 9Y5  CAA  CAB  aromatic  1.389  0.020  1.389
 9Y5  NAH  SAG  single    1.659  0.020  1.659
 9Y5  CAD  SAG  single    1.771  0.020  1.771
 9Y5  CAD  CAC  aromatic  1.385  0.020  1.385
 9Y5  CAB  CAC  aromatic  1.386  0.020  1.386
 9Y5  SAG  OAW  double    1.449  0.020  1.449
 9Y5  SAG  OAV  double    1.450  0.020  1.450
 9Y5  CAT  H1   single    0.970  0.020  1.090
 9Y5  CAT  H2   single    0.970  0.020  1.090
 9Y5  CAT  H3   single    0.970  0.020  1.090
 9Y5  NAH  H4   single    0.890  0.020  1.040
 9Y5  CAC  H5   single    0.930  0.020  1.080
 9Y5  CAB  H6   single    0.930  0.020  1.080
 9Y5  CAA  H7   single    0.930  0.020  1.080
 9Y5  CAF  H8   single    0.930  0.020  1.080
 9Y5  CAO  H9   single    0.930  0.020  1.080
 9Y5  CAQ  H10  single    0.930  0.020  1.080
 9Y5  CAR  H11  single    0.930  0.020  1.080
 9Y5  CAS  H12  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
 9Y5  H3   CAT  H2   108.52  3.000
 9Y5  H3   CAT  H1   107.30  3.000
 9Y5  H2   CAT  H1   108.14  3.000
 9Y5  H3   CAT  CAK  110.77  3.000
 9Y5  H2   CAT  CAK  110.88  3.000
 9Y5  H1   CAT  CAK  111.11  3.000
 9Y5  CAI  CAK  NAL  109.32  3.000
 9Y5  CAI  CAK  CAT  127.85  3.000
 9Y5  NAL  CAK  CAT  122.83  3.000
 9Y5  NAM  NAL  CAK  106.98  3.000
 9Y5  CAJ  CAI  NAH  123.89  3.000
 9Y5  NAH  CAI  CAK  129.68  3.000
 9Y5  CAJ  CAI  CAK  106.41  3.000
 9Y5  H4   NAH  SAG  113.87  3.000
 9Y5  H4   NAH  CAI  117.24  3.000
 9Y5  SAG  NAH  CAI  113.13  3.000
 9Y5  CAD  SAG  OAW  107.63  3.000
 9Y5  OAW  SAG  OAV  120.03  3.000
 9Y5  CAD  SAG  OAV  110.01  3.000
 9Y5  OAV  SAG  NAH  107.75  3.000
 9Y5  OAW  SAG  NAH  107.22  3.000
 9Y5  CAD  SAG  NAH  102.82  3.000
 9Y5  CAE  CAD  CAC  122.08  3.000
 9Y5  CAC  CAD  SAG  119.28  3.000
 9Y5  CAE  CAD  SAG  118.63  3.000
 9Y5  H5   CAC  CAB  120.24  3.000
 9Y5  H5   CAC  CAD  120.71  3.000
 9Y5  CAB  CAC  CAD  119.05  3.000
 9Y5  H6   CAB  CAA  120.39  3.000
 9Y5  H6   CAB  CAC  119.77  3.000
 9Y5  CAA  CAB  CAC  119.84  3.000
 9Y5  H7   CAA  CAF  119.21  3.000
 9Y5  H7   CAA  CAB  119.93  3.000
 9Y5  CAF  CAA  CAB  120.86  3.000
 9Y5  H8   CAF  CAE  120.49  3.000
 9Y5  H8   CAF  CAA  119.10  3.000
 9Y5  CAE  CAF  CAA  120.40  3.000
 9Y5  CAJ  CAE  CAF  124.79  3.000
 9Y5  CAF  CAE  CAD  117.76  3.000
 9Y5  CAJ  CAE  CAD  117.16  3.000
 9Y5  NAM  CAJ  CAE  130.33  3.000
 9Y5  CAE  CAJ  CAI  124.12  3.000
 9Y5  NAM  CAJ  CAI  105.34  3.000
 9Y5  CAN  NAM  CAJ  128.77  3.000
 9Y5  CAJ  NAM  NAL  111.94  3.000
 9Y5  CAN  NAM  NAL  118.95  3.000
 9Y5  CAS  CAN  CAO  121.25  3.000
 9Y5  CAO  CAN  NAM  119.27  3.000
 9Y5  CAS  CAN  NAM  119.48  3.000
 9Y5  H9   CAO  CAP  120.73  3.000
 9Y5  H9   CAO  CAN  120.81  3.000
 9Y5  CAP  CAO  CAN  118.46  3.000
 9Y5  CAQ  CAP  CL1  119.59  3.000
 9Y5  CL1  CAP  CAO  118.90  3.000
 9Y5  CAQ  CAP  CAO  121.50  3.000
 9Y5  H10  CAQ  CAR  120.54  3.000
 9Y5  H10  CAQ  CAP  120.58  3.000
 9Y5  CAR  CAQ  CAP  118.88  3.000
 9Y5  H11  CAR  CAS  119.70  3.000
 9Y5  H11  CAR  CAQ  119.44  3.000
 9Y5  CAS  CAR  CAQ  120.86  3.000
 9Y5  H12  CAS  CAR  120.80  3.000
 9Y5  H12  CAS  CAN  120.16  3.000
 9Y5  CAR  CAS  CAN  119.03  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
 9Y5  CONST_01  CAN  NAM  NAL  CAK   180.00   0.0  0
 9Y5  CONST_02  CAJ  NAM  NAL  CAK     0.00   0.0  0
 9Y5  CONST_03  NAM  CAJ  CAI  CAK     0.00   0.0  0
 9Y5  CONST_04  CAE  CAJ  CAI  CAK   180.00   0.0  0
 9Y5  CONST_07  CAI  CAJ  NAM  NAL     0.00   0.0  0
 9Y5  CONST_08  CAE  CAJ  NAM  NAL   180.00   0.0  0
 9Y5  CONST_09  CAJ  CAI  CAK  NAL     0.00   0.0  0
 9Y5  CONST_10  NAM  NAL  CAK  CAI     0.00   0.0  0
 9Y5  CONST_11  CAN  NAM  CAJ  CAI   180.00   0.0  0
 9Y5  CONST_14  NAM  CAJ  CAE  CAD   180.00   0.0  0
 9Y5  CONST_15  CAA  CAF  CAE  CAD     0.00   0.0  0
 9Y5  CONST_16  CAA  CAB  CAC  CAD     0.00   0.0  0
 9Y5  CONST_17  CAJ  CAE  CAD  CAC   180.00   0.0  0
 9Y5  CONST_18  CAF  CAE  CAD  CAC     0.00   0.0  0
 9Y5  CONST_19  CAF  CAA  CAB  CAC     0.00   0.0  0
 9Y5  CONST_20  CAE  CAF  CAA  CAB     0.00   0.0  0
 9Y5  CONST_21  CAE  CAD  CAC  CAB     0.00   0.0  0
 9Y5  CONST_22  CAJ  CAE  CAF  CAA   180.00   0.0  0
 9Y5  CONST_24  CAN  NAM  CAJ  CAE     0.00   0.0  0
 9Y5  CONST_27  CAR  CAS  CAN  NAM   180.00   0.0  0
 9Y5  CONST_28  CAP  CAO  CAN  NAM   180.00   0.0  0
 9Y5  CONST_29  CAQ  CAR  CAS  CAN     0.00   0.0  0
 9Y5  CONST_30  CAQ  CAP  CAO  CAN     0.00   0.0  0
 9Y5  CONST_31  CAR  CAQ  CAP  CAO     0.00   0.0  0
 9Y5  CONST_32  CAR  CAS  CAN  CAO     0.00   0.0  0
 9Y5  CONST_33  CAS  CAR  CAQ  CAP     0.00   0.0  0
 9Y5  CONST_34  CAS  CAN  CAO  CAP     0.00   0.0  0
 9Y5  CONST_35  NAM  NAL  CAK  CAT   180.00   0.0  0
 9Y5  CONST_36  CAJ  CAI  CAK  CAT   180.00   0.0  0
 9Y5  CONST_37  NAH  CAI  CAK  CAT     0.00   0.0  0
 9Y5  CONST_38  CL1  CAP  CAO  CAN   180.00   0.0  0
 9Y5  CONST_39  CAR  CAQ  CAP  CL1   180.00   0.0  0
 9Y5  CONST_40  H5   CAC  CAD  SAG     0.00   0.0  0
 9Y5  CONST_41  H8   CAF  CAE  CAD   180.00   0.0  0
 9Y5  CONST_42  H6   CAB  CAC  CAD   180.00   0.0  0
 9Y5  CONST_43  H7   CAA  CAB  CAC   180.00   0.0  0
 9Y5  CONST_44  H12  CAS  CAN  NAM     0.00   0.0  0
 9Y5  CONST_45  H9   CAO  CAN  NAM     0.00   0.0  0
 9Y5  CONST_46  H11  CAR  CAS  CAN   180.00   0.0  0
 9Y5  CONST_47  H10  CAQ  CAP  CAO   180.00   0.0  0
 9Y5  Var_01    SAG  NAH  CAI  CAK   147.35  30.0  1
 9Y5  Var_02    CAD  SAG  NAH  CAI    47.39  30.0  1
 9Y5  Var_03    CAE  CAD  SAG  NAH   -37.51  30.0  1
 9Y5  Var_04    H1   CAT  CAK  NAL  -113.04  30.0  2

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
 9Y5  plan-1  NAM  0.020
 9Y5  plan-1  CAN  0.020
 9Y5  plan-1  CAO  0.020
 9Y5  plan-1  CAP  0.020
 9Y5  plan-1  CL1  0.020
 9Y5  plan-1  CAQ  0.020
 9Y5  plan-1  CAR  0.020
 9Y5  plan-1  CAS  0.020
 9Y5  plan-1  H9   0.020
 9Y5  plan-1  H10  0.020
 9Y5  plan-1  H11  0.020
 9Y5  plan-1  H12  0.020
 9Y5  plan-2  CAT  0.020
 9Y5  plan-2  CAK  0.020
 9Y5  plan-2  NAL  0.020
 9Y5  plan-2  CAI  0.020
 9Y5  plan-2  NAH  0.020
 9Y5  plan-2  CAE  0.020
 9Y5  plan-2  CAJ  0.020
 9Y5  plan-2  NAM  0.020
 9Y5  plan-2  CAN  0.020
 9Y5  plan-3  SAG  0.020
 9Y5  plan-3  CAD  0.020
 9Y5  plan-3  CAC  0.020
 9Y5  plan-3  CAB  0.020
 9Y5  plan-3  CAA  0.020
 9Y5  plan-3  CAF  0.020
 9Y5  plan-3  CAE  0.020
 9Y5  plan-3  CAJ  0.020
 9Y5  plan-3  H5   0.020
 9Y5  plan-3  H6   0.020
 9Y5  plan-3  H7   0.020
 9Y5  plan-3  H8   0.020
 9Y5  plan-4  CAI  0.020
 9Y5  plan-4  NAH  0.020
 9Y5  plan-4  SAG  0.020
 9Y5  plan-4  H4   0.020

