# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 09:25:36 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: 5-bromo-N-(6-hydroxy-2,2-dimethyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-7-yl)-2-methoxybenzene-1-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(Br)cc1[S](=O)(=O)Nc2cc3OC(C)(C)C(=O)Nc3cc2O
#
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
 EFN  EFN  5-bromo-N-(6-hydroxy-2,2-dimethyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-7-yl)-2-methoxybenzene-1-sulfonamide  ligand  44  27  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EFN
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
 EFN  CAZ  C   CH3   0  -0.444  -2.8077  -1.3906   3.4079
 EFN  OAY  O   O2    0  -0.468  -2.4738  -1.7427   2.0719
 EFN  CAT  C   CR6   0   0.457  -2.6762  -0.8562   1.0962
 EFN  CAU  C   CR16  0  -0.373  -3.2275   0.4083   1.2798
 EFN  CAV  C   CR16  0  -0.196  -3.3695   1.2727   0.2055
 EFN  CAW  C   CR6   0  -0.130  -2.9556   0.8879  -1.0597
 EFN  BR   BR  BR    0  -0.030  -3.1435   2.0752  -2.5115
 EFN  CAX  C   CR16  0  -0.199  -2.4004  -0.3639  -1.2666
 EFN  CAS  C   CR6   0  -0.305  -2.2688  -1.2288  -0.1921
 EFN  SAP  S   S     0   1.371  -1.5728  -2.8407  -0.4700
 EFN  OAQ  O   OS    0  -0.648  -2.4974  -3.8430   0.0230
 EFN  OAR  O   OS    0  -0.637  -1.1348  -2.8738  -1.8527
 EFN  NAO  N   NC1   0  -0.791  -0.2144  -2.9432   0.4684
 EFN  CAC  C   CR6   0   0.163   0.8814  -2.1021   0.1473
 EFN  CAD  C   CR16  0  -0.362   0.9880  -0.8246   0.6898
 EFN  CAE  C   CR6   0   0.327   2.0631  -0.0178   0.3824
 EFN  OAG  O   O2    0  -0.486   2.1447   1.2505   0.8515
 EFN  CAH  C   CT    0   0.029   3.4628   1.7181   1.1563
 EFN  CAL  C   CH3   0  -0.661   4.0286   0.9860   2.3719
 EFN  CAM  C   CH3   0  -0.662   3.3181   3.2037   1.4248
 EFN  CAI  C   C     0   0.551   4.3907   1.4710  -0.0366
 EFN  OAK  O   O     0  -0.448   5.3324   2.1935  -0.2920
 EFN  NAJ  N   NH1   0  -0.729   4.1168   0.3519  -0.7524
 EFN  CAF  C   CR6   0   0.343   3.0589  -0.4980  -0.4629
 EFN  CAA  C   CR16  0  -0.479   2.9731  -1.7738  -0.9966
 EFN  CAB  C   CR6   0   0.363   1.8822  -2.5859  -0.6996
 EFN  OAN  O   OH1   0  -0.612   1.7636  -3.8319  -1.1796
 EFN  H1   H   HCH3  0   0.273  -2.5370  -2.2451   4.0207
 EFN  H2   H   HCH3  0   0.243  -2.2449  -0.5171   3.7424
 EFN  H3   H   HCH3  0   0.245  -3.8765  -1.1980   3.5149
 EFN  H4   H   HCR6  0   0.309  -3.5508   0.7413   2.2557
 EFN  H5   H   HCR6  0   0.297  -3.8022   2.2492   0.3765
 EFN  H6   H   HCR6  0   0.305  -2.0707  -0.6709  -2.2493
 EFN  H7   H   HNC1  0   0.421  -0.4256  -3.0436   1.4554
 EFN  H8   H   HCR6  0   0.271   0.2181  -0.4528   1.3542
 EFN  H9   H   HCH3  0   0.248   4.1353  -0.0867   2.2025
 EFN  H10  H   HCH3  0   0.255   5.0102   1.3841   2.6265
 EFN  H11  H   HCH3  0   0.257   3.3694   1.1327   3.2281
 EFN  H12  H   HCH3  0   0.249   2.6270   3.3600   2.2532
 EFN  H13  H   HCH3  0   0.245   4.2752   3.6408   1.6992
 EFN  H14  H   HCH3  0   0.249   2.9367   3.7345   0.5523
 EFN  H15  H   HNH1  0   0.417   4.7616   0.0974  -1.4886
 EFN  H16  H   HCR6  0   0.294   3.7659  -2.1385  -1.6405
 EFN  H17  H   HOH1  0   0.479   2.5054  -4.0392  -1.7588

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
 EFN  CAV  CAU  aromatic  1.386  0.020  1.386
 EFN  CAV  CAW  aromatic  1.386  0.020  1.386
 EFN  CAU  CAT  aromatic  1.392  0.020  1.392
 EFN  CAZ  OAY  single    1.421  0.020  1.421
 EFN  BR   CAW  single    1.885  0.020  1.885
 EFN  CAW  CAX  aromatic  1.385  0.020  1.385
 EFN  CAT  OAY  single    1.334  0.020  1.334
 EFN  CAT  CAS  aromatic  1.402  0.020  1.402
 EFN  CAX  CAS  aromatic  1.386  0.020  1.386
 EFN  CAS  SAP  single    1.778  0.020  1.778
 EFN  OAN  CAB  single    1.340  0.020  1.340
 EFN  OAR  SAP  double    1.451  0.020  1.451
 EFN  SAP  NAO  single    1.654  0.020  1.654
 EFN  SAP  OAQ  double    1.450  0.020  1.450
 EFN  CAB  CAA  aromatic  1.392  0.020  1.392
 EFN  CAB  CAC  aromatic  1.397  0.020  1.397
 EFN  CAA  CAF  aromatic  1.386  0.020  1.386
 EFN  NAO  CAC  single    1.418  0.020  1.418
 EFN  CAC  CAD  aromatic  1.392  0.020  1.392
 EFN  CAF  NAJ  single    1.388  0.020  1.388
 EFN  CAF  CAE  aromatic  1.392  0.020  1.392
 EFN  NAJ  CAI  single    1.356  0.020  1.356
 EFN  CAD  CAE  aromatic  1.379  0.020  1.379
 EFN  CAE  OAG  single    1.355  0.020  1.355
 EFN  OAG  CAH  single    1.431  0.020  1.431
 EFN  CAI  OAK  double    1.214  0.020  1.214
 EFN  CAI  CAH  single    1.531  0.020  1.531
 EFN  CAH  CAM  single    1.517  0.020  1.517
 EFN  CAH  CAL  single    1.528  0.020  1.528
 EFN  CAZ  H1   single    0.970  0.020  1.090
 EFN  CAZ  H2   single    0.970  0.020  1.090
 EFN  CAZ  H3   single    0.970  0.020  1.090
 EFN  CAU  H4   single    0.930  0.020  1.080
 EFN  CAV  H5   single    0.930  0.020  1.080
 EFN  CAX  H6   single    0.930  0.020  1.080
 EFN  NAO  H7   single    0.890  0.020  1.040
 EFN  CAD  H8   single    0.930  0.020  1.080
 EFN  CAL  H9   single    0.970  0.020  1.090
 EFN  CAL  H10  single    0.970  0.020  1.090
 EFN  CAL  H11  single    0.970  0.020  1.090
 EFN  CAM  H12  single    0.970  0.020  1.090
 EFN  CAM  H13  single    0.970  0.020  1.090
 EFN  CAM  H14  single    0.970  0.020  1.090
 EFN  NAJ  H15  single    0.860  0.020  1.020
 EFN  CAA  H16  single    0.930  0.020  1.080
 EFN  OAN  H17  single    0.850  0.020  0.980

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
 EFN  H3   CAZ  H2   109.49  3.000
 EFN  H3   CAZ  H1   109.13  3.000
 EFN  H2   CAZ  H1   109.16  3.000
 EFN  H3   CAZ  OAY  111.47  3.000
 EFN  H2   CAZ  OAY  111.42  3.000
 EFN  H1   CAZ  OAY  106.08  3.000
 EFN  CAT  OAY  CAZ  119.16  3.000
 EFN  CAS  CAT  CAU  118.55  3.000
 EFN  CAS  CAT  OAY  116.85  3.000
 EFN  CAU  CAT  OAY  124.58  3.000
 EFN  H4   CAU  CAV  118.49  3.000
 EFN  H4   CAU  CAT  121.17  3.000
 EFN  CAV  CAU  CAT  120.33  3.000
 EFN  H5   CAV  CAW  120.97  3.000
 EFN  H5   CAV  CAU  118.78  3.000
 EFN  CAW  CAV  CAU  120.25  3.000
 EFN  CAX  CAW  BR   119.62  3.000
 EFN  CAX  CAW  CAV  120.47  3.000
 EFN  BR   CAW  CAV  119.91  3.000
 EFN  H6   CAX  CAS  119.92  3.000
 EFN  H6   CAX  CAW  120.98  3.000
 EFN  CAS  CAX  CAW  119.10  3.000
 EFN  SAP  CAS  CAX  118.81  3.000
 EFN  SAP  CAS  CAT  119.90  3.000
 EFN  CAX  CAS  CAT  121.28  3.000
 EFN  NAO  SAP  OAR  106.94  3.000
 EFN  NAO  SAP  OAQ  106.74  3.000
 EFN  OAR  SAP  OAQ  120.05  3.000
 EFN  OAQ  SAP  CAS  108.90  3.000
 EFN  NAO  SAP  CAS  106.80  3.000
 EFN  OAR  SAP  CAS  106.73  3.000
 EFN  H7   NAO  CAC  116.10  3.000
 EFN  H7   NAO  SAP  112.78  3.000
 EFN  CAC  NAO  SAP  117.99  3.000
 EFN  CAB  CAC  CAD  119.94  3.000
 EFN  CAD  CAC  NAO  121.01  3.000
 EFN  CAB  CAC  NAO  119.03  3.000
 EFN  H8   CAD  CAE  119.36  3.000
 EFN  H8   CAD  CAC  119.99  3.000
 EFN  CAE  CAD  CAC  120.65  3.000
 EFN  CAF  CAE  OAG  119.36  3.000
 EFN  OAG  CAE  CAD  121.17  3.000
 EFN  CAF  CAE  CAD  119.43  3.000
 EFN  CAH  OAG  CAE  115.79  3.000
 EFN  CAI  CAH  CAM  110.72  3.000
 EFN  CAM  CAH  CAL  111.34  3.000
 EFN  CAI  CAH  CAL  108.55  3.000
 EFN  CAL  CAH  OAG  110.73  3.000
 EFN  CAM  CAH  OAG  105.65  3.000
 EFN  CAI  CAH  OAG  109.84  3.000
 EFN  H11  CAL  H10  108.18  3.000
 EFN  H11  CAL  H9   108.26  3.000
 EFN  H10  CAL  H9   107.91  3.000
 EFN  H11  CAL  CAH  109.65  3.000
 EFN  H10  CAL  CAH  110.15  3.000
 EFN  H9   CAL  CAH  112.57  3.000
 EFN  H14  CAM  H13  108.31  3.000
 EFN  H14  CAM  H12  108.46  3.000
 EFN  H13  CAM  H12  107.98  3.000
 EFN  H14  CAM  CAH  111.63  3.000
 EFN  H13  CAM  CAH  110.76  3.000
 EFN  H12  CAM  CAH  109.60  3.000
 EFN  NAJ  CAI  OAK  122.45  3.000
 EFN  OAK  CAI  CAH  122.53  3.000
 EFN  NAJ  CAI  CAH  114.95  3.000
 EFN  H15  NAJ  CAF  118.94  3.000
 EFN  H15  NAJ  CAI  117.59  3.000
 EFN  CAF  NAJ  CAI  123.31  3.000
 EFN  CAA  CAF  NAJ  122.06  3.000
 EFN  NAJ  CAF  CAE  117.45  3.000
 EFN  CAA  CAF  CAE  120.49  3.000
 EFN  H16  CAA  CAB  120.23  3.000
 EFN  H16  CAA  CAF  119.54  3.000
 EFN  CAB  CAA  CAF  120.23  3.000
 EFN  OAN  CAB  CAA  122.35  3.000
 EFN  CAA  CAB  CAC  119.25  3.000
 EFN  OAN  CAB  CAC  118.39  3.000
 EFN  H17  OAN  CAB  110.31  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
 EFN  CONST_01  CAW  CAV  CAU  CAT     0.00   0.0  0
 EFN  CONST_02  CAW  CAX  CAS  CAT     0.00   0.0  0
 EFN  CONST_03  CAX  CAW  CAV  CAU     0.00   0.0  0
 EFN  CONST_04  CAX  CAS  CAT  CAU     0.00   0.0  0
 EFN  CONST_05  CAS  CAT  CAU  CAV     0.00   0.0  0
 EFN  CONST_06  CAS  CAX  CAW  CAV     0.00   0.0  0
 EFN  CONST_07  CAF  CAA  CAB  CAC     0.00   0.0  0
 EFN  CONST_08  CAF  CAE  CAD  CAC     0.00   0.0  0
 EFN  CONST_09  CAA  CAB  CAC  CAD     0.00   0.0  0
 EFN  CONST_10  CAA  CAF  CAE  CAD     0.00   0.0  0
 EFN  CONST_11  CAB  CAA  CAF  CAE     0.00   0.0  0
 EFN  CONST_12  CAB  CAC  CAD  CAE     0.00   0.0  0
 EFN  CONST_13  CAF  NAJ  CAI  CAH     0.00   0.0  0
 EFN  CONST_14  CAV  CAU  CAT  OAY   180.00   0.0  0
 EFN  CONST_15  CAX  CAS  CAT  OAY   180.00   0.0  0
 EFN  CONST_16  BR   CAW  CAV  CAU   180.00   0.0  0
 EFN  CONST_17  SAP  CAS  CAT  CAU   180.00   0.0  0
 EFN  CONST_18  SAP  CAS  CAX  CAW   180.00   0.0  0
 EFN  CONST_19  CAS  CAX  CAW  BR    180.00   0.0  0
 EFN  CONST_20  CAA  CAB  CAC  NAO   180.00   0.0  0
 EFN  CONST_21  CAE  CAD  CAC  NAO   180.00   0.0  0
 EFN  CONST_22  OAN  CAB  CAC  CAD   180.00   0.0  0
 EFN  CONST_23  OAN  CAB  CAA  CAF   180.00   0.0  0
 EFN  CONST_24  CAF  NAJ  CAI  OAK   180.00   0.0  0
 EFN  CONST_25  H5   CAV  CAU  CAT   180.00   0.0  0
 EFN  CONST_26  H6   CAX  CAS  CAT   180.00   0.0  0
 EFN  CONST_27  H4   CAU  CAV  CAW   180.00   0.0  0
 EFN  CONST_28  H16  CAA  CAB  CAC   180.00   0.0  0
 EFN  CONST_29  H8   CAD  CAE  OAG     0.00   0.0  0
 EFN  CONST_30  H15  NAJ  CAI  CAH   180.00   0.0  0
 EFN  Var_01    CAI  NAJ  CAF  CAE    15.71  30.0  1
 EFN  Var_02    CAI  CAH  OAG  CAE    51.10  30.0  1
 EFN  Var_03    NAJ  CAI  CAH  OAG   -33.53  30.0  1
 EFN  Var_04    CAF  CAE  OAG  CAH   -36.59  30.0  1
 EFN  Var_05    CAU  CAT  OAY  CAZ    -1.43  30.0  2
 EFN  Var_06    OAR  SAP  CAS  CAT  -174.47  30.0  2
 EFN  Var_07    CAC  NAO  SAP  CAS   -66.62  30.0  3
 EFN  Var_08    H12  CAM  CAH  OAG    59.11  30.0  3
 EFN  Var_09    H9   CAL  CAH  OAG    62.41  30.0  3
 EFN  Var_10    H1   CAZ  OAY  CAT  -178.61  30.0  3

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
 EFN  plan-1  OAY  0.020
 EFN  plan-1  CAT  0.020
 EFN  plan-1  CAU  0.020
 EFN  plan-1  CAV  0.020
 EFN  plan-1  CAW  0.020
 EFN  plan-1  BR   0.020
 EFN  plan-1  CAX  0.020
 EFN  plan-1  CAS  0.020
 EFN  plan-1  SAP  0.020
 EFN  plan-1  H4   0.020
 EFN  plan-1  H5   0.020
 EFN  plan-1  H6   0.020
 EFN  plan-2  NAO  0.020
 EFN  plan-2  CAC  0.020
 EFN  plan-2  CAD  0.020
 EFN  plan-2  CAE  0.020
 EFN  plan-2  OAG  0.020
 EFN  plan-2  NAJ  0.020
 EFN  plan-2  CAF  0.020
 EFN  plan-2  CAA  0.020
 EFN  plan-2  CAB  0.020
 EFN  plan-2  OAN  0.020
 EFN  plan-2  H8   0.020
 EFN  plan-2  H16  0.020
 EFN  plan-3  SAP  0.020
 EFN  plan-3  NAO  0.020
 EFN  plan-3  CAC  0.020
 EFN  plan-3  H7   0.020
 EFN  plan-4  CAH  0.020
 EFN  plan-4  CAI  0.020
 EFN  plan-4  OAK  0.020
 EFN  plan-4  NAJ  0.020
 EFN  plan-4  CAF  0.020
 EFN  plan-4  H15  0.020

