# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 23:21:44 2020
#   Inital geometry file: a 136 line input string
#   Ligand name: 2,6-difluoro-N-[(5S)-3-methoxy-5H-pyrazolo[3,4-b]pyridin-5-yl]-3-[(phenylsulfonyl)amino]benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC1=NN=C2N=C[C@@H](NC(=O)c3c(F)ccc(N[S](=O)(=O)c4ccccc4)c3F)C=C12
#
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
 BR2  BR2  2,6-difluoro-N-[(5S)-3-methoxy-5H-pyrazolo[3,4-b]pyridin-5-yl]-3-[(phenylsulfonyl)amino]benzamide  ligand  47  32  .  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_BR2
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
 BR2  C1    C  C     0   0.546  -0.3815  -2.3573   0.6525
 BR2  C2    C  CR6   0  -0.490   1.0512  -2.3404   0.2080
 BR2  O3    O  O     0  -0.429  -0.8053  -3.1340   1.4804
 BR2  C4    C  CR6   0   0.641   1.9157  -1.3735   0.6814
 BR2  C5    C  CR6   0   0.073   3.2391  -1.2888   0.2695
 BR2  C6    C  CR16  0  -0.236   3.7001  -2.2329  -0.6395
 BR2  C7    C  CR16  0  -0.431   2.8659  -3.2255  -1.1284
 BR2  C8    C  CR6   0   0.588   1.5563  -3.2603  -0.6944
 BR2  F9    F  F     0  -0.288   0.7257  -4.1921  -1.1631
 BR2  F10   F  F     0  -0.280   1.4512  -0.4935   1.5676
 BR2  N11   N  NC1   0  -0.792   4.0838  -0.2564   0.7326
 BR2  N12   N  NH1   0  -0.614  -1.1167  -1.4069   0.0412
 BR2  C13   C  CH1   0  -0.270  -2.5059  -1.1497   0.3369
 BR2  C14   C  C1    0  -0.165  -2.7143   0.3041   0.6207
 BR2  C15   C  CR5   0  -0.114  -3.6779   0.9227  -0.0559
 BR2  C16   C  CR5   0   0.402  -4.4765   0.2346  -1.0515
 BR2  N17   N  N     0  -0.383  -4.3038  -1.0878  -1.3940
 BR2  C18   C  C1    0   0.013  -3.3914  -1.7064  -0.7574
 BR2  C19   C  CR5   0   0.497  -4.2445   2.2575  -0.1295
 BR2  N20   N  N     0  -0.349  -5.1918   2.2976  -1.0044
 BR2  N21   N  N     0  -0.301  -5.3356   1.0281  -1.5829
 BR2  O22   O  O2    0  -0.444  -3.8137   3.2552   0.6029
 BR2  C23   C  CH3   0  -0.430  -4.4558   4.5188   0.4190
 BR2  S24   S  S     0   1.365   4.1608   1.1361  -0.1889
 BR2  C25   C  CR6   0  -0.202   2.5038   1.7551  -0.2558
 BR2  C26   C  CR16  0  -0.238   1.6654   1.3462  -1.2858
 BR2  C27   C  CR16  0  -0.269   0.3450   1.7746  -1.2840
 BR2  C28   C  CR16  0  -0.237  -0.1190   2.6011  -0.2692
 BR2  C29   C  CR16  0  -0.240   0.7334   3.0071   0.7496
 BR2  C30   C  CR16  0  -0.224   2.0525   2.5832   0.7639
 BR2  O31   O  OS    0  -0.643   4.9879   2.0519   0.5729
 BR2  O32   O  OS    0  -0.636   4.5420   0.7241  -1.5258
 BR2  H6    H  HCR6  0   0.300   4.7305  -2.1888  -0.9629
 BR2  H7    H  HCR6  0   0.301   3.2292  -3.9580  -1.8357
 BR2  HN11  H  HNC1  0   0.426   4.0379  -0.0576   1.7273
 BR2  HN12  H  HNH1  0   0.423  -0.6901  -0.8642  -0.6961
 BR2  H14   H  H     0   0.312  -2.0845   0.7813   1.3627
 BR2  H18   H  H     0   0.296  -3.2125  -2.7494  -1.0043
 BR2  H23   H  HCH3  0   0.259  -3.9658   5.2070   1.1006
 BR2  H23A  H  HCH3  0   0.244  -4.3395   4.8699  -0.6063
 BR2  H23B  H  HCH3  0   0.245  -5.5171   4.4549   0.6594
 BR2  H26   H  HCR6  0   0.296   2.0271   0.7155  -2.0868
 BR2  H27   H  HCR6  0   0.287  -0.3154   1.4738  -2.0871
 BR2  H28   H  HCR6  0   0.272  -1.1459   2.9422  -0.2774
 BR2  H29   H  HCR6  0   0.278   0.3732   3.6588   1.5338
 BR2  H30   H  HCR6  0   0.289   2.7128   2.9035   1.5587
 BR2  H13   H  HCH1  0   0.348  -2.7554  -1.7038   1.2525

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
 BR2  O3   C1    double    1.212  0.020  1.212
 BR2  C2   C1    single    1.500  0.020  1.500
 BR2  C1   N12   single    1.348  0.020  1.348
 BR2  C4   C2    aromatic  1.381  0.020  1.381
 BR2  C2   C8    aromatic  1.384  0.020  1.384
 BR2  F10  C4    single    1.333  0.020  1.333
 BR2  C5   C4    aromatic  1.389  0.020  1.389
 BR2  N11  C5    single    1.412  0.020  1.412
 BR2  C5   C6    aromatic  1.389  0.020  1.389
 BR2  C6   C7    aromatic  1.386  0.020  1.386
 BR2  C6   H6    single    0.930  0.020  1.080
 BR2  C7   C8    aromatic  1.380  0.020  1.380
 BR2  C7   H7    single    0.930  0.020  1.080
 BR2  C8   F9    single    1.333  0.020  1.333
 BR2  S24  N11   single    1.672  0.020  1.672
 BR2  N11  HN11  single    0.890  0.020  1.040
 BR2  N12  C13   single    1.443  0.020  1.443
 BR2  N12  HN12  single    0.860  0.020  1.020
 BR2  C13  C18   single    1.514  0.020  1.514
 BR2  C13  C14   single    1.496  0.020  1.496
 BR2  C14  C15   double    1.330  0.020  1.330
 BR2  C14  H14   single    0.930  0.020  1.080
 BR2  C15  C16   single    1.450  0.020  1.450
 BR2  C15  C19   single    1.452  0.020  1.452
 BR2  N17  C16   single    1.377  0.020  1.377
 BR2  C16  N21   double    1.285  0.020  1.285
 BR2  C18  N17   double    1.273  0.020  1.273
 BR2  C18  H18   single    0.930  0.020  1.080
 BR2  C19  O22   single    1.311  0.020  1.311
 BR2  C19  N20   double    1.290  0.020  1.290
 BR2  N21  N20   single    1.403  0.020  1.403
 BR2  O22  C23   single    1.429  0.020  1.429
 BR2  C23  H23   single    0.970  0.020  1.090
 BR2  C23  H23A  single    0.970  0.020  1.090
 BR2  C23  H23B  single    0.970  0.020  1.090
 BR2  O32  S24   double    1.450  0.020  1.450
 BR2  C25  S24   single    1.770  0.020  1.770
 BR2  S24  O31   double    1.450  0.020  1.450
 BR2  C26  C25   aromatic  1.390  0.020  1.390
 BR2  C25  C30   aromatic  1.389  0.020  1.389
 BR2  C27  C26   aromatic  1.388  0.020  1.388
 BR2  C26  H26   single    0.930  0.020  1.080
 BR2  C27  C28   aromatic  1.389  0.020  1.389
 BR2  C27  H27   single    0.930  0.020  1.080
 BR2  C28  C29   aromatic  1.389  0.020  1.389
 BR2  C28  H28   single    0.930  0.020  1.080
 BR2  C29  C30   aromatic  1.386  0.020  1.386
 BR2  C29  H29   single    0.930  0.020  1.080
 BR2  C30  H30   single    0.930  0.020  1.080
 BR2  C13  H13   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
 BR2  N12   C1   O3    124.82  3.000
 BR2  N12   C1   C2    112.24  3.000
 BR2  O3    C1   C2    122.94  3.000
 BR2  C8    C2   C4    117.42  3.000
 BR2  C8    C2   C1    122.29  3.000
 BR2  C4    C2   C1    120.28  3.000
 BR2  F10   C4   C5    119.29  3.000
 BR2  C5    C4   C2    122.53  3.000
 BR2  F10   C4   C2    118.18  3.000
 BR2  N11   C5   C6    120.86  3.000
 BR2  C6    C5   C4    117.96  3.000
 BR2  N11   C5   C4    121.16  3.000
 BR2  H6    C6   C7    119.84  3.000
 BR2  H6    C6   C5    118.97  3.000
 BR2  C7    C6   C5    121.19  3.000
 BR2  H7    C7   C8    120.50  3.000
 BR2  H7    C7   C6    120.92  3.000
 BR2  C8    C7   C6    118.58  3.000
 BR2  F9    C8   C7    119.88  3.000
 BR2  F9    C8   C2    117.79  3.000
 BR2  C7    C8   C2    122.32  3.000
 BR2  HN11  N11  S24   112.27  3.000
 BR2  HN11  N11  C5    115.93  3.000
 BR2  S24   N11  C5    117.12  3.000
 BR2  HN12  N12  C13   117.41  3.000
 BR2  HN12  N12  C1    118.65  3.000
 BR2  C13   N12  C1    123.89  3.000
 BR2  H13   C13  C18   106.50  3.000
 BR2  H13   C13  C14   107.48  3.000
 BR2  C18   C13  C14   114.40  3.000
 BR2  H13   C13  N12   107.42  3.000
 BR2  C14   C13  N12   110.25  3.000
 BR2  C18   C13  N12   110.45  3.000
 BR2  H14   C14  C15   124.36  3.000
 BR2  H14   C14  C13   118.48  3.000
 BR2  C15   C14  C13   117.16  3.000
 BR2  C19   C15  C16   100.75  3.000
 BR2  C19   C15  C14   137.40  3.000
 BR2  C16   C15  C14   121.85  3.000
 BR2  N21   C16  N17   125.05  3.000
 BR2  N21   C16  C15   111.06  3.000
 BR2  N17   C16  C15   123.88  3.000
 BR2  C18   N17  C16   115.61  3.000
 BR2  H18   C18  N17   118.09  3.000
 BR2  H18   C18  C13   114.89  3.000
 BR2  N17   C18  C13   127.02  3.000
 BR2  O22   C19  N20   126.63  3.000
 BR2  N20   C19  C15   110.46  3.000
 BR2  O22   C19  C15   122.90  3.000
 BR2  N21   N20  C19   109.07  3.000
 BR2  N20   N21  C16   108.66  3.000
 BR2  C23   O22  C19   116.97  3.000
 BR2  H23B  C23  H23A  109.29  3.000
 BR2  H23B  C23  H23   109.77  3.000
 BR2  H23A  C23  H23   109.77  3.000
 BR2  H23B  C23  O22   110.93  3.000
 BR2  H23A  C23  O22   110.97  3.000
 BR2  H23   C23  O22   106.07  3.000
 BR2  O32   S24  O31   120.93  3.000
 BR2  O31   S24  C25   109.44  3.000
 BR2  O32   S24  C25   108.10  3.000
 BR2  O31   S24  N11   105.23  3.000
 BR2  C25   S24  N11   105.60  3.000
 BR2  O32   S24  N11   106.48  3.000
 BR2  C30   C25  C26   121.57  3.000
 BR2  C30   C25  S24   119.01  3.000
 BR2  C26   C25  S24   119.33  3.000
 BR2  H26   C26  C27   119.93  3.000
 BR2  H26   C26  C25   121.24  3.000
 BR2  C27   C26  C25   118.82  3.000
 BR2  H27   C27  C28   120.25  3.000
 BR2  H27   C27  C26   119.58  3.000
 BR2  C28   C27  C26   120.17  3.000
 BR2  H28   C28  C29   119.72  3.000
 BR2  H28   C28  C27   119.95  3.000
 BR2  C29   C28  C27   120.33  3.000
 BR2  H29   C29  C30   119.60  3.000
 BR2  H29   C29  C28   120.24  3.000
 BR2  C30   C29  C28   120.16  3.000
 BR2  H30   C30  C29   119.87  3.000
 BR2  H30   C30  C25   121.17  3.000
 BR2  C29   C30  C25   118.95  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
 BR2  CONST_01  C6    C5   C4   C2      0.00   0.0  0
 BR2  CONST_02  C6    C7   C8   C2      0.00   0.0  0
 BR2  CONST_03  C7    C8   C2   C4      0.00   0.0  0
 BR2  CONST_04  C7    C6   C5   C4      0.00   0.0  0
 BR2  CONST_05  C8    C2   C4   C5      0.00   0.0  0
 BR2  CONST_06  C8    C7   C6   C5      0.00   0.0  0
 BR2  CONST_07  C28   C27  C26  C25     0.00   0.0  0
 BR2  CONST_08  C28   C29  C30  C25     0.00   0.0  0
 BR2  CONST_09  C29   C30  C25  C26     0.00   0.0  0
 BR2  CONST_10  C29   C28  C27  C26     0.00   0.0  0
 BR2  CONST_11  C30   C25  C26  C27     0.00   0.0  0
 BR2  CONST_12  C30   C29  C28  C27     0.00   0.0  0
 BR2  CONST_13  C18   N17  C16  C15     0.00   0.0  0
 BR2  CONST_14  N20   N21  C16  C15     0.00   0.0  0
 BR2  CONST_15  N20   N21  C16  N17   180.00   0.0  0
 BR2  CONST_16  N21   C16  N17  C18   180.00   0.0  0
 BR2  CONST_17  C5    C4   C2   C1    180.00   0.0  0
 BR2  CONST_18  C7    C8   C2   C1    180.00   0.0  0
 BR2  CONST_19  N11   C5   C4   C2    180.00   0.0  0
 BR2  CONST_20  F9    C8   C2   C4    180.00   0.0  0
 BR2  CONST_21  F10   C4   C5   C6    180.00   0.0  0
 BR2  CONST_22  F9    C8   C7   C6    180.00   0.0  0
 BR2  CONST_23  N11   C5   C6   C7    180.00   0.0  0
 BR2  CONST_24  F10   C4   C2   C8    180.00   0.0  0
 BR2  CONST_25  C27   C26  C25  S24   180.00   0.0  0
 BR2  CONST_26  C29   C30  C25  S24   180.00   0.0  0
 BR2  CONST_27  H7    C7   C8   C2    180.00   0.0  0
 BR2  CONST_28  H6    C6   C5   C4    180.00   0.0  0
 BR2  CONST_29  H27   C27  C26  C25   180.00   0.0  0
 BR2  CONST_30  H29   C29  C30  C25   180.00   0.0  0
 BR2  CONST_31  H30   C30  C25  C26   180.00   0.0  0
 BR2  CONST_32  H28   C28  C27  C26   180.00   0.0  0
 BR2  CONST_33  H26   C26  C27  C28   180.00   0.0  0
 BR2  CONST_34  C13   N12  C1   C2    180.00   0.0  0
 BR2  CONST_38  C13   N12  C1   O3      0.00   0.0  0
 BR2  CONST_39  HN12  N12  C1   C2      0.00   0.0  0
 BR2  Var_01    C16   C15  C14  C13    -1.45  30.0  1
 BR2  Var_02    H18   C18  N17  C16  -179.27  30.0  1
 BR2  Var_03    C4    C2   C1   O3   -102.70  30.0  2
 BR2  Var_04    C25   S24  N11  C5     59.17  30.0  2
 BR2  Var_05    C26   C25  S24  N11   -90.27  30.0  3
 BR2  Var_06    H23   C23  O22  C19  -179.84  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
 BR2  chir_01  C13  N12  C18  C14  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
 BR2  plan-1  C1    0.020
 BR2  plan-1  C2    0.020
 BR2  plan-1  C4    0.020
 BR2  plan-1  C5    0.020
 BR2  plan-1  C6    0.020
 BR2  plan-1  C7    0.020
 BR2  plan-1  C8    0.020
 BR2  plan-1  F9    0.020
 BR2  plan-1  F10   0.020
 BR2  plan-1  N11   0.020
 BR2  plan-1  H6    0.020
 BR2  plan-1  H7    0.020
 BR2  plan-2  S24   0.020
 BR2  plan-2  C25   0.020
 BR2  plan-2  C26   0.020
 BR2  plan-2  C27   0.020
 BR2  plan-2  C28   0.020
 BR2  plan-2  C29   0.020
 BR2  plan-2  C30   0.020
 BR2  plan-2  H26   0.020
 BR2  plan-2  H27   0.020
 BR2  plan-2  H28   0.020
 BR2  plan-2  H29   0.020
 BR2  plan-2  H30   0.020
 BR2  plan-3  C1    0.020
 BR2  plan-3  C2    0.020
 BR2  plan-3  O3    0.020
 BR2  plan-3  N12   0.020
 BR2  plan-3  C13   0.020
 BR2  plan-3  HN12  0.020
 BR2  plan-4  C5    0.020
 BR2  plan-4  N11   0.020
 BR2  plan-4  S24   0.020
 BR2  plan-4  HN11  0.020
 BR2  plan-5  C14   0.020
 BR2  plan-5  C15   0.020
 BR2  plan-5  C16   0.020
 BR2  plan-5  N17   0.020
 BR2  plan-5  C18   0.020
 BR2  plan-5  C19   0.020
 BR2  plan-5  N20   0.020
 BR2  plan-5  N21   0.020
 BR2  plan-5  O22   0.020

