# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 22:19:01 2020
#   Inital geometry file: a 99 line input string
#   Ligand name: 4-[(5-bromo-4-{[(2R)-1-hydroxypropan-2-yl]amino}pyrimidin-2-yl)amino]benzenesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](CO)Nc1nc(Nc2ccc(cc2)[S](N)(=O)=O)ncc1Br
#
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
 3I6  3I6  4-[(5-bromo-4-{[(2R)-1-hydroxypropan-2-yl]amino}pyrimidin-2-yl)amino]benzenesulfonamide  ligand  39  23  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_3I6
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
 3I6  O15   O   OH1   0  -0.672   6.4996   2.1371   0.2134
 3I6  C14   C   CH2   0  -0.167   5.3830   2.7810   0.7865
 3I6  C13   C   CH1   0  -0.114   4.1245   2.3057   0.0821
 3I6  C15   C   CH3   0  -0.655   4.0906   2.6842  -1.3951
 3I6  N9    N   NH1   0  -0.660   4.0022   0.8691   0.2692
 3I6  C9    C   CR6   0   0.614   2.8410   0.2116   0.2586
 3I6  N10   N   N     0  -0.523   1.7150   0.9128   0.1723
 3I6  C8    C   CR6   0  -0.304   2.7562  -1.2046   0.3507
 3I6  BR1   BR  BR    0  -0.027   4.2878  -2.2856   0.4818
 3I6  C7    C   CR16  0   0.018   1.5056  -1.7630   0.3435
 3I6  N12   N   N     0  -0.493   0.3850  -1.0459   0.2577
 3I6  C11   C   CR6   0   0.618   0.5559   0.2641   0.1787
 3I6  N1    N   NH1   0  -0.768  -0.5303   1.0922   0.0845
 3I6  C2    C   CR6   0   0.390  -1.8833   0.8325   0.0427
 3I6  C3    C   CR16  0  -0.305  -2.4610  -0.4420   0.1309
 3I6  C4    C   CR16  0  -0.205  -3.8340  -0.5833   0.0688
 3I6  C1    C   CR16  0  -0.347  -2.7260   1.9447  -0.1011
 3I6  C6    C   CR16  0  -0.224  -4.0956   1.7986  -0.1641
 3I6  C5    C   CR6   0  -0.239  -4.6526   0.5289  -0.0785
 3I6  S1    S   S     0   1.358  -6.3942   0.3124  -0.1907
 3I6  O2    O   OS    0  -0.656  -6.9758   1.5716  -0.6403
 3I6  O3    O   OS    0  -0.671  -6.6929  -0.8910  -0.9558
 3I6  N4    N   NC2   0  -0.887  -6.7829  -0.0525   1.3753
 3I6  H15   H   HOH1  0   0.462   7.2624   2.2930   0.7768
 3I6  H141  H   HCH2  0   0.220   5.2979   2.5603   1.8567
 3I6  H142  H   HCH2  0   0.211   5.4426   3.8715   0.6823
 3I6  H13   H   HCH1  0   0.261   3.2824   2.7810   0.5868
 3I6  H151  H   HCH3  0   0.229   4.9087   2.2206  -1.9463
 3I6  H152  H   HCH3  0   0.238   3.1507   2.3692  -1.8480
 3I6  H153  H   HCH3  0   0.229   4.1714   3.7657  -1.5124
 3I6  H9    H   HNH1  0   0.397   4.8598   0.3398   0.2319
 3I6  H7    H   HCR6  0   0.285   1.3833  -2.8387   0.4088
 3I6  H1    H   HNH1  0   0.414  -0.2742   2.0664   0.0187
 3I6  H3    H   HCR6  0   0.300  -1.8388  -1.3143   0.2409
 3I6  HA    H   HCR6  0   0.281  -2.2977   2.9373  -0.1724
 3I6  H4    H   HCR6  0   0.282  -4.2576  -1.5772   0.1357
 3I6  H6    H   HCR6  0   0.283  -4.7173   2.6752  -0.2829
 3I6  H41N  H   HNC2  0   0.413  -6.6989   0.7477   1.9940
 3I6  H42N  H   HNC2  0   0.417  -7.7181  -0.4446   1.4412

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
 3I6  O15  C14   single    1.411  0.020  1.411
 3I6  C14  C13   single    1.518  0.020  1.518
 3I6  C13  C15   single    1.525  0.020  1.525
 3I6  C13  N9    single    1.454  0.020  1.454
 3I6  N9   C9    single    1.334  0.020  1.334
 3I6  C9   N10   aromatic  1.329  0.020  1.329
 3I6  C9   C8    aromatic  1.422  0.020  1.422
 3I6  N10  C11   aromatic  1.328  0.020  1.328
 3I6  C8   BR1   single    1.879  0.020  1.879
 3I6  C8   C7    aromatic  1.370  0.020  1.370
 3I6  C7   N12   aromatic  1.333  0.020  1.333
 3I6  N12  C11   aromatic  1.323  0.020  1.323
 3I6  C11  N1    single    1.369  0.020  1.369
 3I6  N1   C2    single    1.378  0.020  1.378
 3I6  C2   C3    aromatic  1.402  0.020  1.402
 3I6  C2   C1    aromatic  1.403  0.020  1.403
 3I6  C3   C4    aromatic  1.382  0.020  1.382
 3I6  C4   C5    aromatic  1.389  0.020  1.389
 3I6  C1   C6    aromatic  1.379  0.020  1.379
 3I6  C6   C5    aromatic  1.389  0.020  1.389
 3I6  C5   S1    single    1.759  0.020  1.759
 3I6  S1   O2    double    1.458  0.020  1.458
 3I6  S1   O3    double    1.457  0.020  1.457
 3I6  S1   N4    single    1.654  0.020  1.654
 3I6  O15  H15   single    0.850  0.020  0.980
 3I6  C14  H141  single    0.970  0.020  1.090
 3I6  C14  H142  single    0.970  0.020  1.090
 3I6  C13  H13   single    0.970  0.020  1.090
 3I6  C15  H151  single    0.970  0.020  1.090
 3I6  C15  H152  single    0.970  0.020  1.090
 3I6  C15  H153  single    0.970  0.020  1.090
 3I6  N9   H9    single    0.860  0.020  1.020
 3I6  C7   H7    single    0.930  0.020  1.080
 3I6  N1   H1    single    0.860  0.020  1.020
 3I6  C3   H3    single    0.930  0.020  1.080
 3I6  C1   HA    single    0.930  0.020  1.080
 3I6  C4   H4    single    0.930  0.020  1.080
 3I6  C6   H6    single    0.930  0.020  1.080
 3I6  N4   H41N  single    0.890  0.020  1.040
 3I6  N4   H42N  single    0.890  0.020  1.040

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
 3I6  H15   O15  C14   108.43  3.000
 3I6  H142  C14  H141  107.28  3.000
 3I6  H142  C14  C13   108.19  3.000
 3I6  H141  C14  C13   109.00  3.000
 3I6  H142  C14  O15   111.85  3.000
 3I6  H141  C14  O15   111.48  3.000
 3I6  C13   C14  O15   108.95  3.000
 3I6  H13   C13  N9    107.82  3.000
 3I6  H13   C13  C15   108.83  3.000
 3I6  N9    C13  C15   111.59  3.000
 3I6  H13   C13  C14   106.78  3.000
 3I6  N9    C13  C14   108.62  3.000
 3I6  C15   C13  C14   112.95  3.000
 3I6  H153  C15  H152  107.81  3.000
 3I6  H153  C15  H151  108.16  3.000
 3I6  H152  C15  H151  108.31  3.000
 3I6  H153  C15  C13   110.40  3.000
 3I6  H152  C15  C13   110.48  3.000
 3I6  H151  C15  C13   111.56  3.000
 3I6  H9    N9   C9    118.76  3.000
 3I6  H9    N9   C13   116.25  3.000
 3I6  C9    N9   C13   123.99  3.000
 3I6  C8    C9   N10   118.63  3.000
 3I6  C8    C9   N9    122.84  3.000
 3I6  N10   C9   N9    118.53  3.000
 3I6  C11   N10  C9    118.77  3.000
 3I6  C7    C8   BR1   120.66  3.000
 3I6  C7    C8   C9    117.41  3.000
 3I6  BR1   C8   C9    121.93  3.000
 3I6  H7    C7   N12   116.27  3.000
 3I6  H7    C7   C8    120.46  3.000
 3I6  N12   C7   C8    123.26  3.000
 3I6  C11   N12  C7    115.32  3.000
 3I6  N1    C11  N12   120.02  3.000
 3I6  N1    C11  N10   113.37  3.000
 3I6  N12   C11  N10   126.61  3.000
 3I6  H1    N1   C2    115.39  3.000
 3I6  H1    N1   C11   112.77  3.000
 3I6  C2    N1   C11   131.83  3.000
 3I6  C1    C2   C3    118.66  3.000
 3I6  C1    C2   N1    116.33  3.000
 3I6  C3    C2   N1    125.01  3.000
 3I6  H3    C3   C4    119.72  3.000
 3I6  H3    C3   C2    120.31  3.000
 3I6  C4    C3   C2    119.98  3.000
 3I6  H4    C4   C5    120.75  3.000
 3I6  H4    C4   C3    118.69  3.000
 3I6  C5    C4   C3    120.56  3.000
 3I6  HA    C1   C6    119.12  3.000
 3I6  HA    C1   C2    119.71  3.000
 3I6  C6    C1   C2    121.16  3.000
 3I6  H6    C6   C5    121.14  3.000
 3I6  H6    C6   C1    119.36  3.000
 3I6  C5    C6   C1    119.49  3.000
 3I6  S1    C5   C6    120.38  3.000
 3I6  S1    C5   C4    119.46  3.000
 3I6  C6    C5   C4    120.14  3.000
 3I6  N4    S1   O3    105.47  3.000
 3I6  N4    S1   O2    112.87  3.000
 3I6  O3    S1   O2    118.01  3.000
 3I6  N4    S1   C5    101.50  3.000
 3I6  O3    S1   C5    109.77  3.000
 3I6  O2    S1   C5    107.96  3.000
 3I6  H42N  N4   H41N  109.93  3.000
 3I6  H42N  N4   S1    111.26  3.000
 3I6  H41N  N4   S1    112.56  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
 3I6  CONST_01  N12   C11  N10  C9      0.00   0.0  0
 3I6  CONST_02  N12   C7   C8   C9      0.00   0.0  0
 3I6  CONST_03  C7    C8   C9   N10     0.00   0.0  0
 3I6  CONST_04  C7    N12  C11  N10     0.00   0.0  0
 3I6  CONST_05  C11   N10  C9   C8      0.00   0.0  0
 3I6  CONST_06  C11   N12  C7   C8      0.00   0.0  0
 3I6  CONST_07  C5    C4   C3   C2      0.00   0.0  0
 3I6  CONST_08  C5    C6   C1   C2      0.00   0.0  0
 3I6  CONST_09  C6    C1   C2   C3      0.00   0.0  0
 3I6  CONST_10  C6    C5   C4   C3      0.00   0.0  0
 3I6  CONST_11  C1    C2   C3   C4      0.00   0.0  0
 3I6  CONST_12  C1    C6   C5   C4      0.00   0.0  0
 3I6  CONST_13  C11   N10  C9   N9    180.00   0.0  0
 3I6  CONST_14  C7    C8   C9   N9    180.00   0.0  0
 3I6  CONST_15  N1    C11  N10  C9    180.00   0.0  0
 3I6  CONST_16  BR1   C8   C9   N10   180.00   0.0  0
 3I6  CONST_17  N12   C7   C8   BR1   180.00   0.0  0
 3I6  CONST_18  N1    C11  N12  C7    180.00   0.0  0
 3I6  CONST_19  C4    C3   C2   N1    180.00   0.0  0
 3I6  CONST_20  C6    C1   C2   N1    180.00   0.0  0
 3I6  CONST_21  S1    C5   C4   C3    180.00   0.0  0
 3I6  CONST_22  S1    C5   C6   C1    180.00   0.0  0
 3I6  CONST_23  H7    C7   C8   C9    180.00   0.0  0
 3I6  CONST_24  H4    C4   C3   C2    180.00   0.0  0
 3I6  CONST_25  H6    C6   C1   C2    180.00   0.0  0
 3I6  CONST_26  HA    C1   C2   C3    180.00   0.0  0
 3I6  CONST_27  H3    C3   C2   C1    180.00   0.0  0
 3I6  CONST_28  N10   C9   N9   C13     0.00   0.0  0
 3I6  CONST_29  C8    C9   N9   C13   180.00   0.0  0
 3I6  CONST_30  H9    N9   C9   N10   180.00   0.0  0
 3I6  Var_01    C2    N1   C11  N10   179.19  30.0  2
 3I6  Var_02    C3    C2   N1   C11     1.88  30.0  2
 3I6  Var_03    O2    S1   C5   C4   -167.23  30.0  2
 3I6  Var_04    H41N  N4   S1   C5     71.01  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
 3I6  chir_01  C13  C14  C15  N9  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
 3I6  plan-1  N9   0.020
 3I6  plan-1  C9   0.020
 3I6  plan-1  N10  0.020
 3I6  plan-1  C8   0.020
 3I6  plan-1  BR1  0.020
 3I6  plan-1  C7   0.020
 3I6  plan-1  N12  0.020
 3I6  plan-1  C11  0.020
 3I6  plan-1  N1   0.020
 3I6  plan-1  H7   0.020
 3I6  plan-2  N1   0.020
 3I6  plan-2  C2   0.020
 3I6  plan-2  C3   0.020
 3I6  plan-2  C4   0.020
 3I6  plan-2  C1   0.020
 3I6  plan-2  C6   0.020
 3I6  plan-2  C5   0.020
 3I6  plan-2  S1   0.020
 3I6  plan-2  H3   0.020
 3I6  plan-2  HA   0.020
 3I6  plan-2  H4   0.020
 3I6  plan-2  H6   0.020
 3I6  plan-3  C13  0.020
 3I6  plan-3  N9   0.020
 3I6  plan-3  C9   0.020
 3I6  plan-3  H9   0.020

