# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 22:57:09 2020
#   Inital geometry file: a 120 line input string
#   Ligand name: 2-chloranyl-~{N}-[2-[4-(3-cyano-7-oxidanylidene-6-propan-2-yl-4~{H}-pyrazolo[1,5-a]pyrimidin-5-yl)pyrazol-1-yl]ethyl]ethanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)C1=C(Nc2n(ncc2C#N)C1=O)c3cnn(CCNC(=O)CCl)c3
#
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
 B6W  B6W  2-chloranyl-~{N}-[2-[4-(3-cyano-7-oxidanylidene-6-propan-2-yl-4~{H}-pyrazolo[1,5-a]pyrimidin-5-yl)pyrazol-1-yl]ethyl]ethanamide  ligand  45  27  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_B6W
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
 B6W  C16  C   CR15  0   0.033   6.0424   1.4421  -0.6010
 B6W  C15  C   CSP   0  -0.007   4.5389   3.4549  -0.1826
 B6W  C14  C   CR5   0  -0.308   4.8157   2.0833  -0.2974
 B6W  C13  C   CR56  0   0.790   3.9298   1.0285  -0.1328
 B6W  C10  C   C     0   0.556  -5.9624   0.7743   0.2982
 B6W  C12  C   CR15  0  -0.053  -0.1203  -0.8953   1.6126
 B6W  N    N   NR5   0  -0.274  -1.4775   0.4893   0.7843
 B6W  C    C   CR6   0   0.588   4.1033  -1.4049  -0.2513
 B6W  O    O   O     0  -0.421   4.8372  -2.3532  -0.4173
 B6W  C1   C   CR6   0  -0.143   2.6799  -1.4401   0.0235
 B6W  C11  C   CH2   0  -0.583  -7.1590   1.5939  -0.1576
 B6W  C2   C   CH1   0  -0.338   1.9849  -2.7838   0.0071
 B6W  C3   C   CH3   0  -0.647   2.1549  -3.5220  -1.3234
 B6W  C4   C   CH3   0  -0.648   2.3779  -3.6628   1.1951
 B6W  C5   C   CR6   0   0.351   2.0021  -0.2764   0.2657
 B6W  C6   C   CR5   0  -0.266   0.5937  -0.1811   0.6284
 B6W  C7   C   CR15  0   0.065  -0.3350   0.7091   0.1224
 B6W  C9   C   CH2   0  -0.299  -3.6596   0.2040  -0.2992
 B6W  N1   N   NH1   0  -0.628  -4.9355   0.8199  -0.5665
 B6W  N2   N   N     0  -0.268  -1.3647  -0.4807   1.6910
 B6W  N3   N   NR16  0  -0.744   2.6297   0.9389   0.1790
 B6W  N4   N   NS    0  -0.249   4.3055   4.5812  -0.0880
 B6W  N5   N   N     0  -0.265   5.9309   0.1427  -0.6210
 B6W  N6   N   N     0  -0.455   4.6357  -0.1033  -0.3347
 B6W  O1   O   O     0  -0.468  -5.9373   0.1669   1.3509
 B6W  CL   CL  CL    0  -0.133  -8.6381   1.0934   0.6849
 B6W  H1   H   HCR5  0   0.300   6.9878   1.9218  -0.8024
 B6W  H2   H   HCR5  0   0.277   0.2469  -1.6681   2.2708
 B6W  H4   H   HCH2  0   0.324  -6.9815   2.6460   0.0670
 B6W  H5   H   HCH2  0   0.310  -7.3241   1.4991  -1.2296
 B6W  H6   H   HCH1  0   0.254   0.9161  -2.5856   0.0968
 B6W  H7   H   HCH3  0   0.233   3.1680  -3.8892  -1.4721
 B6W  H8   H   HCH3  0   0.230   1.4829  -4.3813  -1.3472
 B6W  H9   H   HCH3  0   0.228   1.8948  -2.8800  -2.1660
 B6W  H10  H   HCH3  0   0.229   2.2113  -3.1499   2.1440
 B6W  H11  H   HCH3  0   0.231   1.7745  -4.5720   1.2014
 B6W  H12  H   HCH3  0   0.233   3.4255  -3.9575   1.1507
 B6W  H13  H   HCR5  0   0.314  -0.2597   1.4511  -0.6569
 B6W  H14  H   HCH2  0   0.280  -3.2219   1.3264   1.5056
 B6W  H15  H   HCH2  0   0.275  -2.5856   2.0546   0.0310
 B6W  H16  H   HCH2  0   0.273  -3.1794  -0.0066  -1.2543
 B6W  H17  H   HCH2  0   0.262  -3.8123  -0.7482   0.2082
 B6W  H18  H   HNH1  0   0.414  -5.0264   1.3598  -1.4128
 B6W  H3   H   HNR6  0   0.448   2.1257   1.7775   0.4301
 B6W  C8   C   CH2   0  -0.300  -2.7613   1.1095   0.5429

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
 B6W  CL   C11  single    1.774  0.020  1.774
 B6W  N1   C9   single    1.442  0.020  1.442
 B6W  N1   C10  single    1.343  0.020  1.343
 B6W  C11  C10  single    1.520  0.020  1.520
 B6W  C9   C8   single    1.528  0.020  1.528
 B6W  C10  O1   double    1.216  0.020  1.216
 B6W  C8   N    single    1.446  0.020  1.446
 B6W  N    N2   aromatic  1.333  0.020  1.333
 B6W  N    C7   aromatic  1.339  0.020  1.339
 B6W  N2   C12  aromatic  1.314  0.020  1.314
 B6W  C7   C6   aromatic  1.382  0.020  1.382
 B6W  C12  C6   aromatic  1.410  0.020  1.410
 B6W  C6   C5   single    1.458  0.020  1.458
 B6W  N4   C15  triple    1.154  0.020  1.154
 B6W  N3   C5   single    1.371  0.020  1.371
 B6W  N3   C13  single    1.340  0.020  1.340
 B6W  C15  C14  single    1.404  0.020  1.404
 B6W  C3   C2   single    1.531  0.020  1.531
 B6W  C5   C1   double    1.368  0.020  1.368
 B6W  C13  C14  aromatic  1.387  0.020  1.387
 B6W  C13  N6   aromatic  1.349  0.020  1.349
 B6W  C14  C16  aromatic  1.417  0.020  1.417
 B6W  C1   C2   single    1.513  0.020  1.513
 B6W  C1   C    single    1.450  0.020  1.450
 B6W  C2   C4   single    1.529  0.020  1.529
 B6W  N6   C    single    1.409  0.020  1.409
 B6W  N6   N5   aromatic  1.349  0.020  1.349
 B6W  C    O    double    1.211  0.020  1.211
 B6W  C16  N5   aromatic  1.304  0.020  1.304
 B6W  C16  H1   single    0.930  0.020  1.080
 B6W  C12  H2   single    0.930  0.020  1.080
 B6W  C11  H4   single    0.970  0.020  1.090
 B6W  C11  H5   single    0.970  0.020  1.090
 B6W  C2   H6   single    0.970  0.020  1.090
 B6W  C3   H7   single    0.970  0.020  1.090
 B6W  C3   H8   single    0.970  0.020  1.090
 B6W  C3   H9   single    0.970  0.020  1.090
 B6W  C4   H10  single    0.970  0.020  1.090
 B6W  C4   H11  single    0.970  0.020  1.090
 B6W  C4   H12  single    0.970  0.020  1.090
 B6W  C7   H13  single    0.930  0.020  1.080
 B6W  C8   H14  single    0.970  0.020  1.090
 B6W  C8   H15  single    0.970  0.020  1.090
 B6W  C9   H16  single    0.970  0.020  1.090
 B6W  C9   H17  single    0.970  0.020  1.090
 B6W  N1   H18  single    0.860  0.020  1.020
 B6W  N3   H3   single    0.860  0.020  1.020

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
 B6W  H1   C16  N5   120.99  3.000
 B6W  H1   C16  C14  126.67  3.000
 B6W  N5   C16  C14  112.34  3.000
 B6W  N4   C15  C14  180.00  3.000
 B6W  C13  C14  C15  127.38  3.000
 B6W  C13  C14  C16  103.55  3.000
 B6W  C15  C14  C16  129.07  3.000
 B6W  N6   C13  N3   119.11  3.000
 B6W  N6   C13  C14  106.61  3.000
 B6W  N3   C13  C14  134.27  3.000
 B6W  O1   C10  N1   123.96  3.000
 B6W  O1   C10  C11  123.04  3.000
 B6W  N1   C10  C11  112.98  3.000
 B6W  H2   C12  N2   120.77  3.000
 B6W  H2   C12  C6   128.02  3.000
 B6W  N2   C12  C6   111.18  3.000
 B6W  N2   N    C8   120.07  3.000
 B6W  N2   N    C7   112.56  3.000
 B6W  C8   N    C7   127.22  3.000
 B6W  N6   C    C1   113.87  3.000
 B6W  N6   C    O    119.12  3.000
 B6W  C1   C    O    127.01  3.000
 B6W  C5   C1   C2   121.99  3.000
 B6W  C2   C1   C    118.06  3.000
 B6W  C5   C1   C    119.94  3.000
 B6W  H5   C11  H4   108.16  3.000
 B6W  H5   C11  CL   108.46  3.000
 B6W  H4   C11  CL   108.07  3.000
 B6W  H5   C11  C10  111.57  3.000
 B6W  H4   C11  C10  109.28  3.000
 B6W  CL   C11  C10  111.20  3.000
 B6W  H6   C2   C4   107.00  3.000
 B6W  H6   C2   C3   105.54  3.000
 B6W  C4   C2   C3   111.68  3.000
 B6W  H6   C2   C1   106.73  3.000
 B6W  C4   C2   C1   112.58  3.000
 B6W  C3   C2   C1   112.75  3.000
 B6W  H9   C3   H8   107.44  3.000
 B6W  H9   C3   H7   108.37  3.000
 B6W  H8   C3   H7   107.75  3.000
 B6W  H9   C3   C2   111.16  3.000
 B6W  H8   C3   C2   109.29  3.000
 B6W  H7   C3   C2   112.64  3.000
 B6W  H12  C4   H11  107.85  3.000
 B6W  H12  C4   H10  108.03  3.000
 B6W  H11  C4   H10  107.59  3.000
 B6W  H12  C4   C2   111.78  3.000
 B6W  H11  C4   C2   109.95  3.000
 B6W  H10  C4   C2   111.48  3.000
 B6W  N3   C5   C6   113.59  3.000
 B6W  N3   C5   C1   121.07  3.000
 B6W  C6   C5   C1   125.33  3.000
 B6W  C7   C6   C5   126.88  3.000
 B6W  C5   C6   C12  129.04  3.000
 B6W  C7   C6   C12  103.98  3.000
 B6W  H13  C7   C6   131.34  3.000
 B6W  H13  C7   N    121.99  3.000
 B6W  C6   C7   N    106.66  3.000
 B6W  H17  C9   H16  107.52  3.000
 B6W  H17  C9   N1   109.61  3.000
 B6W  H16  C9   N1   108.06  3.000
 B6W  H17  C9   C8   110.09  3.000
 B6W  H16  C9   C8   109.79  3.000
 B6W  N1   C9   C8   111.67  3.000
 B6W  H18  N1   C9   117.67  3.000
 B6W  H18  N1   C10  119.32  3.000
 B6W  C9   N1   C10  122.86  3.000
 B6W  N    N2   C12  105.62  3.000
 B6W  H3   N3   C5   119.47  3.000
 B6W  H3   N3   C13  119.11  3.000
 B6W  C5   N3   C13  121.22  3.000
 B6W  N6   N5   C16  105.09  3.000
 B6W  N5   N6   C    122.94  3.000
 B6W  N5   N6   C13  112.41  3.000
 B6W  C    N6   C13  124.65  3.000
 B6W  H15  C8   H14  108.11  3.000
 B6W  H15  C8   C9   110.49  3.000
 B6W  H14  C8   C9   110.88  3.000
 B6W  H15  C8   N    107.91  3.000
 B6W  H14  C8   N    108.26  3.000
 B6W  C9   C8   N    111.08  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
 B6W  CONST_01  N6   C13  C14  C16     0.00   0.0  0
 B6W  CONST_02  C13  N6   N5   C16     0.00   0.0  0
 B6W  CONST_03  N5   N6   C13  C14     0.00   0.0  0
 B6W  CONST_04  N6   N5   C16  C14     0.00   0.0  0
 B6W  CONST_05  N5   C16  C14  C13     0.00   0.0  0
 B6W  CONST_06  C7   N    N2   C12     0.00   0.0  0
 B6W  CONST_07  N    C7   C6   C12     0.00   0.0  0
 B6W  CONST_08  C6   C12  N2   N       0.00   0.0  0
 B6W  CONST_09  N2   N    C7   C6      0.00   0.0  0
 B6W  CONST_10  N2   C12  C6   C7      0.00   0.0  0
 B6W  CONST_11  C5   C6   C7   N     180.00   0.0  0
 B6W  CONST_12  N2   C12  C6   C5    180.00   0.0  0
 B6W  CONST_13  N3   C13  C14  C15     0.00   0.0  0
 B6W  CONST_14  N6   C13  C14  C15   180.00   0.0  0
 B6W  CONST_15  N5   C16  C14  C15   180.00   0.0  0
 B6W  CONST_16  C8   N    N2   C12   180.00   0.0  0
 B6W  CONST_17  C8   N    C7   C6    180.00   0.0  0
 B6W  CONST_18  H1   C16  C14  C13   180.00   0.0  0
 B6W  CONST_19  H13  C7   C6   C12   180.00   0.0  0
 B6W  CONST_20  H2   C12  N2   N     180.00   0.0  0
 B6W  CONST_21  C9   N1   C10  C11   180.00   0.0  0
 B6W  CONST_22  O1   C10  N1   C9      0.00   0.0  0
 B6W  CONST_23  H18  N1   C10  C11     0.00   0.0  0
 B6W  Var_01    N3   C5   C6   C12  -131.65  30.0  2
 B6W  Var_02    C3   C2   C1   C     -56.94  30.0  3
 B6W  Var_03    C9   C8   N    C7     98.44  30.0  1
 B6W  Var_04    N1   C9   C8   N    -179.03  30.0  1
 B6W  Var_05    H7   C3   C2   C1     71.12  30.0  3
 B6W  Var_06    H10  C4   C2   C1     54.63  30.0  3
 B6W  Var_07    C8   C9   N1   C10   -83.70  30.0  3
 B6W  Var_08    CL   C11  C10  N1    160.96  30.0  1

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
 B6W  plan-1  C12  0.020
 B6W  plan-1  N    0.020
 B6W  plan-1  C5   0.020
 B6W  plan-1  C6   0.020
 B6W  plan-1  C7   0.020
 B6W  plan-1  N2   0.020
 B6W  plan-1  H2   0.020
 B6W  plan-1  H13  0.020
 B6W  plan-1  C8   0.020
 B6W  plan-2  C16  0.020
 B6W  plan-2  C15  0.020
 B6W  plan-2  C14  0.020
 B6W  plan-2  C13  0.020
 B6W  plan-2  C    0.020
 B6W  plan-2  O    0.020
 B6W  plan-2  C1   0.020
 B6W  plan-2  C2   0.020
 B6W  plan-2  C5   0.020
 B6W  plan-2  C6   0.020
 B6W  plan-2  N3   0.020
 B6W  plan-2  N4   0.020
 B6W  plan-2  N5   0.020
 B6W  plan-2  N6   0.020
 B6W  plan-2  H1   0.020
 B6W  plan-2  H3   0.020
 B6W  plan-3  C10  0.020
 B6W  plan-3  C11  0.020
 B6W  plan-3  C9   0.020
 B6W  plan-3  N1   0.020
 B6W  plan-3  O1   0.020
 B6W  plan-3  H18  0.020

