# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 21:29:35 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: N-{5-[(1-cycloheptyl-1H-pyrazolo[3,4-d]pyrimidin-6-yl)amino]pyridin-2-yl}methanesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[S](=O)(=O)Nc1ccc(Nc2ncc3cnn(C4CCCCCC4)c3n2)cn1
#
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
 D37  D37  N-{5-[(1-cycloheptyl-1H-pyrazolo[3,4-d]pyrimidin-6-yl)amino]pyridin-2-yl}methanesulfonamide  ligand  51  28  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_D37
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
 D37  N1    N  NC1   0  -0.854   5.8529  -0.3820  -0.1564
 D37  N3    N  N     0  -0.499  -1.8744  -0.2632  -0.0056
 D37  C4    C  CR16  0  -0.165   2.3367  -1.2321  -0.7339
 D37  C5    C  CR6   0   0.251   1.7360  -0.1278  -0.1249
 D37  C6    C  CR6   0   0.598  -0.6556  -0.7873   0.0081
 D37  C7    C  CR56  0   0.622  -2.8383  -1.1670   0.1027
 D37  C8    C  CH1   0  -0.086  -4.8743   0.3051  -0.0016
 D37  C10   C  CH2   0  -0.454  -6.1847   2.0088   1.3595
 D37  C13   C  CH2   0  -0.444  -6.4093   1.6192  -1.6071
 D37  C15   C  CR15  0  -0.097  -3.9550  -3.0859   0.2997
 D37  C17   C  CR16  0  -0.028  -1.3151  -2.9656   0.2230
 D37  S     S  S     0   1.348   6.8531   0.9486  -0.0950
 D37  O1    O  OS    0  -0.651   6.3001   2.0419  -0.8749
 D37  C1    C  CH3   0  -0.788   6.8465   1.4067   1.6154
 D37  C2    C  CR6   0   0.535   4.4618  -0.3038  -0.1747
 D37  N7    N  N     0  -0.443   3.9055   0.7425   0.4039
 D37  C18   C  CR16  0  -0.128   2.5831   0.8274   0.4260
 D37  C3    C  CR16  0  -0.367   3.7126  -1.3238  -0.7584
 D37  N6    N  N     0  -0.472  -0.3363  -2.0921   0.1182
 D37  C16   C  CR56  0  -0.218  -2.6426  -2.5534   0.2212
 D37  N5    N  N     0  -0.244  -4.8370  -2.1263   0.2343
 D37  N4    N  NR5   0  -0.393  -4.1657  -0.9608   0.1173
 D37  C14   C  CH2   0  -0.424  -5.6056   0.3491  -1.3412
 D37  C12   C  CH2   0  -0.445  -7.6702   1.7391  -0.7496
 D37  C11   C  CH2   0  -0.424  -7.4763   2.3760   0.6276
 D37  C9    C  CH2   0  -0.435  -5.7384   0.5507   1.2366
 D37  HN1   H  HNC1  0   0.435   6.2848  -1.1910  -0.5851
 D37  H4    H  HCR6  0   0.287   1.7433  -2.0066  -1.1940
 D37  H8    H  HCH1  0   0.254  -4.0844   1.0617  -0.0126
 D37  H10   H  HCH2  0   0.221  -5.3682   2.6522   1.0175
 D37  H10A  H  HCH2  0   0.238  -6.3158   2.2491   2.4167
 D37  H13   H  HCH2  0   0.221  -5.7743   2.5044  -1.4941
 D37  H13A  H  HCH2  0   0.237  -6.7027   1.5985  -2.6591
 D37  H15   H  HCR5  0   0.275  -4.2642  -4.1150   0.4002
 D37  H17   H  HCR6  0   0.279  -1.0368  -4.0104   0.3120
 D37  H1    H  HCH3  0   0.295   7.1994   0.5658   2.2070
 D37  H1A   H  HCH3  0   0.303   7.5205   2.2548   1.7272
 D37  H1B   H  HCH3  0   0.298   5.8369   1.6847   1.9041
 D37  H18   H  HCR6  0   0.278   2.1663   1.7066   0.9068
 D37  H3    H  HCR6  0   0.285   4.1962  -2.1649  -1.2365
 D37  HN2   H  HNH1  0   0.408   0.0743   1.0735  -0.0442
 D37  H14   H  HCH2  0   0.236  -4.8599   0.2230  -2.1311
 D37  H14A  H  HCH2  0   0.227  -6.2793  -0.5111  -1.4059
 D37  H12   H  HCH2  0   0.232  -8.4231   2.3199  -1.2876
 D37  H12A  H  HCH2  0   0.216  -8.1005   0.7389  -0.6353
 D37  H11   H  HCH2  0   0.220  -8.3321   2.1054   1.2519
 D37  H11A  H  HCH2  0   0.220  -7.5121   3.4645   0.5307
 D37  H9    H  HCH2  0   0.232  -6.5987  -0.1247   1.2402
 D37  H9A   H  HCH2  0   0.242  -5.1380   0.2919   2.1120
 D37  N2    N  NH1   0  -0.765   0.3634   0.1081  -0.0921
 D37  O2    O  OS    0  -0.668   8.1670   0.4307  -0.4448

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
 D37  S    N1    single    1.666  0.020  1.666
 D37  N1   C2    single    1.393  0.020  1.393
 D37  N1   HN1   single    0.890  0.020  1.040
 D37  N3   C7    aromatic  1.326  0.020  1.326
 D37  N3   C6    aromatic  1.327  0.020  1.327
 D37  C3   C4    aromatic  1.379  0.020  1.379
 D37  C4   C5    aromatic  1.397  0.020  1.397
 D37  C4   H4    single    0.930  0.020  1.080
 D37  C18  C5    aromatic  1.391  0.020  1.391
 D37  C5   N2    single    1.393  0.020  1.393
 D37  N2   C6    single    1.360  0.020  1.360
 D37  C6   N6    aromatic  1.348  0.020  1.348
 D37  N4   C7    aromatic  1.343  0.020  1.343
 D37  C7   C16   aromatic  1.405  0.020  1.405
 D37  C14  C8    single    1.527  0.020  1.527
 D37  C9   C8    single    1.530  0.020  1.530
 D37  C8   N4    single    1.456  0.020  1.456
 D37  C8   H8    single    0.970  0.020  1.090
 D37  C11  C10   single    1.529  0.020  1.529
 D37  C10  C9    single    1.530  0.020  1.530
 D37  C10  H10   single    0.970  0.020  1.090
 D37  C10  H10A  single    0.970  0.020  1.090
 D37  C12  C13   single    1.530  0.020  1.530
 D37  C13  C14   single    1.526  0.020  1.526
 D37  C13  H13   single    0.970  0.020  1.090
 D37  C13  H13A  single    0.970  0.020  1.090
 D37  N5   C15   aromatic  1.305  0.020  1.305
 D37  C16  C15   aromatic  1.418  0.020  1.418
 D37  C15  H15   single    0.930  0.020  1.080
 D37  C16  C17   aromatic  1.390  0.020  1.390
 D37  N6   C17   aromatic  1.316  0.020  1.316
 D37  C17  H17   single    0.930  0.020  1.080
 D37  S    O2    double    1.455  0.020  1.455
 D37  O1   S     double    1.452  0.020  1.452
 D37  C1   S     single    1.771  0.020  1.771
 D37  C1   H1    single    0.970  0.020  1.090
 D37  C1   H1A   single    0.970  0.020  1.090
 D37  C1   H1B   single    0.970  0.020  1.090
 D37  C2   C3    aromatic  1.394  0.020  1.394
 D37  C2   N7    aromatic  1.319  0.020  1.319
 D37  N7   C18   aromatic  1.325  0.020  1.325
 D37  C18  H18   single    0.930  0.020  1.080
 D37  C3   H3    single    0.930  0.020  1.080
 D37  N2   HN2   single    0.860  0.020  1.020
 D37  N4   N5    aromatic  1.350  0.020  1.350
 D37  C14  H14   single    0.970  0.020  1.090
 D37  C14  H14A  single    0.970  0.020  1.090
 D37  C12  C11   single    1.530  0.020  1.530
 D37  C12  H12   single    0.970  0.020  1.090
 D37  C12  H12A  single    0.970  0.020  1.090
 D37  C11  H11   single    0.970  0.020  1.090
 D37  C11  H11A  single    0.970  0.020  1.090
 D37  C9   H9    single    0.970  0.020  1.090
 D37  C9   H9A   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
 D37  HN1   N1   C2   117.73  3.000
 D37  HN1   N1   S    113.44  3.000
 D37  C2    N1   S    123.72  3.000
 D37  C7    N3   C6   113.44  3.000
 D37  H4    C4   C3   119.56  3.000
 D37  H4    C4   C5   121.14  3.000
 D37  C3    C4   C5   119.30  3.000
 D37  N2    C5   C18  118.34  3.000
 D37  N2    C5   C4   124.60  3.000
 D37  C18   C5   C4   116.99  3.000
 D37  N6    C6   N2   117.76  3.000
 D37  N6    C6   N3   126.94  3.000
 D37  N2    C6   N3   115.30  3.000
 D37  N4    C7   C16  106.75  3.000
 D37  C16   C7   N3   125.33  3.000
 D37  N4    C7   N3   127.93  3.000
 D37  H8    C8   C9   107.76  3.000
 D37  H8    C8   C14  108.48  3.000
 D37  C9    C8   C14  115.79  3.000
 D37  H8    C8   N4   104.53  3.000
 D37  C9    C8   N4   110.39  3.000
 D37  C14   C8   N4   109.27  3.000
 D37  H10A  C10  H10  105.23  3.000
 D37  H10A  C10  C9   108.82  3.000
 D37  H10   C10  C9   108.52  3.000
 D37  H10A  C10  C11  108.00  3.000
 D37  H10   C10  C11  109.84  3.000
 D37  C9    C10  C11  115.90  3.000
 D37  H13A  C13  H13  105.68  3.000
 D37  H13A  C13  C12  108.66  3.000
 D37  H13   C13  C12  110.90  3.000
 D37  H13A  C13  C14  107.06  3.000
 D37  H13   C13  C14  110.44  3.000
 D37  C12   C13  C14  113.69  3.000
 D37  H15   C15  N5   120.81  3.000
 D37  H15   C15  C16  128.92  3.000
 D37  N5    C15  C16  110.27  3.000
 D37  H17   C17  C16  122.05  3.000
 D37  H17   C17  N6   117.06  3.000
 D37  C16   C17  N6   120.89  3.000
 D37  C1    S    O1   108.82  3.000
 D37  C1    S    O2   109.13  3.000
 D37  O1    S    O2   118.86  3.000
 D37  C1    S    N1   103.89  3.000
 D37  O1    S    N1   110.66  3.000
 D37  O2    S    N1   104.42  3.000
 D37  H1B   C1   H1A  110.41  3.000
 D37  H1B   C1   H1   110.80  3.000
 D37  H1A   C1   H1   110.22  3.000
 D37  H1B   C1   S    109.05  3.000
 D37  H1A   C1   S    107.36  3.000
 D37  H1    C1   S    108.92  3.000
 D37  C3    C2   N7   122.53  3.000
 D37  N7    C2   N1   117.38  3.000
 D37  C3    C2   N1   120.07  3.000
 D37  C18   N7   C2   118.62  3.000
 D37  H18   C18  N7   116.26  3.000
 D37  H18   C18  C5   119.86  3.000
 D37  N7    C18  C5   123.87  3.000
 D37  H3    C3   C2   120.92  3.000
 D37  H3    C3   C4   120.37  3.000
 D37  C2    C3   C4   118.70  3.000
 D37  C17   N6   C6   118.22  3.000
 D37  C17   C16  C15  140.55  3.000
 D37  C17   C16  C7   115.20  3.000
 D37  C15   C16  C7   104.26  3.000
 D37  N4    N5   C15  107.64  3.000
 D37  N5    N4   C8   121.05  3.000
 D37  N5    N4   C7   111.08  3.000
 D37  C8    N4   C7   127.85  3.000
 D37  H14A  C14  H14  106.64  3.000
 D37  H14A  C14  C13  108.64  3.000
 D37  H14   C14  C13  109.22  3.000
 D37  H14A  C14  C8   108.90  3.000
 D37  H14   C14  C8   107.69  3.000
 D37  C13   C14  C8   115.41  3.000
 D37  H12A  C12  H12  105.44  3.000
 D37  H12A  C12  C11  109.64  3.000
 D37  H12   C12  C11  108.02  3.000
 D37  H12A  C12  C13  108.11  3.000
 D37  H12   C12  C13  109.50  3.000
 D37  C11   C12  C13  115.65  3.000
 D37  H11A  C11  H11  105.74  3.000
 D37  H11A  C11  C12  109.30  3.000
 D37  H11   C11  C12  108.17  3.000
 D37  H11A  C11  C10  108.01  3.000
 D37  H11   C11  C10  109.17  3.000
 D37  C12   C11  C10  115.97  3.000
 D37  H9A   C9   H9   106.47  3.000
 D37  H9A   C9   C10  108.76  3.000
 D37  H9    C9   C10  111.03  3.000
 D37  H9A   C9   C8   107.46  3.000
 D37  H9    C9   C8   110.35  3.000
 D37  C10   C9   C8   112.51  3.000
 D37  HN2   N2   C6   114.32  3.000
 D37  HN2   N2   C5   116.45  3.000
 D37  C6    N2   C5   128.93  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
 D37  CONST_01  N5   N4   C7   N3    180.00   0.0  0
 D37  CONST_02  C15  C16  C7   N3    180.00   0.0  0
 D37  CONST_03  C17  C16  C7   N3      0.00   0.0  0
 D37  CONST_04  C17  N6   C6   N3      0.00   0.0  0
 D37  CONST_05  N7   C2   C3   C4      0.00   0.0  0
 D37  CONST_06  N7   C18  C5   C4      0.00   0.0  0
 D37  CONST_07  C2   C3   C4   C5      0.00   0.0  0
 D37  CONST_08  C2   N7   C18  C5      0.00   0.0  0
 D37  CONST_09  N4   C7   N3   C6    180.00   0.0  0
 D37  CONST_10  C16  C7   N3   C6      0.00   0.0  0
 D37  CONST_11  C16  C17  N6   C6      0.00   0.0  0
 D37  CONST_12  N6   C6   N3   C7      0.00   0.0  0
 D37  CONST_13  C15  N5   N4   C7      0.00   0.0  0
 D37  CONST_14  N5   C15  C16  C7      0.00   0.0  0
 D37  CONST_15  N6   C17  C16  C7      0.00   0.0  0
 D37  CONST_16  N4   C7   C16  C15     0.00   0.0  0
 D37  CONST_17  N6   C17  C16  C15   180.00   0.0  0
 D37  CONST_18  N4   C7   C16  C17   180.00   0.0  0
 D37  CONST_19  N5   C15  C16  C17   180.00   0.0  0
 D37  CONST_20  C3   C4   C5   C18     0.00   0.0  0
 D37  CONST_21  C3   C2   N7   C18     0.00   0.0  0
 D37  CONST_22  N5   N4   C7   C16     0.00   0.0  0
 D37  CONST_23  N4   N5   C15  C16     0.00   0.0  0
 D37  CONST_24  C8   N4   C7   N3      0.00   0.0  0
 D37  CONST_25  C16  C7   N4   C8    180.00   0.0  0
 D37  CONST_26  C15  N5   N4   C8    180.00   0.0  0
 D37  CONST_27  C4   C3   C2   N1    180.00   0.0  0
 D37  CONST_28  C18  N7   C2   N1    180.00   0.0  0
 D37  CONST_29  N2   C6   N3   C7    180.00   0.0  0
 D37  CONST_30  N2   C6   N6   C17   180.00   0.0  0
 D37  CONST_31  N2   C5   C18  N7    180.00   0.0  0
 D37  CONST_32  N2   C5   C4   C3    180.00   0.0  0
 D37  CONST_33  H18  C18  C5   C4    180.00   0.0  0
 D37  CONST_34  H3   C3   C4   C5    180.00   0.0  0
 D37  CONST_35  H17  C17  N6   C6    180.00   0.0  0
 D37  CONST_36  H15  C15  C16  C7    180.00   0.0  0
 D37  CONST_37  H4   C4   C3   C2    180.00   0.0  0
 D37  CONST_40  HN1  N1   C2   N7    180.00   0.0  0
 D37  Var_01    C5   N2   C6   N3   -179.03  30.0  1
 D37  Var_02    C6   N2   C5   C4     35.25  30.0  2
 D37  Var_03    C2   N1   S    O2   -165.56  30.0  3
 D37  Var_04    H1   C1   S    N1     58.43  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
 D37  chir_01  C8  C14  C9  N4  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
 D37  plan-1  N1   0.020
 D37  plan-1  C4   0.020
 D37  plan-1  C5   0.020
 D37  plan-1  C2   0.020
 D37  plan-1  N7   0.020
 D37  plan-1  C18  0.020
 D37  plan-1  C3   0.020
 D37  plan-1  H4   0.020
 D37  plan-1  H18  0.020
 D37  plan-1  H3   0.020
 D37  plan-1  N2   0.020
 D37  plan-2  N3   0.020
 D37  plan-2  C6   0.020
 D37  plan-2  C7   0.020
 D37  plan-2  C8   0.020
 D37  plan-2  C15  0.020
 D37  plan-2  C17  0.020
 D37  plan-2  N6   0.020
 D37  plan-2  C16  0.020
 D37  plan-2  N5   0.020
 D37  plan-2  N4   0.020
 D37  plan-2  H15  0.020
 D37  plan-2  H17  0.020
 D37  plan-2  N2   0.020
 D37  plan-3  N1   0.020
 D37  plan-3  S    0.020
 D37  plan-3  C2   0.020
 D37  plan-3  HN1  0.020

