# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 11:15:03 2020
#   Inital geometry file: a 153 line input string
#   Ligand name: [4-methyl-3-[methyl-[2-[(3-methylsulfonyl-5-morpholin-4-yl-phenyl)amino]pyrimidin-4-yl]amino]phenyl]methanol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(c1ccnc(Nc2cc(cc(c2)[S](C)(=O)=O)N3CCOCC3)n1)c4cc(CO)ccc4C
#
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
 IPV  IPV  '[4-methyl-3-[methyl-[2-[(3-methylsulfonyl-5-morpholin-4-yl-phenyl)amino]pyrimidin-4-yl]amino]phenyl]methanol'  ligand  63  34  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_IPV
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
 IPV  C1   C  CR6   0   0.087   4.8612   0.3089  -1.5356
 IPV  C2   C  CR16  0  -0.312   5.2053   1.6399  -1.7454
 IPV  C3   C  CR16  0  -0.283   5.4098   2.5089  -0.6819
 IPV  C7   C  CH3   0  -0.554   5.5243  -2.4352   0.1685
 IPV  C8   C  CR6   0   0.551   3.1481  -1.8908   0.2080
 IPV  C9   C  CR16  0  -0.446   2.8147  -3.2269   0.5258
 IPV  C10  C  CR16  0  -0.002   1.4778  -3.4942   0.6650
 IPV  C11  C  CR6   0   0.598   0.9336  -1.3648   0.2167
 IPV  C12  C  CR6   0   0.434  -1.3524  -0.3291   0.1458
 IPV  C13  C  CR16  0  -0.487  -1.9706   0.8883  -0.1682
 IPV  C14  C  CR6   0   0.430  -3.3499   1.0748  -0.0717
 IPV  C15  C  CR16  0  -0.360  -4.1348  -0.0247   0.3188
 IPV  C16  C  CR6   0  -0.171  -3.5061  -1.2183   0.5996
 IPV  C19  C  CH2   0  -0.325  -5.2044   2.3415  -1.0350
 IPV  C20  C  CH2   0  -0.188  -5.8866   3.6806  -0.8376
 IPV  C21  C  CH2   0  -0.184  -3.8640   4.7318  -0.4565
 IPV  C22  C  CH2   0  -0.333  -3.0930   3.4363  -0.6306
 IPV  O1   O  OS    0  -0.671  -3.7271  -3.4830   1.9328
 IPV  S    S  S     0   1.217  -4.5103  -2.6147   1.0550
 IPV  O    O  OS    0  -0.670  -5.8072  -2.1328   1.5284
 IPV  C18  C  CH3   0  -0.790  -4.7622  -3.4633  -0.4874
 IPV  N4   N  NT    0  -0.532  -3.9407   2.3044  -0.3095
 IPV  O2   O  O2    0  -0.481  -5.0510   4.7500  -1.2138
 IPV  C17  C  CR16  0  -0.348  -2.1344  -1.4144   0.5372
 IPV  N3   N  NH1   0  -0.780   0.0266  -0.3545   0.0386
 IPV  N1   N  N     0  -0.498   0.5118  -2.5848   0.5183
 IPV  N2   N  N     0  -0.518   2.1948  -0.9766   0.0554
 IPV  C6   C  CR6   0   0.266   4.7326  -0.1278  -0.2150
 IPV  C    C  CH3   0  -0.729   4.6259  -0.6252  -2.6836
 IPV  C5   C  CR16  0  -0.280   4.9334   0.7393   0.8464
 IPV  C4   C  CR6   0   0.065   5.2696   2.0720   0.6289
 IPV  C23  C  CH2   0  -0.230   5.5184   2.9899   1.7901
 IPV  O3   O  OH1   0  -0.668   6.8001   2.7054   2.3150
 IPV  H1   H  HCR6  0   0.251   5.3152   2.0043  -2.7596
 IPV  H2   H  HCR6  0   0.252   5.6761   3.5404  -0.8803
 IPV  H3   H  HCH3  0   0.251   5.4058  -3.2775  -0.5155
 IPV  H4   H  HCH3  0   0.270   6.4513  -1.9283  -0.0831
 IPV  H5   H  HCH3  0   0.253   5.6169  -2.8225   1.1854
 IPV  H6   H  HCR6  0   0.279   3.5509  -4.0034   0.6605
 IPV  H7   H  HCR6  0   0.267   1.1516  -4.4985   0.9117
 IPV  H8   H  HCR6  0   0.290  -1.3371   1.6992  -0.5026
 IPV  H9   H  HCR6  0   0.286  -5.2054   0.0642   0.4318
 IPV  H10  H  HCH2  0   0.262  -5.8803   1.5678  -0.6775
 IPV  H11  H  HCH2  0   0.231  -5.0382   2.1605  -2.1063
 IPV  H12  H  HCH2  0   0.244  -6.7817   3.7258  -1.4592
 IPV  H13  H  HCH2  0   0.208  -6.1957   3.7823   0.2123
 IPV  H14  H  HCH2  0   0.207  -4.0869   4.8764   0.6100
 IPV  H15  H  HCH2  0   0.245  -3.2470   5.5682  -0.7874
 IPV  H16  H  HCH2  0   0.228  -2.6937   3.3674  -1.6532
 IPV  H17  H  HCH2  0   0.261  -2.2434   3.4686   0.0529
 IPV  H18  H  HCH3  0   0.310  -5.3746  -4.3400  -0.2781
 IPV  H19  H  HCH3  0   0.295  -5.2776  -2.8041  -1.1820
 IPV  H20  H  HCH3  0   0.294  -3.8015  -3.7677  -0.8959
 IPV  H21  H  HCR6  0   0.303  -1.6817  -2.3603   0.7832
 IPV  H22  H  HNH1  0   0.408   0.4614   0.5234  -0.2023
 IPV  H23  H  HCH3  0   0.250   5.3263  -1.4623  -2.6767
 IPV  H24  H  HCH3  0   0.249   3.6208  -1.0486  -2.6509
 IPV  H25  H  HCH3  0   0.251   4.7385  -0.1087  -3.6356
 IPV  H26  H  HCR6  0   0.251   4.8147   0.3674   1.8578
 IPV  H27  H  HCH2  0   0.210   5.4421   4.0307   1.4537
 IPV  H28  H  HCH2  0   0.209   4.7384   2.8399   2.5460
 IPV  H29  H  HOH1  0   0.455   6.9324   3.2672   3.0849
 IPV  N    N  NT    0  -0.577   4.4276  -1.4927   0.0475

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
 IPV  O    S    double    1.462  0.020  1.462
 IPV  C18  S    single    1.778  0.020  1.778
 IPV  S    O1   double    1.462  0.020  1.462
 IPV  S    C16  single    1.779  0.020  1.779
 IPV  C17  C16  aromatic  1.387  0.020  1.387
 IPV  C17  C12  aromatic  1.394  0.020  1.394
 IPV  N1   C10  aromatic  1.335  0.020  1.335
 IPV  N1   C11  aromatic  1.326  0.020  1.326
 IPV  C16  C15  aromatic  1.378  0.020  1.378
 IPV  N3   C12  single    1.383  0.020  1.383
 IPV  N3   C11  single    1.369  0.020  1.369
 IPV  C12  C13  aromatic  1.401  0.020  1.401
 IPV  C10  C9   aromatic  1.371  0.020  1.371
 IPV  C11  N2   aromatic  1.329  0.020  1.329
 IPV  C15  C14  aromatic  1.406  0.020  1.406
 IPV  C13  C14  aromatic  1.395  0.020  1.395
 IPV  C9   C8   aromatic  1.413  0.020  1.413
 IPV  N2   C8   aromatic  1.330  0.020  1.330
 IPV  C14  N4   single    1.385  0.020  1.385
 IPV  C8   N    single    1.350  0.020  1.350
 IPV  C22  N4   single    1.450  0.020  1.450
 IPV  C22  C21  single    1.518  0.020  1.518
 IPV  N4   C19  single    1.458  0.020  1.458
 IPV  N    C7   single    1.451  0.020  1.451
 IPV  N    C6   single    1.423  0.020  1.423
 IPV  C21  O2   single    1.408  0.020  1.408
 IPV  C19  C20  single    1.516  0.020  1.516
 IPV  C6   C5   aromatic  1.385  0.020  1.385
 IPV  C6   C1   aromatic  1.397  0.020  1.397
 IPV  C5   C4   aromatic  1.392  0.020  1.392
 IPV  O2   C20  single    1.408  0.020  1.408
 IPV  C1   C    single    1.499  0.020  1.499
 IPV  C1   C2   aromatic  1.391  0.020  1.391
 IPV  C4   C23  single    1.501  0.020  1.501
 IPV  C4   C3   aromatic  1.389  0.020  1.389
 IPV  C23  O3   single    1.414  0.020  1.414
 IPV  C2   C3   aromatic  1.388  0.020  1.388
 IPV  C2   H1   single    0.930  0.020  1.080
 IPV  C3   H2   single    0.930  0.020  1.080
 IPV  C7   H3   single    0.970  0.020  1.090
 IPV  C7   H4   single    0.970  0.020  1.090
 IPV  C7   H5   single    0.970  0.020  1.090
 IPV  C9   H6   single    0.930  0.020  1.080
 IPV  C10  H7   single    0.930  0.020  1.080
 IPV  C13  H8   single    0.930  0.020  1.080
 IPV  C15  H9   single    0.930  0.020  1.080
 IPV  C19  H10  single    0.970  0.020  1.090
 IPV  C19  H11  single    0.970  0.020  1.090
 IPV  C20  H12  single    0.970  0.020  1.090
 IPV  C20  H13  single    0.970  0.020  1.090
 IPV  C21  H14  single    0.970  0.020  1.090
 IPV  C21  H15  single    0.970  0.020  1.090
 IPV  C22  H16  single    0.970  0.020  1.090
 IPV  C22  H17  single    0.970  0.020  1.090
 IPV  C18  H18  single    0.970  0.020  1.090
 IPV  C18  H19  single    0.970  0.020  1.090
 IPV  C18  H20  single    0.970  0.020  1.090
 IPV  C17  H21  single    0.930  0.020  1.080
 IPV  N3   H22  single    0.860  0.020  1.020
 IPV  C    H23  single    0.970  0.020  1.090
 IPV  C    H24  single    0.970  0.020  1.090
 IPV  C    H25  single    0.970  0.020  1.090
 IPV  C5   H26  single    0.930  0.020  1.080
 IPV  C23  H27  single    0.970  0.020  1.090
 IPV  C23  H28  single    0.970  0.020  1.090
 IPV  O3   H29  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
 IPV  C    C1   C6   120.99  3.000
 IPV  C    C1   C2   121.33  3.000
 IPV  C6   C1   C2   117.68  3.000
 IPV  H1   C2   C3   119.45  3.000
 IPV  H1   C2   C1   119.22  3.000
 IPV  C3   C2   C1   121.33  3.000
 IPV  H2   C3   C4   119.80  3.000
 IPV  H2   C3   C2   119.46  3.000
 IPV  C4   C3   C2   120.74  3.000
 IPV  H5   C7   H4   107.98  3.000
 IPV  H5   C7   H3   108.60  3.000
 IPV  H4   C7   H3   107.92  3.000
 IPV  H5   C7   N    111.84  3.000
 IPV  H4   C7   N    108.82  3.000
 IPV  H3   C7   N    111.53  3.000
 IPV  N    C8   N2   117.61  3.000
 IPV  N    C8   C9   121.95  3.000
 IPV  N2   C8   C9   120.44  3.000
 IPV  H6   C9   C10  120.85  3.000
 IPV  H6   C9   C8   123.21  3.000
 IPV  C10  C9   C8   115.93  3.000
 IPV  H7   C10  N1   116.00  3.000
 IPV  H7   C10  C9   119.81  3.000
 IPV  N1   C10  C9   124.19  3.000
 IPV  N2   C11  N1   126.74  3.000
 IPV  N2   C11  N3   113.40  3.000
 IPV  N1   C11  N3   119.86  3.000
 IPV  N3   C12  C17  124.52  3.000
 IPV  N3   C12  C13  116.00  3.000
 IPV  C17  C12  C13  119.47  3.000
 IPV  H8   C13  C14  120.01  3.000
 IPV  H8   C13  C12  117.53  3.000
 IPV  C14  C13  C12  122.47  3.000
 IPV  N4   C14  C15  120.25  3.000
 IPV  N4   C14  C13  121.91  3.000
 IPV  C15  C14  C13  117.81  3.000
 IPV  H9   C15  C16  120.15  3.000
 IPV  H9   C15  C14  121.19  3.000
 IPV  C16  C15  C14  118.63  3.000
 IPV  C17  C16  S    117.31  3.000
 IPV  C17  C16  C15  124.36  3.000
 IPV  S    C16  C15  118.32  3.000
 IPV  H11  C19  H10  107.28  3.000
 IPV  H11  C19  N4   110.48  3.000
 IPV  H10  C19  N4   110.92  3.000
 IPV  H11  C19  C20  109.91  3.000
 IPV  H10  C19  C20  107.81  3.000
 IPV  N4   C19  C20  110.36  3.000
 IPV  H13  C20  H12  108.04  3.000
 IPV  H13  C20  O2   110.59  3.000
 IPV  H12  C20  O2   107.65  3.000
 IPV  H13  C20  C19  109.43  3.000
 IPV  H12  C20  C19  109.38  3.000
 IPV  O2   C20  C19  111.66  3.000
 IPV  H15  C21  H14  107.95  3.000
 IPV  H15  C21  O2   107.69  3.000
 IPV  H14  C21  O2   110.44  3.000
 IPV  H15  C21  C22  109.41  3.000
 IPV  H14  C21  C22  109.06  3.000
 IPV  O2   C21  C22  112.19  3.000
 IPV  H17  C22  H16  107.56  3.000
 IPV  H17  C22  N4   109.86  3.000
 IPV  H16  C22  N4   111.66  3.000
 IPV  H17  C22  C21  107.37  3.000
 IPV  H16  C22  C21  110.15  3.000
 IPV  N4   C22  C21  110.11  3.000
 IPV  C18  S    O    108.21  3.000
 IPV  C18  S    O1   108.25  3.000
 IPV  O    S    O1   118.45  3.000
 IPV  O1   S    C16  108.51  3.000
 IPV  C18  S    C16  103.44  3.000
 IPV  O    S    C16  108.95  3.000
 IPV  H20  C18  H19  110.39  3.000
 IPV  H20  C18  H18  110.09  3.000
 IPV  H19  C18  H18  110.13  3.000
 IPV  H20  C18  S    109.53  3.000
 IPV  H19  C18  S    109.38  3.000
 IPV  H18  C18  S    107.27  3.000
 IPV  C22  N4   C19  112.13  3.000
 IPV  C19  N4   C14  118.55  3.000
 IPV  C22  N4   C14  118.79  3.000
 IPV  C21  O2   C20  110.29  3.000
 IPV  H21  C17  C16  121.97  3.000
 IPV  H21  C17  C12  120.81  3.000
 IPV  C16  C17  C12  117.22  3.000
 IPV  H22  N3   C12  115.60  3.000
 IPV  H22  N3   C11  112.81  3.000
 IPV  C12  N3   C11  131.58  3.000
 IPV  C11  N1   C10  114.95  3.000
 IPV  C11  N2   C8   117.75  3.000
 IPV  C5   C6   N    119.35  3.000
 IPV  C5   C6   C1   121.02  3.000
 IPV  N    C6   C1   119.61  3.000
 IPV  H25  C    H24  107.79  3.000
 IPV  H25  C    H23  107.63  3.000
 IPV  H24  C    H23  107.05  3.000
 IPV  H25  C    C1   110.97  3.000
 IPV  H24  C    C1   111.32  3.000
 IPV  H23  C    C1   111.87  3.000
 IPV  H26  C5   C4   120.05  3.000
 IPV  H26  C5   C6   118.96  3.000
 IPV  C4   C5   C6   120.98  3.000
 IPV  C23  C4   C5   120.32  3.000
 IPV  C23  C4   C3   121.41  3.000
 IPV  C5   C4   C3   118.24  3.000
 IPV  H28  C23  H27  106.97  3.000
 IPV  H28  C23  O3   111.19  3.000
 IPV  H27  C23  O3   111.59  3.000
 IPV  H28  C23  C4   109.38  3.000
 IPV  H27  C23  C4   109.36  3.000
 IPV  O3   C23  C4   108.33  3.000
 IPV  H29  O3   C23  107.71  3.000
 IPV  C6   N    C8   120.53  3.000
 IPV  C6   N    C7   118.45  3.000
 IPV  C8   N    C7   121.00  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
 IPV  CONST_01  C4   C5   C6   C1      0.00   0.0  0
 IPV  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 IPV  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 IPV  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 IPV  CONST_05  C6   C5   C4   C3      0.00   0.0  0
 IPV  CONST_06  C6   C1   C2   C3      0.00   0.0  0
 IPV  CONST_07  N1   C10  C9   C8      0.00   0.0  0
 IPV  CONST_08  N1   C11  N2   C8      0.00   0.0  0
 IPV  CONST_09  C11  N1   C10  C9      0.00   0.0  0
 IPV  CONST_10  C11  N2   C8   C9      0.00   0.0  0
 IPV  CONST_11  N2   C11  N1   C10     0.00   0.0  0
 IPV  CONST_12  N2   C8   C9   C10     0.00   0.0  0
 IPV  CONST_13  C15  C16  C17  C12     0.00   0.0  0
 IPV  CONST_14  C15  C14  C13  C12     0.00   0.0  0
 IPV  CONST_15  C16  C17  C12  C13     0.00   0.0  0
 IPV  CONST_16  C16  C15  C14  C13     0.00   0.0  0
 IPV  CONST_17  C17  C16  C15  C14     0.00   0.0  0
 IPV  CONST_18  C17  C12  C13  C14     0.00   0.0  0
 IPV  CONST_19  N4   C14  C13  C12   180.00   0.0  0
 IPV  CONST_20  N4   C14  C15  C16   180.00   0.0  0
 IPV  CONST_21  N    C6   C1   C2    180.00   0.0  0
 IPV  CONST_22  C23  C4   C3   C2    180.00   0.0  0
 IPV  CONST_23  C    C1   C2   C3    180.00   0.0  0
 IPV  CONST_24  N3   C11  N2   C8    180.00   0.0  0
 IPV  CONST_25  N3   C11  N1   C10   180.00   0.0  0
 IPV  CONST_26  N    C8   C9   C10   180.00   0.0  0
 IPV  CONST_27  N    C8   N2   C11   180.00   0.0  0
 IPV  CONST_28  S    C16  C17  C12   180.00   0.0  0
 IPV  CONST_29  S    C16  C15  C14   180.00   0.0  0
 IPV  CONST_30  N3   C12  C13  C14   180.00   0.0  0
 IPV  CONST_31  N3   C12  C17  C16   180.00   0.0  0
 IPV  CONST_32  C4   C5   C6   N     180.00   0.0  0
 IPV  CONST_33  C23  C4   C5   C6    180.00   0.0  0
 IPV  CONST_34  C5   C6   C1   C     180.00   0.0  0
 IPV  CONST_35  H26  C5   C6   C1    180.00   0.0  0
 IPV  CONST_36  H2   C3   C2   C1    180.00   0.0  0
 IPV  CONST_37  H7   C10  C9   C8    180.00   0.0  0
 IPV  CONST_38  H21  C17  C12  C13   180.00   0.0  0
 IPV  CONST_39  H9   C15  C14  C13   180.00   0.0  0
 IPV  CONST_40  H8   C13  C14  C15   180.00   0.0  0
 IPV  CONST_41  H6   C9   C10  N1    180.00   0.0  0
 IPV  CONST_42  H1   C2   C1   C6    180.00   0.0  0
 IPV  Var_01    C22  N4   C14  C13    -1.78  30.0  2
 IPV  Var_02    C21  C22  N4   C14  -163.61  30.0  1
 IPV  Var_03    C20  C19  N4   C14   163.08  30.0  1
 IPV  Var_04    C22  C21  O2   C20    59.02  30.0  1
 IPV  Var_05    O2   C21  C22  N4    -55.42  30.0  1
 IPV  Var_06    O2   C20  C19  N4     55.74  30.0  1
 IPV  Var_07    C8   N    C6   C1    -93.13  30.0  2
 IPV  Var_08    C6   N    C8   C9   -177.26  30.0  2
 IPV  Var_09    C17  C12  N3   C11     2.68  30.0  2
 IPV  Var_10    N1   C11  N3   C12     1.84  30.0  2
 IPV  Var_11    H12  C20  O2   C21  -179.09  30.0  1
 IPV  Var_12    O3   C23  C4   C3   -101.27  30.0  2
 IPV  Var_13    O    S    C16  C15   -20.81  30.0  2
 IPV  Var_14    H23  C    C1   C2    118.85  30.0  2
 IPV  Var_15    H3   C7   N    C8     56.07  30.0  3
 IPV  Var_16    H18  C18  S    C16   179.86  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
 IPV  plan-1  C12  0.020
 IPV  plan-1  C13  0.020
 IPV  plan-1  C14  0.020
 IPV  plan-1  C15  0.020
 IPV  plan-1  C16  0.020
 IPV  plan-1  S    0.020
 IPV  plan-1  N4   0.020
 IPV  plan-1  C17  0.020
 IPV  plan-1  N3   0.020
 IPV  plan-1  H8   0.020
 IPV  plan-1  H9   0.020
 IPV  plan-1  H21  0.020
 IPV  plan-2  C8   0.020
 IPV  plan-2  C9   0.020
 IPV  plan-2  C10  0.020
 IPV  plan-2  C11  0.020
 IPV  plan-2  N3   0.020
 IPV  plan-2  N1   0.020
 IPV  plan-2  N2   0.020
 IPV  plan-2  H6   0.020
 IPV  plan-2  H7   0.020
 IPV  plan-2  N    0.020
 IPV  plan-3  C1   0.020
 IPV  plan-3  C2   0.020
 IPV  plan-3  C3   0.020
 IPV  plan-3  C6   0.020
 IPV  plan-3  C    0.020
 IPV  plan-3  C5   0.020
 IPV  plan-3  C4   0.020
 IPV  plan-3  C23  0.020
 IPV  plan-3  H1   0.020
 IPV  plan-3  H2   0.020
 IPV  plan-3  H26  0.020
 IPV  plan-3  N    0.020

