# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 09:19:33 2022
#   Inital geometry file: a 148 line input string
#   Ligand name: ~{N}-[2-[[5-chloranyl-2-[[4-(4-methylpiperazin-1-yl)phenyl]amino]pyrimidin-4-yl]amino]phenyl]prop-2-enamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1CCN(CC1)c2ccc(Nc3ncc(Cl)c(Nc4ccccc4NC(=O)C=C)n3)cc2
#
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
 EWH  EWH  ~{N}-[2-[[5-chloranyl-2-[[4-(4-methylpiperazin-1-yl)phenyl]amino]pyrimidin-4-yl]amino]phenyl]prop-2-enamide  ligand  59  33  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_EWH
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
 EWH  N1   N   NT    0  -0.512   -6.3471   0.0233  -0.5640
 EWH  C2   C   CH2   0  -0.315   -7.1144  -0.5575   0.5344
 EWH  N3   N   N     0  -0.510    1.4303   0.0413   0.5433
 EWH  C4   C   CR16  0  -0.318   -4.2332  -0.9893   0.0741
 EWH  C5   C   CR16  0  -0.300   -2.8616  -0.9505   0.2557
 EWH  C6   C   CR6   0   0.333   -2.1431   0.2142  -0.0225
 EWH  C18  C   CR6   0  -0.249    2.2101  -2.0790   1.2383
 EWH  C8   C   CR6   0   0.622    2.4397  -0.7233   0.9108
 EWH  C9   C   CR6   0   0.283    4.0345   1.1431   0.7565
 EWH  C14  C   CR6   0   0.308    5.1205   1.4351  -0.0790
 EWH  N5   N   NH1   0  -0.760    5.7376   0.3761  -0.7587
 EWH  C15  C   C     0   0.532    7.0721   0.2175  -0.9688
 EWH  O    O   O     0  -0.465    7.9128   1.0077  -0.5776
 EWH  C16  C   C1    0  -0.339    7.4029  -1.0203  -1.7189
 EWH  C17  C   C2    0  -0.466    8.6569  -1.3293  -2.0275
 EWH  C13  C   CR16  0  -0.292    5.5297   2.7573  -0.2349
 EWH  C12  C   CR16  0  -0.262    4.8559   3.7755   0.4188
 EWH  C11  C   CR16  0  -0.268    3.7679   3.4868   1.2321
 EWH  C10  C   CR16  0  -0.268    3.3609   2.1745   1.4018
 EWH  C19  C   CR16  0   0.037    0.9171  -2.5273   1.1668
 EWH  N6   N   N     0  -0.492   -0.1016  -1.7521   0.8091
 EWH  C7   C   CR6   0   0.610    0.2063  -0.4945   0.5093
 EWH  N2   N   NH1   0  -0.767   -0.7639   0.3722   0.1265
 EWH  C20  C   CR16  0  -0.343   -2.8597   1.3188  -0.4813
 EWH  C21  C   CR16  0  -0.345   -4.2349   1.2785  -0.6454
 EWH  C3   C   CR6   0   0.348   -4.9646   0.1161  -0.3750
 EWH  C1   C   CH2   0  -0.324   -8.5261  -0.8992   0.0755
 EWH  C22  C   CH2   0  -0.320   -7.0169   1.1632  -1.1633
 EWH  C23  C   CH2   0  -0.321   -8.4357   0.7834  -1.5790
 EWH  N    N   NT    0  -0.400   -9.2388   0.2198  -0.5108
 EWH  C    C   CH3   0  -0.530   -9.6828   1.1986   0.4608
 EWH  H1   H   HCH2  0   0.254   -6.6400  -1.4748   0.8781
 EWH  H2   H   HCH2  0   0.215   -7.1403   0.1284   1.3949
 EWH  H3   H   HCR6  0   0.259   -4.7360  -1.9252   0.2800
 EWH  H4   H   HNH1  0   0.402    4.4351  -0.8325   1.2125
 EWH  H5   H   HCR6  0   0.282   -2.3550  -1.8349   0.6044
 EWH  H6   H   HNH1  0   0.409    5.1281  -0.3588  -1.0862
 EWH  H7   H   H     0   0.275    6.5894  -1.6736  -2.0151
 EWH  H8   H   H     0   0.263    9.4869  -0.6937  -1.7481
 EWH  H9   H   H     0   0.266    8.8908  -2.2322  -2.5738
 EWH  H10  H   HCR6  0   0.272    6.3587   2.9941  -0.8844
 EWH  H11  H   HCR6  0   0.262    5.1800   4.7988   0.2846
 EWH  H12  H   HCR6  0   0.262    3.2408   4.2806   1.7439
 EWH  H13  H   HCR6  0   0.269    2.5264   1.9468   2.0495
 EWH  H14  H   HCR6  0   0.288    0.6867  -3.5587   1.4103
 EWH  H15  H   HNH1  0   0.407   -0.4110   1.2917  -0.0922
 EWH  H16  H   HCR6  0   0.264   -2.3367   2.2417  -0.7065
 EWH  H17  H   HCR6  0   0.266   -4.7257   2.1796  -0.9848
 EWH  H18  H   HCH2  0   0.233   -8.4640  -1.6961  -0.6729
 EWH  H19  H   HCH2  0   0.241   -9.0956  -1.2919   0.9204
 EWH  H20  H   HCH2  0   0.211   -7.0328   2.0332  -0.4870
 EWH  H21  H   HCH2  0   0.250   -6.4752   1.4703  -2.0599
 EWH  H22  H   HCH2  0   0.241   -8.9373   1.6638  -1.9866
 EWH  H23  H   HCH2  0   0.233   -8.3731   0.0450  -2.3851
 EWH  H25  H   HCH3  0   0.200   -8.8823   1.7119   1.0097
 EWH  H26  H   HCH3  0   0.233  -10.2786   1.9645  -0.0390
 EWH  H27  H   HCH3  0   0.233  -10.3246   0.7139   1.1987
 EWH  N4   N   NH1   0  -0.778    3.6879  -0.2051   0.9533
 EWH  CL   CL  CL    0  -0.117    3.5027  -3.1259   1.7027

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
 EWH  C    N    single    1.449  0.020  1.449
 EWH  C1   N    single    1.450  0.020  1.450
 EWH  C1   C2   single    1.523  0.020  1.523
 EWH  N    C23  single    1.450  0.020  1.450
 EWH  C2   N1   single    1.460  0.020  1.460
 EWH  C23  C22  single    1.526  0.020  1.526
 EWH  N1   C22  single    1.452  0.020  1.452
 EWH  N1   C3   single    1.398  0.020  1.398
 EWH  C4   C3   aromatic  1.399  0.020  1.399
 EWH  C4   C5   aromatic  1.384  0.020  1.384
 EWH  C3   C21  aromatic  1.399  0.020  1.399
 EWH  C5   C6   aromatic  1.396  0.020  1.396
 EWH  C21  C20  aromatic  1.385  0.020  1.385
 EWH  C6   C20  aromatic  1.394  0.020  1.394
 EWH  C6   N2   single    1.396  0.020  1.396
 EWH  N2   C7   single    1.356  0.020  1.356
 EWH  C12  C13  aromatic  1.385  0.020  1.385
 EWH  C12  C11  aromatic  1.389  0.020  1.389
 EWH  C13  C14  aromatic  1.393  0.020  1.393
 EWH  C11  C10  aromatic  1.384  0.020  1.384
 EWH  C7   N3   aromatic  1.337  0.020  1.337
 EWH  C7   N6   aromatic  1.329  0.020  1.329
 EWH  N3   C8   aromatic  1.319  0.020  1.319
 EWH  C14  C9   aromatic  1.401  0.020  1.401
 EWH  C14  N5   single    1.402  0.020  1.402
 EWH  C10  C9   aromatic  1.391  0.020  1.391
 EWH  C9   N4   single    1.406  0.020  1.406
 EWH  N5   C15  single    1.360  0.020  1.360
 EWH  N6   C19  aromatic  1.329  0.020  1.329
 EWH  N4   C8   single    1.352  0.020  1.352
 EWH  C8   C18  aromatic  1.413  0.020  1.413
 EWH  C16  C15  single    1.485  0.020  1.485
 EWH  C16  C17  double    1.328  0.020  1.328
 EWH  C15  O    double    1.218  0.020  1.218
 EWH  C19  C18  aromatic  1.370  0.020  1.370
 EWH  C18  CL   single    1.727  0.020  1.727
 EWH  C2   H1   single    0.970  0.020  1.090
 EWH  C2   H2   single    0.970  0.020  1.090
 EWH  C4   H3   single    0.930  0.020  1.080
 EWH  N4   H4   single    0.860  0.020  1.020
 EWH  C5   H5   single    0.930  0.020  1.080
 EWH  N5   H6   single    0.860  0.020  1.020
 EWH  C16  H7   single    0.930  0.020  1.080
 EWH  C17  H8   single    0.930  0.020  1.080
 EWH  C17  H9   single    0.930  0.020  1.080
 EWH  C13  H10  single    0.930  0.020  1.080
 EWH  C12  H11  single    0.930  0.020  1.080
 EWH  C11  H12  single    0.930  0.020  1.080
 EWH  C10  H13  single    0.930  0.020  1.080
 EWH  C19  H14  single    0.930  0.020  1.080
 EWH  N2   H15  single    0.860  0.020  1.020
 EWH  C20  H16  single    0.930  0.020  1.080
 EWH  C21  H17  single    0.930  0.020  1.080
 EWH  C1   H18  single    0.970  0.020  1.090
 EWH  C1   H19  single    0.970  0.020  1.090
 EWH  C22  H20  single    0.970  0.020  1.090
 EWH  C22  H21  single    0.970  0.020  1.090
 EWH  C23  H22  single    0.970  0.020  1.090
 EWH  C23  H23  single    0.970  0.020  1.090
 EWH  C    H25  single    0.970  0.020  1.090
 EWH  C    H26  single    0.970  0.020  1.090
 EWH  C    H27  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
 EWH  C22  N1   C3   117.37  3.000
 EWH  C3   N1   C2   116.37  3.000
 EWH  C22  N1   C2   112.36  3.000
 EWH  H2   C2   H1   106.77  3.000
 EWH  H2   C2   C1   110.70  3.000
 EWH  H1   C2   C1   108.07  3.000
 EWH  H2   C2   N1   110.64  3.000
 EWH  H1   C2   N1   110.10  3.000
 EWH  C1   C2   N1   110.46  3.000
 EWH  C7   N3   C8   118.41  3.000
 EWH  H3   C4   C3   120.09  3.000
 EWH  H3   C4   C5   117.37  3.000
 EWH  C3   C4   C5   122.54  3.000
 EWH  H5   C5   C6   120.48  3.000
 EWH  H5   C5   C4   119.04  3.000
 EWH  C6   C5   C4   120.47  3.000
 EWH  C20  C6   N2   116.95  3.000
 EWH  N2   C6   C5   125.54  3.000
 EWH  C20  C6   C5   117.51  3.000
 EWH  C19  C18  C8   117.06  3.000
 EWH  C19  C18  CL   121.46  3.000
 EWH  C8   C18  CL   121.48  3.000
 EWH  C18  C8   N4   120.68  3.000
 EWH  C18  C8   N3   119.76  3.000
 EWH  N4   C8   N3   119.56  3.000
 EWH  C10  C9   C14  119.85  3.000
 EWH  C10  C9   N4   121.79  3.000
 EWH  C14  C9   N4   118.32  3.000
 EWH  C13  C14  N5   122.25  3.000
 EWH  N5   C14  C9   118.23  3.000
 EWH  C13  C14  C9   119.49  3.000
 EWH  H6   N5   C15  117.23  3.000
 EWH  H6   N5   C14  116.21  3.000
 EWH  C15  N5   C14  126.51  3.000
 EWH  C16  C15  O    123.32  3.000
 EWH  O    C15  N5   123.50  3.000
 EWH  C16  C15  N5   113.19  3.000
 EWH  H7   C16  C17  120.30  3.000
 EWH  H7   C16  C15  118.24  3.000
 EWH  C17  C16  C15  121.46  3.000
 EWH  H9   C17  H8   117.07  3.000
 EWH  H9   C17  C16  121.08  3.000
 EWH  H8   C17  C16  121.85  3.000
 EWH  H10  C13  C12  119.76  3.000
 EWH  H10  C13  C14  120.08  3.000
 EWH  C12  C13  C14  120.14  3.000
 EWH  H11  C12  C11  120.27  3.000
 EWH  H11  C12  C13  119.42  3.000
 EWH  C11  C12  C13  120.31  3.000
 EWH  H12  C11  C10  119.63  3.000
 EWH  H12  C11  C12  120.42  3.000
 EWH  C10  C11  C12  119.95  3.000
 EWH  H13  C10  C11  120.02  3.000
 EWH  H13  C10  C9   119.73  3.000
 EWH  C11  C10  C9   120.25  3.000
 EWH  H14  C19  N6   116.89  3.000
 EWH  H14  C19  C18  119.99  3.000
 EWH  N6   C19  C18  123.12  3.000
 EWH  C7   N6   C19  115.79  3.000
 EWH  N2   C7   N6   120.18  3.000
 EWH  N6   C7   N3   125.86  3.000
 EWH  N2   C7   N3   113.96  3.000
 EWH  H15  N2   C7   113.17  3.000
 EWH  H15  N2   C6   115.18  3.000
 EWH  C7   N2   C6   131.65  3.000
 EWH  H16  C20  C21  118.61  3.000
 EWH  H16  C20  C6   119.65  3.000
 EWH  C21  C20  C6   121.74  3.000
 EWH  H17  C21  C3   121.11  3.000
 EWH  H17  C21  C20  117.62  3.000
 EWH  C3   C21  C20  121.27  3.000
 EWH  C21  C3   C4   116.47  3.000
 EWH  C21  C3   N1   123.01  3.000
 EWH  C4   C3   N1   120.51  3.000
 EWH  H19  C1   H18  107.26  3.000
 EWH  H19  C1   N    109.51  3.000
 EWH  H18  C1   N    108.25  3.000
 EWH  H19  C1   C2   109.32  3.000
 EWH  H18  C1   C2   108.45  3.000
 EWH  N    C1   C2   113.84  3.000
 EWH  H21  C22  H20  106.81  3.000
 EWH  H21  C22  C23  107.91  3.000
 EWH  H20  C22  C23  110.49  3.000
 EWH  H21  C22  N1   109.33  3.000
 EWH  H20  C22  N1   111.92  3.000
 EWH  C23  C22  N1   110.23  3.000
 EWH  H23  C23  H22  107.16  3.000
 EWH  H23  C23  N    108.16  3.000
 EWH  H22  C23  N    109.50  3.000
 EWH  H23  C23  C22  108.37  3.000
 EWH  H22  C23  C22  109.14  3.000
 EWH  N    C23  C22  114.26  3.000
 EWH  C    N    C23  113.64  3.000
 EWH  C23  N    C1   108.99  3.000
 EWH  C    N    C1   113.62  3.000
 EWH  H27  C    H26  107.47  3.000
 EWH  H27  C    H25  107.36  3.000
 EWH  H26  C    H25  107.39  3.000
 EWH  H27  C    N    109.48  3.000
 EWH  H26  C    N    109.52  3.000
 EWH  H25  C    N    115.32  3.000
 EWH  H4   N4   C9   116.70  3.000
 EWH  H4   N4   C8   116.95  3.000
 EWH  C9   N4   C8   126.20  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
 EWH  CONST_01  C19  N6   C7   N3      0.00   0.0  0
 EWH  CONST_02  C19  C18  C8   N3      0.00   0.0  0
 EWH  CONST_03  C20  C21  C3   C4      0.00   0.0  0
 EWH  CONST_04  C20  C6   C5   C4      0.00   0.0  0
 EWH  CONST_05  C21  C3   C4   C5      0.00   0.0  0
 EWH  CONST_06  C21  C20  C6   C5      0.00   0.0  0
 EWH  CONST_07  C3   C4   C5   C6      0.00   0.0  0
 EWH  CONST_08  C3   C21  C20  C6      0.00   0.0  0
 EWH  CONST_09  C7   N3   C8   C18     0.00   0.0  0
 EWH  CONST_10  C7   N6   C19  C18     0.00   0.0  0
 EWH  CONST_11  N6   C7   N3   C8      0.00   0.0  0
 EWH  CONST_12  N6   C19  C18  C8      0.00   0.0  0
 EWH  CONST_13  C12  C13  C14  C9      0.00   0.0  0
 EWH  CONST_14  C12  C11  C10  C9      0.00   0.0  0
 EWH  CONST_15  C11  C12  C13  C14     0.00   0.0  0
 EWH  CONST_16  C11  C10  C9   C14     0.00   0.0  0
 EWH  CONST_17  C10  C11  C12  C13     0.00   0.0  0
 EWH  CONST_18  C10  C9   C14  C13     0.00   0.0  0
 EWH  CONST_19  C5   C4   C3   N1    180.00   0.0  0
 EWH  CONST_20  C20  C21  C3   N1    180.00   0.0  0
 EWH  CONST_21  CL   C18  C8   N3    180.00   0.0  0
 EWH  CONST_22  N2   C6   C5   C4    180.00   0.0  0
 EWH  CONST_23  C13  C14  C9   N4    180.00   0.0  0
 EWH  CONST_24  C11  C10  C9   N4    180.00   0.0  0
 EWH  CONST_25  C7   N3   C8   N4    180.00   0.0  0
 EWH  CONST_26  C19  C18  C8   N4    180.00   0.0  0
 EWH  CONST_27  N6   C19  C18  CL    180.00   0.0  0
 EWH  CONST_28  N2   C7   N3   C8    180.00   0.0  0
 EWH  CONST_29  C12  C13  C14  N5    180.00   0.0  0
 EWH  CONST_30  C10  C9   C14  N5    180.00   0.0  0
 EWH  CONST_31  N2   C7   N6   C19   180.00   0.0  0
 EWH  CONST_32  C21  C20  C6   N2    180.00   0.0  0
 EWH  CONST_33  H3   C4   C3   N1      0.00   0.0  0
 EWH  CONST_34  H17  C21  C3   N1      0.00   0.0  0
 EWH  CONST_35  H16  C20  C6   C5    180.00   0.0  0
 EWH  CONST_36  H14  C19  C18  C8    180.00   0.0  0
 EWH  CONST_37  H10  C13  C14  C9    180.00   0.0  0
 EWH  CONST_38  H12  C11  C10  C9    180.00   0.0  0
 EWH  CONST_39  H11  C12  C13  C14   180.00   0.0  0
 EWH  CONST_40  H13  C10  C9   C14   180.00   0.0  0
 EWH  CONST_41  H5   C5   C6   C20   180.00   0.0  0
 EWH  CONST_45  C16  C15  N5   C14   180.00   0.0  0
 EWH  CONST_46  O    C15  N5   C14     0.00   0.0  0
 EWH  Var_01    N    C1   C2   N1    -54.80  30.0  1
 EWH  Var_02    N    C23  C22  N1     54.58  30.0  1
 EWH  Var_03    C23  N    C1   C2     53.87  30.0  1
 EWH  Var_04    C23  C22  N1   C2    -53.67  30.0  1
 EWH  Var_05    C4   C3   N1   C2     49.01  30.0  2
 EWH  Var_06    C1   C2   N1   C3   -166.60  30.0  1
 EWH  Var_07    C22  C23  N    C1    -53.85  30.0  1
 EWH  Var_08    C6   N2   C7   N3   -179.36  30.0  1
 EWH  Var_09    C9   N4   C8   N3      6.29  30.0  3
 EWH  Var_10    C7   N2   C6   C5      2.32  30.0  2
 EWH  Var_11    C14  C9   N4   C8   -134.35  30.0  2
 EWH  Var_12    H25  C    N    C1     63.39  30.0  3
 EWH  Var_13    C17  C16  C15  N5    179.22  30.0  1
 EWH  Var_14    H8   C17  C16  C15    -0.12   0.0  2

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
 EWH  plan-1  N1   0.020
 EWH  plan-1  C4   0.020
 EWH  plan-1  C5   0.020
 EWH  plan-1  C6   0.020
 EWH  plan-1  N2   0.020
 EWH  plan-1  C20  0.020
 EWH  plan-1  C21  0.020
 EWH  plan-1  C3   0.020
 EWH  plan-1  H3   0.020
 EWH  plan-1  H5   0.020
 EWH  plan-1  H16  0.020
 EWH  plan-1  H17  0.020
 EWH  plan-2  C9   0.020
 EWH  plan-2  C14  0.020
 EWH  plan-2  N5   0.020
 EWH  plan-2  C13  0.020
 EWH  plan-2  C12  0.020
 EWH  plan-2  C11  0.020
 EWH  plan-2  C10  0.020
 EWH  plan-2  H10  0.020
 EWH  plan-2  H11  0.020
 EWH  plan-2  H12  0.020
 EWH  plan-2  H13  0.020
 EWH  plan-2  N4   0.020
 EWH  plan-3  N3   0.020
 EWH  plan-3  C18  0.020
 EWH  plan-3  C8   0.020
 EWH  plan-3  C19  0.020
 EWH  plan-3  N6   0.020
 EWH  plan-3  C7   0.020
 EWH  plan-3  N2   0.020
 EWH  plan-3  H14  0.020
 EWH  plan-3  N4   0.020
 EWH  plan-3  CL   0.020
 EWH  plan-4  C14  0.020
 EWH  plan-4  N5   0.020
 EWH  plan-4  C15  0.020
 EWH  plan-4  O    0.020
 EWH  plan-4  C16  0.020
 EWH  plan-4  H6   0.020
 EWH  plan-5  C15  0.020
 EWH  plan-5  C16  0.020
 EWH  plan-5  C17  0.020
 EWH  plan-5  H7   0.020
 EWH  plan-5  H8   0.020
 EWH  plan-5  H9   0.020

