# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 17:07:30 2020
#   Inital geometry file: a 104 line input string
#   Ligand name: 2-chloro-N~4~-[4-(2,4-dimethyl-1,3-thiazol-5-yl)pyrimidin-2-yl]-N~1~,N~1~-dimethylbenzene-1,4-diamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)c1ccc(Nc2nccc(n2)c3sc(C)nc3C)cc1Cl
#
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
 20K  20K  2-chloro-N~4~-[4-(2,4-dimethyl-1,3-thiazol-5-yl)pyrimidin-2-yl]-N~1~,N~1~-dimethylbenzene-1,4-diamine  ligand  42  24  .  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_20K
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
 20K  S     S   S2    0   0.228   5.6809  -0.8479   0.0315
 20K  CL    CL  CL    0  -0.113  -5.0103   2.2822   0.2298
 20K  C1    C   CH3   0  -0.726   7.9901   0.7117  -0.2259
 20K  N1    N   N     0  -0.391   5.7262   1.6852  -0.1214
 20K  C2    C   CR5   0   0.077   6.5084   0.6509  -0.1201
 20K  N2    N   N     0  -0.471   0.4846  -1.9558   0.4516
 20K  C3    C   CR5   0   0.350   4.4084   1.3500  -0.0020
 20K  N3    N   NH1   0  -0.777  -0.4504   0.1660   0.1961
 20K  C4    C   CH3   0  -0.726   3.4011   2.4512   0.0124
 20K  N4    N   NT    0  -0.478  -6.0331  -0.5158   0.5095
 20K  C5    C   CR5   0  -0.342   4.1731  -0.0018   0.0949
 20K  N5    N   N     0  -0.499   1.8001  -0.0052   0.1534
 20K  C6    C   CR6   0   0.308   2.9138  -0.7180   0.2261
 20K  C7    C   CR16  0  -0.401   2.8635  -2.1050   0.4200
 20K  C8    C   CR16  0   0.005   1.6077  -2.6619   0.5215
 20K  C9    C   CR6   0   0.604   0.6370  -0.6486   0.2739
 20K  C10   C   CR6   0   0.358  -1.8113  -0.0989   0.2858
 20K  C11   C   CR16  0  -0.307  -2.3859  -1.3556   0.4716
 20K  C12   C   CR16  0  -0.309  -3.7661  -1.4840   0.5312
 20K  C13   C   CR6   0   0.340  -4.6357  -0.3998   0.4359
 20K  C14   C   CH3   0  -0.530  -6.7182  -0.3788  -0.7659
 20K  C15   C   CH3   0  -0.543  -6.5372  -1.6373   1.2718
 20K  C16   C   CR6   0  -0.083  -4.0307   0.8527   0.2778
 20K  C17   C   CR16  0  -0.323  -2.6621   1.0070   0.1905
 20K  H1    H   HCH3  0   0.272   8.4621   0.4053   0.7085
 20K  H1A   H   HCH3  0   0.268   8.3599   0.0535  -1.0116
 20K  H1B   H   HCH3  0   0.269   8.2978   1.7304  -0.4496
 20K  HN3   H   HNH1  0   0.411  -0.2051   1.1345   0.0551
 20K  H4    H   HCH3  0   0.253   2.7646   2.4195  -0.8715
 20K  H4A   H   HCH3  0   0.253   2.7405   2.3835   0.8746
 20K  H4B   H   HCH3  0   0.247   3.9147   3.4102   0.0339
 20K  H7    H   HCR6  0   0.273   3.7454  -2.7246   0.4925
 20K  H8    H   HCR6  0   0.277   1.4941  -3.7301   0.6669
 20K  H11   H   HCR6  0   0.289  -1.7652  -2.2322   0.5563
 20K  H12   H   HCR6  0   0.269  -4.1732  -2.4787   0.6601
 20K  H14   H   HCH3  0   0.210  -6.5895  -1.2608  -1.4072
 20K  H14A  H   HCH3  0   0.235  -7.7861  -0.2411  -0.5920
 20K  H14B  H   HCH3  0   0.241  -6.3591   0.4900  -1.3128
 20K  H15   H   HCH3  0   0.244  -6.0399  -1.6925   2.2399
 20K  H15A  H   HCH3  0   0.246  -7.6029  -1.4893   1.4517
 20K  H15B  H   HCH3  0   0.208  -6.4229  -2.6079   0.7702
 20K  H17   H   HCR6  0   0.286  -2.2467   1.9997   0.0656

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
 20K  C2   S     aromatic  1.719  0.020  1.719
 20K  S    C5    aromatic  1.730  0.020  1.730
 20K  C16  CL    single    1.734  0.020  1.734
 20K  C1   C2    single    1.487  0.020  1.487
 20K  C1   H1    single    0.970  0.020  1.090
 20K  C1   H1A   single    0.970  0.020  1.090
 20K  C1   H1B   single    0.970  0.020  1.090
 20K  N1   C2    aromatic  1.297  0.020  1.297
 20K  N1   C3    aromatic  1.365  0.020  1.365
 20K  C8   N2    aromatic  1.328  0.020  1.328
 20K  C9   N2    aromatic  1.328  0.020  1.328
 20K  C3   C4    single    1.493  0.020  1.493
 20K  C3   C5    aromatic  1.375  0.020  1.375
 20K  C9   N3    single    1.361  0.020  1.361
 20K  C10  N3    single    1.389  0.020  1.389
 20K  N3   HN3   single    0.860  0.020  1.020
 20K  C4   H4    single    0.970  0.020  1.090
 20K  C4   H4A   single    0.970  0.020  1.090
 20K  C4   H4B   single    0.970  0.020  1.090
 20K  C14  N4    single    1.454  0.020  1.454
 20K  C15  N4    single    1.447  0.020  1.447
 20K  N4   C13   single    1.404  0.020  1.404
 20K  C5   C6    single    1.455  0.020  1.455
 20K  C6   N5    aromatic  1.324  0.020  1.324
 20K  N5   C9    aromatic  1.335  0.020  1.335
 20K  C6   C7    aromatic  1.401  0.020  1.401
 20K  C7   C8    aromatic  1.377  0.020  1.377
 20K  C7   H7    single    0.930  0.020  1.080
 20K  C8   H8    single    0.930  0.020  1.080
 20K  C11  C10   aromatic  1.394  0.020  1.394
 20K  C10  C17   aromatic  1.398  0.020  1.398
 20K  C11  C12   aromatic  1.387  0.020  1.387
 20K  C11  H11   single    0.930  0.020  1.080
 20K  C12  C13   aromatic  1.393  0.020  1.393
 20K  C12  H12   single    0.930  0.020  1.080
 20K  C13  C16   aromatic  1.400  0.020  1.400
 20K  C14  H14   single    0.970  0.020  1.090
 20K  C14  H14A  single    0.970  0.020  1.090
 20K  C14  H14B  single    0.970  0.020  1.090
 20K  C15  H15   single    0.970  0.020  1.090
 20K  C15  H15A  single    0.970  0.020  1.090
 20K  C15  H15B  single    0.970  0.020  1.090
 20K  C17  C16   aromatic  1.380  0.020  1.380
 20K  C17  H17   single    0.930  0.020  1.080

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
 20K  C5    S    C2     89.79  3.000
 20K  H1B   C1   H1A   108.75  3.000
 20K  H1B   C1   H1    108.48  3.000
 20K  H1A   C1   H1    107.53  3.000
 20K  H1B   C1   C2    109.57  3.000
 20K  H1A   C1   C2    111.40  3.000
 20K  H1    C1   C2    111.03  3.000
 20K  C3    N1   C2    112.73  3.000
 20K  N1    C2   C1    124.65  3.000
 20K  N1    C2   S     113.91  3.000
 20K  C1    C2   S     121.44  3.000
 20K  C9    N2   C8    115.67  3.000
 20K  C5    C3   C4    127.51  3.000
 20K  C5    C3   N1    114.37  3.000
 20K  C4    C3   N1    118.12  3.000
 20K  HN3   N3   C10   115.48  3.000
 20K  HN3   N3   C9    112.85  3.000
 20K  C10   N3   C9    131.67  3.000
 20K  H4B   C4   H4A   109.01  3.000
 20K  H4B   C4   H4    108.50  3.000
 20K  H4A   C4   H4    106.64  3.000
 20K  H4B   C4   C3    109.38  3.000
 20K  H4A   C4   C3    111.81  3.000
 20K  H4    C4   C3    111.40  3.000
 20K  C15   N4   C14   111.78  3.000
 20K  C15   N4   C13   116.00  3.000
 20K  C14   N4   C13   114.53  3.000
 20K  C6    C5   C3    129.67  3.000
 20K  C6    C5   S     121.13  3.000
 20K  C3    C5   S     109.20  3.000
 20K  C9    N5   C6    117.93  3.000
 20K  C7    C6   N5    120.67  3.000
 20K  C7    C6   C5    122.06  3.000
 20K  N5    C6   C5    117.26  3.000
 20K  H7    C7   C8    120.49  3.000
 20K  H7    C7   C6    123.21  3.000
 20K  C8    C7   C6    116.30  3.000
 20K  H8    C8   C7    120.25  3.000
 20K  H8    C8   N2    116.24  3.000
 20K  C7    C8   N2    123.50  3.000
 20K  N5    C9   N3    113.74  3.000
 20K  N5    C9   N2    125.92  3.000
 20K  N3    C9   N2    120.34  3.000
 20K  C17   C10  C11   118.11  3.000
 20K  C17   C10  N3    116.15  3.000
 20K  C11   C10  N3    125.74  3.000
 20K  H11   C11  C12   119.64  3.000
 20K  H11   C11  C10   120.42  3.000
 20K  C12   C11  C10   119.94  3.000
 20K  H12   C12  C13   119.24  3.000
 20K  H12   C12  C11   117.66  3.000
 20K  C13   C12  C11   123.10  3.000
 20K  C16   C13  C12   115.73  3.000
 20K  C16   C13  N4    120.66  3.000
 20K  C12   C13  N4    123.60  3.000
 20K  H14B  C14  H14A  107.61  3.000
 20K  H14B  C14  H14   108.02  3.000
 20K  H14A  C14  H14   108.01  3.000
 20K  H14B  C14  N4    111.15  3.000
 20K  H14A  C14  N4    109.47  3.000
 20K  H14   C14  N4    112.42  3.000
 20K  H15B  C15  H15A  107.27  3.000
 20K  H15B  C15  H15   108.26  3.000
 20K  H15A  C15  H15   107.83  3.000
 20K  H15B  C15  N4    114.08  3.000
 20K  H15A  C15  N4    108.80  3.000
 20K  H15   C15  N4    110.39  3.000
 20K  C17   C16  C13   122.39  3.000
 20K  C17   C16  CL    117.81  3.000
 20K  C13   C16  CL    119.78  3.000
 20K  H17   C17  C16   119.34  3.000
 20K  H17   C17  C10   119.95  3.000
 20K  C16   C17  C10   120.70  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
 20K  CONST_01  C3   N1   C2   S      0.00   0.0  0
 20K  CONST_02  N1   C3   C5   S      0.00   0.0  0
 20K  CONST_03  N5   C6   C5   S    180.00   0.0  0
 20K  CONST_04  C7   C6   C5   S      0.00   0.0  0
 20K  CONST_05  C5   S    C2   N1     0.00   0.0  0
 20K  CONST_06  C6   C5   C3   N1   180.00   0.0  0
 20K  CONST_07  C3   C5   S    C2     0.00   0.0  0
 20K  CONST_08  C6   C5   S    C2   180.00   0.0  0
 20K  CONST_09  C5   C3   N1   C2     0.00   0.0  0
 20K  CONST_10  C6   C7   C8   N2     0.00   0.0  0
 20K  CONST_11  C6   N5   C9   N2     0.00   0.0  0
 20K  CONST_12  N5   C6   C5   C3     0.00   0.0  0
 20K  CONST_13  C7   C6   C5   C3   180.00   0.0  0
 20K  CONST_14  C9   N5   C6   C5   180.00   0.0  0
 20K  CONST_15  C8   C7   C6   C5   180.00   0.0  0
 20K  CONST_16  C8   C7   C6   N5     0.00   0.0  0
 20K  CONST_17  C8   N2   C9   N5     0.00   0.0  0
 20K  CONST_18  C9   N5   C6   C7     0.00   0.0  0
 20K  CONST_19  C9   N2   C8   C7     0.00   0.0  0
 20K  CONST_20  C13  C12  C11  C10    0.00   0.0  0
 20K  CONST_21  C13  C16  C17  C10    0.00   0.0  0
 20K  CONST_22  C16  C17  C10  C11    0.00   0.0  0
 20K  CONST_23  C16  C13  C12  C11    0.00   0.0  0
 20K  CONST_24  C17  C10  C11  C12    0.00   0.0  0
 20K  CONST_25  C17  C16  C13  C12    0.00   0.0  0
 20K  CONST_26  C4   C3   C5   S    180.00   0.0  0
 20K  CONST_27  C12  C13  C16  CL   180.00   0.0  0
 20K  CONST_28  C10  C17  C16  CL   180.00   0.0  0
 20K  CONST_29  C5   S    C2   C1   180.00   0.0  0
 20K  CONST_30  C3   N1   C2   C1   180.00   0.0  0
 20K  CONST_31  C4   C3   N1   C2   180.00   0.0  0
 20K  CONST_32  C8   N2   C9   N3   180.00   0.0  0
 20K  CONST_33  C6   N5   C9   N3   180.00   0.0  0
 20K  CONST_34  C12  C11  C10  N3   180.00   0.0  0
 20K  CONST_35  C16  C17  C10  N3   180.00   0.0  0
 20K  CONST_36  C6   C5   C3   C4     0.00   0.0  0
 20K  CONST_37  C11  C12  C13  N4   180.00   0.0  0
 20K  CONST_38  C17  C16  C13  N4   180.00   0.0  0
 20K  CONST_39  H7   C7   C8   N2   180.00   0.0  0
 20K  CONST_40  H8   C8   C7   C6   180.00   0.0  0
 20K  CONST_41  H12  C12  C11  C10  180.00   0.0  0
 20K  CONST_42  H17  C17  C10  C11  180.00   0.0  0
 20K  CONST_43  H11  C11  C12  C13  180.00   0.0  0
 20K  Var_01    C10  N3   C9   N2     0.92  30.0  2
 20K  Var_02    C11  C10  N3   C9    -0.95  30.0  3
 20K  Var_03    H1   C1   C2   S    -67.92  30.0  2
 20K  Var_04    H4   C4   C3   N1   113.54  30.0  2
 20K  Var_05    H14  C14  N4   C13   73.48  30.0  3
 20K  Var_06    H15  C15  N4   C13   48.69  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
 20K  plan-1  S    0.020
 20K  plan-1  C1   0.020
 20K  plan-1  N1   0.020
 20K  plan-1  C2   0.020
 20K  plan-1  C3   0.020
 20K  plan-1  C4   0.020
 20K  plan-1  C5   0.020
 20K  plan-1  C6   0.020
 20K  plan-2  N2   0.020
 20K  plan-2  N3   0.020
 20K  plan-2  C5   0.020
 20K  plan-2  N5   0.020
 20K  plan-2  C6   0.020
 20K  plan-2  C7   0.020
 20K  plan-2  C8   0.020
 20K  plan-2  C9   0.020
 20K  plan-2  H7   0.020
 20K  plan-2  H8   0.020
 20K  plan-3  CL   0.020
 20K  plan-3  N3   0.020
 20K  plan-3  N4   0.020
 20K  plan-3  C10  0.020
 20K  plan-3  C11  0.020
 20K  plan-3  C12  0.020
 20K  plan-3  C13  0.020
 20K  plan-3  C16  0.020
 20K  plan-3  C17  0.020
 20K  plan-3  H11  0.020
 20K  plan-3  H12  0.020
 20K  plan-3  H17  0.020
 20K  plan-4  N4   0.020
 20K  plan-4  C13  0.020
 20K  plan-4  C14  0.020
 20K  plan-4  C15  0.020

