# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 05:23:42 2020
#   Inital geometry file: a 112 line input string
#   Ligand name: (4-{[2-(5-chlorothiophen-2-yl)-5-ethyl-6-methylpyrimidin-4-yl]amino}phenyl)acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1c(C)nc(nc1Nc2ccc(CC(O)=O)cc2)c3sc(Cl)cc3
#
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
 19T  19T  '(4-{[2-(5-chlorothiophen-2-yl)-5-ethyl-6-methylpyrimidin-4-yl]amino}phenyl)acetic acid'  ligand  44  26  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_19T
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
 19T  C2   C   CR6   0   0.417   2.5466   0.4949   0.2227
 19T  C4   C   CR6   0   0.235   3.1529   2.6699   0.3678
 19T  C5   C   CR6   0  -0.053   1.8260   3.0699   0.3011
 19T  C9   C   CR5   0  -0.254   2.8429  -3.3605   0.0684
 19T  O26  O   OH1   0  -0.593  -7.1722  -1.4727   0.2055
 19T  C24  C   C     0   0.556  -6.0693  -0.7668   0.4291
 19T  O25  O   O     0  -0.435  -5.9076  -0.0796   1.4045
 19T  C20  C   CR6   0   0.132  -3.8359  -0.1125  -0.4917
 19T  C19  C   CR16  0  -0.286  -3.7695   1.1871  -0.9824
 19T  C18  C   CR16  0  -0.336  -2.6362   1.9603  -0.8022
 19T  C21  C   CR16  0  -0.294  -2.7338  -0.6041   0.1968
 19T  C22  C   CR16  0  -0.274  -1.5944   0.1610   0.3975
 19T  C17  C   CR6   0   0.350  -1.5318   1.4583  -0.1113
 19T  C6   C   CR6   0   0.529   0.8794   2.0280   0.1688
 19T  C14  C   CH2   0  -0.566   1.4230   4.5168   0.3088
 19T  C15  C   CH3   0  -0.651   1.2211   5.0829  -1.0984
 19T  C13  C   CH3   0  -0.759   4.2656   3.6668   0.4868
 19T  N3   N   N     0  -0.469   3.5172   1.3814   0.3346
 19T  N7   N   N     0  -0.501   1.2506   0.7552   0.1332
 19T  C7   C   CR5   0  -0.261   2.9139  -0.9153   0.1881
 19T  C11  C   CR15  0  -0.226   4.1504  -1.4866   0.2814
 19T  C10  C   CR15  0  -0.119   4.1161  -2.9008   0.2130
 19T  S8   S   S2    0   0.309   1.6740  -2.1029   0.0142
 19T  H1   H   HOH1  0   0.481  -7.8025  -1.3429   0.9301
 19T  H2   H   HCH2  0   0.305  -4.8123  -2.0094  -0.7397
 19T  H3   H   HCH2  0   0.302  -5.5564  -0.7084  -1.6312
 19T  H4   H   HCR6  0   0.255  -4.6090   1.6042  -1.5256
 19T  H5   H   HCR6  0   0.265  -2.6056   2.9649  -1.2078
 19T  H6   H   HCR6  0   0.253  -2.7586  -1.6110   0.5970
 19T  H7   H   HCR6  0   0.267  -0.7660  -0.2571   0.9457
 19T  H8   H   HNH1  0   0.418  -0.6735   3.2972  -0.0279
 19T  H9   H   HCH2  0   0.252   0.5127   4.6560   0.8995
 19T  H10  H   HCH2  0   0.272   2.1802   5.1060   0.8256
 19T  H11  H   HCH3  0   0.234   2.1402   5.0191  -1.6811
 19T  H12  H   HCH3  0   0.221   0.4493   4.5448  -1.6511
 19T  H13  H   HCH3  0   0.241   0.9237   6.1304  -1.0521
 19T  H14  H   HCH3  0   0.261   4.2266   4.1877   1.4454
 19T  H15  H   HCH3  0   0.261   5.2279   3.1657   0.4137
 19T  H16  H   HCH3  0   0.255   4.2102   4.4276  -0.2922
 19T  H17  H   HCR5  0   0.272   5.0567  -0.9105   0.3989
 19T  H18  H   HCR5  0   0.290   4.9853  -3.5391   0.2686
 19T  N16  N   NH1   0  -0.789  -0.4447   2.3211   0.0662
 19T  CL1  CL  CL    0  -0.077   2.3558  -4.9917  -0.0553
 19T  C23  C   CH2   0  -0.689  -5.0653  -0.9465  -0.6837

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
 19T  CL1  C9   single    1.707  0.020  1.707
 19T  C10  C9   aromatic  1.361  0.020  1.361
 19T  C10  C11  aromatic  1.416  0.020  1.416
 19T  C9   S8   aromatic  1.718  0.020  1.718
 19T  C11  C7   aromatic  1.365  0.020  1.365
 19T  C7   S8   aromatic  1.726  0.020  1.726
 19T  C7   C2   single    1.458  0.020  1.458
 19T  N3   C2   aromatic  1.319  0.020  1.319
 19T  N3   C4   aromatic  1.339  0.020  1.339
 19T  C2   N7   aromatic  1.325  0.020  1.325
 19T  C15  C14  single    1.530  0.020  1.530
 19T  C13  C4   single    1.499  0.020  1.499
 19T  C4   C5   aromatic  1.387  0.020  1.387
 19T  N7   C6   aromatic  1.326  0.020  1.326
 19T  C18  C19  aromatic  1.384  0.020  1.384
 19T  C18  C17  aromatic  1.396  0.020  1.396
 19T  C5   C6   aromatic  1.414  0.020  1.414
 19T  C5   C14  single    1.502  0.020  1.502
 19T  C6   N16  single    1.360  0.020  1.360
 19T  C19  C20  aromatic  1.391  0.020  1.391
 19T  N16  C17  single    1.399  0.020  1.399
 19T  C17  C22  aromatic  1.395  0.020  1.395
 19T  C20  C23  single    1.498  0.020  1.498
 19T  C20  C21  aromatic  1.389  0.020  1.389
 19T  O25  C24  double    1.204  0.020  1.204
 19T  C23  C24  single    1.510  0.020  1.510
 19T  C22  C21  aromatic  1.387  0.020  1.387
 19T  C24  O26  single    1.328  0.020  1.328
 19T  O26  H1   single    0.850  0.020  0.980
 19T  C23  H2   single    0.970  0.020  1.090
 19T  C23  H3   single    0.970  0.020  1.090
 19T  C19  H4   single    0.930  0.020  1.080
 19T  C18  H5   single    0.930  0.020  1.080
 19T  C21  H6   single    0.930  0.020  1.080
 19T  C22  H7   single    0.930  0.020  1.080
 19T  N16  H8   single    0.860  0.020  1.020
 19T  C14  H9   single    0.970  0.020  1.090
 19T  C14  H10  single    0.970  0.020  1.090
 19T  C15  H11  single    0.970  0.020  1.090
 19T  C15  H12  single    0.970  0.020  1.090
 19T  C15  H13  single    0.970  0.020  1.090
 19T  C13  H14  single    0.970  0.020  1.090
 19T  C13  H15  single    0.970  0.020  1.090
 19T  C13  H16  single    0.970  0.020  1.090
 19T  C11  H17  single    0.930  0.020  1.080
 19T  C10  H18  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
 19T  C7   C2   N7   115.78  3.000
 19T  N7   C2   N3   126.40  3.000
 19T  C7   C2   N3   117.82  3.000
 19T  N3   C4   C13  116.10  3.000
 19T  C13  C4   C5   121.48  3.000
 19T  N3   C4   C5   122.42  3.000
 19T  C14  C5   C6   122.05  3.000
 19T  C14  C5   C4   122.28  3.000
 19T  C6   C5   C4   115.62  3.000
 19T  CL1  C9   S8   120.21  3.000
 19T  S8   C9   C10  113.11  3.000
 19T  CL1  C9   C10  126.67  3.000
 19T  H1   O26  C24  110.06  3.000
 19T  C23  C24  O25  125.16  3.000
 19T  C23  C24  O26  111.40  3.000
 19T  O25  C24  O26  123.44  3.000
 19T  C21  C20  C19  117.88  3.000
 19T  C21  C20  C23  121.16  3.000
 19T  C19  C20  C23  120.95  3.000
 19T  H4   C19  C18  119.00  3.000
 19T  H4   C19  C20  119.98  3.000
 19T  C18  C19  C20  121.02  3.000
 19T  H5   C18  C17  119.75  3.000
 19T  H5   C18  C19  119.49  3.000
 19T  C17  C18  C19  120.76  3.000
 19T  H6   C21  C22  118.54  3.000
 19T  H6   C21  C20  119.58  3.000
 19T  C22  C21  C20  121.88  3.000
 19T  H7   C22  C17  120.78  3.000
 19T  H7   C22  C21  119.41  3.000
 19T  C17  C22  C21  119.81  3.000
 19T  N16  C17  C22  124.20  3.000
 19T  C22  C17  C18  118.65  3.000
 19T  N16  C17  C18  117.11  3.000
 19T  N7   C6   N16  118.51  3.000
 19T  N16  C6   C5   120.01  3.000
 19T  N7   C6   C5   121.49  3.000
 19T  H10  C14  H9   104.67  3.000
 19T  H10  C14  C15  109.14  3.000
 19T  H9   C14  C15  109.85  3.000
 19T  H10  C14  C5   109.68  3.000
 19T  H9   C14  C5   110.40  3.000
 19T  C15  C14  C5   112.77  3.000
 19T  H13  C15  H12  107.60  3.000
 19T  H13  C15  H11  107.99  3.000
 19T  H12  C15  H11  107.27  3.000
 19T  H13  C15  C14  110.64  3.000
 19T  H12  C15  C14  112.13  3.000
 19T  H11  C15  C14  111.02  3.000
 19T  H16  C13  H15  108.57  3.000
 19T  H16  C13  H14  107.01  3.000
 19T  H15  C13  H14  108.10  3.000
 19T  H16  C13  C4   111.69  3.000
 19T  H15  C13  C4   110.19  3.000
 19T  H14  C13  C4   111.14  3.000
 19T  C4   N3   C2   116.64  3.000
 19T  C6   N7   C2   117.42  3.000
 19T  S8   C7   C11  111.69  3.000
 19T  S8   C7   C2   119.15  3.000
 19T  C11  C7   C2   129.15  3.000
 19T  H17  C11  C10  123.92  3.000
 19T  H17  C11  C7   122.96  3.000
 19T  C10  C11  C7   113.11  3.000
 19T  H18  C10  C11  124.63  3.000
 19T  H18  C10  C9   123.97  3.000
 19T  C11  C10  C9   111.40  3.000
 19T  C7   S8   C9    90.67  3.000
 19T  H8   N16  C6   115.92  3.000
 19T  H8   N16  C17  114.17  3.000
 19T  C6   N16  C17  129.28  3.000
 19T  H3   C23  H2   105.73  3.000
 19T  H3   C23  C20  111.00  3.000
 19T  H2   C23  C20  110.96  3.000
 19T  H3   C23  C24  108.30  3.000
 19T  H2   C23  C24  107.89  3.000
 19T  C20  C23  C24  112.65  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
 19T  CONST_01  C10  C11  C7   C2    180.00   0.0  0
 19T  CONST_02  C9   S8   C7   C2    180.00   0.0  0
 19T  CONST_03  C5   C4   N3   C2      0.00   0.0  0
 19T  CONST_04  C5   C6   N7   C2      0.00   0.0  0
 19T  CONST_05  C7   C2   N3   C4    180.00   0.0  0
 19T  CONST_06  N7   C2   N3   C4      0.00   0.0  0
 19T  CONST_07  N7   C6   C5   C4      0.00   0.0  0
 19T  CONST_08  C7   C11  C10  C9      0.00   0.0  0
 19T  CONST_09  C11  C7   S8   C9      0.00   0.0  0
 19T  CONST_10  C17  C18  C19  C20     0.00   0.0  0
 19T  CONST_11  C17  C22  C21  C20     0.00   0.0  0
 19T  CONST_12  C22  C17  C18  C19     0.00   0.0  0
 19T  CONST_13  C22  C21  C20  C19     0.00   0.0  0
 19T  CONST_14  C21  C20  C19  C18     0.00   0.0  0
 19T  CONST_15  C21  C22  C17  C18     0.00   0.0  0
 19T  CONST_16  C7   C2   N7   C6    180.00   0.0  0
 19T  CONST_17  N3   C2   N7   C6      0.00   0.0  0
 19T  CONST_18  N3   C4   C5   C6      0.00   0.0  0
 19T  CONST_19  C11  C7   C2   N3      0.00   0.0  0
 19T  CONST_20  S8   C7   C2   N3    180.00   0.0  0
 19T  CONST_21  C11  C7   C2   N7    180.00   0.0  0
 19T  CONST_22  S8   C7   C2   N7      0.00   0.0  0
 19T  CONST_23  C10  C9   S8   C7      0.00   0.0  0
 19T  CONST_24  S8   C9   C10  C11     0.00   0.0  0
 19T  CONST_25  S8   C7   C11  C10     0.00   0.0  0
 19T  CONST_26  C13  C4   N3   C2    180.00   0.0  0
 19T  CONST_27  N16  C6   N7   C2    180.00   0.0  0
 19T  CONST_28  N16  C6   C5   C4    180.00   0.0  0
 19T  CONST_29  C18  C19  C20  C23   180.00   0.0  0
 19T  CONST_30  C22  C21  C20  C23   180.00   0.0  0
 19T  CONST_31  N16  C17  C18  C19   180.00   0.0  0
 19T  CONST_32  N16  C17  C22  C21   180.00   0.0  0
 19T  CONST_33  C13  C4   C5   C6    180.00   0.0  0
 19T  CONST_34  N3   C4   C5   C14   180.00   0.0  0
 19T  CONST_35  N7   C6   C5   C14   180.00   0.0  0
 19T  CONST_36  CL1  C9   S8   C7    180.00   0.0  0
 19T  CONST_37  CL1  C9   C10  C11   180.00   0.0  0
 19T  CONST_38  H17  C11  C7   C2      0.00   0.0  0
 19T  CONST_39  H5   C18  C19  C20   180.00   0.0  0
 19T  CONST_40  H7   C22  C21  C20   180.00   0.0  0
 19T  CONST_41  H6   C21  C20  C19   180.00   0.0  0
 19T  CONST_42  H4   C19  C20  C21   180.00   0.0  0
 19T  CONST_43  H18  C10  C11  C7    180.00   0.0  0
 19T  CONST_44  H1   O26  C24  O25     0.00   0.0  0
 19T  Var_01    C17  N16  C6   C5    177.83  30.0  2
 19T  Var_02    C6   N16  C17  C18  -149.97  30.0  3
 19T  Var_03    C15  C14  C5   C4     95.17  30.0  2
 19T  Var_04    C19  C20  C23  C24   -88.74  30.0  2
 19T  Var_05    H14  C13  C4   C5     66.45  30.0  2
 19T  Var_06    C20  C23  C24  O26   177.32  30.0  1
 19T  Var_07    H11  C15  C14  C5    -60.48  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
 19T  plan-1  C2   0.020
 19T  plan-1  C9   0.020
 19T  plan-1  C7   0.020
 19T  plan-1  C11  0.020
 19T  plan-1  C10  0.020
 19T  plan-1  S8   0.020
 19T  plan-1  H17  0.020
 19T  plan-1  H18  0.020
 19T  plan-1  CL1  0.020
 19T  plan-2  C20  0.020
 19T  plan-2  C19  0.020
 19T  plan-2  C18  0.020
 19T  plan-2  C21  0.020
 19T  plan-2  C22  0.020
 19T  plan-2  C17  0.020
 19T  plan-2  H4   0.020
 19T  plan-2  H5   0.020
 19T  plan-2  H6   0.020
 19T  plan-2  H7   0.020
 19T  plan-2  N16  0.020
 19T  plan-2  C23  0.020
 19T  plan-3  C2   0.020
 19T  plan-3  C4   0.020
 19T  plan-3  C5   0.020
 19T  plan-3  C6   0.020
 19T  plan-3  C14  0.020
 19T  plan-3  C13  0.020
 19T  plan-3  N3   0.020
 19T  plan-3  N7   0.020
 19T  plan-3  C7   0.020
 19T  plan-3  N16  0.020
 19T  plan-4  O26  0.020
 19T  plan-4  C24  0.020
 19T  plan-4  O25  0.020
 19T  plan-4  H1   0.020
 19T  plan-4  C23  0.020

