# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 20:33:14 2020
#   Inital geometry file: a 100 line input string
#   Ligand name: 2-(3-methoxyphenyl)-N-[4-(pyridin-4-yl)-1,3-thiazol-2-yl]acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cccc(CC(=O)Nc2scc(n2)c3ccncc3)c1
#
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
 4KK  4KK  2-(3-methoxyphenyl)-N-[4-(pyridin-4-yl)-1,3-thiazol-2-yl]acetamide  ligand  38  23  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4KK
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
 4KK  C1   C  CH3   0  -0.437   7.6659  -1.3726   0.8839
 4KK  C3   C  CR6   0   0.395   5.6567  -0.1982   0.4227
 4KK  C4   C  CR16  0  -0.394   6.0874   0.1741  -0.8485
 4KK  C5   C  CR16  0  -0.227   5.2485   0.9377  -1.6525
 4KK  C6   C  CR16  0  -0.320   3.9971   1.3319  -1.2113
 4KK  C7   C  CR6   0   0.159   3.5654   0.9598   0.0610
 4KK  C8   C  CR16  0  -0.391   4.3946   0.1993   0.8686
 4KK  C9   C  CH2   0  -0.703   2.2054   1.3689   0.5435
 4KK  C10  C  C     0   0.584   1.1507   0.3286   0.2454
 4KK  O2   O  O2    0  -0.472   6.3842  -0.9329   1.2859
 4KK  C13  C  CR5   0   0.300  -1.2461   0.0146   0.1327
 4KK  C15  C  CR5   0   0.385  -3.3843  -0.4558  -0.0104
 4KK  C16  C  CR15  0  -0.587  -2.8864  -1.6989  -0.2506
 4KK  C18  C  CR6   0   0.144  -4.8012  -0.0832   0.0235
 4KK  O11  O  O     0  -0.439   1.3861  -0.8340  -0.0126
 4KK  N12  N  NH1   0  -0.701  -0.1300   0.7897   0.3179
 4KK  N14  N  N     0  -0.448  -2.4360   0.5095   0.2047
 4KK  S17  S  S2    0   0.261  -1.1696  -1.6815  -0.2098
 4KK  C19  C  CR16  0  -0.364  -5.1871   1.2410   0.2200
 4KK  C20  C  CR16  0  -0.058  -6.5368   1.5545   0.2380
 4KK  N21  N  N     0  -0.409  -7.5056   0.6611   0.0774
 4KK  C22  C  CR16  0  -0.060  -7.1360  -0.6026  -0.1082
 4KK  C23  C  CR16  0  -0.399  -5.8183  -1.0228  -0.1417
 4KK  H1   H  HCH3  0   0.228   7.6199  -2.0086  -0.0039
 4KK  H2   H  HCH3  0   0.228   8.3411  -0.5367   0.6832
 4KK  H3   H  HCH3  0   0.259   8.0665  -1.9543   1.7105
 4KK  H4   H  HCR6  0   0.279   7.0605  -0.1110  -1.2247
 4KK  H5   H  HCR6  0   0.259   5.5871   1.2286  -2.6384
 4KK  H6   H  HCR6  0   0.250   3.3589   1.9320  -1.8475
 4KK  H7   H  HCR6  0   0.257   4.0725  -0.0921   1.8620
 4KK  H8   H  HCH2  0   0.317   2.2061   1.5218   1.6273
 4KK  H9   H  HCH2  0   0.301   1.9098   2.3230   0.1018
 4KK  H10  H  HCR5  0   0.307  -3.4214  -2.6134  -0.4528
 4KK  H11  H  HNH1  0   0.432  -0.3028   1.7667   0.5111
 4KK  H12  H  HCR6  0   0.268  -4.4501   2.0201   0.3544
 4KK  H13  H  HCR6  0   0.264  -6.8458   2.5829   0.3900
 4KK  H14  H  HCR6  0   0.266  -7.9324  -1.3267  -0.2380
 4KK  H15  H  HCR6  0   0.265  -5.6041  -2.0721  -0.2943

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
 4KK  N21  C20  aromatic  1.328  0.020  1.328
 4KK  N21  C22  aromatic  1.330  0.020  1.330
 4KK  C20  C19  aromatic  1.386  0.020  1.386
 4KK  C22  C23  aromatic  1.384  0.020  1.384
 4KK  C19  C18  aromatic  1.393  0.020  1.393
 4KK  C23  C18  aromatic  1.395  0.020  1.395
 4KK  C18  C15  single    1.465  0.020  1.465
 4KK  C15  C16  aromatic  1.360  0.020  1.360
 4KK  C15  N14  aromatic  1.370  0.020  1.370
 4KK  C16  S17  aromatic  1.717  0.020  1.717
 4KK  N14  C13  aromatic  1.291  0.020  1.291
 4KK  S17  C13  aromatic  1.732  0.020  1.732
 4KK  C13  N12  single    1.371  0.020  1.371
 4KK  N12  C10  single    1.363  0.020  1.363
 4KK  C10  O11  double    1.214  0.020  1.214
 4KK  C10  C9   single    1.511  0.020  1.511
 4KK  C9   C7   single    1.500  0.020  1.500
 4KK  C6   C7   aromatic  1.394  0.020  1.394
 4KK  C6   C5   aromatic  1.384  0.020  1.384
 4KK  C7   C8   aromatic  1.385  0.020  1.385
 4KK  C5   C4   aromatic  1.390  0.020  1.390
 4KK  C8   C3   aromatic  1.396  0.020  1.396
 4KK  C4   C3   aromatic  1.393  0.020  1.393
 4KK  C3   O2   single    1.347  0.020  1.347
 4KK  O2   C1   single    1.413  0.020  1.413
 4KK  C1   H1   single    0.970  0.020  1.090
 4KK  C1   H2   single    0.970  0.020  1.090
 4KK  C1   H3   single    0.970  0.020  1.090
 4KK  C4   H4   single    0.930  0.020  1.080
 4KK  C5   H5   single    0.930  0.020  1.080
 4KK  C6   H6   single    0.930  0.020  1.080
 4KK  C8   H7   single    0.930  0.020  1.080
 4KK  C9   H8   single    0.970  0.020  1.090
 4KK  C9   H9   single    0.970  0.020  1.090
 4KK  C16  H10  single    0.930  0.020  1.080
 4KK  N12  H11  single    0.860  0.020  1.020
 4KK  C19  H12  single    0.930  0.020  1.080
 4KK  C20  H13  single    0.930  0.020  1.080
 4KK  C22  H14  single    0.930  0.020  1.080
 4KK  C23  H15  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
 4KK  H3   C1   H2   108.73  3.000
 4KK  H3   C1   H1   108.77  3.000
 4KK  H2   C1   H1   108.77  3.000
 4KK  H3   C1   O2   106.52  3.000
 4KK  H2   C1   O2   111.99  3.000
 4KK  H1   C1   O2   111.96  3.000
 4KK  O2   C3   C8   116.03  3.000
 4KK  O2   C3   C4   124.31  3.000
 4KK  C8   C3   C4   119.66  3.000
 4KK  H4   C4   C5   119.11  3.000
 4KK  H4   C4   C3   121.68  3.000
 4KK  C5   C4   C3   119.21  3.000
 4KK  H5   C5   C6   119.78  3.000
 4KK  H5   C5   C4   119.05  3.000
 4KK  C6   C5   C4   121.17  3.000
 4KK  H6   C6   C7   120.11  3.000
 4KK  H6   C6   C5   120.23  3.000
 4KK  C7   C6   C5   119.66  3.000
 4KK  C9   C7   C8   120.33  3.000
 4KK  C8   C7   C6   119.56  3.000
 4KK  C9   C7   C6   120.10  3.000
 4KK  H7   C8   C7   120.26  3.000
 4KK  H7   C8   C3   118.99  3.000
 4KK  C7   C8   C3   120.75  3.000
 4KK  H9   C9   H8   106.18  3.000
 4KK  H9   C9   C10  109.43  3.000
 4KK  H8   C9   C10  106.97  3.000
 4KK  H9   C9   C7   110.71  3.000
 4KK  H8   C9   C7   110.87  3.000
 4KK  C10  C9   C7   112.43  3.000
 4KK  N12  C10  O11  121.16  3.000
 4KK  O11  C10  C9   124.47  3.000
 4KK  N12  C10  C9   114.36  3.000
 4KK  C3   O2   C1   118.51  3.000
 4KK  S17  C13  N14  115.29  3.000
 4KK  S17  C13  N12  122.97  3.000
 4KK  N14  C13  N12  121.74  3.000
 4KK  N14  C15  C18  119.10  3.000
 4KK  N14  C15  C16  114.72  3.000
 4KK  C18  C15  C16  126.18  3.000
 4KK  H10  C16  S17  120.59  3.000
 4KK  H10  C16  C15  128.78  3.000
 4KK  S17  C16  C15  110.64  3.000
 4KK  C23  C18  C19  117.07  3.000
 4KK  C23  C18  C15  122.08  3.000
 4KK  C19  C18  C15  120.85  3.000
 4KK  H11  N12  C13  115.66  3.000
 4KK  H11  N12  C10  119.85  3.000
 4KK  C13  N12  C10  124.49  3.000
 4KK  C15  N14  C13  111.05  3.000
 4KK  C16  S17  C13   88.31  3.000
 4KK  H12  C19  C20  119.97  3.000
 4KK  H12  C19  C18  120.92  3.000
 4KK  C20  C19  C18  119.12  3.000
 4KK  H13  C20  N21  116.57  3.000
 4KK  H13  C20  C19  119.59  3.000
 4KK  N21  C20  C19  123.85  3.000
 4KK  C22  N21  C20  116.97  3.000
 4KK  H14  C22  C23  119.59  3.000
 4KK  H14  C22  N21  116.57  3.000
 4KK  C23  C22  N21  123.84  3.000
 4KK  H15  C23  C22  119.12  3.000
 4KK  H15  C23  C18  121.73  3.000
 4KK  C22  C23  C18  119.15  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
 4KK  CONST_01  C6   C7   C8   C3      0.00   0.0  0
 4KK  CONST_02  C6   C5   C4   C3      0.00   0.0  0
 4KK  CONST_03  C7   C6   C5   C4      0.00   0.0  0
 4KK  CONST_04  C7   C8   C3   C4      0.00   0.0  0
 4KK  CONST_05  C8   C7   C6   C5      0.00   0.0  0
 4KK  CONST_06  C8   C3   C4   C5      0.00   0.0  0
 4KK  CONST_07  C18  C15  N14  C13   180.00   0.0  0
 4KK  CONST_08  C16  C15  N14  C13     0.00   0.0  0
 4KK  CONST_09  C15  C16  S17  C13     0.00   0.0  0
 4KK  CONST_10  C20  C19  C18  C15   180.00   0.0  0
 4KK  CONST_11  C22  C23  C18  C15   180.00   0.0  0
 4KK  CONST_12  S17  C13  N14  C15     0.00   0.0  0
 4KK  CONST_13  C19  C18  C15  C16   180.00   0.0  0
 4KK  CONST_14  C23  C18  C15  C16     0.00   0.0  0
 4KK  CONST_15  N14  C13  S17  C16     0.00   0.0  0
 4KK  CONST_16  N21  C20  C19  C18     0.00   0.0  0
 4KK  CONST_17  N21  C22  C23  C18     0.00   0.0  0
 4KK  CONST_18  S17  C16  C15  C18   180.00   0.0  0
 4KK  CONST_19  C19  C18  C15  N14     0.00   0.0  0
 4KK  CONST_20  C23  C18  C15  N14   180.00   0.0  0
 4KK  CONST_21  S17  C16  C15  N14     0.00   0.0  0
 4KK  CONST_22  C22  N21  C20  C19     0.00   0.0  0
 4KK  CONST_23  C22  C23  C18  C19     0.00   0.0  0
 4KK  CONST_24  C23  C22  N21  C20     0.00   0.0  0
 4KK  CONST_25  C23  C18  C19  C20     0.00   0.0  0
 4KK  CONST_26  C9   C7   C8   C3    180.00   0.0  0
 4KK  CONST_27  C9   C7   C6   C5    180.00   0.0  0
 4KK  CONST_28  O2   C3   C4   C5    180.00   0.0  0
 4KK  CONST_29  O2   C3   C8   C7    180.00   0.0  0
 4KK  CONST_30  N12  C13  N14  C15   180.00   0.0  0
 4KK  CONST_31  N12  C13  S17  C16   180.00   0.0  0
 4KK  CONST_32  H5   C5   C4   C3    180.00   0.0  0
 4KK  CONST_33  H6   C6   C5   C4    180.00   0.0  0
 4KK  CONST_34  H7   C8   C3   C4    180.00   0.0  0
 4KK  CONST_35  H4   C4   C5   C6    180.00   0.0  0
 4KK  CONST_36  H10  C16  S17  C13   180.00   0.0  0
 4KK  CONST_37  H12  C19  C18  C15     0.00   0.0  0
 4KK  CONST_38  H15  C23  C18  C15     0.00   0.0  0
 4KK  CONST_39  H13  C20  C19  C18   180.00   0.0  0
 4KK  CONST_40  H14  C22  C23  C18   180.00   0.0  0
 4KK  CONST_41  N14  C13  N12  C10   180.00   0.0  0
 4KK  CONST_42  S17  C13  N12  C10     0.00   0.0  0
 4KK  CONST_43  H11  N12  C13  N14     0.00   0.0  0
 4KK  CONST_44  C13  N12  C10  C9    180.00   0.0  0
 4KK  CONST_45  O11  C10  N12  C13     0.00   0.0  0
 4KK  Var_01    C8   C3   O2   C1    179.49  30.0  2
 4KK  Var_02    C10  C9   C7   C6     92.04  30.0  3
 4KK  Var_03    N12  C10  C9   C7   -162.68  30.0  1
 4KK  Var_04    H1   C1   O2   C3    -60.26  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
 4KK  plan-1  C13  0.020
 4KK  plan-1  C15  0.020
 4KK  plan-1  C16  0.020
 4KK  plan-1  C18  0.020
 4KK  plan-1  N12  0.020
 4KK  plan-1  N14  0.020
 4KK  plan-1  S17  0.020
 4KK  plan-1  H10  0.020
 4KK  plan-2  C3   0.020
 4KK  plan-2  C4   0.020
 4KK  plan-2  C5   0.020
 4KK  plan-2  C6   0.020
 4KK  plan-2  C7   0.020
 4KK  plan-2  C8   0.020
 4KK  plan-2  C9   0.020
 4KK  plan-2  O2   0.020
 4KK  plan-2  H4   0.020
 4KK  plan-2  H5   0.020
 4KK  plan-2  H6   0.020
 4KK  plan-2  H7   0.020
 4KK  plan-3  C15  0.020
 4KK  plan-3  C18  0.020
 4KK  plan-3  C19  0.020
 4KK  plan-3  C20  0.020
 4KK  plan-3  N21  0.020
 4KK  plan-3  C22  0.020
 4KK  plan-3  C23  0.020
 4KK  plan-3  H12  0.020
 4KK  plan-3  H13  0.020
 4KK  plan-3  H14  0.020
 4KK  plan-3  H15  0.020
 4KK  plan-4  C9   0.020
 4KK  plan-4  C10  0.020
 4KK  plan-4  C13  0.020
 4KK  plan-4  O11  0.020
 4KK  plan-4  N12  0.020
 4KK  plan-4  H11  0.020

