# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 07:28:23 2021
#   Inital geometry file: a 85 line input string
#   Ligand name: 7-(3-azanyl-4-methyl-pyrazol-1-yl)-1-benzothiophene-2-carboximidamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cn(nc1N)c2cccc3cc(sc23)C(N)=N
#
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
 K6N  K6N  7-(3-azanyl-4-methyl-pyrazol-1-yl)-1-benzothiophene-2-carboximidamide  ligand  32  19  .  2022-03-22  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_K6N
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
 K6N  C10  C  CR16  0  -0.254  -18.0955  -21.2717   -3.8015
 K6N  C15  C  CR5   0   0.439  -20.4311  -22.5760   -8.9605
 K6N  C17  C  CR15  0   0.017  -19.8146  -23.5459   -7.0895
 K6N  C02  C  CR56  0  -0.299  -19.3349  -20.0366   -5.9581
 K6N  C03  C  CR56  0   0.232  -18.8839  -19.2803   -4.8578
 K6N  C04  C  CR15  0  -0.268  -19.1598  -17.8866   -5.0226
 K6N  C05  C  CR5   0  -0.186  -19.7907  -17.6164   -6.1892
 K6N  C06  C  C     0   0.346  -20.2330  -16.3197   -6.7290
 K6N  C09  C  CR16  0  -0.340  -18.2595  -19.9043   -3.7732
 K6N  C11  C  CR16  0  -0.368  -18.5435  -22.0277   -4.8854
 K6N  C12  C  CR6   0   0.420  -19.1776  -21.4307   -5.9656
 K6N  C16  C  CR5   0  -0.189  -20.3181  -23.8438   -8.3243
 K6N  C18  C  CH3   0  -0.743  -20.6964  -25.1689   -8.8878
 K6N  N07  N  N     0  -0.650  -20.6146  -16.2961   -7.9485
 K6N  N08  N  NH2   0  -0.827  -20.1406  -15.2614   -5.8751
 K6N  N13  N  NR5   0  -0.418  -19.6513  -22.2008   -7.0256
 K6N  N14  N  N     0  -0.344  -20.0251  -21.6042   -8.1742
 K6N  S01  S  S2    0   0.265  -20.0649  -19.0253   -7.1674
 K6N  H1   H  HCR6  0   0.264  -17.6092  -21.7779   -2.9787
 K6N  H2   H  HCR5  0   0.296  -19.5870  -24.1995   -6.2635
 K6N  H3   H  HCR5  0   0.270  -18.8772  -17.1445   -4.2881
 K6N  H4   H  HCR6  0   0.257  -17.9123  -19.3185   -2.9323
 K6N  H5   H  HCR6  0   0.279  -18.3804  -23.0967   -4.8744
 K6N  H6   H  HCH3  0   0.242  -20.0923  -25.4278   -9.7601
 K6N  H7   H  HCH3  0   0.249  -20.5629  -25.9604   -8.1521
 K6N  H8   H  HCH3  0   0.244  -21.7405  -25.1831   -9.2059
 K6N  H9   H  H     0   0.331  -20.9134  -15.3669   -8.2309
 K6N  H10  H  HNH2  0   0.400  -20.1865  -15.4375   -4.8851
 K6N  H11  H  HNH2  0   0.394  -20.5965  -14.4062   -6.1516
 K6N  H12  H  HNH2  0   0.383  -20.7577  -21.4296  -10.5809
 K6N  H13  H  HNH2  0   0.391  -20.7438  -23.0608  -10.8876
 K6N  N19  N  NH2   0  -0.832  -20.9581  -22.3459  -10.2094

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
 K6N  N19  C15  single    1.375  0.020  1.375
 K6N  C15  N14  aromatic  1.314  0.020  1.314
 K6N  C15  C16  aromatic  1.423  0.020  1.423
 K6N  C18  C16  single    1.489  0.020  1.489
 K6N  N14  N13  aromatic  1.347  0.020  1.347
 K6N  C16  C17  aromatic  1.366  0.020  1.366
 K6N  N07  C06  double    1.278  0.020  1.278
 K6N  S01  C05  aromatic  1.737  0.020  1.737
 K6N  S01  C02  aromatic  1.737  0.020  1.737
 K6N  N13  C17  aromatic  1.357  0.020  1.357
 K6N  N13  C12  single    1.393  0.020  1.393
 K6N  C06  C05  single    1.473  0.020  1.473
 K6N  C06  N08  single    1.363  0.020  1.363
 K6N  C05  C04  aromatic  1.354  0.020  1.354
 K6N  C12  C02  aromatic  1.403  0.020  1.403
 K6N  C12  C11  aromatic  1.388  0.020  1.388
 K6N  C02  C03  aromatic  1.409  0.020  1.409
 K6N  C04  C03  aromatic  1.430  0.020  1.430
 K6N  C11  C10  aromatic  1.395  0.020  1.395
 K6N  C03  C09  aromatic  1.398  0.020  1.398
 K6N  C10  C09  aromatic  1.377  0.020  1.377
 K6N  C10  H1   single    0.930  0.020  1.080
 K6N  C17  H2   single    0.930  0.020  1.080
 K6N  C04  H3   single    0.930  0.020  1.080
 K6N  C09  H4   single    0.930  0.020  1.080
 K6N  C11  H5   single    0.930  0.020  1.080
 K6N  C18  H6   single    0.970  0.020  1.090
 K6N  C18  H7   single    0.970  0.020  1.090
 K6N  C18  H8   single    0.970  0.020  1.090
 K6N  N07  H9   single    0.890  0.020  1.040
 K6N  N08  H10  single    0.890  0.020  1.040
 K6N  N08  H11  single    0.890  0.020  1.040
 K6N  N19  H12  single    0.890  0.020  1.040
 K6N  N19  H13  single    0.890  0.020  1.040

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
 K6N  H1   C10  C11  118.79  3.000
 K6N  H1   C10  C09  120.17  3.000
 K6N  C11  C10  C09  121.04  3.000
 K6N  N19  C15  N14  122.55  3.000
 K6N  N14  C15  C16  111.52  3.000
 K6N  N19  C15  C16  125.85  3.000
 K6N  H2   C17  N13  122.68  3.000
 K6N  H2   C17  C16  129.67  3.000
 K6N  N13  C17  C16  107.64  3.000
 K6N  S01  C02  C12  128.45  3.000
 K6N  C12  C02  C03  120.10  3.000
 K6N  S01  C02  C03  111.44  3.000
 K6N  C09  C03  C04  127.61  3.000
 K6N  C09  C03  C02  120.60  3.000
 K6N  C04  C03  C02  111.79  3.000
 K6N  H3   C04  C05  124.75  3.000
 K6N  H3   C04  C03  122.68  3.000
 K6N  C05  C04  C03  112.56  3.000
 K6N  S01  C05  C06  117.41  3.000
 K6N  C06  C05  C04  129.18  3.000
 K6N  S01  C05  C04  113.39  3.000
 K6N  N08  C06  N07  127.14  3.000
 K6N  N08  C06  C05  115.71  3.000
 K6N  N07  C06  C05  117.11  3.000
 K6N  H4   C09  C03  120.29  3.000
 K6N  H4   C09  C10  121.01  3.000
 K6N  C03  C09  C10  118.70  3.000
 K6N  H5   C11  C12  120.15  3.000
 K6N  H5   C11  C10  118.64  3.000
 K6N  C12  C11  C10  121.22  3.000
 K6N  N13  C12  C11  120.65  3.000
 K6N  C11  C12  C02  118.33  3.000
 K6N  N13  C12  C02  121.01  3.000
 K6N  C18  C16  C17  129.03  3.000
 K6N  C17  C16  C15  103.83  3.000
 K6N  C18  C16  C15  127.13  3.000
 K6N  H8   C18  H7   107.74  3.000
 K6N  H8   C18  H6   107.06  3.000
 K6N  H7   C18  H6   107.43  3.000
 K6N  H8   C18  C16  111.40  3.000
 K6N  H7   C18  C16  111.11  3.000
 K6N  H6   C18  C16  111.88  3.000
 K6N  H9   N07  C06  111.71  3.000
 K6N  H11  N08  H10  113.44  3.000
 K6N  H11  N08  C06  117.15  3.000
 K6N  H10  N08  C06  118.50  3.000
 K6N  N14  N13  C12  119.88  3.000
 K6N  C12  N13  C17  128.68  3.000
 K6N  N14  N13  C17  111.44  3.000
 K6N  N13  N14  C15  105.56  3.000
 K6N  C05  S01  C02   90.79  3.000
 K6N  H13  N19  H12  110.73  3.000
 K6N  H13  N19  C15  114.25  3.000
 K6N  H12  N19  C15  114.23  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
 K6N  CONST_01  N13  C12  C11  C10  180.00   0.0  0
 K6N  CONST_02  C02  C12  C11  C10    0.00   0.0  0
 K6N  CONST_03  C02  C03  C09  C10    0.00   0.0  0
 K6N  CONST_04  C04  C03  C09  C10  180.00   0.0  0
 K6N  CONST_05  C17  N13  N14  C15    0.00   0.0  0
 K6N  CONST_06  C12  N13  N14  C15  180.00   0.0  0
 K6N  CONST_07  N13  C17  C16  C15    0.00   0.0  0
 K6N  CONST_08  N14  C15  C16  C17    0.00   0.0  0
 K6N  CONST_09  C02  C12  N13  C17  180.00   0.0  0
 K6N  CONST_10  C11  C12  N13  C17    0.00   0.0  0
 K6N  CONST_11  C04  C05  S01  C02    0.00   0.0  0
 K6N  CONST_12  N14  N13  C12  C02    0.00   0.0  0
 K6N  CONST_13  C05  C04  C03  C02    0.00   0.0  0
 K6N  CONST_14  C05  S01  C02  C03    0.00   0.0  0
 K6N  CONST_15  N13  C12  C02  C03  180.00   0.0  0
 K6N  CONST_16  C11  C12  C02  C03    0.00   0.0  0
 K6N  CONST_17  S01  C05  C04  C03    0.00   0.0  0
 K6N  CONST_18  C11  C10  C09  C03    0.00   0.0  0
 K6N  CONST_19  S01  C02  C03  C04    0.00   0.0  0
 K6N  CONST_20  C12  C02  C03  C04  180.00   0.0  0
 K6N  CONST_21  C12  C02  S01  C05  180.00   0.0  0
 K6N  CONST_22  C09  C03  C04  C05  180.00   0.0  0
 K6N  CONST_23  S01  C02  C03  C09  180.00   0.0  0
 K6N  CONST_24  C12  C02  C03  C09    0.00   0.0  0
 K6N  CONST_25  C12  C11  C10  C09    0.00   0.0  0
 K6N  CONST_26  N14  N13  C12  C11  180.00   0.0  0
 K6N  CONST_27  S01  C02  C12  C11  180.00   0.0  0
 K6N  CONST_28  C16  C17  N13  C12  180.00   0.0  0
 K6N  CONST_29  N13  N14  C15  C16    0.00   0.0  0
 K6N  CONST_30  N14  N13  C17  C16    0.00   0.0  0
 K6N  CONST_31  S01  C02  C12  N13    0.00   0.0  0
 K6N  CONST_32  N19  C15  C16  C17  180.00   0.0  0
 K6N  CONST_33  C06  C05  S01  C02  180.00   0.0  0
 K6N  CONST_34  C06  C05  C04  C03  180.00   0.0  0
 K6N  CONST_35  N14  C15  C16  C18  180.00   0.0  0
 K6N  CONST_36  N13  C17  C16  C18  180.00   0.0  0
 K6N  CONST_37  N19  C15  N14  N13  180.00   0.0  0
 K6N  CONST_38  H2   C17  C16  C15  180.00   0.0  0
 K6N  CONST_39  H5   C11  C12  C02  180.00   0.0  0
 K6N  CONST_40  H3   C04  C03  C02  180.00   0.0  0
 K6N  CONST_41  H4   C09  C03  C02  180.00   0.0  0
 K6N  CONST_42  H1   C10  C09  C03  180.00   0.0  0
 K6N  CONST_43  H12  N19  C15  C16  180.00   0.0  0
 K6N  CONST_45  H9   N07  C06  C05  180.00   0.0  0
 K6N  CONST_47  H11  N08  C06  C05  180.00   0.0  0
 K6N  Var_01    N07  C06  C05  C04  169.03  30.0  2
 K6N  Var_02    H6   C18  C16  C15   63.78  30.0  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
 K6N  plan-1  C15  0.020
 K6N  plan-1  C17  0.020
 K6N  plan-1  C12  0.020
 K6N  plan-1  C16  0.020
 K6N  plan-1  C18  0.020
 K6N  plan-1  N13  0.020
 K6N  plan-1  N14  0.020
 K6N  plan-1  H2   0.020
 K6N  plan-1  N19  0.020
 K6N  plan-2  C10  0.020
 K6N  plan-2  C02  0.020
 K6N  plan-2  C03  0.020
 K6N  plan-2  C04  0.020
 K6N  plan-2  C05  0.020
 K6N  plan-2  C06  0.020
 K6N  plan-2  C09  0.020
 K6N  plan-2  C11  0.020
 K6N  plan-2  C12  0.020
 K6N  plan-2  N13  0.020
 K6N  plan-2  S01  0.020
 K6N  plan-2  H1   0.020
 K6N  plan-2  H3   0.020
 K6N  plan-2  H4   0.020
 K6N  plan-2  H5   0.020
 K6N  plan-3  C15  0.020
 K6N  plan-3  H12  0.020
 K6N  plan-3  H13  0.020
 K6N  plan-3  N19  0.020
 K6N  plan-4  C05  0.020
 K6N  plan-4  C06  0.020
 K6N  plan-4  N07  0.020
 K6N  plan-4  N08  0.020
 K6N  plan-4  H9   0.020
 K6N  plan-4  H10  0.020
 K6N  plan-4  H11  0.020

