# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May 11 11:28:36 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: (3-amino-6-hydroxy-4-methylthieno[2,3-b]pyridin-2-yl)(phenyl)methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(O)nc2sc(c(N)c12)C(=O)c3ccccc3
#
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
 KI3  KI3  (3-amino-6-hydroxy-4-methylthieno[2,3-b]pyridin-2-yl)(phenyl)methanone  ligand  32  20  .  2021-08-12  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_KI3
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
 KI3  O01   O  OH1   0  -0.593  -4.5533  -2.3928  -0.4051
 KI3  C02   C  CR6   0   0.491  -3.7056  -1.3800  -0.2451
 KI3  C03   C  CR16  0  -0.513  -4.1527  -0.0618  -0.0415
 KI3  C04   C  CR6   0   0.257  -3.2445   0.9621   0.1154
 KI3  C05   C  CH3   0  -0.796  -3.7430   2.3538   0.3466
 KI3  C06   C  CR56  0   0.038  -1.8744   0.6214   0.0597
 KI3  C07   C  CR56  0  -0.026  -1.5649  -0.7324  -0.1333
 KI3  N08   N  N     0  -0.463  -2.4364  -1.7169  -0.2868
 KI3  S09   S  S2    0   0.197   0.1291  -1.0528  -0.1404
 KI3  C10   C  CR5   0  -0.435   0.4802   0.6530   0.1112
 KI3  C11   C  CR5   0   0.382  -0.6818   1.4261   0.1806
 KI3  N12   N  NH2   0  -0.853  -0.6760   2.7519   0.3595
 KI3  C13   C  C     0   0.377   1.8150   1.1683   0.1339
 KI3  O14   O  O     0  -0.458   2.0567   2.3770   0.1604
 KI3  C15   C  CR6   0  -0.044   2.9570   0.2057   0.0959
 KI3  C16   C  CR16  0  -0.282   3.9875   0.4159  -0.8189
 KI3  C17   C  CR16  0  -0.245   5.0775  -0.4399  -0.8513
 KI3  C18   C  CR16  0  -0.253   5.1619  -1.4956   0.0490
 KI3  C19   C  CR16  0  -0.241   4.1512  -1.6939   0.9791
 KI3  C20   C  CR16  0  -0.280   3.0481  -0.8509   0.9994
 KI3  H011  H  HOH1  0   0.489  -5.4680  -2.0894  -0.3622
 KI3  H031  H  HCR6  0   0.285  -5.2147   0.1471  -0.0009
 KI3  H052  H  HCH3  0   0.268  -3.4556   3.0247  -0.4651
 KI3  H053  H  HCH3  0   0.281  -4.8294   2.3693   0.4036
 KI3  H051  H  HCH3  0   0.268  -3.3597   2.7667   1.2808
 KI3  H122  H  HNH2  0   0.414   0.2107   3.2288   0.3148
 KI3  H121  H  HNH2  0   0.418  -1.5033   3.3010   0.2224
 KI3  H161  H  HCR6  0   0.261   3.9291   1.2426  -1.5152
 KI3  H171  H  HCR6  0   0.262   5.8652  -0.2805  -1.5759
 KI3  H181  H  HCR6  0   0.263   6.0175  -2.1578   0.0287
 KI3  H191  H  HCR6  0   0.263   4.2200  -2.5038   1.6932
 KI3  H201  H  HCR6  0   0.271   2.2758  -1.0044   1.7429

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
 KI3  O14  C13   double    1.233  0.020  1.233
 KI3  N12  C11   single    1.338  0.020  1.338
 KI3  C05  C04   single    1.496  0.020  1.496
 KI3  C13  C15   single    1.494  0.020  1.494
 KI3  C13  C10   single    1.431  0.020  1.431
 KI3  C20  C15   aromatic  1.393  0.020  1.393
 KI3  C20  C19   aromatic  1.388  0.020  1.388
 KI3  C11  C10   aromatic  1.397  0.020  1.397
 KI3  C11  C06   aromatic  1.444  0.020  1.444
 KI3  C15  C16   aromatic  1.394  0.020  1.394
 KI3  C10  S09   aromatic  1.760  0.020  1.760
 KI3  C19  C18   aromatic  1.388  0.020  1.388
 KI3  C04  C06   aromatic  1.413  0.020  1.413
 KI3  C04  C03   aromatic  1.378  0.020  1.378
 KI3  C06  C07   aromatic  1.402  0.020  1.402
 KI3  C16  C17   aromatic  1.386  0.020  1.386
 KI3  C18  C17   aromatic  1.390  0.020  1.390
 KI3  C03  C02   aromatic  1.407  0.020  1.407
 KI3  S09  C07   aromatic  1.724  0.020  1.724
 KI3  C07  N08   aromatic  1.324  0.020  1.324
 KI3  C02  N08   aromatic  1.314  0.020  1.314
 KI3  C02  O01   single    1.330  0.020  1.330
 KI3  O01  H011  single    0.850  0.020  0.980
 KI3  C03  H031  single    0.930  0.020  1.080
 KI3  C05  H052  single    0.970  0.020  1.090
 KI3  C05  H053  single    0.970  0.020  1.090
 KI3  C05  H051  single    0.970  0.020  1.090
 KI3  N12  H122  single    0.890  0.020  1.040
 KI3  N12  H121  single    0.890  0.020  1.040
 KI3  C16  H161  single    0.930  0.020  1.080
 KI3  C17  H171  single    0.930  0.020  1.080
 KI3  C18  H181  single    0.930  0.020  1.080
 KI3  C19  H191  single    0.930  0.020  1.080
 KI3  C20  H201  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
 KI3  H011  O01  C02   111.07  3.000
 KI3  N08   C02  C03   123.49  3.000
 KI3  N08   C02  O01   114.62  3.000
 KI3  C03   C02  O01   121.89  3.000
 KI3  H031  C03  C04   119.92  3.000
 KI3  H031  C03  C02   119.85  3.000
 KI3  C04   C03  C02   120.23  3.000
 KI3  C06   C04  C05   123.60  3.000
 KI3  C06   C04  C03   117.10  3.000
 KI3  C05   C04  C03   119.30  3.000
 KI3  H051  C05  H053  107.50  3.000
 KI3  H051  C05  H052  108.15  3.000
 KI3  H053  C05  H052  107.04  3.000
 KI3  H051  C05  C04   111.55  3.000
 KI3  H053  C05  C04   110.73  3.000
 KI3  H052  C05  C04   111.66  3.000
 KI3  C11   C06  C07   111.55  3.000
 KI3  C07   C06  C04   116.89  3.000
 KI3  C11   C06  C04   131.55  3.000
 KI3  S09   C07  N08   120.55  3.000
 KI3  N08   C07  C06   126.06  3.000
 KI3  S09   C07  C06   113.38  3.000
 KI3  C07   N08  C02   116.21  3.000
 KI3  C10   S09  C07    90.88  3.000
 KI3  C13   C10  C11   125.14  3.000
 KI3  C11   C10  S09   112.18  3.000
 KI3  C13   C10  S09   122.51  3.000
 KI3  N12   C11  C10   123.46  3.000
 KI3  C10   C11  C06   111.98  3.000
 KI3  N12   C11  C06   124.55  3.000
 KI3  H121  N12  H122  117.45  3.000
 KI3  H121  N12  C11   121.40  3.000
 KI3  H122  N12  C11   117.82  3.000
 KI3  C15   C13  O14   118.83  3.000
 KI3  C15   C13  C10   118.72  3.000
 KI3  O14   C13  C10   122.43  3.000
 KI3  C20   C15  C16   119.45  3.000
 KI3  C16   C15  C13   118.99  3.000
 KI3  C20   C15  C13   121.47  3.000
 KI3  H161  C16  C17   119.93  3.000
 KI3  H161  C16  C15   119.83  3.000
 KI3  C17   C16  C15   120.24  3.000
 KI3  H171  C17  C18   120.09  3.000
 KI3  H171  C17  C16   119.81  3.000
 KI3  C18   C17  C16   120.10  3.000
 KI3  H181  C18  C19   120.06  3.000
 KI3  H181  C18  C17   120.04  3.000
 KI3  C19   C18  C17   119.89  3.000
 KI3  H191  C19  C20   119.69  3.000
 KI3  H191  C19  C18   120.20  3.000
 KI3  C20   C19  C18   120.11  3.000
 KI3  H201  C20  C19   119.38  3.000
 KI3  H201  C20  C15   120.40  3.000
 KI3  C19   C20  C15   120.19  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
 KI3  CONST_01  C06   C04  C03  C02     0.00   0.0  0
 KI3  CONST_02  C06   C07  N08  C02     0.00   0.0  0
 KI3  CONST_03  S09   C07  N08  C02   180.00   0.0  0
 KI3  CONST_04  C11   C06  C04  C03   180.00   0.0  0
 KI3  CONST_05  C07   C06  C04  C03     0.00   0.0  0
 KI3  CONST_06  C07   N08  C02  C03     0.00   0.0  0
 KI3  CONST_07  C10   C11  C06  C04   180.00   0.0  0
 KI3  CONST_08  S09   C07  C06  C04   180.00   0.0  0
 KI3  CONST_09  N08   C07  C06  C04     0.00   0.0  0
 KI3  CONST_10  N08   C02  C03  C04     0.00   0.0  0
 KI3  CONST_11  S09   C10  C11  C06     0.00   0.0  0
 KI3  CONST_12  C10   S09  C07  C06     0.00   0.0  0
 KI3  CONST_13  C10   C11  C06  C07     0.00   0.0  0
 KI3  CONST_14  C11   C10  S09  C07     0.00   0.0  0
 KI3  CONST_15  C11   C06  C07  N08   180.00   0.0  0
 KI3  CONST_16  C10   S09  C07  N08   180.00   0.0  0
 KI3  CONST_17  C11   C06  C07  S09     0.00   0.0  0
 KI3  CONST_18  C18   C19  C20  C15     0.00   0.0  0
 KI3  CONST_19  C18   C17  C16  C15     0.00   0.0  0
 KI3  CONST_20  C19   C20  C15  C16     0.00   0.0  0
 KI3  CONST_21  C19   C18  C17  C16     0.00   0.0  0
 KI3  CONST_22  C20   C15  C16  C17     0.00   0.0  0
 KI3  CONST_23  C20   C19  C18  C17     0.00   0.0  0
 KI3  CONST_24  C04   C03  C02  O01   180.00   0.0  0
 KI3  CONST_25  C07   N08  C02  O01   180.00   0.0  0
 KI3  CONST_26  C05   C04  C03  C02   180.00   0.0  0
 KI3  CONST_27  N12   C11  C06  C04     0.00   0.0  0
 KI3  CONST_28  C11   C06  C04  C05     0.00   0.0  0
 KI3  CONST_29  C07   C06  C04  C05   180.00   0.0  0
 KI3  CONST_30  C13   C10  C11  C06   180.00   0.0  0
 KI3  CONST_31  N12   C11  C06  C07   180.00   0.0  0
 KI3  CONST_32  C13   C10  S09  C07   180.00   0.0  0
 KI3  CONST_33  N12   C11  C10  S09   180.00   0.0  0
 KI3  CONST_34  C19   C20  C15  C13   180.00   0.0  0
 KI3  CONST_35  C17   C16  C15  C13   180.00   0.0  0
 KI3  CONST_36  H031  C03  C04  C06   180.00   0.0  0
 KI3  CONST_37  H191  C19  C20  C15   180.00   0.0  0
 KI3  CONST_38  H171  C17  C16  C15   180.00   0.0  0
 KI3  CONST_39  H201  C20  C15  C16   180.00   0.0  0
 KI3  CONST_40  H181  C18  C17  C16   180.00   0.0  0
 KI3  CONST_41  H161  C16  C17  C18   180.00   0.0  0
 KI3  CONST_42  H122  N12  C11  C06   180.00   0.0  0
 KI3  CONST_43  H121  N12  C11  C06     0.00   0.0  0
 KI3  Var_01    C15   C13  C10  S09    -7.02  30.0  2
 KI3  Var_02    C20   C15  C13  C10   -52.75  30.0  2
 KI3  Var_03    H052  C05  C04  C03  -116.77  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
 KI3  plan-1  C13   0.020
 KI3  plan-1  C15   0.020
 KI3  plan-1  C16   0.020
 KI3  plan-1  C17   0.020
 KI3  plan-1  C18   0.020
 KI3  plan-1  C19   0.020
 KI3  plan-1  C20   0.020
 KI3  plan-1  H161  0.020
 KI3  plan-1  H171  0.020
 KI3  plan-1  H181  0.020
 KI3  plan-1  H191  0.020
 KI3  plan-1  H201  0.020
 KI3  plan-2  O01   0.020
 KI3  plan-2  C02   0.020
 KI3  plan-2  C03   0.020
 KI3  plan-2  C04   0.020
 KI3  plan-2  C05   0.020
 KI3  plan-2  C06   0.020
 KI3  plan-2  C07   0.020
 KI3  plan-2  N08   0.020
 KI3  plan-2  S09   0.020
 KI3  plan-2  C10   0.020
 KI3  plan-2  C11   0.020
 KI3  plan-2  N12   0.020
 KI3  plan-2  C13   0.020
 KI3  plan-2  H031  0.020
 KI3  plan-3  C11   0.020
 KI3  plan-3  N12   0.020
 KI3  plan-3  H122  0.020
 KI3  plan-3  H121  0.020
 KI3  plan-4  C10   0.020
 KI3  plan-4  C13   0.020
 KI3  plan-4  O14   0.020
 KI3  plan-4  C15   0.020

