# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 09:22:01 2021
#   Inital geometry file: a 103 line input string
#   Ligand name: 5-[3-(2-azanylethyl)imidazol-4-yl]-4-phenyl-thiophene-2-carboximidamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NCCn1cncc1c2sc(cc2c3ccccc3)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
 K92  K92  5-[3-(2-azanylethyl)imidazol-4-yl]-4-phenyl-thiophene-2-carboximidamide  ligand  39  22  .  2022-03-22  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_K92
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
 K92  C13   C  CR15  0  -0.239  22.5397  -21.8431   -4.1871
 K92  C15   C  CR15  0   0.083  24.0992  -22.9559   -5.0962
 K92  C17   C  CH2   0  -0.319  24.3003  -21.8848   -7.3302
 K92  C01   C  CR16  0  -0.262  20.6184  -23.6904   -9.8066
 K92  C02   C  CR16  0  -0.241  20.5398  -23.8161   -8.4255
 K92  C03   C  CR16  0  -0.293  20.7357  -22.7118   -7.6102
 K92  C04   C  CR6   0   0.014  21.0191  -21.4624   -8.1646
 K92  C05   C  CR16  0  -0.298  21.0866  -21.3442   -9.5540
 K92  C06   C  CR16  0  -0.239  20.8887  -22.4495  -10.3681
 K92  C07   C  CR5   0   0.264  21.2421  -20.2839   -7.3134
 K92  C08   C  CR15  0  -0.247  20.7275  -18.9940   -7.6209
 K92  C09   C  CR5   0  -0.262  21.0054  -18.0548   -6.6715
 K92  C11   C  CR5   0  -0.320  21.9379  -20.2839   -6.1263
 K92  C12   C  CR5   0   0.217  22.6640  -21.3513   -5.4622
 K92  C18   C  CH2   0  -0.303  25.0980  -20.5917   -7.3940
 K92  N14   N  N     0  -0.443  23.4343  -22.8437   -3.9732
 K92  N16   N  NR5   0  -0.438  23.6771  -22.0846   -6.0338
 K92  N19   N  NH2   0  -0.796  26.1386  -20.5748   -6.3820
 K92  N21   N  NH2   0  -0.804  20.3880  -16.0902   -7.8625
 K92  N22   N  N     0  -0.638  20.3372  -15.9788   -5.5666
 K92  S10   S  S2    0   0.279  21.9430  -18.7252   -5.3982
 K92  H131  H  HCR5  0   0.263  21.8323  -21.5277   -3.4344
 K92  H151  H  HCR5  0   0.283  24.8997  -23.6541   -5.2900
 K92  H171  H  HCH2  0   0.272  23.5385  -21.9032   -8.1086
 K92  H172  H  HCH2  0   0.269  24.9623  -22.7343   -7.4961
 K92  H011  H  HCR6  0   0.259  20.4660  -24.5533  -10.4417
 K92  H021  H  HCR6  0   0.260  20.3158  -24.7767   -7.9802
 K92  H031  H  HCR6  0   0.256  20.6541  -22.8205   -6.5363
 K92  H051  H  HCR6  0   0.256  21.3145  -20.3851  -10.0031
 K92  H061  H  HCR6  0   0.260  20.9499  -22.3410  -11.4431
 K92  H081  H  HCR5  0   0.278  20.1215  -18.7893   -8.4930
 K92  H181  H  HCH2  0   0.247  25.5652  -20.5570   -8.3799
 K92  H182  H  HCH2  0   0.214  24.4120  -19.7356   -7.3478
 K92  H1    H  HNH2  0   0.357  26.7667  -19.8020   -6.5589
 K92  H191  H  HNH2  0   0.344  25.7353  -20.3912   -5.4719
 K92  H211  H  HNH2  0   0.388  20.1944  -15.1011   -7.8751
 K92  H2    H  HNH2  0   0.396  20.9727  -16.4054   -8.6189
 K92  H221  H  H     0   0.332  20.4024  -16.5621   -4.7405
 K92  C20   C  C     0   0.352  20.5728  -16.6443   -6.6318

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
 K92  C06  C01   aromatic  1.389  0.020  1.389
 K92  C06  C05   aromatic  1.387  0.020  1.387
 K92  C01  C02   aromatic  1.389  0.020  1.389
 K92  C05  C04   aromatic  1.396  0.020  1.396
 K92  C02  C03   aromatic  1.387  0.020  1.387
 K92  C04  C03   aromatic  1.396  0.020  1.396
 K92  C04  C07   single    1.471  0.020  1.471
 K92  N21  C20   single    1.362  0.020  1.362
 K92  C08  C07   aromatic  1.422  0.020  1.422
 K92  C08  C09   aromatic  1.364  0.020  1.364
 K92  C17  C18   single    1.521  0.020  1.521
 K92  C17  N16   single    1.452  0.020  1.452
 K92  C07  C11   aromatic  1.376  0.020  1.376
 K92  C18  N19   single    1.452  0.020  1.452
 K92  C20  C09   single    1.476  0.020  1.476
 K92  C20  N22   double    1.278  0.020  1.278
 K92  C09  S10   aromatic  1.717  0.020  1.717
 K92  C11  C12   single    1.452  0.020  1.452
 K92  C11  S10   aromatic  1.720  0.020  1.720
 K92  N16  C12   aromatic  1.375  0.020  1.375
 K92  N16  C15   aromatic  1.348  0.020  1.348
 K92  C12  C13   aromatic  1.372  0.020  1.372
 K92  C15  N14   aromatic  1.310  0.020  1.310
 K92  C13  N14   aromatic  1.359  0.020  1.359
 K92  C13  H131  single    0.930  0.020  1.080
 K92  C15  H151  single    0.930  0.020  1.080
 K92  C17  H171  single    0.970  0.020  1.090
 K92  C17  H172  single    0.970  0.020  1.090
 K92  C01  H011  single    0.930  0.020  1.080
 K92  C02  H021  single    0.930  0.020  1.080
 K92  C03  H031  single    0.930  0.020  1.080
 K92  C05  H051  single    0.930  0.020  1.080
 K92  C06  H061  single    0.930  0.020  1.080
 K92  C08  H081  single    0.930  0.020  1.080
 K92  C18  H181  single    0.970  0.020  1.090
 K92  C18  H182  single    0.970  0.020  1.090
 K92  N19  H1    single    0.890  0.020  1.040
 K92  N19  H191  single    0.890  0.020  1.040
 K92  N21  H211  single    0.890  0.020  1.040
 K92  N21  H2    single    0.890  0.020  1.040
 K92  N22  H221  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
 K92  H131  C13  N14   122.43  3.000
 K92  H131  C13  C12   127.04  3.000
 K92  N14   C13  C12   110.51  3.000
 K92  H151  C15  N16   121.69  3.000
 K92  H151  C15  N14   125.84  3.000
 K92  N16   C15  N14   112.46  3.000
 K92  H172  C17  H171  107.63  3.000
 K92  H172  C17  N16   106.82  3.000
 K92  H171  C17  N16   109.60  3.000
 K92  H172  C17  C18   109.74  3.000
 K92  H171  C17  C18   110.56  3.000
 K92  N16   C17  C18   112.31  3.000
 K92  H011  C01  C06   120.18  3.000
 K92  H011  C01  C02   120.22  3.000
 K92  C06   C01  C02   119.60  3.000
 K92  H021  C02  C03   119.62  3.000
 K92  H021  C02  C01   120.08  3.000
 K92  C03   C02  C01   120.30  3.000
 K92  H031  C03  C04   119.95  3.000
 K92  H031  C03  C02   119.52  3.000
 K92  C04   C03  C02   120.53  3.000
 K92  C07   C04  C05   120.05  3.000
 K92  C07   C04  C03   121.21  3.000
 K92  C05   C04  C03   118.75  3.000
 K92  H051  C05  C06   119.48  3.000
 K92  H051  C05  C04   119.86  3.000
 K92  C06   C05  C04   120.65  3.000
 K92  H061  C06  C05   119.68  3.000
 K92  H061  C06  C01   120.15  3.000
 K92  C05   C06  C01   120.17  3.000
 K92  C11   C07  C08   111.68  3.000
 K92  C11   C07  C04   125.16  3.000
 K92  C08   C07  C04   123.14  3.000
 K92  H081  C08  C09   123.03  3.000
 K92  H081  C08  C07   123.28  3.000
 K92  C09   C08  C07   113.59  3.000
 K92  S10   C09  C08   111.00  3.000
 K92  S10   C09  C20   120.87  3.000
 K92  C08   C09  C20   128.10  3.000
 K92  S10   C11  C12   118.11  3.000
 K92  S10   C11  C07   111.51  3.000
 K92  C12   C11  C07   130.36  3.000
 K92  N16   C12  C11   124.78  3.000
 K92  N16   C12  C13   105.18  3.000
 K92  C11   C12  C13   130.03  3.000
 K92  H182  C18  H181  106.30  3.000
 K92  H182  C18  N19   114.17  3.000
 K92  H181  C18  N19   108.81  3.000
 K92  H182  C18  C17   109.48  3.000
 K92  H181  C18  C17   106.82  3.000
 K92  N19   C18  C17   110.90  3.000
 K92  C15   N14  C13   105.20  3.000
 K92  C12   N16  C17   127.87  3.000
 K92  C12   N16  C15   106.64  3.000
 K92  C17   N16  C15   125.14  3.000
 K92  H191  N19  H1    105.43  3.000
 K92  H191  N19  C18   110.08  3.000
 K92  H1    N19  C18   109.40  3.000
 K92  H2    N21  H211  114.17  3.000
 K92  H2    N21  C20   118.21  3.000
 K92  H211  N21  C20   115.88  3.000
 K92  H221  N22  C20   111.59  3.000
 K92  C11   S10  C09    92.19  3.000
 K92  N22   C20  N21   121.08  3.000
 K92  N22   C20  C09   125.04  3.000
 K92  N21   C20  C09   113.84  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
 K92  CONST_03  C15   N16  C12  C13     0.00   0.0  0
 K92  CONST_04  N16   C15  N14  C13     0.00   0.0  0
 K92  CONST_05  C11   C12  N16  C15   180.00   0.0  0
 K92  CONST_06  C12   C13  N14  C15     0.00   0.0  0
 K92  CONST_07  C04   C05  C06  C01     0.00   0.0  0
 K92  CONST_08  C04   C03  C02  C01     0.00   0.0  0
 K92  CONST_09  C05   C06  C01  C02     0.00   0.0  0
 K92  CONST_10  C05   C04  C03  C02     0.00   0.0  0
 K92  CONST_11  C07   C04  C03  C02   180.00   0.0  0
 K92  CONST_12  C06   C01  C02  C03     0.00   0.0  0
 K92  CONST_13  C06   C05  C04  C03     0.00   0.0  0
 K92  CONST_16  C09   C08  C07  C04   180.00   0.0  0
 K92  CONST_17  C12   C11  C07  C04     0.00   0.0  0
 K92  CONST_18  S10   C11  C07  C04   180.00   0.0  0
 K92  CONST_21  C07   C04  C05  C06   180.00   0.0  0
 K92  CONST_22  S10   C09  C08  C07     0.00   0.0  0
 K92  CONST_24  C09   S10  C11  C07     0.00   0.0  0
 K92  CONST_25  C12   C11  C07  C08   180.00   0.0  0
 K92  CONST_26  S10   C11  C07  C08     0.00   0.0  0
 K92  CONST_27  C11   S10  C09  C08     0.00   0.0  0
 K92  CONST_28  C11   C07  C08  C09     0.00   0.0  0
 K92  CONST_29  C12   C11  S10  C09   180.00   0.0  0
 K92  CONST_30  N14   C13  C12  C11   180.00   0.0  0
 K92  CONST_31  N14   C15  N16  C12     0.00   0.0  0
 K92  CONST_32  N16   C12  C13  N14     0.00   0.0  0
 K92  CONST_34  C17   N16  C12  C13   180.00   0.0  0
 K92  CONST_35  C11   C12  N16  C17     0.00   0.0  0
 K92  CONST_36  N14   C15  N16  C17   180.00   0.0  0
 K92  CONST_37  C07   C08  C09  C20   180.00   0.0  0
 K92  CONST_38  C11   S10  C09  C20   180.00   0.0  0
 K92  CONST_39  H151  C15  N14  C13   180.00   0.0  0
 K92  CONST_40  H131  C13  N14  C15   180.00   0.0  0
 K92  CONST_41  H051  C05  C06  C01   180.00   0.0  0
 K92  CONST_42  H031  C03  C02  C01   180.00   0.0  0
 K92  CONST_43  H061  C06  C01  C02   180.00   0.0  0
 K92  CONST_44  H011  C01  C02  C03   180.00   0.0  0
 K92  CONST_45  H021  C02  C03  C04   180.00   0.0  0
 K92  CONST_46  H081  C08  C07  C04     0.00   0.0  0
 K92  CONST_47  H211  N21  C20  C09   180.00   0.0  0
 K92  CONST_49  H221  N22  C20  C09     0.00   0.0  0
 K92  Var_01    C18   C17  N16  C15  -105.03  30.0  3
 K92  Var_02    N21   C20  C09  C08   -29.62  30.0  2
 K92  Var_03    N19   C18  C17  N16    58.74  30.0  3
 K92  Var_04    H1    N19  C18  C17   168.77  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
 K92  plan-1  C04   0.020
 K92  plan-1  C07   0.020
 K92  plan-1  C08   0.020
 K92  plan-1  C09   0.020
 K92  plan-1  C11   0.020
 K92  plan-1  C12   0.020
 K92  plan-1  S10   0.020
 K92  plan-1  H081  0.020
 K92  plan-1  C20   0.020
 K92  plan-2  C13   0.020
 K92  plan-2  C15   0.020
 K92  plan-2  C17   0.020
 K92  plan-2  C11   0.020
 K92  plan-2  C12   0.020
 K92  plan-2  N14   0.020
 K92  plan-2  N16   0.020
 K92  plan-2  H131  0.020
 K92  plan-2  H151  0.020
 K92  plan-3  C01   0.020
 K92  plan-3  C02   0.020
 K92  plan-3  C03   0.020
 K92  plan-3  C04   0.020
 K92  plan-3  C05   0.020
 K92  plan-3  C06   0.020
 K92  plan-3  C07   0.020
 K92  plan-3  H011  0.020
 K92  plan-3  H021  0.020
 K92  plan-3  H031  0.020
 K92  plan-3  H051  0.020
 K92  plan-3  H061  0.020
 K92  plan-4  C09   0.020
 K92  plan-4  N21   0.020
 K92  plan-4  N22   0.020
 K92  plan-4  H211  0.020
 K92  plan-4  H2    0.020
 K92  plan-4  H221  0.020
 K92  plan-4  C20   0.020

