# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 14:06:25 2022
#   Inital geometry file: a 101 line input string
#   Ligand name: N-[cis-3-(2-methoxy-3H-imidazo[4,5-b]pyridin-3-yl)cyclobutyl]-1,3-benzothiazol-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1nc2cccnc2n1[C@H]3C[C@H](C3)Nc4sc5ccccc5n4
#
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
 1IR  1IR  N-[cis-3-(2-methoxy-3H-imidazo[4,5-b]pyridin-3-yl)cyclobutyl]-1,3-benzothiazol-2-amine  ligand  42  25  .  2022-09-22  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_1IR
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
 1IR  C01   C  CH3   0  -0.420   2.4580   3.5812  -0.2303
 1IR  O02   O  O2    0  -0.458   2.1631   2.2042   0.0063
 1IR  C03   C  CR5   0   0.709   3.1564   1.3569  -0.1233
 1IR  N04   N  N     0  -0.524   4.3847   1.6456  -0.4373
 1IR  C05   C  CR56  0   0.100   5.0284   0.4310  -0.4366
 1IR  C06   C  CR16  0  -0.221   6.3407   0.0703  -0.6866
 1IR  C07   C  CR16  0  -0.346   6.6442  -1.2850  -0.5888
 1IR  C08   C  CR16  0  -0.092   5.6541  -2.2053  -0.2546
 1IR  N09   N  N     0  -0.428   4.3846  -1.8760  -0.0103
 1IR  C10   C  CR56  0   0.464   4.1252  -0.5943  -0.1092
 1IR  N11   N  NR5   0  -0.588   2.9115   0.0297   0.0887
 1IR  C12   C  C     0  -0.093   1.6834  -0.6298   0.4495
 1IR  C13   C  C     0  -0.463   0.9260  -0.2141   1.7217
 1IR  C14   C  C     0  -0.095  -0.3703  -0.5329   0.9637
 1IR  C15   C  C     0  -0.453   0.4018  -0.4092  -0.3714
 1IR  N16   N  NH1   0  -0.654  -1.4821   0.3344   1.2288
 1IR  C17   C  CR5   0   0.309  -2.7120   0.1481   0.7286
 1IR  N18   N  N     0  -0.472  -3.6887   0.9898   0.8469
 1IR  C19   C  CR56  0   0.352  -4.8279   0.5019   0.2583
 1IR  C20   C  CR16  0  -0.329  -6.0608   1.1519   0.2137
 1IR  C21   C  CR16  0  -0.256  -7.1293   0.5348  -0.4160
 1IR  C22   C  CR16  0  -0.280  -6.9926  -0.7233  -1.0046
 1IR  C23   C  CR16  0  -0.282  -5.7751  -1.3879  -0.9706
 1IR  C24   C  CR56  0  -0.232  -4.7103  -0.7653  -0.3392
 1IR  S25   S  S2    0   0.156  -3.0797  -1.3411  -0.1420
 1IR  H01   H  HCH3  0   0.242   2.7835   3.7408  -1.2578
 1IR  H01A  H  HCH3  0   0.257   1.5317   4.1183  -0.0523
 1IR  H01B  H  HCH3  0   0.242   3.2278   3.9406   0.4516
 1IR  H06   H  HCR6  0   0.269   7.0954   0.8022  -0.9439
 1IR  H07   H  HCR6  0   0.267   7.6507  -1.6346  -0.7724
 1IR  H08   H  HCR6  0   0.257   5.8979  -3.2583  -0.1810
 1IR  H12   H  H     0   0.289   1.9212  -1.6922   0.4890
 1IR  H13   H  H     0   0.268   1.1314  -0.7680   2.6356
 1IR  H13A  H  H     0   0.259   1.0145   0.8545   1.9208
 1IR  H14   H  H     0   0.280  -0.6689  -1.5692   1.1455
 1IR  H15   H  H     0   0.259   0.3239   0.6011  -0.7708
 1IR  H15A  H  H     0   0.262   0.1878  -1.1293  -1.1593
 1IR  HN16  H  HNH1  0   0.403  -1.2888   1.2617   1.5777
 1IR  H20   H  HCR6  0   0.257  -6.1729   2.1268   0.6704
 1IR  H21   H  HCR6  0   0.257  -8.0872   1.0374  -0.4496
 1IR  H22   H  HCR6  0   0.258  -7.8401  -1.1863  -1.4919
 1IR  H23   H  HCR6  0   0.269  -5.6634  -2.3631  -1.4261

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
 1IR  C01  O02   single    1.428  0.020  1.428
 1IR  O02  C03   single    1.312  0.020  1.312
 1IR  C03  N04   aromatic  1.300  0.020  1.300
 1IR  C03  N11   aromatic  1.366  0.020  1.366
 1IR  N04  C05   aromatic  1.375  0.020  1.375
 1IR  C05  C06   aromatic  1.384  0.020  1.384
 1IR  C05  C10   aromatic  1.405  0.020  1.405
 1IR  C06  C07   aromatic  1.392  0.020  1.392
 1IR  C07  C08   aromatic  1.392  0.020  1.392
 1IR  C08  N09   aromatic  1.334  0.020  1.334
 1IR  N09  C10   aromatic  1.311  0.020  1.311
 1IR  C10  N11   aromatic  1.379  0.020  1.379
 1IR  N11  C12   single    1.440  0.020  1.440
 1IR  C12  C13   single    1.538  0.020  1.538
 1IR  C12  C15   single    1.538  0.020  1.538
 1IR  C13  C14   single    1.535  0.020  1.535
 1IR  C14  C15   single    1.547  0.020  1.547
 1IR  C14  N16   single    1.435  0.020  1.435
 1IR  N16  C17   single    1.341  0.020  1.341
 1IR  C17  N18   aromatic  1.295  0.020  1.295
 1IR  C17  S25   aromatic  1.764  0.020  1.764
 1IR  N18  C19   aromatic  1.372  0.020  1.372
 1IR  C19  C20   aromatic  1.395  0.020  1.395
 1IR  C19  C24   aromatic  1.406  0.020  1.406
 1IR  C20  C21   aromatic  1.385  0.020  1.385
 1IR  C21  C22   aromatic  1.396  0.020  1.396
 1IR  C22  C23   aromatic  1.388  0.020  1.388
 1IR  C23  C24   aromatic  1.386  0.020  1.386
 1IR  C24  S25   aromatic  1.740  0.020  1.740
 1IR  C01  H01   single    0.970  0.020  1.090
 1IR  C01  H01A  single    0.970  0.020  1.090
 1IR  C01  H01B  single    0.970  0.020  1.090
 1IR  C06  H06   single    0.930  0.020  1.080
 1IR  C07  H07   single    0.930  0.020  1.080
 1IR  C08  H08   single    0.930  0.020  1.080
 1IR  C12  H12   single    0.970  0.020  1.090
 1IR  C13  H13   single    0.970  0.020  1.090
 1IR  C13  H13A  single    0.970  0.020  1.090
 1IR  C14  H14   single    0.970  0.020  1.090
 1IR  C15  H15   single    0.970  0.020  1.090
 1IR  C15  H15A  single    0.970  0.020  1.090
 1IR  N16  HN16  single    0.860  0.020  1.020
 1IR  C20  H20   single    0.930  0.020  1.080
 1IR  C21  H21   single    0.930  0.020  1.080
 1IR  C22  H22   single    0.930  0.020  1.080
 1IR  C23  H23   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
 1IR  H01B  C01  H01A  109.71  3.000
 1IR  H01B  C01  H01   109.32  3.000
 1IR  H01A  C01  H01   109.70  3.000
 1IR  H01B  C01  O02   111.12  3.000
 1IR  H01A  C01  O02   105.89  3.000
 1IR  H01   C01  O02   111.05  3.000
 1IR  C03   O02  C01   116.74  3.000
 1IR  N11   C03  N04   114.99  3.000
 1IR  N11   C03  O02   118.44  3.000
 1IR  N04   C03  O02   126.56  3.000
 1IR  C05   N04  C03   104.25  3.000
 1IR  C10   C05  C06   117.49  3.000
 1IR  C10   C05  N04   110.11  3.000
 1IR  C06   C05  N04   132.40  3.000
 1IR  H06   C06  C07   121.53  3.000
 1IR  H06   C06  C05   121.87  3.000
 1IR  C07   C06  C05   116.60  3.000
 1IR  H07   C07  C08   119.27  3.000
 1IR  H07   C07  C06   120.38  3.000
 1IR  C08   C07  C06   120.35  3.000
 1IR  H08   C08  N09   116.21  3.000
 1IR  H08   C08  C07   119.91  3.000
 1IR  N09   C08  C07   123.88  3.000
 1IR  C10   N09  C08   114.56  3.000
 1IR  N11   C10  N09   127.27  3.000
 1IR  N11   C10  C05   105.60  3.000
 1IR  N09   C10  C05   127.13  3.000
 1IR  C12   N11  C10   125.41  3.000
 1IR  C12   N11  C03   129.55  3.000
 1IR  C10   N11  C03   105.04  3.000
 1IR  H12   C12  C15   109.94  3.000
 1IR  H12   C12  C13   109.94  3.000
 1IR  C15   C12  C13    89.56  3.000
 1IR  H12   C12  N11   105.64  3.000
 1IR  C15   C12  N11   120.75  3.000
 1IR  C13   C12  N11   120.24  3.000
 1IR  H13A  C13  H13   109.27  3.000
 1IR  H13A  C13  C14   111.23  3.000
 1IR  H13   C13  C14   117.93  3.000
 1IR  H13A  C13  C12   112.08  3.000
 1IR  H13   C13  C12   117.66  3.000
 1IR  C14   C13  C12    87.21  3.000
 1IR  H14   C14  N16   109.30  3.000
 1IR  H14   C14  C15   110.82  3.000
 1IR  N16   C14  C15   119.85  3.000
 1IR  H14   C14  C13   110.20  3.000
 1IR  N16   C14  C13   115.95  3.000
 1IR  C15   C14  C13    89.32  3.000
 1IR  H15A  C15  H15   109.52  3.000
 1IR  H15A  C15  C14   118.26  3.000
 1IR  H15   C15  C14   110.79  3.000
 1IR  H15A  C15  C12   117.08  3.000
 1IR  H15   C15  C12   112.85  3.000
 1IR  C14   C15  C12    86.78  3.000
 1IR  HN16  N16  C17   115.61  3.000
 1IR  HN16  N16  C14   118.08  3.000
 1IR  C17   N16  C14   123.91  3.000
 1IR  S25   C17  N18   115.89  3.000
 1IR  S25   C17  N16   119.52  3.000
 1IR  N18   C17  N16   124.58  3.000
 1IR  C19   N18  C17   110.85  3.000
 1IR  C24   C19  C20   118.72  3.000
 1IR  C24   C19  N18   115.69  3.000
 1IR  C20   C19  N18   125.60  3.000
 1IR  H20   C20  C21   120.88  3.000
 1IR  H20   C20  C19   119.86  3.000
 1IR  C21   C20  C19   119.26  3.000
 1IR  H21   C21  C22   119.48  3.000
 1IR  H21   C21  C20   119.33  3.000
 1IR  C22   C21  C20   121.18  3.000
 1IR  H22   C22  C23   119.57  3.000
 1IR  H22   C22  C21   119.94  3.000
 1IR  C23   C22  C21   120.49  3.000
 1IR  H23   C23  C24   121.16  3.000
 1IR  H23   C23  C22   120.79  3.000
 1IR  C24   C23  C22   118.05  3.000
 1IR  S25   C24  C23   128.52  3.000
 1IR  S25   C24  C19   109.17  3.000
 1IR  C23   C24  C19   122.30  3.000
 1IR  C24   S25  C17    88.39  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
 1IR  CONST_01  C06   C05  N04  C03  180.00   0.0  0
 1IR  CONST_02  C10   C05  N04  C03    0.00   0.0  0
 1IR  CONST_03  C05   C10  N11  C03    0.00   0.0  0
 1IR  CONST_04  N09   C10  N11  C03  180.00   0.0  0
 1IR  CONST_05  C10   N11  C03  N04    0.00   0.0  0
 1IR  CONST_06  C07   C06  C05  N04  180.00   0.0  0
 1IR  CONST_07  N09   C10  C05  N04  180.00   0.0  0
 1IR  CONST_08  N11   C10  C05  N04    0.00   0.0  0
 1IR  CONST_09  N11   C03  N04  C05    0.00   0.0  0
 1IR  CONST_10  C08   C07  C06  C05    0.00   0.0  0
 1IR  CONST_11  C08   N09  C10  C05    0.00   0.0  0
 1IR  CONST_12  N09   C10  C05  C06    0.00   0.0  0
 1IR  CONST_13  N11   C10  C05  C06  180.00   0.0  0
 1IR  CONST_14  N09   C08  C07  C06    0.00   0.0  0
 1IR  CONST_15  C10   C05  C06  C07    0.00   0.0  0
 1IR  CONST_16  C10   N09  C08  C07    0.00   0.0  0
 1IR  CONST_17  N11   C10  N09  C08  180.00   0.0  0
 1IR  CONST_18  C20   C19  N18  C17  180.00   0.0  0
 1IR  CONST_19  C24   C19  N18  C17    0.00   0.0  0
 1IR  CONST_20  C19   C24  S25  C17    0.00   0.0  0
 1IR  CONST_21  C23   C24  S25  C17  180.00   0.0  0
 1IR  CONST_22  C24   S25  C17  N18    0.00   0.0  0
 1IR  CONST_23  C21   C20  C19  N18  180.00   0.0  0
 1IR  CONST_24  C23   C24  C19  N18  180.00   0.0  0
 1IR  CONST_25  S25   C24  C19  N18    0.00   0.0  0
 1IR  CONST_26  S25   C17  N18  C19    0.00   0.0  0
 1IR  CONST_27  C22   C21  C20  C19    0.00   0.0  0
 1IR  CONST_28  C22   C23  C24  C19    0.00   0.0  0
 1IR  CONST_29  C23   C24  C19  C20    0.00   0.0  0
 1IR  CONST_30  S25   C24  C19  C20  180.00   0.0  0
 1IR  CONST_31  C23   C22  C21  C20    0.00   0.0  0
 1IR  CONST_32  C24   C19  C20  C21    0.00   0.0  0
 1IR  CONST_33  C24   C23  C22  C21    0.00   0.0  0
 1IR  CONST_34  S25   C24  C23  C22  180.00   0.0  0
 1IR  CONST_35  C12   N11  C03  N04  180.00   0.0  0
 1IR  CONST_36  C12   N11  C10  C05  180.00   0.0  0
 1IR  CONST_37  C12   N11  C10  N09    0.00   0.0  0
 1IR  CONST_38  C05   N04  C03  O02  180.00   0.0  0
 1IR  CONST_39  C10   N11  C03  O02  180.00   0.0  0
 1IR  CONST_40  C12   N11  C03  O02    0.00   0.0  0
 1IR  CONST_41  C19   N18  C17  N16  180.00   0.0  0
 1IR  CONST_42  C24   S25  C17  N16  180.00   0.0  0
 1IR  CONST_43  N18   C17  N16  C14  180.00   0.0  0
 1IR  CONST_44  S25   C17  N16  C14    0.00   0.0  0
 1IR  CONST_45  H06   C06  C05  N04    0.00   0.0  0
 1IR  CONST_46  H07   C07  C06  C05  180.00   0.0  0
 1IR  CONST_47  H08   C08  C07  C06  180.00   0.0  0
 1IR  CONST_48  H20   C20  C19  N18    0.00   0.0  0
 1IR  CONST_49  H21   C21  C20  C19  180.00   0.0  0
 1IR  CONST_50  H23   C23  C24  C19  180.00   0.0  0
 1IR  CONST_51  H22   C22  C21  C20  180.00   0.0  0
 1IR  CONST_52  HN16  N16  C17  N18    0.00   0.0  0
 1IR  Var_01    N04   C03  O02  C01    0.47  30.0  2
 1IR  Var_02    H01   C01  O02  C03   62.38  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 1IR  chir_01  C12  N11  C13  C15  negativ
 1IR  chir_02  C14  N16  C13  C15  positiv

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
 1IR  plan-1  O02   0.020
 1IR  plan-1  C03   0.020
 1IR  plan-1  N04   0.020
 1IR  plan-1  C05   0.020
 1IR  plan-1  C06   0.020
 1IR  plan-1  C07   0.020
 1IR  plan-1  C08   0.020
 1IR  plan-1  N09   0.020
 1IR  plan-1  C10   0.020
 1IR  plan-1  N11   0.020
 1IR  plan-1  C12   0.020
 1IR  plan-1  H06   0.020
 1IR  plan-1  H07   0.020
 1IR  plan-1  H08   0.020
 1IR  plan-2  N16   0.020
 1IR  plan-2  C17   0.020
 1IR  plan-2  N18   0.020
 1IR  plan-2  C19   0.020
 1IR  plan-2  C20   0.020
 1IR  plan-2  C21   0.020
 1IR  plan-2  C22   0.020
 1IR  plan-2  C23   0.020
 1IR  plan-2  C24   0.020
 1IR  plan-2  S25   0.020
 1IR  plan-2  H20   0.020
 1IR  plan-2  H21   0.020
 1IR  plan-2  H22   0.020
 1IR  plan-2  H23   0.020
 1IR  plan-3  C14   0.020
 1IR  plan-3  N16   0.020
 1IR  plan-3  C17   0.020
 1IR  plan-3  HN16  0.020

