# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 21 18:40:37 2020
#   Inital geometry file: a 100 line input string
#   Ligand name: N-[7-(1H-imidazol-1-yl)-2-(pyridin-3-yl)[1,3]thiazolo[5,4-d]pyrimidin-5-yl]cyclopropanecarboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(Nc1nc2sc(nc2c(n1)n3ccnc3)c4cccnc4)C5CC5
#
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
 1A1  1A1  N-[7-(1H-imidazol-1-yl)-2-(pyridin-3-yl)[1,3]thiazolo[5,4-d]pyrimidin-5-yl]cyclopropanecarboxamide  ligand  39  26  .  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_1A1
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
 1A1  O9   O  O     0  -0.440   4.0126  -2.1724  -0.1837
 1A1  C8   C  C     0   0.594   4.3739  -1.0169  -0.1343
 1A1  C10  C  CH1   0  -0.440   5.8007  -0.6092  -0.1304
 1A1  C12  C  CH2   0  -0.461   6.7882  -1.5164   0.5601
 1A1  C11  C  CH2   0  -0.462   6.7714  -1.4515  -0.9199
 1A1  N7   N  NH1   0  -0.738   3.5132   0.0561  -0.0767
 1A1  C6   C  CR6   0   0.613   2.1387   0.0739  -0.0623
 1A1  N1   N  N     0  -0.432   1.4517  -1.0508  -0.1242
 1A1  N5   N  N     0  -0.493   1.6291   1.3063   0.0163
 1A1  C4   C  CR6   0   0.541   0.3269   1.4677   0.0354
 1A1  N22  N  NR5   0  -0.540  -0.1288   2.7749   0.1198
 1A1  C26  C  CR15  0  -0.080   0.6826   3.8923   0.1998
 1A1  C25  C  CR15  0  -0.214  -0.1651   4.9463   0.2650
 1A1  N24  N  N     0  -0.434  -1.4725   4.5204   0.2270
 1A1  C23  C  CR15  0   0.114  -1.4248   3.2289   0.1411
 1A1  C3   C  CR56  0   0.235  -0.5210   0.3504  -0.0264
 1A1  N13  N  N     0  -0.425  -1.8804   0.2830  -0.0198
 1A1  C14  C  CR5   0   0.055  -2.2899  -0.9375  -0.0887
 1A1  S15  S  S2    0   0.259  -1.0207  -2.1482  -0.1717
 1A1  C2   C  CR56  0  -0.004   0.1457  -0.8754  -0.1036
 1A1  C16  C  CR6   0  -0.012  -3.6958  -1.3215  -0.1054
 1A1  C21  C  CR16  0  -0.069  -4.6840  -0.3347  -0.1579
 1A1  N20  N  N     0  -0.393  -5.9784  -0.6020  -0.1751
 1A1  C19  C  CR16  0  -0.057  -6.3578  -1.8758  -0.1413
 1A1  C18  C  CR16  0  -0.309  -5.4619  -2.9328  -0.0892
 1A1  C17  C  CR16  0  -0.199  -4.1082  -2.6506  -0.0702
 1A1  H1   H  HCH1  0   0.289   6.0040   0.4542  -0.0852
 1A1  H2   H  HCH2  0   0.269   7.5950  -1.0308   1.0922
 1A1  H3   H  HCH2  0   0.263   6.3952  -2.4034   1.0400
 1A1  H4   H  HCH2  0   0.263   6.3650  -2.2932  -1.4652
 1A1  H5   H  HCH2  0   0.269   7.5667  -0.9214  -1.4260
 1A1  H6   H  HNH1  0   0.426   3.9283   0.9751  -0.0308
 1A1  H7   H  HCR5  0   0.309   1.7552   3.8248   0.2025
 1A1  H8   H  HCR5  0   0.267   0.0901   5.9916   0.3365
 1A1  H9   H  HCR5  0   0.312  -2.2685   2.5611   0.0899
 1A1  H10  H  HCR6  0   0.281  -4.4016   0.7110  -0.1898
 1A1  H11  H  HCR6  0   0.278  -7.4248  -2.0642  -0.1558
 1A1  H12  H  HCR6  0   0.286  -5.8178  -3.9529  -0.0616
 1A1  H13  H  HCR6  0   0.279  -3.3944  -3.4641  -0.0233

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
 1A1  C19  C18  aromatic  1.387  0.020  1.387
 1A1  C19  N20  aromatic  1.330  0.020  1.330
 1A1  C18  C17  aromatic  1.383  0.020  1.383
 1A1  N20  C21  aromatic  1.322  0.020  1.322
 1A1  C17  C16  aromatic  1.392  0.020  1.392
 1A1  C21  C16  aromatic  1.398  0.020  1.398
 1A1  C16  C14  single    1.457  0.020  1.457
 1A1  C14  N13  aromatic  1.289  0.020  1.289
 1A1  C14  S15  aromatic  1.756  0.020  1.756
 1A1  N13  C3   aromatic  1.361  0.020  1.361
 1A1  S15  C2   aromatic  1.728  0.020  1.728
 1A1  C26  C25  aromatic  1.354  0.020  1.354
 1A1  C26  N22  aromatic  1.383  0.020  1.383
 1A1  C3   C2   aromatic  1.397  0.020  1.397
 1A1  C3   C4   aromatic  1.404  0.020  1.404
 1A1  C25  N24  aromatic  1.376  0.020  1.376
 1A1  C2   N1   aromatic  1.318  0.020  1.318
 1A1  N22  C4   single    1.387  0.020  1.387
 1A1  N22  C23  aromatic  1.373  0.020  1.373
 1A1  C4   N5   aromatic  1.312  0.020  1.312
 1A1  N24  C23  aromatic  1.295  0.020  1.295
 1A1  N1   C6   aromatic  1.319  0.020  1.319
 1A1  N5   C6   aromatic  1.336  0.020  1.336
 1A1  C6   N7   single    1.375  0.020  1.375
 1A1  N7   C8   single    1.377  0.020  1.377
 1A1  O9   C8   double    1.212  0.020  1.212
 1A1  C8   C10  single    1.484  0.020  1.484
 1A1  C10  C12  single    1.508  0.020  1.508
 1A1  C10  C11  single    1.508  0.020  1.508
 1A1  C12  C11  single    1.481  0.020  1.481
 1A1  C10  H1   single    0.970  0.020  1.090
 1A1  C12  H2   single    0.970  0.020  1.090
 1A1  C12  H3   single    0.970  0.020  1.090
 1A1  C11  H4   single    0.970  0.020  1.090
 1A1  C11  H5   single    0.970  0.020  1.090
 1A1  N7   H6   single    0.860  0.020  1.020
 1A1  C26  H7   single    0.930  0.020  1.080
 1A1  C25  H8   single    0.930  0.020  1.080
 1A1  C23  H9   single    0.930  0.020  1.080
 1A1  C21  H10  single    0.930  0.020  1.080
 1A1  C19  H11  single    0.930  0.020  1.080
 1A1  C18  H12  single    0.930  0.020  1.080
 1A1  C17  H13  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
 1A1  N7   C8   C10  112.76  3.000
 1A1  C10  C8   O9   123.29  3.000
 1A1  N7   C8   O9   123.95  3.000
 1A1  H1   C10  C11  116.69  3.000
 1A1  H1   C10  C12  116.64  3.000
 1A1  C11  C10  C12   58.83  3.000
 1A1  H1   C10  C8   116.75  3.000
 1A1  C11  C10  C8   117.64  3.000
 1A1  C12  C10  C8   117.74  3.000
 1A1  H3   C12  H2   114.87  3.000
 1A1  H3   C12  C11  118.35  3.000
 1A1  H2   C12  C11  118.70  3.000
 1A1  H3   C12  C10  117.27  3.000
 1A1  H2   C12  C10  116.33  3.000
 1A1  C11  C12  C10   60.59  3.000
 1A1  H5   C11  H4   114.93  3.000
 1A1  H5   C11  C12  118.73  3.000
 1A1  H4   C11  C12  118.27  3.000
 1A1  H5   C11  C10  116.39  3.000
 1A1  H4   C11  C10  117.16  3.000
 1A1  C12  C11  C10   60.58  3.000
 1A1  H6   N7   C6   113.50  3.000
 1A1  H6   N7   C8   117.03  3.000
 1A1  C6   N7   C8   129.47  3.000
 1A1  N5   C6   N1   126.20  3.000
 1A1  N5   C6   N7   113.20  3.000
 1A1  N1   C6   N7   120.60  3.000
 1A1  C2   N1   C6   113.69  3.000
 1A1  C4   N5   C6   119.53  3.000
 1A1  C3   C4   N22  123.67  3.000
 1A1  N22  C4   N5   116.28  3.000
 1A1  C3   C4   N5   120.05  3.000
 1A1  C23  N22  C26  106.59  3.000
 1A1  C23  N22  C4   128.51  3.000
 1A1  C26  N22  C4   124.91  3.000
 1A1  H7   C26  C25  132.34  3.000
 1A1  H7   C26  N22  122.33  3.000
 1A1  C25  C26  N22  105.33  3.000
 1A1  H8   C25  N24  121.79  3.000
 1A1  H8   C25  C26  127.55  3.000
 1A1  N24  C25  C26  110.65  3.000
 1A1  C23  N24  C25  105.99  3.000
 1A1  H9   C23  N24  126.33  3.000
 1A1  H9   C23  N22  122.23  3.000
 1A1  N24  C23  N22  111.44  3.000
 1A1  C2   C3   N13  115.68  3.000
 1A1  C2   C3   C4   114.35  3.000
 1A1  N13  C3   C4   129.97  3.000
 1A1  C14  N13  C3   111.34  3.000
 1A1  C16  C14  S15  121.00  3.000
 1A1  S15  C14  N13  115.19  3.000
 1A1  C16  C14  N13  123.81  3.000
 1A1  C2   S15  C14   88.75  3.000
 1A1  S15  C2   C3   109.05  3.000
 1A1  C3   C2   N1   126.18  3.000
 1A1  S15  C2   N1   124.77  3.000
 1A1  C17  C16  C21  117.75  3.000
 1A1  C21  C16  C14  119.77  3.000
 1A1  C17  C16  C14  122.48  3.000
 1A1  H10  C21  N20  116.74  3.000
 1A1  H10  C21  C16  119.88  3.000
 1A1  N20  C21  C16  123.38  3.000
 1A1  C19  N20  C21  118.21  3.000
 1A1  H11  C19  C18  120.28  3.000
 1A1  H11  C19  N20  116.56  3.000
 1A1  C18  C19  N20  123.16  3.000
 1A1  H12  C18  C17  120.97  3.000
 1A1  H12  C18  C19  120.51  3.000
 1A1  C17  C18  C19  118.52  3.000
 1A1  H13  C17  C18  119.50  3.000
 1A1  H13  C17  C16  121.53  3.000
 1A1  C18  C17  C16  118.98  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
 1A1  CONST_01  S15  C2   N1   C6    180.00   0.0  0
 1A1  CONST_02  C3   C2   N1   C6      0.00   0.0  0
 1A1  CONST_03  C3   C4   N5   C6      0.00   0.0  0
 1A1  CONST_04  N22  C4   N5   C6    180.00   0.0  0
 1A1  CONST_05  C14  S15  C2   N1    180.00   0.0  0
 1A1  CONST_06  N13  C3   C2   N1    180.00   0.0  0
 1A1  CONST_07  C4   C3   C2   N1      0.00   0.0  0
 1A1  CONST_08  C4   N5   C6   N1      0.00   0.0  0
 1A1  CONST_09  N13  C3   C4   N5    180.00   0.0  0
 1A1  CONST_10  C2   C3   C4   N5      0.00   0.0  0
 1A1  CONST_11  C26  N22  C4   N5      0.00   0.0  0
 1A1  CONST_12  C23  N22  C4   N5    180.00   0.0  0
 1A1  CONST_13  C2   N1   C6   N5      0.00   0.0  0
 1A1  CONST_14  C14  N13  C3   C4    180.00   0.0  0
 1A1  CONST_15  S15  C2   C3   C4    180.00   0.0  0
 1A1  CONST_16  C25  C26  N22  C4    180.00   0.0  0
 1A1  CONST_17  N24  C23  N22  C4    180.00   0.0  0
 1A1  CONST_18  N24  C25  C26  N22     0.00   0.0  0
 1A1  CONST_19  N13  C3   C4   N22     0.00   0.0  0
 1A1  CONST_20  C2   C3   C4   N22   180.00   0.0  0
 1A1  CONST_21  C25  N24  C23  N22     0.00   0.0  0
 1A1  CONST_22  C23  N24  C25  C26     0.00   0.0  0
 1A1  CONST_23  C3   C4   N22  C26   180.00   0.0  0
 1A1  CONST_24  N24  C23  N22  C26     0.00   0.0  0
 1A1  CONST_25  C23  N22  C26  C25     0.00   0.0  0
 1A1  CONST_26  C3   C4   N22  C23     0.00   0.0  0
 1A1  CONST_27  C16  C14  N13  C3    180.00   0.0  0
 1A1  CONST_28  S15  C14  N13  C3      0.00   0.0  0
 1A1  CONST_29  C14  S15  C2   C3      0.00   0.0  0
 1A1  CONST_30  C17  C16  C14  N13   180.00   0.0  0
 1A1  CONST_31  C21  C16  C14  N13     0.00   0.0  0
 1A1  CONST_32  C2   S15  C14  N13     0.00   0.0  0
 1A1  CONST_33  S15  C2   C3   N13     0.00   0.0  0
 1A1  CONST_34  C18  C17  C16  C14   180.00   0.0  0
 1A1  CONST_35  N20  C21  C16  C14   180.00   0.0  0
 1A1  CONST_36  C2   C3   N13  C14     0.00   0.0  0
 1A1  CONST_37  C17  C16  C14  S15     0.00   0.0  0
 1A1  CONST_38  C21  C16  C14  S15   180.00   0.0  0
 1A1  CONST_39  C16  C14  S15  C2    180.00   0.0  0
 1A1  CONST_40  C19  C18  C17  C16     0.00   0.0  0
 1A1  CONST_41  C19  N20  C21  C16     0.00   0.0  0
 1A1  CONST_42  C18  C19  N20  C21     0.00   0.0  0
 1A1  CONST_43  C18  C17  C16  C21     0.00   0.0  0
 1A1  CONST_44  C17  C18  C19  N20     0.00   0.0  0
 1A1  CONST_45  C17  C16  C21  N20     0.00   0.0  0
 1A1  CONST_46  C2   N1   C6   N7    180.00   0.0  0
 1A1  CONST_47  C4   N5   C6   N7    180.00   0.0  0
 1A1  CONST_48  H7   C26  N22  C4      0.00   0.0  0
 1A1  CONST_49  H9   C23  N22  C4      0.00   0.0  0
 1A1  CONST_50  H8   C25  C26  N22   180.00   0.0  0
 1A1  CONST_51  H13  C17  C16  C14     0.00   0.0  0
 1A1  CONST_52  H10  C21  C16  C14     0.00   0.0  0
 1A1  CONST_53  H12  C18  C17  C16   180.00   0.0  0
 1A1  CONST_54  H11  C19  N20  C21   180.00   0.0  0
 1A1  CONST_55  C6   N7   C8   C10   180.00   0.0  0
 1A1  CONST_56  N1   C6   N7   C8      0.00   0.0  0
 1A1  CONST_57  N5   C6   N7   C8    180.00   0.0  0
 1A1  CONST_58  H6   N7   C6   N1    180.00   0.0  0
 1A1  CONST_59  C6   N7   C8   O9      0.00   0.0  0
 1A1  Var_01    C11  C12  C10  C8    107.13  30.0  1
 1A1  Var_02    H4   C11  C12  C10  -106.96  30.0  1
 1A1  Var_03    C12  C10  C8   O9    -33.75  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
 1A1  chir_01  C10  C8  C12  C11  both

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
 1A1  plan-1  C4   0.020
 1A1  plan-1  N22  0.020
 1A1  plan-1  C26  0.020
 1A1  plan-1  C25  0.020
 1A1  plan-1  N24  0.020
 1A1  plan-1  C23  0.020
 1A1  plan-1  H7   0.020
 1A1  plan-1  H8   0.020
 1A1  plan-1  H9   0.020
 1A1  plan-2  C14  0.020
 1A1  plan-2  C16  0.020
 1A1  plan-2  C21  0.020
 1A1  plan-2  N20  0.020
 1A1  plan-2  C19  0.020
 1A1  plan-2  C18  0.020
 1A1  plan-2  C17  0.020
 1A1  plan-2  H10  0.020
 1A1  plan-2  H11  0.020
 1A1  plan-2  H12  0.020
 1A1  plan-2  H13  0.020
 1A1  plan-3  N7   0.020
 1A1  plan-3  C6   0.020
 1A1  plan-3  N1   0.020
 1A1  plan-3  N5   0.020
 1A1  plan-3  C4   0.020
 1A1  plan-3  N22  0.020
 1A1  plan-3  C3   0.020
 1A1  plan-3  N13  0.020
 1A1  plan-3  C14  0.020
 1A1  plan-3  S15  0.020
 1A1  plan-3  C2   0.020
 1A1  plan-3  C16  0.020
 1A1  plan-4  O9   0.020
 1A1  plan-4  C8   0.020
 1A1  plan-4  C10  0.020
 1A1  plan-4  N7   0.020
 1A1  plan-4  C6   0.020
 1A1  plan-4  H6   0.020

