# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 16:28:53 2020
#   Inital geometry file: a 117 line input string
#   Ligand name: N-({(3S)-1-[6-chloro-2-(1,3-dimethyl-1H-pyrazol-4-yl)-3H-imidazo[4,5-b]pyridin-7-yl]pyrrolidin-3-yl}methyl)acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1cc(c(C)n1)c2[nH]c3ncc(Cl)c(N4CC[C@@H](CNC(C)=O)C4)c3n2
#
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
 FH3  FH3  N-({(3S)-1-[6-chloro-2-(1,3-dimethyl-1H-pyrazol-4-yl)-3H-imidazo[4,5-b]pyridin-7-yl]pyrrolidin-3-yl}methyl)acetamide  ligand  49  27  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FH3
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
 FH3  CL    CL  CL    0  -0.112  -2.4407   3.4378   0.0122
 FH3  C02   C   CR6   0  -0.211  -0.7943   2.8946  -0.0251
 FH3  C03   C   CR16  0  -0.091   0.1690   3.8386  -0.3743
 FH3  N04   N   N     0  -0.433   1.4529   3.5616  -0.5554
 FH3  C05   C   CR56  0   0.444   1.7466   2.2873  -0.3844
 FH3  N06   N   NR15  0  -0.725   2.9718   1.6967  -0.4935
 FH3  C07   C   CR5   0   0.461   2.8125   0.3718  -0.2017
 FH3  C08   C   CR5   0  -0.238   3.8995  -0.5721  -0.2297
 FH3  C09   C   CR15  0   0.046   5.2245  -0.3358  -0.5497
 FH3  N10   N   NR5   0  -0.269   5.8585  -1.5059  -0.4476
 FH3  C11   C   CH3   0  -0.506   7.2568  -1.7705  -0.6862
 FH3  N12   N   N     0  -0.299   5.0435  -2.4964  -0.0825
 FH3  C13   C   CR5   0   0.276   3.8475  -1.9590   0.0571
 FH3  C14   C   CH3   0  -0.732   2.6754  -2.7807   0.4627
 FH3  N15   N   N     0  -0.469   1.5734   0.0747   0.0944
 FH3  C16   C   CR56  0   0.024   0.8768   1.2488  -0.0140
 FH3  C17   C   CR6   0   0.440  -0.4824   1.5395   0.1970
 FH3  N18   N   NT    0  -0.509  -1.4272   0.6100   0.5465
 FH3  C19   C   CH2   0  -0.286  -1.2060  -0.8157   0.3587
 FH3  C20   C   CH1   0  -0.268  -2.5799  -1.4141   0.6718
 FH3  C21   C   CH2   0  -0.275  -3.4100  -1.5735  -0.5999
 FH3  N22   N   NH1   0  -0.625  -4.7107  -2.1408  -0.3331
 FH3  C23   C   C     0   0.517  -5.8867  -1.5395  -0.5829
 FH3  C24   C   CH3   0  -0.776  -7.1074  -2.3506  -0.2203
 FH3  O25   O   O     0  -0.511  -5.9844  -0.4251  -1.0813
 FH3  C26   C   CH2   0  -0.462  -3.2119  -0.4153   1.6653
 FH3  C27   C   CH2   0  -0.294  -2.2105   0.7340   1.7738
 FH3  H03   H   HCR6  0   0.273  -0.1372   4.8670  -0.5265
 FH3  H06   H   HNR5  0   0.420   3.8261   2.1673  -0.7487
 FH3  H09   H   HCR5  0   0.297   5.7431   0.5654  -0.8368
 FH3  H111  H   HCH3  0   0.263   7.7276  -2.1544   0.2164
 FH3  H112  H   HCH3  0   0.263   7.3721  -2.4966  -1.4884
 FH3  H113  H   HCH3  0   0.261   7.7457  -0.8445  -0.9736
 FH3  H141  H   HCH3  0   0.247   1.8799  -2.7300  -0.2800
 FH3  H142  H   HCH3  0   0.244   2.9700  -3.8209   0.5909
 FH3  H143  H   HCH3  0   0.246   2.2464  -2.4227   1.3986
 FH3  H191  H   HCH2  0   0.247  -0.8655  -1.0249  -0.6565
 FH3  H192  H   HCH2  0   0.241  -0.4505  -1.2140   1.0427
 FH3  H271  H   HCH2  0   0.226  -1.5583   0.6057   2.6471
 FH3  H272  H   HCH2  0   0.248  -2.6952   1.7020   1.8641
 FH3  H20   H   HCH1  0   0.249  -2.4532  -2.3977   1.1302
 FH3  H211  H   HCH2  0   0.247  -3.5463  -0.6045  -1.0794
 FH3  H212  H   HCH2  0   0.248  -2.8784  -2.2168  -1.3066
 FH3  H261  H   HCH2  0   0.247  -4.1685  -0.0479   1.2910
 FH3  H262  H   HCH2  0   0.245  -3.4023  -0.8626   2.6397
 FH3  H22   H   HNH1  0   0.397  -4.7282  -3.0625   0.0723
 FH3  H241  H   HCH3  0   0.246  -6.8792  -3.2608   0.3315
 FH3  H242  H   HCH3  0   0.262  -7.7845  -1.7421   0.3777
 FH3  H243  H   HCH3  0   0.266  -7.6386  -2.6274  -1.1319

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
 FH3  CL   C02   single    1.734  0.020  1.734
 FH3  C02  C03   aromatic  1.393  0.020  1.393
 FH3  C02  C17   aromatic  1.408  0.020  1.408
 FH3  C03  N04   aromatic  1.326  0.020  1.326
 FH3  N04  C05   aromatic  1.319  0.020  1.319
 FH3  C05  N06   aromatic  1.364  0.020  1.364
 FH3  C05  C16   aromatic  1.404  0.020  1.404
 FH3  N06  C07   aromatic  1.366  0.020  1.366
 FH3  C07  C08   single    1.440  0.020  1.440
 FH3  C07  N15   aromatic  1.308  0.020  1.308
 FH3  C08  C09   aromatic  1.383  0.020  1.383
 FH3  C08  C13   aromatic  1.417  0.020  1.417
 FH3  C09  N10   aromatic  1.335  0.020  1.335
 FH3  N10  C11   single    1.443  0.020  1.443
 FH3  N10  N12   aromatic  1.334  0.020  1.334
 FH3  N12  C13   aromatic  1.319  0.020  1.319
 FH3  C13  C14   single    1.488  0.020  1.488
 FH3  N15  C16   aromatic  1.369  0.020  1.369
 FH3  C16  C17   aromatic  1.406  0.020  1.406
 FH3  C17  N18   single    1.371  0.020  1.371
 FH3  N18  C19   single    1.455  0.020  1.455
 FH3  N18  C27   single    1.461  0.020  1.461
 FH3  C19  C20   single    1.531  0.020  1.531
 FH3  C20  C21   single    1.527  0.020  1.527
 FH3  C20  C26   single    1.544  0.020  1.544
 FH3  C21  N22   single    1.444  0.020  1.444
 FH3  N22  C23   single    1.344  0.020  1.344
 FH3  C23  C24   single    1.510  0.020  1.510
 FH3  C23  O25   double    1.225  0.020  1.225
 FH3  C26  C27   single    1.528  0.020  1.528
 FH3  C03  H03   single    0.930  0.020  1.080
 FH3  N06  H06   single    0.860  0.020  1.020
 FH3  C09  H09   single    0.930  0.020  1.080
 FH3  C11  H111  single    0.970  0.020  1.090
 FH3  C11  H112  single    0.970  0.020  1.090
 FH3  C11  H113  single    0.970  0.020  1.090
 FH3  C14  H141  single    0.970  0.020  1.090
 FH3  C14  H142  single    0.970  0.020  1.090
 FH3  C14  H143  single    0.970  0.020  1.090
 FH3  C19  H191  single    0.970  0.020  1.090
 FH3  C19  H192  single    0.970  0.020  1.090
 FH3  C27  H271  single    0.970  0.020  1.090
 FH3  C27  H272  single    0.970  0.020  1.090
 FH3  C20  H20   single    0.970  0.020  1.090
 FH3  C21  H211  single    0.970  0.020  1.090
 FH3  C21  H212  single    0.970  0.020  1.090
 FH3  C26  H261  single    0.970  0.020  1.090
 FH3  C26  H262  single    0.970  0.020  1.090
 FH3  N22  H22   single    0.860  0.020  1.020
 FH3  C24  H241  single    0.970  0.020  1.090
 FH3  C24  H242  single    0.970  0.020  1.090
 FH3  C24  H243  single    0.970  0.020  1.090

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
 FH3  C17   C02  C03   122.57  3.000
 FH3  C17   C02  CL    120.56  3.000
 FH3  C03   C02  CL    116.72  3.000
 FH3  H03   C03  N04   116.92  3.000
 FH3  H03   C03  C02   118.86  3.000
 FH3  N04   C03  C02   124.21  3.000
 FH3  C05   N04  C03   113.57  3.000
 FH3  C16   C05  N06   104.90  3.000
 FH3  C16   C05  N04   127.65  3.000
 FH3  N06   C05  N04   127.43  3.000
 FH3  H06   N06  C07   127.27  3.000
 FH3  H06   N06  C05   125.39  3.000
 FH3  C07   N06  C05   107.34  3.000
 FH3  N15   C07  C08   124.79  3.000
 FH3  N15   C07  N06   112.28  3.000
 FH3  C08   C07  N06   122.93  3.000
 FH3  C13   C08  C09   104.43  3.000
 FH3  C13   C08  C07   127.58  3.000
 FH3  C09   C08  C07   127.99  3.000
 FH3  H09   C09  N10   121.63  3.000
 FH3  H09   C09  C08   131.66  3.000
 FH3  N10   C09  C08   106.71  3.000
 FH3  N12   N10  C11   120.08  3.000
 FH3  N12   N10  C09   112.44  3.000
 FH3  C11   N10  C09   127.48  3.000
 FH3  H113  C11  H112  109.04  3.000
 FH3  H113  C11  H111  109.01  3.000
 FH3  H112  C11  H111  109.28  3.000
 FH3  H113  C11  N10   108.88  3.000
 FH3  H112  C11  N10   110.30  3.000
 FH3  H111  C11  N10   110.30  3.000
 FH3  C13   N12  N10   106.29  3.000
 FH3  C14   C13  N12   121.22  3.000
 FH3  C14   C13  C08   128.65  3.000
 FH3  N12   C13  C08   110.13  3.000
 FH3  H143  C14  H142  108.62  3.000
 FH3  H143  C14  H141  106.42  3.000
 FH3  H142  C14  H141  108.81  3.000
 FH3  H143  C14  C13   111.27  3.000
 FH3  H142  C14  C13   110.28  3.000
 FH3  H141  C14  C13   111.33  3.000
 FH3  C16   N15  C07   105.61  3.000
 FH3  C17   C16  N15   131.08  3.000
 FH3  C17   C16  C05   119.04  3.000
 FH3  N15   C16  C05   109.87  3.000
 FH3  N18   C17  C16   124.37  3.000
 FH3  N18   C17  C02   122.69  3.000
 FH3  C16   C17  C02   112.92  3.000
 FH3  C27   N18  C19   105.84  3.000
 FH3  C27   N18  C17   121.75  3.000
 FH3  C19   N18  C17   121.79  3.000
 FH3  H192  C19  H191  107.24  3.000
 FH3  H192  C19  C20   110.46  3.000
 FH3  H191  C19  C20   113.29  3.000
 FH3  H192  C19  N18   112.40  3.000
 FH3  H191  C19  N18   110.82  3.000
 FH3  C20   C19  N18   102.72  3.000
 FH3  H20   C20  C26   111.09  3.000
 FH3  H20   C20  C21   108.57  3.000
 FH3  C26   C20  C21   112.38  3.000
 FH3  H20   C20  C19   109.49  3.000
 FH3  C26   C20  C19   104.24  3.000
 FH3  C21   C20  C19   111.00  3.000
 FH3  H212  C21  H211  107.43  3.000
 FH3  H212  C21  N22   109.04  3.000
 FH3  H211  C21  N22   108.54  3.000
 FH3  H212  C21  C20   109.59  3.000
 FH3  H211  C21  C20   109.98  3.000
 FH3  N22   C21  C20   112.14  3.000
 FH3  H22   N22  C23   117.97  3.000
 FH3  H22   N22  C21   116.72  3.000
 FH3  C23   N22  C21   125.31  3.000
 FH3  O25   C23  C24   121.48  3.000
 FH3  O25   C23  N22   123.53  3.000
 FH3  C24   C23  N22   114.99  3.000
 FH3  H243  C24  H242  107.33  3.000
 FH3  H243  C24  H241  108.27  3.000
 FH3  H242  C24  H241  108.61  3.000
 FH3  H243  C24  C23   109.23  3.000
 FH3  H242  C24  C23   109.53  3.000
 FH3  H241  C24  C23   113.67  3.000
 FH3  H262  C26  H261  106.98  3.000
 FH3  H262  C26  C27   111.09  3.000
 FH3  H261  C26  C27   110.23  3.000
 FH3  H262  C26  C20   112.43  3.000
 FH3  H261  C26  C20   110.86  3.000
 FH3  C27   C26  C20   105.30  3.000
 FH3  H272  C27  H271  107.65  3.000
 FH3  H272  C27  C26   112.56  3.000
 FH3  H271  C27  C26   110.98  3.000
 FH3  H272  C27  N18   112.62  3.000
 FH3  H271  C27  N18   109.87  3.000
 FH3  C26   C27  N18   103.17  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
 FH3  CONST_01  C05   N04  C03  C02     0.00   0.0  0
 FH3  CONST_02  C05   C16  C17  C02     0.00   0.0  0
 FH3  CONST_03  N15   C16  C17  C02   180.00   0.0  0
 FH3  CONST_04  C16   C17  C02  C03     0.00   0.0  0
 FH3  CONST_05  N06   C05  N04  C03   180.00   0.0  0
 FH3  CONST_06  C16   C05  N04  C03     0.00   0.0  0
 FH3  CONST_07  C17   C02  C03  N04     0.00   0.0  0
 FH3  CONST_08  C07   N06  C05  N04   180.00   0.0  0
 FH3  CONST_09  N15   C16  C05  N04   180.00   0.0  0
 FH3  CONST_10  C17   C16  C05  N04     0.00   0.0  0
 FH3  CONST_11  C08   C07  N06  C05   180.00   0.0  0
 FH3  CONST_12  N15   C07  N06  C05     0.00   0.0  0
 FH3  CONST_13  C07   N15  C16  C05     0.00   0.0  0
 FH3  CONST_14  N15   C16  C05  N06     0.00   0.0  0
 FH3  CONST_15  C17   C16  C05  N06   180.00   0.0  0
 FH3  CONST_16  C09   C08  C07  N06     0.00   0.0  0
 FH3  CONST_17  C13   C08  C07  N06   180.00   0.0  0
 FH3  CONST_18  C16   N15  C07  N06     0.00   0.0  0
 FH3  CONST_19  C16   C05  N06  C07     0.00   0.0  0
 FH3  CONST_20  N10   C09  C08  C07   180.00   0.0  0
 FH3  CONST_21  N12   C13  C08  C07   180.00   0.0  0
 FH3  CONST_22  C17   C16  N15  C07   180.00   0.0  0
 FH3  CONST_23  C16   N15  C07  C08   180.00   0.0  0
 FH3  CONST_24  N12   N10  C09  C08     0.00   0.0  0
 FH3  CONST_25  N10   N12  C13  C08     0.00   0.0  0
 FH3  CONST_26  N15   C07  C08  C09   180.00   0.0  0
 FH3  CONST_27  N12   C13  C08  C09     0.00   0.0  0
 FH3  CONST_28  C13   N12  N10  C09     0.00   0.0  0
 FH3  CONST_29  C13   C08  C09  N10     0.00   0.0  0
 FH3  CONST_30  N15   C07  C08  C13     0.00   0.0  0
 FH3  CONST_31  N18   C17  C02  C03   180.00   0.0  0
 FH3  CONST_32  N18   C17  C16  C05   180.00   0.0  0
 FH3  CONST_33  N18   C17  C16  N15     0.00   0.0  0
 FH3  CONST_34  N04   C03  C02  CL    180.00   0.0  0
 FH3  CONST_35  C16   C17  C02  CL    180.00   0.0  0
 FH3  CONST_36  N18   C17  C02  CL      0.00   0.0  0
 FH3  CONST_37  C14   C13  C08  C07     0.00   0.0  0
 FH3  CONST_38  C11   N10  C09  C08   180.00   0.0  0
 FH3  CONST_39  C14   C13  C08  C09   180.00   0.0  0
 FH3  CONST_40  C14   C13  N12  N10   180.00   0.0  0
 FH3  CONST_41  C13   N12  N10  C11   180.00   0.0  0
 FH3  CONST_42  H06   N06  C05  N04     0.00   0.0  0
 FH3  CONST_43  H03   C03  N04  C05   180.00   0.0  0
 FH3  CONST_44  H09   C09  C08  C07     0.00   0.0  0
 FH3  CONST_45  C24   C23  N22  C21   180.00   0.0  0
 FH3  CONST_46  O25   C23  N22  C21     0.00   0.0  0
 FH3  CONST_47  H22   N22  C23  C24     0.00   0.0  0
 FH3  Var_01    C19   N18  C17  C02   159.90  30.0  2
 FH3  Var_02    C20   C19  N18  C17  -171.40  30.0  1
 FH3  Var_03    C26   C27  N18  C17   174.12  30.0  1
 FH3  Var_04    C20   C26  C27  N18    21.33  30.0  1
 FH3  Var_05    H141  C14  C13  C08    58.15  30.0  2
 FH3  Var_06    H111  C11  N10  C09   119.57  30.0  2
 FH3  Var_07    C23   N22  C21  C20   118.95  30.0  3
 FH3  Var_08    H241  C24  C23  N22     8.44  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
 FH3  chir_01  C20  C19  C21  C26  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
 FH3  plan-1  C07  0.020
 FH3  plan-1  C08  0.020
 FH3  plan-1  C09  0.020
 FH3  plan-1  N10  0.020
 FH3  plan-1  C11  0.020
 FH3  plan-1  N12  0.020
 FH3  plan-1  C13  0.020
 FH3  plan-1  C14  0.020
 FH3  plan-1  H09  0.020
 FH3  plan-2  CL   0.020
 FH3  plan-2  C02  0.020
 FH3  plan-2  C03  0.020
 FH3  plan-2  N04  0.020
 FH3  plan-2  C05  0.020
 FH3  plan-2  N06  0.020
 FH3  plan-2  C07  0.020
 FH3  plan-2  C08  0.020
 FH3  plan-2  N15  0.020
 FH3  plan-2  C16  0.020
 FH3  plan-2  C17  0.020
 FH3  plan-2  N18  0.020
 FH3  plan-2  H03  0.020
 FH3  plan-2  H06  0.020
 FH3  plan-3  C21  0.020
 FH3  plan-3  N22  0.020
 FH3  plan-3  C23  0.020
 FH3  plan-3  C24  0.020
 FH3  plan-3  O25  0.020
 FH3  plan-3  H22  0.020

