# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 06:47:47 2020
#   Inital geometry file: a 111 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}acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1cc(c(C)n1)c2[nH]c3ncc(Cl)c(N4CC[C@@H](C4)NC(C)=O)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
 FH5  FH5  N-{(3S)-1-[6-chloro-2-(1,3-dimethyl-1H-pyrazol-4-yl)-3H-imidazo[4,5-b]pyridin-7-yl]pyrrolidin-3-yl}acetamide  ligand  46  26  .  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_FH5
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
 FH5  CL    CL  CL    0  -0.113  -2.9116   2.9255  -0.4104
 FH5  C02   C   CR6   0  -0.209  -1.2355   2.4978  -0.5385
 FH5  C03   C   CR16  0  -0.090  -0.3688   3.4982  -0.9754
 FH5  N04   N   N     0  -0.433   0.9500   3.3754  -1.0191
 FH5  C05   C   CR56  0   0.440   1.3846   2.2045  -0.5939
 FH5  N06   N   NR15  0  -0.724   2.6780   1.7735  -0.5337
 FH5  C07   C   CR5   0   0.463   2.6585   0.4883  -0.0751
 FH5  C08   C   CR5   0  -0.240   3.8520  -0.2920   0.1227
 FH5  C09   C   CR15  0   0.047   5.1628   0.0810  -0.1149
 FH5  N10   N   NR5   0  -0.269   5.9251  -0.9628   0.2174
 FH5  C11   C   CH3   0  -0.507   7.3621  -1.0641   0.1338
 FH5  N12   N   N     0  -0.298   5.2078  -1.9978   0.6567
 FH5  C13   C   CR5   0   0.279   3.9458  -1.6195   0.6108
 FH5  C14   C   CH3   0  -0.734   2.8519  -2.5331   1.0375
 FH5  N15   N   N     0  -0.479   1.4415   0.0639   0.1561
 FH5  C16   C   CR56  0   0.034   0.6188   1.1144  -0.1520
 FH5  C17   C   CR6   0   0.450  -0.7835   1.2291  -0.1245
 FH5  N18   N   NR5   0  -0.541  -1.6243   0.2299   0.2831
 FH5  C19   C   CH2   0  -0.266  -2.7122  -0.2774  -0.5351
 FH5  C20   C   CR15  0  -0.077  -3.4821  -1.1271   0.4701
 FH5  N21   N   NH1   0  -0.639  -4.3881  -2.0754  -0.1211
 FH5  C22   C   C     0   0.522  -5.6520  -1.7808  -0.4756
 FH5  C23   C   CH3   0  -0.779  -6.4209  -2.9108  -1.1142
 FH5  O24   O   O     0  -0.504  -6.1536  -0.6801  -0.2919
 FH5  C25   C   CH2   0  -0.509  -2.3579  -1.8035   1.2510
 FH5  C26   C   CH2   0  -0.272  -1.2278  -0.7708   1.2787
 FH5  H03   H   HCR6  0   0.274  -0.7828   4.4498  -1.2880
 FH5  H06   H   HNR5  0   0.421   3.4883   2.3214  -0.7784
 FH5  H09   H   HCR5  0   0.298   5.5914   0.9965  -0.4909
 FH5  H111  H   HCH3  0   0.264   7.7791  -1.3008   1.1103
 FH5  H112  H   HCH3  0   0.263   7.6458  -1.8397  -0.5749
 FH5  H113  H   HCH3  0   0.261   7.7641  -0.1131  -0.2025
 FH5  H141  H   HCH3  0   0.245   2.1615  -2.7342   0.2181
 FH5  H142  H   HCH3  0   0.246   3.2631  -3.4790   1.3858
 FH5  H143  H   HCH3  0   0.246   2.2609  -2.0917   1.8400
 FH5  H191  H   HCH2  0   0.252  -3.3240   0.5105  -0.9665
 FH5  H192  H   HCH2  0   0.225  -2.3401  -0.9054  -1.3566
 FH5  H261  H   HCH2  0   0.263  -0.2677  -1.2322   1.0534
 FH5  H262  H   HCH2  0   0.236  -1.1384  -0.2889   2.2551
 FH5  H20   H   HCR5  0   0.263  -4.0469  -0.4610   1.1255
 FH5  H21   H   HNH1  0   0.399  -4.0233  -2.9849  -0.3556
 FH5  H251  H   HCH2  0   0.266  -2.6661  -2.1110   2.2492
 FH5  H252  H   HCH2  0   0.245  -2.0337  -2.6991   0.7149
 FH5  H231  H   HCH3  0   0.248  -5.8511  -3.8343  -1.1992
 FH5  H232  H   HCH3  0   0.266  -7.3196  -3.1130  -0.5318
 FH5  H233  H   HCH3  0   0.266  -6.7426  -2.6099  -2.1112

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
 FH5  CL   C02   single    1.735  0.020  1.735
 FH5  C02  C03   aromatic  1.394  0.020  1.394
 FH5  C02  C17   aromatic  1.409  0.020  1.409
 FH5  C03  N04   aromatic  1.325  0.020  1.325
 FH5  N04  C05   aromatic  1.319  0.020  1.319
 FH5  C05  N06   aromatic  1.365  0.020  1.365
 FH5  C05  C16   aromatic  1.404  0.020  1.404
 FH5  N06  C07   aromatic  1.365  0.020  1.365
 FH5  C07  C08   single    1.440  0.020  1.440
 FH5  C07  N15   aromatic  1.309  0.020  1.309
 FH5  C08  C09   aromatic  1.383  0.020  1.383
 FH5  C08  C13   aromatic  1.417  0.020  1.417
 FH5  C09  N10   aromatic  1.335  0.020  1.335
 FH5  N10  C11   single    1.443  0.020  1.443
 FH5  N10  N12   aromatic  1.334  0.020  1.334
 FH5  N12  C13   aromatic  1.318  0.020  1.318
 FH5  C13  C14   single    1.488  0.020  1.488
 FH5  N15  C16   aromatic  1.369  0.020  1.369
 FH5  C16  C17   aromatic  1.407  0.020  1.407
 FH5  C17  N18   single    1.368  0.020  1.368
 FH5  N18  C19   single    1.453  0.020  1.453
 FH5  N18  C26   single    1.466  0.020  1.466
 FH5  C19  C20   single    1.525  0.020  1.525
 FH5  C20  N21   single    1.439  0.020  1.439
 FH5  C20  C25   single    1.527  0.020  1.527
 FH5  N21  C22   single    1.345  0.020  1.345
 FH5  C22  C23   single    1.509  0.020  1.509
 FH5  C22  O24   double    1.224  0.020  1.224
 FH5  C25  C26   single    1.531  0.020  1.531
 FH5  C03  H03   single    0.930  0.020  1.080
 FH5  N06  H06   single    0.860  0.020  1.020
 FH5  C09  H09   single    0.930  0.020  1.080
 FH5  C11  H111  single    0.970  0.020  1.090
 FH5  C11  H112  single    0.970  0.020  1.090
 FH5  C11  H113  single    0.970  0.020  1.090
 FH5  C14  H141  single    0.970  0.020  1.090
 FH5  C14  H142  single    0.970  0.020  1.090
 FH5  C14  H143  single    0.970  0.020  1.090
 FH5  C19  H191  single    0.970  0.020  1.090
 FH5  C19  H192  single    0.970  0.020  1.090
 FH5  C26  H261  single    0.970  0.020  1.090
 FH5  C26  H262  single    0.970  0.020  1.090
 FH5  C20  H20   single    0.970  0.020  1.090
 FH5  N21  H21   single    0.860  0.020  1.020
 FH5  C25  H251  single    0.970  0.020  1.090
 FH5  C25  H252  single    0.970  0.020  1.090
 FH5  C23  H231  single    0.970  0.020  1.090
 FH5  C23  H232  single    0.970  0.020  1.090
 FH5  C23  H233  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
 FH5  C17   C02  C03   122.60  3.000
 FH5  C17   C02  CL    120.69  3.000
 FH5  C03   C02  CL    116.55  3.000
 FH5  H03   C03  N04   116.87  3.000
 FH5  H03   C03  C02   118.89  3.000
 FH5  N04   C03  C02   124.24  3.000
 FH5  C05   N04  C03   113.54  3.000
 FH5  C16   C05  N06   104.95  3.000
 FH5  C16   C05  N04   127.67  3.000
 FH5  N06   C05  N04   127.35  3.000
 FH5  H06   N06  C07   127.21  3.000
 FH5  H06   N06  C05   125.41  3.000
 FH5  C07   N06  C05   107.38  3.000
 FH5  N15   C07  C08   124.79  3.000
 FH5  N15   C07  N06   112.20  3.000
 FH5  C08   C07  N06   123.01  3.000
 FH5  C13   C08  C09   104.42  3.000
 FH5  C13   C08  C07   127.57  3.000
 FH5  C09   C08  C07   128.01  3.000
 FH5  H09   C09  N10   121.58  3.000
 FH5  H09   C09  C08   131.70  3.000
 FH5  N10   C09  C08   106.71  3.000
 FH5  N12   N10  C11   120.01  3.000
 FH5  N12   N10  C09   112.45  3.000
 FH5  C11   N10  C09   127.54  3.000
 FH5  H113  C11  H112  109.03  3.000
 FH5  H113  C11  H111  109.06  3.000
 FH5  H112  C11  H111  109.24  3.000
 FH5  H113  C11  N10   108.97  3.000
 FH5  H112  C11  N10   110.33  3.000
 FH5  H111  C11  N10   110.18  3.000
 FH5  C13   N12  N10   106.30  3.000
 FH5  C14   C13  N12   121.18  3.000
 FH5  C14   C13  C08   128.70  3.000
 FH5  N12   C13  C08   110.12  3.000
 FH5  H143  C14  H142  108.72  3.000
 FH5  H143  C14  H141  106.55  3.000
 FH5  H142  C14  H141  108.63  3.000
 FH5  H143  C14  C13   111.17  3.000
 FH5  H142  C14  C13   110.34  3.000
 FH5  H141  C14  C13   111.31  3.000
 FH5  C16   N15  C07   105.66  3.000
 FH5  C17   C16  N15   131.05  3.000
 FH5  C17   C16  C05   119.11  3.000
 FH5  N15   C16  C05   109.81  3.000
 FH5  N18   C17  C16   123.97  3.000
 FH5  N18   C17  C02   123.23  3.000
 FH5  C16   C17  C02   112.79  3.000
 FH5  C26   N18  C19   110.28  3.000
 FH5  C26   N18  C17   122.32  3.000
 FH5  C19   N18  C17   123.20  3.000
 FH5  H192  C19  H191  107.95  3.000
 FH5  H192  C19  C20   110.20  3.000
 FH5  H191  C19  C20   112.42  3.000
 FH5  H192  C19  N18   111.53  3.000
 FH5  H191  C19  N18   113.08  3.000
 FH5  C20   C19  N18   101.62  3.000
 FH5  H20   C20  C25   110.13  3.000
 FH5  H20   C20  N21   108.85  3.000
 FH5  C25   C20  N21   112.45  3.000
 FH5  H20   C20  C19   108.47  3.000
 FH5  C25   C20  C19   102.26  3.000
 FH5  N21   C20  C19   114.48  3.000
 FH5  H21   N21  C22   118.45  3.000
 FH5  H21   N21  C20   117.56  3.000
 FH5  C22   N21  C20   123.76  3.000
 FH5  O24   C22  C23   121.90  3.000
 FH5  O24   C22  N21   122.86  3.000
 FH5  C23   C22  N21   115.24  3.000
 FH5  H233  C23  H232  107.26  3.000
 FH5  H233  C23  H231  108.50  3.000
 FH5  H232  C23  H231  108.42  3.000
 FH5  H233  C23  C22   109.32  3.000
 FH5  H232  C23  C22   109.46  3.000
 FH5  H231  C23  C22   113.68  3.000
 FH5  H252  C25  H251  107.59  3.000
 FH5  H252  C25  C26   110.03  3.000
 FH5  H251  C25  C26   112.51  3.000
 FH5  H252  C25  C20   109.30  3.000
 FH5  H251  C25  C20   112.67  3.000
 FH5  C26   C25  C20   104.71  3.000
 FH5  H262  C26  H261  107.44  3.000
 FH5  H262  C26  C25   111.97  3.000
 FH5  H261  C26  C25   111.18  3.000
 FH5  H262  C26  N18   109.15  3.000
 FH5  H261  C26  N18   112.77  3.000
 FH5  C25   C26  N18   104.39  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
 FH5  CONST_01  C05   N04  C03  C02     0.00   0.0  0
 FH5  CONST_02  C05   C16  C17  C02     0.00   0.0  0
 FH5  CONST_03  N15   C16  C17  C02   180.00   0.0  0
 FH5  CONST_04  C16   C17  C02  C03     0.00   0.0  0
 FH5  CONST_05  N06   C05  N04  C03   180.00   0.0  0
 FH5  CONST_06  C16   C05  N04  C03     0.00   0.0  0
 FH5  CONST_07  C17   C02  C03  N04     0.00   0.0  0
 FH5  CONST_08  C07   N06  C05  N04   180.00   0.0  0
 FH5  CONST_09  N15   C16  C05  N04   180.00   0.0  0
 FH5  CONST_10  C17   C16  C05  N04     0.00   0.0  0
 FH5  CONST_11  C08   C07  N06  C05   180.00   0.0  0
 FH5  CONST_12  N15   C07  N06  C05     0.00   0.0  0
 FH5  CONST_13  C07   N15  C16  C05     0.00   0.0  0
 FH5  CONST_14  N15   C16  C05  N06     0.00   0.0  0
 FH5  CONST_15  C17   C16  C05  N06   180.00   0.0  0
 FH5  CONST_16  C09   C08  C07  N06     0.00   0.0  0
 FH5  CONST_17  C13   C08  C07  N06   180.00   0.0  0
 FH5  CONST_18  C16   N15  C07  N06     0.00   0.0  0
 FH5  CONST_19  C16   C05  N06  C07     0.00   0.0  0
 FH5  CONST_20  N10   C09  C08  C07   180.00   0.0  0
 FH5  CONST_21  N12   C13  C08  C07   180.00   0.0  0
 FH5  CONST_22  C17   C16  N15  C07   180.00   0.0  0
 FH5  CONST_23  C16   N15  C07  C08   180.00   0.0  0
 FH5  CONST_24  N12   N10  C09  C08     0.00   0.0  0
 FH5  CONST_25  N10   N12  C13  C08     0.00   0.0  0
 FH5  CONST_26  N15   C07  C08  C09   180.00   0.0  0
 FH5  CONST_27  N12   C13  C08  C09     0.00   0.0  0
 FH5  CONST_28  C13   N12  N10  C09     0.00   0.0  0
 FH5  CONST_29  C13   C08  C09  N10     0.00   0.0  0
 FH5  CONST_30  N15   C07  C08  C13     0.00   0.0  0
 FH5  CONST_31  N18   C17  C02  C03   180.00   0.0  0
 FH5  CONST_32  N18   C17  C16  C05   180.00   0.0  0
 FH5  CONST_33  N18   C17  C16  N15     0.00   0.0  0
 FH5  CONST_34  N04   C03  C02  CL    180.00   0.0  0
 FH5  CONST_35  C16   C17  C02  CL    180.00   0.0  0
 FH5  CONST_36  N18   C17  C02  CL      0.00   0.0  0
 FH5  CONST_37  C14   C13  C08  C07     0.00   0.0  0
 FH5  CONST_38  C11   N10  C09  C08   180.00   0.0  0
 FH5  CONST_39  C14   C13  C08  C09   180.00   0.0  0
 FH5  CONST_40  C14   C13  N12  N10   180.00   0.0  0
 FH5  CONST_41  C13   N12  N10  C11   180.00   0.0  0
 FH5  CONST_42  H06   N06  C05  N04     0.00   0.0  0
 FH5  CONST_43  H03   C03  N04  C05   180.00   0.0  0
 FH5  CONST_44  H09   C09  C08  C07     0.00   0.0  0
 FH5  CONST_45  C23   C22  N21  C20   180.00   0.0  0
 FH5  CONST_46  O24   C22  N21  C20     0.00   0.0  0
 FH5  CONST_47  H21   N21  C22  C23     0.00   0.0  0
 FH5  Var_01    C19   N18  C17  C02    56.00  30.0  2
 FH5  Var_02    C20   C19  N18  C17  -168.59  30.0  1
 FH5  Var_03    C25   C26  N18  C17  -170.79  30.0  1
 FH5  Var_04    C20   C25  C26  N18   -13.28  30.0  1
 FH5  Var_05    H141  C14  C13  C08    60.77  30.0  2
 FH5  Var_06    H111  C11  N10  C09   122.73  30.0  2
 FH5  Var_07    H231  C23  C22  N21     0.55  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
 FH5  chir_01  C20  C19  N21  C25  negativ

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
 FH5  plan-1  C07  0.020
 FH5  plan-1  C08  0.020
 FH5  plan-1  C09  0.020
 FH5  plan-1  N10  0.020
 FH5  plan-1  C11  0.020
 FH5  plan-1  N12  0.020
 FH5  plan-1  C13  0.020
 FH5  plan-1  C14  0.020
 FH5  plan-1  H09  0.020
 FH5  plan-2  CL   0.020
 FH5  plan-2  C02  0.020
 FH5  plan-2  C03  0.020
 FH5  plan-2  N04  0.020
 FH5  plan-2  C05  0.020
 FH5  plan-2  N06  0.020
 FH5  plan-2  C07  0.020
 FH5  plan-2  C08  0.020
 FH5  plan-2  N15  0.020
 FH5  plan-2  C16  0.020
 FH5  plan-2  C17  0.020
 FH5  plan-2  N18  0.020
 FH5  plan-2  H03  0.020
 FH5  plan-2  H06  0.020
 FH5  plan-3  C20  0.020
 FH5  plan-3  N21  0.020
 FH5  plan-3  C22  0.020
 FH5  plan-3  C23  0.020
 FH5  plan-3  O24  0.020
 FH5  plan-3  H21  0.020

