# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  9 00:19:45 2020
#   Inital geometry file: a 84 line input string
#   Ligand name: 1-ethyl-N-[(4-fluorophenyl)methyl]-1H-pyrazole-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCn1cc(cn1)C(=O)NCc2ccc(F)cc2
#
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
 JH1  JH1  1-ethyl-N-[(4-fluorophenyl)methyl]-1H-pyrazole-4-carboxamide  ligand  32  18  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_JH1
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
 JH1  C13   C  CR16  0  -0.292   3.5822   0.1783  -1.1720
 JH1  C15   C  CR6   0   0.514   4.5883  -0.4796   0.8810
 JH1  C17   C  CR16  0  -0.278   2.4791   0.6227   0.9058
 JH1  C01   C  CH3   0  -0.663  -6.4346  -0.8057  -0.1573
 JH1  N03   N  NR5   0  -0.268  -4.0207  -0.6892   0.3292
 JH1  C04   C  CR15  0   0.095  -3.1843   0.3254   0.5604
 JH1  C05   C  CR5   0  -0.294  -2.0603   0.1043  -0.2133
 JH1  C06   C  CR15  0  -0.064  -2.3461  -1.1017  -0.8845
 JH1  N07   N  N     0  -0.274  -3.5294  -1.5669  -0.5464
 JH1  C08   C  C     0   0.509  -0.8870   0.9877  -0.2456
 JH1  O09   O  O     0  -0.503  -0.8383   2.0005   0.4446
 JH1  N10   N  NH1   0  -0.645   0.1055   0.6148  -1.0759
 JH1  C12   C  CR6   0   0.115   2.4937   0.7032  -0.4859
 JH1  C14   C  CR16  0  -0.398   4.6409  -0.4168  -0.4959
 JH1  C16   C  CR16  0  -0.396   3.5226   0.0315   1.5998
 JH1  F18   F  F     0  -0.317   5.6042  -1.0543   1.5468
 JH1  H131  H  HCR6  0   0.264   3.6130   0.2296  -2.2536
 JH1  H171  H  HCR6  0   0.263   1.6448   1.0346   1.4599
 JH1  H012  H  HCH3  0   0.243  -7.4065  -0.9355   0.3172
 JH1  H013  H  HCH3  0   0.235  -6.4286   0.1632  -0.6565
 JH1  H011  H  HCH3  0   0.239  -6.3190  -1.5849  -0.9088
 JH1  H021  H  HCH2  0   0.261  -5.4792  -0.1222   1.6553
 JH1  H022  H  HCH2  0   0.265  -5.3578  -1.8554   1.3954
 JH1  H041  H  HCR5  0   0.301  -3.4262   1.1232   1.2436
 JH1  H061  H  HCR5  0   0.264  -1.7381  -1.6477  -1.5910
 JH1  H101  H  HNH1  0   0.403   0.0255  -0.2524  -1.5812
 JH1  H111  H  HCH2  0   0.271   1.5834   1.4003  -2.2919
 JH1  H112  H  HCH2  0   0.269   1.1881   2.3608  -0.8803
 JH1  H141  H  HCR6  0   0.279   5.4861  -0.8259  -1.0339
 JH1  H161  H  HCR6  0   0.279   3.5103  -0.0271   2.6803
 JH1  C11   C  CH2   0  -0.386   1.3461   1.3410  -1.2289
 JH1  C02   C  CH2   0  -0.291  -5.3432  -0.8878   0.8935

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
 JH1  C01  C02   single    1.517  0.020  1.517
 JH1  C02  N03   single    1.451  0.020  1.451
 JH1  N03  C04   aromatic  1.335  0.020  1.335
 JH1  N03  N07   aromatic  1.334  0.020  1.334
 JH1  C04  C05   aromatic  1.382  0.020  1.382
 JH1  N07  C06   aromatic  1.316  0.020  1.316
 JH1  C05  C08   single    1.469  0.020  1.469
 JH1  C05  C06   aromatic  1.409  0.020  1.409
 JH1  O09  C08   double    1.227  0.020  1.227
 JH1  C08  N10   single    1.347  0.020  1.347
 JH1  N10  C11   single    1.446  0.020  1.446
 JH1  C11  C12   single    1.509  0.020  1.509
 JH1  C13  C12   aromatic  1.390  0.020  1.390
 JH1  C13  C14   aromatic  1.390  0.020  1.390
 JH1  C12  C17   aromatic  1.394  0.020  1.394
 JH1  C14  C15   aromatic  1.379  0.020  1.379
 JH1  C17  C16   aromatic  1.386  0.020  1.386
 JH1  C15  C16   aromatic  1.383  0.020  1.383
 JH1  C15  F18   single    1.344  0.020  1.344
 JH1  C13  H131  single    0.930  0.020  1.080
 JH1  C17  H171  single    0.930  0.020  1.080
 JH1  C01  H012  single    0.970  0.020  1.090
 JH1  C01  H013  single    0.970  0.020  1.090
 JH1  C01  H011  single    0.970  0.020  1.090
 JH1  C02  H021  single    0.970  0.020  1.090
 JH1  C02  H022  single    0.970  0.020  1.090
 JH1  C04  H041  single    0.930  0.020  1.080
 JH1  C06  H061  single    0.930  0.020  1.080
 JH1  N10  H101  single    0.860  0.020  1.020
 JH1  C11  H111  single    0.970  0.020  1.090
 JH1  C11  H112  single    0.970  0.020  1.090
 JH1  C14  H141  single    0.930  0.020  1.080
 JH1  C16  H161  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
 JH1  H131  C13  C14   118.97  3.000
 JH1  H131  C13  C12   119.82  3.000
 JH1  C14   C13  C12   121.21  3.000
 JH1  F18   C15  C16   118.88  3.000
 JH1  F18   C15  C14   119.02  3.000
 JH1  C16   C15  C14   122.09  3.000
 JH1  H171  C17  C16   119.09  3.000
 JH1  H171  C17  C12   119.80  3.000
 JH1  C16   C17  C12   121.11  3.000
 JH1  H011  C01  H013  108.63  3.000
 JH1  H011  C01  H012  108.06  3.000
 JH1  H013  C01  H012  108.08  3.000
 JH1  H011  C01  C02   111.28  3.000
 JH1  H013  C01  C02   111.18  3.000
 JH1  H012  C01  C02   109.49  3.000
 JH1  N07   N03  C04   112.52  3.000
 JH1  N07   N03  C02   120.06  3.000
 JH1  C04   N03  C02   127.40  3.000
 JH1  H041  C04  C05   130.96  3.000
 JH1  H041  C04  N03   122.12  3.000
 JH1  C05   C04  N03   106.91  3.000
 JH1  C08   C05  C06   131.76  3.000
 JH1  C06   C05  C04   103.80  3.000
 JH1  C08   C05  C04   124.44  3.000
 JH1  H061  C06  N07   119.70  3.000
 JH1  H061  C06  C05   129.04  3.000
 JH1  N07   C06  C05   111.26  3.000
 JH1  C06   N07  N03   105.51  3.000
 JH1  N10   C08  O09   123.11  3.000
 JH1  N10   C08  C05   115.82  3.000
 JH1  O09   C08  C05   121.06  3.000
 JH1  H101  N10  C11   116.60  3.000
 JH1  H101  N10  C08   119.30  3.000
 JH1  C11   N10  C08   123.95  3.000
 JH1  C11   C12  C17   120.54  3.000
 JH1  C17   C12  C13   118.64  3.000
 JH1  C11   C12  C13   120.83  3.000
 JH1  H141  C14  C15   120.59  3.000
 JH1  H141  C14  C13   120.99  3.000
 JH1  C15   C14  C13   118.42  3.000
 JH1  H161  C16  C17   120.97  3.000
 JH1  H161  C16  C15   120.51  3.000
 JH1  C17   C16  C15   118.52  3.000
 JH1  H112  C11  H111  107.01  3.000
 JH1  H112  C11  C12   110.40  3.000
 JH1  H111  C11  C12   109.72  3.000
 JH1  H112  C11  N10   108.18  3.000
 JH1  H111  C11  N10   108.48  3.000
 JH1  C12   C11  N10   112.85  3.000
 JH1  H022  C02  H021  107.48  3.000
 JH1  H022  C02  N03   108.22  3.000
 JH1  H021  C02  N03   106.84  3.000
 JH1  H022  C02  C01   110.93  3.000
 JH1  H021  C02  C01   110.90  3.000
 JH1  N03   C02  C01   112.25  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
 JH1  CONST_01  C16   C17  C12  C13     0.00   0.0  0
 JH1  CONST_02  C16   C15  C14  C13     0.00   0.0  0
 JH1  CONST_03  C12   C13  C14  C15     0.00   0.0  0
 JH1  CONST_04  C12   C17  C16  C15     0.00   0.0  0
 JH1  CONST_05  C14   C13  C12  C17     0.00   0.0  0
 JH1  CONST_06  C14   C15  C16  C17     0.00   0.0  0
 JH1  CONST_07  C06   C05  C04  N03     0.00   0.0  0
 JH1  CONST_08  C05   C06  N07  N03     0.00   0.0  0
 JH1  CONST_09  C06   N07  N03  C04     0.00   0.0  0
 JH1  CONST_10  N07   C06  C05  C04     0.00   0.0  0
 JH1  CONST_11  N07   N03  C04  C05     0.00   0.0  0
 JH1  CONST_12  F18   C15  C14  C13   180.00   0.0  0
 JH1  CONST_13  F18   C15  C16  C17   180.00   0.0  0
 JH1  CONST_14  C05   C04  N03  C02   180.00   0.0  0
 JH1  CONST_15  C06   N07  N03  C02   180.00   0.0  0
 JH1  CONST_16  C08   C05  C04  N03   180.00   0.0  0
 JH1  CONST_17  C08   C05  C06  N07   180.00   0.0  0
 JH1  CONST_18  C14   C13  C12  C11   180.00   0.0  0
 JH1  CONST_19  C16   C17  C12  C11   180.00   0.0  0
 JH1  CONST_20  H171  C17  C12  C13   180.00   0.0  0
 JH1  CONST_21  H131  C13  C14  C15   180.00   0.0  0
 JH1  CONST_22  H061  C06  N07  N03   180.00   0.0  0
 JH1  CONST_23  H041  C04  C05  C06   180.00   0.0  0
 JH1  CONST_24  H141  C14  C13  C12   180.00   0.0  0
 JH1  CONST_25  H161  C16  C17  C12   180.00   0.0  0
 JH1  CONST_26  C11   N10  C08  C05   180.00   0.0  0
 JH1  CONST_27  H101  N10  C08  C05     0.00   0.0  0
 JH1  CONST_28  C11   N10  C08  O09     0.00   0.0  0
 JH1  Var_01    N10   C11  C12  C13   115.10  30.0  2
 JH1  Var_02    C04   N03  C02  C01   114.04  30.0  2
 JH1  Var_03    O09   C08  C05  C04     0.50  30.0  2
 JH1  Var_04    C12   C11  N10  C08   101.87  30.0  3
 JH1  Var_05    H012  C01  C02  N03  -178.59  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
 JH1  plan-1  N03   0.020
 JH1  plan-1  C04   0.020
 JH1  plan-1  C05   0.020
 JH1  plan-1  C06   0.020
 JH1  plan-1  N07   0.020
 JH1  plan-1  C08   0.020
 JH1  plan-1  H041  0.020
 JH1  plan-1  H061  0.020
 JH1  plan-1  C02   0.020
 JH1  plan-2  C13   0.020
 JH1  plan-2  C15   0.020
 JH1  plan-2  C17   0.020
 JH1  plan-2  C12   0.020
 JH1  plan-2  C14   0.020
 JH1  plan-2  C16   0.020
 JH1  plan-2  F18   0.020
 JH1  plan-2  H131  0.020
 JH1  plan-2  H171  0.020
 JH1  plan-2  H141  0.020
 JH1  plan-2  H161  0.020
 JH1  plan-2  C11   0.020
 JH1  plan-3  C05   0.020
 JH1  plan-3  C08   0.020
 JH1  plan-3  O09   0.020
 JH1  plan-3  N10   0.020
 JH1  plan-3  H101  0.020
 JH1  plan-3  C11   0.020

