# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 16:01:03 2021
#   Inital geometry file: a 62 line input string
#   Ligand name: 3-(furan-2-yl)-1-methyl-1H-pyrazole-5-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1nc(cc1C(O)=O)c2occc2
#
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
 RKV  RKV  '3-(furan-2-yl)-1-methyl-1H-pyrazole-5-carboxylic acid'  ligand  22  14  .  2022-11-17  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_RKV
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
 RKV  C10  C  CR15  0  -0.525  68.8389  81.7943  27.8810
 RKV  C01  C  CR15  0  -0.008  68.5088  77.2863  26.4864
 RKV  C02  C  CR15  0  -0.328  67.2551  77.6521  26.8415
 RKV  C03  C  CR15  0  -0.399  67.3433  79.0158  27.2483
 RKV  C04  C  CR5   0   0.398  68.6488  79.3680  27.1073
 RKV  O05  O  O     0  -0.412  69.3604  78.3202  26.6439
 RKV  C06  C  CR5   0   0.203  69.3537  80.6050  27.3548
 RKV  N07  N  N     0  -0.275  70.6482  80.7356  27.0842
 RKV  N08  N  NR5   0  -0.321  70.9791  81.9666  27.4184
 RKV  C09  C  CR5   0   0.298  69.9160  82.6538  27.9091
 RKV  C11  C  C     0   0.514  69.8813  84.0396  28.3956
 RKV  O12  O  O     0  -0.429  68.8676  84.5416  28.8143
 RKV  O13  O  OH1   0  -0.589  71.0465  84.6590  28.3305
 RKV  C14  C  CH3   0  -0.517  72.3539  82.3876  27.2256
 RKV  H1   H  HCR5  0   0.282  67.8312  82.0072  28.1966
 RKV  H3   H  HCR5  0   0.268  66.3744  77.0318  26.8149
 RKV  H4   H  HCR5  0   0.262  66.5403  79.6469  27.5943
 RKV  H5   H  HOH1  0   0.496  70.9636  85.5644  28.6671
 RKV  H6   H  HCH3  0   0.272  72.8849  81.5489  26.7885
 RKV  H7   H  HCH3  0   0.265  72.4094  83.2373  26.5504
 RKV  H8   H  HCH3  0   0.265  72.8175  82.6486  28.1735
 RKV  H2   H  HCR5  0   0.281  68.9306  76.3648  26.1202

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
 RKV  C01  O05  aromatic  1.349  0.020  1.349
 RKV  C01  C02  aromatic  1.353  0.020  1.353
 RKV  O05  C04  aromatic  1.349  0.020  1.349
 RKV  C04  C06  single    1.445  0.020  1.445
 RKV  C04  C03  aromatic  1.359  0.020  1.359
 RKV  C02  C03  aromatic  1.426  0.020  1.426
 RKV  N07  C06  aromatic  1.329  0.020  1.329
 RKV  N07  N08  aromatic  1.318  0.020  1.318
 RKV  C06  C10  aromatic  1.399  0.020  1.399
 RKV  C14  N08  single    1.451  0.020  1.451
 RKV  N08  C09  aromatic  1.358  0.020  1.358
 RKV  C10  C09  aromatic  1.378  0.020  1.378
 RKV  C09  C11  single    1.469  0.020  1.469
 RKV  O12  C11  double    1.206  0.020  1.206
 RKV  C11  O13  single    1.321  0.020  1.321
 RKV  C10  H1   single    0.930  0.020  1.080
 RKV  C01  H2   single    0.930  0.020  1.080
 RKV  C02  H3   single    0.930  0.020  1.080
 RKV  C03  H4   single    0.930  0.020  1.080
 RKV  O13  H5   single    0.850  0.020  0.980
 RKV  C14  H6   single    0.970  0.020  1.090
 RKV  C14  H7   single    0.970  0.020  1.090
 RKV  C14  H8   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
 RKV  H1   C10  C09  127.00  3.000
 RKV  H1   C10  C06  128.51  3.000
 RKV  C09  C10  C06  104.49  3.000
 RKV  H2   C01  O05  116.62  3.000
 RKV  H2   C01  C02  133.08  3.000
 RKV  O05  C01  C02  110.31  3.000
 RKV  H3   C02  C03  127.46  3.000
 RKV  H3   C02  C01  126.52  3.000
 RKV  C03  C02  C01  106.03  3.000
 RKV  H4   C03  C04  126.64  3.000
 RKV  H4   C03  C02  127.25  3.000
 RKV  C04  C03  C02  106.11  3.000
 RKV  C06  C04  O05  117.80  3.000
 RKV  C06  C04  C03  132.26  3.000
 RKV  O05  C04  C03  109.94  3.000
 RKV  C04  O05  C01  107.61  3.000
 RKV  N07  C06  C04  121.63  3.000
 RKV  N07  C06  C10  110.58  3.000
 RKV  C04  C06  C10  127.78  3.000
 RKV  N08  N07  C06  106.55  3.000
 RKV  C14  N08  C09  130.03  3.000
 RKV  C09  N08  N07  111.58  3.000
 RKV  C14  N08  N07  118.38  3.000
 RKV  C11  C09  N08  128.00  3.000
 RKV  C11  C09  C10  125.21  3.000
 RKV  N08  C09  C10  106.80  3.000
 RKV  O13  C11  O12  124.28  3.000
 RKV  O13  C11  C09  113.90  3.000
 RKV  O12  C11  C09  121.83  3.000
 RKV  H5   O13  C11  110.20  3.000
 RKV  H8   C14  H7   109.41  3.000
 RKV  H8   C14  H6   109.16  3.000
 RKV  H7   C14  H6   109.22  3.000
 RKV  H8   C14  N08  110.98  3.000
 RKV  H7   C14  N08  110.97  3.000
 RKV  H6   C14  N08  107.04  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
 RKV  CONST_01  O05  C04  C06  C10  180.00   0.0  0
 RKV  CONST_02  C03  C04  C06  C10    0.00   0.0  0
 RKV  CONST_03  N08  N07  C06  C10    0.00   0.0  0
 RKV  CONST_04  N07  N08  C09  C10    0.00   0.0  0
 RKV  CONST_05  C06  C04  O05  C01  180.00   0.0  0
 RKV  CONST_06  C03  C04  O05  C01    0.00   0.0  0
 RKV  CONST_07  C04  C03  C02  C01    0.00   0.0  0
 RKV  CONST_08  C04  O05  C01  C02    0.00   0.0  0
 RKV  CONST_09  O05  C04  C03  C02    0.00   0.0  0
 RKV  CONST_10  C06  C04  C03  C02  180.00   0.0  0
 RKV  CONST_11  N07  C06  C04  C03  180.00   0.0  0
 RKV  CONST_12  O05  C01  C02  C03    0.00   0.0  0
 RKV  CONST_13  N08  N07  C06  C04  180.00   0.0  0
 RKV  CONST_14  C09  C10  C06  C04  180.00   0.0  0
 RKV  CONST_15  N07  C06  C04  O05    0.00   0.0  0
 RKV  CONST_16  C09  N08  N07  C06    0.00   0.0  0
 RKV  CONST_17  N08  C09  C10  C06    0.00   0.0  0
 RKV  CONST_18  C09  C10  C06  N07    0.00   0.0  0
 RKV  CONST_19  C14  N08  C09  C10  180.00   0.0  0
 RKV  CONST_20  C14  N08  N07  C06  180.00   0.0  0
 RKV  CONST_21  C11  C09  C10  C06  180.00   0.0  0
 RKV  CONST_22  C11  C09  N08  N07  180.00   0.0  0
 RKV  CONST_23  H4   C03  C02  C01  180.00   0.0  0
 RKV  CONST_24  H2   C01  C02  C03  180.00   0.0  0
 RKV  CONST_25  H1   C10  C06  C04    0.00   0.0  0
 RKV  CONST_26  H3   C02  C03  C04  180.00   0.0  0
 RKV  CONST_27  H5   O13  C11  C09  180.00   0.0  0
 RKV  Var_01    O12  C11  C09  C10   -0.35  30.0  2
 RKV  Var_02    H6   C14  N08  N07    1.29  30.0  2

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
 RKV  plan-1  C01  0.020
 RKV  plan-1  C02  0.020
 RKV  plan-1  C03  0.020
 RKV  plan-1  C04  0.020
 RKV  plan-1  O05  0.020
 RKV  plan-1  C06  0.020
 RKV  plan-1  H3   0.020
 RKV  plan-1  H4   0.020
 RKV  plan-1  H2   0.020
 RKV  plan-2  C10  0.020
 RKV  plan-2  C04  0.020
 RKV  plan-2  C06  0.020
 RKV  plan-2  N07  0.020
 RKV  plan-2  N08  0.020
 RKV  plan-2  C09  0.020
 RKV  plan-2  C11  0.020
 RKV  plan-2  C14  0.020
 RKV  plan-2  H1   0.020
 RKV  plan-3  C09  0.020
 RKV  plan-3  C11  0.020
 RKV  plan-3  O12  0.020
 RKV  plan-3  O13  0.020
 RKV  plan-3  H5   0.020

