# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 13:03:33 2020
#   Inital geometry file: a 84 line input string
#   Ligand name: 4-(furan-3-yl)-3-phenyl-2~{H}-pyrazolo[4,3-c]pyridine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: [nH]1nc2ccnc(c3cocc3)c2c1c4ccccc4
#
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
 5O4  5O4  4-(furan-3-yl)-3-phenyl-2~{H}-pyrazolo[4,3-c]pyridine  ligand  31  20  .  2021-08-04  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_5O4
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
 5O4  C1   C  CR16  0  -0.336  -3.8109   0.1663   0.0222
 5O4  C2   C  CR56  0   0.328  -2.6330   0.9375  -0.0143
 5O4  C3   C  CR56  0  -0.207  -1.3644   0.2917  -0.0062
 5O4  C4   C  CR6   0   0.182  -1.3272  -1.1293  -0.0328
 5O4  C5   C  CR5   0  -0.069  -0.0948  -1.9040  -0.1546
 5O4  C6   C  CR15  0  -0.348   0.1487  -3.1915   0.4253
 5O4  C7   C  CR15  0   0.031   1.3825  -3.5570   0.0191
 5O4  C8   C  CR15  0   0.004   1.0180  -1.6167  -0.8818
 5O4  N1   N  NR15  0  -0.457  -1.1993   2.4524   0.0012
 5O4  N2   N  N     0  -0.297  -2.5104   2.2604  -0.0168
 5O4  N    N  N     0  -0.414  -2.4389  -1.8176   0.0391
 5O4  C    C  CR16  0  -0.092  -3.6366  -1.1850   0.0777
 5O4  O    O  O     0  -0.375   1.9129  -2.6083  -0.7821
 5O4  C15  C  CR16  0  -0.277   1.7336   2.2484  -0.7466
 5O4  C14  C  CR16  0  -0.214   3.1141   2.3336  -0.6434
 5O4  C13  C  CR16  0  -0.228   3.7850   1.6040   0.3262
 5O4  C12  C  CR16  0  -0.208   3.0714   0.7924   1.1982
 5O4  C11  C  CR16  0  -0.253   1.6933   0.7083   1.1013
 5O4  C10  C  CR6   0  -0.014   1.0128   1.4330   0.1239
 5O4  C9   C  CR5   0   0.406  -0.4440   1.3485   0.0268
 5O4  H1   H  HCR6  0   0.249  -4.7936   0.6160   0.0269
 5O4  H2   H  HCR5  0   0.244  -0.5144  -3.7441   1.0689
 5O4  H3   H  HCR5  0   0.258   1.9913  -4.4247   0.2101
 5O4  H4   H  HCR5  0   0.266   1.2834  -0.7899  -1.5200
 5O4  H5   H  HNR5  0   0.404  -0.8533   3.3978   0.0689
 5O4  H6   H  HCR6  0   0.236  -4.4966  -1.8408   0.1408
 5O4  H8   H  HCR6  0   0.233   3.6665   2.9633  -1.3278
 5O4  H9   H  HCR6  0   0.235   4.8623   1.6663   0.4035
 5O4  H10  H  HCR6  0   0.236   3.5904   0.2253   1.9590
 5O4  H11  H  HCR6  0   0.246   1.1381   0.0835   1.7881
 5O4  H7   H  HCR6  0   0.232   1.2186   2.7964  -1.5263

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
 5O4  C7   O    aromatic  1.350  0.020  1.350
 5O4  C7   C6   aromatic  1.349  0.020  1.349
 5O4  O    C8   aromatic  1.339  0.020  1.339
 5O4  C13  C14  aromatic  1.387  0.020  1.387
 5O4  C13  C12  aromatic  1.389  0.020  1.389
 5O4  C14  C15  aromatic  1.387  0.020  1.387
 5O4  C6   C5   aromatic  1.433  0.020  1.433
 5O4  C8   C5   aromatic  1.360  0.020  1.360
 5O4  C12  C11  aromatic  1.384  0.020  1.384
 5O4  C15  C10  aromatic  1.394  0.020  1.394
 5O4  C5   C4   single    1.461  0.020  1.461
 5O4  C11  C10  aromatic  1.394  0.020  1.394
 5O4  C10  C9   single    1.463  0.020  1.463
 5O4  C4   N    aromatic  1.309  0.020  1.309
 5O4  C4   C3   aromatic  1.422  0.020  1.422
 5O4  N    C    aromatic  1.355  0.020  1.355
 5O4  C9   C3   aromatic  1.402  0.020  1.402
 5O4  C9   N1   aromatic  1.338  0.020  1.338
 5O4  C3   C2   aromatic  1.423  0.020  1.423
 5O4  N1   N2   aromatic  1.325  0.020  1.325
 5O4  C    C1   aromatic  1.364  0.020  1.364
 5O4  C2   N2   aromatic  1.329  0.020  1.329
 5O4  C2   C1   aromatic  1.408  0.020  1.408
 5O4  C1   H1   single    0.930  0.020  1.080
 5O4  C6   H2   single    0.930  0.020  1.080
 5O4  C7   H3   single    0.930  0.020  1.080
 5O4  C8   H4   single    0.930  0.020  1.080
 5O4  N1   H5   single    0.860  0.020  1.020
 5O4  C    H6   single    0.930  0.020  1.080
 5O4  C15  H7   single    0.930  0.020  1.080
 5O4  C14  H8   single    0.930  0.020  1.080
 5O4  C13  H9   single    0.930  0.020  1.080
 5O4  C12  H10  single    0.930  0.020  1.080
 5O4  C11  H11  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
 5O4  H1   C1   C    121.90  3.000
 5O4  H1   C1   C2   122.19  3.000
 5O4  C    C1   C2   115.89  3.000
 5O4  N2   C2   C3   111.69  3.000
 5O4  N2   C2   C1   128.49  3.000
 5O4  C3   C2   C1   119.79  3.000
 5O4  C9   C3   C4   137.45  3.000
 5O4  C9   C3   C2   104.08  3.000
 5O4  C4   C3   C2   118.47  3.000
 5O4  N    C4   C5   116.24  3.000
 5O4  N    C4   C3   120.13  3.000
 5O4  C5   C4   C3   123.62  3.000
 5O4  C8   C5   C6   105.50  3.000
 5O4  C8   C5   C4   128.53  3.000
 5O4  C6   C5   C4   125.88  3.000
 5O4  H2   C6   C7   127.16  3.000
 5O4  H2   C6   C5   126.76  3.000
 5O4  C7   C6   C5   106.07  3.000
 5O4  H3   C7   O    116.70  3.000
 5O4  H3   C7   C6   132.97  3.000
 5O4  O    C7   C6   110.33  3.000
 5O4  H4   C8   O    116.58  3.000
 5O4  H4   C8   C5   132.86  3.000
 5O4  O    C8   C5   110.52  3.000
 5O4  H5   N1   C9   125.33  3.000
 5O4  H5   N1   N2   118.42  3.000
 5O4  C9   N1   N2   116.05  3.000
 5O4  N1   N2   C2   103.62  3.000
 5O4  C    N    C4   120.44  3.000
 5O4  H6   C    N    114.88  3.000
 5O4  H6   C    C1   120.05  3.000
 5O4  N    C    C1   125.06  3.000
 5O4  C8   O    C7   107.57  3.000
 5O4  H7   C15  C10  119.98  3.000
 5O4  H7   C15  C14  119.71  3.000
 5O4  C10  C15  C14  120.28  3.000
 5O4  H8   C14  C13  120.11  3.000
 5O4  H8   C14  C15  119.80  3.000
 5O4  C13  C14  C15  120.08  3.000
 5O4  H9   C13  C12  120.03  3.000
 5O4  H9   C13  C14  120.09  3.000
 5O4  C12  C13  C14  119.87  3.000
 5O4  H10  C12  C11  119.68  3.000
 5O4  H10  C12  C13  120.11  3.000
 5O4  C11  C12  C13  120.21  3.000
 5O4  H11  C11  C10  119.66  3.000
 5O4  H11  C11  C12  120.11  3.000
 5O4  C10  C11  C12  120.23  3.000
 5O4  C9   C10  C11  120.18  3.000
 5O4  C9   C10  C15  120.50  3.000
 5O4  C11  C10  C15  119.31  3.000
 5O4  C10  C9   N1   121.06  3.000
 5O4  N1   C9   C3   104.54  3.000
 5O4  C10  C9   C3   134.36  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
 5O4  CONST_01  C4   N    C    C1     0.00  0.0  0
 5O4  CONST_02  C4   C3   C2   C1     0.00  0.0  0
 5O4  CONST_03  C9   C3   C2   C1   180.00  0.0  0
 5O4  CONST_04  N1   N2   C2   C1   180.00  0.0  0
 5O4  CONST_05  C5   C4   C3   C2   180.00  0.0  0
 5O4  CONST_06  N    C4   C3   C2     0.00  0.0  0
 5O4  CONST_07  C10  C9   C3   C2   180.00  0.0  0
 5O4  CONST_08  N1   C9   C3   C2     0.00  0.0  0
 5O4  CONST_09  C9   N1   N2   C2     0.00  0.0  0
 5O4  CONST_10  N    C    C1   C2     0.00  0.0  0
 5O4  CONST_13  C    N    C4   C3     0.00  0.0  0
 5O4  CONST_16  N2   N1   C9   C3     0.00  0.0  0
 5O4  CONST_17  N1   N2   C2   C3     0.00  0.0  0
 5O4  CONST_18  C    C1   C2   C3     0.00  0.0  0
 5O4  CONST_19  C7   C6   C5   C4   180.00  0.0  0
 5O4  CONST_20  O    C8   C5   C4   180.00  0.0  0
 5O4  CONST_21  C10  C9   C3   C4     0.00  0.0  0
 5O4  CONST_22  N1   C9   C3   C4   180.00  0.0  0
 5O4  CONST_23  N2   C2   C3   C4   180.00  0.0  0
 5O4  CONST_24  O    C7   C6   C5     0.00  0.0  0
 5O4  CONST_25  C7   O    C8   C5     0.00  0.0  0
 5O4  CONST_26  C    N    C4   C5   180.00  0.0  0
 5O4  CONST_27  C9   C3   C4   C5     0.00  0.0  0
 5O4  CONST_28  C8   O    C7   C6     0.00  0.0  0
 5O4  CONST_29  O    C8   C5   C6     0.00  0.0  0
 5O4  CONST_31  C8   C5   C6   C7     0.00  0.0  0
 5O4  CONST_35  C10  C9   N1   N2   180.00  0.0  0
 5O4  CONST_36  C9   C3   C2   N2     0.00  0.0  0
 5O4  CONST_37  C    C1   C2   N2   180.00  0.0  0
 5O4  CONST_38  C9   C3   C4   N    180.00  0.0  0
 5O4  CONST_39  C12  C13  C14  C15    0.00  0.0  0
 5O4  CONST_40  C12  C11  C10  C15    0.00  0.0  0
 5O4  CONST_41  C11  C12  C13  C14    0.00  0.0  0
 5O4  CONST_42  C11  C10  C15  C14    0.00  0.0  0
 5O4  CONST_43  C9   C10  C15  C14  180.00  0.0  0
 5O4  CONST_44  C10  C15  C14  C13    0.00  0.0  0
 5O4  CONST_45  C10  C11  C12  C13    0.00  0.0  0
 5O4  CONST_46  C9   C10  C11  C12  180.00  0.0  0
 5O4  CONST_47  H5   N1   N2   C2   180.00  0.0  0
 5O4  CONST_48  H6   C    C1   C2   180.00  0.0  0
 5O4  CONST_49  H1   C1   C2   C3   180.00  0.0  0
 5O4  CONST_50  H2   C6   C5   C4     0.00  0.0  0
 5O4  CONST_51  H4   C8   C5   C4     0.00  0.0  0
 5O4  CONST_52  H3   C7   C6   C5   180.00  0.0  0
 5O4  CONST_53  H9   C13  C14  C15  180.00  0.0  0
 5O4  CONST_54  H11  C11  C10  C15  180.00  0.0  0
 5O4  CONST_55  H10  C12  C13  C14  180.00  0.0  0
 5O4  CONST_56  H7   C15  C14  C13  180.00  0.0  0
 5O4  CONST_57  H8   C14  C13  C12  180.00  0.0  0

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
 5O4  plan-1  C4   0.020
 5O4  plan-1  C5   0.020
 5O4  plan-1  C6   0.020
 5O4  plan-1  C7   0.020
 5O4  plan-1  C8   0.020
 5O4  plan-1  O    0.020
 5O4  plan-1  H2   0.020
 5O4  plan-1  H3   0.020
 5O4  plan-1  H4   0.020
 5O4  plan-2  C15  0.020
 5O4  plan-2  C14  0.020
 5O4  plan-2  C13  0.020
 5O4  plan-2  C12  0.020
 5O4  plan-2  C11  0.020
 5O4  plan-2  C10  0.020
 5O4  plan-2  C9   0.020
 5O4  plan-2  H8   0.020
 5O4  plan-2  H9   0.020
 5O4  plan-2  H10  0.020
 5O4  plan-2  H11  0.020
 5O4  plan-2  H7   0.020
 5O4  plan-3  C1   0.020
 5O4  plan-3  C2   0.020
 5O4  plan-3  C3   0.020
 5O4  plan-3  C4   0.020
 5O4  plan-3  C5   0.020
 5O4  plan-3  N1   0.020
 5O4  plan-3  N2   0.020
 5O4  plan-3  N    0.020
 5O4  plan-3  C    0.020
 5O4  plan-3  C10  0.020
 5O4  plan-3  C9   0.020
 5O4  plan-3  H1   0.020
 5O4  plan-3  H5   0.020
 5O4  plan-3  H6   0.020

