# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 23:52:07 2021
#   Inital geometry file: a 122 line input string
#   Ligand name: 5-methyl-7-(7-methyl-2-piperidin-4-yl-indazol-5-yl)furo[3,2-c]pyridin-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1C=C(c2cc(C)c3nn(cc3c2)C4CCNCC4)c5occc5C1=O
#
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
 O0W  O0W  5-methyl-7-(7-methyl-2-piperidin-4-yl-indazol-5-yl)furo[3,2-c]pyridin-4-one  ligand  49  27  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_O0W
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
 O0W  C2   C  CR15  0   0.004  37.4055  -4.4228  14.7389
 O0W  C3   C  CR56  0  -0.120  37.9462  -3.8389  13.5969
 O0W  C11  C  CR16  0  -0.015  38.2313   0.0510  11.5975
 O0W  C13  C  CR6   0   0.513  37.9515   1.3326   9.5496
 O0W  C14  C  CR56  0  -0.190  38.0365   0.0684   8.8842
 O0W  C15  C  CR56  0   0.459  38.2064  -1.1013   9.5845
 O0W  C16  C  CH3   0  -0.722  40.7465  -5.5190  11.5764
 O0W  C17  C  CH1   0  -0.078  37.8635  -6.5385  15.9895
 O0W  C18  C  CH2   0  -0.444  38.3503  -5.9773  17.3209
 O0W  C19  C  CH2   0  -0.321  38.1562  -7.0245  18.4192
 O0W  C21  C  CH2   0  -0.321  36.3056  -8.0184  17.2445
 O0W  C22  C  CH2   0  -0.452  36.4181  -7.0080  16.1003
 O0W  C25  C  CR15  0  -0.352  37.9535  -0.3001   7.5046
 O0W  C26  C  CR15  0   0.002  38.0778  -1.6421   7.4831
 O0W  N1   N  NR5   0  -0.267  38.0522  -5.5832  14.9043
 O0W  C4   C  CR56  0   0.229  38.9264  -4.7714  13.1687
 O0W  N5   N  N     0  -0.325  38.9753  -5.8278  13.9822
 O0W  C6   C  CR16  0  -0.408  37.7177  -2.6494  12.8748
 O0W  C7   C  CR6   0   0.075  38.4800  -2.4148  11.7583
 O0W  C8   C  CR16  0  -0.374  39.4648  -3.3659  11.3411
 O0W  C9   C  CR6   0   0.088  39.7096  -4.5334  12.0103
 O0W  C10  C  CR6   0  -0.134  38.3131  -1.1679  10.9923
 O0W  N12  N  NR6   0  -0.527  38.0570   1.2287  10.9321
 O0W  N20  N  NH1   0  -0.573  36.7982  -7.5284  18.5194
 O0W  O27  O  O     0  -0.419  38.2293  -2.1415   8.7443
 O0W  H1   H  HCR5  0   0.301  36.6366  -4.0874  15.4158
 O0W  H2   H  HCR6  0   0.307  38.3184   0.1370  12.6711
 O0W  H3   H  HCH3  0   0.245  41.5222  -5.6357  12.3355
 O0W  H4   H  HCH3  0   0.244  40.3091  -6.5061  11.4175
 O0W  H5   H  HCH3  0   0.245  41.2242  -5.2073  10.6488
 O0W  H6   H  HCH1  0   0.268  38.4888  -7.3902  15.7113
 O0W  H7   H  HCH2  0   0.247  39.4030  -5.6943  17.2484
 O0W  H8   H  HCH2  0   0.232  37.7850  -5.0745  17.5746
 O0W  H9   H  HCH2  0   0.223  38.8245  -7.8712  18.2300
 O0W  H10  H  HCH2  0   0.246  38.4501  -6.6065  19.3832
 O0W  H11  H  HCH2  0   0.246  35.2661  -8.3283  17.3617
 O0W  H12  H  HCH2  0   0.224  36.8715  -8.9182  16.9805
 O0W  H13  H  HCH2  0   0.232  35.7517  -6.1619  16.2966
 O0W  H14  H  HCH2  0   0.250  36.0961  -7.4652  15.1617
 O0W  H15  H  HCH3  0   0.258  38.0687   2.2484  12.7482
 O0W  H16  H  HCH3  0   0.260  38.7923   3.1429  11.4073
 O0W  H17  H  HCH3  0   0.260  37.0345   2.9722  11.5119
 O0W  H18  H  HCR5  0   0.272  37.8175   0.3470   6.6538
 O0W  H19  H  HCR5  0   0.289  38.0817  -2.3654   6.6846
 O0W  H20  H  HCR6  0   0.253  36.9513  -1.9503  13.1855
 O0W  H21  H  HCR6  0   0.243  40.0599  -3.1429  10.4635
 O0W  H22  H  HNH1  0   0.343  36.1922  -6.7848  18.8469
 O0W  O23  O  O     0  -0.496  37.8011   2.4210   9.0063
 O0W  C24  C  CH3   0  -0.519  37.9838   2.4716  11.6893

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
 O0W  C25  C26  aromatic  1.348  0.020  1.348
 O0W  C25  C14  aromatic  1.430  0.020  1.430
 O0W  C26  O27  aromatic  1.365  0.020  1.365
 O0W  O27  C15  aromatic  1.337  0.020  1.337
 O0W  C14  C15  aromatic  1.374  0.020  1.374
 O0W  C14  C13  single    1.431  0.020  1.431
 O0W  O23  C13  double    1.226  0.020  1.226
 O0W  C15  C10  single    1.413  0.020  1.413
 O0W  C13  N12  single    1.390  0.020  1.390
 O0W  N12  C11  single    1.364  0.020  1.364
 O0W  N12  C24  single    1.457  0.020  1.457
 O0W  C10  C11  double    1.363  0.020  1.363
 O0W  C10  C7   single    1.473  0.020  1.473
 O0W  C8   C7   aromatic  1.431  0.020  1.431
 O0W  C8   C9   aromatic  1.368  0.020  1.368
 O0W  C16  C9   single    1.495  0.020  1.495
 O0W  C7   C6   aromatic  1.372  0.020  1.372
 O0W  C9   C4   aromatic  1.418  0.020  1.418
 O0W  C6   C3   aromatic  1.410  0.020  1.410
 O0W  C4   C3   aromatic  1.419  0.020  1.419
 O0W  C4   N5   aromatic  1.334  0.020  1.334
 O0W  C3   C2   aromatic  1.392  0.020  1.392
 O0W  N5   N1   aromatic  1.327  0.020  1.327
 O0W  C2   N1   aromatic  1.339  0.020  1.339
 O0W  N1   C17  single    1.458  0.020  1.458
 O0W  C22  C17  single    1.524  0.020  1.524
 O0W  C22  C21  single    1.531  0.020  1.531
 O0W  C17  C18  single    1.525  0.020  1.525
 O0W  C21  N20  single    1.452  0.020  1.452
 O0W  C18  C19  single    1.530  0.020  1.530
 O0W  N20  C19  single    1.452  0.020  1.452
 O0W  C2   H1   single    0.930  0.020  1.080
 O0W  C11  H2   single    0.930  0.020  1.080
 O0W  C16  H3   single    0.970  0.020  1.090
 O0W  C16  H4   single    0.970  0.020  1.090
 O0W  C16  H5   single    0.970  0.020  1.090
 O0W  C17  H6   single    0.970  0.020  1.090
 O0W  C18  H7   single    0.970  0.020  1.090
 O0W  C18  H8   single    0.970  0.020  1.090
 O0W  C19  H9   single    0.970  0.020  1.090
 O0W  C19  H10  single    0.970  0.020  1.090
 O0W  C21  H11  single    0.970  0.020  1.090
 O0W  C21  H12  single    0.970  0.020  1.090
 O0W  C22  H13  single    0.970  0.020  1.090
 O0W  C22  H14  single    0.970  0.020  1.090
 O0W  C24  H15  single    0.970  0.020  1.090
 O0W  C24  H16  single    0.970  0.020  1.090
 O0W  C24  H17  single    0.970  0.020  1.090
 O0W  C25  H18  single    0.930  0.020  1.080
 O0W  C26  H19  single    0.930  0.020  1.080
 O0W  C6   H20  single    0.930  0.020  1.080
 O0W  C8   H21  single    0.930  0.020  1.080
 O0W  N20  H22  single    0.890  0.020  1.040

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
 O0W  H1   C2   N1   122.46  3.000
 O0W  H1   C2   C3   131.43  3.000
 O0W  N1   C2   C3   106.10  3.000
 O0W  C6   C3   C4   120.78  3.000
 O0W  C4   C3   C2   103.90  3.000
 O0W  C6   C3   C2   135.33  3.000
 O0W  H2   C11  N12  115.23  3.000
 O0W  H2   C11  C10  120.49  3.000
 O0W  N12  C11  C10  124.27  3.000
 O0W  O23  C13  N12  121.09  3.000
 O0W  N12  C13  C14  113.06  3.000
 O0W  O23  C13  C14  125.85  3.000
 O0W  C25  C14  C15  106.23  3.000
 O0W  C15  C14  C13  121.49  3.000
 O0W  C25  C14  C13  132.27  3.000
 O0W  O27  C15  C10  126.00  3.000
 O0W  C10  C15  C14  123.86  3.000
 O0W  O27  C15  C14  110.13  3.000
 O0W  H5   C16  H4   108.10  3.000
 O0W  H5   C16  H3   108.14  3.000
 O0W  H4   C16  H3   106.82  3.000
 O0W  H5   C16  C9   111.28  3.000
 O0W  H4   C16  C9   111.13  3.000
 O0W  H3   C16  C9   111.19  3.000
 O0W  H6   C17  N1   104.31  3.000
 O0W  H6   C17  C22  108.73  3.000
 O0W  N1   C17  C22  112.26  3.000
 O0W  H6   C17  C18  109.06  3.000
 O0W  C22  C17  C18  110.65  3.000
 O0W  N1   C17  C18  111.56  3.000
 O0W  H8   C18  H7   107.42  3.000
 O0W  H8   C18  C19  109.42  3.000
 O0W  H7   C18  C19  110.32  3.000
 O0W  H8   C18  C17  109.94  3.000
 O0W  H7   C18  C17  110.18  3.000
 O0W  C19  C18  C17  109.54  3.000
 O0W  H10  C19  H9   106.53  3.000
 O0W  H10  C19  N20  108.90  3.000
 O0W  H9   C19  N20  108.32  3.000
 O0W  H10  C19  C18  109.75  3.000
 O0W  H9   C19  C18  109.14  3.000
 O0W  N20  C19  C18  113.94  3.000
 O0W  H12  C21  H11  106.55  3.000
 O0W  H12  C21  N20  108.28  3.000
 O0W  H11  C21  N20  108.95  3.000
 O0W  H12  C21  C22  108.91  3.000
 O0W  H11  C21  C22  109.74  3.000
 O0W  N20  C21  C22  114.12  3.000
 O0W  H14  C22  H13  107.34  3.000
 O0W  H14  C22  C21  110.14  3.000
 O0W  H13  C22  C21  109.35  3.000
 O0W  H14  C22  C17  110.25  3.000
 O0W  H13  C22  C17  110.63  3.000
 O0W  C21  C22  C17  109.12  3.000
 O0W  H18  C25  C26  126.65  3.000
 O0W  H18  C25  C14  127.89  3.000
 O0W  C26  C25  C14  105.46  3.000
 O0W  H19  C26  O27  116.03  3.000
 O0W  H19  C26  C25  132.89  3.000
 O0W  O27  C26  C25  111.08  3.000
 O0W  N5   N1   C17  119.09  3.000
 O0W  C17  N1   C2   126.69  3.000
 O0W  N5   N1   C2   114.19  3.000
 O0W  C9   C4   N5   127.63  3.000
 O0W  N5   C4   C3   111.20  3.000
 O0W  C9   C4   C3   121.17  3.000
 O0W  C4   N5   N1   104.60  3.000
 O0W  H20  C6   C7   121.08  3.000
 O0W  H20  C6   C3   120.81  3.000
 O0W  C7   C6   C3   118.10  3.000
 O0W  C10  C7   C8   119.27  3.000
 O0W  C8   C7   C6   120.38  3.000
 O0W  C10  C7   C6   120.33  3.000
 O0W  H21  C8   C9   118.27  3.000
 O0W  H21  C8   C7   118.50  3.000
 O0W  C9   C8   C7   123.21  3.000
 O0W  C8   C9   C4   116.35  3.000
 O0W  C4   C9   C16  120.63  3.000
 O0W  C8   C9   C16  123.02  3.000
 O0W  C7   C10  C15  124.51  3.000
 O0W  C7   C10  C11  122.20  3.000
 O0W  C15  C10  C11  113.29  3.000
 O0W  C24  N12  C13  116.69  3.000
 O0W  C24  N12  C11  119.30  3.000
 O0W  C13  N12  C11  124.01  3.000
 O0W  H22  N20  C21  109.18  3.000
 O0W  H22  N20  C19  109.07  3.000
 O0W  C21  N20  C19  111.95  3.000
 O0W  C26  O27  C15  107.10  3.000
 O0W  H17  C24  H16  108.80  3.000
 O0W  H17  C24  H15  108.79  3.000
 O0W  H16  C24  H15  108.76  3.000
 O0W  H17  C24  N12  110.59  3.000
 O0W  H16  C24  N12  110.74  3.000
 O0W  H15  C24  N12  109.13  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
 O0W  CONST_01  C7   C6   C3   C2    180.00   0.0  0
 O0W  CONST_02  C9   C4   C3   C2    180.00   0.0  0
 O0W  CONST_03  N5   C4   C3   C2      0.00   0.0  0
 O0W  CONST_04  C4   N5   N1   C2      0.00   0.0  0
 O0W  CONST_05  C8   C7   C6   C3      0.00   0.0  0
 O0W  CONST_06  C8   C9   C4   C3      0.00   0.0  0
 O0W  CONST_07  N1   N5   C4   C3      0.00   0.0  0
 O0W  CONST_08  N5   N1   C2   C3      0.00   0.0  0
 O0W  CONST_09  O27  C26  C25  C14     0.00   0.0  0
 O0W  CONST_10  C26  O27  C15  C14     0.00   0.0  0
 O0W  CONST_11  C25  C26  O27  C15     0.00   0.0  0
 O0W  CONST_12  C26  C25  C14  C15     0.00   0.0  0
 O0W  CONST_13  O27  C15  C14  C25     0.00   0.0  0
 O0W  CONST_14  C9   C4   N5   N1    180.00   0.0  0
 O0W  CONST_15  C6   C3   C2   N1    180.00   0.0  0
 O0W  CONST_16  C4   C3   C2   N1      0.00   0.0  0
 O0W  CONST_17  C7   C8   C9   C4      0.00   0.0  0
 O0W  CONST_18  C7   C6   C3   C4      0.00   0.0  0
 O0W  CONST_19  C8   C9   C4   N5    180.00   0.0  0
 O0W  CONST_20  C6   C3   C4   N5    180.00   0.0  0
 O0W  CONST_21  C9   C8   C7   C6      0.00   0.0  0
 O0W  CONST_22  C9   C4   C3   C6      0.00   0.0  0
 O0W  CONST_23  C10  C7   C6   C3    180.00   0.0  0
 O0W  CONST_24  C17  N1   C2   C3    180.00   0.0  0
 O0W  CONST_25  C4   N5   N1   C17   180.00   0.0  0
 O0W  CONST_26  C10  C7   C8   C9    180.00   0.0  0
 O0W  CONST_27  C14  C13  N12  C11     0.00   0.0  0
 O0W  CONST_28  C16  C9   C4   C3    180.00   0.0  0
 O0W  CONST_29  C7   C8   C9   C16   180.00   0.0  0
 O0W  CONST_30  N5   C4   C9   C16     0.00   0.0  0
 O0W  CONST_31  O23  C13  N12  C11   180.00   0.0  0
 O0W  CONST_32  C24  N12  C13  C14   180.00   0.0  0
 O0W  CONST_33  H20  C6   C3   C2      0.00   0.0  0
 O0W  CONST_34  H18  C25  C14  C13     0.00   0.0  0
 O0W  CONST_35  H19  C26  C25  C14   180.00   0.0  0
 O0W  CONST_36  H1   C2   N1   C17     0.00   0.0  0
 O0W  CONST_37  H21  C8   C9   C4    180.00   0.0  0
 O0W  CONST_38  O23  C13  N12  C24     0.00   0.0  0
 O0W  Var_01    C8   C7   C10  C11  -133.09  30.0  2
 O0W  Var_02    N20  C21  C22  C17    54.91  30.0  1
 O0W  Var_03    N20  C19  C18  C17   -54.37  30.0  1
 O0W  Var_04    C21  N20  C19  C18    53.18  30.0  1
 O0W  Var_05    C22  C21  N20  C19   -53.61  30.0  1
 O0W  Var_06    H15  C24  N12  C11    -1.04  30.0  3
 O0W  Var_07    H3   C16  C9   C4    -61.92  30.0  2

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
 O0W  chir_01  C17  N1  C22  C18  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
 O0W  plan-1  C11  0.020
 O0W  plan-1  C13  0.020
 O0W  plan-1  C14  0.020
 O0W  plan-1  C15  0.020
 O0W  plan-1  C25  0.020
 O0W  plan-1  C26  0.020
 O0W  plan-1  C7   0.020
 O0W  plan-1  C10  0.020
 O0W  plan-1  N12  0.020
 O0W  plan-1  O27  0.020
 O0W  plan-1  H2   0.020
 O0W  plan-1  H18  0.020
 O0W  plan-1  H19  0.020
 O0W  plan-1  O23  0.020
 O0W  plan-1  C24  0.020
 O0W  plan-2  C2   0.020
 O0W  plan-2  C3   0.020
 O0W  plan-2  C16  0.020
 O0W  plan-2  C17  0.020
 O0W  plan-2  N1   0.020
 O0W  plan-2  C4   0.020
 O0W  plan-2  N5   0.020
 O0W  plan-2  C6   0.020
 O0W  plan-2  C7   0.020
 O0W  plan-2  C8   0.020
 O0W  plan-2  C9   0.020
 O0W  plan-2  C10  0.020
 O0W  plan-2  H1   0.020
 O0W  plan-2  H20  0.020
 O0W  plan-2  H21  0.020

