# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 05:32:59 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: 3-(3-cyclobutylphenyl)-5-(1-methylpyrazol-4-yl)furo[3,2-b]pyridine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1cc(cn1)c2ccc3occ(c4cccc(c4)C5CCC5)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
 H3Q  H3Q  3-(3-cyclobutylphenyl)-5-(1-methylpyrazol-4-yl)furo[3,2-b]pyridine  ligand  44  25  .  2022-09-22  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_H3Q
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
 H3Q  C4   C  CR6   0   0.198   2.9973  -0.6712  -0.0893
 H3Q  C5   C  CR16  0  -0.346   3.4800  -1.9766  -0.3010
 H3Q  C6   C  CR16  0  -0.233   2.6079  -3.0459  -0.3957
 H3Q  N1   N  N     0  -0.277   5.7902   1.7106   0.0290
 H3Q  C7   C  CR56  0   0.343   1.2717  -2.7295  -0.2659
 H3Q  C8   C  CR56  0   0.072   0.8573  -1.4145  -0.0567
 H3Q  N2   N  N     0  -0.461   1.7016  -0.3943   0.0307
 H3Q  C9   C  CR5   0  -0.002  -0.5862  -1.4610   0.0121
 H3Q  C10  C  CR15  0  -0.036  -0.8892  -2.7736  -0.1500
 H3Q  C11  C  CR6   0   0.113  -1.5277  -0.3572   0.2005
 H3Q  C12  C  CR16  0  -0.353  -1.1302   0.8303   0.8142
 H3Q  C13  C  CR16  0  -0.220  -2.0473   1.8564   0.9983
 H3Q  C14  C  CR16  0  -0.353  -3.3594   1.7171   0.5760
 H3Q  C15  C  CR6   0   0.237  -3.7804   0.5415  -0.0480
 H3Q  N    N  NR5   0  -0.263   4.7260   2.4721   0.2713
 H3Q  C3   C  CR15  0  -0.112   5.3187   0.4900  -0.1302
 H3Q  C2   C  CR5   0  -0.165   3.9167   0.4564   0.0080
 H3Q  C1   C  CR15  0   0.045   3.5835   1.7735   0.2670
 H3Q  O    O  O     0  -0.425   0.2066  -3.5530  -0.3186
 H3Q  C16  C  CR16  0  -0.419  -2.8529  -0.4773  -0.2282
 H3Q  C17  C  C     0  -0.357  -5.1893   0.3772  -0.5269
 H3Q  C20  C  C     0  -0.421  -5.8365   1.4693  -1.4102
 H3Q  C19  C  C     0  -0.462  -7.1698   1.2093  -0.6859
 H3Q  C18  C  C     0  -0.421  -6.3677   0.5631   0.4584
 H3Q  H1   H  HCR6  0   0.268   4.5430  -2.1512  -0.3924
 H3Q  H2   H  HCR6  0   0.288   2.9589  -4.0558  -0.5605
 H3Q  H3   H  HCR5  0   0.300  -1.8349  -3.2931  -0.1550
 H3Q  H4   H  HCR6  0   0.258  -0.1085   0.9560   1.1445
 H3Q  H5   H  HCR6  0   0.254  -1.7302   2.7743   1.4767
 H3Q  H6   H  HCR6  0   0.246  -4.0563   2.5333   0.7258
 H3Q  H7   H  HCH3  0   0.262   5.2207   4.3734  -0.4438
 H3Q  H8   H  HCH3  0   0.260   3.9268   4.3162   0.7628
 H3Q  H9   H  HCH3  0   0.263   5.6074   4.0793   1.2628
 H3Q  H11  H  HCR5  0   0.293   2.6279   2.2371   0.4491
 H3Q  H12  H  HCR6  0   0.243  -3.1707  -1.3839  -0.7317
 H3Q  H13  H  H     0   0.246  -5.2890  -0.5918  -1.0230
 H3Q  H14  H  H     0   0.227  -5.4434   2.4598  -1.1729
 H3Q  H15  H  H     0   0.237  -5.7940   1.3275  -2.4903
 H3Q  H16  H  H     0   0.230  -7.7889   2.0729  -0.4442
 H3Q  H17  H  H     0   0.228  -7.7828   0.4788  -1.2152
 H3Q  H18  H  H     0   0.236  -6.7681  -0.3338   0.9319
 H3Q  H19  H  H     0   0.227  -6.1284   1.2905   1.2362
 H3Q  H10  H  HCR5  0   0.258   5.9958  -0.3250  -0.3392
 H3Q  C    C  CH3   0  -0.507   4.8836   3.8925   0.4727

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
 H3Q  C13  C12  aromatic  1.389  0.020  1.389
 H3Q  C13  C14  aromatic  1.385  0.020  1.385
 H3Q  C12  C11  aromatic  1.395  0.020  1.395
 H3Q  C14  C15  aromatic  1.396  0.020  1.396
 H3Q  C10  C9   aromatic  1.357  0.020  1.357
 H3Q  C10  O    aromatic  1.355  0.020  1.355
 H3Q  C11  C9   single    1.463  0.020  1.463
 H3Q  C11  C16  aromatic  1.398  0.020  1.398
 H3Q  C15  C16  aromatic  1.389  0.020  1.389
 H3Q  C15  C17  single    1.497  0.020  1.497
 H3Q  C9   C8   aromatic  1.446  0.020  1.446
 H3Q  O    C7   aromatic  1.347  0.020  1.347
 H3Q  C17  C20  single    1.546  0.020  1.546
 H3Q  C17  C18  single    1.547  0.020  1.547
 H3Q  C7   C8   aromatic  1.395  0.020  1.395
 H3Q  C7   C6   aromatic  1.379  0.020  1.379
 H3Q  C8   N2   aromatic  1.327  0.020  1.327
 H3Q  C20  C19  single    1.539  0.020  1.539
 H3Q  C18  C19  single    1.540  0.020  1.540
 H3Q  N2   C4   aromatic  1.330  0.020  1.330
 H3Q  C6   C5   aromatic  1.383  0.020  1.383
 H3Q  C4   C5   aromatic  1.408  0.020  1.408
 H3Q  C4   C2   single    1.458  0.020  1.458
 H3Q  C2   C1   aromatic  1.383  0.020  1.383
 H3Q  C2   C3   aromatic  1.409  0.020  1.409
 H3Q  C1   N    aromatic  1.339  0.020  1.339
 H3Q  C3   N1   aromatic  1.318  0.020  1.318
 H3Q  N    C    single    1.443  0.020  1.443
 H3Q  N    N1   aromatic  1.331  0.020  1.331
 H3Q  C5   H1   single    0.930  0.020  1.080
 H3Q  C6   H2   single    0.930  0.020  1.080
 H3Q  C10  H3   single    0.930  0.020  1.080
 H3Q  C12  H4   single    0.930  0.020  1.080
 H3Q  C13  H5   single    0.930  0.020  1.080
 H3Q  C14  H6   single    0.930  0.020  1.080
 H3Q  C    H7   single    0.970  0.020  1.090
 H3Q  C    H8   single    0.970  0.020  1.090
 H3Q  C    H9   single    0.970  0.020  1.090
 H3Q  C3   H10  single    0.930  0.020  1.080
 H3Q  C1   H11  single    0.930  0.020  1.080
 H3Q  C16  H12  single    0.930  0.020  1.080
 H3Q  C17  H13  single    0.970  0.020  1.090
 H3Q  C20  H14  single    0.970  0.020  1.090
 H3Q  C20  H15  single    0.970  0.020  1.090
 H3Q  C19  H16  single    0.970  0.020  1.090
 H3Q  C19  H17  single    0.970  0.020  1.090
 H3Q  C18  H18  single    0.970  0.020  1.090
 H3Q  C18  H19  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
 H3Q  C2   C4   N2   116.56  3.000
 H3Q  C2   C4   C5   120.72  3.000
 H3Q  N2   C4   C5   122.72  3.000
 H3Q  H1   C5   C6   119.30  3.000
 H3Q  H1   C5   C4   119.97  3.000
 H3Q  C6   C5   C4   120.73  3.000
 H3Q  H2   C6   C7   122.88  3.000
 H3Q  H2   C6   C5   121.84  3.000
 H3Q  C7   C6   C5   115.28  3.000
 H3Q  C3   N1   N    105.42  3.000
 H3Q  O    C7   C8   110.32  3.000
 H3Q  C8   C7   C6   121.22  3.000
 H3Q  O    C7   C6   128.46  3.000
 H3Q  C9   C8   N2   131.05  3.000
 H3Q  N2   C8   C7   123.07  3.000
 H3Q  C9   C8   C7   105.87  3.000
 H3Q  C8   N2   C4   116.98  3.000
 H3Q  C11  C9   C10  126.98  3.000
 H3Q  C11  C9   C8   128.63  3.000
 H3Q  C10  C9   C8   104.38  3.000
 H3Q  H3   C10  O    115.55  3.000
 H3Q  H3   C10  C9   131.45  3.000
 H3Q  O    C10  C9   113.00  3.000
 H3Q  C16  C11  C12  118.58  3.000
 H3Q  C16  C11  C9   120.37  3.000
 H3Q  C12  C11  C9   121.04  3.000
 H3Q  H4   C12  C13  119.85  3.000
 H3Q  H4   C12  C11  120.19  3.000
 H3Q  C13  C12  C11  119.96  3.000
 H3Q  H5   C13  C14  119.83  3.000
 H3Q  H5   C13  C12  119.45  3.000
 H3Q  C14  C13  C12  120.72  3.000
 H3Q  H6   C14  C15  120.15  3.000
 H3Q  H6   C14  C13  119.42  3.000
 H3Q  C15  C14  C13  120.43  3.000
 H3Q  C17  C15  C16  120.41  3.000
 H3Q  C17  C15  C14  121.28  3.000
 H3Q  C16  C15  C14  118.31  3.000
 H3Q  C1   N    C    127.38  3.000
 H3Q  C    N    N1   120.08  3.000
 H3Q  C1   N    N1   112.53  3.000
 H3Q  H10  C3   C2   128.67  3.000
 H3Q  H10  C3   N1   119.86  3.000
 H3Q  C2   C3   N1   111.47  3.000
 H3Q  C1   C2   C3   103.62  3.000
 H3Q  C3   C2   C4   129.73  3.000
 H3Q  C1   C2   C4   126.65  3.000
 H3Q  H11  C1   C2   130.92  3.000
 H3Q  H11  C1   N    122.11  3.000
 H3Q  C2   C1   N    106.97  3.000
 H3Q  C10  O    C7   106.43  3.000
 H3Q  H12  C16  C15  118.52  3.000
 H3Q  H12  C16  C11  119.47  3.000
 H3Q  C15  C16  C11  122.00  3.000
 H3Q  H13  C17  C18  109.03  3.000
 H3Q  H13  C17  C20  109.19  3.000
 H3Q  C18  C17  C20   87.72  3.000
 H3Q  H13  C17  C15  109.17  3.000
 H3Q  C18  C17  C15  119.99  3.000
 H3Q  C20  C17  C15  119.93  3.000
 H3Q  H15  C20  H14  108.62  3.000
 H3Q  H15  C20  C19  118.55  3.000
 H3Q  H14  C20  C19  111.27  3.000
 H3Q  H15  C20  C17  117.24  3.000
 H3Q  H14  C20  C17  111.47  3.000
 H3Q  C19  C20  C17   88.54  3.000
 H3Q  H17  C19  H16  108.61  3.000
 H3Q  H17  C19  C18  111.86  3.000
 H3Q  H16  C19  C18  117.63  3.000
 H3Q  H17  C19  C20  111.81  3.000
 H3Q  H16  C19  C20  117.56  3.000
 H3Q  C18  C19  C20   88.24  3.000
 H3Q  H19  C18  H18  108.61  3.000
 H3Q  H19  C18  C19  111.35  3.000
 H3Q  H18  C18  C19  118.47  3.000
 H3Q  H19  C18  C17  111.53  3.000
 H3Q  H18  C18  C17  117.22  3.000
 H3Q  C19  C18  C17   88.51  3.000
 H3Q  H9   C    H8   108.99  3.000
 H3Q  H9   C    H7   109.25  3.000
 H3Q  H8   C    H7   108.99  3.000
 H3Q  H9   C    N    110.07  3.000
 H3Q  H8   C    N    108.97  3.000
 H3Q  H7   C    N    110.55  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
 H3Q  CONST_01  C9   C8   N2   C4   180.00   0.0  0
 H3Q  CONST_02  C7   C8   N2   C4     0.00   0.0  0
 H3Q  CONST_03  C7   C6   C5   C4     0.00   0.0  0
 H3Q  CONST_04  N    C1   C2   C4   180.00   0.0  0
 H3Q  CONST_05  N1   C3   C2   C4   180.00   0.0  0
 H3Q  CONST_06  O    C7   C6   C5   180.00   0.0  0
 H3Q  CONST_07  C8   C7   C6   C5     0.00   0.0  0
 H3Q  CONST_08  C8   N2   C4   C5     0.00   0.0  0
 H3Q  CONST_09  C1   C2   C4   C5   180.00   0.0  0
 H3Q  CONST_10  C3   C2   C4   C5     0.00   0.0  0
 H3Q  CONST_11  C10  O    C7   C6   180.00   0.0  0
 H3Q  CONST_12  C9   C8   C7   C6   180.00   0.0  0
 H3Q  CONST_13  N2   C8   C7   C6     0.00   0.0  0
 H3Q  CONST_14  N2   C4   C5   C6     0.00   0.0  0
 H3Q  CONST_15  C2   C4   C5   C6   180.00   0.0  0
 H3Q  CONST_16  C1   C2   C3   N1     0.00   0.0  0
 H3Q  CONST_17  C2   C1   N    N1     0.00   0.0  0
 H3Q  CONST_18  C9   C10  O    C7     0.00   0.0  0
 H3Q  CONST_19  C10  C9   C8   C7     0.00   0.0  0
 H3Q  CONST_20  C11  C9   C8   C7   180.00   0.0  0
 H3Q  CONST_21  O    C10  C9   C8     0.00   0.0  0
 H3Q  CONST_24  C10  O    C7   C8     0.00   0.0  0
 H3Q  CONST_25  C2   C4   N2   C8   180.00   0.0  0
 H3Q  CONST_26  C10  C9   C8   N2   180.00   0.0  0
 H3Q  CONST_27  C11  C9   C8   N2     0.00   0.0  0
 H3Q  CONST_28  O    C7   C8   N2   180.00   0.0  0
 H3Q  CONST_29  C1   C2   C4   N2     0.00   0.0  0
 H3Q  CONST_30  C3   C2   C4   N2   180.00   0.0  0
 H3Q  CONST_31  C13  C12  C11  C9   180.00   0.0  0
 H3Q  CONST_32  C15  C16  C11  C9   180.00   0.0  0
 H3Q  CONST_33  O    C7   C8   C9     0.00   0.0  0
 H3Q  CONST_36  C14  C13  C12  C11    0.00   0.0  0
 H3Q  CONST_37  O    C10  C9   C11  180.00   0.0  0
 H3Q  CONST_38  C14  C15  C16  C11    0.00   0.0  0
 H3Q  CONST_39  C15  C14  C13  C12    0.00   0.0  0
 H3Q  CONST_40  C15  C16  C11  C12    0.00   0.0  0
 H3Q  CONST_41  C16  C11  C12  C13    0.00   0.0  0
 H3Q  CONST_42  C16  C15  C14  C13    0.00   0.0  0
 H3Q  CONST_43  C3   C2   C1   N      0.00   0.0  0
 H3Q  CONST_44  C2   C3   N1   N      0.00   0.0  0
 H3Q  CONST_45  C1   N    N1   C3     0.00   0.0  0
 H3Q  CONST_46  C17  C15  C16  C11  180.00   0.0  0
 H3Q  CONST_47  C17  C15  C14  C13  180.00   0.0  0
 H3Q  CONST_48  C2   C1   N    C    180.00   0.0  0
 H3Q  CONST_49  C3   N1   N    C    180.00   0.0  0
 H3Q  CONST_50  H2   C6   C5   C4   180.00   0.0  0
 H3Q  CONST_51  H11  C1   C2   C4     0.00   0.0  0
 H3Q  CONST_52  H10  C3   C2   C4     0.00   0.0  0
 H3Q  CONST_53  H3   C10  O    C7   180.00   0.0  0
 H3Q  CONST_54  H1   C5   C6   C7   180.00   0.0  0
 H3Q  CONST_55  H4   C12  C11  C9     0.00   0.0  0
 H3Q  CONST_56  H12  C16  C11  C9     0.00   0.0  0
 H3Q  CONST_57  H5   C13  C12  C11  180.00   0.0  0
 H3Q  CONST_58  H6   C14  C13  C12  180.00   0.0  0
 H3Q  Var_01    C18  C19  C20  C17   19.87  30.0  1
 H3Q  Var_02    H7   C    N    N1    66.42  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
 H3Q  chir_01  C17  C15  C20  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
 H3Q  plan-1  C4   0.020
 H3Q  plan-1  N1   0.020
 H3Q  plan-1  N    0.020
 H3Q  plan-1  C3   0.020
 H3Q  plan-1  C2   0.020
 H3Q  plan-1  C1   0.020
 H3Q  plan-1  H11  0.020
 H3Q  plan-1  H10  0.020
 H3Q  plan-1  C    0.020
 H3Q  plan-2  C9   0.020
 H3Q  plan-2  C11  0.020
 H3Q  plan-2  C12  0.020
 H3Q  plan-2  C13  0.020
 H3Q  plan-2  C14  0.020
 H3Q  plan-2  C15  0.020
 H3Q  plan-2  C16  0.020
 H3Q  plan-2  C17  0.020
 H3Q  plan-2  H4   0.020
 H3Q  plan-2  H5   0.020
 H3Q  plan-2  H6   0.020
 H3Q  plan-2  H12  0.020
 H3Q  plan-3  C4   0.020
 H3Q  plan-3  C5   0.020
 H3Q  plan-3  C6   0.020
 H3Q  plan-3  C7   0.020
 H3Q  plan-3  C8   0.020
 H3Q  plan-3  N2   0.020
 H3Q  plan-3  C9   0.020
 H3Q  plan-3  C10  0.020
 H3Q  plan-3  C11  0.020
 H3Q  plan-3  C2   0.020
 H3Q  plan-3  O    0.020
 H3Q  plan-3  H1   0.020
 H3Q  plan-3  H2   0.020
 H3Q  plan-3  H3   0.020

