# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 04:47:28 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: 5-(1-methylpyrazol-4-yl)-3-(3-propan-2-yloxyphenyl)furo[3,2-b]pyridine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)Oc1cccc(c1)c2coc3ccc(nc23)c4cnn(C)c4
#
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
 H3H  H3H  5-(1-methylpyrazol-4-yl)-3-(3-propan-2-yloxyphenyl)furo[3,2-b]pyridine  ligand  44  25  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_H3H
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
 H3H  C4   C  CR16  0  -0.363   2.9985   2.3819  -0.5347
 H3H  C5   C  CR16  0  -0.222   1.6818   2.3390  -0.9519
 H3H  C6   C  CR16  0  -0.364   0.9106   1.1964  -0.7780
 H3H  N1   N  NR5   0  -0.264  -5.1119   2.0035  -0.1936
 H3H  C7   C  CR6   0   0.119   1.4725   0.0762  -0.1711
 H3H  C8   C  CR16  0  -0.476   2.8014   0.1198   0.2660
 H3H  N2   N  N     0  -0.461  -1.7205  -0.4196  -0.0220
 H3H  C9   C  CR5   0  -0.005   0.6951  -1.1523  -0.0046
 H3H  C10  C  CR15  0  -0.035   1.1795  -2.4122   0.1305
 H3H  C11  C  CR56  0   0.343  -0.9662  -2.6772   0.2230
 H3H  C12  C  CR16  0  -0.233  -2.2452  -3.1824   0.3292
 H3H  C13  C  CR16  0  -0.345  -3.2593  -2.2451   0.2516
 H3H  C14  C  CR6   0   0.199  -2.9648  -0.8794   0.0780
 H3H  C15  C  CR5   0  -0.165  -4.0327   0.1106   0.0023
 H3H  N    N  N     0  -0.276  -6.0632   1.0901  -0.0152
 H3H  C16  C  CR15  0  -0.112  -5.4280  -0.0589   0.1033
 H3H  C18  C  CR15  0   0.046  -3.8828   1.4723  -0.1884
 H3H  C19  C  CR56  0   0.074  -0.7411  -1.3120   0.0494
 H3H  O1   O  O     0  -0.424   0.2050  -3.3424   0.2690
 H3H  C3   C  CR6   0   0.422   3.5691   1.2647   0.0826
 H3H  O    O  O2    0  -0.485   4.8472   1.4054   0.4801
 H3H  C1   C  CH1   0  -0.003   5.5649   0.3080   1.0528
 H3H  C2   C  CH3   0  -0.681   5.9913  -0.6816  -0.0194
 H3H  C    C  CH3   0  -0.665   6.7557   0.9105   1.7708
 H3H  H1   H  HCR6  0   0.261   3.5932   3.2764  -0.6730
 H3H  H2   H  HCR6  0   0.258   1.2473   3.2106  -1.4241
 H3H  H3   H  HCR6  0   0.257  -0.1170   1.1796  -1.1112
 H3H  H4   H  HCR6  0   0.270   3.2139  -0.7461   0.7660
 H3H  H5   H  HCR5  0   0.299   2.1895  -2.7922   0.1313
 H3H  H6   H  HCR6  0   0.288  -2.4510  -4.2357   0.4649
 H3H  H7   H  HCR6  0   0.267  -4.2874  -2.5707   0.3283
 H3H  H8   H  HCH3  0   0.262  -5.8756   3.7808   0.5994
 H3H  H9   H  HCH3  0   0.260  -4.5695   3.9618  -0.5811
 H3H  H10  H  HCH3  0   0.263  -6.1943   3.5205  -1.1268
 H3H  H11  H  HCR5  0   0.258  -5.9880  -0.9694   0.2576
 H3H  H12  H  HCR5  0   0.293  -2.9983   2.0736  -0.3200
 H3H  H13  H  HCH1  0   0.230   4.9317  -0.1952   1.7923
 H3H  H14  H  HCH3  0   0.241   5.1429  -1.1176  -0.5473
 H3H  H15  H  HCH3  0   0.233   6.6392  -0.1989  -0.7531
 H3H  H16  H  HCH3  0   0.239   6.5501  -1.4996   0.4357
 H3H  H17  H  HCH3  0   0.241   6.4418   1.6091   2.5466
 H3H  H18  H  HCH3  0   0.235   7.3353   0.1210   2.2482
 H3H  H19  H  HCH3  0   0.230   7.4122   1.4342   1.0743
 H3H  C17  C  CH3   0  -0.506  -5.4627   3.3969  -0.3315

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
 H3H  C5   C6   aromatic  1.389  0.020  1.389
 H3H  C5   C4   aromatic  1.382  0.020  1.382
 H3H  C6   C7   aromatic  1.392  0.020  1.392
 H3H  C4   C3   aromatic  1.398  0.020  1.398
 H3H  C10  C9   aromatic  1.357  0.020  1.357
 H3H  C10  O1   aromatic  1.354  0.020  1.354
 H3H  C7   C9   single    1.463  0.020  1.463
 H3H  C7   C8   aromatic  1.400  0.020  1.400
 H3H  C3   C8   aromatic  1.391  0.020  1.391
 H3H  C3   O    single    1.346  0.020  1.346
 H3H  C9   C19  aromatic  1.446  0.020  1.446
 H3H  O1   C11  aromatic  1.348  0.020  1.348
 H3H  O    C1   single    1.431  0.020  1.431
 H3H  C19  C11  aromatic  1.394  0.020  1.394
 H3H  C19  N2   aromatic  1.327  0.020  1.327
 H3H  C11  C12  aromatic  1.379  0.020  1.379
 H3H  C1   C    single    1.515  0.020  1.515
 H3H  C1   C2   single    1.520  0.020  1.520
 H3H  N2   C14  aromatic  1.330  0.020  1.330
 H3H  C12  C13  aromatic  1.383  0.020  1.383
 H3H  C14  C13  aromatic  1.408  0.020  1.408
 H3H  C14  C15  single    1.458  0.020  1.458
 H3H  C15  C18  aromatic  1.383  0.020  1.383
 H3H  C15  C16  aromatic  1.409  0.020  1.409
 H3H  C18  N1   aromatic  1.339  0.020  1.339
 H3H  N1   C17  single    1.443  0.020  1.443
 H3H  N1   N    aromatic  1.331  0.020  1.331
 H3H  C16  N    aromatic  1.318  0.020  1.318
 H3H  C4   H1   single    0.930  0.020  1.080
 H3H  C5   H2   single    0.930  0.020  1.080
 H3H  C6   H3   single    0.930  0.020  1.080
 H3H  C8   H4   single    0.930  0.020  1.080
 H3H  C10  H5   single    0.930  0.020  1.080
 H3H  C12  H6   single    0.930  0.020  1.080
 H3H  C13  H7   single    0.930  0.020  1.080
 H3H  C17  H8   single    0.970  0.020  1.090
 H3H  C17  H9   single    0.970  0.020  1.090
 H3H  C17  H10  single    0.970  0.020  1.090
 H3H  C16  H11  single    0.930  0.020  1.080
 H3H  C18  H12  single    0.930  0.020  1.080
 H3H  C1   H13  single    0.970  0.020  1.090
 H3H  C2   H14  single    0.970  0.020  1.090
 H3H  C2   H15  single    0.970  0.020  1.090
 H3H  C2   H16  single    0.970  0.020  1.090
 H3H  C    H17  single    0.970  0.020  1.090
 H3H  C    H18  single    0.970  0.020  1.090
 H3H  C    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
 H3H  H1   C4   C3   119.49  3.000
 H3H  H1   C4   C5   120.68  3.000
 H3H  C3   C4   C5   119.82  3.000
 H3H  H2   C5   C6   119.60  3.000
 H3H  H2   C5   C4   119.29  3.000
 H3H  C6   C5   C4   121.11  3.000
 H3H  H3   C6   C7   120.38  3.000
 H3H  H3   C6   C5   120.14  3.000
 H3H  C7   C6   C5   119.48  3.000
 H3H  C18  N1   N    112.54  3.000
 H3H  N    N1   C17  120.11  3.000
 H3H  C18  N1   C17  127.33  3.000
 H3H  C9   C7   C8   119.67  3.000
 H3H  C8   C7   C6   119.62  3.000
 H3H  C9   C7   C6   120.70  3.000
 H3H  H4   C8   C3   120.63  3.000
 H3H  H4   C8   C7   118.79  3.000
 H3H  C3   C8   C7   120.57  3.000
 H3H  C19  N2   C14  117.00  3.000
 H3H  C19  C9   C10  104.38  3.000
 H3H  C19  C9   C7   128.66  3.000
 H3H  C10  C9   C7   126.96  3.000
 H3H  H5   C10  O1   115.57  3.000
 H3H  H5   C10  C9   131.40  3.000
 H3H  O1   C10  C9   113.02  3.000
 H3H  O1   C11  C19  110.31  3.000
 H3H  C19  C11  C12  121.19  3.000
 H3H  O1   C11  C12  128.49  3.000
 H3H  H6   C12  C13  121.83  3.000
 H3H  H6   C12  C11  122.87  3.000
 H3H  C13  C12  C11  115.30  3.000
 H3H  H7   C13  C14  119.99  3.000
 H3H  H7   C13  C12  119.28  3.000
 H3H  C14  C13  C12  120.73  3.000
 H3H  C15  C14  C13  120.79  3.000
 H3H  C15  C14  N2   116.52  3.000
 H3H  C13  C14  N2   122.70  3.000
 H3H  C18  C15  C16  103.63  3.000
 H3H  C16  C15  C14  129.77  3.000
 H3H  C18  C15  C14  126.60  3.000
 H3H  C16  N    N1   105.42  3.000
 H3H  H11  C16  N    119.86  3.000
 H3H  H11  C16  C15  128.69  3.000
 H3H  N    C16  C15  111.46  3.000
 H3H  H12  C18  C15  130.93  3.000
 H3H  H12  C18  N1   122.11  3.000
 H3H  C15  C18  N1   106.96  3.000
 H3H  C11  C19  C9   105.85  3.000
 H3H  C11  C19  N2   123.09  3.000
 H3H  C9   C19  N2   131.05  3.000
 H3H  C11  O1   C10  106.43  3.000
 H3H  O    C3   C8   124.85  3.000
 H3H  O    C3   C4   115.75  3.000
 H3H  C8   C3   C4   119.40  3.000
 H3H  C1   O    C3   120.95  3.000
 H3H  H13  C1   C    108.47  3.000
 H3H  H13  C1   C2   109.82  3.000
 H3H  C    C1   C2   111.88  3.000
 H3H  H13  C1   O    109.42  3.000
 H3H  C2   C1   O    110.96  3.000
 H3H  C    C1   O    106.19  3.000
 H3H  H16  C2   H15  107.95  3.000
 H3H  H16  C2   H14  107.51  3.000
 H3H  H15  C2   H14  108.26  3.000
 H3H  H16  C2   C1   109.74  3.000
 H3H  H15  C2   C1   110.66  3.000
 H3H  H14  C2   C1   112.56  3.000
 H3H  H19  C    H18  107.90  3.000
 H3H  H19  C    H17  108.66  3.000
 H3H  H18  C    H17  107.80  3.000
 H3H  H19  C    C1   111.17  3.000
 H3H  H18  C    C1   109.72  3.000
 H3H  H17  C    C1   111.45  3.000
 H3H  H10  C17  H9   109.03  3.000
 H3H  H10  C17  H8   109.28  3.000
 H3H  H9   C17  H8   108.98  3.000
 H3H  H10  C17  N1   110.06  3.000
 H3H  H9   C17  N1   108.92  3.000
 H3H  H8   C17  N1   110.54  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
 H3H  CONST_01  C7   C6   C5   C4      0.00   0.0  0
 H3H  CONST_02  C7   C8   C3   C4      0.00   0.0  0
 H3H  CONST_03  C9   C7   C6   C5    180.00   0.0  0
 H3H  CONST_04  C8   C7   C6   C5      0.00   0.0  0
 H3H  CONST_05  C8   C3   C4   C5      0.00   0.0  0
 H3H  CONST_06  C3   C4   C5   C6      0.00   0.0  0
 H3H  CONST_09  C3   C8   C7   C6      0.00   0.0  0
 H3H  CONST_10  C14  C15  C18  N1    180.00   0.0  0
 H3H  CONST_11  C16  C15  C18  N1      0.00   0.0  0
 H3H  CONST_12  C15  C16  N    N1      0.00   0.0  0
 H3H  CONST_13  O1   C10  C9   C7    180.00   0.0  0
 H3H  CONST_14  C11  C19  C9   C7    180.00   0.0  0
 H3H  CONST_15  N2   C19  C9   C7      0.00   0.0  0
 H3H  CONST_18  C10  C9   C19  N2    180.00   0.0  0
 H3H  CONST_19  O1   C11  C19  N2    180.00   0.0  0
 H3H  CONST_20  C12  C11  C19  N2      0.00   0.0  0
 H3H  CONST_21  C12  C13  C14  N2      0.00   0.0  0
 H3H  CONST_22  C18  C15  C14  N2      0.00   0.0  0
 H3H  CONST_23  C16  C15  C14  N2    180.00   0.0  0
 H3H  CONST_24  C11  O1   C10  C9      0.00   0.0  0
 H3H  CONST_25  C3   C8   C7   C9    180.00   0.0  0
 H3H  CONST_26  O1   C11  C19  C9      0.00   0.0  0
 H3H  CONST_27  C12  C11  C19  C9    180.00   0.0  0
 H3H  CONST_28  C14  N2   C19  C9    180.00   0.0  0
 H3H  CONST_29  C11  C19  C9   C10     0.00   0.0  0
 H3H  CONST_30  C19  C11  O1   C10     0.00   0.0  0
 H3H  CONST_31  C12  C11  O1   C10   180.00   0.0  0
 H3H  CONST_32  C14  N2   C19  C11     0.00   0.0  0
 H3H  CONST_33  C14  C13  C12  C11     0.00   0.0  0
 H3H  CONST_34  C15  C14  C13  C12   180.00   0.0  0
 H3H  CONST_35  O1   C11  C12  C13   180.00   0.0  0
 H3H  CONST_36  C19  C11  C12  C13     0.00   0.0  0
 H3H  CONST_37  C19  N2   C14  C13     0.00   0.0  0
 H3H  CONST_38  C18  C15  C14  C13   180.00   0.0  0
 H3H  CONST_39  C16  C15  C14  C13     0.00   0.0  0
 H3H  CONST_40  N    C16  C15  C14   180.00   0.0  0
 H3H  CONST_41  C19  N2   C14  C15   180.00   0.0  0
 H3H  CONST_42  N    N1   C18  C15     0.00   0.0  0
 H3H  CONST_43  C18  C15  C16  N       0.00   0.0  0
 H3H  CONST_44  C18  N1   N    C16     0.00   0.0  0
 H3H  CONST_45  O1   C10  C9   C19     0.00   0.0  0
 H3H  CONST_46  O    C3   C4   C5    180.00   0.0  0
 H3H  CONST_47  O    C3   C8   C7    180.00   0.0  0
 H3H  CONST_48  C17  N1   C18  C15   180.00   0.0  0
 H3H  CONST_49  C16  N    N1   C17   180.00   0.0  0
 H3H  CONST_50  H3   C6   C5   C4    180.00   0.0  0
 H3H  CONST_51  H4   C8   C3   C4    180.00   0.0  0
 H3H  CONST_52  H1   C4   C5   C6    180.00   0.0  0
 H3H  CONST_53  H11  C16  N    N1    180.00   0.0  0
 H3H  CONST_54  H2   C5   C6   C7    180.00   0.0  0
 H3H  CONST_55  H5   C10  C9   C7      0.00   0.0  0
 H3H  CONST_56  H7   C13  C14  N2    180.00   0.0  0
 H3H  CONST_57  H6   C12  C13  C14   180.00   0.0  0
 H3H  CONST_58  H12  C18  C15  C14     0.00   0.0  0
 H3H  Var_01    H8   C17  N1   N      66.75  30.0  2
 H3H  Var_02    C    C1   O    C3   -162.24  30.0  3
 H3H  Var_03    H17  C    C1   O      59.54  30.0  3
 H3H  Var_04    H14  C2   C1   O     -61.27  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
 H3H  plan-1  N1   0.020
 H3H  plan-1  C14  0.020
 H3H  plan-1  C15  0.020
 H3H  plan-1  N    0.020
 H3H  plan-1  C16  0.020
 H3H  plan-1  C18  0.020
 H3H  plan-1  H11  0.020
 H3H  plan-1  H12  0.020
 H3H  plan-1  C17  0.020
 H3H  plan-2  C4   0.020
 H3H  plan-2  C5   0.020
 H3H  plan-2  C6   0.020
 H3H  plan-2  C7   0.020
 H3H  plan-2  C8   0.020
 H3H  plan-2  C9   0.020
 H3H  plan-2  C3   0.020
 H3H  plan-2  O    0.020
 H3H  plan-2  H1   0.020
 H3H  plan-2  H2   0.020
 H3H  plan-2  H3   0.020
 H3H  plan-2  H4   0.020
 H3H  plan-3  C7   0.020
 H3H  plan-3  N2   0.020
 H3H  plan-3  C9   0.020
 H3H  plan-3  C10  0.020
 H3H  plan-3  C11  0.020
 H3H  plan-3  C12  0.020
 H3H  plan-3  C13  0.020
 H3H  plan-3  C14  0.020
 H3H  plan-3  C15  0.020
 H3H  plan-3  C19  0.020
 H3H  plan-3  O1   0.020
 H3H  plan-3  H5   0.020
 H3H  plan-3  H6   0.020
 H3H  plan-3  H7   0.020

