# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 10:39:14 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: (3~{S})-6'-azanyl-7-fluoranyl-2,2,3'-trimethyl-5-pyridin-4-yl-spiro[1~{H}-indene-3,4'-2~{H}-pyrano[2,3-c]pyrazole]-5'-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1[nH]nc2OC(=C(C#N)[C@]3(c4cc(cc(F)c4CC3(C)C)c5ccncc5)c12)N
#
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
 8UC  8UC  (3~{S})-6'-azanyl-7-fluoranyl-2,2,3'-trimethyl-5-pyridin-4-yl-spiro[1~{H}-indene-3,4'-2~{H}-pyrano[2,3-c]pyrazole]-5'-carbonitrile  ligand  50  30  .  2022-07-24  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_8UC
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
 8UC  C2   C  CR6   0   0.602   2.8072   0.7279  -1.9174
 8UC  C3   C  CR6   0  -0.153   1.9084  -0.1714  -1.4036
 8UC  C4   C  C     0  -0.177   1.5168  -0.2414   0.0749
 8UC  C5   C  CR56  0  -0.182   1.7858   1.1239   0.6181
 8UC  C6   C  CR56  0   0.448   2.6460   2.0082  -0.0324
 8UC  N9   N  NS    0  -0.288   0.9879  -1.9160  -3.0409
 8UC  C10  C  CR5   0   0.364   1.3586   1.8589   1.7155
 8UC  N12  N  N     0  -0.287   2.7848   3.1640   0.5572
 8UC  C13  C  CH3   0  -0.760   0.4323   1.5717   2.8418
 8UC  C17  C  CR56  0  -0.100   0.0110  -2.0532   0.3981
 8UC  C19  C  CR6   0   0.106  -2.3163  -0.5371   0.0712
 8UC  C35  C  CR16  0  -0.487  -2.3936  -1.9130   0.3008
 8UC  C38  C  CH2   0  -0.489   1.3772  -2.6479   0.5302
 8UC  C41  C  CR6   0   0.173  -3.5487   0.2568  -0.0868
 8UC  C18  C  CR6   0   0.526  -1.2328  -2.6447   0.4550
 8UC  C14  C  CR5   0  -0.047   2.2674  -1.4184   0.8252
 8UC  C30  C  CH3   0  -0.657   2.2684  -1.1809   2.3347
 8UC  C15  C  CH3   0  -0.657   3.7006  -1.6081   0.3564
 8UC  C46  C  CR16  0  -0.377  -4.6735  -0.2587  -0.7278
 8UC  C45  C  CR16  0  -0.060  -5.8034   0.5329  -0.8531
 8UC  N44  N  N     0  -0.407  -5.8878   1.7758  -0.3927
 8UC  C43  C  CR16  0  -0.060  -4.8170   2.2684   0.2196
 8UC  C42  C  CR16  0  -0.374  -3.6391   1.5609   0.3962
 8UC  C20  C  CR16  0  -0.399  -1.0650   0.0768  -0.0027
 8UC  C16  C  CR56  0   0.187   0.0731  -0.6868   0.1677
 8UC  C8   C  CSP   0   0.021   1.4034  -1.1337  -2.2946
 8UC  N7   N  NH2   0  -0.830   3.3484   0.6927  -3.1421
 8UC  N11  N  NR15  0  -0.485   1.9909   3.0429   1.6239
 8UC  O1   O  O     0  -0.453   3.2841   1.7578  -1.2009
 8UC  H2   H  HCH3  0   0.267   0.9702   1.1911   3.7110
 8UC  H3   H  HCH3  0   0.269  -0.0933   2.4754   3.1506
 8UC  H4   H  HCH3  0   0.261  -0.3117   0.8295   2.5638
 8UC  H5   H  HCR6  0   0.277  -3.3517  -2.4106   0.3856
 8UC  H6   H  HCH2  0   0.265   1.4484  -3.4011   1.3172
 8UC  H7   H  HCH2  0   0.268   1.6689  -3.1396  -0.4031
 8UC  H8   H  HCH3  0   0.235   1.2640  -1.0202   2.7292
 8UC  H9   H  HCH3  0   0.242   2.6792  -2.0542   2.8442
 8UC  H10  H  HCH3  0   0.237   2.8816  -0.3218   2.6095
 8UC  H11  H  HCH3  0   0.229   4.2861  -0.6962   0.4961
 8UC  H12  H  HCH3  0   0.239   4.1835  -2.3962   0.9367
 8UC  H13  H  HCH3  0   0.234   3.7615  -1.8877  -0.6953
 8UC  H14  H  HCR6  0   0.270  -4.6732  -1.2560  -1.1469
 8UC  H15  H  HCR6  0   0.267  -6.6801   0.1415  -1.3572
 8UC  H16  H  HCR6  0   0.266  -4.8973   3.2818   0.5970
 8UC  H17  H  HCR6  0   0.262  -2.8152   2.0240   0.9228
 8UC  H18  H  HCR6  0   0.261  -0.9811   1.1378  -0.2061
 8UC  H19  H  HNH2  0   0.420   3.0348   0.0007  -3.8022
 8UC  H20  H  HNH2  0   0.416   3.6955   1.5488  -3.5454
 8UC  H1   H  HNR5  0   0.423   1.9018   3.8181   2.2617
 8UC  F29  F  F     0  -0.307  -1.3210  -3.9656   0.6776

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
 8UC  N11  N12  aromatic  1.335  0.020  1.335
 8UC  N11  C10  aromatic  1.345  0.020  1.345
 8UC  C43  N44  aromatic  1.328  0.020  1.328
 8UC  C43  C42  aromatic  1.385  0.020  1.385
 8UC  C13  C10  single    1.486  0.020  1.486
 8UC  N12  C6   aromatic  1.305  0.020  1.305
 8UC  N44  C45  aromatic  1.328  0.020  1.328
 8UC  C10  C5   aromatic  1.388  0.020  1.388
 8UC  C42  C41  aromatic  1.394  0.020  1.394
 8UC  C6   C5   aromatic  1.395  0.020  1.395
 8UC  C6   O1   single    1.355  0.020  1.355
 8UC  C45  C46  aromatic  1.385  0.020  1.385
 8UC  C5   C4   single    1.494  0.020  1.494
 8UC  C41  C46  aromatic  1.393  0.020  1.393
 8UC  C41  C19  single    1.474  0.020  1.474
 8UC  C20  C19  aromatic  1.396  0.020  1.396
 8UC  C20  C16  aromatic  1.381  0.020  1.381
 8UC  C30  C14  single    1.528  0.020  1.528
 8UC  O1   C2   single    1.342  0.020  1.342
 8UC  C19  C35  aromatic  1.397  0.020  1.397
 8UC  C4   C16  single    1.514  0.020  1.514
 8UC  C4   C14  single    1.585  0.020  1.585
 8UC  C4   C3   single    1.531  0.020  1.531
 8UC  C16  C17  aromatic  1.387  0.020  1.387
 8UC  C35  C18  aromatic  1.381  0.020  1.381
 8UC  C14  C15  single    1.520  0.020  1.520
 8UC  C14  C38  single    1.546  0.020  1.546
 8UC  C2   C3   double    1.371  0.020  1.371
 8UC  C2   N7   single    1.339  0.020  1.339
 8UC  C17  C18  aromatic  1.378  0.020  1.378
 8UC  C17  C38  single    1.496  0.020  1.496
 8UC  C3   C8   single    1.405  0.020  1.405
 8UC  C18  F29  single    1.342  0.020  1.342
 8UC  C8   N9   triple    1.158  0.020  1.158
 8UC  C13  H2   single    0.970  0.020  1.090
 8UC  C13  H3   single    0.970  0.020  1.090
 8UC  C13  H4   single    0.970  0.020  1.090
 8UC  C35  H5   single    0.930  0.020  1.080
 8UC  C38  H6   single    0.970  0.020  1.090
 8UC  C38  H7   single    0.970  0.020  1.090
 8UC  C30  H8   single    0.970  0.020  1.090
 8UC  C30  H9   single    0.970  0.020  1.090
 8UC  C30  H10  single    0.970  0.020  1.090
 8UC  C15  H11  single    0.970  0.020  1.090
 8UC  C15  H12  single    0.970  0.020  1.090
 8UC  C15  H13  single    0.970  0.020  1.090
 8UC  C46  H14  single    0.930  0.020  1.080
 8UC  C45  H15  single    0.930  0.020  1.080
 8UC  C43  H16  single    0.930  0.020  1.080
 8UC  C42  H17  single    0.930  0.020  1.080
 8UC  C20  H18  single    0.930  0.020  1.080
 8UC  N7   H19  single    0.890  0.020  1.040
 8UC  N7   H20  single    0.890  0.020  1.040
 8UC  N11  H1   single    0.860  0.020  1.020

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
 8UC  O1   C2   N7   111.38  3.000
 8UC  N7   C2   C3   126.17  3.000
 8UC  O1   C2   C3   122.42  3.000
 8UC  C8   C3   C4   119.27  3.000
 8UC  C8   C3   C2   116.56  3.000
 8UC  C4   C3   C2   124.02  3.000
 8UC  C16  C4   C14  101.78  3.000
 8UC  C14  C4   C5   114.92  3.000
 8UC  C16  C4   C5   114.74  3.000
 8UC  C14  C4   C3   111.72  3.000
 8UC  C16  C4   C3   108.46  3.000
 8UC  C5   C4   C3   105.26  3.000
 8UC  C10  C5   C6   102.88  3.000
 8UC  C6   C5   C4   121.40  3.000
 8UC  C10  C5   C4   135.72  3.000
 8UC  O1   C6   N12  120.22  3.000
 8UC  O1   C6   C5   125.14  3.000
 8UC  N12  C6   C5   114.61  3.000
 8UC  N11  C10  C13  120.97  3.000
 8UC  C13  C10  C5   133.52  3.000
 8UC  N11  C10  C5   105.52  3.000
 8UC  N11  N12  C6   102.56  3.000
 8UC  H4   C13  H3   107.96  3.000
 8UC  H4   C13  H2   107.64  3.000
 8UC  H3   C13  H2   107.54  3.000
 8UC  H4   C13  C10  111.39  3.000
 8UC  H3   C13  C10  110.79  3.000
 8UC  H2   C13  C10  111.34  3.000
 8UC  C16  C17  C18  118.04  3.000
 8UC  C18  C17  C38  130.53  3.000
 8UC  C16  C17  C38  111.43  3.000
 8UC  C20  C19  C41  120.45  3.000
 8UC  C20  C19  C35  119.43  3.000
 8UC  C41  C19  C35  120.11  3.000
 8UC  H5   C35  C18  119.44  3.000
 8UC  H5   C35  C19  120.95  3.000
 8UC  C18  C35  C19  119.59  3.000
 8UC  H7   C38  H6   106.70  3.000
 8UC  H7   C38  C14  111.50  3.000
 8UC  H6   C38  C14  111.94  3.000
 8UC  H7   C38  C17  110.28  3.000
 8UC  H6   C38  C17  113.42  3.000
 8UC  C14  C38  C17  103.09  3.000
 8UC  C42  C41  C46  116.95  3.000
 8UC  C46  C41  C19  121.65  3.000
 8UC  C42  C41  C19  121.40  3.000
 8UC  F29  C18  C35  118.99  3.000
 8UC  F29  C18  C17  119.24  3.000
 8UC  C35  C18  C17  121.77  3.000
 8UC  C15  C14  C30  108.87  3.000
 8UC  C15  C14  C38  112.63  3.000
 8UC  C30  C14  C38  108.20  3.000
 8UC  C38  C14  C4   103.15  3.000
 8UC  C15  C14  C4   113.16  3.000
 8UC  C30  C14  C4   110.65  3.000
 8UC  H10  C30  H9   107.53  3.000
 8UC  H10  C30  H8   108.08  3.000
 8UC  H9   C30  H8   107.19  3.000
 8UC  H10  C30  C14  111.82  3.000
 8UC  H9   C30  C14  109.70  3.000
 8UC  H8   C30  C14  112.30  3.000
 8UC  H13  C15  H12  107.65  3.000
 8UC  H13  C15  H11  107.91  3.000
 8UC  H12  C15  H11  107.32  3.000
 8UC  H13  C15  C14  112.47  3.000
 8UC  H12  C15  C14  110.08  3.000
 8UC  H11  C15  C14  111.20  3.000
 8UC  H14  C46  C45  119.47  3.000
 8UC  H14  C46  C41  121.27  3.000
 8UC  C45  C46  C41  119.25  3.000
 8UC  H15  C45  N44  116.58  3.000
 8UC  H15  C45  C46  119.69  3.000
 8UC  N44  C45  C46  123.73  3.000
 8UC  C43  N44  C45  117.10  3.000
 8UC  H16  C43  C42  119.73  3.000
 8UC  H16  C43  N44  116.57  3.000
 8UC  C42  C43  N44  123.70  3.000
 8UC  H17  C42  C43  119.40  3.000
 8UC  H17  C42  C41  121.32  3.000
 8UC  C43  C42  C41  119.27  3.000
 8UC  H18  C20  C16  120.05  3.000
 8UC  H18  C20  C19  120.67  3.000
 8UC  C16  C20  C19  119.28  3.000
 8UC  C20  C16  C17  121.89  3.000
 8UC  C17  C16  C4   110.05  3.000
 8UC  C20  C16  C4   128.00  3.000
 8UC  N9   C8   C3   180.00  3.000
 8UC  H20  N7   H19  115.39  3.000
 8UC  H20  N7   C2   118.87  3.000
 8UC  H19  N7   C2   119.46  3.000
 8UC  H1   N11  N12  119.24  3.000
 8UC  H1   N11  C10  126.32  3.000
 8UC  N12  N11  C10  114.43  3.000
 8UC  C6   O1   C2   115.78  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
 8UC  CONST_01  N12  N11  C10  C5      0.00   0.0  0
 8UC  CONST_02  N11  N12  C6   C5      0.00   0.0  0
 8UC  CONST_03  C10  N11  N12  C6      0.00   0.0  0
 8UC  CONST_04  N11  C10  C5   C6      0.00   0.0  0
 8UC  CONST_05  N12  C6   C5   C10     0.00   0.0  0
 8UC  CONST_06  C19  C20  C16  C17     0.00   0.0  0
 8UC  CONST_07  C19  C35  C18  C17     0.00   0.0  0
 8UC  CONST_08  C43  C42  C41  C19   180.00   0.0  0
 8UC  CONST_09  C45  C46  C41  C19   180.00   0.0  0
 8UC  CONST_12  C16  C20  C19  C35     0.00   0.0  0
 8UC  CONST_13  C16  C17  C18  C35     0.00   0.0  0
 8UC  CONST_14  N44  C43  C42  C41     0.00   0.0  0
 8UC  CONST_15  N44  C45  C46  C41     0.00   0.0  0
 8UC  CONST_16  C16  C20  C19  C41   180.00   0.0  0
 8UC  CONST_17  C18  C35  C19  C41   180.00   0.0  0
 8UC  CONST_18  C20  C19  C35  C18     0.00   0.0  0
 8UC  CONST_19  C20  C16  C17  C18     0.00   0.0  0
 8UC  CONST_20  C43  N44  C45  C46     0.00   0.0  0
 8UC  CONST_21  C43  C42  C41  C46     0.00   0.0  0
 8UC  CONST_23  C42  C43  N44  C45     0.00   0.0  0
 8UC  CONST_24  C42  C41  C46  C45     0.00   0.0  0
 8UC  CONST_26  N11  C10  C5   C4    180.00   0.0  0
 8UC  CONST_27  N12  C6   C5   C4    180.00   0.0  0
 8UC  CONST_28  O1   C6   C5   C4      0.00   0.0  0
 8UC  CONST_29  C13  C10  C5   C4      0.00   0.0  0
 8UC  CONST_30  C13  C10  C5   C6    180.00   0.0  0
 8UC  CONST_31  C13  C10  N11  N12   180.00   0.0  0
 8UC  CONST_32  F29  C18  C35  C19   180.00   0.0  0
 8UC  CONST_33  F29  C18  C17  C38     0.00   0.0  0
 8UC  CONST_34  C16  C17  C18  F29   180.00   0.0  0
 8UC  CONST_35  H18  C20  C16  C4      0.00   0.0  0
 8UC  CONST_36  H1   N11  C10  C5    180.00   0.0  0
 8UC  CONST_37  H5   C35  C18  C17   180.00   0.0  0
 8UC  CONST_38  H17  C42  C41  C19     0.00   0.0  0
 8UC  CONST_39  H14  C46  C41  C19     0.00   0.0  0
 8UC  CONST_40  H16  C43  C42  C41   180.00   0.0  0
 8UC  CONST_41  H15  C45  C46  C41   180.00   0.0  0
 8UC  Var_01    N12  C6   O1   C2   -161.93  30.0  1
 8UC  Var_02    C17  C38  C14  C4    -30.03  30.0  1
 8UC  Var_03    O1   C2   C3   C4     -9.85  30.0  1
 8UC  Var_04    C14  C38  C17  C18  -162.37  30.0  1
 8UC  Var_05    H19  N7   C2   C3      5.46  30.0  2
 8UC  Var_06    H8   C30  C14  C4     54.07  30.0  3
 8UC  Var_07    H11  C15  C14  C4     58.51  30.0  3
 8UC  Var_08    H2   C13  C10  C5     93.64  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
 8UC  chir_01  C4  C16  C14  C3  negativ

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
 8UC  plan-1  C19  0.020
 8UC  plan-1  C41  0.020
 8UC  plan-1  C46  0.020
 8UC  plan-1  C45  0.020
 8UC  plan-1  N44  0.020
 8UC  plan-1  C43  0.020
 8UC  plan-1  C42  0.020
 8UC  plan-1  H14  0.020
 8UC  plan-1  H15  0.020
 8UC  plan-1  H16  0.020
 8UC  plan-1  H17  0.020
 8UC  plan-2  C4   0.020
 8UC  plan-2  C17  0.020
 8UC  plan-2  C19  0.020
 8UC  plan-2  C35  0.020
 8UC  plan-2  C38  0.020
 8UC  plan-2  C41  0.020
 8UC  plan-2  C18  0.020
 8UC  plan-2  C20  0.020
 8UC  plan-2  C16  0.020
 8UC  plan-2  H5   0.020
 8UC  plan-2  H18  0.020
 8UC  plan-2  F29  0.020
 8UC  plan-3  C4   0.020
 8UC  plan-3  C5   0.020
 8UC  plan-3  C6   0.020
 8UC  plan-3  C10  0.020
 8UC  plan-3  N12  0.020
 8UC  plan-3  C13  0.020
 8UC  plan-3  N11  0.020
 8UC  plan-3  O1   0.020
 8UC  plan-3  H1   0.020

