# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 14:58:53 2020
#   Inital geometry file: a 142 line input string
#   Ligand name: 1-(1'-{[5-(phenylethynyl)furan-2-yl]carbonyl}spiro[1-benzofuran-3,4'-piperidin]-5-yl)methanamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NCc1ccc2OCC3(CCN(CC3)C(=O)c4oc(cc4)C#Cc5ccccc5)c2c1
#
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
 2FF  2FF  1-(1'-{[5-(phenylethynyl)furan-2-yl]carbonyl}spiro[1-benzofuran-3,4'-piperidin]-5-yl)methanamine  ligand  55  31  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_2FF
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
 2FF  C1    C  CR16  0  -0.368  -4.8868  -0.3708  -0.7495
 2FF  C2    C  CR56  0   0.105  -4.2032  -0.5997   0.4257
 2FF  C3    C  CR56  0   0.363  -4.6097  -1.6109   1.2855
 2FF  C4    C  CR16  0  -0.346  -5.7014  -2.4087   1.0065
 2FF  C5    C  CR16  0  -0.314  -6.3868  -2.1594  -0.1823
 2FF  C6    C  CR6   0   0.085  -6.0070  -1.1501  -1.0610
 2FF  O13   O  O     0  -0.487  -3.8267  -1.7161   2.3816
 2FF  C8    C  CH2   0  -0.161  -2.9893  -0.5525   2.4212
 2FF  C7    C  CR5   0  -0.222  -2.9578   0.0331   0.9889
 2FF  C10   C  CH2   0  -0.406  -1.7204  -0.4374   0.2079
 2FF  C11   C  CH2   0  -0.340  -0.4288   0.2119   0.6983
 2FF  N22   N  NT    0  -0.449  -0.5545   1.6635   0.6944
 2FF  C13   C  CH2   0  -0.347  -1.6736   2.1332   1.4972
 2FF  C14   C  CH2   0  -0.442  -2.9921   1.5613   0.9950
 2FF  C15   C  C     0   0.486  -0.0148   2.4910  -0.2254
 2FF  C32   C  CR5   0   0.203   1.2325   2.0905  -0.9114
 2FF  O35   O  O     0  -0.423   2.1490   1.3129  -0.3000
 2FF  C18   C  CR5   0   0.218   3.2060   1.1966  -1.1341
 2FF  C19   C  CR15  0  -0.375   2.9720   1.8987  -2.2817
 2FF  C20   C  CR15  0  -0.313   1.6949   2.4874  -2.1285
 2FF  C21   C  CSP   0   0.038   4.3011   0.4318  -0.7031
 2FF  C22   C  CSP   0   0.159   5.2498  -0.2229  -0.3420
 2FF  C46   C  CR6   0  -0.105   6.3717  -0.9875   0.0764
 2FF  C24   C  CR16  0  -0.285   7.5538  -0.9680  -0.6717
 2FF  C25   C  CR16  0  -0.232   8.6471  -1.7111  -0.2586
 2FF  C26   C  CR16  0  -0.237   8.5758  -2.4785   0.8979
 2FF  C27   C  CR16  0  -0.227   7.4036  -2.5005   1.6441
 2FF  C28   C  CR16  0  -0.266   6.3041  -1.7615   1.2398
 2FF  O61   O  O     0  -0.476  -0.4782   3.5906  -0.5009
 2FF  C30   C  CH2   0  -0.336  -6.7897  -0.8958  -2.3231
 2FF  N64   N  NH2   0  -0.768  -5.9194  -0.8566  -3.4890
 2FF  H1    H  HCR6  0   0.243  -4.5628   0.4041  -1.4352
 2FF  H4    H  HCR6  0   0.259  -6.0180  -3.1967   1.6775
 2FF  H5    H  HCR6  0   0.248  -7.2483  -2.7710  -0.4235
 2FF  H81   H  HCH2  0   0.238  -3.4226   0.1661   3.1255
 2FF  H82   H  HCH2  0   0.240  -2.0119  -0.8528   2.7992
 2FF  H101  H  HCH2  0   0.254  -1.6171  -1.5233   0.2810
 2FF  H102  H  HCH2  0   0.248  -1.8578  -0.2017  -0.8513
 2FF  H111  H  HCH2  0   0.248  -0.1925  -0.1122   1.7158
 2FF  H112  H  HCH2  0   0.282   0.3904  -0.1178   0.0685
 2FF  H131  H  HCH2  0   0.254  -1.4935   1.8196   2.5304
 2FF  H132  H  HCH2  0   0.291  -1.6968   3.2193   1.4932
 2FF  H141  H  HCH2  0   0.263  -3.1810   1.9323  -0.0165
 2FF  H142  H  HCH2  0   0.270  -3.8099   1.9186   1.6251
 2FF  H19   H  HCR5  0   0.293   3.6410   1.9809  -3.1222
 2FF  H20   H  HCR5  0   0.307   1.1790   3.1189  -2.8329
 2FF  H24   H  HCR6  0   0.253   7.6092  -0.3695  -1.5713
 2FF  H25   H  HCR6  0   0.252   9.5583  -1.6894  -0.8414
 2FF  H26   H  HCR6  0   0.253   9.4315  -3.0591   1.2164
 2FF  H27   H  HCR6  0   0.241   7.3448  -3.0967   2.5449
 2FF  H28   H  HCR6  0   0.241   5.3912  -1.7798   1.8200
 2FF  H301  H  HCH2  0   0.204  -7.5924  -1.6422  -2.3924
 2FF  H302  H  HCH2  0   0.225  -7.2875   0.0756  -2.2497
 2FF  H641  H  HNH2  0   0.325  -5.5356  -1.7794  -3.6503
 2FF  H642  H  HNH2  0   0.334  -6.4723  -0.6391  -4.3085

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
 2FF  O13  C8    single    1.434  0.020  1.434
 2FF  O13  C3    single    1.351  0.020  1.351
 2FF  C20  C19   aromatic  1.415  0.020  1.415
 2FF  C20  C32   aromatic  1.361  0.020  1.361
 2FF  C8   C7    single    1.548  0.020  1.548
 2FF  C11  C10   single    1.527  0.020  1.527
 2FF  C11  N22   single    1.457  0.020  1.457
 2FF  C19  C18   aromatic  1.366  0.020  1.366
 2FF  C10  C7    single    1.537  0.020  1.537
 2FF  N22  C13   single    1.455  0.020  1.455
 2FF  N22  C15   single    1.350  0.020  1.350
 2FF  C7   C2    single    1.506  0.020  1.506
 2FF  C7   C14   single    1.529  0.020  1.529
 2FF  C3   C4    aromatic  1.381  0.020  1.381
 2FF  C3   C2    aromatic  1.388  0.020  1.388
 2FF  C32  C15   single    1.479  0.020  1.479
 2FF  C32  O35   aromatic  1.348  0.020  1.348
 2FF  C13  C14   single    1.522  0.020  1.522
 2FF  C15  O61   double    1.225  0.020  1.225
 2FF  C4   C5    aromatic  1.395  0.020  1.395
 2FF  C18  O35   aromatic  1.351  0.020  1.351
 2FF  C18  C21   single    1.404  0.020  1.404
 2FF  C2   C1    aromatic  1.379  0.020  1.379
 2FF  C21  C22   triple    1.208  0.020  1.208
 2FF  C5   C6    aromatic  1.391  0.020  1.391
 2FF  C1   C6    aromatic  1.400  0.020  1.400
 2FF  C22  C46   single    1.421  0.020  1.421
 2FF  C6   C30   single    1.507  0.020  1.507
 2FF  C28  C46   aromatic  1.399  0.020  1.399
 2FF  C28  C27   aromatic  1.385  0.020  1.385
 2FF  C46  C24   aromatic  1.399  0.020  1.399
 2FF  C27  C26   aromatic  1.390  0.020  1.390
 2FF  C30  N64   single    1.455  0.020  1.455
 2FF  C24  C25   aromatic  1.385  0.020  1.385
 2FF  C26  C25   aromatic  1.390  0.020  1.390
 2FF  C1   H1    single    0.930  0.020  1.080
 2FF  C4   H4    single    0.930  0.020  1.080
 2FF  C5   H5    single    0.930  0.020  1.080
 2FF  C8   H81   single    0.970  0.020  1.090
 2FF  C8   H82   single    0.970  0.020  1.090
 2FF  C10  H101  single    0.970  0.020  1.090
 2FF  C10  H102  single    0.970  0.020  1.090
 2FF  C11  H111  single    0.970  0.020  1.090
 2FF  C11  H112  single    0.970  0.020  1.090
 2FF  C13  H131  single    0.970  0.020  1.090
 2FF  C13  H132  single    0.970  0.020  1.090
 2FF  C14  H141  single    0.970  0.020  1.090
 2FF  C14  H142  single    0.970  0.020  1.090
 2FF  C19  H19   single    0.930  0.020  1.080
 2FF  C20  H20   single    0.930  0.020  1.080
 2FF  C24  H24   single    0.930  0.020  1.080
 2FF  C25  H25   single    0.930  0.020  1.080
 2FF  C26  H26   single    0.930  0.020  1.080
 2FF  C27  H27   single    0.930  0.020  1.080
 2FF  C28  H28   single    0.930  0.020  1.080
 2FF  C30  H301  single    0.970  0.020  1.090
 2FF  C30  H302  single    0.970  0.020  1.090
 2FF  N64  H641  single    0.890  0.020  1.040
 2FF  N64  H642  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
 2FF  H1    C1   C6    119.75  3.000
 2FF  H1    C1   C2    120.64  3.000
 2FF  C6    C1   C2    119.61  3.000
 2FF  C7    C2   C3    108.45  3.000
 2FF  C3    C2   C1    120.25  3.000
 2FF  C7    C2   C1    131.22  3.000
 2FF  O13   C3   C4    125.25  3.000
 2FF  C4    C3   C2    121.82  3.000
 2FF  O13   C3   C2    112.92  3.000
 2FF  H4    C4   C5    120.98  3.000
 2FF  H4    C4   C3    121.78  3.000
 2FF  C5    C4   C3    117.23  3.000
 2FF  H5    C5   C6    119.07  3.000
 2FF  H5    C5   C4    118.65  3.000
 2FF  C6    C5   C4    122.27  3.000
 2FF  C30   C6   C5    120.65  3.000
 2FF  C30   C6   C1    120.54  3.000
 2FF  C5    C6   C1    118.81  3.000
 2FF  C8    O13  C3    107.31  3.000
 2FF  H82   C8   H81   108.21  3.000
 2FF  H82   C8   C7    114.01  3.000
 2FF  H81   C8   C7    110.78  3.000
 2FF  H82   C8   O13   108.04  3.000
 2FF  H81   C8   O13   108.60  3.000
 2FF  C7    C8   O13   107.06  3.000
 2FF  C14   C7   C10   109.03  3.000
 2FF  C14   C7   C8    111.97  3.000
 2FF  C10   C7   C8    111.76  3.000
 2FF  C14   C7   C2    113.76  3.000
 2FF  C10   C7   C2    110.31  3.000
 2FF  C8    C7   C2     99.80  3.000
 2FF  H102  C10  H101  106.90  3.000
 2FF  H102  C10  C11   109.00  3.000
 2FF  H101  C10  C11   108.73  3.000
 2FF  H102  C10  C7    108.96  3.000
 2FF  H101  C10  C7    110.25  3.000
 2FF  C11   C10  C7    112.82  3.000
 2FF  H112  C11  H111  106.68  3.000
 2FF  H112  C11  N22   111.50  3.000
 2FF  H111  C11  N22   108.44  3.000
 2FF  H112  C11  C10   108.86  3.000
 2FF  H111  C11  C10   110.83  3.000
 2FF  N22   C11  C10   110.48  3.000
 2FF  C15   N22  C13   119.05  3.000
 2FF  C15   N22  C11   125.32  3.000
 2FF  C13   N22  C11   112.73  3.000
 2FF  H132  C13  H131  107.05  3.000
 2FF  H132  C13  C14   110.85  3.000
 2FF  H131  C13  C14   110.26  3.000
 2FF  H132  C13  N22   109.70  3.000
 2FF  H131  C13  N22   107.56  3.000
 2FF  C14   C13  N22   111.27  3.000
 2FF  H142  C14  H141  107.04  3.000
 2FF  H142  C14  C13   109.58  3.000
 2FF  H141  C14  C13   109.10  3.000
 2FF  H142  C14  C7    110.25  3.000
 2FF  H141  C14  C7    109.84  3.000
 2FF  C13   C14  C7    110.94  3.000
 2FF  O61   C15  C32   117.26  3.000
 2FF  O61   C15  N22   123.53  3.000
 2FF  C32   C15  N22   119.16  3.000
 2FF  C20   C32  O35   110.04  3.000
 2FF  O35   C32  C15   121.27  3.000
 2FF  C20   C32  C15   128.49  3.000
 2FF  C18   O35  C32   107.54  3.000
 2FF  C21   C18  C19   132.22  3.000
 2FF  C21   C18  O35   117.87  3.000
 2FF  C19   C18  O35   109.90  3.000
 2FF  H19   C19  C20   127.83  3.000
 2FF  H19   C19  C18   126.04  3.000
 2FF  C20   C19  C18   106.13  3.000
 2FF  H20   C20  C19   127.25  3.000
 2FF  H20   C20  C32   126.36  3.000
 2FF  C19   C20  C32   106.39  3.000
 2FF  C22   C21  C18   180.00  3.000
 2FF  C46   C22  C21   180.00  3.000
 2FF  C28   C46  C24   119.55  3.000
 2FF  C24   C46  C22   120.15  3.000
 2FF  C28   C46  C22   120.30  3.000
 2FF  H24   C24  C25   120.29  3.000
 2FF  H24   C24  C46   119.71  3.000
 2FF  C25   C24  C46   120.00  3.000
 2FF  H25   C25  C26   120.17  3.000
 2FF  H25   C25  C24   119.57  3.000
 2FF  C26   C25  C24   120.26  3.000
 2FF  H26   C26  C27   120.03  3.000
 2FF  H26   C26  C25   120.04  3.000
 2FF  C27   C26  C25   119.93  3.000
 2FF  H27   C27  C28   119.60  3.000
 2FF  H27   C27  C26   120.11  3.000
 2FF  C28   C27  C26   120.29  3.000
 2FF  H28   C28  C27   120.28  3.000
 2FF  H28   C28  C46   119.75  3.000
 2FF  C27   C28  C46   119.97  3.000
 2FF  H302  C30  H301  105.97  3.000
 2FF  H302  C30  N64   107.58  3.000
 2FF  H301  C30  N64   113.88  3.000
 2FF  H302  C30  C6    109.27  3.000
 2FF  H301  C30  C6    108.53  3.000
 2FF  N64   C30  C6    111.40  3.000
 2FF  H642  N64  H641  105.90  3.000
 2FF  H642  N64  C30   109.12  3.000
 2FF  H641  N64  C30   109.25  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
 2FF  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 2FF  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 2FF  CONST_03  C5    C4   C3   C2      0.00   0.0  0
 2FF  CONST_04  C5    C6   C1   C2      0.00   0.0  0
 2FF  CONST_05  C6    C5   C4   C3      0.00   0.0  0
 2FF  CONST_06  C6    C1   C2   C3      0.00   0.0  0
 2FF  CONST_07  C18   C19  C20  C32     0.00   0.0  0
 2FF  CONST_08  C19   C18  O35  C32     0.00   0.0  0
 2FF  CONST_09  C19   C20  C32  O35     0.00   0.0  0
 2FF  CONST_10  C20   C19  C18  O35     0.00   0.0  0
 2FF  CONST_11  C20   C32  O35  C18     0.00   0.0  0
 2FF  CONST_12  C26   C27  C28  C46     0.00   0.0  0
 2FF  CONST_13  C26   C25  C24  C46     0.00   0.0  0
 2FF  CONST_14  C27   C28  C46  C24     0.00   0.0  0
 2FF  CONST_15  C27   C26  C25  C24     0.00   0.0  0
 2FF  CONST_16  C28   C46  C24  C25     0.00   0.0  0
 2FF  CONST_17  C28   C27  C26  C25     0.00   0.0  0
 2FF  CONST_18  C30   C6   C1   C2    180.00   0.0  0
 2FF  CONST_19  C30   C6   C5   C4    180.00   0.0  0
 2FF  CONST_20  C19   C20  C32  C15   180.00   0.0  0
 2FF  CONST_21  C18   O35  C32  C15   180.00   0.0  0
 2FF  CONST_22  C21   C18  O35  C32   180.00   0.0  0
 2FF  CONST_23  C21   C18  C19  C20   180.00   0.0  0
 2FF  CONST_24  C27   C28  C46  C22   180.00   0.0  0
 2FF  CONST_25  C25   C24  C46  C22   180.00   0.0  0
 2FF  CONST_27  C32   C15  N22  C13   180.00   0.0  0
 2FF  CONST_28  H5    C5   C6   C1    180.00   0.0  0
 2FF  CONST_29  H4    C4   C3   C2    180.00   0.0  0
 2FF  CONST_30  H1    C1   C2   C3    180.00   0.0  0
 2FF  CONST_31  H19   C19  C20  C32   180.00   0.0  0
 2FF  CONST_32  H20   C20  C32  O35   180.00   0.0  0
 2FF  CONST_33  H27   C27  C28  C46   180.00   0.0  0
 2FF  CONST_34  H25   C25  C24  C46   180.00   0.0  0
 2FF  CONST_35  H28   C28  C46  C24   180.00   0.0  0
 2FF  CONST_36  H26   C26  C25  C24   180.00   0.0  0
 2FF  CONST_37  H24   C24  C25  C26   180.00   0.0  0
 2FF  CONST_39  O61   C15  N22  C13     0.00   0.0  0
 2FF  Var_01    C8    C7   C2   C1    169.76  30.0  1
 2FF  Var_02    O13   C8   C7   C2     20.24  30.0  1
 2FF  Var_03    C11   C10  C7   C2    177.81  30.0  3
 2FF  Var_04    C13   C14  C7   C2   -176.59  30.0  3
 2FF  Var_05    C7    C8   O13  C3    -20.36  30.0  1
 2FF  Var_06    N22   C11  C10  C7    -53.90  30.0  1
 2FF  Var_07    N22   C13  C14  C7     57.17  30.0  1
 2FF  Var_08    C13   N22  C11  C10    56.93  30.0  1
 2FF  Var_09    C14   C13  N22  C11   -59.29  30.0  1
 2FF  Var_10    C20   C32  C15  N22   155.23  30.0  2
 2FF  Var_11    N64   C30  C6   C1     51.36  30.0  2
 2FF  Var_12    H641  N64  C30  C6     67.41  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
 2FF  plan-1  C15  0.020
 2FF  plan-1  C32  0.020
 2FF  plan-1  O35  0.020
 2FF  plan-1  C18  0.020
 2FF  plan-1  C19  0.020
 2FF  plan-1  C20  0.020
 2FF  plan-1  C21  0.020
 2FF  plan-1  C22  0.020
 2FF  plan-1  H19  0.020
 2FF  plan-1  H20  0.020
 2FF  plan-2  C1   0.020
 2FF  plan-2  C2   0.020
 2FF  plan-2  C3   0.020
 2FF  plan-2  C4   0.020
 2FF  plan-2  C5   0.020
 2FF  plan-2  C6   0.020
 2FF  plan-2  O13  0.020
 2FF  plan-2  C7   0.020
 2FF  plan-2  C30  0.020
 2FF  plan-2  H1   0.020
 2FF  plan-2  H4   0.020
 2FF  plan-2  H5   0.020
 2FF  plan-3  C21  0.020
 2FF  plan-3  C22  0.020
 2FF  plan-3  C46  0.020
 2FF  plan-3  C24  0.020
 2FF  plan-3  C25  0.020
 2FF  plan-3  C26  0.020
 2FF  plan-3  C27  0.020
 2FF  plan-3  C28  0.020
 2FF  plan-3  H24  0.020
 2FF  plan-3  H25  0.020
 2FF  plan-3  H26  0.020
 2FF  plan-3  H27  0.020
 2FF  plan-3  H28  0.020
 2FF  plan-4  C11  0.020
 2FF  plan-4  N22  0.020
 2FF  plan-4  C13  0.020
 2FF  plan-4  C15  0.020
 2FF  plan-4  C32  0.020
 2FF  plan-4  O61  0.020

