# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 06:56:33 2021
#   Inital geometry file: a 103 line input string
#   Ligand name: [(8S)-8-(chloromethyl)-7,8-dihydro-6H-furo[3,2-e]indol-6-yl](5-fluoro-1H-indol-2-yl)methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1ccc2[nH]c(cc2c1)C(=O)N3C[C@@H](CCl)c4c3ccc5occc45
#
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
 Q4P  Q4P  '[(8S)-8-(chloromethyl)-7,8-dihydro-6H-furo[3,2-e]indol-6-yl](5-fluoro-1H-indol-2-yl)methanone'  ligand  40  26  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_Q4P
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
 Q4P  C10   C   CR56  0   0.355  -62.7703  -68.5794  11.2366
 Q4P  C13   C   CR6   0   0.519  -64.7444  -68.5086  13.1173
 Q4P  C15   C   CR16  0  -0.501  -64.4271  -69.7345  12.5980
 Q4P  C20   C   CR56  0   0.054  -59.0965  -74.7430   7.1103
 Q4P  C21   C   CR56  0   0.351  -58.1234  -74.0812   6.3570
 Q4P  C22   C   CR16  0  -0.346  -57.9672  -72.7081   6.3561
 Q4P  C26   C   CR15  0  -0.431  -58.9118  -76.1407   6.8328
 Q4P  C03   C   CR15  0  -0.322  -61.0796  -74.4203   8.7702
 Q4P  C04   C   CH2   0  -0.295  -61.5358  -73.1094   9.4321
 Q4P  C07   C   CR5   0   0.277  -61.8536  -70.2567  10.0796
 Q4P  C08   C   CR15  0  -0.430  -62.8137  -70.8265  10.8893
 Q4P  C09   C   CR56  0   0.085  -63.4093  -69.7732  11.6317
 Q4P  C11   C   CR16  0  -0.284  -63.1132  -67.3413  11.7848
 Q4P  C12   C   CR16  0  -0.429  -64.1110  -67.3180  12.7339
 Q4P  C18   C   CR56  0   0.384  -59.8016  -72.5991   7.9163
 Q4P  C19   C   CR56  0  -0.067  -59.9476  -73.9783   7.8968
 Q4P  C23   C   CR16  0  -0.310  -58.8201  -71.9537   7.1500
 Q4P  C25   C   CR15  0   0.032  -57.8800  -76.2048   5.9671
 Q4P  F14   F   F     0  -0.325  -65.7144  -68.4236  14.0496
 Q4P  N05   N   NR5   0  -0.610  -60.7478  -72.0436   8.8031
 Q4P  N16   N   NR15  0  -0.719  -61.8444  -68.9042  10.3017
 Q4P  O17   O   O     0  -0.486  -60.1779  -69.8764   8.5205
 Q4P  O24   O   O     0  -0.433  -57.3873  -74.9784   5.6620
 Q4P  H151  H   HCR6  0   0.272  -64.9405  -70.6313  12.9203
 Q4P  H221  H   HCR6  0   0.277  -57.2026  -72.2240   5.7633
 Q4P  H261  H   HCR5  0   0.269  -59.4650  -76.9790   7.2238
 Q4P  H031  H   HCR5  0   0.299  -60.7390  -75.1321   9.5256
 Q4P  H042  H   HCH2  0   0.268  -62.5988  -72.9375   9.2660
 Q4P  H041  H   HCH2  0   0.283  -61.3507  -73.1308  10.5054
 Q4P  H081  H   HCR5  0   0.271  -63.0896  -71.8615  10.9719
 Q4P  H111  H   HCR6  0   0.277  -62.6164  -66.4293  11.4821
 Q4P  H121  H   HCR6  0   0.279  -64.4112  -66.3840  13.1904
 Q4P  H231  H   HCR6  0   0.286  -58.7080  -70.8841   7.1658
 Q4P  H251  H   HCR5  0   0.292  -57.3942  -77.0416   5.4910
 Q4P  H161  H   HNR5  0   0.412  -61.2193  -68.2660   9.8357
 Q4P  C06   C   C     0   0.473  -60.8689  -70.7244   9.0751
 Q4P  C02   C   CH2   0  -0.463  -62.1705  -75.0774   7.9402
 Q4P  CL1   CL  CL    0  -0.164  -63.5233  -75.6210   8.9969
 Q4P  H021  H   HCH2  0   0.295  -62.5907  -74.3885   7.2091
 Q4P  H022  H   HCH2  0   0.305  -61.8036  -75.9620   7.4244

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
 Q4P  O24  C25   aromatic  1.356  0.020  1.356
 Q4P  O24  C21   aromatic  1.353  0.020  1.353
 Q4P  C25  C26   aromatic  1.348  0.020  1.348
 Q4P  C21  C22   aromatic  1.382  0.020  1.382
 Q4P  C21  C20   aromatic  1.397  0.020  1.397
 Q4P  C22  C23   aromatic  1.388  0.020  1.388
 Q4P  C26  C20   aromatic  1.437  0.020  1.437
 Q4P  C20  C19   aromatic  1.388  0.020  1.388
 Q4P  C23  C18   aromatic  1.403  0.020  1.403
 Q4P  C19  C18   aromatic  1.387  0.020  1.387
 Q4P  C19  C03   single    1.497  0.020  1.497
 Q4P  C18  N05   single    1.411  0.020  1.411
 Q4P  C02  C03   single    1.520  0.020  1.520
 Q4P  C02  CL1   single    1.801  0.020  1.801
 Q4P  O17  C06   double    1.226  0.020  1.226
 Q4P  C03  C04   single    1.538  0.020  1.538
 Q4P  N05  C06   single    1.352  0.020  1.352
 Q4P  N05  C04   single    1.467  0.020  1.467
 Q4P  C06  C07   single    1.482  0.020  1.482
 Q4P  C07  N16   aromatic  1.371  0.020  1.371
 Q4P  C07  C08   aromatic  1.379  0.020  1.379
 Q4P  N16  C10   aromatic  1.355  0.020  1.355
 Q4P  C08  C09   aromatic  1.420  0.020  1.420
 Q4P  C10  C09   aromatic  1.411  0.020  1.411
 Q4P  C10  C11   aromatic  1.397  0.020  1.397
 Q4P  C09  C15   aromatic  1.404  0.020  1.404
 Q4P  C11  C12   aromatic  1.377  0.020  1.377
 Q4P  C15  C13   aromatic  1.369  0.020  1.369
 Q4P  C12  C13   aromatic  1.402  0.020  1.402
 Q4P  C13  F14   single    1.348  0.020  1.348
 Q4P  C15  H151  single    0.930  0.020  1.080
 Q4P  C22  H221  single    0.930  0.020  1.080
 Q4P  C26  H261  single    0.930  0.020  1.080
 Q4P  C02  H021  single    0.970  0.020  1.090
 Q4P  C02  H022  single    0.970  0.020  1.090
 Q4P  C03  H031  single    0.970  0.020  1.090
 Q4P  C04  H042  single    0.970  0.020  1.090
 Q4P  C04  H041  single    0.970  0.020  1.090
 Q4P  C08  H081  single    0.930  0.020  1.080
 Q4P  C11  H111  single    0.930  0.020  1.080
 Q4P  C12  H121  single    0.930  0.020  1.080
 Q4P  C23  H231  single    0.930  0.020  1.080
 Q4P  C25  H251  single    0.930  0.020  1.080
 Q4P  N16  H161  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
 Q4P  N16   C10  C11   130.61  3.000
 Q4P  C11   C10  C09   121.94  3.000
 Q4P  N16   C10  C09   107.45  3.000
 Q4P  F14   C13  C12   117.43  3.000
 Q4P  F14   C13  C15   119.06  3.000
 Q4P  C12   C13  C15   123.51  3.000
 Q4P  H151  C15  C09   121.73  3.000
 Q4P  H151  C15  C13   121.27  3.000
 Q4P  C09   C15  C13   117.00  3.000
 Q4P  C19   C20  C26   136.38  3.000
 Q4P  C19   C20  C21   118.13  3.000
 Q4P  C26   C20  C21   105.49  3.000
 Q4P  O24   C21  C22   126.66  3.000
 Q4P  C22   C21  C20   123.34  3.000
 Q4P  O24   C21  C20   109.99  3.000
 Q4P  H221  C22  C23   120.29  3.000
 Q4P  H221  C22  C21   121.66  3.000
 Q4P  C23   C22  C21   118.05  3.000
 Q4P  H261  C26  C25   126.07  3.000
 Q4P  H261  C26  C20   128.35  3.000
 Q4P  C25   C26  C20   105.58  3.000
 Q4P  H031  C03  C19   111.11  3.000
 Q4P  H031  C03  C04   110.51  3.000
 Q4P  C19   C03  C04   102.93  3.000
 Q4P  H031  C03  C02   108.64  3.000
 Q4P  C04   C03  C02   112.99  3.000
 Q4P  C19   C03  C02   110.60  3.000
 Q4P  H041  C04  H042  108.60  3.000
 Q4P  H041  C04  N05   110.21  3.000
 Q4P  H042  C04  N05   110.12  3.000
 Q4P  H041  C04  C03   110.91  3.000
 Q4P  H042  C04  C03   111.00  3.000
 Q4P  N05   C04  C03   105.99  3.000
 Q4P  N16   C07  C08   108.49  3.000
 Q4P  C08   C07  C06   136.88  3.000
 Q4P  N16   C07  C06   114.63  3.000
 Q4P  H081  C08  C09   124.53  3.000
 Q4P  H081  C08  C07   128.46  3.000
 Q4P  C09   C08  C07   107.01  3.000
 Q4P  C08   C09  C15   133.20  3.000
 Q4P  C15   C09  C10   119.86  3.000
 Q4P  C08   C09  C10   106.94  3.000
 Q4P  H111  C11  C12   120.75  3.000
 Q4P  H111  C11  C10   121.65  3.000
 Q4P  C12   C11  C10   117.60  3.000
 Q4P  H121  C12  C11   120.42  3.000
 Q4P  H121  C12  C13   119.49  3.000
 Q4P  C11   C12  C13   120.09  3.000
 Q4P  N05   C18  C23   129.17  3.000
 Q4P  N05   C18  C19   109.26  3.000
 Q4P  C23   C18  C19   121.57  3.000
 Q4P  C18   C19  C03   111.41  3.000
 Q4P  C03   C19  C20   129.17  3.000
 Q4P  C18   C19  C20   119.42  3.000
 Q4P  H231  C23  C18   121.50  3.000
 Q4P  H231  C23  C22   119.00  3.000
 Q4P  C18   C23  C22   119.49  3.000
 Q4P  H251  C25  O24   116.01  3.000
 Q4P  H251  C25  C26   131.69  3.000
 Q4P  O24   C25  C26   112.30  3.000
 Q4P  C18   N05  C06   124.79  3.000
 Q4P  C06   N05  C04   125.05  3.000
 Q4P  C18   N05  C04   110.10  3.000
 Q4P  H161  N16  C07   123.66  3.000
 Q4P  H161  N16  C10   126.24  3.000
 Q4P  C07   N16  C10   110.10  3.000
 Q4P  C25   O24  C21   106.64  3.000
 Q4P  O17   C06  N05   122.21  3.000
 Q4P  N05   C06  C07   120.23  3.000
 Q4P  O17   C06  C07   117.55  3.000
 Q4P  H022  C02  H021  109.04  3.000
 Q4P  H022  C02  CL1   106.63  3.000
 Q4P  H021  C02  CL1   107.16  3.000
 Q4P  H022  C02  C03   111.62  3.000
 Q4P  H021  C02  C03   111.72  3.000
 Q4P  CL1   C02  C03   110.44  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
 Q4P  CONST_01  C08   C07  N16  C10     0.00   0.0  0
 Q4P  CONST_02  C07   C08  C09  C10     0.00   0.0  0
 Q4P  CONST_03  C13   C15  C09  C10     0.00   0.0  0
 Q4P  CONST_04  C13   C12  C11  C10     0.00   0.0  0
 Q4P  CONST_05  C08   C09  C15  C13   180.00   0.0  0
 Q4P  CONST_06  C07   C08  C09  C15   180.00   0.0  0
 Q4P  CONST_07  N16   C10  C09  C15   180.00   0.0  0
 Q4P  CONST_08  C11   C10  C09  C15     0.00   0.0  0
 Q4P  CONST_09  C11   C12  C13  C15     0.00   0.0  0
 Q4P  CONST_10  C25   O24  C21  C20     0.00   0.0  0
 Q4P  CONST_11  C23   C22  C21  C20     0.00   0.0  0
 Q4P  CONST_12  O24   C25  C26  C20     0.00   0.0  0
 Q4P  CONST_13  C23   C18  C19  C20     0.00   0.0  0
 Q4P  CONST_14  C26   C25  O24  C21     0.00   0.0  0
 Q4P  CONST_15  C18   C23  C22  C21     0.00   0.0  0
 Q4P  CONST_16  C25   C26  C20  C21     0.00   0.0  0
 Q4P  CONST_17  C18   C19  C20  C21     0.00   0.0  0
 Q4P  CONST_18  C25   O24  C21  C22   180.00   0.0  0
 Q4P  CONST_19  C26   C20  C21  C22   180.00   0.0  0
 Q4P  CONST_20  C19   C20  C21  C22     0.00   0.0  0
 Q4P  CONST_21  C19   C18  C23  C22     0.00   0.0  0
 Q4P  CONST_22  O24   C21  C20  C26     0.00   0.0  0
 Q4P  CONST_23  C18   C19  C20  C26   180.00   0.0  0
 Q4P  CONST_24  C09   C10  N16  C07     0.00   0.0  0
 Q4P  CONST_25  C11   C10  N16  C07   180.00   0.0  0
 Q4P  CONST_26  N16   C10  C09  C08     0.00   0.0  0
 Q4P  CONST_27  C11   C10  C09  C08   180.00   0.0  0
 Q4P  CONST_28  N16   C07  C08  C09     0.00   0.0  0
 Q4P  CONST_29  C12   C11  C10  C09     0.00   0.0  0
 Q4P  CONST_30  C12   C13  C15  C09     0.00   0.0  0
 Q4P  CONST_31  N16   C10  C11  C12   180.00   0.0  0
 Q4P  CONST_32  O24   C21  C20  C19   180.00   0.0  0
 Q4P  CONST_33  C25   C26  C20  C19   180.00   0.0  0
 Q4P  CONST_34  O24   C21  C22  C23   180.00   0.0  0
 Q4P  CONST_35  C06   C07  N16  C10   180.00   0.0  0
 Q4P  CONST_36  C09   C08  C07  C06   180.00   0.0  0
 Q4P  CONST_37  F14   C13  C15  C09   180.00   0.0  0
 Q4P  CONST_38  F14   C13  C12  C11   180.00   0.0  0
 Q4P  CONST_39  C07   C06  N05  C04     0.00   0.0  0
 Q4P  CONST_40  C18   N05  C06  C07   180.00   0.0  0
 Q4P  CONST_41  H081  C08  C09  C10   180.00   0.0  0
 Q4P  CONST_42  H151  C15  C09  C10   180.00   0.0  0
 Q4P  CONST_43  H121  C12  C11  C10   180.00   0.0  0
 Q4P  CONST_44  H111  C11  C12  C13   180.00   0.0  0
 Q4P  CONST_45  H221  C22  C21  C20   180.00   0.0  0
 Q4P  CONST_46  H251  C25  C26  C20   180.00   0.0  0
 Q4P  CONST_47  H231  C23  C22  C21   180.00   0.0  0
 Q4P  CONST_48  H261  C26  C20  C21   180.00   0.0  0
 Q4P  CONST_49  H161  N16  C07  C08   180.00   0.0  0
 Q4P  CONST_50  O17   C06  N05  C04   180.00   0.0  0
 Q4P  CONST_51  O17   C06  N05  C18     0.00   0.0  0
 Q4P  Var_01    C18   N05  C04  C03    -4.61  30.0  1
 Q4P  Var_02    C23   C18  N05  C04  -177.41  30.0  1
 Q4P  Var_03    N05   C06  C07  C08    -2.13  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
 Q4P  chir_01  C03  C19  C02  C04  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
 Q4P  plan-1  C10   0.020
 Q4P  plan-1  C13   0.020
 Q4P  plan-1  C15   0.020
 Q4P  plan-1  C07   0.020
 Q4P  plan-1  C08   0.020
 Q4P  plan-1  C09   0.020
 Q4P  plan-1  C11   0.020
 Q4P  plan-1  C12   0.020
 Q4P  plan-1  F14   0.020
 Q4P  plan-1  N16   0.020
 Q4P  plan-1  H151  0.020
 Q4P  plan-1  H081  0.020
 Q4P  plan-1  H111  0.020
 Q4P  plan-1  H121  0.020
 Q4P  plan-1  H161  0.020
 Q4P  plan-1  C06   0.020
 Q4P  plan-2  C20   0.020
 Q4P  plan-2  C21   0.020
 Q4P  plan-2  C22   0.020
 Q4P  plan-2  C26   0.020
 Q4P  plan-2  C03   0.020
 Q4P  plan-2  C18   0.020
 Q4P  plan-2  C19   0.020
 Q4P  plan-2  C23   0.020
 Q4P  plan-2  C25   0.020
 Q4P  plan-2  N05   0.020
 Q4P  plan-2  O24   0.020
 Q4P  plan-2  H221  0.020
 Q4P  plan-2  H261  0.020
 Q4P  plan-2  H231  0.020
 Q4P  plan-2  H251  0.020
 Q4P  plan-3  C04   0.020
 Q4P  plan-3  C07   0.020
 Q4P  plan-3  C18   0.020
 Q4P  plan-3  N05   0.020
 Q4P  plan-3  O17   0.020
 Q4P  plan-3  C06   0.020

