# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 14:18:47 2020
#   Inital geometry file: a 133 line input string
#   Ligand name: (1-methyl-1H-imidazol-2-yl)(3-methyl-4-{3-[(pyridin-3-ylmethyl)amino]propoxy}-1-benzofuran-2-yl)methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1ccnc1C(=O)c2oc3cccc(OCCCNCc4cccnc4)c3c2C
#
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
 R64  R64  (1-methyl-1H-imidazol-2-yl)(3-methyl-4-{3-[(pyridin-3-ylmethyl)amino]propoxy}-1-benzofuran-2-yl)methanone  ligand  54  30  .  2022-07-22  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_R64
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
 R64  O1    O  O     0  -0.452  -1.0568   0.2563    4.0392
 R64  C2    C  CR5   0   0.211   0.2192   0.1142    3.5748
 R64  C3    C  CR5   0   0.057   0.2589   0.1020    2.2092
 R64  C4    C  CR56  0  -0.061  -1.1088   0.2479    1.8001
 R64  C5    C  CR6   0   0.320  -1.7681   0.3082    0.5571
 R64  C6    C  CR16  0  -0.410  -3.1467   0.4594    0.5610
 R64  C7    C  CR16  0  -0.252  -3.8558   0.5533    1.7687
 R64  C8    C  CR16  0  -0.367  -3.2384   0.5016    3.0018
 R64  C9    C  CR56  0   0.375  -1.8594   0.3429    2.9708
 R64  C10   C  C     0   0.250   1.3112   0.0351    4.5455
 R64  O30   O  O     0  -0.401   2.4528   0.3132    4.2141
 R64  C31   C  CR5   0   0.372   1.0061  -0.4087    5.9094
 R64  N32   N  NR5   0  -0.434   1.8491  -0.2264    6.9652
 R64  C30   C  CH3   0  -0.516   3.1119   0.4887    7.0187
 R64  C33   C  CR15  0  -0.086   1.2743  -0.8317    8.0289
 R64  C34   C  CR15  0  -0.215   0.0961  -1.3747    7.5753
 R64  N35   N  N     0  -0.420  -0.0590  -1.1009    6.2652
 R64  C11   C  CH3   0  -0.746   1.4365  -0.0552    1.3119
 R64  O12   O  O2    0  -0.459  -1.0035   0.2181   -0.5367
 R64  C13   C  CH2   0  -0.176  -1.6294   0.2253   -1.8120
 R64  C14   C  CH2   0  -0.480  -0.5533   0.1373   -2.8720
 R64  C15   C  CH2   0  -0.259  -1.1707   0.0784   -4.2613
 R64  N16   N  NH1   0  -0.597  -0.1435   0.0246   -5.2831
 R64  C17   C  CH2   0  -0.317  -0.6930  -0.0640   -6.6212
 R64  C18   C  CR6   0  -0.005   0.3931  -0.1787   -7.6526
 R64  C19   C  CR16  0  -0.174   1.4551  -1.0651   -7.4986
 R64  C20   C  CR16  0  -0.319   2.4150  -1.1491   -8.4931
 R64  C21   C  CR16  0  -0.072   2.2837  -0.3392   -9.6133
 R64  N22   N  N     0  -0.401   1.2838   0.5182   -9.7725
 R64  C23   C  CR16  0  -0.112   0.3707   0.5901   -8.8101
 R64  HC6   H  HCR6  0   0.285  -3.7053   0.5113   -0.3628
 R64  HC7   H  HCR6  0   0.269  -4.9304   0.6700    1.7211
 R64  HC8   H  HCR6  0   0.269  -3.7923   0.5731    3.9272
 R64  H301  H  HCH3  0   0.266   3.8874  -0.0490    6.4812
 R64  H302  H  HCH3  0   0.265   3.0077   1.4840    6.5962
 R64  H303  H  HCH3  0   0.263   3.4017   0.5816    8.0612
 R64  HC33  H  HCR5  0   0.303   1.7287  -0.8210    9.0057
 R64  HC34  H  HCR5  0   0.261  -0.6312  -1.9397    8.1369
 R64  H111  H  HCH3  0   0.253   1.6810   0.8938    0.8317
 R64  H112  H  HCH3  0   0.254   2.3171  -0.3906    1.8498
 R64  H113  H  HCH3  0   0.250   1.2204  -0.7680    0.5186
 R64  H131  H  HCH2  0   0.227  -2.3198  -0.6220   -1.8940
 R64  H132  H  HCH2  0   0.227  -2.2149   1.1424   -1.9389
 R64  H141  H  HCH2  0   0.236   0.1059   1.0072   -2.7946
 R64  H142  H  HCH2  0   0.238   0.0605  -0.7524   -2.7121
 R64  H151  H  HCH2  0   0.226  -1.7840  -0.8242   -4.3476
 R64  H152  H  HCH2  0   0.197  -1.8581   0.9288   -4.3975
 R64  HN16  H  HNH1  0   0.345   0.4305   0.8579   -5.2189
 R64  H171  H  HCH2  0   0.245  -1.3226  -0.9589   -6.6666
 R64  H172  H  HCH2  0   0.217  -1.3523   0.7799   -6.8760
 R64  HC19  H  HCR6  0   0.263   1.5255  -1.6769   -6.6082
 R64  HC20  H  HCR6  0   0.269   3.2519  -1.8287   -8.4074
 R64  HC21  H  HCR6  0   0.262   3.0177  -0.3848  -10.4101
 R64  HC23  H  HCR6  0   0.255  -0.4336   1.3040   -8.9634

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
 R64  O1   C2    aromatic  1.365  0.020  1.365
 R64  O1   C9    aromatic  1.339  0.020  1.339
 R64  C2   C3    aromatic  1.366  0.020  1.366
 R64  C2   C10   single    1.463  0.020  1.463
 R64  C3   C4    aromatic  1.435  0.020  1.435
 R64  C3   C11   single    1.489  0.020  1.489
 R64  C4   C5    aromatic  1.408  0.020  1.408
 R64  C4   C9    aromatic  1.394  0.020  1.394
 R64  C5   C6    aromatic  1.387  0.020  1.387
 R64  C5   O12   single    1.338  0.020  1.338
 R64  C6   C7    aromatic  1.404  0.020  1.404
 R64  C6   HC6   single    0.930  0.020  1.080
 R64  C7   C8    aromatic  1.380  0.020  1.380
 R64  C7   HC7   single    0.930  0.020  1.080
 R64  C8   C9    aromatic  1.388  0.020  1.388
 R64  C8   HC8   single    0.930  0.020  1.080
 R64  C10  O30   double    1.221  0.020  1.221
 R64  C10  C31   single    1.466  0.020  1.466
 R64  C31  N32   aromatic  1.363  0.020  1.363
 R64  C31  N35   aromatic  1.319  0.020  1.319
 R64  N32  C30   single    1.452  0.020  1.452
 R64  N32  C33   aromatic  1.352  0.020  1.352
 R64  C30  H301  single    0.970  0.020  1.090
 R64  C30  H302  single    0.970  0.020  1.090
 R64  C30  H303  single    0.970  0.020  1.090
 R64  C33  C34   aromatic  1.374  0.020  1.374
 R64  C33  HC33  single    0.930  0.020  1.080
 R64  C34  N35   aromatic  1.347  0.020  1.347
 R64  C34  HC34  single    0.930  0.020  1.080
 R64  C11  H111  single    0.970  0.020  1.090
 R64  C11  H112  single    0.970  0.020  1.090
 R64  C11  H113  single    0.970  0.020  1.090
 R64  O12  C13   single    1.421  0.020  1.421
 R64  C13  C14   single    1.513  0.020  1.513
 R64  C13  H131  single    0.970  0.020  1.090
 R64  C13  H132  single    0.970  0.020  1.090
 R64  C14  C15   single    1.521  0.020  1.521
 R64  C14  H141  single    0.970  0.020  1.090
 R64  C14  H142  single    0.970  0.020  1.090
 R64  C15  N16   single    1.450  0.020  1.450
 R64  C15  H151  single    0.970  0.020  1.090
 R64  C15  H152  single    0.970  0.020  1.090
 R64  N16  C17   single    1.449  0.020  1.449
 R64  N16  HN16  single    0.890  0.020  1.040
 R64  C17  C18   single    1.502  0.020  1.502
 R64  C17  H171  single    0.970  0.020  1.090
 R64  C17  H172  single    0.970  0.020  1.090
 R64  C18  C19   aromatic  1.392  0.020  1.392
 R64  C18  C23   aromatic  1.390  0.020  1.390
 R64  C19  C20   aromatic  1.385  0.020  1.385
 R64  C19  HC19  single    0.930  0.020  1.080
 R64  C20  C21   aromatic  1.389  0.020  1.389
 R64  C20  HC20  single    0.930  0.020  1.080
 R64  C21  N22   aromatic  1.327  0.020  1.327
 R64  C21  HC21  single    0.930  0.020  1.080
 R64  N22  C23   aromatic  1.329  0.020  1.329
 R64  C23  HC23  single    0.930  0.020  1.080

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
 R64  C9    O1   C2    107.19  3.000
 R64  C10   C2   C3    129.86  3.000
 R64  C10   C2   O1    118.52  3.000
 R64  C3    C2   O1    111.60  3.000
 R64  C11   C3   C4    126.36  3.000
 R64  C11   C3   C2    128.78  3.000
 R64  C4    C3   C2    104.85  3.000
 R64  C9    C4   C5    119.10  3.000
 R64  C9    C4   C3    106.30  3.000
 R64  C5    C4   C3    134.60  3.000
 R64  O12   C5   C6    125.30  3.000
 R64  O12   C5   C4    116.83  3.000
 R64  C6    C5   C4    117.87  3.000
 R64  HC6   C6   C7    118.11  3.000
 R64  HC6   C6   C5    121.10  3.000
 R64  C7    C6   C5    120.79  3.000
 R64  HC7   C7   C8    119.19  3.000
 R64  HC7   C7   C6    118.10  3.000
 R64  C8    C7   C6    122.70  3.000
 R64  HC8   C8   C9    122.39  3.000
 R64  HC8   C8   C7    122.22  3.000
 R64  C9    C8   C7    115.39  3.000
 R64  C8    C9   C4    124.15  3.000
 R64  C8    C9   O1    125.80  3.000
 R64  C4    C9   O1    110.06  3.000
 R64  C31   C10  O30   121.06  3.000
 R64  C31   C10  C2    118.56  3.000
 R64  O30   C10  C2    120.37  3.000
 R64  N35   C31  N32   111.13  3.000
 R64  N35   C31  C10   125.29  3.000
 R64  N32   C31  C10   123.45  3.000
 R64  C33   N32  C30   124.13  3.000
 R64  C33   N32  C31   106.65  3.000
 R64  C30   N32  C31   129.20  3.000
 R64  H303  C30  H302  108.71  3.000
 R64  H303  C30  H301  109.08  3.000
 R64  H302  C30  H301  109.25  3.000
 R64  H303  C30  N32   108.03  3.000
 R64  H302  C30  N32   110.69  3.000
 R64  H301  C30  N32   111.03  3.000
 R64  HC33  C33  C34   131.66  3.000
 R64  HC33  C33  N32   121.97  3.000
 R64  C34   C33  N32   106.36  3.000
 R64  HC34  C34  N35   122.35  3.000
 R64  HC34  C34  C33   127.82  3.000
 R64  N35   C34  C33   109.83  3.000
 R64  C34   N35  C31   106.02  3.000
 R64  H113  C11  H112  108.67  3.000
 R64  H113  C11  H111  107.06  3.000
 R64  H112  C11  H111  107.76  3.000
 R64  H113  C11  C3    110.57  3.000
 R64  H112  C11  C3    112.07  3.000
 R64  H111  C11  C3    110.53  3.000
 R64  C13   O12  C5    118.81  3.000
 R64  H132  C13  H131  107.57  3.000
 R64  H132  C13  C14   110.34  3.000
 R64  H131  C13  C14   110.53  3.000
 R64  H132  C13  O12   110.10  3.000
 R64  H131  C13  O12   109.92  3.000
 R64  C14   C13  O12   108.37  3.000
 R64  H142  C14  H141  107.38  3.000
 R64  H142  C14  C15   109.27  3.000
 R64  H141  C14  C15   109.87  3.000
 R64  H142  C14  C13   110.14  3.000
 R64  H141  C14  C13   109.43  3.000
 R64  C15   C14  C13   110.69  3.000
 R64  H152  C15  H151  106.09  3.000
 R64  H152  C15  N16   112.55  3.000
 R64  H151  C15  N16   108.11  3.000
 R64  H152  C15  C14   109.64  3.000
 R64  H151  C15  C14   109.34  3.000
 R64  N16   C15  C14   110.94  3.000
 R64  HN16  N16  C17   108.87  3.000
 R64  HN16  N16  C15   109.02  3.000
 R64  C17   N16  C15   112.60  3.000
 R64  H172  C17  H171  105.81  3.000
 R64  H172  C17  C18   109.43  3.000
 R64  H171  C17  C18   108.96  3.000
 R64  H172  C17  N16   113.20  3.000
 R64  H171  C17  N16   107.83  3.000
 R64  C18   C17  N16   111.37  3.000
 R64  C23   C18  C19   117.18  3.000
 R64  C23   C18  C17   121.20  3.000
 R64  C19   C18  C17   121.62  3.000
 R64  HC19  C19  C20   120.75  3.000
 R64  HC19  C19  C18   120.03  3.000
 R64  C20   C19  C18   119.22  3.000
 R64  HC20  C20  C21   120.24  3.000
 R64  HC20  C20  C19   121.18  3.000
 R64  C21   C20  C19   118.59  3.000
 R64  HC21  C21  N22   116.69  3.000
 R64  HC21  C21  C20   120.28  3.000
 R64  N22   C21  C20   123.03  3.000
 R64  C23   N22  C21   117.78  3.000
 R64  HC23  C23  N22   116.25  3.000
 R64  HC23  C23  C18   119.54  3.000
 R64  N22   C23  C18   124.21  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
 R64  CONST_01  C4    C3   C2   O1      0.00   0.0  0
 R64  CONST_02  C3    C4   C9   O1      0.00   0.0  0
 R64  CONST_03  C5    C4   C9   O1    180.00   0.0  0
 R64  CONST_04  C7    C8   C9   O1    180.00   0.0  0
 R64  CONST_05  C4    C9   O1   C2      0.00   0.0  0
 R64  CONST_06  C8    C9   O1   C2    180.00   0.0  0
 R64  CONST_07  C5    C4   C3   C2    180.00   0.0  0
 R64  CONST_08  C9    C4   C3   C2      0.00   0.0  0
 R64  CONST_09  C9    O1   C2   C3      0.00   0.0  0
 R64  CONST_10  C6    C5   C4   C3    180.00   0.0  0
 R64  CONST_11  C8    C9   C4   C3    180.00   0.0  0
 R64  CONST_12  C7    C6   C5   C4      0.00   0.0  0
 R64  CONST_13  C7    C8   C9   C4      0.00   0.0  0
 R64  CONST_14  C8    C9   C4   C5      0.00   0.0  0
 R64  CONST_15  C8    C7   C6   C5      0.00   0.0  0
 R64  CONST_16  C9    C4   C5   C6      0.00   0.0  0
 R64  CONST_17  C9    C8   C7   C6      0.00   0.0  0
 R64  CONST_18  C34   C33  N32  C31     0.00   0.0  0
 R64  CONST_19  C33   C34  N35  C31     0.00   0.0  0
 R64  CONST_20  C34   N35  C31  N32     0.00   0.0  0
 R64  CONST_21  N35   C34  C33  N32     0.00   0.0  0
 R64  CONST_22  N35   C31  N32  C33     0.00   0.0  0
 R64  CONST_23  C21   C20  C19  C18     0.00   0.0  0
 R64  CONST_24  C21   N22  C23  C18     0.00   0.0  0
 R64  CONST_25  N22   C23  C18  C19     0.00   0.0  0
 R64  CONST_26  N22   C21  C20  C19     0.00   0.0  0
 R64  CONST_27  C23   C18  C19  C20     0.00   0.0  0
 R64  CONST_28  C23   N22  C21  C20     0.00   0.0  0
 R64  CONST_29  C11   C3   C2   O1    180.00   0.0  0
 R64  CONST_30  O12   C5   C4   C3      0.00   0.0  0
 R64  CONST_31  C10   C2   C3   C4    180.00   0.0  0
 R64  CONST_32  C11   C3   C4   C5      0.00   0.0  0
 R64  CONST_33  O12   C5   C6   C7    180.00   0.0  0
 R64  CONST_34  C10   C2   O1   C9    180.00   0.0  0
 R64  CONST_35  C11   C3   C4   C9    180.00   0.0  0
 R64  CONST_36  O12   C5   C4   C9    180.00   0.0  0
 R64  CONST_37  C33   N32  C31  C10   180.00   0.0  0
 R64  CONST_38  C34   N35  C31  C10   180.00   0.0  0
 R64  CONST_39  N35   C31  N32  C30   180.00   0.0  0
 R64  CONST_40  C34   C33  N32  C30   180.00   0.0  0
 R64  CONST_41  C20   C19  C18  C17   180.00   0.0  0
 R64  CONST_42  N22   C23  C18  C17   180.00   0.0  0
 R64  CONST_43  HC8   C8   C9   O1      0.00   0.0  0
 R64  CONST_44  HC6   C6   C5   C4    180.00   0.0  0
 R64  CONST_45  HC7   C7   C6   C5    180.00   0.0  0
 R64  CONST_46  HC33  C33  N32  C31   180.00   0.0  0
 R64  CONST_47  HC34  C34  N35  C31   180.00   0.0  0
 R64  CONST_48  HC20  C20  C19  C18   180.00   0.0  0
 R64  CONST_49  HC23  C23  C18  C19   180.00   0.0  0
 R64  CONST_50  HC21  C21  C20  C19   180.00   0.0  0
 R64  CONST_51  HC19  C19  C20  C21   180.00   0.0  0
 R64  Var_01    C31   C10  C2   O1     23.52  30.0  2
 R64  Var_02    N32   C31  C10  C2   -164.01  30.0  2
 R64  Var_03    C19   C18  C17  N16    46.72  30.0  2
 R64  Var_04    H111  C11  C3   C2   -107.45  30.0  2
 R64  Var_05    H301  C30  N32  C31   -71.05  30.0  2
 R64  Var_06    C14   C13  O12  C5    179.04  30.0  3
 R64  Var_07    C18   C17  N16  C15  -177.51  30.0  3
 R64  Var_08    C15   C14  C13  O12   177.47  30.0  3
 R64  Var_09    N16   C15  C14  C13   178.71  30.0  3
 R64  Var_10    C17   N16  C15  C14   178.65  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
 R64  plan-1  C10   0.020
 R64  plan-1  C31   0.020
 R64  plan-1  N32   0.020
 R64  plan-1  C30   0.020
 R64  plan-1  C33   0.020
 R64  plan-1  C34   0.020
 R64  plan-1  N35   0.020
 R64  plan-1  HC33  0.020
 R64  plan-1  HC34  0.020
 R64  plan-2  C17   0.020
 R64  plan-2  C18   0.020
 R64  plan-2  C19   0.020
 R64  plan-2  C20   0.020
 R64  plan-2  C21   0.020
 R64  plan-2  N22   0.020
 R64  plan-2  C23   0.020
 R64  plan-2  HC19  0.020
 R64  plan-2  HC20  0.020
 R64  plan-2  HC21  0.020
 R64  plan-2  HC23  0.020
 R64  plan-3  O1    0.020
 R64  plan-3  C2    0.020
 R64  plan-3  C3    0.020
 R64  plan-3  C4    0.020
 R64  plan-3  C5    0.020
 R64  plan-3  C6    0.020
 R64  plan-3  C7    0.020
 R64  plan-3  C8    0.020
 R64  plan-3  C9    0.020
 R64  plan-3  C10   0.020
 R64  plan-3  C11   0.020
 R64  plan-3  O12   0.020
 R64  plan-3  HC6   0.020
 R64  plan-3  HC7   0.020
 R64  plan-3  HC8   0.020
 R64  plan-4  C2    0.020
 R64  plan-4  C10   0.020
 R64  plan-4  O30   0.020
 R64  plan-4  C31   0.020

