# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Aug  1 21:20:14 2022
#   Inital geometry file: a 83 line input string
#   Ligand name: ~{N}-methyl-~{N}-[(5-methylfuran-2-yl)methyl]-1-phenyl-methanamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(Cc1oc(C)cc1)Cc2ccccc2
#
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
 U3K  U3K  "~{N}-methyl-~{N}-[(5-methylfuran-2-yl)methyl]-1-phenyl-methanamine"
  ligand  33  16  .  2022-08-11  2022-08-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_U3K
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
 U3K  C01  C  CH3   0  -0.753   9.0161  -2.8402  6.4960
 U3K  C02  C  CR5   0   0.340   7.8249  -3.1531  5.6724
 U3K  C03  C  CR15  0  -0.372   7.2323  -2.5210  4.6301
 U3K  C04  C  CR15  0  -0.368   6.1061  -3.3208  4.2614
 U3K  C05  C  CR5   0   0.343   6.0982  -4.3821  5.1024
 U3K  C07  C  CH2   0  -0.375   5.2261  -5.5815  5.1981
 U3K  C09  C  CH3   0  -0.527   4.1270  -7.1139  6.6747
 U3K  C10  C  CH2   0  -0.412   3.7836  -4.7284  6.9836
 U3K  C11  C  CR6   0   0.120   2.4850  -4.5903  6.2224
 U3K  C12  C  CR16  0  -0.301   2.3826  -3.7300  5.1312
 U3K  C13  C  CR16  0  -0.245   1.2020  -3.6328  4.4059
 U3K  C14  C  CR16  0  -0.266   0.0997  -4.3968  4.7655
 U3K  C15  C  CR16  0  -0.243   0.1841  -5.2501  5.8583
 U3K  C16  C  CR16  0  -0.299   1.3671  -5.3431  6.5790
 U3K  N08  N  NT    0  -0.397   4.6768  -5.7842  6.5254
 U3K  O06  O  O     0  -0.430   7.1412  -4.2849  5.9613
 U3K  H1   H  HCH3  0   0.251   8.7609  -2.7138  7.5499
 U3K  H2   H  HCH3  0   0.251   9.7716  -3.6257  6.4330
 U3K  H3   H  HCH3  0   0.255   9.4681  -1.9133  6.1483
 U3K  H4   H  HCR5  0   0.253   7.5560  -1.5959  4.1801
 U3K  H5   H  HCR5  0   0.255   5.3953  -3.1323  3.4723
 U3K  H6   H  HCH2  0   0.228   4.4605  -5.4987  4.4116
 U3K  H7   H  HCH2  0   0.258   5.8112  -6.4741  4.9510
 U3K  H8   H  HCH3  0   0.234   3.7631  -7.2522  7.6939
 U3K  H9   H  HCH3  0   0.201   3.2982  -7.3413  5.9902
 U3K  H10  H  HCH3  0   0.238   4.9098  -7.8539  6.4990
 U3K  H11  H  HCH2  0   0.253   4.3275  -3.7808  6.9490
 U3K  H12  H  HCH2  0   0.252   3.5664  -4.9225  8.0375
 U3K  H13  H  HCR6  0   0.255   3.2327  -3.1176  4.8527
 U3K  H14  H  HCR6  0   0.251   1.1417  -2.9568  3.5623
 U3K  H15  H  HCR6  0   0.252  -0.8222  -4.3221  4.2032
 U3K  H16  H  HCR6  0   0.250  -0.6741  -5.8405  6.1534
 U3K  H17  H  HCR6  0   0.250   1.4198  -6.0016  7.4385

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
 U3K  C13  C14  aromatic  1.389  0.020  1.389
 U3K  C13  C12  aromatic  1.389  0.020  1.389
 U3K  C14  C15  aromatic  1.389  0.020  1.389
 U3K  C12  C11  aromatic  1.393  0.020  1.393
 U3K  C04  C03  aromatic  1.430  0.020  1.430
 U3K  C04  C05  aromatic  1.354  0.020  1.354
 U3K  C03  C02  aromatic  1.355  0.020  1.355
 U3K  C07  C05  single    1.486  0.020  1.486
 U3K  C07  N08  single    1.451  0.020  1.451
 U3K  C05  O06  aromatic  1.355  0.020  1.355
 U3K  C02  O06  aromatic  1.354  0.020  1.354
 U3K  C02  C01  single    1.482  0.020  1.482
 U3K  C15  C16  aromatic  1.388  0.020  1.388
 U3K  C11  C16  aromatic  1.394  0.020  1.394
 U3K  C11  C10  single    1.512  0.020  1.512
 U3K  C09  N08  single    1.447  0.020  1.447
 U3K  N08  C10  single    1.457  0.020  1.457
 U3K  C01  H1   single    0.970  0.020  1.090
 U3K  C01  H2   single    0.970  0.020  1.090
 U3K  C01  H3   single    0.970  0.020  1.090
 U3K  C03  H4   single    0.930  0.020  1.080
 U3K  C04  H5   single    0.930  0.020  1.080
 U3K  C07  H6   single    0.970  0.020  1.090
 U3K  C07  H7   single    0.970  0.020  1.090
 U3K  C09  H8   single    0.970  0.020  1.090
 U3K  C09  H9   single    0.970  0.020  1.090
 U3K  C09  H10  single    0.970  0.020  1.090
 U3K  C10  H11  single    0.970  0.020  1.090
 U3K  C10  H12  single    0.970  0.020  1.090
 U3K  C12  H13  single    0.930  0.020  1.080
 U3K  C13  H14  single    0.930  0.020  1.080
 U3K  C14  H15  single    0.930  0.020  1.080
 U3K  C15  H16  single    0.930  0.020  1.080
 U3K  C16  H17  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
 U3K  H3   C01  H2   107.88  3.000
 U3K  H3   C01  H1   107.87  3.000
 U3K  H2   C01  H1   107.51  3.000
 U3K  H3   C01  C02  109.64  3.000
 U3K  H2   C01  C02  111.86  3.000
 U3K  H1   C01  C02  111.91  3.000
 U3K  O06  C02  C03  109.47  3.000
 U3K  O06  C02  C01  117.65  3.000
 U3K  C03  C02  C01  132.88  3.000
 U3K  H4   C03  C04  127.50  3.000
 U3K  H4   C03  C02  126.14  3.000
 U3K  C04  C03  C02  106.37  3.000
 U3K  H5   C04  C05  125.98  3.000
 U3K  H5   C04  C03  127.58  3.000
 U3K  C05  C04  C03  106.43  3.000
 U3K  O06  C05  C07  117.97  3.000
 U3K  O06  C05  C04  109.46  3.000
 U3K  C07  C05  C04  132.53  3.000
 U3K  H7   C07  H6   105.76  3.000
 U3K  H7   C07  N08  107.14  3.000
 U3K  H6   C07  N08  113.63  3.000
 U3K  H7   C07  C05  109.25  3.000
 U3K  H6   C07  C05  107.55  3.000
 U3K  N08  C07  C05  113.19  3.000
 U3K  H10  C09  H9   107.48  3.000
 U3K  H10  C09  H8   107.67  3.000
 U3K  H9   C09  H8   107.70  3.000
 U3K  H10  C09  N08  109.52  3.000
 U3K  H9   C09  N08  114.38  3.000
 U3K  H8   C09  N08  109.86  3.000
 U3K  H12  C10  H11  106.45  3.000
 U3K  H12  C10  N08  107.23  3.000
 U3K  H11  C10  N08  108.25  3.000
 U3K  H12  C10  C11  109.33  3.000
 U3K  H11  C10  C11  109.41  3.000
 U3K  N08  C10  C11  115.76  3.000
 U3K  C16  C11  C12  118.35  3.000
 U3K  C16  C11  C10  120.71  3.000
 U3K  C12  C11  C10  120.93  3.000
 U3K  H13  C12  C13  119.53  3.000
 U3K  H13  C12  C11  119.49  3.000
 U3K  C13  C12  C11  120.97  3.000
 U3K  H14  C13  C14  120.07  3.000
 U3K  H14  C13  C12  119.86  3.000
 U3K  C14  C13  C12  120.07  3.000
 U3K  H15  C14  C15  120.19  3.000
 U3K  H15  C14  C13  120.24  3.000
 U3K  C15  C14  C13  119.57  3.000
 U3K  H16  C15  C16  119.83  3.000
 U3K  H16  C15  C14  120.08  3.000
 U3K  C16  C15  C14  120.08  3.000
 U3K  H17  C16  C15  119.58  3.000
 U3K  H17  C16  C11  119.46  3.000
 U3K  C15  C16  C11  120.95  3.000
 U3K  C10  N08  C09  113.62  3.000
 U3K  C10  N08  C07  114.75  3.000
 U3K  C09  N08  C07  111.51  3.000
 U3K  C05  O06  C02  108.28  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
 U3K  CONST_01  C05  C04  C03  C02     0.00   0.0  0
 U3K  CONST_02  C04  C05  O06  C02     0.00   0.0  0
 U3K  CONST_03  O06  C05  C04  C03     0.00   0.0  0
 U3K  CONST_04  C05  O06  C02  C03     0.00   0.0  0
 U3K  CONST_05  O06  C02  C03  C04     0.00   0.0  0
 U3K  CONST_06  C14  C13  C12  C11     0.00   0.0  0
 U3K  CONST_07  C14  C15  C16  C11     0.00   0.0  0
 U3K  CONST_08  C15  C14  C13  C12     0.00   0.0  0
 U3K  CONST_09  C15  C16  C11  C12     0.00   0.0  0
 U3K  CONST_10  C16  C15  C14  C13     0.00   0.0  0
 U3K  CONST_11  C16  C11  C12  C13     0.00   0.0  0
 U3K  CONST_12  C04  C03  C02  C01   180.00   0.0  0
 U3K  CONST_13  C05  O06  C02  C01   180.00   0.0  0
 U3K  CONST_14  C07  C05  O06  C02   180.00   0.0  0
 U3K  CONST_15  C07  C05  C04  C03   180.00   0.0  0
 U3K  CONST_16  C13  C12  C11  C10   180.00   0.0  0
 U3K  CONST_17  C15  C16  C11  C10   180.00   0.0  0
 U3K  CONST_18  H5   C04  C03  C02   180.00   0.0  0
 U3K  CONST_19  H4   C03  C04  C05   180.00   0.0  0
 U3K  CONST_20  H14  C13  C12  C11   180.00   0.0  0
 U3K  CONST_21  H16  C15  C16  C11   180.00   0.0  0
 U3K  CONST_22  H15  C14  C13  C12   180.00   0.0  0
 U3K  CONST_23  H17  C16  C11  C12   180.00   0.0  0
 U3K  CONST_24  H16  C15  C14  C13   180.00   0.0  0
 U3K  CONST_25  H13  C12  C13  C14   180.00   0.0  0
 U3K  CONST_26  H17  C16  C15  C14   180.00   0.0  0
 U3K  CONST_27  H14  C13  C14  C15   180.00   0.0  0
 U3K  CONST_28  H15  C14  C15  C16   180.00   0.0  0
 U3K  CONST_29  H13  C12  C11  C16   180.00   0.0  0
 U3K  CONST_30  H5   C04  C05  O06   180.00   0.0  0
 U3K  CONST_31  H4   C03  C02  O06   180.00   0.0  0
 U3K  Var_01    N08  C07  C05  C04  -127.64  30.0  2
 U3K  Var_02    N08  C10  C11  C12   -91.69  30.0  2
 U3K  Var_03    N08  C10  C11  C16    86.95  30.0  2
 U3K  Var_04    O06  C05  C07  N08    55.21  30.0  2
 U3K  Var_05    H1   C01  C02  C03   119.26  30.0  2
 U3K  Var_06    H2   C01  C02  C03  -120.03  30.0  2
 U3K  Var_07    H3   C01  C02  C03    -0.40  30.0  2
 U3K  Var_08    H6   C07  C05  C04    -1.28  30.0  2
 U3K  Var_09    H7   C07  C05  C04   113.06  30.0  2
 U3K  Var_10    H11  C10  C11  C12    30.90  30.0  2
 U3K  Var_11    H12  C10  C11  C12   147.12  30.0  2
 U3K  Var_12    H11  C10  C11  C16  -150.45  30.0  2
 U3K  Var_13    H12  C10  C11  C16   -34.24  30.0  2
 U3K  Var_14    H6   C07  C05  O06  -178.44  30.0  2
 U3K  Var_15    H7   C07  C05  O06   -64.09  30.0  2
 U3K  Var_16    H1   C01  C02  O06   -60.83  30.0  2
 U3K  Var_17    H2   C01  C02  O06    59.88  30.0  2
 U3K  Var_18    H3   C01  C02  O06   179.51  30.0  2
 U3K  Var_19    C09  N08  C07  C05  -165.30  30.0  3
 U3K  Var_20    C10  N08  C07  C05    63.71  30.0  3
 U3K  Var_21    C11  C10  N08  C07    66.19  30.0  3
 U3K  Var_22    C11  C10  N08  C09   -63.78  30.0  3
 U3K  Var_23    H8   C09  N08  C07   177.45  30.0  3
 U3K  Var_24    H9   C09  N08  C07   -61.31  30.0  3
 U3K  Var_25    H10  C09  N08  C07    59.38  30.0  3
 U3K  Var_26    H11  C10  N08  C07   -57.01  30.0  3
 U3K  Var_27    H12  C10  N08  C07  -171.50  30.0  3
 U3K  Var_28    H6   C07  N08  C09    71.64  30.0  2
 U3K  Var_29    H7   C07  N08  C09   -44.80  30.0  2
 U3K  Var_30    H11  C10  N08  C09   173.02  30.0  3
 U3K  Var_31    H12  C10  N08  C09    58.53  30.0  3
 U3K  Var_32    H6   C07  N08  C10   -59.35  30.0  2
 U3K  Var_33    H7   C07  N08  C10  -175.79  30.0  2
 U3K  Var_34    H8   C09  N08  C10   -50.98  30.0  3
 U3K  Var_35    H9   C09  N08  C10    70.26  30.0  3
 U3K  Var_36    H10  C09  N08  C10  -169.05  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
 U3K  plan-1  C01  0.020
 U3K  plan-1  C02  0.020
 U3K  plan-1  C03  0.020
 U3K  plan-1  C04  0.020
 U3K  plan-1  C05  0.020
 U3K  plan-1  C07  0.020
 U3K  plan-1  O06  0.020
 U3K  plan-1  H4   0.020
 U3K  plan-1  H5   0.020
 U3K  plan-2  C10  0.020
 U3K  plan-2  C11  0.020
 U3K  plan-2  C12  0.020
 U3K  plan-2  C13  0.020
 U3K  plan-2  C14  0.020
 U3K  plan-2  C15  0.020
 U3K  plan-2  C16  0.020
 U3K  plan-2  H13  0.020
 U3K  plan-2  H14  0.020
 U3K  plan-2  H15  0.020
 U3K  plan-2  H16  0.020
 U3K  plan-2  H17  0.020

