# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 07:33:53 2020
#   Inital geometry file: a 116 line input string
#   Ligand name: 3-[2-[3-[[furan-2-ylmethyl(methyl)amino]methyl]phenyl]ethyl]pyridin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(Cc1occc1)Cc2cccc(CCc3cccnc3N)c2
#
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
 3TO  3TO  3-[2-[3-[[furan-2-ylmethyl(methyl)amino]methyl]phenyl]ethyl]pyridin-2-amine  ligand  47  24  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_3TO
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
 3TO  C1    C  CR16  0  -0.352   7.2400   0.6478   0.0137
 3TO  N1    N  N     0  -0.454   6.5160  -1.5833  -0.4326
 3TO  O1    O  O     0  -0.417  -6.7520  -1.1608  -0.8335
 3TO  C2    C  CR16  0  -0.074   7.4708  -0.7032  -0.1488
 3TO  C3    C  CR6   0   0.391   5.2657  -1.1521  -0.5740
 3TO  N3    N  NT    0  -0.408  -3.2852  -0.3007  -0.2218
 3TO  C4    C  CR6   0   0.011   4.9096   0.2088  -0.4322
 3TO  C5    C  CR16  0  -0.205   5.9281   1.0919  -0.1323
 3TO  C6    C  CH2   0  -0.537   3.4886   0.6751  -0.5568
 3TO  C7    C  CH2   0  -0.522   2.6791   0.4456   0.7316
 3TO  C8    C  CR6   0   0.162   1.2655   0.9362   0.5977
 3TO  C9    C  CR16  0  -0.377   0.3009   0.1536  -0.0367
 3TO  C10   C  CR6   0   0.110  -1.0025   0.6005  -0.2100
 3TO  C11   C  CR16  0  -0.303  -1.3505   1.8616   0.2712
 3TO  C12   C  CR16  0  -0.226  -0.4045   2.6509   0.9050
 3TO  C13   C  CR16  0  -0.332   0.8980   2.1925   1.0666
 3TO  C14   C  CH2   0  -0.327  -2.0212  -0.2444  -0.9302
 3TO  C15   C  CR5   0   0.363  -5.6830  -0.3986  -0.5186
 3TO  C16   C  CH2   0  -0.368  -4.3540  -0.8219  -1.0459
 3TO  C17   C  CR15  0  -0.377  -6.0803   0.6688   0.2161
 3TO  C18   C  CR15  0  -0.330  -7.4980   0.5498   0.3610
 3TO  C19   C  CR15  0  -0.022  -7.8483  -0.5773  -0.2982
 3TO  C20   C  CH3   0  -0.525  -3.1649  -1.0196   1.0296
 3TO  H1    H  HCR6  0   0.256   8.0477   1.3279   0.2443
 3TO  H2    H  HCR6  0   0.253   8.4731  -1.1058  -0.0452
 3TO  HN2   H  HNH2  0   0.383   4.6120  -3.0515  -0.7734
 3TO  HN2A  H  HNH2  0   0.387   3.3695  -1.9209  -0.7120
 3TO  H5    H  HCR6  0   0.257   5.6956   2.1443  -0.0148
 3TO  H6    H  HCH2  0   0.266   3.4803   1.7430  -0.7853
 3TO  H6A   H  HCH2  0   0.249   2.9890   0.1847  -1.3984
 3TO  H7    H  HCH2  0   0.245   2.6814  -0.6167   0.9919
 3TO  H7A   H  HCH2  0   0.258   3.1782   0.9626   1.5538
 3TO  H9    H  HCR6  0   0.238   0.5730  -0.8330  -0.4002
 3TO  H11   H  HCR6  0   0.246  -2.3678   2.2149   0.1573
 3TO  H12   H  HCR6  0   0.250  -0.6807   3.6286   1.2791
 3TO  H13   H  HCR6  0   0.245   1.6306   2.8144   1.5680
 3TO  H14   H  HCH2  0   0.214  -1.6009  -1.2461  -1.1184
 3TO  H14A  H  HCH2  0   0.254  -2.2050   0.1979  -1.9143
 3TO  H16   H  HCH2  0   0.260  -4.2307  -0.4291  -2.0606
 3TO  H16A  H  HCH2  0   0.224  -4.3240  -1.9197  -1.1439
 3TO  H17   H  HCR5  0   0.254  -5.4422   1.4422   0.6110
 3TO  H18   H  HCR5  0   0.259  -8.1616   1.2158   0.8886
 3TO  H19   H  HCR5  0   0.274  -8.7902  -1.0744  -0.4640
 3TO  H20   H  HCH3  0   0.241  -2.4217  -0.5435   1.6690
 3TO  H20A  H  HCH3  0   0.240  -4.1124  -1.0083   1.5674
 3TO  H20B  H  HCH3  0   0.199  -2.8669  -2.0702   0.8893
 3TO  N2    N  NH2   0  -0.834   4.3367  -2.0944  -0.9232

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
 3TO  C5   C1    aromatic  1.393  0.020  1.393
 3TO  C1   C2    aromatic  1.380  0.020  1.380
 3TO  C1   H1    single    0.930  0.020  1.080
 3TO  C3   N1    aromatic  1.330  0.020  1.330
 3TO  N1   C2    aromatic  1.329  0.020  1.329
 3TO  C15  O1    aromatic  1.350  0.020  1.350
 3TO  O1   C19   aromatic  1.352  0.020  1.352
 3TO  C2   H2    single    0.930  0.020  1.080
 3TO  N2   C3    single    1.369  0.020  1.369
 3TO  N2   HN2   single    0.890  0.020  1.040
 3TO  N2   HN2A  single    0.890  0.020  1.040
 3TO  C4   C3    aromatic  1.414  0.020  1.414
 3TO  C14  N3    single    1.450  0.020  1.450
 3TO  C16  N3    single    1.447  0.020  1.447
 3TO  N3   C20   single    1.448  0.020  1.448
 3TO  C6   C4    single    1.501  0.020  1.501
 3TO  C4   C5    aromatic  1.381  0.020  1.381
 3TO  C5   H5    single    0.930  0.020  1.080
 3TO  C7   C6    single    1.539  0.020  1.539
 3TO  C6   H6    single    0.970  0.020  1.090
 3TO  C6   H6A   single    0.970  0.020  1.090
 3TO  C8   C7    single    1.502  0.020  1.502
 3TO  C7   H7    single    0.970  0.020  1.090
 3TO  C7   H7A   single    0.970  0.020  1.090
 3TO  C13  C8    aromatic  1.390  0.020  1.390
 3TO  C9   C8    aromatic  1.395  0.020  1.395
 3TO  C10  C9    aromatic  1.389  0.020  1.389
 3TO  C9   H9    single    0.930  0.020  1.080
 3TO  C11  C10   aromatic  1.394  0.020  1.394
 3TO  C14  C10   single    1.507  0.020  1.507
 3TO  C11  C12   aromatic  1.385  0.020  1.385
 3TO  C11  H11   single    0.930  0.020  1.080
 3TO  C12  C13   aromatic  1.390  0.020  1.390
 3TO  C12  H12   single    0.930  0.020  1.080
 3TO  C13  H13   single    0.930  0.020  1.080
 3TO  C14  H14   single    0.970  0.020  1.090
 3TO  C14  H14A  single    0.970  0.020  1.090
 3TO  C16  C15   single    1.491  0.020  1.491
 3TO  C15  C17   aromatic  1.355  0.020  1.355
 3TO  C16  H16   single    0.970  0.020  1.090
 3TO  C16  H16A  single    0.970  0.020  1.090
 3TO  C17  C18   aromatic  1.430  0.020  1.430
 3TO  C17  H17   single    0.930  0.020  1.080
 3TO  C19  C18   aromatic  1.352  0.020  1.352
 3TO  C18  H18   single    0.930  0.020  1.080
 3TO  C19  H19   single    0.930  0.020  1.080
 3TO  C20  H20   single    0.970  0.020  1.090
 3TO  C20  H20A  single    0.970  0.020  1.090
 3TO  C20  H20B  single    0.970  0.020  1.090

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
 3TO  H1    C1   C5    121.71  3.000
 3TO  H1    C1   C2    121.07  3.000
 3TO  C5    C1   C2    117.21  3.000
 3TO  C3    N1   C2    118.90  3.000
 3TO  C19   O1   C15   107.81  3.000
 3TO  H2    C2   N1    115.99  3.000
 3TO  H2    C2   C1    120.43  3.000
 3TO  N1    C2   C1    123.58  3.000
 3TO  C4    C3   N2    121.16  3.000
 3TO  C4    C3   N1    122.56  3.000
 3TO  N2    C3   N1    116.23  3.000
 3TO  C20   N3   C16   112.00  3.000
 3TO  C20   N3   C14   111.66  3.000
 3TO  C16   N3   C14   112.31  3.000
 3TO  C6    C4   C5    121.18  3.000
 3TO  C5    C4   C3    116.84  3.000
 3TO  C6    C4   C3    121.95  3.000
 3TO  H5    C5   C4    119.08  3.000
 3TO  H5    C5   C1    120.02  3.000
 3TO  C4    C5   C1    120.90  3.000
 3TO  H6A   C6   H6    105.88  3.000
 3TO  H6A   C6   C7    109.69  3.000
 3TO  H6    C6   C7    108.48  3.000
 3TO  H6A   C6   C4    110.90  3.000
 3TO  H6    C6   C4    109.17  3.000
 3TO  C7    C6   C4    112.48  3.000
 3TO  H7A   C7   H7    106.25  3.000
 3TO  H7A   C7   C8    110.03  3.000
 3TO  H7    C7   C8    109.90  3.000
 3TO  H7A   C7   C6    108.63  3.000
 3TO  H7    C7   C6    110.06  3.000
 3TO  C8    C7   C6    111.82  3.000
 3TO  C13   C8   C9    118.52  3.000
 3TO  C9    C8   C7    120.53  3.000
 3TO  C13   C8   C7    120.91  3.000
 3TO  H9    C9   C10   119.06  3.000
 3TO  H9    C9   C8    119.25  3.000
 3TO  C10   C9   C8    121.69  3.000
 3TO  C14   C10  C11   120.23  3.000
 3TO  C14   C10  C9    120.92  3.000
 3TO  C11   C10  C9    118.84  3.000
 3TO  H11   C11  C12   120.24  3.000
 3TO  H11   C11  C10   119.56  3.000
 3TO  C12   C11  C10   120.19  3.000
 3TO  H12   C12  C13   119.77  3.000
 3TO  H12   C12  C11   119.90  3.000
 3TO  C13   C12  C11   120.33  3.000
 3TO  H13   C13  C12   119.85  3.000
 3TO  H13   C13  C8    119.72  3.000
 3TO  C12   C13  C8    120.43  3.000
 3TO  H14A  C14  H14   106.12  3.000
 3TO  H14A  C14  C10   108.47  3.000
 3TO  H14   C14  C10   109.47  3.000
 3TO  H14A  C14  N3    107.98  3.000
 3TO  H14   C14  N3    112.36  3.000
 3TO  C10   C14  N3    112.19  3.000
 3TO  C17   C15  C16   132.57  3.000
 3TO  C17   C15  O1    109.82  3.000
 3TO  C16   C15  O1    117.57  3.000
 3TO  H16A  C16  H16   105.77  3.000
 3TO  H16A  C16  C15   109.78  3.000
 3TO  H16   C16  C15   109.04  3.000
 3TO  H16A  C16  N3    112.91  3.000
 3TO  H16   C16  N3    108.39  3.000
 3TO  C15   C16  N3    110.78  3.000
 3TO  H17   C17  C18   127.56  3.000
 3TO  H17   C17  C15   126.18  3.000
 3TO  C18   C17  C15   106.26  3.000
 3TO  H18   C18  C19   126.45  3.000
 3TO  H18   C18  C17   127.48  3.000
 3TO  C19   C18  C17   106.07  3.000
 3TO  H19   C19  C18   133.31  3.000
 3TO  H19   C19  O1    116.65  3.000
 3TO  C18   C19  O1    110.04  3.000
 3TO  H20B  C20  H20A  107.95  3.000
 3TO  H20B  C20  H20   107.88  3.000
 3TO  H20A  C20  H20   107.40  3.000
 3TO  H20B  C20  N3    112.71  3.000
 3TO  H20A  C20  N3    110.43  3.000
 3TO  H20   C20  N3    110.28  3.000
 3TO  HN2A  N2   HN2   113.32  3.000
 3TO  HN2A  N2   C3    118.73  3.000
 3TO  HN2   N2   C3    115.52  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
 3TO  CONST_01  C3   C4   C5   C1      0.00   0.0  0
 3TO  CONST_02  C3   N1   C2   C1      0.00   0.0  0
 3TO  CONST_03  C5   C4   C3   N1      0.00   0.0  0
 3TO  CONST_04  C5   C1   C2   N1      0.00   0.0  0
 3TO  CONST_05  C18  C17  C15  O1      0.00   0.0  0
 3TO  CONST_06  C17  C18  C19  O1      0.00   0.0  0
 3TO  CONST_07  C4   C5   C1   C2      0.00   0.0  0
 3TO  CONST_08  C4   C3   N1   C2      0.00   0.0  0
 3TO  CONST_09  C11  C12  C13  C8      0.00   0.0  0
 3TO  CONST_10  C11  C10  C9   C8      0.00   0.0  0
 3TO  CONST_11  C12  C13  C8   C9      0.00   0.0  0
 3TO  CONST_12  C12  C11  C10  C9      0.00   0.0  0
 3TO  CONST_13  C13  C8   C9   C10     0.00   0.0  0
 3TO  CONST_14  C13  C12  C11  C10     0.00   0.0  0
 3TO  CONST_15  C18  C19  O1   C15     0.00   0.0  0
 3TO  CONST_16  C19  C18  C17  C15     0.00   0.0  0
 3TO  CONST_17  C19  O1   C15  C17     0.00   0.0  0
 3TO  CONST_18  C6   C4   C5   C1    180.00   0.0  0
 3TO  CONST_19  C6   C4   C3   N1    180.00   0.0  0
 3TO  CONST_20  N2   C3   N1   C2    180.00   0.0  0
 3TO  CONST_21  C5   C4   C3   N2    180.00   0.0  0
 3TO  CONST_22  C12  C13  C8   C7    180.00   0.0  0
 3TO  CONST_23  C10  C9   C8   C7    180.00   0.0  0
 3TO  CONST_24  C14  C10  C9   C8    180.00   0.0  0
 3TO  CONST_25  C14  C10  C11  C12   180.00   0.0  0
 3TO  CONST_26  C19  O1   C15  C16   180.00   0.0  0
 3TO  CONST_27  C18  C17  C15  C16   180.00   0.0  0
 3TO  CONST_28  H1   C1   C2   N1    180.00   0.0  0
 3TO  CONST_29  H17  C17  C15  O1    180.00   0.0  0
 3TO  CONST_30  H18  C18  C19  O1    180.00   0.0  0
 3TO  CONST_31  H5   C5   C1   C2    180.00   0.0  0
 3TO  CONST_32  H2   C2   N1   C3    180.00   0.0  0
 3TO  CONST_33  H12  C12  C13  C8    180.00   0.0  0
 3TO  CONST_34  H13  C13  C8   C9    180.00   0.0  0
 3TO  CONST_35  H11  C11  C10  C9    180.00   0.0  0
 3TO  CONST_36  H9   C9   C10  C11   180.00   0.0  0
 3TO  CONST_37  H19  C19  O1   C15   180.00   0.0  0
 3TO  Var_01    N3   C16  C15  O1   -155.97  30.0  1
 3TO  Var_02    C7   C6   C4   C3     80.50  30.0  2
 3TO  Var_03    C9   C10  C14  N3    133.88  30.0  2
 3TO  Var_04    C8   C7   C6   C4    179.14  30.0  1
 3TO  Var_05    C13  C8   C7   C6    -96.90  30.0  2
 3TO  Var_06    C16  N3   C14  C10   165.78  30.0  3
 3TO  Var_07    C15  C16  N3   C14  -158.35  30.0  1
 3TO  Var_08    H20  C20  N3   C14    58.71  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
 3TO  plan-1  O1    0.020
 3TO  plan-1  C15   0.020
 3TO  plan-1  C16   0.020
 3TO  plan-1  C17   0.020
 3TO  plan-1  C18   0.020
 3TO  plan-1  C19   0.020
 3TO  plan-1  H17   0.020
 3TO  plan-1  H18   0.020
 3TO  plan-1  H19   0.020
 3TO  plan-2  C1    0.020
 3TO  plan-2  N1    0.020
 3TO  plan-2  C2    0.020
 3TO  plan-2  C3    0.020
 3TO  plan-2  C4    0.020
 3TO  plan-2  C5    0.020
 3TO  plan-2  C6    0.020
 3TO  plan-2  H1    0.020
 3TO  plan-2  H2    0.020
 3TO  plan-2  H5    0.020
 3TO  plan-2  N2    0.020
 3TO  plan-3  C7    0.020
 3TO  plan-3  C8    0.020
 3TO  plan-3  C9    0.020
 3TO  plan-3  C10   0.020
 3TO  plan-3  C11   0.020
 3TO  plan-3  C12   0.020
 3TO  plan-3  C13   0.020
 3TO  plan-3  C14   0.020
 3TO  plan-3  H9    0.020
 3TO  plan-3  H11   0.020
 3TO  plan-3  H12   0.020
 3TO  plan-3  H13   0.020
 3TO  plan-4  C3    0.020
 3TO  plan-4  HN2   0.020
 3TO  plan-4  HN2A  0.020
 3TO  plan-4  N2    0.020

