# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 02:41:23 2020
#   Inital geometry file: a 77 line input string
#   Ligand name: 2-[(furan-2-ylmethylamino)methyl]pyridine-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccnc(CNCc2occc2)c1
#
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
 5V0  5V0  '2-[(furan-2-ylmethylamino)methyl]pyridine-4-carboxylic acid'  ligand  28  17  .  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_5V0
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
 5V0  N1   N  NH1    0  -0.592  -1.3377  -0.4716   0.4266
 5V0  C4   C  CR16   0  -0.361   3.3294  -1.0337  -0.9163
 5V0  C5   C  CR16   0  -0.079   2.3390  -2.0043  -0.9549
 5V0  C7   C  CH2    0  -0.364  -2.6070  -0.3889   1.1365
 5V0  C8   C  CR5    0   0.355  -3.7267  -0.0383   0.2263
 5V0  C10  C  CR15   0  -0.331  -5.4839   0.1351  -1.1384
 5V0  O1   O  OC    -1  -0.585   5.2177   1.0300  -0.7156
 5V0  O    O  O      0  -0.584   3.9622   2.1064   0.7820
 5V0  C3   C  CR6    0   0.007   3.1599   0.0655  -0.0853
 5V0  C2   C  CR16   0  -0.377   1.9896   0.1225   0.6631
 5V0  N    N  N      0  -0.416   1.2217  -1.9444  -0.2428
 5V0  C1   C  CR6    0   0.231   1.0473  -0.8929   0.5565
 5V0  C    C  CH2    0  -0.325  -0.2463  -0.8278   1.3202
 5V0  O2   O  O      0  -0.413  -3.7914   1.2363  -0.2249
 5V0  C11  C  CR15   0  -0.014  -4.8550   1.3291  -1.0505
 5V0  C9   C  CR15   0  -0.388  -4.7438  -0.7595  -0.3050
 5V0  H1   H  HNH1   0   0.347  -1.1319   0.4325   0.0161
 5V0  H3   H  HCR6   0   0.255   4.2178  -1.1386  -1.5233
 5V0  H4   H  HCR6   0   0.254   2.4573  -2.8742  -1.5926
 5V0  H5   H  HCH2   0   0.253  -2.8264  -1.3685   1.5667
 5V0  H6   H  HCH2   0   0.223  -2.5750   0.3199   1.9787
 5V0  H7   H  HCR5   0   0.261  -6.3650  -0.0842  -1.7195
 5V0  H9   H  HCR6   0   0.252   1.8107   0.9558   1.3298
 5V0  H10  H  HCH2   0   0.214  -0.1439  -0.1310   2.1652
 5V0  H11  H  HCH2   0   0.240  -0.4632  -1.8109   1.7469
 5V0  H12  H  HCR5   0   0.276  -5.0415   2.2931  -1.4956
 5V0  H13  H  HCR5   0   0.260  -4.9443  -1.8034  -0.1238
 5V0  C6   C  C      0   0.402   4.2121   1.1697   0.0024

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
 5V0  C5   C4   aromatic  1.387  0.020  1.387
 5V0  C5   N    aromatic  1.326  0.020  1.326
 5V0  C4   C3   aromatic  1.388  0.020  1.388
 5V0  N    C1   aromatic  1.332  0.020  1.332
 5V0  C3   C6   single    1.528  0.020  1.528
 5V0  C3   C2   aromatic  1.390  0.020  1.390
 5V0  O    C6   deloc     1.244  0.020  1.244
 5V0  C6   O1   deloc     1.243  0.020  1.243
 5V0  C1   C2   aromatic  1.389  0.020  1.389
 5V0  C1   C    single    1.504  0.020  1.504
 5V0  C    N1   single    1.455  0.020  1.455
 5V0  N1   C7   single    1.457  0.020  1.457
 5V0  C7   C8   single    1.485  0.020  1.485
 5V0  C8   O2   aromatic  1.354  0.020  1.354
 5V0  C8   C9   aromatic  1.355  0.020  1.355
 5V0  O2   C11  aromatic  1.350  0.020  1.350
 5V0  C9   C10  aromatic  1.429  0.020  1.429
 5V0  C11  C10  aromatic  1.352  0.020  1.352
 5V0  N1   H1   single    0.890  0.020  1.040
 5V0  C4   H3   single    0.930  0.020  1.080
 5V0  C5   H4   single    0.930  0.020  1.080
 5V0  C7   H5   single    0.970  0.020  1.090
 5V0  C7   H6   single    0.970  0.020  1.090
 5V0  C10  H7   single    0.930  0.020  1.080
 5V0  C2   H9   single    0.930  0.020  1.080
 5V0  C    H10  single    0.970  0.020  1.090
 5V0  C    H11  single    0.970  0.020  1.090
 5V0  C11  H12  single    0.930  0.020  1.080
 5V0  C9   H13  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
 5V0  H1   N1   C    108.34  3.000
 5V0  H1   N1   C7   108.88  3.000
 5V0  C    N1   C7   111.61  3.000
 5V0  H3   C4   C3   120.87  3.000
 5V0  H3   C4   C5   120.22  3.000
 5V0  C3   C4   C5   118.91  3.000
 5V0  H4   C5   N    116.33  3.000
 5V0  H4   C5   C4   119.96  3.000
 5V0  N    C5   C4   123.71  3.000
 5V0  H6   C7   H5   106.37  3.000
 5V0  H6   C7   C8   109.80  3.000
 5V0  H5   C7   C8   107.56  3.000
 5V0  H6   C7   N1   112.58  3.000
 5V0  H5   C7   N1   108.43  3.000
 5V0  C8   C7   N1   111.82  3.000
 5V0  C9   C8   O2   109.54  3.000
 5V0  C9   C8   C7   132.88  3.000
 5V0  O2   C8   C7   117.56  3.000
 5V0  H7   C10  C9   127.61  3.000
 5V0  H7   C10  C11  126.49  3.000
 5V0  C9   C10  C11  105.89  3.000
 5V0  C2   C3   C6   121.28  3.000
 5V0  C2   C3   C4   117.22  3.000
 5V0  C6   C3   C4   121.50  3.000
 5V0  H9   C2   C1   119.87  3.000
 5V0  H9   C2   C3   120.16  3.000
 5V0  C1   C2   C3   119.97  3.000
 5V0  C1   N    C5   117.91  3.000
 5V0  C    C1   N    116.84  3.000
 5V0  C    C1   C2   120.85  3.000
 5V0  N    C1   C2   122.28  3.000
 5V0  H11  C    H10  106.74  3.000
 5V0  H11  C    C1   109.27  3.000
 5V0  H10  C    C1   109.73  3.000
 5V0  H11  C    N1   108.12  3.000
 5V0  H10  C    N1   112.74  3.000
 5V0  C1   C    N1   110.13  3.000
 5V0  C11  O2   C8   107.84  3.000
 5V0  H12  C11  O2   116.77  3.000
 5V0  H12  C11  C10  133.02  3.000
 5V0  O2   C11  C10  110.22  3.000
 5V0  H13  C9   C10  127.42  3.000
 5V0  H13  C9   C8   126.08  3.000
 5V0  C10  C9   C8   106.51  3.000
 5V0  C3   C6   O    116.22  3.000
 5V0  O    C6   O1   127.51  3.000
 5V0  C3   C6   O1   116.27  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
 5V0  CONST_01  C1   N    C5   C4      0.00   0.0  0
 5V0  CONST_02  C1   C2   C3   C4      0.00   0.0  0
 5V0  CONST_03  C2   C3   C4   C5      0.00   0.0  0
 5V0  CONST_04  C2   C1   N    C5      0.00   0.0  0
 5V0  CONST_05  C10  C11  O2   C8      0.00   0.0  0
 5V0  CONST_06  C11  C10  C9   C8      0.00   0.0  0
 5V0  CONST_07  O2   C8   C9   C10     0.00   0.0  0
 5V0  CONST_08  N    C5   C4   C3      0.00   0.0  0
 5V0  CONST_09  N    C1   C2   C3      0.00   0.0  0
 5V0  CONST_10  C9   C10  C11  O2      0.00   0.0  0
 5V0  CONST_11  C9   C8   O2   C11     0.00   0.0  0
 5V0  CONST_12  C6   C3   C4   C5    180.00   0.0  0
 5V0  CONST_13  C    C1   N    C5    180.00   0.0  0
 5V0  CONST_14  C1   C2   C3   C6    180.00   0.0  0
 5V0  CONST_15  C11  O2   C8   C7    180.00   0.0  0
 5V0  CONST_16  C10  C9   C8   C7    180.00   0.0  0
 5V0  CONST_17  C    C1   C2   C3    180.00   0.0  0
 5V0  CONST_18  H9   C2   C3   C4    180.00   0.0  0
 5V0  CONST_19  H12  C11  O2   C8    180.00   0.0  0
 5V0  CONST_20  H7   C10  C9   C8    180.00   0.0  0
 5V0  CONST_21  H4   C5   C4   C3    180.00   0.0  0
 5V0  CONST_22  H3   C4   C3   C2    180.00   0.0  0
 5V0  CONST_23  H13  C9   C8   O2    180.00   0.0  0
 5V0  Var_01    N    C1   C    N1    -73.90  30.0  2
 5V0  Var_02    O2   C8   C7   N1    -73.09  30.0  2
 5V0  Var_03    O    C6   C3   C4   -179.74  30.0  2
 5V0  Var_04    C1   C    N1   C7   -179.55  30.0  1
 5V0  Var_05    C    N1   C7   C8   -179.45  30.0  2

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
 5V0  plan-1  C7   0.020
 5V0  plan-1  C8   0.020
 5V0  plan-1  C10  0.020
 5V0  plan-1  O2   0.020
 5V0  plan-1  C11  0.020
 5V0  plan-1  C9   0.020
 5V0  plan-1  H7   0.020
 5V0  plan-1  H12  0.020
 5V0  plan-1  H13  0.020
 5V0  plan-2  C4   0.020
 5V0  plan-2  C5   0.020
 5V0  plan-2  C3   0.020
 5V0  plan-2  C2   0.020
 5V0  plan-2  N    0.020
 5V0  plan-2  C1   0.020
 5V0  plan-2  C    0.020
 5V0  plan-2  H3   0.020
 5V0  plan-2  H4   0.020
 5V0  plan-2  H9   0.020
 5V0  plan-2  C6   0.020
 5V0  plan-3  O1   0.020
 5V0  plan-3  O    0.020
 5V0  plan-3  C3   0.020
 5V0  plan-3  C6   0.020

