# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 14:28:02 2022
#   Inital geometry file: a 80 line input string
#   Ligand name: 2-amino-7-fluoro-5-oxo-5H-chromeno[2,3-b]pyridine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)c1cc2C(=O)c3cc(F)ccc3Oc2nc1N
#
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
 3B8  3B8  2-amino-7-fluoro-5-oxo-5H-chromeno[2,3-b]pyridine-3-carboxamide  ligand  28  20  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_3B8
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
 3B8  C5    C  CR16  0  -0.404   4.3324  -1.0918  -0.0748
 3B8  C6    C  CR16  0  -0.308   3.1020  -1.7151  -0.0801
 3B8  C3    C  CR16  0  -0.467   3.2616   1.0676   0.0786
 3B8  C2    C  CR66  0  -0.090   2.0117   0.4434   0.0730
 3B8  C1    C  CR66  0   0.355   1.9464  -0.9445  -0.0064
 3B8  O11   O  O     0  -0.497  -5.1971   0.1802   0.4595
 3B8  C4    C  CR6   0   0.552   4.3916   0.2941   0.0058
 3B8  O7    O  O     0  -0.450   0.7696  -1.6184  -0.0148
 3B8  C8    C  CR6   0   0.431   0.7739   1.2356   0.1467
 3B8  F9    F  F     0  -0.309   5.5949   0.8840   0.0106
 3B8  O10   O  O     0  -0.421   0.7789   2.4542   0.2198
 3B8  N12   N  NH2   0  -0.811  -4.3052   2.1098  -0.2637
 3B8  C13   C  CR6   0   0.495  -2.6605  -1.1953   0.0943
 3B8  C14   C  CR6   0  -0.185  -2.8477   0.2300   0.1104
 3B8  C15   C  CR16  0  -0.200  -1.7141   1.0035   0.1448
 3B8  C16   C  CR66  0  -0.256  -0.4358   0.4379   0.1180
 3B8  C17   C  CR66  0   0.502  -0.3931  -0.9568   0.0469
 3B8  N18   N  N     0  -0.480  -1.4399  -1.7380   0.0408
 3B8  N19   N  NH2   0  -0.812  -3.6796  -2.0456   0.1094
 3B8  C20   C  C     0   0.533  -4.2110   0.8284   0.1168
 3B8  H5    H  HCR6  0   0.299   5.2410  -1.6761  -0.1328
 3B8  H6    H  HCR6  0   0.298   3.0333  -2.7928  -0.1413
 3B8  H3    H  HCR6  0   0.292   3.3289   2.1461   0.1386
 3B8  HN12  H  HNH2  0   0.411  -5.2138   2.5433  -0.2972
 3B8  HN1A  H  HNH2  0   0.417  -3.5536   2.6066  -0.7079
 3B8  H15   H  HCR6  0   0.279  -1.7812   2.0825   0.2056
 3B8  HN19  H  HNH2  0   0.423  -4.6197  -1.7067   0.2369
 3B8  HN1B  H  HNH2  0   0.405  -3.4958  -3.0346   0.1144

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
 3B8  C5   C6    aromatic  1.379  0.020  1.379
 3B8  C5   C4    aromatic  1.390  0.020  1.390
 3B8  C6   C1    aromatic  1.391  0.020  1.391
 3B8  C3   C2    aromatic  1.397  0.020  1.397
 3B8  C3   C4    aromatic  1.371  0.020  1.371
 3B8  C2   C1    aromatic  1.392  0.020  1.392
 3B8  C2   C8    single    1.471  0.020  1.471
 3B8  C1   O7    single    1.356  0.020  1.356
 3B8  O11  C20   double    1.229  0.020  1.229
 3B8  C4   F9    single    1.340  0.020  1.340
 3B8  O7   C17   single    1.339  0.020  1.339
 3B8  C8   O10   double    1.221  0.020  1.221
 3B8  C8   C16   single    1.449  0.020  1.449
 3B8  N12  C20   single    1.340  0.020  1.340
 3B8  C13  C14   aromatic  1.438  0.020  1.438
 3B8  C13  N18   aromatic  1.337  0.020  1.337
 3B8  C13  N19   single    1.327  0.020  1.327
 3B8  C14  C15   aromatic  1.373  0.020  1.373
 3B8  C14  C20   single    1.489  0.020  1.489
 3B8  C15  C16   aromatic  1.398  0.020  1.398
 3B8  C16  C17   aromatic  1.397  0.020  1.397
 3B8  C17  N18   aromatic  1.306  0.020  1.306
 3B8  C5   H5    single    0.930  0.020  1.080
 3B8  C6   H6    single    0.930  0.020  1.080
 3B8  C3   H3    single    0.930  0.020  1.080
 3B8  N12  HN12  single    0.860  0.020  1.020
 3B8  N12  HN1A  single    0.860  0.020  1.020
 3B8  C15  H15   single    0.930  0.020  1.080
 3B8  N19  HN19  single    0.860  0.020  1.020
 3B8  N19  HN1B  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
 3B8  H5    C5   C4    120.41  3.000
 3B8  H5    C5   C6    120.33  3.000
 3B8  C4    C5   C6    119.27  3.000
 3B8  H6    C6   C1    120.15  3.000
 3B8  H6    C6   C5    120.47  3.000
 3B8  C1    C6   C5    119.38  3.000
 3B8  H3    C3   C4    120.92  3.000
 3B8  H3    C3   C2    120.07  3.000
 3B8  C4    C3   C2    119.02  3.000
 3B8  C8    C2   C1    120.02  3.000
 3B8  C8    C2   C3    120.79  3.000
 3B8  C1    C2   C3    119.19  3.000
 3B8  O7    C1   C2    122.45  3.000
 3B8  O7    C1   C6    116.45  3.000
 3B8  C2    C1   C6    121.10  3.000
 3B8  F9    C4   C3    119.44  3.000
 3B8  F9    C4   C5    118.52  3.000
 3B8  C3    C4   C5    122.05  3.000
 3B8  C17   O7   C1    120.51  3.000
 3B8  C16   C8   O10   123.65  3.000
 3B8  C16   C8   C2    113.88  3.000
 3B8  O10   C8   C2    122.47  3.000
 3B8  HN1A  N12  HN12  116.57  3.000
 3B8  HN1A  N12  C20   123.08  3.000
 3B8  HN12  N12  C20   118.98  3.000
 3B8  N19   C13  N18   116.20  3.000
 3B8  N19   C13  C14   122.35  3.000
 3B8  N18   C13  C14   121.45  3.000
 3B8  C20   C14  C15   121.97  3.000
 3B8  C20   C14  C13   121.18  3.000
 3B8  C15   C14  C13   116.84  3.000
 3B8  H15   C15  C16   117.44  3.000
 3B8  H15   C15  C14   120.78  3.000
 3B8  C16   C15  C14   121.77  3.000
 3B8  C17   C16  C15   115.64  3.000
 3B8  C17   C16  C8    121.66  3.000
 3B8  C15   C16  C8    122.69  3.000
 3B8  N18   C17  C16   124.94  3.000
 3B8  N18   C17  O7    113.59  3.000
 3B8  C16   C17  O7    121.47  3.000
 3B8  C17   N18  C13   119.26  3.000
 3B8  HN1B  N19  HN19  120.05  3.000
 3B8  HN1B  N19  C13   119.31  3.000
 3B8  HN19  N19  C13   120.16  3.000
 3B8  C14   C20  N12   116.59  3.000
 3B8  C14   C20  O11   121.60  3.000
 3B8  N12   C20  O11   121.81  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
 3B8  CONST_01  C2    C1   C6   C5      0.00   0.0  0
 3B8  CONST_02  C2    C3   C4   C5      0.00   0.0  0
 3B8  CONST_03  C3    C4   C5   C6      0.00   0.0  0
 3B8  CONST_04  C3    C2   C1   C6      0.00   0.0  0
 3B8  CONST_05  C4    C5   C6   C1      0.00   0.0  0
 3B8  CONST_06  C4    C3   C2   C1      0.00   0.0  0
 3B8  CONST_07  C16   C15  C14  C13     0.00   0.0  0
 3B8  CONST_08  C16   C17  N18  C13     0.00   0.0  0
 3B8  CONST_09  C17   N18  C13  C14     0.00   0.0  0
 3B8  CONST_10  C17   C16  C15  C14     0.00   0.0  0
 3B8  CONST_11  N18   C13  C14  C15     0.00   0.0  0
 3B8  CONST_12  N18   C17  C16  C15     0.00   0.0  0
 3B8  CONST_13  F9    C4   C5   C6    180.00   0.0  0
 3B8  CONST_14  F9    C4   C3   C2    180.00   0.0  0
 3B8  CONST_15  N19   C13  C14  C15   180.00   0.0  0
 3B8  CONST_16  C20   C14  C15  C16   180.00   0.0  0
 3B8  CONST_17  N19   C13  N18  C17   180.00   0.0  0
 3B8  CONST_18  C20   C14  C13  N18   180.00   0.0  0
 3B8  CONST_19  H3    C3   C4   C5    180.00   0.0  0
 3B8  CONST_20  H5    C5   C4   C3    180.00   0.0  0
 3B8  CONST_21  H6    C6   C1   C2    180.00   0.0  0
 3B8  CONST_22  H15   C15  C16  C8      0.00   0.0  0
 3B8  CONST_23  HN19  N19  C13  C14     0.00   0.0  0
 3B8  CONST_24  HN1B  N19  C13  C14   180.00   0.0  0
 3B8  CONST_25  HN12  N12  C20  C14   180.00   0.0  0
 3B8  CONST_26  HN1A  N12  C20  C14     0.00   0.0  0
 3B8  Var_01    C16   C8   C2   C3    179.46  30.0  1
 3B8  Var_02    C15   C16  C8   C2   -178.39  30.0  1
 3B8  Var_03    C16   C17  O7   C1      0.17  30.0  1
 3B8  Var_04    C13   C14  C20  O11    19.56  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
 3B8  plan-1  O11   0.020
 3B8  plan-1  N12   0.020
 3B8  plan-1  C14   0.020
 3B8  plan-1  C20   0.020
 3B8  plan-1  HN12  0.020
 3B8  plan-1  HN1A  0.020
 3B8  plan-2  C5    0.020
 3B8  plan-2  C6    0.020
 3B8  plan-2  C3    0.020
 3B8  plan-2  C2    0.020
 3B8  plan-2  C1    0.020
 3B8  plan-2  C4    0.020
 3B8  plan-2  O7    0.020
 3B8  plan-2  C8    0.020
 3B8  plan-2  F9    0.020
 3B8  plan-2  H5    0.020
 3B8  plan-2  H6    0.020
 3B8  plan-2  H3    0.020
 3B8  plan-3  C13   0.020
 3B8  plan-3  N19   0.020
 3B8  plan-3  HN19  0.020
 3B8  plan-3  HN1B  0.020
 3B8  plan-4  O7    0.020
 3B8  plan-4  C8    0.020
 3B8  plan-4  C13   0.020
 3B8  plan-4  C14   0.020
 3B8  plan-4  C15   0.020
 3B8  plan-4  C16   0.020
 3B8  plan-4  C17   0.020
 3B8  plan-4  N18   0.020
 3B8  plan-4  N19   0.020
 3B8  plan-4  C20   0.020
 3B8  plan-4  H15   0.020
 3B8  plan-5  C2    0.020
 3B8  plan-5  C8    0.020
 3B8  plan-5  O10   0.020
 3B8  plan-5  C16   0.020

