# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 04:09:20 2020
#   Inital geometry file: a 69 line input string
#   Ligand name: 5-(7-bromo-1,3-benzodioxol-5-yl)-1-methyl-1H-pyrazol-3-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1nc(N)cc1c2cc(Br)c3OCOc3c2
#
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
 BBY  BBY  5-(7-bromo-1,3-benzodioxol-5-yl)-1-methyl-1H-pyrazol-3-amine  ligand  27  17  .  2021-08-06  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BBY
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
 BBY  C1    C   CR16  0  -0.374  -0.4071   1.6242  -0.4237
 BBY  C2    C   CR6   0   0.031  -0.8357   0.3563   0.0125
 BBY  C3    C   CR16  0  -0.299   0.0862  -0.5992   0.4271
 BBY  C4    C   CR6   0  -0.226   1.4555  -0.3216   0.4225
 BBY  C5    C   CR56  0   0.376   1.8643   0.9197   0.0064
 BBY  C6    C   CR56  0   0.327   0.9405   1.8683  -0.4061
 BBY  O7    O   O     0  -0.480   1.5967   2.9978  -0.7521
 BBY  C8    C   CH2   0   0.069   2.9843   2.6884  -0.7175
 BBY  O9    O   O     0  -0.467   3.1080   1.4253  -0.0661
 BBY  C10   C   CR5   0   0.432  -2.2558  -0.0029  -0.0014
 BBY  N11   N   NR5   0  -0.343  -3.2485   0.7798   0.4648
 BBY  N12   N   N     0  -0.331  -4.4548   0.2104   0.3075
 BBY  C13   C   CR5   0   0.408  -4.2254  -0.9622  -0.2553
 BBY  C14   C   CR15  0  -0.582  -2.8489  -1.1573  -0.4744
 BBY  BR15  BR  BR    0  -0.009   2.7178  -1.5877   0.9847
 BBY  C16   C   CH3   0  -0.534  -3.1671   2.0759   1.0914
 BBY  N17   N   NH2   0  -0.857  -5.2491  -1.8557  -0.5086
 BBY  H1    H   HCR6  0   0.286  -1.1052   2.3707  -0.7772
 BBY  H3    H   HCR6  0   0.280  -0.2633  -1.5648   0.7665
 BBY  H8    H   HCH2  0   0.245   3.3764   2.6165  -1.7363
 BBY  H8A   H   HCH2  0   0.255   3.5195   3.4477  -0.1489
 BBY  H14   H   HCR5  0   0.267  -2.3584  -2.0009  -0.9318
 BBY  H16   H   HCH3  0   0.253  -3.3127   2.8818   0.3712
 BBY  H16A  H   HCH3  0   0.270  -3.9372   2.1444   1.8553
 BBY  H16B  H   HCH3  0   0.260  -2.1978   2.2004   1.5668
 BBY  HN17  H   HNH2  0   0.369  -6.1554  -1.4165  -0.5694
 BBY  HN1A  H   HNH2  0   0.376  -5.0882  -2.4327  -1.3195

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
 BBY  C1   C2    aromatic  1.408  0.020  1.408
 BBY  C1   C6    aromatic  1.370  0.020  1.370
 BBY  C2   C3    aromatic  1.391  0.020  1.391
 BBY  C2   C10   single    1.465  0.020  1.465
 BBY  C3   C4    aromatic  1.397  0.020  1.397
 BBY  C4   C5    aromatic  1.371  0.020  1.371
 BBY  C4   BR15  single    1.874  0.020  1.874
 BBY  C5   C6    aromatic  1.387  0.020  1.387
 BBY  C5   O9    single    1.345  0.020  1.345
 BBY  C6   O7    single    1.351  0.020  1.351
 BBY  O7   C8    single    1.422  0.020  1.422
 BBY  C8   O9    single    1.427  0.020  1.427
 BBY  C10  N11   aromatic  1.347  0.020  1.347
 BBY  C10  C14   aromatic  1.381  0.020  1.381
 BBY  N11  N12   aromatic  1.343  0.020  1.343
 BBY  N11  C16   single    1.442  0.020  1.442
 BBY  N12  C13   aromatic  1.321  0.020  1.321
 BBY  C13  C14   aromatic  1.407  0.020  1.407
 BBY  C13  N17   single    1.382  0.020  1.382
 BBY  C1   H1    single    0.930  0.020  1.080
 BBY  C3   H3    single    0.930  0.020  1.080
 BBY  C8   H8    single    0.970  0.020  1.090
 BBY  C8   H8A   single    0.970  0.020  1.090
 BBY  C14  H14   single    0.930  0.020  1.080
 BBY  C16  H16   single    0.970  0.020  1.090
 BBY  C16  H16A  single    0.970  0.020  1.090
 BBY  C16  H16B  single    0.970  0.020  1.090
 BBY  N17  HN17  single    0.890  0.020  1.040
 BBY  N17  HN1A  single    0.890  0.020  1.040

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
 BBY  H1    C1   C6    121.08  3.000
 BBY  H1    C1   C2    121.77  3.000
 BBY  C6    C1   C2    117.14  3.000
 BBY  C10   C2   C3    118.48  3.000
 BBY  C10   C2   C1    120.87  3.000
 BBY  C3    C2   C1    120.62  3.000
 BBY  H3    C3   C4    119.68  3.000
 BBY  H3    C3   C2    119.52  3.000
 BBY  C4    C3   C2    120.80  3.000
 BBY  BR15  C4   C5    120.11  3.000
 BBY  BR15  C4   C3    121.66  3.000
 BBY  C5    C4   C3    118.22  3.000
 BBY  O9    C5   C6    110.05  3.000
 BBY  O9    C5   C4    129.23  3.000
 BBY  C6    C5   C4    120.72  3.000
 BBY  O7    C6   C5    108.93  3.000
 BBY  O7    C6   C1    128.57  3.000
 BBY  C5    C6   C1    122.50  3.000
 BBY  C8    O7   C6    106.60  3.000
 BBY  H8A   C8   H8    110.84  3.000
 BBY  H8A   C8   O9    109.65  3.000
 BBY  H8    C8   O9    109.63  3.000
 BBY  H8A   C8   O7    109.91  3.000
 BBY  H8    C8   O7    109.97  3.000
 BBY  O9    C8   O7    106.76  3.000
 BBY  C8    O9   C5    106.10  3.000
 BBY  C14   C10  N11   106.72  3.000
 BBY  C14   C10  C2    128.64  3.000
 BBY  N11   C10  C2    124.65  3.000
 BBY  C16   N11  N12   118.87  3.000
 BBY  C16   N11  C10   129.12  3.000
 BBY  N12   N11  C10   112.01  3.000
 BBY  C13   N12  N11   105.68  3.000
 BBY  N17   C13  C14   127.31  3.000
 BBY  N17   C13  N12   121.56  3.000
 BBY  C14   C13  N12   111.06  3.000
 BBY  H14   C14  C13   128.29  3.000
 BBY  H14   C14  C10   127.17  3.000
 BBY  C13   C14  C10   104.52  3.000
 BBY  H16B  C16  H16A  108.50  3.000
 BBY  H16B  C16  H16   108.87  3.000
 BBY  H16A  C16  H16   108.84  3.000
 BBY  H16B  C16  N11   110.09  3.000
 BBY  H16A  C16  N11   108.78  3.000
 BBY  H16   C16  N11   111.70  3.000
 BBY  HN1A  N17  HN17  110.12  3.000
 BBY  HN1A  N17  C13   113.53  3.000
 BBY  HN17  N17  C13   113.26  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
 BBY  CONST_01  C4    C3   C2   C1     0.00   0.0  0
 BBY  CONST_04  C4    C5   C6   C1     0.00   0.0  0
 BBY  CONST_05  C5    C6   C1   C2     0.00   0.0  0
 BBY  CONST_06  C5    C4   C3   C2     0.00   0.0  0
 BBY  CONST_07  N12   N11  C10  C2   180.00   0.0  0
 BBY  CONST_08  C13   C14  C10  C2   180.00   0.0  0
 BBY  CONST_09  C6    C1   C2   C3     0.00   0.0  0
 BBY  CONST_12  C6    C5   C4   C3     0.00   0.0  0
 BBY  CONST_13  C10   C2   C3   C4   180.00   0.0  0
 BBY  CONST_14  C10   C2   C1   C6   180.00   0.0  0
 BBY  CONST_15  C13   N12  N11  C10    0.00   0.0  0
 BBY  CONST_16  N12   C13  C14  C10    0.00   0.0  0
 BBY  CONST_17  C13   C14  C10  N11    0.00   0.0  0
 BBY  CONST_18  C14   C13  N12  N11    0.00   0.0  0
 BBY  CONST_19  C14   C10  N11  N12    0.00   0.0  0
 BBY  CONST_20  BR15  C4   C3   C2   180.00   0.0  0
 BBY  CONST_21  C16   N11  C10  C2     0.00   0.0  0
 BBY  CONST_22  BR15  C4   C5   C6   180.00   0.0  0
 BBY  CONST_23  BR15  C4   C5   O9     0.00   0.0  0
 BBY  CONST_24  N17   C13  C14  C10  180.00   0.0  0
 BBY  CONST_25  N17   C13  N12  N11  180.00   0.0  0
 BBY  CONST_26  C16   N11  N12  C13  180.00   0.0  0
 BBY  CONST_27  C16   N11  C10  C14  180.00   0.0  0
 BBY  CONST_28  H3    C3   C2   C1   180.00   0.0  0
 BBY  CONST_29  H14   C14  C10  C2     0.00   0.0  0
 BBY  CONST_30  H1    C1   C2   C3   180.00   0.0  0
 BBY  Var_01    O7    C8   O9   C5    12.12  30.0  1
 BBY  Var_02    O9    C8   O7   C6   -12.08  30.0  1
 BBY  Var_03    H16   C16  N11  C10   95.24  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
 BBY  plan-1  C2    0.020
 BBY  plan-1  C10   0.020
 BBY  plan-1  N11   0.020
 BBY  plan-1  N12   0.020
 BBY  plan-1  C13   0.020
 BBY  plan-1  C14   0.020
 BBY  plan-1  C16   0.020
 BBY  plan-1  N17   0.020
 BBY  plan-1  H14   0.020
 BBY  plan-2  C1    0.020
 BBY  plan-2  C2    0.020
 BBY  plan-2  C3    0.020
 BBY  plan-2  C4    0.020
 BBY  plan-2  C5    0.020
 BBY  plan-2  C6    0.020
 BBY  plan-2  O7    0.020
 BBY  plan-2  O9    0.020
 BBY  plan-2  C10   0.020
 BBY  plan-2  BR15  0.020
 BBY  plan-2  H1    0.020
 BBY  plan-2  H3    0.020
 BBY  plan-3  C13   0.020
 BBY  plan-3  N17   0.020
 BBY  plan-3  HN17  0.020
 BBY  plan-3  HN1A  0.020

