# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 16:03:14 2020
#   Inital geometry file: a 108 line input string
#   Ligand name: (2R)-4-amino-N'-[(E)-(3-bromo-4-hydroxyphenyl)methylidene]-2-phenylbutanehydrazide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NCC[C@@H](C(=O)N/N=C/c1ccc(O)c(Br)c1)c2ccccc2
#
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
 4SB  4SB  (2R)-4-amino-N'-[(E)-(3-bromo-4-hydroxyphenyl)methylidene]-2-phenylbutanehydrazide  ligand  41  23  .  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_4SB
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
 4SB  C     C   CH2   0  -0.275   6.0454   1.7904  -1.2710
 4SB  N     N   NH2   0  -0.801   6.8285   2.0968  -2.4600
 4SB  O     O   OH1   0  -0.605  -6.2399   0.7458   0.7010
 4SB  BR    BR  BR    0  -0.025  -4.8661  -0.1086  -1.9947
 4SB  C01   C   CR6   0   0.042  -2.1136   1.1668   0.8274
 4SB  N01   N   N     0  -0.190   0.1028   1.0407  -0.0310
 4SB  C02   C   C1    0  -0.073  -0.6693   1.3374   0.9342
 4SB  N02   N   NH1   0  -0.513   1.4220   1.2269   0.1417
 4SB  C03   C   C     0   0.594   2.2985   0.9086  -0.8473
 4SB  C04   C   CH1   0  -0.501   3.7540   1.0947  -0.4466
 4SB  C05   C   CR6   0   0.156   4.2047  -0.1500   0.2920
 4SB  C06   C   CR16  0  -0.285  -2.9266   1.4909   1.9130
 4SB  C07   C   CR16  0  -0.326  -4.2974   1.3425   1.8461
 4SB  C08   C   CR6   0   0.398  -4.9090   0.8636   0.6880
 4SB  C09   C   CR6   0  -0.212  -4.0873   0.5412  -0.4003
 4SB  C10   C   CR16  0  -0.262  -2.7151   0.6881  -0.3353
 4SB  C11   C   CR16  0  -0.291   4.2219  -1.3910  -0.3431
 4SB  C12   C   CR16  0  -0.239   4.6341  -2.5268   0.3388
 4SB  C13   C   CR16  0  -0.268   5.0358  -2.4405   1.6663
 4SB  C14   C   CR16  0  -0.240   5.0213  -1.2094   2.3062
 4SB  C15   C   CR16  0  -0.319   4.6064  -0.0737   1.6218
 4SB  C16   C   CH2   0  -0.412   4.6234   1.4182  -1.6619
 4SB  H     H   HCH2  0   0.200   6.4808   0.9908  -0.6564
 4SB  HA    H   HCH2  0   0.216   6.0193   2.6830  -0.6397
 4SB  HN    H   HNH2  0   0.347   7.7403   2.4383  -2.1840
 4SB  HNA   H   HNH2  0   0.339   7.0034   1.2404  -2.9717
 4SB  HO    H   HOH1  0   0.478  -6.5914   0.4128  -0.1342
 4SB  H02   H   H     0   0.249  -0.2943   1.7310   1.8821
 4SB  HN02  H   HNH1  0   0.408   1.7675   1.5882   1.0246
 4SB  H04   H   HCH1  0   0.281   3.8176   1.9364   0.2518
 4SB  H06   H   HCR6  0   0.268  -2.4820   1.8659   2.8264
 4SB  H07   H   HCR6  0   0.282  -4.9176   1.5986   2.6956
 4SB  H10   H   HCR6  0   0.284  -2.1002   0.4323  -1.1883
 4SB  H11   H   HCR6  0   0.254   3.9118  -1.4785  -1.3776
 4SB  H12   H   HCR6  0   0.256   4.6389  -3.4833  -0.1682
 4SB  H13   H   HCR6  0   0.256   5.3567  -3.3279   2.1962
 4SB  H14   H   HCR6  0   0.257   5.3329  -1.1289   3.3397
 4SB  H15   H   HCR6  0   0.255   4.6049   0.8848   2.1277
 4SB  H16   H   HCH2  0   0.240   4.1822   2.2535  -2.2113
 4SB  H16A  H   HCH2  0   0.230   4.6391   0.5654  -2.3457
 4SB  O01   O   O     0  -0.454   1.9492   0.4846  -1.9298

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
 4SB  C16  C     single    1.521  0.020  1.521
 4SB  C    N     single    1.456  0.020  1.456
 4SB  C    H     single    0.970  0.020  1.090
 4SB  C    HA    single    0.970  0.020  1.090
 4SB  N    HN    single    0.890  0.020  1.040
 4SB  N    HNA   single    0.890  0.020  1.040
 4SB  O    C08   single    1.336  0.020  1.336
 4SB  O    HO    single    0.850  0.020  0.980
 4SB  BR   C09   single    1.890  0.020  1.890
 4SB  C10  C01   aromatic  1.394  0.020  1.394
 4SB  C01  C02   single    1.458  0.020  1.458
 4SB  C01  C06   aromatic  1.394  0.020  1.394
 4SB  C02  N01   double    1.271  0.020  1.271
 4SB  N02  N01   single    1.343  0.020  1.343
 4SB  C03  O01   double    1.214  0.020  1.214
 4SB  C02  H02   single    0.930  0.020  1.080
 4SB  N02  C03   single    1.359  0.020  1.359
 4SB  N02  HN02  single    0.860  0.020  1.020
 4SB  C04  C03   single    1.521  0.020  1.521
 4SB  C16  C04   single    1.529  0.020  1.529
 4SB  C04  C05   single    1.516  0.020  1.516
 4SB  C04  H04   single    0.970  0.020  1.090
 4SB  C11  C05   aromatic  1.394  0.020  1.394
 4SB  C05  C15   aromatic  1.391  0.020  1.391
 4SB  C07  C06   aromatic  1.381  0.020  1.381
 4SB  C06  H06   single    0.930  0.020  1.080
 4SB  C08  C07   aromatic  1.394  0.020  1.394
 4SB  C07  H07   single    0.930  0.020  1.080
 4SB  C09  C08   aromatic  1.401  0.020  1.401
 4SB  C09  C10   aromatic  1.382  0.020  1.382
 4SB  C10  H10   single    0.930  0.020  1.080
 4SB  C11  C12   aromatic  1.387  0.020  1.387
 4SB  C11  H11   single    0.930  0.020  1.080
 4SB  C12  C13   aromatic  1.390  0.020  1.390
 4SB  C12  H12   single    0.930  0.020  1.080
 4SB  C13  C14   aromatic  1.388  0.020  1.388
 4SB  C13  H13   single    0.930  0.020  1.080
 4SB  C15  C14   aromatic  1.389  0.020  1.389
 4SB  C14  H14   single    0.930  0.020  1.080
 4SB  C15  H15   single    0.930  0.020  1.080
 4SB  C16  H16   single    0.970  0.020  1.090
 4SB  C16  H16A  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
 4SB  HA    C    H    106.29  3.000
 4SB  HA    C    C16  109.01  3.000
 4SB  H     C    C16  109.65  3.000
 4SB  HA    C    N    108.20  3.000
 4SB  H     C    N    113.38  3.000
 4SB  C16   C    N    110.15  3.000
 4SB  HNA   N    HN   105.52  3.000
 4SB  HNA   N    C    109.11  3.000
 4SB  HN    N    C    109.44  3.000
 4SB  HO    O    C08  112.63  3.000
 4SB  C10   C01  C06  118.53  3.000
 4SB  C06   C01  C02  119.56  3.000
 4SB  C10   C01  C02  121.92  3.000
 4SB  N02   N01  C02  117.81  3.000
 4SB  H02   C02  N01  122.30  3.000
 4SB  H02   C02  C01  116.45  3.000
 4SB  N01   C02  C01  121.24  3.000
 4SB  HN02  N02  C03  119.80  3.000
 4SB  HN02  N02  N01  119.71  3.000
 4SB  C03   N02  N01  120.48  3.000
 4SB  C04   C03  N02  113.37  3.000
 4SB  C04   C03  O01  123.58  3.000
 4SB  N02   C03  O01  123.03  3.000
 4SB  H04   C04  C16  108.13  3.000
 4SB  H04   C04  C05  107.64  3.000
 4SB  C16   C04  C05  113.08  3.000
 4SB  H04   C04  C03  108.51  3.000
 4SB  C05   C04  C03  108.20  3.000
 4SB  C16   C04  C03  111.13  3.000
 4SB  C15   C05  C11  118.73  3.000
 4SB  C15   C05  C04  120.43  3.000
 4SB  C11   C05  C04  120.84  3.000
 4SB  H06   C06  C07  119.06  3.000
 4SB  H06   C06  C01  119.86  3.000
 4SB  C07   C06  C01  121.08  3.000
 4SB  H07   C07  C08  118.80  3.000
 4SB  H07   C07  C06  120.36  3.000
 4SB  C08   C07  C06  120.84  3.000
 4SB  C09   C08  C07  117.83  3.000
 4SB  C09   C08  O    124.84  3.000
 4SB  C07   C08  O    117.32  3.000
 4SB  C10   C09  C08  121.42  3.000
 4SB  C10   C09  BR   119.06  3.000
 4SB  C08   C09  BR   119.52  3.000
 4SB  H10   C10  C09  120.14  3.000
 4SB  H10   C10  C01  119.57  3.000
 4SB  C09   C10  C01  120.29  3.000
 4SB  H11   C11  C12  119.22  3.000
 4SB  H11   C11  C05  120.21  3.000
 4SB  C12   C11  C05  120.56  3.000
 4SB  H12   C12  C13  120.06  3.000
 4SB  H12   C12  C11  119.63  3.000
 4SB  C13   C12  C11  120.30  3.000
 4SB  H13   C13  C14  120.32  3.000
 4SB  H13   C13  C12  120.17  3.000
 4SB  C14   C13  C12  119.51  3.000
 4SB  H14   C14  C15  119.70  3.000
 4SB  H14   C14  C13  120.22  3.000
 4SB  C15   C14  C13  120.08  3.000
 4SB  H15   C15  C14  119.57  3.000
 4SB  H15   C15  C05  119.62  3.000
 4SB  C14   C15  C05  120.81  3.000
 4SB  H16A  C16  H16  106.72  3.000
 4SB  H16A  C16  C04  109.89  3.000
 4SB  H16   C16  C04  109.38  3.000
 4SB  H16A  C16  C    109.77  3.000
 4SB  H16   C16  C    108.64  3.000
 4SB  C04   C16  C    112.28  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
 4SB  CONST_01  C08   C09  C10  C01     0.00   0.0  0
 4SB  CONST_02  C08   C07  C06  C01     0.00   0.0  0
 4SB  CONST_03  C13   C12  C11  C05     0.00   0.0  0
 4SB  CONST_04  C13   C14  C15  C05     0.00   0.0  0
 4SB  CONST_05  C09   C10  C01  C06     0.00   0.0  0
 4SB  CONST_06  C09   C08  C07  C06     0.00   0.0  0
 4SB  CONST_07  C10   C01  C06  C07     0.00   0.0  0
 4SB  CONST_08  C10   C09  C08  C07     0.00   0.0  0
 4SB  CONST_09  C14   C15  C05  C11     0.00   0.0  0
 4SB  CONST_10  C14   C13  C12  C11     0.00   0.0  0
 4SB  CONST_11  C15   C05  C11  C12     0.00   0.0  0
 4SB  CONST_12  C15   C14  C13  C12     0.00   0.0  0
 4SB  CONST_13  C06   C07  C08  O     180.00   0.0  0
 4SB  CONST_14  C10   C09  C08  O     180.00   0.0  0
 4SB  CONST_15  C07   C08  C09  BR    180.00   0.0  0
 4SB  CONST_16  C01   C10  C09  BR    180.00   0.0  0
 4SB  CONST_17  C09   C10  C01  C02   180.00   0.0  0
 4SB  CONST_18  C07   C06  C01  C02   180.00   0.0  0
 4SB  CONST_19  C12   C11  C05  C04   180.00   0.0  0
 4SB  CONST_20  C14   C15  C05  C04   180.00   0.0  0
 4SB  CONST_21  H07   C07  C06  C01   180.00   0.0  0
 4SB  CONST_22  H12   C12  C11  C05   180.00   0.0  0
 4SB  CONST_23  H14   C14  C15  C05   180.00   0.0  0
 4SB  CONST_24  H10   C10  C01  C06   180.00   0.0  0
 4SB  CONST_25  H06   C06  C07  C08   180.00   0.0  0
 4SB  CONST_26  H15   C15  C05  C11   180.00   0.0  0
 4SB  CONST_27  H13   C13  C12  C11   180.00   0.0  0
 4SB  CONST_28  H11   C11  C12  C13   180.00   0.0  0
 4SB  CONST_29  O01   C03  N02  N01     0.00   0.0  0
 4SB  CONST_30  C04   C03  N02  N01   180.00   0.0  0
 4SB  CONST_31  HN02  N02  C03  O01   180.00   0.0  0
 4SB  Var_01    C10   C01  C02  N01    -0.76  30.0  2
 4SB  Var_02    C04   C16  C    N    -179.65  30.0  1
 4SB  Var_03    C03   N02  N01  C02   179.00  30.0  2
 4SB  Var_04    HN    N    C    C16   173.95  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 4SB  chir_01  C04  C03  C16  C05  positiv

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
 4SB  plan-1  O     0.020
 4SB  plan-1  BR    0.020
 4SB  plan-1  C01   0.020
 4SB  plan-1  C02   0.020
 4SB  plan-1  C06   0.020
 4SB  plan-1  C07   0.020
 4SB  plan-1  C08   0.020
 4SB  plan-1  C09   0.020
 4SB  plan-1  C10   0.020
 4SB  plan-1  H06   0.020
 4SB  plan-1  H07   0.020
 4SB  plan-1  H10   0.020
 4SB  plan-2  C04   0.020
 4SB  plan-2  C05   0.020
 4SB  plan-2  C11   0.020
 4SB  plan-2  C12   0.020
 4SB  plan-2  C13   0.020
 4SB  plan-2  C14   0.020
 4SB  plan-2  C15   0.020
 4SB  plan-2  H11   0.020
 4SB  plan-2  H12   0.020
 4SB  plan-2  H13   0.020
 4SB  plan-2  H14   0.020
 4SB  plan-2  H15   0.020
 4SB  plan-3  N01   0.020
 4SB  plan-3  N02   0.020
 4SB  plan-3  C03   0.020
 4SB  plan-3  C04   0.020
 4SB  plan-3  HN02  0.020
 4SB  plan-3  O01   0.020
 4SB  plan-4  C01   0.020
 4SB  plan-4  N01   0.020
 4SB  plan-4  C02   0.020
 4SB  plan-4  N02   0.020
 4SB  plan-4  H02   0.020

