# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 15:37:41 2020
#   Inital geometry file: a 95 line input string
#   Ligand name: N-(4-{[(4,5-dibromo-1H-pyrrol-2-yl)carbonyl]amino}benzoyl)glycine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CNC(=O)c1ccc(NC(=O)c2[nH]c(Br)c(Br)c2)cc1
#
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
 4S4  4S4  N-(4-{[(4,5-dibromo-1H-pyrrol-2-yl)carbonyl]amino}benzoyl)glycine  ligand  34  23  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_4S4
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
 4S4  C2   C   C     0   0.538    0.5814   1.0545   0.2485
 4S4  C4   C   CR6   0   0.393   -1.8241   0.4655   0.0613
 4S4  C5   C   CR16  0  -0.300   -2.3855   1.5975   0.6564
 4S4  C6   C   CR16  0  -0.259   -3.7621   1.7357   0.6998
 4S4  C7   C   CR6   0  -0.049   -4.6151   0.7682   0.1786
 4S4  C8   C   CR16  0  -0.276   -4.0455  -0.3586  -0.4125
 4S4  C17  C   CR5   0   0.205    1.9239   0.4786   0.0814
 4S4  C18  C   CR15  0  -0.302    3.0952   1.1885  -0.0548
 4S4  C19  C   CR5   0  -0.157    4.1270   0.2473  -0.2108
 4S4  C21  C   CR5   0   0.158    3.5571  -1.0048  -0.1565
 4S4  O1   O   O     0  -0.449    0.4530   2.2122   0.6026
 4S4  N3   N   NH1   0  -0.767   -0.4555   0.2188  -0.0362
 4S4  C9   C   CR16  0  -0.341   -2.6744  -0.5071  -0.4717
 4S4  C10  C   C     0   0.552   -6.0847   1.0051   0.2513
 4S4  O11  O   O     0  -0.489   -6.5435   2.1267   0.4254
 4S4  N12  N   NH1   0  -0.667   -6.8740  -0.0737   0.1135
 4S4  C13  C   CH2   0  -0.371   -8.3054   0.0346   0.1335
 4S4  C14  C   C     0   0.522   -8.9290  -1.2680  -0.2980
 4S4  O15  O   OH1   0  -0.585  -10.2454  -1.1683  -0.3559
 4S4  O16  O   O     0  -0.434   -8.3097  -2.2696  -0.5511
 4S4  BR1  BR  BR    0  -0.014    5.9313   0.6033  -0.4567
 4S4  BR2  BR  BR    0   0.046    4.3680  -2.6580  -0.2659
 4S4  N23  N   NR15  0  -0.664    2.2252  -0.8545   0.0102
 4S4  H1   H   HCR6  0   0.286   -1.7694   2.3711   1.0823
 4S4  H2   H   HCR6  0   0.264   -4.1768   2.6233   1.1582
 4S4  H3   H   HCR6  0   0.257   -4.6557  -1.1304  -0.8641
 4S4  H4   H   HCR5  0   0.288    3.1927   2.2618  -0.0640
 4S4  H5   H   HNH1  0   0.418   -0.2301  -0.6601  -0.4768
 4S4  H6   H   HCR6  0   0.281   -2.2573  -1.3890  -0.9427
 4S4  H7   H   HNH1  0   0.408   -6.4806  -1.0011   0.0967
 4S4  H8   H   HCH2  0   0.291   -8.6867   0.2888   1.1289
 4S4  H9   H   HCH2  0   0.293   -8.6435   0.8270  -0.5386
 4S4  H10  H   HOH1  0   0.490  -10.6361  -2.0121  -0.6293
 4S4  H11  H   HNR5  0   0.435    1.5919  -1.6210   0.1827

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
 4S4  BR1  C19  single    1.855  0.020  1.855
 4S4  C19  C18  aromatic  1.405  0.020  1.405
 4S4  C19  C21  aromatic  1.377  0.020  1.377
 4S4  C18  C17  aromatic  1.376  0.020  1.376
 4S4  BR2  C21  single    1.845  0.020  1.845
 4S4  C21  N23  aromatic  1.351  0.020  1.351
 4S4  C17  N23  aromatic  1.369  0.020  1.369
 4S4  C17  C2   single    1.470  0.020  1.470
 4S4  N3   C2   single    1.362  0.020  1.362
 4S4  N3   C4   single    1.394  0.020  1.394
 4S4  C9   C4   aromatic  1.398  0.020  1.398
 4S4  C9   C8   aromatic  1.380  0.020  1.380
 4S4  C2   O1   double    1.217  0.020  1.217
 4S4  C4   C5   aromatic  1.397  0.020  1.397
 4S4  C8   C7   aromatic  1.394  0.020  1.394
 4S4  O16  C14  double    1.205  0.020  1.205
 4S4  C5   C6   aromatic  1.384  0.020  1.384
 4S4  C7   C6   aromatic  1.391  0.020  1.391
 4S4  C7   C10  single    1.490  0.020  1.490
 4S4  C14  O15  single    1.321  0.020  1.321
 4S4  C14  C13  single    1.507  0.020  1.507
 4S4  N12  C10  single    1.344  0.020  1.344
 4S4  N12  C13  single    1.436  0.020  1.436
 4S4  C10  O11  double    1.224  0.020  1.224
 4S4  C5   H1   single    0.930  0.020  1.080
 4S4  C6   H2   single    0.930  0.020  1.080
 4S4  C8   H3   single    0.930  0.020  1.080
 4S4  C18  H4   single    0.930  0.020  1.080
 4S4  N3   H5   single    0.860  0.020  1.020
 4S4  C9   H6   single    0.930  0.020  1.080
 4S4  N12  H7   single    0.860  0.020  1.020
 4S4  C13  H8   single    0.970  0.020  1.090
 4S4  C13  H9   single    0.970  0.020  1.090
 4S4  O15  H10  single    0.850  0.020  0.980
 4S4  N23  H11  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
 4S4  N3   C2   O1   124.33  3.000
 4S4  O1   C2   C17  120.12  3.000
 4S4  N3   C2   C17  115.54  3.000
 4S4  C9   C4   N3   116.58  3.000
 4S4  C9   C4   C5   118.82  3.000
 4S4  N3   C4   C5   124.60  3.000
 4S4  H1   C5   C6   119.01  3.000
 4S4  H1   C5   C4   121.39  3.000
 4S4  C6   C5   C4   119.60  3.000
 4S4  H2   C6   C7   119.63  3.000
 4S4  H2   C6   C5   118.45  3.000
 4S4  C7   C6   C5   121.91  3.000
 4S4  C10  C7   C8   123.51  3.000
 4S4  C10  C7   C6   118.41  3.000
 4S4  C8   C7   C6   118.07  3.000
 4S4  H3   C8   C9   117.73  3.000
 4S4  H3   C8   C7   121.52  3.000
 4S4  C9   C8   C7   120.73  3.000
 4S4  N23  C17  C18  108.05  3.000
 4S4  N23  C17  C2   126.05  3.000
 4S4  C18  C17  C2   125.89  3.000
 4S4  H4   C18  C19  126.85  3.000
 4S4  H4   C18  C17  126.26  3.000
 4S4  C19  C18  C17  106.88  3.000
 4S4  BR1  C19  C21  125.61  3.000
 4S4  C21  C19  C18  107.51  3.000
 4S4  BR1  C19  C18  126.88  3.000
 4S4  N23  C21  BR2  122.72  3.000
 4S4  N23  C21  C19  108.17  3.000
 4S4  BR2  C21  C19  129.11  3.000
 4S4  H5   N3   C4   113.84  3.000
 4S4  H5   N3   C2   117.12  3.000
 4S4  C4   N3   C2   128.63  3.000
 4S4  H6   C9   C8   119.26  3.000
 4S4  H6   C9   C4   119.87  3.000
 4S4  C8   C9   C4   120.87  3.000
 4S4  N12  C10  O11  122.00  3.000
 4S4  O11  C10  C7   121.48  3.000
 4S4  N12  C10  C7   116.52  3.000
 4S4  H7   N12  C13  117.32  3.000
 4S4  H7   N12  C10  120.75  3.000
 4S4  C13  N12  C10  121.58  3.000
 4S4  H9   C13  H8   106.43  3.000
 4S4  H9   C13  C14  108.82  3.000
 4S4  H8   C13  C14  108.45  3.000
 4S4  H9   C13  N12  110.78  3.000
 4S4  H8   C13  N12  112.16  3.000
 4S4  C14  C13  N12  110.08  3.000
 4S4  O16  C14  O15  124.45  3.000
 4S4  O15  C14  C13  111.07  3.000
 4S4  O16  C14  C13  124.47  3.000
 4S4  H10  O15  C14  110.38  3.000
 4S4  H11  N23  C21  123.74  3.000
 4S4  H11  N23  C17  126.35  3.000
 4S4  C21  N23  C17  109.39  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
 4S4  CONST_01  C7   C8   C9   C4      0.00   0.0  0
 4S4  CONST_02  C7   C6   C5   C4      0.00   0.0  0
 4S4  CONST_03  C8   C9   C4   C5      0.00   0.0  0
 4S4  CONST_04  C8   C7   C6   C5      0.00   0.0  0
 4S4  CONST_05  C9   C4   C5   C6      0.00   0.0  0
 4S4  CONST_06  C9   C8   C7   C6      0.00   0.0  0
 4S4  CONST_07  C21  C19  C18  C17     0.00   0.0  0
 4S4  CONST_08  C19  C21  N23  C17     0.00   0.0  0
 4S4  CONST_09  N23  C21  C19  C18     0.00   0.0  0
 4S4  CONST_10  C21  N23  C17  C18     0.00   0.0  0
 4S4  CONST_11  N23  C17  C18  C19     0.00   0.0  0
 4S4  CONST_12  C19  C18  C17  C2    180.00   0.0  0
 4S4  CONST_13  C21  N23  C17  C2    180.00   0.0  0
 4S4  CONST_14  C10  C7   C6   C5    180.00   0.0  0
 4S4  CONST_15  N3   C4   C5   C6    180.00   0.0  0
 4S4  CONST_16  N3   C4   C9   C8    180.00   0.0  0
 4S4  CONST_17  BR1  C19  C18  C17   180.00   0.0  0
 4S4  CONST_18  BR2  C21  N23  C17   180.00   0.0  0
 4S4  CONST_19  BR2  C21  C19  C18   180.00   0.0  0
 4S4  CONST_20  C10  C7   C8   C9    180.00   0.0  0
 4S4  CONST_21  N23  C21  C19  BR1   180.00   0.0  0
 4S4  CONST_22  H3   C8   C9   C4    180.00   0.0  0
 4S4  CONST_23  H2   C6   C5   C4    180.00   0.0  0
 4S4  CONST_24  H6   C9   C4   C5    180.00   0.0  0
 4S4  CONST_25  H1   C5   C6   C7    180.00   0.0  0
 4S4  CONST_26  H11  N23  C17  C18   180.00   0.0  0
 4S4  CONST_27  H4   C18  C19  C21   180.00   0.0  0
 4S4  CONST_28  C17  C2   N3   C4    180.00   0.0  0
 4S4  CONST_29  C9   C4   N3   C2    180.00   0.0  0
 4S4  CONST_30  C5   C4   N3   C2      0.00   0.0  0
 4S4  CONST_31  H5   N3   C4   C5    180.00   0.0  0
 4S4  CONST_32  O1   C2   N3   C4      0.00   0.0  0
 4S4  CONST_33  C13  N12  C10  C7    180.00   0.0  0
 4S4  CONST_34  H7   N12  C10  C7      0.00   0.0  0
 4S4  CONST_35  C13  N12  C10  O11     0.00   0.0  0
 4S4  CONST_36  H10  O15  C14  C13   180.00   0.0  0
 4S4  Var_01    N12  C10  C7   C6   -161.07  30.0  2
 4S4  Var_02    N3   C2   C17  C18   160.97  30.0  2
 4S4  Var_03    C14  C13  N12  C10   169.35  30.0  3
 4S4  Var_04    O16  C14  C13  N12     3.67  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
 4S4  plan-1  C2   0.020
 4S4  plan-1  C17  0.020
 4S4  plan-1  C18  0.020
 4S4  plan-1  C19  0.020
 4S4  plan-1  C21  0.020
 4S4  plan-1  BR1  0.020
 4S4  plan-1  BR2  0.020
 4S4  plan-1  N23  0.020
 4S4  plan-1  H4   0.020
 4S4  plan-1  H11  0.020
 4S4  plan-2  C4   0.020
 4S4  plan-2  C5   0.020
 4S4  plan-2  C6   0.020
 4S4  plan-2  C7   0.020
 4S4  plan-2  C8   0.020
 4S4  plan-2  N3   0.020
 4S4  plan-2  C9   0.020
 4S4  plan-2  C10  0.020
 4S4  plan-2  H1   0.020
 4S4  plan-2  H2   0.020
 4S4  plan-2  H3   0.020
 4S4  plan-2  H6   0.020
 4S4  plan-3  C2   0.020
 4S4  plan-3  C4   0.020
 4S4  plan-3  C17  0.020
 4S4  plan-3  O1   0.020
 4S4  plan-3  N3   0.020
 4S4  plan-3  H5   0.020
 4S4  plan-4  C7   0.020
 4S4  plan-4  C10  0.020
 4S4  plan-4  O11  0.020
 4S4  plan-4  N12  0.020
 4S4  plan-4  C13  0.020
 4S4  plan-4  H7   0.020
 4S4  plan-5  C13  0.020
 4S4  plan-5  C14  0.020
 4S4  plan-5  O15  0.020
 4S4  plan-5  O16  0.020
 4S4  plan-5  H10  0.020

