# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May 25 23:39:37 2020
#   Inital geometry file: a 109 line input string
#   Ligand name: 4-{[4'-methyl-2'-(propanoylamino)-4,5'-bi-1,3-thiazol-2-yl]amino}benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(=O)Nc1sc(c(C)n1)c2csc(Nc3ccc(cc3)C(O)=O)n2
#
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
 RLI  RLI  '4-{[4'-methyl-2'-(propanoylamino)-4,5'-bi-1,3-thiazol-2-yl]amino}benzoic acid'  ligand  42  26  .  2022-11-17  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_RLI
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
 RLI  N10   N  NH1   0  -0.718   -5.9389   0.4057  -0.1088
 RLI  O10   O  O     0  -0.425   -6.9864  -1.6165  -0.1315
 RLI  S10   S  S2    0   0.202   -3.3993   1.2419  -0.0065
 RLI  C11   C  CH3   0  -0.660   -9.5733  -0.5172  -0.2916
 RLI  N11   N  N     0  -0.404   -4.1838  -1.1934   0.0461
 RLI  O11   O  OH1   0  -0.596    8.3562   1.3235  -0.5126
 RLI  S11   S  S2    0   0.204    1.4190   1.5482   0.4429
 RLI  C12   C  C     0   0.548   -7.0492  -0.4109  -0.1659
 RLI  N12   N  N     0  -0.450    0.1509  -0.6145  -0.0881
 RLI  O12   O  O     0  -0.445    8.8110  -0.7719   0.0993
 RLI  C13   C  CH2   0  -0.594   -8.3404   0.3675  -0.2779
 RLI  N13   N  NH1   0  -0.757    2.4396  -0.9357  -0.1442
 RLI  C14   C  CR5   0   0.310   -4.6264   0.0152  -0.0239
 RLI  C15   C  CR5   0   0.341   -2.8160  -1.2292   0.1272
 RLI  C16   C  CH3   0  -0.727   -2.1571  -2.5656   0.2193
 RLI  C17   C  CR5   0  -0.336   -2.2011  -0.0081   0.1158
 RLI  C18   C  CR5   0   0.370   -0.7932   0.3384   0.1842
 RLI  C19   C  CR15  0  -0.590   -0.3010   1.5713   0.4889
 RLI  C20   C  CR5   0   0.279    1.3504  -0.1342   0.0124
 RLI  C21   C  CR6   0   0.395    3.7841  -0.6195  -0.1742
 RLI  C22   C  CR16  0  -0.328    4.6943  -1.6343   0.1483
 RLI  C23   C  CR16  0  -0.243    6.0493  -1.3907   0.1329
 RLI  C24   C  CR6   0  -0.101    6.5460  -0.1291  -0.2002
 RLI  C25   C  C     0   0.528    8.0070   0.0857  -0.1848
 RLI  C26   C  CR16  0  -0.248    5.6404   0.8730  -0.5395
 RLI  C27   C  CR16  0  -0.312    4.2769   0.6359  -0.5378
 RLI  HN10  H  HNH1  0   0.431   -6.1112   1.3996  -0.1505
 RLI  H11   H  HCH3  0   0.239  -10.4689   0.0980  -0.3658
 RLI  H11A  H  HCH3  0   0.232   -9.5684  -1.2010  -1.1393
 RLI  H11B  H  HCH3  0   0.232   -9.6518  -1.1086   0.6198
 RLI  HO11  H  HOH1  0   0.487    9.3201   1.4134  -0.4806
 RLI  H13   H  HCH2  0   0.279   -8.2956   0.9762  -1.1864
 RLI  H13A  H  HCH2  0   0.277   -8.3889   1.0801   0.5507
 RLI  HN13  H  HNH1  0   0.422    2.2122  -1.9203  -0.1268
 RLI  H16   H  HCH3  0   0.251   -1.8395  -2.9159  -0.7644
 RLI  H16A  H  HCH3  0   0.251   -1.2729  -2.5422   0.8503
 RLI  H16B  H  HCH3  0   0.247   -2.8605  -3.2931   0.6204
 RLI  H19   H  HCR5  0   0.305   -0.8301   2.4790   0.7342
 RLI  H22   H  HCR6  0   0.281    4.3276  -2.6149   0.4246
 RLI  H23   H  HCR6  0   0.270    6.7295  -2.1905   0.3929
 RLI  H26   H  HCR6  0   0.274    5.9847   1.8556  -0.8300
 RLI  H27   H  HCR6  0   0.280    3.6210   1.4312  -0.8622

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
 RLI  C14  N10   single    1.372  0.020  1.372
 RLI  N10  C12   single    1.379  0.020  1.379
 RLI  N10  HN10  single    0.860  0.020  1.020
 RLI  O10  C12   double    1.208  0.020  1.208
 RLI  C17  S10   aromatic  1.736  0.020  1.736
 RLI  S10  C14   aromatic  1.735  0.020  1.735
 RLI  C13  C11   single    1.517  0.020  1.517
 RLI  C11  H11   single    0.970  0.020  1.090
 RLI  C11  H11A  single    0.970  0.020  1.090
 RLI  C11  H11B  single    0.970  0.020  1.090
 RLI  C15  N11   aromatic  1.371  0.020  1.371
 RLI  N11  C14   aromatic  1.289  0.020  1.289
 RLI  C25  O11   single    1.327  0.020  1.327
 RLI  O11  HO11  single    0.850  0.020  0.980
 RLI  S11  C20   aromatic  1.738  0.020  1.738
 RLI  S11  C19   aromatic  1.721  0.020  1.721
 RLI  C12  C13   single    1.512  0.020  1.512
 RLI  C20  N12   aromatic  1.296  0.020  1.296
 RLI  N12  C18   aromatic  1.369  0.020  1.369
 RLI  O12  C25   double    1.209  0.020  1.209
 RLI  C13  H13   single    0.970  0.020  1.090
 RLI  C13  H13A  single    0.970  0.020  1.090
 RLI  N13  C21   single    1.382  0.020  1.382
 RLI  N13  C20   single    1.361  0.020  1.361
 RLI  N13  HN13  single    0.860  0.020  1.020
 RLI  C17  C15   aromatic  1.367  0.020  1.367
 RLI  C16  C15   single    1.493  0.020  1.493
 RLI  C16  H16   single    0.970  0.020  1.090
 RLI  C16  H16A  single    0.970  0.020  1.090
 RLI  C16  H16B  single    0.970  0.020  1.090
 RLI  C18  C17   single    1.452  0.020  1.452
 RLI  C19  C18   aromatic  1.362  0.020  1.362
 RLI  C19  H19   single    0.930  0.020  1.080
 RLI  C27  C21   aromatic  1.397  0.020  1.397
 RLI  C21  C22   aromatic  1.401  0.020  1.401
 RLI  C22  C23   aromatic  1.377  0.020  1.377
 RLI  C22  H22   single    0.930  0.020  1.080
 RLI  C24  C23   aromatic  1.396  0.020  1.396
 RLI  C23  H23   single    0.930  0.020  1.080
 RLI  C26  C24   aromatic  1.393  0.020  1.393
 RLI  C24  C25   single    1.477  0.020  1.477
 RLI  C27  C26   aromatic  1.384  0.020  1.384
 RLI  C26  H26   single    0.930  0.020  1.080
 RLI  C27  H27   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
 RLI  HN10  N10  C14   116.49  3.000
 RLI  HN10  N10  C12   116.34  3.000
 RLI  C14   N10  C12   127.16  3.000
 RLI  C17   S10  C14    88.84  3.000
 RLI  H11B  C11  H11A  108.10  3.000
 RLI  H11B  C11  H11   107.72  3.000
 RLI  H11A  C11  H11   107.78  3.000
 RLI  H11B  C11  C13   111.56  3.000
 RLI  H11A  C11  C13   111.68  3.000
 RLI  H11   C11  C13   109.84  3.000
 RLI  C15   N11  C14   111.74  3.000
 RLI  HO11  O11  C25   109.89  3.000
 RLI  C20   S11  C19    88.86  3.000
 RLI  C13   C12  O10   124.09  3.000
 RLI  C13   C12  N10   112.69  3.000
 RLI  O10   C12  N10   123.22  3.000
 RLI  C20   N12  C18   111.40  3.000
 RLI  H13A  C13  H13   105.56  3.000
 RLI  H13A  C13  C12   108.49  3.000
 RLI  H13   C13  C12   108.23  3.000
 RLI  H13A  C13  C11   110.53  3.000
 RLI  H13   C13  C11   110.49  3.000
 RLI  C12   C13  C11   113.23  3.000
 RLI  HN13  N13  C21   116.25  3.000
 RLI  HN13  N13  C20   113.05  3.000
 RLI  C21   N13  C20   130.27  3.000
 RLI  N11   C14  S10   114.80  3.000
 RLI  N11   C14  N10   126.78  3.000
 RLI  S10   C14  N10   118.42  3.000
 RLI  C17   C15  C16   126.98  3.000
 RLI  C16   C15  N11   117.87  3.000
 RLI  C17   C15  N11   115.15  3.000
 RLI  H16B  C16  H16A  109.04  3.000
 RLI  H16B  C16  H16   107.80  3.000
 RLI  H16A  C16  H16   107.07  3.000
 RLI  H16B  C16  C15   109.62  3.000
 RLI  H16A  C16  C15   112.07  3.000
 RLI  H16   C16  C15   111.11  3.000
 RLI  C18   C17  C15   130.47  3.000
 RLI  C18   C17  S10   120.06  3.000
 RLI  C15   C17  S10   109.47  3.000
 RLI  C19   C18  C17   125.25  3.000
 RLI  C19   C18  N12   115.18  3.000
 RLI  C17   C18  N12   119.57  3.000
 RLI  H19   C19  C18   129.43  3.000
 RLI  H19   C19  S11   120.50  3.000
 RLI  C18   C19  S11   110.07  3.000
 RLI  N13   C20  N12   120.89  3.000
 RLI  N13   C20  S11   124.53  3.000
 RLI  N12   C20  S11   114.49  3.000
 RLI  C27   C21  C22   118.80  3.000
 RLI  C22   C21  N13   117.49  3.000
 RLI  C27   C21  N13   123.69  3.000
 RLI  H22   C22  C23   119.76  3.000
 RLI  H22   C22  C21   119.65  3.000
 RLI  C23   C22  C21   120.58  3.000
 RLI  H23   C23  C24   120.12  3.000
 RLI  H23   C23  C22   119.04  3.000
 RLI  C24   C23  C22   120.84  3.000
 RLI  C26   C24  C25   122.77  3.000
 RLI  C25   C24  C23   118.74  3.000
 RLI  C26   C24  C23   118.49  3.000
 RLI  C24   C25  O12   123.85  3.000
 RLI  C24   C25  O11   113.16  3.000
 RLI  O12   C25  O11   122.99  3.000
 RLI  H26   C26  C27   118.03  3.000
 RLI  H26   C26  C24   120.82  3.000
 RLI  C27   C26  C24   121.14  3.000
 RLI  H27   C27  C26   118.13  3.000
 RLI  H27   C27  C21   121.70  3.000
 RLI  C26   C27  C21   120.12  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
 RLI  CONST_01  N11   C15  C17  S10     0.00   0.0  0
 RLI  CONST_04  C15   N11  C14  S10     0.00   0.0  0
 RLI  CONST_05  C18   C17  C15  N11   180.00   0.0  0
 RLI  CONST_06  C17   S10  C14  N11     0.00   0.0  0
 RLI  CONST_07  C18   N12  C20  S11     0.00   0.0  0
 RLI  CONST_08  N12   C18  C19  S11     0.00   0.0  0
 RLI  CONST_09  C17   C18  C19  S11   180.00   0.0  0
 RLI  CONST_10  C19   S11  C20  N12     0.00   0.0  0
 RLI  CONST_12  C15   C17  S10  C14     0.00   0.0  0
 RLI  CONST_13  C18   C17  S10  C14   180.00   0.0  0
 RLI  CONST_14  C17   C15  N11  C14     0.00   0.0  0
 RLI  CONST_16  C20   N12  C18  C17   180.00   0.0  0
 RLI  CONST_17  C20   S11  C19  C18     0.00   0.0  0
 RLI  CONST_18  C20   N12  C18  C19     0.00   0.0  0
 RLI  CONST_19  C24   C26  C27  C21     0.00   0.0  0
 RLI  CONST_20  C24   C23  C22  C21     0.00   0.0  0
 RLI  CONST_21  C26   C27  C21  C22     0.00   0.0  0
 RLI  CONST_22  C26   C24  C23  C22     0.00   0.0  0
 RLI  CONST_23  C27   C21  C22  C23     0.00   0.0  0
 RLI  CONST_24  C27   C26  C24  C23     0.00   0.0  0
 RLI  CONST_25  C17   S10  C14  N10   180.00   0.0  0
 RLI  CONST_26  C15   N11  C14  N10   180.00   0.0  0
 RLI  CONST_27  C16   C15  C17  S10   180.00   0.0  0
 RLI  CONST_28  C26   C27  C21  N13   180.00   0.0  0
 RLI  CONST_29  C23   C22  C21  N13   180.00   0.0  0
 RLI  CONST_30  C19   S11  C20  N13   180.00   0.0  0
 RLI  CONST_31  C18   N12  C20  N13   180.00   0.0  0
 RLI  CONST_32  C16   C15  N11  C14   180.00   0.0  0
 RLI  CONST_33  C18   C17  C15  C16     0.00   0.0  0
 RLI  CONST_34  C25   C24  C23  C22   180.00   0.0  0
 RLI  CONST_35  C27   C26  C24  C25   180.00   0.0  0
 RLI  CONST_36  H19   C19  C18  N12   180.00   0.0  0
 RLI  CONST_37  H26   C26  C27  C21   180.00   0.0  0
 RLI  CONST_38  H23   C23  C22  C21   180.00   0.0  0
 RLI  CONST_39  H27   C27  C21  C22   180.00   0.0  0
 RLI  CONST_40  H22   C22  C23  C24   180.00   0.0  0
 RLI  CONST_41  C12   N10  C14  S10   180.00   0.0  0
 RLI  CONST_42  C12   N10  C14  N11     0.00   0.0  0
 RLI  CONST_43  HN10  N10  C14  S10     0.00   0.0  0
 RLI  CONST_44  C14   N10  C12  O10     0.00   0.0  0
 RLI  CONST_45  C14   N10  C12  C13   180.00   0.0  0
 RLI  CONST_46  HO11  O11  C25  C24   180.00   0.0  0
 RLI  Var_01    C21   N13  C20  S11    -8.90  30.0  1
 RLI  Var_02    C27   C21  N13  C20   -24.97  30.0  2
 RLI  Var_03    C23   C24  C25  O11  -179.72  30.0  2
 RLI  Var_04    H16   C16  C15  N11    95.36  30.0  2
 RLI  Var_05    C11   C13  C12  N10  -177.94  30.0  3
 RLI  Var_06    H11   C11  C13  C12   179.57  30.0  3

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
 RLI  plan-1  S11   0.020
 RLI  plan-1  N12   0.020
 RLI  plan-1  N13   0.020
 RLI  plan-1  C17   0.020
 RLI  plan-1  C18   0.020
 RLI  plan-1  C19   0.020
 RLI  plan-1  C20   0.020
 RLI  plan-1  H19   0.020
 RLI  plan-2  N10   0.020
 RLI  plan-2  S10   0.020
 RLI  plan-2  N11   0.020
 RLI  plan-2  C14   0.020
 RLI  plan-2  C15   0.020
 RLI  plan-2  C16   0.020
 RLI  plan-2  C17   0.020
 RLI  plan-2  C18   0.020
 RLI  plan-3  N13   0.020
 RLI  plan-3  C21   0.020
 RLI  plan-3  C22   0.020
 RLI  plan-3  C23   0.020
 RLI  plan-3  C24   0.020
 RLI  plan-3  C25   0.020
 RLI  plan-3  C26   0.020
 RLI  plan-3  C27   0.020
 RLI  plan-3  H22   0.020
 RLI  plan-3  H23   0.020
 RLI  plan-3  H26   0.020
 RLI  plan-3  H27   0.020
 RLI  plan-4  N10   0.020
 RLI  plan-4  O10   0.020
 RLI  plan-4  C12   0.020
 RLI  plan-4  C13   0.020
 RLI  plan-4  C14   0.020
 RLI  plan-4  HN10  0.020
 RLI  plan-5  O11   0.020
 RLI  plan-5  O12   0.020
 RLI  plan-5  C24   0.020
 RLI  plan-5  C25   0.020
 RLI  plan-5  HO11  0.020

