# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 02:21:43 2020
#   Inital geometry file: a 98 line input string
#   Ligand name: ethyl {2-[([1,3]thiazolo[4,5-c]pyridine-2-carbonyl)amino]thiophene-3-carbonyl}carbamate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)NC(=O)c1ccsc1NC(=O)c2sc3ccncc3n2
#
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
 9W6  9W6  'ethyl {2-[([1,3]thiazolo[4,5-c]pyridine-2-carbonyl)amino]thiophene-3-carbonyl}carbamate'  ligand  37  25  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_9W6
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
 9W6  N    N  NH1   0  -0.750   3.6579  -0.4470  -0.0079
 9W6  C    C  CH3   0  -0.690   7.6974  -2.5409   0.1209
 9W6  O    O  O2    0  -0.474   5.4937  -1.6520   0.0229
 9W6  C1   C  CH2   0  -0.180   6.2403  -2.8775  -0.0744
 9W6  C10  C  CR56  0  -0.140  -4.8235  -0.6333   0.0096
 9W6  C11  C  CR16  0  -0.343  -6.0825  -1.2208   0.0242
 9W6  C12  C  CR16  0  -0.066  -6.1136  -2.6009   0.0576
 9W6  C13  C  CR16  0  -0.083  -3.8360  -2.8276   0.0606
 9W6  C14  C  CR56  0   0.261  -3.6758  -1.4404   0.0274
 9W6  C2   C  C     0   0.767   4.1765  -1.7284  -0.0817
 9W6  C3   C  C     0   0.591   2.3245  -0.1134  -0.0353
 9W6  C4   C  CR5   0  -0.094   2.0396   1.3278  -0.0257
 9W6  C5   C  CR15  0  -0.199   2.9885   2.3966  -0.0255
 9W6  C6   C  CR15  0  -0.472   2.4101   3.6182  -0.0239
 9W6  C7   C  CR5   0   0.111   0.7429   1.8104  -0.0263
 9W6  C8   C  C     0   0.561  -1.6481   1.5393  -0.0275
 9W6  C9   C  CR5   0  -0.089  -2.7067   0.5058  -0.0138
 9W6  N1   N  NH1   0  -0.721  -0.3934   1.0451  -0.0264
 9W6  N2   N  N     0  -0.402  -5.0269  -3.3859   0.0754
 9W6  N3   N  N     0  -0.393  -2.4903  -0.7597   0.0129
 9W6  O1   O  O     0  -0.454   3.5446  -2.7400  -0.2238
 9W6  O2   O  O     0  -0.452   1.4396  -0.9505  -0.0638
 9W6  O3   O  O     0  -0.426  -1.9233   2.7236  -0.0363
 9W6  S    S  S2    0   0.285   0.6923   3.5299  -0.0241
 9W6  S1   S  S2    0   0.320  -4.3637   1.0266  -0.0259
 9W6  H1   H  HNH1  0   0.432   4.3383   0.2936   0.0684
 9W6  H2   H  HCH3  0   0.239   7.8837  -2.1190   1.1083
 9W6  H3   H  HCH3  0   0.242   8.2861  -3.4531   0.0310
 9W6  H4   H  HCH3  0   0.239   8.0530  -1.8388  -0.6328
 9W6  H5   H  HCH2  0   0.241   6.0699  -3.3281  -1.0538
 9W6  H6   H  HCH2  0   0.241   5.8958  -3.5789   0.6871
 9W6  H7   H  HCR6  0   0.296  -6.9950  -0.6422   0.0103
 9W6  H8   H  HCR6  0   0.280  -7.0691  -3.1111   0.0713
 9W6  H9   H  HCR6  0   0.284  -2.9672  -3.4765   0.0762
 9W6  H10  H  HCR5  0   0.278   4.0622   2.2778  -0.0308
 9W6  H11  H  HCR5  0   0.308   2.8976   4.5803  -0.0256
 9W6  H12  H  HNH1  0   0.450  -0.2465   0.0374  -0.0268

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
 9W6  C13  N2   aromatic  1.315  0.020  1.315
 9W6  C13  C14  aromatic  1.397  0.020  1.397
 9W6  O3   C8   double    1.216  0.020  1.216
 9W6  N2   C12  aromatic  1.341  0.020  1.341
 9W6  N3   C14  aromatic  1.367  0.020  1.367
 9W6  N3   C9   aromatic  1.284  0.020  1.284
 9W6  C14  C10  aromatic  1.403  0.020  1.403
 9W6  C8   C9   single    1.480  0.020  1.480
 9W6  C8   N1   single    1.349  0.020  1.349
 9W6  C9   S1   aromatic  1.737  0.020  1.737
 9W6  S    C6   aromatic  1.720  0.020  1.720
 9W6  S    C7   aromatic  1.720  0.020  1.720
 9W6  C12  C11  aromatic  1.381  0.020  1.381
 9W6  C10  C11  aromatic  1.389  0.020  1.389
 9W6  C10  S1   aromatic  1.723  0.020  1.723
 9W6  N1   C7   single    1.370  0.020  1.370
 9W6  C6   C5   aromatic  1.352  0.020  1.352
 9W6  C7   C4   aromatic  1.384  0.020  1.384
 9W6  C5   C4   aromatic  1.429  0.020  1.429
 9W6  C4   C3   single    1.469  0.020  1.469
 9W6  C3   N    single    1.375  0.020  1.375
 9W6  C3   O2   double    1.218  0.020  1.218
 9W6  N    C2   single    1.384  0.020  1.384
 9W6  O    C2   single    1.324  0.020  1.324
 9W6  O    C1   single    1.438  0.020  1.438
 9W6  C2   O1   double    1.201  0.020  1.201
 9W6  C    C1   single    1.508  0.020  1.508
 9W6  N    H1   single    0.860  0.020  1.020
 9W6  C    H2   single    0.970  0.020  1.090
 9W6  C    H3   single    0.970  0.020  1.090
 9W6  C    H4   single    0.970  0.020  1.090
 9W6  C1   H5   single    0.970  0.020  1.090
 9W6  C1   H6   single    0.970  0.020  1.090
 9W6  C11  H7   single    0.930  0.020  1.080
 9W6  C12  H8   single    0.930  0.020  1.080
 9W6  C13  H9   single    0.930  0.020  1.080
 9W6  C5   H10  single    0.930  0.020  1.080
 9W6  C6   H11  single    0.930  0.020  1.080
 9W6  N1   H12  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
 9W6  H1   N    C3   118.53  3.000
 9W6  H1   N    C2   115.53  3.000
 9W6  C3   N    C2   125.94  3.000
 9W6  H4   C    H3   107.82  3.000
 9W6  H4   C    H2   108.75  3.000
 9W6  H3   C    H2   107.85  3.000
 9W6  H4   C    C1   111.68  3.000
 9W6  H3   C    C1   108.94  3.000
 9W6  H2   C    C1   111.65  3.000
 9W6  C2   O    C1   117.52  3.000
 9W6  H6   C1   H5   108.16  3.000
 9W6  H6   C1   O    109.67  3.000
 9W6  H5   C1   O    109.36  3.000
 9W6  H6   C1   C    110.98  3.000
 9W6  H5   C1   C    111.05  3.000
 9W6  O    C1   C    107.61  3.000
 9W6  S1   C10  C14  109.64  3.000
 9W6  S1   C10  C11  130.50  3.000
 9W6  C14  C10  C11  119.86  3.000
 9W6  H7   C11  C12  121.10  3.000
 9W6  H7   C11  C10  122.59  3.000
 9W6  C12  C11  C10  116.31  3.000
 9W6  H8   C12  N2   116.04  3.000
 9W6  H8   C12  C11  119.40  3.000
 9W6  N2   C12  C11  124.56  3.000
 9W6  H9   C13  N2   118.11  3.000
 9W6  H9   C13  C14  120.18  3.000
 9W6  N2   C13  C14  121.71  3.000
 9W6  N3   C14  C13  126.45  3.000
 9W6  N3   C14  C10  115.01  3.000
 9W6  C13  C14  C10  118.54  3.000
 9W6  O1   C2   O    125.56  3.000
 9W6  O1   C2   N    126.07  3.000
 9W6  O    C2   N    108.37  3.000
 9W6  O2   C3   C4   122.23  3.000
 9W6  O2   C3   N    122.55  3.000
 9W6  C4   C3   N    115.22  3.000
 9W6  C7   C4   C5   111.18  3.000
 9W6  C5   C4   C3   127.22  3.000
 9W6  C7   C4   C3   121.60  3.000
 9W6  H10  C5   C6   121.65  3.000
 9W6  H10  C5   C4   125.28  3.000
 9W6  C6   C5   C4   113.07  3.000
 9W6  H11  C6   S    119.81  3.000
 9W6  H11  C6   C5   127.79  3.000
 9W6  S    C6   C5   112.40  3.000
 9W6  S    C7   N1   122.27  3.000
 9W6  N1   C7   C4   125.63  3.000
 9W6  S    C7   C4   112.10  3.000
 9W6  O3   C8   N1   124.58  3.000
 9W6  N1   C8   C9   114.18  3.000
 9W6  O3   C8   C9   121.24  3.000
 9W6  S1   C9   N3   117.15  3.000
 9W6  S1   C9   C8   118.23  3.000
 9W6  N3   C9   C8   124.61  3.000
 9W6  H12  N1   C8   119.79  3.000
 9W6  H12  N1   C7   115.66  3.000
 9W6  C8   N1   C7   124.54  3.000
 9W6  C13  N2   C12  119.02  3.000
 9W6  C9   N3   C14  110.16  3.000
 9W6  C7   S    C6    91.26  3.000
 9W6  C9   S1   C10   88.03  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
 9W6  CONST_01  N2   C13  C14  C10     0.00   0.0  0
 9W6  CONST_02  C9   N3   C14  C10     0.00   0.0  0
 9W6  CONST_03  N2   C12  C11  C10     0.00   0.0  0
 9W6  CONST_04  N3   C9   S1   C10     0.00   0.0  0
 9W6  CONST_05  C13  N2   C12  C11     0.00   0.0  0
 9W6  CONST_06  C13  C14  C10  C11     0.00   0.0  0
 9W6  CONST_07  N3   C14  C10  C11   180.00   0.0  0
 9W6  CONST_08  C9   S1   C10  C11   180.00   0.0  0
 9W6  CONST_09  C14  C13  N2   C12     0.00   0.0  0
 9W6  CONST_10  C14  C10  C11  C12     0.00   0.0  0
 9W6  CONST_11  S1   C10  C11  C12   180.00   0.0  0
 9W6  CONST_12  C9   N3   C14  C13   180.00   0.0  0
 9W6  CONST_13  S1   C10  C14  C13   180.00   0.0  0
 9W6  CONST_14  S1   C9   N3   C14     0.00   0.0  0
 9W6  CONST_15  C9   S1   C10  C14     0.00   0.0  0
 9W6  CONST_16  C6   S    C7   C4      0.00   0.0  0
 9W6  CONST_17  S    C6   C5   C4      0.00   0.0  0
 9W6  CONST_18  C7   S    C6   C5      0.00   0.0  0
 9W6  CONST_19  S    C7   C4   C5      0.00   0.0  0
 9W6  CONST_20  C7   C4   C5   C6      0.00   0.0  0
 9W6  CONST_21  N3   C14  C13  N2    180.00   0.0  0
 9W6  CONST_22  S1   C10  C14  N3      0.00   0.0  0
 9W6  CONST_23  C8   C9   S1   C10   180.00   0.0  0
 9W6  CONST_24  C8   C9   N3   C14   180.00   0.0  0
 9W6  CONST_25  S    C7   C4   C3    180.00   0.0  0
 9W6  CONST_26  C6   C5   C4   C3    180.00   0.0  0
 9W6  CONST_27  N1   C7   C4   C5    180.00   0.0  0
 9W6  CONST_28  N1   C7   S    C6    180.00   0.0  0
 9W6  CONST_29  H9   C13  C14  C10   180.00   0.0  0
 9W6  CONST_30  H8   C12  C11  C10   180.00   0.0  0
 9W6  CONST_31  H7   C11  C10  C14   180.00   0.0  0
 9W6  CONST_32  H11  C6   C5   C4    180.00   0.0  0
 9W6  CONST_33  H10  C5   C4   C7    180.00   0.0  0
 9W6  CONST_34  C9   C8   N1   C7    180.00   0.0  0
 9W6  CONST_35  C8   N1   C7   C4    180.00   0.0  0
 9W6  CONST_36  S    C7   N1   C8      0.00   0.0  0
 9W6  CONST_37  H12  N1   C7   C4      0.00   0.0  0
 9W6  CONST_38  C4   C3   N    C2    180.00   0.0  0
 9W6  CONST_39  O3   C8   N1   C7      0.00   0.0  0
 9W6  CONST_40  H1   N    C3   C4      0.00   0.0  0
 9W6  CONST_41  O2   C3   N    C2      0.00   0.0  0
 9W6  Var_01    C7   C4   C3   N    -178.82  30.0  2
 9W6  Var_02    N3   C9   C8   N1      0.79  30.0  2
 9W6  Var_03    C3   N    C2   O    -177.83  30.0  1
 9W6  Var_04    O1   C2   O    C1      1.65  30.0  3
 9W6  Var_05    H2   C    C1   O      62.13  30.0  3
 9W6  Var_06    H5   C1   O    C2     61.18  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
 9W6  plan-1  C3   0.020
 9W6  plan-1  C4   0.020
 9W6  plan-1  C5   0.020
 9W6  plan-1  C6   0.020
 9W6  plan-1  C7   0.020
 9W6  plan-1  N1   0.020
 9W6  plan-1  S    0.020
 9W6  plan-1  H10  0.020
 9W6  plan-1  H11  0.020
 9W6  plan-2  N    0.020
 9W6  plan-2  O    0.020
 9W6  plan-2  C2   0.020
 9W6  plan-2  O1   0.020
 9W6  plan-3  C10  0.020
 9W6  plan-3  C11  0.020
 9W6  plan-3  C12  0.020
 9W6  plan-3  C13  0.020
 9W6  plan-3  C14  0.020
 9W6  plan-3  C8   0.020
 9W6  plan-3  C9   0.020
 9W6  plan-3  N2   0.020
 9W6  plan-3  N3   0.020
 9W6  plan-3  S1   0.020
 9W6  plan-3  H7   0.020
 9W6  plan-3  H8   0.020
 9W6  plan-3  H9   0.020
 9W6  plan-4  N    0.020
 9W6  plan-4  C2   0.020
 9W6  plan-4  C3   0.020
 9W6  plan-4  C4   0.020
 9W6  plan-4  O2   0.020
 9W6  plan-4  H1   0.020
 9W6  plan-5  C7   0.020
 9W6  plan-5  C8   0.020
 9W6  plan-5  C9   0.020
 9W6  plan-5  N1   0.020
 9W6  plan-5  O3   0.020
 9W6  plan-5  H12  0.020

