# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May 29 05:15:59 2020
#   Inital geometry file: a 98 line input string
#   Ligand name: 2-[3-cyano-4-(2-methylpropoxy)phenyl]-4-methyl-1,3-thiazole-5-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)COc1ccc(cc1C#N)c2sc(C(O)=O)c(C)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
 TEI  TEI  '2-[3-cyano-4-(2-methylpropoxy)phenyl]-4-methyl-1,3-thiazole-5-carboxylic acid'  ligand  38  22  .  2021-08-23  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TEI
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
 TEI  S1    S  S2    0   0.295  -0.9616   0.0051  -2.7657
 TEI  C2    C  CR5   0   0.048   0.4146  -0.0258  -1.7352
 TEI  N3    N  N     0  -0.420   1.5551  -0.0145  -2.3676
 TEI  C4    C  CR5   0   0.399   1.4012   0.0207  -3.7141
 TEI  C5    C  CR5   0  -0.422   0.0908   0.0368  -4.1282
 TEI  C6    C  CR6   0   0.071   0.3087  -0.0622  -0.2815
 TEI  C7    C  CR16  0  -0.298  -0.9213  -0.0453   0.3651
 TEI  C8    C  CR6   0  -0.088  -0.9859  -0.0802   1.7506
 TEI  C9    C  CR6   0   0.440   0.1848  -0.1343   2.5281
 TEI  C10   C  CR16  0  -0.363   1.4176  -0.1508   1.8765
 TEI  C11   C  CR16  0  -0.245   1.4688  -0.1141   0.4969
 TEI  C12   C  CSP   0   0.067  -2.2481  -0.0584   2.4085
 TEI  N13   N  NS    0  -0.247  -3.2753  -0.0375   2.9302
 TEI  O14   O  O2    0  -0.448   0.0085  -0.1671   3.8393
 TEI  C15   C  CH2   0  -0.170   1.1351  -0.2088   4.7150
 TEI  C16   C  CH1   0  -0.283   0.6277  -0.1901   6.1456
 TEI  C17   C  CH3   0  -0.661   1.8153  -0.3378   7.0913
 TEI  C18   C  CH3   0  -0.654  -0.1636   1.0764   6.4540
 TEI  C19   C  CH3   0  -0.733   2.6093   0.0397  -4.5870
 TEI  C20   C  C     0   0.511  -0.4211   0.0755  -5.4919
 TEI  O21   O  OH1   0  -0.603  -1.7496   0.0824  -5.5141
 TEI  O22   O  O     0  -0.431   0.2721   0.0993  -6.4806
 TEI  H7    H  HCR6  0   0.285  -1.8497  -0.0025  -0.1915
 TEI  H10   H  HCR6  0   0.305   2.3408  -0.1935   2.4371
 TEI  H11   H  HCR6  0   0.282   2.4342  -0.1282   0.0096
 TEI  H151  H  HCH2  0   0.233   1.7857   0.6537   4.5286
 TEI  H152  H  HCH2  0   0.247   1.7145  -1.1182   4.5242
 TEI  H16   H  HCH1  0   0.238  -0.0281  -1.0574   6.2776
 TEI  H171  H  HCH3  0   0.239   1.4774  -0.3625   8.1275
 TEI  H172  H  HCH3  0   0.233   2.3734  -1.2561   6.9028
 TEI  H173  H  HCH3  0   0.222   2.5050   0.5024   6.9885
 TEI  H181  H  HCH3  0   0.217   0.4638   1.9646   6.3442
 TEI  H182  H  HCH3  0   0.235  -1.0280   1.1915   5.8006
 TEI  H183  H  HCH3  0   0.232  -0.5288   1.0574   7.4816
 TEI  H191  H  HCH3  0   0.260   2.6314   0.9297  -5.2146
 TEI  H192  H  HCH3  0   0.256   3.5063   0.0264  -3.9728
 TEI  H193  H  HCH3  0   0.260   2.6314  -0.8230  -5.2519
 TEI  H21   H  HOH1  0   0.493  -2.0716   0.1097  -6.4276

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
 TEI  S1   C2    aromatic  1.719  0.020  1.719
 TEI  S1   C5    aromatic  1.722  0.020  1.722
 TEI  C2   N3    aromatic  1.304  0.020  1.304
 TEI  C2   C6    single    1.458  0.020  1.458
 TEI  N3   C4    aromatic  1.356  0.020  1.356
 TEI  C4   C5    aromatic  1.374  0.020  1.374
 TEI  C4   C19   single    1.491  0.020  1.491
 TEI  C5   C20   single    1.457  0.020  1.457
 TEI  C6   C7    aromatic  1.390  0.020  1.390
 TEI  C6   C11   aromatic  1.398  0.020  1.398
 TEI  C7   C8    aromatic  1.387  0.020  1.387
 TEI  C7   H7    single    0.930  0.020  1.080
 TEI  C8   C9    aromatic  1.406  0.020  1.406
 TEI  C8   C12   single    1.424  0.020  1.424
 TEI  C9   C10   aromatic  1.394  0.020  1.394
 TEI  C9   O14   single    1.323  0.020  1.323
 TEI  C10  C11   aromatic  1.381  0.020  1.381
 TEI  C10  H10   single    0.930  0.020  1.080
 TEI  C11  H11   single    0.930  0.020  1.080
 TEI  C12  N13   triple    1.152  0.020  1.152
 TEI  O14  C15   single    1.428  0.020  1.428
 TEI  C15  C16   single    1.518  0.020  1.518
 TEI  C15  H151  single    0.970  0.020  1.090
 TEI  C15  H152  single    0.970  0.020  1.090
 TEI  C16  C17   single    1.525  0.020  1.525
 TEI  C16  C18   single    1.525  0.020  1.525
 TEI  C16  H16   single    0.970  0.020  1.090
 TEI  C17  H171  single    0.970  0.020  1.090
 TEI  C17  H172  single    0.970  0.020  1.090
 TEI  C17  H173  single    0.970  0.020  1.090
 TEI  C18  H181  single    0.970  0.020  1.090
 TEI  C18  H182  single    0.970  0.020  1.090
 TEI  C18  H183  single    0.970  0.020  1.090
 TEI  C19  H191  single    0.970  0.020  1.090
 TEI  C19  H192  single    0.970  0.020  1.090
 TEI  C19  H193  single    0.970  0.020  1.090
 TEI  C20  O21   single    1.329  0.020  1.329
 TEI  C20  O22   double    1.208  0.020  1.208
 TEI  O21  H21   single    0.850  0.020  0.980

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
 TEI  C5    S1   C2     89.16  3.000
 TEI  C6    C2   N3    123.17  3.000
 TEI  C6    C2   S1    122.67  3.000
 TEI  N3    C2   S1    114.16  3.000
 TEI  C4    N3   C2    112.49  3.000
 TEI  C19   C4   C5    126.60  3.000
 TEI  C19   C4   N3    119.34  3.000
 TEI  C5    C4   N3    114.06  3.000
 TEI  C20   C5   C4    128.12  3.000
 TEI  C20   C5   S1    121.76  3.000
 TEI  C4    C5   S1    110.13  3.000
 TEI  C11   C6   C7    118.41  3.000
 TEI  C11   C6   C2    119.72  3.000
 TEI  C7    C6   C2    121.86  3.000
 TEI  H7    C7   C8    118.31  3.000
 TEI  H7    C7   C6    121.33  3.000
 TEI  C8    C7   C6    120.37  3.000
 TEI  C12   C8   C9    118.89  3.000
 TEI  C12   C8   C7    120.16  3.000
 TEI  C9    C8   C7    120.95  3.000
 TEI  O14   C9   C10   125.48  3.000
 TEI  O14   C9   C8    115.96  3.000
 TEI  C10   C9   C8    118.56  3.000
 TEI  H10   C10  C11   119.18  3.000
 TEI  H10   C10  C9    120.87  3.000
 TEI  C11   C10  C9    119.95  3.000
 TEI  H11   C11  C10   118.88  3.000
 TEI  H11   C11  C6    119.36  3.000
 TEI  C10   C11  C6    121.76  3.000
 TEI  N13   C12  C8    180.00  3.000
 TEI  C15   O14  C9    120.22  3.000
 TEI  H152  C15  H151  108.04  3.000
 TEI  H152  C15  C16   110.57  3.000
 TEI  H151  C15  C16   110.43  3.000
 TEI  H152  C15  O14   109.57  3.000
 TEI  H151  C15  O14   109.94  3.000
 TEI  C16   C15  O14   108.29  3.000
 TEI  H16   C16  C18   108.82  3.000
 TEI  H16   C16  C17   108.35  3.000
 TEI  C18   C16  C17   111.04  3.000
 TEI  H16   C16  C15   107.70  3.000
 TEI  C18   C16  C15   111.98  3.000
 TEI  C17   C16  C15   108.83  3.000
 TEI  H173  C17  H172  107.96  3.000
 TEI  H173  C17  H171  107.62  3.000
 TEI  H172  C17  H171  107.68  3.000
 TEI  H173  C17  C16   111.04  3.000
 TEI  H172  C17  C16   111.88  3.000
 TEI  H171  C17  C16   110.50  3.000
 TEI  H183  C18  H182  107.52  3.000
 TEI  H183  C18  H181  107.52  3.000
 TEI  H182  C18  H181  108.01  3.000
 TEI  H183  C18  C16   110.48  3.000
 TEI  H182  C18  C16   112.21  3.000
 TEI  H181  C18  C16   110.91  3.000
 TEI  H193  C19  H192  108.56  3.000
 TEI  H193  C19  H191  107.16  3.000
 TEI  H192  C19  H191  108.58  3.000
 TEI  H193  C19  C4    111.34  3.000
 TEI  H192  C19  C4    109.74  3.000
 TEI  H191  C19  C4    111.36  3.000
 TEI  O22   C20  O21   124.07  3.000
 TEI  O22   C20  C5    124.40  3.000
 TEI  O21   C20  C5    111.53  3.000
 TEI  H21   O21  C20   110.37  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
 TEI  CONST_01  C4    N3   C2   S1      0.00   0.0  0
 TEI  CONST_02  C7    C6   C2   S1      0.00   0.0  0
 TEI  CONST_03  C11   C6   C2   S1    180.00   0.0  0
 TEI  CONST_04  N3    C4   C5   S1      0.00   0.0  0
 TEI  CONST_05  C4    C5   S1   C2      0.00   0.0  0
 TEI  CONST_06  C5    C4   N3   C2      0.00   0.0  0
 TEI  CONST_07  C8    C7   C6   C2    180.00   0.0  0
 TEI  CONST_08  C10   C11  C6   C2    180.00   0.0  0
 TEI  CONST_09  C5    S1   C2   N3      0.00   0.0  0
 TEI  CONST_10  C7    C6   C2   N3    180.00   0.0  0
 TEI  CONST_11  C11   C6   C2   N3      0.00   0.0  0
 TEI  CONST_12  C6    C2   N3   C4    180.00   0.0  0
 TEI  CONST_13  C6    C2   S1   C5    180.00   0.0  0
 TEI  CONST_14  C9    C8   C7   C6      0.00   0.0  0
 TEI  CONST_15  C9    C10  C11  C6      0.00   0.0  0
 TEI  CONST_16  C10   C11  C6   C7      0.00   0.0  0
 TEI  CONST_17  C10   C9   C8   C7      0.00   0.0  0
 TEI  CONST_18  C11   C6   C7   C8      0.00   0.0  0
 TEI  CONST_19  C11   C10  C9   C8      0.00   0.0  0
 TEI  CONST_20  C19   C4   C5   S1    180.00   0.0  0
 TEI  CONST_21  C20   C5   S1   C2    180.00   0.0  0
 TEI  CONST_22  C19   C4   N3   C2    180.00   0.0  0
 TEI  CONST_23  C20   C5   C4   N3    180.00   0.0  0
 TEI  CONST_24  C12   C8   C7   C6    180.00   0.0  0
 TEI  CONST_25  O14   C9   C8   C7    180.00   0.0  0
 TEI  CONST_26  C12   C8   C9   C10   180.00   0.0  0
 TEI  CONST_27  O14   C9   C10  C11   180.00   0.0  0
 TEI  CONST_28  H7    C7   C6   C2      0.00   0.0  0
 TEI  CONST_29  H11   C11  C6   C2      0.00   0.0  0
 TEI  CONST_30  H10   C10  C11  C6    180.00   0.0  0
 TEI  CONST_31  H21   O21  C20  C5    180.00   0.0  0
 TEI  Var_01    O21   C20  C5   S1      0.02  30.0  2
 TEI  Var_02    H191  C19  C4   N3   -120.55  30.0  2
 TEI  Var_03    C16   C15  O14  C9    178.04  30.0  3
 TEI  Var_04    C17   C16  C15  O14   175.88  30.0  3
 TEI  Var_05    H171  C17  C16  C15  -178.04  30.0  3
 TEI  Var_06    H181  C18  C16  C15   -61.74  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
 TEI  plan-1  S1   0.020
 TEI  plan-1  C2   0.020
 TEI  plan-1  N3   0.020
 TEI  plan-1  C4   0.020
 TEI  plan-1  C5   0.020
 TEI  plan-1  C6   0.020
 TEI  plan-1  C19  0.020
 TEI  plan-1  C20  0.020
 TEI  plan-2  C2   0.020
 TEI  plan-2  C6   0.020
 TEI  plan-2  C7   0.020
 TEI  plan-2  C8   0.020
 TEI  plan-2  C9   0.020
 TEI  plan-2  C10  0.020
 TEI  plan-2  C11  0.020
 TEI  plan-2  C12  0.020
 TEI  plan-2  N13  0.020
 TEI  plan-2  O14  0.020
 TEI  plan-2  H7   0.020
 TEI  plan-2  H10  0.020
 TEI  plan-2  H11  0.020
 TEI  plan-3  C5   0.020
 TEI  plan-3  C20  0.020
 TEI  plan-3  O21  0.020
 TEI  plan-3  O22  0.020
 TEI  plan-3  H21  0.020

