# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 22:19:44 2020
#   Inital geometry file: a 132 line input string
#   Ligand name: (2S)-3-(1-{[2-(2-chlorophenyl)-5-methyl-1,3-oxazol-4-yl]methyl}-1H-indol-5-yl)-2-ethoxypropanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCO[C@@H](Cc1ccc2n(Cc3nc(oc3C)c4ccccc4Cl)ccc2c1)C(O)=O
#
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
 208  208  '(2S)-3-(1-{[2-(2-chlorophenyl)-5-methyl-1,3-oxazol-4-yl]methyl}-1H-indol-5-yl)-2-ethoxypropanoic acid'  ligand  53  31  .  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_208
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
 208  C30   C   CH3    0  -0.687  -4.6989  -1.5168   3.0096
 208  C28   C   CH2    0  -0.137  -5.3643  -0.8661   1.8166
 208  O25   O   O2     0  -0.480  -4.5086  -0.9609   0.7060
 208  C15   C   CH1    0  -0.018  -4.9871  -0.3213  -0.4468
 208  C13   C   C      0   0.365  -6.1727  -1.0483  -1.1267
 208  O22   O   OC    -1  -0.619  -6.8275  -0.3520  -1.9291
 208  O20   O   O      0  -0.600  -6.3467  -2.2497  -0.8581
 208  C19   C   CH2    0  -0.551  -3.8234  -0.2247  -1.4375
 208  C18   C   CR6    0   0.131  -2.6694   0.5926  -0.9254
 208  C21   C   CR16   0  -0.311  -1.6884   0.0063  -0.1003
 208  C17   C   CR16   0  -0.423  -2.5693   1.9349  -1.2478
 208  C11   C   CR56   0   0.077  -1.5025   2.6959  -0.7553
 208  C12   C   CR15   0  -0.439  -1.1057   4.0620  -0.8978
 208  C10   C   CR15   0  -0.028   0.0404   4.2116  -0.1735
 208  C8    C   CR56   0   0.345  -0.5402   2.0774   0.0704
 208  C14   C   CR16   0  -0.296  -0.6215   0.7248   0.4013
 208  N4    N   NR5    0  -0.515   0.3865   3.0253   0.4167
 208  C9    C   CH2    0  -0.437   1.5628   2.8030   1.2306
 208  C3    C   CR5    0   0.097   2.5571   1.8941   0.5861
 208  C7    C   CR5    0   0.323   3.3983   2.1410  -0.4464
 208  C26   C   CH3    0  -0.754   3.6784   3.3206  -1.2897
 208  O5    O   O      0  -0.423   4.0677   0.9888  -0.6906
 208  N2    N   N      0  -0.416   2.7112   0.5857   0.9851
 208  C1    C   CR5    0   0.480   3.6080   0.0945   0.2018
 208  C6    C   CR6    0   0.086   4.1993  -1.2384   0.1766
 208  C16   C   CR6    0  -0.104   3.5186  -2.3870   0.5922
 208  CL23  CL  CL     0  -0.108   1.8747  -2.3323   1.1249
 208  C27   C   CR16   0  -0.196   4.1300  -3.6316   0.5570
 208  C31   C   CR16   0  -0.262   5.4328  -3.7528   0.1022
 208  C29   C   CR16   0  -0.230   6.1244  -2.6276  -0.3230
 208  C24   C   CR16   0  -0.301   5.5115  -1.3884  -0.2848
 208  H301  H   HCH3   0   0.224  -5.3546  -1.4606   3.8787
 208  H302  H   HCH3   0   0.223  -4.4862  -2.5700   2.8209
 208  H303  H   HCH3   0   0.224  -3.7624  -1.0184   3.2626
 208  H281  H   HCH2   0   0.192  -6.3270  -1.3517   1.6170
 208  H282  H   HCH2   0   0.182  -5.5825   0.1878   2.0440
 208  H15   H   HCH1   0   0.186  -5.3097   0.7045  -0.2033
 208  H191  H   HCH2   0   0.236  -3.4898  -1.2370  -1.6871
 208  H192  H   HCH2   0   0.246  -4.2044   0.2163  -2.3605
 208  H21   H   HCR6   0   0.230  -1.7682  -1.0457   0.1409
 208  H17   H   HCR6   0   0.233  -3.3144   2.3968  -1.8867
 208  H12   H   HCR5   0   0.244  -1.6060   4.8336  -1.4612
 208  H10   H   HCR5   0   0.282   0.6484   5.0904  -0.0213
 208  H14   H   HCR6   0   0.262   0.1276   0.2429   1.0153
 208  H91   H   HCH2   0   0.287   2.0038   3.7777   1.4389
 208  H92   H   HCH2   0   0.285   1.2686   2.3775   2.1919
 208  H261  H   HCH3   0   0.268   3.3464   3.1679  -2.3183
 208  H262  H   HCH3   0   0.256   3.1547   4.1900  -0.8977
 208  H263  H   HCH3   0   0.268   4.7438   3.5527  -1.3123
 208  H27   H   HCR6   0   0.286   3.5822  -4.5071   0.8778
 208  H31   H   HCR6   0   0.275   5.9002  -4.7281   0.0766
 208  H29   H   HCR6   0   0.271   7.1418  -2.7126  -0.6795
 208  H24   H   HCR6   0   0.270   6.0656  -0.5167  -0.6055

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
 208  C30  C28   single    1.513  0.020  1.513
 208  C30  H301  single    0.970  0.020  1.090
 208  C30  H302  single    0.970  0.020  1.090
 208  C30  H303  single    0.970  0.020  1.090
 208  C28  O25   single    1.405  0.020  1.405
 208  C28  H281  single    0.970  0.020  1.090
 208  C28  H282  single    0.970  0.020  1.090
 208  O25  C15   single    1.402  0.020  1.402
 208  C15  C13   single    1.548  0.020  1.548
 208  C15  C19   single    1.531  0.020  1.531
 208  C15  H15   single    0.970  0.020  1.090
 208  C13  O22   deloc     1.248  0.020  1.248
 208  C13  O20   deloc     1.243  0.020  1.243
 208  C19  C18   single    1.504  0.020  1.504
 208  C19  H191  single    0.970  0.020  1.090
 208  C19  H192  single    0.970  0.020  1.090
 208  C18  C21   aromatic  1.410  0.020  1.410
 208  C18  C17   aromatic  1.384  0.020  1.384
 208  C21  C14   aromatic  1.381  0.020  1.381
 208  C21  H21   single    0.930  0.020  1.080
 208  C17  C11   aromatic  1.400  0.020  1.400
 208  C17  H17   single    0.930  0.020  1.080
 208  C11  C12   aromatic  1.430  0.020  1.430
 208  C11  C8    aromatic  1.411  0.020  1.411
 208  C12  C10   aromatic  1.364  0.020  1.364
 208  C12  H12   single    0.930  0.020  1.080
 208  C10  N4    aromatic  1.369  0.020  1.369
 208  C10  H10   single    0.930  0.020  1.080
 208  C8   C14   aromatic  1.395  0.020  1.395
 208  C8   N4    aromatic  1.370  0.020  1.370
 208  C14  H14   single    0.930  0.020  1.080
 208  N4   C9    single    1.448  0.020  1.448
 208  C9   C3    single    1.493  0.020  1.493
 208  C9   H91   single    0.970  0.020  1.090
 208  C9   H92   single    0.970  0.020  1.090
 208  C3   C7    aromatic  1.354  0.020  1.354
 208  C3   N2    aromatic  1.377  0.020  1.377
 208  C7   C26   single    1.477  0.020  1.477
 208  C7   O5    aromatic  1.355  0.020  1.355
 208  C26  H261  single    0.970  0.020  1.090
 208  C26  H262  single    0.970  0.020  1.090
 208  C26  H263  single    0.970  0.020  1.090
 208  O5   C1    aromatic  1.344  0.020  1.344
 208  N2   C1    aromatic  1.288  0.020  1.288
 208  C1   C6    single    1.458  0.020  1.458
 208  C6   C16   aromatic  1.398  0.020  1.398
 208  C6   C24   aromatic  1.399  0.020  1.399
 208  C16  CL23  single    1.729  0.020  1.729
 208  C16  C27   aromatic  1.387  0.020  1.387
 208  C27  C31   aromatic  1.385  0.020  1.385
 208  C27  H27   single    0.930  0.020  1.080
 208  C31  C29   aromatic  1.388  0.020  1.388
 208  C31  H31   single    0.930  0.020  1.080
 208  C29  C24   aromatic  1.383  0.020  1.383
 208  C29  H29   single    0.930  0.020  1.080
 208  C24  H24   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
 208  H303  C30  H302  108.30  3.000
 208  H303  C30  H301  107.93  3.000
 208  H302  C30  H301  107.76  3.000
 208  H303  C30  C28   111.35  3.000
 208  H302  C30  C28   111.38  3.000
 208  H301  C30  C28   109.99  3.000
 208  H282  C28  H281  106.73  3.000
 208  H282  C28  O25   110.42  3.000
 208  H281  C28  O25   111.15  3.000
 208  H282  C28  C30   109.65  3.000
 208  H281  C28  C30   109.82  3.000
 208  O25   C28  C30   109.04  3.000
 208  C15   O25  C28   114.27  3.000
 208  H15   C15  C19   107.85  3.000
 208  H15   C15  C13   108.05  3.000
 208  C19   C15  C13   109.11  3.000
 208  H15   C15  O25   110.04  3.000
 208  C19   C15  O25   107.54  3.000
 208  C13   C15  O25   114.09  3.000
 208  O20   C13  O22   127.20  3.000
 208  O20   C13  C15   117.78  3.000
 208  O22   C13  C15   114.98  3.000
 208  H192  C19  H191  106.70  3.000
 208  H192  C19  C18   109.64  3.000
 208  H191  C19  C18   110.26  3.000
 208  H192  C19  C15   107.89  3.000
 208  H191  C19  C15   108.71  3.000
 208  C18   C19  C15   113.39  3.000
 208  C17   C18  C21   119.30  3.000
 208  C17   C18  C19   120.21  3.000
 208  C21   C18  C19   120.48  3.000
 208  H21   C21  C14   118.80  3.000
 208  H21   C21  C18   118.92  3.000
 208  C14   C21  C18   122.28  3.000
 208  H17   C17  C11   119.94  3.000
 208  H17   C17  C18   120.03  3.000
 208  C11   C17  C18   120.03  3.000
 208  C8    C11  C12   106.73  3.000
 208  C8    C11  C17   119.17  3.000
 208  C12   C11  C17   134.10  3.000
 208  H12   C12  C10   126.07  3.000
 208  H12   C12  C11   127.37  3.000
 208  C10   C12  C11   106.56  3.000
 208  H10   C10  N4    120.15  3.000
 208  H10   C10  C12   129.60  3.000
 208  N4    C10  C12   110.25  3.000
 208  N4    C8   C14   130.57  3.000
 208  N4    C8   C11   107.81  3.000
 208  C14   C8   C11   121.62  3.000
 208  H14   C14  C8    121.75  3.000
 208  H14   C14  C21   120.63  3.000
 208  C8    C14  C21   117.61  3.000
 208  C9    N4   C8    125.84  3.000
 208  C9    N4   C10   125.49  3.000
 208  C8    N4   C10   108.63  3.000
 208  H92   C9   H91   106.82  3.000
 208  H92   C9   C3    108.80  3.000
 208  H91   C9   C3    110.94  3.000
 208  H92   C9   N4    109.63  3.000
 208  H91   C9   N4    107.39  3.000
 208  C3    C9   N4    113.07  3.000
 208  N2    C3   C7    108.95  3.000
 208  N2    C3   C9    121.87  3.000
 208  C7    C3   C9    129.16  3.000
 208  O5    C7   C26   118.86  3.000
 208  O5    C7   C3    106.81  3.000
 208  C26   C7   C3    134.32  3.000
 208  H263  C26  H262  107.92  3.000
 208  H263  C26  H261  107.90  3.000
 208  H262  C26  H261  107.75  3.000
 208  H263  C26  C7    111.53  3.000
 208  H262  C26  C7    109.95  3.000
 208  H261  C26  C7    111.63  3.000
 208  C1    O5   C7    106.09  3.000
 208  C1    N2   C3    105.32  3.000
 208  C6    C1   N2    129.90  3.000
 208  C6    C1   O5    117.25  3.000
 208  N2    C1   O5    112.83  3.000
 208  C24   C6   C16   117.81  3.000
 208  C24   C6   C1    118.95  3.000
 208  C16   C6   C1    123.24  3.000
 208  C27   C16  CL23  117.08  3.000
 208  C27   C16  C6    120.99  3.000
 208  CL23  C16  C6    121.90  3.000
 208  H27   C27  C31   120.20  3.000
 208  H27   C27  C16   119.71  3.000
 208  C31   C27  C16   120.09  3.000
 208  H31   C31  C29   120.57  3.000
 208  H31   C31  C27   119.54  3.000
 208  C29   C31  C27   119.90  3.000
 208  H29   C29  C24   119.77  3.000
 208  H29   C29  C31   120.41  3.000
 208  C24   C29  C31   119.82  3.000
 208  H24   C24  C29   119.14  3.000
 208  H24   C24  C6    119.46  3.000
 208  C29   C24  C6    121.39  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
 208  CONST_01  C8    C14  C21  C18      0.00   0.0  0
 208  CONST_02  C12   C11  C17  C18    180.00   0.0  0
 208  CONST_03  C8    C11  C17  C18      0.00   0.0  0
 208  CONST_04  C11   C17  C18  C21      0.00   0.0  0
 208  CONST_05  C11   C8   C14  C21      0.00   0.0  0
 208  CONST_06  N4    C8   C14  C21    180.00   0.0  0
 208  CONST_07  C14   C21  C18  C17      0.00   0.0  0
 208  CONST_08  C10   C12  C11  C17    180.00   0.0  0
 208  CONST_09  C14   C8   C11  C17      0.00   0.0  0
 208  CONST_10  N4    C8   C11  C17    180.00   0.0  0
 208  CONST_11  N4    C10  C12  C11      0.00   0.0  0
 208  CONST_12  C10   N4   C8   C11      0.00   0.0  0
 208  CONST_13  C14   C8   C11  C12    180.00   0.0  0
 208  CONST_14  N4    C8   C11  C12      0.00   0.0  0
 208  CONST_15  C8    N4   C10  C12      0.00   0.0  0
 208  CONST_16  C8    C11  C12  C10      0.00   0.0  0
 208  CONST_17  C14   C8   N4   C10    180.00   0.0  0
 208  CONST_18  C1    O5   C7   C3       0.00   0.0  0
 208  CONST_19  O5    C1   N2   C3       0.00   0.0  0
 208  CONST_20  C6    C1   N2   C3     180.00   0.0  0
 208  CONST_21  C1    N2   C3   C7       0.00   0.0  0
 208  CONST_22  N2    C1   O5   C7       0.00   0.0  0
 208  CONST_23  C6    C1   O5   C7     180.00   0.0  0
 208  CONST_24  N2    C3   C7   O5       0.00   0.0  0
 208  CONST_29  C27   C16  C6   C1     180.00   0.0  0
 208  CONST_30  C29   C24  C6   C1     180.00   0.0  0
 208  CONST_31  C31   C27  C16  C6       0.00   0.0  0
 208  CONST_32  C31   C29  C24  C6       0.00   0.0  0
 208  CONST_33  C29   C24  C6   C16      0.00   0.0  0
 208  CONST_34  C29   C31  C27  C16      0.00   0.0  0
 208  CONST_35  C24   C6   C16  C27      0.00   0.0  0
 208  CONST_36  C24   C29  C31  C27      0.00   0.0  0
 208  CONST_37  C14   C21  C18  C19    180.00   0.0  0
 208  CONST_38  C11   C17  C18  C19    180.00   0.0  0
 208  CONST_39  C9    N4   C8   C11    180.00   0.0  0
 208  CONST_40  C9    N4   C10  C12    180.00   0.0  0
 208  CONST_41  C9    N4   C8   C14      0.00   0.0  0
 208  CONST_42  O5    C7   C3   C9     180.00   0.0  0
 208  CONST_43  C1    N2   C3   C9     180.00   0.0  0
 208  CONST_44  N2    C3   C7   C26    180.00   0.0  0
 208  CONST_45  C1    O5   C7   C26    180.00   0.0  0
 208  CONST_46  CL23  C16  C6   C1       0.00   0.0  0
 208  CONST_47  C24   C6   C16  CL23   180.00   0.0  0
 208  CONST_48  C31   C27  C16  CL23   180.00   0.0  0
 208  CONST_49  H14   C14  C21  C18    180.00   0.0  0
 208  CONST_50  H17   C17  C18  C21    180.00   0.0  0
 208  CONST_51  H21   C21  C18  C17    180.00   0.0  0
 208  CONST_52  H12   C12  C11  C17      0.00   0.0  0
 208  CONST_53  H10   C10  C12  C11    180.00   0.0  0
 208  CONST_54  H24   C24  C6   C1       0.00   0.0  0
 208  CONST_55  H27   C27  C16  C6     180.00   0.0  0
 208  CONST_56  H29   C29  C24  C6     180.00   0.0  0
 208  CONST_57  H31   C31  C27  C16    180.00   0.0  0
 208  Var_01    C3    C9   N4   C10   -112.11  30.0  2
 208  Var_02    C7    C3   C9   N4      73.77  30.0  2
 208  Var_03    C21   C18  C19  C15     84.37  30.0  2
 208  Var_04    H261  C26  C7   C3    -111.74  30.0  2
 208  Var_05    H301  C30  C28  O25   -179.44  30.0  3
 208  Var_06    H281  C28  O25  C15     62.28  30.0  1

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
 208  chir_01  C15  O25  C13  C19  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
 208  plan-1  C9    0.020
 208  plan-1  C3    0.020
 208  plan-1  C7    0.020
 208  plan-1  C26   0.020
 208  plan-1  O5    0.020
 208  plan-1  N2    0.020
 208  plan-1  C1    0.020
 208  plan-1  C6    0.020
 208  plan-2  C1    0.020
 208  plan-2  C6    0.020
 208  plan-2  C16   0.020
 208  plan-2  CL23  0.020
 208  plan-2  C27   0.020
 208  plan-2  C31   0.020
 208  plan-2  C29   0.020
 208  plan-2  C24   0.020
 208  plan-2  H27   0.020
 208  plan-2  H31   0.020
 208  plan-2  H29   0.020
 208  plan-2  H24   0.020
 208  plan-3  C19   0.020
 208  plan-3  C18   0.020
 208  plan-3  C21   0.020
 208  plan-3  C17   0.020
 208  plan-3  C11   0.020
 208  plan-3  C12   0.020
 208  plan-3  C10   0.020
 208  plan-3  C8    0.020
 208  plan-3  C14   0.020
 208  plan-3  N4    0.020
 208  plan-3  C9    0.020
 208  plan-3  H21   0.020
 208  plan-3  H17   0.020
 208  plan-3  H12   0.020
 208  plan-3  H10   0.020
 208  plan-3  H14   0.020
 208  plan-4  C15   0.020
 208  plan-4  C13   0.020
 208  plan-4  O22   0.020
 208  plan-4  O20   0.020

