# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 09:31:26 2020
#   Inital geometry file: a 89 line input string
#   Ligand name: (5S)-5-[(1R)-1-(1H-indol-3-yl)ethyl]-2-(methylamino)-1,3-oxazol-4(5H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNC1=NC(=O)[C@@H](O1)[C@H](C)c2c[nH]c3ccccc23
#
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
 5BX  5BX  (5S)-5-[(1R)-1-(1H-indol-3-yl)ethyl]-2-(methylamino)-1,3-oxazol-4(5H)-one  ligand  34  19  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_5BX
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
 5BX  C01   C  CH3   0  -0.517   5.1266   1.0840   0.8250
 5BX  N02   N  NH1   0  -0.636   3.6872   1.2240   0.7581
 5BX  C03   C  CR5   0   0.758   2.8952   0.2241   0.4459
 5BX  N04   N  N     0  -0.535   3.2912  -0.9931   0.1582
 5BX  C05   C  CR5   0   0.413   2.1561  -1.6979  -0.0971
 5BX  O06   O  O     0  -0.457   2.0773  -2.8680  -0.4096
 5BX  C07   C  CR15  0  -0.120   0.9593  -0.7666   0.0627
 5BX  O08   O  O     0  -0.456   1.5870   0.4666   0.4232
 5BX  C09   C  CH1   0  -0.366   0.1092  -0.6119  -1.1995
 5BX  C10   C  CH3   0  -0.688   0.9313  -0.1582  -2.4017
 5BX  C11   C  CR5   0   0.047  -1.0629   0.2778  -0.9239
 5BX  C12   C  CR15  0  -0.085  -1.2347   1.5789  -1.3044
 5BX  N13   N  NR15  0  -0.691  -2.4188   2.0580  -0.8201
 5BX  C14   C  CR56  0   0.356  -3.0480   1.0787  -0.1101
 5BX  C15   C  CR16  0  -0.305  -4.2684   1.0886   0.5636
 5BX  C16   C  CR16  0  -0.284  -4.6533  -0.0746   1.2028
 5BX  C17   C  CR16  0  -0.267  -3.8475  -1.2250   1.1728
 5BX  C18   C  CR16  0  -0.379  -2.6395  -1.2310   0.5028
 5BX  C19   C  CR56  0   0.028  -2.2211  -0.0660  -0.1514
 5BX  H011  H  HCH3  0   0.265   5.5444   2.0421   1.1165
 5BX  H013  H  HCH3  0   0.252   5.4167   0.3381   1.5632
 5BX  H012  H  HCH3  0   0.253   5.5432   0.8021  -0.1408
 5BX  H021  H  HNH1  0   0.424   3.2735   2.1188   0.9684
 5BX  H071  H  HCR5  0   0.306   0.3381  -1.0910   0.9031
 5BX  H091  H  HCH1  0   0.265  -0.2646  -1.6210  -1.4082
 5BX  H103  H  HCH3  0   0.247   1.7454  -0.8507  -2.6171
 5BX  H101  H  HCH3  0   0.252   0.3019  -0.1126  -3.2895
 5BX  H102  H  HCH3  0   0.234   1.3636   0.8321  -2.2564
 5BX  H121  H  HCR5  0   0.282  -0.5972   2.2148  -1.8975
 5BX  H131  H  HNR5  0   0.409  -2.7695   2.9871  -0.9801
 5BX  H151  H  HCR6  0   0.259  -4.8922   1.9732   0.5873
 5BX  H161  H  HCR6  0   0.249  -5.5944  -0.0996   1.7370
 5BX  H171  H  HCR6  0   0.246  -4.1820  -2.1184   1.6843
 5BX  H181  H  HCR6  0   0.240  -2.0306  -2.1278   0.4835

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
 5BX  O06  C05   double    1.214  0.020  1.214
 5BX  C10  C09   single    1.525  0.020  1.525
 5BX  C05  N04   single    1.360  0.020  1.360
 5BX  C05  C07   single    1.525  0.020  1.525
 5BX  N04  C03   double    1.312  0.020  1.312
 5BX  C09  C07   single    1.530  0.020  1.530
 5BX  C09  C11   single    1.497  0.020  1.497
 5BX  C01  N02   single    1.448  0.020  1.448
 5BX  C07  O08   single    1.430  0.020  1.430
 5BX  C03  N02   single    1.313  0.020  1.313
 5BX  C03  O08   single    1.331  0.020  1.331
 5BX  C18  C17   aromatic  1.381  0.020  1.381
 5BX  C18  C19   aromatic  1.400  0.020  1.400
 5BX  C11  C19   aromatic  1.434  0.020  1.434
 5BX  C11  C12   aromatic  1.366  0.020  1.366
 5BX  C17  C16   aromatic  1.405  0.020  1.405
 5BX  C19  C14   aromatic  1.413  0.020  1.413
 5BX  C12  N13   aromatic  1.366  0.020  1.366
 5BX  C16  C15   aromatic  1.382  0.020  1.382
 5BX  C14  N13   aromatic  1.363  0.020  1.363
 5BX  C14  C15   aromatic  1.394  0.020  1.394
 5BX  C01  H011  single    0.970  0.020  1.090
 5BX  C01  H013  single    0.970  0.020  1.090
 5BX  C01  H012  single    0.970  0.020  1.090
 5BX  N02  H021  single    0.860  0.020  1.020
 5BX  C07  H071  single    0.970  0.020  1.090
 5BX  C09  H091  single    0.970  0.020  1.090
 5BX  C10  H103  single    0.970  0.020  1.090
 5BX  C10  H101  single    0.970  0.020  1.090
 5BX  C10  H102  single    0.970  0.020  1.090
 5BX  C12  H121  single    0.930  0.020  1.080
 5BX  N13  H131  single    0.860  0.020  1.020
 5BX  C15  H151  single    0.930  0.020  1.080
 5BX  C16  H161  single    0.930  0.020  1.080
 5BX  C17  H171  single    0.930  0.020  1.080
 5BX  C18  H181  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
 5BX  H012  C01  H013  108.78  3.000
 5BX  H012  C01  H011  108.64  3.000
 5BX  H013  C01  H011  108.67  3.000
 5BX  H012  C01  N02   111.37  3.000
 5BX  H013  C01  N02   111.25  3.000
 5BX  H011  C01  N02   108.05  3.000
 5BX  H021  N02  C03   118.55  3.000
 5BX  H021  N02  C01   118.97  3.000
 5BX  C03   N02  C01   122.48  3.000
 5BX  O08   C03  N04   117.52  3.000
 5BX  O08   C03  N02   117.27  3.000
 5BX  N04   C03  N02   125.20  3.000
 5BX  C05   N04  C03   105.66  3.000
 5BX  C07   C05  O06   124.39  3.000
 5BX  C07   C05  N04   108.60  3.000
 5BX  O06   C05  N04   127.01  3.000
 5BX  H071  C07  C09   110.38  3.000
 5BX  H071  C07  O08   108.13  3.000
 5BX  C09   C07  O08   111.39  3.000
 5BX  H071  C07  C05   110.18  3.000
 5BX  O08   C07  C05   102.04  3.000
 5BX  C09   C07  C05   114.30  3.000
 5BX  C07   O08  C03   106.18  3.000
 5BX  H091  C09  C11   108.37  3.000
 5BX  H091  C09  C10   107.91  3.000
 5BX  C11   C09  C10   112.97  3.000
 5BX  H091  C09  C07   104.69  3.000
 5BX  C11   C09  C07   110.08  3.000
 5BX  C10   C09  C07   112.39  3.000
 5BX  H102  C10  H101  107.44  3.000
 5BX  H102  C10  H103  107.89  3.000
 5BX  H101  C10  H103  107.28  3.000
 5BX  H102  C10  C09   112.26  3.000
 5BX  H101  C10  C09   110.08  3.000
 5BX  H103  C10  C09   111.67  3.000
 5BX  C19   C11  C12   106.07  3.000
 5BX  C12   C11  C09   127.81  3.000
 5BX  C19   C11  C09   126.09  3.000
 5BX  H121  C12  N13   120.04  3.000
 5BX  H121  C12  C11   129.82  3.000
 5BX  N13   C12  C11   110.13  3.000
 5BX  H131  N13  C14   125.83  3.000
 5BX  H131  N13  C12   124.73  3.000
 5BX  C14   N13  C12   109.43  3.000
 5BX  C19   C14  C15   122.16  3.000
 5BX  C15   C14  N13   130.58  3.000
 5BX  C19   C14  N13   107.26  3.000
 5BX  H151  C15  C16   121.14  3.000
 5BX  H151  C15  C14   121.38  3.000
 5BX  C16   C15  C14   117.48  3.000
 5BX  H161  C16  C17   119.36  3.000
 5BX  H161  C16  C15   119.33  3.000
 5BX  C17   C16  C15   121.31  3.000
 5BX  H171  C17  C18   119.73  3.000
 5BX  H171  C17  C16   119.25  3.000
 5BX  C18   C17  C16   121.03  3.000
 5BX  H181  C18  C19   120.81  3.000
 5BX  H181  C18  C17   120.23  3.000
 5BX  C19   C18  C17   118.97  3.000
 5BX  C18   C19  C14   119.06  3.000
 5BX  C14   C19  C11   107.11  3.000
 5BX  C18   C19  C11   133.83  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
 5BX  CONST_01  C17   C18  C19  C11   180.00   0.0  0
 5BX  CONST_02  N13   C14  C19  C11     0.00   0.0  0
 5BX  CONST_03  C15   C14  C19  C11   180.00   0.0  0
 5BX  CONST_04  C14   N13  C12  C11     0.00   0.0  0
 5BX  CONST_05  C18   C19  C11  C12   180.00   0.0  0
 5BX  CONST_06  C14   C19  C11  C12     0.00   0.0  0
 5BX  CONST_07  C19   C14  N13  C12     0.00   0.0  0
 5BX  CONST_08  C15   C14  N13  C12   180.00   0.0  0
 5BX  CONST_09  C19   C11  C12  N13     0.00   0.0  0
 5BX  CONST_10  C18   C19  C14  N13   180.00   0.0  0
 5BX  CONST_11  C16   C15  C14  N13   180.00   0.0  0
 5BX  CONST_12  C17   C18  C19  C14     0.00   0.0  0
 5BX  CONST_13  C17   C16  C15  C14     0.00   0.0  0
 5BX  CONST_14  C18   C17  C16  C15     0.00   0.0  0
 5BX  CONST_15  C18   C19  C14  C15     0.00   0.0  0
 5BX  CONST_16  C19   C18  C17  C16     0.00   0.0  0
 5BX  CONST_17  C19   C14  C15  C16     0.00   0.0  0
 5BX  CONST_18  O08   C03  N04  C05     0.00   0.0  0
 5BX  CONST_19  C18   C19  C11  C09     0.00   0.0  0
 5BX  CONST_20  C14   C19  C11  C09   180.00   0.0  0
 5BX  CONST_21  N13   C12  C11  C09   180.00   0.0  0
 5BX  CONST_22  C05   N04  C03  N02   180.00   0.0  0
 5BX  CONST_23  H181  C18  C19  C11     0.00   0.0  0
 5BX  CONST_24  H131  N13  C12  C11   180.00   0.0  0
 5BX  CONST_25  H151  C15  C14  N13     0.00   0.0  0
 5BX  CONST_26  H121  C12  N13  C14   180.00   0.0  0
 5BX  CONST_27  H161  C16  C15  C14   180.00   0.0  0
 5BX  CONST_28  H171  C17  C16  C15   180.00   0.0  0
 5BX  CONST_29  N04   C03  N02  C01     0.00   0.0  0
 5BX  CONST_30  O08   C03  N02  C01   180.00   0.0  0
 5BX  CONST_31  H021  N02  C03  N04   180.00   0.0  0
 5BX  Var_01    C07   C05  N04  C03     0.09  30.0  1
 5BX  Var_02    H011  C01  N02  C03  -179.10  30.0  3

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
 5BX  chir_01  C07  C05  C09  O08  positiv
 5BX  chir_02  C09  C11  C07  C10  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
 5BX  plan-1  C09   0.020
 5BX  plan-1  C11   0.020
 5BX  plan-1  C12   0.020
 5BX  plan-1  N13   0.020
 5BX  plan-1  C14   0.020
 5BX  plan-1  C15   0.020
 5BX  plan-1  C16   0.020
 5BX  plan-1  C17   0.020
 5BX  plan-1  C18   0.020
 5BX  plan-1  C19   0.020
 5BX  plan-1  H121  0.020
 5BX  plan-1  H131  0.020
 5BX  plan-1  H151  0.020
 5BX  plan-1  H161  0.020
 5BX  plan-1  H171  0.020
 5BX  plan-1  H181  0.020
 5BX  plan-2  C01   0.020
 5BX  plan-2  N02   0.020
 5BX  plan-2  C03   0.020
 5BX  plan-2  N04   0.020
 5BX  plan-2  C05   0.020
 5BX  plan-2  O08   0.020
 5BX  plan-2  H021  0.020
 5BX  plan-3  N04   0.020
 5BX  plan-3  C05   0.020
 5BX  plan-3  O06   0.020
 5BX  plan-3  C07   0.020

