# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 09:22:21 2020
#   Inital geometry file: a 99 line input string
#   Ligand name: (1R,2R,3S,5S)-8-methyl-3-[(phenylcarbonyl)oxy]-8-azabicyclo[3.2.1]octane-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1[C@H]2CC[C@@H]1[C@H]([C@H](C2)OC(=O)c3ccccc3)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
 BCG  BCG  '(1R,2R,3S,5S)-8-methyl-3-[(phenylcarbonyl)oxy]-8-azabicyclo[3.2.1]octane-2-carboxylic acid'  ligand  40  21  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BCG
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
 BCG  C1    C  CH1   0  -0.136  -0.0736  -0.8854   2.9477
 BCG  C2    C  CH1   0  -0.395  -0.4453  -0.9995   1.4555
 BCG  C3    C  CH1   0   0.050   0.6127  -0.2653   0.6342
 BCG  C4    C  CH2   0  -0.445   0.9612   1.1095   1.1948
 BCG  C5    C  CH1   0  -0.133   1.1381   1.0175   2.7109
 BCG  C6    C  CH2   0  -0.476   2.1972  -0.0397   3.1001
 BCG  C7    C  CH2   0  -0.477   1.3769  -1.3389   3.2296
 BCG  C9    C  CR6   0  -0.095   0.4112  -0.0176  -3.0363
 BCG  C10   C  CR16  0  -0.271  -0.9682   0.1236  -3.1870
 BCG  C11   C  CR16  0  -0.241  -1.5170   0.2501  -4.4541
 BCG  C12   C  CR16  0  -0.243  -0.6978   0.2355  -5.5756
 BCG  C13   C  CR16  0  -0.242   0.6766   0.0949  -5.4289
 BCG  C14   C  CR16  0  -0.257   1.2295  -0.0290  -4.1646
 BCG  C15   C  C     0   0.577  -1.8826  -0.5453   1.3176
 BCG  N1    N  NT    0  -0.394  -0.1151   0.5308   3.2898
 BCG  O1    O  O2    0  -0.473   0.1623  -0.1946  -0.7232
 BCG  O2    O  O     0  -0.447   2.2471  -0.1941  -1.5356
 BCG  O3    O  OH1   0  -0.573  -2.0602   0.6061   0.6941
 BCG  O4    O  O     0  -0.460  -2.7990  -1.1951   1.7623
 BCG  H1    H  HCH1  0   0.264  -0.7992  -1.4486   3.5359
 BCG  H2    H  HCH1  0   0.301  -0.4324  -2.0582   1.1765
 BCG  H3    H  HCH1  0   0.267   1.5110  -0.8877   0.6604
 BCG  H41   H  HCH2  0   0.249   0.1758   1.8312   0.9693
 BCG  H42   H  HCH2  0   0.246   1.8845   1.4710   0.7375
 BCG  H5    H  HCH1  0   0.249   1.3758   2.0082   3.1019
 BCG  H61   H  HCH2  0   0.245   2.9961  -0.1131   2.3605
 BCG  H62   H  HCH2  0   0.250   2.6685   0.2219   4.0479
 BCG  H71   H  HCH2  0   0.250   1.7076  -2.1249   2.5486
 BCG  H72   H  HCH2  0   0.255   1.4458  -1.7505   4.2366
 BCG  H10   H  HCR6  0   0.266  -1.6186   0.1434  -2.3235
 BCG  H11   H  HCR6  0   0.266  -2.5874   0.3603  -4.5657
 BCG  H12   H  HCR6  0   0.267  -1.1295   0.3358  -6.5629
 BCG  H13   H  HCR6  0   0.265   1.3187   0.0826  -6.2994
 BCG  H14   H  HCR6  0   0.263   2.3005  -0.1341  -4.0544
 BCG  H161  H  HCH3  0   0.204   0.6079   0.3408   5.3131
 BCG  H162  H  HCH3  0   0.237  -0.2372   1.8388   4.9092
 BCG  H163  H  HCH3  0   0.236  -1.1453   0.3425   5.0929
 BCG  HO3   H  HOH1  0   0.478  -3.0050   0.8222   0.6718
 BCG  C8    C  C     0   0.606   1.0518  -0.1443  -1.7020
 BCG  C16   C  CH3   0  -0.530  -0.2127   0.7656   4.7181

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
 BCG  C1   C2    single    1.542  0.020  1.542
 BCG  C1   C7    single    1.546  0.020  1.546
 BCG  C1   N1    single    1.458  0.020  1.458
 BCG  C1   H1    single    0.970  0.020  1.090
 BCG  C2   C3    single    1.527  0.020  1.527
 BCG  C2   C15   single    1.514  0.020  1.514
 BCG  C2   H2    single    0.970  0.020  1.090
 BCG  C3   C4    single    1.525  0.020  1.525
 BCG  C3   O1    single    1.432  0.020  1.432
 BCG  C3   H3    single    0.970  0.020  1.090
 BCG  C4   C5    single    1.529  0.020  1.529
 BCG  C4   H41   single    0.970  0.020  1.090
 BCG  C4   H42   single    0.970  0.020  1.090
 BCG  C5   C6    single    1.546  0.020  1.546
 BCG  C5   N1    single    1.464  0.020  1.464
 BCG  C5   H5    single    0.970  0.020  1.090
 BCG  C6   C7    single    1.542  0.020  1.542
 BCG  C6   H61   single    0.970  0.020  1.090
 BCG  C6   H62   single    0.970  0.020  1.090
 BCG  C7   H71   single    0.970  0.020  1.090
 BCG  C7   H72   single    0.970  0.020  1.090
 BCG  C8   C9    single    1.486  0.020  1.486
 BCG  C8   O1    single    1.324  0.020  1.324
 BCG  C8   O2    double    1.208  0.020  1.208
 BCG  C9   C10   aromatic  1.395  0.020  1.395
 BCG  C9   C14   aromatic  1.394  0.020  1.394
 BCG  C10  C11   aromatic  1.387  0.020  1.387
 BCG  C10  H10   single    0.930  0.020  1.080
 BCG  C11  C12   aromatic  1.389  0.020  1.389
 BCG  C11  H11   single    0.930  0.020  1.080
 BCG  C12  C13   aromatic  1.389  0.020  1.389
 BCG  C12  H12   single    0.930  0.020  1.080
 BCG  C13  C14   aromatic  1.385  0.020  1.385
 BCG  C13  H13   single    0.930  0.020  1.080
 BCG  C14  H14   single    0.930  0.020  1.080
 BCG  C15  O3    single    1.321  0.020  1.321
 BCG  C15  O4    double    1.208  0.020  1.208
 BCG  C16  N1    single    1.451  0.020  1.451
 BCG  C16  H161  single    0.970  0.020  1.090
 BCG  C16  H162  single    0.970  0.020  1.090
 BCG  C16  H163  single    0.970  0.020  1.090
 BCG  O3   HO3   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
 BCG  H1    C1   N1    110.87  3.000
 BCG  H1    C1   C7    111.99  3.000
 BCG  N1    C1   C7    105.60  3.000
 BCG  H1    C1   C2    108.86  3.000
 BCG  N1    C1   C2    106.99  3.000
 BCG  C7    C1   C2    112.39  3.000
 BCG  H2    C2   C15   106.15  3.000
 BCG  H2    C2   C3    108.64  3.000
 BCG  C15   C2   C3    117.68  3.000
 BCG  H2    C2   C1    108.38  3.000
 BCG  C15   C2   C1    107.15  3.000
 BCG  C3    C2   C1    108.53  3.000
 BCG  H3    C3   O1    108.01  3.000
 BCG  H3    C3   C4    108.46  3.000
 BCG  O1    C3   C4    112.07  3.000
 BCG  H3    C3   C2    106.42  3.000
 BCG  O1    C3   C2    108.40  3.000
 BCG  C4    C3   C2    113.21  3.000
 BCG  H42   C4   H41   107.66  3.000
 BCG  H42   C4   C5    109.71  3.000
 BCG  H41   C4   C5    109.16  3.000
 BCG  H42   C4   C3    109.74  3.000
 BCG  H41   C4   C3    110.86  3.000
 BCG  C5    C4   C3    109.67  3.000
 BCG  H5    C5   N1    110.28  3.000
 BCG  H5    C5   C6    112.42  3.000
 BCG  N1    C5   C6    105.04  3.000
 BCG  H5    C5   C4    109.02  3.000
 BCG  N1    C5   C4    108.25  3.000
 BCG  C6    C5   C4    111.71  3.000
 BCG  H62   C6   H61   106.79  3.000
 BCG  H62   C6   C7    111.05  3.000
 BCG  H61   C6   C7    112.93  3.000
 BCG  H62   C6   C5    110.54  3.000
 BCG  H61   C6   C5    112.14  3.000
 BCG  C7    C6   C5    103.47  3.000
 BCG  H72   C7   H71   106.58  3.000
 BCG  H72   C7   C6    111.23  3.000
 BCG  H71   C7   C6    113.16  3.000
 BCG  H72   C7   C1    109.79  3.000
 BCG  H71   C7   C1    112.45  3.000
 BCG  C6    C7   C1    103.69  3.000
 BCG  C14   C9   C10   119.60  3.000
 BCG  C14   C9   C8    118.24  3.000
 BCG  C10   C9   C8    122.15  3.000
 BCG  H10   C10  C11   119.34  3.000
 BCG  H10   C10  C9    120.70  3.000
 BCG  C11   C10  C9    119.96  3.000
 BCG  H11   C11  C12   120.09  3.000
 BCG  H11   C11  C10   119.68  3.000
 BCG  C12   C11  C10   120.23  3.000
 BCG  H12   C12  C13   120.02  3.000
 BCG  H12   C12  C11   120.02  3.000
 BCG  C13   C12  C11   119.95  3.000
 BCG  H13   C13  C14   119.76  3.000
 BCG  H13   C13  C12   120.22  3.000
 BCG  C14   C13  C12   120.01  3.000
 BCG  H14   C14  C13   119.79  3.000
 BCG  H14   C14  C9    119.97  3.000
 BCG  C13   C14  C9    120.24  3.000
 BCG  O4    C15  O3    122.71  3.000
 BCG  O4    C15  C2    121.69  3.000
 BCG  O3    C15  C2    115.60  3.000
 BCG  C16   N1   C5    113.16  3.000
 BCG  C16   N1   C1    112.97  3.000
 BCG  C5    N1   C1    101.88  3.000
 BCG  C8    O1   C3    119.44  3.000
 BCG  HO3   O3   C15   109.63  3.000
 BCG  O2    C8   O1    124.17  3.000
 BCG  O2    C8   C9    123.65  3.000
 BCG  O1    C8   C9    112.19  3.000
 BCG  H163  C16  H162  107.60  3.000
 BCG  H163  C16  H161  107.61  3.000
 BCG  H162  C16  H161  107.60  3.000
 BCG  H163  C16  N1    109.46  3.000
 BCG  H162  C16  N1    109.47  3.000
 BCG  H161  C16  N1    114.85  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
 BCG  CONST_01  C12   C11  C10  C9      0.00   0.0  0
 BCG  CONST_02  C12   C13  C14  C9      0.00   0.0  0
 BCG  CONST_03  C13   C14  C9   C10     0.00   0.0  0
 BCG  CONST_04  C13   C12  C11  C10     0.00   0.0  0
 BCG  CONST_05  C14   C9   C10  C11     0.00   0.0  0
 BCG  CONST_06  C14   C13  C12  C11     0.00   0.0  0
 BCG  CONST_07  C11   C10  C9   C8    180.00   0.0  0
 BCG  CONST_08  C13   C14  C9   C8    180.00   0.0  0
 BCG  CONST_09  H11   C11  C10  C9    180.00   0.0  0
 BCG  CONST_10  H13   C13  C14  C9    180.00   0.0  0
 BCG  CONST_11  H14   C14  C9   C10   180.00   0.0  0
 BCG  CONST_12  H12   C12  C11  C10   180.00   0.0  0
 BCG  CONST_13  H10   C10  C11  C12   180.00   0.0  0
 BCG  CONST_14  HO3   O3   C15  C2    180.00   0.0  0
 BCG  Var_01    C5    C6   C7   C1     -1.81  30.0  3
 BCG  Var_02    C9    C8   O1   C3   -177.62  30.0  2
 BCG  Var_03    O1    C8   C9   C10     4.15  30.0  2
 BCG  Var_04    H161  C16  N1   C1     58.73  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
 BCG  chir_01  C1  C2  C7  N1   negativ
 BCG  chir_02  C2  C1  C3  C15  positiv
 BCG  chir_03  C3  O1  C4  C2   negativ
 BCG  chir_04  C5  N1  C4  C6   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
 BCG  plan-1  C9   0.020
 BCG  plan-1  C10  0.020
 BCG  plan-1  C11  0.020
 BCG  plan-1  C12  0.020
 BCG  plan-1  C13  0.020
 BCG  plan-1  C14  0.020
 BCG  plan-1  H10  0.020
 BCG  plan-1  H11  0.020
 BCG  plan-1  H12  0.020
 BCG  plan-1  H13  0.020
 BCG  plan-1  H14  0.020
 BCG  plan-1  C8   0.020
 BCG  plan-2  C2   0.020
 BCG  plan-2  C15  0.020
 BCG  plan-2  O3   0.020
 BCG  plan-2  O4   0.020
 BCG  plan-2  HO3  0.020
 BCG  plan-3  C9   0.020
 BCG  plan-3  O1   0.020
 BCG  plan-3  O2   0.020
 BCG  plan-3  C8   0.020

