# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 20 21:33:18 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: (2R)-2-[(R)-carboxy{[(2Z)-2-furan-2-yl-2-(methoxyimino)acetyl]amino}methyl]-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CO\N=C(C(=O)N[C@@H]([C@@H]1NC(=C(C)CS1)C(O)=O)C(O)=O)\c2occc2
#
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
 CES  CES  '(2R)-2-[(R)-carboxy{[(2Z)-2-furan-2-yl-2-(methoxyimino)acetyl]amino}methyl]-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid'  ligand  41  26  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_CES
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
 CES  C14   C  CR5    0   0.358  118.0234  62.8020  70.9417
 CES  O15   O  O      0  -0.408  118.6357  63.8236  70.3043
 CES  C16   C  CR15   0   0.002  117.9650  64.0420  69.1577
 CES  C17   C  CR15   0  -0.338  116.9279  63.1780  69.0422
 CES  C19   C  CR15   0  -0.389  116.9610  62.3645  70.2103
 CES  N16   N  N      0  -0.118  119.4919  63.0100  72.7622
 CES  C13   C  C      0   0.008  118.5388  62.3629  72.2185
 CES  O4A   O  OC    -1  -0.590  115.4538  63.7346  73.5461
 CES  O4B   O  O      0  -0.573  115.7820  65.2222  75.1710
 CES  C8    C  C      0   0.443  114.6043  60.0990  72.9081
 CES  C3    C  C      0   0.072  116.8147  62.8450  76.6533
 CES  C2    C  CH2    0  -0.625  116.8630  61.5710  77.4343
 CES  S1    S  S2     0  -0.026  117.0481  60.1614  76.2866
 CES  C6    C  CH1    0  -0.194  115.5609  60.4704  75.2769
 CES  N5    N  NH1    0  -0.647  115.0213  61.8026  75.5389
 CES  C4    C  C      0   0.100  115.8694  62.9074  75.7022
 CES  C7    C  CH1    0  -0.249  115.8821  60.2236  73.7952
 CES  N10   N  NH1    0  -0.610  116.7231  61.2702  73.2790
 CES  C11   C  C      0   0.473  117.9356  61.0925  72.7812
 CES  O12   O  O      0  -0.497  118.5529  60.0385  72.6970
 CES  H16   H  HCR5   0   0.283  118.3344  64.8329  68.5253
 CES  H17   H  HCR5   0   0.268  116.2243  63.1260  68.2278
 CES  H19   H  HCR5   0   0.292  116.2784  61.5744  70.4870
 CES  H183  H  HCH3   0   0.237  121.1589  62.7793  75.4651
 CES  H182  H  HCH3   0   0.225  121.7600  63.3611  73.8991
 CES  H181  H  HCH3   0   0.219  120.5101  64.2783  74.7739
 CES  H3'3  H  HCH3   0   0.237  117.9305  64.6386  76.1749
 CES  H3'2  H  HCH3   0   0.223  117.8679  64.2502  77.8929
 CES  H3'1  H  HCH3   0   0.226  118.8851  63.3067  76.8237
 CES  H21   H  HCH2   0   0.277  117.7189  61.5309  78.1083
 CES  H22   H  HCH2   0   0.271  115.9595  61.4212  78.0303
 CES  H6    H  HCH1   0   0.263  114.8004  59.7495  75.5745
 CES  HN5   H  HNH1   0   0.361  114.2689  61.9740  74.8865
 CES  H7    H  HCH1   0   0.261  116.4165  59.2730  73.7043
 CES  H10   H  HNH1   0   0.439  116.3063  62.2150  73.2686
 CES  O17   O  O2     0  -0.380  119.8758  62.4749  73.9492
 CES  O9    O  O      0  -0.584  114.8040  60.0630  71.6811
 CES  O9A   O  OC    -1  -0.590  113.5074  60.0232  73.4922
 CES  C3'   C  CH3    0  -0.726  117.9222  63.8204  76.8885
 CES  C18   C  CH3    0  -0.389  120.8789  63.2774  74.5394
 CES  C4'   C  C      0   0.394  115.6906  64.0646  74.7379

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
 CES  C14  O15   aromatic  1.351  0.020  1.351
 CES  C14  C19   aromatic  1.362  0.020  1.362
 CES  C14  C13   single    1.445  0.020  1.445
 CES  O15  C16   aromatic  1.346  0.020  1.346
 CES  C16  C17   aromatic  1.355  0.020  1.355
 CES  C16  H16   single    0.930  0.020  1.080
 CES  C17  C19   aromatic  1.424  0.020  1.424
 CES  C17  H17   single    0.930  0.020  1.080
 CES  C19  H19   single    0.930  0.020  1.080
 CES  C18  O17   single    1.414  0.020  1.414
 CES  C18  H183  single    0.970  0.020  1.090
 CES  C18  H182  single    0.970  0.020  1.090
 CES  C18  H181  single    0.970  0.020  1.090
 CES  O17  N16   single    1.358  0.020  1.358
 CES  N16  C13   double    1.274  0.020  1.274
 CES  C13  C11   single    1.515  0.020  1.515
 CES  C4'  O4A   deloc     1.259  0.020  1.259
 CES  C4'  O4B   deloc     1.239  0.020  1.239
 CES  C4'  C4    single    1.517  0.020  1.517
 CES  O9   C8    deloc     1.244  0.020  1.244
 CES  C8   C7    single    1.561  0.020  1.561
 CES  C8   O9A   deloc     1.245  0.020  1.245
 CES  C3'  C3    single    1.494  0.020  1.494
 CES  C3'  H3'3  single    0.970  0.020  1.090
 CES  C3'  H3'2  single    0.970  0.020  1.090
 CES  C3'  H3'1  single    0.970  0.020  1.090
 CES  C3   C2    single    1.495  0.020  1.495
 CES  C3   C4    double    1.342  0.020  1.342
 CES  C2   S1    single    1.827  0.020  1.827
 CES  C2   H21   single    0.970  0.020  1.090
 CES  C2   H22   single    0.970  0.020  1.090
 CES  S1   C6    single    1.824  0.020  1.824
 CES  C6   N5    single    1.461  0.020  1.461
 CES  C6   C7    single    1.536  0.020  1.536
 CES  C6   H6    single    0.970  0.020  1.090
 CES  N5   C4    single    1.402  0.020  1.402
 CES  N5   HN5   single    0.890  0.020  1.040
 CES  C7   N10   single    1.438  0.020  1.438
 CES  C7   H7    single    0.970  0.020  1.090
 CES  N10  C11   single    1.323  0.020  1.323
 CES  N10  H10   single    0.860  0.020  1.020
 CES  C11  O12   double    1.224  0.020  1.224

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
 CES  C13   C14  C19   130.92  3.000
 CES  C13   C14  O15   119.01  3.000
 CES  C19   C14  O15   110.06  3.000
 CES  C16   O15  C14   107.39  3.000
 CES  H16   C16  C17   132.86  3.000
 CES  H16   C16  O15   116.62  3.000
 CES  C17   C16  O15   110.52  3.000
 CES  H17   C17  C19   127.42  3.000
 CES  H17   C17  C16   126.52  3.000
 CES  C19   C17  C16   106.06  3.000
 CES  H19   C19  C17   127.84  3.000
 CES  H19   C19  C14   126.18  3.000
 CES  C17   C19  C14   105.97  3.000
 CES  C13   N16  O17   112.62  3.000
 CES  C11   C13  N16   124.44  3.000
 CES  C11   C13  C14   116.17  3.000
 CES  N16   C13  C14   119.31  3.000
 CES  O9A   C8   C7    117.35  3.000
 CES  O9A   C8   O9    127.06  3.000
 CES  C7    C8   O9    115.57  3.000
 CES  C4    C3   C2    115.62  3.000
 CES  C4    C3   C3'   127.09  3.000
 CES  C2    C3   C3'   116.75  3.000
 CES  H22   C2   H21   107.87  3.000
 CES  H22   C2   S1    108.70  3.000
 CES  H21   C2   S1    106.29  3.000
 CES  H22   C2   C3    112.03  3.000
 CES  H21   C2   C3    112.31  3.000
 CES  S1    C2   C3    109.42  3.000
 CES  C6    S1   C2     97.73  3.000
 CES  H6    C6   C7    107.65  3.000
 CES  H6    C6   N5    107.26  3.000
 CES  C7    C6   N5    113.38  3.000
 CES  H6    C6   S1    107.81  3.000
 CES  C7    C6   S1    109.65  3.000
 CES  N5    C6   S1    110.87  3.000
 CES  HN5   N5   C4    113.07  3.000
 CES  HN5   N5   C6    108.28  3.000
 CES  C4    N5   C6    121.06  3.000
 CES  N5    C4   C3    118.15  3.000
 CES  N5    C4   C4'   117.11  3.000
 CES  C3    C4   C4'   124.67  3.000
 CES  H7    C7   N10   108.47  3.000
 CES  H7    C7   C6    108.77  3.000
 CES  N10   C7   C6    110.58  3.000
 CES  H7    C7   C8    106.46  3.000
 CES  N10   C7   C8    109.44  3.000
 CES  C6    C7   C8    112.95  3.000
 CES  H10   N10  C11   119.28  3.000
 CES  H10   N10  C7    115.68  3.000
 CES  C11   N10  C7    124.97  3.000
 CES  O12   C11  N10   127.14  3.000
 CES  O12   C11  C13   119.72  3.000
 CES  N10   C11  C13   113.09  3.000
 CES  N16   O17  C18   109.99  3.000
 CES  H3'1  C3'  H3'2  106.43  3.000
 CES  H3'1  C3'  H3'3  107.97  3.000
 CES  H3'2  C3'  H3'3  107.93  3.000
 CES  H3'1  C3'  C3    109.67  3.000
 CES  H3'2  C3'  C3    111.35  3.000
 CES  H3'3  C3'  C3    113.21  3.000
 CES  H181  C18  H182  109.15  3.000
 CES  H181  C18  H183  108.90  3.000
 CES  H182  C18  H183  109.04  3.000
 CES  H181  C18  O17   111.73  3.000
 CES  H182  C18  O17   111.78  3.000
 CES  H183  C18  O17   106.14  3.000
 CES  C4    C4'  O4B   118.80  3.000
 CES  C4    C4'  O4A   115.08  3.000
 CES  O4B   C4'  O4A   126.12  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
 CES  CONST_01  C17   C16  O15  C14     0.00   0.0  0
 CES  CONST_02  C16   C17  C19  C14     0.00   0.0  0
 CES  CONST_03  C17   C19  C14  O15     0.00   0.0  0
 CES  CONST_04  C19   C17  C16  O15     0.00   0.0  0
 CES  CONST_05  C19   C14  O15  C16     0.00   0.0  0
 CES  CONST_06  C13   C14  O15  C16   180.00   0.0  0
 CES  CONST_07  C13   C14  C19  C17   180.00   0.0  0
 CES  CONST_08  H16   C16  O15  C14   180.00   0.0  0
 CES  CONST_09  H17   C17  C19  C14   180.00   0.0  0
 CES  CONST_10  H19   C19  C14  O15   180.00   0.0  0
 CES  CONST_11  C7    N10  C11  C13   180.00   0.0  0
 CES  CONST_12  O12   C11  N10  C7      0.00   0.0  0
 CES  CONST_13  H10   N10  C11  C13     0.00   0.0  0
 CES  Var_01    C6    N5   C4   C3    -56.33  30.0  1
 CES  Var_02    N5    C4   C3   C2      0.65  30.0  1
 CES  Var_03    C4    C3   C2   S1     55.50  30.0  1
 CES  Var_04    H21   C2   S1   C6   -178.82  30.0  1
 CES  Var_05    N16   C13  C14  O15     5.27  30.0  2
 CES  Var_06    C3    C4   C4'  O4A   137.56  30.0  2
 CES  Var_07    H3'3  C3'  C3   C2    169.85  30.0  3
 CES  Var_08    N10   C11  C13  C14   -75.40  30.0  2
 CES  Var_09    H183  C18  O17  N16  -178.38  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
 CES  chir_01  C6  S1   N5  C7  negativ
 CES  chir_02  C7  N10  C6  C8  negativ

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
 CES  plan-1  C14  0.020
 CES  plan-1  O15  0.020
 CES  plan-1  C16  0.020
 CES  plan-1  C17  0.020
 CES  plan-1  C19  0.020
 CES  plan-1  C13  0.020
 CES  plan-1  H16  0.020
 CES  plan-1  H17  0.020
 CES  plan-1  H19  0.020
 CES  plan-2  C13  0.020
 CES  plan-2  C7   0.020
 CES  plan-2  N10  0.020
 CES  plan-2  C11  0.020
 CES  plan-2  O12  0.020
 CES  plan-2  H10  0.020
 CES  plan-3  C6   0.020
 CES  plan-3  N5   0.020
 CES  plan-3  C4   0.020
 CES  plan-3  HN5  0.020
 CES  plan-4  C8   0.020
 CES  plan-4  C7   0.020
 CES  plan-4  O9   0.020
 CES  plan-4  O9A  0.020
 CES  plan-5  O4A  0.020
 CES  plan-5  O4B  0.020
 CES  plan-5  C4   0.020
 CES  plan-5  C4'  0.020
 CES  plan-6  C14  0.020
 CES  plan-6  N16  0.020
 CES  plan-6  C13  0.020
 CES  plan-6  C11  0.020
 CES  plan-6  O17  0.020

