# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 23:06:52 2020
#   Inital geometry file: a 115 line input string
#   Ligand name: N-[(naphthalen-1-ylcarbonyl)carbamoyl]-beta-D-glucopyranosylamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC[C@H]1O[C@@H](NC(=O)NC(=O)c2cccc3ccccc23)[C@H](O)[C@@H](O)[C@@H]1O
#
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
 CAW  CAW  N-[(naphthalen-1-ylcarbonyl)carbamoyl]-beta-D-glucopyranosylamine  ligand  47  27  .  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_CAW
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
 CAW  C9    C  CR16  0  -0.276  -3.2735   0.3583  -1.8547
 CAW  C14   C  CR16  0  -0.251  -4.3640  -0.0566  -2.6412
 CAW  C13   C  CR16  0  -0.305  -5.5492  -0.3777  -2.0440
 CAW  C12   C  CR66  0   0.105  -5.6961  -0.3027  -0.6390
 CAW  C18   C  CR16  0  -0.306  -6.9157  -0.6656  -0.0214
 CAW  C17   C  CR16  0  -0.256  -7.0548  -0.6125   1.3371
 CAW  C16   C  CR16  0  -0.246  -5.9725  -0.1951   2.1361
 CAW  C15   C  CR16  0  -0.328  -4.7813   0.1693   1.5686
 CAW  C11   C  CR66  0   0.130  -4.6063   0.1328   0.1632
 CAW  C10   C  CR6   0  -0.103  -3.3840   0.4663  -0.4901
 CAW  C8    C  C     0   0.503  -2.2251   1.0179   0.2766
 CAW  O8    O  O     0  -0.415  -2.3378   1.9372   1.0537
 CAW  N2    N  NH1   0  -0.740  -1.0396   0.3822  -0.0080
 CAW  C7    C  C     0   0.768   0.2262   0.7528   0.4430
 CAW  O7    O  O     0  -0.471   0.4493   1.7802   1.0426
 CAW  N1    N  NH1   0  -0.732   1.1689  -0.1794   0.1423
 CAW  C1    C  CH1   0   0.206   2.5570   0.0197   0.3917
 CAW  O5    O  O2    0  -0.488   3.1651   0.4712  -0.7955
 CAW  C5    C  CH1   0  -0.015   4.5373   0.7770  -0.6501
 CAW  C6    C  CH2   0  -0.156   5.0262   1.3335  -1.9705
 CAW  O6    O  OH1   0  -0.670   4.3321   2.5276  -2.2426
 CAW  C4    C  CH1   0   0.036   5.3061  -0.4808  -0.2406
 CAW  O4    O  OH1   0  -0.672   6.6537  -0.1302  -0.0528
 CAW  C3    C  CH1   0  -0.006   4.7000  -1.0559   1.0340
 CAW  O3    O  OH1   0  -0.672   5.3896  -2.2459   1.3294
 CAW  C2    C  CH1   0  -0.028   3.2073  -1.2879   0.8535
 CAW  O2    O  OH1   0  -0.663   2.6856  -1.7109   2.0860
 CAW  H9    H  HCR6  0   0.277  -2.3460   0.6227  -2.3476
 CAW  H14   H  HCR6  0   0.268  -4.2546  -0.1141  -3.7156
 CAW  H13   H  HCR6  0   0.265  -6.3950  -0.6983  -2.6401
 CAW  H18   H  HCR6  0   0.260  -7.7383  -0.9936  -0.6451
 CAW  H17   H  HCR6  0   0.263  -7.9894  -0.8972   1.8017
 CAW  H16   H  HCR6  0   0.264  -6.0835  -0.1642   3.2121
 CAW  H15   H  HCR6  0   0.256  -3.9701   0.4811   2.2105
 CAW  H2    H  HNH1  0   0.429  -1.1099  -0.4560  -0.5665
 CAW  H1    H  HNH1  0   0.410   0.9157  -0.9751  -0.4266
 CAW  HA    H  HCH1  0   0.238   2.6638   0.7680   1.1863
 CAW  HB    H  HCH1  0   0.228   3.0588  -2.0476   0.0698
 CAW  H5    H  HCH1  0   0.225   4.6733   1.5405   0.1340
 CAW  H61C  H  HCH2  0   0.214   6.1056   1.5009  -1.8982
 CAW  H62C  H  HCH2  0   0.197   4.8670   0.5793  -2.7540
 CAW  H4    H  HCH1  0   0.213   5.1974  -1.2272  -1.0442
 CAW  H6    H  HOH1  0   0.457   4.6904   2.9002  -3.0530
 CAW  HC    H  HOH1  0   0.455   7.1330  -0.9195   0.2203
 CAW  H3    H  HCH1  0   0.219   4.8352  -0.3133   1.8374
 CAW  HD    H  HOH1  0   0.458   5.1600  -2.5230   2.2218
 CAW  H2A   H  HOH1  0   0.458   1.7988  -2.0573   1.9462

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
 CAW  C9   C14   aromatic  1.407  0.020  1.407
 CAW  C9   C10   aromatic  1.373  0.020  1.373
 CAW  C14  C13   aromatic  1.365  0.020  1.365
 CAW  C13  C12   aromatic  1.415  0.020  1.415
 CAW  C12  C18   aromatic  1.414  0.020  1.414
 CAW  C12  C11   aromatic  1.422  0.020  1.422
 CAW  C18  C17   aromatic  1.367  0.020  1.367
 CAW  C17  C16   aromatic  1.409  0.020  1.409
 CAW  C16  C15   aromatic  1.369  0.020  1.369
 CAW  C15  C11   aromatic  1.417  0.020  1.417
 CAW  C11  C10   aromatic  1.425  0.020  1.425
 CAW  C10  C8    single    1.495  0.020  1.495
 CAW  C8   O8    double    1.209  0.020  1.209
 CAW  C8   N2    single    1.375  0.020  1.375
 CAW  N2   C7    single    1.394  0.020  1.394
 CAW  C7   O7    double    1.210  0.020  1.210
 CAW  C7   N1    single    1.360  0.020  1.360
 CAW  N1   C1    single    1.424  0.020  1.424
 CAW  C1   O5    single    1.408  0.020  1.408
 CAW  C1   C2    single    1.532  0.020  1.532
 CAW  O5   C5    single    1.413  0.020  1.413
 CAW  C5   C6    single    1.514  0.020  1.514
 CAW  C5   C4    single    1.530  0.020  1.530
 CAW  C6   O6    single    1.408  0.020  1.408
 CAW  C4   O4    single    1.405  0.020  1.405
 CAW  C4   C3    single    1.524  0.020  1.524
 CAW  C3   O3    single    1.407  0.020  1.407
 CAW  C3   C2    single    1.521  0.020  1.521
 CAW  O2   C2    single    1.404  0.020  1.404
 CAW  C9   H9    single    0.930  0.020  1.080
 CAW  C14  H14   single    0.930  0.020  1.080
 CAW  C13  H13   single    0.930  0.020  1.080
 CAW  C18  H18   single    0.930  0.020  1.080
 CAW  C17  H17   single    0.930  0.020  1.080
 CAW  C16  H16   single    0.930  0.020  1.080
 CAW  C15  H15   single    0.930  0.020  1.080
 CAW  N2   H2    single    0.860  0.020  1.020
 CAW  N1   H1    single    0.860  0.020  1.020
 CAW  C1   HA    single    0.970  0.020  1.090
 CAW  C2   HB    single    0.970  0.020  1.090
 CAW  C5   H5    single    0.970  0.020  1.090
 CAW  C6   H61C  single    0.970  0.020  1.090
 CAW  C6   H62C  single    0.970  0.020  1.090
 CAW  C4   H4    single    0.970  0.020  1.090
 CAW  O6   H6    single    0.850  0.020  0.980
 CAW  O4   HC    single    0.850  0.020  0.980
 CAW  C3   H3    single    0.970  0.020  1.090
 CAW  O3   HD    single    0.850  0.020  0.980
 CAW  O2   H2A   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
 CAW  H9    C9   C10   120.12  3.000
 CAW  H9    C9   C14   118.77  3.000
 CAW  C10   C9   C14   121.08  3.000
 CAW  H14   C14  C13   120.65  3.000
 CAW  H14   C14  C9    119.51  3.000
 CAW  C13   C14  C9    119.83  3.000
 CAW  H13   C13  C12   118.76  3.000
 CAW  H13   C13  C14   120.44  3.000
 CAW  C12   C13  C14   120.80  3.000
 CAW  C11   C12  C18   119.55  3.000
 CAW  C11   C12  C13   119.81  3.000
 CAW  C18   C12  C13   120.64  3.000
 CAW  H18   C18  C17   120.45  3.000
 CAW  H18   C18  C12   118.76  3.000
 CAW  C17   C18  C12   120.79  3.000
 CAW  H17   C17  C16   119.87  3.000
 CAW  H17   C17  C18   120.31  3.000
 CAW  C16   C17  C18   119.81  3.000
 CAW  H16   C16  C15   119.60  3.000
 CAW  H16   C16  C17   119.58  3.000
 CAW  C15   C16  C17   120.82  3.000
 CAW  H15   C15  C11   120.27  3.000
 CAW  H15   C15  C16   118.94  3.000
 CAW  C11   C15  C16   120.79  3.000
 CAW  C10   C11  C15   123.68  3.000
 CAW  C10   C11  C12   118.06  3.000
 CAW  C15   C11  C12   118.23  3.000
 CAW  C8    C10  C11   121.06  3.000
 CAW  C8    C10  C9    118.44  3.000
 CAW  C11   C10  C9    120.39  3.000
 CAW  N2    C8   O8    124.40  3.000
 CAW  N2    C8   C10   113.05  3.000
 CAW  O8    C8   C10   122.54  3.000
 CAW  H2    N2   C7    117.58  3.000
 CAW  H2    N2   C8    116.00  3.000
 CAW  C7    N2   C8    126.37  3.000
 CAW  N1    C7   O7    124.32  3.000
 CAW  N1    C7   N2    112.07  3.000
 CAW  O7    C7   N2    123.60  3.000
 CAW  H1    N1   C1    116.93  3.000
 CAW  H1    N1   C7    119.39  3.000
 CAW  C1    N1   C7    122.76  3.000
 CAW  HA    C1   C2    108.82  3.000
 CAW  HA    C1   O5    110.49  3.000
 CAW  C2    C1   O5    110.16  3.000
 CAW  HA    C1   N1    108.49  3.000
 CAW  C2    C1   N1    110.32  3.000
 CAW  O5    C1   N1    108.54  3.000
 CAW  C5    O5   C1    113.70  3.000
 CAW  H5    C5   C4    108.48  3.000
 CAW  H5    C5   C6    109.02  3.000
 CAW  C4    C5   C6    111.92  3.000
 CAW  H5    C5   O5    110.03  3.000
 CAW  C4    C5   O5    109.72  3.000
 CAW  C6    C5   O5    107.66  3.000
 CAW  H62C  C6   H61C  107.14  3.000
 CAW  H62C  C6   O6    111.90  3.000
 CAW  H61C  C6   O6    111.67  3.000
 CAW  H62C  C6   C5    108.83  3.000
 CAW  H61C  C6   C5    108.48  3.000
 CAW  O6    C6   C5    108.73  3.000
 CAW  H6    O6   C6    107.94  3.000
 CAW  H4    C4   C3    108.37  3.000
 CAW  H4    C4   O4    111.17  3.000
 CAW  C3    C4   O4    111.33  3.000
 CAW  H4    C4   C5    108.18  3.000
 CAW  C3    C4   C5    109.53  3.000
 CAW  O4    C4   C5    108.21  3.000
 CAW  HC    O4   C4    108.11  3.000
 CAW  H3    C3   C2    108.03  3.000
 CAW  H3    C3   O3    110.89  3.000
 CAW  C2    C3   O3    112.14  3.000
 CAW  H3    C3   C4    107.86  3.000
 CAW  C2    C3   C4    110.40  3.000
 CAW  O3    C3   C4    107.45  3.000
 CAW  HD    O3   C3    108.75  3.000
 CAW  HB    C2   O2    111.52  3.000
 CAW  HB    C2   C3    108.77  3.000
 CAW  O2    C2   C3    107.84  3.000
 CAW  HB    C2   C1    108.48  3.000
 CAW  O2    C2   C1    111.36  3.000
 CAW  C3    C2   C1    108.79  3.000
 CAW  H2A   O2   C2    108.87  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
 CAW  CONST_01  C12  C13  C14  C9     0.00   0.0  0
 CAW  CONST_02  C12  C11  C10  C9     0.00   0.0  0
 CAW  CONST_03  C15  C11  C10  C9   180.00   0.0  0
 CAW  CONST_04  C11  C10  C9   C14    0.00   0.0  0
 CAW  CONST_05  C18  C12  C13  C14  180.00   0.0  0
 CAW  CONST_06  C11  C12  C13  C14    0.00   0.0  0
 CAW  CONST_07  C10  C9   C14  C13    0.00   0.0  0
 CAW  CONST_08  C17  C18  C12  C13  180.00   0.0  0
 CAW  CONST_09  C15  C11  C12  C13  180.00   0.0  0
 CAW  CONST_10  C10  C11  C12  C13    0.00   0.0  0
 CAW  CONST_11  C16  C17  C18  C12    0.00   0.0  0
 CAW  CONST_12  C16  C15  C11  C12    0.00   0.0  0
 CAW  CONST_13  C15  C11  C12  C18    0.00   0.0  0
 CAW  CONST_14  C10  C11  C12  C18  180.00   0.0  0
 CAW  CONST_15  C15  C16  C17  C18    0.00   0.0  0
 CAW  CONST_16  C11  C12  C18  C17    0.00   0.0  0
 CAW  CONST_17  C11  C15  C16  C17    0.00   0.0  0
 CAW  CONST_18  C10  C11  C15  C16  180.00   0.0  0
 CAW  CONST_19  C8   C10  C9   C14  180.00   0.0  0
 CAW  CONST_20  C8   C10  C11  C12  180.00   0.0  0
 CAW  CONST_21  C8   C10  C11  C15    0.00   0.0  0
 CAW  CONST_22  H13  C13  C14  C9   180.00   0.0  0
 CAW  CONST_23  H9   C9   C14  C13  180.00   0.0  0
 CAW  CONST_24  H18  C18  C12  C13    0.00   0.0  0
 CAW  CONST_25  H14  C14  C13  C12  180.00   0.0  0
 CAW  CONST_26  H17  C17  C18  C12  180.00   0.0  0
 CAW  CONST_27  H15  C15  C11  C12  180.00   0.0  0
 CAW  CONST_28  H16  C16  C17  C18  180.00   0.0  0
 CAW  CONST_29  C7   N2   C8   C10  180.00   0.0  0
 CAW  CONST_30  C1   N1   C7   O7     0.00   0.0  0
 CAW  CONST_31  C1   N1   C7   N2   180.00   0.0  0
 CAW  CONST_32  H2   N2   C8   C10    0.00   0.0  0
 CAW  CONST_33  O7   C7   N2   C8     0.00   0.0  0
 CAW  CONST_34  C7   N2   C8   O8     0.00   0.0  0
 CAW  CONST_35  N1   C7   N2   C8   180.00   0.0  0
 CAW  CONST_36  H1   N1   C7   O7   180.00   0.0  0
 CAW  Var_01    O8   C8   C10  C9   127.35  30.0  2

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
 CAW  chir_01  C1  N1  O5  C2  positiv
 CAW  chir_02  C5  O5  C6  C4  positiv
 CAW  chir_03  C4  O4  C5  C3  positiv
 CAW  chir_04  C3  O3  C2  C4  positiv
 CAW  chir_05  C2  O2  C3  C1  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
 CAW  plan-1  C9   0.020
 CAW  plan-1  C14  0.020
 CAW  plan-1  C13  0.020
 CAW  plan-1  C12  0.020
 CAW  plan-1  C18  0.020
 CAW  plan-1  C17  0.020
 CAW  plan-1  C16  0.020
 CAW  plan-1  C15  0.020
 CAW  plan-1  C11  0.020
 CAW  plan-1  C10  0.020
 CAW  plan-1  C8   0.020
 CAW  plan-1  H9   0.020
 CAW  plan-1  H14  0.020
 CAW  plan-1  H13  0.020
 CAW  plan-1  H18  0.020
 CAW  plan-1  H17  0.020
 CAW  plan-1  H16  0.020
 CAW  plan-1  H15  0.020
 CAW  plan-2  C10  0.020
 CAW  plan-2  C8   0.020
 CAW  plan-2  O8   0.020
 CAW  plan-2  N2   0.020
 CAW  plan-2  C7   0.020
 CAW  plan-2  O7   0.020
 CAW  plan-2  N1   0.020
 CAW  plan-2  C1   0.020
 CAW  plan-2  H2   0.020
 CAW  plan-2  H1   0.020

