# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 14:40:50 2020
#   Inital geometry file: a 117 line input string
#   Ligand name: (5R)-4-(5-bromofuran-2-carbonyl)-5-(4-fluorophenyl)-7-methyl-1,3,4,5-tetrahydro-2H-1,4-benzodiazepin-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc2NC(=O)CN([C@H](c3ccc(F)cc3)c2c1)C(=O)c4oc(Br)cc4
#
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
 A0S  A0S  (5R)-4-(5-bromofuran-2-carbonyl)-5-(4-fluorophenyl)-7-methyl-1,3,4,5-tetrahydro-2H-1,4-benzodiazepin-2-one  ligand  44  28  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_A0S
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
 A0S  C4   C   CR6   0   0.329   1.0800   0.9667  -2.0470
 A0S  C5   C   C     0   0.511   2.5222   2.5435  -0.6186
 A0S  C6   C   CH2   0  -0.462   2.2836   1.8979   0.7232
 A0S  N1   N   NT    0  -0.488   0.9804   1.2991   0.8599
 A0S  C7   C   C     0   0.538  -0.0128   2.0701   1.3819
 A0S  C8   C   CR5   0   0.203  -1.4215   1.6378   1.3298
 A0S  C9   C   CR15  0  -0.297  -2.4511   2.0530   2.1156
 A0S  C10  C   CR15  0  -0.310  -3.6227   1.4194   1.6241
 A0S  C11  C   CR5   0   0.194  -3.2070   0.6820   0.5647
 A0S  C12  C   CH1   0  -0.249   0.8104  -0.0378   0.3059
 A0S  C13  C   CR6   0   0.088   1.9560  -0.9424   0.7285
 A0S  C14  C   CR16  0  -0.249   2.0709  -1.2752   2.0771
 A0S  C15  C   CR16  0  -0.401   3.0923  -2.0937   2.5281
 A0S  C16  C   CR6   0   0.524   4.0007  -2.5814   1.6056
 A0S  C17  C   CR16  0  -0.399   3.9169  -2.2759   0.2631
 A0S  C18  C   CR16  0  -0.258   2.8857  -1.4512  -0.1689
 A0S  C19  C   CR6   0   0.125   0.5775  -0.0085  -1.1820
 A0S  C3   C   CR16  0  -0.334   0.7653   0.8624  -3.4070
 A0S  C2   C   CR16  0  -0.306  -0.0137  -0.1651  -3.8991
 A0S  C20  C   CR16  0  -0.323  -0.2061  -1.0334  -1.7054
 A0S  C1   C   CR6   0   0.102  -0.5184  -1.1463  -3.0504
 A0S  C    C   CH3   0  -0.723  -1.3597  -2.2783  -3.5608
 A0S  O    O   O     0  -0.467   3.2961   3.4799  -0.7164
 A0S  N    N   NH1   0  -0.751   1.8840   2.0734  -1.7230
 A0S  O1   O   O     0  -0.464   0.2162   3.1404   1.9242
 A0S  O2   O   O     0  -0.402  -1.8927   0.8007   0.3724
 A0S  BR   BR  BR    0   0.037  -4.1256  -0.4054  -0.6043
 A0S  H1   H   HCH2  0   0.313   3.0604   1.1466   0.8804
 A0S  H2   H   HCH2  0   0.312   2.4359   2.6554   1.4869
 A0S  H3   H   HCR5  0   0.285  -2.3860   2.7282   2.9527
 A0S  H4   H   HCR5  0   0.293  -4.6284   1.5040   1.9996
 A0S  H5   H   HCH1  0   0.312  -0.0739  -0.4765   0.7656
 A0S  H6   H   HCR6  0   0.269   1.3538  -0.8877   2.7911
 A0S  H7   H   HCR6  0   0.284   3.1766  -2.3534   3.5751
 A0S  H8   H   HCR6  0   0.284   4.6398  -2.6724  -0.4375
 A0S  H9   H   HCR6  0   0.268   2.8170  -1.2120  -1.2223
 A0S  H10  H   HCR6  0   0.272   1.1400   1.6112  -4.0953
 A0S  H11  H   HCR6  0   0.255  -0.2372  -0.1948  -4.9586
 A0S  H12  H   HCR6  0   0.248  -0.6010  -1.7706  -1.0134
 A0S  H13  H   HCH3  0   0.249  -0.7795  -3.2001  -3.6348
 A0S  H14  H   HCH3  0   0.242  -2.2011  -2.4805  -2.8976
 A0S  H15  H   HCH3  0   0.244  -1.7585  -2.0630  -4.5513
 A0S  H16  H   HNH1  0   0.411   2.1361   2.6169  -2.5388
 A0S  F    F   F     0  -0.312   4.9902  -3.3805   2.0319

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
 A0S  C    C1   single    1.500  0.020  1.500
 A0S  C2   C1   aromatic  1.392  0.020  1.392
 A0S  C2   C3   aromatic  1.380  0.020  1.380
 A0S  C1   C20  aromatic  1.385  0.020  1.385
 A0S  C3   C4   aromatic  1.400  0.020  1.400
 A0S  C20  C19  aromatic  1.392  0.020  1.392
 A0S  C4   C19  aromatic  1.397  0.020  1.397
 A0S  C4   N    single    1.406  0.020  1.406
 A0S  C19  C12  single    1.506  0.020  1.506
 A0S  N    C5   single    1.359  0.020  1.359
 A0S  C6   C5   single    1.508  0.020  1.508
 A0S  C6   N1   single    1.441  0.020  1.441
 A0S  O1   C7   double    1.221  0.020  1.221
 A0S  C5   O    double    1.219  0.020  1.219
 A0S  N1   C7   single    1.361  0.020  1.361
 A0S  N1   C12  single    1.457  0.020  1.457
 A0S  C7   C8   single    1.474  0.020  1.474
 A0S  C12  C13  single    1.520  0.020  1.520
 A0S  O2   C8   aromatic  1.356  0.020  1.356
 A0S  O2   C11  aromatic  1.334  0.020  1.334
 A0S  C8   C9   aromatic  1.360  0.020  1.360
 A0S  C13  C18  aromatic  1.389  0.020  1.389
 A0S  C13  C14  aromatic  1.394  0.020  1.394
 A0S  C18  C17  aromatic  1.389  0.020  1.389
 A0S  C11  BR   single    1.842  0.020  1.842
 A0S  C11  C10  aromatic  1.356  0.020  1.356
 A0S  C9   C10  aromatic  1.420  0.020  1.420
 A0S  C14  C15  aromatic  1.384  0.020  1.384
 A0S  C17  C16  aromatic  1.379  0.020  1.379
 A0S  C15  C16  aromatic  1.383  0.020  1.383
 A0S  C16  F    single    1.341  0.020  1.341
 A0S  C6   H1   single    0.970  0.020  1.090
 A0S  C6   H2   single    0.970  0.020  1.090
 A0S  C9   H3   single    0.930  0.020  1.080
 A0S  C10  H4   single    0.930  0.020  1.080
 A0S  C12  H5   single    0.970  0.020  1.090
 A0S  C14  H6   single    0.930  0.020  1.080
 A0S  C15  H7   single    0.930  0.020  1.080
 A0S  C17  H8   single    0.930  0.020  1.080
 A0S  C18  H9   single    0.930  0.020  1.080
 A0S  C3   H10  single    0.930  0.020  1.080
 A0S  C2   H11  single    0.930  0.020  1.080
 A0S  C20  H12  single    0.930  0.020  1.080
 A0S  C    H13  single    0.970  0.020  1.090
 A0S  C    H14  single    0.970  0.020  1.090
 A0S  C    H15  single    0.970  0.020  1.090
 A0S  N    H16  single    0.860  0.020  1.020

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
 A0S  N    C4   C3   114.28  3.000
 A0S  N    C4   C19  127.77  3.000
 A0S  C3   C4   C19  117.95  3.000
 A0S  N    C5   O    119.91  3.000
 A0S  O    C5   C6   120.05  3.000
 A0S  N    C5   C6   120.04  3.000
 A0S  H2   C6   H1   106.18  3.000
 A0S  H2   C6   N1   110.48  3.000
 A0S  H1   C6   N1   110.11  3.000
 A0S  H2   C6   C5   107.75  3.000
 A0S  H1   C6   C5   108.06  3.000
 A0S  N1   C6   C5   113.92  3.000
 A0S  C12  N1   C7   125.47  3.000
 A0S  C12  N1   C6   116.79  3.000
 A0S  C7   N1   C6   117.44  3.000
 A0S  O1   C7   C8   116.86  3.000
 A0S  C8   C7   N1   121.16  3.000
 A0S  O1   C7   N1   121.98  3.000
 A0S  O2   C8   C9   109.47  3.000
 A0S  C9   C8   C7   127.83  3.000
 A0S  O2   C8   C7   122.54  3.000
 A0S  H3   C9   C10  126.76  3.000
 A0S  H3   C9   C8   126.47  3.000
 A0S  C10  C9   C8   106.76  3.000
 A0S  H4   C10  C11  126.97  3.000
 A0S  H4   C10  C9   127.95  3.000
 A0S  C11  C10  C9   105.08  3.000
 A0S  BR   C11  O2   116.91  3.000
 A0S  BR   C11  C10  131.60  3.000
 A0S  O2   C11  C10  111.49  3.000
 A0S  H5   C12  C19  107.41  3.000
 A0S  H5   C12  C13  104.77  3.000
 A0S  C19  C12  C13  113.76  3.000
 A0S  H5   C12  N1   107.69  3.000
 A0S  C13  C12  N1   110.64  3.000
 A0S  C19  C12  N1   112.07  3.000
 A0S  C18  C13  C14  118.86  3.000
 A0S  C14  C13  C12  118.25  3.000
 A0S  C18  C13  C12  122.89  3.000
 A0S  H6   C14  C15  119.02  3.000
 A0S  H6   C14  C13  119.84  3.000
 A0S  C15  C14  C13  121.14  3.000
 A0S  H7   C15  C16  120.63  3.000
 A0S  H7   C15  C14  120.97  3.000
 A0S  C16  C15  C14  118.40  3.000
 A0S  C17  C16  F    119.08  3.000
 A0S  F    C16  C15  118.84  3.000
 A0S  C17  C16  C15  122.08  3.000
 A0S  H8   C17  C18  120.80  3.000
 A0S  H8   C17  C16  120.57  3.000
 A0S  C18  C17  C16  118.63  3.000
 A0S  H9   C18  C17  118.74  3.000
 A0S  H9   C18  C13  120.36  3.000
 A0S  C17  C18  C13  120.89  3.000
 A0S  C20  C19  C12  116.36  3.000
 A0S  C12  C19  C4   124.72  3.000
 A0S  C20  C19  C4   118.92  3.000
 A0S  H10  C3   C2   118.88  3.000
 A0S  H10  C3   C4   119.19  3.000
 A0S  C2   C3   C4   121.92  3.000
 A0S  H11  C2   C1   120.14  3.000
 A0S  H11  C2   C3   119.05  3.000
 A0S  C1   C2   C3   120.80  3.000
 A0S  H12  C20  C1   118.79  3.000
 A0S  H12  C20  C19  117.71  3.000
 A0S  C1   C20  C19  123.49  3.000
 A0S  C    C1   C20  121.21  3.000
 A0S  C20  C1   C2   116.92  3.000
 A0S  C    C1   C2   121.86  3.000
 A0S  H15  C    H14  107.90  3.000
 A0S  H15  C    H13  107.44  3.000
 A0S  H14  C    H13  107.14  3.000
 A0S  H15  C    C1   111.44  3.000
 A0S  H14  C    C1   111.46  3.000
 A0S  H13  C    C1   111.24  3.000
 A0S  H16  N    C5   110.62  3.000
 A0S  H16  N    C4   112.30  3.000
 A0S  C5   N    C4   136.72  3.000
 A0S  C11  O2   C8   107.19  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
 A0S  CONST_01  C1   C2   C3   C4      0.00   0.0  0
 A0S  CONST_02  C1   C20  C19  C4      0.00   0.0  0
 A0S  CONST_03  C10  C11  O2   C8      0.00   0.0  0
 A0S  CONST_04  C11  C10  C9   C8      0.00   0.0  0
 A0S  CONST_05  C11  O2   C8   C9      0.00   0.0  0
 A0S  CONST_06  O2   C11  C10  C9      0.00   0.0  0
 A0S  CONST_07  O2   C8   C9   C10     0.00   0.0  0
 A0S  CONST_08  C16  C17  C18  C13     0.00   0.0  0
 A0S  CONST_09  C16  C15  C14  C13     0.00   0.0  0
 A0S  CONST_10  C17  C18  C13  C14     0.00   0.0  0
 A0S  CONST_11  C17  C16  C15  C14     0.00   0.0  0
 A0S  CONST_12  C18  C13  C14  C15     0.00   0.0  0
 A0S  CONST_13  C18  C17  C16  C15     0.00   0.0  0
 A0S  CONST_14  C2   C1   C20  C19     0.00   0.0  0
 A0S  CONST_15  C2   C3   C4   C19     0.00   0.0  0
 A0S  CONST_16  C20  C1   C2   C3      0.00   0.0  0
 A0S  CONST_17  C20  C19  C4   C3      0.00   0.0  0
 A0S  CONST_18  C17  C18  C13  C12   180.00   0.0  0
 A0S  CONST_19  C15  C14  C13  C12   180.00   0.0  0
 A0S  CONST_20  C6   C5   N    C4      0.00   0.0  0
 A0S  CONST_21  C11  O2   C8   C7    180.00   0.0  0
 A0S  CONST_22  C10  C9   C8   C7    180.00   0.0  0
 A0S  CONST_23  BR   C11  O2   C8    180.00   0.0  0
 A0S  CONST_24  BR   C11  C10  C9    180.00   0.0  0
 A0S  CONST_25  F    C16  C15  C14   180.00   0.0  0
 A0S  CONST_26  C18  C17  C16  F     180.00   0.0  0
 A0S  CONST_27  C    C1   C20  C19   180.00   0.0  0
 A0S  CONST_28  C    C1   C2   C3    180.00   0.0  0
 A0S  CONST_29  O    C5   N    C4    180.00   0.0  0
 A0S  CONST_30  C8   C7   N1   C6    180.00   0.0  0
 A0S  CONST_31  C12  N1   C7   C8      0.00   0.0  0
 A0S  CONST_32  H11  C2   C3   C4    180.00   0.0  0
 A0S  CONST_33  H12  C20  C19  C4    180.00   0.0  0
 A0S  CONST_34  H4   C10  C9   C8    180.00   0.0  0
 A0S  CONST_35  H3   C9   C10  C11   180.00   0.0  0
 A0S  CONST_36  H9   C18  C13  C12     0.00   0.0  0
 A0S  CONST_37  H6   C14  C13  C12     0.00   0.0  0
 A0S  CONST_38  H8   C17  C18  C13   180.00   0.0  0
 A0S  CONST_39  H7   C15  C14  C13   180.00   0.0  0
 A0S  CONST_40  H10  C3   C4   C19   180.00   0.0  0
 A0S  CONST_41  H16  N    C5   C6    180.00   0.0  0
 A0S  CONST_42  O1   C7   N1   C6      0.00   0.0  0
 A0S  CONST_43  O1   C7   N1   C12   180.00   0.0  0
 A0S  Var_01    C3   C4   N    C5   -173.79  30.0  1
 A0S  Var_02    C12  N1   C6   C5     82.26  30.0  1
 A0S  Var_03    N    C5   C6   N1    -28.68  30.0  1
 A0S  Var_04    O2   C8   C7   N1    -26.61  30.0  2
 A0S  Var_05    H13  C    C1   C2    102.40  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
 A0S  chir_01  C12  C19  N1  C13  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
 A0S  plan-1  C7   0.020
 A0S  plan-1  C8   0.020
 A0S  plan-1  C9   0.020
 A0S  plan-1  C10  0.020
 A0S  plan-1  C11  0.020
 A0S  plan-1  O2   0.020
 A0S  plan-1  BR   0.020
 A0S  plan-1  H3   0.020
 A0S  plan-1  H4   0.020
 A0S  plan-2  C12  0.020
 A0S  plan-2  C13  0.020
 A0S  plan-2  C14  0.020
 A0S  plan-2  C15  0.020
 A0S  plan-2  C16  0.020
 A0S  plan-2  C17  0.020
 A0S  plan-2  C18  0.020
 A0S  plan-2  H6   0.020
 A0S  plan-2  H7   0.020
 A0S  plan-2  H8   0.020
 A0S  plan-2  H9   0.020
 A0S  plan-2  F    0.020
 A0S  plan-3  C4   0.020
 A0S  plan-3  C12  0.020
 A0S  plan-3  C19  0.020
 A0S  plan-3  C3   0.020
 A0S  plan-3  C2   0.020
 A0S  plan-3  C20  0.020
 A0S  plan-3  C1   0.020
 A0S  plan-3  C    0.020
 A0S  plan-3  N    0.020
 A0S  plan-3  H10  0.020
 A0S  plan-3  H11  0.020
 A0S  plan-3  H12  0.020
 A0S  plan-4  C4   0.020
 A0S  plan-4  C5   0.020
 A0S  plan-4  C6   0.020
 A0S  plan-4  O    0.020
 A0S  plan-4  N    0.020
 A0S  plan-4  H16  0.020
 A0S  plan-5  C6   0.020
 A0S  plan-5  N1   0.020
 A0S  plan-5  C7   0.020
 A0S  plan-5  C8   0.020
 A0S  plan-5  C12  0.020
 A0S  plan-5  O1   0.020

