# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 11:11:34 2020
#   Inital geometry file: a 115 line input string
#   Ligand name: 4-bromo-3-(carboxymethoxy)-5-[3-(cyclohexylamino)phenyl]thiophene-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)COc1c(Br)c(sc1C(O)=O)c2cccc(NC3CCCCC3)c2
#
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
 024  024  '4-bromo-3-(carboxymethoxy)-5-[3-(cyclohexylamino)phenyl]thiophene-2-carboxylic acid'  ligand  47  27  .  2021-07-27  2021-07-27  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_024
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
 024  S1    S   S2    0   0.312   0.9224   1.6525   0.3810
 024  C2    C   CR5   0  -0.439   2.5362   1.2104  -0.0367
 024  C3    C   CR5   0   0.501   2.6774  -0.1589  -0.0742
 024  C4    C   CR5   0  -0.145   1.4623  -0.8258   0.2475
 024  C5    C   CR5   0  -0.188   0.4227   0.0194   0.5193
 024  C6    C   C     0   0.562   3.5565   2.2407  -0.1919
 024  O7    O   O     0  -0.429   4.7293   2.0299  -0.3916
 024  O8    O   OH1   0  -0.601   3.0323   3.4538  -0.0698
 024  C9    C   CR6   0   0.095  -0.9713  -0.2722   0.8659
 024  C10   C   CR16  0  -0.413  -1.9887   0.3521   0.1561
 024  C11   C   CR6   0   0.418  -3.3391   0.1414   0.4781
 024  C12   C   CR16  0  -0.350  -3.6297  -0.7334   1.5359
 024  C13   C   CR16  0  -0.234  -2.6050  -1.3474   2.2398
 024  C14   C   CR16  0  -0.327  -1.2733  -1.1317   1.9233
 024  BR19  BR  BR    0   0.007   1.3424  -2.6848   0.1935
 024  O20   O   O2    0  -0.451   3.7681  -0.8746  -0.3455
 024  C21   C   CH2   0  -0.295   4.4847  -0.6327  -1.5405
 024  C22   C   C     0   0.526   5.9300  -0.3456  -1.2158
 024  O25   O   OH1   0  -0.593   6.5581   0.1183  -2.2858
 024  O26   O   O     0  -0.434   6.4523  -0.5717  -0.1589
 024  N27   N   NH1   0  -0.706  -4.3025   0.8171  -0.2168
 024  C28   C   CH1   0  -0.069  -5.7165   0.5120  -0.1635
 024  C30   C   CH2   0  -0.441  -6.4969   1.6722  -0.7759
 024  C31   C   CH2   0  -0.436  -7.9996   1.4175  -0.7306
 024  C32   C   CH2   0  -0.431  -8.3633   0.1012  -1.4091
 024  C33   C   CH2   0  -0.437  -7.5835  -1.0607  -0.8030
 024  C34   C   CH2   0  -0.434  -6.0802  -0.8047  -0.8559
 024  HO8   H   HOH1  0   0.495   3.7187   4.1316  -0.1635
 024  H10   H   HCR6  0   0.261  -1.7433   1.0062  -0.6736
 024  H12   H   HCR6  0   0.265  -4.6536  -0.9372   1.8185
 024  H13   H   HCR6  0   0.258  -2.8560  -2.0074   3.0604
 024  H14   H   HCR6  0   0.252  -0.4885  -1.5980   2.5020
 024  H211  H   HCH2  0   0.277   4.0471   0.1675  -2.1382
 024  H212  H   HCH2  0   0.302   4.4464  -1.5444  -2.1462
 024  HO25  H   HOH1  0   0.486   7.5006   0.2395  -2.0957
 024  HN27  H   HNH1  0   0.376  -3.9933   1.2385  -1.0795
 024  H28   H   HCH1  0   0.226  -6.0107   0.4443   0.8907
 024  H301  H   HCH2  0   0.239  -6.2473   2.5975  -0.2507
 024  H302  H   HCH2  0   0.216  -6.1820   1.8045  -1.8184
 024  H311  H   HCH2  0   0.214  -8.3292   1.3908   0.3136
 024  H312  H   HCH2  0   0.232  -8.5294   2.2489  -1.2009
 024  H321  H   HCH2  0   0.229  -9.4381  -0.0794  -1.3296
 024  H322  H   HCH2  0   0.211  -8.1358   0.1707  -2.4783
 024  H331  H   HCH2  0   0.212  -7.8912  -1.2002   0.2394
 024  H332  H   HCH2  0   0.231  -7.8227  -1.9923  -1.3211
 024  H341  H   HCH2  0   0.214  -5.7502  -0.7509  -1.8995
 024  H342  H   HCH2  0   0.236  -5.5387  -1.6363  -0.3974

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
 024  S1   C2    aromatic  1.725  0.020  1.725
 024  S1   C5    aromatic  1.713  0.020  1.713
 024  C2   C3    aromatic  1.377  0.020  1.377
 024  C2   C6    single    1.458  0.020  1.458
 024  C3   C4    aromatic  1.423  0.020  1.423
 024  C3   O20   single    1.332  0.020  1.332
 024  C4   C5    aromatic  1.367  0.020  1.367
 024  C4   BR19  single    1.864  0.020  1.864
 024  C5   C9    single    1.466  0.020  1.466
 024  C6   O7    double    1.208  0.020  1.208
 024  C6   O8    single    1.327  0.020  1.327
 024  O8   HO8   single    0.850  0.020  0.980
 024  C9   C10   aromatic  1.389  0.020  1.389
 024  C9   C14   aromatic  1.396  0.020  1.396
 024  C10  C11   aromatic  1.404  0.020  1.404
 024  C10  H10   single    0.930  0.020  1.080
 024  C11  C12   aromatic  1.403  0.020  1.403
 024  C11  N27   single    1.367  0.020  1.367
 024  C12  C13   aromatic  1.387  0.020  1.387
 024  C12  H12   single    0.930  0.020  1.080
 024  C13  C14   aromatic  1.386  0.020  1.386
 024  C13  H13   single    0.930  0.020  1.080
 024  C14  H14   single    0.930  0.020  1.080
 024  O20  C21   single    1.414  0.020  1.414
 024  C21  C22   single    1.509  0.020  1.509
 024  C21  H211  single    0.970  0.020  1.090
 024  C21  H212  single    0.970  0.020  1.090
 024  C22  O25   single    1.325  0.020  1.325
 024  C22  O26   double    1.200  0.020  1.200
 024  O25  HO25  single    0.850  0.020  0.980
 024  N27  C28   single    1.448  0.020  1.448
 024  N27  HN27  single    0.890  0.020  1.040
 024  C28  C30   single    1.527  0.020  1.527
 024  C28  C34   single    1.531  0.020  1.531
 024  C28  H28   single    0.970  0.020  1.090
 024  C30  C31   single    1.525  0.020  1.525
 024  C30  H301  single    0.970  0.020  1.090
 024  C30  H302  single    0.970  0.020  1.090
 024  C31  C32   single    1.525  0.020  1.525
 024  C31  H311  single    0.970  0.020  1.090
 024  C31  H312  single    0.970  0.020  1.090
 024  C32  C33   single    1.525  0.020  1.525
 024  C32  H321  single    0.970  0.020  1.090
 024  C32  H322  single    0.970  0.020  1.090
 024  C33  C34   single    1.526  0.020  1.526
 024  C33  H331  single    0.970  0.020  1.090
 024  C33  H332  single    0.970  0.020  1.090
 024  C34  H341  single    0.970  0.020  1.090
 024  C34  H342  single    0.970  0.020  1.090

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
 024  C5    S1   C2     92.76  3.000
 024  C6    C2   C3    128.89  3.000
 024  C6    C2   S1    119.96  3.000
 024  C3    C2   S1    110.94  3.000
 024  O20   C3   C4    119.56  3.000
 024  O20   C3   C2    128.58  3.000
 024  C4    C3   C2    111.86  3.000
 024  BR19  C4   C5    125.00  3.000
 024  BR19  C4   C3    121.06  3.000
 024  C5    C4   C3    113.87  3.000
 024  C9    C5   C4    130.34  3.000
 024  C9    C5   S1    119.08  3.000
 024  C4    C5   S1    110.57  3.000
 024  O8    C6   O7    123.92  3.000
 024  O8    C6   C2    111.08  3.000
 024  O7    C6   C2    125.00  3.000
 024  HO8   O8   C6    110.53  3.000
 024  C14   C9   C10   120.36  3.000
 024  C14   C9   C5    120.49  3.000
 024  C10   C9   C5    119.11  3.000
 024  H10   C10  C11   118.91  3.000
 024  H10   C10  C9    119.75  3.000
 024  C11   C10  C9    121.33  3.000
 024  N27   C11  C12   123.07  3.000
 024  N27   C11  C10   119.15  3.000
 024  C12   C11  C10   117.75  3.000
 024  H12   C12  C13   118.92  3.000
 024  H12   C12  C11   120.70  3.000
 024  C13   C12  C11   120.38  3.000
 024  H13   C13  C14   119.39  3.000
 024  H13   C13  C12   118.91  3.000
 024  C14   C13  C12   121.69  3.000
 024  H14   C14  C13   120.55  3.000
 024  H14   C14  C9    120.94  3.000
 024  C13   C14  C9    118.48  3.000
 024  C21   O20  C3    119.67  3.000
 024  H212  C21  H211  107.08  3.000
 024  H212  C21  C22   108.12  3.000
 024  H211  C21  C22   111.27  3.000
 024  H212  C21  O20   107.89  3.000
 024  H211  C21  O20   112.66  3.000
 024  C22   C21  O20   109.64  3.000
 024  O26   C22  O25   124.81  3.000
 024  O26   C22  C21   124.78  3.000
 024  O25   C22  C21   110.30  3.000
 024  HO25  O25  C22   110.27  3.000
 024  HN27  N27  C28   114.77  3.000
 024  HN27  N27  C11   115.18  3.000
 024  C28   N27  C11   124.45  3.000
 024  H28   C28  C34   108.53  3.000
 024  H28   C28  C30   107.18  3.000
 024  C34   C28  C30   110.53  3.000
 024  H28   C28  N27   108.09  3.000
 024  C34   C28  N27   113.37  3.000
 024  C30   C28  N27   108.93  3.000
 024  H302  C30  H301  106.80  3.000
 024  H302  C30  C31   109.35  3.000
 024  H301  C30  C31   110.62  3.000
 024  H302  C30  C28   109.03  3.000
 024  H301  C30  C28   109.51  3.000
 024  C31   C30  C28   111.40  3.000
 024  H312  C31  H311  106.45  3.000
 024  H312  C31  C32   110.47  3.000
 024  H311  C31  C32   109.35  3.000
 024  H312  C31  C30   109.76  3.000
 024  H311  C31  C30   109.21  3.000
 024  C32   C31  C30   111.47  3.000
 024  H322  C32  H321  106.61  3.000
 024  H322  C32  C33   109.27  3.000
 024  H321  C32  C33   110.37  3.000
 024  H322  C32  C31   109.27  3.000
 024  H321  C32  C31   110.18  3.000
 024  C33   C32  C31   111.03  3.000
 024  H332  C33  H331  106.33  3.000
 024  H332  C33  C34   110.02  3.000
 024  H331  C33  C34   109.32  3.000
 024  H332  C33  C32   110.45  3.000
 024  H331  C33  C32   109.36  3.000
 024  C34   C33  C32   111.24  3.000
 024  H342  C34  H341  106.71  3.000
 024  H342  C34  C33   110.23  3.000
 024  H341  C34  C33   109.75  3.000
 024  H342  C34  C28   110.29  3.000
 024  H341  C34  C28   108.48  3.000
 024  C33   C34  C28   111.26  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
 024  CONST_01  C4    C3   C2   S1      0.00   0.0  0
 024  CONST_02  C3    C4   C5   S1      0.00   0.0  0
 024  CONST_05  C4    C5   S1   C2      0.00   0.0  0
 024  CONST_06  C9    C5   S1   C2    180.00   0.0  0
 024  CONST_07  C5    C4   C3   C2      0.00   0.0  0
 024  CONST_08  C5    S1   C2   C3      0.00   0.0  0
 024  CONST_09  C9    C5   C4   C3    180.00   0.0  0
 024  CONST_12  C11   C10  C9   C5    180.00   0.0  0
 024  CONST_13  C13   C14  C9   C5    180.00   0.0  0
 024  CONST_14  C12   C11  C10  C9      0.00   0.0  0
 024  CONST_15  C12   C13  C14  C9      0.00   0.0  0
 024  CONST_16  C13   C14  C9   C10     0.00   0.0  0
 024  CONST_17  C13   C12  C11  C10     0.00   0.0  0
 024  CONST_18  C14   C9   C10  C11     0.00   0.0  0
 024  CONST_19  C14   C13  C12  C11     0.00   0.0  0
 024  CONST_20  O20   C3   C2   S1    180.00   0.0  0
 024  CONST_21  BR19  C4   C5   S1    180.00   0.0  0
 024  CONST_22  BR19  C4   C3   C2    180.00   0.0  0
 024  CONST_23  C6    C2   C3   C4    180.00   0.0  0
 024  CONST_24  C6    C2   S1   C5    180.00   0.0  0
 024  CONST_25  O20   C3   C4   C5    180.00   0.0  0
 024  CONST_26  BR19  C4   C5   C9      0.00   0.0  0
 024  CONST_27  N27   C11  C10  C9    180.00   0.0  0
 024  CONST_28  N27   C11  C12  C13   180.00   0.0  0
 024  CONST_29  C28   N27  C11  C10   180.00   0.0  0
 024  CONST_30  C28   N27  C11  C12     0.00   0.0  0
 024  CONST_31  H10   C10  C9   C5      0.00   0.0  0
 024  CONST_32  H14   C14  C9   C5      0.00   0.0  0
 024  CONST_33  H13   C13  C14  C9    180.00   0.0  0
 024  CONST_34  H12   C12  C11  C10   180.00   0.0  0
 024  CONST_36  HO8   O8   C6   C2    180.00   0.0  0
 024  CONST_37  HO25  O25  C22  C21   180.00   0.0  0
 024  Var_01    C32   C31  C30  C28   -55.62  30.0  1
 024  Var_02    C32   C33  C34  C28    56.04  30.0  1
 024  Var_03    C33   C32  C31  C30    55.16  30.0  1
 024  Var_04    C34   C33  C32  C31   -55.37  30.0  1
 024  Var_05    O7    C6   C2   S1    174.67  30.0  2
 024  Var_06    C22   C21  O20  C3    125.19  30.0  3
 024  Var_07    O25   C22  C21  O20  -168.67  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
 024  chir_01  C28  N27  C30  C34  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
 024  plan-1  S1    0.020
 024  plan-1  C2    0.020
 024  plan-1  C3    0.020
 024  plan-1  C4    0.020
 024  plan-1  C5    0.020
 024  plan-1  C6    0.020
 024  plan-1  C9    0.020
 024  plan-1  BR19  0.020
 024  plan-1  O20   0.020
 024  plan-2  C5    0.020
 024  plan-2  C9    0.020
 024  plan-2  C10   0.020
 024  plan-2  C11   0.020
 024  plan-2  C12   0.020
 024  plan-2  C13   0.020
 024  plan-2  C14   0.020
 024  plan-2  N27   0.020
 024  plan-2  H10   0.020
 024  plan-2  H12   0.020
 024  plan-2  H13   0.020
 024  plan-2  H14   0.020
 024  plan-3  C11   0.020
 024  plan-3  N27   0.020
 024  plan-3  C28   0.020
 024  plan-3  HN27  0.020
 024  plan-4  C2    0.020
 024  plan-4  C6    0.020
 024  plan-4  O7    0.020
 024  plan-4  O8    0.020
 024  plan-4  HO8   0.020
 024  plan-5  C21   0.020
 024  plan-5  C22   0.020
 024  plan-5  O25   0.020
 024  plan-5  O26   0.020
 024  plan-5  HO25  0.020

