# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Jun  2 15:19:36 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: 3-[(1R)-1-(4-chlorophenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indol-2-yl]propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CCN1CCc2c([nH]c3ccccc23)[C@H]1c4ccc(Cl)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
 XBR  XBR  '3-[(1R)-1-(4-chlorophenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indol-2-yl]propanoic acid'  ligand  44  25  .  2021-08-25  2021-08-25  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_XBR
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
 XBR  C1    C   CR16  0  -0.270  -5.8627   0.4717  -0.7620
 XBR  C2    C   CR16  0  -0.286  -5.8365  -0.7893  -0.1452
 XBR  C3    C   CR16  0  -0.314  -4.6795  -1.2857   0.4277
 XBR  C4    C   CR56  0   0.329  -3.5392  -0.4881   0.3692
 XBR  C5    C   CR56  0   0.043  -3.5439   0.7852  -0.2478
 XBR  C6    C   CR16  0  -0.375  -4.7294   1.2614  -0.8172
 XBR  C7    C   CR5   0  -0.015  -2.2196   1.3087  -0.1162
 XBR  C8    C   CR5   0   0.325  -1.4917   0.3684   0.5469
 XBR  N9    N   NR15  0  -0.753  -2.2776  -0.7120   0.8447
 XBR  C11   C   CH1   0  -0.160  -0.0420   0.4727   0.8999
 XBR  N12   N   NT    0  -0.447   0.5153   1.6435   0.2375
 XBR  C13   C   CH2   0  -0.312  -0.3515   2.8135   0.3060
 XBR  C14   C   CH2   0  -0.511  -1.6182   2.6112  -0.5131
 XBR  C15   C   CH2   0  -0.266   1.8637   1.9356   0.6985
 XBR  C16   C   CH2   0  -0.596   2.6740   2.6037  -0.4016
 XBR  C17   C   C     0   0.553   4.0744   2.9469   0.0182
 XBR  O18   O   O     0  -0.446   4.5562   2.7035   1.0969
 XBR  O19   O   OH1   0  -0.596   4.7451   3.5572  -0.9539
 XBR  C20   C   CR6   0   0.100   0.6778  -0.7853   0.4595
 XBR  C21   C   CR16  0  -0.326   1.0700  -1.7420   1.3852
 XBR  C22   C   CR16  0  -0.197   1.6877  -2.9195   0.9804
 XBR  C23   C   CR6   0  -0.053   1.9134  -3.1264  -0.3689
 XBR  C24   C   CR16  0  -0.199   1.5328  -2.1824  -1.3139
 XBR  C25   C   CR16  0  -0.271   0.9152  -1.0174  -0.8926
 XBR  CL    CL  CL    0  -0.131   2.6870  -4.5878  -0.8923
 XBR  H1    H   HCR6  0   0.245  -6.7869   0.8279  -1.1985
 XBR  H2    H   HCR6  0   0.248  -6.7400  -1.3846  -0.1138
 XBR  H6    H   HCR6  0   0.240  -4.7598   2.2336  -1.2946
 XBR  H3    H   HCR6  0   0.256  -4.6638  -2.2572   0.9059
 XBR  H9    H   HNR5  0   0.404  -1.9715  -1.5516   1.3086
 XBR  H141  H   HCH2  0   0.235  -1.3801   2.6349  -1.5812
 XBR  H142  H   HCH2  0   0.237  -2.3079   3.4388  -0.3290
 XBR  H11   H   HCH1  0   0.252   0.0449   0.5492   1.9999
 XBR  H131  H   HCH2  0   0.209  -0.6205   3.0518   1.3478
 XBR  H132  H   HCH2  0   0.247   0.1968   3.6731  -0.0806
 XBR  H151  H   HCH2  0   0.223   1.8531   2.5576   1.6052
 XBR  H152  H   HCH2  0   0.251   2.3545   1.0005   0.9728
 XBR  H161  H   HCH2  0   0.284   2.7253   1.9420  -1.2709
 XBR  H162  H   HCH2  0   0.282   2.1906   3.5184  -0.7547
 XBR  H19   H   HOH1  0   0.478   5.6447   3.7621  -0.6580
 XBR  H21   H   HCR6  0   0.266   0.9004  -1.5715   2.4420
 XBR  H25   H   HCR6  0   0.258   0.6190  -0.2745  -1.6222
 XBR  H22   H   HCR6  0   0.280   1.9909  -3.6569   1.7113
 XBR  H24   H   HCR6  0   0.279   1.7151  -2.3555  -2.3659

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
 XBR  C1   C2    aromatic  1.404  0.020  1.404
 XBR  C1   C6    aromatic  1.382  0.020  1.382
 XBR  C2   C3    aromatic  1.383  0.020  1.383
 XBR  C3   C4    aromatic  1.393  0.020  1.393
 XBR  C4   C5    aromatic  1.415  0.020  1.415
 XBR  C4   N9    aromatic  1.367  0.020  1.367
 XBR  C5   C6    aromatic  1.399  0.020  1.399
 XBR  C5   C7    aromatic  1.430  0.020  1.430
 XBR  C7   C8    aromatic  1.362  0.020  1.362
 XBR  C7   C14   single    1.489  0.020  1.489
 XBR  C8   N9    aromatic  1.369  0.020  1.369
 XBR  C8   C11   single    1.496  0.020  1.496
 XBR  C11  N12   single    1.456  0.020  1.456
 XBR  C11  C20   single    1.515  0.020  1.515
 XBR  N12  C13   single    1.458  0.020  1.458
 XBR  N12  C15   single    1.455  0.020  1.455
 XBR  C13  C14   single    1.522  0.020  1.522
 XBR  C15  C16   single    1.521  0.020  1.521
 XBR  C16  C17   single    1.502  0.020  1.502
 XBR  C17  O18   double    1.206  0.020  1.206
 XBR  C17  O19   single    1.329  0.020  1.329
 XBR  C20  C21   aromatic  1.388  0.020  1.388
 XBR  C20  C25   aromatic  1.392  0.020  1.392
 XBR  C21  C22   aromatic  1.390  0.020  1.390
 XBR  C22  C23   aromatic  1.384  0.020  1.384
 XBR  C23  C24   aromatic  1.389  0.020  1.389
 XBR  C23  CL    single    1.734  0.020  1.734
 XBR  C24  C25   aromatic  1.384  0.020  1.384
 XBR  C1   H1    single    0.930  0.020  1.080
 XBR  C2   H2    single    0.930  0.020  1.080
 XBR  C6   H6    single    0.930  0.020  1.080
 XBR  C3   H3    single    0.930  0.020  1.080
 XBR  N9   H9    single    0.860  0.020  1.020
 XBR  C14  H141  single    0.970  0.020  1.090
 XBR  C14  H142  single    0.970  0.020  1.090
 XBR  C11  H11   single    0.970  0.020  1.090
 XBR  C13  H131  single    0.970  0.020  1.090
 XBR  C13  H132  single    0.970  0.020  1.090
 XBR  C15  H151  single    0.970  0.020  1.090
 XBR  C15  H152  single    0.970  0.020  1.090
 XBR  C16  H161  single    0.970  0.020  1.090
 XBR  C16  H162  single    0.970  0.020  1.090
 XBR  O19  H19   single    0.850  0.020  0.980
 XBR  C21  H21   single    0.930  0.020  1.080
 XBR  C25  H25   single    0.930  0.020  1.080
 XBR  C22  H22   single    0.930  0.020  1.080
 XBR  C24  H24   single    0.930  0.020  1.080

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
 XBR  H1    C1   C6    119.73  3.000
 XBR  H1    C1   C2    119.25  3.000
 XBR  C6    C1   C2    121.02  3.000
 XBR  H2    C2   C3    119.26  3.000
 XBR  H2    C2   C1    119.41  3.000
 XBR  C3    C2   C1    121.32  3.000
 XBR  H3    C3   C4    121.36  3.000
 XBR  H3    C3   C2    121.13  3.000
 XBR  C4    C3   C2    117.51  3.000
 XBR  N9    C4   C5    107.59  3.000
 XBR  N9    C4   C3    130.34  3.000
 XBR  C5    C4   C3    122.07  3.000
 XBR  C7    C5   C6    134.24  3.000
 XBR  C7    C5   C4    106.63  3.000
 XBR  C6    C5   C4    119.12  3.000
 XBR  H6    C6   C5    120.57  3.000
 XBR  H6    C6   C1    120.47  3.000
 XBR  C5    C6   C1    118.95  3.000
 XBR  C14   C7   C8    121.21  3.000
 XBR  C14   C7   C5    132.06  3.000
 XBR  C8    C7   C5    106.68  3.000
 XBR  C11   C8   N9    124.07  3.000
 XBR  C11   C8   C7    125.80  3.000
 XBR  N9    C8   C7    110.13  3.000
 XBR  H9    N9   C8    125.72  3.000
 XBR  H9    N9   C4    125.27  3.000
 XBR  C8    N9   C4    108.97  3.000
 XBR  H11   C11  C20   108.01  3.000
 XBR  H11   C11  N12   111.52  3.000
 XBR  C20   C11  N12   110.71  3.000
 XBR  H11   C11  C8    108.40  3.000
 XBR  C20   C11  C8    109.51  3.000
 XBR  N12   C11  C8    108.64  3.000
 XBR  C15   N12  C13   112.03  3.000
 XBR  C15   N12  C11   111.84  3.000
 XBR  C13   N12  C11   113.35  3.000
 XBR  H132  C13  H131  106.71  3.000
 XBR  H132  C13  C14   109.42  3.000
 XBR  H131  C13  C14   109.54  3.000
 XBR  H132  C13  N12   108.48  3.000
 XBR  H131  C13  N12   111.29  3.000
 XBR  C14   C13  N12   111.28  3.000
 XBR  H142  C14  H141  106.57  3.000
 XBR  H142  C14  C13   109.51  3.000
 XBR  H141  C14  C13   109.95  3.000
 XBR  H142  C14  C7    111.26  3.000
 XBR  H141  C14  C7    111.53  3.000
 XBR  C13   C14  C7    108.01  3.000
 XBR  H152  C15  H151  106.37  3.000
 XBR  H152  C15  C16   108.58  3.000
 XBR  H151  C15  C16   110.67  3.000
 XBR  H152  C15  N12   108.94  3.000
 XBR  H151  C15  N12   111.47  3.000
 XBR  C16   C15  N12   110.66  3.000
 XBR  H162  C16  H161  105.68  3.000
 XBR  H162  C16  C17   108.15  3.000
 XBR  H161  C16  C17   108.47  3.000
 XBR  H162  C16  C15   111.45  3.000
 XBR  H161  C16  C15   109.52  3.000
 XBR  C17   C16  C15   113.27  3.000
 XBR  O19   C17  O18   123.03  3.000
 XBR  O19   C17  C16   111.78  3.000
 XBR  O18   C17  C16   125.19  3.000
 XBR  H19   O19  C17   110.01  3.000
 XBR  C25   C20  C21   118.99  3.000
 XBR  C25   C20  C11   120.12  3.000
 XBR  C21   C20  C11   120.86  3.000
 XBR  H21   C21  C22   119.13  3.000
 XBR  H21   C21  C20   119.85  3.000
 XBR  C22   C21  C20   121.02  3.000
 XBR  H22   C22  C23   120.75  3.000
 XBR  H22   C22  C21   120.35  3.000
 XBR  C23   C22  C21   118.89  3.000
 XBR  CL    C23  C24   119.32  3.000
 XBR  CL    C23  C22   119.54  3.000
 XBR  C24   C23  C22   121.14  3.000
 XBR  H24   C24  C25   120.39  3.000
 XBR  H24   C24  C23   120.45  3.000
 XBR  C25   C24  C23   119.16  3.000
 XBR  H25   C25  C24   119.64  3.000
 XBR  H25   C25  C20   119.57  3.000
 XBR  C24   C25  C20   120.79  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
 XBR  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 XBR  CONST_02  C4   C5   C6   C1     0.00   0.0  0
 XBR  CONST_03  C7   C5   C6   C1   180.00   0.0  0
 XBR  CONST_04  C5   C6   C1   C2     0.00   0.0  0
 XBR  CONST_05  C5   C4   C3   C2     0.00   0.0  0
 XBR  CONST_06  N9   C4   C3   C2   180.00   0.0  0
 XBR  CONST_07  C6   C1   C2   C3     0.00   0.0  0
 XBR  CONST_08  C6   C5   C4   C3     0.00   0.0  0
 XBR  CONST_09  C7   C5   C4   C3   180.00   0.0  0
 XBR  CONST_10  C8   N9   C4   C3   180.00   0.0  0
 XBR  CONST_11  C8   C7   C5   C4     0.00   0.0  0
 XBR  CONST_12  C7   C8   N9   C4     0.00   0.0  0
 XBR  CONST_13  C8   N9   C4   C5     0.00   0.0  0
 XBR  CONST_14  N9   C8   C7   C5     0.00   0.0  0
 XBR  CONST_15  N9   C4   C5   C6   180.00   0.0  0
 XBR  CONST_16  C8   C7   C5   C6   180.00   0.0  0
 XBR  CONST_17  N9   C4   C5   C7     0.00   0.0  0
 XBR  CONST_18  C23  C22  C21  C20    0.00   0.0  0
 XBR  CONST_19  C23  C24  C25  C20    0.00   0.0  0
 XBR  CONST_20  C24  C25  C20  C21    0.00   0.0  0
 XBR  CONST_21  C24  C23  C22  C21    0.00   0.0  0
 XBR  CONST_22  C25  C20  C21  C22    0.00   0.0  0
 XBR  CONST_23  C25  C24  C23  C22    0.00   0.0  0
 XBR  CONST_24  C22  C21  C20  C11  180.00   0.0  0
 XBR  CONST_25  C24  C25  C20  C11  180.00   0.0  0
 XBR  CONST_26  CL   C23  C22  C21  180.00   0.0  0
 XBR  CONST_27  CL   C23  C24  C25  180.00   0.0  0
 XBR  CONST_28  H3   C3   C2   C1   180.00   0.0  0
 XBR  CONST_29  H6   C6   C1   C2   180.00   0.0  0
 XBR  CONST_30  H1   C1   C2   C3   180.00   0.0  0
 XBR  CONST_31  H9   N9   C4   C3     0.00   0.0  0
 XBR  CONST_32  H2   C2   C3   C4   180.00   0.0  0
 XBR  CONST_33  H21  C21  C20  C11    0.00   0.0  0
 XBR  CONST_34  H25  C25  C20  C11    0.00   0.0  0
 XBR  CONST_35  H22  C22  C21  C20  180.00   0.0  0
 XBR  CONST_36  H24  C24  C25  C20  180.00   0.0  0
 XBR  CONST_37  H19  O19  C17  C16  180.00   0.0  0
 XBR  Var_01    C13  C14  C7   C5   159.61  30.0  1
 XBR  Var_02    N12  C13  C14  C7    50.67  30.0  1
 XBR  Var_03    C14  C13  N12  C11  -67.71  30.0  1
 XBR  Var_04    C16  C15  N12  C11  150.37  30.0  3
 XBR  Var_05    C17  C16  C15  N12  179.30  30.0  3
 XBR  Var_06    O18  C17  C16  C15    1.82  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
 XBR  chir_01  C11  C8  N12  C20  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
 XBR  plan-1  C11  0.020
 XBR  plan-1  C20  0.020
 XBR  plan-1  C21  0.020
 XBR  plan-1  C22  0.020
 XBR  plan-1  C23  0.020
 XBR  plan-1  C24  0.020
 XBR  plan-1  C25  0.020
 XBR  plan-1  CL   0.020
 XBR  plan-1  H21  0.020
 XBR  plan-1  H25  0.020
 XBR  plan-1  H22  0.020
 XBR  plan-1  H24  0.020
 XBR  plan-2  C1   0.020
 XBR  plan-2  C2   0.020
 XBR  plan-2  C3   0.020
 XBR  plan-2  C4   0.020
 XBR  plan-2  C5   0.020
 XBR  plan-2  C6   0.020
 XBR  plan-2  C7   0.020
 XBR  plan-2  C8   0.020
 XBR  plan-2  N9   0.020
 XBR  plan-2  C11  0.020
 XBR  plan-2  C14  0.020
 XBR  plan-2  H1   0.020
 XBR  plan-2  H2   0.020
 XBR  plan-2  H6   0.020
 XBR  plan-2  H3   0.020
 XBR  plan-2  H9   0.020
 XBR  plan-3  C16  0.020
 XBR  plan-3  C17  0.020
 XBR  plan-3  O18  0.020
 XBR  plan-3  O19  0.020
 XBR  plan-3  H19  0.020

