# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 09:37:20 2020
#   Inital geometry file: a 89 line input string
#   Ligand name: 1-methyl-N-phenyl-1H-indole-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1cc(C(=O)Nc2ccccc2)c3ccccc13
#
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
 8M5  8M5  1-methyl-N-phenyl-1H-indole-3-carboxamide  ligand  33  19  .  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_8M5
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
 8M5  C1    C  CR16  0  -0.278  -4.7711   1.2911  -0.2238
 8M5  C2    C  CR16  0  -0.308  -4.4515  -0.0483  -0.1128
 8M5  C3    C  CR56  0   0.364  -3.1017  -0.3755  -0.0119
 8M5  C4    C  CR56  0   0.088  -2.0797   0.5948  -0.0163
 8M5  C5    C  CR16  0  -0.369  -2.4332   1.9440  -0.1317
 8M5  C6    C  CR16  0  -0.260  -3.7708   2.2752  -0.2341
 8M5  C15   C  CR15  0  -0.029  -1.1755  -1.4571   0.1669
 8M5  N19   N  NR5   0  -0.519  -2.5159  -1.6111   0.1044
 8M5  C24   C  CR16  0  -0.321   3.4894   1.0309   0.4464
 8M5  C25   C  CR16  0  -0.244   4.8737   1.1412   0.4817
 8M5  C26   C  CR16  0  -0.276   5.6944   0.1010   0.0726
 8M5  C27   C  CR16  0  -0.242   5.1090  -1.0754  -0.3784
 8M5  C28   C  CR16  0  -0.361   3.7316  -1.2015  -0.4189
 8M5  C29   C  CR6   0   0.384   2.9023  -0.1521  -0.0091
 8M5  N35   N  NH1   0  -0.769   1.5271  -0.3830  -0.0763
 8M5  O37   O  O     0  -0.473   0.6494   1.6621   0.4088
 8M5  CAE   C  CR5   0  -0.191  -0.8406  -0.1237   0.0901
 8M5  H1    H  HCR6  0   0.255  -5.8093   1.5850  -0.3055
 8M5  H2    H  HCR6  0   0.271  -5.2222  -0.8083  -0.1063
 8M5  H6    H  HCR6  0   0.251  -4.0551   3.3157  -0.3234
 8M5  H5    H  HCR6  0   0.249  -1.6768   2.7153  -0.1376
 8M5  H15   H  HCR5  0   0.304  -0.5441  -2.3247   0.2877
 8M5  H181  H  HCH3  0   0.260  -3.8740  -2.9924  -0.6832
 8M5  H182  H  HCH3  0   0.270  -2.5210  -3.6816   0.2206
 8M5  H183  H  HCH3  0   0.260  -3.8486  -2.8952   1.0858
 8M5  H25   H  HCR6  0   0.257   5.3106   2.0649   0.8393
 8M5  H26   H  HCR6  0   0.254   6.7708   0.2033   0.1047
 8M5  H27   H  HCR6  0   0.259   5.7253  -1.9042  -0.7023
 8M5  H28   H  HCR6  0   0.268   3.2904  -2.1258  -0.7740
 8M5  H35   H  HNH1  0   0.416   1.2797  -1.2999  -0.4139
 8M5  C18   C  CH3   0  -0.530  -3.2328  -2.8620   0.1874
 8M5  C33   C  C     0   0.485   0.4924   0.4756   0.1596
 8M5  H24   H  HCR6  0   0.277   2.8860   1.8621   0.7707

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
 8M5  C1   C2    aromatic  1.381  0.020  1.381
 8M5  C1   C6    aromatic  1.403  0.020  1.403
 8M5  C2   C3    aromatic  1.393  0.020  1.393
 8M5  C3   C4    aromatic  1.409  0.020  1.409
 8M5  C3   N19   aromatic  1.372  0.020  1.372
 8M5  C4   C5    aromatic  1.399  0.020  1.399
 8M5  C4   CAE   aromatic  1.436  0.020  1.436
 8M5  C5   C6    aromatic  1.382  0.020  1.382
 8M5  C15  N19   aromatic  1.351  0.020  1.351
 8M5  C15  CAE   aromatic  1.377  0.020  1.377
 8M5  C18  N19   single    1.444  0.020  1.444
 8M5  C24  C25   aromatic  1.389  0.020  1.389
 8M5  C24  C29   aromatic  1.397  0.020  1.397
 8M5  C25  C26   aromatic  1.387  0.020  1.387
 8M5  C26  C27   aromatic  1.389  0.020  1.389
 8M5  C27  C28   aromatic  1.384  0.020  1.384
 8M5  C28  C29   aromatic  1.399  0.020  1.399
 8M5  C29  N35   single    1.396  0.020  1.396
 8M5  C33  N35   single    1.365  0.020  1.365
 8M5  C33  O37   double    1.223  0.020  1.223
 8M5  C33  CAE   single    1.463  0.020  1.463
 8M5  C1   H1    single    0.930  0.020  1.080
 8M5  C2   H2    single    0.930  0.020  1.080
 8M5  C6   H6    single    0.930  0.020  1.080
 8M5  C5   H5    single    0.930  0.020  1.080
 8M5  C15  H15   single    0.930  0.020  1.080
 8M5  C18  H181  single    0.970  0.020  1.090
 8M5  C18  H182  single    0.970  0.020  1.090
 8M5  C18  H183  single    0.970  0.020  1.090
 8M5  C24  H24   single    0.930  0.020  1.080
 8M5  C25  H25   single    0.930  0.020  1.080
 8M5  C26  H26   single    0.930  0.020  1.080
 8M5  C27  H27   single    0.930  0.020  1.080
 8M5  C28  H28   single    0.930  0.020  1.080
 8M5  N35  H35   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
 8M5  H1    C1   C6    119.53  3.000
 8M5  H1    C1   C2    119.43  3.000
 8M5  C6    C1   C2    121.04  3.000
 8M5  H2    C2   C3    121.66  3.000
 8M5  H2    C2   C1    121.10  3.000
 8M5  C3    C2   C1    117.24  3.000
 8M5  N19   C3   C4    108.10  3.000
 8M5  N19   C3   C2    129.15  3.000
 8M5  C4    C3   C2    122.75  3.000
 8M5  CAE   C4   C5    134.93  3.000
 8M5  CAE   C4   C3    106.32  3.000
 8M5  C5    C4   C3    118.74  3.000
 8M5  H5    C5   C6    120.41  3.000
 8M5  H5    C5   C4    120.80  3.000
 8M5  C6    C5   C4    118.79  3.000
 8M5  H6    C6   C5    119.39  3.000
 8M5  H6    C6   C1    119.18  3.000
 8M5  C5    C6   C1    121.43  3.000
 8M5  H15   C15  CAE   129.95  3.000
 8M5  H15   C15  N19   119.59  3.000
 8M5  CAE   C15  N19   110.44  3.000
 8M5  C18   N19  C15   126.07  3.000
 8M5  C18   N19  C3    124.95  3.000
 8M5  C15   N19  C3    108.95  3.000
 8M5  H24   C24  C29   121.08  3.000
 8M5  H24   C24  C25   119.30  3.000
 8M5  C29   C24  C25   119.62  3.000
 8M5  H25   C25  C26   119.92  3.000
 8M5  H25   C25  C24   118.57  3.000
 8M5  C26   C25  C24   121.51  3.000
 8M5  H26   C26  C27   120.60  3.000
 8M5  H26   C26  C25   120.60  3.000
 8M5  C27   C26  C25   118.80  3.000
 8M5  H27   C27  C28   119.22  3.000
 8M5  H27   C27  C26   120.37  3.000
 8M5  C28   C27  C26   120.40  3.000
 8M5  H28   C28  C29   119.62  3.000
 8M5  H28   C28  C27   119.50  3.000
 8M5  C29   C28  C27   120.88  3.000
 8M5  N35   C29  C28   116.48  3.000
 8M5  N35   C29  C24   124.73  3.000
 8M5  C28   C29  C24   118.79  3.000
 8M5  H35   N35  C33   116.36  3.000
 8M5  H35   N35  C29   114.10  3.000
 8M5  C33   N35  C29   129.37  3.000
 8M5  C33   CAE  C15   127.99  3.000
 8M5  C33   CAE  C4    125.78  3.000
 8M5  C15   CAE  C4    106.18  3.000
 8M5  H183  C18  H182  108.80  3.000
 8M5  H183  C18  H181  108.83  3.000
 8M5  H182  C18  H181  108.66  3.000
 8M5  H183  C18  N19   110.76  3.000
 8M5  H182  C18  N19   109.27  3.000
 8M5  H181  C18  N19   110.49  3.000
 8M5  CAE   C33  O37   121.61  3.000
 8M5  CAE   C33  N35   115.13  3.000
 8M5  O37   C33  N35   123.25  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
 8M5  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 8M5  CONST_02  N19   C3   C2   C1    180.00   0.0  0
 8M5  CONST_03  C4    C5   C6   C1      0.00   0.0  0
 8M5  CONST_04  C5    C6   C1   C2      0.00   0.0  0
 8M5  CONST_05  C5    C4   C3   C2      0.00   0.0  0
 8M5  CONST_06  CAE   C4   C3   C2    180.00   0.0  0
 8M5  CONST_07  C15   N19  C3   C2    180.00   0.0  0
 8M5  CONST_08  C6    C1   C2   C3      0.00   0.0  0
 8M5  CONST_09  C6    C5   C4   C3      0.00   0.0  0
 8M5  CONST_10  C15   CAE  C4   C3      0.00   0.0  0
 8M5  CONST_11  CAE   C15  N19  C3      0.00   0.0  0
 8M5  CONST_12  C15   N19  C3   C4      0.00   0.0  0
 8M5  CONST_13  N19   C15  CAE  C4      0.00   0.0  0
 8M5  CONST_14  N19   C3   C4   C5    180.00   0.0  0
 8M5  CONST_15  C15   CAE  C4   C5    180.00   0.0  0
 8M5  CONST_16  CAE   C4   C5   C6    180.00   0.0  0
 8M5  CONST_17  CAE   C4   C3   N19     0.00   0.0  0
 8M5  CONST_18  C27   C26  C25  C24     0.00   0.0  0
 8M5  CONST_19  C27   C28  C29  C24     0.00   0.0  0
 8M5  CONST_20  C28   C29  C24  C25     0.00   0.0  0
 8M5  CONST_21  C28   C27  C26  C25     0.00   0.0  0
 8M5  CONST_22  C29   C24  C25  C26     0.00   0.0  0
 8M5  CONST_23  C29   C28  C27  C26     0.00   0.0  0
 8M5  CONST_24  C18   N19  C3   C2      0.00   0.0  0
 8M5  CONST_25  C33   CAE  C4   C3    180.00   0.0  0
 8M5  CONST_26  C18   N19  C3   C4    180.00   0.0  0
 8M5  CONST_27  C33   CAE  C4   C5      0.00   0.0  0
 8M5  CONST_28  CAE   C15  N19  C18   180.00   0.0  0
 8M5  CONST_29  C33   CAE  C15  N19   180.00   0.0  0
 8M5  CONST_30  N35   C29  C24  C25   180.00   0.0  0
 8M5  CONST_31  N35   C29  C28  C27   180.00   0.0  0
 8M5  CONST_32  H5    C5   C6   C1    180.00   0.0  0
 8M5  CONST_33  H6    C6   C1   C2    180.00   0.0  0
 8M5  CONST_34  H1    C1   C2   C3    180.00   0.0  0
 8M5  CONST_35  H15   C15  N19  C3    180.00   0.0  0
 8M5  CONST_36  H2    C2   C3   C4    180.00   0.0  0
 8M5  CONST_37  H26   C26  C25  C24   180.00   0.0  0
 8M5  CONST_38  H28   C28  C29  C24   180.00   0.0  0
 8M5  CONST_39  H27   C27  C26  C25   180.00   0.0  0
 8M5  CONST_40  H24   C24  C25  C26   180.00   0.0  0
 8M5  CONST_41  H25   C25  C26  C27   180.00   0.0  0
 8M5  CONST_42  CAE   C33  N35  C29   180.00   0.0  0
 8M5  CONST_43  C33   N35  C29  C24     0.00   0.0  0
 8M5  CONST_44  C33   N35  C29  C28   180.00   0.0  0
 8M5  CONST_45  H35   N35  C29  C24   180.00   0.0  0
 8M5  CONST_46  O37   C33  N35  C29     0.00   0.0  0
 8M5  Var_01    N35   C33  CAE  C4   -164.41  30.0  2
 8M5  Var_02    H181  C18  N19  C3     57.58  30.0  2

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
 8M5  plan-1  C24  0.020
 8M5  plan-1  C25  0.020
 8M5  plan-1  C26  0.020
 8M5  plan-1  C27  0.020
 8M5  plan-1  C28  0.020
 8M5  plan-1  C29  0.020
 8M5  plan-1  N35  0.020
 8M5  plan-1  H25  0.020
 8M5  plan-1  H26  0.020
 8M5  plan-1  H27  0.020
 8M5  plan-1  H28  0.020
 8M5  plan-1  H24  0.020
 8M5  plan-2  C1   0.020
 8M5  plan-2  C2   0.020
 8M5  plan-2  C3   0.020
 8M5  plan-2  C4   0.020
 8M5  plan-2  C5   0.020
 8M5  plan-2  C6   0.020
 8M5  plan-2  C15  0.020
 8M5  plan-2  N19  0.020
 8M5  plan-2  CAE  0.020
 8M5  plan-2  H1   0.020
 8M5  plan-2  H2   0.020
 8M5  plan-2  H6   0.020
 8M5  plan-2  H5   0.020
 8M5  plan-2  H15  0.020
 8M5  plan-2  C18  0.020
 8M5  plan-2  C33  0.020
 8M5  plan-3  C29  0.020
 8M5  plan-3  N35  0.020
 8M5  plan-3  O37  0.020
 8M5  plan-3  CAE  0.020
 8M5  plan-3  H35  0.020
 8M5  plan-3  C33  0.020

