# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 06:54:25 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: N-[3-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)-4-phenoxyphenyl]methanesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1C=C(c2cc[nH]c2C1=O)c3cc(N[S](C)(=O)=O)ccc3Oc4ccccc4
#
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
 8NM  8NM  N-[3-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)-4-phenoxyphenyl]methanesulfonamide  ligand  48  29  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_8NM
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
 8NM  C4    C  CR16  0  -0.262   2.7403  -0.3218   1.2497
 8NM  C5    C  CR16  0  -0.332  -1.1737  -4.2303   0.7302
 8NM  C6    C  CR16  0  -0.331   0.2764  -3.2074  -0.9064
 8NM  C7    C  CR16  0  -0.278   1.7869  -1.3214   1.2914
 8NM  C8    C  CR15  0  -0.452  -1.7220   2.4892   1.8494
 8NM  C10   C  CR15  0   0.017  -2.8497   3.2538   2.0377
 8NM  C13   C  CR6   0   0.307   2.3801   0.9546   0.8271
 8NM  C15   C  CR6   0   0.261   0.4727  -1.0530   0.9294
 8NM  C17   C  CR16  0   0.008  -1.9613  -0.1253  -0.8378
 8NM  C20   C  CH3   0  -0.484  -3.8718  -0.6194  -2.2752
 8NM  C21   C  CH3   0  -0.746   3.6497   2.2194  -1.9238
 8NM  C1    C  CR16  0  -0.245  -0.4924  -5.4756  -1.2190
 8NM  C2    C  CR16  0  -0.216  -1.2019  -5.3908  -0.0266
 8NM  C3    C  CR16  0  -0.207   0.2409  -4.3805  -1.6506
 8NM  C9    C  CR16  0  -0.345   1.0671   1.2130   0.4625
 8NM  C11   C  CR56  0   0.195  -2.0187   1.5870   0.7970
 8NM  C12   C  CR6   0  -0.034   0.0904   0.2184   0.5058
 8NM  C14   C  CR6   0   0.367  -0.4320  -3.1399   0.2877
 8NM  C16   C  CR56  0   0.141  -3.3243   1.8500   0.3978
 8NM  C18   C  CR6   0  -0.082  -1.3011   0.5404   0.1414
 8NM  C19   C  CR6   0   0.537  -4.0201   1.1471  -0.6301
 8NM  N22   N  NR15  0  -0.643  -3.8075   2.8655   1.1638
 8NM  N23   N  NR6   0  -0.535  -3.2515   0.1532  -1.2088
 8NM  N24   N  NC1   0  -0.809   3.3463   1.9921   0.8021
 8NM  O25   O  O     0  -0.469  -5.1738   1.3674  -0.9928
 8NM  O26   O  OS    0  -0.623   5.1216   0.6746  -0.3967
 8NM  O27   O  OS    0  -0.630   5.3322   3.1660  -0.1316
 8NM  O28   O  O2    0  -0.493  -0.4833  -2.0205   1.0649
 8NM  S29   S  S     0   1.306   4.5138   1.9937  -0.3874
 8NM  H4    H  HCR6  0   0.268   3.7513  -0.5298   1.5683
 8NM  H6    H  HCR6  0   0.266   0.8553  -2.3660  -1.2653
 8NM  H7    H  HCR6  0   0.259   2.0606  -2.3107   1.6357
 8NM  H8    H  HCR5  0   0.228  -0.8017   2.5721   2.4048
 8NM  H10   H  HCR5  0   0.254  -3.0322   4.0506   2.7401
 8NM  H17   H  HCR6  0   0.271  -1.4876  -0.9125  -1.4072
 8NM  H202  H  HCH3  0   0.247  -4.7770  -1.1084  -1.9208
 8NM  H203  H  HCH3  0   0.253  -4.1262   0.0185  -3.1198
 8NM  H201  H  HCH3  0   0.233  -3.1768  -1.3817  -2.6142
 8NM  H1    H  HCR6  0   0.234  -0.5114  -6.3850  -1.8044
 8NM  H2    H  HCR6  0   0.236  -1.7808  -6.2360   0.3225
 8NM  H3    H  HCR6  0   0.242   0.7953  -4.4293  -2.5787
 8NM  H9    H  HCR6  0   0.239   0.7915   2.2056   0.1259
 8NM  H22   H  HNR5  0   0.387  -4.7314   3.2607   1.0954
 8NM  H11   H  HCH3  0   0.259   3.1519   3.1862  -1.9133
 8NM  H12   H  HCH3  0   0.302   4.3827   2.1848  -2.7280
 8NM  H13   H  HCH3  0   0.277   2.9226   1.4204  -2.0535
 8NM  H14   H  HNC1  0   0.379   2.9658   2.9222   0.9462
 8NM  H5    H  HCR6  0   0.241  -1.7251  -4.1642   1.6596

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
 8NM  C4   C7    aromatic  1.382  0.020  1.382
 8NM  C4   C13   aromatic  1.392  0.020  1.392
 8NM  C5   C2    aromatic  1.386  0.020  1.386
 8NM  C5   C14   aromatic  1.391  0.020  1.391
 8NM  C6   C3    aromatic  1.390  0.020  1.390
 8NM  C6   C14   aromatic  1.390  0.020  1.390
 8NM  C7   C15   aromatic  1.389  0.020  1.389
 8NM  C8   C10   aromatic  1.376  0.020  1.376
 8NM  C8   C11   aromatic  1.418  0.020  1.418
 8NM  C10  N22   aromatic  1.353  0.020  1.353
 8NM  C13  C9    aromatic  1.387  0.020  1.387
 8NM  C13  N24   single    1.418  0.020  1.418
 8NM  C15  C12   aromatic  1.394  0.020  1.394
 8NM  C15  O28   single    1.367  0.020  1.367
 8NM  C17  C18   double    1.356  0.020  1.356
 8NM  C17  N23   single    1.371  0.020  1.371
 8NM  C20  N23   single    1.456  0.020  1.456
 8NM  C21  S29   single    1.777  0.020  1.777
 8NM  C1   C2    aromatic  1.390  0.020  1.390
 8NM  C1   C3    aromatic  1.387  0.020  1.387
 8NM  C9   C12   aromatic  1.395  0.020  1.395
 8NM  C11  C16   aromatic  1.390  0.020  1.390
 8NM  C11  C18   single    1.428  0.020  1.428
 8NM  C12  C18   single    1.474  0.020  1.474
 8NM  C14  O28   single    1.364  0.020  1.364
 8NM  C16  C19   single    1.426  0.020  1.426
 8NM  C16  N22   aromatic  1.361  0.020  1.361
 8NM  C19  N23   single    1.383  0.020  1.383
 8NM  C19  O25   double    1.229  0.020  1.229
 8NM  N24  S29   single    1.667  0.020  1.667
 8NM  O26  S29   double    1.452  0.020  1.452
 8NM  O27  S29   double    1.452  0.020  1.452
 8NM  C4   H4    single    0.930  0.020  1.080
 8NM  C5   H5    single    0.930  0.020  1.080
 8NM  C6   H6    single    0.930  0.020  1.080
 8NM  C7   H7    single    0.930  0.020  1.080
 8NM  C8   H8    single    0.930  0.020  1.080
 8NM  C10  H10   single    0.930  0.020  1.080
 8NM  C17  H17   single    0.930  0.020  1.080
 8NM  C20  H202  single    0.970  0.020  1.090
 8NM  C20  H203  single    0.970  0.020  1.090
 8NM  C20  H201  single    0.970  0.020  1.090
 8NM  C1   H1    single    0.930  0.020  1.080
 8NM  C2   H2    single    0.930  0.020  1.080
 8NM  C3   H3    single    0.930  0.020  1.080
 8NM  C9   H9    single    0.930  0.020  1.080
 8NM  N22  H22   single    0.860  0.020  1.020
 8NM  C21  H11   single    0.970  0.020  1.090
 8NM  C21  H12   single    0.970  0.020  1.090
 8NM  C21  H13   single    0.970  0.020  1.090
 8NM  N24  H14   single    0.890  0.020  1.040

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
 8NM  H4    C4   C13   120.55  3.000
 8NM  H4    C4   C7    119.83  3.000
 8NM  C13   C4   C7    119.59  3.000
 8NM  H5    C5   C14   119.78  3.000
 8NM  H5    C5   C2    120.64  3.000
 8NM  C14   C5   C2    119.58  3.000
 8NM  H6    C6   C14   121.30  3.000
 8NM  H6    C6   C3    119.49  3.000
 8NM  C14   C6   C3    119.20  3.000
 8NM  H7    C7   C15   119.90  3.000
 8NM  H7    C7   C4    119.74  3.000
 8NM  C15   C7   C4    120.33  3.000
 8NM  H8    C8   C11   127.60  3.000
 8NM  H8    C8   C10   125.92  3.000
 8NM  C11   C8   C10   106.49  3.000
 8NM  H10   C10  N22   120.87  3.000
 8NM  H10   C10  C8    129.71  3.000
 8NM  N22   C10  C8    109.41  3.000
 8NM  N24   C13  C9    120.27  3.000
 8NM  N24   C13  C4    120.00  3.000
 8NM  C9    C13  C4    119.71  3.000
 8NM  O28   C15  C12   118.95  3.000
 8NM  O28   C15  C7    119.94  3.000
 8NM  C12   C15  C7    121.00  3.000
 8NM  H17   C17  N23   114.70  3.000
 8NM  H17   C17  C18   121.65  3.000
 8NM  N23   C17  C18   123.64  3.000
 8NM  H201  C20  H203  108.59  3.000
 8NM  H201  C20  H202  108.58  3.000
 8NM  H203  C20  H202  108.76  3.000
 8NM  H201  C20  N23   109.18  3.000
 8NM  H203  C20  N23   110.92  3.000
 8NM  H202  C20  N23   110.76  3.000
 8NM  H13   C21  H12   109.79  3.000
 8NM  H13   C21  H11   110.37  3.000
 8NM  H12   C21  H11   110.10  3.000
 8NM  H13   C21  S29   109.55  3.000
 8NM  H12   C21  S29   107.90  3.000
 8NM  H11   C21  S29   109.09  3.000
 8NM  H1    C1   C3    120.32  3.000
 8NM  H1    C1   C2    120.43  3.000
 8NM  C3    C1   C2    119.25  3.000
 8NM  H2    C2   C1    120.13  3.000
 8NM  H2    C2   C5    119.26  3.000
 8NM  C1    C2   C5    120.61  3.000
 8NM  H3    C3   C1    120.14  3.000
 8NM  H3    C3   C6    118.96  3.000
 8NM  C1    C3   C6    120.89  3.000
 8NM  H9    C9   C12   119.00  3.000
 8NM  H9    C9   C13   119.54  3.000
 8NM  C12   C9   C13   121.46  3.000
 8NM  C18   C11  C16   118.59  3.000
 8NM  C18   C11  C8    134.58  3.000
 8NM  C16   C11  C8    106.82  3.000
 8NM  C18   C12  C9    119.84  3.000
 8NM  C18   C12  C15   122.24  3.000
 8NM  C9    C12  C15   117.90  3.000
 8NM  O28   C14  C6    123.26  3.000
 8NM  O28   C14  C5    116.24  3.000
 8NM  C6    C14  C5    120.46  3.000
 8NM  N22   C16  C19   126.88  3.000
 8NM  N22   C16  C11   108.24  3.000
 8NM  C19   C16  C11   124.87  3.000
 8NM  C12   C18  C11   121.39  3.000
 8NM  C12   C18  C17   122.08  3.000
 8NM  C11   C18  C17   116.53  3.000
 8NM  O25   C19  N23   121.79  3.000
 8NM  O25   C19  C16   125.60  3.000
 8NM  N23   C19  C16   112.61  3.000
 8NM  H22   N22  C16   125.47  3.000
 8NM  H22   N22  C10   125.48  3.000
 8NM  C16   N22  C10   109.04  3.000
 8NM  C19   N23  C20   116.81  3.000
 8NM  C19   N23  C17   123.75  3.000
 8NM  C20   N23  C17   119.44  3.000
 8NM  H14   N24  S29   111.28  3.000
 8NM  H14   N24  C13   114.36  3.000
 8NM  S29   N24  C13   119.38  3.000
 8NM  C14   O28  C15   119.88  3.000
 8NM  O27   S29  O26   119.89  3.000
 8NM  O27   S29  N24   105.65  3.000
 8NM  O26   S29  N24   107.27  3.000
 8NM  O27   S29  C21   108.89  3.000
 8NM  O26   S29  C21   108.26  3.000
 8NM  N24   S29  C21   106.06  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
 8NM  CONST_01  C12   C15  C7   C4     0.00   0.0  0
 8NM  CONST_02  C12   C9   C13  C4     0.00   0.0  0
 8NM  CONST_03  C3    C1   C2   C5     0.00   0.0  0
 8NM  CONST_04  C3    C6   C14  C5     0.00   0.0  0
 8NM  CONST_05  C2    C1   C3   C6     0.00   0.0  0
 8NM  CONST_06  C2    C5   C14  C6     0.00   0.0  0
 8NM  CONST_07  C9    C13  C4   C7     0.00   0.0  0
 8NM  CONST_08  C9    C12  C15  C7     0.00   0.0  0
 8NM  CONST_09  C16   N22  C10  C8     0.00   0.0  0
 8NM  CONST_10  N22   C16  C11  C8     0.00   0.0  0
 8NM  CONST_11  C16   C11  C8   C10    0.00   0.0  0
 8NM  CONST_12  C11   C16  N22  C10    0.00   0.0  0
 8NM  CONST_13  C15   C7   C4   C13    0.00   0.0  0
 8NM  CONST_14  C15   C12  C9   C13    0.00   0.0  0
 8NM  CONST_15  C14   C5   C2   C1     0.00   0.0  0
 8NM  CONST_16  C14   C6   C3   C1     0.00   0.0  0
 8NM  CONST_17  N22   C10  C8   C11    0.00   0.0  0
 8NM  CONST_18  C18   C12  C15  C7   180.00   0.0  0
 8NM  CONST_19  C18   C12  C9   C13  180.00   0.0  0
 8NM  CONST_20  C16   C19  N23  C17    0.00   0.0  0
 8NM  CONST_21  O28   C15  C7   C4   180.00   0.0  0
 8NM  CONST_22  N24   C13  C4   C7   180.00   0.0  0
 8NM  CONST_23  O28   C14  C5   C2   180.00   0.0  0
 8NM  CONST_24  O28   C14  C6   C3   180.00   0.0  0
 8NM  CONST_25  O28   C15  C12  C9   180.00   0.0  0
 8NM  CONST_26  N24   C13  C9   C12  180.00   0.0  0
 8NM  CONST_27  O28   C15  C12  C18    0.00   0.0  0
 8NM  CONST_28  O25   C19  N23  C17  180.00   0.0  0
 8NM  CONST_29  C16   C19  N23  C20  180.00   0.0  0
 8NM  CONST_30  H9    C9   C13  C4   180.00   0.0  0
 8NM  CONST_31  H1    C1   C2   C5   180.00   0.0  0
 8NM  CONST_32  H6    C6   C14  C5   180.00   0.0  0
 8NM  CONST_33  H5    C5   C14  C6   180.00   0.0  0
 8NM  CONST_34  H22   N22  C10  C8   180.00   0.0  0
 8NM  CONST_35  H7    C7   C4   C13  180.00   0.0  0
 8NM  CONST_36  H4    C4   C7   C15  180.00   0.0  0
 8NM  CONST_37  H3    C3   C1   C2   180.00   0.0  0
 8NM  CONST_38  H2    C2   C1   C3   180.00   0.0  0
 8NM  CONST_39  H10   C10  C8   C11  180.00   0.0  0
 8NM  CONST_40  H8    C8   C11  C16  180.00   0.0  0
 8NM  CONST_43  O25   C19  N23  C20    0.00   0.0  0
 8NM  Var_01    C17   C18  C12  C15  -58.16  30.0  2
 8NM  Var_02    H202  C20  N23  C17  121.80  30.0  3
 8NM  Var_03    C21   S29  N24  C13   64.63  30.0  3
 8NM  Var_04    H11   C21  S29  N24   62.65  30.0  3

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
 8NM  plan-1  C4   0.020
 8NM  plan-1  C7   0.020
 8NM  plan-1  C13  0.020
 8NM  plan-1  C15  0.020
 8NM  plan-1  C9   0.020
 8NM  plan-1  C12  0.020
 8NM  plan-1  C18  0.020
 8NM  plan-1  N24  0.020
 8NM  plan-1  O28  0.020
 8NM  plan-1  H4   0.020
 8NM  plan-1  H7   0.020
 8NM  plan-1  H9   0.020
 8NM  plan-2  C5   0.020
 8NM  plan-2  C6   0.020
 8NM  plan-2  C1   0.020
 8NM  plan-2  C2   0.020
 8NM  plan-2  C3   0.020
 8NM  plan-2  C14  0.020
 8NM  plan-2  O28  0.020
 8NM  plan-2  H6   0.020
 8NM  plan-2  H1   0.020
 8NM  plan-2  H2   0.020
 8NM  plan-2  H3   0.020
 8NM  plan-2  H5   0.020
 8NM  plan-3  C8   0.020
 8NM  plan-3  C10  0.020
 8NM  plan-3  C17  0.020
 8NM  plan-3  C20  0.020
 8NM  plan-3  C11  0.020
 8NM  plan-3  C12  0.020
 8NM  plan-3  C16  0.020
 8NM  plan-3  C18  0.020
 8NM  plan-3  C19  0.020
 8NM  plan-3  N22  0.020
 8NM  plan-3  N23  0.020
 8NM  plan-3  O25  0.020
 8NM  plan-3  H8   0.020
 8NM  plan-3  H10  0.020
 8NM  plan-3  H17  0.020
 8NM  plan-3  H22  0.020
 8NM  plan-4  C13  0.020
 8NM  plan-4  N24  0.020
 8NM  plan-4  S29  0.020
 8NM  plan-4  H14  0.020

