# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 16:34:38 2022
#   Inital geometry file: a 103 line input string
#   Ligand name: [(1S,2S)-2,7-diamino-1-hydroxy-6-methyl-5,8-dioxo-2,3,5,8-tetrahydro-1H-pyrrolo[1,2-a]indol-9-yl]methyl carbamate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1=C(N)C(=O)c2c(COC(N)=O)c3[C@@H](O)[C@@H](N)Cn3c2C1=O
#
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
 MC  MC  '[(1S,2S)-2,7-diamino-1-hydroxy-6-methyl-5,8-dioxo-2,3,5,8-tetrahydro-1H-pyrrolo[1,2-a]indol-9-yl]methyl carbamate'  ligand  39  23  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_MC
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
 MC  C51   C  CR56  0   0.297  -0.7471   0.0213   1.1471
 MC  C5    C  CR6   0   0.363  -0.8349  -0.2935   2.5766
 MC  C6    C  CR6   0  -0.202   0.4246  -0.3171   3.2913
 MC  C7    C  CR6   0   0.266   1.6045  -0.0629   2.6400
 MC  C8    C  CR6   0   0.262   1.6838   0.2484   1.1545
 MC  C81   C  CR56  0  -0.154   0.4250   0.2676   0.4549
 MC  C9    C  CR5   0   0.005   0.0980   0.5277  -0.9036
 MC  C91   C  CR55  0   0.358  -1.2697   0.4228  -0.9690
 MC  C11   C  CH3   0  -0.746   0.4275  -0.6205   4.7589
 MC  N4    N  N     0  -0.545  -1.7562   0.1304   0.2680
 MC  N7    N  NH2   0  -0.823   2.7943  -0.0675   3.2426
 MC  O5    O  O     0  -0.440  -1.9237  -0.5190   3.0948
 MC  O8    O  O     0  -0.384   2.7641   0.4648   0.6424
 MC  C10   C  CH2   0  -0.283   1.0264   0.8527  -2.0153
 MC  O10   O  O2    0  -0.472   1.7998  -0.3180  -2.2875
 MC  C12   C  C     0   0.724   2.8972  -0.1610  -3.0354
 MC  O13   O  O     0  -0.524   3.2286   0.8941  -3.5383
 MC  N14   N  NH2   0  -0.831   3.5570  -1.3225  -3.1741
 MC  C1    C  CR15  0  -0.078  -2.3872   0.4823  -1.9537
 MC  C2    C  CR15  0  -0.151  -3.6099   0.6831  -1.0088
 MC  C3    C  CH2   0  -0.280  -3.1996   0.0085   0.3114
 MC  N1    N  NH2   0  -0.823  -4.7813   0.0658  -1.5896
 MC  O0    O  OH1   0  -0.674  -2.5112  -0.7389  -2.6342
 MC  H111  H  HCH3  0   0.242   1.0445  -1.4917   4.9962
 MC  H112  H  HCH3  0   0.243   0.8151   0.2164   5.3463
 MC  H113  H  HCH3  0   0.260  -0.5771  -0.8295   5.1183
 MC  H71   H  HNH2  0   0.409   3.6289   0.1289   2.7159
 MC  H72   H  HNH2  0   0.418   2.8955  -0.2379   4.2278
 MC  H101  H  HCH2  0   0.244   0.4670   1.1487  -2.9061
 MC  H102  H  HCH2  0   0.246   1.6791   1.6830  -1.7423
 MC  H141  H  HNH2  0   0.407   4.4429  -1.3263  -3.6483
 MC  H142  H  HNH2  0   0.405   3.3076  -2.1394  -2.6432
 MC  H1    H  HCR5  0   0.238  -2.2872   1.3201  -2.6530
 MC  H2    H  HCR5  0   0.274  -3.7272   1.7563  -0.8262
 MC  H31   H  HCH2  0   0.284  -3.6140   0.5047   1.1844
 MC  H32   H  HCH2  0   0.271  -3.4883  -1.0451   0.3359
 MC  H11   H  HNH2  0   0.377  -5.4274  -0.2541  -0.8808
 MC  H12   H  HNH2  0   0.374  -5.2840   0.7227  -2.1712
 MC  H0    H  HOH1  0   0.443  -3.4684  -0.9356  -2.5755

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
 MC  C51  C5    single    1.466  0.020  1.466
 MC  C51  C81   aromatic  1.383  0.020  1.383
 MC  C51  N4    aromatic  1.343  0.020  1.343
 MC  C5   C6    single    1.448  0.020  1.448
 MC  C5   O5    double    1.227  0.020  1.227
 MC  C6   C7    double    1.371  0.020  1.371
 MC  C6   C11   single    1.499  0.020  1.499
 MC  C7   C8    single    1.520  0.020  1.520
 MC  C7   N7    single    1.334  0.020  1.334
 MC  C8   C81   single    1.440  0.020  1.440
 MC  C8   O8    double    1.215  0.020  1.215
 MC  C81  C9    aromatic  1.421  0.020  1.421
 MC  C9   C91   aromatic  1.373  0.020  1.373
 MC  C9   C10   single    1.484  0.020  1.484
 MC  C91  N4    aromatic  1.361  0.020  1.361
 MC  C91  C1    single    1.491  0.020  1.491
 MC  C11  H111  single    0.970  0.020  1.090
 MC  C11  H112  single    0.970  0.020  1.090
 MC  C11  H113  single    0.970  0.020  1.090
 MC  N4   C3    single    1.449  0.020  1.449
 MC  N7   H71   single    0.860  0.020  1.020
 MC  N7   H72   single    0.860  0.020  1.020
 MC  C10  O10   single    1.429  0.020  1.429
 MC  C10  H101  single    0.970  0.020  1.090
 MC  C10  H102  single    0.970  0.020  1.090
 MC  O10  C12   single    1.337  0.020  1.337
 MC  C12  O13   double    1.215  0.020  1.215
 MC  C12  N14   single    1.343  0.020  1.343
 MC  N14  H141  single    0.860  0.020  1.020
 MC  N14  H142  single    0.860  0.020  1.020
 MC  C1   C2    single    1.558  0.020  1.558
 MC  C1   O0    single    1.404  0.020  1.404
 MC  C1   H1    single    0.970  0.020  1.090
 MC  C2   C3    single    1.538  0.020  1.538
 MC  C2   N1    single    1.446  0.020  1.446
 MC  C2   H2    single    0.970  0.020  1.090
 MC  C3   H31   single    0.970  0.020  1.090
 MC  C3   H32   single    0.970  0.020  1.090
 MC  N1   H11   single    0.890  0.020  1.040
 MC  N1   H12   single    0.890  0.020  1.040
 MC  O0   H0    single    0.850  0.020  0.980

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
 MC  N4    C51  C81   107.13  3.000
 MC  N4    C51  C5    127.64  3.000
 MC  C81   C51  C5    125.23  3.000
 MC  O5    C5   C6    124.09  3.000
 MC  O5    C5   C51   120.29  3.000
 MC  C6    C5   C51   115.62  3.000
 MC  C11   C6   C7    120.06  3.000
 MC  C11   C6   C5    119.23  3.000
 MC  C7    C6   C5    120.72  3.000
 MC  N7    C7   C8    113.31  3.000
 MC  N7    C7   C6    123.53  3.000
 MC  C8    C7   C6    123.16  3.000
 MC  O8    C8   C81   124.75  3.000
 MC  O8    C8   C7    119.66  3.000
 MC  C81   C8   C7    115.59  3.000
 MC  C9    C81  C8    131.90  3.000
 MC  C9    C81  C51   108.42  3.000
 MC  C8    C81  C51   119.67  3.000
 MC  C10   C9   C91   127.15  3.000
 MC  C10   C9   C81   127.73  3.000
 MC  C91   C9   C81   105.11  3.000
 MC  C1    C91  N4    109.94  3.000
 MC  C1    C91  C9    140.81  3.000
 MC  N4    C91  C9    109.22  3.000
 MC  H113  C11  H112  107.28  3.000
 MC  H113  C11  H111  107.24  3.000
 MC  H112  C11  H111  107.05  3.000
 MC  H113  C11  C6    111.15  3.000
 MC  H112  C11  C6    111.83  3.000
 MC  H111  C11  C6    112.02  3.000
 MC  C3    N4   C91   113.66  3.000
 MC  C3    N4   C51   136.23  3.000
 MC  C91   N4   C51   110.11  3.000
 MC  H72   N7   H71   117.56  3.000
 MC  H72   N7   C7    122.23  3.000
 MC  H71   N7   C7    120.18  3.000
 MC  H102  C10  H101  107.71  3.000
 MC  H102  C10  O10   110.32  3.000
 MC  H101  C10  O10   110.10  3.000
 MC  H102  C10  C9    110.70  3.000
 MC  H101  C10  C9    110.47  3.000
 MC  O10   C10  C9    107.56  3.000
 MC  C12   O10  C10   117.03  3.000
 MC  N14   C12  O13   125.06  3.000
 MC  N14   C12  O10   111.06  3.000
 MC  O13   C12  O10   123.87  3.000
 MC  H142  N14  H141  117.69  3.000
 MC  H142  N14  C12   121.76  3.000
 MC  H141  N14  C12   119.02  3.000
 MC  H1    C1   O0    111.34  3.000
 MC  H1    C1   C2    111.10  3.000
 MC  O0    C1   C2    109.68  3.000
 MC  H1    C1   C91   112.56  3.000
 MC  O0    C1   C91   110.60  3.000
 MC  C2    C1   C91   101.12  3.000
 MC  H2    C2   N1    113.49  3.000
 MC  H2    C2   C3    108.38  3.000
 MC  N1    C2   C3    111.94  3.000
 MC  H2    C2   C1    108.15  3.000
 MC  N1    C2   C1    109.70  3.000
 MC  C3    C2   C1    104.75  3.000
 MC  H32   C3   H31   108.76  3.000
 MC  H32   C3   C2    111.82  3.000
 MC  H31   C3   C2    112.81  3.000
 MC  H32   C3   N4    110.18  3.000
 MC  H31   C3   N4    111.44  3.000
 MC  C2    C3   N4    101.72  3.000
 MC  H12   N1   H11   106.92  3.000
 MC  H12   N1   C2    110.89  3.000
 MC  H11   N1   C2    111.79  3.000
 MC  H0    O0   C1    103.42  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
 MC  CONST_01  C91   C9   C81  C51     0.00   0.0  0
 MC  CONST_02  C9    C91  N4   C51     0.00   0.0  0
 MC  CONST_03  C91   N4   C51  C81     0.00   0.0  0
 MC  CONST_04  N4    C91  C9   C81     0.00   0.0  0
 MC  CONST_05  N4    C51  C81  C9      0.00   0.0  0
 MC  CONST_06  C10   C9   C81  C51   180.00   0.0  0
 MC  CONST_07  C10   C9   C81  C8      0.00   0.0  0
 MC  CONST_08  C10   C9   C91  N4    180.00   0.0  0
 MC  CONST_09  C1    C91  C9   C10     0.00   0.0  0
 MC  Var_01    C2    C3   N4   C51   164.05  30.0  1
 MC  Var_02    O10   C10  C9   C81    68.44  30.0  2
 MC  Var_03    H111  C11  C6   C5    121.91  30.0  3
 MC  Var_04    H71   N7   C7   C6   -179.81  30.0  2
 MC  Var_05    O13   C12  O10  C10    -3.60  30.0  3
 MC  Var_06    H141  N14  C12  O10  -174.78  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
 MC  chir_01  C1  C91  C2  O0  positiv
 MC  chir_02  C2  N1   C1  C3  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
 MC  plan-1  C51  0.020
 MC  plan-1  C5   0.020
 MC  plan-1  C6   0.020
 MC  plan-1  C7   0.020
 MC  plan-1  C8   0.020
 MC  plan-1  C81  0.020
 MC  plan-1  C9   0.020
 MC  plan-1  C91  0.020
 MC  plan-1  C11  0.020
 MC  plan-1  N4   0.020
 MC  plan-1  N7   0.020
 MC  plan-1  O5   0.020
 MC  plan-1  O8   0.020
 MC  plan-1  C10  0.020
 MC  plan-1  C1   0.020
 MC  plan-1  C3   0.020
 MC  plan-2  O10  0.020
 MC  plan-2  C12  0.020
 MC  plan-2  O13  0.020
 MC  plan-2  N14  0.020

