# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 22 16:03:05 2016
#
#   Inital geometry file: a 100 line input string
#   Ligand name: 1-(3,4,5-trimethoxybenzyl)-L-proline
#   Quantum optimisation: True
#   Method: AM1
#   Random seed: 3628800
#   SMILES string: COc1cc(CN2CCC[C@H]2C(O)=O)cc(OC)c1OC
#
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
1C3        1C3 '1-(3,4,5-trimethoxybenzyl)-L-proline' L-peptide 41 21 .
2016-04-22 2016-04-22
;
CIF prepared directly in eLBOW
;
#
data_comp_1C3
#
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
1C3         C2     C   CR16   0    .      -1.3026    1.5859   -0.7705
1C3         O2     O   O2     0    .      -4.2253   -0.3494    0.3996
1C3         C4     C   CH2    0    .       1.1323    0.9511   -1.0403
1C3         C5     C   CR16   0    .      -0.5830   -0.6750   -0.2572
1C3         C6     C   CR6    0    .      -1.8982   -1.0247    0.0624
1C3         C9     C   CH3    0    .      -4.9328   -1.2163   -0.4851
1C3         C8     C   CR6    0    .      -2.9356   -0.0689   -0.0225
1C3         C1     C   CR6    0    .      -2.6220    1.2313   -0.4639
1C3         O20    O   O2     0    .      -3.6949    2.1000   -0.6058
1C3         C10    C   CH3    0    .      -3.3722    3.4790   -0.4845
1C3         O1     O   O2     0    .      -2.2781   -2.2947    0.4522
1C3         C7     C   CH3    0    .      -1.2061   -3.2159    0.6616
1C3         C3     C   CR6    0    .      -0.2925    0.6289   -0.6662
1C3         N      N   NT     0    .       2.0370    0.8186    0.0806
1C3         CD     C   CH2    0    .       2.4232    2.0582    0.7405
1C3         CA     C   CH1    0    .       3.2475    0.0251   -0.1879
1C3         CB     C   CH2    0    .       4.3444    0.5483    0.7547
1C3         CG     C   CH2    0    .       3.8599    1.9005    1.2649
1C3         C      C   C      0    .       2.9877   -1.5063   -0.0351
1C3         O      O   O      0    .       2.1880   -2.0362   -0.8611
1C3         H1     H   HCR6   0    .      -1.0634    2.6073   -1.0936
1C3         H2     H   HCH2   0    .       1.4260    0.2026   -1.8391
1C3         H3     H   HCH2   0    .       1.1665    1.9852   -1.4951
1C3         H4     H   HCR6   0    .       0.2557   -1.4034   -0.2020
1C3         H5     H   HCH3   0    .      -5.0605   -0.7327   -1.4834
1C3         H6     H   HCH3   0    .      -4.3958   -2.1903   -0.5895
1C3         H7     H   HCH3   0    .      -5.9228   -1.3584    0.0143
1C3         H8     H   HCH3   0    .      -4.3668    3.9770   -0.3618
1C3         H9     H   HCH3   0    .      -2.7226    3.6693    0.4031
1C3         H10    H   HCH3   0    .      -2.8695    3.8403   -1.4152
1C3         H11    H   HCH3   0    .      -0.6549   -3.4026   -0.2924
1C3         H12    H   HCH3   0    .      -0.5052   -2.8338    1.4429
1C3         H13    H   HCH3   0    .      -1.7286   -4.1412    1.0108
1C3         H15    H   HCH2   0    .       2.3609    2.9551    0.0591
1C3         H16    H   HCH2   0    .       1.7065    2.2338    1.5882
1C3         H17    H   HCH1   0    .       3.5909    0.1747   -1.2556
1C3         H18    H   HCH2   0    .       4.4855   -0.1801    1.5942
1C3         H19    H   HCH2   0    .       5.3135    0.6419    0.2097
1C3         H20    H   HCH2   0    .       4.5035    2.7326    0.8891
1C3         H21    H   HCH2   0    .       3.8730    1.9362    2.3809
1C3         OXT    O   OC    -1    .       3.6086   -2.1414    0.8576
#
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
1C3   C9      O2    single        1.426 0.020     1.426
1C3   O2      C8    single        1.386 0.020     1.386
1C3   O20     C10   single        1.421 0.020     1.421
1C3   O20     C1    single        1.388 0.020     1.388
1C3   C8      C1    aromatic      1.408 0.020     1.408
1C3   C8      C6    aromatic      1.413 0.020     1.413
1C3   O1      C6    single        1.382 0.020     1.382
1C3   O1      C7    single        1.429 0.020     1.429
1C3   C1      C2    aromatic      1.400 0.020     1.400
1C3   C6      C5    aromatic      1.398 0.020     1.398
1C3   C2      C3    aromatic      1.395 0.020     1.395
1C3   C5      C3    aromatic      1.397 0.020     1.397
1C3   O       C     deloc         1.266 0.020     1.266
1C3   C3      C4    single        1.508 0.020     1.508
1C3   C       CA    single        1.561 0.020     1.561
1C3   C4      N     single        1.447 0.020     1.447
1C3   CA      N     single        1.472 0.020     1.472
1C3   CA      CB    single        1.538 0.020     1.538
1C3   N       CD    single        1.456 0.020     1.456
1C3   CB      CG    single        1.524 0.020     1.524
1C3   CD      CG    single        1.537 0.020     1.537
1C3   C2      H1    single        0.930 0.020     1.080
1C3   C4      H2    single        0.970 0.020     1.090
1C3   C4      H3    single        0.970 0.020     1.090
1C3   C5      H4    single        0.930 0.020     1.080
1C3   C9      H5    single        0.970 0.020     1.090
1C3   C9      H6    single        0.970 0.020     1.090
1C3   C9      H7    single        0.970 0.020     1.090
1C3   C10     H8    single        0.970 0.020     1.090
1C3   C10     H9    single        0.970 0.020     1.090
1C3   C10     H10   single        0.970 0.020     1.090
1C3   C7      H11   single        0.970 0.020     1.090
1C3   C7      H12   single        0.970 0.020     1.090
1C3   C7      H13   single        0.970 0.020     1.090
1C3   CD      H15   single        0.970 0.020     1.090
1C3   CD      H16   single        0.970 0.020     1.090
1C3   CA      H17   single        0.970 0.020     1.090
1C3   CB      H18   single        0.970 0.020     1.090
1C3   CB      H19   single        0.970 0.020     1.090
1C3   CG      H20   single        0.970 0.020     1.090
1C3   CG      H21   single        0.970 0.020     1.090
1C3   C       OXT   deloc         1.259 0.020     1.259
#
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
1C3   H1      C2      C3          120.16 3.000
1C3   H1      C2      C1          120.36 3.000
1C3   C3      C2      C1          119.48 3.000
1C3   C8      O2      C9          113.32 3.000
1C3   H3      C4      H2          108.23 3.000
1C3   H3      C4      N           112.13 3.000
1C3   H2      C4      N           108.88 3.000
1C3   H3      C4      C3          108.90 3.000
1C3   H2      C4      C3          106.18 3.000
1C3   N       C4      C3          112.28 3.000
1C3   H4      C5      C3          117.97 3.000
1C3   H4      C5      C6          122.30 3.000
1C3   C3      C5      C6          119.73 3.000
1C3   O1      C6      C8          115.90 3.000
1C3   O1      C6      C5          123.58 3.000
1C3   C8      C6      C5          120.51 3.000
1C3   H7      C9      H6          110.89 3.000
1C3   H7      C9      H5          110.69 3.000
1C3   H6      C9      H5          110.43 3.000
1C3   H7      C9      O2          103.85 3.000
1C3   H6      C9      O2          110.44 3.000
1C3   H5      C9      O2          110.37 3.000
1C3   C1      C8      C6          118.67 3.000
1C3   C6      C8      O2          121.87 3.000
1C3   C1      C8      O2          119.31 3.000
1C3   O20     C1      C8          115.96 3.000
1C3   C8      C1      C2          120.81 3.000
1C3   O20     C1      C2          123.20 3.000
1C3   C10     O20     C1          115.03 3.000
1C3   H10     C10     H9          110.20 3.000
1C3   H10     C10     H8          110.31 3.000
1C3   H9      C10     H8          110.74 3.000
1C3   H10     C10     O20         110.16 3.000
1C3   H9      C10     O20         111.42 3.000
1C3   H8      C10     O20         103.84 3.000
1C3   C7      O1      C6          115.32 3.000
1C3   H13     C7      H12         110.96 3.000
1C3   H13     C7      H11         111.02 3.000
1C3   H12     C7      H11         110.17 3.000
1C3   H13     C7      O1          103.21 3.000
1C3   H12     C7      O1          110.66 3.000
1C3   H11     C7      O1          110.65 3.000
1C3   C5      C3      C4          117.93 3.000
1C3   C4      C3      C2          121.26 3.000
1C3   C5      C3      C2          120.76 3.000
1C3   CA      N       CD          108.87 3.000
1C3   CD      N       C4          116.04 3.000
1C3   CA      N       C4          114.98 3.000
1C3   H16     CD      H15         107.23 3.000
1C3   H16     CD      CG          110.77 3.000
1C3   H15     CD      CG          109.83 3.000
1C3   H16     CD      N           107.79 3.000
1C3   H15     CD      N           112.85 3.000
1C3   CG      CD      N           108.36 3.000
1C3   H17     CA      C           105.82 3.000
1C3   H17     CA      CB          108.48 3.000
1C3   C       CA      CB          113.11 3.000
1C3   H17     CA      N           110.51 3.000
1C3   CB      CA      N           106.94 3.000
1C3   C       CA      N           111.97 3.000
1C3   H19     CB      H18         108.13 3.000
1C3   H19     CB      CG          111.42 3.000
1C3   H18     CB      CG          111.47 3.000
1C3   H19     CB      CA          110.40 3.000
1C3   H18     CB      CA          109.14 3.000
1C3   CG      CB      CA          106.27 3.000
1C3   H21     CG      H20         107.79 3.000
1C3   H21     CG      CB          111.05 3.000
1C3   H20     CG      CB          111.41 3.000
1C3   H21     CG      CD          110.40 3.000
1C3   H20     CG      CD          110.32 3.000
1C3   CB      CG      CD          105.90 3.000
1C3   OXT     C       O           124.26 3.000
1C3   OXT     C       CA          118.83 3.000
1C3   O       C       CA          116.87 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
1C3 CONST_01       C6      C8      C1      C2           -2.12   0.0 0
1C3 CONST_02       C6      C5      C3      C2           -0.53   0.0 0
1C3 CONST_03       C1      C8      C6      C5            1.43   0.0 0
1C3 CONST_04       C1      C2      C3      C5           -0.15   0.0 0
1C3 CONST_05       C3      C2      C1      C8            1.50   0.0 0
1C3 CONST_06       C3      C5      C6      C8           -0.13   0.0 0
1C3 CONST_07       O2      C8      C1      C2          173.59   0.0 0
1C3 CONST_08       C5      C6      C8      O2         -174.17   0.0 0
1C3 CONST_09       C1      C2      C3      C4          177.47   0.0 0
1C3 CONST_10       C6      C5      C3      C4         -178.22   0.0 0
1C3 CONST_11       O20     C1      C8      C6          176.13   0.0 0
1C3 CONST_12       O1      C6      C8      C1         -177.59   0.0 0
1C3 CONST_13       C3      C2      C1      O20        -176.62   0.0 0
1C3 CONST_14       C3      C5      C6      O1          178.82   0.0 0
1C3 CONST_15       H4      C5      C3      C2          179.28   0.0 0
1C3 CONST_16       H1      C2      C3      C5         -179.96   0.0 0
1C3 Var_01         CB      CG      CD      N             5.47  30.0 1
1C3 Var_02         CA      CB      CG      CD            6.50  30.0 1
1C3 Var_03         CG      CD      N       CA          -16.00  30.0 1
1C3 Var_04         N       C4      C3      C2          118.44  30.0 2
1C3 Var_05         CA      N       C4      C3          130.70  30.0 3
1C3 Var_06         C1      C8      O2      C9          110.71  30.0 2
1C3 Var_07         H11     C7      O1      C6          -63.78  30.0 3
1C3 Var_08         H5      C9      O2      C8          -62.97  30.0 3
1C3 Var_09         H8      C10     O20     C1         -165.90  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
1C3 chir_01   CA      C       N       CB    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
1C3 plan-1     C2 0.020
1C3 plan-1     O2 0.020
1C3 plan-1     C4 0.020
1C3 plan-1     C5 0.020
1C3 plan-1     C6 0.020
1C3 plan-1     C8 0.020
1C3 plan-1     C1 0.020
1C3 plan-1    O20 0.020
1C3 plan-1     O1 0.020
1C3 plan-1     C3 0.020
1C3 plan-1     H1 0.020
1C3 plan-1     H4 0.020
1C3 plan-2     CA 0.020
1C3 plan-2      C 0.020
1C3 plan-2      O 0.020
1C3 plan-2    OXT 0.020
