data_OI1
# 
_chem_comp.id                                    OI1 
_chem_comp.name                                  3-(4-HYDROXYBENZYL)-2-[1-({[2-(4-HYDROXYPHENYL)ETHYL]AMINO}CARBONYL)BUTYL]-4-OXO-3,6,11,11A-TETRAHYDRO-4H-PYRAZINO[1,2-B]ISOQUINOLIN-2-IUM-1-OLATE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H35 N3 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-09-09 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        541.637 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     OI1 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1Q9D 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
OI1 O1   O1   O 0  1 N N N 45.472 74.556 22.489 0.210   6.138  0.781  O1   OI1 1  
OI1 C1   C1   C 0  1 Y N N 44.879 75.531 21.699 0.291   4.782  0.838  C1   OI1 2  
OI1 C2   C2   C 0  1 Y N N 44.487 76.743 22.266 -0.811  4.005  0.513  C2   OI1 3  
OI1 C3   C3   C 0  1 Y N N 43.898 77.709 21.476 -0.725  2.628  0.572  C3   OI1 4  
OI1 C4   C4   C 0  1 Y N N 43.680 77.502 20.113 0.458   2.023  0.955  C4   OI1 5  
OI1 C5   C5   C 0  1 Y N N 44.078 76.288 19.560 1.556   2.796  1.285  C5   OI1 6  
OI1 C6   C6   C 0  1 Y N N 44.676 75.302 20.340 1.477   4.173  1.222  C6   OI1 7  
OI1 C7   C7   C 0  1 N N N 43.138 78.609 19.241 0.548   0.520  1.019  C7   OI1 8  
OI1 C8   C8   C 0  1 N N S 41.698 78.342 18.918 0.849   -0.032 -0.376 C8   OI1 9  
OI1 C9   C9   C 0  1 N N N 41.577 77.166 17.890 2.108   0.592  -0.884 C9   OI1 10 
OI1 O2   O2   O 0  1 N N N 42.029 77.282 16.739 2.115   1.791  -1.064 O2   OI1 11 
OI1 N1   N1   N 0  1 N N N 40.968 75.924 18.266 3.208   -0.091 -1.206 N1   OI1 12 
OI1 C10  C10  C 0  1 N N S 40.439 75.690 19.643 3.346   -1.534 -1.011 C10  OI1 13 
OI1 C11  C11  C 0  1 N N N 40.281 76.996 20.438 2.074   -2.159 -0.534 C11  OI1 14 
OI1 O3   O3   O -1 1 N N N 39.606 76.945 21.466 2.049   -3.364 -0.399 O3   OI1 15 
OI1 N2   N2   N 1  1 N N N 40.938 78.218 20.083 0.964   -1.475 -0.250 N2   OI1 16 
OI1 C12  C12  C 0  1 N N S 40.773 79.425 20.936 -0.208  -2.223 0.212  C12  OI1 17 
OI1 C13  C13  C 0  1 N N N 41.431 79.191 22.371 -1.459  -1.579 -0.328 C13  OI1 18 
OI1 O4   O4   O 0  1 N N N 42.344 79.945 22.676 -1.404  -0.887 -1.322 O4   OI1 19 
OI1 N3   N3   N 0  1 N N N 41.027 78.221 23.189 -2.639  -1.773 0.294  N3   OI1 20 
OI1 C14  C14  C 0  1 N N N 41.665 78.019 24.489 -3.855  -1.148 -0.231 C14  OI1 21 
OI1 C15  C15  C 0  1 N N N 40.611 77.975 25.588 -5.045  -1.525 0.653  C15  OI1 22 
OI1 C16  C16  C 0  1 Y N N 39.660 79.147 25.539 -6.296  -0.881 0.113  C16  OI1 23 
OI1 C17  C17  C 0  1 Y N N 40.056 80.402 26.011 -7.071  -1.551 -0.816 C17  OI1 24 
OI1 C18  C18  C 0  1 Y N N 39.236 81.514 25.895 -8.218  -0.963 -1.313 C18  OI1 25 
OI1 C19  C19  C 0  1 Y N N 37.997 81.390 25.307 -8.593  0.300  -0.878 C19  OI1 26 
OI1 O5   O5   O 0  1 N N N 37.198 82.504 25.222 -9.721  0.880  -1.366 O5   OI1 27 
OI1 C20  C20  C 0  1 Y N N 37.564 80.157 24.816 -7.814  0.969  0.055  C20  OI1 28 
OI1 C21  C21  C 0  1 Y N N 38.401 79.033 24.937 -6.671  0.375  0.552  C21  OI1 29 
OI1 C22  C22  C 0  1 N N N 39.209 79.728 21.052 -0.249  -2.214 1.741  C22  OI1 30 
OI1 C23  C23  C 0  1 N N N 38.936 81.150 21.329 0.952   -2.987 2.289  C23  OI1 31 
OI1 C24  C24  C 0  1 N N N 37.452 81.493 21.289 0.947   -2.923 3.817  C24  OI1 32 
OI1 C25  C25  C 0  1 N N N 41.246 74.552 20.328 4.452   -1.750 0.024  C25  OI1 33 
OI1 C26  C26  C 0  1 Y N N 41.681 73.471 19.334 5.668   -0.929 -0.318 C26  OI1 34 
OI1 C27  C27  C 0  1 Y N N 42.269 72.309 19.852 6.879   -1.305 0.250  C27  OI1 35 
OI1 C28  C28  C 0  1 Y N N 42.693 71.273 18.985 8.029   -0.590 -0.013 C28  OI1 36 
OI1 C29  C29  C 0  1 Y N N 42.541 71.400 17.586 7.978   0.510  -0.849 C29  OI1 37 
OI1 C30  C30  C 0  1 Y N N 41.943 72.571 17.040 6.778   0.883  -1.417 C30  OI1 38 
OI1 C31  C31  C 0  1 Y N N 41.510 73.609 17.911 5.620   0.162  -1.156 C31  OI1 39 
OI1 C32  C32  C 0  1 N N N 40.874 74.858 17.326 4.347   0.608  -1.828 C32  OI1 40 
OI1 HO1  HO1  H 0  1 N N N 45.607 73.769 21.974 -0.082  6.437  1.652  HO1  OI1 41 
OI1 H2   H2   H 0  1 N N N 44.644 76.925 23.319 -1.735  4.477  0.213  H2   OI1 42 
OI1 H3   H3   H 0  1 N N N 43.599 78.646 21.922 -1.583  2.023  0.319  H3   OI1 43 
OI1 H5   H5   H 0  1 N N N 43.920 76.108 18.507 2.479   2.321  1.585  H5   OI1 44 
OI1 H6   H6   H 0  1 N N N 44.980 74.366 19.895 2.337   4.776  1.476  H6   OI1 45 
OI1 H71  1H7  H 0  1 N N N 43.718 78.653 18.307 -0.399  0.114  1.374  H71  OI1 46 
OI1 H72  2H7  H 0  1 N N N 43.220 79.567 19.775 1.346   0.233  1.703  H72  OI1 47 
OI1 H8   H8   H 0  1 N N N 41.255 79.207 18.403 0.029   0.230  -1.045 H8   OI1 48 
OI1 H10  H10  H 0  1 N N N 39.404 75.322 19.595 3.641   -1.997 -1.953 H10  OI1 49 
OI1 H12  H12  H 0  1 N N N 41.286 80.289 20.488 -0.146  -3.251 -0.143 H12  OI1 50 
OI1 HN3  HN3  H 0  1 N N N 40.276 77.622 22.910 -2.683  -2.327 1.089  HN3  OI1 51 
OI1 H141 1H14 H 0  0 N N N 42.356 78.853 24.685 -3.734  -0.064 -0.235 H141 OI1 52 
OI1 H142 2H14 H 0  0 N N N 42.218 77.068 24.478 -4.033  -1.497 -1.248 H142 OI1 53 
OI1 H151 1H15 H 0  0 N N N 41.137 78.015 26.553 -5.166  -2.608 0.657  H151 OI1 54 
OI1 H152 2H15 H 0  0 N N N 40.027 77.050 25.470 -4.867  -1.176 1.670  H152 OI1 55 
OI1 H17  H17  H 0  1 N N N 41.024 80.508 26.477 -6.778  -2.534 -1.154 H17  OI1 56 
OI1 H18  H18  H 0  1 N N N 39.568 82.473 26.264 -8.822  -1.486 -2.040 H18  OI1 57 
OI1 HO5  HO5  H 0  1 N N N 37.014 82.829 26.095 -10.445 0.618  -0.781 HO5  OI1 58 
OI1 H20  H20  H 0  1 N N N 36.595 80.067 24.347 -8.104  1.953  0.394  H20  OI1 59 
OI1 H21  H21  H 0  1 N N N 38.070 78.075 24.563 -6.065  0.896  1.279  H21  OI1 60 
OI1 H221 1H22 H 0  0 N N N 38.810 79.137 21.890 -1.171  -2.684 2.083  H221 OI1 61 
OI1 H222 2H22 H 0  0 N N N 38.728 79.458 20.100 -0.212  -1.185 2.100  H222 OI1 62 
OI1 H231 1H23 H 0  0 N N N 39.432 81.740 20.544 1.873   -2.544 1.909  H231 OI1 63 
OI1 H232 2H23 H 0  0 N N N 39.317 81.385 22.334 0.891   -4.028 1.969  H232 OI1 64 
OI1 H241 1H24 H 0  0 N N N 36.907 80.700 20.756 1.009   -1.883 4.137  H241 OI1 65 
OI1 H242 2H24 H 0  0 N N N 37.311 82.451 20.766 0.026   -3.366 4.197  H242 OI1 66 
OI1 H243 3H24 H 0  0 N N N 37.066 81.576 22.316 1.803   -3.474 4.207  H243 OI1 67 
OI1 H251 1H25 H 0  0 N N N 40.595 74.080 21.079 4.086   -1.457 1.007  H251 OI1 68 
OI1 H252 2H25 H 0  0 N N N 42.146 74.988 20.787 4.725   -2.805 0.043  H252 OI1 69 
OI1 H27  H27  H 0  1 N N N 42.399 72.203 20.919 6.921   -2.163 0.904  H27  OI1 70 
OI1 H28  H28  H 0  1 N N N 43.136 70.378 19.396 8.967   -0.889 0.432  H28  OI1 71 
OI1 H29  H29  H 0  1 N N N 42.878 70.610 16.932 8.875   1.076  -1.056 H29  OI1 72 
OI1 H30  H30  H 0  1 N N N 41.819 72.671 15.972 6.737   1.743  -2.069 H30  OI1 73 
OI1 H321 1H32 H 0  0 N N N 41.399 75.138 16.401 4.224   1.683  -1.695 H321 OI1 74 
OI1 H322 2H32 H 0  0 N N N 39.816 74.660 17.101 4.398   0.379  -2.893 H322 OI1 75 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
OI1 O1  C1   SING N N 1  
OI1 O1  HO1  SING N N 2  
OI1 C1  C2   DOUB Y N 3  
OI1 C1  C6   SING Y N 4  
OI1 C2  C3   SING Y N 5  
OI1 C2  H2   SING N N 6  
OI1 C3  C4   DOUB Y N 7  
OI1 C3  H3   SING N N 8  
OI1 C4  C5   SING Y N 9  
OI1 C4  C7   SING N N 10 
OI1 C5  C6   DOUB Y N 11 
OI1 C5  H5   SING N N 12 
OI1 C6  H6   SING N N 13 
OI1 C7  C8   SING N N 14 
OI1 C7  H71  SING N N 15 
OI1 C7  H72  SING N N 16 
OI1 C8  C9   SING N N 17 
OI1 C8  N2   SING N N 18 
OI1 C8  H8   SING N N 19 
OI1 C9  O2   DOUB N N 20 
OI1 C9  N1   SING N N 21 
OI1 N1  C10  SING N N 22 
OI1 N1  C32  SING N N 23 
OI1 C10 C11  SING N N 24 
OI1 C10 C25  SING N N 25 
OI1 C10 H10  SING N N 26 
OI1 C11 O3   SING N N 27 
OI1 C11 N2   DOUB N N 28 
OI1 N2  C12  SING N N 29 
OI1 C12 C13  SING N N 30 
OI1 C12 C22  SING N N 31 
OI1 C12 H12  SING N N 32 
OI1 C13 O4   DOUB N N 33 
OI1 C13 N3   SING N N 34 
OI1 N3  C14  SING N N 35 
OI1 N3  HN3  SING N N 36 
OI1 C14 C15  SING N N 37 
OI1 C14 H141 SING N N 38 
OI1 C14 H142 SING N N 39 
OI1 C15 C16  SING N N 40 
OI1 C15 H151 SING N N 41 
OI1 C15 H152 SING N N 42 
OI1 C16 C17  DOUB Y N 43 
OI1 C16 C21  SING Y N 44 
OI1 C17 C18  SING Y N 45 
OI1 C17 H17  SING N N 46 
OI1 C18 C19  DOUB Y N 47 
OI1 C18 H18  SING N N 48 
OI1 C19 O5   SING N N 49 
OI1 C19 C20  SING Y N 50 
OI1 O5  HO5  SING N N 51 
OI1 C20 C21  DOUB Y N 52 
OI1 C20 H20  SING N N 53 
OI1 C21 H21  SING N N 54 
OI1 C22 C23  SING N N 55 
OI1 C22 H221 SING N N 56 
OI1 C22 H222 SING N N 57 
OI1 C23 C24  SING N N 58 
OI1 C23 H231 SING N N 59 
OI1 C23 H232 SING N N 60 
OI1 C24 H241 SING N N 61 
OI1 C24 H242 SING N N 62 
OI1 C24 H243 SING N N 63 
OI1 C25 C26  SING N N 64 
OI1 C25 H251 SING N N 65 
OI1 C25 H252 SING N N 66 
OI1 C26 C27  DOUB Y N 67 
OI1 C26 C31  SING Y N 68 
OI1 C27 C28  SING Y N 69 
OI1 C27 H27  SING N N 70 
OI1 C28 C29  DOUB Y N 71 
OI1 C28 H28  SING N N 72 
OI1 C29 C30  SING Y N 73 
OI1 C29 H29  SING N N 74 
OI1 C30 C31  DOUB Y N 75 
OI1 C30 H30  SING N N 76 
OI1 C31 C32  SING N N 77 
OI1 C32 H321 SING N N 78 
OI1 C32 H322 SING N N 79 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
OI1 SMILES           ACDLabs              10.04 O=C(NCCc1ccc(O)cc1)C([N+]2=C([O-])C5N(C(=O)C2Cc3ccc(O)cc3)Cc4c(cccc4)C5)CCC 
OI1 InChI            InChI                1.02b 
InChI=1/C32H35N3O5/c1-2-5-27(30(38)33-17-16-21-8-12-25(36)13-9-21)35-29(18-22-10-14-26(37)15-11-22)31(39)34-20-24-7-4-3-6-23(24)19-28(34)32(35)40/h3-4,6-15,27-29H,2,5,16-20H2,1H3,(H3,33,36,37,38)/t27-,28-,29-/m0/s1/f/h33,36-37H 
OI1 InChIKey         InChI                1.02b GSRXSLSGKZHATI-HKEXOEOTDX 
OI1 SMILES_CANONICAL CACTVS               3.341 CCC[C@@H](C(=O)NCCc1ccc(O)cc1)[N+]2=C([O-])[C@@H]3Cc4ccccc4CN3C(=O)[C@@H]2Cc5ccc(O)cc5 
OI1 SMILES           CACTVS               3.341 CCC[CH](C(=O)NCCc1ccc(O)cc1)[N+]2=C([O-])[CH]3Cc4ccccc4CN3C(=O)[CH]2Cc5ccc(O)cc5 
OI1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCC[C@@H](C(=O)NCCc1ccc(cc1)O)[N+]2=C([C@@H]3Cc4ccccc4CN3C(=O)[C@@H]2Cc5ccc(cc5)O)[O-] 
OI1 SMILES           "OpenEye OEToolkits" 1.5.0 CCCC(C(=O)NCCc1ccc(cc1)O)[N+]2=C(C3Cc4ccccc4CN3C(=O)C2Cc5ccc(cc5)O)[O-] 
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
OI1 "SYSTEMATIC NAME" ACDLabs              10.04 (3S,11aS)-3-(4-hydroxybenzyl)-2-[(1S)-1-{[2-(4-hydroxyphenyl)ethyl]carbamoyl}butyl]-4-oxo-3,6,11,11a-tetrahydro-4H-pyrazino[1,2-b]isoquinolin-2-ium-1-olate            
OI1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3S,11aS)-2-[(2S)-1-[2-(4-hydroxyphenyl)ethylamino]-1-oxo-pentan-2-yl]-3-[(4-hydroxyphenyl)methyl]-4-oxo-3,6,11,11a-tetrahydropyrazino[4,3-b]isoquinolin-2-ium-1-olate 
# 
