data_AJM
# 
_chem_comp.id                                    AJM 
_chem_comp.name                                  AJMALINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H22 N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-06-03 
_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                        298.379 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AJM 
_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        1ZR8 
_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 
AJM O1   O1   O 0 1 N N N 17.182 26.536 -8.086  -0.322 -2.880 -0.393 O1   AJM 1  
AJM C15  C15  C 0 1 N N R 16.967 27.968 -8.164  0.201  -1.584 -0.692 C15  AJM 2  
AJM C5   C5   C 0 1 N N R 17.508 28.910 -9.236  -0.552 -0.516 0.077  C5   AJM 3  
AJM C4   C4   C 0 1 N N N 16.420 28.792 -10.255 0.090  -0.517 1.462  C4   AJM 4  
AJM C6   C6   C 0 1 Y N N 18.862 28.876 -9.852  -2.024 -0.491 0.164  C6   AJM 5  
AJM C7   C7   C 0 1 Y N N 19.761 27.848 -10.085 -2.982 -1.481 0.207  C7   AJM 6  
AJM C8   C8   C 0 1 Y N N 20.964 28.175 -10.720 -4.310 -1.086 0.303  C8   AJM 7  
AJM C9   C9   C 0 1 Y N N 21.249 29.495 -11.110 -4.667 0.246  0.352  C9   AJM 8  
AJM C11  C11  C 0 1 Y N N 19.126 30.259 -10.277 -2.388 0.879  0.149  C11  AJM 9  
AJM C10  C10  C 0 1 Y N N 20.346 30.546 -10.889 -3.718 1.257  0.304  C10  AJM 10 
AJM C14  C14  C 0 1 N N S 15.577 28.496 -8.143  1.633  -1.478 -0.158 C14  AJM 11 
AJM C13  C13  C 0 1 N N S 15.184 29.249 -7.184  2.548  -0.826 -1.193 C13  AJM 12 
AJM C16  C16  C 0 1 N N N 13.980 29.594 -7.417  3.799  -0.275 -0.474 C16  AJM 13 
AJM C3   C3   C 0 1 N N S 15.350 29.112 -9.263  1.592  -0.540 1.073  C3   AJM 14 
AJM N2   N2   N 0 1 N N N 15.053 30.482 -9.111  1.907  0.831  0.632  N2   AJM 15 
AJM C17  C17  C 0 1 N N S 13.980 30.631 -8.199  3.349  0.877  0.430  C17  AJM 16 
AJM O2   O2   O 0 1 N N N 12.860 31.392 -8.221  4.007  0.766  1.693  O2   AJM 17 
AJM C2   C2   C 0 1 N N S 16.241 30.766 -8.408  1.200  1.164  -0.592 C2   AJM 18 
AJM C12  C12  C 0 1 N N N 16.107 30.387 -6.952  1.851  0.417  -1.776 C12  AJM 19 
AJM C1   C1   C 0 1 N N R 17.367 30.393 -8.988  -0.259 0.841  -0.613 C1   AJM 20 
AJM N1   N1   N 0 1 N N N 18.123 31.088 -9.861  -1.245 1.696  0.044  N1   AJM 21 
AJM C18  C18  C 0 1 N N N 18.419 32.479 -9.561  -1.577 2.765  -0.908 C18  AJM 22 
AJM HO1  HO1  H 0 1 N N N 16.845 25.949 -7.418  0.195  -3.515 -0.909 HO1  AJM 23 
AJM H15  H15  H 0 1 N N N 17.594 27.990 -7.242  0.153  -1.390 -1.763 H15  AJM 24 
AJM H41  1H4  H 0 1 N N N 16.488 29.402 -11.185 -0.183 -1.395 2.047  H41  AJM 25 
AJM H42  2H4  H 0 1 N N N 16.338 27.849 -10.845 -0.171 0.403  1.985  H42  AJM 26 
AJM H7   H7   H 0 1 N N N 19.529 26.814 -9.778  -2.710 -2.526 0.167  H7   AJM 27 
AJM H8   H8   H 0 1 N N N 21.700 27.378 -10.916 -5.083 -1.840 0.339  H8   AJM 28 
AJM H9   H9   H 0 1 N N N 22.210 29.712 -11.604 -5.712 0.509  0.430  H9   AJM 29 
AJM H10  H10  H 0 1 N N N 20.590 31.578 -11.190 -4.005 2.297  0.340  H10  AJM 30 
AJM H14  H14  H 0 1 N N N 14.982 27.567 -7.974  2.007  -2.468 0.104  H14  AJM 31 
AJM H13  H13  H 0 1 N N N 15.204 28.689 -6.220  2.821  -1.530 -1.979 H13  AJM 32 
AJM H161 1H16 H 0 0 N N N 13.369 28.754 -7.825  4.254  -1.061 0.129  H161 AJM 33 
AJM H162 2H16 H 0 0 N N N 13.399 29.768 -6.480  4.517  0.090  -1.209 H162 AJM 34 
AJM H3   H3   H 0 1 N N N 14.399 28.716 -9.691  2.228  -0.863 1.898  H3   AJM 35 
AJM H17  H17  H 0 1 N N N 14.198 31.708 -8.015  3.624  1.824  -0.035 H17  AJM 36 
AJM HO2  HO2  H 0 1 N N N 12.860 32.150 -8.793  4.957  0.814  1.519  HO2  AJM 37 
AJM H2   H2   H 0 1 N N N 16.359 31.874 -8.447  1.312  2.234  -0.768 H2   AJM 38 
AJM H121 1H12 H 0 0 N N N 15.781 31.179 -6.238  1.086  0.114  -2.490 H121 AJM 39 
AJM H122 2H12 H 0 0 N N N 17.043 30.185 -6.381  2.583  1.060  -2.264 H122 AJM 40 
AJM H1   H1   H 0 1 N N N 17.847 30.838 -8.085  -0.560 0.739  -1.656 H1   AJM 41 
AJM H181 1H18 H 0 0 N N N 17.600 33.155 -9.221  -1.988 2.327  -1.818 H181 AJM 42 
AJM H182 2H18 H 0 0 N N N 19.242 32.512 -8.809  -2.314 3.433  -0.461 H182 AJM 43 
AJM H183 3H18 H 0 0 N N N 18.912 32.936 -10.450 -0.676 3.328  -1.151 H183 AJM 44 
# 
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 
AJM O1  C15  SING N N 1  
AJM O1  HO1  SING N N 2  
AJM C15 C5   SING N N 3  
AJM C15 C14  SING N N 4  
AJM C15 H15  SING N N 5  
AJM C5  C4   SING N N 6  
AJM C5  C6   SING N N 7  
AJM C5  C1   SING N N 8  
AJM C4  C3   SING N N 9  
AJM C4  H41  SING N N 10 
AJM C4  H42  SING N N 11 
AJM C6  C7   DOUB Y N 12 
AJM C6  C11  SING Y N 13 
AJM C7  C8   SING Y N 14 
AJM C7  H7   SING N N 15 
AJM C8  C9   DOUB Y N 16 
AJM C8  H8   SING N N 17 
AJM C9  C10  SING Y N 18 
AJM C9  H9   SING N N 19 
AJM C11 C10  DOUB Y N 20 
AJM C11 N1   SING N N 21 
AJM C10 H10  SING N N 22 
AJM C14 C13  SING N N 23 
AJM C14 C3   SING N N 24 
AJM C14 H14  SING N N 25 
AJM C13 C16  SING N N 26 
AJM C13 C12  SING N N 27 
AJM C13 H13  SING N N 28 
AJM C16 C17  SING N N 29 
AJM C16 H161 SING N N 30 
AJM C16 H162 SING N N 31 
AJM C3  N2   SING N N 32 
AJM C3  H3   SING N N 33 
AJM N2  C17  SING N N 34 
AJM N2  C2   SING N N 35 
AJM C17 O2   SING N N 36 
AJM C17 H17  SING N N 37 
AJM O2  HO2  SING N N 38 
AJM C2  C12  SING N N 39 
AJM C2  C1   SING N N 40 
AJM C2  H2   SING N N 41 
AJM C12 H121 SING N N 42 
AJM C12 H122 SING N N 43 
AJM C1  N1   SING N N 44 
AJM C1  H1   SING N N 45 
AJM N1  C18  SING N N 46 
AJM C18 H181 SING N N 47 
AJM C18 H182 SING N N 48 
AJM C18 H183 SING N N 49 
# 
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 
AJM SMILES           ACDLabs              10.04 OC2C14c6ccccc6N(C1C5N3C(O)CC(C2C3C4)C5)C                                                                                                                          
AJM InChI            InChI                1.02b InChI=1/C18H22N2O2/c1-19-11-5-3-2-4-10(11)18-8-13-15(17(18)22)9-6-12(16(18)19)20(13)14(21)7-9/h2-5,9,12-17,21-22H,6-8H2,1H3/t9-,12-,13-,14-,15-,16-,17+,18+/m0/s1 
AJM InChIKey         InChI                1.02b CFEPCEVMXPTZPJ-OGDRVKPDBE                                                                                                                                         
AJM SMILES_CANONICAL CACTVS               3.341 CN1[C@H]2[C@@H]3C[C@H]4C[C@H](O)N3[C@H]5C[C@@]2([C@H](O)[C@@H]45)c6ccccc16                                                                                        
AJM SMILES           CACTVS               3.341 CN1[CH]2[CH]3C[CH]4C[CH](O)N3[CH]5C[C]2([CH](O)[CH]45)c6ccccc16                                                                                                   
AJM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[N@]1c2ccccc2[C@@]34[C@@H]1[C@@H]5C[C@H]6C[C@@H]([N@@]5[C@@H](C3)[C@H]6[C@H]4O)O                                                                                 
AJM SMILES           "OpenEye OEToolkits" 1.5.0 CN1c2ccccc2C34C1C5CC6CC(N5C(C3)C6C4O)O                                                                                                                            
# 
_pdbx_chem_comp_identifier.comp_id           AJM 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        (5aR,6S,8S,10S,11S,11aS,12aR,13R)-5-methyl-5a,6,8,9,10,11,11a,12-octahydro-5H-6,10:11,12a-dimethanoindolo[3,2-b]quinolizine-8,13-diol 
# 
