data_KAM
# 
_chem_comp.id                                    KAM 
_chem_comp.name                                  "N-[7-KETO-8-AMINOPELARGONIC ACID]-[3-HYDROXY-2-METHYL-5-PHOSPHONOOXYMETHYL-PYRIDIN-4-YL-METHANE]" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H27 N2 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         
;N-PYRIDOXYL-7-KETO-8-AMINOPELARGONIC ACID-5'-MONOPHOSPHATE
;
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-12-08 
_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                        418.379 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     KAM 
_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        1DJ9 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
KAM N1   N1   N 0 1 Y N N 3.830  1.924  45.492 0.486  -1.135 5.627   N1   KAM 1  
KAM C2   C2   C 0 1 Y N N 4.979  1.747  46.147 1.746  -0.799 5.429   C2   KAM 2  
KAM C2A  C2A  C 0 1 N N N 5.138  2.246  47.524 2.790  -1.192 6.442   C2A  KAM 3  
KAM C3   C3   C 0 1 Y N N 5.938  0.965  45.468 2.120  -0.087 4.299   C3   KAM 4  
KAM O3   O3   O 0 1 N N N 7.165  0.903  45.895 3.419  0.257  4.100   O3   KAM 5  
KAM C4   C4   C 0 1 Y N N 5.651  0.535  44.139 1.145  0.268  3.372   C4   KAM 6  
KAM C4A  C4A  C 0 1 N N N 6.774  -0.042 43.387 1.507  1.041  2.130   C4A  KAM 7  
KAM C5   C5   C 0 1 Y N N 4.424  0.905  43.521 -0.166 -0.100 3.621   C5   KAM 8  
KAM C6   C6   C 0 1 Y N N 3.501  1.584  44.286 -0.460 -0.813 4.768   C6   KAM 9  
KAM C5A  C5A  C 0 1 N N N 4.091  0.538  42.132 -1.258 0.261  2.647   C5A  KAM 10 
KAM OP4  OP4  O 0 1 N N N 3.320  -0.667 41.962 -2.507 -0.240 3.124   OP4  KAM 11 
KAM P    P    P 0 1 N N N 3.583  -1.691 40.808 -3.622 0.180  2.041   P    KAM 12 
KAM OP1  OP1  O 0 1 N N N 2.515  -2.773 40.889 -3.284 -0.414 0.729   OP1  KAM 13 
KAM OP2  OP2  O 0 1 N N N 3.437  -0.916 39.543 -5.063 -0.356 2.518   OP2  KAM 14 
KAM OP3  OP3  O 0 1 N N N 4.956  -2.258 41.079 -3.663 1.784  1.909   OP3  KAM 15 
KAM N9C  N9C  N 0 1 N N N 7.900  -0.264 43.950 1.836  0.104  1.048   N9C  KAM 16 
KAM C9C  C9C  C 0 1 N N N 8.280  -1.622 41.936 3.679  1.212  -0.123  C9C  KAM 17 
KAM C8C  C8C  C 0 1 N N S 8.924  -0.836 43.061 2.178  0.918  -0.126  C8C  KAM 18 
KAM C7C  C7C  C 0 1 N N N 9.793  0.305  42.556 1.815  0.166  -1.380  C7C  KAM 19 
KAM O7C  O7C  O 0 1 N N N 9.387  1.459  42.534 1.847  -1.040 -1.392  O7C  KAM 20 
KAM C6C  C6C  C 0 1 N N N 11.181 -0.088 42.087 1.413  0.921  -2.621  C6C  KAM 21 
KAM C5C  C5C  C 0 1 N N N 12.174 1.057  42.074 1.099  -0.071 -3.743  C5C  KAM 22 
KAM C4C  C4C  C 0 1 N N N 13.565 0.674  41.592 0.691  0.695  -5.003  C4C  KAM 23 
KAM C3C  C3C  C 0 1 N N N 14.525 1.853  41.503 0.377  -0.297 -6.124  C3C  KAM 24 
KAM C2C  C2C  C 0 1 N N N 15.753 1.551  40.661 -0.030 0.468  -7.384  C2C  KAM 25 
KAM C1C  C1C  C 0 1 N N N 16.878 2.564  40.739 -0.340 -0.508 -8.488  C1C  KAM 26 
KAM O1C  O1C  O 0 1 N N N 17.935 2.293  40.111 -0.722 -0.060 -9.694  O1C  KAM 27 
KAM O2C  O2C  O 0 1 N N N 16.738 3.617  41.409 -0.245 -1.696 -8.288  O2C  KAM 28 
KAM HA21 1HA2 H 0 0 N N N 6.098  2.098  48.071 2.885  -0.404 7.190   HA21 KAM 29 
KAM HA22 2HA2 H 0 0 N N N 4.895  3.334  47.531 2.493  -2.121 6.929   HA22 KAM 30 
KAM HA23 3HA2 H 0 0 N N N 4.312  1.826  48.145 3.747  -1.334 5.941   HA23 KAM 31 
KAM HO3  HO3  H 0 1 N N N 7.810  0.376  45.438 3.545  1.122  4.513   HO3  KAM 32 
KAM H4A1 1H4A H 0 0 N N N 6.426  -0.993 42.922 2.369  1.676  2.335   H4A1 KAM 33 
KAM H4A2 2H4A H 0 0 N N N 6.955  0.597  42.491 0.663  1.662  1.829   H4A2 KAM 34 
KAM HC6  HC6  H 0 1 N N N 2.493  1.856  43.930 -1.480 -1.107 4.965   HC6  KAM 35 
KAM HA51 1HA5 H 0 0 N N N 3.576  1.389  41.629 -1.314 1.345  2.551   HA51 KAM 36 
KAM HA52 2HA5 H 0 0 N N N 5.023  0.478  41.523 -1.037 -0.178 1.674   HA52 KAM 37 
KAM HOP2 2HOP H 0 0 N N N 3.596  -1.537 38.842 -5.700 -0.084 1.844   HOP2 KAM 38 
KAM HOP3 3HOP H 0 0 N N N 5.115  -2.879 40.378 -3.887 2.131  2.784   HOP3 KAM 39 
KAM HNC9 9HNC H 0 0 N N N 7.775  -0.852 44.773 0.985  -0.387 0.822   HNC9 KAM 40 
KAM HC91 1HC9 H 0 0 N N N 9.055  -2.055 41.262 4.233  0.274  -0.157  HC91 KAM 41 
KAM HC92 2HC9 H 0 0 N N N 7.585  -2.404 42.323 3.932  1.816  -0.994  HC92 KAM 42 
KAM HC93 3HC9 H 0 0 N N N 7.541  -1.006 41.372 3.941  1.756  0.784   HC93 KAM 43 
KAM HC8  HC8  H 0 1 N N N 9.566  -1.562 43.611 1.623  1.856  -0.091  HC8  KAM 44 
KAM HC61 1HC6 H 0 0 N N N 11.572 -0.938 42.691 0.529  1.523  -2.411  HC61 KAM 45 
KAM HC62 2HC6 H 0 0 N N N 11.132 -0.575 41.085 2.231  1.572  -2.931  HC62 KAM 46 
KAM HC51 1HC5 H 0 0 N N N 11.776 1.910  41.477 1.983  -0.673 -3.954  HC51 KAM 47 
KAM HC52 2HC5 H 0 0 N N N 12.228 1.536  43.079 0.281  -0.722 -3.433  HC52 KAM 48 
KAM HC41 1HC4 H 0 0 N N N 13.993 -0.136 42.227 -0.192 1.297  -4.792  HC41 KAM 49 
KAM HC42 2HC4 H 0 0 N N N 13.510 0.135  40.617 1.509  1.346  -5.312  HC42 KAM 50 
KAM HC31 1HC3 H 0 0 N N N 14.002 2.766  41.133 1.260  -0.899 -6.335  HC31 KAM 51 
KAM HC32 2HC3 H 0 0 N N N 14.815 2.208  42.519 -0.440 -0.948 -5.814  HC32 KAM 52 
KAM HC21 1HC2 H 0 0 N N N 16.140 0.535  40.908 -0.914 1.070  -7.173  HC21 KAM 53 
KAM HC22 2HC2 H 0 0 N N N 15.454 1.398  39.597 0.786  1.119  -7.693  HC22 KAM 54 
KAM HOC1 1HOC H 0 0 N N N 18.640 2.927  40.159 -0.921 -0.687 -10.402 HOC1 KAM 55 
# 
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 
KAM N1  C2   DOUB Y N 1  
KAM N1  C6   SING Y N 2  
KAM C2  C2A  SING N N 3  
KAM C2  C3   SING Y N 4  
KAM C2A HA21 SING N N 5  
KAM C2A HA22 SING N N 6  
KAM C2A HA23 SING N N 7  
KAM C3  O3   SING N N 8  
KAM C3  C4   DOUB Y N 9  
KAM O3  HO3  SING N N 10 
KAM C4  C4A  SING N N 11 
KAM C4  C5   SING Y N 12 
KAM C4A N9C  SING N N 13 
KAM C4A H4A1 SING N N 14 
KAM C4A H4A2 SING N N 15 
KAM C5  C6   DOUB Y N 16 
KAM C5  C5A  SING N N 17 
KAM C6  HC6  SING N N 18 
KAM C5A OP4  SING N N 19 
KAM C5A HA51 SING N N 20 
KAM C5A HA52 SING N N 21 
KAM OP4 P    SING N N 22 
KAM P   OP1  DOUB N N 23 
KAM P   OP2  SING N N 24 
KAM P   OP3  SING N N 25 
KAM OP2 HOP2 SING N N 26 
KAM OP3 HOP3 SING N N 27 
KAM N9C C8C  SING N N 28 
KAM N9C HNC9 SING N N 29 
KAM C9C C8C  SING N N 30 
KAM C9C HC91 SING N N 31 
KAM C9C HC92 SING N N 32 
KAM C9C HC93 SING N N 33 
KAM C8C C7C  SING N N 34 
KAM C8C HC8  SING N N 35 
KAM C7C O7C  DOUB N N 36 
KAM C7C C6C  SING N N 37 
KAM C6C C5C  SING N N 38 
KAM C6C HC61 SING N N 39 
KAM C6C HC62 SING N N 40 
KAM C5C C4C  SING N N 41 
KAM C5C HC51 SING N N 42 
KAM C5C HC52 SING N N 43 
KAM C4C C3C  SING N N 44 
KAM C4C HC41 SING N N 45 
KAM C4C HC42 SING N N 46 
KAM C3C C2C  SING N N 47 
KAM C3C HC31 SING N N 48 
KAM C3C HC32 SING N N 49 
KAM C2C C1C  SING N N 50 
KAM C2C HC21 SING N N 51 
KAM C2C HC22 SING N N 52 
KAM C1C O1C  SING N N 53 
KAM C1C O2C  DOUB N N 54 
KAM O1C HOC1 SING N N 55 
# 
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 
KAM SMILES           ACDLabs              10.04 O=C(O)CCCCCC(=O)C(NCc1c(cnc(c1O)C)COP(=O)(O)O)C                                                                                                                                 
KAM InChI            InChI                1.02b InChI=1/C17H27N2O8P/c1-11(15(20)6-4-3-5-7-16(21)22)19-9-14-13(10-27-28(24,25)26)8-18-12(2)17(14)23/h8,11,19,23H,3-7,9-10H2,1-2H3,(H,21,22)(H2,24,25,26)/t11-/m0/s1/f/h21,24-25H 
KAM InChIKey         InChI                1.02b YXEXNGWPUWJMIT-XYOJWBKMDN                                                                                                                                                       
KAM SMILES_CANONICAL CACTVS               3.341 C[C@H](NCc1c(O)c(C)ncc1CO[P](O)(O)=O)C(=O)CCCCCC(O)=O                                                                                                                           
KAM SMILES           CACTVS               3.341 C[CH](NCc1c(O)c(C)ncc1CO[P](O)(O)=O)C(=O)CCCCCC(O)=O                                                                                                                            
KAM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(c(c(cn1)COP(=O)(O)O)CN[C@@H](C)C(=O)CCCCCC(=O)O)O                                                                                                                          
KAM SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(c(c(cn1)COP(=O)(O)O)CNC(C)C(=O)CCCCCC(=O)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 
KAM "SYSTEMATIC NAME" ACDLabs              10.04 "(8S)-8-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]-7-oxononanoic acid" 
KAM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(8S)-8-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-4-yl]methylamino]-7-oxo-nonanoic acid"    
# 
