data_NMA
# 
_chem_comp.id                                    NMA 
_chem_comp.name                                  N-[3-HYDROXY-2-METHYL-5-PHOSPHONOOXYMETHYL-PYRIDIN-4-YLMETHYL]-2-METHYLALANINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H19 N2 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         N-PYRIDOXYL-2-METHYLALANINE-5-PHOSPHATE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-11-17 
_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                        334.262 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NMA 
_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        1D7V 
_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 
NMA C4   C4   C 0 1 Y N N 17.156 52.452 16.613 1.450  -0.385 -0.610 C4   NMA 1  
NMA C4A  C4A  C 0 1 N N N 17.133 52.016 17.981 0.255  -0.922 -1.355 C4A  NMA 2  
NMA P    P    P 0 1 N N N 20.402 48.794 16.681 -1.184 -0.053 3.567  P    NMA 3  
NMA O1P  O1P  O 0 1 N N N 21.852 48.854 16.273 -1.568 -1.480 3.486  O1P  NMA 4  
NMA O2P  O2P  O 0 1 N N N 20.295 49.415 18.121 -1.064 0.383  5.112  O2P  NMA 5  
NMA O3P  O3P  O 0 1 N N N 19.702 47.493 16.575 -2.305 0.845  2.841  O3P  NMA 6  
NMA O4P  O4P  O 0 1 N N N 19.564 49.832 15.815 0.233  0.163  2.837  O4P  NMA 7  
NMA C5A  C5A  C 0 1 N N N 19.290 51.076 16.462 0.063  -0.240 1.476  C5A  NMA 8  
NMA C5   C5   C 0 1 Y N N 18.253 52.009 15.802 1.361  -0.061 0.733  C5   NMA 9  
NMA N1   N1   N 0 1 Y N N 17.579 53.342 14.048 3.619  0.589  0.743  N1   NMA 10 
NMA C6   C6   C 0 1 Y N N 18.467 52.473 14.545 2.478  0.428  1.384  C6   NMA 11 
NMA C2   C2   C 0 1 Y N N 16.486 53.809 14.728 3.745  0.292  -0.534 C2   NMA 12 
NMA C2A  C2A  C 0 1 N N N 15.587 54.792 14.022 5.072  0.495  -1.220 C2A  NMA 13 
NMA C3   C3   C 0 1 Y N N 16.285 53.398 16.070 2.668  -0.198 -1.257 C3   NMA 14 
NMA O3   O3   O 0 1 N N N 15.222 53.965 16.721 2.802  -0.501 -2.575 O3   NMA 15 
NMA N    N    N 0 1 N N N 16.095 51.621 18.609 -0.503 0.195  -1.933 N    NMA 16 
NMA C8   C8   C 0 1 N N N 16.050 51.775 20.086 -1.648 -0.393 -2.641 C8   NMA 17 
NMA C7   C7   C 0 1 N N N 14.749 52.396 20.443 -2.473 0.703  -3.262 C7   NMA 18 
NMA O7   O7   O 0 1 N N N 13.622 51.736 20.267 -3.091 0.493  -4.278 O7   NMA 19 
NMA O8   O8   O 0 1 N N N 14.751 53.553 20.830 -2.522 1.914  -2.684 O8   NMA 20 
NMA C9   C9   C 0 1 N N N 16.251 50.523 20.949 -1.141 -1.332 -3.738 C9   NMA 21 
NMA C10  C10  C 0 1 N N N 17.107 52.827 20.481 -2.508 -1.182 -1.652 C10  NMA 22 
NMA H4A1 1H4A H 0 0 N N N 17.889 51.202 18.070 0.591  -1.584 -2.153 H4A1 NMA 23 
NMA H4A2 2H4A H 0 0 N N N 17.579 52.838 18.586 -0.382 -1.477 -0.667 H4A2 NMA 24 
NMA HOP2 2HOP H 0 0 N N N 19.381 49.377 18.378 -1.933 0.238  5.512  HOP2 NMA 25 
NMA HOP3 3HOP H 0 0 N N N 18.788 47.455 16.832 -2.017 1.765  2.916  HOP3 NMA 26 
NMA H5A1 1H5A H 0 0 N N N 18.993 50.884 17.519 -0.709 0.371  1.010  H5A1 NMA 27 
NMA H5A2 2H5A H 0 0 N N N 20.244 51.632 16.610 -0.233 -1.288 1.442  H5A2 NMA 28 
NMA H6   H6   H 0 1 N N N 19.336 52.153 13.945 2.415  0.683  2.432  H6   NMA 29 
NMA H2A1 1H2A H 0 0 N N N 14.697 55.172 14.575 5.667  -0.414 -1.135 H2A1 NMA 30 
NMA H2A2 2H2A H 0 0 N N N 16.195 55.656 13.667 4.906  0.724  -2.272 H2A2 NMA 31 
NMA H2A3 3H2A H 0 0 N N N 15.256 54.354 13.051 5.603  1.321  -0.747 H2A3 NMA 32 
NMA HO3  HO3  H 0 1 N N N 14.629 54.608 16.351 2.578  0.298  -3.070 HO3  NMA 33 
NMA HN   HN   H 0 1 N N N 15.919 50.644 18.374 -0.881 0.720  -1.159 HN   NMA 34 
NMA HO8  HO8  H 0 1 N N N 13.918 53.950 21.058 -3.052 2.618  -3.082 HO8  NMA 35 
NMA H91  1H9  H 0 1 N N N 16.217 50.638 22.057 -0.528 -0.770 -4.443 H91  NMA 36 
NMA H92  2H9  H 0 1 N N N 15.514 49.745 20.640 -0.544 -2.126 -3.289 H92  NMA 37 
NMA H93  3H9  H 0 1 N N N 17.210 50.032 20.662 -1.990 -1.769 -4.263 H93  NMA 38 
NMA H101 1H10 H 0 0 N N N 17.073 52.942 21.589 -2.870 -0.513 -0.871 H101 NMA 39 
NMA H102 2H10 H 0 0 N N N 18.126 52.580 20.102 -3.358 -1.619 -2.178 H102 NMA 40 
NMA H103 3H10 H 0 0 N N N 16.978 53.793 19.940 -1.911 -1.976 -1.204 H103 NMA 41 
# 
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 
NMA C4  C4A  SING N N 1  
NMA C4  C5   DOUB Y N 2  
NMA C4  C3   SING Y N 3  
NMA C4A N    SING N N 4  
NMA C4A H4A1 SING N N 5  
NMA C4A H4A2 SING N N 6  
NMA P   O1P  DOUB N N 7  
NMA P   O2P  SING N N 8  
NMA P   O3P  SING N N 9  
NMA P   O4P  SING N N 10 
NMA O2P HOP2 SING N N 11 
NMA O3P HOP3 SING N N 12 
NMA O4P C5A  SING N N 13 
NMA C5A C5   SING N N 14 
NMA C5A H5A1 SING N N 15 
NMA C5A H5A2 SING N N 16 
NMA C5  C6   SING Y N 17 
NMA N1  C6   DOUB Y N 18 
NMA N1  C2   SING Y N 19 
NMA C6  H6   SING N N 20 
NMA C2  C2A  SING N N 21 
NMA C2  C3   DOUB Y N 22 
NMA C2A H2A1 SING N N 23 
NMA C2A H2A2 SING N N 24 
NMA C2A H2A3 SING N N 25 
NMA C3  O3   SING N N 26 
NMA O3  HO3  SING N N 27 
NMA N   C8   SING N N 28 
NMA N   HN   SING N N 29 
NMA C8  C7   SING N N 30 
NMA C8  C9   SING N N 31 
NMA C8  C10  SING N N 32 
NMA C7  O7   DOUB N N 33 
NMA C7  O8   SING N N 34 
NMA O8  HO8  SING N N 35 
NMA C9  H91  SING N N 36 
NMA C9  H92  SING N N 37 
NMA C9  H93  SING N N 38 
NMA C10 H101 SING N N 39 
NMA C10 H102 SING N N 40 
NMA C10 H103 SING N N 41 
# 
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 
NMA SMILES           ACDLabs              10.04 O=C(O)C(NCc1c(cnc(c1O)C)COP(=O)(O)O)(C)C                                                                                                  
NMA InChI            InChI                1.02b InChI=1/C12H19N2O7P/c1-7-10(15)9(5-14-12(2,3)11(16)17)8(4-13-7)6-21-22(18,19)20/h4,14-15H,5-6H2,1-3H3,(H,16,17)(H2,18,19,20)/f/h16,18-19H 
NMA InChIKey         InChI                1.02b NHGDGJKONAZETF-VOCMTRERCL                                                                                                                 
NMA SMILES_CANONICAL CACTVS               3.341 Cc1ncc(CO[P](O)(O)=O)c(CNC(C)(C)C(O)=O)c1O                                                                                                
NMA SMILES           CACTVS               3.341 Cc1ncc(CO[P](O)(O)=O)c(CNC(C)(C)C(O)=O)c1O                                                                                                
NMA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(c(c(cn1)COP(=O)(O)O)CNC(C)(C)C(=O)O)O                                                                                                
NMA SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(c(c(cn1)COP(=O)(O)O)CNC(C)(C)C(=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 
NMA "SYSTEMATIC NAME" ACDLabs              10.04 N-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)-2-methyl-D-alanine           
NMA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-4-yl]methylamino]-2-methyl-propanoic acid" 
# 
