data_TM2
# 
_chem_comp.id                                    TM2 
_chem_comp.name                                  
;5-{[(2-sulfoethyl)amino]methyl}uridine 5'-(dihydrogen phosphate)
;
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C12 H20 N3 O12 P S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-03-14 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        461.339 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TM2 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2VQF 
_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 
TM2 P      P      P 0 1 N N N 203.045 105.634 6.600  -5.870 2.431  0.129  P      TM2 1  
TM2 O1P    O1P    O 0 1 N N N 204.105 105.846 7.611  -7.229 2.059  -0.324 O1P    TM2 2  
TM2 O2P    O2P    O 0 1 N N N 202.449 106.791 5.897  -5.567 3.958  -0.282 O2P    TM2 3  
TM2 O3P    O3P    O 0 1 N Y N 203.562 104.603 5.692  -5.776 2.277  1.729  O3P    TM2 4  
TM2 "O5'"  "O5'"  O 0 1 N N N 201.856 104.792 7.261  -4.788 1.464  -0.568 "O5'"  TM2 5  
TM2 "C5'"  "C5'"  C 0 1 N N N 201.253 105.239 8.471  -4.849 0.038  -0.482 "C5'"  TM2 6  
TM2 "C4'"  "C4'"  C 0 1 N N R 200.191 104.261 8.940  -3.676 -0.570 -1.252 "C4'"  TM2 7  
TM2 "O4'"  "O4'"  O 0 1 N N N 198.904 104.653 8.398  -2.438 -0.236 -0.601 "O4'"  TM2 8  
TM2 "C1'"  "C1'"  C 0 1 N N R 198.222 103.516 7.902  -1.551 -1.361 -0.782 "C1'"  TM2 9  
TM2 N1     N1     N 0 1 N N N 198.181 103.604 6.415  -0.494 -1.352 0.233  N1     TM2 10 
TM2 C6     C6     C 0 1 N N N 199.189 104.270 5.748  0.817  -1.410 -0.153 C6     TM2 11 
TM2 C2     C2     C 0 1 N N N 197.136 103.017 5.733  -0.822 -1.282 1.536  C2     TM2 12 
TM2 O2     O2     O 0 1 N N N 196.229 102.421 6.286  -1.993 -1.227 1.857  O2     TM2 13 
TM2 N3     N3     N 0 1 N N N 197.190 103.152 4.368  0.128  -1.273 2.489  N3     TM2 14 
TM2 C4     C4     C 0 1 N N N 198.164 103.804 3.633  1.432  -1.333 2.150  C4     TM2 15 
TM2 O4     O4     O 0 1 N N N 198.081 103.844 2.410  2.293  -1.325 3.011  O4     TM2 16 
TM2 C5     C5     C 0 1 N N N 199.221 104.390 4.416  1.791  -1.402 0.782  C5     TM2 17 
TM2 "C2'"  "C2'"  C 0 1 N N R 198.973 102.294 8.419  -2.478 -2.588 -0.593 "C2'"  TM2 18 
TM2 "O2'"  "O2'"  O 0 1 N N N 198.476 101.917 9.688  -1.954 -3.732 -1.271 "O2'"  TM2 19 
TM2 "C3'"  "C3'"  C 0 1 N N S 200.402 102.822 8.489  -3.792 -2.106 -1.256 "C3'"  TM2 20 
TM2 C7     C7     C 0 1 N N N 200.276 105.087 3.516  3.241  -1.465 0.375  C7     TM2 21 
TM2 N8     N8     N 0 1 N N N 201.033 104.678 2.181  3.789  -0.104 0.302  N8     TM2 22 
TM2 C9     C9     C 0 1 N N N 202.459 104.329 2.594  5.204  -0.127 -0.093 C9     TM2 23 
TM2 C11    C11    C 0 1 N N N 202.747 103.365 1.444  5.738  1.305  -0.159 C11    TM2 24 
TM2 S12    S12    S 0 1 N N N 202.239 101.612 1.721  7.485  1.277  -0.646 S12    TM2 25 
TM2 O1S    O1S    O 0 1 N N N 203.327 100.837 2.345  8.282  0.711  0.386  O1S    TM2 26 
TM2 O2S    O2S    O 0 1 N N N 201.088 101.507 2.638  7.620  0.848  -1.994 O2S    TM2 27 
TM2 "O3'"  "O3'"  O 0 1 N N N 201.172 102.118 9.455  -3.885 -2.597 -2.595 "O3'"  TM2 28 
TM2 O3S    O3S    O 0 1 N N N 201.877 101.003 0.434  7.895  2.742  -0.675 O3S    TM2 29 
TM2 H2P    H2P    H 0 1 N N N 202.321 107.504 6.512  -6.181 4.598  0.102  H2P    TM2 30 
TM2 H3P    H3P    H 0 1 N N N 203.674 104.972 4.824  -4.911 2.506  2.095  H3P    TM2 31 
TM2 H3S    H3S    H 0 1 N N N 201.799 101.681 -0.227 8.818  2.888  -0.923 H3S    TM2 32 
TM2 "H5'1" "1H5'" H 0 0 N N N 202.028 105.325 9.247  -4.794 -0.265 0.563  "H5'1" TM2 33 
TM2 "H5'2" "2H5'" H 0 0 N N N 200.778 106.214 8.289  -5.787 -0.312 -0.913 "H5'2" TM2 34 
TM2 "H4'"  "H4'"  H 0 1 N N N 200.246 104.295 10.038 -3.669 -0.194 -2.275 "H4'"  TM2 35 
TM2 "H3'"  "H3'"  H 0 1 N N N 200.947 102.716 7.540  -4.654 -2.426 -0.670 "H3'"  TM2 36 
TM2 "H1'"  "H1'"  H 0 1 N N N 197.178 103.449 8.242  -1.120 -1.352 -1.783 "H1'"  TM2 37 
TM2 "H2'"  "H2'"  H 0 1 N N N 198.878 101.390 7.799  -2.631 -2.801 0.465  "H2'"  TM2 38 
TM2 H6     H6     H 0 1 N N N 199.986 104.713 6.326  1.072  -1.462 -1.202 H6     TM2 39 
TM2 H3     H3     H 0 1 N N N 196.445 102.734 3.849  -0.125 -1.222 3.424  H3     TM2 40 
TM2 H7C1   1H7C   H 0 0 N N N 199.745 105.999 3.206  3.800  -2.043 1.112  H7C1   TM2 41 
TM2 H7C2   2H7C   H 0 0 N N N 201.131 104.934 4.191  3.324  -1.944 -0.600 H7C2   TM2 42 
TM2 HA     HA     H 0 1 N N N 199.198 101.832 10.299 -2.500 -4.525 -1.183 HA     TM2 43 
TM2 HB     HB     H 0 1 N N N 202.044 101.961 9.112  -3.961 -3.559 -2.657 HB     TM2 44 
TM2 H8     H8     H 0 1 N N N 200.589 103.892 1.751  3.248  0.470  -0.327 H8     TM2 45 
TM2 H9C1   1H9C   H 0 0 N N N 203.137 105.194 2.633  5.776  -0.695 0.641  H9C1   TM2 46 
TM2 H9C2   2H9C   H 0 0 N N N 202.593 103.933 3.612  5.300  -0.596 -1.072 H9C2   TM2 47 
TM2 H111   1H11   H 0 0 N N N 202.200 103.731 0.562  5.166  1.873  -0.892 H111   TM2 48 
TM2 H112   2H11   H 0 0 N N N 203.841 103.349 1.329  5.641  1.774  0.821  H112   TM2 49 
# 
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 
TM2 P     O1P    DOUB N N 1  
TM2 P     O2P    SING N N 2  
TM2 P     O3P    SING N N 3  
TM2 P     "O5'"  SING N N 4  
TM2 "O5'" "C5'"  SING N N 5  
TM2 "C5'" "C4'"  SING N N 6  
TM2 "C4'" "O4'"  SING N N 7  
TM2 "C4'" "C3'"  SING N N 8  
TM2 "O4'" "C1'"  SING N N 9  
TM2 "C1'" N1     SING N N 10 
TM2 "C1'" "C2'"  SING N N 11 
TM2 N1    C6     SING N N 12 
TM2 N1    C2     SING N N 13 
TM2 C6    C5     DOUB N N 14 
TM2 C2    O2     DOUB N N 15 
TM2 C2    N3     SING N N 16 
TM2 N3    C4     SING N N 17 
TM2 C4    O4     DOUB N N 18 
TM2 C4    C5     SING N N 19 
TM2 C5    C7     SING N N 20 
TM2 "C2'" "O2'"  SING N N 21 
TM2 "C2'" "C3'"  SING N N 22 
TM2 "C3'" "O3'"  SING N N 23 
TM2 C7    N8     SING N N 24 
TM2 N8    C9     SING N N 25 
TM2 C9    C11    SING N N 26 
TM2 C11   S12    SING N N 27 
TM2 S12   O1S    DOUB N N 28 
TM2 S12   O2S    DOUB N N 29 
TM2 S12   O3S    SING N N 30 
TM2 O3S   H3S    SING N N 31 
TM2 O2P   H2P    SING N N 32 
TM2 O3P   H3P    SING N N 33 
TM2 "C5'" "H5'1" SING N N 34 
TM2 "C5'" "H5'2" SING N N 35 
TM2 "C4'" "H4'"  SING N N 36 
TM2 "C3'" "H3'"  SING N N 37 
TM2 "C1'" "H1'"  SING N N 38 
TM2 "C2'" "H2'"  SING N N 39 
TM2 C6    H6     SING N N 40 
TM2 N3    H3     SING N N 41 
TM2 C7    H7C1   SING N N 42 
TM2 C7    H7C2   SING N N 43 
TM2 "O2'" HA     SING N N 44 
TM2 "O3'" HB     SING N N 45 
TM2 N8    H8     SING N N 46 
TM2 C9    H9C1   SING N N 47 
TM2 C9    H9C2   SING N N 48 
TM2 C11   H111   SING N N 49 
TM2 C11   H112   SING N N 50 
# 
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 
TM2 SMILES           ACDLabs              10.04 O=S(=O)(O)CCNCC=1C(=O)NC(=O)N(C=1)C2OC(C(O)C2O)COP(=O)(O)O 
TM2 InChI            InChI                1.02b 
InChI=1/C12H20N3O12PS/c16-8-7(5-26-28(20,21)22)27-11(9(8)17)15-4-6(10(18)14-12(15)19)3-13-1-2-29(23,24)25/h4,7-9,11,13,16-17H,1-3,5H2,(H,14,18,19)(H2,20,21,22)(H,23,24,25)/t7-,8-,9-,11-/m1/s1/f/h14,20-21,23H 
TM2 InChIKey         InChI                1.02b PZGIUONZFMAONE-ZWCCLTLYDW 
TM2 SMILES_CANONICAL CACTVS               3.341 O[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P](O)(O)=O)N2C=C(CNCC[S](O)(=O)=O)C(=O)NC2=O 
TM2 SMILES           CACTVS               3.341 O[CH]1[CH](O)[CH](O[CH]1CO[P](O)(O)=O)N2C=C(CNCC[S](O)(=O)=O)C(=O)NC2=O 
TM2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1=C(C(=O)NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O)CNCCS(=O)(=O)O 
TM2 SMILES           "OpenEye OEToolkits" 1.5.0 C1=C(C(=O)NC(=O)N1C2C(C(C(O2)COP(=O)(O)O)O)O)CNCCS(=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 
TM2 "SYSTEMATIC NAME" ACDLabs              10.04 
;5-{[(2-sulfoethyl)amino]methyl}uridine 5'-(dihydrogen phosphate)
;
TM2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[[1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonooxymethyl)oxolan-2-yl]-2,4-dioxo-pyrimidin-5-yl]methylamino]ethanesulfonic acid" 
# 
