data_UR2
# 
_chem_comp.id                                    UR2 
_chem_comp.name                                  "4-[3-CARBOXYMETHYL-3-(4-PHOSPHONOOXY-BENZYL)-UREIDO]-4-[(3-CYCLOHEXYL-PROPYL)-METHYL-CARBAMOYL]BUTYRIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H38 N3 O10 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        571.557 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     UR2 
_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        1SKJ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
UR2 C1   C1   C 0 1 Y N N -11.085 64.116 -7.650  1.503  0.006  5.690   C1   UR2 1  
UR2 C10  C10  C 0 1 N N N -6.470  65.765 -11.778 -2.082 2.898  0.361   C10  UR2 2  
UR2 C13  C13  C 0 1 N N N -5.580  63.039 -9.893  -1.308 0.116  0.961   C13  UR2 3  
UR2 C16  C16  C 0 1 N N S -4.171  61.378 -8.782  -0.738 -0.663 -1.276  C16  UR2 4  
UR2 C17  C17  C 0 1 N N N -3.522  61.298 -7.378  -2.055 -0.868 -2.027  C17  UR2 5  
UR2 C18  C18  C 0 1 N N N -2.838  62.578 -6.880  -3.122 -1.379 -1.057  C18  UR2 6  
UR2 C19  C19  C 0 1 N N N -1.884  63.186 -7.894  -4.419 -1.581 -1.797  C19  UR2 7  
UR2 C2   C2   C 0 1 Y N N -10.247 63.019 -7.809  1.006  1.297  5.580   C2   UR2 8  
UR2 C22  C22  C 0 1 N N N -4.863  60.006 -9.078  0.344  -0.286 -2.253  C22  UR2 9  
UR2 C25  C25  C 0 1 N N N -4.920  57.660 -9.576  0.363  -2.592 -3.039  C25  UR2 10 
UR2 C26  C26  C 0 1 N N N -2.861  59.006 -10.227 2.029  -0.887 -3.908  C26  UR2 11 
UR2 C27  C27  C 0 1 N N N -1.646  58.782 -9.324  1.509  -0.415 -5.268  C27  UR2 12 
UR2 C28  C28  C 0 1 N N N -1.792  57.517 -8.469  2.691  -0.059 -6.171  C28  UR2 13 
UR2 C29  C29  C 0 1 N N N -0.481  57.039 -7.804  2.171  0.412  -7.530  C29  UR2 14 
UR2 C3   C3   C 0 1 Y N N -8.901  63.228 -8.124  -0.094 1.545  4.783   C3   UR2 15 
UR2 C30  C30  C 0 1 N N N 0.348   56.135 -8.747  3.354  0.768  -8.433  C30  UR2 16 
UR2 C31  C31  C 0 1 N N N 1.615   55.602 -8.067  2.834  1.240  -9.792  C31  UR2 17 
UR2 C32  C32  C 0 1 N N N 1.324   54.923 -6.718  2.016  0.121  -10.441 C32  UR2 18 
UR2 C33  C33  C 0 1 N N N 0.520   55.868 -5.815  0.833  -0.234 -9.538  C33  UR2 19 
UR2 C34  C34  C 0 1 N N N -0.774  56.287 -6.500  1.353  -0.705 -8.179  C34  UR2 20 
UR2 C4   C4   C 0 1 Y N N -8.398  64.526 -8.268  -0.700 0.510  4.096   C4   UR2 21 
UR2 C5   C5   C 0 1 Y N N -9.271  65.620 -8.123  -0.210 -0.777 4.209   C5   UR2 22 
UR2 C6   C6   C 0 1 Y N N -10.625 65.406 -7.820  0.893  -1.030 5.000   C6   UR2 23 
UR2 C7   C7   C 0 1 N N N -6.929  64.719 -8.552  -1.901 0.784  3.228   C7   UR2 24 
UR2 C9   C9   C 0 1 N N N -7.110  64.538 -11.073 -1.176 2.489  1.494   C9   UR2 25 
UR2 N15  N15  N 0 1 N N N -5.143  62.487 -8.766  -0.900 0.407  -0.290  N15  UR2 26 
UR2 N24  N24  N 0 1 N N N -4.179  58.933 -9.588  0.896  -1.228 -3.044  N24  UR2 27 
UR2 N8   N8   N 0 1 N N N -6.497  64.065 -9.798  -1.457 1.101  1.868   N8   UR2 28 
UR2 O11  O11  O 0 1 N N N -7.170  66.065 -12.884 -2.002 4.137  -0.149  O11  UR2 29 
UR2 O12  O12  O 0 1 N N N -5.501  66.381 -11.464 -2.880 2.110  -0.088  O12  UR2 30 
UR2 O14  O14  O 0 1 N N N -5.214  62.604 -10.975 -1.541 -1.036 1.271   O14  UR2 31 
UR2 O1P  O1P  O 0 1 N N N -13.686 64.491 -9.317  1.147  -1.767 7.877   O1P  UR2 32 
UR2 O20  O20  O 0 1 N N N -1.900  64.404 -8.013  -4.483 -1.341 -2.980  O20  UR2 33 
UR2 O21  O21  O 0 1 N N N -1.154  62.447 -8.555  -5.502 -2.027 -1.143  O21  UR2 34 
UR2 O23  O23  O 0 1 N N N -6.052  59.892 -8.818  0.719  0.864  -2.329  O23  UR2 35 
UR2 O2P  O2P  O 0 1 N N N -14.748 63.423 -7.304  3.264  -0.884 8.931   O2P  UR2 36 
UR2 O3P  O3P  O 0 1 N N N -13.084 62.069 -8.691  1.193  0.677  8.505   O3P  UR2 37 
UR2 O4P  O4P  O 0 1 N N N -12.409 63.941 -7.226  2.586  -0.240 6.474   O4P  UR2 38 
UR2 P    P    P 0 1 N N N -13.511 63.451 -8.206  2.028  -0.579 7.945   P    UR2 39 
UR2 H16  H16  H 0 1 N N N -3.420  61.572 -9.583  -0.463 -1.587 -0.767  H16  UR2 40 
UR2 H171 1H17 H 0 0 N N N -4.276  60.956 -6.631  -2.379 0.079  -2.458  H171 UR2 41 
UR2 H172 2H17 H 0 0 N N N -2.803  60.446 -7.340  -1.909 -1.598 -2.824  H172 UR2 42 
UR2 H181 1H18 H 0 0 N N N -3.594  63.327 -6.549  -2.798 -2.326 -0.627  H181 UR2 43 
UR2 H182 2H18 H 0 0 N N N -2.320  62.397 -5.909  -3.268 -0.649 -0.261  H182 UR2 44 
UR2 H2   H2   H 0 1 N N N -10.644 61.997 -7.687  1.479  2.106  6.115   H2   UR2 45 
UR2 H251 1H25 H 0 0 N N N -4.363  56.787 -9.990  -0.532 -2.630 -2.419  H251 UR2 46 
UR2 H252 2H25 H 0 0 N N N -5.278  57.433 -8.545  0.114  -2.889 -4.057  H252 UR2 47 
UR2 H253 3H25 H 0 0 N N N -5.897  57.778 -10.100 1.113  -3.273 -2.635  H253 UR2 48 
UR2 H261 1H26 H 0 0 N N N -2.756  59.980 -10.759 2.612  -0.090 -3.446  H261 UR2 49 
UR2 H262 2H26 H 0 0 N N N -2.822  58.298 -11.087 2.659  -1.765 -4.045  H262 UR2 50 
UR2 H271 1H27 H 0 0 N N N -0.700  58.764 -9.914  0.926  -1.212 -5.730  H271 UR2 51 
UR2 H272 2H27 H 0 0 N N N -1.441  59.676 -8.691  0.878  0.463  -5.131  H272 UR2 52 
UR2 H281 1H28 H 0 0 N N N -2.588  57.656 -7.701  3.274  0.737  -5.708  H281 UR2 53 
UR2 H282 2H28 H 0 0 N N N -2.246  56.693 -9.068  3.322  -0.938 -6.308  H282 UR2 54 
UR2 H29  H29  H 0 1 N N N 0.118   57.951 -7.578  1.541  1.291  -7.393  H29  UR2 55 
UR2 H3   H3   H 0 1 N N N -8.231  62.362 -8.259  -0.482 2.550  4.697   H3   UR2 56 
UR2 H301 1H30 H 0 0 N N N -0.271  55.303 -9.157  3.937  1.565  -7.971  H301 UR2 57 
UR2 H302 2H30 H 0 0 N N N 0.591   56.660 -9.700  3.984  -0.110 -8.570  H302 UR2 58 
UR2 H311 1H31 H 0 0 N N N 2.175   54.918 -8.746  2.204  2.118  -9.655  H311 UR2 59 
UR2 H312 2H31 H 0 0 N N N 2.376   56.408 -7.952  3.677  1.493  -10.436 H312 UR2 60 
UR2 H321 1H32 H 0 0 N N N 0.817   53.938 -6.847  1.645  0.457  -11.410 H321 UR2 61 
UR2 H322 2H32 H 0 0 N N N 2.255   54.564 -6.221  2.646  -0.756 -10.578 H322 UR2 62 
UR2 H331 1H33 H 0 0 N N N 0.331   55.421 -4.810  0.203  0.644  -9.401  H331 UR2 63 
UR2 H332 2H33 H 0 0 N N N 1.123   56.749 -5.494  0.250  -1.030 -10.001 H332 UR2 64 
UR2 H341 1H34 H 0 0 N N N -1.427  56.880 -5.819  1.983  -1.584 -8.316  H341 UR2 65 
UR2 H342 2H34 H 0 0 N N N -1.451  55.417 -6.668  0.510  -0.959 -7.536  H342 UR2 66 
UR2 H5   H5   H 0 1 N N N -8.892  66.648 -8.247  -0.685 -1.585 3.672   H5   UR2 67 
UR2 H6   H6   H 0 1 N N N -11.326 66.250 -7.715  1.279  -2.036 5.085   H6   UR2 68 
UR2 H71  1H7  H 0 1 N N N -6.662  65.801 -8.556  -2.458 1.628  3.634   H71  UR2 69 
UR2 H72  2H7  H 0 1 N N N -6.308  64.382 -7.688  -2.541 -0.097 3.205   H72  UR2 70 
UR2 H91  1H9  H 0 1 N N N -8.194  64.737 -10.905 -1.352 3.139  2.352   H91  UR2 71 
UR2 H92  2H9  H 0 1 N N N -7.159  63.687 -11.792 -0.137 2.577  1.178   H92  UR2 72 
UR2 HN5  HN5  H 0 1 N N N -5.955  62.186 -8.227  -0.714 1.327  -0.537  HN5  UR2 73 
UR2 HO1  HO1  H 0 1 N N N -6.778  66.815 -13.315 -2.583 4.399  -0.876  HO1  UR2 74 
UR2 HO2  HO2  H 0 1 N N N -0.557  62.827 -9.189  -6.335 -2.157 -1.618  HO2  UR2 75 
UR2 HOP2 2HOP H 0 0 N N N -14.639 62.778 -6.615  2.887  -1.082 9.799   HOP2 UR2 76 
UR2 HOP3 3HOP H 0 0 N N N -12.975 61.424 -8.002  1.802  1.427  8.534   HOP3 UR2 77 
# 
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 
UR2 C1  C2   DOUB Y N 1  
UR2 C1  C6   SING Y N 2  
UR2 C1  O4P  SING N N 3  
UR2 C10 C9   SING N N 4  
UR2 C10 O11  SING N N 5  
UR2 C10 O12  DOUB N N 6  
UR2 C13 N15  SING N N 7  
UR2 C13 N8   SING N N 8  
UR2 C13 O14  DOUB N N 9  
UR2 C16 C17  SING N N 10 
UR2 C16 C22  SING N N 11 
UR2 C16 N15  SING N N 12 
UR2 C16 H16  SING N N 13 
UR2 C17 C18  SING N N 14 
UR2 C17 H171 SING N N 15 
UR2 C17 H172 SING N N 16 
UR2 C18 C19  SING N N 17 
UR2 C18 H181 SING N N 18 
UR2 C18 H182 SING N N 19 
UR2 C19 O20  DOUB N N 20 
UR2 C19 O21  SING N N 21 
UR2 C2  C3   SING Y N 22 
UR2 C2  H2   SING N N 23 
UR2 C22 N24  SING N N 24 
UR2 C22 O23  DOUB N N 25 
UR2 C25 N24  SING N N 26 
UR2 C25 H251 SING N N 27 
UR2 C25 H252 SING N N 28 
UR2 C25 H253 SING N N 29 
UR2 C26 C27  SING N N 30 
UR2 C26 N24  SING N N 31 
UR2 C26 H261 SING N N 32 
UR2 C26 H262 SING N N 33 
UR2 C27 C28  SING N N 34 
UR2 C27 H271 SING N N 35 
UR2 C27 H272 SING N N 36 
UR2 C28 C29  SING N N 37 
UR2 C28 H281 SING N N 38 
UR2 C28 H282 SING N N 39 
UR2 C29 C30  SING N N 40 
UR2 C29 C34  SING N N 41 
UR2 C29 H29  SING N N 42 
UR2 C3  C4   DOUB Y N 43 
UR2 C3  H3   SING N N 44 
UR2 C30 C31  SING N N 45 
UR2 C30 H301 SING N N 46 
UR2 C30 H302 SING N N 47 
UR2 C31 C32  SING N N 48 
UR2 C31 H311 SING N N 49 
UR2 C31 H312 SING N N 50 
UR2 C32 C33  SING N N 51 
UR2 C32 H321 SING N N 52 
UR2 C32 H322 SING N N 53 
UR2 C33 C34  SING N N 54 
UR2 C33 H331 SING N N 55 
UR2 C33 H332 SING N N 56 
UR2 C34 H341 SING N N 57 
UR2 C34 H342 SING N N 58 
UR2 C4  C5   SING Y N 59 
UR2 C4  C7   SING N N 60 
UR2 C5  C6   DOUB Y N 61 
UR2 C5  H5   SING N N 62 
UR2 C6  H6   SING N N 63 
UR2 C7  N8   SING N N 64 
UR2 C7  H71  SING N N 65 
UR2 C7  H72  SING N N 66 
UR2 C9  N8   SING N N 67 
UR2 C9  H91  SING N N 68 
UR2 C9  H92  SING N N 69 
UR2 N15 HN5  SING N N 70 
UR2 O11 HO1  SING N N 71 
UR2 O1P P    DOUB N N 72 
UR2 O21 HO2  SING N N 73 
UR2 O2P P    SING N N 74 
UR2 O2P HOP2 SING N N 75 
UR2 O3P P    SING N N 76 
UR2 O3P HOP3 SING N N 77 
UR2 O4P P    SING N N 78 
# 
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 
UR2 SMILES           ACDLabs              10.04 O=P(O)(O)Oc1ccc(cc1)CN(C(=O)NC(C(=O)N(CCCC2CCCCC2)C)CCC(=O)O)CC(=O)O 
UR2 InChI            InChI                1.02b 
InChI=1/C25H38N3O10P/c1-27(15-5-8-18-6-3-2-4-7-18)24(33)21(13-14-22(29)30)26-25(34)28(17-23(31)32)16-19-9-11-20(12-10-19)38-39(35,36)37/h9-12,18,21H,2-8,13-17H2,1H3,(H,26,34)(H,29,30)(H,31,32)(H2,35,36,37)/t21-/m0/s1/f/h26,29,31,35-36H 
UR2 InChIKey         InChI                1.02b JSBQUMXQEBZYPW-OXXSKJIFDW 
UR2 SMILES_CANONICAL CACTVS               3.341 CN(CCCC1CCCCC1)C(=O)[C@H](CCC(O)=O)NC(=O)N(CC(O)=O)Cc2ccc(O[P](O)(O)=O)cc2 
UR2 SMILES           CACTVS               3.341 CN(CCCC1CCCCC1)C(=O)[CH](CCC(O)=O)NC(=O)N(CC(O)=O)Cc2ccc(O[P](O)(O)=O)cc2 
UR2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN(CCCC1CCCCC1)C(=O)[C@H](CCC(=O)O)NC(=O)N(Cc2ccc(cc2)OP(=O)(O)O)CC(=O)O 
UR2 SMILES           "OpenEye OEToolkits" 1.5.0 CN(CCCC1CCCCC1)C(=O)C(CCC(=O)O)NC(=O)N(Cc2ccc(cc2)OP(=O)(O)O)CC(=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 
UR2 "SYSTEMATIC NAME" ACDLabs              10.04 N~2~-{(carboxymethyl)[4-(phosphonooxy)benzyl]carbamoyl}-N-(3-cyclohexylpropyl)-N-methyl-L-alpha-glutamine                        
UR2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4S)-4-[[carboxymethyl-[(4-phosphonooxyphenyl)methyl]carbamoyl]amino]-5-(3-cyclohexylpropyl-methyl-amino)-5-oxo-pentanoic acid" 
# 
