data_138
# 
_chem_comp.id                                    138 
_chem_comp.name                                  
;N-[5'-O-PHOSPHONO-RIBOFURANOSYL]-2-[2-HYDROXY-2-[4-[GLUTAMIC ACID]-N-CARBONYLPHENYL]-3-[2-AMINO-4-HYDROXY-QUINAZOLIN-6-YL]-PROPANYLAMINO]-ACETAMIDE
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H37 N6 O15 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-07-23 
_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                        752.620 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     138 
_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        1JKX 
_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 
138 N1   N1   N 0 1 Y N N 62.577 35.580 64.056 -5.556 -0.075 4.695   N1   138 1  
138 C2   C2   C 0 1 Y N N 61.926 35.944 62.852 -5.309 0.347  5.920   C2   138 2  
138 NA2  NA2  N 0 1 N N N 60.548 35.524 62.599 -6.243 0.095  6.908   NA2  138 3  
138 N3   N3   N 0 1 Y N N 62.609 36.723 61.886 -4.197 1.001  6.245   N3   138 4  
138 C4   C4   C 0 1 Y N N 63.945 37.144 62.095 -3.267 1.272  5.344   C4   138 5  
138 O4   O4   O 0 1 N N N 64.581 37.926 61.089 -2.142 1.938  5.689   O4   138 6  
138 C4A  C4A  C 0 1 Y N N 64.621 36.788 63.301 -3.479 0.848  4.011   C4A  138 7  
138 C8A  C8A  C 0 1 Y N N 63.920 35.985 64.297 -4.677 0.154  3.709   C8A  138 8  
138 C8   C8   C 0 1 Y N N 64.579 35.614 65.521 -4.908 -0.275 2.395   C8   138 9  
138 C7   C7   C 0 1 Y N N 65.939 36.022 65.758 -3.979 -0.021 1.430   C7   138 10 
138 C6   C6   C 0 1 Y N N 66.647 36.819 64.757 -2.803 0.660  1.728   C6   138 11 
138 C9   C9   C 0 1 N N N 68.132 37.262 64.986 -1.799 0.923  0.636   C9   138 12 
138 C10  C10  C 0 1 N N S 69.220 36.342 64.190 -0.896 -0.300 0.468   C10  138 13 
138 OA2  OA2  O 0 1 N N N 69.133 36.539 62.764 -1.672 -1.402 -0.005  OA2  138 14 
138 CA1  CA1  C 0 1 N N N 70.682 36.676 64.628 0.209  0.016  -0.540  CA1  138 15 
138 C5   C5   C 0 1 Y N N 65.979 37.194 63.535 -2.547 1.093  2.996   C5   138 16 
138 C13  C13  C 0 1 Y N N 68.520 33.855 63.556 -0.255 -1.972 2.215   C13  138 17 
138 C12  C12  C 0 1 Y N N 68.382 32.471 63.903 0.309  -2.304 3.429   C12  138 18 
138 C11  C11  C 0 1 Y N N 68.777 32.016 65.223 0.858  -1.305 4.235   C11  138 19 
138 C17  C17  C 0 1 N N N 68.639 30.562 65.634 1.465  -1.653 5.538   C17  138 20 
138 O17  O17  O 0 1 N N N 68.917 29.698 64.520 1.486  -2.811 5.909   O17  138 21 
138 C16  C16  C 0 1 Y N N 69.305 32.935 66.182 0.831  0.022  3.807   C16  138 22 
138 C15  C15  C 0 1 Y N N 69.446 34.308 65.855 0.268  0.339  2.588   C15  138 23 
138 C14  C14  C 0 1 Y N N 69.056 34.801 64.532 -0.278 -0.654 1.796   C14  138 24 
138 N    N    N 0 1 N N N 68.302 30.176 66.852 1.994  -0.687 6.314   N    138 25 
138 CA   CA   C 0 1 N N S 68.179 28.766 67.171 2.595  -1.031 7.605   CA   138 26 
138 C    C    C 0 1 N N N 66.712 28.361 67.207 1.542  -0.970 8.682   C    138 27 
138 O    O    O 0 1 N N N 66.466 27.001 67.496 0.512  -0.117 8.566   O    138 28 
138 OT   OT   O 0 1 N N N 65.793 29.168 66.993 1.625  -1.689 9.650   OT   138 29 
138 CB   CB   C 0 1 N N N 68.883 28.485 68.551 3.713  -0.039 7.928   CB   138 30 
138 CG   CG   C 0 1 N N N 70.436 28.712 68.681 4.782  -0.101 6.835   CG   138 31 
138 CD   CD   C 0 1 N N N 71.113 28.428 70.031 5.884  0.876  7.153   CD   138 32 
138 OE2  OE2  O 0 1 N N N 70.464 28.468 71.116 5.821  1.553  8.152   OE2  138 33 
138 OE1  OE1  O 0 1 N N N 72.336 28.157 69.993 6.935  0.994  6.327   OE1  138 34 
138 C24  C24  C 0 1 N N S 73.812 42.728 68.886 1.352  2.183  -8.646  C24  138 35 
138 O24  O24  O 0 1 N N N 75.081 43.293 68.470 0.870  3.248  -9.468  O24  138 36 
138 C23  C23  C 0 1 N N R 72.901 42.308 67.743 1.436  2.633  -7.168  C23  138 37 
138 O23  O23  O 0 1 N N N 73.113 42.984 66.519 1.011  3.990  -7.033  O23  138 38 
138 C22  C22  C 0 1 N N R 73.126 40.831 67.623 0.468  1.680  -6.432  C22  138 39 
138 O26  O26  O 0 1 N N N 73.234 40.459 68.971 0.388  0.509  -7.274  O26  138 40 
138 C25  C25  C 0 1 N N R 73.976 41.447 69.677 0.341  1.014  -8.626  C25  138 41 
138 C27  C27  C 0 1 N N N 73.370 41.582 71.069 0.761  -0.072 -9.616  C27  138 42 
138 O28  O28  O 0 1 N N N 74.057 42.549 71.847 -0.145 -1.173 -9.528  O28  138 43 
138 N21  N21  N 0 1 N N N 72.007 40.076 67.077 1.004  1.326  -5.115  N21  138 44 
138 C20  C20  C 0 1 N N N 72.119 39.187 66.117 0.164  1.017  -4.107  C20  138 45 
138 O20  O20  O 0 1 N N N 73.152 38.498 65.986 -1.034 1.032  -4.290  O20  138 46 
138 C19  C19  C 0 1 N N N 70.907 39.048 65.168 0.715  0.653  -2.752  C19  138 47 
138 N18  N18  N 0 1 N N N 70.852 38.088 64.024 -0.393 0.362  -1.835  N18  138 48 
138 P29  P29  P 0 1 N N N 73.608 42.880 73.285 0.354  -2.274 -10.592 P29  138 49 
138 O30  O30  O 0 1 N N N 72.548 44.006 72.980 -0.628 -3.548 -10.546 O30  138 50 
138 O31  O31  O 0 1 N N N 74.841 43.427 74.119 0.339  -1.637 -12.070 O31  138 51 
138 O32  O32  O 0 1 N N N 73.043 41.765 73.951 1.730  -2.700 -10.251 O32  138 52 
138 HA21 1HA2 H 0 0 N N N 59.971 35.833 63.381 -6.080 0.393  7.817   HA21 138 53 
138 HA22 2HA2 H 0 0 N N N 60.079 35.786 61.732 -7.062 -0.377 6.693   HA22 138 54 
138 HO4  HO4  H 0 1 N N N 65.477 38.208 61.229 -1.491 1.272  5.949   HO4  138 55 
138 H8   H8   H 0 1 N N N 64.042 35.017 66.277 -5.817 -0.804 2.148   H8   138 56 
138 H7   H7   H 0 1 N N N 66.434 35.727 66.698 -4.159 -0.353 0.418   H7   138 57 
138 H91  1H9  H 0 1 N N N 68.369 37.298 66.075 -2.323 1.119  -0.299  H91  138 58 
138 H92  2H9  H 0 1 N N N 68.265 38.339 64.731 -1.192 1.789  0.901   H92  138 59 
138 HA2  HA2  H 0 1 N N N 69.766 36.004 62.301 -1.066 -2.151 -0.097  HA2  138 60 
138 HA11 1HA1 H 0 0 N N N 71.455 35.930 64.329 0.800  0.858  -0.179  HA11 138 61 
138 HA12 2HA1 H 0 0 N N N 70.886 36.594 65.721 0.852  -0.854 -0.660  HA12 138 62 
138 H5   H5   H 0 1 N N N 66.509 37.794 62.776 -1.631 1.621  3.216   H5   138 63 
138 H13  H13  H 0 1 N N N 68.217 34.188 62.549 -0.680 -2.744 1.590   H13  138 64 
138 H12  H12  H 0 1 N N N 67.976 31.763 63.161 0.327  -3.333 3.755   H12  138 65 
138 H16  H16  H 0 1 N N N 69.606 32.582 67.183 1.254  0.799  4.426   H16  138 66 
138 H15  H15  H 0 1 N N N 69.855 34.986 66.623 0.247  1.366  2.255   H15  138 67 
138 H    H    H 0 1 N N N 68.144 30.933 67.517 1.976  0.236  6.019   H    138 68 
138 HA   HA   H 0 1 N N N 68.679 28.155 66.383 3.006  -2.040 7.557   HA   138 69 
138 HO   HO   H 0 1 N N N 65.551 26.748 67.519 -0.162 -0.077 9.257   HO   138 70 
138 HB1  1HB  H 0 1 N N N 68.646 27.443 68.868 3.302  0.968  7.977   HB1  138 71 
138 HB2  2HB  H 0 1 N N N 68.367 29.077 69.343 4.160  -0.295 8.889   HB2  138 72 
138 HG1  1HG  H 0 1 N N N 70.676 29.756 68.370 5.194  -1.109 6.787   HG1  138 73 
138 HG2  2HG  H 0 1 N N N 70.954 28.125 67.887 4.335  0.154  5.875   HG2  138 74 
138 HE1  HE1  H 0 1 N N N 72.755 27.981 70.828 7.642  1.622  6.532   HE1  138 75 
138 H24  H24  H 0 1 N N N 73.372 43.566 69.476 2.325  1.840  -8.998  H24  138 76 
138 HO5  HO5  H 0 1 N N N 75.650 43.555 69.184 1.539  3.945  -9.442  HO5  138 77 
138 H23  H23  H 0 1 N N N 71.844 42.580 67.971 2.450  2.512  -6.789  H23  138 78 
138 HO3  HO3  H 0 1 N N N 72.544 42.722 65.805 1.084  4.215  -6.096  HO3  138 79 
138 H22  H22  H 0 1 N N N 73.985 40.625 66.943 -0.514 2.141  -6.330  H22  138 80 
138 H25  H25  H 0 1 N N N 75.056 41.194 69.788 -0.659 1.375  -8.861  H25  138 81 
138 H271 1H27 H 0 0 N N N 73.325 40.598 71.591 0.746  0.331  -10.628 H271 138 82 
138 H272 2H27 H 0 0 N N N 72.278 41.802 71.018 1.769  -0.413 -9.376  H272 138 83 
138 H21  H21  H 0 1 N N N 71.045 40.181 67.400 1.962  1.314  -4.969  H21  138 84 
138 H191 1H19 H 0 0 N N N 70.695 40.062 64.756 1.300  1.486  -2.362  H191 138 85 
138 H192 2H19 H 0 0 N N N 70.013 38.852 65.804 1.352  -0.226 -2.844  H192 138 86 
138 H18  H18  H 0 1 N N N 70.132 38.321 63.340 -0.842 -0.473 -2.178  H18  138 87 
138 HO0  HO0  H 0 1 N N N 72.271 44.210 73.866 -0.294 -4.182 -11.196 HO0  138 88 
138 HO1  HO1  H 0 1 N N N 74.565 43.631 75.005 -0.573 -1.374 -12.252 HO1  138 89 
# 
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 
138 N1  C2   DOUB Y N 1  
138 N1  C8A  SING Y N 2  
138 C2  NA2  SING N N 3  
138 C2  N3   SING Y N 4  
138 NA2 HA21 SING N N 5  
138 NA2 HA22 SING N N 6  
138 N3  C4   DOUB Y N 7  
138 C4  O4   SING N N 8  
138 C4  C4A  SING Y N 9  
138 O4  HO4  SING N N 10 
138 C4A C8A  DOUB Y N 11 
138 C4A C5   SING Y N 12 
138 C8A C8   SING Y N 13 
138 C8  C7   DOUB Y N 14 
138 C8  H8   SING N N 15 
138 C7  C6   SING Y N 16 
138 C7  H7   SING N N 17 
138 C6  C9   SING N N 18 
138 C6  C5   DOUB Y N 19 
138 C9  C10  SING N N 20 
138 C9  H91  SING N N 21 
138 C9  H92  SING N N 22 
138 C10 OA2  SING N N 23 
138 C10 CA1  SING N N 24 
138 C10 C14  SING N N 25 
138 OA2 HA2  SING N N 26 
138 CA1 N18  SING N N 27 
138 CA1 HA11 SING N N 28 
138 CA1 HA12 SING N N 29 
138 C5  H5   SING N N 30 
138 C13 C12  DOUB Y N 31 
138 C13 C14  SING Y N 32 
138 C13 H13  SING N N 33 
138 C12 C11  SING Y N 34 
138 C12 H12  SING N N 35 
138 C11 C17  SING N N 36 
138 C11 C16  DOUB Y N 37 
138 C17 O17  DOUB N N 38 
138 C17 N    SING N N 39 
138 C16 C15  SING Y N 40 
138 C16 H16  SING N N 41 
138 C15 C14  DOUB Y N 42 
138 C15 H15  SING N N 43 
138 N   CA   SING N N 44 
138 N   H    SING N N 45 
138 CA  C    SING N N 46 
138 CA  CB   SING N N 47 
138 CA  HA   SING N N 48 
138 C   O    SING N N 49 
138 C   OT   DOUB N N 50 
138 O   HO   SING N N 51 
138 CB  CG   SING N N 52 
138 CB  HB1  SING N N 53 
138 CB  HB2  SING N N 54 
138 CG  CD   SING N N 55 
138 CG  HG1  SING N N 56 
138 CG  HG2  SING N N 57 
138 CD  OE2  DOUB N N 58 
138 CD  OE1  SING N N 59 
138 OE1 HE1  SING N N 60 
138 C24 O24  SING N N 61 
138 C24 C23  SING N N 62 
138 C24 C25  SING N N 63 
138 C24 H24  SING N N 64 
138 O24 HO5  SING N N 65 
138 C23 O23  SING N N 66 
138 C23 C22  SING N N 67 
138 C23 H23  SING N N 68 
138 O23 HO3  SING N N 69 
138 C22 O26  SING N N 70 
138 C22 N21  SING N N 71 
138 C22 H22  SING N N 72 
138 O26 C25  SING N N 73 
138 C25 C27  SING N N 74 
138 C25 H25  SING N N 75 
138 C27 O28  SING N N 76 
138 C27 H271 SING N N 77 
138 C27 H272 SING N N 78 
138 O28 P29  SING N N 79 
138 N21 C20  SING N N 80 
138 N21 H21  SING N N 81 
138 C20 O20  DOUB N N 82 
138 C20 C19  SING N N 83 
138 C19 N18  SING N N 84 
138 C19 H191 SING N N 85 
138 C19 H192 SING N N 86 
138 N18 H18  SING N N 87 
138 P29 O30  SING N N 88 
138 P29 O31  SING N N 89 
138 P29 O32  DOUB N N 90 
138 O30 HO0  SING N N 91 
138 O31 HO1  SING N N 92 
# 
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 
138 SMILES           ACDLabs              10.04 O=C(NC1OC(C(O)C1O)COP(=O)(O)O)CNCC(O)(c2ccc(C(=O)NC(C(=O)O)CCC(=O)O)cc2)Cc4cc3c(O)nc(nc3cc4)N 
138 InChI            InChI                1.02b 
;InChI=1/C30H37N6O15P/c31-29-34-18-6-1-14(9-17(18)26(43)36-29)10-30(46,16-4-2-15(3-5-16)25(42)33-19(28(44)45)7-8-22(38)39)13-32-11-21(37)35-27-24(41)23(40)20(51-27)12-50-52(47,48)49/h1-6,9,19-20,23-24,27,32,40-41,46H,7-8,10-13H2,(H,33,42)(H,35,37)(H,38,39)(H,44,45)(H2,47,48,49)(H3,31,34,36,43)/t19-,20+,23+,24+,27+,30+/m0/s1/f/h33,35,38,43-44,47-48H,31H2
;
138 InChIKey         InChI                1.02b QZUCAWXKEZPFBV-DHMPDPSDDX 
138 SMILES_CANONICAL CACTVS               3.341 Nc1nc(O)c2cc(C[C@@](O)(CNCC(=O)N[C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O)c4ccc(cc4)C(=O)N[C@@H](CCC(O)=O)C(O)=O)ccc2n1 
138 SMILES           CACTVS               3.341 Nc1nc(O)c2cc(C[C](O)(CNCC(=O)N[CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O)c4ccc(cc4)C(=O)N[CH](CCC(O)=O)C(O)=O)ccc2n1 
138 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(=O)N[C@@H](CCC(=O)O)C(=O)O)[C@@](Cc2ccc3c(c2)c(nc(n3)N)O)(CNCC(=O)N[C@H]4[C@@H]([C@@H]([C@H](O4)COP(=O)(O)O)O)O)O 
138 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(=O)NC(CCC(=O)O)C(=O)O)C(Cc2ccc3c(c2)c(nc(n3)N)O)(CNCC(=O)NC4C(C(C(O4)COP(=O)(O)O)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 
138 "SYSTEMATIC NAME" ACDLabs              10.04 
"(2S)-2-[({4-[(1S)-2-(2-amino-4-hydroxyquinazolin-6-yl)-1-({[2-({(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]tetrahydrofuran-2-yl}amino)-2-oxoethyl]amino}methyl)-1-hydroxyethyl]phenyl}carbonyl)amino]pentanedioic acid (non-preferred name)" 
138 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"(2S)-2-[[4-[(2S)-1-(2-amino-4-hydroxy-quinazolin-6-yl)-3-[[2-[[(2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonooxymethyl)oxolan-2-yl]amino]-2-oxo-ethyl]amino]-2-hydroxy-propan-2-yl]phenyl]carbonylamino]pentanedioic acid"                                  
# 
