data_903
# 
_chem_comp.id                                    903 
_chem_comp.name                                  "2-{4-[2-ACETYLAMINO-2-(1-BIPHENYL-4-YLMETHYL-2-OXO-AZEPAN-3-YLCARBAMOYL)-ETHYL]-2-METHOXYCARBONYL-PHENYL}-2-FLUORO-MALONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C35 H36 F N3 O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         RU90395 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-06-20 
_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                        661.673 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     903 
_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        1O46 
_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 
903 C1   C1   C 0 1 Y N N 19.135 25.517 19.993 -1.050 -0.077 -1.061 C1   903 1  
903 C2   C2   C 0 1 Y N N 17.959 25.090 19.329 -1.878 -1.039 -1.613 C2   903 2  
903 C3   C3   C 0 1 Y N N 17.228 26.083 18.570 -1.892 -1.245 -2.981 C3   903 3  
903 C4   C4   C 0 1 Y N N 17.761 27.425 18.369 -1.083 -0.489 -3.804 C4   903 4  
903 C5   C5   C 0 1 Y N N 19.040 27.844 19.033 -0.242 0.479  -3.253 C5   903 5  
903 C6   C6   C 0 1 Y N N 19.672 26.885 19.845 -0.233 0.682  -1.871 C6   903 6  
903 C7   C7   C 0 1 N N N 19.910 24.663 20.957 -1.042 0.140  0.430  C7   903 7  
903 C8   C8   C 0 1 N N S 19.621 25.209 22.341 -2.088 1.195  0.796  C8   903 8  
903 C9   C9   C 0 1 N N N 20.388 24.409 23.398 -2.080 1.413  2.288  C9   903 9  
903 N10  N10  N 0 1 N N N 19.605 23.308 23.824 -2.878 0.672  3.081  N10  903 10 
903 O11  O11  O 0 1 N N N 21.566 24.711 23.778 -1.355 2.255  2.773  O11  903 11 
903 N12  N12  N 0 1 N N N 20.135 26.624 22.483 -1.771 2.454  0.117  N12  903 12 
903 C13  C13  C 0 1 N N N 19.336 27.497 23.094 -0.594 3.067  0.350  C13  903 13 
903 O14  O14  O 0 1 N N N 18.118 27.308 23.273 0.202  2.577  1.122  O14  903 14 
903 C15  C15  C 0 1 N N N 20.085 28.856 23.491 -0.267 4.362  -0.347 C15  903 15 
903 C16  C16  C 0 1 N N S 20.461 22.275 24.480 -2.870 0.883  4.531  C16  903 16 
903 C17  C17  C 0 1 N N N 21.464 21.508 23.488 -1.642 0.234  5.133  C17  903 17 
903 N18  N18  N 0 1 N N N 22.422 20.616 24.285 -1.329 -1.026 4.817  N18  903 18 
903 O19  O19  O 0 1 N N N 21.497 21.636 22.217 -0.944 0.854  5.908  O19  903 19 
903 C20  C20  C 0 1 N N N 22.262 20.237 25.720 -2.163 -1.788 3.873  C20  903 20 
903 C21  C21  C 0 1 N N N 20.939 19.691 26.156 -3.481 -2.146 4.563  C21  903 21 
903 C22  C22  C 0 1 N N N 23.522 19.897 23.615 -0.145 -1.651 5.411  C22  903 22 
903 C23  C23  C 0 1 Y N N 22.931 18.608 23.275 1.052  -1.393 4.533  C23  903 23 
903 C24  C24  C 0 1 N N N 19.926 20.784 26.530 -4.493 -1.025 4.411  C24  903 24 
903 C25  C25  C 0 1 N N N 19.400 21.579 25.360 -4.116 0.245  5.150  C25  903 25 
903 C26  C26  C 0 1 Y N N 23.391 17.484 23.945 1.375  -2.287 3.528  C26  903 26 
903 C27  C27  C 0 1 Y N N 22.633 16.282 23.781 2.468  -2.054 2.718  C27  903 27 
903 C28  C28  C 0 1 Y N N 21.487 16.193 23.009 3.252  -0.920 2.921  C28  903 28 
903 C29  C29  C 0 1 Y N N 21.014 17.340 22.309 2.925  -0.026 3.938  C29  903 29 
903 C30  C30  C 0 1 Y N N 21.751 18.566 22.409 1.827  -0.267 4.739  C30  903 30 
903 C31  C31  C 0 1 Y N N 20.877 14.890 22.651 4.432  -0.667 2.057  C31  903 31 
903 C32  C32  C 0 1 Y N N 19.407 14.797 22.496 4.716  0.626  1.624  C32  903 32 
903 C33  C33  C 0 1 Y N N 18.807 13.516 22.305 5.818  0.857  0.826  C33  903 33 
903 C34  C34  C 0 1 Y N N 19.640 12.370 22.247 6.632  -0.193 0.445  C34  903 34 
903 C35  C35  C 0 1 Y N N 21.070 12.515 22.216 6.351  -1.480 0.867  C35  903 35 
903 C36  C36  C 0 1 Y N N 21.754 13.769 22.434 5.255  -1.722 1.671  C36  903 36 
903 C37  C37  C 0 1 N N N 19.846 29.209 18.907 0.630  1.289  -4.128 C37  903 37 
903 O38  O38  O 0 1 N N N 19.840 29.834 20.137 1.350  2.301  -3.608 O38  903 38 
903 O39  O39  O 0 1 N N N 20.176 29.652 17.855 0.697  1.041  -5.315 O39  903 39 
903 C40  C40  C 0 1 N N N 17.058 28.312 17.272 -1.100 -0.715 -5.294 C40  903 40 
903 C41  C41  C 0 1 N N N 17.299 29.787 17.194 -2.199 -1.685 -5.643 C41  903 41 
903 O42  O42  O 0 1 N N N 17.342 30.327 18.567 -2.087 -2.978 -5.299 O42  903 42 
903 O43  O43  O 0 1 N N N 17.301 30.362 16.085 -3.181 -1.299 -6.232 O43  903 43 
903 C75  C75  C 0 1 N N N 15.572 28.662 17.891 0.226  -1.280 -5.731 C75  903 44 
903 O76  O76  O 0 1 N N N 14.775 28.710 17.072 0.442  -1.563 -7.025 O76  903 45 
903 O77  O77  O 0 1 N N N 15.162 29.016 19.058 1.096  -1.479 -4.916 O77  903 46 
903 F80  F80  F 0 1 N N N 17.372 28.216 15.721 -1.326 0.500  -5.948 F80  903 47 
903 C81  C81  C 0 1 N N N 20.201 31.006 21.075 2.208  3.098  -4.468 C81  903 48 
903 H2   H2   H 0 1 N N N 17.629 24.039 19.399 -2.516 -1.630 -0.974 H2   903 49 
903 H3   H3   H 0 1 N N N 16.249 25.812 18.138 -2.540 -1.997 -3.406 H3   903 50 
903 H6   H6   H 0 1 N N N 20.589 27.206 20.366 0.412  1.431  -1.439 H6   903 51 
903 H71  1H7  H 0 1 N N N 19.691 23.574 20.857 -0.056 0.483  0.742  H71  903 52 
903 H72  2H7  H 0 1 N N N 20.998 24.607 20.722 -1.278 -0.796 0.935  H72  903 53 
903 H8   H8   H 0 1 N N N 18.516 25.152 22.479 -3.075 0.852  0.485  H8   903 54 
903 H10  H10  H 0 1 N N N 18.595 23.266 23.682 -3.458 -0.001 2.693  H10  903 55 
903 H12  H12  H 0 1 N N N 21.030 26.993 22.163 -2.408 2.845  -0.499 H12  903 56 
903 H151 1H15 H 0 0 N N N 19.416 29.586 24.002 0.718  4.705  -0.035 H151 903 57 
903 H152 2H15 H 0 0 N N N 20.991 28.646 24.106 -0.273 4.204  -1.426 H152 903 58 
903 H153 3H15 H 0 0 N N N 20.572 29.317 22.600 -1.012 5.114  -0.086 H153 903 59 
903 H16  H16  H 0 1 N N N 21.309 22.591 25.130 -2.862 1.952  4.745  H16  903 60 
903 H201 1H20 H 0 0 N N N 23.065 19.516 26.000 -1.644 -2.701 3.581  H201 903 61 
903 H202 2H20 H 0 0 N N N 22.527 21.109 26.361 -2.366 -1.181 2.991  H202 903 62 
903 H211 1H21 H 0 0 N N N 20.517 19.007 25.382 -3.295 -2.319 5.623  H211 903 63 
903 H212 2H21 H 0 0 N N N 21.065 18.964 26.992 -3.884 -3.055 4.117  H212 903 64 
903 H221 1H22 H 0 0 N N N 23.970 20.441 22.751 -0.307 -2.725 5.498  H221 903 65 
903 H222 2H22 H 0 0 N N N 24.461 19.830 24.212 0.031  -1.228 6.400  H222 903 66 
903 H241 1H24 H 0 0 N N N 19.081 20.347 27.112 -5.456 -1.373 4.785  H241 903 67 
903 H242 2H24 H 0 0 N N N 20.357 21.465 27.299 -4.598 -0.793 3.351  H242 903 68 
903 H251 1H25 H 0 0 N N N 18.654 22.327 25.716 -3.915 0.006  6.195  H251 903 69 
903 H252 2H25 H 0 0 N N N 18.748 20.932 24.726 -4.945 0.951  5.097  H252 903 70 
903 H26  H26  H 0 1 N N N 24.299 17.542 24.567 0.766  -3.165 3.372  H26  903 71 
903 H27  H27  H 0 1 N N N 22.955 15.356 24.286 2.716  -2.750 1.931  H27  903 72 
903 H29  H29  H 0 1 N N N 20.095 17.280 21.701 3.530  0.853  4.100  H29  903 73 
903 H30  H30  H 0 1 N N N 21.420 19.449 21.837 1.573  0.425  5.527  H30  903 74 
903 H32  H32  H 0 1 N N N 18.755 15.686 22.523 4.081  1.448  1.921  H32  903 75 
903 H33  H33  H 0 1 N N N 17.713 13.413 22.203 6.042  1.860  0.494  H33  903 76 
903 H34  H34  H 0 1 N N N 19.177 11.369 22.226 7.491  -0.009 -0.183 H34  903 77 
903 H35  H35  H 0 1 N N N 21.675 11.615 22.014 6.990  -2.297 0.567  H35  903 78 
903 H36  H36  H 0 1 N N N 22.853 13.862 22.434 5.037  -2.727 2.000  H36  903 79 
903 H42  H42  H 0 1 N N N 17.495 31.263 18.517 -2.792 -3.600 -5.523 H42  903 80 
903 H76  H76  H 0 1 N N N 13.918 28.911 17.429 1.293  -1.926 -7.306 H76  903 81 
903 H811 1H81 H 0 0 N N N 20.196 31.511 22.069 2.707  3.864  -3.874 H811 903 82 
903 H812 2H81 H 0 0 N N N 21.301 31.016 20.898 2.955  2.454  -4.933 H812 903 83 
903 H813 3H81 H 0 0 N N N 19.750 31.831 20.476 1.606  3.573  -5.242 H813 903 84 
# 
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 
903 C1  C2   DOUB Y N 1  
903 C1  C6   SING Y N 2  
903 C1  C7   SING N N 3  
903 C2  C3   SING Y N 4  
903 C2  H2   SING N N 5  
903 C3  C4   DOUB Y N 6  
903 C3  H3   SING N N 7  
903 C4  C5   SING Y N 8  
903 C4  C40  SING N N 9  
903 C5  C6   DOUB Y N 10 
903 C5  C37  SING N N 11 
903 C6  H6   SING N N 12 
903 C7  C8   SING N N 13 
903 C7  H71  SING N N 14 
903 C7  H72  SING N N 15 
903 C8  C9   SING N N 16 
903 C8  N12  SING N N 17 
903 C8  H8   SING N N 18 
903 C9  N10  SING N N 19 
903 C9  O11  DOUB N N 20 
903 N10 C16  SING N N 21 
903 N10 H10  SING N N 22 
903 N12 C13  SING N N 23 
903 N12 H12  SING N N 24 
903 C13 O14  DOUB N N 25 
903 C13 C15  SING N N 26 
903 C15 H151 SING N N 27 
903 C15 H152 SING N N 28 
903 C15 H153 SING N N 29 
903 C16 C17  SING N N 30 
903 C16 C25  SING N N 31 
903 C16 H16  SING N N 32 
903 C17 N18  SING N N 33 
903 C17 O19  DOUB N N 34 
903 N18 C20  SING N N 35 
903 N18 C22  SING N N 36 
903 C20 C21  SING N N 37 
903 C20 H201 SING N N 38 
903 C20 H202 SING N N 39 
903 C21 C24  SING N N 40 
903 C21 H211 SING N N 41 
903 C21 H212 SING N N 42 
903 C22 C23  SING N N 43 
903 C22 H221 SING N N 44 
903 C22 H222 SING N N 45 
903 C23 C26  DOUB Y N 46 
903 C23 C30  SING Y N 47 
903 C24 C25  SING N N 48 
903 C24 H241 SING N N 49 
903 C24 H242 SING N N 50 
903 C25 H251 SING N N 51 
903 C25 H252 SING N N 52 
903 C26 C27  SING Y N 53 
903 C26 H26  SING N N 54 
903 C27 C28  DOUB Y N 55 
903 C27 H27  SING N N 56 
903 C28 C29  SING Y N 57 
903 C28 C31  SING N N 58 
903 C29 C30  DOUB Y N 59 
903 C29 H29  SING N N 60 
903 C30 H30  SING N N 61 
903 C31 C32  SING Y N 62 
903 C31 C36  DOUB Y N 63 
903 C32 C33  DOUB Y N 64 
903 C32 H32  SING N N 65 
903 C33 C34  SING Y N 66 
903 C33 H33  SING N N 67 
903 C34 C35  DOUB Y N 68 
903 C34 H34  SING N N 69 
903 C35 C36  SING Y N 70 
903 C35 H35  SING N N 71 
903 C36 H36  SING N N 72 
903 C37 O38  SING N N 73 
903 C37 O39  DOUB N N 74 
903 O38 C81  SING N N 75 
903 C40 C41  SING N N 76 
903 C40 C75  SING N N 77 
903 C40 F80  SING N N 78 
903 C41 O42  SING N N 79 
903 C41 O43  DOUB N N 80 
903 O42 H42  SING N N 81 
903 C75 O76  SING N N 82 
903 C75 O77  DOUB N N 83 
903 O76 H76  SING N N 84 
903 C81 H811 SING N N 85 
903 C81 H812 SING N N 86 
903 C81 H813 SING N N 87 
# 
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 
903 SMILES           ACDLabs              10.04 O=C(O)C(F)(C(=O)O)c1c(C(=O)OC)cc(cc1)CC(NC(=O)C)C(=O)NC4C(=O)N(Cc3ccc(c2ccccc2)cc3)CCCC4 
903 InChI            InChI                1.02b 
;InChI=1/C35H36FN3O9/c1-21(40)37-29(19-23-13-16-27(26(18-23)32(43)48-2)35(36,33(44)45)34(46)47)30(41)38-28-10-6-7-17-39(31(28)42)20-22-11-14-25(15-12-22)24-8-4-3-5-9-24/h3-5,8-9,11-16,18,28-29H,6-7,10,17,19-20H2,1-2H3,(H,37,40)(H,38,41)(H,44,45)(H,46,47)/t28-,29-/m0/s1/f/h37-38,44,46H
;
903 InChIKey         InChI                1.02b RLLAUERCSKPFGD-CEYUGHCUDS 
903 SMILES_CANONICAL CACTVS               3.341 COC(=O)c1cc(C[C@H](NC(C)=O)C(=O)N[C@H]2CCCCN(Cc3ccc(cc3)c4ccccc4)C2=O)ccc1C(F)(C(O)=O)C(O)=O 
903 SMILES           CACTVS               3.341 COC(=O)c1cc(C[CH](NC(C)=O)C(=O)N[CH]2CCCCN(Cc3ccc(cc3)c4ccccc4)C2=O)ccc1C(F)(C(O)=O)C(O)=O 
903 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)N[C@@H](Cc1ccc(c(c1)C(=O)OC)C(C(=O)O)(C(=O)O)F)C(=O)N[C@H]2CCCCN(C2=O)Cc3ccc(cc3)c4ccccc4 
903 SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)NC(Cc1ccc(c(c1)C(=O)OC)C(C(=O)O)(C(=O)O)F)C(=O)NC2CCCCN(C2=O)Cc3ccc(cc3)c4ccccc4 
# 
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 
903 "SYSTEMATIC NAME" ACDLabs              10.04 "{4-[(2S)-2-(acetylamino)-3-{[(3S)-1-(biphenyl-4-ylmethyl)-2-oxoazepan-3-yl]amino}-3-oxopropyl]-2-(methoxycarbonyl)phenyl}(fluoro)propanedioic acid"   
903 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[4-[(2S)-2-acetamido-3-oxo-3-[[(3S)-2-oxo-1-[(4-phenylphenyl)methyl]azepan-3-yl]amino]propyl]-2-methoxycarbonyl-phenyl]-2-fluoro-propanedioic acid" 
# 
