data_739
# 
_chem_comp.id                                    739 
_chem_comp.name                                  "2(S)-{2(S)-[2(R)-AMINO-3-MERCAPTO]PROPYLAMINO-3(S)-METHYL}PENTYLOXY-3-PHENYLPROPIONYLMETHIONINE SULFONE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H39 N3 O6 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         L-739,750 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-06-14 
_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                        517.702 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     739 
_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        1JCQ 
_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 
739 CBC   CBC   C 0 1 N N N 19.926 131.913 2.446   -0.363 -0.193 7.283  CBC   739 1  
739 SCC   SCC   S 0 1 N N N 18.971 133.352 3.044   -0.299 -1.427 8.611  SCC   739 2  
739 CC    CC    C 0 1 N N N 20.141 133.010 0.262   0.362  0.334  4.952  CC    739 3  
739 NC    NC    N 0 1 N N N 21.867 133.306 1.950   1.815  -0.943 6.453  NC    739 4  
739 CAC   CAC   C 0 1 N N R 20.915 132.325 1.369   0.416  -0.706 6.071  CAC   739 5  
739 NI    NI    N 0 1 N N N 20.776 133.045 -0.989  1.110  -0.158 3.788  NI    739 6  
739 CAI   CAI   C 0 1 N N S 20.011 133.729 -2.002  0.948  0.843  2.726  CAI   739 7  
739 CBI   CBI   C 0 1 N N S 21.076 134.456 -2.925  2.322  1.378  2.316  CBI   739 8  
739 CCI   CCI   C 0 1 N N N 22.106 133.493 -3.492  2.944  2.139  3.488  CCI   739 9  
739 CDI   CDI   C 0 1 N N N 20.384 135.213 -4.069  3.229  0.209  1.928  CDI   739 10 
739 CEI   CEI   C 0 1 N N N 21.342 135.925 -5.000  4.603  0.744  1.517  CEI   739 11 
739 CI    CI    C 0 1 N N N 19.136 132.690 -2.732  0.270  0.198  1.516  CI    739 12 
739 "O'F" "O'F" O 0 1 N N N 18.270 133.258 -3.796  0.112  1.173  0.483  "O'F" 739 13 
739 CAF   CAF   C 0 1 N N S 17.493 132.224 -4.423  -0.523 0.514  -0.613 CAF   739 14 
739 CBF   CBF   C 0 1 N N N 16.190 132.040 -3.607  -2.042 0.635  -0.470 CBF   739 15 
739 CCF   CCF   C 0 1 Y N N 15.327 133.265 -3.732  -2.478 -0.005 0.821  CCF   739 16 
739 CDF   CDF   C 0 1 Y N N 14.228 133.254 -4.583  -2.541 0.747  1.979  CDF   739 17 
739 CEF   CEF   C 0 1 Y N N 15.626 134.418 -3.031  -2.820 -1.344 0.848  CEF   739 18 
739 CFF   CFF   C 0 1 Y N N 13.416 134.384 -4.733  -2.940 0.160  3.165  CFF   739 19 
739 CGF   CGF   C 0 1 Y N N 14.827 135.570 -3.182  -3.216 -1.932 2.034  CGF   739 20 
739 CHF   CHF   C 0 1 Y N N 13.707 135.549 -4.045  -3.278 -1.180 3.192  CHF   739 21 
739 CF    CF    C 0 1 N N N 17.121 132.726 -5.827  -0.087 1.154  -1.906 CF    739 22 
739 OF    OF    O 0 1 N N N 16.481 132.017 -6.587  0.690  2.084  -1.889 OF    739 23 
739 NM    NM    N 0 1 N N N 17.447 133.973 -6.139  -0.562 0.694  -3.080 NM    739 24 
739 CAM   CAM   C 0 1 N N S 17.070 134.520 -7.447  -0.139 1.317  -4.336 CAM   739 25 
739 CBM   CBM   C 0 1 N N N 15.590 134.955 -7.456  -0.156 0.273  -5.454 CBM   739 26 
739 CCM   CCM   C 0 1 N N N 15.201 135.509 -8.799  0.800  -0.867 -5.102 CCM   739 27 
739 SDM   SDM   S 0 1 N N N 13.596 136.064 -8.906  0.780  -2.105 -6.428 SDM   739 28 
739 ODM   ODM   O 0 1 N N N 13.298 137.025 -7.746  -0.503 -2.713 -6.472 ODM   739 29 
739 OEM   OEM   O 0 1 N N N 12.509 134.813 -9.035  1.325  -1.529 -7.607 OEM   739 30 
739 CEM   CEM   C 0 1 N N N 13.585 137.095 -10.294 1.971  -3.290 -5.745 CEM   739 31 
739 CM    CM    C 0 1 N N N 17.942 135.739 -7.734  -1.082 2.440  -4.683 CM    739 32 
739 O     O     O 0 1 N N N 18.206 136.042 -8.928  -2.367 2.380  -4.301 O     739 33 
739 OXT   OXT   O 0 1 N N N 18.360 136.374 -6.744  -0.681 3.395  -5.306 OXT   739 34 
739 HBC1  1HBC  H 0 0 N N N 20.430 131.377 3.283   0.080  0.739  7.632  HBC1  739 35 
739 HBC2  2HBC  H 0 0 N N N 19.257 131.091 2.097   -1.401 -0.018 7.000  HBC2  739 36 
739 HCC   HCC   H 0 1 N N N 18.352 133.094 3.717   -1.023 -0.796 9.552  HCC   739 37 
739 HCC1  1HCC  H 0 0 N N N 19.129 132.550 0.163   0.805  1.266  5.301  HCC1  739 38 
739 HCC2  2HCC  H 0 0 N N N 19.859 134.042 0.575   -0.675 0.509  4.668  HCC2  739 39 
739 HNC1  1HNC  H 0 0 N N N 22.531 133.582 1.226   2.183  -0.057 6.768  HNC1  739 40 
739 HNC2  2HNC  H 0 0 N N N 22.327 132.953 2.789   1.797  -1.552 7.257  HNC2  739 41 
739 HAC   HAC   H 0 1 N N N 21.465 131.436 0.979   -0.027 -1.639 5.722  HAC   739 42 
739 HNI   HNI   H 0 1 N N N 21.022 132.103 -1.295  0.640  -0.993 3.473  HNI   739 43 
739 HAI   HAI   H 0 1 N N N 19.304 134.496 -1.609  0.333  1.664  3.093  HAI   739 44 
739 HBI   HBI   H 0 1 N N N 21.615 135.183 -2.274  2.210  2.050  1.464  HBI   739 45 
739 HCI1  1HCI  H 0 0 N N N 22.854 134.004 -4.141  3.155  1.444  4.301  HCI1  739 46 
739 HCI2  2HCI  H 0 0 N N N 22.606 132.915 -2.679  3.870  2.612  3.164  HCI2  739 47 
739 HCI3  3HCI  H 0 0 N N N 21.613 132.651 -4.032  2.248  2.903  3.835  HCI3  739 48 
739 HDI1  1HDI  H 0 0 N N N 19.714 134.530 -4.642  2.786  -0.332 1.092  HDI1  739 49 
739 HDI2  2HDI  H 0 0 N N N 19.626 135.925 -3.666  3.340  -0.462 2.779  HDI2  739 50 
739 HEI1  1HEI  H 0 0 N N N 20.839 136.474 -5.830  5.249  -0.088 1.241  HEI1  739 51 
739 HEI2  2HEI  H 0 0 N N N 22.011 136.607 -4.426  4.491  1.416  0.666  HEI2  739 52 
739 HEI3  3HEI  H 0 0 N N N 22.099 135.213 -5.402  5.046  1.286  2.352  HEI3  739 53 
739 HI1   1HI   H 0 1 N N N 19.768 131.868 -3.142  0.885  -0.622 1.149  HI1   739 54 
739 HI2   2HI   H 0 1 N N N 18.524 132.112 -1.999  -0.708 -0.182 1.808  HI2   739 55 
739 HAF   HAF   H 0 1 N N N 18.055 131.262 -4.474  -0.242 -0.538 -0.616 HAF   739 56 
739 HBF1  1HBF  H 0 0 N N N 15.643 131.112 -3.896  -2.323 1.688  -0.467 HBF1  739 57 
739 HBF2  2HBF  H 0 0 N N N 16.396 131.781 -2.542  -2.527 0.132  -1.307 HBF2  739 58 
739 HDF   HDF   H 0 1 N N N 13.996 132.335 -5.147  -2.277 1.794  1.957  HDF   739 59 
739 HEF   HEF   H 0 1 N N N 16.497 134.418 -2.354  -2.771 -1.931 -0.056 HEF   739 60 
739 HFF   HFF   H 0 1 N N N 12.538 134.356 -5.400  -2.989 0.747  4.069  HFF   739 61 
739 HGF   HGF   H 0 1 N N N 15.078 136.488 -2.624  -3.479 -2.980 2.056  HGF   739 62 
739 HHF   HHF   H 0 1 N N N 13.064 136.435 -4.180  -3.589 -1.639 4.119  HHF   739 63 
739 HNM   HNM   H 0 1 N N N 17.957 134.480 -5.416  -1.185 -0.049 -3.093 HNM   739 64 
739 HAM   HAM   H 0 1 N N N 17.215 133.732 -8.222  0.870  1.712  -4.223 HAM   739 65 
739 HBM1  1HBM  H 0 0 N N N 14.915 134.125 -7.141  -1.166 -0.121 -5.567 HBM1  739 66 
739 HBM2  2HBM  H 0 0 N N N 15.367 135.674 -6.633  0.158  0.736  -6.389 HBM2  739 67 
739 HCM1  1HCM  H 0 0 N N N 15.909 136.314 -9.103  1.810  -0.472 -4.989 HCM1  739 68 
739 HCM2  2HCM  H 0 0 N N N 15.404 134.759 -9.599  0.485  -1.330 -4.167 HCM2  739 69 
739 HEM1  1HEM  H 0 0 N N N 12.533 137.458 -10.364 2.086  -4.127 -6.434 HEM1  739 70 
739 HEM2  2HEM  H 0 0 N N N 14.346 137.908 -10.262 2.934  -2.798 -5.607 HEM2  739 71 
739 HEM3  3HEM  H 0 0 N N N 13.961 136.609 -11.224 1.609  -3.657 -4.784 HEM3  739 72 
739 HO    HO    H 0 1 N N N 18.748 136.800 -9.106  -2.972 3.101  -4.523 HO    739 73 
# 
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 
739 CBC   SCC   SING N N 1  
739 CBC   CAC   SING N N 2  
739 CBC   HBC1  SING N N 3  
739 CBC   HBC2  SING N N 4  
739 SCC   HCC   SING N N 5  
739 CC    CAC   SING N N 6  
739 CC    NI    SING N N 7  
739 CC    HCC1  SING N N 8  
739 CC    HCC2  SING N N 9  
739 NC    CAC   SING N N 10 
739 NC    HNC1  SING N N 11 
739 NC    HNC2  SING N N 12 
739 CAC   HAC   SING N N 13 
739 NI    CAI   SING N N 14 
739 NI    HNI   SING N N 15 
739 CAI   CBI   SING N N 16 
739 CAI   CI    SING N N 17 
739 CAI   HAI   SING N N 18 
739 CBI   CCI   SING N N 19 
739 CBI   CDI   SING N N 20 
739 CBI   HBI   SING N N 21 
739 CCI   HCI1  SING N N 22 
739 CCI   HCI2  SING N N 23 
739 CCI   HCI3  SING N N 24 
739 CDI   CEI   SING N N 25 
739 CDI   HDI1  SING N N 26 
739 CDI   HDI2  SING N N 27 
739 CEI   HEI1  SING N N 28 
739 CEI   HEI2  SING N N 29 
739 CEI   HEI3  SING N N 30 
739 CI    "O'F" SING N N 31 
739 CI    HI1   SING N N 32 
739 CI    HI2   SING N N 33 
739 "O'F" CAF   SING N N 34 
739 CAF   CBF   SING N N 35 
739 CAF   CF    SING N N 36 
739 CAF   HAF   SING N N 37 
739 CBF   CCF   SING N N 38 
739 CBF   HBF1  SING N N 39 
739 CBF   HBF2  SING N N 40 
739 CCF   CDF   DOUB Y N 41 
739 CCF   CEF   SING Y N 42 
739 CDF   CFF   SING Y N 43 
739 CDF   HDF   SING N N 44 
739 CEF   CGF   DOUB Y N 45 
739 CEF   HEF   SING N N 46 
739 CFF   CHF   DOUB Y N 47 
739 CFF   HFF   SING N N 48 
739 CGF   CHF   SING Y N 49 
739 CGF   HGF   SING N N 50 
739 CHF   HHF   SING N N 51 
739 CF    OF    DOUB N N 52 
739 CF    NM    SING N N 53 
739 NM    CAM   SING N N 54 
739 NM    HNM   SING N N 55 
739 CAM   CBM   SING N N 56 
739 CAM   CM    SING N N 57 
739 CAM   HAM   SING N N 58 
739 CBM   CCM   SING N N 59 
739 CBM   HBM1  SING N N 60 
739 CBM   HBM2  SING N N 61 
739 CCM   SDM   SING N N 62 
739 CCM   HCM1  SING N N 63 
739 CCM   HCM2  SING N N 64 
739 SDM   ODM   DOUB N N 65 
739 SDM   OEM   DOUB N N 66 
739 SDM   CEM   SING N N 67 
739 CEM   HEM1  SING N N 68 
739 CEM   HEM2  SING N N 69 
739 CEM   HEM3  SING N N 70 
739 CM    O     SING N N 71 
739 CM    OXT   DOUB N N 72 
739 O     HO    SING N N 73 
# 
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 
739 SMILES           ACDLabs              10.04 O=S(=O)(C)CCC(C(=O)O)NC(=O)C(OCC(NCC(N)CS)C(C)CC)Cc1ccccc1 
739 InChI            InChI                1.02b 
InChI=1/C23H39N3O6S2/c1-4-16(2)20(25-13-18(24)15-33)14-32-21(12-17-8-6-5-7-9-17)22(27)26-19(23(28)29)10-11-34(3,30)31/h5-9,16,18-21,25,33H,4,10-15,24H2,1-3H3,(H,26,27)(H,28,29)/t16-,18+,19-,20+,21-/m0/s1/f/h26,28H 
739 InChIKey         InChI                1.02b SIEXHGZWGJLLAC-QPELRHACDW 
739 SMILES_CANONICAL CACTVS               3.341 CC[C@H](C)[C@@H](CO[C@@H](Cc1ccccc1)C(=O)N[C@@H](CC[S](C)(=O)=O)C(O)=O)NC[C@@H](N)CS 
739 SMILES           CACTVS               3.341 CC[CH](C)[CH](CO[CH](Cc1ccccc1)C(=O)N[CH](CC[S](C)(=O)=O)C(O)=O)NC[CH](N)CS 
739 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC[C@H](C)[C@@H](CO[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCS(=O)(=O)C)C(=O)O)NC[C@H](CS)N 
739 SMILES           "OpenEye OEToolkits" 1.5.0 CCC(C)C(COC(Cc1ccccc1)C(=O)NC(CCS(=O)(=O)C)C(=O)O)NCC(CS)N 
# 
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 
739 "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-2-{[(2S)-2-{[(2S,3S)-2-{[(2R)-2-amino-3-sulfanylpropyl]amino}-3-methylpentyl]oxy}-3-phenylpropanoyl]amino}-4-(methylsulfonyl)butanoic acid" 
739 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[(2S)-2-[(2S,3S)-2-[[(2R)-2-amino-3-sulfanyl-propyl]amino]-3-methyl-pentoxy]-3-phenyl-propanoyl]amino]-4-methylsulfonyl-butanoic acid"   
# 
