data_28W
# 
_chem_comp.id                                    28W 
_chem_comp.name                                  "3-[(1R)-2-(benzylamino)-1-{[(2S)-1-(hydroxyamino)-4-methyl-1-oxopentan-2-yl]amino}-2-oxoethyl]-6-chloro-N-hydroxy-1H-indole-2-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H28 Cl N5 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-09-11 
_chem_comp.pdbx_modified_date                    2013-11-08 
_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                        501.963 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     28W 
_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        4MDQ 
_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 
28W CAL CAL C  0 1 Y N N 4.896  19.793 12.762 -4.769 -2.880 -0.980 CAL 28W 1  
28W CAJ CAJ C  0 1 Y N N 4.742  18.478 12.344 -5.992 -2.594 -1.558 CAJ 28W 2  
28W CAI CAI C  0 1 Y N N 5.682  17.513 12.688 -6.808 -1.625 -1.006 CAI 28W 3  
28W CAK CAK C  0 1 Y N N 6.786  17.881 13.448 -6.403 -0.942 0.125  CAK 28W 4  
28W CAM CAM C  0 1 Y N N 6.944  19.212 13.861 -5.181 -1.229 0.705  CAM 28W 5  
28W CBB CBB C  0 1 Y N N 6.003  20.192 13.524 -4.364 -2.197 0.152  CBB 28W 6  
28W CAQ CAQ C  0 1 N N N 6.218  21.502 13.958 -3.034 -2.512 0.786  CAQ 28W 7  
28W NAU NAU N  0 1 N N N 5.759  22.434 12.900 -1.997 -1.660 0.198  NAU 28W 8  
28W CAZ CAZ C  0 1 N N N 4.640  23.181 13.045 -0.720 -1.768 0.615  CAZ 28W 9  
28W OAE OAE O  0 1 N N N 3.859  23.033 13.967 -0.429 -2.570 1.477  OAE 28W 10 
28W CBI CBI C  0 1 N N R 4.126  24.007 11.912 0.346  -0.891 0.010  CBI 28W 11 
28W N   N   N  0 1 N N N 3.199  25.013 12.280 1.671  -1.442 0.326  N   28W 12 
28W CA  CA  C  0 1 N N S 3.077  26.228 11.420 2.675  -0.986 -0.644 CA  28W 13 
28W CB  CB  C  0 1 N N N 1.646  26.728 11.377 4.061  -1.020 0.004  CB  28W 14 
28W CG  CG  C  0 1 N N N 0.718  25.709 10.681 5.087  -0.409 -0.953 CG  28W 15 
28W CD2 CD2 C  0 1 N N N -0.693 26.326 10.662 4.784  1.079  -1.143 CD2 28W 16 
28W CD1 CD1 C  0 1 N N N 1.166  25.419 9.253  6.491  -0.573 -0.368 CD1 28W 17 
28W C   C   C  0 1 N N N 3.892  27.457 11.928 2.661  -1.893 -1.847 C   28W 18 
28W O   O   O  0 1 N N N 4.450  28.261 11.170 2.328  -3.053 -1.728 O   28W 19 
28W NAT NAT N  0 1 N N N 3.901  27.721 13.205 3.019  -1.414 -3.056 NAT 28W 20 
28W OAG OAG O  0 1 N N N 4.717  29.039 13.471 3.006  -2.267 -4.186 OAG 28W 21 
28W CBD CBD C  0 1 Y N N 4.421  23.534 10.498 0.233  0.501  0.577  CBD 28W 22 
28W CBF CBF C  0 1 Y N N 3.657  22.524 10.064 -0.262 1.641  -0.101 CBF 28W 23 
28W CAO CAO C  0 1 Y N N 2.651  21.848 10.664 -0.765 1.849  -1.392 CAO 28W 24 
28W CAN CAN C  0 1 Y N N 1.986  20.816 9.993  -1.177 3.094  -1.768 CAN 28W 25 
28W CBA CBA C  0 1 Y N N 2.395  20.515 8.697  -1.104 4.161  -0.880 CBA 28W 26 
28W CLH CLH CL 0 0 N N N 1.609  19.233 7.799  -1.635 5.736  -1.383 CLH 28W 27 
28W CAP CAP C  0 1 Y N N 3.453  21.236 8.138  -0.613 3.981  0.395  CAP 28W 28 
28W CBE CBE C  0 1 Y N N 4.056  22.228 8.823  -0.186 2.720  0.801  CBE 28W 29 
28W NAW NAW N  0 1 Y N N 5.059  23.064 8.514  0.337  2.237  1.977  NAW 28W 30 
28W CBC CBC C  0 1 Y N N 5.308  23.860 9.554  0.583  0.885  1.832  CBC 28W 31 
28W CAX CAX C  0 1 N N N 6.262  24.824 9.492  1.144  0.005  2.868  CAX 28W 32 
28W OAC OAC O  0 1 N N N 6.993  24.924 8.500  1.326  -1.174 2.631  OAC 28W 33 
28W NAS NAS N  0 1 N N N 6.326  25.736 10.453 1.458  0.506  4.080  NAS 28W 34 
28W OAF OAF O  0 1 N N N 7.243  26.679 10.256 2.085  -0.319 5.045  OAF 28W 35 
28W H1  H1  H  0 1 N N N 4.147  20.524 12.494 -4.133 -3.640 -1.408 H1  28W 36 
28W H2  H2  H  0 1 N N N 3.885  18.202 11.747 -6.308 -3.127 -2.442 H2  28W 37 
28W H3  H3  H  0 1 N N N 5.556  16.489 12.368 -7.763 -1.401 -1.459 H3  28W 38 
28W H4  H4  H  0 1 N N N 7.523  17.141 13.721 -7.041 -0.185 0.557  H4  28W 39 
28W H5  H5  H  0 1 N N N 7.807  19.486 14.450 -4.864 -0.695 1.589  H5  28W 40 
28W H6  H6  H  0 1 N N N 7.290  21.658 14.149 -3.090 -2.328 1.859  H6  28W 41 
28W H7  H7  H  0 1 N N N 5.651  21.683 14.883 -2.787 -3.559 0.610  H7  28W 42 
28W H8  H8  H  0 1 N N N 6.291  22.513 12.057 -2.230 -1.018 -0.491 H8  28W 43 
28W H9  H9  H  0 1 N N N 4.986  24.692 11.933 0.216  -0.854 -1.072 H9  28W 44 
28W H10 H10 H  0 1 N N N 3.452  25.325 13.196 1.642  -2.450 0.369  H10 28W 45 
28W H12 H12 H  0 1 N N N 3.406  25.988 10.398 2.444  0.033  -0.954 H12 28W 46 
28W H13 H13 H  0 1 N N N 1.615  27.678 10.823 4.043  -0.446 0.931  H13 28W 47 
28W H14 H14 H  0 1 N N N 1.292  26.891 12.406 4.336  -2.052 0.221  H14 28W 48 
28W H15 H15 H  0 1 N N N 0.701  24.774 11.261 5.032  -0.916 -1.916 H15 28W 49 
28W H16 H16 H  0 1 N N N -1.016 26.535 11.692 5.489  1.505  -1.857 H16 28W 50 
28W H17 H17 H  0 1 N N N -0.676 27.263 10.086 3.769  1.198  -1.521 H17 28W 51 
28W H18 H18 H  0 1 N N N -1.395 25.621 10.194 4.879  1.594  -0.187 H18 28W 52 
28W H19 H19 H  0 1 N N N 2.174  24.978 9.267  6.739  -1.633 -0.312 H19 28W 53 
28W H20 H20 H  0 1 N N N 0.464  24.714 8.785  7.213  -0.064 -1.008 H20 28W 54 
28W H21 H21 H  0 1 N N N 1.183  26.356 8.677  6.522  -0.139 0.631  H21 28W 55 
28W H22 H22 H  0 1 N N N 3.456  27.168 13.910 3.285  -0.487 -3.151 H22 28W 56 
28W H23 H23 H  0 1 N N N 5.026  29.393 12.645 3.277  -1.834 -5.008 H23 28W 57 
28W H24 H24 H  0 1 N N N 2.358  22.107 11.671 -0.825 1.026  -2.089 H24 28W 58 
28W H25 H25 H  0 1 N N N 1.182  20.271 10.465 -1.565 3.251  -2.763 H25 28W 59 
28W H26 H26 H  0 1 N N N 3.793  20.995 7.142  -0.560 4.817  1.078  H26 28W 60 
28W H27 H27 H  0 1 N N N 5.544  23.086 7.640  0.503  2.759  2.777  H27 28W 61 
28W H28 H28 H  0 1 N N N 5.734  25.716 11.259 1.254  1.430  4.290  H28 28W 62 
28W H29 H29 H  0 1 N N N 7.683  26.525 9.428  2.271  0.128  5.883  H29 28W 63 
# 
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 
28W CLH CBA SING N N 1  
28W CAP CBA DOUB Y N 2  
28W CAP CBE SING Y N 3  
28W OAC CAX DOUB N N 4  
28W NAW CBE SING Y N 5  
28W NAW CBC SING Y N 6  
28W CBA CAN SING Y N 7  
28W CBE CBF DOUB Y N 8  
28W CD1 CG  SING N N 9  
28W CAX CBC SING N N 10 
28W CAX NAS SING N N 11 
28W CBC CBD DOUB Y N 12 
28W CAN CAO DOUB Y N 13 
28W CBF CBD SING Y N 14 
28W CBF CAO SING Y N 15 
28W OAF NAS SING N N 16 
28W CBD CBI SING N N 17 
28W CD2 CG  SING N N 18 
28W CG  CB  SING N N 19 
28W O   C   DOUB N N 20 
28W CB  CA  SING N N 21 
28W CA  C   SING N N 22 
28W CA  N   SING N N 23 
28W CBI N   SING N N 24 
28W CBI CAZ SING N N 25 
28W C   NAT SING N N 26 
28W CAJ CAI DOUB Y N 27 
28W CAJ CAL SING Y N 28 
28W CAI CAK SING Y N 29 
28W CAL CBB DOUB Y N 30 
28W NAU CAZ SING N N 31 
28W NAU CAQ SING N N 32 
28W CAZ OAE DOUB N N 33 
28W NAT OAG SING N N 34 
28W CAK CAM DOUB Y N 35 
28W CBB CAM SING Y N 36 
28W CBB CAQ SING N N 37 
28W CAL H1  SING N N 38 
28W CAJ H2  SING N N 39 
28W CAI H3  SING N N 40 
28W CAK H4  SING N N 41 
28W CAM H5  SING N N 42 
28W CAQ H6  SING N N 43 
28W CAQ H7  SING N N 44 
28W NAU H8  SING N N 45 
28W CBI H9  SING N N 46 
28W N   H10 SING N N 47 
28W CA  H12 SING N N 48 
28W CB  H13 SING N N 49 
28W CB  H14 SING N N 50 
28W CG  H15 SING N N 51 
28W CD2 H16 SING N N 52 
28W CD2 H17 SING N N 53 
28W CD2 H18 SING N N 54 
28W CD1 H19 SING N N 55 
28W CD1 H20 SING N N 56 
28W CD1 H21 SING N N 57 
28W NAT H22 SING N N 58 
28W OAG H23 SING N N 59 
28W CAO H24 SING N N 60 
28W CAN H25 SING N N 61 
28W CAP H26 SING N N 62 
28W NAW H27 SING N N 63 
28W NAS H28 SING N N 64 
28W OAF H29 SING N N 65 
# 
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 
28W SMILES           ACDLabs              12.01 "O=C(NO)C(NC(c2c1ccc(Cl)cc1nc2C(=O)NO)C(=O)NCc3ccccc3)CC(C)C" 
28W InChI            InChI                1.03  
"InChI=1S/C24H28ClN5O5/c1-13(2)10-18(22(31)29-34)28-20(23(32)26-12-14-6-4-3-5-7-14)19-16-9-8-15(25)11-17(16)27-21(19)24(33)30-35/h3-9,11,13,18,20,27-28,34-35H,10,12H2,1-2H3,(H,26,32)(H,29,31)(H,30,33)/t18-,20+/m0/s1" 
28W InChIKey         InChI                1.03  VRQFWSWBTGHUMK-AZUAARDMSA-N 
28W SMILES_CANONICAL CACTVS               3.385 "CC(C)C[C@H](N[C@@H](C(=O)NCc1ccccc1)c2c([nH]c3cc(Cl)ccc23)C(=O)NO)C(=O)NO" 
28W SMILES           CACTVS               3.385 "CC(C)C[CH](N[CH](C(=O)NCc1ccccc1)c2c([nH]c3cc(Cl)ccc23)C(=O)NO)C(=O)NO" 
28W SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)C[C@@H](C(=O)NO)NC(c1c2ccc(cc2[nH]c1C(=O)NO)Cl)C(=O)NCc3ccccc3" 
28W SMILES           "OpenEye OEToolkits" 1.7.6 "CC(C)CC(C(=O)NO)NC(c1c2ccc(cc2[nH]c1C(=O)NO)Cl)C(=O)NCc3ccccc3" 
# 
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 
28W "SYSTEMATIC NAME" ACDLabs              12.01 "3-[(1R)-2-(benzylamino)-1-{[(2S)-1-(hydroxyamino)-4-methyl-1-oxopentan-2-yl]amino}-2-oxoethyl]-6-chloro-N-hydroxy-1H-indole-2-carboxamide"                              
28W "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "6-chloranyl-3-[1-[[(2S)-4-methyl-1-(oxidanylamino)-1-oxidanylidene-pentan-2-yl]amino]-2-oxidanylidene-2-[(phenylmethyl)amino]ethyl]-N-oxidanyl-1H-indole-2-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
28W "Create component" 2013-09-11 RCSB 
28W "Initial release"  2013-11-13 RCSB 
# 
