data_AXB
# 
_chem_comp.id                                    AXB 
_chem_comp.name                                  
;N-{[2-(2-amino-3,4-dioxocyclobut-1-en-1-yl)-1,2,3,4-tetrahydroisoquinolin-7-yl]methyl}-4-oxo-3,5,6,8-tetrahydro-4H-thiopyrano[4',3':4,5]thieno[2,3-d]pyrimidine-2-carboxamide 7,7-dioxide
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H21 N5 O6 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-07-10 
_chem_comp.pdbx_modified_date                    2009-02-27 
_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                        539.583 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AXB 
_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        3DPE 
_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 
AXB N1   N1   N 0 1 N N N 13.706 -0.088  2.659 7.421  0.271  -2.736 N1   AXB 1  
AXB CAZ  CAZ  C 0 1 N N N 12.961 0.886   3.171 7.960  -0.494 -1.732 CAZ  AXB 2  
AXB CBF  CBF  C 0 1 N N N 13.121 2.405   3.260 9.299  -1.020 -1.430 CBF  AXB 3  
AXB OAD  OAD  O 0 1 N N N 14.009 3.212   2.999 10.389 -0.959 -1.967 OAD  AXB 4  
AXB CBG  CBG  C 0 1 N N N 11.739 2.447   3.909 8.770  -1.658 -0.200 CBG  AXB 5  
AXB OAE  OAE  O 0 1 N N N 10.976 3.317   4.322 9.217  -2.337 0.705  OAE  AXB 6  
AXB CBD  CBD  C 0 1 N N N 11.740 0.917   3.842 7.463  -1.092 -0.565 CBD  AXB 7  
AXB N2   N2   N 0 1 N N N 10.911 -0.027  4.276 6.222  -1.133 0.018  N2   AXB 8  
AXB CAM  CAM  C 0 1 N N N 10.202 0.223   5.542 5.991  -1.858 1.278  CAM  AXB 9  
AXB CAK  CAK  C 0 1 N N N 8.874  -0.536  5.594 5.593  -0.836 2.342  CAK  AXB 10 
AXB CAP  CAP  C 0 1 N N N 11.111 -1.389  3.755 5.072  -0.451 -0.586 CAP  AXB 11 
AXB CAY  CAY  C 0 1 Y N N 10.150 -2.386  4.404 4.299  0.282  0.481  CAY  AXB 12 
AXB CAJ  CAJ  C 0 1 Y N N 10.337 -3.730  4.108 3.316  1.173  0.072  CAJ  AXB 13 
AXB CAX  CAX  C 0 1 Y N N 9.114  -2.006  5.249 4.533  0.097  1.819  CAX  AXB 14 
AXB CAI  CAI  C 0 1 Y N N 8.273  -2.974  5.789 3.775  0.797  2.749  CAI  AXB 15 
AXB CAH  CAH  C 0 1 Y N N 8.462  -4.319  5.491 2.794  1.675  2.338  CAH  AXB 16 
AXB CAW  CAW  C 0 1 Y N N 9.498  -4.697  4.646 2.568  1.866  1.002  CAW  AXB 17 
AXB CAO  CAO  C 0 1 N N N 9.745  -6.161  4.279 1.504  2.832  0.549  CAO  AXB 18 
AXB N3   N3   N 0 1 N N N 8.666  -7.019  4.787 0.228  2.125  0.415  N3   AXB 19 
AXB CAV  CAV  C 0 1 N N N 7.447  -7.032  4.256 -0.874 2.792  0.019  CAV  AXB 20 
AXB OAB  OAB  O 0 1 N N N 7.083  -6.333  3.312 -0.809 3.981  -0.228 OAB  AXB 21 
AXB CBB  CBB  C 0 1 N N N 6.493  -8.010  4.942 -2.163 2.078  -0.117 CBB  AXB 22 
AXB N4   N4   N 0 1 N N N 6.978  -8.817  5.893 -2.207 0.802  0.153  N4   AXB 23 
AXB CBH  CBH  C 0 1 Y N N 6.189  -9.695  6.523 -3.342 0.088  0.053  CBH  AXB 24 
AXB SAU  SAU  S 0 1 Y N N 6.551  -10.823 7.755 -3.666 -1.612 0.351  SAU  AXB 25 
AXB CBA  CBA  C 0 1 Y N N 4.977  -11.475 7.915 -5.366 -1.421 -0.078 CBA  AXB 26 
AXB CAQ  CAQ  C 0 1 N N N 4.563  -12.597 8.869 -6.336 -2.593 -0.052 CAQ  AXB 27 
AXB SBK  SBK  S 0 1 N N N 2.743  -12.695 8.987 -8.035 -1.957 -0.015 SBK  AXB 28 
AXB OAF  OAF  O 0 1 N N N 2.333  -14.069 9.428 -8.918 -2.981 -0.452 OAF  AXB 29 
AXB OAG  OAG  O 0 1 N N N 2.239  -11.666 9.955 -8.262 -1.326 1.238  OAG  AXB 30 
AXB CAN  CAN  C 0 1 N N N 2.138  -12.337 7.300 -7.932 -0.680 -1.307 CAN  AXB 31 
AXB CAL  CAL  C 0 1 N N N 2.656  -10.973 6.843 -6.984 0.412  -0.830 CAL  AXB 32 
AXB CBC  CBC  C 0 1 Y N N 4.170  -10.794 7.000 -5.637 -0.158 -0.410 CBC  AXB 33 
AXB CBI  CBI  C 0 1 Y N N 4.831  -9.826  6.236 -4.516 0.709  -0.348 CBI  AXB 34 
AXB CBE  CBE  C 0 1 N N N 4.313  -8.994  5.249 -4.456 2.155  -0.652 CBE  AXB 35 
AXB OAC  OAC  O 0 1 N N N 3.121  -9.041  4.947 -5.449 2.763  -1.011 OAC  AXB 36 
AXB N5   N5   N 0 1 N N N 5.141  -8.078  4.591 -3.268 2.780  -0.516 N5   AXB 37 
AXB HN1  HN1  H 0 1 N N N 13.893 0.106   1.696 7.983  0.584  -3.461 HN1  AXB 38 
AXB HN1A HN1A H 0 0 N N N 14.569 -0.146  3.161 6.478  0.495  -2.721 HN1A AXB 39 
AXB HAM  HAM  H 0 1 N N N 10.836 -0.111  6.377 5.188  -2.583 1.145  HAM  AXB 40 
AXB HAMA HAMA H 0 0 N N N 9.991  1.300   5.616 6.905  -2.370 1.582  HAMA AXB 41 
AXB HAK  HAK  H 0 1 N N N 8.448  -0.461  6.606 5.209  -1.361 3.217  HAK  AXB 42 
AXB HAKA HAKA H 0 0 N N N 8.173  -0.099  4.868 6.471  -0.257 2.629  HAKA AXB 43 
AXB HAP  HAP  H 0 1 N N N 10.934 -1.382  2.669 5.424  0.261  -1.333 HAP  AXB 44 
AXB HAPA HAPA H 0 0 N N N 12.140 -1.700  3.987 4.424  -1.186 -1.064 HAPA AXB 45 
AXB HAJ  HAJ  H 0 1 N N N 11.143 -4.026  3.453 3.135  1.324  -0.982 HAJ  AXB 46 
AXB HAI  HAI  H 0 1 N N N 7.467  -2.678  6.445 3.955  0.652  3.804  HAI  AXB 47 
AXB HAH  HAH  H 0 1 N N N 7.807  -5.066  5.914 2.209  2.214  3.068  HAH  AXB 48 
AXB HAO  HAO  H 0 1 N N N 9.789  -6.253  3.184 1.401  3.631  1.284  HAO  AXB 49 
AXB HAOA HAOA H 0 0 N N N 10.694 -6.482  4.734 1.786  3.258  -0.414 HAOA AXB 50 
AXB HN3  HN3  H 0 1 N N N 8.856  -7.618  5.565 0.176  1.176  0.611  HN3  AXB 51 
AXB HAQ  HAQ  H 0 1 N N N 4.952  -13.554 8.491 -6.195 -3.203 -0.944 HAQ  AXB 52 
AXB HAQA HAQA H 0 0 N N N 4.975  -12.387 9.867 -6.154 -3.197 0.837  HAQA AXB 53 
AXB HAN  HAN  H 0 1 N N N 2.499  -13.114 6.610 -7.550 -1.121 -2.227 HAN  AXB 54 
AXB HANA HANA H 0 0 N N N 1.038  -12.326 7.303 -8.921 -0.257 -1.483 HANA AXB 55 
AXB HAL  HAL  H 0 1 N N N 2.409  -10.856 5.777 -6.832 1.128  -1.637 HAL  AXB 56 
AXB HALA HALA H 0 0 N N N 2.177  -10.218 7.483 -7.433 0.926  0.020  HALA AXB 57 
AXB HN5  HN5  H 0 1 N N N 4.771  -7.480  3.880 -3.196 3.729  -0.704 HN5  AXB 58 
# 
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 
AXB N1  CAZ  SING N N 1  
AXB CAZ CBF  SING N N 2  
AXB CAZ CBD  DOUB N N 3  
AXB CBF OAD  DOUB N N 4  
AXB CBF CBG  SING N N 5  
AXB CBG OAE  DOUB N N 6  
AXB CBG CBD  SING N N 7  
AXB CBD N2   SING N N 8  
AXB N2  CAM  SING N N 9  
AXB N2  CAP  SING N N 10 
AXB CAM CAK  SING N N 11 
AXB CAK CAX  SING N N 12 
AXB CAP CAY  SING N N 13 
AXB CAY CAJ  DOUB N N 14 
AXB CAY CAX  SING N N 15 
AXB CAJ CAW  SING N N 16 
AXB CAX CAI  DOUB N N 17 
AXB CAI CAH  SING N N 18 
AXB CAH CAW  DOUB N N 19 
AXB CAW CAO  SING N N 20 
AXB CAO N3   SING N N 21 
AXB N3  CAV  SING Y N 22 
AXB CAV OAB  DOUB Y N 23 
AXB CAV CBB  SING Y N 24 
AXB CBB N4   DOUB N N 25 
AXB CBB N5   SING Y N 26 
AXB N4  CBH  SING Y N 27 
AXB CBH SAU  SING N N 28 
AXB CBH CBI  DOUB Y N 29 
AXB SAU CBA  SING N N 30 
AXB CBA CAQ  SING N N 31 
AXB CBA CBC  DOUB N N 32 
AXB CAQ SBK  SING N N 33 
AXB SBK OAF  DOUB N N 34 
AXB SBK OAG  DOUB N N 35 
AXB SBK CAN  SING N N 36 
AXB CAN CAL  SING N N 37 
AXB CAL CBC  SING N N 38 
AXB CBC CBI  SING N N 39 
AXB CBI CBE  SING N N 40 
AXB CBE OAC  DOUB N N 41 
AXB CBE N5   SING Y N 42 
AXB N1  HN1  SING Y N 43 
AXB N1  HN1A SING Y N 44 
AXB CAM HAM  SING N N 45 
AXB CAM HAMA SING Y N 46 
AXB CAK HAK  SING N N 47 
AXB CAK HAKA SING N N 48 
AXB CAP HAP  SING N N 49 
AXB CAP HAPA SING N N 50 
AXB CAJ HAJ  SING N N 51 
AXB CAI HAI  SING N N 52 
AXB CAH HAH  SING N N 53 
AXB CAO HAO  SING N N 54 
AXB CAO HAOA SING N N 55 
AXB N3  HN3  SING N N 56 
AXB CAQ HAQ  SING N N 57 
AXB CAQ HAQA SING N N 58 
AXB CAN HAN  SING Y N 59 
AXB CAN HANA SING N N 60 
AXB CAL HAL  SING N N 61 
AXB CAL HALA SING N N 62 
AXB N5  HN5  SING N N 63 
# 
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 
AXB SMILES           ACDLabs              10.04 O=C1C(N)=C(C1=O)N3CCc2ccc(cc2C3)CNC(=O)C5=Nc4sc6c(c4C(=O)N5)CCS(=O)(=O)C6                                                                                                                           
AXB InChI            InChI                1.02b InChI=1/C24H21N5O6S2/c25-17-18(20(31)19(17)30)29-5-3-12-2-1-11(7-13(12)9-29)8-26-23(33)21-27-22(32)16-14-4-6-37(34,35)10-15(14)36-24(16)28-21/h1-2,7H,3-6,8-10,25H2,(H,26,33)(H,27,28,32)/f/h26-27H 
AXB InChIKey         InChI                1.02b QHDIXGPUTSAIJX-PJQSKVNOCO                                                                                                                                                                           
AXB SMILES_CANONICAL CACTVS               3.341 NC1=C(N2CCc3ccc(CNC(=O)C4=Nc5sc6C[S](=O)(=O)CCc6c5C(=O)N4)cc3C2)C(=O)C1=O                                                                                                                           
AXB SMILES           CACTVS               3.341 NC1=C(N2CCc3ccc(CNC(=O)C4=Nc5sc6C[S](=O)(=O)CCc6c5C(=O)N4)cc3C2)C(=O)C1=O                                                                                                                           
AXB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1CNC(=O)C3=Nc4c(c5c(s4)CS(=O)(=O)CC5)C(=O)N3)C[N@@](CC2)C6=C(C(=O)C6=O)N                                                                                                                   
AXB SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1CNC(=O)C3=Nc4c(c5c(s4)CS(=O)(=O)CC5)C(=O)N3)CN(CC2)C6=C(C(=O)C6=O)N                                                                                                                       
# 
_pdbx_chem_comp_identifier.comp_id           AXB 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        
;N-{[2-(2-amino-3,4-dioxocyclobut-1-en-1-yl)-1,2,3,4-tetrahydroisoquinolin-7-yl]methyl}-4-oxo-3,5,6,8-tetrahydro-4H-thiopyrano[4',3':4,5]thieno[2,3-d]pyrimidine-2-carboxamide 7,7-dioxide
;
# 
