data_2AZ
# 
_chem_comp.id                                    2AZ 
_chem_comp.name                                  N-(3-AMINOPROPYL)-N-[(R)-(3-BENZYL-5-CHLORO-4-OXO-3,4-DIHYDROPYRROLO[2,1-F][1,2,4]TRIAZIN-2-YL)(CYCLOPROPYL)METHYL]-4-METHYLBENZAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H30 Cl N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-04-07 
_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                        504.023 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2AZ 
_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        ? 
_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 
2AZ C1   C1   C  0 1 N N N 6.386  40.751 28.945 -1.298 2.523  1.574  C1   2AZ 1  
2AZ C9   C9   C  0 1 N N R 7.894  39.762 30.681 0.304  1.165  0.014  C9   2AZ 2  
2AZ C11  C11  C  0 1 Y N N 7.998  38.340 30.035 -0.647 -0.004 0.050  C11  2AZ 3  
2AZ C14  C14  C  0 1 Y N N 8.121  35.747 29.250 -2.366 -2.137 0.130  C14  2AZ 4  
2AZ C15  C15  C  0 1 Y N N 7.785  34.485 28.964 -3.036 -3.310 0.404  C15  2AZ 5  
2AZ C16  C16  C  0 1 Y N N 6.471  34.187 29.301 -2.338 -3.941 1.438  C16  2AZ 6  
2AZ C21  C21  C  0 1 Y N N 9.246  36.608 29.013 -2.579 -1.049 -0.824 C21  2AZ 7  
2AZ C27  C27  C  0 1 Y N N 10.245 41.025 28.230 -4.232 1.750  -1.178 C27  2AZ 8  
2AZ C31  C31  C  0 1 Y N N 9.718  41.404 25.884 -4.718 3.865  -0.167 C31  2AZ 9  
2AZ C33  C33  C  0 1 Y N N 9.551  40.037 25.643 -3.374 4.187  -0.193 C33  2AZ 10 
2AZ C35  C35  C  0 1 Y N N 9.653  39.181 26.742 -2.459 3.290  -0.709 C35  2AZ 11 
2AZ C4   C4   C  0 1 N N N 6.504  40.305 30.314 0.114  2.017  1.271  C4   2AZ 12 
2AZ C6   C6   C  0 1 N N N 6.269  41.753 30.108 -0.687 1.406  2.423  C6   2AZ 13 
2AZ N12  N12  N  0 1 Y N N 6.897  37.511 30.131 -0.433 -0.949 0.903  N12  2AZ 14 
2AZ N13  N13  N  0 1 Y N N 6.944  36.274 29.834 -1.281 -2.061 0.985  N13  2AZ 15 
2AZ C18  C18  C  0 1 Y N N 5.914  35.273 29.854 -1.279 -3.157 1.767  C18  2AZ 16 
2AZ CL2  CL2  CL 0 0 N N N 8.665  33.482 28.033 -4.470 -3.890 -0.383 CL2  2AZ 17 
2AZ N22  N22  N  0 1 Y N N 9.160  37.868 29.455 -1.707 -0.017 -0.821 N22  2AZ 18 
2AZ C23  C23  C  0 1 N N N 10.286 38.723 29.149 -1.889 1.091  -1.762 C23  2AZ 19 
2AZ C26  C26  C  0 1 Y N N 9.989  39.669 28.040 -2.887 2.070  -1.199 C26  2AZ 20 
2AZ C29  C29  C  0 1 Y N N 10.107 41.870 27.152 -5.147 2.646  -0.658 C29  2AZ 21 
2AZ O37  O37  O  0 1 N N N 10.245 36.269 28.426 -3.521 -1.070 -1.597 O37  2AZ 22 
2AZ N38  N38  N  0 1 N N N 8.238  39.740 32.270 1.683  0.672  -0.037 N38  2AZ 23 
2AZ C39  C39  C  0 1 N N N 7.422  38.749 33.153 2.239  -0.067 1.099  C39  2AZ 24 
2AZ C42  C42  C  0 1 N N N 7.877  38.052 34.523 2.655  0.918  2.193  C42  2AZ 25 
2AZ C45  C45  C  0 1 N N N 9.277  37.512 34.361 3.325  0.156  3.338  C45  2AZ 26 
2AZ N48  N48  N  0 1 N N N 9.400  36.068 34.235 3.724  1.102  4.389  N48  2AZ 27 
2AZ C51  C51  C  0 1 N N N 9.243  40.445 32.940 2.439  0.897  -1.130 C51  2AZ 28 
2AZ O52  O52  O  0 1 N N N 9.282  40.326 34.142 2.031  1.629  -2.011 O52  2AZ 29 
2AZ C53  C53  C  0 1 Y N N 10.232 41.278 32.260 3.764  0.255  -1.257 C53  2AZ 30 
2AZ C54  C54  C  0 1 Y N N 11.450 40.710 31.879 4.192  -0.230 -2.494 C54  2AZ 31 
2AZ C56  C56  C  0 1 Y N N 12.362 41.553 31.161 5.430  -0.828 -2.606 C56  2AZ 32 
2AZ C58  C58  C  0 1 Y N N 12.081 42.974 30.906 6.247  -0.948 -1.496 C58  2AZ 33 
2AZ C59  C59  C  0 1 Y N N 10.827 43.499 31.298 5.827  -0.474 -0.266 C59  2AZ 34 
2AZ C61  C61  C  0 1 Y N N 9.894  42.679 31.938 4.593  0.131  -0.141 C61  2AZ 35 
2AZ C63  C63  C  0 1 N N N 13.100 43.895 30.309 7.598  -1.603 -1.625 C63  2AZ 36 
2AZ H11  1H1  H  0 1 N N N 5.676  40.475 28.151 -1.392 3.508  2.030  H11  2AZ 37 
2AZ H12  2H1  H  0 1 N N N 6.985  40.665 28.026 -2.091 2.249  0.878  H12  2AZ 38 
2AZ H9   H9   H  0 1 N N N 8.654  40.452 30.286 0.102  1.771  -0.869 H9   2AZ 39 
2AZ H16  H16  H  0 1 N N N 5.980  33.238 29.144 -2.596 -4.885 1.894  H16  2AZ 40 
2AZ H27  H27  H  0 1 N N N 10.544 41.403 29.197 -4.566 0.798  -1.561 H27  2AZ 41 
2AZ H31  H31  H  0 1 N N N 9.546  42.111 25.086 -5.434 4.566  0.237  H31  2AZ 42 
2AZ H33  H33  H  0 1 N N N 9.352  39.660 24.651 -3.039 5.140  0.191  H33  2AZ 43 
2AZ H35  H35  H  0 1 N N N 9.473  38.125 26.606 -1.408 3.541  -0.730 H35  2AZ 44 
2AZ H4   H4   H  0 1 N N N 5.991  39.585 30.969 0.948  2.669  1.527  H4   2AZ 45 
2AZ H61A 1H6  H  0 0 N N N 6.848  42.647 30.381 -1.078 0.398  2.286  H61A 2AZ 46 
2AZ H62  2H6  H  0 1 N N N 5.556  42.516 30.453 -0.379 1.657  3.438  H62  2AZ 47 
2AZ H18  H18  H  0 1 N N N 4.908  35.374 30.233 -0.551 -3.378 2.534  H18  2AZ 48 
2AZ H231 1H23 H  0 0 N N N 11.135 38.090 28.852 -0.935 1.595  -1.919 H231 2AZ 49 
2AZ H232 2H23 H  0 0 N N N 10.516 39.315 30.047 -2.256 0.704  -2.713 H232 2AZ 50 
2AZ H29  H29  H  0 1 N N N 10.304 42.924 27.285 -6.197 2.395  -0.637 H29  2AZ 51 
2AZ H391 1H39 H  0 0 N N N 6.529  39.325 33.436 1.486  -0.750 1.492  H391 2AZ 52 
2AZ H392 2H39 H  0 0 N N N 7.428  37.870 32.492 3.110  -0.635 0.772  H392 2AZ 53 
2AZ H421 1H42 H  0 0 N N N 7.859  38.792 35.337 3.355  1.645  1.781  H421 2AZ 54 
2AZ H422 2H42 H  0 0 N N N 7.189  37.229 34.767 1.773  1.437  2.569  H422 2AZ 55 
2AZ H451 1H45 H  0 0 N N N 9.848  37.812 35.252 2.625  -0.570 3.750  H451 2AZ 56 
2AZ H452 2H45 H  0 0 N N N 9.648  37.926 33.412 4.207  -0.362 2.962  H452 2AZ 57 
2AZ H481 1H48 H  0 0 N N N 9.428  35.819 33.267 2.873  1.480  4.777  H481 2AZ 58 
2AZ H482 2H48 H  0 0 N N N 10.242 35.765 34.682 4.160  0.558  5.118  H482 2AZ 59 
2AZ H54  H54  H  0 1 N N N 11.694 39.684 32.114 3.556  -0.137 -3.362 H54  2AZ 60 
2AZ H56  H56  H  0 1 N N N 13.286 41.130 30.795 5.763  -1.204 -3.563 H56  2AZ 61 
2AZ H59  H59  H  0 1 N N N 10.591 44.535 31.102 6.469  -0.571 0.597  H59  2AZ 62 
2AZ H61  H61  H  0 1 N N N 8.922  43.071 32.198 4.268  0.504  0.819  H61  2AZ 63 
2AZ H631 1H63 H  0 0 N N N 12.826 44.121 29.268 8.346  -0.849 -1.869 H631 2AZ 64 
2AZ H632 2H63 H  0 0 N N N 13.135 44.829 30.890 7.861  -2.084 -0.683 H632 2AZ 65 
2AZ H633 3H63 H  0 0 N N N 14.088 43.412 30.331 7.565  -2.351 -2.418 H633 2AZ 66 
# 
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 
2AZ C1  C4   SING N N 1  
2AZ C1  C6   SING N N 2  
2AZ C1  H11  SING N N 3  
2AZ C1  H12  SING N N 4  
2AZ C9  C11  SING N N 5  
2AZ C9  C4   SING N N 6  
2AZ C9  N38  SING N N 7  
2AZ C9  H9   SING N N 8  
2AZ C11 N12  DOUB Y N 9  
2AZ C11 N22  SING Y N 10 
2AZ C14 C15  DOUB Y N 11 
2AZ C14 C21  SING Y N 12 
2AZ C14 N13  SING Y N 13 
2AZ C15 C16  SING Y N 14 
2AZ C15 CL2  SING N N 15 
2AZ C16 C18  DOUB Y N 16 
2AZ C16 H16  SING N N 17 
2AZ C21 N22  SING Y N 18 
2AZ C21 O37  DOUB N N 19 
2AZ C27 C26  SING Y N 20 
2AZ C27 C29  DOUB Y N 21 
2AZ C27 H27  SING N N 22 
2AZ C31 C33  DOUB Y N 23 
2AZ C31 C29  SING Y N 24 
2AZ C31 H31  SING N N 25 
2AZ C33 C35  SING Y N 26 
2AZ C33 H33  SING N N 27 
2AZ C35 C26  DOUB Y N 28 
2AZ C35 H35  SING N N 29 
2AZ C4  C6   SING N N 30 
2AZ C4  H4   SING N N 31 
2AZ C6  H61A SING N N 32 
2AZ C6  H62  SING N N 33 
2AZ N12 N13  SING Y N 34 
2AZ N13 C18  SING Y N 35 
2AZ C18 H18  SING N N 36 
2AZ N22 C23  SING N N 37 
2AZ C23 C26  SING N N 38 
2AZ C23 H231 SING N N 39 
2AZ C23 H232 SING N N 40 
2AZ C29 H29  SING N N 41 
2AZ N38 C39  SING N N 42 
2AZ N38 C51  SING N N 43 
2AZ C39 C42  SING N N 44 
2AZ C39 H391 SING N N 45 
2AZ C39 H392 SING N N 46 
2AZ C42 C45  SING N N 47 
2AZ C42 H421 SING N N 48 
2AZ C42 H422 SING N N 49 
2AZ C45 N48  SING N N 50 
2AZ C45 H451 SING N N 51 
2AZ C45 H452 SING N N 52 
2AZ N48 H481 SING N N 53 
2AZ N48 H482 SING N N 54 
2AZ C51 O52  DOUB N N 55 
2AZ C51 C53  SING N N 56 
2AZ C53 C54  DOUB Y N 57 
2AZ C53 C61  SING Y N 58 
2AZ C54 C56  SING Y N 59 
2AZ C54 H54  SING N N 60 
2AZ C56 C58  DOUB Y N 61 
2AZ C56 H56  SING N N 62 
2AZ C58 C59  SING Y N 63 
2AZ C58 C63  SING N N 64 
2AZ C59 C61  DOUB Y N 65 
2AZ C59 H59  SING N N 66 
2AZ C61 H61  SING N N 67 
2AZ C63 H631 SING N N 68 
2AZ C63 H632 SING N N 69 
2AZ C63 H633 SING N N 70 
# 
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 
2AZ SMILES           ACDLabs              10.04 O=C(c1ccc(cc1)C)N(CCCN)C(C2=Nn4c(C(=O)N2Cc3ccccc3)c(Cl)cc4)C5CC5                                                                                                                                    
2AZ InChI            InChI                1.02b InChI=1/C28H30ClN5O2/c1-19-8-10-22(11-9-19)27(35)32(16-5-15-30)24(21-12-13-21)26-31-34-17-14-23(29)25(34)28(36)33(26)18-20-6-3-2-4-7-20/h2-4,6-11,14,17,21,24H,5,12-13,15-16,18,30H2,1H3/t24-/m1/s1 
2AZ InChIKey         InChI                1.02b IKORZPHBTIOSSU-XMMPIXPABQ                                                                                                                                                                           
2AZ SMILES_CANONICAL CACTVS               3.341 Cc1ccc(cc1)C(=O)N(CCCN)[C@H](C2CC2)C3=Nn4ccc(Cl)c4C(=O)N3Cc5ccccc5                                                                                                                                  
2AZ SMILES           CACTVS               3.341 Cc1ccc(cc1)C(=O)N(CCCN)[CH](C2CC2)C3=Nn4ccc(Cl)c4C(=O)N3Cc5ccccc5                                                                                                                                   
2AZ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ccc(cc1)C(=O)N(CCCN)[C@H](C2CC2)C3=Nn4ccc(c4C(=O)N3Cc5ccccc5)Cl                                                                                                                                  
2AZ SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ccc(cc1)C(=O)N(CCCN)C(C2CC2)C3=Nn4ccc(c4C(=O)N3Cc5ccccc5)Cl                                                                                                                                      
# 
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 
2AZ "SYSTEMATIC NAME" ACDLabs              10.04 N-(3-aminopropyl)-N-[(R)-(3-benzyl-5-chloro-4-oxo-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)(cyclopropyl)methyl]-4-methylbenzamide 
2AZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-(3-aminopropyl)-N-[(R)-[5-chloro-4-oxo-3-(phenylmethyl)pyrrolo[2,1-f][1,2,4]triazin-2-yl]-cyclopropyl-methyl]-4-methyl-benzamide    
# 
