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 2011-06-04 _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 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" 2AZ InChI InChI 1.03 "InChI=1S/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 1.03 IKORZPHBTIOSSU-XMMPIXPASA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2AZ "Create component" 2006-04-07 RCSB 2AZ "Modify descriptor" 2011-06-04 RCSB #