data_VSA # _chem_comp.id VSA _chem_comp.name "1-[4-(4-amino-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl]-3-phenylurea" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H24 N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-05-28 _chem_comp.pdbx_modified_date 2013-04-26 _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 412.487 _chem_comp.one_letter_code ? _chem_comp.three_letter_code VSA _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 3VS1 _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 VSA CAP CAP C 0 1 N N N 3.441 -8.376 11.052 4.763 2.895 1.207 CAP VSA 1 VSA CAN CAN C 0 1 N N N 3.588 -9.688 11.815 4.385 4.261 0.597 CAN VSA 2 VSA CAO CAO C 0 1 N N N 4.823 -9.570 12.699 5.068 4.258 -0.794 CAO VSA 3 VSA CAQ CAQ C 0 1 N N N 5.235 -8.104 12.686 4.890 2.790 -1.258 CAQ VSA 4 VSA CBD CBD C 0 1 N N N 4.548 -7.432 11.500 5.084 1.961 0.028 CBD VSA 5 VSA NBE NBE N 0 1 Y N N 3.924 -6.173 11.959 4.168 0.817 0.030 NBE VSA 6 VSA CAM CAM C 0 1 Y N N 2.775 -6.118 12.630 2.806 0.906 -0.073 CAM VSA 7 VSA C4 C4 C 0 1 Y N N 4.381 -4.929 11.771 4.552 -0.493 0.129 C4 VSA 8 VSA N3 N3 N 0 1 Y N N 5.493 -4.465 11.157 5.729 -1.108 0.244 N3 VSA 9 VSA C2 C2 C 0 1 Y N N 5.738 -3.149 11.114 5.797 -2.419 0.322 C2 VSA 10 VSA N1 N1 N 0 1 Y N N 4.901 -2.264 11.673 4.726 -3.192 0.293 N1 VSA 11 VSA C6 C6 C 0 1 Y N N 3.779 -2.676 12.302 3.507 -2.670 0.181 C6 VSA 12 VSA NAA NAA N 0 1 N N N 2.948 -1.764 12.860 2.388 -3.482 0.151 NAA VSA 13 VSA C5 C5 C 0 1 Y N N 3.494 -4.033 12.361 3.386 -1.276 0.095 C5 VSA 14 VSA CBA CBA C 0 1 Y N N 2.473 -4.799 12.914 2.265 -0.337 -0.038 CBA VSA 15 VSA CAY CAY C 0 1 Y N N 1.232 -4.434 13.651 0.825 -0.680 -0.121 CAY VSA 16 VSA CAK CAK C 0 1 Y N N 0.314 -3.487 13.201 0.390 -1.654 -1.018 CAK VSA 17 VSA CAI CAI C 0 1 Y N N -0.844 -3.234 13.937 -0.950 -1.972 -1.093 CAI VSA 18 VSA CAJ CAJ C 0 1 Y N N 0.968 -5.153 14.803 -0.096 -0.034 0.703 CAJ VSA 19 VSA CAH CAH C 0 1 Y N N -0.178 -4.899 15.533 -1.434 -0.355 0.624 CAH VSA 20 VSA CAX CAX C 0 1 Y N N -1.083 -3.936 15.115 -1.866 -1.323 -0.275 CAX VSA 21 VSA NAU NAU N 0 1 N N N -2.218 -3.786 15.926 -3.225 -1.647 -0.353 NAU VSA 22 VSA CAV CAV C 0 1 N N N -3.183 -2.868 15.912 -4.158 -0.697 -0.141 CAV VSA 23 VSA OAB OAB O 0 1 N N N -3.216 -1.929 15.139 -3.821 0.459 0.025 OAB VSA 24 VSA NAT NAT N 0 1 N N N -4.117 -3.083 16.839 -5.464 -1.029 -0.113 NAT VSA 25 VSA CAW CAW C 0 1 Y N N -5.253 -2.305 17.094 -6.437 -0.031 -0.001 CAW VSA 26 VSA CAF CAF C 0 1 Y N N -5.196 -0.923 17.195 -6.225 1.215 -0.576 CAF VSA 27 VSA CAD CAD C 0 1 Y N N -6.350 -0.199 17.471 -7.188 2.199 -0.464 CAD VSA 28 VSA CAC CAC C 0 1 Y N N -7.559 -0.856 17.658 -8.363 1.944 0.220 CAC VSA 29 VSA CAE CAE C 0 1 Y N N -7.614 -2.240 17.569 -8.577 0.705 0.794 CAE VSA 30 VSA CAG CAG C 0 1 Y N N -6.460 -2.961 17.296 -7.620 -0.285 0.681 CAG VSA 31 VSA H1 H1 H 0 1 N N N 2.460 -7.928 11.269 5.638 3.002 1.848 H1 VSA 32 VSA H2 H2 H 0 1 N N N 3.527 -8.563 9.971 3.925 2.499 1.781 H2 VSA 33 VSA H3 H3 H 0 1 N N N 2.697 -9.863 12.436 3.303 4.345 0.490 H3 VSA 34 VSA H4 H4 H 0 1 N N N 3.711 -10.522 11.108 4.773 5.074 1.210 H4 VSA 35 VSA H5 H5 H 0 1 N N N 4.586 -9.888 13.725 4.561 4.942 -1.474 H5 VSA 36 VSA H6 H6 H 0 1 N N N 5.635 -10.195 12.300 6.124 4.513 -0.706 H6 VSA 37 VSA H7 H7 H 0 1 N N N 6.327 -8.024 12.579 3.890 2.637 -1.664 H7 VSA 38 VSA H8 H8 H 0 1 N N N 4.921 -7.620 13.623 5.646 2.531 -1.999 H8 VSA 39 VSA H9 H9 H 0 1 N N N 5.264 -7.253 10.684 6.115 1.613 0.097 H9 VSA 40 VSA H10 H10 H 0 1 N N N 2.173 -6.970 12.909 2.247 1.825 -0.167 H10 VSA 41 VSA H11 H11 H 0 1 N N N 6.629 -2.793 10.618 6.767 -2.883 0.414 H11 VSA 42 VSA H12 H12 H 0 1 N N N 3.314 -0.845 12.714 2.486 -4.445 0.212 H12 VSA 43 VSA H13 H13 H 0 1 N N N 2.045 -1.834 12.437 1.505 -3.089 0.069 H13 VSA 44 VSA H14 H14 H 0 1 N N N 0.499 -2.949 12.283 1.101 -2.159 -1.655 H14 VSA 45 VSA H15 H15 H 0 1 N N N -1.553 -2.495 13.594 -1.288 -2.726 -1.789 H15 VSA 46 VSA H16 H16 H 0 1 N N N 1.659 -5.915 15.133 0.239 0.718 1.402 H16 VSA 47 VSA H17 H17 H 0 1 N N N -0.370 -5.456 16.438 -2.148 0.145 1.262 H17 VSA 48 VSA H18 H18 H 0 1 N N N -2.320 -4.486 16.633 -3.496 -2.555 -0.560 H18 VSA 49 VSA H19 H19 H 0 1 N N N -3.992 -3.890 17.417 -5.728 -1.961 -0.170 H19 VSA 50 VSA H20 H20 H 0 1 N N N -4.256 -0.410 17.059 -5.308 1.415 -1.111 H20 VSA 51 VSA H21 H21 H 0 1 N N N -6.306 0.878 17.540 -7.024 3.168 -0.912 H21 VSA 52 VSA H22 H22 H 0 1 N N N -8.454 -0.291 17.872 -9.114 2.715 0.307 H22 VSA 53 VSA H23 H23 H 0 1 N N N -8.553 -2.755 17.712 -9.495 0.509 1.329 H23 VSA 54 VSA H24 H24 H 0 1 N N N -6.501 -4.039 17.240 -7.790 -1.255 1.125 H24 VSA 55 # 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 VSA CAP CBD SING N N 1 VSA CAP CAN SING N N 2 VSA C2 N3 DOUB Y N 3 VSA C2 N1 SING Y N 4 VSA N3 C4 SING Y N 5 VSA CBD NBE SING N N 6 VSA CBD CAQ SING N N 7 VSA N1 C6 DOUB Y N 8 VSA C4 NBE SING Y N 9 VSA C4 C5 DOUB Y N 10 VSA CAN CAO SING N N 11 VSA NBE CAM SING Y N 12 VSA C6 C5 SING Y N 13 VSA C6 NAA SING N N 14 VSA C5 CBA SING Y N 15 VSA CAM CBA DOUB Y N 16 VSA CAQ CAO SING N N 17 VSA CBA CAY SING N N 18 VSA CAK CAY DOUB Y N 19 VSA CAK CAI SING Y N 20 VSA CAY CAJ SING Y N 21 VSA CAI CAX DOUB Y N 22 VSA CAJ CAH DOUB Y N 23 VSA CAX CAH SING Y N 24 VSA CAX NAU SING N N 25 VSA OAB CAV DOUB N N 26 VSA CAV NAU SING N N 27 VSA CAV NAT SING N N 28 VSA NAT CAW SING N N 29 VSA CAW CAF DOUB Y N 30 VSA CAW CAG SING Y N 31 VSA CAF CAD SING Y N 32 VSA CAG CAE DOUB Y N 33 VSA CAD CAC DOUB Y N 34 VSA CAE CAC SING Y N 35 VSA CAP H1 SING N N 36 VSA CAP H2 SING N N 37 VSA CAN H3 SING N N 38 VSA CAN H4 SING N N 39 VSA CAO H5 SING N N 40 VSA CAO H6 SING N N 41 VSA CAQ H7 SING N N 42 VSA CAQ H8 SING N N 43 VSA CBD H9 SING N N 44 VSA CAM H10 SING N N 45 VSA C2 H11 SING N N 46 VSA NAA H12 SING N N 47 VSA NAA H13 SING N N 48 VSA CAK H14 SING N N 49 VSA CAI H15 SING N N 50 VSA CAJ H16 SING N N 51 VSA CAH H17 SING N N 52 VSA NAU H18 SING N N 53 VSA NAT H19 SING N N 54 VSA CAF H20 SING N N 55 VSA CAD H21 SING N N 56 VSA CAC H22 SING N N 57 VSA CAE H23 SING N N 58 VSA CAG H24 SING N N 59 # 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 VSA SMILES ACDLabs 12.01 "O=C(Nc1ccccc1)Nc5ccc(c3c2c(ncnc2n(c3)C4CCCC4)N)cc5" VSA InChI InChI 1.03 "InChI=1S/C24H24N6O/c25-22-21-20(14-30(19-8-4-5-9-19)23(21)27-15-26-22)16-10-12-18(13-11-16)29-24(31)28-17-6-2-1-3-7-17/h1-3,6-7,10-15,19H,4-5,8-9H2,(H2,25,26,27)(H2,28,29,31)" VSA InChIKey InChI 1.03 WFPSCBQARGWGBI-UHFFFAOYSA-N VSA SMILES_CANONICAL CACTVS 3.370 "Nc1ncnc2n(cc(c3ccc(NC(=O)Nc4ccccc4)cc3)c12)C5CCCC5" VSA SMILES CACTVS 3.370 "Nc1ncnc2n(cc(c3ccc(NC(=O)Nc4ccccc4)cc3)c12)C5CCCC5" VSA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)NC(=O)Nc2ccc(cc2)c3cn(c4c3c(ncn4)N)C5CCCC5" VSA SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)NC(=O)Nc2ccc(cc2)c3cn(c4c3c(ncn4)N)C5CCCC5" # 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 VSA "SYSTEMATIC NAME" ACDLabs 12.01 "1-[4-(4-amino-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl]-3-phenylurea" VSA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-[4-(4-azanyl-7-cyclopentyl-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl]-3-phenyl-urea" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site VSA "Create component" 2012-05-28 PDBJ VSA "Initial release" 2013-05-01 RCSB #