data_VVQ # _chem_comp.id VVQ _chem_comp.name "5-(2-aminopyrimidin-4-yl)-2-(5-chloro-2-methylphenyl)-1H-pyrrole-3-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H14 Cl N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-04-30 _chem_comp.pdbx_modified_date 2014-07-18 _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 327.768 _chem_comp.one_letter_code ? _chem_comp.three_letter_code VVQ _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 4D0W _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 VVQ C16 C16 C 0 1 Y N N 32.099 -9.161 3.217 -3.226 -1.887 0.544 C16 VVQ 1 VVQ C17 C17 C 0 1 Y N N 32.805 -8.184 2.511 -4.505 -2.407 0.613 C17 VVQ 2 VVQ N18 N18 N 0 1 Y N N 33.889 -8.524 1.779 -5.533 -1.650 0.259 N18 VVQ 3 VVQ C19 C19 C 0 1 Y N N 34.351 -9.853 1.777 -5.352 -0.405 -0.159 C19 VVQ 4 VVQ N21 N21 N 0 1 N N N 35.437 -10.167 1.033 -6.454 0.351 -0.520 N21 VVQ 5 VVQ N20 N20 N 0 1 Y N N 33.699 -10.801 2.505 -4.147 0.134 -0.241 N20 VVQ 6 VVQ C15 C15 C 0 1 Y N N 32.529 -10.493 3.212 -3.065 -0.569 0.099 C15 VVQ 7 VVQ C11 C11 C 0 1 Y N N 31.868 -11.499 3.850 -1.720 0.032 0.008 C11 VVQ 8 VVQ N7 N7 N 0 1 Y N N 32.346 -12.775 3.830 -0.539 -0.594 0.330 N7 VVQ 9 VVQ C10 C10 C 0 1 Y N N 30.637 -11.479 4.483 -1.445 1.296 -0.414 C10 VVQ 10 VVQ C9 C9 C 0 1 Y N N 30.356 -12.763 4.915 -0.043 1.468 -0.350 C9 VVQ 11 VVQ C12 C12 C 0 1 N N N 29.148 -13.208 5.568 0.707 2.681 -0.711 C12 VVQ 12 VVQ O13 O13 O 0 1 N N N 28.102 -12.552 5.687 1.919 2.698 -0.608 O13 VVQ 13 VVQ N14 N14 N 0 1 N N N 29.015 -14.432 5.952 0.052 3.771 -1.156 N14 VVQ 14 VVQ C8 C8 C 0 1 Y N N 31.425 -13.540 4.512 0.492 0.269 0.119 C8 VVQ 15 VVQ C1 C1 C 0 1 Y N N 31.655 -14.891 4.600 1.923 -0.015 0.343 C1 VVQ 16 VVQ C6 C6 C 0 1 Y N N 32.303 -15.488 5.701 2.575 -0.981 -0.426 C6 VVQ 17 VVQ C5 C5 C 0 1 Y N N 32.607 -16.847 5.748 3.913 -1.241 -0.211 C5 VVQ 18 VVQ CL CL CL 0 0 N N N 33.458 -17.561 7.158 4.727 -2.441 -1.166 CL VVQ 19 VVQ C4 C4 C 0 1 Y N N 32.339 -17.763 4.746 4.609 -0.546 0.765 C4 VVQ 20 VVQ C3 C3 C 0 1 Y N N 31.716 -17.179 3.641 3.968 0.411 1.530 C3 VVQ 21 VVQ C2 C2 C 0 1 Y N N 31.387 -15.807 3.560 2.632 0.685 1.322 C2 VVQ 22 VVQ C22 C22 C 0 1 N N N 30.834 -15.416 2.329 1.937 1.733 2.153 C22 VVQ 23 VVQ H16 H16 H 0 1 N N N 31.214 -8.886 3.771 -2.372 -2.482 0.831 H16 VVQ 24 VVQ H17 H17 H 0 1 N N N 32.484 -7.154 2.550 -4.665 -3.420 0.951 H17 VVQ 25 VVQ H211 H211 H 0 0 N N N 35.769 -9.348 0.565 -7.344 -0.031 -0.465 H211 VVQ 26 VVQ H212 H212 H 0 0 N N N 36.156 -10.525 1.628 -6.337 1.264 -0.827 H212 VVQ 27 VVQ H7 H7 H 0 1 N N N 33.194 -13.092 3.406 -0.455 -1.504 0.655 H7 VVQ 28 VVQ H10 H10 H 0 1 N N N 30.006 -10.613 4.616 -2.165 2.032 -0.740 H10 VVQ 29 VVQ H141 H141 H 0 0 N N N 28.134 -14.754 6.299 -0.914 3.757 -1.237 H141 VVQ 30 VVQ H142 H142 H 0 0 N N N 29.793 -15.059 5.903 0.548 4.571 -1.394 H142 VVQ 31 VVQ H6 H6 H 0 1 N N N 32.575 -14.867 6.542 2.034 -1.524 -1.187 H6 VVQ 32 VVQ H4 H4 H 0 1 N N N 32.584 -18.813 4.811 5.656 -0.753 0.929 H4 VVQ 33 VVQ H3 H3 H 0 1 N N N 31.472 -17.812 2.801 4.516 0.949 2.290 H3 VVQ 34 VVQ H221 H221 H 0 0 N N N 31.641 -15.130 1.638 1.519 1.270 3.047 H221 VVQ 35 VVQ H222 H222 H 0 0 N N N 30.265 -16.254 1.900 2.655 2.501 2.443 H222 VVQ 36 VVQ H223 H223 H 0 0 N N N 30.163 -14.558 2.484 1.136 2.187 1.570 H223 VVQ 37 # 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 VVQ C16 C17 SING Y N 1 VVQ C16 C15 DOUB Y N 2 VVQ C17 N18 DOUB Y N 3 VVQ N18 C19 SING Y N 4 VVQ C19 N21 SING N N 5 VVQ C19 N20 DOUB Y N 6 VVQ N20 C15 SING Y N 7 VVQ C15 C11 SING N N 8 VVQ C11 N7 SING Y N 9 VVQ C11 C10 DOUB Y N 10 VVQ N7 C8 SING Y N 11 VVQ C10 C9 SING Y N 12 VVQ C9 C12 SING N N 13 VVQ C9 C8 DOUB Y N 14 VVQ C12 O13 DOUB N N 15 VVQ C12 N14 SING N N 16 VVQ C8 C1 SING N N 17 VVQ C1 C6 SING Y N 18 VVQ C1 C2 DOUB Y N 19 VVQ C6 C5 DOUB Y N 20 VVQ C5 CL SING N N 21 VVQ C5 C4 SING Y N 22 VVQ C4 C3 DOUB Y N 23 VVQ C3 C2 SING Y N 24 VVQ C2 C22 SING N N 25 VVQ C16 H16 SING N N 26 VVQ C17 H17 SING N N 27 VVQ N21 H211 SING N N 28 VVQ N21 H212 SING N N 29 VVQ N7 H7 SING N N 30 VVQ C10 H10 SING N N 31 VVQ N14 H141 SING N N 32 VVQ N14 H142 SING N N 33 VVQ C6 H6 SING N N 34 VVQ C4 H4 SING N N 35 VVQ C3 H3 SING N N 36 VVQ C22 H221 SING N N 37 VVQ C22 H222 SING N N 38 VVQ C22 H223 SING N N 39 # 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 VVQ SMILES ACDLabs 12.01 "Clc3ccc(c(c2c(cc(c1nc(ncc1)N)n2)C(=O)N)c3)C" VVQ InChI InChI 1.03 "InChI=1S/C16H14ClN5O/c1-8-2-3-9(17)6-10(8)14-11(15(18)23)7-13(21-14)12-4-5-20-16(19)22-12/h2-7,21H,1H3,(H2,18,23)(H2,19,20,22)" VVQ InChIKey InChI 1.03 DQDASFFHMDSYAZ-UHFFFAOYSA-N VVQ SMILES_CANONICAL CACTVS 3.385 "Cc1ccc(Cl)cc1c2[nH]c(cc2C(N)=O)c3ccnc(N)n3" VVQ SMILES CACTVS 3.385 "Cc1ccc(Cl)cc1c2[nH]c(cc2C(N)=O)c3ccnc(N)n3" VVQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1ccc(cc1c2c(cc([nH]2)c3ccnc(n3)N)C(=O)N)Cl" VVQ SMILES "OpenEye OEToolkits" 1.7.6 "Cc1ccc(cc1c2c(cc([nH]2)c3ccnc(n3)N)C(=O)N)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 VVQ "SYSTEMATIC NAME" ACDLabs 12.01 "5-(2-aminopyrimidin-4-yl)-2-(5-chloro-2-methylphenyl)-1H-pyrrole-3-carboxamide" VVQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-(2-azanylpyrimidin-4-yl)-2-(5-chloranyl-2-methyl-phenyl)-1H-pyrrole-3-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 VVQ "Create component" 2014-04-30 EBI VVQ "Initial release" 2014-07-23 RCSB #