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Z19316089

ID 1869

DB demoThis detail page is pinned to the current database context.
Back to results Open docking pose (1)
2D structure

SMILES: Cc1ccc(NC(=O)CSc2ncnc3ccccc23)cc1S(=O)(=O)N1CCCCCC1

Formula: C23H26N4O3S2 | MW: 470.6200000000004

LogP: 4.233720000000004 | TPSA: 92.26

HBA/HBD: 6/1 | RotB: 6

InChIKey: BTCGXZHPIJJNKU-UHFFFAOYSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern H-bond acceptor N Clear highlight

Bio motif

ATP mimic pyrimidine Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere H-bond acceptor N ×3 H-bond acceptor O ×3 H-bond donor Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Sulfonamide Sulfide

Ring system

Benzene ×2 Pyrimidine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.746492-
DOCK_BASE_INTER_RANK-0.975721-
DOCK_BASE_INTER_RANK-1.084130-
DOCK_BASE_INTER_RANK-0.939512-
DOCK_BASE_INTER_RANK-0.697722-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CONTACT_COUNT9.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_EXPERIMENTT04-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENT_ID4-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID18-
DOCK_FINAL_RANK1.966318-
DOCK_FINAL_RANK1.094824-
DOCK_FINAL_RANK0.966659-
DOCK_FINAL_RANK1.617931-
DOCK_FINAL_RANK2.233129-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU2171-
DOCK_IFP::A:GLY131-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LYS131-
DOCK_IFP::A:LYS2201-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:MET1691-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:SER1091-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2111-
DOCK_IFP::A:VAL531-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE551-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:SER441-
DOCK_IFP::B:SER861-
DOCK_IFP::B:THR1801-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL491-
DOCK_IFP::B:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.661574-
DOCK_MAX_CLASH_OVERLAP0.661624-
DOCK_MAX_CLASH_OVERLAP0.661608-
DOCK_MAX_CLASH_OVERLAP0.661540-
DOCK_MAX_CLASH_OVERLAP0.661618-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.928224-
DOCK_PRE_RANK1.026402-
DOCK_PRE_RANK0.901881-
DOCK_PRE_RANK1.566703-
DOCK_PRE_RANK2.195418-
DOCK_PRIMARY_POSE_ID2665-
DOCK_PRIMARY_POSE_ID4698-
DOCK_PRIMARY_POSE_ID5361-
DOCK_PRIMARY_POSE_ID6035-
DOCK_PRIMARY_POSE_ID12164-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t04-
DOCK_REPORT_IDselection_import_t07-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t18-
DOCK_RESIDUE_CONTACTSA:ARG17;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:NDP302;A:PHE113;A:TYR191;A:TYR194-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:GLU217;A:LEU209;A:LYS220;A:MET169;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:TRP221;A:TYR174-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:LYS13;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER207;A:TRP221;A:TYR174;A:VAL206;A:VAL211-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE45;B:MET53;B:PHE55;B:PHE56;B:PRO88;B:SER44;B:SER86;B:THR180;B:TRP47;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL49;B:VAL87-
DOCK_RESIDUE_CONTACTSA:CYS52;A:GLU18;A:GLY13;A:GLY49;A:ILE339;A:LEU17;A:MET113;A:SER109;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53-
DOCK_SCAFFOLDO=C(CSc1ncnc2ccccc12)Nc1cccc(S(=O)(=O)N2CCCCCC2)c1-
DOCK_SCAFFOLDO=C(CSc1ncnc2ccccc12)Nc1cccc(S(=O)(=O)N2CCCCCC2)c1-
DOCK_SCAFFOLDO=C(CSc1ncnc2ccccc12)Nc1cccc(S(=O)(=O)N2CCCCCC2)c1-
DOCK_SCAFFOLDO=C(CSc1ncnc2ccccc12)Nc1cccc(S(=O)(=O)N2CCCCCC2)c1-
DOCK_SCAFFOLDO=C(CSc1ncnc2ccccc12)Nc1cccc(S(=O)(=O)N2CCCCCC2)c1-
DOCK_SCORE-21.460100-
DOCK_SCORE-25.683000-
DOCK_SCORE-30.496100-
DOCK_SCORE-26.772200-
DOCK_SCORE-18.732500-
DOCK_SCORE_INTER-23.887800-
DOCK_SCORE_INTER-31.223100-
DOCK_SCORE_INTER-34.692200-
DOCK_SCORE_INTER-30.064400-
DOCK_SCORE_INTER-22.327100-
DOCK_SCORE_INTER_KCAL-5.705505-
DOCK_SCORE_INTER_KCAL-7.457513-
DOCK_SCORE_INTER_KCAL-8.286093-
DOCK_SCORE_INTER_KCAL-7.180762-
DOCK_SCORE_INTER_KCAL-5.332739-
DOCK_SCORE_INTER_NORM-0.746492-
DOCK_SCORE_INTER_NORM-0.975721-
DOCK_SCORE_INTER_NORM-1.084130-
DOCK_SCORE_INTER_NORM-0.939512-
DOCK_SCORE_INTER_NORM-0.697722-
DOCK_SCORE_INTRA2.427650-
DOCK_SCORE_INTRA5.540040-
DOCK_SCORE_INTRA4.193350-
DOCK_SCORE_INTRA3.292150-
DOCK_SCORE_INTRA3.594610-
DOCK_SCORE_INTRA_KCAL0.579834-
DOCK_SCORE_INTRA_KCAL1.323216-
DOCK_SCORE_INTRA_KCAL1.001565-
DOCK_SCORE_INTRA_KCAL0.786317-
DOCK_SCORE_INTRA_KCAL0.858558-
DOCK_SCORE_INTRA_NORM0.075864-
DOCK_SCORE_INTRA_NORM0.173126-
DOCK_SCORE_INTRA_NORM0.131042-
DOCK_SCORE_INTRA_NORM0.102880-
DOCK_SCORE_INTRA_NORM0.112332-
DOCK_SCORE_KCAL-5.125659-
DOCK_SCORE_KCAL-6.134282-
DOCK_SCORE_KCAL-7.283872-
DOCK_SCORE_KCAL-6.394433-
DOCK_SCORE_KCAL-4.474183-
DOCK_SCORE_NORM-0.670628-
DOCK_SCORE_NORM-0.802595-
DOCK_SCORE_NORM-0.953002-
DOCK_SCORE_NORM-0.836632-
DOCK_SCORE_NORM-0.585390-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.002841-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000089-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET04_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC23H26N4O3S2-
DOCK_SOURCE_FORMULAC23H26N4O3S2-
DOCK_SOURCE_FORMULAC23H26N4O3S2-
DOCK_SOURCE_FORMULAC23H26N4O3S2-
DOCK_SOURCE_FORMULAC23H26N4O3S2-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_LOGP4.233720-
DOCK_SOURCE_LOGP4.233720-
DOCK_SOURCE_LOGP4.233720-
DOCK_SOURCE_LOGP4.233720-
DOCK_SOURCE_LOGP4.233720-
DOCK_SOURCE_MW470.620000-
DOCK_SOURCE_MW470.620000-
DOCK_SOURCE_MW470.620000-
DOCK_SOURCE_MW470.620000-
DOCK_SOURCE_MW470.620000-
DOCK_SOURCE_NAMEZ19316089-
DOCK_SOURCE_NAMEZ19316089-
DOCK_SOURCE_NAMEZ19316089-
DOCK_SOURCE_NAMEZ19316089-
DOCK_SOURCE_NAMEZ19316089-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA92.260000-
DOCK_SOURCE_TPSA92.260000-
DOCK_SOURCE_TPSA92.260000-
DOCK_SOURCE_TPSA92.260000-
DOCK_SOURCE_TPSA92.260000-
DOCK_STRAIN_DELTA28.507988-
DOCK_STRAIN_DELTA43.156141-
DOCK_STRAIN_DELTA41.582712-
DOCK_STRAIN_DELTA35.372806-
DOCK_STRAIN_DELTA28.289295-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT04-
DOCK_TARGETT07-
DOCK_TARGETT08-
DOCK_TARGETT09-
DOCK_TARGETT18-
EXACT_MASS470.14463269199996Da
FORMULAC23H26N4O3S2-
HBA6-
HBD1-
LOGP4.233720000000004-
MOL_WEIGHT470.6200000000004g/mol
QED_SCORE0.4280583135616861-
ROTATABLE_BONDS6-
TPSA92.26A^2

Docking across targets

This compound is global in the current database. Below you can review all docking experiments and targets that contain imported poses for it, which is the basis for reverse docking analysis.

Open primary docking pose Docking experiments Reverse docking explorer Protein structures Docking IFP projection
TargetExperimentReportPosesBest rankBest scoreNative overlapNative recallRMSD
T04 T04 selection_import_t04 1 1.9663175955485106 -21.4601 - - - Best pose
T04 — T04 1 poses · report selection_import_t04
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
632 1.9663175955485106 -0.746492 -21.4601 1 9 - - - - - - no geometry warning; 12 clashes; 1 protein clash; moderate strain Δ 28.5 Open pose
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Drug Similarity

Shared structural fragments with approved drugs — based on faircheckmol profile fingerprint.
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Structural Profile Fingerprint

Named-bit fingerprint from curated SMARTS patterns. Each bit = one chemical pattern.

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ADMET Profile

Computed from structure using RDKit. Indicative only — not a substitute for experimental data.

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3D Conformer

ETKDGv3 conformer generation with UFF minimisation. Rendered with 3Dmol.js.

Open receptor–ligand complex
This docking hit has a stored pose-level complex analysis page with clickable hydrogen bonds, π–π contacts, hydrophobic contacts, and clash inspection.
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