FAIRMol

Z56261632

ID 297

DB SELECTIONThis detail page is pinned to the current database context.
Back to results Open docking pose (5)
2D structure

SMILES: NS(=O)(=O)c1ccc(CCNC(=O)Nc2ccc(Cl)c(Cl)c2)cc1

Formula: C15H15Cl2N3O3S | MW: 388.27600000000007

LogP: 3.005000000000001 | TPSA: 101.28999999999999

HBA/HBD: 3/3 | RotB: 5

InChIKey: LSESMKFQZCLEEO-UHFFFAOYSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Secondary amine Clear highlight

Bio motif

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

Functional group

Carbonyl Amide ×2 Secondary amine ×2 Sulfonamide Chlorine ×2 Urea

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.255100-
DOCK_BASE_INTER_RANK-1.079040-
DOCK_BASE_INTER_RANK-0.978615-
DOCK_BASE_INTER_RANK-0.868531-
DOCK_BASE_INTER_RANK-1.502620-
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_COUNT8.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT22.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID18-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK1.896498-
DOCK_FINAL_RANK1.227031-
DOCK_FINAL_RANK1.396057-
DOCK_FINAL_RANK2.109812-
DOCK_FINAL_RANK3.176394-
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:ALA101-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:FAD5011-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLN561-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU211-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY131-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:GLY501-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU391-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PRO521-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:PRO911-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER1571-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:SER601-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR571-
DOCK_IFP::A:THR571-
DOCK_IFP::A:THR691-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1661-
DOCK_IFP::A:TYR341-
DOCK_IFP::A:TYR341-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IFP::A:VAL531-
DOCK_IFP::A:VAL91-
DOCK_IFP::A:VAL91-
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_OVERLAP0.616125-
DOCK_MAX_CLASH_OVERLAP0.633798-
DOCK_MAX_CLASH_OVERLAP0.616242-
DOCK_MAX_CLASH_OVERLAP0.616076-
DOCK_MAX_CLASH_OVERLAP0.616224-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.879051-
DOCK_PRE_RANK1.195341-
DOCK_PRE_RANK1.377370-
DOCK_PRE_RANK2.092295-
DOCK_PRE_RANK3.162379-
DOCK_PRIMARY_POSE_ID529-
DOCK_PRIMARY_POSE_ID1198-
DOCK_PRIMARY_POSE_ID3852-
DOCK_PRIMARY_POSE_ID12030-
DOCK_PRIMARY_POSE_ID14721-
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_t01-
DOCK_REPORT_IDselection_import_t02-
DOCK_REPORT_IDselection_import_t06-
DOCK_REPORT_IDselection_import_t18-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:NAP201;A:PHE32;A:PHE35;A:PRO62;A:SER60;A:THR137;A:THR57;A:TYR122;A:TYR34;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO62;A:SER60;A:THR137;A:THR57;A:TYR122;A:TYR34;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG59;A:GLN56;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO52;A:PRO91;A:TYR166;A:VAL32;A:VAL33-
DOCK_RESIDUE_CONTACTSA:CYS52;A:FAD501;A:GLU18;A:GLY13;A:GLY49;A:GLY50;A:ILE339;A:LEU17;A:MET113;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53-
DOCK_RESIDUE_CONTACTSA:ALA24;A:ALA40;A:ASN41;A:ASP129;A:GLN42;A:GLU21;A:GLU73;A:GLY23;A:GLY25;A:GLY71;A:LEU130;A:LEU39;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER157;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69-
DOCK_SCAFFOLDO=C(NCCc1ccccc1)Nc1ccccc1-
DOCK_SCAFFOLDO=C(NCCc1ccccc1)Nc1ccccc1-
DOCK_SCAFFOLDO=C(NCCc1ccccc1)Nc1ccccc1-
DOCK_SCAFFOLDO=C(NCCc1ccccc1)Nc1ccccc1-
DOCK_SCAFFOLDO=C(NCCc1ccccc1)Nc1ccccc1-
DOCK_SCORE-26.806000-
DOCK_SCORE-22.347900-
DOCK_SCORE-19.837800-
DOCK_SCORE-17.856900-
DOCK_SCORE-35.084500-
DOCK_SCORE_INTER-30.122400-
DOCK_SCORE_INTER-25.896900-
DOCK_SCORE_INTER-23.486800-
DOCK_SCORE_INTER-20.844800-
DOCK_SCORE_INTER-36.062900-
DOCK_SCORE_INTER_KCAL-7.194615-
DOCK_SCORE_INTER_KCAL-6.185371-
DOCK_SCORE_INTER_KCAL-5.609728-
DOCK_SCORE_INTER_KCAL-4.978697-
DOCK_SCORE_INTER_KCAL-8.613479-
DOCK_SCORE_INTER_NORM-1.255100-
DOCK_SCORE_INTER_NORM-1.079040-
DOCK_SCORE_INTER_NORM-0.978615-
DOCK_SCORE_INTER_NORM-0.868531-
DOCK_SCORE_INTER_NORM-1.502620-
DOCK_SCORE_INTRA3.316310-
DOCK_SCORE_INTRA3.549030-
DOCK_SCORE_INTRA1.118670-
DOCK_SCORE_INTRA2.987890-
DOCK_SCORE_INTRA0.978453-
DOCK_SCORE_INTRA_KCAL0.792087-
DOCK_SCORE_INTRA_KCAL0.847672-
DOCK_SCORE_INTRA_KCAL0.267190-
DOCK_SCORE_INTRA_KCAL0.713646-
DOCK_SCORE_INTRA_KCAL0.233700-
DOCK_SCORE_INTRA_NORM0.138180-
DOCK_SCORE_INTRA_NORM0.147876-
DOCK_SCORE_INTRA_NORM0.046611-
DOCK_SCORE_INTRA_NORM0.124495-
DOCK_SCORE_INTRA_NORM0.040769-
DOCK_SCORE_KCAL-6.402506-
DOCK_SCORE_KCAL-5.337707-
DOCK_SCORE_KCAL-4.738179-
DOCK_SCORE_KCAL-4.265049-
DOCK_SCORE_KCAL-8.379792-
DOCK_SCORE_NORM-1.116920-
DOCK_SCORE_NORM-0.931161-
DOCK_SCORE_NORM-0.826574-
DOCK_SCORE_NORM-0.744036-
DOCK_SCORE_NORM-1.461850-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR2.530320-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.105430-
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_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET18_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC15H15Cl2N3O3S-
DOCK_SOURCE_FORMULAC15H15Cl2N3O3S-
DOCK_SOURCE_FORMULAC15H15Cl2N3O3S-
DOCK_SOURCE_FORMULAC15H15Cl2N3O3S-
DOCK_SOURCE_FORMULAC15H15Cl2N3O3S-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_LOGP3.005000-
DOCK_SOURCE_LOGP3.005000-
DOCK_SOURCE_LOGP3.005000-
DOCK_SOURCE_LOGP3.005000-
DOCK_SOURCE_LOGP3.005000-
DOCK_SOURCE_MW388.276000-
DOCK_SOURCE_MW388.276000-
DOCK_SOURCE_MW388.276000-
DOCK_SOURCE_MW388.276000-
DOCK_SOURCE_MW388.276000-
DOCK_SOURCE_NAMEZ56261632-
DOCK_SOURCE_NAMEZ56261632-
DOCK_SOURCE_NAMEZ56261632-
DOCK_SOURCE_NAMEZ56261632-
DOCK_SOURCE_NAMEZ56261632-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_TPSA101.290000-
DOCK_SOURCE_TPSA101.290000-
DOCK_SOURCE_TPSA101.290000-
DOCK_SOURCE_TPSA101.290000-
DOCK_SOURCE_TPSA101.290000-
DOCK_STRAIN_DELTA13.548873-
DOCK_STRAIN_DELTA24.649372-
DOCK_STRAIN_DELTA14.742617-
DOCK_STRAIN_DELTA13.617820-
DOCK_STRAIN_DELTA9.842092-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT01-
DOCK_TARGETT02-
DOCK_TARGETT06-
DOCK_TARGETT18-
DOCK_TARGETT22-
EXACT_MASS387.02111770000005Da
FORMULAC15H15Cl2N3O3S-
HBA3-
HBD3-
LOGP3.005000000000001-
MOL_WEIGHT388.27600000000007g/mol
QED_SCORE0.7339569913532855-
ROTATABLE_BONDS5-
TPSA101.28999999999999A^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
T02 T02 selection_import_t02 1
native pose available
 1.2270308809147576 -22.3479 18 0.86 - Best pose
T06 T06 selection_import_t06 1
native pose available
 1.3960566685464946 -19.8378 13 0.62 - Best pose
T01 T01 selection_import_t01 1
native pose available
 1.8964983291467667 -26.806 17 0.81 - Best pose
T18 T18 selection_import_t18 1
native pose available
 2.109812166352889 -17.8569 7 0.54 - Best pose
T22 T22 selection_import_t22 1
native pose available
 3.176394285752612 -35.0845 19 0.90 - Best pose
T02 — T02 1 poses · report selection_import_t02
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
520 1.2270308809147576 -1.07904 -22.3479 6 19 18 0.86 0.20 0.20 0.20 - no geometry warning; 10 clashes; 7 protein contact clashes; 2 cofactor-context clashes; moderate strain Δ 24.6 Open pose
T06 — T06 1 poses · report selection_import_t06
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
466 1.3960566685464946 -0.978615 -19.8378 4 16 13 0.62 0.00 0.00 0.00 - no geometry warning; 6 clashes; 10 protein contact clashes; 1 severe cofactor-context clash Open pose
T01 — T01 1 poses · report selection_import_t01
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
529 1.8964983291467667 -1.2551 -26.806 5 18 17 0.81 0.20 0.20 0.20 - no geometry warning; 8 clashes; 1 protein clash; 1 cofactor-context clash Open pose
T18 — T18 1 poses · report selection_import_t18
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
509 2.109812166352889 -0.868531 -17.8569 6 14 7 0.54 - - - - no geometry warning; 6 clashes; 1 protein clash Open pose
T22 — T22 1 poses · report selection_import_t22
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
483 3.176394285752612 -1.50262 -35.0845 13 22 19 0.90 0.47 0.45 0.55 - no geometry warning; 6 clashes; 2 protein clashes 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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