FAIRMol

Z68348244

ID 2431

DB fairmolThis detail page is pinned to the current database context.
Back to results Open docking pose (4)
2D structure

SMILES: C[C@@H](NS(=O)(=O)c1ccc(Cl)c(Cl)c1)C(=O)NNC(=O)c1ccccc1O

Formula: C16H15Cl2N3O5S | MW: 432.2850000000002

LogP: 1.8269999999999995 | TPSA: 124.6

HBA/HBD: 5/4 | RotB: 5

InChIKey: KDRWZVFXWWPQDY-SECBINFHSA-N

Recognized patterns

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

Bio motif

Peptide backbone Hinge binder (C=O-NH) ×2 Hinge binder (NH-C=O) ×2 Sulfonamide bioisostere H-bond acceptor O ×4 H-bond donor ×4 Gatekeeper aromatic ×2 Metal chelator ×2 Retro-amide

Functional group

Carbonyl ×2 Amide ×2 Phenol Sulfonamide Chlorine ×2 Hydrazine

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.818320-
DOCK_BASE_INTER_RANK-1.174210-
DOCK_BASE_INTER_RANK-0.928176-
DOCK_BASE_INTER_RANK-1.032760-
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_COUNT9.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENT_ID18-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID12-
DOCK_FINAL_RANK0.715554-
DOCK_FINAL_RANK3.018326-
DOCK_FINAL_RANK3.559918-
DOCK_FINAL_RANK4.491625-
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_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ARG1001-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN3271-
DOCK_IFP::A:ASP3321-
DOCK_IFP::A:CYS3281-
DOCK_IFP::A:CYS521-
DOCK_IFP::A:GLN561-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLY131-
DOCK_IFP::A:GLY151-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:GLY3931-
DOCK_IFP::A:GLY491-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:HIS3331-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE3391-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:LEU171-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE2381-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PRO2751-
DOCK_IFP::A:PRO911-
DOCK_IFP::A:SER141-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER891-
DOCK_IFP::A:THR3351-
DOCK_IFP::A:THR861-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR1661-
DOCK_IFP::A:TYR2781-
DOCK_IFP::A:TYR3311-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:TYR971-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IFP::A:VAL3921-
DOCK_IFP::A:VAL531-
DOCK_IFP::B:ARG1161-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY751-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:ILE761-
DOCK_IFP::B:SER741-
DOCK_IFP::B:TYR491-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.616684-
DOCK_MAX_CLASH_OVERLAP0.616653-
DOCK_MAX_CLASH_OVERLAP0.616725-
DOCK_MAX_CLASH_OVERLAP0.616642-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.953556-
DOCK_PRE_RANK4.414781-
DOCK_PRE_RANK3.435291-
DOCK_PRE_RANK0.577034-
DOCK_PRIMARY_POSE_ID7929-
DOCK_PRIMARY_POSE_ID3863-
DOCK_PRIMARY_POSE_ID12046-
DOCK_PRIMARY_POSE_ID8621-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t06-
DOCK_REPORT_IDselection_import_t18-
DOCK_REPORT_IDselection_import_t13-
DOCK_REPORT_IDselection_import_t12-
DOCK_RESIDUE_CONTACTSA:ALA67;A:ARG277;A:ASN327;A:ASP332;A:CYS328;A:GLU274;A:GLY199;A:GLY236;A:GLY237;A:GLY276;A:GLY393;A:HIS197;A:HIS333;A:LYS69;A:PHE238;A:PRO275;A:SER200;A:TYR278;A:TYR331;A:TYR389;A:VAL392-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG116;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSA:CYS52;A:GLU18;A:GLY13;A:GLY15;A:GLY49;A:ILE339;A:LEU17;A:MET113;A:SER14;A:THR335;A:TRP21;A:TYR110;A:VAL53-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG100;A:ARG59;A:GLN56;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:SER89;A:THR86;A:TYR166;A:VAL32;A:VAL33-
DOCK_SCAFFOLDO=C(CNS(=O)(=O)c1ccccc1)NNC(=O)c1ccccc1-
DOCK_SCAFFOLDO=C(CNS(=O)(=O)c1ccccc1)NNC(=O)c1ccccc1-
DOCK_SCAFFOLDO=C(CNS(=O)(=O)c1ccccc1)NNC(=O)c1ccccc1-
DOCK_SCAFFOLDO=C(CNS(=O)(=O)c1ccccc1)NNC(=O)c1ccccc1-
DOCK_SCORE-31.245400-
DOCK_SCORE-19.512800-
DOCK_SCORE-25.259400-
DOCK_SCORE-16.984000-
DOCK_SCORE_INTER-27.884500-
DOCK_SCORE_INTER-22.094600-
DOCK_SCORE_INTER-31.703600-
DOCK_SCORE_INTER-25.060700-
DOCK_SCORE_INTER_KCAL-7.572278-
DOCK_SCORE_INTER_KCAL-6.660101-
DOCK_SCORE_INTER_KCAL-5.277207-
DOCK_SCORE_INTER_KCAL-5.985648-
DOCK_SCORE_INTER_NORM-0.818320-
DOCK_SCORE_INTER_NORM-0.928176-
DOCK_SCORE_INTER_NORM-1.032760-
DOCK_SCORE_INTER_NORM-1.174210-
DOCK_SCORE_INTRA2.625080-
DOCK_SCORE_INTRA7.587830-
DOCK_SCORE_INTRA0.458198-
DOCK_SCORE_INTRA2.581830-
DOCK_SCORE_INTRA_KCAL0.626990-
DOCK_SCORE_INTRA_KCAL0.616660-
DOCK_SCORE_INTRA_KCAL0.109439-
DOCK_SCORE_INTRA_KCAL1.812323-
DOCK_SCORE_INTRA_NORM0.281031-
DOCK_SCORE_INTRA_NORM0.016970-
DOCK_SCORE_INTRA_NORM0.097225-
DOCK_SCORE_INTRA_NORM0.095623-
DOCK_SCORE_KCAL-4.660554-
DOCK_SCORE_KCAL-6.033107-
DOCK_SCORE_KCAL-4.056560-
DOCK_SCORE_KCAL-7.462839-
DOCK_SCORE_NORM-0.935534-
DOCK_SCORE_NORM-0.722697-
DOCK_SCORE_NORM-0.629037-
DOCK_SCORE_NORM-1.157240-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.488919-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.018108-
DOCK_SCORE_RESTR_NORM0.000000-
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_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_SOURCE_FILET13_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_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC16H15Cl2N3O5S-
DOCK_SOURCE_FORMULAC16H15Cl2N3O5S-
DOCK_SOURCE_FORMULAC16H15Cl2N3O5S-
DOCK_SOURCE_FORMULAC16H15Cl2N3O5S-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_LOGP1.827000-
DOCK_SOURCE_LOGP1.827000-
DOCK_SOURCE_LOGP1.827000-
DOCK_SOURCE_LOGP1.827000-
DOCK_SOURCE_MW432.285000-
DOCK_SOURCE_MW432.285000-
DOCK_SOURCE_MW432.285000-
DOCK_SOURCE_MW432.285000-
DOCK_SOURCE_NAMEZ68348244-
DOCK_SOURCE_NAMEZ68348244-
DOCK_SOURCE_NAMEZ68348244-
DOCK_SOURCE_NAMEZ68348244-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_TPSA124.600000-
DOCK_SOURCE_TPSA124.600000-
DOCK_SOURCE_TPSA124.600000-
DOCK_SOURCE_TPSA124.600000-
DOCK_STRAIN_DELTA70.036346-
DOCK_STRAIN_DELTA64.984537-
DOCK_STRAIN_DELTA41.579616-
DOCK_STRAIN_DELTA46.678340-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT13-
DOCK_TARGETT12-
DOCK_TARGETT06-
DOCK_TARGETT18-
EXACT_MASS431.01094694Da
FORMULAC16H15Cl2N3O5S-
HBA5-
HBD4-
LOGP1.8269999999999995-
MOL_WEIGHT432.2850000000002g/mol
QED_SCORE0.5369483825411834-
ROTATABLE_BONDS5-
TPSA124.6A^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
T06 T06 selection_import_t06 1
native pose available
 0.7155541036721699 -16.984 15 0.71 - Best pose
T13 T13 selection_import_t13 1
native pose available
 3.018325912781318 -25.2594 15 0.79 - Best pose
T18 T18 selection_import_t18 1
native pose available
 3.5599182069924513 -19.5128 7 0.54 - Best pose
T12 T12 selection_import_t12 1
native pose available
 4.4916247339812205 -31.2454 16 1.00 - Best 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
477 0.7155541036721699 -0.928176 -16.984 3 18 15 0.71 0.00 0.00 0.00 - no geometry warning; 6 clashes; 5 protein contact clashes; high strain Δ 70.0 Open pose
T13 — T13 1 poses · report selection_import_t13
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
491 3.018325912781318 -1.03276 -25.2594 9 21 15 0.79 0.56 0.57 0.57 - no geometry warning; 8 clashes; 2 protein clashes; high strain Δ 41.6 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
525 3.5599182069924513 -0.81832 -19.5128 8 13 7 0.54 - - - - no geometry warning; 12 clashes; 2 protein clashes; high strain Δ 65.0 Open pose
T12 — T12 1 poses · report selection_import_t12
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
477 4.4916247339812205 -1.17421 -31.2454 10 19 16 1.00 0.58 0.50 0.70 - no geometry warning; 9 clashes; 3 protein clashes; high strain Δ 46.7 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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