FAIRMol

Z54323248

ID 1671

DB SELECTIONThis detail page is pinned to the current database context.
Back to results Open docking pose (3)
2D structure

SMILES: O=C(N/N=C/c1ccc([N+](=O)O)o1)c1ccc(NS(=O)(=O)c2cccs2)cc1

Formula: C16H13N4O6S2+ | MW: 421.4360000000001

LogP: 2.705400000000001 | TPSA: 141.07999999999998

HBA/HBD: 7/3 | RotB: 7

InChIKey: SSTIAUZTMMXVNW-LICLKQGHSA-O

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere H-bond acceptor N H-bond acceptor O ×5 H-bond donor ×3 Gatekeeper aromatic Metal chelator

Functional group

Carbonyl Amide Sulfonamide Imine

Ring system

Benzene Furan Thiophene

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.858102-
DOCK_BASE_INTER_RANK-1.135410-
DOCK_BASE_INTER_RANK-1.080770-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_EXPERIMENTT04-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID4-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK0.480415-
DOCK_FINAL_RANK0.778255-
DOCK_FINAL_RANK3.276426-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ALA701-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP681-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU391-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS131-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET2331-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR691-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2111-
DOCK_IFP::A:VAL2371-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.614945-
DOCK_MAX_CLASH_OVERLAP0.667098-
DOCK_MAX_CLASH_OVERLAP0.607040-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.358732-
DOCK_PRE_RANK0.661888-
DOCK_PRE_RANK3.126902-
DOCK_PRIMARY_POSE_ID2652-
DOCK_PRIMARY_POSE_ID5343-
DOCK_PRIMARY_POSE_ID14877-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t04-
DOCK_REPORT_IDselection_import_t08-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ARG17;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET233;A:NDP302;A:PHE113;A:SER111;A:TYR194;A:VAL237;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:LYS13;A:MET163;A:NAP301;A:PHE97;A:PRO210;A:TRP221;A:TYR174;A:VAL206;A:VAL211-
DOCK_RESIDUE_CONTACTSA:ALA24;A:ALA40;A:ALA70;A:ASN41;A:ASP68;A:GLU73;A:GLY23;A:GLY25;A:GLY71;A:LEU39;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69-
DOCK_SCAFFOLDO=C(NN=Cc1ccco1)c1ccc(NS(=O)(=O)c2cccs2)cc1-
DOCK_SCAFFOLDO=C(NN=Cc1ccco1)c1ccc(NS(=O)(=O)c2cccs2)cc1-
DOCK_SCAFFOLDO=S(=O)(N=C1C=CC(=CNN=Cc2ccco2)C=C1)c1cccs1-
DOCK_SCORE-22.050900-
DOCK_SCORE-27.569900-
DOCK_SCORE-27.340400-
DOCK_SCORE_INTER-24.026900-
DOCK_SCORE_INTER-31.791400-
DOCK_SCORE_INTER-30.261500-
DOCK_SCORE_INTER_KCAL-5.738729-
DOCK_SCORE_INTER_KCAL-7.593249-
DOCK_SCORE_INTER_KCAL-7.227838-
DOCK_SCORE_INTER_NORM-0.858102-
DOCK_SCORE_INTER_NORM-1.135410-
DOCK_SCORE_INTER_NORM-1.080770-
DOCK_SCORE_INTRA1.975990-
DOCK_SCORE_INTRA3.618900-
DOCK_SCORE_INTRA2.921170-
DOCK_SCORE_INTRA_KCAL0.471957-
DOCK_SCORE_INTRA_KCAL0.864360-
DOCK_SCORE_INTRA_KCAL0.697710-
DOCK_SCORE_INTRA_NORM0.070571-
DOCK_SCORE_INTRA_NORM0.129246-
DOCK_SCORE_INTRA_NORM0.104328-
DOCK_SCORE_KCAL-5.266769-
DOCK_SCORE_KCAL-6.584960-
DOCK_SCORE_KCAL-6.530145-
DOCK_SCORE_NORM-0.787531-
DOCK_SCORE_NORM-0.984639-
DOCK_SCORE_NORM-0.976442-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.602571-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.021520-
DOCK_SCORE_RESTR_NORM0.000000-
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_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
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_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC16H13N4O6S2+-
DOCK_SOURCE_FORMULAC16H13N4O6S2+-
DOCK_SOURCE_FORMULAC16H13N4O6S2+-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_LOGP2.705400-
DOCK_SOURCE_LOGP2.705400-
DOCK_SOURCE_LOGP2.789700-
DOCK_SOURCE_MW421.436000-
DOCK_SOURCE_MW421.436000-
DOCK_SOURCE_MW421.436000-
DOCK_SOURCE_NAMEZ54323248-
DOCK_SOURCE_NAMEZ54323248-
DOCK_SOURCE_NAMEZ54323248-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA141.080000-
DOCK_SOURCE_TPSA141.080000-
DOCK_SOURCE_TPSA144.570000-
DOCK_STRAIN_DELTA63.904053-
DOCK_STRAIN_DELTA61.943535-
DOCK_STRAIN_DELTA73.996178-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT04-
DOCK_TARGETT08-
DOCK_TARGETT22-
EXACT_MASS421.02710255609Da
FORMULAC16H13N4O6S2+-
HBA7-
HBD3-
LOGP2.705400000000001-
MOL_WEIGHT421.4360000000001g/mol
QED_SCORE0.395583286718818-
ROTATABLE_BONDS7-
TPSA141.07999999999998A^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
native pose available
 0.48041461483005266 -22.0509 11 0.58 - Best pose
T08 T08 selection_import_t08 1
native pose available
 0.7782551913172737 -27.5699 12 0.63 - Best pose
T22 T22 selection_import_t22 1
native pose available
 3.2764256629868695 -27.3404 14 0.67 - 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
619 0.48041461483005266 -0.858102 -22.0509 5 12 11 0.58 0.33 0.40 0.40 - no geometry warning; 7 clashes; 2 protein contact clashes; 2 cofactor-context clashes; high strain Δ 63.9 Open pose
T08 — T08 1 poses · report selection_import_t08
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
602 0.7782551913172737 -1.13541 -27.5699 14 15 12 0.63 0.83 0.80 0.80 - no geometry warning; 10 clashes; 4 protein contact clashes; 2 cofactor-context clashes; high strain Δ 61.9 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
639 3.2764256629868695 -1.08077 -27.3404 8 19 14 0.67 0.40 0.45 0.45 - no geometry warning; 7 clashes; 2 protein clashes; high strain Δ 74.0 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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