FAIRMol

Z31703705

ID 4085

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

SMILES: O=S(=O)(N=C1C=CC(=C(O)Nc2ccc3ccccc3c2)C=C1)c1ccc(Br)s1

Formula: C21H15BrN2O3S2 | MW: 487.4000000000001

LogP: 5.801200000000004 | TPSA: 78.75999999999999

HBA/HBD: 5/2 | RotB: 4

InChIKey: LSYBFBYPNLTJGN-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

Aza-Michael acceptor H-bond acceptor N H-bond acceptor O ×2 H-bond donor ×2 Gatekeeper aromatic ×2 Ionizable base

Functional group

Secondary amine Bromine Imine Alkene ×3 Enol ether Dienophile ×2

Ring system

Benzene ×2 Thiophene Naphthalene

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.849597-
DOCK_BASE_INTER_RANK-0.820888-
DOCK_BASE_INTER_RANK-0.645119-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT9.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT16-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID16-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK0.774140-
DOCK_FINAL_RANK3.743947-
DOCK_FINAL_RANK1.491176-
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:ALA2091-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG221-
DOCK_IFP::A:ARG3421-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:ASN911-
DOCK_IFP::A:CYS261-
DOCK_IFP::A:GLN3411-
DOCK_IFP::A:GLU3431-
DOCK_IFP::A:GLU4661-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLY2141-
DOCK_IFP::A:GLY2151-
DOCK_IFP::A:HIS4611-
DOCK_IFP::A:LEU251-
DOCK_IFP::A:LEU3391-
DOCK_IFP::A:LEU3501-
DOCK_IFP::A:LEU3721-
DOCK_IFP::A:LEU3821-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LYS2111-
DOCK_IFP::A:LYS4071-
DOCK_IFP::A:LYS891-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PRO2121-
DOCK_IFP::A:PRO2131-
DOCK_IFP::A:PRO3381-
DOCK_IFP::A:PRO3401-
DOCK_IFP::A:PRO3441-
DOCK_IFP::A:PRO3731-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER4701-
DOCK_IFP::A:THR211-
DOCK_IFP::A:THR2851-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:TYR3701-
DOCK_IFP::A:TYR3711-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.606469-
DOCK_MAX_CLASH_OVERLAP0.606474-
DOCK_MAX_CLASH_OVERLAP0.606498-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.706607-
DOCK_PRE_RANK3.693707-
DOCK_PRE_RANK1.444561-
DOCK_PRIMARY_POSE_ID9209-
DOCK_PRIMARY_POSE_ID10642-
DOCK_PRIMARY_POSE_ID13290-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t14-
DOCK_REPORT_IDselection_import_t16-
DOCK_REPORT_IDselection_import_t20-
DOCK_RESIDUE_CONTACTSA:ARG22;A:ARG342;A:CYS26;A:GLN341;A:GLU343;A:LEU25;A:LEU339;A:LEU350;A:LEU372;A:LEU382;A:PRO338;A:PRO340;A:PRO344;A:PRO373;A:THR21;A:THR285;A:TYR370;A:TYR371-
DOCK_RESIDUE_CONTACTSA:ALA209;A:ALA90;A:ASN91;A:GLY214;A:GLY215;A:LYS211;A:LYS89;A:PRO212;A:PRO213-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU466;A:GLU467;A:HIS461;A:LEU399;A:LYS407;A:PHE396;A:PRO398;A:SER394;A:SER470;A:THR397-
DOCK_SCAFFOLDO=S(=O)(N=C1C=CC(=CNc2ccc3ccccc3c2)C=C1)c1cccs1-
DOCK_SCAFFOLDO=S(=O)(N=C1C=CC(=CNc2ccc3ccccc3c2)C=C1)c1cccs1-
DOCK_SCAFFOLDO=S(=O)(N=C1C=CC(=CNc2ccc3ccccc3c2)C=C1)c1cccs1-
DOCK_SCORE-21.170300-
DOCK_SCORE-24.769100-
DOCK_SCORE-19.869700-
DOCK_SCORE_INTER-24.638300-
DOCK_SCORE_INTER-23.805700-
DOCK_SCORE_INTER-18.708500-
DOCK_SCORE_INTER_KCAL-5.884759-
DOCK_SCORE_INTER_KCAL-5.685896-
DOCK_SCORE_INTER_KCAL-4.468450-
DOCK_SCORE_INTER_NORM-0.849597-
DOCK_SCORE_INTER_NORM-0.820888-
DOCK_SCORE_INTER_NORM-0.645119-
DOCK_SCORE_INTRA3.467970-
DOCK_SCORE_INTRA-1.061320-
DOCK_SCORE_INTRA-1.167510-
DOCK_SCORE_INTRA_KCAL0.828311-
DOCK_SCORE_INTRA_KCAL-0.253492-
DOCK_SCORE_INTRA_KCAL-0.278855-
DOCK_SCORE_INTRA_NORM0.119585-
DOCK_SCORE_INTRA_NORM-0.036597-
DOCK_SCORE_INTRA_NORM-0.040259-
DOCK_SCORE_KCAL-5.056441-
DOCK_SCORE_KCAL-5.916000-
DOCK_SCORE_KCAL-4.745798-
DOCK_SCORE_NORM-0.730012-
DOCK_SCORE_NORM-0.854106-
DOCK_SCORE_NORM-0.685164-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.097989-
DOCK_SCORE_RESTR0.006231-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.003379-
DOCK_SCORE_RESTR_NORM0.000215-
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_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET16_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC21H15BrN2O3S2-
DOCK_SOURCE_FORMULAC21H15BrN2O3S2-
DOCK_SOURCE_FORMULAC21H15BrN2O3S2-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_HEAVY_ATOMS29.000000-
DOCK_SOURCE_LOGP5.801200-
DOCK_SOURCE_LOGP5.801200-
DOCK_SOURCE_LOGP5.801200-
DOCK_SOURCE_MW487.400000-
DOCK_SOURCE_MW487.400000-
DOCK_SOURCE_MW487.400000-
DOCK_SOURCE_NAMEZ31703705-
DOCK_SOURCE_NAMEZ31703705-
DOCK_SOURCE_NAMEZ31703705-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA78.760000-
DOCK_SOURCE_TPSA78.760000-
DOCK_SOURCE_TPSA78.760000-
DOCK_STRAIN_DELTA42.775287-
DOCK_STRAIN_DELTA34.891171-
DOCK_STRAIN_DELTA33.083721-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT14-
DOCK_TARGETT16-
DOCK_TARGETT20-
EXACT_MASS485.97074644Da
FORMULAC21H15BrN2O3S2-
HBA5-
HBD2-
LOGP5.801200000000004-
MOL_WEIGHT487.4000000000001g/mol
QED_SCORE0.4561799068987419-
ROTATABLE_BONDS4-
TPSA78.75999999999999A^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
T14 T14 selection_import_t14 1
native pose available
 0.7741397286888331 -21.1703 8 0.53 - Best pose
T20 T20 selection_import_t20 1
native pose available
 1.4911761889571216 -19.8697 8 1.00 - Best pose
T16 T16 selection_import_t16 1
native pose available
 3.7439465334665742 -24.7691 4 0.33 - Best pose
T14 — T14 1 poses · report selection_import_t14
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
401 0.7741397286888331 -0.849597 -21.1703 3 18 8 0.53 0.17 0.20 0.20 - no geometry warning; 11 clashes; 2 protein contact clashes; high strain Δ 42.8 Open pose
T20 — T20 1 poses · report selection_import_t20
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
411 1.4911761889571216 -0.645119 -19.8697 3 11 8 1.00 0.00 0.00 0.00 - no geometry warning; 11 clashes; 5 protein contact clashes; high strain Δ 33.1 Open pose
T16 — T16 1 poses · report selection_import_t16
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 3.7439465334665742 -0.820888 -24.7691 5 9 4 0.33 - - - - no geometry warning; 12 clashes; 2 protein clashes; high strain Δ 34.9 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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