FAIRMol

Z56890899

ID 3519

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

SMILES: COc1ccc(S(=O)(=O)/N=C2/C=C(Nc3ccccc3)C(=O)c3ccccc32)cc1

Formula: C23H18N2O4S | MW: 418.4740000000001

LogP: 4.065500000000003 | TPSA: 84.83000000000001

HBA/HBD: 5/1 | RotB: 5

InChIKey: VXABOCGDPOQZQE-DAFNUICNSA-N

Recognized patterns

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

Bio motif

Aza-Michael acceptor H-bond acceptor N H-bond acceptor O ×4 H-bond donor Gatekeeper aromatic ×3 Ionizable base Michael acceptor (extended)

Functional group

Carbonyl Ketone Secondary amine Aryl ether Enone Imine Ether Alkene

Ring system

Benzene ×3

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.764182-
DOCK_BASE_INTER_RANK-0.916695-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENTT16-
DOCK_EXPERIMENT_ID16-
DOCK_EXPERIMENT_ID10-
DOCK_FINAL_RANK2.636038-
DOCK_FINAL_RANK4.110089-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA151-
DOCK_IFP::A:ALA2091-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN911-
DOCK_IFP::A:ASP131-
DOCK_IFP::A:ASP441-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLY661-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:LEU731-
DOCK_IFP::A:LYS2111-
DOCK_IFP::A:LYS891-
DOCK_IFP::A:LYS931-
DOCK_IFP::A:MET701-
DOCK_IFP::A:PRO1871-
DOCK_IFP::A:PRO2121-
DOCK_IFP::A:PRO2131-
DOCK_IFP::A:SER461-
DOCK_IFP::A:THR451-
DOCK_IFP::A:THR741-
DOCK_IFP::A:TRP921-
DOCK_IFP::A:TYR171-
DOCK_IFP::A:TYR2101-
DOCK_IFP::A:TYR491-
DOCK_IFP::A:TYR691-
DOCK_IFP::A:VAL881-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.663583-
DOCK_MAX_CLASH_OVERLAP0.632804-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK4.037941-
DOCK_PRE_RANK2.589979-
DOCK_PRIMARY_POSE_ID6482-
DOCK_PRIMARY_POSE_ID10654-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t16-
DOCK_REPORT_IDselection_import_t10-
DOCK_RESIDUE_CONTACTSA:ALA209;A:ALA67;A:ALA90;A:ASN91;A:GLY66;A:LEU73;A:LYS211;A:LYS89;A:LYS93;A:MET70;A:PRO187;A:PRO212;A:PRO213;A:TRP92;A:TYR210;A:TYR69;A:VAL88-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:ASP44;A:CYS72;A:GLY73;A:HIS105;A:HIS14;A:HIS141;A:SER46;A:THR45;A:THR74;A:TYR17;A:TYR49-
DOCK_SCAFFOLDO=C1C(Nc2ccccc2)=CC(=NS(=O)(=O)c2ccccc2)c2ccccc21-
DOCK_SCAFFOLDO=C1C(Nc2ccccc2)=CC(=NS(=O)(=O)c2ccccc2)c2ccccc21-
DOCK_SCORE-22.927000-
DOCK_SCORE-22.309600-
DOCK_SCORE_INTER-22.925500-
DOCK_SCORE_INTER-27.500800-
DOCK_SCORE_INTER_KCAL-5.475664-
DOCK_SCORE_INTER_KCAL-6.568456-
DOCK_SCORE_INTER_NORM-0.764182-
DOCK_SCORE_INTER_NORM-0.916695-
DOCK_SCORE_INTRA-0.005238-
DOCK_SCORE_INTRA5.182820-
DOCK_SCORE_INTRA_KCAL-0.001251-
DOCK_SCORE_INTRA_KCAL1.237896-
DOCK_SCORE_INTRA_NORM0.172761-
DOCK_SCORE_INTRA_NORM-0.000175-
DOCK_SCORE_KCAL-5.328559-
DOCK_SCORE_KCAL-5.476022-
DOCK_SCORE_NORM-0.743653-
DOCK_SCORE_NORM-0.764235-
DOCK_SCORE_RESTR0.008432-
DOCK_SCORE_RESTR0.003670-
DOCK_SCORE_RESTR_NORM0.000281-
DOCK_SCORE_RESTR_NORM0.000122-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET16_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC23H18N2O4S-
DOCK_SOURCE_FORMULAC23H18N2O4S-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_LOGP4.065500-
DOCK_SOURCE_LOGP4.065500-
DOCK_SOURCE_MW418.474000-
DOCK_SOURCE_MW418.474000-
DOCK_SOURCE_NAMEZ56890899-
DOCK_SOURCE_NAMEZ56890899-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA84.830000-
DOCK_SOURCE_TPSA84.830000-
DOCK_STRAIN_DELTA44.732839-
DOCK_STRAIN_DELTA32.800025-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT16-
DOCK_TARGETT10-
EXACT_MASS418.09872805599997Da
FORMULAC23H18N2O4S-
HBA5-
HBD1-
LOGP4.065500000000003-
MOL_WEIGHT418.4740000000001g/mol
QED_SCORE0.6752944774286266-
ROTATABLE_BONDS5-
TPSA84.83000000000001A^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
T16 T16 selection_import_t16 1
native pose available
 2.636037679981359 -22.927 7 0.58 - Best pose
T10 T10 selection_import_t10 1
native pose available
 4.110089435729965 -22.3096 13 0.76 - Best 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
489 2.636037679981359 -0.764182 -22.927 2 17 7 0.58 - - - - no geometry warning; 14 clashes; 1 protein clash; high strain Δ 32.8 Open pose
T10 — T10 1 poses · report selection_import_t10
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
386 4.110089435729965 -0.916695 -22.3096 8 17 13 0.76 0.54 0.45 0.45 - no geometry warning; 15 clashes; 2 protein clashes; high strain Δ 44.7 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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