FAIRMol

Z44349777

ID 161

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

SMILES: COc1ccc(/C=C(/C#N)C(=O)Nc2ccc(S(N)(=O)=O)cc2)cc1OC

Formula: C18H17N3O5S | MW: 387.4170000000001

LogP: 1.8968800000000001 | TPSA: 131.51000000000002

HBA/HBD: 6/2 | RotB: 6

InChIKey: NOMMDDJXQZMDFN-LCYFTJDESA-N

Recognized patterns

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

Bio motif

Acrylamide Catechol Michael acceptor Chalcone Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere H-bond acceptor N H-bond acceptor O ×5 H-bond donor ×2 Gatekeeper aromatic ×2 Michael acceptor (extended) Metal chelator

Functional group

Carbonyl Amide Secondary amine Nitrile Sulfonamide Aryl ether ×2 Enone Ether ×2 Alkene

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.999031-
DOCK_BASE_INTER_RANK-1.051150-
DOCK_BASE_INTER_RANK-0.839966-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT10-
DOCK_EXPERIMENTT16-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID10-
DOCK_EXPERIMENT_ID16-
DOCK_FINAL_RANK1.292799-
DOCK_FINAL_RANK4.743229-
DOCK_FINAL_RANK5.662620-
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:ALA101-
DOCK_IFP::A:ALA151-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG1161-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ARG741-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN2081-
DOCK_IFP::A:ASN2451-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:ASP131-
DOCK_IFP::A:ASP711-
DOCK_IFP::A:CYS721-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY1171-
DOCK_IFP::A:GLY2141-
DOCK_IFP::A:GLY2151-
DOCK_IFP::A:GLY731-
DOCK_IFP::A:GLY751-
DOCK_IFP::A:GLY771-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS141-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:ILE761-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LYS2111-
DOCK_IFP::A:LYS891-
DOCK_IFP::A:MET701-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PRO2121-
DOCK_IFP::A:PRO2131-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:SER461-
DOCK_IFP::A:THR741-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR491-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL881-
DOCK_IFP::A:VAL91-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.675664-
DOCK_MAX_CLASH_OVERLAP0.622749-
DOCK_MAX_CLASH_OVERLAP0.622707-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.248949-
DOCK_PRE_RANK4.704932-
DOCK_PRE_RANK5.626962-
DOCK_PRIMARY_POSE_ID473-
DOCK_PRIMARY_POSE_ID6457-
DOCK_PRIMARY_POSE_ID10643-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t01-
DOCK_REPORT_IDselection_import_t10-
DOCK_REPORT_IDselection_import_t16-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASN65;A:GLU31;A:GLY117;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:TRP25;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA15;A:ARG116;A:ARG140;A:ARG144;A:ASN106;A:ASP13;A:CYS72;A:GLY73;A:GLY75;A:GLY77;A:HIS105;A:HIS14;A:HIS141;A:ILE76;A:SER46;A:THR74;A:TYR49-
DOCK_RESIDUE_CONTACTSA:ALA90;A:ARG74;A:ASN208;A:ASN245;A:ASP71;A:GLY214;A:GLY215;A:LYS211;A:LYS89;A:MET70;A:PRO212;A:PRO213;A:VAL88-
DOCK_SCAFFOLDO=C(C=Cc1ccccc1)Nc1ccccc1-
DOCK_SCAFFOLDC(=Cc1ccccc1)C=Nc1ccccc1-
DOCK_SCAFFOLDC(=Cc1ccccc1)C=Nc1ccccc1-
DOCK_SCORE-24.917900-
DOCK_SCORE-29.840700-
DOCK_SCORE-25.358700-
DOCK_SCORE_INTER-26.973800-
DOCK_SCORE_INTER-28.381000-
DOCK_SCORE_INTER-22.679100-
DOCK_SCORE_INTER_KCAL-6.442584-
DOCK_SCORE_INTER_KCAL-6.778688-
DOCK_SCORE_INTER_KCAL-5.416812-
DOCK_SCORE_INTER_NORM-0.999031-
DOCK_SCORE_INTER_NORM-1.051150-
DOCK_SCORE_INTER_NORM-0.839966-
DOCK_SCORE_INTRA2.055960-
DOCK_SCORE_INTRA-1.459760-
DOCK_SCORE_INTRA-2.679650-
DOCK_SCORE_INTRA_KCAL0.491058-
DOCK_SCORE_INTRA_KCAL-0.348658-
DOCK_SCORE_INTRA_KCAL-0.640024-
DOCK_SCORE_INTRA_NORM0.076147-
DOCK_SCORE_INTRA_NORM-0.054065-
DOCK_SCORE_INTRA_NORM-0.099246-
DOCK_SCORE_KCAL-5.951541-
DOCK_SCORE_KCAL-7.127332-
DOCK_SCORE_KCAL-6.056824-
DOCK_SCORE_NORM-0.922884-
DOCK_SCORE_NORM-1.105210-
DOCK_SCORE_NORM-0.939212-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
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_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET10_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET16_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC18H17N3O5S-
DOCK_SOURCE_FORMULAC18H17N3O5S-
DOCK_SOURCE_FORMULAC18H17N3O5S-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_LOGP1.896880-
DOCK_SOURCE_LOGP2.546380-
DOCK_SOURCE_LOGP2.546380-
DOCK_SOURCE_MW387.417000-
DOCK_SOURCE_MW387.417000-
DOCK_SOURCE_MW387.417000-
DOCK_SOURCE_NAMEZ44349777-
DOCK_SOURCE_NAMEZ44349777-
DOCK_SOURCE_NAMEZ44349777-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_RINGS2.000000-
DOCK_SOURCE_TPSA131.510000-
DOCK_SOURCE_TPSA135.000000-
DOCK_SOURCE_TPSA135.000000-
DOCK_STRAIN_DELTA31.654510-
DOCK_STRAIN_DELTA28.623801-
DOCK_STRAIN_DELTA27.092030-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT01-
DOCK_TARGETT10-
DOCK_TARGETT16-
EXACT_MASS387.08889164400006Da
FORMULAC18H17N3O5S-
HBA6-
HBD2-
LOGP1.8968800000000001-
MOL_WEIGHT387.4170000000001g/mol
QED_SCORE0.574668752042802-
ROTATABLE_BONDS6-
TPSA131.51000000000002A^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
T01 T01 selection_import_t01 1
native pose available
 1.2927990027273728 -24.9179 12 0.57 - Best pose
T10 T10 selection_import_t10 1
native pose available
 4.743229079303923 -29.8407 16 0.94 - Best pose
T16 T16 selection_import_t16 1
native pose available
 5.662619991575604 -25.3587 7 0.58 - Best 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
473 1.2927990027273728 -0.999031 -24.9179 7 16 12 0.57 0.60 0.80 0.80 - no geometry warning; 10 clashes; 7 protein contact clashes; 1 severe cofactor-context clash; high strain Δ 31.7 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
361 4.743229079303923 -1.05115 -29.8407 13 17 16 0.94 0.62 0.73 0.73 - no geometry warning; 12 clashes; 3 protein clashes; moderate strain Δ 28.6 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
478 5.662619991575604 -0.839966 -25.3587 9 13 7 0.58 - - - - no geometry warning; 10 clashes; 4 protein clashes; moderate strain Δ 27.1 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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