FAIRMol

Z49565795

ID 1307

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

SMILES: O=C(NNC1=c2ccccc2=[N+](Cc2ccccc2)C1=O)c1ccccc1

Formula: C22H18N3O2+ | MW: 356.40500000000003

LogP: 0.9608999999999996 | TPSA: 61.21

HBA/HBD: 3/2 | RotB: 5

InChIKey: BRSKUDFZYKSPMM-UHFFFAOYSA-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) N-Methyl amide H-bond acceptor O ×2 H-bond donor ×2 Gatekeeper aromatic ×3 Ionizable base Metal chelator ×2

Functional group

Carbonyl ×2 Amide ×2 Lactam Hydrazine

Ring system

Benzene ×3

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.067320-
DOCK_BASE_INTER_RANK-1.182670-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CONTACT_COUNT10.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID8-
DOCK_FINAL_RANK2.579399-
DOCK_FINAL_RANK0.311764-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO931-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL2111-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.620130-
DOCK_MAX_CLASH_OVERLAP0.620056-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.466815-
DOCK_PRE_RANK0.252328-
DOCK_PRIMARY_POSE_ID2006-
DOCK_PRIMARY_POSE_ID5386-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t03-
DOCK_REPORT_IDselection_import_t08-
DOCK_RESIDUE_CONTACTSA:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:PHE56;A:PHE91;A:PRO93-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:LEU208;A:LEU209;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:TRP221;A:TYR174;A:VAL211-
DOCK_SCAFFOLDO=C(NNC1=c2ccccc2=[N+](Cc2ccccc2)C1=O)c1ccccc1-
DOCK_SCAFFOLDO=C(NNC1=c2ccccc2=[N+](Cc2ccccc2)C1=O)c1ccccc1-
DOCK_SCORE-30.065900-
DOCK_SCORE-33.428600-
DOCK_SCORE_INTER-28.817600-
DOCK_SCORE_INTER-31.932000-
DOCK_SCORE_INTER_KCAL-6.882968-
DOCK_SCORE_INTER_KCAL-7.626830-
DOCK_SCORE_INTER_NORM-1.067320-
DOCK_SCORE_INTER_NORM-1.182670-
DOCK_SCORE_INTRA-1.248270-
DOCK_SCORE_INTRA-1.496650-
DOCK_SCORE_INTRA_KCAL-0.298144-
DOCK_SCORE_INTRA_KCAL-0.357469-
DOCK_SCORE_INTRA_NORM-0.046232-
DOCK_SCORE_INTRA_NORM-0.055432-
DOCK_SCORE_KCAL-7.181120-
DOCK_SCORE_KCAL-7.984287-
DOCK_SCORE_NORM-1.113550-
DOCK_SCORE_NORM-1.238100-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
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_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC22H18N3O2+-
DOCK_SOURCE_FORMULAC22H18N3O2+-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_LOGP0.960900-
DOCK_SOURCE_LOGP0.960900-
DOCK_SOURCE_MW356.405000-
DOCK_SOURCE_MW356.405000-
DOCK_SOURCE_NAMEZ49565795-
DOCK_SOURCE_NAMEZ49565795-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA61.210000-
DOCK_SOURCE_TPSA61.210000-
DOCK_STRAIN_DELTA60.539200-
DOCK_STRAIN_DELTA39.210626-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT03-
DOCK_TARGETT08-
EXACT_MASS356.13935323608996Da
FORMULAC22H18N3O2+-
HBA3-
HBD2-
LOGP0.9608999999999996-
MOL_WEIGHT356.40500000000003g/mol
QED_SCORE0.5288489873710952-
ROTATABLE_BONDS5-
TPSA61.21A^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
T08 T08 selection_import_t08 1
native pose available
 0.3117638929898845 -33.4286 12 0.63 - Best pose
T03 T03 selection_import_t03 1
native pose available
 2.579398523361409 -30.0659 8 0.40 - Best 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
645 0.3117638929898845 -1.18267 -33.4286 7 13 12 0.63 0.33 0.40 0.40 - no geometry warning; 11 clashes; 1 protein contact clash; 1 severe cofactor-context clash; high strain Δ 39.2 Open pose
T03 — T03 1 poses · report selection_import_t03
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
651 2.579398523361409 -1.06732 -30.0659 4 10 8 0.40 0.29 0.20 0.20 - no geometry warning; 10 clashes; 2 protein clashes; high strain Δ 60.5 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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