FAIRMol

Z165051308

ID 3246

DB fairmolThis detail page is pinned to the current database context.
Back to results Open docking pose (1)
2D structure

SMILES: O=C1NC(=O)c2ccccc2/C1=C/Nc1ccccc1N1CCCCC1

Formula: C21H21N3O2 | MW: 347.418

LogP: 3.3999000000000024 | TPSA: 61.440000000000005

HBA/HBD: 4/2 | RotB: 3

InChIKey: MMPKRXWMHGKRHN-VKAVYKQESA-N

Recognized patterns

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

Bio motif

Acrylamide Michael acceptor Hinge binder (C=O-NH) ×2 Hinge binder (NH-C=O) ×2 Aza-Michael acceptor H-bond acceptor N H-bond acceptor O ×2 H-bond donor ×2 Gatekeeper aromatic ×2 Ionizable base Michael acceptor (extended) Metal chelator ×2 P-gp efflux flag

Functional group

Carbonyl ×2 Amide ×2 Secondary amine ×2 Tertiary amine Lactam ×2 Imide Enone Alkene

Ring system

Benzene ×2 Pipecolinyl ring

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.969493-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENT_ID9-
DOCK_FINAL_RANK1.872124-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:NDP3011-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:GLY1571-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PHE911-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:SER441-
DOCK_IFP::B:SER861-
DOCK_IFP::B:THR1801-
DOCK_IFP::B:THR831-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.617579-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.844864-
DOCK_PRIMARY_POSE_ID5904-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t09-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ASP52;B:GLY157;B:ILE45;B:LEU94;B:MET53;B:PHE56;B:PHE91;B:PRO88;B:SER44;B:SER86;B:THR180;B:THR83;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL87-
DOCK_SCAFFOLDO=C1NC(=O)c2ccccc2C1=CNc1ccccc1N1CCCCC1-
DOCK_SCORE-18.987300-
DOCK_SCORE_INTER-25.206800-
DOCK_SCORE_INTER_KCAL-6.020543-
DOCK_SCORE_INTER_NORM-0.969493-
DOCK_SCORE_INTRA6.219570-
DOCK_SCORE_INTRA_KCAL1.485519-
DOCK_SCORE_INTRA_NORM0.239214-
DOCK_SCORE_KCAL-4.535041-
DOCK_SCORE_NORM-0.730279-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC21H21N3O2-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_LOGP3.399900-
DOCK_SOURCE_MW347.418000-
DOCK_SOURCE_NAMEZ165051308-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA61.440000-
DOCK_STRAIN_DELTA21.672069-
DOCK_STRAIN_OK1-
DOCK_TARGETT09-
EXACT_MASS347.163376912Da
FORMULAC21H21N3O2-
HBA4-
HBD2-
LOGP3.3999000000000024-
MOL_WEIGHT347.418g/mol
QED_SCORE0.6598444825652229-
ROTATABLE_BONDS3-
TPSA61.440000000000005A^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
T09 T09 selection_import_t09 1
native pose available
 1.8721243326765797 -18.9873 18 0.86 - Best pose
T09 — T09 1 poses · report selection_import_t09
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
486 1.8721243326765797 -0.969493 -18.9873 3 19 18 0.86 0.14 0.17 0.33 - no geometry warning; 13 clashes; 1 protein clash; moderate strain Δ 21.7 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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