FAIRMol

Z56785135

ID 3492

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (4)
2D structure

SMILES: O=C1/C(=C/c2ccc(O)c(O)c2)N=C2CCCCCN12

Formula: C15H16N2O3 | MW: 272.3039999999999

LogP: 2.2534000000000005 | TPSA: 73.13000000000001

HBA/HBD: 4/2 | RotB: 1

InChIKey: BEWNXCQREHNWDR-FLIBITNWSA-N

Recognized patterns

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

Bio motif

Acrylamide Catechol Michael acceptor Chalcone N-Methyl amide ×2 H-bond acceptor N ×2 H-bond acceptor O H-bond donor ×2 Gatekeeper aromatic Michael acceptor (extended) Metal chelator ×2 P-gp efflux flag

Functional group

Carbonyl Amide Phenol ×2 Tertiary amine Lactam Amidine Enone Imine Alkene

Ring system

Benzene
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Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.139560-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT4.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENT_ID19-
DOCK_FINAL_RANK2.965217-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG1371-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:MET981-
DOCK_IFP::B:ARG1131-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY721-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:ILE731-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:SER711-
DOCK_IFP::B:TYR461-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.614607-
DOCK_POSE_COUNT4-
DOCK_PRE_RANK2.850446-
DOCK_PRIMARY_POSE_ID52159-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T21-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;A:MET98;B:ARG113;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:PRO12;B:SER71;B:TYR46-
DOCK_SCAFFOLDO=C1C(=Cc2ccccc2)N=C2CCCCCN12-
DOCK_SCORE-23.129100-
DOCK_SCORE_INTER-22.791200-
DOCK_SCORE_INTER_KCAL-5.443587-
DOCK_SCORE_INTER_NORM-1.139560-
DOCK_SCORE_INTRA-0.337865-
DOCK_SCORE_INTRA_KCAL-0.080698-
DOCK_SCORE_INTRA_NORM-0.016893-
DOCK_SCORE_KCAL-5.524293-
DOCK_SCORE_NORM-1.156450-
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_FILEresults_T21_top1000.sdf-
DOCK_SOURCE_FORMULAC15H16N2O3-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS20.000000-
DOCK_SOURCE_LOGP2.253400-
DOCK_SOURCE_MW272.304000-
DOCK_SOURCE_NAMEZ56785135-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA73.130000-
DOCK_STRAIN_DELTA13.912848-
DOCK_STRAIN_OK1-
DOCK_TARGETT21-
EXACT_MASS272.116092372Da
FORMULAC15H16N2O3-
HBA4-
HBD2-
LOGP2.2534000000000005-
MOL_WEIGHT272.3039999999999g/mol
QED_SCORE0.6080434752135204-
ROTATABLE_BONDS1-
TPSA73.13000000000001A^2

Samples

BatchAmountPurityState

Containers

NameLocationQR

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
T21 T21 dockmulti_91311c650f2e_T21 4
native pose available
 2.965217354630595 -23.1291 12 0.86 - Best pose
T21 — T21 4 poses · report dockmulti_91311c650f2e_T21
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
2303 2.965217354630595 -1.13956 -23.1291 10 15 12 0.86 0.50 0.67 0.75 - no geometry warning; 4 clashes; 9 protein contact clashes; moderate strain Δ 13.9 Open pose
2305 4.414542226013619 -1.06525 -21.5544 8 15 12 0.86 0.25 0.33 0.50 - yes excluded; geometry warning; 4 clashes; 1 protein clash; moderate strain Δ 16.8 Open pose
2304 5.499523210303776 -1.23954 -22.649 7 15 13 0.93 0.50 0.67 0.75 - yes excluded; geometry warning; 5 clashes; 2 protein clashes; high strain Δ 21.6 Open pose
2306 6.344110222871516 -1.12792 -20.9822 8 14 13 0.93 0.50 0.67 0.75 - yes excluded; geometry warning; 5 clashes; 2 protein clashes; high strain Δ 25.6 Open pose

Heterocycles & Functional Groups

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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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⚗ AI Structural Analysis

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