FAIRMol

Z16072827

ID 673

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

SMILES: C[C@@H](Oc1ccc(S(=O)(=O)N2CCCC2)cc1[N+](=O)O)C(=O)N[C@H](C)c1ccccc1

Formula: C21H26N3O6S+ | MW: 448.52100000000013

LogP: 2.915400000000001 | TPSA: 116.02

HBA/HBD: 5/2 | RotB: 8

InChIKey: BBXCXEHUZMQSFV-HZPDHXFCSA-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) Proline-like ring Sulfonamide bioisostere H-bond acceptor N H-bond acceptor O ×5 H-bond donor ×2 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Sulfonamide Aryl ether Ether

Ring system

Benzene ×2
3D loads on demand to keep the page fast.

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.808973-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENT_ID2-
DOCK_FINAL_RANK5.899038-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:SER861-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.620540-
DOCK_POSE_COUNT4-
DOCK_PRE_RANK3.161730-
DOCK_PRIMARY_POSE_ID6299-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T03-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:PRO88;A:SER86;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_SCAFFOLDO=C(COc1ccc(S(=O)(=O)N2CCCC2)cc1)NCc1ccccc1-
DOCK_SCORE-25.494500-
DOCK_SCORE_INTER-25.078200-
DOCK_SCORE_INTER_KCAL-5.989828-
DOCK_SCORE_INTER_NORM-0.808973-
DOCK_SCORE_INTRA-0.416315-
DOCK_SCORE_INTRA_KCAL-0.099435-
DOCK_SCORE_INTRA_NORM-0.013430-
DOCK_SCORE_KCAL-6.089259-
DOCK_SCORE_NORM-0.822402-
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_T03_top1000.sdf-
DOCK_SOURCE_FORMULAC21H26N3O6S+-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_LOGP2.915400-
DOCK_SOURCE_MW448.521000-
DOCK_SOURCE_NAMEZ16072827-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA116.020000-
DOCK_STRAIN_DELTA57.621790-
DOCK_STRAIN_OK0-
DOCK_TARGETT03-
EXACT_MASS448.15368297208994Da
FORMULAC21H26N3O6S+-
HBA5-
HBD2-
LOGP2.915400000000001-
MOL_WEIGHT448.52100000000013g/mol
QED_SCORE0.6000884773919395-
ROTATABLE_BONDS8-
TPSA116.02A^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
T03 T03 dockmulti_91311c650f2e_T03 4
native pose available
 5.899037623283387 -25.4945 17 0.85 - Best pose
T03 — T03 4 poses · report dockmulti_91311c650f2e_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
2981 5.899037623283387 -0.808973 -25.4945 2 18 17 0.85 0.29 0.20 0.20 - no geometry warning; 11 clashes; 5 protein contact clashes; high strain Δ 57.6 Open pose
2983 7.33544970150624 -0.667301 -18.7483 3 13 10 0.50 0.29 0.20 0.20 - yes excluded; geometry warning; 10 clashes; 1 protein clash; high strain Δ 50.7 Open pose
2980 9.826893006218866 -0.805539 -25.101 2 18 16 0.80 0.29 0.20 0.20 - yes excluded; geometry warning; 11 clashes; 1 protein clash; high strain Δ 51.9 Open pose
2982 57.47307517886338 -0.771733 -22.3742 3 16 14 0.70 0.29 0.20 0.20 - yes excluded; geometry warning; 10 clashes; 2 protein clashes Open pose

Heterocycles & Functional Groups

Analysis powered by faircheckmol_nodb — click any item to highlight its atoms in the structure.
Loading PharmaFP-250 analysis…

Drug Similarity

Shared structural fragments with approved drugs — based on faircheckmol profile fingerprint.
Loading drug matches…

Structural Profile Fingerprint

Named-bit fingerprint from curated SMARTS patterns. Each bit = one chemical pattern.

Loading…

ADMET Profile

Computed from structure using RDKit. Indicative only — not a substitute for experimental data.

Loading…

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.
Loading…

⚗ AI Structural Analysis

Expert medicinal chemistry analysis powered by Claude.

Click Run Analysis to generate an AI-powered structural decomposition.
Requires ANTHROPIC_API_KEY environment variable.