FAIRMol

KB_Leish_190

ID 4002

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

SMILES: Cc1ccc(N[C@@H](C)C(=O)Nc2ccc(C#N)cc2)cc1S(=O)(=O)N1CCCCC1

Formula: C22H26N4O3S | MW: 426.54200000000026

LogP: 3.480400000000002 | TPSA: 102.30000000000001

HBA/HBD: 5/2 | RotB: 6

InChIKey: IDVIVCQPDGJRAJ-KRWDZBQOSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.

Bio motif

Peptide backbone Hinge binder (C=O-NH) Hinge binder (NH-C=O) Sulfonamide bioisostere H-bond acceptor N ×2 H-bond acceptor O ×3 H-bond donor ×2 Gatekeeper aromatic ×2 Ionizable base Metal chelator Retro-amide

Functional group

Carbonyl Amide Secondary amine ×2 Nitrile Sulfonamide

Ring system

Benzene ×2 Pipecolinyl ring

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.007950-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENT_ID13-
DOCK_FINAL_RANK2.953868-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA1111-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ASN1121-
DOCK_IFP::A:ASP3321-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:HIS3331-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:PHE1701-
DOCK_IFP::A:PRO1131-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:TYR3311-
DOCK_IFP::A:TYR3891-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.626288-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.877495-
DOCK_PRIMARY_POSE_ID8230-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t13-
DOCK_RESIDUE_CONTACTSA:ALA111;A:ALA67;A:ALA90;A:ARG154;A:ARG277;A:ASN112;A:ASP332;A:ASP88;A:GLU274;A:GLY199;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:HIS333;A:LYS69;A:PHE170;A:PRO113;A:SER200;A:TYR331;A:TYR389-
DOCK_SCAFFOLDO=C(CNc1cccc(S(=O)(=O)N2CCCCC2)c1)Nc1ccccc1-
DOCK_SCORE-22.937200-
DOCK_SCORE_INTER-30.238400-
DOCK_SCORE_INTER_KCAL-7.222321-
DOCK_SCORE_INTER_NORM-1.007950-
DOCK_SCORE_INTRA7.301120-
DOCK_SCORE_INTRA_KCAL1.743843-
DOCK_SCORE_INTRA_NORM0.243371-
DOCK_SCORE_KCAL-5.478458-
DOCK_SCORE_NORM-0.764575-
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_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC22H26N4O3S-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_LOGP3.480400-
DOCK_SOURCE_MW426.542000-
DOCK_SOURCE_NAMEKB_Leish_190-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA102.300000-
DOCK_STRAIN_DELTA46.485227-
DOCK_STRAIN_OK0-
DOCK_TARGETT13-
EXACT_MASS426.17256169200004Da
FORMULAC22H26N4O3S-
HBA5-
HBD2-
LOGP3.480400000000002-
MOL_WEIGHT426.54200000000026g/mol
QED_SCORE0.7361960339965185-
ROTATABLE_BONDS6-
TPSA102.30000000000001A^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
T13 T13 selection_import_t13 1
native pose available
 2.953867759714088 -22.9372 15 0.79 - Best pose
T13 — T13 1 poses · report selection_import_t13
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
100 2.953867759714088 -1.00795 -22.9372 8 21 15 0.79 0.33 0.29 0.43 - no geometry warning; 9 clashes; 2 protein clashes; high strain Δ 46.5 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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