FAIRMol

KB_Leish_178

ID 728

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

SMILES: O=C(CN1CCN(c2ccccn2)CC1)Nc1cc(S(=O)(=O)N2CCCCCC2)ccc1Cl

Formula: C23H30ClN5O3S | MW: 492.0450000000004

LogP: 3.0604000000000005 | TPSA: 85.85000000000001

HBA/HBD: 6/1 | RotB: 6

InChIKey: REMDWQDHVYSWQZ-UHFFFAOYSA-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 ×4 H-bond acceptor O ×3 H-bond donor Gatekeeper aromatic β-Turn mimetic ×2 Metal chelator Retro-amide P-gp efflux flag ×2

Functional group

Carbonyl Amide Secondary amine Tertiary amine ×2 Sulfonamide Chlorine

Ring system

Benzene Pyridine
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Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.752142-
DOCK_BASE_INTER_RANK-0.830273-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID11-
DOCK_FINAL_RANK7.292689-
DOCK_FINAL_RANK4.321920-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA1111-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASN1121-
DOCK_IFP::A:ASP3321-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY2011-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:HIS3331-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1701-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO1131-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:THR831-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.656426-
DOCK_MAX_CLASH_OVERLAP0.656514-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK5.170697-
DOCK_PRE_RANK3.210716-
DOCK_PRIMARY_POSE_ID3895-
DOCK_PRIMARY_POSE_ID25869-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T03-
DOCK_REPORT_IDdockmulti_91311c650f2e_T13-
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:THR83;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA111;A:ALA67;A:ARG154;A:ARG277;A:ASN112;A:ASP332;A:ASP88;A:GLU274;A:GLY199;A:GLY201;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:HIS333;A:LYS69;A:PHE170;A:PRO113;A:SER200;A:TYR389-
DOCK_SCAFFOLDO=C(CN1CCN(c2ccccn2)CC1)Nc1cccc(S(=O)(=O)N2CCCCCC2)c1-
DOCK_SCAFFOLDO=C(CN1CCN(c2ccccn2)CC1)Nc1cccc(S(=O)(=O)N2CCCCCC2)c1-
DOCK_SCORE-22.065600-
DOCK_SCORE-27.392300-
DOCK_SCORE_INTER-24.820700-
DOCK_SCORE_INTER-27.399000-
DOCK_SCORE_INTER_KCAL-5.928325-
DOCK_SCORE_INTER_KCAL-6.544142-
DOCK_SCORE_INTER_NORM-0.752142-
DOCK_SCORE_INTER_NORM-0.830273-
DOCK_SCORE_INTRA2.755070-
DOCK_SCORE_INTRA0.000469-
DOCK_SCORE_INTRA_KCAL0.658037-
DOCK_SCORE_INTRA_KCAL0.000112-
DOCK_SCORE_INTRA_NORM0.083487-
DOCK_SCORE_INTRA_NORM0.000014-
DOCK_SCORE_KCAL-5.270280-
DOCK_SCORE_KCAL-6.542541-
DOCK_SCORE_NORM-0.668655-
DOCK_SCORE_NORM-0.830069-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.006264-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000190-
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_FILEresults_T03_top1000.sdf-
DOCK_SOURCE_FILEresults_T13_top1000.sdf-
DOCK_SOURCE_FORMULAC23H30ClN5O3S-
DOCK_SOURCE_FORMULAC23H30ClN5O3S-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_LOGP3.060400-
DOCK_SOURCE_LOGP3.060400-
DOCK_SOURCE_MW492.045000-
DOCK_SOURCE_MW492.045000-
DOCK_SOURCE_NAMEKB_Leish_178-
DOCK_SOURCE_NAMEKB_Leish_178-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA85.850000-
DOCK_SOURCE_TPSA85.850000-
DOCK_STRAIN_DELTA47.366540-
DOCK_STRAIN_DELTA30.520058-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT03-
DOCK_TARGETT13-
EXACT_MASS491.17578849999995Da
FORMULAC23H30ClN5O3S-
HBA6-
HBD1-
LOGP3.0604000000000005-
MOL_WEIGHT492.0450000000004g/mol
QED_SCORE0.668034827238666-
ROTATABLE_BONDS6-
TPSA85.85000000000001A^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
T13 T13 dockmulti_91311c650f2e_T13 1
native pose available
 4.321919957713002 -27.3923 14 0.74 - Best pose
T03 T03 dockmulti_91311c650f2e_T03 1
native pose available
 7.292689162691643 -22.0656 17 0.85 - Best pose
T13 — T13 1 poses · report dockmulti_91311c650f2e_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
420 4.321919957713002 -0.830273 -27.3923 6 20 14 0.74 0.11 0.29 0.43 - no geometry warning; 13 clashes; 4 protein contact clashes; high strain Δ 30.5 Open pose
T03 — T03 1 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
577 7.292689162691643 -0.752142 -22.0656 1 18 17 0.85 0.14 0.20 0.20 - no geometry warning; 12 clashes; 11 protein contact clashes; high strain Δ 47.4 Open pose

Heterocycles & Functional Groups

Analysis powered by faircheckmol_nodb — click any item to highlight its atoms in the structure.
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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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