FAIRMol

KB_Leish_46

ID 2605

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (16)
2D structure

SMILES: O=C(C[N@@H+]1CC[C@@]2(O)CCCC[C@@H]2[C@H]1c1ccc2c(c1)OCO2)Nc1ccc(Cl)cc1Cl

Formula: C24H27Cl2N2O4+ | MW: 478.3960000000003

LogP: 3.6118000000000015 | TPSA: 72.22999999999999

HBA/HBD: 4/3 | RotB: 4

InChIKey: JIJIPXXOLJEYFK-VEYWIMSWSA-O

Recognized patterns

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

Bio motif

Catechol Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor O ×3 H-bond donor ×3 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Secondary amine Alcohol Chlorine ×2 Aryl ether ×2 Ether ×2 Acetal

Ring system

Benzene ×2 Piperidine Benzodioxole Cyclohexane Pipecolinyl ring
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Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.708808-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENT_ID13-
DOCK_FINAL_RANK4.128627-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::B:ALA2091-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:ARG741-
DOCK_IFP::B:ASN2451-
DOCK_IFP::B:LEU731-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:LYS891-
DOCK_IFP::B:MET701-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:TYR2101-
DOCK_IFP::B:TYR691-
DOCK_IFP::B:VAL881-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.640859-
DOCK_POSE_COUNT16-
DOCK_PRE_RANK3.474476-
DOCK_PRIMARY_POSE_ID31453-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T15-
DOCK_RESIDUE_CONTACTSB:ALA209;B:ALA90;B:ARG74;B:ASN245;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PRO212;B:PRO213;B:TYR210;B:TYR69;B:VAL88-
DOCK_SCAFFOLDO=C(C[NH+]1CCC2CCCCC2C1c1ccc2c(c1)OCO2)Nc1ccccc1-
DOCK_SCORE-25.305200-
DOCK_SCORE_INTER-22.681900-
DOCK_SCORE_INTER_KCAL-5.417481-
DOCK_SCORE_INTER_NORM-0.708808-
DOCK_SCORE_INTRA-2.623320-
DOCK_SCORE_INTRA_KCAL-0.626569-
DOCK_SCORE_INTRA_NORM-0.081979-
DOCK_SCORE_KCAL-6.044046-
DOCK_SCORE_NORM-0.790787-
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_T15_top1000.sdf-
DOCK_SOURCE_FORMULAC24H27Cl2N2O4+-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_LOGP3.611800-
DOCK_SOURCE_MW478.396000-
DOCK_SOURCE_NAMEKB_Leish_46-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA72.230000-
DOCK_STRAIN_DELTA22.902518-
DOCK_STRAIN_OK0-
DOCK_TARGETT15-
EXACT_MASS477.13423912409Da
FORMULAC24H27Cl2N2O4+-
HBA4-
HBD3-
LOGP3.6118000000000015-
MOL_WEIGHT478.3960000000003g/mol
QED_SCORE0.6282071703099046-
ROTATABLE_BONDS4-
TPSA72.22999999999999A^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
T15 T15 dockmulti_91311c650f2e_T15 16
native pose available
 4.128627270877485 -25.3052 8 0.62 - Best pose
T15 — T15 16 poses · report dockmulti_91311c650f2e_T15
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
611 4.128627270877485 -0.708808 -25.3052 3 13 8 0.62 - - - - no geometry warning; 13 clashes; 4 protein contact clashes; high strain Δ 22.9 Open pose
601 5.546466167908926 -0.681736 -20.2654 4 15 10 0.77 - - - - no geometry warning; 10 clashes; 6 protein contact clashes; high strain Δ 46.3 Open pose
599 5.579672869042205 -0.769523 -22.1239 3 15 9 0.69 - - - - no geometry warning; 12 clashes; 7 protein contact clashes; high strain Δ 37.6 Open pose
606 54.68220140085215 -0.736134 -26.2529 4 12 9 0.69 - - - - yes excluded; geometry warning; 10 clashes; 1 protein clash Open pose
602 55.481871287595105 -0.660319 -18.5764 3 15 10 0.77 - - - - yes excluded; geometry warning; 9 clashes; 1 protein clash Open pose
607 55.5581262373677 -0.732913 -24.3159 4 14 11 0.85 - - - - yes excluded; geometry warning; 11 clashes; 1 protein clash Open pose
609 56.16493634682244 -0.667594 -15.4873 5 13 10 0.77 - - - - yes excluded; geometry warning; 12 clashes; 1 protein clash Open pose
596 56.332137501674616 -0.763159 -20.951 3 14 9 0.69 - - - - yes excluded; geometry warning; 13 clashes; 1 protein clash Open pose
605 56.527498612910385 -0.821064 -19.9077 3 14 10 0.77 - - - - yes excluded; geometry warning; 12 clashes; 1 protein clash Open pose
610 56.857577389793825 -0.646639 -22.3437 5 14 11 0.85 - - - - yes excluded; geometry warning; 12 clashes; 1 protein clash Open pose
600 57.22172532727816 -0.772237 -24.2439 4 14 11 0.85 - - - - yes excluded; geometry warning; 11 clashes; 1 protein clash Open pose
608 57.35891893035099 -0.638419 -21.7327 3 12 8 0.62 - - - - yes excluded; geometry warning; 10 clashes; 2 protein clashes Open pose
598 57.71253691222655 -0.686909 -16.819 1 16 9 0.69 - - - - yes excluded; geometry warning; 13 clashes; 1 protein clash Open pose
604 57.84429705144611 -0.672396 -16.025 4 15 10 0.77 - - - - yes excluded; geometry warning; 14 clashes; 2 protein clashes Open pose
597 57.94261957236826 -0.672699 -15.6889 2 14 10 0.77 - - - - yes excluded; geometry warning; 13 clashes; 2 protein clashes Open pose
603 58.31356301793833 -0.630247 -18.8791 1 13 7 0.54 - - - - yes excluded; geometry warning; 11 clashes; 1 protein clash 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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