FAIRMol

KB_Leish_46

ID 574

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (40)
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-YRUKQIKQSA-O

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Piperidine Clear highlight

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
3D loads on demand to keep the page fast.

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.836441-
DOCK_BASE_INTER_RANK-0.607541-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CONTACT_COUNT21.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT16-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID14-
DOCK_FINAL_RANK4.578051-
DOCK_FINAL_RANK4.978668-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:GLY2141-
DOCK_IFP::A:GLY2151-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS2111-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS891-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET531-
DOCK_IFP::A:MET701-
DOCK_IFP::A:MET791-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO1871-
DOCK_IFP::A:PRO2121-
DOCK_IFP::A:PRO2131-
DOCK_IFP::A:PRO881-
DOCK_IFP::A:SER861-
DOCK_IFP::A:SER861-
DOCK_IFP::A:SER871-
DOCK_IFP::A:THR831-
DOCK_IFP::A:TRP471-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:TYR2101-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL871-
DOCK_IFP::A:VAL881-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.640329-
DOCK_MAX_CLASH_OVERLAP0.641610-
DOCK_POSE_COUNT24-
DOCK_POSE_COUNT16-
DOCK_PRE_RANK3.249473-
DOCK_PRE_RANK4.327111-
DOCK_PRIMARY_POSE_ID3857-
DOCK_PRIMARY_POSE_ID35065-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T03-
DOCK_REPORT_IDdockmulti_91311c650f2e_T16-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:MET79;A:NDP301;A:PHE56;A:PHE91;A:PRO88;A:SER86;A:THR83;A:TRP47;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ALA90;A:GLY214;A:GLY215;A:LYS211;A:LYS89;A:MET70;A:PRO187;A:PRO212;A:PRO213;A:SER86;A:SER87;A:TYR210;A:VAL88-
DOCK_SCAFFOLDO=C(C[NH+]1CCC2CCCCC2C1c1ccc2c(c1)OCO2)Nc1ccccc1-
DOCK_SCAFFOLDO=C(C[NH+]1CCC2CCCCC2C1c1ccc2c(c1)OCO2)Nc1ccccc1-
DOCK_SCORE-23.707700-
DOCK_SCORE-14.475700-
DOCK_SCORE_INTER-26.766100-
DOCK_SCORE_INTER-19.441300-
DOCK_SCORE_INTER_KCAL-6.392976-
DOCK_SCORE_INTER_KCAL-4.643477-
DOCK_SCORE_INTER_NORM-0.836441-
DOCK_SCORE_INTER_NORM-0.607541-
DOCK_SCORE_INTRA3.058400-
DOCK_SCORE_INTRA4.965640-
DOCK_SCORE_INTRA_KCAL0.730487-
DOCK_SCORE_INTRA_KCAL1.186023-
DOCK_SCORE_INTRA_NORM0.095575-
DOCK_SCORE_INTRA_NORM0.155176-
DOCK_SCORE_KCAL-5.662489-
DOCK_SCORE_KCAL-3.457463-
DOCK_SCORE_NORM-0.740866-
DOCK_SCORE_NORM-0.452365-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
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_T16_top1000.sdf-
DOCK_SOURCE_FORMULAC24H27Cl2N2O4+-
DOCK_SOURCE_FORMULAC24H27Cl2N2O4+-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_LOGP3.611800-
DOCK_SOURCE_LOGP3.611800-
DOCK_SOURCE_MW478.396000-
DOCK_SOURCE_MW478.396000-
DOCK_SOURCE_NAMEKB_Leish_46-
DOCK_SOURCE_NAMEKB_Leish_46-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA72.230000-
DOCK_SOURCE_TPSA72.230000-
DOCK_STRAIN_DELTA34.142976-
DOCK_STRAIN_DELTA22.859288-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT03-
DOCK_TARGETT16-
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
T03 T03 dockmulti_91311c650f2e_T03 24
native pose available
 4.578051279948418 -23.7077 18 0.90 - Best pose
T16 T16 dockmulti_91311c650f2e_T16 16
native pose available
 4.9786679789210915 -14.4757 8 0.67 - Best pose
T03 — T03 24 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
539 4.578051279948418 -0.836441 -23.7077 1 21 18 0.90 0.14 0.20 0.20 - no geometry warning; 11 clashes; 5 protein contact clashes; high strain Δ 34.1 Open pose
531 4.873103504307923 -0.755991 -21.9113 1 21 18 0.90 0.14 0.20 0.20 - no geometry warning; 14 clashes; 5 protein contact clashes; high strain Δ 29.1 Open pose
544 4.957947154718397 -0.77194 -27.5356 1 16 13 0.65 0.00 0.00 0.00 - no geometry warning; 10 clashes; 9 protein contact clashes; high strain Δ 24.1 Open pose
547 5.35220158640997 -0.788979 -23.0974 2 19 17 0.85 0.14 0.20 0.20 - no geometry warning; 12 clashes; 10 protein contact clashes; moderate strain Δ 18.8 Open pose
536 5.592270017366477 -0.760386 -20.7067 1 16 14 0.70 0.00 0.00 0.00 - no geometry warning; 13 clashes; 8 protein contact clashes; high strain Δ 31.3 Open pose
532 5.351274929047857 -0.708091 -23.2492 1 17 16 0.80 0.00 0.00 0.00 - yes excluded; geometry warning; 13 clashes; 1 protein clash; moderate strain Δ 18.9 Open pose
542 54.93402315854781 -0.805458 -25.2612 1 18 16 0.80 0.00 0.00 0.00 - yes excluded; geometry warning; 12 clashes; 1 protein clash Open pose
543 55.11394031842511 -0.719767 -20.2266 1 15 13 0.65 0.00 0.00 0.00 - yes excluded; geometry warning; 11 clashes; 1 protein clash Open pose
538 55.320432949481805 -0.847022 -26.2041 1 17 16 0.80 0.00 0.00 0.00 - yes excluded; geometry warning; 14 clashes; 1 protein clash Open pose
554 55.44674008211802 -0.826456 -27.7497 1 17 16 0.80 0.00 0.00 0.00 - yes excluded; geometry warning; 13 clashes; 1 protein clash Open pose
550 56.15369218492761 -0.823781 -27.1051 2 15 12 0.60 0.00 0.00 0.00 - yes excluded; geometry warning; 14 clashes; 1 protein clash Open pose
549 56.491681708803526 -0.740201 -25.7463 3 10 9 0.45 0.14 0.20 0.20 - yes excluded; geometry warning; 10 clashes; 2 protein clashes Open pose
541 56.59007578258512 -0.764635 -20.806 1 18 15 0.75 0.00 0.00 0.00 - yes excluded; geometry warning; 14 clashes; 1 protein clash Open pose
545 56.76538553890124 -0.749641 -23.9649 1 20 16 0.80 0.00 0.00 0.00 - yes excluded; geometry warning; 9 clashes; 2 protein clashes Open pose
534 56.898701725433426 -0.808824 -25.7914 1 18 14 0.70 0.00 0.00 0.00 - yes excluded; geometry warning; 12 clashes; 1 protein clash Open pose
552 56.90385083398705 -0.809357 -17.8446 3 13 11 0.55 0.29 0.20 0.20 - yes excluded; geometry warning; 15 clashes; 1 protein clash Open pose
535 57.056440842723944 -0.775288 -21.1576 1 19 16 0.80 0.00 0.00 0.00 - yes excluded; geometry warning; 14 clashes; 1 protein clash Open pose
537 57.14621584789709 -0.765841 -16.9705 2 16 13 0.65 0.00 0.00 0.00 - yes excluded; geometry warning; 13 clashes; 1 protein clash Open pose
540 57.43980407676235 -0.676081 -18.3247 1 19 18 0.90 0.00 0.00 0.00 - yes excluded; geometry warning; 14 clashes; 1 protein clash Open pose
548 57.858147270023764 -0.720473 -17.1943 1 16 14 0.70 0.00 0.00 0.00 - yes excluded; geometry warning; 11 clashes; 1 protein clash Open pose
533 58.61620205238415 -0.770822 -25.5399 1 18 16 0.80 0.00 0.00 0.00 - yes excluded; geometry warning; 12 clashes; 3 protein clashes Open pose
553 59.357423973642355 -0.702808 -22.5276 2 17 13 0.65 0.00 0.00 0.00 - yes excluded; geometry warning; 12 clashes; 3 protein clashes Open pose
551 60.04628309910173 -0.822051 -24.2471 1 18 14 0.70 0.00 0.00 0.00 - yes excluded; geometry warning; 15 clashes; 3 protein clashes Open pose
546 60.6066765495306 -0.925317 -25.6492 3 14 12 0.60 0.14 0.20 0.20 - yes excluded; geometry warning; 14 clashes; 3 protein clashes Open pose
T16 — T16 16 poses · report dockmulti_91311c650f2e_T16
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
424 4.9786679789210915 -0.607541 -14.4757 3 13 8 0.67 - - - - no geometry warning; 13 clashes; 7 protein contact clashes; high strain Δ 22.9 Open pose
418 5.503663179548383 -0.591602 -15.7788 4 14 8 0.67 - - - - no geometry warning; 13 clashes; 8 protein contact clashes; high strain Δ 27.2 Open pose
421 6.130453196567059 -0.634935 -20.8308 3 14 8 0.67 - - - - no geometry warning; 12 clashes; 9 protein contact clashes; high strain Δ 34.7 Open pose
416 55.392362047497045 -0.680698 -16.8839 5 13 11 0.92 - - - - no geometry warning; 14 clashes; 10 protein contact clashes Open pose
422 56.08470595499364 -0.652427 -20.7805 5 14 9 0.75 - - - - no geometry warning; 10 clashes; 15 protein contact clashes Open pose
428 54.92680923743816 -0.612277 -17.4971 2 12 6 0.50 - - - - yes excluded; geometry warning; 10 clashes; 1 protein clash Open pose
425 55.634847078930164 -0.69617 -22.5042 4 16 7 0.58 - - - - yes excluded; geometry warning; 9 clashes; 1 protein clash Open pose
426 55.978226159919124 -0.653399 -24.2595 3 15 8 0.67 - - - - yes excluded; geometry warning; 10 clashes; 1 protein clash Open pose
419 56.099292180823014 -0.726868 -22.5368 5 16 6 0.50 - - - - yes excluded; geometry warning; 11 clashes; 1 protein clash Open pose
417 56.17706705702731 -0.608003 -12.7259 4 15 9 0.75 - - - - yes excluded; geometry warning; 13 clashes; 1 protein clash Open pose
420 56.64458233008418 -0.722115 -24.8227 3 12 6 0.50 - - - - yes excluded; geometry warning; 11 clashes; 1 protein clash Open pose
430 56.8614587127542 -0.587938 -18.1571 1 14 9 0.75 - - - - yes excluded; geometry warning; 12 clashes; 2 protein clashes Open pose
427 59.49085344586227 -0.705055 -24.2427 2 14 6 0.50 - - - - yes excluded; geometry warning; 11 clashes; 4 protein clashes Open pose
429 60.01765742426803 -0.678756 -20.4807 2 16 7 0.58 - - - - yes excluded; geometry warning; 12 clashes; 3 protein clashes Open pose
431 61.29124134893323 -0.652682 -23.0277 5 15 7 0.58 - - - - yes excluded; geometry warning; 13 clashes; 3 protein clashes Open pose
423 61.42540633024061 -0.656692 -19.582 4 15 8 0.67 - - - - yes excluded; geometry warning; 11 clashes; 3 protein clashes 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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