FAIRMol

KB_Leish_46

ID 143

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (24)
2D structure

SMILES: O=C(CN1CC[C@@]2(O)CCCC[C@H]2[C@H]1c1ccc2c(c1)OCO2)Nc1ccc(Cl)cc1Cl

Formula: C24H26Cl2N2O4 | MW: 477.38800000000026

LogP: 5.028900000000005 | TPSA: 71.03

HBA/HBD: 5/2 | RotB: 4

InChIKey: JIJIPXXOLJEYFK-VWMXVWASSA-N

Recognized patterns

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

Bio motif

Catechol Peptide backbone Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N H-bond acceptor O ×3 H-bond donor ×2 Gatekeeper aromatic ×2 Metal chelator Retro-amide P-gp efflux flag

Functional group

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

Ring system

Benzene ×2 Benzodioxole Cyclohexane Pipecolinyl ring
3D loads on demand to keep the page fast.

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.802746-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENT_ID1-
DOCK_FINAL_RANK4.213268-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:PHE1351-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:TYR341-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL91-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.641462-
DOCK_POSE_COUNT24-
DOCK_PRE_RANK3.437316-
DOCK_PRIMARY_POSE_ID686-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T02-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASN65;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:ILE8;A:LEU23;A:NAP201;A:PHE135;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR137;A:TYR34;A:VAL116;A:VAL9-
DOCK_SCAFFOLDO=C(CN1CCC2CCCCC2C1c1ccc2c(c1)OCO2)Nc1ccccc1-
DOCK_SCORE-25.753900-
DOCK_SCORE_INTER-25.687900-
DOCK_SCORE_INTER_KCAL-6.135452-
DOCK_SCORE_INTER_NORM-0.802746-
DOCK_SCORE_INTRA-0.065985-
DOCK_SCORE_INTRA_KCAL-0.015760-
DOCK_SCORE_INTRA_NORM-0.002062-
DOCK_SCORE_KCAL-6.151216-
DOCK_SCORE_NORM-0.804808-
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_T02_top1000.sdf-
DOCK_SOURCE_FORMULAC24H26Cl2N2O4-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS32.000000-
DOCK_SOURCE_LOGP5.028900-
DOCK_SOURCE_MW477.388000-
DOCK_SOURCE_NAMEKB_Leish_46-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA71.030000-
DOCK_STRAIN_DELTA24.932528-
DOCK_STRAIN_OK0-
DOCK_TARGETT02-
EXACT_MASS476.126962672Da
FORMULAC24H26Cl2N2O4-
HBA5-
HBD2-
LOGP5.028900000000005-
MOL_WEIGHT477.38800000000026g/mol
QED_SCORE0.6467696281864387-
ROTATABLE_BONDS4-
TPSA71.03A^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
T02 T02 dockmulti_91311c650f2e_T02 24
native pose available
 4.213267745548484 -25.7539 16 0.76 - Best pose
T02 — T02 24 poses · report dockmulti_91311c650f2e_T02
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
686 4.213267745548484 -0.802746 -25.7539 0 19 16 0.76 0.00 0.00 0.00 - no geometry warning; 11 clashes; 6 protein contact clashes; high strain Δ 24.9 Open pose
700 4.220010643766157 -0.832652 -28.5179 2 20 19 0.90 0.20 0.20 0.20 - no geometry warning; 12 clashes; 5 protein contact clashes; high strain Δ 25.2 Open pose
682 4.570105105839405 -0.625261 -21.3428 2 15 13 0.62 0.20 0.20 0.20 - no geometry warning; 11 clashes; 7 protein contact clashes; high strain Δ 20.1 Open pose
684 5.0874575879674655 -0.818542 -25.5255 2 21 19 0.90 0.20 0.20 0.20 - no geometry warning; 14 clashes; 6 protein contact clashes; high strain Δ 29.9 Open pose
702 6.237814060192159 -0.818133 -18.9343 3 18 18 0.86 0.20 0.20 0.20 - no geometry warning; 15 clashes; 9 protein contact clashes; high strain Δ 31.0 Open pose
704 6.492055677533312 -0.814606 -26.1757 4 21 19 0.90 0.00 0.00 0.00 - no geometry warning; 12 clashes; 11 protein contact clashes; high strain Δ 34.5 Open pose
683 54.257864021424815 -0.65648 -23.8839 1 17 16 0.76 0.20 0.20 0.20 - yes excluded; geometry warning; 12 clashes; 1 protein clash Open pose
698 54.845749901123966 -0.745182 -23.6958 2 20 19 0.90 0.20 0.20 0.20 - yes excluded; geometry warning; 10 clashes; 1 protein clash Open pose
688 55.49278811701789 -0.800433 -24.8696 1 19 17 0.81 0.20 0.20 0.20 - yes excluded; geometry warning; 12 clashes; 1 protein clash Open pose
693 56.41654722764329 -0.633508 -14.5988 2 13 12 0.57 0.00 0.00 0.00 - yes excluded; geometry warning; 14 clashes; 1 protein clash Open pose
696 56.880054504002274 -0.705585 -19.6321 1 16 15 0.71 0.00 0.00 0.00 - yes excluded; geometry warning; 14 clashes; 1 protein clash Open pose
697 57.151250079463736 -0.80801 -22.4749 2 18 16 0.76 0.00 0.00 0.00 - yes excluded; geometry warning; 12 clashes; 1 protein clash Open pose
694 57.15309101774906 -0.839171 -29.6744 5 19 17 0.81 0.20 0.20 0.20 - yes excluded; geometry warning; 12 clashes; 2 protein clashes Open pose
690 57.242661857823634 -0.666712 -14.1732 2 19 15 0.71 0.20 0.20 0.20 - yes excluded; geometry warning; 12 clashes; 1 protein clash Open pose
685 57.746874096747156 -0.746492 -24.1771 2 19 17 0.81 0.00 0.00 0.00 - yes excluded; geometry warning; 13 clashes; 1 protein clash Open pose
692 58.10140529217655 -0.756074 -23.3523 2 21 19 0.90 0.20 0.20 0.20 - yes excluded; geometry warning; 13 clashes; 3 protein clashes Open pose
691 58.14232666846858 -0.69608 -18.0573 2 16 13 0.62 0.00 0.00 0.00 - yes excluded; geometry warning; 15 clashes; 2 protein clashes Open pose
699 58.83392169415286 -0.752237 -23.925 3 16 15 0.71 0.00 0.00 0.00 - yes excluded; geometry warning; 11 clashes; 2 protein clashes Open pose
681 59.12171868342816 -0.77085 -25.1165 2 14 11 0.52 0.00 0.00 0.00 - yes excluded; geometry warning; 13 clashes; 3 protein clashes Open pose
687 59.467111024549816 -0.686365 -18.4284 2 19 16 0.76 0.00 0.00 0.00 - yes excluded; geometry warning; 14 clashes; 2 protein clashes Open pose
701 60.57259410637262 -0.713888 -21.5699 2 17 15 0.71 0.00 0.00 0.00 - yes excluded; geometry warning; 10 clashes; 3 protein clashes Open pose
689 61.35090917829254 -0.731009 -22.7288 2 21 18 0.86 0.00 0.00 0.00 - yes excluded; geometry warning; 11 clashes; 4 protein clashes Open pose
703 61.89591576324208 -0.675811 -22.8023 2 19 17 0.81 0.00 0.00 0.00 - yes excluded; geometry warning; 12 clashes; 4 protein clashes Open pose
695 62.47334985863181 -0.705648 -21.8198 2 20 18 0.86 0.00 0.00 0.00 - yes excluded; geometry warning; 9 clashes; 4 protein clashes 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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