FAIRMol

KB_Leish_46

ID 3532

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(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-VWMXVWASSA-O

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 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-0.734767-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENT_ID19-
DOCK_FINAL_RANK4.059877-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG1371-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1381-
DOCK_IFP::B:ARG1131-
DOCK_IFP::B:ASP101-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:SER711-
DOCK_IFP::B:TYR461-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.641977-
DOCK_POSE_COUNT24-
DOCK_PRE_RANK2.956890-
DOCK_PRIMARY_POSE_ID50394-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T21-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;B:ARG113;B:ASP10;B:CYS69;B:GLY70;B:GLY74;B:HIS11;B:PRO12;B:SER71;B:TYR46-
DOCK_SCAFFOLDO=C(C[NH+]1CCC2CCCCC2C1c1ccc2c(c1)OCO2)Nc1ccccc1-
DOCK_SCORE-18.741500-
DOCK_SCORE_INTER-23.512500-
DOCK_SCORE_INTER_KCAL-5.615867-
DOCK_SCORE_INTER_NORM-0.734767-
DOCK_SCORE_INTRA4.771040-
DOCK_SCORE_INTRA_KCAL1.139544-
DOCK_SCORE_INTRA_NORM0.149095-
DOCK_SCORE_KCAL-4.476332-
DOCK_SCORE_NORM-0.585672-
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_T21_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_DELTA30.383113-
DOCK_STRAIN_OK0-
DOCK_TARGETT21-
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
T21 T21 dockmulti_91311c650f2e_T21 24
native pose available
 4.059876719423027 -18.7415 13 0.93 - Best pose
T21 — T21 24 poses · report dockmulti_91311c650f2e_T21
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
538 4.059876719423027 -0.734767 -18.7415 4 14 13 0.93 0.17 0.22 0.25 - no geometry warning; 12 clashes; 3 protein contact clashes; high strain Δ 30.4 Open pose
518 4.838841847067489 -0.707023 -21.3973 8 15 12 0.86 0.50 0.56 0.62 - no geometry warning; 13 clashes; 8 protein contact clashes; moderate strain Δ 18.6 Open pose
536 4.975280915138606 -0.614593 -19.2906 3 14 12 0.86 0.25 0.33 0.38 - no geometry warning; 9 clashes; 5 protein contact clashes; high strain Δ 45.3 Open pose
526 5.830023107093096 -0.628818 -13.4604 9 15 12 0.86 0.58 0.67 0.75 - no geometry warning; 14 clashes; 7 protein contact clashes; high strain Δ 35.5 Open pose
527 54.42161012545774 -0.646841 -20.2254 8 11 11 0.79 0.50 0.44 0.50 - no geometry warning; 12 clashes; 8 protein contact clashes Open pose
528 54.87847487419431 -0.662214 -17.5654 3 15 11 0.79 0.17 0.11 0.12 - no geometry warning; 11 clashes; 10 protein contact clashes Open pose
523 6.4367160222158075 -0.588997 -18.175 6 10 8 0.57 0.25 0.22 0.25 - yes excluded; geometry warning; 11 clashes; 1 protein clash; high strain Δ 30.0 Open pose
521 7.380772793137295 -0.547771 -15.9705 4 14 12 0.86 0.17 0.11 0.12 - yes excluded; geometry warning; 12 clashes; 1 protein clash; high strain Δ 43.8 Open pose
535 55.42612367785169 -0.597474 -21.8524 6 14 12 0.86 0.42 0.44 0.50 - yes excluded; geometry warning; 10 clashes; 1 protein clash Open pose
525 55.632123504179624 -0.783984 -23.5524 6 12 12 0.86 0.42 0.44 0.50 - yes excluded; geometry warning; 11 clashes; 2 protein clashes Open pose
522 55.8293672991579 -0.695344 -15.7456 6 17 13 0.93 0.50 0.56 0.62 - yes excluded; geometry warning; 15 clashes; 1 protein clash Open pose
539 56.067460029797125 -0.604526 -20.1548 8 10 8 0.57 0.25 0.22 0.25 - yes excluded; geometry warning; 11 clashes; 2 protein clashes Open pose
537 56.07583128030849 -0.63397 -19.1582 8 15 13 0.93 0.42 0.44 0.50 - yes excluded; geometry warning; 13 clashes; 1 protein clash Open pose
531 56.20498635521801 -0.621706 -18.9682 8 15 12 0.86 0.42 0.44 0.50 - yes excluded; geometry warning; 9 clashes; 1 protein clash Open pose
534 56.24383403499827 -0.686544 -16.865 5 13 11 0.79 0.42 0.44 0.50 - yes excluded; geometry warning; 11 clashes; 2 protein clashes Open pose
532 56.355210452372965 -0.791185 -23.7832 11 16 12 0.86 0.67 0.67 0.75 - yes excluded; geometry warning; 14 clashes; 1 protein clash Open pose
530 56.673317034601155 -0.738035 -25.3781 10 16 12 0.86 0.58 0.67 0.75 - yes excluded; geometry warning; 11 clashes; 2 protein clashes Open pose
533 56.76336133939446 -0.801621 -20.4931 7 14 12 0.86 0.42 0.44 0.50 - yes excluded; geometry warning; 15 clashes; 2 protein clashes Open pose
524 57.30184780143459 -0.684037 -18.1606 9 12 10 0.71 0.25 0.22 0.25 - yes excluded; geometry warning; 13 clashes; 1 protein clash Open pose
540 57.831617570171545 -0.684938 -20.6372 8 13 11 0.79 0.17 0.11 0.12 - yes excluded; geometry warning; 12 clashes; 2 protein clashes Open pose
529 58.22518126800662 -0.679518 -22.1998 8 16 13 0.93 0.42 0.44 0.50 - yes excluded; geometry warning; 10 clashes; 2 protein clashes Open pose
519 58.36317720368117 -0.727203 -19.5135 5 11 9 0.64 0.25 0.33 0.38 - yes excluded; geometry warning; 14 clashes; 2 protein clashes Open pose
517 58.69234737024436 -0.846319 -27.3972 7 12 12 0.86 0.42 0.44 0.50 - yes excluded; geometry warning; 13 clashes; 3 protein clashes Open pose
520 58.790972922280844 -0.632405 -19.5707 9 14 11 0.79 0.25 0.22 0.25 - yes excluded; geometry warning; 12 clashes; 2 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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