FAIRMol

KB_Leish_46

ID 2158

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (48)
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-DPSWKAHMSA-O

Recognized patterns

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

NameValueUnit
DOCK_BASE_INTER_RANK-0.615052-
DOCK_BASE_INTER_RANK-0.541093-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT10.000000-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID18-
DOCK_FINAL_RANK4.461407-
DOCK_FINAL_RANK4.148764-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ASN1931-
DOCK_IFP::A:ASN4021-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:MET3931-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE1991-
DOCK_IFP::A:PHE2241-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4631-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.698779-
DOCK_MAX_CLASH_OVERLAP0.643751-
DOCK_POSE_COUNT24-
DOCK_POSE_COUNT24-
DOCK_PRE_RANK3.738297-
DOCK_PRE_RANK3.227788-
DOCK_PRIMARY_POSE_ID20989-
DOCK_PRIMARY_POSE_ID47627-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T11-
DOCK_REPORT_IDdockmulti_91311c650f2e_T20-
DOCK_RESIDUE_CONTACTSA:ASN193;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:LEU194;A:PHE189;A:PHE190;A:PHE199;A:PHE224;A:PRO223;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:ASN402;A:GLU467;A:LEU399;A:MET393;A:PHE396;A:PRO398;A:SER394;A:SER395;A:THR397;A:THR463-
DOCK_SCAFFOLDO=C(C[NH+]1CCC2CCCCC2C1c1ccc2c(c1)OCO2)Nc1ccccc1-
DOCK_SCAFFOLDO=C(C[NH+]1CCC2CCCCC2C1c1ccc2c(c1)OCO2)Nc1ccccc1-
DOCK_SCORE-13.452500-
DOCK_SCORE-16.120300-
DOCK_SCORE_INTER-19.681700-
DOCK_SCORE_INTER-17.315000-
DOCK_SCORE_INTER_KCAL-4.700895-
DOCK_SCORE_INTER_KCAL-4.135618-
DOCK_SCORE_INTER_NORM-0.615052-
DOCK_SCORE_INTER_NORM-0.541093-
DOCK_SCORE_INTRA6.229210-
DOCK_SCORE_INTRA1.194710-
DOCK_SCORE_INTRA_KCAL1.487822-
DOCK_SCORE_INTRA_KCAL0.285352-
DOCK_SCORE_INTRA_NORM0.194663-
DOCK_SCORE_INTRA_NORM0.037335-
DOCK_SCORE_KCAL-3.213076-
DOCK_SCORE_KCAL-3.850269-
DOCK_SCORE_NORM-0.420390-
DOCK_SCORE_NORM-0.503759-
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_T11_top1000.sdf-
DOCK_SOURCE_FILEresults_T20_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_DELTA24.051843-
DOCK_STRAIN_DELTA27.349597-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT11-
DOCK_TARGETT20-
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
T20 T20 dockmulti_91311c650f2e_T20 24
native pose available
 4.148763856501447 -16.1203 7 0.88 - Best pose
T11 T11 dockmulti_91311c650f2e_T11 24
native pose available
 4.461407212054066 -13.4525 12 0.67 - Best pose
T20 — T20 24 poses · report dockmulti_91311c650f2e_T20
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
662 4.148763856501447 -0.541093 -16.1203 4 10 7 0.88 0.00 0.00 0.00 - no geometry warning; 10 clashes; 5 protein contact clashes; high strain Δ 27.3 Open pose
664 4.241479096583568 -0.560142 -19.2475 4 9 7 0.88 0.00 0.00 0.00 - no geometry warning; 11 clashes; 5 protein contact clashes; high strain Δ 25.3 Open pose
648 4.52234586777562 -0.445278 -14.9075 1 12 5 0.62 0.00 0.00 0.00 - no geometry warning; 14 clashes; 4 protein contact clashes; high strain Δ 24.8 Open pose
668 4.641953442945015 -0.587023 -19.525 2 13 5 0.62 0.50 1.00 1.00 - no geometry warning; 11 clashes; 5 protein contact clashes; high strain Δ 30.0 Open pose
650 5.1972693962280925 -0.500163 -14.2283 4 10 6 0.75 0.50 1.00 1.00 - no geometry warning; 13 clashes; 5 protein contact clashes; high strain Δ 37.3 Open pose
647 5.418238696613943 -0.52826 -18.7362 2 10 6 0.75 0.50 1.00 1.00 - no geometry warning; 11 clashes; 7 protein contact clashes; high strain Δ 33.0 Open pose
659 53.56761687232414 -0.528532 -13.8943 2 11 6 0.75 0.50 1.00 1.00 - no geometry warning; 10 clashes; 6 protein contact clashes Open pose
657 53.853155183788694 -0.562264 -18.3111 3 11 5 0.62 0.50 1.00 1.00 - no geometry warning; 10 clashes; 7 protein contact clashes Open pose
663 53.90053714170523 -0.530493 -19.6601 6 12 4 0.50 1.00 1.00 1.00 - no geometry warning; 11 clashes; 6 protein contact clashes Open pose
666 54.19732051754386 -0.522386 -10.6079 4 10 4 0.50 1.00 1.00 1.00 - no geometry warning; 13 clashes; 6 protein contact clashes Open pose
653 55.00235691197447 -0.552296 -17.678 3 10 6 0.75 0.50 1.00 1.00 - yes excluded; geometry warning; 11 clashes; 1 protein clash Open pose
645 55.2988025041855 -0.553296 -17.6307 4 11 8 1.00 0.50 1.00 1.00 - yes excluded; geometry warning; 12 clashes; 1 protein clash Open pose
646 55.511523894903775 -0.561592 -17.2708 2 10 7 0.88 0.00 0.00 0.00 - yes excluded; geometry warning; 12 clashes; 1 protein clash Open pose
661 55.56165144537245 -0.55013 -11.7194 3 12 8 1.00 0.50 1.00 1.00 - yes excluded; geometry warning; 14 clashes; 1 protein clash Open pose
654 55.671404453525795 -0.504739 -14.1188 2 9 6 0.75 0.00 0.00 0.00 - yes excluded; geometry warning; 11 clashes; 1 protein clash Open pose
667 56.11832251559403 -0.471753 -13.4683 3 9 8 1.00 0.00 0.00 0.00 - yes excluded; geometry warning; 13 clashes; 1 protein clash Open pose
665 56.17630469969773 -0.537334 -10.1902 4 10 7 0.88 0.00 0.00 0.00 - yes excluded; geometry warning; 13 clashes; 1 protein clash Open pose
651 56.815247669675415 -0.525257 -16.9567 2 9 6 0.75 0.00 0.00 0.00 - yes excluded; geometry warning; 11 clashes; 2 protein clashes Open pose
655 56.87341180086008 -0.527965 -16.7011 5 10 7 0.88 0.50 1.00 1.00 - yes excluded; geometry warning; 11 clashes; 2 protein clashes Open pose
660 56.96296246103646 -0.558299 -18.3397 3 8 6 0.75 0.00 0.00 0.00 - yes excluded; geometry warning; 12 clashes; 2 protein clashes Open pose
656 57.1560047425855 -0.508937 -16.3236 6 13 6 0.75 0.50 1.00 1.00 - yes excluded; geometry warning; 11 clashes; 2 protein clashes Open pose
658 57.1596777058425 -0.501073 -18.9835 3 12 7 0.88 0.00 0.00 0.00 - yes excluded; geometry warning; 10 clashes; 2 protein clashes Open pose
649 57.81648455225807 -0.538673 -15.3857 3 12 5 0.62 0.50 1.00 1.00 - yes excluded; geometry warning; 14 clashes; 1 protein clash Open pose
652 58.2373887741407 -0.531449 -15.115 2 10 7 0.88 0.00 0.00 0.00 - yes excluded; geometry warning; 13 clashes; 3 protein clashes Open pose
T11 — T11 24 poses · report dockmulti_91311c650f2e_T11
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
473 4.461407212054066 -0.615052 -13.4525 3 13 12 0.67 0.40 0.40 0.50 - no geometry warning; 12 clashes; 5 protein contact clashes; high strain Δ 24.1 Open pose
475 4.469597438959104 -0.644568 -19.1924 6 13 12 0.67 0.60 0.60 0.75 - no geometry warning; 11 clashes; 6 protein contact clashes; high strain Δ 23.3 Open pose
476 4.810984502431025 -0.667405 -21.9805 2 12 11 0.61 0.40 0.40 0.50 - no geometry warning; 10 clashes; 8 protein contact clashes; high strain Δ 26.0 Open pose
481 55.26265774251235 -0.90276 -27.0825 8 12 12 0.67 0.60 0.60 0.75 - no geometry warning; 10 clashes; 13 protein contact clashes Open pose
465 6.508157733051288 -0.79263 -23.1879 1 17 8 0.44 0.00 0.00 0.00 - yes excluded; geometry warning; 12 clashes; 1 protein clash; high strain Δ 29.5 Open pose
466 7.8724065316936045 -0.53639 -17.8872 1 14 13 0.72 0.20 0.20 0.25 - yes excluded; geometry warning; 12 clashes; 2 protein clashes; high strain Δ 23.9 Open pose
471 8.713456450651957 -0.592939 -17.8663 2 13 12 0.67 0.40 0.40 0.50 - yes excluded; geometry warning; 13 clashes; 3 protein clashes; high strain Δ 21.2 Open pose
478 55.39429729710436 -0.780113 -24.6041 6 12 12 0.67 0.60 0.60 0.75 - yes excluded; geometry warning; 9 clashes; 1 protein clash Open pose
487 56.011000608545885 -0.685551 -22.2314 2 14 13 0.72 0.40 0.40 0.50 - yes excluded; geometry warning; 13 clashes; 2 protein clashes Open pose
485 56.36123985021602 -0.664916 -16.2739 2 14 13 0.72 0.40 0.40 0.50 - yes excluded; geometry warning; 14 clashes; 1 protein clash Open pose
484 56.966757399934835 -0.709084 -22.4225 2 16 11 0.61 0.20 0.20 0.25 - yes excluded; geometry warning; 10 clashes; 2 protein clashes Open pose
486 57.195204715585845 -0.62612 -17.4015 3 13 13 0.72 0.40 0.40 0.50 - yes excluded; geometry warning; 12 clashes; 2 protein clashes Open pose
472 57.435927709309624 -0.709056 -21.4917 3 12 11 0.61 0.40 0.40 0.50 - yes excluded; geometry warning; 13 clashes; 2 protein clashes Open pose
479 57.52026557713096 -0.638636 -21.3923 3 12 11 0.61 0.60 0.60 0.50 - yes excluded; geometry warning; 11 clashes; 3 protein clashes Open pose
474 57.67095960348714 -0.693293 -21.7786 7 13 13 0.72 0.80 0.80 0.75 - yes excluded; geometry warning; 11 clashes; 1 protein clash Open pose
482 57.72072801180435 -0.660282 -22.8045 4 12 11 0.61 0.40 0.60 0.50 - yes excluded; geometry warning; 12 clashes; 1 protein clash Open pose
477 58.08713462910262 -0.658987 -22.6011 3 13 12 0.67 0.40 0.40 0.50 - yes excluded; geometry warning; 12 clashes; 2 protein clashes Open pose
470 58.347067808977705 -0.729649 -20.6072 3 14 13 0.72 0.40 0.40 0.50 - yes excluded; geometry warning; 15 clashes; 3 protein clashes Open pose
480 58.465779738470076 -0.671921 -16.1514 2 15 14 0.78 0.20 0.20 0.25 - yes excluded; geometry warning; 15 clashes; 2 protein clashes Open pose
483 58.50256278368906 -0.762044 -27.3902 4 11 10 0.56 0.40 0.40 0.50 - yes excluded; geometry warning; 12 clashes; 3 protein clashes Open pose
469 58.57920938142742 -0.767363 -19.3668 4 12 11 0.61 0.60 0.60 0.50 - yes excluded; hard geometry fail; 1 severe clash; 3 protein clashes Open pose
464 58.94102158206191 -0.767637 -23.0991 1 16 8 0.44 0.00 0.00 0.00 - yes excluded; geometry warning; 13 clashes; 2 protein clashes Open pose
468 59.252251422917894 -0.676674 -15.3675 2 19 13 0.72 0.20 0.20 0.25 - yes excluded; geometry warning; 14 clashes; 1 protein clash Open pose
467 59.60668870398872 -0.684878 -22.6176 3 14 13 0.72 0.20 0.20 0.25 - yes excluded; geometry warning; 13 clashes; 2 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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