FAIRMol

KB_Leish_74

ID 2324

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (14)
2D structure

SMILES: COc1ccc2ncc(Cl)c(CC[N@@H+]3CC[C@H]([NH2+]Cc4cc5c(cn4)OCS5)[C@@H](O)C3)c2n1

Formula: C23H28ClN5O3S+2 | MW: 490.02900000000034

LogP: 0.45300000000000107 | TPSA: 98.41000000000001

HBA/HBD: 7/3 | RotB: 7

InChIKey: MBNJLJBABAOROR-HKUYNNGSSA-P

Recognized patterns

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

Bio motif

H-bond acceptor N ×3 H-bond acceptor O ×2 H-bond donor ×3

Functional group

Alcohol Chlorine Aryl ether ×2 Sulfide Ether ×2

Ring system

Pyridine ×3 Piperidine Pipecolinyl ring
3D loads on demand to keep the page fast.

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.747590-
DOCK_BASE_INTER_RANK-0.656243-
DOCK_BASE_INTER_RANK-0.544373-
DOCK_BASE_INTER_RANK-0.532870-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT9.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT18-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID10-
DOCK_EXPERIMENT_ID12-
DOCK_EXPERIMENT_ID16-
DOCK_EXPERIMENT_ID18-
DOCK_FINAL_RANK6.463596-
DOCK_FINAL_RANK7.078297-
DOCK_FINAL_RANK3.483042-
DOCK_FINAL_RANK7.557220-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA2831-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG221-
DOCK_IFP::A:ARG2421-
DOCK_IFP::A:ARG3371-
DOCK_IFP::A:ARG4721-
DOCK_IFP::A:ARG501-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN201-
DOCK_IFP::A:ASP1161-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:ASP441-
DOCK_IFP::A:ASP471-
DOCK_IFP::A:GLU181-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:ILE1061-
DOCK_IFP::A:LEU251-
DOCK_IFP::A:LEU3821-
DOCK_IFP::A:LYS4101-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:MET1131-
DOCK_IFP::A:MET3931-
DOCK_IFP::A:MET4711-
DOCK_IFP::A:PHE2841-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:SER1091-
DOCK_IFP::A:SER2821-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER4701-
DOCK_IFP::A:THR211-
DOCK_IFP::A:THR2411-
DOCK_IFP::A:THR2851-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4731-
DOCK_IFP::A:TRP211-
DOCK_IFP::A:TYR1101-
DOCK_IFP::A:TYR4551-
DOCK_IFP::A:TYR971-
DOCK_IFP::A:VAL531-
DOCK_IFP::A:VAL581-
DOCK_IFP::B:ARG1161-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:SER741-
DOCK_IFP::B:TYR491-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.654377-
DOCK_MAX_CLASH_OVERLAP0.654393-
DOCK_MAX_CLASH_OVERLAP0.654380-
DOCK_MAX_CLASH_OVERLAP0.654410-
DOCK_POSE_COUNT4-
DOCK_POSE_COUNT3-
DOCK_POSE_COUNT3-
DOCK_POSE_COUNT4-
DOCK_PRE_RANK4.102149-
DOCK_PRE_RANK3.834345-
DOCK_PRE_RANK2.523738-
DOCK_PRE_RANK4.871313-
DOCK_PRIMARY_POSE_ID23394-
DOCK_PRIMARY_POSE_ID28643-
DOCK_PRIMARY_POSE_ID42582-
DOCK_PRIMARY_POSE_ID47644-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T12-
DOCK_REPORT_IDdockmulti_91311c650f2e_T14-
DOCK_REPORT_IDdockmulti_91311c650f2e_T18-
DOCK_REPORT_IDdockmulti_91311c650f2e_T20-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:HIS105;A:MET101;A:TYR97;B:ARG116;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY77;B:HIS14;B:ILE15;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSA:ALA283;A:ARG22;A:ARG242;A:ARG337;A:ARG50;A:ASN20;A:ASP243;A:ASP385;A:ASP44;A:ASP47;A:GLU384;A:LEU25;A:LEU382;A:PHE284;A:SER282;A:THR21;A:THR241;A:THR285-
DOCK_RESIDUE_CONTACTSA:ASP116;A:GLU18;A:ILE106;A:MET113;A:SER109;A:TRP21;A:TYR110;A:VAL53;A:VAL58-
DOCK_RESIDUE_CONTACTSA:ARG472;A:GLU467;A:LYS410;A:MET393;A:MET471;A:PHE396;A:SER394;A:SER395;A:SER470;A:THR397;A:THR473;A:TYR455-
DOCK_SCAFFOLDc1cnc2c(CC[NH+]3CCC([NH2+]Cc4cc5c(cn4)OCS5)CC3)ccnc2c1-
DOCK_SCAFFOLDc1cnc2c(CC[NH+]3CCC([NH2+]Cc4cc5c(cn4)OCS5)CC3)ccnc2c1-
DOCK_SCAFFOLDc1cnc2c(CC[NH+]3CCC([NH2+]Cc4cc5c(cn4)OCS5)CC3)ccnc2c1-
DOCK_SCAFFOLDc1cnc2c(CC[NH+]3CCC([NH2+]Cc4cc5c(cn4)OCS5)CC3)ccnc2c1-
DOCK_SCORE-20.837800-
DOCK_SCORE-14.683900-
DOCK_SCORE-21.491500-
DOCK_SCORE-15.939900-
DOCK_SCORE_INTER-24.670500-
DOCK_SCORE_INTER-21.656000-
DOCK_SCORE_INTER-17.964300-
DOCK_SCORE_INTER-17.584700-
DOCK_SCORE_INTER_KCAL-5.892450-
DOCK_SCORE_INTER_KCAL-5.172449-
DOCK_SCORE_INTER_KCAL-4.290701-
DOCK_SCORE_INTER_KCAL-4.200035-
DOCK_SCORE_INTER_NORM-0.747590-
DOCK_SCORE_INTER_NORM-0.656243-
DOCK_SCORE_INTER_NORM-0.544373-
DOCK_SCORE_INTER_NORM-0.532870-
DOCK_SCORE_INTRA3.832710-
DOCK_SCORE_INTRA6.972060-
DOCK_SCORE_INTRA-3.527220-
DOCK_SCORE_INTRA1.642270-
DOCK_SCORE_INTRA_KCAL0.915427-
DOCK_SCORE_INTRA_KCAL1.665249-
DOCK_SCORE_INTRA_KCAL-0.842462-
DOCK_SCORE_INTRA_KCAL0.392250-
DOCK_SCORE_INTRA_NORM0.116143-
DOCK_SCORE_INTRA_NORM0.211275-
DOCK_SCORE_INTRA_NORM-0.106885-
DOCK_SCORE_INTRA_NORM0.049766-
DOCK_SCORE_KCAL-4.977025-
DOCK_SCORE_KCAL-3.507191-
DOCK_SCORE_KCAL-5.133159-
DOCK_SCORE_KCAL-3.807181-
DOCK_SCORE_NORM-0.631447-
DOCK_SCORE_NORM-0.444968-
DOCK_SCORE_NORM-0.651258-
DOCK_SCORE_NORM-0.483028-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.002526-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000077-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILEresults_T12_top1000.sdf-
DOCK_SOURCE_FILEresults_T14_top1000.sdf-
DOCK_SOURCE_FILEresults_T18_top1000.sdf-
DOCK_SOURCE_FILEresults_T20_top1000.sdf-
DOCK_SOURCE_FORMULAC23H28ClN5O3S+2-
DOCK_SOURCE_FORMULAC23H28ClN5O3S+2-
DOCK_SOURCE_FORMULAC23H28ClN5O3S+2-
DOCK_SOURCE_FORMULAC23H28ClN5O3S+2-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_HEAVY_ATOMS33.000000-
DOCK_SOURCE_LOGP0.453000-
DOCK_SOURCE_LOGP0.453000-
DOCK_SOURCE_LOGP0.453000-
DOCK_SOURCE_LOGP0.453000-
DOCK_SOURCE_MW490.029000-
DOCK_SOURCE_MW490.029000-
DOCK_SOURCE_MW490.029000-
DOCK_SOURCE_MW490.029000-
DOCK_SOURCE_NAMEKB_Leish_74-
DOCK_SOURCE_NAMEKB_Leish_74-
DOCK_SOURCE_NAMEKB_Leish_74-
DOCK_SOURCE_NAMEKB_Leish_74-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA98.410000-
DOCK_SOURCE_TPSA98.410000-
DOCK_SOURCE_TPSA98.410000-
DOCK_SOURCE_TPSA98.410000-
DOCK_STRAIN_DELTA51.357452-
DOCK_STRAIN_DELTA66.065861-
DOCK_STRAIN_DELTA27.988391-
DOCK_STRAIN_DELTA56.765122-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT12-
DOCK_TARGETT14-
DOCK_TARGETT18-
DOCK_TARGETT20-
EXACT_MASS489.15904127618Da
FORMULAC23H28ClN5O3S+2-
HBA7-
HBD3-
LOGP0.45300000000000107-
MOL_WEIGHT490.02900000000034g/mol
QED_SCORE0.44306384823589756-
ROTATABLE_BONDS7-
TPSA98.41000000000001A^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
T18 T18 dockmulti_91311c650f2e_T18 3
native pose available
 3.4830415741516862 -21.4915 9 0.69 - Best pose
T12 T12 dockmulti_91311c650f2e_T12 4
native pose available
 6.4635963907008955 -20.8378 13 0.81 - Best pose
T14 T14 dockmulti_91311c650f2e_T14 3
native pose available
 7.078296744075232 -14.6839 10 0.67 - Best pose
T20 T20 dockmulti_91311c650f2e_T20 4
native pose available
 7.55722047672734 -15.9399 5 0.62 - Best pose
T18 — T18 3 poses · report dockmulti_91311c650f2e_T18
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
495 3.4830415741516862 -0.544373 -21.4915 3 9 9 0.69 - - - - no geometry warning; 12 clashes; 2 protein contact clashes; high strain Δ 28.0 Open pose
494 4.531863510488032 -0.613961 -14.4398 6 16 9 0.69 - - - - no geometry warning; 13 clashes; 2 protein contact clashes; high strain Δ 43.5 Open pose
496 5.592360872855627 -0.515861 -16.5638 3 17 13 1.00 - - - - no geometry warning; 14 clashes; 8 protein contact clashes; high strain Δ 21.6 Open pose
T12 — T12 4 poses · report dockmulti_91311c650f2e_T12
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
451 6.4635963907008955 -0.74759 -20.8378 8 16 13 0.81 0.33 0.40 0.50 - no geometry warning; 12 clashes; 7 protein contact clashes; high strain Δ 51.4 Open pose
450 7.209894302151412 -0.655902 -22.6671 8 18 15 0.94 0.25 0.30 0.40 - yes excluded; geometry warning; 12 clashes; 1 protein clash; high strain Δ 36.9 Open pose
449 8.562664383183899 -0.712542 -21.4095 8 18 15 0.94 0.25 0.40 0.50 - yes excluded; geometry warning; 13 clashes; 2 protein clashes; high strain Δ 39.7 Open pose
448 67.4721930044772 -0.735742 -22.8504 9 15 12 0.75 0.42 0.40 0.40 - yes excluded; geometry warning; 15 clashes; 8 protein clashes Open pose
T14 — T14 3 poses · report dockmulti_91311c650f2e_T14
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
622 7.078296744075232 -0.656243 -14.6839 5 18 10 0.67 0.00 0.20 0.20 - no geometry warning; 12 clashes; 6 protein contact clashes; high strain Δ 66.1 Open pose
621 8.194682913123472 -0.651267 -20.4203 6 15 8 0.53 0.17 0.40 0.40 - yes excluded; geometry warning; 14 clashes; 1 protein clash; high strain Δ 43.0 Open pose
623 9.836850050425655 -0.590476 -14.098 6 12 6 0.40 0.17 0.40 0.40 - yes excluded; geometry warning; 14 clashes; 2 protein clashes; high strain Δ 46.0 Open pose
T20 — T20 4 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
679 7.55722047672734 -0.53287 -15.9399 5 12 5 0.62 0.00 0.00 0.00 - no geometry warning; 11 clashes; 10 protein contact clashes; high strain Δ 56.8 Open pose
676 9.083813918465152 -0.520971 -13.3896 4 11 8 1.00 0.00 0.00 0.00 - yes excluded; geometry warning; 13 clashes; 1 protein clash; high strain Δ 49.1 Open pose
678 9.167242776662142 -0.674713 -18.1204 4 10 8 1.00 0.00 0.00 0.00 - yes excluded; geometry warning; 14 clashes; 2 protein clashes; high strain Δ 35.2 Open pose
677 58.47559019979967 -0.570657 -12.5562 6 10 6 0.75 0.00 0.00 0.00 - yes excluded; geometry warning; 13 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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