FAIRMol

KB_Leish_34

ID 153

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

SMILES: COc1ccc(Oc2ccc([C@@H](C)N(C)c3ncc4c(N)nc(N)[nH+]c4n3)cc2)cc1

Formula: C22H24N7O2+ | MW: 418.48100000000017

LogP: 3.0016000000000016 | TPSA: 126.55

HBA/HBD: 8/2 | RotB: 6

InChIKey: OWHDETKHTAYSHV-CYBMUJFWSA-O

Recognized patterns

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

Bio motif

ATP mimic pyrimidine ×2 Hydroquinone H-bond acceptor N ×5 H-bond acceptor O ×2 H-bond donor ×3 Gatekeeper aromatic ×2 Ionizable base ×2 P-gp efflux flag

Functional group

Primary amine ×2 Tertiary amine Aryl ether ×2 Ether ×2

Ring system

Benzene ×2 Pyrimidine ×2
3D loads on demand to keep the page fast.

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.844612-
DOCK_BASE_INTER_RANK-0.878702-
DOCK_BASE_INTER_RANK-0.937561-
DOCK_BASE_INTER_RANK-0.733522-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID6-
DOCK_EXPERIMENT_ID7-
DOCK_FINAL_RANK4.270419-
DOCK_FINAL_RANK6.063865-
DOCK_FINAL_RANK5.417369-
DOCK_FINAL_RANK6.107677-
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:ALA101-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLU2171-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY1571-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS1781-
DOCK_IFP::A:LYS2201-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE551-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO501-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER601-
DOCK_IFP::A:SER951-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR1801-
DOCK_IFP::A:THR541-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1221-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1781-
DOCK_IFP::A:VAL1161-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL871-
DOCK_IFP::A:VAL91-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:GLY1571-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PRO501-
DOCK_IFP::B:SER861-
DOCK_IFP::B:THR831-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL491-
DOCK_IFP::B:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.694053-
DOCK_MAX_CLASH_OVERLAP0.660664-
DOCK_MAX_CLASH_OVERLAP0.661342-
DOCK_MAX_CLASH_OVERLAP0.660708-
DOCK_POSE_COUNT2-
DOCK_POSE_COUNT4-
DOCK_POSE_COUNT4-
DOCK_POSE_COUNT4-
DOCK_PRE_RANK3.133031-
DOCK_PRE_RANK5.034742-
DOCK_PRE_RANK4.335016-
DOCK_PRE_RANK5.141891-
DOCK_PRIMARY_POSE_ID657-
DOCK_PRIMARY_POSE_ID3826-
DOCK_PRIMARY_POSE_ID12986-
DOCK_PRIMARY_POSE_ID15677-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T02-
DOCK_REPORT_IDdockmulti_91311c650f2e_T03-
DOCK_REPORT_IDdockmulti_91311c650f2e_T08-
DOCK_REPORT_IDdockmulti_91311c650f2e_T09-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:GLU31;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:SER60;A:THR137;A:THR57;A:TYR122;A:VAL116;A:VAL9-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ASP52;A:GLY157;A:ILE45;A:LEU94;A:LYS57;A:MET53;A:NDP301;A:PHE55;A:PHE56;A:PRO50;A:THR180;A:THR54;A:TYR162;A:TYR178;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_RESIDUE_CONTACTSA:ARG14;A:CYS168;A:GLU217;A:GLY205;A:LEU208;A:LEU209;A:LYS178;A:LYS220;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL206-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:GLY157;B:ILE45;B:MET53;B:PHE56;B:PRO50;B:SER86;B:THR83;B:TRP47;B:VAL156;B:VAL49;B:VAL87-
DOCK_SCAFFOLDc1ccc(Oc2ccc(CNc3ncc4cnc[nH+]c4n3)cc2)cc1-
DOCK_SCAFFOLDc1ccc(Oc2ccc(CNc3ncc4cnc[nH+]c4n3)cc2)cc1-
DOCK_SCAFFOLDc1ccc(Oc2ccc(CNc3ncc4cnc[nH+]c4n3)cc2)cc1-
DOCK_SCAFFOLDc1ccc(Oc2ccc(CNc3ncc4cnc[nH+]c4n3)cc2)cc1-
DOCK_SCORE-23.493700-
DOCK_SCORE-24.040700-
DOCK_SCORE-26.805800-
DOCK_SCORE-21.229500-
DOCK_SCORE_INTER-26.183000-
DOCK_SCORE_INTER-27.239800-
DOCK_SCORE_INTER-29.064400-
DOCK_SCORE_INTER-22.739200-
DOCK_SCORE_INTER_KCAL-6.253705-
DOCK_SCORE_INTER_KCAL-6.506117-
DOCK_SCORE_INTER_KCAL-6.941916-
DOCK_SCORE_INTER_KCAL-5.431167-
DOCK_SCORE_INTER_NORM-0.844612-
DOCK_SCORE_INTER_NORM-0.878702-
DOCK_SCORE_INTER_NORM-0.937561-
DOCK_SCORE_INTER_NORM-0.733522-
DOCK_SCORE_INTRA2.689300-
DOCK_SCORE_INTRA3.199060-
DOCK_SCORE_INTRA2.258580-
DOCK_SCORE_INTRA1.509640-
DOCK_SCORE_INTRA_KCAL0.642329-
DOCK_SCORE_INTRA_KCAL0.764083-
DOCK_SCORE_INTRA_KCAL0.539453-
DOCK_SCORE_INTRA_KCAL0.360571-
DOCK_SCORE_INTRA_NORM0.086752-
DOCK_SCORE_INTRA_NORM0.103196-
DOCK_SCORE_INTRA_NORM0.072857-
DOCK_SCORE_INTRA_NORM0.048698-
DOCK_SCORE_KCAL-5.611376-
DOCK_SCORE_KCAL-5.742025-
DOCK_SCORE_KCAL-6.402458-
DOCK_SCORE_KCAL-5.070581-
DOCK_SCORE_NORM-0.757861-
DOCK_SCORE_NORM-0.775507-
DOCK_SCORE_NORM-0.864703-
DOCK_SCORE_NORM-0.684824-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
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_T02_top1000.sdf-
DOCK_SOURCE_FILEresults_T03_top1000.sdf-
DOCK_SOURCE_FILEresults_T08_top1000.sdf-
DOCK_SOURCE_FILEresults_T09_top1000.sdf-
DOCK_SOURCE_FORMULAC22H24N7O2+-
DOCK_SOURCE_FORMULAC22H24N7O2+-
DOCK_SOURCE_FORMULAC22H24N7O2+-
DOCK_SOURCE_FORMULAC22H24N7O2+-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBA8.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_HEAVY_ATOMS31.000000-
DOCK_SOURCE_LOGP3.001600-
DOCK_SOURCE_LOGP3.001600-
DOCK_SOURCE_LOGP3.001600-
DOCK_SOURCE_LOGP3.001600-
DOCK_SOURCE_MW418.481000-
DOCK_SOURCE_MW418.481000-
DOCK_SOURCE_MW418.481000-
DOCK_SOURCE_MW418.481000-
DOCK_SOURCE_NAMEKB_Leish_34-
DOCK_SOURCE_NAMEKB_Leish_34-
DOCK_SOURCE_NAMEOHD_Leishmania_406-
DOCK_SOURCE_NAMEKB_Leish_34-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA126.550000-
DOCK_SOURCE_TPSA126.550000-
DOCK_SOURCE_TPSA126.550000-
DOCK_SOURCE_TPSA126.550000-
DOCK_STRAIN_DELTA30.956475-
DOCK_STRAIN_DELTA29.152058-
DOCK_STRAIN_DELTA30.039206-
DOCK_STRAIN_DELTA28.096420-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT02-
DOCK_TARGETT03-
DOCK_TARGETT08-
DOCK_TARGETT09-
EXACT_MASS418.19859942809Da
FORMULAC22H24N7O2+-
HBA8-
HBD2-
LOGP3.0016000000000016-
MOL_WEIGHT418.48100000000017g/mol
QED_SCORE0.489204730311213-
ROTATABLE_BONDS6-
TPSA126.55A^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 2
native pose available
 4.2704193353870785 -23.4937 14 0.67 - Best pose
T08 T08 dockmulti_91311c650f2e_T08 4
native pose available
 5.417368585019053 -26.8058 16 0.84 - Best pose
T03 T03 dockmulti_91311c650f2e_T03 4
native pose available
 6.063865071119024 -24.0407 15 0.75 - Best pose
T09 T09 dockmulti_91311c650f2e_T09 4
native pose available
 6.1076766813231425 -21.2295 11 0.52 - Best pose
T02 — T02 2 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
657 4.2704193353870785 -0.844612 -23.4937 5 17 14 0.67 0.60 0.60 0.60 - no geometry warning; 14 clashes; 3 protein contact clashes; high strain Δ 31.0 Open pose
656 6.666237321815385 -0.761865 -23.841 7 21 18 0.86 0.80 0.80 0.80 - yes excluded; geometry warning; 17 clashes; 1 protein clash; moderate strain Δ 18.6 Open pose
T08 — T08 4 poses · report dockmulti_91311c650f2e_T08
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
133 5.417368585019053 -0.937561 -26.8058 6 18 16 0.84 0.67 0.60 0.60 - no geometry warning; 17 clashes; 6 protein contact clashes; high strain Δ 30.0 Open pose
134 5.4255427326367345 -0.991392 -29.475 5 19 17 0.89 0.67 0.60 0.60 - no geometry warning; 16 clashes; 8 protein contact clashes; high strain Δ 23.9 Open pose
132 5.468686276653935 -1.00923 -30.0975 6 18 17 0.89 0.67 0.60 0.60 - no geometry warning; 16 clashes; 8 protein contact clashes; high strain Δ 25.4 Open pose
135 57.5490545506712 -0.912678 -25.1879 5 17 17 0.89 0.67 0.60 0.60 - yes excluded; geometry warning; 16 clashes; 1 protein clash Open pose
T03 — T03 4 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
508 6.063865071119024 -0.878702 -24.0407 10 19 15 0.75 0.71 0.80 0.80 - no geometry warning; 17 clashes; 8 protein contact clashes; high strain Δ 29.2 Open pose
507 55.93854545562736 -0.927731 -23.7117 7 18 11 0.55 0.14 0.20 0.20 - no geometry warning; 17 clashes; 11 protein contact clashes; high strain Δ 40.4 Open pose
510 7.202003981104733 -0.907111 -22.8871 6 20 16 0.80 0.57 0.80 0.80 - yes excluded; geometry warning; 18 clashes; 1 protein clash; high strain Δ 37.5 Open pose
509 8.645096920148294 -0.880769 -21.533 10 17 14 0.70 0.57 0.80 0.80 - yes excluded; geometry warning; 14 clashes; 2 protein clashes; high strain Δ 35.8 Open pose
T09 — T09 4 poses · report dockmulti_91311c650f2e_T09
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
480 6.1076766813231425 -0.733522 -21.2295 2 15 11 0.52 0.14 0.17 0.17 - no geometry warning; 17 clashes; 8 protein contact clashes; high strain Δ 28.1 Open pose
482 6.452309044329518 -0.784431 -21.6759 5 17 13 0.62 0.00 0.00 0.00 - no geometry warning; 17 clashes; 7 protein contact clashes; high strain Δ 36.9 Open pose
479 7.339930842303011 -0.923564 -26.714 6 20 18 0.86 0.00 0.00 0.00 - no geometry warning; 18 clashes; 10 protein contact clashes; high strain Δ 35.6 Open pose
481 60.8641049522853 -0.78431 -20.1283 4 12 7 0.33 0.14 0.17 0.17 - yes excluded; geometry warning; 15 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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