FAIRMol

KB_Leish_181

ID 2189

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (5)
2D structure

SMILES: COc1ccc2ncc(=O)n(CCN3CCC(NCc4ccc(-c5cccs5)cc4)CC3)c2n1

Formula: C26H29N5O2S | MW: 475.61800000000034

LogP: 3.7828000000000026 | TPSA: 72.28

HBA/HBD: 7/1 | RotB: 8

InChIKey: ISOJQWKVJALCRS-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

H-bond acceptor N ×4 H-bond acceptor O ×2 H-bond donor Gatekeeper aromatic Ionizable base P-gp efflux flag

Functional group

Secondary amine Tertiary amine Aryl ether Ether

Ring system

Benzene Pyridine Thiophene Pyrazine Pipecolinyl ring
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Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.668115-
DOCK_BASE_INTER_RANK-0.719235-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_EXPERIMENTT11-
DOCK_EXPERIMENTT16-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID14-
DOCK_FINAL_RANK5.304702-
DOCK_FINAL_RANK4.903629-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG741-
DOCK_IFP::A:ASN1251-
DOCK_IFP::A:ASN2081-
DOCK_IFP::A:ASN2451-
DOCK_IFP::A:ASN911-
DOCK_IFP::A:ASP1271-
DOCK_IFP::A:GLU1921-
DOCK_IFP::A:GLY1911-
DOCK_IFP::A:GLY2141-
DOCK_IFP::A:GLY2151-
DOCK_IFP::A:GLY2461-
DOCK_IFP::A:HIS1441-
DOCK_IFP::A:HIS2221-
DOCK_IFP::A:ILE1261-
DOCK_IFP::A:ILE481-
DOCK_IFP::A:LEU1941-
DOCK_IFP::A:LEU731-
DOCK_IFP::A:LEU951-
DOCK_IFP::A:LYS2111-
DOCK_IFP::A:LYS891-
DOCK_IFP::A:LYS931-
DOCK_IFP::A:MET701-
DOCK_IFP::A:PHE1891-
DOCK_IFP::A:PHE1901-
DOCK_IFP::A:PHE511-
DOCK_IFP::A:PHE741-
DOCK_IFP::A:PRO1871-
DOCK_IFP::A:PRO2121-
DOCK_IFP::A:PRO2131-
DOCK_IFP::A:PRO2231-
DOCK_IFP::A:THR711-
DOCK_IFP::A:TRP921-
DOCK_IFP::A:TYR2101-
DOCK_IFP::A:VAL1871-
DOCK_IFP::A:VAL1881-
DOCK_IFP::A:VAL2211-
DOCK_IFP::A:VAL881-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.651355-
DOCK_MAX_CLASH_OVERLAP0.651386-
DOCK_POSE_COUNT4-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK4.744339-
DOCK_PRE_RANK4.364561-
DOCK_PRIMARY_POSE_ID21054-
DOCK_PRIMARY_POSE_ID35100-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T11-
DOCK_REPORT_IDdockmulti_91311c650f2e_T16-
DOCK_RESIDUE_CONTACTSA:ALA40;A:ASN125;A:ASP127;A:GLU192;A:GLY191;A:HIS144;A:HIS222;A:ILE126;A:ILE48;A:LEU194;A:LEU95;A:PHE189;A:PHE190;A:PHE51;A:PHE74;A:PRO223;A:THR71;A:VAL187;A:VAL188;A:VAL221-
DOCK_RESIDUE_CONTACTSA:ALA90;A:ARG74;A:ASN208;A:ASN245;A:ASN91;A:GLY214;A:GLY215;A:GLY246;A:LEU73;A:LYS211;A:LYS89;A:LYS93;A:MET70;A:PRO187;A:PRO212;A:PRO213;A:TRP92;A:TYR210;A:VAL88-
DOCK_SCAFFOLDO=c1cnc2cccnc2n1CCN1CCC(NCc2ccc(-c3cccs3)cc2)CC1-
DOCK_SCAFFOLDO=c1cnc2cccnc2n1CCN1CCC(NCc2ccc(-c3cccs3)cc2)CC1-
DOCK_SCORE-20.618000-
DOCK_SCORE-19.946800-
DOCK_SCORE_INTER-22.715900-
DOCK_SCORE_INTER-24.454000-
DOCK_SCORE_INTER_KCAL-5.425602-
DOCK_SCORE_INTER_KCAL-5.840740-
DOCK_SCORE_INTER_NORM-0.668115-
DOCK_SCORE_INTER_NORM-0.719235-
DOCK_SCORE_INTRA2.097930-
DOCK_SCORE_INTRA4.507220-
DOCK_SCORE_INTRA_KCAL0.501082-
DOCK_SCORE_INTRA_KCAL1.076531-
DOCK_SCORE_INTRA_NORM0.061704-
DOCK_SCORE_INTRA_NORM0.132565-
DOCK_SCORE_KCAL-4.924527-
DOCK_SCORE_KCAL-4.764213-
DOCK_SCORE_NORM-0.606412-
DOCK_SCORE_NORM-0.586670-
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_T16_top1000.sdf-
DOCK_SOURCE_FORMULAC26H29N5O2S-
DOCK_SOURCE_FORMULAC26H29N5O2S-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_LOGP3.782800-
DOCK_SOURCE_LOGP3.782800-
DOCK_SOURCE_MW475.618000-
DOCK_SOURCE_MW475.618000-
DOCK_SOURCE_NAMEKB_Leish_181-
DOCK_SOURCE_NAMEKB_Leish_181-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA72.280000-
DOCK_SOURCE_TPSA72.280000-
DOCK_STRAIN_DELTA21.339390-
DOCK_STRAIN_DELTA20.984456-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT11-
DOCK_TARGETT16-
EXACT_MASS475.204196168Da
FORMULAC26H29N5O2S-
HBA7-
HBD1-
LOGP3.7828000000000026-
MOL_WEIGHT475.61800000000034g/mol
QED_SCORE0.4181908299742314-
ROTATABLE_BONDS8-
TPSA72.28A^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
T16 T16 dockmulti_91311c650f2e_T16 1
native pose available
 4.903628833714057 -19.9468 8 0.67 - Best pose
T11 T11 dockmulti_91311c650f2e_T11 4
native pose available
 5.304702376124203 -20.618 14 0.78 - Best pose
T16 — T16 1 poses · report dockmulti_91311c650f2e_T16
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
459 4.903628833714057 -0.719235 -19.9468 4 19 8 0.67 - - - - no geometry warning; 14 clashes; 7 protein contact clashes; high strain Δ 21.0 Open pose
T11 — T11 4 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
538 5.304702376124203 -0.668115 -20.618 2 20 14 0.78 0.00 0.00 0.25 - no geometry warning; 15 clashes; 7 protein contact clashes; high strain Δ 21.3 Open pose
535 6.764745360382929 -0.685928 -22.7971 1 21 15 0.83 0.20 0.20 0.25 - yes excluded; geometry warning; 16 clashes; 1 protein clash; moderate strain Δ 17.7 Open pose
536 8.820950875734301 -0.840424 -28.7811 4 14 14 0.78 0.60 0.60 0.50 - yes excluded; geometry warning; 14 clashes; 2 protein clashes; high strain Δ 35.8 Open pose
537 10.889314428429865 -0.615156 -18.4036 5 14 12 0.67 0.60 0.60 0.50 - yes excluded; geometry warning; 16 clashes; 2 protein clashes; high strain Δ 43.1 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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