FAIRMol

KB_Leish_88

ID 2023

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

SMILES: O=C(Nc1nnc(-c2ccccn2)[nH]1)[C@@H]1C[C@H]1c1ccccc1

Formula: C17H15N5O | MW: 305.341

LogP: 2.6089 | TPSA: 83.56

HBA/HBD: 4/2 | RotB: 4

InChIKey: XTNVYLRFOPCJMS-QWHCGFSZSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Hinge binder (C=O-NH) Clear highlight

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×4 H-bond acceptor O H-bond donor ×2 Gatekeeper aromatic Metal chelator

Functional group

Carbonyl Amide Secondary amine

Ring system

Benzene Pyridine Cyclopropane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.226250-
DOCK_BASE_INTER_RANK-1.440480-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT6.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENT_ID12-
DOCK_EXPERIMENT_ID5-
DOCK_FINAL_RANK2.943116-
DOCK_FINAL_RANK1.275774-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ASP1811-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LYS161-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR971-
DOCK_IFP::A:VAL2301-
DOCK_IFP::B:ARG1161-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:SER741-
DOCK_IFP::B:TYR491-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.651909-
DOCK_MAX_CLASH_OVERLAP0.651903-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.932236-
DOCK_PRE_RANK1.264269-
DOCK_PRIMARY_POSE_ID7549-
DOCK_PRIMARY_POSE_ID2813-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t05-
DOCK_REPORT_IDselection_import_t12-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG116;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:HIS14;B:ILE15;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ASP181;A:GLY225;A:LEU188;A:LEU226;A:LYS16;A:NDP302;A:PHE113;A:TYR194;A:VAL230;D:ARG287-
DOCK_SCAFFOLDO=C(Nc1nnc(-c2ccccn2)[nH]1)C1CC1c1ccccc1-
DOCK_SCAFFOLDO=C(Nc1nnc(-c2ccccn2)[nH]1)C1CC1c1ccccc1-
DOCK_SCORE-28.533900-
DOCK_SCORE-32.925100-
DOCK_SCORE_INTER-33.131100-
DOCK_SCORE_INTER-28.203600-
DOCK_SCORE_INTER_KCAL-6.736317-
DOCK_SCORE_INTER_KCAL-7.913231-
DOCK_SCORE_INTER_NORM-1.226250-
DOCK_SCORE_INTER_NORM-1.440480-
DOCK_SCORE_INTRA0.206000-
DOCK_SCORE_INTRA-0.330236-
DOCK_SCORE_INTRA_KCAL0.049202-
DOCK_SCORE_INTRA_KCAL-0.078876-
DOCK_SCORE_INTRA_NORM0.008957-
DOCK_SCORE_INTRA_NORM-0.014358-
DOCK_SCORE_KCAL-6.815208-
DOCK_SCORE_KCAL-7.864028-
DOCK_SCORE_NORM-1.431530-
DOCK_SCORE_NORM-1.240600-
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_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC17H15N5O-
DOCK_SOURCE_FORMULAC17H15N5O-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS23.000000-
DOCK_SOURCE_HEAVY_ATOMS23.000000-
DOCK_SOURCE_LOGP2.608900-
DOCK_SOURCE_LOGP2.608900-
DOCK_SOURCE_MW305.341000-
DOCK_SOURCE_MW305.341000-
DOCK_SOURCE_NAMEKB_Leish_88-
DOCK_SOURCE_NAMEKB_Leish_88-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA83.560000-
DOCK_SOURCE_TPSA83.560000-
DOCK_STRAIN_DELTA5.719856-
DOCK_STRAIN_DELTA6.617385-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT12-
DOCK_TARGETT05-
EXACT_MASS305.12766010000007Da
FORMULAC17H15N5O-
HBA4-
HBD2-
LOGP2.6089-
MOL_WEIGHT305.341g/mol
QED_SCORE0.775799481100551-
ROTATABLE_BONDS4-
TPSA83.56A^2

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
T05 T05 selection_import_t05 1
native pose available
 1.2757744230391386 -32.9251 9 0.53 - Best pose
T12 T12 selection_import_t12 1
native pose available
 2.943116397207334 -28.5339 12 0.75 - Best pose
T05 — T05 1 poses · report selection_import_t05
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
103 1.2757744230391386 -1.44048 -32.9251 4 11 9 0.53 0.43 0.50 0.60 - no geometry warning; 8 clashes; 1 protein clash; 1 severe cofactor-context clash Open pose
T12 — T12 1 poses · report selection_import_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
97 2.943116397207334 -1.22625 -28.5339 11 15 12 0.75 0.50 0.40 0.40 - no geometry warning; 6 clashes; 2 protein clashes Open pose
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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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