FAIRMol

KB_Leish_123

ID 916

DB Docking_panel_21This detail page is pinned to the current database context.
Back to results Open docking pose (3)
2D structure

SMILES: O=C(c1ccc(O)c(Cl)c1)N1CCN(c2cnccn2)CC1

Formula: C15H15ClN4O2 | MW: 318.76400000000007

LogP: 1.7979999999999996 | TPSA: 69.56

HBA/HBD: 5/1 | RotB: 2

InChIKey: OTRYZUUTWGLODK-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

N-Methyl amide ×2 H-bond acceptor N ×4 H-bond acceptor O H-bond donor Gatekeeper aromatic β-Turn mimetic ×2 Metal chelator P-gp efflux flag ×2

Functional group

Carbonyl Amide Phenol Tertiary amine ×2 Lactam Chlorine

Ring system

Benzene Pyrazine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.058220-
DOCK_BASE_INTER_RANK-1.047580-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_EXPERIMENTT04-
DOCK_EXPERIMENTT04-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID3-
DOCK_FINAL_RANK4.021424-
DOCK_FINAL_RANK4.078554-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR1941-
DOCK_IFP::D:ARG2871-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.694926-
DOCK_MAX_CLASH_OVERLAP0.694964-
DOCK_POSE_COUNT3-
DOCK_PRE_RANK3.681061-
DOCK_PRE_RANK3.897978-
DOCK_PRIMARY_POSE_ID8214-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDdockmulti_91311c650f2e_T04-
DOCK_REPORT_IDdockmulti_91311c650f2e_T04-
DOCK_RESIDUE_CONTACTSA:ARG17;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:NDP302;A:PHE113;A:TYR191;A:TYR194;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ARG17;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:NDP302;A:PHE113;A:TYR191;A:TYR194;D:ARG287-
DOCK_SCAFFOLDO=C(c1ccccc1)N1CCN(c2cnccn2)CC1-
DOCK_SCAFFOLDO=C(c1ccccc1)N1CCN(c2cnccn2)CC1-
DOCK_SCORE-24.853700-
DOCK_SCORE-24.418300-
DOCK_SCORE_INTER-23.280900-
DOCK_SCORE_INTER-23.046700-
DOCK_SCORE_INTER_KCAL-5.560550-
DOCK_SCORE_INTER_KCAL-5.504612-
DOCK_SCORE_INTER_NORM-1.058220-
DOCK_SCORE_INTER_NORM-1.047580-
DOCK_SCORE_INTRA-1.572840-
DOCK_SCORE_INTRA-1.371520-
DOCK_SCORE_INTRA_KCAL-0.375667-
DOCK_SCORE_INTRA_KCAL-0.327582-
DOCK_SCORE_INTRA_NORM-0.071493-
DOCK_SCORE_INTRA_NORM-0.062342-
DOCK_SCORE_KCAL-5.936207-
DOCK_SCORE_KCAL-5.832213-
DOCK_SCORE_NORM-1.129710-
DOCK_SCORE_NORM-1.109920-
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_T04_top1000.sdf-
DOCK_SOURCE_FILEresults_T04_top1000.sdf-
DOCK_SOURCE_FORMULAC15H15ClN4O2-
DOCK_SOURCE_FORMULAC15H15ClN4O2-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS22.000000-
DOCK_SOURCE_HEAVY_ATOMS22.000000-
DOCK_SOURCE_LOGP1.798000-
DOCK_SOURCE_LOGP1.798000-
DOCK_SOURCE_MW318.764000-
DOCK_SOURCE_MW318.764000-
DOCK_SOURCE_NAMEKB_Leish_123-
DOCK_SOURCE_NAMEZ237100734-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA69.560000-
DOCK_SOURCE_TPSA69.560000-
DOCK_STRAIN_DELTA17.672719-
DOCK_STRAIN_DELTA15.009593-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT04-
DOCK_TARGETT04-
EXACT_MASS318.0883534000001Da
FORMULAC15H15ClN4O2-
HBA5-
HBD1-
LOGP1.7979999999999996-
MOL_WEIGHT318.76400000000007g/mol
QED_SCORE0.9140464996853893-
ROTATABLE_BONDS2-
TPSA69.56A^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
T04 T04 dockmulti_91311c650f2e_T04 3
native pose available
 4.0214243270826255 -24.8537 11 0.58 - Best pose
T04 — T04 3 poses · report dockmulti_91311c650f2e_T04
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
216 4.0214243270826255 -1.05822 -24.8537 2 11 11 0.58 0.00 0.00 0.20 - no geometry warning; 12 clashes; 7 protein contact clashes; moderate strain Δ 17.7 Open pose
1627 4.078553696538687 -1.04758 -24.4183 2 11 11 0.58 0.00 0.00 0.20 - no geometry warning; 11 clashes; 8 protein contact clashes; moderate strain Δ 15.0 Open pose
215 7.261110185068904 -0.703057 -15.0364 3 12 12 0.63 0.17 0.20 0.40 - yes excluded; geometry warning; 11 clashes; 2 protein clashes; high strain Δ 23.7 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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