FAIRMol

Z49728513

ID 1901

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

SMILES: O=C(N/N=C\c1c[nH]c2ccccc12)[C@H]1COc2ccccc2O1

Formula: C18H15N3O3 | MW: 321.336

LogP: 2.458 | TPSA: 75.71000000000001

HBA/HBD: 4/2 | RotB: 3

InChIKey: BEMZLCOGADPGKG-GTNUZRKBSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern H-bond donor Clear highlight

Bio motif

Catechol Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×2 H-bond acceptor O ×3 H-bond donor ×2 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Amide Aryl ether ×2 Imine Ether ×2

Ring system

Benzene ×2 Indole Pyrrole Isoindole Benzodioxane

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.217970-
DOCK_BASE_INTER_RANK-1.233670-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_EXPERIMENTT04-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENT_ID4-
DOCK_EXPERIMENT_ID5-
DOCK_FINAL_RANK2.430511-
DOCK_FINAL_RANK1.743716-
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:LEU1881-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:MET2331-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER1121-
DOCK_IFP::A:TYR1141-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:VAL2301-
DOCK_IFP::A:VAL2301-
DOCK_IFP::D:ARG2871-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.665940-
DOCK_MAX_CLASH_OVERLAP0.665842-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.416969-
DOCK_PRE_RANK1.721516-
DOCK_PRIMARY_POSE_ID2651-
DOCK_PRIMARY_POSE_ID3317-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t04-
DOCK_REPORT_IDselection_import_t05-
DOCK_RESIDUE_CONTACTSA:ARG17;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET233;A:NDP302;A:PHE113;A:TYR191;A:TYR194;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ARG17;A:GLY225;A:LEU188;A:LEU226;A:LEU229;A:NDP302;A:PHE113;A:SER111;A:SER112;A:TYR114;A:TYR194;A:VAL230;D:ARG287-
DOCK_SCAFFOLDO=C(NN=Cc1c[nH]c2ccccc12)C1COc2ccccc2O1-
DOCK_SCAFFOLDO=C(NN=Cc1c[nH]c2ccccc12)C1COc2ccccc2O1-
DOCK_SCORE-24.376700-
DOCK_SCORE-26.044700-
DOCK_SCORE_INTER-29.231200-
DOCK_SCORE_INTER-29.608100-
DOCK_SCORE_INTER_KCAL-6.981755-
DOCK_SCORE_INTER_KCAL-7.071776-
DOCK_SCORE_INTER_NORM-1.217970-
DOCK_SCORE_INTER_NORM-1.233670-
DOCK_SCORE_INTRA4.854530-
DOCK_SCORE_INTRA3.563430-
DOCK_SCORE_INTRA_KCAL1.159485-
DOCK_SCORE_INTRA_KCAL0.851111-
DOCK_SCORE_INTRA_NORM0.202272-
DOCK_SCORE_INTRA_NORM0.148476-
DOCK_SCORE_KCAL-5.822277-
DOCK_SCORE_KCAL-6.220672-
DOCK_SCORE_NORM-1.015690-
DOCK_SCORE_NORM-1.085190-
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_FILET04_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC18H15N3O3-
DOCK_SOURCE_FORMULAC18H15N3O3-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_HEAVY_ATOMS24.000000-
DOCK_SOURCE_LOGP2.458000-
DOCK_SOURCE_LOGP2.458000-
DOCK_SOURCE_MW321.336000-
DOCK_SOURCE_MW321.336000-
DOCK_SOURCE_NAMEZ49728513-
DOCK_SOURCE_NAMEZ49728513-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA75.710000-
DOCK_SOURCE_TPSA75.710000-
DOCK_STRAIN_DELTA9.273204-
DOCK_STRAIN_DELTA17.821721-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT04-
DOCK_TARGETT05-
EXACT_MASS321.11134133999997Da
FORMULAC18H15N3O3-
HBA4-
HBD2-
LOGP2.458-
MOL_WEIGHT321.336g/mol
QED_SCORE0.5745890233006701-
ROTATABLE_BONDS3-
TPSA75.71000000000001A^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
 1.7437161926999125 -26.0447 11 0.65 - Best pose
T04 T04 selection_import_t04 1
native pose available
 2.4305107224933336 -24.3767 13 0.68 - 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
607 1.7437161926999125 -1.23367 -26.0447 10 13 11 0.65 0.43 0.50 0.60 - no geometry warning; 10 clashes; 1 protein clash; 2 cofactor-context clashes Open pose
T04 — T04 1 poses · report selection_import_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
618 2.4305107224933336 -1.21797 -24.3767 2 13 13 0.68 0.17 0.20 0.40 - no geometry warning; 10 clashes; 2 protein clashes; 1 cofactor-context clash 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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