FAIRMol

Z57728761

ID 1637

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

SMILES: Cc1cccc(OCCCN2C(=O)C(=O)c3cc(C)ccc32)c1

Formula: C19H19NO3 | MW: 309.365

LogP: 3.301840000000002 | TPSA: 46.61

HBA/HBD: 3/- | RotB: 5

InChIKey: LWPMGQXZUIRUGC-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 H-bond acceptor O ×3 Gatekeeper aromatic ×2 Metal chelator P-gp efflux flag

Functional group

Carbonyl ×2 Amide Ketone Tertiary amine Lactam Aryl ether Ether

Ring system

Benzene ×2 Isoindolinone Oxindole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.055880-
DOCK_BASE_INTER_RANK-1.337850-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CONTACT_COUNT11.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_EXPERIMENTT04-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENT_ID4-
DOCK_EXPERIMENT_ID7-
DOCK_FINAL_RANK0.275164-
DOCK_FINAL_RANK0.163868-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:SER951-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL2061-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.623089-
DOCK_MAX_CLASH_OVERLAP0.650388-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.252563-
DOCK_PRE_RANK0.147724-
DOCK_PRIMARY_POSE_ID2687-
DOCK_PRIMARY_POSE_ID4719-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t04-
DOCK_REPORT_IDselection_import_t07-
DOCK_RESIDUE_CONTACTSA:ARG17;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:NDP302;A:PHE113;A:SER111;A:TYR194;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;A:LEU208;A:LEU209;A:MET163;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:PRO210;A:SER95;A:TYR174;A:VAL164;A:VAL206-
DOCK_SCAFFOLDO=C1C(=O)N(CCCOc2ccccc2)c2ccccc21-
DOCK_SCAFFOLDO=C1C(=O)N(CCCOc2ccccc2)c2ccccc21-
DOCK_SCORE-20.354100-
DOCK_SCORE-25.519800-
DOCK_SCORE_INTER-24.285200-
DOCK_SCORE_INTER-30.770400-
DOCK_SCORE_INTER_KCAL-5.800423-
DOCK_SCORE_INTER_KCAL-7.349387-
DOCK_SCORE_INTER_NORM-1.055880-
DOCK_SCORE_INTER_NORM-1.337850-
DOCK_SCORE_INTRA3.931030-
DOCK_SCORE_INTRA5.250640-
DOCK_SCORE_INTRA_KCAL0.938911-
DOCK_SCORE_INTRA_KCAL1.254094-
DOCK_SCORE_INTRA_NORM0.170914-
DOCK_SCORE_INTRA_NORM0.228289-
DOCK_SCORE_KCAL-4.861495-
DOCK_SCORE_KCAL-6.095302-
DOCK_SCORE_NORM-0.884962-
DOCK_SCORE_NORM-1.109560-
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_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC19H19NO3-
DOCK_SOURCE_FORMULAC19H19NO3-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBD0.000000-
DOCK_SOURCE_HBD0.000000-
DOCK_SOURCE_HEAVY_ATOMS23.000000-
DOCK_SOURCE_HEAVY_ATOMS23.000000-
DOCK_SOURCE_LOGP3.301840-
DOCK_SOURCE_LOGP3.301840-
DOCK_SOURCE_MW309.365000-
DOCK_SOURCE_MW309.365000-
DOCK_SOURCE_NAMEZ57728761-
DOCK_SOURCE_NAMEZ57728761-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA46.610000-
DOCK_SOURCE_TPSA46.610000-
DOCK_STRAIN_DELTA18.148384-
DOCK_STRAIN_DELTA12.217303-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT04-
DOCK_TARGETT07-
EXACT_MASS309.136493468Da
FORMULAC19H19NO3-
HBA3-
HBD0-
LOGP3.301840000000002-
MOL_WEIGHT309.365g/mol
QED_SCORE0.628675944168173-
ROTATABLE_BONDS5-
TPSA46.61A^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
T07 T07 selection_import_t07 1
native pose available
 0.1638680129485767 -25.5198 12 0.63 - Best pose
T04 T04 selection_import_t04 1
native pose available
 0.2751640851941595 -20.3541 11 0.58 - Best pose
T07 — T07 1 poses · report selection_import_t07
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
656 0.1638680129485767 -1.33785 -25.5198 3 16 12 0.63 0.17 0.20 0.40 - no geometry warning; 7 clashes; 4 protein contact 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
654 0.2751640851941595 -1.05588 -20.3541 1 11 11 0.58 0.17 0.20 0.20 - no geometry warning; 10 clashes; 1 protein contact clash; 2 cofactor-context 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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