FAIRMol

Z26395442

ID 1838

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

SMILES: O=C1C=CC=C/C1=C(/O)NCCc1c[nH]c2ccccc12

Formula: C17H16N2O2 | MW: 280.32700000000006

LogP: 2.7647000000000004 | TPSA: 65.12

HBA/HBD: 3/3 | RotB: 4

InChIKey: ALUDREKAZJUQEC-VKAVYKQESA-N

Recognized patterns

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

Bio motif

Michael acceptor Aza-Michael acceptor H-bond acceptor N H-bond acceptor O H-bond donor ×3 Gatekeeper aromatic Ionizable base Michael acceptor (extended) ×2

Functional group

Carbonyl Ketone Secondary amine Enone ×2 Alkene ×3 Enol ether Dienophile ×2

Ring system

Benzene Indole Pyrrole Isoindole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.222260-
DOCK_BASE_INTER_RANK-1.144710-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT04-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID4-
DOCK_FINAL_RANK2.899286-
DOCK_FINAL_RANK1.677964-
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:GLY2251-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:SER1111-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:ILE1821-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE551-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PRO501-
DOCK_IFP::B:THR1801-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL491-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.634548-
DOCK_MAX_CLASH_OVERLAP0.634635-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.639882-
DOCK_PRE_RANK2.866886-
DOCK_PRIMARY_POSE_ID2449-
DOCK_PRIMARY_POSE_ID5842-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t04-
DOCK_RESIDUE_CONTACTSA:ARG17;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:NDP302;A:PHE113;A:SER111;A:TYR191;A:TYR194;D:ARG287-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE182;B:ILE45;B:MET53;B:PHE55;B:PHE56;B:PRO50;B:THR180;B:TRP47;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL49-
DOCK_SCAFFOLDO=C1C=CC=CC1=CNCCc1c[nH]c2ccccc12-
DOCK_SCAFFOLDO=C1C=CC=CC1=CNCCc1c[nH]c2ccccc12-
DOCK_SCORE-23.533100-
DOCK_SCORE-22.435100-
DOCK_SCORE_INTER-24.038800-
DOCK_SCORE_INTER-25.667400-
DOCK_SCORE_INTER_KCAL-5.741571-
DOCK_SCORE_INTER_KCAL-6.130556-
DOCK_SCORE_INTER_NORM-1.222260-
DOCK_SCORE_INTER_NORM-1.144710-
DOCK_SCORE_INTRA2.134340-
DOCK_SCORE_INTRA1.603750-
DOCK_SCORE_INTRA_KCAL0.509779-
DOCK_SCORE_INTRA_KCAL0.383049-
DOCK_SCORE_INTRA_NORM0.076369-
DOCK_SCORE_INTRA_NORM0.101635-
DOCK_SCORE_KCAL-5.620787-
DOCK_SCORE_KCAL-5.358534-
DOCK_SCORE_NORM-1.120620-
DOCK_SCORE_NORM-1.068340-
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_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC17H16N2O2-
DOCK_SOURCE_FORMULAC17H16N2O2-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS21.000000-
DOCK_SOURCE_HEAVY_ATOMS21.000000-
DOCK_SOURCE_LOGP2.764700-
DOCK_SOURCE_LOGP2.764700-
DOCK_SOURCE_MW280.327000-
DOCK_SOURCE_MW280.327000-
DOCK_SOURCE_NAMEZ26395442-
DOCK_SOURCE_NAMEZ26395442-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA65.120000-
DOCK_SOURCE_TPSA65.120000-
DOCK_STRAIN_DELTA25.100744-
DOCK_STRAIN_DELTA28.501486-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT04-
DOCK_TARGETT09-
EXACT_MASS280.121177752Da
FORMULAC17H16N2O2-
HBA3-
HBD3-
LOGP2.7647000000000004-
MOL_WEIGHT280.32700000000006g/mol
QED_SCORE0.5957595230506272-
ROTATABLE_BONDS4-
TPSA65.12A^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 selection_import_t04 1
native pose available
 1.6779642607557501 -22.4351 12 0.63 - Best pose
T09 T09 selection_import_t09 1
native pose available
 2.8992859618120224 -23.5331 12 0.57 - Best 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
416 1.6779642607557501 -1.14471 -22.4351 4 12 12 0.63 0.17 0.20 0.20 - no geometry warning; 7 clashes; 1 protein clash; 1 severe cofactor-context clash; moderate strain Δ 28.5 Open pose
T09 — T09 1 poses · report selection_import_t09
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
424 2.8992859618120224 -1.22226 -23.5331 7 17 12 0.57 0.00 0.17 0.17 - no geometry warning; 7 clashes; 2 protein clashes; moderate strain Δ 25.1 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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