FAIRMol

Z104483552

ID 2389

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

SMILES: O=C(N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O)OCc1ccccc1

Formula: C19H18N2O4 | MW: 338.36300000000006

LogP: 3.0900000000000007 | TPSA: 91.42

HBA/HBD: 3/3 | RotB: 6

InChIKey: AHYFYYVVAXRMKB-KRWDZBQOSA-N

Recognized patterns

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

Bio motif

α-Amino acid Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N H-bond acceptor O ×3 H-bond donor ×3 Gatekeeper aromatic ×2 Metal chelator ×3 Retro-amide

Functional group

Carbonyl ×2 Amide Carboxylic acid Ester Secondary amine Carbamate Ether

Ring system

Benzene ×2 Indole Pyrrole Isoindole

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.253310-
DOCK_BASE_INTER_RANK-0.945284-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENTT06-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID6-
DOCK_FINAL_RANK0.408276-
DOCK_FINAL_RANK4.007405-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA341-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ARG591-
DOCK_IFP::A:ASP3321-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:CYS701-
DOCK_IFP::A:GLN561-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY2351-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:HIS3331-
DOCK_IFP::A:ILE1601-
DOCK_IFP::A:ILE471-
DOCK_IFP::A:LEU901-
DOCK_IFP::A:LEU971-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:MET551-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE2381-
DOCK_IFP::A:PHE581-
DOCK_IFP::A:PHE941-
DOCK_IFP::A:PRO2751-
DOCK_IFP::A:PRO911-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:THR861-
DOCK_IFP::A:TYR1661-
DOCK_IFP::A:TYR3311-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:VAL321-
DOCK_IFP::A:VAL331-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.622549-
DOCK_MAX_CLASH_OVERLAP0.622559-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.378091-
DOCK_PRE_RANK3.979777-
DOCK_PRIMARY_POSE_ID8517-
DOCK_PRIMARY_POSE_ID3762-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t06-
DOCK_REPORT_IDselection_import_t13-
DOCK_RESIDUE_CONTACTSA:ALA67;A:ARG154;A:ARG277;A:ASP332;A:ASP88;A:CYS70;A:GLU274;A:GLY199;A:GLY235;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:HIS333;A:LYS69;A:PHE238;A:PRO275;A:SER200;A:TYR331;A:TYR389-
DOCK_RESIDUE_CONTACTSA:ALA34;A:ARG59;A:GLN56;A:ILE160;A:ILE47;A:LEU90;A:LEU97;A:MET55;A:NDP301;A:PHE58;A:PHE94;A:PRO91;A:THR86;A:TYR166;A:VAL32;A:VAL33-
DOCK_SCAFFOLDO=C(NCCc1c[nH]c2ccccc12)OCc1ccccc1-
DOCK_SCAFFOLDO=C(NCCc1c[nH]c2ccccc12)OCc1ccccc1-
DOCK_SCORE-27.172500-
DOCK_SCORE-18.550500-
DOCK_SCORE_INTER-31.332700-
DOCK_SCORE_INTER-23.632100-
DOCK_SCORE_INTER_KCAL-5.644433-
DOCK_SCORE_INTER_KCAL-7.483690-
DOCK_SCORE_INTER_NORM-1.253310-
DOCK_SCORE_INTER_NORM-0.945284-
DOCK_SCORE_INTRA5.081640-
DOCK_SCORE_INTRA4.160190-
DOCK_SCORE_INTRA_KCAL1.213729-
DOCK_SCORE_INTRA_KCAL0.993645-
DOCK_SCORE_INTRA_NORM0.203265-
DOCK_SCORE_INTRA_NORM0.166407-
DOCK_SCORE_KCAL-4.430713-
DOCK_SCORE_KCAL-6.490043-
DOCK_SCORE_NORM-1.086900-
DOCK_SCORE_NORM-0.742019-
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_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET06_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC19H18N2O4-
DOCK_SOURCE_FORMULAC19H18N2O4-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBA3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_HEAVY_ATOMS25.000000-
DOCK_SOURCE_LOGP3.090000-
DOCK_SOURCE_LOGP3.090000-
DOCK_SOURCE_MW338.363000-
DOCK_SOURCE_MW338.363000-
DOCK_SOURCE_NAMEZ104483552-
DOCK_SOURCE_NAMEZ104483552-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA91.420000-
DOCK_SOURCE_TPSA91.420000-
DOCK_STRAIN_DELTA23.671447-
DOCK_STRAIN_DELTA21.931801-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT13-
DOCK_TARGETT06-
EXACT_MASS338.12665705599994Da
FORMULAC19H18N2O4-
HBA3-
HBD3-
LOGP3.0900000000000007-
MOL_WEIGHT338.36300000000006g/mol
QED_SCORE0.6439392868510169-
ROTATABLE_BONDS6-
TPSA91.42A^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
T06 T06 selection_import_t06 1
native pose available
 0.40827596467900035 -18.5505 14 0.67 - Best pose
T13 T13 selection_import_t13 1
native pose available
 4.007405149626458 -27.1725 17 0.89 - Best pose
T06 — T06 1 poses · report selection_import_t06
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
376 0.40827596467900035 -0.945284 -18.5505 2 16 14 0.67 0.00 0.00 0.00 - no geometry warning; 7 clashes; 3 protein contact clashes; moderate strain Δ 23.7 Open pose
T13 — T13 1 poses · report selection_import_t13
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
387 4.007405149626458 -1.25331 -27.1725 12 20 17 0.89 0.67 0.71 0.71 - no geometry warning; 8 clashes; 3 protein clashes; moderate strain Δ 21.9 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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