FAIRMol

Z73762419

ID 1913

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

SMILES: CN(C)c1ccc(NC(=O)COC(=O)Cn2nnc3ccccc32)cc1

Formula: C18H19N5O3 | MW: 353.3820000000001

LogP: 1.6792 | TPSA: 89.35

HBA/HBD: 6/1 | RotB: 6

InChIKey: IKBKIJUVLCHOHN-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N ×4 H-bond acceptor O ×3 H-bond donor Gatekeeper aromatic ×2 Metal chelator ×2 P-gp efflux flag

Functional group

Carbonyl ×2 Amide Ester Secondary amine Tertiary amine Ether

Ring system

Benzene ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.935120-
DOCK_BASE_INTER_RANK-1.158770-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CONTACT_COUNT12.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_EXPERIMENTT04-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID4-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK2.637522-
DOCK_FINAL_RANK3.280654-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:ASP2321-
DOCK_IFP::A:GLN421-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU391-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:MET2331-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR691-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:VAL2301-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.721459-
DOCK_MAX_CLASH_OVERLAP0.633427-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.588362-
DOCK_PRE_RANK3.248090-
DOCK_PRIMARY_POSE_ID2470-
DOCK_PRIMARY_POSE_ID14685-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t04-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ASP232;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET233;A:NDP302;A:PHE113;A:TYR191;A:TYR194;A:VAL230-
DOCK_RESIDUE_CONTACTSA:ALA24;A:ALA40;A:ASN41;A:ASP129;A:GLN42;A:GLU73;A:GLY23;A:GLY25;A:GLY71;A:LEU130;A:LEU39;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER27;A:SER28;A:THR44;A:THR69-
DOCK_SCAFFOLDO=C(COC(=O)Cn1nnc2ccccc21)Nc1ccccc1-
DOCK_SCAFFOLDO=C(COC(=O)Cn1nnc2ccccc21)Nc1ccccc1-
DOCK_SCORE-27.229200-
DOCK_SCORE-30.886200-
DOCK_SCORE_INTER-24.313100-
DOCK_SCORE_INTER-30.128100-
DOCK_SCORE_INTER_KCAL-5.807087-
DOCK_SCORE_INTER_KCAL-7.195976-
DOCK_SCORE_INTER_NORM-0.935120-
DOCK_SCORE_INTER_NORM-1.158770-
DOCK_SCORE_INTRA-2.916100-
DOCK_SCORE_INTRA-0.758077-
DOCK_SCORE_INTRA_KCAL-0.696499-
DOCK_SCORE_INTRA_KCAL-0.181064-
DOCK_SCORE_INTRA_NORM-0.112158-
DOCK_SCORE_INTRA_NORM-0.029157-
DOCK_SCORE_KCAL-6.503586-
DOCK_SCORE_KCAL-7.377045-
DOCK_SCORE_NORM-1.047280-
DOCK_SCORE_NORM-1.187930-
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_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC18H19N5O3-
DOCK_SOURCE_FORMULAC18H19N5O3-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_LOGP1.679200-
DOCK_SOURCE_LOGP1.679200-
DOCK_SOURCE_MW353.382000-
DOCK_SOURCE_MW353.382000-
DOCK_SOURCE_NAMEZ73762419-
DOCK_SOURCE_NAMEZ73762419-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA89.350000-
DOCK_SOURCE_TPSA89.350000-
DOCK_STRAIN_DELTA34.359988-
DOCK_STRAIN_DELTA25.203876-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT04-
DOCK_TARGETT22-
EXACT_MASS353.148789468Da
FORMULAC18H19N5O3-
HBA6-
HBD1-
LOGP1.6792-
MOL_WEIGHT353.3820000000001g/mol
QED_SCORE0.6783728162576957-
ROTATABLE_BONDS6-
TPSA89.35A^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
 2.6375219442996376 -27.2292 11 0.58 - Best pose
T22 T22 selection_import_t22 1
native pose available
 3.2806542774736593 -30.8862 16 0.76 - 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
437 2.6375219442996376 -0.93512 -27.2292 2 12 11 0.58 0.17 0.20 0.20 - no geometry warning; 7 clashes; 2 protein clashes; 3 cofactor-context clashes; high strain Δ 34.4 Open pose
T22 — T22 1 poses · report selection_import_t22
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
447 3.2806542774736593 -1.15877 -30.8862 10 19 16 0.76 0.40 0.36 0.36 - no geometry warning; 7 clashes; 2 protein clashes; moderate strain Δ 25.2 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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