FAIRMol

OHD_TC1_160

ID 1422

DB fairmolThis detail page is pinned to the current database context.
Back to results Open docking pose (3)
2D structure

SMILES: COC(=O)c1ccccc1-n1cc(COc2ncnc3c2nc(-c2ccccc2)n3N(C)C)nn1

Formula: C24H22N8O3 | MW: 470.49300000000017

LogP: 2.6372 | TPSA: 113.08

HBA/HBD: 9/- | RotB: 7

InChIKey: HGWZEYYIAABZNF-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

ATP mimic pyrimidine H-bond acceptor N ×8 H-bond acceptor O ×3 Gatekeeper aromatic ×2 Metal chelator

Functional group

Carbonyl Ester Aryl ether Ether ×2

Ring system

Benzene ×2 Pyrimidine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.967510-
DOCK_BASE_INTER_RANK-0.874464-
DOCK_BASE_INTER_RANK-0.824792-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT23.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT03-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENTT05-
DOCK_EXPERIMENT_ID3-
DOCK_EXPERIMENT_ID19-
DOCK_EXPERIMENT_ID5-
DOCK_FINAL_RANK3.677350-
DOCK_FINAL_RANK2.806893-
DOCK_FINAL_RANK2.745144-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA321-
DOCK_IFP::A:ARG171-
DOCK_IFP::A:ARG971-
DOCK_IFP::A:ASP1811-
DOCK_IFP::A:ASP521-
DOCK_IFP::A:GLY2251-
DOCK_IFP::A:HIS2411-
DOCK_IFP::A:ILE451-
DOCK_IFP::A:LEU1881-
DOCK_IFP::A:LEU2261-
DOCK_IFP::A:LEU2291-
DOCK_IFP::A:LEU941-
DOCK_IFP::A:LYS571-
DOCK_IFP::A:LYS951-
DOCK_IFP::A:MET1831-
DOCK_IFP::A:MET2331-
DOCK_IFP::A:MET531-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:NDP3021-
DOCK_IFP::A:PHE1131-
DOCK_IFP::A:PHE561-
DOCK_IFP::A:PHE911-
DOCK_IFP::A:PRO1151-
DOCK_IFP::A:SER2271-
DOCK_IFP::A:THR831-
DOCK_IFP::A:TYR1141-
DOCK_IFP::A:TYR1621-
DOCK_IFP::A:TYR1911-
DOCK_IFP::A:TYR1941-
DOCK_IFP::A:VAL1561-
DOCK_IFP::A:VAL2281-
DOCK_IFP::A:VAL2301-
DOCK_IFP::A:VAL301-
DOCK_IFP::A:VAL311-
DOCK_IFP::A:VAL871-
DOCK_IFP::C:ALA3631-
DOCK_IFP::C:ALA3651-
DOCK_IFP::C:ARG2871-
DOCK_IFP::C:CYS521-
DOCK_IFP::C:CYS571-
DOCK_IFP::C:GLU2021-
DOCK_IFP::C:GLY561-
DOCK_IFP::C:ILE1991-
DOCK_IFP::C:ILE4381-
DOCK_IFP::C:LEU3341-
DOCK_IFP::C:LYS601-
DOCK_IFP::C:NDP8001-
DOCK_IFP::C:PHE1821-
DOCK_IFP::C:PHE2031-
DOCK_IFP::C:PHE3671-
DOCK_IFP::C:PRO3361-
DOCK_IFP::C:PRO4351-
DOCK_IFP::C:SER1781-
DOCK_IFP::C:SER3641-
DOCK_IFP::C:THR3351-
DOCK_IFP::C:THR511-
DOCK_IFP::C:VAL3621-
DOCK_IFP::C:VAL551-
DOCK_IFP::D:ARG2871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.705080-
DOCK_MAX_CLASH_OVERLAP0.705091-
DOCK_MAX_CLASH_OVERLAP0.705103-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.684227-
DOCK_PRE_RANK3.642849-
DOCK_PRE_RANK2.778577-
DOCK_PRIMARY_POSE_ID2785-
DOCK_PRIMARY_POSE_ID1452-
DOCK_PRIMARY_POSE_ID12263-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t05-
DOCK_REPORT_IDselection_import_t19-
DOCK_REPORT_IDselection_import_t03-
DOCK_RESIDUE_CONTACTSC:ALA363;C:ALA365;C:ARG287;C:CYS52;C:CYS57;C:GLU202;C:GLY56;C:ILE199;C:ILE438;C:LEU334;C:LYS60;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO336;C:PRO435;C:SER178;C:SER364;C:THR335;C:THR51;C:VAL362;C:VAL55-
DOCK_RESIDUE_CONTACTSA:ARG17;A:ASP181;A:GLY225;A:HIS241;A:LEU188;A:LEU226;A:LEU229;A:MET183;A:MET233;A:NDP302;A:PHE113;A:PRO115;A:SER227;A:TYR114;A:TYR191;A:TYR194;A:VAL228;A:VAL230;D:ARG287-
DOCK_RESIDUE_CONTACTSA:ALA32;A:ARG97;A:ASP52;A:ILE45;A:LEU94;A:LYS57;A:LYS95;A:MET53;A:NDP301;A:PHE56;A:PHE91;A:THR83;A:TYR162;A:VAL156;A:VAL30;A:VAL31;A:VAL87-
DOCK_SCAFFOLDc1ccc(-c2nc3c(OCc4cn(-c5ccccc5)nn4)ncnc3[nH]2)cc1-
DOCK_SCAFFOLDc1ccc(-c2nc3c(OCc4cn(-c5ccccc5)nn4)ncnc3[nH]2)cc1-
DOCK_SCAFFOLDc1ccc(-c2nc3c(OCc4cn(-c5ccccc5)nn4)ncnc3[nH]2)cc1-
DOCK_SCORE-35.024700-
DOCK_SCORE-30.102700-
DOCK_SCORE-27.448500-
DOCK_SCORE_INTER-28.867700-
DOCK_SCORE_INTER-33.862800-
DOCK_SCORE_INTER-30.606200-
DOCK_SCORE_INTER_KCAL-6.894935-
DOCK_SCORE_INTER_KCAL-8.087994-
DOCK_SCORE_INTER_KCAL-7.310168-
DOCK_SCORE_INTER_NORM-0.967510-
DOCK_SCORE_INTER_NORM-0.874464-
DOCK_SCORE_INTER_NORM-0.824792-
DOCK_SCORE_INTRA1.419250-
DOCK_SCORE_INTRA-1.272290-
DOCK_SCORE_INTRA0.503585-
DOCK_SCORE_INTRA_KCAL0.338982-
DOCK_SCORE_INTRA_KCAL0.120279-
DOCK_SCORE_INTRA_KCAL-0.303881-
DOCK_SCORE_INTRA_NORM0.014388-
DOCK_SCORE_INTRA_NORM0.040550-
DOCK_SCORE_INTRA_NORM-0.036351-
DOCK_SCORE_KCAL-8.365509-
DOCK_SCORE_KCAL-7.189909-
DOCK_SCORE_KCAL-6.555964-
DOCK_SCORE_NORM-0.860076-
DOCK_SCORE_NORM-0.784242-
DOCK_SCORE_NORM-1.000710-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.110443-
DOCK_SCORE_RESTR_NORM0.003155-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET03_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET05_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC24H22N8O3-
DOCK_SOURCE_FORMULAC24H22N8O3-
DOCK_SOURCE_FORMULAC24H22N8O3-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBA9.000000-
DOCK_SOURCE_HBD0.000000-
DOCK_SOURCE_HBD0.000000-
DOCK_SOURCE_HBD0.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_HEAVY_ATOMS35.000000-
DOCK_SOURCE_LOGP2.637200-
DOCK_SOURCE_LOGP2.637200-
DOCK_SOURCE_LOGP2.637200-
DOCK_SOURCE_MW470.493000-
DOCK_SOURCE_MW470.493000-
DOCK_SOURCE_MW470.493000-
DOCK_SOURCE_NAMEOHD_TC1_160-
DOCK_SOURCE_NAMEOHD_TC1_160-
DOCK_SOURCE_NAMEOHD_TC1_160-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA113.080000-
DOCK_SOURCE_TPSA113.080000-
DOCK_SOURCE_TPSA113.080000-
DOCK_STRAIN_DELTA22.410267-
DOCK_STRAIN_DELTA26.398261-
DOCK_STRAIN_DELTA39.877149-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT03-
DOCK_TARGETT05-
DOCK_TARGETT19-
EXACT_MASS470.1814865640001Da
FORMULAC24H22N8O3-
HBA9-
HBD0-
LOGP2.6372-
MOL_WEIGHT470.49300000000017g/mol
QED_SCORE0.3312663831423518-
ROTATABLE_BONDS7-
TPSA113.08A^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
T19 T19 selection_import_t19 1
native pose available
 2.7451442422468997 -35.0247 8 0.30 - Best pose
T05 T05 selection_import_t05 1
native pose available
 2.8068931178097154 -27.4485 15 0.88 - Best pose
T03 T03 selection_import_t03 1
native pose available
 3.6773496987792074 -30.1027 16 0.80 - Best pose
T19 — T19 1 poses · report selection_import_t19
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
62 2.7451442422468997 -0.96751 -35.0247 6 23 8 0.30 0.08 0.20 0.25 - no geometry warning; 17 clashes; 1 protein clash; 1 cofactor-context clash; high strain Δ 39.9 Open 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
75 2.8068931178097154 -0.824792 -27.4485 4 19 15 0.88 0.29 0.33 0.40 - no geometry warning; 15 clashes; 1 protein clash; 1 cofactor-context clash; moderate strain Δ 22.4 Open pose
T03 — T03 1 poses · report selection_import_t03
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
97 3.6773496987792074 -0.874464 -30.1027 4 17 16 0.80 0.29 0.20 0.20 - no geometry warning; 14 clashes; 2 protein clashes; 1 cofactor-context clash; moderate strain Δ 26.4 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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