FAIRMol

OHD_MAC_3

ID 3343

DB SELECTIONThis detail page is pinned to the current database context.
Back to results Open docking pose (5)
2D structure

SMILES: Oc1cc(/C=[NH+]/Nc2ncnc3c(Nc4cccc(OCc5ccncc5)c4)ncnc23)cc(O)c1O

Formula: C25H21N8O4+ | MW: 497.49500000000023

LogP: 1.7808000000000002 | TPSA: 172.39999999999998

HBA/HBD: 11/6 | RotB: 8

InChIKey: XJDKCDJBWJMPPO-QFDQHJFZSA-O

Recognized patterns

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

Bio motif

Catechol ×2 ATP mimic pyrimidine ×2 Resorcinol H-bond acceptor N ×5 H-bond acceptor O H-bond donor ×6 Gatekeeper aromatic ×2 Ionizable base ×3

Functional group

Secondary amine Phenol ×3 Aryl ether Hydrazine Ether

Ring system

Benzene ×2 Pyridine Pyrimidine ×2

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.763663-
DOCK_BASE_INTER_RANK-0.857180-
DOCK_BASE_INTER_RANK-0.852659-
DOCK_BASE_INTER_RANK-0.838101-
DOCK_BASE_INTER_RANK-0.769384-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT18.000000-
DOCK_CLASH_COUNT19.000000-
DOCK_CLASH_COUNT19.000000-
DOCK_CLASH_COUNT17.000000-
DOCK_CLASH_COUNT18.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT23.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID12-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID21-
DOCK_FINAL_RANK3.660568-
DOCK_FINAL_RANK4.758384-
DOCK_FINAL_RANK5.394403-
DOCK_FINAL_RANK5.514129-
DOCK_FINAL_RANK4.399980-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA1111-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG221-
DOCK_IFP::A:ARG2421-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ARG3371-
DOCK_IFP::A:ARG501-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN1121-
DOCK_IFP::A:ASN201-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP3321-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:ASP441-
DOCK_IFP::A:ASP471-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:GLN1041-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY2351-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:HIS3331-
DOCK_IFP::A:LEU3391-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:MET981-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1961-
DOCK_IFP::A:PHE3831-
DOCK_IFP::A:PRO1131-
DOCK_IFP::A:PRO2751-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER2821-
DOCK_IFP::A:THR1321-
DOCK_IFP::A:THR211-
DOCK_IFP::A:THR2411-
DOCK_IFP::A:THR2851-
DOCK_IFP::A:TYR3311-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:TYR941-
DOCK_IFP::A:TYR971-
DOCK_IFP::A:VAL3351-
DOCK_IFP::A:VAL3361-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG1131-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ASP101-
DOCK_IFP::B:ASP131-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY1571-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:GLY751-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:ILE731-
DOCK_IFP::B:ILE761-
DOCK_IFP::B:MET531-
DOCK_IFP::B:MET751-
DOCK_IFP::B:MET781-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:PRO501-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:SER441-
DOCK_IFP::B:SER711-
DOCK_IFP::B:SER741-
DOCK_IFP::B:SER861-
DOCK_IFP::B:THR831-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:TYR461-
DOCK_IFP::B:TYR491-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL491-
DOCK_IFP::B:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_INTRA_OUTLIER_SIDEraw_high-
DOCK_INTRA_OUTLIER_SIDEraw_high-
DOCK_MAX_CLASH_OVERLAP0.678317-
DOCK_MAX_CLASH_OVERLAP0.717430-
DOCK_MAX_CLASH_OVERLAP0.691414-
DOCK_MAX_CLASH_OVERLAP0.678365-
DOCK_MAX_CLASH_OVERLAP0.678299-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK3.569053-
DOCK_PRE_RANK4.677438-
DOCK_PRE_RANK5.279106-
DOCK_PRE_RANK5.399761-
DOCK_PRE_RANK4.276050-
DOCK_PRIMARY_POSE_ID5771-
DOCK_PRIMARY_POSE_ID7765-
DOCK_PRIMARY_POSE_ID8445-
DOCK_PRIMARY_POSE_ID9152-
DOCK_PRIMARY_POSE_ID13911-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t12-
DOCK_REPORT_IDselection_import_t13-
DOCK_REPORT_IDselection_import_t14-
DOCK_REPORT_IDselection_import_t21-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:GLY157;B:ILE45;B:MET53;B:PHE56;B:PRO50;B:PRO88;B:SER44;B:SER86;B:THR83;B:TRP47;B:VAL156;B:VAL49;B:VAL87-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:GLN104;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG46;B:ASP13;B:CYS72;B:GLY73;B:GLY75;B:GLY77;B:HIS14;B:ILE15;B:ILE76;B:MET78;B:SER74;B:TYR49-
DOCK_RESIDUE_CONTACTSA:ALA111;A:ALA67;A:ARG154;A:ARG277;A:ASN112;A:ASP332;A:ASP88;A:GLU274;A:GLY199;A:GLY235;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:HIS333;A:LYS69;A:PHE196;A:PRO113;A:PRO275;A:SER200;A:THR132;A:TYR331;A:TYR389-
DOCK_RESIDUE_CONTACTSA:ARG22;A:ARG242;A:ARG337;A:ARG50;A:ASN20;A:ASP243;A:ASP385;A:ASP44;A:ASP47;A:GLU384;A:LEU339;A:PHE383;A:SER282;A:THR21;A:THR241;A:THR285;A:VAL335;A:VAL336-
DOCK_RESIDUE_CONTACTSA:ARG141;A:ASN103;A:HIS102;A:MET98;A:TYR94;B:ARG113;B:ASP10;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:ILE73;B:MET75;B:PRO12;B:SER71;B:TYR46-
DOCK_SCAFFOLDC(=[NH+]Nc1ncnc2c(Nc3cccc(OCc4ccncc4)c3)ncnc12)c1ccccc1-
DOCK_SCAFFOLDC(=[NH+]Nc1ncnc2c(Nc3cccc(OCc4ccncc4)c3)ncnc12)c1ccccc1-
DOCK_SCAFFOLDC(=[NH+]Nc1ncnc2c(Nc3cccc(OCc4ccncc4)c3)ncnc12)c1ccccc1-
DOCK_SCAFFOLDC(=[NH+]Nc1ncnc2c(Nc3cccc(OCc4ccncc4)c3)ncnc12)c1ccccc1-
DOCK_SCAFFOLDC(=[NH+]Nc1ncnc2c(Nc3cccc(OCc4ccncc4)c3)ncnc12)c1ccccc1-
DOCK_SCORE-12.036500-
DOCK_SCORE-25.428700-
DOCK_SCORE-19.687400-
DOCK_SCORE-15.206600-
DOCK_SCORE-12.887300-
DOCK_SCORE_INTER-28.255500-
DOCK_SCORE_INTER-31.715700-
DOCK_SCORE_INTER-31.548400-
DOCK_SCORE_INTER-31.009800-
DOCK_SCORE_INTER-28.467200-
DOCK_SCORE_INTER_KCAL-6.748713-
DOCK_SCORE_INTER_KCAL-7.575168-
DOCK_SCORE_INTER_KCAL-7.535209-
DOCK_SCORE_INTER_KCAL-7.406567-
DOCK_SCORE_INTER_KCAL-6.799277-
DOCK_SCORE_INTER_NORM-0.763663-
DOCK_SCORE_INTER_NORM-0.857180-
DOCK_SCORE_INTER_NORM-0.852659-
DOCK_SCORE_INTER_NORM-0.838101-
DOCK_SCORE_INTER_NORM-0.769384-
DOCK_SCORE_INTRA16.065000-
DOCK_SCORE_INTRA6.287000-
DOCK_SCORE_INTRA11.861000-
DOCK_SCORE_INTRA15.762800-
DOCK_SCORE_INTRA15.579900-
DOCK_SCORE_INTRA_KCAL3.837061-
DOCK_SCORE_INTRA_KCAL1.501625-
DOCK_SCORE_INTRA_KCAL2.832952-
DOCK_SCORE_INTRA_KCAL3.764882-
DOCK_SCORE_INTRA_KCAL3.721197-
DOCK_SCORE_INTRA_NORM0.434189-
DOCK_SCORE_INTRA_NORM0.169919-
DOCK_SCORE_INTRA_NORM0.320568-
DOCK_SCORE_INTRA_NORM0.426022-
DOCK_SCORE_INTRA_NORM0.421079-
DOCK_SCORE_KCAL-2.874870-
DOCK_SCORE_KCAL-6.073543-
DOCK_SCORE_KCAL-4.702257-
DOCK_SCORE_KCAL-3.632036-
DOCK_SCORE_KCAL-3.078080-
DOCK_SCORE_NORM-0.325310-
DOCK_SCORE_NORM-0.687261-
DOCK_SCORE_NORM-0.532091-
DOCK_SCORE_NORM-0.410989-
DOCK_SCORE_NORM-0.348305-
DOCK_SCORE_RESTR0.154088-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.040346-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.004165-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.001090-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
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_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
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_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET21_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC25H21N8O4+-
DOCK_SOURCE_FORMULAC25H21N8O4+-
DOCK_SOURCE_FORMULAC25H21N8O4+-
DOCK_SOURCE_FORMULAC25H21N8O4+-
DOCK_SOURCE_FORMULAC25H21N8O4+-
DOCK_SOURCE_HBA11.000000-
DOCK_SOURCE_HBA11.000000-
DOCK_SOURCE_HBA11.000000-
DOCK_SOURCE_HBA11.000000-
DOCK_SOURCE_HBA11.000000-
DOCK_SOURCE_HBD6.000000-
DOCK_SOURCE_HBD6.000000-
DOCK_SOURCE_HBD6.000000-
DOCK_SOURCE_HBD6.000000-
DOCK_SOURCE_HBD6.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_HEAVY_ATOMS37.000000-
DOCK_SOURCE_LOGP1.780800-
DOCK_SOURCE_LOGP1.780800-
DOCK_SOURCE_LOGP1.780800-
DOCK_SOURCE_LOGP1.780800-
DOCK_SOURCE_LOGP1.780800-
DOCK_SOURCE_MW497.495000-
DOCK_SOURCE_MW497.495000-
DOCK_SOURCE_MW497.495000-
DOCK_SOURCE_MW497.495000-
DOCK_SOURCE_MW497.495000-
DOCK_SOURCE_NAMEOHD_MAC_3-
DOCK_SOURCE_NAMEOHD_MAC_3-
DOCK_SOURCE_NAMEOHD_MAC_3-
DOCK_SOURCE_NAMEOHD_MAC_3-
DOCK_SOURCE_NAMEOHD_MAC_3-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA172.400000-
DOCK_SOURCE_TPSA172.400000-
DOCK_SOURCE_TPSA172.400000-
DOCK_SOURCE_TPSA172.400000-
DOCK_SOURCE_TPSA172.400000-
DOCK_STRAIN_DELTA52.532170-
DOCK_STRAIN_DELTA48.346292-
DOCK_STRAIN_DELTA61.547353-
DOCK_STRAIN_DELTA61.202511-
DOCK_STRAIN_DELTA64.729202-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_TARGETT09-
DOCK_TARGETT12-
DOCK_TARGETT13-
DOCK_TARGETT14-
DOCK_TARGETT21-
EXACT_MASS497.16802757209Da
FORMULAC25H21N8O4+-
HBA11-
HBD6-
LOGP1.7808000000000002-
MOL_WEIGHT497.49500000000023g/mol
QED_SCORE0.10479582893193448-
ROTATABLE_BONDS8-
TPSA172.39999999999998A^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
T09 T09 selection_import_t09 1
native pose available
 3.6605677573847943 -12.0365 12 0.57 - Best pose
T21 T21 selection_import_t21 1
native pose available
 4.39998033803745 -12.8873 12 0.86 - Best pose
T12 T12 selection_import_t12 1
native pose available
 4.758383907657859 -25.4287 16 1.00 - Best pose
T13 T13 selection_import_t13 1
native pose available
 5.394403083352138 -19.6874 16 0.84 - Best pose
T14 T14 selection_import_t14 1
native pose available
 5.514129269968441 -15.2066 9 0.60 - Best 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
353 3.6605677573847943 -0.763663 -12.0365 6 17 12 0.57 0.00 0.17 0.17 - no geometry warning; 18 clashes; 14 protein contact clashes; high raw intra; high strain Δ 52.5 Open pose
T21 — T21 1 poses · report selection_import_t21
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
353 4.39998033803745 -0.769384 -12.8873 11 17 12 0.86 0.33 0.44 0.62 - no geometry warning; 18 clashes; 1 protein clash; high strain Δ 64.7 Open pose
T12 — T12 1 poses · report selection_import_t12
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
313 4.758383907657859 -0.85718 -25.4287 15 20 16 1.00 0.42 0.50 0.70 - no geometry warning; 19 clashes; 2 protein clashes; high strain Δ 48.3 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
315 5.394403083352138 -0.852659 -19.6874 16 23 16 0.84 0.67 0.71 0.71 - no geometry warning; 19 clashes; 2 protein clashes; high strain Δ 61.5 Open pose
T14 — T14 1 poses · report selection_import_t14
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
344 5.514129269968441 -0.838101 -15.2066 11 18 9 0.60 0.33 0.60 0.60 - no geometry warning; 17 clashes; 3 protein clashes; high raw intra; high strain Δ 61.2 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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