FAIRMol

OHD_TC1_162

ID 2919

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

SMILES: Nc1ncnc2c1c(-c1ccc(Cl)c(Cl)c1)cn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

Formula: C17H16Cl2N4O4 | MW: 411.2450000000001

LogP: 1.5987999999999996 | TPSA: 126.65

HBA/HBD: 7/4 | RotB: 3

InChIKey: FVRZBOVOPPGNTM-LSCFUAHRSA-N

Recognized patterns

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

Bio motif

ATP mimic pyrimidine Nucleoside sugar H-bond acceptor N ×3 H-bond acceptor O H-bond donor ×4 Gatekeeper aromatic Ionizable base Polyol

Functional group

Primary amine Alcohol ×3 Chlorine ×2 Ether

Ring system

Benzene Pyrimidine Tetrahydrofuran

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.023580-
DOCK_BASE_INTER_RANK-1.051520-
DOCK_BASE_INTER_RANK-1.179390-
DOCK_BASE_INTER_RANK-1.226500-
DOCK_BASE_INTER_RANK-1.244010-
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_COUNT6.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CLASH_COUNT7.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID19-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID7-
DOCK_FINAL_RANK2.657100-
DOCK_FINAL_RANK0.996938-
DOCK_FINAL_RANK3.330540-
DOCK_FINAL_RANK0.854495-
DOCK_FINAL_RANK4.759776-
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:ARG141-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1541-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP3321-
DOCK_IFP::A:ASP881-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY2011-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:HIS3331-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2631-
DOCK_IFP::A:LEU2631-
DOCK_IFP::A:LYS1781-
DOCK_IFP::A:LYS1781-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO2751-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER951-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR3311-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL2061-
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:PHE561-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:SER441-
DOCK_IFP::B:SER861-
DOCK_IFP::B:THR1801-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL491-
DOCK_IFP::B:VAL871-
DOCK_IFP::C:ALA3651-
DOCK_IFP::C:ARG2871-
DOCK_IFP::C:CYS571-
DOCK_IFP::C:GLU2021-
DOCK_IFP::C:GLY561-
DOCK_IFP::C:ILE1991-
DOCK_IFP::C:LEU3341-
DOCK_IFP::C:LYS601-
DOCK_IFP::C:LYS611-
DOCK_IFP::C:MET3331-
DOCK_IFP::C:NDP8001-
DOCK_IFP::C:PHE1821-
DOCK_IFP::C:PHE2031-
DOCK_IFP::C:PHE3671-
DOCK_IFP::C:PRO3361-
DOCK_IFP::C:SER1781-
DOCK_IFP::C:THR3351-
DOCK_IFP::C:THR511-
DOCK_IFP::C:VAL551-
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_MAX_CLASH_OVERLAP0.690350-
DOCK_MAX_CLASH_OVERLAP0.690281-
DOCK_MAX_CLASH_OVERLAP0.690364-
DOCK_MAX_CLASH_OVERLAP0.690302-
DOCK_MAX_CLASH_OVERLAP0.690334-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.812453-
DOCK_PRE_RANK0.971508-
DOCK_PRE_RANK2.627285-
DOCK_PRE_RANK3.310909-
DOCK_PRE_RANK4.718251-
DOCK_PRIMARY_POSE_ID4843-
DOCK_PRIMARY_POSE_ID5491-
DOCK_PRIMARY_POSE_ID4150-
DOCK_PRIMARY_POSE_ID12265-
DOCK_PRIMARY_POSE_ID8185-
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_t08-
DOCK_REPORT_IDselection_import_t19-
DOCK_REPORT_IDselection_import_t07-
DOCK_REPORT_IDselection_import_t13-
DOCK_REPORT_IDselection_import_t09-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;A:GLY205;A:LEU263;A:LYS178;A:MET163;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL164;A:VAL206-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;A:GLY205;A:LEU208;A:LEU209;A:LEU263;A:LYS178;A:MET163;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:PRO210;A:SER207;A:TRP221;A:TYR174;A:VAL164;A:VAL206-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE182;B:ILE45;B:MET53;B:PHE56;B:PRO88;B:SER44;B:SER86;B:THR180;B:TRP47;B:TYR162;B:VAL30;B:VAL31;B:VAL49;B:VAL87-
DOCK_RESIDUE_CONTACTSC:ALA365;C:ARG287;C:CYS57;C:GLU202;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:LYS61;C:MET333;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:PRO336;C:SER178;C:THR335;C:THR51;C:VAL55-
DOCK_RESIDUE_CONTACTSA:ALA111;A:ALA67;A:ARG154;A:ARG277;A:ASP332;A:ASP88;A:GLU274;A:GLY199;A:GLY201;A:GLY236;A:GLY237;A:GLY276;A:HIS197;A:HIS333;A:LYS69;A:PRO275;A:SER200;A:TYR331;A:TYR389-
DOCK_SCAFFOLDc1ccc(-c2cn(C3CCCO3)c3ncncc23)cc1-
DOCK_SCAFFOLDc1ccc(-c2cn(C3CCCO3)c3ncncc23)cc1-
DOCK_SCAFFOLDc1ccc(-c2cn(C3CCCO3)c3ncncc23)cc1-
DOCK_SCAFFOLDc1ccc(-c2cn(C3CCCO3)c3ncncc23)cc1-
DOCK_SCAFFOLDc1ccc(-c2cn(C3CCCO3)c3ncncc23)cc1-
DOCK_SCORE-25.030300-
DOCK_SCORE-31.294100-
DOCK_SCORE-30.215300-
DOCK_SCORE-22.323400-
DOCK_SCORE-30.365900-
DOCK_SCORE_INTER-27.636700-
DOCK_SCORE_INTER-31.843600-
DOCK_SCORE_INTER-33.115500-
DOCK_SCORE_INTER-28.391100-
DOCK_SCORE_INTER-33.588200-
DOCK_SCORE_INTER_KCAL-7.909505-
DOCK_SCORE_INTER_KCAL-6.600915-
DOCK_SCORE_INTER_KCAL-7.605716-
DOCK_SCORE_INTER_KCAL-8.022407-
DOCK_SCORE_INTER_KCAL-6.781101-
DOCK_SCORE_INTER_NORM-1.244010-
DOCK_SCORE_INTER_NORM-1.051520-
DOCK_SCORE_INTER_NORM-1.023580-
DOCK_SCORE_INTER_NORM-1.226500-
DOCK_SCORE_INTER_NORM-1.179390-
DOCK_SCORE_INTRA2.606430-
DOCK_SCORE_INTRA6.067780-
DOCK_SCORE_INTRA3.372910-
DOCK_SCORE_INTRA1.821420-
DOCK_SCORE_INTRA1.477690-
DOCK_SCORE_INTRA_KCAL0.352940-
DOCK_SCORE_INTRA_KCAL0.805606-
DOCK_SCORE_INTRA_KCAL1.449265-
DOCK_SCORE_INTRA_KCAL0.435039-
DOCK_SCORE_INTRA_KCAL0.622535-
DOCK_SCORE_INTRA_NORM0.054729-
DOCK_SCORE_INTRA_NORM0.067460-
DOCK_SCORE_INTRA_NORM0.224733-
DOCK_SCORE_INTRA_NORM0.124923-
DOCK_SCORE_INTRA_NORM0.096534-
DOCK_SCORE_KCAL-5.978387-
DOCK_SCORE_KCAL-5.331855-
DOCK_SCORE_KCAL-7.474471-
DOCK_SCORE_KCAL-7.216804-
DOCK_SCORE_KCAL-7.252774-
DOCK_SCORE_NORM-0.927046-
DOCK_SCORE_NORM-1.119080-
DOCK_SCORE_NORM-0.826791-
DOCK_SCORE_NORM-1.124660-
DOCK_SCORE_NORM-1.159040-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
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_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC17H16Cl2N4O4-
DOCK_SOURCE_FORMULAC17H16Cl2N4O4-
DOCK_SOURCE_FORMULAC17H16Cl2N4O4-
DOCK_SOURCE_FORMULAC17H16Cl2N4O4-
DOCK_SOURCE_FORMULAC17H16Cl2N4O4-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_HEAVY_ATOMS27.000000-
DOCK_SOURCE_LOGP1.598800-
DOCK_SOURCE_LOGP1.598800-
DOCK_SOURCE_LOGP1.598800-
DOCK_SOURCE_LOGP1.598800-
DOCK_SOURCE_LOGP1.598800-
DOCK_SOURCE_MW411.245000-
DOCK_SOURCE_MW411.245000-
DOCK_SOURCE_MW411.245000-
DOCK_SOURCE_MW411.245000-
DOCK_SOURCE_MW411.245000-
DOCK_SOURCE_NAMEOHD_TC1_162-
DOCK_SOURCE_NAMEOHD_TC1_162-
DOCK_SOURCE_NAMEOHD_TC1_162-
DOCK_SOURCE_NAMEOHD_TC1_162-
DOCK_SOURCE_NAMEOHD_TC1_162-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA126.650000-
DOCK_SOURCE_TPSA126.650000-
DOCK_SOURCE_TPSA126.650000-
DOCK_SOURCE_TPSA126.650000-
DOCK_SOURCE_TPSA126.650000-
DOCK_STRAIN_DELTA30.693146-
DOCK_STRAIN_DELTA20.343672-
DOCK_STRAIN_DELTA15.610772-
DOCK_STRAIN_DELTA30.413580-
DOCK_STRAIN_DELTA23.426105-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK0-
DOCK_STRAIN_OK1-
DOCK_TARGETT07-
DOCK_TARGETT09-
DOCK_TARGETT08-
DOCK_TARGETT13-
DOCK_TARGETT19-
EXACT_MASS410.05486035200005Da
FORMULAC17H16Cl2N4O4-
HBA7-
HBD4-
LOGP1.5987999999999996-
MOL_WEIGHT411.2450000000001g/mol
QED_SCORE0.5157391224307151-
ROTATABLE_BONDS3-
TPSA126.65A^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
 0.8544948998076428 -30.2153 9 0.33 - Best pose
T09 T09 selection_import_t09 1
native pose available
 0.9969381140841689 -25.0303 13 0.62 - Best pose
T07 T07 selection_import_t07 1
native pose available
 2.657099665105083 -30.3659 15 0.79 - Best pose
T08 T08 selection_import_t08 1
native pose available
 3.3305403222612173 -31.2941 13 0.68 - Best pose
T13 T13 selection_import_t13 1
native pose available
 4.759775870543833 -22.3234 16 0.84 - 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
64 0.8544948998076428 -1.24401 -30.2153 6 19 9 0.33 0.17 0.40 0.25 - no geometry warning; 8 clashes; 7 protein contact clashes; high strain Δ 30.7 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
73 0.9969381140841689 -1.02358 -25.0303 6 18 13 0.62 0.00 0.17 0.17 - no geometry warning; 7 clashes; 7 protein contact clashes; 1 cofactor-context clash; moderate strain Δ 20.3 Open pose
T07 — T07 1 poses · report selection_import_t07
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
87 2.657099665105083 -1.17939 -30.3659 7 20 15 0.79 0.00 0.20 0.20 - no geometry warning; 6 clashes; 2 protein clashes; 2 cofactor-context clashes; moderate strain Δ 23.4 Open pose
T08 — T08 1 poses · report selection_import_t08
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
102 3.3305403222612173 -1.2265 -31.2941 6 18 13 0.68 0.00 0.20 0.20 - no geometry warning; 7 clashes; 2 protein clashes; 1 cofactor-context clash 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
55 4.759775870543833 -1.05152 -22.3234 12 19 16 0.84 0.78 0.86 0.86 - no geometry warning; 9 clashes; 2 protein clashes; high strain Δ 30.4 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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