FAIRMol

OHD_TC1_153

ID 3146

DB SELECTIONThis detail page is pinned to the current database context.
Back to results Open docking pose (4)
2D structure

SMILES: COc1cc(-c2cn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c3ncnc(C)c23)ccc1Cl

Formula: C19H20ClN3O5 | MW: 405.83800000000014

LogP: 1.6802199999999996 | TPSA: 109.86000000000001

HBA/HBD: 7/3 | RotB: 4

InChIKey: VQOUNWIACNKWDX-KLICCBINSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.

Bio motif

ATP mimic pyrimidine Nucleoside sugar H-bond acceptor N ×3 H-bond acceptor O ×2 H-bond donor ×3 Gatekeeper aromatic Polyol

Functional group

Alcohol ×3 Chlorine Aryl ether Ether ×2

Ring system

Benzene Pyrimidine Tetrahydrofuran

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.269300-
DOCK_BASE_INTER_RANK-0.871499-
DOCK_BASE_INTER_RANK-1.135190-
DOCK_BASE_INTER_RANK-0.719657-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT13.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT10.000000-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENTT20-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID19-
DOCK_EXPERIMENT_ID20-
DOCK_FINAL_RANK2.857474-
DOCK_FINAL_RANK3.234133-
DOCK_FINAL_RANK0.658335-
DOCK_FINAL_RANK2.264276-
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_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA2831-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG2421-
DOCK_IFP::A:ARG3371-
DOCK_IFP::A:ARG501-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:ASP441-
DOCK_IFP::A:ASP471-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLU4671-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU2631-
DOCK_IFP::A:LEU3391-
DOCK_IFP::A:LEU3991-
DOCK_IFP::A:LYS1781-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET4001-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE3831-
DOCK_IFP::A:PHE3961-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO3981-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER2821-
DOCK_IFP::A:SER3941-
DOCK_IFP::A:SER3951-
DOCK_IFP::A:SER4641-
DOCK_IFP::A:THR2411-
DOCK_IFP::A:THR3971-
DOCK_IFP::A:THR4631-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL2061-
DOCK_IFP::C:ARG2871-
DOCK_IFP::C:CYS571-
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_MAX_CLASH_OVERLAP0.693931-
DOCK_MAX_CLASH_OVERLAP0.693966-
DOCK_MAX_CLASH_OVERLAP0.693969-
DOCK_MAX_CLASH_OVERLAP0.693893-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.832617-
DOCK_PRE_RANK3.205995-
DOCK_PRE_RANK0.628675-
DOCK_PRE_RANK2.232769-
DOCK_PRIMARY_POSE_ID4842-
DOCK_PRIMARY_POSE_ID8914-
DOCK_PRIMARY_POSE_ID12261-
DOCK_PRIMARY_POSE_ID12977-
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_t14-
DOCK_REPORT_IDselection_import_t19-
DOCK_REPORT_IDselection_import_t20-
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:ALA283;A:ARG242;A:ARG337;A:ARG50;A:ASP243;A:ASP385;A:ASP44;A:ASP47;A:GLU384;A:LEU339;A:PHE383;A:SER282;A:THR241-
DOCK_RESIDUE_CONTACTSC:ARG287;C:CYS57;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:GLU467;A:LEU399;A:MET400;A:PHE396;A:PRO398;A:SER394;A:SER395;A:SER464;A:THR397;A:THR463-
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-36.008800-
DOCK_SCORE-21.836500-
DOCK_SCORE-33.153700-
DOCK_SCORE-19.187700-
DOCK_SCORE_INTER-35.540400-
DOCK_SCORE_INTER-24.402000-
DOCK_SCORE_INTER-31.785400-
DOCK_SCORE_INTER-20.150400-
DOCK_SCORE_INTER_KCAL-8.488682-
DOCK_SCORE_INTER_KCAL-5.828320-
DOCK_SCORE_INTER_KCAL-7.591816-
DOCK_SCORE_INTER_KCAL-4.812842-
DOCK_SCORE_INTER_NORM-1.269300-
DOCK_SCORE_INTER_NORM-0.871499-
DOCK_SCORE_INTER_NORM-1.135190-
DOCK_SCORE_INTER_NORM-0.719657-
DOCK_SCORE_INTRA-0.468382-
DOCK_SCORE_INTRA2.565430-
DOCK_SCORE_INTRA-1.368310-
DOCK_SCORE_INTRA0.878556-
DOCK_SCORE_INTRA_KCAL-0.111871-
DOCK_SCORE_INTRA_KCAL0.612743-
DOCK_SCORE_INTRA_KCAL-0.326815-
DOCK_SCORE_INTRA_KCAL0.209840-
DOCK_SCORE_INTRA_NORM-0.016728-
DOCK_SCORE_INTRA_NORM0.091622-
DOCK_SCORE_INTRA_NORM-0.048868-
DOCK_SCORE_INTRA_NORM0.031377-
DOCK_SCORE_KCAL-8.600558-
DOCK_SCORE_KCAL-5.215561-
DOCK_SCORE_KCAL-7.918629-
DOCK_SCORE_KCAL-4.582905-
DOCK_SCORE_NORM-1.286030-
DOCK_SCORE_NORM-0.779876-
DOCK_SCORE_NORM-1.184060-
DOCK_SCORE_NORM-0.685276-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.084118-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.003004-
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_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_SOURCE_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET20_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC19H20ClN3O5-
DOCK_SOURCE_FORMULAC19H20ClN3O5-
DOCK_SOURCE_FORMULAC19H20ClN3O5-
DOCK_SOURCE_FORMULAC19H20ClN3O5-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_HEAVY_ATOMS28.000000-
DOCK_SOURCE_LOGP1.680220-
DOCK_SOURCE_LOGP1.680220-
DOCK_SOURCE_LOGP1.680220-
DOCK_SOURCE_LOGP1.680220-
DOCK_SOURCE_MW405.838000-
DOCK_SOURCE_MW405.838000-
DOCK_SOURCE_MW405.838000-
DOCK_SOURCE_MW405.838000-
DOCK_SOURCE_NAMEOHD_TC1_153-
DOCK_SOURCE_NAMEOHD_TC1_153-
DOCK_SOURCE_NAMEOHD_TC1_153-
DOCK_SOURCE_NAMEOHD_TC1_153-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA109.860000-
DOCK_SOURCE_TPSA109.860000-
DOCK_SOURCE_TPSA109.860000-
DOCK_SOURCE_TPSA109.860000-
DOCK_STRAIN_DELTA19.913941-
DOCK_STRAIN_DELTA22.287208-
DOCK_STRAIN_DELTA23.322733-
DOCK_STRAIN_DELTA24.532414-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT08-
DOCK_TARGETT14-
DOCK_TARGETT19-
DOCK_TARGETT20-
EXACT_MASS405.10914842Da
FORMULAC19H20ClN3O5-
HBA7-
HBD3-
LOGP1.6802199999999996-
MOL_WEIGHT405.83800000000014g/mol
QED_SCORE0.6053274134295424-
ROTATABLE_BONDS4-
TPSA109.86000000000001A^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
 0.6583346423517246 -33.1537 7 0.26 - Best pose
T20 T20 selection_import_t20 1
native pose available
 2.264276239739011 -19.1877 6 0.75 - Best pose
T08 T08 selection_import_t08 1
native pose available
 2.85747387576503 -36.0088 15 0.79 - Best pose
T14 T14 selection_import_t14 1
native pose available
 3.2341329830440264 -21.8365 8 0.53 - 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
60 0.6583346423517246 -1.13519 -33.1537 6 17 7 0.26 0.08 0.20 0.25 - no geometry warning; 11 clashes; 3 protein contact clashes; moderate strain Δ 23.3 Open pose
T20 — T20 1 poses · report selection_import_t20
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
98 2.264276239739011 -0.719657 -19.1877 7 10 6 0.75 0.00 0.00 0.00 - no geometry warning; 8 clashes; 1 protein clash; moderate strain Δ 24.5 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
101 2.85747387576503 -1.2693 -36.0088 6 20 15 0.79 0.00 0.00 0.20 - no geometry warning; 10 clashes; 2 protein clashes; 1 cofactor-context clash 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
106 3.2341329830440264 -0.871499 -21.8365 7 13 8 0.53 0.17 0.20 0.40 - no geometry warning; 10 clashes; 2 protein clashes; moderate strain Δ 22.3 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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