FAIRMol

ulfkktlib_2067

ID 2727

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

SMILES: O=C(N[C@@H]1COC(=O)/C1=C/Nc1cccc(O)c1)OCc1ccccc1

Formula: C19H18N2O5 | MW: 354.3620000000001

LogP: 2.5398000000000005 | TPSA: 96.89

HBA/HBD: 6/3 | RotB: 5

InChIKey: PBDLFGDWBBYUKH-BRVCPTFNSA-N

Recognized patterns

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

Bio motif

Michael acceptor Hinge binder (C=O-NH) Hinge binder (NH-C=O) Aza-Michael acceptor H-bond acceptor O ×4 H-bond donor ×3 Gatekeeper aromatic ×2 Ionizable base Michael acceptor (extended) Metal chelator ×3

Functional group

Carbonyl ×2 Amide Ester ×2 Secondary amine ×2 Phenol Lactone Carbamate Enone Ether ×2 Alkene

Ring system

Benzene ×2 Tetrahydrofuran

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.174140-
DOCK_BASE_INTER_RANK-1.191940-
DOCK_BASE_INTER_RANK-0.961959-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CLASH_COUNT8.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID19-
DOCK_EXPERIMENT_ID21-
DOCK_FINAL_RANK0.251961-
DOCK_FINAL_RANK2.444592-
DOCK_FINAL_RANK1.704762-
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:ARG1371-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLU1351-
DOCK_IFP::A:GLU2171-
DOCK_IFP::A:GLY2051-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1381-
DOCK_IFP::A:ILE1011-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LYS2201-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET981-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:SER1331-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER951-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR941-
DOCK_IFP::A:VAL2061-
DOCK_IFP::B:ARG1131-
DOCK_IFP::B:ASP101-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY721-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:ILE731-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:SER711-
DOCK_IFP::B:TYR461-
DOCK_IFP::C:CYS521-
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:NDP8001-
DOCK_IFP::C:PHE1821-
DOCK_IFP::C:PHE2031-
DOCK_IFP::C:PHE3671-
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_MAX_CLASH_OVERLAP0.722731-
DOCK_MAX_CLASH_OVERLAP0.670644-
DOCK_MAX_CLASH_OVERLAP0.622285-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.220635-
DOCK_PRE_RANK2.424685-
DOCK_PRE_RANK1.687342-
DOCK_PRIMARY_POSE_ID4242-
DOCK_PRIMARY_POSE_ID12420-
DOCK_PRIMARY_POSE_ID13711-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t07-
DOCK_REPORT_IDselection_import_t19-
DOCK_REPORT_IDselection_import_t21-
DOCK_RESIDUE_CONTACTSA:ARG14;A:CYS168;A:GLU217;A:GLY205;A:LEU209;A:LYS220;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:SER207;A:SER95;A:TRP221;A:TYR174;A:VAL206-
DOCK_RESIDUE_CONTACTSC:CYS52;C:CYS57;C:GLU202;C:GLY56;C:ILE199;C:LEU334;C:LYS60;C:LYS61;C:NDP800;C:PHE182;C:PHE203;C:PHE367;C:SER178;C:THR335;C:THR51;C:VAL55-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ASN103;A:GLU135;A:HIS102;A:HIS138;A:ILE101;A:MET98;A:SER133;A:TYR94;B:ARG113;B:ASP10;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:ILE73;B:PRO12;B:SER71;B:TYR46-
DOCK_SCAFFOLDO=C(NC1COC(=O)C1=CNc1ccccc1)OCc1ccccc1-
DOCK_SCAFFOLDO=C(NC1COC(=O)C1=CNc1ccccc1)OCc1ccccc1-
DOCK_SCAFFOLDO=C(NC1COC(=O)C1=CNc1ccccc1)OCc1ccccc1-
DOCK_SCORE-24.267900-
DOCK_SCORE-24.660400-
DOCK_SCORE-21.991900-
DOCK_SCORE_INTER-30.527600-
DOCK_SCORE_INTER-30.990500-
DOCK_SCORE_INTER-25.010900-
DOCK_SCORE_INTER_KCAL-7.291395-
DOCK_SCORE_INTER_KCAL-7.401957-
DOCK_SCORE_INTER_KCAL-5.973753-
DOCK_SCORE_INTER_NORM-1.174140-
DOCK_SCORE_INTER_NORM-1.191940-
DOCK_SCORE_INTER_NORM-0.961959-
DOCK_SCORE_INTRA6.259670-
DOCK_SCORE_INTRA6.330150-
DOCK_SCORE_INTRA3.019070-
DOCK_SCORE_INTRA_KCAL1.495097-
DOCK_SCORE_INTRA_KCAL1.511931-
DOCK_SCORE_INTRA_KCAL0.721093-
DOCK_SCORE_INTRA_NORM0.240756-
DOCK_SCORE_INTRA_NORM0.243467-
DOCK_SCORE_INTRA_NORM0.116118-
DOCK_SCORE_KCAL-5.796291-
DOCK_SCORE_KCAL-5.890038-
DOCK_SCORE_KCAL-5.252677-
DOCK_SCORE_NORM-0.933383-
DOCK_SCORE_NORM-0.948476-
DOCK_SCORE_NORM-0.845841-
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_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_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET21_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC19H18N2O5-
DOCK_SOURCE_FORMULAC19H18N2O5-
DOCK_SOURCE_FORMULAC19H18N2O5-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HBD3.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_LOGP2.539800-
DOCK_SOURCE_LOGP2.539800-
DOCK_SOURCE_LOGP2.539800-
DOCK_SOURCE_MW354.362000-
DOCK_SOURCE_MW354.362000-
DOCK_SOURCE_MW354.362000-
DOCK_SOURCE_NAMEulfkktlib_2067-
DOCK_SOURCE_NAMEulfkktlib_2067-
DOCK_SOURCE_NAMEulfkktlib_2067-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_RINGS3.000000-
DOCK_SOURCE_TPSA96.890000-
DOCK_SOURCE_TPSA96.890000-
DOCK_SOURCE_TPSA96.890000-
DOCK_STRAIN_DELTA24.415676-
DOCK_STRAIN_DELTA15.858557-
DOCK_STRAIN_DELTA13.521279-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT07-
DOCK_TARGETT19-
DOCK_TARGETT21-
EXACT_MASS354.121571676Da
FORMULAC19H18N2O5-
HBA6-
HBD3-
LOGP2.5398000000000005-
MOL_WEIGHT354.3620000000001g/mol
QED_SCORE0.5639520348537566-
ROTATABLE_BONDS5-
TPSA96.89A^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
T07 T07 selection_import_t07 1
native pose available
 0.25196061455135527 -24.2679 13 0.68 - Best pose
T21 T21 selection_import_t21 1
native pose available
 1.7047624449351695 -21.9919 12 0.86 - Best pose
T19 T19 selection_import_t19 1
native pose available
 2.4445917359919003 -24.6604 6 0.22 - Best 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
179 0.25196061455135527 -1.17414 -24.2679 6 15 13 0.68 0.50 0.40 0.40 - no geometry warning; 11 clashes; 1 protein contact clash; 1 severe cofactor-context clash; moderate strain Δ 24.4 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
153 1.7047624449351695 -0.961959 -21.9919 8 19 12 0.86 0.25 0.33 0.38 - no geometry warning; 8 clashes; 1 protein clash Open 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
219 2.4445917359919003 -1.19194 -24.6604 9 16 6 0.22 0.00 0.00 0.00 - no geometry warning; 9 clashes; 2 protein clashes; 1 cofactor-context clash 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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