FAIRMol

Z49628846

ID 3012

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

SMILES: C/C(=N/NC(=O)c1cc2ccccc2cc1O)c1cc2ccccc2o1

Formula: C21H16N2O3 | MW: 344.37000000000006

LogP: 4.445600000000002 | TPSA: 74.83

HBA/HBD: 4/2 | RotB: 3

InChIKey: VZBRRSSPXOLQTH-XKZIYDEJSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Hinge binder (NH-C=O) Clear highlight

Bio motif

Hinge binder (C=O-NH) Hinge binder (NH-C=O) H-bond acceptor N H-bond acceptor O ×2 H-bond donor ×2 Gatekeeper aromatic ×3 Metal chelator

Functional group

Carbonyl Amide Phenol Imine

Ring system

Benzene ×3 Furan Benzofuran Naphthalene

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-1.231500-
DOCK_BASE_INTER_RANK-1.068620-
DOCK_BASE_INTER_RANK-0.898510-
DOCK_BASE_INTER_RANK-0.855052-
DOCK_BASE_INTER_RANK-1.224320-
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_COUNT11.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT15.000000-
DOCK_EXPERIMENTT08-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENTT17-
DOCK_EXPERIMENTT19-
DOCK_EXPERIMENT_ID8-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID15-
DOCK_EXPERIMENT_ID17-
DOCK_EXPERIMENT_ID19-
DOCK_FINAL_RANK0.640940-
DOCK_FINAL_RANK3.145909-
DOCK_FINAL_RANK2.028789-
DOCK_FINAL_RANK3.035355-
DOCK_FINAL_RANK2.008943-
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:ALA2841-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG2871-
DOCK_IFP::A:ARG3311-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:FAD5011-
DOCK_IFP::A:GLY1971-
DOCK_IFP::A:GLY2861-
DOCK_IFP::A:ILE1991-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU3321-
DOCK_IFP::A:LEU3341-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:MET3331-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE1981-
DOCK_IFP::A:PHE2301-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER3641-
DOCK_IFP::A:SER951-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TYR1741-
DOCK_IFP::B:ALA2091-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ALA671-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ARG741-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:GLY661-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:LEU731-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:LYS891-
DOCK_IFP::B:MET531-
DOCK_IFP::B:MET701-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PRO1871-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:THR831-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:TYR2101-
DOCK_IFP::B:TYR691-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL491-
DOCK_IFP::B:VAL871-
DOCK_IFP::B:VAL881-
DOCK_IFP::C:ALA3631-
DOCK_IFP::C:ALA3651-
DOCK_IFP::C:ASP3271-
DOCK_IFP::C:CYS521-
DOCK_IFP::C:CYS571-
DOCK_IFP::C:GLY561-
DOCK_IFP::C:LEU3341-
DOCK_IFP::C:LYS601-
DOCK_IFP::C:NDP8001-
DOCK_IFP::C:PHE3671-
DOCK_IFP::C:PRO3361-
DOCK_IFP::C:SER141-
DOCK_IFP::C:SER3641-
DOCK_IFP::C:THR3351-
DOCK_IFP::C:THR511-
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_OVERLAP0.645599-
DOCK_MAX_CLASH_OVERLAP0.645567-
DOCK_MAX_CLASH_OVERLAP0.645588-
DOCK_MAX_CLASH_OVERLAP0.645491-
DOCK_MAX_CLASH_OVERLAP0.645531-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.624966-
DOCK_PRE_RANK3.109226-
DOCK_PRE_RANK2.000421-
DOCK_PRE_RANK3.006580-
DOCK_PRE_RANK1.987787-
DOCK_PRIMARY_POSE_ID5267-
DOCK_PRIMARY_POSE_ID5951-
DOCK_PRIMARY_POSE_ID10069-
DOCK_PRIMARY_POSE_ID11401-
DOCK_PRIMARY_POSE_ID12728-
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_t09-
DOCK_REPORT_IDselection_import_t15-
DOCK_REPORT_IDselection_import_t17-
DOCK_REPORT_IDselection_import_t19-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASP161;A:CYS168;A:LEU208;A:LEU209;A:MET163;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO210;A:SER95;A:TRP221;A:TYR174-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE45;B:LEU94;B:MET53;B:PHE56;B:THR83;B:TRP47;B:VAL156;B:VAL30;B:VAL49;B:VAL87-
DOCK_RESIDUE_CONTACTSB:ALA209;B:ALA67;B:ALA90;B:ARG74;B:GLY66;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PRO187;B:PRO212;B:PRO213;B:TYR210;B:TYR69;B:VAL88-
DOCK_RESIDUE_CONTACTSA:ALA284;A:ARG287;A:ARG331;A:FAD501;A:GLY197;A:GLY286;A:ILE199;A:LEU332;A:LEU334;A:MET333;A:PHE198;A:PHE230;A:SER200;A:SER364-
DOCK_RESIDUE_CONTACTSC:ALA363;C:ALA365;C:ASP327;C:CYS52;C:CYS57;C:GLY56;C:LEU334;C:LYS60;C:NDP800;C:PHE367;C:PRO336;C:SER14;C:SER364;C:THR335;C:THR51-
DOCK_SCAFFOLDO=C(NN=Cc1cc2ccccc2o1)c1ccc2ccccc2c1-
DOCK_SCAFFOLDO=C(NN=Cc1cc2ccccc2o1)c1ccc2ccccc2c1-
DOCK_SCAFFOLDO=C(NN=Cc1cc2ccccc2o1)c1ccc2ccccc2c1-
DOCK_SCAFFOLDO=C(NN=Cc1cc2ccccc2o1)c1ccc2ccccc2c1-
DOCK_SCAFFOLDO=C(NN=Cc1cc2ccccc2o1)c1ccc2ccccc2c1-
DOCK_SCORE-30.671600-
DOCK_SCORE-21.744700-
DOCK_SCORE-17.964900-
DOCK_SCORE-14.855500-
DOCK_SCORE-31.541200-
DOCK_SCORE_INTER-32.019100-
DOCK_SCORE_INTER-27.784000-
DOCK_SCORE_INTER-23.361300-
DOCK_SCORE_INTER-22.231300-
DOCK_SCORE_INTER-31.832400-
DOCK_SCORE_INTER_KCAL-7.647634-
DOCK_SCORE_INTER_KCAL-6.636097-
DOCK_SCORE_INTER_KCAL-5.579753-
DOCK_SCORE_INTER_KCAL-5.309857-
DOCK_SCORE_INTER_KCAL-7.603041-
DOCK_SCORE_INTER_NORM-1.231500-
DOCK_SCORE_INTER_NORM-1.068620-
DOCK_SCORE_INTER_NORM-0.898510-
DOCK_SCORE_INTER_NORM-0.855052-
DOCK_SCORE_INTER_NORM-1.224320-
DOCK_SCORE_INTRA1.347450-
DOCK_SCORE_INTRA6.039330-
DOCK_SCORE_INTRA5.396350-
DOCK_SCORE_INTRA7.327320-
DOCK_SCORE_INTRA0.291192-
DOCK_SCORE_INTRA_KCAL0.321833-
DOCK_SCORE_INTRA_KCAL1.442470-
DOCK_SCORE_INTRA_KCAL1.288897-
DOCK_SCORE_INTRA_KCAL1.750101-
DOCK_SCORE_INTRA_KCAL0.069550-
DOCK_SCORE_INTRA_NORM0.051825-
DOCK_SCORE_INTRA_NORM0.232282-
DOCK_SCORE_INTRA_NORM0.207552-
DOCK_SCORE_INTRA_NORM0.281820-
DOCK_SCORE_INTRA_NORM0.011200-
DOCK_SCORE_KCAL-7.325789-
DOCK_SCORE_KCAL-5.193635-
DOCK_SCORE_KCAL-4.290845-
DOCK_SCORE_KCAL-3.548177-
DOCK_SCORE_KCAL-7.533489-
DOCK_SCORE_NORM-1.179680-
DOCK_SCORE_NORM-0.836334-
DOCK_SCORE_NORM-0.690958-
DOCK_SCORE_NORM-0.571366-
DOCK_SCORE_NORM-1.213120-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.048515-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.001866-
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_FILET08_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET15_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET17_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET19_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC21H16N2O3-
DOCK_SOURCE_FORMULAC21H16N2O3-
DOCK_SOURCE_FORMULAC21H16N2O3-
DOCK_SOURCE_FORMULAC21H16N2O3-
DOCK_SOURCE_FORMULAC21H16N2O3-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBA4.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HBD2.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_HEAVY_ATOMS26.000000-
DOCK_SOURCE_LOGP4.445600-
DOCK_SOURCE_LOGP4.445600-
DOCK_SOURCE_LOGP4.445600-
DOCK_SOURCE_LOGP4.445600-
DOCK_SOURCE_LOGP4.445600-
DOCK_SOURCE_MW344.370000-
DOCK_SOURCE_MW344.370000-
DOCK_SOURCE_MW344.370000-
DOCK_SOURCE_MW344.370000-
DOCK_SOURCE_MW344.370000-
DOCK_SOURCE_NAMEZ49628846-
DOCK_SOURCE_NAMEZ49628846-
DOCK_SOURCE_NAMEZ49628846-
DOCK_SOURCE_NAMEZ49628846-
DOCK_SOURCE_NAMEZ49628846-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA74.830000-
DOCK_SOURCE_TPSA74.830000-
DOCK_SOURCE_TPSA74.830000-
DOCK_SOURCE_TPSA74.830000-
DOCK_SOURCE_TPSA74.830000-
DOCK_STRAIN_DELTA12.037121-
DOCK_STRAIN_DELTA27.694721-
DOCK_STRAIN_DELTA22.445654-
DOCK_STRAIN_DELTA22.724868-
DOCK_STRAIN_DELTA16.947365-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT08-
DOCK_TARGETT09-
DOCK_TARGETT15-
DOCK_TARGETT17-
DOCK_TARGETT19-
EXACT_MASS344.11609237199997Da
FORMULAC21H16N2O3-
HBA4-
HBD2-
LOGP4.445600000000002-
MOL_WEIGHT344.37000000000006g/mol
QED_SCORE0.42591106953803104-
ROTATABLE_BONDS3-
TPSA74.83A^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
T08 T08 selection_import_t08 1
native pose available
 0.6409395339681533 -30.6716 13 0.68 - Best pose
T19 T19 selection_import_t19 1
native pose available
 2.0089429246725263 -31.5412 5 0.19 - Best pose
T15 T15 selection_import_t15 1
native pose available
 2.028788667769846 -17.9649 8 0.62 - Best pose
T17 T17 selection_import_t17 1
native pose available
 3.035354955052957 -14.8555 7 0.58 - Best pose
T09 T09 selection_import_t09 1
native pose available
 3.145909239658254 -21.7447 11 0.52 - Best 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
526 0.6409395339681533 -1.2315 -30.6716 5 14 13 0.68 0.17 0.40 0.60 - no geometry warning; 11 clashes; 4 protein contact clashes; 3 cofactor-context clashes 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
527 2.0089429246725263 -1.22432 -31.5412 7 15 5 0.19 0.17 0.40 0.25 - no geometry warning; 12 clashes; 1 protein clash; 1 cofactor-context clash Open pose
T15 — T15 1 poses · report selection_import_t15
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
583 2.028788667769846 -0.89851 -17.9649 1 15 8 0.62 - - - - no geometry warning; 11 clashes; 1 protein clash; moderate strain Δ 22.4 Open pose
T17 — T17 1 poses · report selection_import_t17
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
558 3.035354955052957 -0.855052 -14.8555 3 14 7 0.58 1.00 1.00 1.00 - no geometry warning; 11 clashes; 2 protein clashes; moderate strain Δ 22.7 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
533 3.145909239658254 -1.06862 -21.7447 5 14 11 0.52 0.00 0.17 0.17 - no geometry warning; 10 clashes; 2 protein clashes; moderate strain Δ 27.7 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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