FAIRMol

Z1213671973

ID 3989

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

SMILES: O=C(Nc1c(C(=O)Nc2cccc(Cl)c2)oc2ccccc12)c1cc(-c2ccccc2O)[nH]n1

Formula: C25H17ClN4O4 | MW: 472.8880000000001

LogP: 5.686500000000001 | TPSA: 120.25

HBA/HBD: 5/4 | RotB: 5

InChIKey: WIHCPYQHOJNOCS-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

Hinge binder (C=O-NH) ×2 Hinge binder (NH-C=O) ×2 H-bond acceptor N ×2 H-bond acceptor O ×3 H-bond donor ×4 Gatekeeper aromatic ×3 Metal chelator ×2

Functional group

Carbonyl ×2 Amide ×2 Secondary amine ×2 Phenol Chlorine

Ring system

Benzene ×3 Furan Pyrazole Benzofuran

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.821017-
DOCK_BASE_INTER_RANK-0.689972-
DOCK_BASE_INTER_RANK-0.733609-
DOCK_BASE_INTER_RANK-0.693226-
DOCK_BASE_INTER_RANK-0.897815-
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_COUNT16.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT14.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT14.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_EXPERIMENTT13-
DOCK_EXPERIMENTT14-
DOCK_EXPERIMENTT15-
DOCK_EXPERIMENTT16-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENT_ID13-
DOCK_EXPERIMENT_ID14-
DOCK_EXPERIMENT_ID15-
DOCK_EXPERIMENT_ID16-
DOCK_EXPERIMENT_ID22-
DOCK_FINAL_RANK2.580957-
DOCK_FINAL_RANK2.594767-
DOCK_FINAL_RANK1.337487-
DOCK_FINAL_RANK2.866230-
DOCK_FINAL_RANK3.213010-
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:ALA1581-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA401-
DOCK_IFP::A:ALA671-
DOCK_IFP::A:ALA901-
DOCK_IFP::A:ARG2421-
DOCK_IFP::A:ARG2771-
DOCK_IFP::A:ARG3371-
DOCK_IFP::A:ARG501-
DOCK_IFP::A:ARG741-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASN3271-
DOCK_IFP::A:ASN411-
DOCK_IFP::A:ASN911-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:ASP2431-
DOCK_IFP::A:ASP3321-
DOCK_IFP::A:ASP3851-
DOCK_IFP::A:ASP471-
DOCK_IFP::A:CYS3281-
DOCK_IFP::A:GLU2741-
DOCK_IFP::A:GLU3841-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY1991-
DOCK_IFP::A:GLY2011-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY2361-
DOCK_IFP::A:GLY2371-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY2761-
DOCK_IFP::A:GLY3931-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:GLY851-
DOCK_IFP::A:HIS1971-
DOCK_IFP::A:HIS3331-
DOCK_IFP::A:LEU3391-
DOCK_IFP::A:LEU731-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS2111-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:LYS511-
DOCK_IFP::A:LYS691-
DOCK_IFP::A:LYS891-
DOCK_IFP::A:MET701-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PHE3831-
DOCK_IFP::A:PHE831-
DOCK_IFP::A:PRO1871-
DOCK_IFP::A:PRO2121-
DOCK_IFP::A:PRO2131-
DOCK_IFP::A:SER1571-
DOCK_IFP::A:SER2001-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:SER2821-
DOCK_IFP::A:SER861-
DOCK_IFP::A:THR2411-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR691-
DOCK_IFP::A:TRP921-
DOCK_IFP::A:TYR2101-
DOCK_IFP::A:TYR3311-
DOCK_IFP::A:TYR3891-
DOCK_IFP::A:VAL3351-
DOCK_IFP::A:VAL3361-
DOCK_IFP::A:VAL881-
DOCK_IFP::B:ALA2091-
DOCK_IFP::B:ALA901-
DOCK_IFP::B:ARG741-
DOCK_IFP::B:ASN2081-
DOCK_IFP::B:ASN2451-
DOCK_IFP::B:ASP711-
DOCK_IFP::B:GLY2461-
DOCK_IFP::B:GLY851-
DOCK_IFP::B:LEU731-
DOCK_IFP::B:LYS2111-
DOCK_IFP::B:LYS891-
DOCK_IFP::B:MET701-
DOCK_IFP::B:PHE831-
DOCK_IFP::B:PRO2121-
DOCK_IFP::B:PRO2131-
DOCK_IFP::B:TYR2101-
DOCK_IFP::B:VAL881-
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_OVERLAP0.645575-
DOCK_MAX_CLASH_OVERLAP0.713476-
DOCK_MAX_CLASH_OVERLAP0.666261-
DOCK_MAX_CLASH_OVERLAP0.716631-
DOCK_MAX_CLASH_OVERLAP0.645096-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK2.557921-
DOCK_PRE_RANK2.573301-
DOCK_PRE_RANK1.318012-
DOCK_PRE_RANK2.843273-
DOCK_PRE_RANK3.183263-
DOCK_PRIMARY_POSE_ID8501-
DOCK_PRIMARY_POSE_ID9195-
DOCK_PRIMARY_POSE_ID9983-
DOCK_PRIMARY_POSE_ID10636-
DOCK_PRIMARY_POSE_ID14613-
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_t13-
DOCK_REPORT_IDselection_import_t14-
DOCK_REPORT_IDselection_import_t15-
DOCK_REPORT_IDselection_import_t16-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ALA67;A:ARG277;A:ASN327;A:ASP332;A:CYS328;A:GLU274;A:GLY199;A:GLY201;A:GLY236;A:GLY237;A:GLY276;A:GLY393;A:HIS197;A:HIS333;A:LYS69;A:SER200;A:TYR331;A:TYR389-
DOCK_RESIDUE_CONTACTSA:ARG242;A:ARG337;A:ARG50;A:ASP243;A:ASP385;A:ASP47;A:GLU384;A:LEU339;A:LYS51;A:PHE383;A:SER282;A:THR241;A:VAL335;A:VAL336-
DOCK_RESIDUE_CONTACTSB:ALA209;B:ALA90;B:ARG74;B:ASN208;B:ASN245;B:ASP71;B:GLY246;B:GLY85;B:LEU73;B:LYS211;B:LYS89;B:MET70;B:PHE83;B:PRO212;B:PRO213;B:TYR210;B:VAL88-
DOCK_RESIDUE_CONTACTSA:ALA90;A:ARG74;A:ASN91;A:GLY85;A:LEU73;A:LYS211;A:LYS89;A:MET70;A:PHE83;A:PRO187;A:PRO212;A:PRO213;A:SER86;A:TRP92;A:TYR210;A:VAL88-
DOCK_RESIDUE_CONTACTSA:ALA158;A:ALA24;A:ALA40;A:ASN126;A:ASN41;A:ASP129;A:GLU73;A:GLY23;A:GLY25;A:GLY71;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER157;A:SER27;A:SER28;A:THR44;A:THR69-
DOCK_SCAFFOLDO=C(Nc1c(C(=O)Nc2ccccc2)oc2ccccc12)c1cc(-c2ccccc2)[nH]n1-
DOCK_SCAFFOLDO=C(Nc1c(C(=O)Nc2ccccc2)oc2ccccc12)c1cc(-c2ccccc2)[nH]n1-
DOCK_SCAFFOLDO=C(Nc1c(C(=O)Nc2ccccc2)oc2ccccc12)c1cc(-c2ccccc2)[nH]n1-
DOCK_SCAFFOLDO=C(Nc1c(C(=O)Nc2ccccc2)oc2ccccc12)c1cc(-c2ccccc2)n[nH]1-
DOCK_SCAFFOLDO=C(Nc1c(C(=O)Nc2ccccc2)oc2ccccc12)c1cc(-c2ccccc2)n[nH]1-
DOCK_SCORE-29.884100-
DOCK_SCORE-28.876500-
DOCK_SCORE-32.138200-
DOCK_SCORE-32.317900-
DOCK_SCORE-19.902600-
DOCK_SCORE_INTER-27.914600-
DOCK_SCORE_INTER-23.459000-
DOCK_SCORE_INTER-24.942700-
DOCK_SCORE_INTER-23.569700-
DOCK_SCORE_INTER-30.525700-
DOCK_SCORE_INTER_KCAL-6.667291-
DOCK_SCORE_INTER_KCAL-5.603088-
DOCK_SCORE_INTER_KCAL-5.957464-
DOCK_SCORE_INTER_KCAL-5.629529-
DOCK_SCORE_INTER_KCAL-7.290941-
DOCK_SCORE_INTER_NORM-0.821017-
DOCK_SCORE_INTER_NORM-0.689972-
DOCK_SCORE_INTER_NORM-0.733609-
DOCK_SCORE_INTER_NORM-0.693226-
DOCK_SCORE_INTER_NORM-0.897815-
DOCK_SCORE_INTRA-1.975830-
DOCK_SCORE_INTRA-5.417430-
DOCK_SCORE_INTRA-7.195480-
DOCK_SCORE_INTRA-8.748250-
DOCK_SCORE_INTRA10.623100-
DOCK_SCORE_INTRA_KCAL-0.471919-
DOCK_SCORE_INTRA_KCAL-1.293931-
DOCK_SCORE_INTRA_KCAL-1.718612-
DOCK_SCORE_INTRA_KCAL-2.089485-
DOCK_SCORE_INTRA_KCAL2.537285-
DOCK_SCORE_INTRA_NORM-0.058113-
DOCK_SCORE_INTRA_NORM-0.159336-
DOCK_SCORE_INTRA_NORM-0.211632-
DOCK_SCORE_INTRA_NORM-0.257301-
DOCK_SCORE_INTRA_NORM0.312444-
DOCK_SCORE_KCAL-7.137698-
DOCK_SCORE_KCAL-6.897037-
DOCK_SCORE_KCAL-7.676081-
DOCK_SCORE_KCAL-7.719001-
DOCK_SCORE_KCAL-4.753656-
DOCK_SCORE_NORM-0.878943-
DOCK_SCORE_NORM-0.849308-
DOCK_SCORE_NORM-0.945241-
DOCK_SCORE_NORM-0.950528-
DOCK_SCORE_NORM-0.585370-
DOCK_SCORE_RESTR0.006330-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000186-
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_FILET13_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET14_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET15_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET16_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC25H17ClN4O4-
DOCK_SOURCE_FORMULAC25H17ClN4O4-
DOCK_SOURCE_FORMULAC25H17ClN4O4-
DOCK_SOURCE_FORMULAC25H17ClN4O4-
DOCK_SOURCE_FORMULAC25H17ClN4O4-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBA5.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HBD4.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_LOGP5.686500-
DOCK_SOURCE_LOGP5.686500-
DOCK_SOURCE_LOGP5.686500-
DOCK_SOURCE_LOGP5.686500-
DOCK_SOURCE_LOGP5.686500-
DOCK_SOURCE_MW472.888000-
DOCK_SOURCE_MW472.888000-
DOCK_SOURCE_MW472.888000-
DOCK_SOURCE_MW472.888000-
DOCK_SOURCE_MW472.888000-
DOCK_SOURCE_NAMEZ1213671973-
DOCK_SOURCE_NAMEZ1213671973-
DOCK_SOURCE_NAMEZ1213671973-
DOCK_SOURCE_NAMEZ1213671973-
DOCK_SOURCE_NAMEZ1213671973-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_RINGS5.000000-
DOCK_SOURCE_TPSA120.250000-
DOCK_SOURCE_TPSA120.250000-
DOCK_SOURCE_TPSA120.250000-
DOCK_SOURCE_TPSA120.250000-
DOCK_SOURCE_TPSA120.250000-
DOCK_STRAIN_DELTA18.499241-
DOCK_STRAIN_DELTA17.210388-
DOCK_STRAIN_DELTA15.469839-
DOCK_STRAIN_DELTA18.436042-
DOCK_STRAIN_DELTA23.380327-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_TARGETT13-
DOCK_TARGETT14-
DOCK_TARGETT15-
DOCK_TARGETT16-
DOCK_TARGETT22-
EXACT_MASS472.0938327040001Da
FORMULAC25H17ClN4O4-
HBA5-
HBD4-
LOGP5.686500000000001-
MOL_WEIGHT472.8880000000001g/mol
QED_SCORE0.26182052669379363-
ROTATABLE_BONDS5-
TPSA120.25A^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
T15 T15 selection_import_t15 1
native pose available
 1.3374870325316341 -32.1382 11 0.85 - Best pose
T13 T13 selection_import_t13 1
native pose available
 2.580957224943118 -29.8841 12 0.63 - Best pose
T14 T14 selection_import_t14 1
native pose available
 2.5947672492208738 -28.8765 8 0.53 - Best pose
T16 T16 selection_import_t16 1
native pose available
 2.866230324382139 -32.3179 11 0.92 - Best pose
T22 T22 selection_import_t22 1
native pose available
 3.2130098613086737 -19.9026 16 0.76 - Best 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
497 1.3374870325316341 -0.733609 -32.1382 3 17 11 0.85 - - - - no geometry warning; 12 clashes; 4 protein contact clashes 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
371 2.580957224943118 -0.821017 -29.8841 7 18 12 0.63 0.33 0.43 0.57 - no geometry warning; 16 clashes; 10 protein contact clashes 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
387 2.5947672492208738 -0.689972 -28.8765 8 14 8 0.53 0.33 0.40 0.40 - no geometry warning; 13 clashes; 1 protein clash Open pose
T16 — T16 1 poses · report selection_import_t16
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
471 2.866230324382139 -0.693226 -32.3179 4 16 11 0.92 - - - - no geometry warning; 15 clashes; 1 protein clash Open pose
T22 — T22 1 poses · report selection_import_t22
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
375 3.2130098613086737 -0.897815 -19.9026 8 19 16 0.76 0.40 0.45 0.45 - no geometry warning; 14 clashes; 1 protein clash; moderate strain Δ 23.4 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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