FAIRMol

Z1939360435

ID 627

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

SMILES: CCOC(=O)c1cnc2ccc(-c3cncc(NS(=O)(=O)c4ccccc4)c3)cn12

Formula: C21H18N4O4S | MW: 422.46600000000007

LogP: 3.373800000000002 | TPSA: 102.66

HBA/HBD: 6/1 | RotB: 6

InChIKey: SEKOTFCHZNXZMM-UHFFFAOYSA-N

Recognized patterns

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

Bio motif

Sulfonamide bioisostere H-bond acceptor N ×3 H-bond acceptor O ×4 H-bond donor Gatekeeper aromatic Metal chelator

Functional group

Carbonyl Ester Sulfonamide Ether

Ring system

Benzene Pyridine ×2 Imidazo[1,2-a]pyridine

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.912563-
DOCK_BASE_INTER_RANK-1.047310-
DOCK_BASE_INTER_RANK-0.867169-
DOCK_BASE_INTER_RANK-1.121080-
DOCK_BASE_INTER_RANK-0.853857-
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_COUNT13.000000-
DOCK_CLASH_COUNT15.000000-
DOCK_CLASH_COUNT12.000000-
DOCK_CLASH_COUNT13.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT20.000000-
DOCK_CONTACT_COUNT16.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_EXPERIMENTT01-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT12-
DOCK_EXPERIMENTT22-
DOCK_EXPERIMENTT07-
DOCK_EXPERIMENT_ID22-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID7-
DOCK_EXPERIMENT_ID1-
DOCK_EXPERIMENT_ID12-
DOCK_FINAL_RANK4.039180-
DOCK_FINAL_RANK1.648605-
DOCK_FINAL_RANK3.010830-
DOCK_FINAL_RANK1.331758-
DOCK_FINAL_RANK4.085038-
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:ALA101-
DOCK_IFP::A:ALA1581-
DOCK_IFP::A:ALA241-
DOCK_IFP::A:ALA701-
DOCK_IFP::A:ARG141-
DOCK_IFP::A:ARG1401-
DOCK_IFP::A:ARG1441-
DOCK_IFP::A:ASN1061-
DOCK_IFP::A:ASN1261-
DOCK_IFP::A:ASN1751-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:ASP1291-
DOCK_IFP::A:ASP1611-
DOCK_IFP::A:ASP681-
DOCK_IFP::A:CYS1681-
DOCK_IFP::A:GLN361-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLU731-
DOCK_IFP::A:GLY231-
DOCK_IFP::A:GLY251-
DOCK_IFP::A:GLY711-
DOCK_IFP::A:HIS1051-
DOCK_IFP::A:HIS1411-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:ILE81-
DOCK_IFP::A:LEU1301-
DOCK_IFP::A:LEU2081-
DOCK_IFP::A:LEU2091-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:LYS1271-
DOCK_IFP::A:LYS1591-
DOCK_IFP::A:LYS261-
DOCK_IFP::A:MET1011-
DOCK_IFP::A:MET1631-
DOCK_IFP::A:MET2131-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NAP3011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE1711-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PHE381-
DOCK_IFP::A:PHE971-
DOCK_IFP::A:PRO1671-
DOCK_IFP::A:PRO2101-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER2071-
DOCK_IFP::A:SER221-
DOCK_IFP::A:SER271-
DOCK_IFP::A:SER281-
DOCK_IFP::A:THR1371-
DOCK_IFP::A:THR441-
DOCK_IFP::A:THR691-
DOCK_IFP::A:TRP2211-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TYR1741-
DOCK_IFP::A:TYR341-
DOCK_IFP::A:TYR971-
DOCK_IFP::A:VAL1641-
DOCK_IFP::A:VAL2061-
DOCK_IFP::A:VAL91-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG1161-
DOCK_IFP::B:ARG461-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:CYS721-
DOCK_IFP::B:GLY731-
DOCK_IFP::B:GLY771-
DOCK_IFP::B:HIS141-
DOCK_IFP::B:ILE151-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE551-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:SER441-
DOCK_IFP::B:SER741-
DOCK_IFP::B:SER861-
DOCK_IFP::B:THR1801-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:TYR491-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL301-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL491-
DOCK_IFP::B:VAL871-
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_OVERLAP0.647631-
DOCK_MAX_CLASH_OVERLAP0.643464-
DOCK_MAX_CLASH_OVERLAP0.643398-
DOCK_MAX_CLASH_OVERLAP0.647682-
DOCK_MAX_CLASH_OVERLAP0.647594-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK1.612317-
DOCK_PRE_RANK2.971749-
DOCK_PRE_RANK1.278468-
DOCK_PRE_RANK4.007308-
DOCK_PRE_RANK4.045254-
DOCK_PRIMARY_POSE_ID5850-
DOCK_PRIMARY_POSE_ID490-
DOCK_PRIMARY_POSE_ID7858-
DOCK_PRIMARY_POSE_ID4464-
DOCK_PRIMARY_POSE_ID14664-
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_t09-
DOCK_REPORT_IDselection_import_t07-
DOCK_REPORT_IDselection_import_t12-
DOCK_REPORT_IDselection_import_t01-
DOCK_REPORT_IDselection_import_t22-
DOCK_RESIDUE_CONTACTSA:ARG14;A:ASN175;A:ASP161;A:CYS168;A:LEU208;A:LEU209;A:MET163;A:MET213;A:NAP301;A:PHE171;A:PHE97;A:PRO167;A:PRO210;A:SER207;A:TRP221;A:TYR174;A:VAL164;A:VAL206-
DOCK_RESIDUE_CONTACTSA:ALA158;A:ALA24;A:ALA70;A:ASN126;A:ASP129;A:ASP68;A:GLU73;A:GLY23;A:GLY25;A:GLY71;A:LEU130;A:LYS127;A:LYS159;A:LYS26;A:PHE38;A:SER22;A:SER27;A:SER28;A:THR44;A:THR69-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ASN65;A:GLN36;A:GLU31;A:ILE61;A:ILE8;A:LEU23;A:LEU28;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:THR137;A:TRP25;A:TYR34;A:VAL9-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE45;B:MET53;B:PHE55;B:PHE56;B:PRO88;B:SER44;B:SER86;B:THR180;B:TRP47;B:TYR162;B:VAL156;B:VAL30;B:VAL31;B:VAL49;B:VAL87-
DOCK_RESIDUE_CONTACTSA:ARG140;A:ARG144;A:ASN106;A:HIS105;A:HIS141;A:MET101;A:TYR97;B:ARG116;B:ARG46;B:CYS72;B:GLY73;B:GLY77;B:HIS14;B:ILE15;B:SER74;B:TYR49-
DOCK_SCAFFOLDO=S(=O)(Nc1cncc(-c2ccc3nccn3c2)c1)c1ccccc1-
DOCK_SCAFFOLDO=S(=O)(Nc1cncc(-c2ccc3nccn3c2)c1)c1ccccc1-
DOCK_SCAFFOLDO=S(=O)(Nc1cncc(-c2ccc3nccn3c2)c1)c1ccccc1-
DOCK_SCAFFOLDO=S(=O)(Nc1cncc(-c2ccc3nccn3c2)c1)c1ccccc1-
DOCK_SCAFFOLDO=S(=O)(Nc1cncc(-c2ccc3nccn3c2)c1)c1ccccc1-
DOCK_SCORE-30.447800-
DOCK_SCORE-20.597900-
DOCK_SCORE-23.612000-
DOCK_SCORE-26.642000-
DOCK_SCORE-23.298300-
DOCK_SCORE_INTER-26.015100-
DOCK_SCORE_INTER-31.419300-
DOCK_SCORE_INTER-25.615700-
DOCK_SCORE_INTER-27.376900-
DOCK_SCORE_INTER-33.632300-
DOCK_SCORE_INTER_KCAL-6.538863-
DOCK_SCORE_INTER_KCAL-6.213603-
DOCK_SCORE_INTER_KCAL-7.504374-
DOCK_SCORE_INTER_KCAL-8.032940-
DOCK_SCORE_INTER_KCAL-6.118207-
DOCK_SCORE_INTER_NORM-1.047310-
DOCK_SCORE_INTER_NORM-0.853857-
DOCK_SCORE_INTER_NORM-0.867169-
DOCK_SCORE_INTER_NORM-1.121080-
DOCK_SCORE_INTER_NORM-0.912563-
DOCK_SCORE_INTRA4.777300-
DOCK_SCORE_INTRA3.764890-
DOCK_SCORE_INTRA3.184490-
DOCK_SCORE_INTRA5.017850-
DOCK_SCORE_INTRA2.716790-
DOCK_SCORE_INTRA_KCAL0.648894-
DOCK_SCORE_INTRA_KCAL0.899229-
DOCK_SCORE_INTRA_KCAL1.198493-
DOCK_SCORE_INTRA_KCAL1.141039-
DOCK_SCORE_INTRA_KCAL0.760603-
DOCK_SCORE_INTRA_NORM0.090560-
DOCK_SCORE_INTRA_NORM0.167262-
DOCK_SCORE_INTRA_NORM0.159243-
DOCK_SCORE_INTRA_NORM0.125496-
DOCK_SCORE_INTRA_NORM0.106150-
DOCK_SCORE_KCAL-6.363335-
DOCK_SCORE_KCAL-4.919726-
DOCK_SCORE_KCAL-5.564706-
DOCK_SCORE_KCAL-5.639632-
DOCK_SCORE_KCAL-7.272335-
DOCK_SCORE_NORM-0.888065-
DOCK_SCORE_NORM-1.014930-
DOCK_SCORE_NORM-0.776610-
DOCK_SCORE_NORM-0.686596-
DOCK_SCORE_NORM-0.787067-
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_FILET07_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET01_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET12_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET22_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC21H18N4O4S-
DOCK_SOURCE_FORMULAC21H18N4O4S-
DOCK_SOURCE_FORMULAC21H18N4O4S-
DOCK_SOURCE_FORMULAC21H18N4O4S-
DOCK_SOURCE_FORMULAC21H18N4O4S-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBA6.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HBD1.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_HEAVY_ATOMS30.000000-
DOCK_SOURCE_LOGP3.373800-
DOCK_SOURCE_LOGP3.373800-
DOCK_SOURCE_LOGP3.373800-
DOCK_SOURCE_LOGP3.373800-
DOCK_SOURCE_LOGP3.373800-
DOCK_SOURCE_MW422.466000-
DOCK_SOURCE_MW422.466000-
DOCK_SOURCE_MW422.466000-
DOCK_SOURCE_MW422.466000-
DOCK_SOURCE_MW422.466000-
DOCK_SOURCE_NAMEZ1939360435-
DOCK_SOURCE_NAMEZ1939360435-
DOCK_SOURCE_NAMEZ1939360435-
DOCK_SOURCE_NAMEZ1939360435-
DOCK_SOURCE_NAMEZ1939360435-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA102.660000-
DOCK_SOURCE_TPSA102.660000-
DOCK_SOURCE_TPSA102.660000-
DOCK_SOURCE_TPSA102.660000-
DOCK_SOURCE_TPSA102.660000-
DOCK_STRAIN_DELTA24.765420-
DOCK_STRAIN_DELTA29.066131-
DOCK_STRAIN_DELTA27.463976-
DOCK_STRAIN_DELTA29.458897-
DOCK_STRAIN_DELTA36.362726-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT22-
DOCK_TARGETT09-
DOCK_TARGETT12-
DOCK_TARGETT01-
DOCK_TARGETT07-
EXACT_MASS422.1048760559999Da
FORMULAC21H18N4O4S-
HBA6-
HBD1-
LOGP3.373800000000002-
MOL_WEIGHT422.46600000000007g/mol
QED_SCORE0.4780592843393533-
ROTATABLE_BONDS6-
TPSA102.66A^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
 1.3317583642642152 -26.642 14 0.74 - Best pose
T09 T09 selection_import_t09 1
native pose available
 1.6486052609835815 -23.2983 15 0.71 - Best pose
T12 T12 selection_import_t12 1
native pose available
 3.0108297546293987 -23.612 13 0.81 - Best pose
T22 T22 selection_import_t22 1
native pose available
 4.039179568641927 -30.4478 15 0.71 - Best pose
T01 T01 selection_import_t01 1
native pose available
 4.085038280417157 -20.5979 14 0.67 - 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
401 1.3317583642642152 -1.04731 -26.642 8 18 14 0.74 0.17 0.40 0.60 - no geometry warning; 13 clashes; 5 protein contact clashes; 2 cofactor-context clashes; high strain Δ 36.4 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
432 1.6486052609835815 -0.867169 -23.2983 5 19 15 0.71 0.00 0.17 0.17 - no geometry warning; 11 clashes; 8 protein contact clashes; moderate strain Δ 27.5 Open pose
T12 — T12 1 poses · report selection_import_t12
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
406 3.0108297546293987 -0.912563 -23.612 10 16 13 0.81 0.58 0.50 0.60 - no geometry warning; 15 clashes; 1 protein clash; moderate strain Δ 29.1 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
426 4.039179568641927 -1.12108 -30.4478 6 20 15 0.71 0.33 0.36 0.36 - no geometry warning; 13 clashes; 2 protein clashes; moderate strain Δ 24.8 Open pose
T01 — T01 1 poses · report selection_import_t01
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
490 4.085038280417157 -0.853857 -20.5979 3 18 14 0.67 0.20 0.40 0.40 - no geometry warning; 12 clashes; 3 protein clashes; moderate strain Δ 29.5 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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